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Welcome to 726 Regina Circle in Oakland, Florida! This spacious two-story home offers five bedrooms, four bathrooms, and an inviting layout designed to accommodate a variety of living needs. The interior features vaulted ceilings, a formal dining area, and comfortable living spaces, including a family room with a fireplace. The kitchen offers granite countertops, a breakfast bar, an island, and ample cabinetry, creating a functional space for everyday living and entertaining. The primary suite features an en-suite bathroom with dual vanities and a separate soaking tub and shower. Step outside to enjoy the private swimming pool and outdoor space, ideal for relaxing or entertaining guests. A two-car garage provides additional parking and storage. Conveniently located in the Oakland and Winter Garden area, the property offers access to nearby shopping, dining, parks, trails, and major roadways. Schedule your private showing and discover the possibilities this home has to offer.

5 Beds ⋅ 4 Baths ⋅ Johns Landing Ph 01 44/47 SubDv. ⋅ 34787 Zip Code

Welcome to 726 Regina Circle in Oakland, Florida! This spacious two-story home offers five bedrooms, four bathrooms, and an inviting layout designed to accommodate a variety of living needs. The interior features vaulted ceilings, a formal dining area, and comfortable living spaces, including a family room with a fireplace. The kitchen offers granite countertops, a breakfast bar, an island, and ample cabinetry, creating a functional space for everyday living and entertaining. The primary suite features an en-suite bathroom with dual vanities and a separate soaking tub and shower. Step outside to enjoy the private swimming pool and outdoor space, ideal for relaxing or entertaining guests. A two-car garage provides additional parking and storage. Conveniently located in the Oakland and Winter Garden area, the property offers access to nearby shopping, dining, parks, trails, and major roadways. Schedule your private showing and discover the possibilities this home has to offer.

726 Regina Circle, Oakland

$1,749,000

Welcome to this stunning custom home crafted by the renowned Pioneer Builders in 2022, nestled in one of Winter Garden's most coveted locations. Just steps from the beloved West Orange Trail and the charming Golf Cart District of Historic Downtown Winter Garden, this home offers the best of the Winter Garden lifestyle right at your doorstep. Whether you're pedaling the trail at sunrise or cruising downtown in your golf cart for dinner and live music, this location makes it easy to enjoy everything this vibrant community has to offer. From the moment you step inside, the quality and craftsmanship are undeniable. Engineered hardwood floors flow seamlessly throughout the home, while custom cabinetry adds timeless elegance to every space. The open living areas feature top-of-the-line Fisher & Paykel appliances, blending elevated design with everyday functionality. Plantation shutters throughout the main house add a classic, refined touch, while an automatic gate provides an added layer of privacy and convenience. The main level features a private ensuite bedroom and full bath, ideal for guests or multigenerational living, along with a convenient powder bath for visitors. Upstairs, the primary suite serves as a true retreat, complete with two oversized walk-in closets and a luxurious ensuite bath. Two additional bedrooms share a well-appointed Jack-and-Jill bathroom, while an upstairs laundry room adds everyday convenience. Added in 2024, the private apartment above the garage is a rare and exceptional bonus, complete with a kitchenette, dedicated office space, full bath, and in-unit laundry. Whether envisioned as a private guest suite, in-law quarters, a dedicated work-from-home retreat, or an income-producing rental, the possibilities are endless. Winter Garden's Golf Cart District is more than a novelty—it's a way of life. Residents enjoy cruising to the award-winning Farmers Market, exploring boutique shops and local restaurants, visiting breweries, and taking part in the community events that make Historic Downtown Winter Garden one of Central Florida's most vibrant destinations. The West Orange Trail, spanning more than 22 miles of scenic, paved pathways, is a paradise for cyclists, joggers, and walkers. With this home's prime proximity, outdoor recreation is always within easy reach. This is more than a home—it's a lifestyle. Don't miss the opportunity to own a distinctive property offering timeless finishes, versatile living spaces, added privacy, and an exceptional location in one of Central Florida's most sought-after communities.

5 Beds ⋅ 5 Baths ⋅ Garden West SubDv. ⋅ 34787 Zip Code

Welcome to this stunning custom home crafted by the renowned Pioneer Builders in 2022, nestled in one of Winter Garden's most coveted locations. Just steps from the beloved West Orange Trail and the charming Golf Cart District of Historic Downtown Winter Garden, this home offers the best of the Winter Garden lifestyle right at your doorstep. Whether you're pedaling the trail at sunrise or cruising downtown in your golf cart for dinner and live music, this location makes it easy to enjoy everything this vibrant community has to offer. From the moment you step inside, the quality and craftsmanship are undeniable. Engineered hardwood floors flow seamlessly throughout the home, while custom cabinetry adds timeless elegance to every space. The open living areas feature top-of-the-line Fisher & Paykel appliances, blending elevated design with everyday functionality. Plantation shutters throughout the main house add a classic, refined touch, while an automatic gate provides an added layer of privacy and convenience. The main level features a private ensuite bedroom and full bath, ideal for guests or multigenerational living, along with a convenient powder bath for visitors. Upstairs, the primary suite serves as a true retreat, complete with two oversized walk-in closets and a luxurious ensuite bath. Two additional bedrooms share a well-appointed Jack-and-Jill bathroom, while an upstairs laundry room adds everyday convenience. Added in 2024, the private apartment above the garage is a rare and exceptional bonus, complete with a kitchenette, dedicated office space, full bath, and in-unit laundry. Whether envisioned as a private guest suite, in-law quarters, a dedicated work-from-home retreat, or an income-producing rental, the possibilities are endless. Winter Garden's Golf Cart District is more than a novelty—it's a way of life. Residents enjoy cruising to the award-winning Farmers Market, exploring boutique shops and local restaurants, visiting breweries, and taking part in the community events that make Historic Downtown Winter Garden one of Central Florida's most vibrant destinations. The West Orange Trail, spanning more than 22 miles of scenic, paved pathways, is a paradise for cyclists, joggers, and walkers. With this home's prime proximity, outdoor recreation is always within easy reach. This is more than a home—it's a lifestyle. Don't miss the opportunity to own a distinctive property offering timeless finishes, versatile living spaces, added privacy, and an exceptional location in one of Central Florida's most sought-after communities.

728 Garden West Terrace, Winter Garden

$489,900

Stunning 3-bedroom, 2.5-bath bungalow nestled in the highly desirable community of Oakland, offering picturesque views of the community park, lush green spaces, and direct access to local walking trails. Built in 2018 and impeccably maintained, this home features an open-concept layout with towering 10-foot ceilings throughout. The main level boasts gorgeous tile flooring, a built-in office desk, a convenient wet bar, and carefully curated interior lighting that enhances the home's warm character and sophisticated ambiance. The gourmet kitchen shines with 42-inch refinished maple cabinets, updated hardware, quartz countertops, a stunning center quartz island, and a striking ceiling-height marble backsplash. Upstairs, enjoy the warmth of bamboo stairs and beautiful bamboo flooring across all bedrooms, each equipped with walk-in closets. Additional notable upgrades include quartz countertops in all bathrooms, beautiful zebra blinds, a 2026 refrigerator, and an epoxy-finished two-car garage. Step outside to exceptional exterior enhancements added in 2025 and 2026, including striking exterior accent lighting that delivers incredible nighttime curb appeal and presence, a fully sealed paver driveway, a welcoming front porch with ceiling fans, and an extended paver pathway wrapping around the house. Practical features include a brand-new gutter system connected to a downpour drainage system, plus a reliable irrigation system. Located in a top-rated school district, this home places you moments away from the scenic Oakland Nature Preserve, community parks like Speer Park, vibrant local farmers markets, rich cultural attractions like the historic Garden Theatre, and nearby dining favorites. Don't miss this incredible gem!

3 Beds ⋅ 3 Baths ⋅ Oakland Trails Ph 1 SubDv. ⋅ 34787 Zip Code

Stunning 3-bedroom, 2.5-bath bungalow nestled in the highly desirable community of Oakland, offering picturesque views of the community park, lush green spaces, and direct access to local walking trails. Built in 2018 and impeccably maintained, this home features an open-concept layout with towering 10-foot ceilings throughout. The main level boasts gorgeous tile flooring, a built-in office desk, a convenient wet bar, and carefully curated interior lighting that enhances the home's warm character and sophisticated ambiance. The gourmet kitchen shines with 42-inch refinished maple cabinets, updated hardware, quartz countertops, a stunning center quartz island, and a striking ceiling-height marble backsplash. Upstairs, enjoy the warmth of bamboo stairs and beautiful bamboo flooring across all bedrooms, each equipped with walk-in closets. Additional notable upgrades include quartz countertops in all bathrooms, beautiful zebra blinds, a 2026 refrigerator, and an epoxy-finished two-car garage. Step outside to exceptional exterior enhancements added in 2025 and 2026, including striking exterior accent lighting that delivers incredible nighttime curb appeal and presence, a fully sealed paver driveway, a welcoming front porch with ceiling fans, and an extended paver pathway wrapping around the house. Practical features include a brand-new gutter system connected to a downpour drainage system, plus a reliable irrigation system. Located in a top-rated school district, this home places you moments away from the scenic Oakland Nature Preserve, community parks like Speer Park, vibrant local farmers markets, rich cultural attractions like the historic Garden Theatre, and nearby dining favorites. Don't miss this incredible gem!

2199 White Feather Loop, Oakland

$1,799,000

Beautifully crafted by J&J Building, this exceptional 4-bedroom, 4.5-bath custom home combines thoughtful design, elegant finishes, and effortless indoor-outdoor living. Situated on a desirable corner lot, the home is filled with incredible natural light and offers a layout designed for both everyday comfort and entertaining. At the heart of the home, the stylish kitchen is complemented by a wet bar and a full scullery (back kitchen) with a second refrigerator, oven, sink and built-in pantry, creating the perfect blend of style and functionality. The main-level primary suite provides a private retreat, while three additional upstairs bedrooms each feature their own en-suite bathroom, offering comfort and privacy for family and guests alike. The downstairs office and upstairs loft area also provide flexible options to meet all your needs. The oversized attic storage with drop down stairs is perfect for all your seasonal items! Step outside to your own private oasis through the huge pocketing sliding glass doors, and enjoy the salt water pool, spa, and inviting outdoor living space with automated retractable screens—ideal for enjoying Florida living year-round. And the large garage has 2 EV plugs and 2 garage doors- 1 perfect for your golf cart! Just across the street, a beautiful pond provides a peaceful natural backdrop, with scenic sunset views and abundant wildlife adding to the home's special setting. Enjoy an exceptional lifestyle just steps from the West Orange Trail and within the Golf Cart District, offering convenient access to downtown Winter Garden's charming shops, restaurants, and vibrant community atmosphere. A rare opportunity to enjoy custom craftsmanship, beautiful surroundings, and an unbeatable location—all in one remarkable home.

4 Beds ⋅ 5 Baths ⋅ Oakland Parkb-2 SubDv. ⋅ 34787 Zip Code

Beautifully crafted by J&J Building, this exceptional 4-bedroom, 4.5-bath custom home combines thoughtful design, elegant finishes, and effortless indoor-outdoor living. Situated on a desirable corner lot, the home is filled with incredible natural light and offers a layout designed for both everyday comfort and entertaining. At the heart of the home, the stylish kitchen is complemented by a wet bar and a full scullery (back kitchen) with a second refrigerator, oven, sink and built-in pantry, creating the perfect blend of style and functionality. The main-level primary suite provides a private retreat, while three additional upstairs bedrooms each feature their own en-suite bathroom, offering comfort and privacy for family and guests alike. The downstairs office and upstairs loft area also provide flexible options to meet all your needs. The oversized attic storage with drop down stairs is perfect for all your seasonal items! Step outside to your own private oasis through the huge pocketing sliding glass doors, and enjoy the salt water pool, spa, and inviting outdoor living space with automated retractable screens—ideal for enjoying Florida living year-round. And the large garage has 2 EV plugs and 2 garage doors- 1 perfect for your golf cart! Just across the street, a beautiful pond provides a peaceful natural backdrop, with scenic sunset views and abundant wildlife adding to the home's special setting. Enjoy an exceptional lifestyle just steps from the West Orange Trail and within the Golf Cart District, offering convenient access to downtown Winter Garden's charming shops, restaurants, and vibrant community atmosphere. A rare opportunity to enjoy custom craftsmanship, beautiful surroundings, and an unbeatable location—all in one remarkable home.

900 Allendale Lane, Oakland

1210 Brandy Lake View Circle, Winter Garden

$450,000

Virtually Staged. Welcome to this charming 3-bedroom, 2-bath home nestled in the desirable gated community of Brandy Creek in Winter Garden! Step inside to discover an inviting, open layout where the living area flows seamlessly into the kitchen and dining space, creating a comfortable setting for everyday living and entertaining. The kitchen features granite countertops and ample cabinetry for storage. French doors open to an extended screened-in lanai, providing the perfect space to relax, entertain, or simply enjoy the Florida lifestyle. The fenced backyard offers additional room for outdoor activities, pets, or gatherings with family and friends. The primary suite features a walk-in closet and an en-suite bathroom with dual sinks, a garden tub, and a separate shower. The additional bedrooms provide comfortable, flexible spaces for family, guests, or a home office. With generous living spaces and the opportunity to add your own personal touches, this home offers wonderful potential to make it truly your own. Beyond the home, Brandy Creek offers a peaceful setting with tranquil ponds, a scenic lake, and a community fishing pier. Just minutes from Historic Downtown Winter Garden, you'll enjoy easy access to the popular West Orange Trail, Saturday Farmers Market, live music, boutique shopping, and an incredible variety of local restaurants. Convenient access to the Florida Turnpike and SR-429 makes commuting and exploring Central Florida a breeze. Whether you're enjoying a quiet evening on your screened lanai or exploring the charm of downtown Winter Garden, this home offers a wonderful combination of space, location, and lifestyle. Don't miss the opportunity to make it your own!

