$685,240 Under Construction. Under Construction. Under Construction. Under Construction. Under Construction. Welcome to Lakeview Village Estates — an exclusive new community by award- winning Davila Homes, featuring just 40 homes that seamlessly blend timeless architecture, superior construction, and the quiet elegance of true exclusivity. Sophistication is built into Lakeview’s DNA. From the carefully selected finishes to the premium appliances that elevate every kitchen, each detail was chosen to enhance comfort, durability, and aesthetic excellence. The Bayview floor plan, offering 3 bedrooms, 2.5 bathrooms, and a thoughtfully designed open-concept layout. This residence showcases upgrades, including engineered hardwood flooring throughout, and a chef’s kitchen designed for both functionality and style. Location is everything — and Lakeview Village Estates delivers. Perfectly situated in the heart of the Golf Cart District, you’re just steps from Plant Street, the Farmers Market, Crooked Can Brewery, and more. From vibrant farmers’ markets and celebrated dining to community parks and cultural centers — this is where quality of life effortlessly thrives. *All renderings, floor plans, and marketing materials are conceptual and for illustrative purposes only. Actual home design, materials, finishes, dimensions, and specifications may vary and are subject to change without notice. *The estimated completion date is early January 2027. 3 Beds ⋅ 3 Baths ⋅ Lakeview Village Estates SubDv. ⋅ 34787 Zip Code Under Construction. Under Construction. Under Construction. Under Construction. Under Construction. Welcome to Lakeview Village Estates — an exclusive new community by award- winning Davila Homes, featuring just 40 homes that seamlessly blend timeless architecture, superior construction, and the quiet elegance of true exclusivity. Sophistication is built into Lakeview’s DNA. From the carefully selected finishes to the premium appliances that elevate every kitchen, each detail was chosen to enhance comfort, durability, and aesthetic excellence. The Bayview floor plan, offering 3 bedrooms, 2.5 bathrooms, and a thoughtfully designed open-concept layout. This residence showcases upgrades, including engineered hardwood flooring throughout, and a chef’s kitchen designed for both functionality and style. Location is everything — and Lakeview Village Estates delivers. Perfectly situated in the heart of the Golf Cart District, you’re just steps from Plant Street, the Farmers Market, Crooked Can Brewery, and more. From vibrant farmers’ markets and celebrated dining to community parks and cultural centers — this is where quality of life effortlessly thrives. *All renderings, floor plans, and marketing materials are conceptual and for illustrative purposes only. Actual home design, materials, finishes, dimensions, and specifications may vary and are subject to change without notice. *The estimated completion date is early January 2027. 618 Sigler Drive, Winter Garden
$604,580 Under Construction. Under Construction. Under Construction. Under Construction. Under Construction. Welcome to Lakeview Village Estates — an exclusive new community by award- winning Davila Homes, featuring just 40 homes that seamlessly blend timeless architecture, superior construction, and the quiet elegance of true exclusivity. Sophistication is built into Lakeview’s DNA. From the carefully selected finishes to the premium appliances that elevate every kitchen, each detail was chosen to enhance comfort, durability, and aesthetic excellence. The Gardenia floor plan, offering 3 bedrooms, 2.5 bathrooms, and a thoughtfully designed open-concept layout. This residence showcases upgrades, including engineered hardwood flooring throughout, Calacatta countertops, and a chef’s kitchen designed for both functionality and style. Location is everything — and Lakeview Village Estates delivers. Perfectly situated in the heart of the Golf Cart District, you’re just steps from Plant Street, the Farmers Market, Crooked Can Brewery, and more. From vibrant farmers’ markets and celebrated dining to community parks and cultural centers — this is where quality of life effortlessly thrives. *All renderings, floor plans, and marketing materials are conceptual and for illustrative purposes only. Actual home design, materials, finishes, dimensions, and specifications may vary and are subject to change without notice. *The estimated completion date is early January 2027. 3 Beds ⋅ 3 Baths ⋅ Lakeview Village Estates SubDv. ⋅ 34787 Zip Code Under Construction. Under Construction. Under Construction. Under Construction. Under Construction. Welcome to Lakeview Village Estates — an exclusive new community by award- winning Davila Homes, featuring just 40 homes that seamlessly blend timeless architecture, superior construction, and the quiet elegance of true exclusivity. Sophistication is built into Lakeview’s DNA. From the carefully selected finishes to the premium appliances that elevate every kitchen, each detail was chosen to enhance comfort, durability, and aesthetic excellence. The Gardenia floor plan, offering 3 bedrooms, 2.5 bathrooms, and a thoughtfully designed open-concept layout. This residence showcases upgrades, including engineered hardwood flooring throughout, Calacatta countertops, and a chef’s kitchen designed for both functionality and style. Location is everything — and Lakeview Village Estates delivers. Perfectly situated in the heart of the Golf Cart District, you’re just steps from Plant Street, the Farmers Market, Crooked Can Brewery, and more. From vibrant farmers’ markets and celebrated dining to community parks and cultural centers — this is where quality of life effortlessly thrives. *All renderings, floor plans, and marketing materials are conceptual and for illustrative purposes only. Actual home design, materials, finishes, dimensions, and specifications may vary and are subject to change without notice. *The estimated completion date is early January 2027. 622 Sigler Drive, Winter Garden
$697,240 Under Construction. Under Construction. Under Construction. Under Construction. Under Construction. Under Construction. Welcome to Lakeview Village Estates — an exclusive new community by award- winning Davila Homes, featuring just 40 homes that seamlessly blend timeless architecture, superior construction, and the quiet elegance of true exclusivity. Sophistication is built into Lakeview’s DNA. From the carefully selected finishes to the premium appliances that elevate every kitchen, each detail was chosen to enhance comfort, durability, and aesthetic excellence. The Bayview floor plan, offering 4 bedrooms, 2.5 bathrooms, and a thoughtfully designed open-concept layout. This residence showcases upgrades, including engineered hardwood flooring throughout, and a chef’s kitchen designed for both functionality and style. Location is everything — and Lakeview Village Estates delivers. Perfectly situated in the heart of the Golf Cart District, you’re just steps from Plant Street, the Farmers Market, Crooked Can Brewery, and more. From vibrant farmers’ markets and celebrated dining to community parks and cultural centers — this is where quality of life effortlessly thrives. *All renderings, floor plans, and marketing materials are conceptual and for illustrative purposes only. Actual home design, materials, finishes, dimensions, and specifications may vary and are subject to change without notice. *The estimated completion date is early January 2027. 4 Beds ⋅ 3 Baths ⋅ Lakeview Village Estates SubDv. ⋅ 34787 Zip Code Under Construction. Under Construction. Under Construction. Under Construction. Under Construction. Under Construction. Welcome to Lakeview Village Estates — an exclusive new community by award- winning Davila Homes, featuring just 40 homes that seamlessly blend timeless architecture, superior construction, and the quiet elegance of true exclusivity. Sophistication is built into Lakeview’s DNA. From the carefully selected finishes to the premium appliances that elevate every kitchen, each detail was chosen to enhance comfort, durability, and aesthetic excellence. The Bayview floor plan, offering 4 bedrooms, 2.5 bathrooms, and a thoughtfully designed open-concept layout. This residence showcases upgrades, including engineered hardwood flooring throughout, and a chef’s kitchen designed for both functionality and style. Location is everything — and Lakeview Village Estates delivers. Perfectly situated in the heart of the Golf Cart District, you’re just steps from Plant Street, the Farmers Market, Crooked Can Brewery, and more. From vibrant farmers’ markets and celebrated dining to community parks and cultural centers — this is where quality of life effortlessly thrives. *All renderings, floor plans, and marketing materials are conceptual and for illustrative purposes only. Actual home design, materials, finishes, dimensions, and specifications may vary and are subject to change without notice. *The estimated completion date is early January 2027. 620 Sigler Drive, Winter Garden
$2,199,900 Welcome to The Birdhouse, one of Downtown Winter Garden's most iconic residences. Situated just blocks from Plant Street, the West Orange Trail, and the shores of Lake Apopka, this remarkable property offers a rare opportunity to own a thoughtfully restored home that seamlessly blends timeless architecture with modern luxury. Set on an expansive and highly coveted 0.51-acre lot, The Birdhouse delivers an unrivaled combination of character, sophistication, and downtown living. Originally built in 1920, this meticulously restored home preserves its historic charm through exposed brick walls, wood-beamed ceilings, vintage glass doorknobs, original lighting fixtures, multiple fireplaces, beautifully maintained hardwood floors and more. Natural light pours through original diamond-pane windows into the spacious family room, while the formal living and dining rooms showcase timeless character and thoughtful custom details. The chef's kitchen is a true focal point with a distinctive mix of old-world charm and modern design that combine luxury and function. Features include Cambria Portrush quartz countertops, custom floor-to-ceiling cabinetry, premium ZLINE appliances with an 8 burner gas stove range below exposed brick walls, a statement tile backsplash and custom range hood. Floating wood shelves, an expansive breakfast bar and cozy breakfast nook with built-in seating complete its design. A spacious mudroom and custom laundry room offer extensive cabinetry and counterspace for both storage and everyday convenience and a dedicated home office includes a custom built in desk. Set apart from the living areas and secondary bedrooms, the newly designed primary suite serves as a private sanctuary. Accessed through its own hallway, this spacious retreat features vaulted wood-paneled ceilings, an enormous walk-in closet, and a spa-inspired bath with dual vanities, two private water closets, a large glass-enclosed shower and elevated finishes throughout. Four additional generously sized bedrooms provide exceptional flexibility, including a second primary suite with dual closets and an ensuite bath, an additional ensuite bedroom overlooking the pool, and two bedrooms with a full guest bath positioned in between. The enormous fully fenced backyard is designed for year round enjoyment with a gas-heated saltwater sport pool, outdoor kitchen, expansive brick paved deck, detached covered lanai, and low-maintenance turf. Towering above it all is one of the property's most extraordinary features: a majestic 390-year-old oak tree, recognized as the oldest recorded oak tree in Orange County, providing unparalleled beauty and shade. Equally noteworthy, the home's original exterior waterspout remains in place and fully operational, offering a unique connection to the property's storied past. A double carport includes both a Tesla and golf cart charging station as well as a large storage closet equipped with power and a shop desk. Recent home improvements include a new roof (May 2026), updated PVC plumbing and drain field, new air handler, new tankless hot water heater, new water filtration system and new structural support trusses installed beneath the home to enhance long-term stability and strengthen the property's foundation for generations to come. A rare blend of historic significance, modern luxury, and premier location, The Birdhouse represents one of Downtown Winter Garden's most exceptional residential offerings. Schedule your private viewing today! 5 Beds ⋅ 4 Baths ⋅ Cooper & Sewell Add SubDv. ⋅ 34787 Zip Code Welcome to The Birdhouse, one of Downtown Winter Garden's most iconic residences. Situated just blocks from Plant Street, the West Orange Trail, and the shores of Lake Apopka, this remarkable property offers a rare opportunity to own a thoughtfully restored home that seamlessly blends timeless architecture with modern luxury. Set on an expansive and highly coveted 0.51-acre lot, The Birdhouse delivers an unrivaled combination of character, sophistication, and downtown living. Originally built in 1920, this meticulously restored home preserves its historic charm through exposed brick walls, wood-beamed ceilings, vintage glass doorknobs, original lighting fixtures, multiple fireplaces, beautifully maintained hardwood floors and more. Natural light pours through original diamond-pane windows into the spacious family room, while the formal living and dining rooms showcase timeless character and thoughtful custom details. The chef's kitchen is a true focal point with a distinctive mix of old-world charm and modern design that combine luxury and function. Features include Cambria Portrush quartz countertops, custom floor-to-ceiling cabinetry, premium ZLINE appliances with an 8 burner gas stove range below exposed brick walls, a statement tile backsplash and custom range hood. Floating wood shelves, an expansive breakfast bar and cozy breakfast nook with built-in seating complete its design. A spacious mudroom and custom laundry room offer extensive cabinetry and counterspace for both storage and everyday convenience and a dedicated home office includes a custom built in desk. Set apart from the living areas and secondary bedrooms, the newly designed primary suite serves as a private sanctuary. Accessed through its own hallway, this spacious retreat features vaulted wood-paneled ceilings, an enormous walk-in closet, and a spa-inspired bath with dual vanities, two private water closets, a large glass-enclosed shower and elevated finishes throughout. Four additional generously sized bedrooms provide exceptional flexibility, including a second primary suite with dual closets and an ensuite bath, an additional ensuite bedroom overlooking the pool, and two bedrooms with a full guest bath positioned in between. The enormous fully fenced backyard is designed for year round enjoyment with a gas-heated saltwater sport pool, outdoor kitchen, expansive brick paved deck, detached covered lanai, and low-maintenance turf. Towering above it all is one of the property's most extraordinary features: a majestic 390-year-old oak tree, recognized as the oldest recorded oak tree in Orange County, providing unparalleled beauty and shade. Equally noteworthy, the home's original exterior waterspout remains in place and fully operational, offering a unique connection to the property's storied past. A double carport includes both a Tesla and golf cart charging station as well as a large storage closet equipped with power and a shop desk. Recent home improvements include a new roof (May 2026), updated PVC plumbing and drain field, new air handler, new tankless hot water heater, new water filtration system and new structural support trusses installed beneath the home to enhance long-term stability and strengthen the property's foundation for generations to come. A rare blend of historic significance, modern luxury, and premier location, The Birdhouse represents one of Downtown Winter Garden's most exceptional residential offerings. Schedule your private viewing today! 234 N Lakeview Avenue, Winter Garden