3 Beds ⋅ 2 Baths ⋅ Brandy Creek SubDv. ⋅ 34787 Zip Code

Virtually Staged. Welcome to this charming 3-bedroom, 2-bath home nestled in the desirable gated community of Brandy Creek in Winter Garden! Step inside to discover an inviting, open layout where the living area flows seamlessly into the kitchen and dining space, creating a comfortable setting for everyday living and entertaining. The kitchen features granite countertops and ample cabinetry for storage. French doors open to an extended screened-in lanai, providing the perfect space to relax, entertain, or simply enjoy the Florida lifestyle. The fenced backyard offers additional room for outdoor activities, pets, or gatherings with family and friends. The primary suite features a walk-in closet and an en-suite bathroom with dual sinks, a garden tub, and a separate shower. The additional bedrooms provide comfortable, flexible spaces for family, guests, or a home office. With generous living spaces and the opportunity to add your own personal touches, this home offers wonderful potential to make it truly your own. Beyond the home, Brandy Creek offers a peaceful setting with tranquil ponds, a scenic lake, and a community fishing pier. Just minutes from Historic Downtown Winter Garden, you'll enjoy easy access to the popular West Orange Trail, Saturday Farmers Market, live music, boutique shopping, and an incredible variety of local restaurants. Convenient access to the Florida Turnpike and SR-429 makes commuting and exploring Central Florida a breeze. Whether you're enjoying a quiet evening on your screened lanai or exploring the charm of downtown Winter Garden, this home offers a wonderful combination of space, location, and lifestyle. Don't miss the opportunity to make it your own!

1210 Brandy Lake View Circle, Winter Garden

8 Lakeview Reserve Boulevard, Winter Garden

$535,000

Welcome to this beautifully updated 3 bedroom, 2 bathroom home nestled in the desirable gated community of Lakeview Reserve in Winter Garden! From the moment you arrive, you'll appreciate the widened driveway, offering comfortable side-by-side parking for two vehicles, and the beautiful paver walkway leading to the front entrance. Inside, the spacious kitchen features newer appliances and opens seamlessly to the family room, creating the perfect space for everyday living and entertaining. The split floor plan offers privacy, with a generously sized primary suite featuring his-and-hers closets and a beautifully updated en-suite bathroom. Two additional bedrooms and a guest bathroom with a tub provide plenty of space for family or guests. Additional conveniences include an indoor laundry room and a spacious 2-car garage, perfect for parking, extra storage, or keeping your golf cart! Enjoy the enclosed, air-conditioned sunroom, perfect for year-round use, which opens to a paver patio with a pergola overlooking the oversized backyard, ideal for entertaining or relaxing outdoors. Thoughtful updates throughout include the removal of all popcorn ceilings, a new roof (2019), HVAC (2023), sunroom mini-split AC (2024), windows (2025), widened driveway (2025), kitchen appliances (2025), and water heater (2026). Located just steps from the West Orange Trail and minutes from the charm of Downtown Winter Garden, with its shops, restaurants, and popular farmers market, this home offers the perfect combination of comfort, updates, and location!

3 Beds ⋅ 2 Baths ⋅ Lakeview Reserve 46/149 SubDv. ⋅ 34787 Zip Code

Welcome to this beautifully updated 3 bedroom, 2 bathroom home nestled in the desirable gated community of Lakeview Reserve in Winter Garden! From the moment you arrive, you'll appreciate the widened driveway, offering comfortable side-by-side parking for two vehicles, and the beautiful paver walkway leading to the front entrance. Inside, the spacious kitchen features newer appliances and opens seamlessly to the family room, creating the perfect space for everyday living and entertaining. The split floor plan offers privacy, with a generously sized primary suite featuring his-and-hers closets and a beautifully updated en-suite bathroom. Two additional bedrooms and a guest bathroom with a tub provide plenty of space for family or guests. Additional conveniences include an indoor laundry room and a spacious 2-car garage, perfect for parking, extra storage, or keeping your golf cart! Enjoy the enclosed, air-conditioned sunroom, perfect for year-round use, which opens to a paver patio with a pergola overlooking the oversized backyard, ideal for entertaining or relaxing outdoors. Thoughtful updates throughout include the removal of all popcorn ceilings, a new roof (2019), HVAC (2023), sunroom mini-split AC (2024), windows (2025), widened driveway (2025), kitchen appliances (2025), and water heater (2026). Located just steps from the West Orange Trail and minutes from the charm of Downtown Winter Garden, with its shops, restaurants, and popular farmers market, this home offers the perfect combination of comfort, updates, and location!

8 Lakeview Reserve Boulevard, Winter Garden

$859,000

Come see this BEAUTIFUL, WELL MAINTAINED HOME BUILT IN 2022 WITH A CONSERVATION/PROTECTED PRESERVE VIEW in OAKLAND! This home looks like a MODEL HOME and is located in the HEART of OAKLAND! There will never be homes built across the street from you so in this location you only have homes built on ONE SIDE of the street making this STREET SO SPACIOUS! The home has an OPEN DESIGN and LUXURY VINYL PLANK THROUGHOUT most of the home! This ONE OWNER home has been maintained in pristine, LIKE NEW condition with SELLER ADDING OVER $90,000 IN CUSTOMIZATIONS to this home including being the ONLY HOME IN THE COMMUNITY with a CUSTOM BRICK ACCENT OPTION ON THE FRONT OF THE HOME. Home has a WATER PURIFICATION, FILTRATION, R.O. SYSTEM, CUSTOM CLOSET SYSTEMS, CUSTOM LAUNDRY ROOM, GARAGE FINISHED WITH EPOXY FLOORING AND SHELVING SUSPENDED FROM CEILING FOR TONS OF STORAGE Home also has TANKLESS GAS WATER HEATER AND GAS COOKING! This home has a beautiful kitchen with elegant choices, TONS OF CABINET SPACE, A CUSTOM-FINISHED WALK IN PANTRY, POTTERY BARN DRAPERIES and a CHEF’S DREAM for appliances. The home also has a beautiful covered and inviting front porch to welcome your guests and a large, covered back porch as well with a very private and beautiful backyard that has been IMMACULATELY MAINTAINED. The MASTER BEDROOM has two LARGE WALK IN CLOSETS, A HUGE WALK IN SHOWER IN THE MASTER BATHROOM AND A PRIVATE WATER CLOSET. The second floor has large guest bedrooms and a LARGE BONUS/MEDIA/GAMEROOM! COME LIVE IN THE HEART OF IT ALL YET TUCKED AWAY IN A PEACEFUL QUIET ENCLAVE on a PEACEFUL QUIET STREET. You will be located just steps from the WEST ORANGE TRAIL, a few minutes from HISTORIC DOWNTOWN WINTER GARDEN, 1 mile to the Oakland Nature Preserve, a few minutes to the Town of Oakland and parks, Less than 2 miles to the Florida Turnpike which makes getting anywhere easy, 6 miles to the WINTER GARDEN VILLAGE and steps to shopping, restaurants, boutiques and all! This home is in a HIGHLY DESIRED ADDRESS in the TOWN OF OAKLAND. Come visit this QUIET, FRIENDLY and SMALL NEIGHBORHOOD because you are sure to want to stay forever! Qualified buyers may receive a 1-year interest rate buydown for the first year paid for by the Seller's preferred lender when financing this home (subject to credit approval and program availability)

4 Beds ⋅ 4 Baths ⋅ Hull Island/Oakland Ph 2 SubDv. ⋅ 34787 Zip Code

Come see this BEAUTIFUL, WELL MAINTAINED HOME BUILT IN 2022 WITH A CONSERVATION/PROTECTED PRESERVE VIEW in OAKLAND! This home looks like a MODEL HOME and is located in the HEART of OAKLAND! There will never be homes built across the street from you so in this location you only have homes built on ONE SIDE of the street making this STREET SO SPACIOUS! The home has an OPEN DESIGN and LUXURY VINYL PLANK THROUGHOUT most of the home! This ONE OWNER home has been maintained in pristine, LIKE NEW condition with SELLER ADDING OVER $90,000 IN CUSTOMIZATIONS to this home including being the ONLY HOME IN THE COMMUNITY with a CUSTOM BRICK ACCENT OPTION ON THE FRONT OF THE HOME. Home has a WATER PURIFICATION, FILTRATION, R.O. SYSTEM, CUSTOM CLOSET SYSTEMS, CUSTOM LAUNDRY ROOM, GARAGE FINISHED WITH EPOXY FLOORING AND SHELVING SUSPENDED FROM CEILING FOR TONS OF STORAGE Home also has TANKLESS GAS WATER HEATER AND GAS COOKING! This home has a beautiful kitchen with elegant choices, TONS OF CABINET SPACE, A CUSTOM-FINISHED WALK IN PANTRY, POTTERY BARN DRAPERIES and a CHEF’S DREAM for appliances. The home also has a beautiful covered and inviting front porch to welcome your guests and a large, covered back porch as well with a very private and beautiful backyard that has been IMMACULATELY MAINTAINED. The MASTER BEDROOM has two LARGE WALK IN CLOSETS, A HUGE WALK IN SHOWER IN THE MASTER BATHROOM AND A PRIVATE WATER CLOSET. The second floor has large guest bedrooms and a LARGE BONUS/MEDIA/GAMEROOM! COME LIVE IN THE HEART OF IT ALL YET TUCKED AWAY IN A PEACEFUL QUIET ENCLAVE on a PEACEFUL QUIET STREET. You will be located just steps from the WEST ORANGE TRAIL, a few minutes from HISTORIC DOWNTOWN WINTER GARDEN, 1 mile to the Oakland Nature Preserve, a few minutes to the Town of Oakland and parks, Less than 2 miles to the Florida Turnpike which makes getting anywhere easy, 6 miles to the WINTER GARDEN VILLAGE and steps to shopping, restaurants, boutiques and all! This home is in a HIGHLY DESIRED ADDRESS in the TOWN OF OAKLAND. Come visit this QUIET, FRIENDLY and SMALL NEIGHBORHOOD because you are sure to want to stay forever! Qualified buyers may receive a 1-year interest rate buydown for the first year paid for by the Seller's preferred lender when financing this home (subject to credit approval and program availability)

1213 Foltz Loop, Oakland

$1,050,000

Discover a private retreat in Hull Island at Oakland, an intimate community of limited residences offering a peaceful, exclusive feel near charming downtown Winter Garden and the celebrated West Orange Trail. Enjoy community amenities and a dock for taking in sunrise along Lake Apopka. With no immediate rear neighbors or neighbors on one side, this home backs to a conservation area for added privacy and a natural backdrop. Featuring 5 bedrooms, 4 full bathrooms and 3,658 square feet, the home offers an open kitchen, a versatile loft and a primary suite with its own screened porch overlooking nature. A rear patio with pavers and a covered screened enclosure creates an inviting setting for relaxing and entertaining. Room to gather, space to unwind and a setting to enjoy. Schedule your private showing.

5 Beds ⋅ 4 Baths ⋅ Hull Island SubDv. ⋅ 34787 Zip Code

Discover a private retreat in Hull Island at Oakland, an intimate community of limited residences offering a peaceful, exclusive feel near charming downtown Winter Garden and the celebrated West Orange Trail. Enjoy community amenities and a dock for taking in sunrise along Lake Apopka. With no immediate rear neighbors or neighbors on one side, this home backs to a conservation area for added privacy and a natural backdrop. Featuring 5 bedrooms, 4 full bathrooms and 3,658 square feet, the home offers an open kitchen, a versatile loft and a primary suite with its own screened porch overlooking nature. A rear patio with pavers and a covered screened enclosure creates an inviting setting for relaxing and entertaining. Room to gather, space to unwind and a setting to enjoy. Schedule your private showing.

1316 Southern Sun Drive, Oakland

$659,900

Virtually Staged. Welcome to this gorgeous, exceptionally well-maintained, nearly new home in the highly sought-after Oakland Park community of Winter Garden, Florida! Featuring modern finishes, a functional open-concept floor plan, and a cute, charming front porch, this beautiful home offers the perfect combination of comfort, style, and convenience in one of Central Florida’s most desirable communities. Step inside to discover 9-foot ceilings and a bright, spacious open-concept living area designed for everyday living and entertaining. Luxury vinyl plank flooring extends throughout the first and second floors, with carpet reserved for the bedrooms. The stunning kitchen features beautiful finishes, ample cabinetry, and a functional layout perfect for hosting family and friends. A new tankless water heater adds modern efficiency and convenience. Enjoy the sought-after Winter Garden lifestyle in the Winter Garden Golf Cart District, with convenient access to Downtown Winter Garden, Plant Street Market, the West Orange Trail, and Winter Garden Village. Oakland Park is known for its tree-lined streets, green spaces, playgrounds, community amenities, and charming neighborhood atmosphere. Conveniently located near shopping, restaurants, local breweries, boutiques, parks, and entertainment, this home also offers easy access to major roadways and popular Central Florida attractions. Flexible showings available! Don’t miss your opportunity to see this beautifully cared-for home with its inviting front porch and desirable Winter Garden location. Schedule your private showing today!