$565,000 Welcome to 1069 Glenharbor Circle — a turn-key, 3 bedroom, 2 bathroom Winter Garden sanctuary offering complete freedom with NO HOA and located within the highly sought-after Winter Garden Golf Cart District! Situated on an expansive, shade-draped lot just under half an acre featuring a magnificent mature oak tree, this home features major recent upgrades for complete peace of mind. Inside, enjoy fully renovated bathrooms — including a luxury primary bath (renovated Aug 2024) and a beautifully appointed second bath (renovated May 2026). Other major updates include a recent full roof replacement (Dec 2025), complete replacement of all AC ductwork (Nov 2025), and energy-efficient windows installed across 2021 and 2025. The backyard showcases a private, resort-style paradise featuring a custom, screen-enclosed pool and an oversized sun shelf perfect for lounge chairs. With no HOA restrictions, you have total freedom to park boats, RVs, or trailers on your sprawling half-acre lot. Located just minutes from the West Orange Trail, Winter Garden Downtown Historic District, top-rated schools, and major highways, this home delivers the ultimate Winter Garden lifestyle. 3 Beds ⋅ 2 Baths ⋅ Glenview Estates 1st Add SubDv. ⋅ 34787 Zip Code Welcome to 1069 Glenharbor Circle — a turn-key, 3 bedroom, 2 bathroom Winter Garden sanctuary offering complete freedom with NO HOA and located within the highly sought-after Winter Garden Golf Cart District! Situated on an expansive, shade-draped lot just under half an acre featuring a magnificent mature oak tree, this home features major recent upgrades for complete peace of mind. Inside, enjoy fully renovated bathrooms — including a luxury primary bath (renovated Aug 2024) and a beautifully appointed second bath (renovated May 2026). Other major updates include a recent full roof replacement (Dec 2025), complete replacement of all AC ductwork (Nov 2025), and energy-efficient windows installed across 2021 and 2025. The backyard showcases a private, resort-style paradise featuring a custom, screen-enclosed pool and an oversized sun shelf perfect for lounge chairs. With no HOA restrictions, you have total freedom to park boats, RVs, or trailers on your sprawling half-acre lot. Located just minutes from the West Orange Trail, Winter Garden Downtown Historic District, top-rated schools, and major highways, this home delivers the ultimate Winter Garden lifestyle. 1069 Glenharbor Circle, Winter Garden
$295,000 VALUE IS IN THE LAND AND LOCATION! Discover the possibilities in an established Golf Cart Winter Garden neighborhood, conveniently located near historic Downtown Winter Garden, with its charming shops, restaurants, farmers market, and community events. Enjoy proximity to Plant Street and the city's planned East Winter Garden revitalization improvements. An existing tenant-occupied residence is situated on the property, with a roof approximately three years old (2023). Whether considering the existing residence or exploring future possibilities, this property offers an opportunity in a growing Central Florida community. Buyer to independently verify zoning, permitted uses, and highest and best use with the City of Winter Garden. 2 Beds ⋅ 1 Baths ⋅ J W Jones Add SubDv. ⋅ 34787 Zip Code VALUE IS IN THE LAND AND LOCATION! Discover the possibilities in an established Golf Cart Winter Garden neighborhood, conveniently located near historic Downtown Winter Garden, with its charming shops, restaurants, farmers market, and community events. Enjoy proximity to Plant Street and the city's planned East Winter Garden revitalization improvements. An existing tenant-occupied residence is situated on the property, with a roof approximately three years old (2023). Whether considering the existing residence or exploring future possibilities, this property offers an opportunity in a growing Central Florida community. Buyer to independently verify zoning, permitted uses, and highest and best use with the City of Winter Garden. 345 E Maple Street, Winter Garden
$369,900 Built in 2024, this well-kept 3-bedroom, 2-bath home in the heart of Winter Garden gives you modern construction without the new-build wait. The open-concept layout connects the kitchen, with its stainless appliances, to the living and dining areas. The owner’s suite has a private en-suite bath, and two more bedrooms work well for guests or a home office. An attached garage and a newer roof and systems mean low-maintenance living from day one. You’re minutes from Plant Street’s dining, the Saturday Farmers Market and the West Orange Trail, with easy access to SR-429 and the Turnpike. Schedule your showing today! 3 Beds ⋅ 2 Baths ⋅ Loveless J S Add 01 SubDv. ⋅ 34787 Zip Code Built in 2024, this well-kept 3-bedroom, 2-bath home in the heart of Winter Garden gives you modern construction without the new-build wait. The open-concept layout connects the kitchen, with its stainless appliances, to the living and dining areas. The owner’s suite has a private en-suite bath, and two more bedrooms work well for guests or a home office. An attached garage and a newer roof and systems mean low-maintenance living from day one. You’re minutes from Plant Street’s dining, the Saturday Farmers Market and the West Orange Trail, with easy access to SR-429 and the Turnpike. Schedule your showing today! 159 9th Street, Winter Garden
$1,425,000 Welcome to Stanton Estates, an exclusive enclave of just 45 luxury homes in the heart of Winter Garden's renowned golf cart district. You're moments from the shops, dining, and Saturday farmers market on historic Plant Street, and from the West Orange Trail. Built in 2018, this stunning 4-bedroom, 4-bathroom residence offers 4,189 square feet of living space and pairs Mediterranean curb appeal with a light-filled modern interior and a thoughtful split floor plan. Step through the double front doors into a vaulted foyer, where a cascading chandelier sets the tone. Real hardwood floors flow throughout the main level, past the formal dining room into a spacious open-concept family room. Walls of sliding glass open to the covered paver lanai, blending indoor and outdoor living, perfect for entertaining. The kitchen is a true showpiece, with a waterfall island and stainless farmhouse sink, brushed-gold fixtures, glass globe pendants, a gas range beneath a chimney hood, a decorative tile backsplash, a built-in wall oven and microwave combination, and abundant cabinetry. The downstairs owner's suite is a private retreat with a tray ceiling and barn doors opening to a spa-like ensuite with dual vanities and an oversized frameless glass shower with a rain head. The oversized custom walk-in closet, complete with a center island dresser, connects directly to the laundry room for everyday convenience. Upstairs, a second primary suite offers its own large bathroom and walk-in closets, set apart from the two additional bedrooms for privacy. One bedroom opens through French doors to a Juliet balcony. A hardwood loft overlooks the foyer and leads to a bonus living room, where four-panel sliders open to a huge covered second-story balcony overlooking the backyard. Outside, the fully fenced backyard offers plenty of room to create your dream pool, with a full pool bath already in place downstairs and pre-plumbing ready for an outdoor kitchen. Additional highlights include all-new carpet, a new gas tankless water heater, central vacuum, a three-car garage, and a paver driveway. The community connects to the neighboring golf community, and you're minutes from Lake Apopka, Winter Garden Village, and SR-429. This home must be seen to be fully appreciated. Schedule your private showing today and discover luxury living in downtown Winter Garden. 4 Beds ⋅ 4 Baths ⋅ Stanton Estates SubDv. ⋅ 34787 Zip Code Welcome to Stanton Estates, an exclusive enclave of just 45 luxury homes in the heart of Winter Garden's renowned golf cart district. You're moments from the shops, dining, and Saturday farmers market on historic Plant Street, and from the West Orange Trail. Built in 2018, this stunning 4-bedroom, 4-bathroom residence offers 4,189 square feet of living space and pairs Mediterranean curb appeal with a light-filled modern interior and a thoughtful split floor plan. Step through the double front doors into a vaulted foyer, where a cascading chandelier sets the tone. Real hardwood floors flow throughout the main level, past the formal dining room into a spacious open-concept family room. Walls of sliding glass open to the covered paver lanai, blending indoor and outdoor living, perfect for entertaining. The kitchen is a true showpiece, with a waterfall island and stainless farmhouse sink, brushed-gold fixtures, glass globe pendants, a gas range beneath a chimney hood, a decorative tile backsplash, a built-in wall oven and microwave combination, and abundant cabinetry. The downstairs owner's suite is a private retreat with a tray ceiling and barn doors opening to a spa-like ensuite with dual vanities and an oversized frameless glass shower with a rain head. The oversized custom walk-in closet, complete with a center island dresser, connects directly to the laundry room for everyday convenience. Upstairs, a second primary suite offers its own large bathroom and walk-in closets, set apart from the two additional bedrooms for privacy. One bedroom opens through French doors to a Juliet balcony. A hardwood loft overlooks the foyer and leads to a bonus living room, where four-panel sliders open to a huge covered second-story balcony overlooking the backyard. Outside, the fully fenced backyard offers plenty of room to create your dream pool, with a full pool bath already in place downstairs and pre-plumbing ready for an outdoor kitchen. Additional highlights include all-new carpet, a new gas tankless water heater, central vacuum, a three-car garage, and a paver driveway. The community connects to the neighboring golf community, and you're minutes from Lake Apopka, Winter Garden Village, and SR-429. This home must be seen to be fully appreciated. Schedule your private showing today and discover luxury living in downtown Winter Garden. 228 Stanton Estates Circle, Winter Garden
$698,800 RARE OPPORTUNITY IN THE HEART OF WINTER GARDEN’S HIGHLY SOUGHT-AFTER GOLF CART DISTRICT! Completely remodeled and move-in ready, this impressive 4-bedroom, 4-bath, single-story home sits on an oversized lot directly across from Tanner Hall, Newton Park and the public boat ramp to Lake Apopka—and best of all, there is NO HOA! Extensive renovations have transformed this home with a beautiful new kitchen ( NATURAL GAS RANGE! ), remodeled bathrooms, new flooring, fresh interior and exterior paint, and updated windows, creating a fresh, modern feel throughout. The roof was replaced in 2017 and the water heater in 2013. The spacious open great room floor plan is ideal for both everyday living and entertaining, while the oversized owner’s suite provides a private retreat. Two additional bedrooms feature true ensuite baths, offering exceptional flexibility for family, guests, multigenerational living or a private home office. Step outside to the huge covered and screened rear patio overlooking the expansive backyard with plenty of room to relax, entertain and enjoy the Florida lifestyle. The location is truly hard to beat. Walk across the street to Newton Park, Tanner Hall, the Lake Apopka fishing pier and public boat launch, or hop in your golf cart for a short ride to historic Downtown Winter Garden and everything Plant Street has to offer. Enjoy an incredible collection of restaurants, breweries, coffee shops, boutiques and entertainment, along with year-round festivals, community events and the famous Saturday Winter Garden Farmers Market. Outdoor enthusiasts will love being just a quick bike ride from the popular West Orange Trail and minutes from Lake Apopka. Located in a sought-after K-12 school district with convenient access to SR 429, this location provides an outstanding combination of small-town charm, recreation and accessibility to the greater Orlando area. With four bedrooms, four full baths, extensive renovations, an oversized lot, NO HOA and an exceptional location in the Downtown Winter Garden golf cart district, opportunities like this are increasingly difficult to find. Exceptional value, incredible lifestyle and truly move-in ready—this one is PRICED TO SELL! 4 Beds ⋅ 4 Baths ⋅ Winter Garden Shores Rep SubDv. ⋅ 34787 Zip Code RARE OPPORTUNITY IN THE HEART OF WINTER GARDEN’S HIGHLY SOUGHT-AFTER GOLF CART DISTRICT! Completely remodeled and move-in ready, this impressive 4-bedroom, 4-bath, single-story home sits on an oversized lot directly across from Tanner Hall, Newton Park and the public boat ramp to Lake Apopka—and best of all, there is NO HOA! Extensive renovations have transformed this home with a beautiful new kitchen ( NATURAL GAS RANGE! ), remodeled bathrooms, new flooring, fresh interior and exterior paint, and updated windows, creating a fresh, modern feel throughout. The roof was replaced in 2017 and the water heater in 2013. The spacious open great room floor plan is ideal for both everyday living and entertaining, while the oversized owner’s suite provides a private retreat. Two additional bedrooms feature true ensuite baths, offering exceptional flexibility for family, guests, multigenerational living or a private home office. Step outside to the huge covered and screened rear patio overlooking the expansive backyard with plenty of room to relax, entertain and enjoy the Florida lifestyle. The location is truly hard to beat. Walk across the street to Newton Park, Tanner Hall, the Lake Apopka fishing pier and public boat launch, or hop in your golf cart for a short ride to historic Downtown Winter Garden and everything Plant Street has to offer. Enjoy an incredible collection of restaurants, breweries, coffee shops, boutiques and entertainment, along with year-round festivals, community events and the famous Saturday Winter Garden Farmers Market. Outdoor enthusiasts will love being just a quick bike ride from the popular West Orange Trail and minutes from Lake Apopka. Located in a sought-after K-12 school district with convenient access to SR 429, this location provides an outstanding combination of small-town charm, recreation and accessibility to the greater Orlando area. With four bedrooms, four full baths, extensive renovations, an oversized lot, NO HOA and an exceptional location in the Downtown Winter Garden golf cart district, opportunities like this are increasingly difficult to find. Exceptional value, incredible lifestyle and truly move-in ready—this one is PRICED TO SELL! 24 W Garden Avenue, Winter Garden