3 Beds ⋅ 3 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

Virtually Staged. Welcome to this gorgeous, exceptionally well-maintained, nearly new home in the highly sought-after Oakland Park community of Winter Garden, Florida! Featuring modern finishes, a functional open-concept floor plan, and a cute, charming front porch, this beautiful home offers the perfect combination of comfort, style, and convenience in one of Central Florida’s most desirable communities. Step inside to discover 9-foot ceilings and a bright, spacious open-concept living area designed for everyday living and entertaining. Luxury vinyl plank flooring extends throughout the first and second floors, with carpet reserved for the bedrooms. The stunning kitchen features beautiful finishes, ample cabinetry, and a functional layout perfect for hosting family and friends. A new tankless water heater adds modern efficiency and convenience. Enjoy the sought-after Winter Garden lifestyle in the Winter Garden Golf Cart District, with convenient access to Downtown Winter Garden, Plant Street Market, the West Orange Trail, and Winter Garden Village. Oakland Park is known for its tree-lined streets, green spaces, playgrounds, community amenities, and charming neighborhood atmosphere. Conveniently located near shopping, restaurants, local breweries, boutiques, parks, and entertainment, this home also offers easy access to major roadways and popular Central Florida attractions. Flexible showings available! Don’t miss your opportunity to see this beautifully cared-for home with its inviting front porch and desirable Winter Garden location. Schedule your private showing today!

939 Kylee Alley, Winter Garden

$579,000

GOLF CART LIVING IN DOWNTOWN WINTER GARDEN! Welcome to 204 Harbor Drive, a single-story pool home in Winter Garden's sought-after Golf Cart District. Hop in your cart and head to historic Plant Street for dinner, the Saturday Farmers Market, or a morning ride on the West Orange Trail, and leave the car in the garage. This home boasts vaulted ceilings, a skylight, and ceiling fans give the open living area a bright, airy feel. A corner slate-tile fireplace with a wood mantel anchors the room, and a custom built-in wood bookcase wall adds warmth and storage. French doors open to the pool, so indoor and outdoor living flow together. The kitchen features rich wood cabinetry, countertops updated in 2016, a tile backsplash, stainless steel appliances, and a pantry, and it opens to the main living area for easy entertaining. Easy-care tile flooring runs throughout the main living spaces. The screened pool and spa are the centerpiece of the backyard, resurfaced and retiled in 2021, with cafe lighting for evening swims and gatherings. The larger backyard is fully fenced with a 6' white vinyl privacy fence (2020), a double swing gate on one side, and a pedestrian gate on the other. Mature trees and plenty of green space make room for pets, play, or a garden. The two-car garage has a newer door (2018), and the wide driveway offers ample parking. PEACE OF MIND, MAJOR UPDATES DONE: - Whole-home automatic standby generator (2023) with new interior and exterior electrical panels and automatic transfer capability, powered by a buried 500-gallon propane tank - Brand-new HVAC system (2025), a complete replacement with new ductwork and added return air vents - Architectural shingle roof (2016) - Whole-home repipe (2014) LOCATION: Tucked into a quiet neighborhood with green space and a pond nearby, with Lake Apopka visible on the horizon. Winter Garden has grown from a sleepy citrus town into one of Central Florida's most livable communities: - Plant Street and Historic Downtown: brick-paved main street with shops, restaurants, breweries, and the Garden Theatre - Plant Street Market: air-conditioned food hall open seven days a week with 20+ vendors and a craft brewery - Saturday Farmers Market: a beloved weekly tradition - West Orange Trail: 22 miles of flat, shaded, paved trail through downtown - Lake Apopka and Newton Park: a short golf cart ride away - Winter Garden Village: open-air shopping and dining just south of downtown - About 20 minutes to downtown Orlando, with convenient routes to Walt Disney World and major highways A downtown location, golf cart access, a screened pool and spa, a new A/C, and a whole-home generator rarely come together in one home. Schedule your private showing today!

3 Beds ⋅ 2 Baths ⋅ The Harbor SubDv. ⋅ 34787 Zip Code

GOLF CART LIVING IN DOWNTOWN WINTER GARDEN! Welcome to 204 Harbor Drive, a single-story pool home in Winter Garden's sought-after Golf Cart District. Hop in your cart and head to historic Plant Street for dinner, the Saturday Farmers Market, or a morning ride on the West Orange Trail, and leave the car in the garage. This home boasts vaulted ceilings, a skylight, and ceiling fans give the open living area a bright, airy feel. A corner slate-tile fireplace with a wood mantel anchors the room, and a custom built-in wood bookcase wall adds warmth and storage. French doors open to the pool, so indoor and outdoor living flow together. The kitchen features rich wood cabinetry, countertops updated in 2016, a tile backsplash, stainless steel appliances, and a pantry, and it opens to the main living area for easy entertaining. Easy-care tile flooring runs throughout the main living spaces. The screened pool and spa are the centerpiece of the backyard, resurfaced and retiled in 2021, with cafe lighting for evening swims and gatherings. The larger backyard is fully fenced with a 6' white vinyl privacy fence (2020), a double swing gate on one side, and a pedestrian gate on the other. Mature trees and plenty of green space make room for pets, play, or a garden. The two-car garage has a newer door (2018), and the wide driveway offers ample parking. PEACE OF MIND, MAJOR UPDATES DONE: - Whole-home automatic standby generator (2023) with new interior and exterior electrical panels and automatic transfer capability, powered by a buried 500-gallon propane tank - Brand-new HVAC system (2025), a complete replacement with new ductwork and added return air vents - Architectural shingle roof (2016) - Whole-home repipe (2014) LOCATION: Tucked into a quiet neighborhood with green space and a pond nearby, with Lake Apopka visible on the horizon. Winter Garden has grown from a sleepy citrus town into one of Central Florida's most livable communities: - Plant Street and Historic Downtown: brick-paved main street with shops, restaurants, breweries, and the Garden Theatre - Plant Street Market: air-conditioned food hall open seven days a week with 20+ vendors and a craft brewery - Saturday Farmers Market: a beloved weekly tradition - West Orange Trail: 22 miles of flat, shaded, paved trail through downtown - Lake Apopka and Newton Park: a short golf cart ride away - Winter Garden Village: open-air shopping and dining just south of downtown - About 20 minutes to downtown Orlando, with convenient routes to Walt Disney World and major highways A downtown location, golf cart access, a screened pool and spa, a new A/C, and a whole-home generator rarely come together in one home. Schedule your private showing today!

204 Harbor Drive, Winter Garden

$1,500,000

Few homes make an entrance like this one: renovated, lakefront and minutes from downtown! Welcome to this exquisitely updated 4-bedroom, 3.5-bath pool home with 90 feet of frontage on Lake Apopka, the fourth-largest lake in Florida, in the gated, golf-cart-friendly community of Lakeview Reserve. Expansive open-water views, streaming natural light and a beautifully reimagined interior create an unforgettable first impression. LOCATION: Just 2 miles to historic Downtown Winter Garden, reachable by golf cart, with Plant Street's restaurants, boutiques, events and the famous Saturday Farmers Market. The West Orange Trail is right outside the community gate, six highly rated golf clubs are within a 5-mile radius, and top-rated elementary and middle schools are less than a mile away. Enjoy easy access to shopping, Florida's Turnpike, downtown Orlando and the theme parks. RENOVATION: An extensive whole-home renovation brings a polished contemporary feel, with large-format porcelain tile, fresh paint and striking new lighting. The living room's panoramic water views anchor an open-concept layout that flows into the oversized dining room and kitchen. The completely renovated kitchen features high-gloss white flat-panel cabinetry, frosted glass accents, quartz countertops, a full-height quartz backsplash, an oversized waterfall island, stainless steel appliances, abundant storage and a built-in bar with wine storage. Every bathroom is beautifully remodeled, and each has a window and exhaust fan. The first floor hosts the primary suite plus two additional bedrooms, all with 11-ft ceilings, and every bedroom in the home enjoys a lake view. The primary suite offers real hardwood floors, two walk-in closets and a private screened porch overlooking the lake. Its spa-inspired bathroom includes dual vessel sinks, a makeup area, jetted soaking tub and glass-enclosed shower with rainfall and body spray fixtures. A first-floor office or den adds a quiet place to work. Upstairs, real hardwood continues to an oversized loft/flex space with full bath, walk-in closet and separate HVAC, ideal for guests or entertainment. Two Florida rooms, one on each floor, each with its own mini-split system, offer year-round panoramic lake views. OUTDOORS: A fenced, private backyard opens to sweeping open-water views. The recently resurfaced saltwater pool (new pump and filter 2026) and freshly repainted pool deck lead to a private covered dock with a 5,000-lb electric boat lift, electricity and water. Spend afternoons swimming, boating or fishing, then watch brilliant Florida sunsets from the dock. An extensive driveway and freshly painted two-car garage with built-in storage add everyday convenience. ENERGY EFFICIENT: This solar-powered home also features all new windows (2024), a new main first-floor AC (2026) and mini-split systems in both Florida rooms. The seller currently pays only an approximately $30 monthly grid fee, compared to a previous $500-$600 monthly electric bill. The seller will pay off the solar loan at closing, OR the purchase price may be reduced if the buyer assumes the existing low-interest solar panel loan. Mornings of sunlight on the lake, afternoons by the pool or on the boat, evenings on the dock beneath a painted Florida sky, with downtown Winter Garden just a golf cart ride away. This is the feeling of being on vacation every day, without ever leaving home.

4 Beds ⋅ 4 Baths ⋅ Lakeview Reserve 46/149 SubDv. ⋅ 34787 Zip Code

Few homes make an entrance like this one: renovated, lakefront and minutes from downtown! Welcome to this exquisitely updated 4-bedroom, 3.5-bath pool home with 90 feet of frontage on Lake Apopka, the fourth-largest lake in Florida, in the gated, golf-cart-friendly community of Lakeview Reserve. Expansive open-water views, streaming natural light and a beautifully reimagined interior create an unforgettable first impression. LOCATION: Just 2 miles to historic Downtown Winter Garden, reachable by golf cart, with Plant Street's restaurants, boutiques, events and the famous Saturday Farmers Market. The West Orange Trail is right outside the community gate, six highly rated golf clubs are within a 5-mile radius, and top-rated elementary and middle schools are less than a mile away. Enjoy easy access to shopping, Florida's Turnpike, downtown Orlando and the theme parks. RENOVATION: An extensive whole-home renovation brings a polished contemporary feel, with large-format porcelain tile, fresh paint and striking new lighting. The living room's panoramic water views anchor an open-concept layout that flows into the oversized dining room and kitchen. The completely renovated kitchen features high-gloss white flat-panel cabinetry, frosted glass accents, quartz countertops, a full-height quartz backsplash, an oversized waterfall island, stainless steel appliances, abundant storage and a built-in bar with wine storage. Every bathroom is beautifully remodeled, and each has a window and exhaust fan. The first floor hosts the primary suite plus two additional bedrooms, all with 11-ft ceilings, and every bedroom in the home enjoys a lake view. The primary suite offers real hardwood floors, two walk-in closets and a private screened porch overlooking the lake. Its spa-inspired bathroom includes dual vessel sinks, a makeup area, jetted soaking tub and glass-enclosed shower with rainfall and body spray fixtures. A first-floor office or den adds a quiet place to work. Upstairs, real hardwood continues to an oversized loft/flex space with full bath, walk-in closet and separate HVAC, ideal for guests or entertainment. Two Florida rooms, one on each floor, each with its own mini-split system, offer year-round panoramic lake views. OUTDOORS: A fenced, private backyard opens to sweeping open-water views. The recently resurfaced saltwater pool (new pump and filter 2026) and freshly repainted pool deck lead to a private covered dock with a 5,000-lb electric boat lift, electricity and water. Spend afternoons swimming, boating or fishing, then watch brilliant Florida sunsets from the dock. An extensive driveway and freshly painted two-car garage with built-in storage add everyday convenience. ENERGY EFFICIENT: This solar-powered home also features all new windows (2024), a new main first-floor AC (2026) and mini-split systems in both Florida rooms. The seller currently pays only an approximately $30 monthly grid fee, compared to a previous $500-$600 monthly electric bill. The seller will pay off the solar loan at closing, OR the purchase price may be reduced if the buyer assumes the existing low-interest solar panel loan. Mornings of sunlight on the lake, afternoons by the pool or on the boat, evenings on the dock beneath a painted Florida sky, with downtown Winter Garden just a golf cart ride away. This is the feeling of being on vacation every day, without ever leaving home.

261 Zachary Wade Street, Winter Garden

$910,000

Welcome to 1362 Union Club Drive in Oakland Park, where a charming park-front setting and inviting outdoor spaces create a wonderful place to call home. A large front porch overlooks the park, providing the perfect spot to enjoy your morning coffee, relax with a book or take in the neighborhood scenery. With no rear neighbor, the home also offers a wonderful sense of privacy. This 3-bedroom, 2.5-bath home features all bedrooms upstairs, including a spacious primary suite that also enjoys peaceful park views. The main living areas are downstairs, with convenient access to the backyard and pool. Outside, you'll find a beautiful pavered pool area that offers plenty of space for relaxing and entertaining. Between the park views from the front porch and the private setting in back, this home offers exceptional outdoor living. Located in the desirable Oakland Park community of Winter Garden, this home presents an opportunity to enjoy one of the area's sought-after neighborhood settings while adding your own personal touches inside.