$925,000 Virtually Staged. Spectacular Newer-Built Luxury Home in the highly sought-after Gated Lake Cove Pointe. Tall 9’ Ceilings, Modern Craftsmanship, Designer Cabinets, Lighting, Hardware and Gorgeous Wide-Plank Tile Floors throughout. This 4 Bedroom, 3 Full Bath Open Floorplan offers the comfort of One-Level Living with No Stairs. This thoughtfully Improved home is loaded with Upgrades including High Quality Energy-Efficient Andersen Low-E Windows and a recent installed propane Generac Generator for power backup. The Stunning Kitchen is the centerpiece of the home! Featuring an Extra-Large Granite Island that overlooks the Family Area, White Shaker Soft-Close Dovetail Cabinetry, Tile Backsplash up to the Ceiling, Instant Hot Water tap, Gas Range and Vent Hood. The Spacious Master Suite offers a sitting room, Large Glass-Enclosed Modern-Tiled Spa-Like Shower with Rain Head, Bidet, and an Dual-Sink Marble-top Vanity and Large Walk-In Closet. In addition to the 4 bedrooms you’ll have a versatile Flex/Bonus room with window, use as an Art Suite, Home Office, Media Room, or Playroom. Laundry Room w/Sink. Step out back thru- Andersen Low-E Peaceful Sliders and enjoy gardening within your own Huge 1/3+ Acre Corner Lot enclosed with Quality White Vinyl Privacy Fence on a Dead-End Cul-de-Sac location making it one of the Largest Lots in the neighborhood! Spacious 3-Car Garage provides a rare amount of storage for the Downtown Winter Garden area, Storage Racks, attic ladder w/ flooring above and insulation. You’ll have room for Golf Cart, Bikes, Sports/Recreational Gear, Tools. Zoned for A and B Rated Schools, this exceptional home is ideally positioned within the Downtown Winter Garden Golf Cart District, placing the Best of Winter Garden right at your fingertips. The Charming Downtown is only a short 3 block Walk, Bike Ride, or Golf Cart Ride away, where you can enjoy Restaurants, Boutique Shopping, Farmers Market, Crooked Can Brewery, Splash Pad, Live Music, Seasonal Festivals, and Outdoor Dining. Winter Garden recently Entered Into Hallmark Contest recognizing America’s most charming towns, and once you experience its picturesque streets, walkable downtown, friendly small-town atmosphere, and vibrant community spirit, you’ll understand. Jump onto the Famous West Orange Trail only 3 blocks distance, it stretches 22 miles long, providing endless opportunities for walking, biking, training and nature. Pickleball, Tennis Courts and Baseball Fields nearby. Additionally impressive, Winter Garden’s Waterfront Parks begin just 1 Walking Block North of the home, offering tranquil evening walks surrounded by Birds, Wildlife, and Beautiful Sunsets. Conveniently located near Horizon West, Major Highways, Shopping, Dining, Top-Rated Schools, and Disney, this is the perfect combination of Small-Town Charm and Big-City Convenience. This is more than a beautiful home—it’s an Exceptional Lifestyle Opportunity in one of Central Florida’s most desirable and sought-after communities. With its Designer Luxury Finishes, Oversized 1/3+ Acre Lot, 3-Car Garage, Golf Cart Access, Walkable Downtown Location, and Waterfront Parks Just 1 Block Away, this home has the features and upgrades of a Model home and offers the rare opportunity to enjoy every day like a vacation. Homes with this combination of Luxury, Lot Size, Location, and Lifestyle rarely come available—don’t miss your opportunity to make this Exceptional Home yours! 4 Beds ⋅ 3 Baths ⋅ Lake Cove Pointe 46/58 SubDv. ⋅ 34787 Zip Code Virtually Staged. Spectacular Newer-Built Luxury Home in the highly sought-after Gated Lake Cove Pointe. Tall 9’ Ceilings, Modern Craftsmanship, Designer Cabinets, Lighting, Hardware and Gorgeous Wide-Plank Tile Floors throughout. This 4 Bedroom, 3 Full Bath Open Floorplan offers the comfort of One-Level Living with No Stairs. This thoughtfully Improved home is loaded with Upgrades including High Quality Energy-Efficient Andersen Low-E Windows and a recent installed propane Generac Generator for power backup. The Stunning Kitchen is the centerpiece of the home! Featuring an Extra-Large Granite Island that overlooks the Family Area, White Shaker Soft-Close Dovetail Cabinetry, Tile Backsplash up to the Ceiling, Instant Hot Water tap, Gas Range and Vent Hood. The Spacious Master Suite offers a sitting room, Large Glass-Enclosed Modern-Tiled Spa-Like Shower with Rain Head, Bidet, and an Dual-Sink Marble-top Vanity and Large Walk-In Closet. In addition to the 4 bedrooms you’ll have a versatile Flex/Bonus room with window, use as an Art Suite, Home Office, Media Room, or Playroom. Laundry Room w/Sink. Step out back thru- Andersen Low-E Peaceful Sliders and enjoy gardening within your own Huge 1/3+ Acre Corner Lot enclosed with Quality White Vinyl Privacy Fence on a Dead-End Cul-de-Sac location making it one of the Largest Lots in the neighborhood! Spacious 3-Car Garage provides a rare amount of storage for the Downtown Winter Garden area, Storage Racks, attic ladder w/ flooring above and insulation. You’ll have room for Golf Cart, Bikes, Sports/Recreational Gear, Tools. Zoned for A and B Rated Schools, this exceptional home is ideally positioned within the Downtown Winter Garden Golf Cart District, placing the Best of Winter Garden right at your fingertips. The Charming Downtown is only a short 3 block Walk, Bike Ride, or Golf Cart Ride away, where you can enjoy Restaurants, Boutique Shopping, Farmers Market, Crooked Can Brewery, Splash Pad, Live Music, Seasonal Festivals, and Outdoor Dining. Winter Garden recently Entered Into Hallmark Contest recognizing America’s most charming towns, and once you experience its picturesque streets, walkable downtown, friendly small-town atmosphere, and vibrant community spirit, you’ll understand. Jump onto the Famous West Orange Trail only 3 blocks distance, it stretches 22 miles long, providing endless opportunities for walking, biking, training and nature. Pickleball, Tennis Courts and Baseball Fields nearby. Additionally impressive, Winter Garden’s Waterfront Parks begin just 1 Walking Block North of the home, offering tranquil evening walks surrounded by Birds, Wildlife, and Beautiful Sunsets. Conveniently located near Horizon West, Major Highways, Shopping, Dining, Top-Rated Schools, and Disney, this is the perfect combination of Small-Town Charm and Big-City Convenience. This is more than a beautiful home—it’s an Exceptional Lifestyle Opportunity in one of Central Florida’s most desirable and sought-after communities. With its Designer Luxury Finishes, Oversized 1/3+ Acre Lot, 3-Car Garage, Golf Cart Access, Walkable Downtown Location, and Waterfront Parks Just 1 Block Away, this home has the features and upgrades of a Model home and offers the rare opportunity to enjoy every day like a vacation. Homes with this combination of Luxury, Lot Size, Location, and Lifestyle rarely come available—don’t miss your opportunity to make this Exceptional Home yours! 313 Merin Court, Winter Garden
$1,050,000 Welcome to a beautifully renovated Historic Craftsman in the highly desired Golf Cart District of Downtown Winter Garden! ??his charming Winter Garden historic home offers the character, craftsmanship, and timeless details of a classic home with the peace of mind of extensive modern updates. The roof was replaced in 2024, and the home features all-new electrical, plumbing, HVAC, and thoughtful renovations throughout while preserving the charm that makes historic homes so special. inside, you'll find a dedicated home office, inviting living spaces, and original character blended seamlessly with modern finishes and everyday functionality. Outside, two charming porches provide the perfect spots to enjoy your morning coffee, relax with friends, or take in the character of this established neighborhood. Location is everything, and this home puts you right in the heart of the Downtown Winter Garden lifestyle. Located within the highly sought-after Golf Cart District and in close proximity to Downtown Winter Garden, you can easily enjoy the weekly farmers market, seasonal festivals, local restaurants, boutique shops, entertainment, and community events. If you've been searching for a historic home in Winter Garden, a renovated Craftsman, a move-in-ready home with major systems already updated, a golf-cart-friendly property, or a home close to Downtown Winter Garden, this is a rare opportunity to enjoy historic charm without sacrificing modern comfort. 3 Beds ⋅ 3 Baths ⋅ Cooper & Sewell Add SubDv. ⋅ 34787 Zip Code Welcome to a beautifully renovated Historic Craftsman in the highly desired Golf Cart District of Downtown Winter Garden! ??his charming Winter Garden historic home offers the character, craftsmanship, and timeless details of a classic home with the peace of mind of extensive modern updates. The roof was replaced in 2024, and the home features all-new electrical, plumbing, HVAC, and thoughtful renovations throughout while preserving the charm that makes historic homes so special. inside, you'll find a dedicated home office, inviting living spaces, and original character blended seamlessly with modern finishes and everyday functionality. Outside, two charming porches provide the perfect spots to enjoy your morning coffee, relax with friends, or take in the character of this established neighborhood. Location is everything, and this home puts you right in the heart of the Downtown Winter Garden lifestyle. Located within the highly sought-after Golf Cart District and in close proximity to Downtown Winter Garden, you can easily enjoy the weekly farmers market, seasonal festivals, local restaurants, boutique shops, entertainment, and community events. If you've been searching for a historic home in Winter Garden, a renovated Craftsman, a move-in-ready home with major systems already updated, a golf-cart-friendly property, or a home close to Downtown Winter Garden, this is a rare opportunity to enjoy historic charm without sacrificing modern comfort. 206 N Highland Avenue, Winter Garden
$575,000 Welcome to 995 Sadie Ln, a beautifully updated 4-bedroom, 2-bath home offering over 2,000 square feet of comfortable, single-story living in desirable Winter Garden. Situated on an impressive .35-acre lot, this home features an inviting open floor plan, high ceilings, a stylish kitchen with stone countertops, and a spacious 3-car garage. Step outside to a large deck overlooking peaceful wooded views—the perfect setting for relaxing or entertaining since there is also an outdoor kitchen! Located just minutes from charming Historic Downtown Winter Garden, the West Orange Trail, dining, shopping, and entertainment, this home offers the space, location, and Florida lifestyle buyers are looking for! Roof 6 years old, water heater 5 years old, sliding doors replaced a year ago, deck repaired and painted a year ago. 4 Beds ⋅ 2 Baths ⋅ Island Pointe Sub SubDv. ⋅ 34787 Zip Code Welcome to 995 Sadie Ln, a beautifully updated 4-bedroom, 2-bath home offering over 2,000 square feet of comfortable, single-story living in desirable Winter Garden. Situated on an impressive .35-acre lot, this home features an inviting open floor plan, high ceilings, a stylish kitchen with stone countertops, and a spacious 3-car garage. Step outside to a large deck overlooking peaceful wooded views—the perfect setting for relaxing or entertaining since there is also an outdoor kitchen! Located just minutes from charming Historic Downtown Winter Garden, the West Orange Trail, dining, shopping, and entertainment, this home offers the space, location, and Florida lifestyle buyers are looking for! Roof 6 years old, water heater 5 years old, sliding doors replaced a year ago, deck repaired and painted a year ago. 995 Sadie Lane, Winter Garden
$710,000 Virtually Staged. Location is everything in this highly sought-after Golf Cart District of Downtown Winter Garden, where location and lifestyle come together! Situated right off the scenic West Orange Trail, this home places you just moments from the charm, restaurants, shopping, and entertainment of historic Downtown Winter Garden. Best of all, this is a golf-cart-approved area, making it easy to enjoy everything this vibrant community has to offer without getting in the car. From the moment you arrive, you'll appreciate the lush landscaping, paver driveway, and charming front porch. Step inside to a welcoming foyer, with two spacious secondary bedrooms and a full bathroom conveniently located at the front of the home. Continue into the heart of the home, where the open-concept family room, dining area, and stunning gourmet kitchen create the perfect space for everyday living and entertaining. The kitchen features gas cooking, a wall oven, oversized island with sink, abundant upgraded cabinetry extending to the tall ceilings, a spacious walk-in pantry, and a convenient built-in drop zone. The home also offers a separate laundry room complete with washer and dryer and a laundry tub for added convenience. Privately tucked away at the rear of the home, the spacious primary suite provides a peaceful retreat. The spa-inspired primary bathroom features a large glass-enclosed shower, dual-sink vanity, separate water closet, and generous walk-in closet. Step outside to the screened-in lanai, complete with an electric retractable screen wall, creating an ideal setting for relaxing, entertaining, or enjoying Florida's beautiful weather. Additional features include a whole-home water filtration system, adding another level of comfort and convenience. And the location truly sets this home apart. Enjoy easy access to the 35-mile West Orange Trail, while being just minutes from Downtown Winter Garden's award-winning restaurants, charming local shops, Crooked Can Brewery, and the renowned Winter Garden Farmers Market. You'll love the genuine hometown atmosphere and the convenience of being able to experience so much of it by golf cart. With HOA dues that include lawn maintenance, this home offers a low-maintenance lifestyle in one of Winter Garden's most desirable areas. Homes in the Golf Cart District rarely come available and are highly sought after. Don't miss the opportunity to make this exceptional Downtown Winter Garden home your own! 3 Beds ⋅ 2 Baths ⋅ Heritage/Plant Street SubDv. ⋅ 34787 Zip Code Virtually Staged. Location is everything in this highly sought-after Golf Cart District of Downtown Winter Garden, where location and lifestyle come together! Situated right off the scenic West Orange Trail, this home places you just moments from the charm, restaurants, shopping, and entertainment of historic Downtown Winter Garden. Best of all, this is a golf-cart-approved area, making it easy to enjoy everything this vibrant community has to offer without getting in the car. From the moment you arrive, you'll appreciate the lush landscaping, paver driveway, and charming front porch. Step inside to a welcoming foyer, with two spacious secondary bedrooms and a full bathroom conveniently located at the front of the home. Continue into the heart of the home, where the open-concept family room, dining area, and stunning gourmet kitchen create the perfect space for everyday living and entertaining. The kitchen features gas cooking, a wall oven, oversized island with sink, abundant upgraded cabinetry extending to the tall ceilings, a spacious walk-in pantry, and a convenient built-in drop zone. The home also offers a separate laundry room complete with washer and dryer and a laundry tub for added convenience. Privately tucked away at the rear of the home, the spacious primary suite provides a peaceful retreat. The spa-inspired primary bathroom features a large glass-enclosed shower, dual-sink vanity, separate water closet, and generous walk-in closet. Step outside to the screened-in lanai, complete with an electric retractable screen wall, creating an ideal setting for relaxing, entertaining, or enjoying Florida's beautiful weather. Additional features include a whole-home water filtration system, adding another level of comfort and convenience. And the location truly sets this home apart. Enjoy easy access to the 35-mile West Orange Trail, while being just minutes from Downtown Winter Garden's award-winning restaurants, charming local shops, Crooked Can Brewery, and the renowned Winter Garden Farmers Market. You'll love the genuine hometown atmosphere and the convenience of being able to experience so much of it by golf cart. With HOA dues that include lawn maintenance, this home offers a low-maintenance lifestyle in one of Winter Garden's most desirable areas. Homes in the Golf Cart District rarely come available and are highly sought after. Don't miss the opportunity to make this exceptional Downtown Winter Garden home your own! 776 Orange Belt Loop, Winter Garden