3 Beds ⋅ 3 Baths ⋅ Oakland Parka F1 & F2 SubDv. ⋅ 34787 Zip Code

Welcome to 1362 Union Club Drive in Oakland Park, where a charming park-front setting and inviting outdoor spaces create a wonderful place to call home. A large front porch overlooks the park, providing the perfect spot to enjoy your morning coffee, relax with a book or take in the neighborhood scenery. With no rear neighbor, the home also offers a wonderful sense of privacy. This 3-bedroom, 2.5-bath home features all bedrooms upstairs, including a spacious primary suite that also enjoys peaceful park views. The main living areas are downstairs, with convenient access to the backyard and pool. Outside, you'll find a beautiful pavered pool area that offers plenty of space for relaxing and entertaining. Between the park views from the front porch and the private setting in back, this home offers exceptional outdoor living. Located in the desirable Oakland Park community of Winter Garden, this home presents an opportunity to enjoy one of the area's sought-after neighborhood settings while adding your own personal touches inside.

1362 Union Club Drive, Winter Garden

$512,000

Virtually Staged. Lakeview Reserve welcomes you HOME! Set on a spacious .23 ACRE LOT with NO REAR NEIGHBORS, this single story 4-bedroom, 2-bath home offers an inviting combination of space, updates and classic Winter Garden charm! Recent improvements include a NEW WATER HEATER (2024), NEW COUNTERTOPS (2024), FRESH PAINT (2024) and NEW FLOORING (2024) throughout much of the home, plus a NEWER ROOF (2021) and UPDATED A/C (2018). Mature landscaping and tree-lined streets create beautiful curb appeal, while HIGH CEILINGS and plenty of natural light make the interior feel open and bright. The thoughtful SPLIT-BEDROOM FLOOR PLAN features both formal and casual living spaces, giving you flexibility for everyday living and entertaining. The PRIMARY SUITE enjoys its own private wing, and both bathrooms offer convenient access to the generous SCREENED LANAI. At the heart of the home, the kitchen features updated countertops and is ready for your personal touch. Step outside to a spacious backyard with no rear neighbors and a large screened lanai that extends the living space outdoors – ideal INDOOR/OUTDOOR LIVING! Lakeview Reserve is an established GATED COMMUNITY with a LOW HOA and a COMMUNITY DOCK ON LAKE APOPKA. You will enjoy cruising around the GOLF CART DISTRICT, and easy access to HISTORIC DOWNTOWN WINTER GARDEN, the WEST ORANGE TRAIL, local shopping, dining and recreation. Zoned for TOP-RATED SCHOOLS – Tildenville Elementary, Lakeview Middle and West Orange High, with convenient access to SR 50 and the Florida Turnpike. With a versatile layout, two car garage and a fantastic location close to everything Winter Garden has to offer, this home is ready for its next chapter. Call today and make it your next chapter as well!

4 Beds ⋅ 2 Baths ⋅ Lakeview Reserve 46/149 SubDv. ⋅ 34787 Zip Code

Virtually Staged. Lakeview Reserve welcomes you HOME! Set on a spacious .23 ACRE LOT with NO REAR NEIGHBORS, this single story 4-bedroom, 2-bath home offers an inviting combination of space, updates and classic Winter Garden charm! Recent improvements include a NEW WATER HEATER (2024), NEW COUNTERTOPS (2024), FRESH PAINT (2024) and NEW FLOORING (2024) throughout much of the home, plus a NEWER ROOF (2021) and UPDATED A/C (2018). Mature landscaping and tree-lined streets create beautiful curb appeal, while HIGH CEILINGS and plenty of natural light make the interior feel open and bright. The thoughtful SPLIT-BEDROOM FLOOR PLAN features both formal and casual living spaces, giving you flexibility for everyday living and entertaining. The PRIMARY SUITE enjoys its own private wing, and both bathrooms offer convenient access to the generous SCREENED LANAI. At the heart of the home, the kitchen features updated countertops and is ready for your personal touch. Step outside to a spacious backyard with no rear neighbors and a large screened lanai that extends the living space outdoors – ideal INDOOR/OUTDOOR LIVING! Lakeview Reserve is an established GATED COMMUNITY with a LOW HOA and a COMMUNITY DOCK ON LAKE APOPKA. You will enjoy cruising around the GOLF CART DISTRICT, and easy access to HISTORIC DOWNTOWN WINTER GARDEN, the WEST ORANGE TRAIL, local shopping, dining and recreation. Zoned for TOP-RATED SCHOOLS – Tildenville Elementary, Lakeview Middle and West Orange High, with convenient access to SR 50 and the Florida Turnpike. With a versatile layout, two car garage and a fantastic location close to everything Winter Garden has to offer, this home is ready for its next chapter. Call today and make it your next chapter as well!

23 Zachary Wade Street, Winter Garden

$849,000

*** Seller MOTIVATED - Moving Out of State *** RARE opportunity in Oakland Park, a Parade of Homes-winning community: a 2018 home with approximately $145K in owner upgrades that YOU and your family can enjoy at the Seller’s expense, including a premium SOLAR plus whole-home battery system (paid off at closing). This home is PRICED to MOVE. Offering 4 bedrooms, 3.5 baths, and 2,445 square feet, with a flexible main-floor suite, loft, dining space, tile flooring, newer AC (2024), and a screened balcony, it is built for everyday living, entertaining, and working from home, and is fully fenced for privacy. The main-floor suite is framed by statement doors, with a built-in MURPHY BED and private patio. It works as a 4th bedroom, guest suite, or home office, ideal for multigenerational living. Upstairs, each bedroom enjoys its own en-suite bath, and one opens to the screened balcony. The PRIMARY SUITE includes dual sinks, ample counter space, a soaking TUB, tiled shower, and walk-in closet. The stylish, highly functional kitchen features QUARTZ counters, tile backsplash, custom wood-trim island, and a water filtration system, with APPLIANCES UPDATED in recent years (Bosch dishwasher, LG ThinQ refrigerator, built-in oven and microwave). Just off the kitchen are two pantries, a built-in desk, and extra under-stair storage. CUSTOM finishes add warmth throughout: an electric FIREPLACE with shiplap in the living area, board-and-batten in the primary bedroom, a shiplap accent wall in the secondary bedroom, custom staircase wall, plantation shutters, updated lighting, and a remodeled half bath. Custom closet systems in every bedroom, two linen closets, multiple pantry closets, and added laundry-room cabinetry with a drying rack keep everything organized. The standout garage offers a dedicated mini-split AC, EV charger, epoxy flooring, and abundant built-in storage with an overhead lift system, and connects to the home by a covered walkway, a rarity in the neighborhood. The crown jewel: a premium 12.64 kW solar and whole-home battery system (installed 2024, an approximately $86K value paid off at closing) with 32 Mission Solar panels and four Enphase IQ Battery 5P units (~20 kWh storage) that can power virtually the entire home during outages. Enjoy a monthly energy bill of about $35. A short GOLF-CART ride from Historic Downtown Winter Garden's award-winning restaurants, shopping, farmers market, and events. This golf-cart-friendly waterfront community offers two pools, a clubhouse, parks, playgrounds, a dog park, and access to the 22-mile West Orange Trail, with easy reach to interstates, golf, and world-renowned theme parks. More than a home, it is the Winter Garden lifestyle.

4 Beds ⋅ 4 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

*** Seller MOTIVATED - Moving Out of State *** RARE opportunity in Oakland Park, a Parade of Homes-winning community: a 2018 home with approximately $145K in owner upgrades that YOU and your family can enjoy at the Seller’s expense, including a premium SOLAR plus whole-home battery system (paid off at closing). This home is PRICED to MOVE. Offering 4 bedrooms, 3.5 baths, and 2,445 square feet, with a flexible main-floor suite, loft, dining space, tile flooring, newer AC (2024), and a screened balcony, it is built for everyday living, entertaining, and working from home, and is fully fenced for privacy. The main-floor suite is framed by statement doors, with a built-in MURPHY BED and private patio. It works as a 4th bedroom, guest suite, or home office, ideal for multigenerational living. Upstairs, each bedroom enjoys its own en-suite bath, and one opens to the screened balcony. The PRIMARY SUITE includes dual sinks, ample counter space, a soaking TUB, tiled shower, and walk-in closet. The stylish, highly functional kitchen features QUARTZ counters, tile backsplash, custom wood-trim island, and a water filtration system, with APPLIANCES UPDATED in recent years (Bosch dishwasher, LG ThinQ refrigerator, built-in oven and microwave). Just off the kitchen are two pantries, a built-in desk, and extra under-stair storage. CUSTOM finishes add warmth throughout: an electric FIREPLACE with shiplap in the living area, board-and-batten in the primary bedroom, a shiplap accent wall in the secondary bedroom, custom staircase wall, plantation shutters, updated lighting, and a remodeled half bath. Custom closet systems in every bedroom, two linen closets, multiple pantry closets, and added laundry-room cabinetry with a drying rack keep everything organized. The standout garage offers a dedicated mini-split AC, EV charger, epoxy flooring, and abundant built-in storage with an overhead lift system, and connects to the home by a covered walkway, a rarity in the neighborhood. The crown jewel: a premium 12.64 kW solar and whole-home battery system (installed 2024, an approximately $86K value paid off at closing) with 32 Mission Solar panels and four Enphase IQ Battery 5P units (~20 kWh storage) that can power virtually the entire home during outages. Enjoy a monthly energy bill of about $35. A short GOLF-CART ride from Historic Downtown Winter Garden's award-winning restaurants, shopping, farmers market, and events. This golf-cart-friendly waterfront community offers two pools, a clubhouse, parks, playgrounds, a dog park, and access to the 22-mile West Orange Trail, with easy reach to interstates, golf, and world-renowned theme parks. More than a home, it is the Winter Garden lifestyle.

1021 Huntspoint Street, Winter Garden

$367,500

Set in Longleaf at Oakland, directly across from Oakland Nature Preserve and the 22-mile West Orange Trail, this END-UNIT TOWNHOME offers a rare combination of natural surroundings and everyday convenience. A covered front porch overlooking a large grassy area welcomes you home and provides a peaceful place to relax and enjoy beautiful Florida sunsets. ADDITIONAL WINDOWS fill the end-unit home with natural light and create a bright, open feel. UPGRADED luxury vinyl flooring flows throughout the first floor. The OPEN FLOOR PLAN brings the living spaces together, with spacious living and dining areas that flow naturally into the kitchen. UPGRADED 42-inch white cabinetry with crown molding, stone countertops, a tile backsplash, a generous island with additional seating and a LARGE WALK-IN PANTRY create an inviting and functional setting for everything from casual mornings to entertaining friends and family. Just beyond the main living area, a PRIVATE COURTYARD connects the home to the detached TWO-CAR GARAGE by a covered walkway. With the garage positioned separately from the home, the courtyard becomes a private extension of the living space for grilling, entertaining or unwinding outdoors. Offering 1,652 sf, the townhome features TWO BEDROOMS plus a large LOFT that can serve as a HOME OFFICE, MEDIA ROOM, PLAYROOM or additional living area, and 2.5 BATHROOMS. Both bedrooms are located on the second floor and have PRIVATE ENSUITE BATHROOMS, giving the second bedroom the comfort and privacy of a SECOND PRIMARY SUITE. The primary suite includes an expansive WALK-IN CLOSET, while the bathroom is finished with UPGRADED shower tile and an UPGRADED glass shower door. SMART HOME features, including a Ring doorbell, security camera and MyQ garage-door opener add everyday ease. ENERGY-EFFICIENT double-pane windows and a programmable Nest thermostat help keep energy use and monthly electric costs down. Tall oak trees enhance the community’s natural setting, along with a COMMUNITY POOL, PLAYGROUND and WALKING TRAILS. Just outside the community, you can spend mornings walking beneath the trees, head out for a bike ride or follow the WEST ORANGE TRAIL into HISTORIC DOWNTOWN WINTER GARDEN for dining, shopping and the award-winning Saturday Farmers Market. Here, you can feel connected to nature without leaving convenience behind. Florida’s Turnpike entrance is approximately one mile away, while everyday shopping, including the new Costco in Clermont, is less than 10 minutes from home. It is an ideal setting for enjoying a quieter community atmosphere while remaining connected to work, recreation and everything the surrounding area has to offer.

2 Beds ⋅ 3 Baths ⋅ Longleaf At Oakland SubDv. ⋅ 34787 Zip Code

Set in Longleaf at Oakland, directly across from Oakland Nature Preserve and the 22-mile West Orange Trail, this END-UNIT TOWNHOME offers a rare combination of natural surroundings and everyday convenience. A covered front porch overlooking a large grassy area welcomes you home and provides a peaceful place to relax and enjoy beautiful Florida sunsets. ADDITIONAL WINDOWS fill the end-unit home with natural light and create a bright, open feel. UPGRADED luxury vinyl flooring flows throughout the first floor. The OPEN FLOOR PLAN brings the living spaces together, with spacious living and dining areas that flow naturally into the kitchen. UPGRADED 42-inch white cabinetry with crown molding, stone countertops, a tile backsplash, a generous island with additional seating and a LARGE WALK-IN PANTRY create an inviting and functional setting for everything from casual mornings to entertaining friends and family. Just beyond the main living area, a PRIVATE COURTYARD connects the home to the detached TWO-CAR GARAGE by a covered walkway. With the garage positioned separately from the home, the courtyard becomes a private extension of the living space for grilling, entertaining or unwinding outdoors. Offering 1,652 sf, the townhome features TWO BEDROOMS plus a large LOFT that can serve as a HOME OFFICE, MEDIA ROOM, PLAYROOM or additional living area, and 2.5 BATHROOMS. Both bedrooms are located on the second floor and have PRIVATE ENSUITE BATHROOMS, giving the second bedroom the comfort and privacy of a SECOND PRIMARY SUITE. The primary suite includes an expansive WALK-IN CLOSET, while the bathroom is finished with UPGRADED shower tile and an UPGRADED glass shower door. SMART HOME features, including a Ring doorbell, security camera and MyQ garage-door opener add everyday ease. ENERGY-EFFICIENT double-pane windows and a programmable Nest thermostat help keep energy use and monthly electric costs down. Tall oak trees enhance the community’s natural setting, along with a COMMUNITY POOL, PLAYGROUND and WALKING TRAILS. Just outside the community, you can spend mornings walking beneath the trees, head out for a bike ride or follow the WEST ORANGE TRAIL into HISTORIC DOWNTOWN WINTER GARDEN for dining, shopping and the award-winning Saturday Farmers Market. Here, you can feel connected to nature without leaving convenience behind. Florida’s Turnpike entrance is approximately one mile away, while everyday shopping, including the new Costco in Clermont, is less than 10 minutes from home. It is an ideal setting for enjoying a quieter community atmosphere while remaining connected to work, recreation and everything the surrounding area has to offer.

2224 Gopher Tortoise Terrace, Oakland

$680,000

Welcome to Winter Oaks, one of Winter Garden’s most desirable communities, just minutes from the charm, dining, shopping, and entertainment of historic Downtown Winter Garden. Tucked away at the end of a quiet cul-de-sac and situated on one of the community’s largest lots, this beautifully maintained 4-bedroom, 3-bath home offers an exceptional combination of space, character, and location. Step inside to an impressive 20-foot foyer that creates a dramatic first impression and opens to spacious living areas designed for both everyday comfort and entertaining. Thoughtful architectural details are found throughout the home, including 9'4" ceilings, hardwood flooring, Craftsman-style trim, tall baseboards, crown molding, wainscoting, oak stairs, custom built-ins, and detailed window trim. The inviting kitchen features 42-inch cabinetry, Quartz countertops, stainless steel appliances, generous prep and storage space, and a charming built-in banquette for casual dining. Sliding glass doors extend the living space to a screened patio overlooking the expansive backyard. A full laundry room with utility sink is conveniently located nearby. The first floor also features an elegant formal dining room accented with beautiful wainscoting, along with a bedroom that can easily serve as a private home office or guest suite and an adjacent full bathroom. Upstairs, the spacious Owner’s Suite provides a peaceful retreat with tray ceilings, crown molding, and a private balcony. The en-suite Fully Remodeled bathroom offers dual vanities, a beautiful super shower, and an impressive oversized walk-in closet. Two additional bedrooms and an upgraded full bathroom complete the second floor. Outside, enjoy the privacy and possibilities of the oversized fenced yard, offering plenty of room for outdoor entertaining, recreation, or creating your own backyard retreat. The home has been lovingly maintained and thoughtfully improved over the years, including a new roof in 2020, A/C Air Handler in 2023, energy efficient replacement windows throughout most of the home. With its generous homesite, cul-de-sac location, distinctive architectural details, and convenient access to Downtown Winter Garden by foot or bike, this home offers a wonderful opportunity to enjoy one of Central Florida’s most sought-after communities.

4 Beds ⋅ 3 Baths ⋅ Winter Oaks SubDv. ⋅ 34787 Zip Code

Welcome to Winter Oaks, one of Winter Garden’s most desirable communities, just minutes from the charm, dining, shopping, and entertainment of historic Downtown Winter Garden. Tucked away at the end of a quiet cul-de-sac and situated on one of the community’s largest lots, this beautifully maintained 4-bedroom, 3-bath home offers an exceptional combination of space, character, and location. Step inside to an impressive 20-foot foyer that creates a dramatic first impression and opens to spacious living areas designed for both everyday comfort and entertaining. Thoughtful architectural details are found throughout the home, including 9'4" ceilings, hardwood flooring, Craftsman-style trim, tall baseboards, crown molding, wainscoting, oak stairs, custom built-ins, and detailed window trim. The inviting kitchen features 42-inch cabinetry, Quartz countertops, stainless steel appliances, generous prep and storage space, and a charming built-in banquette for casual dining. Sliding glass doors extend the living space to a screened patio overlooking the expansive backyard. A full laundry room with utility sink is conveniently located nearby. The first floor also features an elegant formal dining room accented with beautiful wainscoting, along with a bedroom that can easily serve as a private home office or guest suite and an adjacent full bathroom. Upstairs, the spacious Owner’s Suite provides a peaceful retreat with tray ceilings, crown molding, and a private balcony. The en-suite Fully Remodeled bathroom offers dual vanities, a beautiful super shower, and an impressive oversized walk-in closet. Two additional bedrooms and an upgraded full bathroom complete the second floor. Outside, enjoy the privacy and possibilities of the oversized fenced yard, offering plenty of room for outdoor entertaining, recreation, or creating your own backyard retreat. The home has been lovingly maintained and thoughtfully improved over the years, including a new roof in 2020, A/C Air Handler in 2023, energy efficient replacement windows throughout most of the home. With its generous homesite, cul-de-sac location, distinctive architectural details, and convenient access to Downtown Winter Garden by foot or bike, this home offers a wonderful opportunity to enjoy one of Central Florida’s most sought-after communities.

707 Chase Oaks Court, Winter Garden

144 Tildenville School Road, Winter Garden

$899,900

The real story of 144 Tildenville School Road is the land. Opportunities to own over an acre this close to Historic Downtown Winter Garden are becoming increasingly hard to find. Beneath a canopy of beautiful mature trees, this property offers something that cannot easily be recreated: space, privacy, character, and a location within Winter Garden’s golf cart district. The existing 3 bedroom home offers nearly 1,500 square feet of living space, but step into the backyard and you quickly understand what makes this property special. This is land meant to be enjoyed. Picture evenings beneath the trees with string lights glowing overhead, friends gathered around the custom built pizza oven, dinner being prepared in the summer kitchen, music playing, and plenty of room for everyone to spread out. For the next owner, the possibilities are just as compelling as the lifestyle already here. Enjoy the property as it is, create your own private retreat, expand upon the existing outdoor spaces, or simply appreciate the increasingly rare luxury of having over an acre of land near the heart of Winter Garden. And despite the privacy, you are still connected to the lifestyle that makes this area so desirable. Being within Winter Garden’s golf cart district means trips toward Historic Downtown Winter Garden can become part of the routine. Spend Saturday mornings at the Farmers Market, enjoy dinner along Plant Street, explore local shops and restaurants, or spend an afternoon on the West Orange Trail before heading home to your own piece of Winter Garden. Homes can be renovated. Kitchens can be changed. Finishes can be replaced. But you cannot manufacture another acre of mature, established land in a location like this. That is what makes 144 Tildenville School Road different. It is not simply a home for sale. It is an opportunity to own a substantial piece of Winter Garden, with the space to enjoy today and the possibilities to make it something entirely your own tomorrow.

3 Beds ⋅ 1 Baths ⋅ N/A SubDv. ⋅ 34787 Zip Code

The real story of 144 Tildenville School Road is the land. Opportunities to own over an acre this close to Historic Downtown Winter Garden are becoming increasingly hard to find. Beneath a canopy of beautiful mature trees, this property offers something that cannot easily be recreated: space, privacy, character, and a location within Winter Garden’s golf cart district. The existing 3 bedroom home offers nearly 1,500 square feet of living space, but step into the backyard and you quickly understand what makes this property special. This is land meant to be enjoyed. Picture evenings beneath the trees with string lights glowing overhead, friends gathered around the custom built pizza oven, dinner being prepared in the summer kitchen, music playing, and plenty of room for everyone to spread out. For the next owner, the possibilities are just as compelling as the lifestyle already here. Enjoy the property as it is, create your own private retreat, expand upon the existing outdoor spaces, or simply appreciate the increasingly rare luxury of having over an acre of land near the heart of Winter Garden. And despite the privacy, you are still connected to the lifestyle that makes this area so desirable. Being within Winter Garden’s golf cart district means trips toward Historic Downtown Winter Garden can become part of the routine. Spend Saturday mornings at the Farmers Market, enjoy dinner along Plant Street, explore local shops and restaurants, or spend an afternoon on the West Orange Trail before heading home to your own piece of Winter Garden. Homes can be renovated. Kitchens can be changed. Finishes can be replaced. But you cannot manufacture another acre of mature, established land in a location like this. That is what makes 144 Tildenville School Road different. It is not simply a home for sale. It is an opportunity to own a substantial piece of Winter Garden, with the space to enjoy today and the possibilities to make it something entirely your own tomorrow.

144 Tildenville School Road, Winter Garden

$1,899,999

Custom-built by Justice & Wood Builders, this 4-bedroom, 3-bathroom Modern Farmhouse sits on a rare 0.47-acre lot in Oakland Hills, an intimate community of just 17 homesites minutes from Historic Downtown Winter Garden. Towering, moss-draped oaks frame the property and set a peaceful tone from the moment you arrive. Inside, wide-plank wood floors and abundant natural light flow through an open-concept living space crowned by cathedral ceilings and exposed timber beams. The kitchen goes well beyond standard gourmet, with shaker cabinetry, quartz countertops, a massive blue-gray center island, a deep farmhouse sink, professional stainless steel appliances, and a natural gas range built for serious cooking. The bedrooms are generously sized and well separated. The upstairs bedroom is flexible enough to serve as a home office, gym, media room, or guest suite, and it has air-conditioned storage and a large walk-in attic. The bathrooms feature clean lines, modern fixtures, and custom tilework. The laundry room has extensive cabinetry, quartz counters, and a patterned tile backsplash. The three-car garage includes an EV adapter in the third bay. Out back, the fully fenced yard feels like your own resort, with a pool and spa surrounded by a spacious paver patio and a fire pit area for evenings outside. Downtown Winter Garden's Farmers Market, Plant Street Market, boutiques, and restaurants are minutes away by car or golf cart.

4 Beds ⋅ 3 Baths ⋅ Oakland Hills SubDv. ⋅ 34787 Zip Code

Custom-built by Justice & Wood Builders, this 4-bedroom, 3-bathroom Modern Farmhouse sits on a rare 0.47-acre lot in Oakland Hills, an intimate community of just 17 homesites minutes from Historic Downtown Winter Garden. Towering, moss-draped oaks frame the property and set a peaceful tone from the moment you arrive. Inside, wide-plank wood floors and abundant natural light flow through an open-concept living space crowned by cathedral ceilings and exposed timber beams. The kitchen goes well beyond standard gourmet, with shaker cabinetry, quartz countertops, a massive blue-gray center island, a deep farmhouse sink, professional stainless steel appliances, and a natural gas range built for serious cooking. The bedrooms are generously sized and well separated. The upstairs bedroom is flexible enough to serve as a home office, gym, media room, or guest suite, and it has air-conditioned storage and a large walk-in attic. The bathrooms feature clean lines, modern fixtures, and custom tilework. The laundry room has extensive cabinetry, quartz counters, and a patterned tile backsplash. The three-car garage includes an EV adapter in the third bay. Out back, the fully fenced yard feels like your own resort, with a pool and spa surrounded by a spacious paver patio and a fire pit area for evenings outside. Downtown Winter Garden's Farmers Market, Plant Street Market, boutiques, and restaurants are minutes away by car or golf cart.

15210 E Oakland Avenue, Winter Garden

$1,650,000

Built by RCB Custom Homes as the builder’s personal residence, this exceptional 5-bedroom, 5-bath residence offers 3,506 square feet of thoughtfully designed luxury in the highly desirable Oakland Park neighborhood. Completely remodeled within the past two years, no detail was overlooked in creating a home that is as refined as it is comfortable. Beautiful new hardwood flooring, custom wood beams, designer wallpaper, upscale tile selections, custom cabinetry, premium appliances, and an antique barn wood fireplace treatment create distinctive character throughout. Custom automated blinds and a complete repaint add the finishing touches to this beautifully curated home. Designed for both everyday living and entertaining, the home features inviting screened front and side porches, with an outdoor kitchen. The premium lot faces a long green park with views of Lake Apopka, adjacent to the community clubhouse & amenities . Beyond the beautiful finishes are the exceptional behind-the-scenes upgrades that truly set this home apart, including a whole-home generator, spray foam insulation for impressive energy efficiency, an expansive climate-controlled attic offering valuable conditioned storage, and wiring in place for a future water treatment system. Enjoy all that Oakland Park has to offer, including two community pools and a prime location within the golf cart district. A complete list of upgrades and improvements is available upon request. This is a rare opportunity to own a meticulously remodeled custom residence where luxury, craftsmanship, comfort, and thoughtful design come together.

6 Beds ⋅ 5 Baths ⋅ Oakland Parka SubDv. ⋅ 34787 Zip Code

Built by RCB Custom Homes as the builder’s personal residence, this exceptional 5-bedroom, 5-bath residence offers 3,506 square feet of thoughtfully designed luxury in the highly desirable Oakland Park neighborhood. Completely remodeled within the past two years, no detail was overlooked in creating a home that is as refined as it is comfortable. Beautiful new hardwood flooring, custom wood beams, designer wallpaper, upscale tile selections, custom cabinetry, premium appliances, and an antique barn wood fireplace treatment create distinctive character throughout. Custom automated blinds and a complete repaint add the finishing touches to this beautifully curated home. Designed for both everyday living and entertaining, the home features inviting screened front and side porches, with an outdoor kitchen. The premium lot faces a long green park with views of Lake Apopka, adjacent to the community clubhouse & amenities . Beyond the beautiful finishes are the exceptional behind-the-scenes upgrades that truly set this home apart, including a whole-home generator, spray foam insulation for impressive energy efficiency, an expansive climate-controlled attic offering valuable conditioned storage, and wiring in place for a future water treatment system. Enjoy all that Oakland Park has to offer, including two community pools and a prime location within the golf cart district. A complete list of upgrades and improvements is available upon request. This is a rare opportunity to own a meticulously remodeled custom residence where luxury, craftsmanship, comfort, and thoughtful design come together.