$389,000 No HOA! Build your new dream home on a prime vacant lot in an established Winter Garden community on E Fullers Cross Rd. This flat, clear 0.48-acre lot sits on a quiet, dead-end street in Hillcrest. Enjoy living minutes from DOWNTOWN WINTER GARDEN's charming historic district, Plant Street Market Place, and the Splash Pad. Launch your boat from the public ramp at nearby Newton Park to enjoy the natural beauty of Lake Apopka and the Dora Chain of Lakes. Septic system required. Custom home plans are available, or choose your floor plan and builder for a home up to 65 feet wide. 80% lot financing is available through a preferred lender. Build your new dream home on a quiet, dead-end street in a mature neighborhood in desirable Winter Garden, Florida. Hillcrest SubDv. ⋅ 34787 Zip Code No HOA! Build your new dream home on a prime vacant lot in an established Winter Garden community on E Fullers Cross Rd. This flat, clear 0.48-acre lot sits on a quiet, dead-end street in Hillcrest. Enjoy living minutes from DOWNTOWN WINTER GARDEN's charming historic district, Plant Street Market Place, and the Splash Pad. Launch your boat from the public ramp at nearby Newton Park to enjoy the natural beauty of Lake Apopka and the Dora Chain of Lakes. Septic system required. Custom home plans are available, or choose your floor plan and builder for a home up to 65 feet wide. 80% lot financing is available through a preferred lender. Build your new dream home on a quiet, dead-end street in a mature neighborhood in desirable Winter Garden, Florida. 1669 Markel Drive, Winter Garden
$965,000 Welcome to a piece of history, right in the Winter Garden's golf cart district! This stunning Craftsman bungalow is nestled in the Historic District, where timeless character meets extensive modern updates. Set on a 0.34-acre lot beneath grandfather oaks, this home creates an atmosphere that feels peaceful while placing you just steps from the energy of downtown. From the moment you arrive, you're greeted by a gravel driveway(2021) that leads to the front of the property, while outdoor lighting (2021) creates a welcoming glow as the sun goes down. Step through the beautiful leaded glass front door into a home filled with warmth and character. Rich heart pine floors, 9-foot ceilings, and crown molding create a timeless backdrop that is sure to make everyone feel at home.The front living and dining area provides a comfortable place to entertain or settle in with loved ones. Nearby, a flexible room can function as a bedroom or home office, and includes its own half bath, giving you the freedom to shape the space around your family's needs. At the center of the home, the farmhouse-inspired kitchen includes real wood cabinetry, granite countertops, and a convenient side entry to make everything from everyday cooking to hosting dinners feel effortless. The side entrance also makes bringing in groceries especially convenient. Down the hall, two bedrooms create comfortable retreats and share a guest bathroom with subway tile detailing. The guest bathroom tub drain line was replaced in 2025, while extensive flooring and subfloor improvements completed throughout the home provide a refreshed foundation from room to room. Upstairs, you’ll find the new flooring that was installed in 2025, along with recessed lighting (2018), and a bright and inviting loft space with flexibility for a reading area or home office. The primary bedroom was remodeled in 2025 and includes a custom built-in closet for exceptional organization. The upstairs bathroom was also remodeled in 2025, creating a beautifully updated space to begin and end your day. The home has received extensive upgrades, providing the new owners with peace of mind that this home was truly cared for. Upgrades include a downstairs HVAC system (2023), a replacement of the downstairs ductwork (2025), foundation support installed beneath the rear half of the home with concrete footers (2024), and a new water heater (2025). The home's exterior has been refreshed as well, including Artificial turf (2021) for easy upkeep, new exterior paint (Dec, 2024) and a new roof (2023). Heading outside, you're bound to love the private fenced in backyard space. Whether you're imagining weekend gatherings, letting little ones play, or simply enjoying a quiet afternoon outdoors, there's room to create the backyard you've always wanted. The detached 25' x 25' garage and workshop adds another layer of flexibility, complete with 100-amp electrical service. For a hobbyist, craftsman, or anyone who needs additional storage and workspace, this building can become whatever your lifestyle requires.This is a home with character you simply can't recreate, paired with the extensive updates and improvements. And perhaps best of all, you're living in the heart of Historic Downtown Winter Garden, where morning walks, farmers markets, local dining, shopping, live entertainment, and community events can become part of your daily routine. Don't wait on this amazing home, schedule your private showing TODAY! 4 Beds ⋅ 3 Baths ⋅ Cooper & Sewell Add SubDv. ⋅ 34787 Zip Code Welcome to a piece of history, right in the Winter Garden's golf cart district! This stunning Craftsman bungalow is nestled in the Historic District, where timeless character meets extensive modern updates. Set on a 0.34-acre lot beneath grandfather oaks, this home creates an atmosphere that feels peaceful while placing you just steps from the energy of downtown. From the moment you arrive, you're greeted by a gravel driveway(2021) that leads to the front of the property, while outdoor lighting (2021) creates a welcoming glow as the sun goes down. Step through the beautiful leaded glass front door into a home filled with warmth and character. Rich heart pine floors, 9-foot ceilings, and crown molding create a timeless backdrop that is sure to make everyone feel at home.The front living and dining area provides a comfortable place to entertain or settle in with loved ones. Nearby, a flexible room can function as a bedroom or home office, and includes its own half bath, giving you the freedom to shape the space around your family's needs. At the center of the home, the farmhouse-inspired kitchen includes real wood cabinetry, granite countertops, and a convenient side entry to make everything from everyday cooking to hosting dinners feel effortless. The side entrance also makes bringing in groceries especially convenient. Down the hall, two bedrooms create comfortable retreats and share a guest bathroom with subway tile detailing. The guest bathroom tub drain line was replaced in 2025, while extensive flooring and subfloor improvements completed throughout the home provide a refreshed foundation from room to room. Upstairs, you’ll find the new flooring that was installed in 2025, along with recessed lighting (2018), and a bright and inviting loft space with flexibility for a reading area or home office. The primary bedroom was remodeled in 2025 and includes a custom built-in closet for exceptional organization. The upstairs bathroom was also remodeled in 2025, creating a beautifully updated space to begin and end your day. The home has received extensive upgrades, providing the new owners with peace of mind that this home was truly cared for. Upgrades include a downstairs HVAC system (2023), a replacement of the downstairs