1032 Galston Alley, Winter Garden

$730,000

Virtually Staged. Welcome to 2470 Standing Rock Circle, a beautifully maintained Montclair model by Meritage Homes in the desirable Oakland Trails community. Offering 3,446 square feet, 5 bedrooms, and a spacious open floor plan, this home has been meticulously cared for and is truly move-in ready. The first floor features a bedroom with a full bath, providing a comfortable and private space for guests. The main living areas flow seamlessly together and include surround sound in the living room, creating an inviting space for everyday living and entertaining. Step outside to the extended covered lanai spanning the full length of the home, with additional pavers extending the outdoor living area into the fully fenced backyard. Upstairs, you'll find the spacious primary suite with a tray ceiling, three additional bedrooms, and an oversized loft currently used as a theater room, complete with surround sound. This flexible space is perfect for movie nights, a game room, home office, or additional living area. Adding even more value, the exterior of the home will be freshly painted prior to closing, and the garage floor will receive a fresh epoxy finish. Located in charming Oakland, residents enjoy convenient access to the West Orange Trail, Oakland Nature Preserve, and Lake Apopka, while being just minutes from Historic Downtown Winter Garden with its restaurants, shops, Plant Street Market, Farmers Market, and year-round community events. With easy access to shopping, dining, and major roadways, this home offers plenty of space in a fantastic Central Florida location.

5 Beds ⋅ 3 Baths ⋅ Oakland Trails SubDv. ⋅ 34787 Zip Code

Virtually Staged. Welcome to 2470 Standing Rock Circle, a beautifully maintained Montclair model by Meritage Homes in the desirable Oakland Trails community. Offering 3,446 square feet, 5 bedrooms, and a spacious open floor plan, this home has been meticulously cared for and is truly move-in ready. The first floor features a bedroom with a full bath, providing a comfortable and private space for guests. The main living areas flow seamlessly together and include surround sound in the living room, creating an inviting space for everyday living and entertaining. Step outside to the extended covered lanai spanning the full length of the home, with additional pavers extending the outdoor living area into the fully fenced backyard. Upstairs, you'll find the spacious primary suite with a tray ceiling, three additional bedrooms, and an oversized loft currently used as a theater room, complete with surround sound. This flexible space is perfect for movie nights, a game room, home office, or additional living area. Adding even more value, the exterior of the home will be freshly painted prior to closing, and the garage floor will receive a fresh epoxy finish. Located in charming Oakland, residents enjoy convenient access to the West Orange Trail, Oakland Nature Preserve, and Lake Apopka, while being just minutes from Historic Downtown Winter Garden with its restaurants, shops, Plant Street Market, Farmers Market, and year-round community events. With easy access to shopping, dining, and major roadways, this home offers plenty of space in a fantastic Central Florida location.

2470 Standing Rock Circle, Oakland

$479,900

Location, location, location!! Incredible opportunity to own a popular Whitman II model in the desirable Oakland Trails community with direct walkable access to the West Orange Trail! Imagine walking or biking to dinner in downtown Winter Garden just minutes away! You're also just minutes from the Florida Turnpike and all the new shopping in Clermont, including Costco just down the road. The location of this home is incredible! From the moment you step through the glass-paneled front door, you are greeted by a bright and airy two story foyer featuring warm luxury vinyl flooring and a contemporary staircase accented with sleek, industrial cable railings. The main level effortlessly transitions into a sun-drenched living space, anchored by large sliding glass doors that open up to an outdoor patio and frame views of the surrounding neighborhood. A neutral color palette and recessed lighting throughout enhance the sophisticated, move-in-ready aesthetic of the home. At the heart of the home is a chef-inspired gourmet kitchen designed for effortless entertaining. The massive central island takes center stage, featuring gleaming white quartz countertops, a deep undermount sink, and comfortable breakfast bar seating for four beneath stylish pendant lighting. Striking dark espresso cabinetry provides an abundance of storage space and beautifully contrasts the modern herringbone tile backsplash. Equipped with premium stainless steel appliances—including a built-in wall oven and microwave combo, a cooktop, and a French-door refrigerator—this kitchen is as functional as it is beautiful, complete with a spacious walk-in pantry nearby. Opposite the main living area, a formal dining space is defined by its soaring high-volume ceiling and a dramatic, modern halo chandelier that casts a warm glow over your dinner parties. Upstairs you'll love the oversized loft area that's open to below - perfect for cozier gatherings with the family. The secondary bedrooms are generously sized and each have their own walk in closets. The primary suite features a grand entrance with french doors leading to the large bedroom with two massive walk in closets, a tray ceiling, and more french doors leading to the spa inspired primary bath. The upstairs laundry room is conveniently placed to complete the home. Equipped with FULLY PAID-OFF TESLA SOLAR PANELS, this home offers massive utility savings with no additional lease or loan payments—pure modern efficiency from day one! With major shopping, dining, and entertainment options located within 15 minutes of this community, you have no shortage of lifestyle at your fingertips! You can get to Disney parks in about 20-25 minutes! You're also zoned to A rated schools, and have a very popular charter school - Oakland Avenue Charter School just minutes away. Come tour this home today!

3 Beds ⋅ 3 Baths ⋅ Oakland Trls Ph 2 SubDv. ⋅ 34787 Zip Code

Location, location, location!! Incredible opportunity to own a popular Whitman II model in the desirable Oakland Trails community with direct walkable access to the West Orange Trail! Imagine walking or biking to dinner in downtown Winter Garden just minutes away! You're also just minutes from the Florida Turnpike and all the new shopping in Clermont, including Costco just down the road. The location of this home is incredible! From the moment you step through the glass-paneled front door, you are greeted by a bright and airy two story foyer featuring warm luxury vinyl flooring and a contemporary staircase accented with sleek, industrial cable railings. The main level effortlessly transitions into a sun-drenched living space, anchored by large sliding glass doors that open up to an outdoor patio and frame views of the surrounding neighborhood. A neutral color palette and recessed lighting throughout enhance the sophisticated, move-in-ready aesthetic of the home. At the heart of the home is a chef-inspired gourmet kitchen designed for effortless entertaining. The massive central island takes center stage, featuring gleaming white quartz countertops, a deep undermount sink, and comfortable breakfast bar seating for four beneath stylish pendant lighting. Striking dark espresso cabinetry provides an abundance of storage space and beautifully contrasts the modern herringbone tile backsplash. Equipped with premium stainless steel appliances—including a built-in wall oven and microwave combo, a cooktop, and a French-door refrigerator—this kitchen is as functional as it is beautiful, complete with a spacious walk-in pantry nearby. Opposite the main living area, a formal dining space is defined by its soaring high-volume ceiling and a dramatic, modern halo chandelier that casts a warm glow over your dinner parties. Upstairs you'll love the oversized loft area that's open to below - perfect for cozier gatherings with the family. The secondary bedrooms are generously sized and each have their own walk in closets. The primary suite features a grand entrance with french doors leading to the large bedroom with two massive walk in closets, a tray ceiling, and more french doors leading to the spa inspired primary bath. The upstairs laundry room is conveniently placed to complete the home. Equipped with FULLY PAID-OFF TESLA SOLAR PANELS, this home offers massive utility savings with no additional lease or loan payments—pure modern efficiency from day one! With major shopping, dining, and entertainment options located within 15 minutes of this community, you have no shortage of lifestyle at your fingertips! You can get to Disney parks in about 20-25 minutes! You're also zoned to A rated schools, and have a very popular charter school - Oakland Avenue Charter School just minutes away. Come tour this home today!

2273 Standing Rock Circle, Oakland

$2,495,000

Lake Apopka view. Protected Conservation. Detached Guest apartment. Apartment over garage. In-Law suite. Multi-generational living. EV charging station. All this perfectly describes the unique differences of 907 Celadon. The homesite is approximately 160 feet deep. A broad rear boundary of designated open space. No residential lot behind the home. The main home highlights include a massive open floor plan, oversized Chef's kitchen, first-floor primary en suite, outdoor summer kitchen, two rooms directly off the foyer offering flexibility for an executive office, or two home offices, or one room as the downstairs en suite for guests or aging family members. The nearly 41-foot screened porch, with built in summer kitchen. The Detached Guest House is 907 Sq Ft, and open studio layout, one bedroom, kitchenette, full bath. Provides flexibility as the in-law suite. Chef's Kitchen offers generous workspace for more than one cook. Kitchen-Aid ovens and built-in ice maker by Manitowoc. Expansive sliding glass doors open the great room to the green conservation and Lake Apopka views. A long back yard overlooking a deep conservation vista. The first-floor primary en suite occupies its own wing at the rear and right side of the home. A door from the kitchen closes the wing from the rest of the first floor, while the bedroom opens directly to the lanai. The bathroom features frameless shower, free standing soak tub, and dual sinks across from each other. A custom walk-in closet dressing room —with extensive built-ins, a center island and chandelier complete the wing. Upstairs, three bedrooms and an oversized loft provide the flexibility for a home theater, gaming and homework stations. Daily routines are easier here. Bright blue ockers off the mudroom keep backpacks, sports equipment, shoes and bags organized, while the large laundry room includes a specialty built-in dog wash station. Connected to the main residence by a covered breezeway, the 907 Sq ft detached guesthouse/ADU sits above a 3-car garage and includes a kitchenette, full bath and closet. The garage also includes a golf-cart bay, and EV charging station. The guest house is currently used as a private executive office. Oakland Park and Winter Garden's golf-cart approved community zones is one of the signature advantages, offering easy access to Historic Downtown Winter Garden—Plant Street, the Farmers Market, dining and Crooked Can—just a golf cart ride from home. Direct access to the West Orange Trail offers 22 miles for walking, jogging and biking, plus community pools and green spaces.

6 Beds ⋅ 6 Baths ⋅ Oakland Parka SubDv. ⋅ 34787 Zip Code

Lake Apopka view. Protected Conservation. Detached Guest apartment. Apartment over garage. In-Law suite. Multi-generational living. EV charging station. All this perfectly describes the unique differences of 907 Celadon. The homesite is approximately 160 feet deep. A broad rear boundary of designated open space. No residential lot behind the home. The main home highlights include a massive open floor plan, oversized Chef's kitchen, first-floor primary en suite, outdoor summer kitchen, two rooms directly off the foyer offering flexibility for an executive office, or two home offices, or one room as the downstairs en suite for guests or aging family members. The nearly 41-foot screened porch, with built in summer kitchen. The Detached Guest House is 907 Sq Ft, and open studio layout, one bedroom, kitchenette, full bath. Provides flexibility as the in-law suite. Chef's Kitchen offers generous workspace for more than one cook. Kitchen-Aid ovens and built-in ice maker by Manitowoc. Expansive sliding glass doors open the great room to the green conservation and Lake Apopka views. A long back yard overlooking a deep conservation vista. The first-floor primary en suite occupies its own wing at the rear and right side of the home. A door from the kitchen closes the wing from the rest of the first floor, while the bedroom opens directly to the lanai. The bathroom features frameless shower, free standing soak tub, and dual sinks across from each other. A custom walk-in closet dressing room —with extensive built-ins, a center island and chandelier complete the wing. Upstairs, three bedrooms and an oversized loft provide the flexibility for a home theater, gaming and homework stations. Daily routines are easier here. Bright blue ockers off the mudroom keep backpacks, sports equipment, shoes and bags organized, while the large laundry room includes a specialty built-in dog wash station. Connected to the main residence by a covered breezeway, the 907 Sq ft detached guesthouse/ADU sits above a 3-car garage and includes a kitchenette, full bath and closet. The garage also includes a golf-cart bay, and EV charging station. The guest house is currently used as a private executive office. Oakland Park and Winter Garden's golf-cart approved community zones is one of the signature advantages, offering easy access to Historic Downtown Winter Garden—Plant Street, the Farmers Market, dining and Crooked Can—just a golf cart ride from home. Direct access to the West Orange Trail offers 22 miles for walking, jogging and biking, plus community pools and green spaces.

907 Celadon Street, Winter Garden

$1,099,000

Downtown Winter Garden becomes part of everyday life at this one-of-nine residence at 30 North Park, where a covered balcony overlooks the West Orange Trail and Plant Street’s dining, shops, and gathering spots are only a short stroll away. Arranged across three thoughtfully designed levels, the home balances connected gathering spaces with room to work and unwind. The main level brings the kitchen, dining area, and living room together beneath tall ceilings. An oversized island anchors the kitchen, complemented by quartz countertops, tall two-tone cabinetry, stainless steel appliances, and natural-gas cooking. Decorative wood beams, built-ins, and a gas fireplace feature wall give the living room character, while sliding glass doors extend the space to the balcony. Each of the three bedroom suites includes a walk-in closet and private full bathroom. Two suites occupy the upper level, including the primary with fitted closet storage, dual sinks, a glass-enclosed shower, and a separate water closet, while the second-level suite is currently arranged as a window-lined office. A ground-level bonus room with an adjoining fourth full bath creates another adaptable space for media, fitness, hobbies, or guests. Engineered hardwood and designer tile keep the interior carpet-free, while upper-level laundry, a tankless water heater, zoned HVAC, spray-foam ceiling insulation, and an attached rear-entry two-car garage add practical convenience. From quiet time on the balcony to mornings on the trail and evenings along Plant Street, this home pairs polished, flexible interiors with a distinctly downtown Winter Garden lifestyle.

3 Beds ⋅ 4 Baths ⋅ 30 North Park SubDv. ⋅ 34787 Zip Code

Downtown Winter Garden becomes part of everyday life at this one-of-nine residence at 30 North Park, where a covered balcony overlooks the West Orange Trail and Plant Street’s dining, shops, and gathering spots are only a short stroll away. Arranged across three thoughtfully designed levels, the home balances connected gathering spaces with room to work and unwind. The main level brings the kitchen, dining area, and living room together beneath tall ceilings. An oversized island anchors the kitchen, complemented by quartz countertops, tall two-tone cabinetry, stainless steel appliances, and natural-gas cooking. Decorative wood beams, built-ins, and a gas fireplace feature wall give the living room character, while sliding glass doors extend the space to the balcony. Each of the three bedroom suites includes a walk-in closet and private full bathroom. Two suites occupy the upper level, including the primary with fitted closet storage, dual sinks, a glass-enclosed shower, and a separate water closet, while the second-level suite is currently arranged as a window-lined office. A ground-level bonus room with an adjoining fourth full bath creates another adaptable space for media, fitness, hobbies, or guests. Engineered hardwood and designer tile keep the interior carpet-free, while upper-level laundry, a tankless water heater, zoned HVAC, spray-foam ceiling insulation, and an attached rear-entry two-car garage add practical convenience. From quiet time on the balcony to mornings on the trail and evenings along Plant Street, this home pairs polished, flexible interiors with a distinctly downtown Winter Garden lifestyle.

72 N Park Avenue Unit 8, Winter Garden

$800,000

Welcome to this beautifully designed 4-bedroom, 3.5-bath home offering stylish upgrades and exceptional indoor-outdoor living in the charming Town of Oakland. From the inviting covered entry and brick-paver driveway to the bright, open interior, every space has been thoughtfully designed for comfortable everyday living and effortless entertaining. The impressive kitchen features abundant cabinetry, expansive countertops, stainless-steel appliances, a natural gas cooktop, built-in oven and microwave, subway-tile backsplash, and an oversized center island with generous seating. Fabulous pantry features custom shelving and refrigerator. The kitchen flows seamlessly into the spacious living area, highlighted by a dramatic floor-to-ceiling accent wall with a sleek electric fireplace and built-in cabinetry. The formal dining room offers soaring ceilings, abundant natural light, and an elegant statement fixture. The spacious first-floor primary suite provides a peaceful retreat with a tray ceiling and a luxurious ensuite bathroom featuring a large glass-enclosed shower, separate soaking tub, dual-sink vanity, huge walk-in closet and distinctive designer finishes. Upstairs, you will find three additional bedrooms and a versatile bonus room—perfect for a home office, media room, playroom, or additional gathering space. One of the upstairs bedrooms includes a private ensuite bathroom, providing an ideal arrangement for guests. Sliding glass doors open to a private, screened outdoor oasis featuring an extended brick-paver patio, covered dining space, multiple conversation areas, and a relaxing 8-person spa—perfect for enjoying Florida living throughout the year. A privacy fence enhances the peaceful backyard setting. Residents of Hull Island enjoy access to a community pool, dog park, playground, and picnic area. The neighborhood also offers convenient access to the Oakland Nature Preserve, 22-mile West Orange Trail, and downtown Oakland. Enjoy the town’s Thursday farmers market, Arts and Heritage Center, local coffee shop, and Speer Park, with vibrant downtown Winter Garden just minutes away. Conveniently located near major highways, theme parks, downtown Orlando, Orlando International Airport, restaurants, shopping, and hospitals, this exceptional Oakland home combines contemporary style, thoughtful design, and an outstanding Central Florida lifestyle. You're only an hours' drive to some of Florida's finest beaches. Schedule your private showing today!

4 Beds ⋅ 4 Baths ⋅ Hull Island/Oakland Ph 2 SubDv. ⋅ 34787 Zip Code

Welcome to this beautifully designed 4-bedroom, 3.5-bath home offering stylish upgrades and exceptional indoor-outdoor living in the charming Town of Oakland. From the inviting covered entry and brick-paver driveway to the bright, open interior, every space has been thoughtfully designed for comfortable everyday living and effortless entertaining. The impressive kitchen features abundant cabinetry, expansive countertops, stainless-steel appliances, a natural gas cooktop, built-in oven and microwave, subway-tile backsplash, and an oversized center island with generous seating. Fabulous pantry features custom shelving and refrigerator. The kitchen flows seamlessly into the spacious living area, highlighted by a dramatic floor-to-ceiling accent wall with a sleek electric fireplace and built-in cabinetry. The formal dining room offers soaring ceilings, abundant natural light, and an elegant statement fixture. The spacious first-floor primary suite provides a peaceful retreat with a tray ceiling and a luxurious ensuite bathroom featuring a large glass-enclosed shower, separate soaking tub, dual-sink vanity, huge walk-in closet and distinctive designer finishes. Upstairs, you will find three additional bedrooms and a versatile bonus room—perfect for a home office, media room, playroom, or additional gathering space. One of the upstairs bedrooms includes a private ensuite bathroom, providing an ideal arrangement for guests. Sliding glass doors open to a private, screened outdoor oasis featuring an extended brick-paver patio, covered dining space, multiple conversation areas, and a relaxing 8-person spa—perfect for enjoying Florida living throughout the year. A privacy fence enhances the peaceful backyard setting. Residents of Hull Island enjoy access to a community pool, dog park, playground, and picnic area. The neighborhood also offers convenient access to the Oakland Nature Preserve, 22-mile West Orange Trail, and downtown Oakland. Enjoy the town’s Thursday farmers market, Arts and Heritage Center, local coffee shop, and Speer Park, with vibrant downtown Winter Garden just minutes away. Conveniently located near major highways, theme parks, downtown Orlando, Orlando International Airport, restaurants, shopping, and hospitals, this exceptional Oakland home combines contemporary style, thoughtful design, and an outstanding Central Florida lifestyle. You're only an hours' drive to some of Florida's finest beaches. Schedule your private showing today!

1016 Catori Road, Oakland

$749,999

Experience luxury and versatility in this exceptional CUSTOM 2025-BUILT RESIDENCE, where thoughtful design, impressive scale, and high-end finishes come together to create a truly one-of-a-kind home. Featuring 4 BEDROOMS AND 5 PRIVATE ENSUITE BATHROOMS, WITH EVERY BEDROOM FEATURING ITS OWN ENSUITE, this home offers an extraordinary level of comfort, privacy, and flexibility rarely found in Winter Garden. Designed with luxury in mind, the home showcases 12-FOOT CEILINGS THROUGHOUT, including the impressive 2-CAR GARAGE, elegant PORCELAIN TILE FLOORING, and CUSTOM MATCHING QUARTZ COUNTERTOPS THROUGHOUT THE KITCHEN AND FURNITURE TOPS. Each ensuite bathroom features its own UNIQUE CUSTOM DESIGN, with spacious layouts, luxurious finishes, and distinctive details that give every bathroom its own character. The expansive open-concept living areas create an incredible atmosphere for both everyday living and entertaining, while the ENCLOSED FRONT LANAI, REAR LANAI, AND PAVED PERGOLA extend the living space outdoors and provide multiple areas to gather, relax, and enjoy the Florida lifestyle. The home's flexible design offers even more potential. Two bedrooms are currently separated by a drywall partition originally incorporated for an Airbnb concept, which can easily be removed to create a more open configuration or customized to suit your needs. Whether you're looking for an impressive primary residence, a multigenerational home, private guest accommodations, or an investment opportunity, this property offers flexibility that is hard to find. Opportunities like this are rare. Located just minutes from Downtown Winter Garden and within the coveted Golf Cart District, residents can enjoy easy access to Plant Street, the weekly farmers market, local dining, boutiques, breweries, parks, community events, and the West Orange Trail. Zoned for “A-RATED” Tildenville Elementary and West Orange High School, this home brings together everything today's buyer is looking for — custom construction, exceptional space, luxury finishes, versatility, and an unbeatable location. This isn't simply a new home — it's a custom-built opportunity designed to stand out.

4 Beds ⋅ 5 Baths ⋅ Burchshire SubDv. ⋅ 34787 Zip Code

Experience luxury and versatility in this exceptional CUSTOM 2025-BUILT RESIDENCE, where thoughtful design, impressive scale, and high-end finishes come together to create a truly one-of-a-kind home. Featuring 4 BEDROOMS AND 5 PRIVATE ENSUITE BATHROOMS, WITH EVERY BEDROOM FEATURING ITS OWN ENSUITE, this home offers an extraordinary level of comfort, privacy, and flexibility rarely found in Winter Garden. Designed with luxury in mind, the home showcases 12-FOOT CEILINGS THROUGHOUT, including the impressive 2-CAR GARAGE, elegant PORCELAIN TILE FLOORING, and CUSTOM MATCHING QUARTZ COUNTERTOPS THROUGHOUT THE KITCHEN AND FURNITURE TOPS. Each ensuite bathroom features its own UNIQUE CUSTOM DESIGN, with spacious layouts, luxurious finishes, and distinctive details that give every bathroom its own character. The expansive open-concept living areas create an incredible atmosphere for both everyday living and entertaining, while the ENCLOSED FRONT LANAI, REAR LANAI, AND PAVED PERGOLA extend the living space outdoors and provide multiple areas to gather, relax, and enjoy the Florida lifestyle. The home's flexible design offers even more potential. Two bedrooms are currently separated by a drywall partition originally incorporated for an Airbnb concept, which can easily be removed to create a more open configuration or customized to suit your needs. Whether you're looking for an impressive primary residence, a multigenerational home, private guest accommodations, or an investment opportunity, this property offers flexibility that is hard to find. Opportunities like this are rare. Located just minutes from Downtown Winter Garden and within the coveted Golf Cart District, residents can enjoy easy access to Plant Street, the weekly farmers market, local dining, boutiques, breweries, parks, community events, and the West Orange Trail. Zoned for “A-RATED” Tildenville Elementary and West Orange High School, this home brings together everything today's buyer is looking for — custom construction, exceptional space, luxury finishes, versatility, and an unbeatable location. This isn't simply a new home — it's a custom-built opportunity designed to stand out.

809 Burch Avenue, Winter Garden

$899,900

The real story of 144 Tildenville School Road is the land. Opportunities to own over an acre this close to Historic Downtown Winter Garden are becoming increasingly hard to find. Beneath a canopy of beautiful mature trees, this property offers something that cannot easily be recreated: space, privacy, character, and a location within Winter Garden’s golf cart district. The existing 3 bedroom home offers nearly 1,500 square feet of living space, but step into the backyard and you quickly understand what makes this property special. This is land meant to be enjoyed. Picture evenings beneath the trees with string lights glowing overhead, friends gathered around the custom built pizza oven, dinner being prepared in the summer kitchen, music playing, and plenty of room for everyone to spread out. For the next owner, the possibilities are just as compelling as the lifestyle already here. Enjoy the property as it is, create your own private retreat, expand upon the existing outdoor spaces, or simply appreciate the increasingly rare luxury of having over an acre of land near the heart of Winter Garden. And despite the privacy, you are still connected to the lifestyle that makes this area so desirable. Being within Winter Garden’s golf cart district means trips toward Historic Downtown Winter Garden can become part of the routine. Spend Saturday mornings at the Farmers Market, enjoy dinner along Plant Street, explore local shops and restaurants, or spend an afternoon on the West Orange Trail before heading home to your own piece of Winter Garden. Homes can be renovated. Kitchens can be changed. Finishes can be replaced. But you cannot manufacture another acre of mature, established land in a location like this. That is what makes 144 Tildenville School Road different. It is not simply a home for sale. It is an opportunity to own a substantial piece of Winter Garden, with the space to enjoy today and the possibilities to make it something entirely your own tomorrow.

34787 Zip Code

The real story of 144 Tildenville School Road is the land. Opportunities to own over an acre this close to Historic Downtown Winter Garden are becoming increasingly hard to find. Beneath a canopy of beautiful mature trees, this property offers something that cannot easily be recreated: space, privacy, character, and a location within Winter Garden’s golf cart district. The existing 3 bedroom home offers nearly 1,500 square feet of living space, but step into the backyard and you quickly understand what makes this property special. This is land meant to be enjoyed. Picture evenings beneath the trees with string lights glowing overhead, friends gathered around the custom built pizza oven, dinner being prepared in the summer kitchen, music playing, and plenty of room for everyone to spread out. For the next owner, the possibilities are just as compelling as the lifestyle already here. Enjoy the property as it is, create your own private retreat, expand upon the existing outdoor spaces, or simply appreciate the increasingly rare luxury of having over an acre of land near the heart of Winter Garden. And despite the privacy, you are still connected to the lifestyle that makes this area so desirable. Being within Winter Garden’s golf cart district means trips toward Historic Downtown Winter Garden can become part of the routine. Spend Saturday mornings at the Farmers Market, enjoy dinner along Plant Street, explore local shops and restaurants, or spend an afternoon on the West Orange Trail before heading home to your own piece of Winter Garden. Homes can be renovated. Kitchens can be changed. Finishes can be replaced. But you cannot manufacture another acre of mature, established land in a location like this. That is what makes 144 Tildenville School Road different. It is not simply a home for sale. It is an opportunity to own a substantial piece of Winter Garden, with the space to enjoy today and the possibilities to make it something entirely your own tomorrow.

144 Tildenville School Road, Winter Garden

$334,950

Virtually Staged. JUST REDUCED!!!!!!!!!!!!!!!!!!!!!! A well-maintained, stunning, and ready-to-move-in townhouse located in the highly desirable Longleaf at Oakland community. Built in 2019, this beautifully maintained home offers 3 spacious bedrooms, 2.5 bathrooms, and 1,620 square feet of bright, open-concept living space designed for both relaxation and entertaining. The inviting front porch is the perfect place to enjoy your morning coffee. Inside, abundant natural light flows through the numerous windows, enhancing the spacious open-concept layout. The large and contemporary kitchen features an island, stainless steel appliances, granite countertops, and an oversized pantry, with premium finishes that seamlessly flow into the main living and dining areas, making it ideal for both everyday living and entertaining. Upstairs, the primary suite serves as your private retreat, featuring an En-suite bath and ample closet space, alongside two additional bedrooms perfect for family, guests, or a dedicated home office. Step outside to the private courtyard, perfect for grilling and enjoying Florida’s beautiful weather with plenty of space for outdoor seating or even a hot tub. The two-car garage offers private rear entry into the home with a spacious driveway that provides additional parking along with guest parking nearby. There is additional parking in the front of this home also. Enjoy being just steps away from the beautiful community pool overlooking the pond and the neighborhood playground. This home and community provides everything the Florida Lifestyle has to offer ! Living here means embracing an incredible Central Florida lifestyle. The Longleaf community features a sparkling resort-style pool with a cabana, a playground, and scenic walking paths. Best of all, you are just steps away from the historic West Orange Trail and the Oakland Nature Preserve, making outdoor adventures effortless. When you want to head out for dinner or shopping, the vibrant culture of downtown Winter Garden and the famous Plant Street Market are only minutes away. Plus, with quick access to major highways like the Florida Turnpike and SR-429, you are seamlessly connected to all of Orlando's world-class theme parks, dining, and entertainment. Don't miss the opportunity to make this beautiful turnkey property your own!

3 Beds ⋅ 3 Baths ⋅ Longleaf/Oakland Rep SubDv. ⋅ 34787 Zip Code

Virtually Staged. JUST REDUCED!!!!!!!!!!!!!!!!!!!!!! A well-maintained, stunning, and ready-to-move-in townhouse located in the highly desirable Longleaf at Oakland community. Built in 2019, this beautifully maintained home offers 3 spacious bedrooms, 2.5 bathrooms, and 1,620 square feet of bright, open-concept living space designed for both relaxation and entertaining. The inviting front porch is the perfect place to enjoy your morning coffee. Inside, abundant natural light flows through the numerous windows, enhancing the spacious open-concept layout. The large and contemporary kitchen features an island, stainless steel appliances, granite countertops, and an oversized pantry, with premium finishes that seamlessly flow into the main living and dining areas, making it ideal for both everyday living and entertaining. Upstairs, the primary suite serves as your private retreat, featuring an En-suite bath and ample closet space, alongside two additional bedrooms perfect for family, guests, or a dedicated home office. Step outside to the private courtyard, perfect for grilling and enjoying Florida’s beautiful weather with plenty of space for outdoor seating or even a hot tub. The two-car garage offers private rear entry into the home with a spacious driveway that provides additional parking along with guest parking nearby. There is additional parking in the front of this home also. Enjoy being just steps away from the beautiful community pool overlooking the pond and the neighborhood playground. This home and community provides everything the Florida Lifestyle has to offer ! Living here means embracing an incredible Central Florida lifestyle. The Longleaf community features a sparkling resort-style pool with a cabana, a playground, and scenic walking paths. Best of all, you are just steps away from the historic West Orange Trail and the Oakland Nature Preserve, making outdoor adventures effortless. When you want to head out for dinner or shopping, the vibrant culture of downtown Winter Garden and the famous Plant Street Market are only minutes away. Plus, with quick access to major highways like the Florida Turnpike and SR-429, you are seamlessly connected to all of Orlando's world-class theme parks, dining, and entertainment. Don't miss the opportunity to make this beautiful turnkey property your own!

1511 Sweet Apple Street, Oakland

1750 Standing Rock Circle, Winter Garden

$640,000

Welcome to this energy efficient two story home built in 2020, ideally located in the highly desirable Town of Oakland with direct access to the West Orange Trail and excellent proximity to Historic Downtown Winter Garden. Situated on a spacious .21 acre lot, this residence offers 2,614 square feet of living space, 4 bedrooms, 2.5 bathrooms, a 2 car garage, and an open concept floor plan. The first floor features a formal living area, open kitchen with granite countertops a double oven, stainless steel appliances, eat-in dining space and a family room with upgraded luxury laminate flooring. Upstairs you’ll find all four bedrooms, two full bathrooms, and a versatile bonus/flex loft area. The bedrooms feature ceiling fans and spacious walk-in closets. Additional highlights include excellent storage throughout the home, generously sized under stair storage, and a separate drop zone. Step outside to enjoy bespoke landscaping with wired outdoor lighting, garden beds for your next harvest, an extended patio creating the perfect outdoor oasis. Conveniently located adjacent to the community pool, this home offers both comfort and convenience. Enjoy easy access to Orlando's theme parks, shopping, dining, and recreation, including the nearby 22-mile paved West Orange Trail as well as the Nature Preserve, perfect for walking, biking, and outdoor activities. A newly built Costco and an array of restaurants are also nearby. Easy access to Turnpike, 429, 408 making any commute a breeze. Enjoy the charm of the Town of Oakland while being just minutes from Winter Garden and Orlando. Schedule your tour today!

4 Beds ⋅ 3 Baths ⋅ Oakland Trails SubDv. ⋅ 34787 Zip Code

Welcome to this energy efficient two story home built in 2020, ideally located in the highly desirable Town of Oakland with direct access to the West Orange Trail and excellent proximity to Historic Downtown Winter Garden. Situated on a spacious .21 acre lot, this residence offers 2,614 square feet of living space, 4 bedrooms, 2.5 bathrooms, a 2 car garage, and an open concept floor plan. The first floor features a formal living area, open kitchen with granite countertops a double oven, stainless steel appliances, eat-in dining space and a family room with upgraded luxury laminate flooring. Upstairs you’ll find all four bedrooms, two full bathrooms, and a versatile bonus/flex loft area. The bedrooms feature ceiling fans and spacious walk-in closets. Additional highlights include excellent storage throughout the home, generously sized under stair storage, and a separate drop zone. Step outside to enjoy bespoke landscaping with wired outdoor lighting, garden beds for your next harvest, an extended patio creating the perfect outdoor oasis. Conveniently located adjacent to the community pool, this home offers both comfort and convenience. Enjoy easy access to Orlando's theme parks, shopping, dining, and recreation, including the nearby 22-mile paved West Orange Trail as well as the Nature Preserve, perfect for walking, biking, and outdoor activities. A newly built Costco and an array of restaurants are also nearby. Easy access to Turnpike, 429, 408 making any commute a breeze. Enjoy the charm of the Town of Oakland while being just minutes from Winter Garden and Orlando. Schedule your tour today!

1750 Standing Rock Circle, Winter Garden

$1,400,000

Welcome to this extraordinary custom lakefront estate offering breathtaking views of Lake Apopka and the ultimate Florida waterfront lifestyle. Designed with luxury and functionality in mind, this one-of-a-kind home showcases premium upgrades, exceptional craftsmanship, and direct lake access. The heart of the home is a chef-inspired kitchen featuring a natural gas cooktop, double ovens, expansive center island, abundant counter space, separate breakfast dinette, and a custom walk-in pantry with floor-to-ceiling shelving. The kitchen opens seamlessly to the spacious family room with soaring 12-foot ceilings and triple sliding glass doors that frame spectacular lake views and fill the home with natural light. Step outside to your private waterfront oasis where a covered, screened lanai overlooks professionally landscaped grounds and unforgettable sunsets. The impressive 20' x 60' brick paver patio leads to a private dock with an electric covered boat lift, providing direct access to Lake Apopka. Enjoy fishing from your dock, boating the scenic Harris Chain of Lakes via the Apopka-Beauclair Canal, or spending the day exploring the waterfront restaurants, shops, and attractions of historic downtown Mount Dora and Tavares. The thoughtfully designed floor plan includes a formal dining room with soaring ceilings and a private office with double doors, ideal for working from home. The luxurious primary suite is a true retreat with panoramic lake views, spa-inspired bath featuring a frameless floor-to-ceiling tiled double shower with dual shower heads and built-in bench, soaking tub, dual vanities, and custom walk-in closets. A hidden Murphy door provides private access to two secondary bedrooms and a full bath, creating the perfect guest or family wing. The oversized fourth bedroom offers an ensuite bath and walk-in closet, ideal for guests or multigenerational living. Additional premium features include a 24kW natural gas whole-house generator, electric vehicle charging station, water softener, security system, surround sound, insulated garage doors and ceiling, garage utility sink, overhead storage, and a spacious laundry room with built-in cabinetry, extensive counter space, and utility sink. The oversized three-car garage and expansive six-car brick paver driveway provide ample parking and storage. Located in the sought-after gated community of Hull Island, residents enjoy resort-style amenities including a community pool, gazebo, playground, bark park, and exclusive private access to the 150-acre Oakland Nature Preserve with miles of scenic trails. Nestled in the charming Town of Oakland, this exceptional home is just minutes from Winter Garden Village, historic Downtown Winter Garden, the award-winning Winter Garden Farmers Market, the West Orange Trail, Downtown Clermont, shopping, dining, major hospitals, Orlando's world-famous attractions, Orlando International Airport, and major highways. Florida's beautiful east and west coast beaches are approximately one hour away.

4 Beds ⋅ 4 Baths ⋅ Hull Island At Oakland SubDv. ⋅ 34787 Zip Code

Welcome to this extraordinary custom lakefront estate offering breathtaking views of Lake Apopka and the ultimate Florida waterfront lifestyle. Designed with luxury and functionality in mind, this one-of-a-kind home showcases premium upgrades, exceptional craftsmanship, and direct lake access. The heart of the home is a chef-inspired kitchen featuring a natural gas cooktop, double ovens, expansive center island, abundant counter space, separate breakfast dinette, and a custom walk-in pantry with floor-to-ceiling shelving. The kitchen opens seamlessly to the spacious family room with soaring 12-foot ceilings and triple sliding glass doors that frame spectacular lake views and fill the home with natural light. Step outside to your private waterfront oasis where a covered, screened lanai overlooks professionally landscaped grounds and unforgettable sunsets. The impressive 20' x 60' brick paver patio leads to a private dock with an electric covered boat lift, providing direct access to Lake Apopka. Enjoy fishing from your dock, boating the scenic Harris Chain of Lakes via the Apopka-Beauclair Canal, or spending the day exploring the waterfront restaurants, shops, and attractions of historic downtown Mount Dora and Tavares. The thoughtfully designed floor plan includes a formal dining room with soaring ceilings and a private office with double doors, ideal for working from home. The luxurious primary suite is a true retreat with panoramic lake views, spa-inspired bath featuring a frameless floor-to-ceiling tiled double shower with dual shower heads and built-in bench, soaking tub, dual vanities, and custom walk-in closets. A hidden Murphy door provides private access to two secondary bedrooms and a full bath, creating the perfect guest or family wing. The oversized fourth bedroom offers an ensuite bath and walk-in closet, ideal for guests or multigenerational living. Additional premium features include a 24kW natural gas whole-house generator, electric vehicle charging station, water softener, security system, surround sound, insulated garage doors and ceiling, garage utility sink, overhead storage, and a spacious laundry room with built-in cabinetry, extensive counter space, and utility sink. The oversized three-car garage and expansive six-car brick paver driveway provide ample parking and storage. Located in the sought-after gated community of Hull Island, residents enjoy resort-style amenities including a community pool, gazebo, playground, bark park, and exclusive private access to the 150-acre Oakland Nature Preserve with miles of scenic trails. Nestled in the charming Town of Oakland, this exceptional home is just minutes from Winter Garden Village, historic Downtown Winter Garden, the award-winning Winter Garden Farmers Market, the West Orange Trail, Downtown Clermont, shopping, dining, major hospitals, Orlando's world-famous attractions, Orlando International Airport, and major highways. Florida's beautiful east and west coast beaches are approximately one hour away.

1112 Hull Island Drive, Oakland

$1,195,000

Discover an exceptional opportunity to build a custom lakefront residence on Lot 45 in Briley Farm Phase 1B. Located at 552 Walker Street in Oakland, this approximately 0.82-acre homesite offers beautiful Lake Apopka views, direct lake frontage and generous space to create a personalized retreat exclusively with Element Home Builders. With no predetermined floor plan, buyers can collaborate with Element to create a custom design subject to applicable approvals. Briley Farm offers a peaceful setting near downtown Winter Garden, the West Orange Trail, shopping, dining and major roadways. Public water, public sewer, electricity and natural gas are available within the community. The list price is for the homesite only and does not include home construction. The purchaser must build with Element Home Builders; outside builders are not permitted.

Briley Farm Ph 1b SubDv. ⋅ 34787 Zip Code

Discover an exceptional opportunity to build a custom lakefront residence on Lot 45 in Briley Farm Phase 1B. Located at 552 Walker Street in Oakland, this approximately 0.82-acre homesite offers beautiful Lake Apopka views, direct lake frontage and generous space to create a personalized retreat exclusively with Element Home Builders. With no predetermined floor plan, buyers can collaborate with Element to create a custom design subject to applicable approvals. Briley Farm offers a peaceful setting near downtown Winter Garden, the West Orange Trail, shopping, dining and major roadways. Public water, public sewer, electricity and natural gas are available within the community. The list price is for the homesite only and does not include home construction. The purchaser must build with Element Home Builders; outside builders are not permitted.

552 Walker Street, Oakland

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