ductwork (2025), foundation support installed beneath the rear half of the home with concrete footers (2024), and a new water heater (2025). The home's exterior has been refreshed as well, including Artificial turf (2021) for easy upkeep, new exterior paint (Dec, 2024) and a new roof (2023). Heading outside, you're bound to love the private fenced in backyard space. Whether you're imagining weekend gatherings, letting little ones play, or simply enjoying a quiet afternoon outdoors, there's room to create the backyard you've always wanted. The detached 25' x 25' garage and workshop adds another layer of flexibility, complete with 100-amp electrical service. For a hobbyist, craftsman, or anyone who needs additional storage and workspace, this building can become whatever your lifestyle requires.This is a home with character you simply can't recreate, paired with the extensive updates and improvements. And perhaps best of all, you're living in the heart of Historic Downtown Winter Garden, where morning walks, farmers markets, local dining, shopping, live entertainment, and community events can become part of your daily routine. Don't wait on this amazing home, schedule your private showing TODAY! 128 N Highland Avenue, Winter Garden
$575,000 **Click the Link for Virtual Tour** RARE TURNKEY OPPORTUNITY IN THE HEART OF DOWNTOWN WINTER GARDEN! Just three blocks from Plant Street and located within the golf-cart district, this beautifully renovated 2-bedroom, 2-bathroom cottage combines one of Winter Garden?s most sought-after locations with the flexibility of a primary residence, second home or established short term rental. Thoughtfully renovated down to the studs in 2016, the home blends historic cottage character with extensive modern improvements including updated electrical and plumbing, engineered hardwood floors, renovated kitchen and baths, double-pane windows, natural gas tankless water heater, metal roof and A/C was replaced in 2022. The open floor plan features a charming window seat in the living room, while the primary suite offers a walk-in closet and en-suite bath with dual sinks and oversized shower. A second full bath provides direct exterior access to the backyard - convenient for outdoor entertaining or future pool. Outside, the nearly quarter-acre fenced property offers something increasingly difficult to find this close to downtown: room to enjoy. Relax on the restored rear deck beneath the mature shade tree, utilize the approximately 200-sq.-ft. powered shed as storage, workshop or hobby space, and enjoy the convenience of a carport and additional outdoor space. Leave the car at home and walk, bike or take your golf cart to Plant Street, the West Orange Trail, Plant Street Market, Crooked Can, restaurants, boutiques, the farmers market, festivals and downtown entertainment. Currently operating as a successful short-term rental with reservations extending through March 2027, this property offers immediate income potential and exceptional flexibility. Whether you're searching for a downtown residence, vacation home or investment property, this is an opportunity to own a distinctive piece of the Downtown Winter Garden lifestyle. 2 Beds ⋅ 2 Baths ⋅ N/A SubDv. ⋅ 34787 Zip Code **Click the Link for Virtual Tour** RARE TURNKEY OPPORTUNITY IN THE HEART OF DOWNTOWN WINTER GARDEN! Just three blocks from Plant Street and located within the golf-cart district, this beautifully renovated 2-bedroom, 2-bathroom cottage combines one of Winter Garden?s most sought-after locations with the flexibility of a primary residence, second home or established short term rental. Thoughtfully renovated down to the studs in 2016, the home blends historic cottage character with extensive modern improvements including updated electrical and plumbing, engineered hardwood floors, renovated kitchen and baths, double-pane windows, natural gas tankless water heater, metal roof and A/C was replaced in 2022. The open floor plan features a charming window seat in the living room, while the primary suite offers a walk-in closet and en-suite bath with dual sinks and oversized shower. A second full bath provides direct exterior access to the backyard - convenient for outdoor entertaining or future pool. Outside, the nearly quarter-acre fenced property offers something increasingly difficult to find this close to downtown: room to enjoy. Relax on the restored rear deck beneath the mature shade tree, utilize the approximately 200-sq.-ft. powered shed as storage, workshop or hobby space, and enjoy the convenience of a carport and additional outdoor space. Leave the car at home and walk, bike or take your golf cart to Plant Street, the West Orange Trail, Plant Street Market, Crooked Can, restaurants, boutiques, the farmers market, festivals and downtown entertainment. Currently operating as a successful short-term rental with reservations extending through March 2027, this property offers immediate income potential and exceptional flexibility. Whether you're searching for a downtown residence, vacation home or investment property, this is an opportunity to own a distinctive piece of the Downtown Winter Garden lifestyle. 325 W Newell Street, Winter Garden
$449,500 Live in Winter Garden’s Golf Cart District! This charming 3 bed, 2 bath home with an office/den in one of Winter Garden’s most desirable communities, Crown Point Springs. This home has an open floor plan with split bedrooms, an enclosed patio, fenced yard, inside laundry room and a two-car attached garage. The foyer will welcome you into the home with the formal dining on your left and the French door enclosed office/den on your right (currently being used as a game/theatre room. You will love the ceramic tile floors in the formal dining and family rooms. Walk further into the heart of the home - the kitchen, that features painted cabinets and counters, a new stainless steel stove, dishwasher and fridge. The breakfast nook overlooks the yard. The kitchen is open to the family room that has a brick front wood burning fireplace. A French door leads to the enclosed patio – what a great space to enjoy your morning coffee or relax after a long day! The spacious yard is fenced in and there’s plenty of room for a pool. The owner’s suite is off the kitchen and features and en-suite bath with an updated “adult height” vanity with two sinks, a glass enclosed shower and a walk-in closet. The guest bedrooms are on the other side of the home and share the guest bath that features an updated “adult height” one sink vanity and a tub/shower combo. This home has been lovingly maintained! Additional updates include a new roof (2026), new garage door, new fan in the family room, interior paint, cabinets for additional storage in the laundry room and the washer & dryer are included! This home has leased solar panels that the Buyer will have to take over, making the electricity bill low. Community is located minutes away from downtown Winter Garden, half a mile from the West Orange Trail, close to Chapin Station where you can enjoy picnic areas, playground, a tennis and basketball court. Crown Point Springs is also close to Newton Park where you’ll find a boardwalk, boat ramp, grills, picnic tables and playground, etc. Take your golf cart to Plant Street’s restaurants, boutiques, theater, festivals, and the popular Saturday farmer’s market. Close to top-rated schools, Winter Garden Village, AdventHealth, Publix, 429, and the Florida Turnpike. Don't miss this chance to own a home in one of Central Florida’s most desirable communities. Schedule your showing today! 3 Beds ⋅ 2 Baths ⋅ Crown Point Springs SubDv. ⋅ 34787 Zip Code Live in Winter Garden’s Golf Cart District! This charming 3 bed, 2 bath home with an office/den in one of Winter Garden’s most desirable communities, Crown Point Springs. This home has an open floor plan with split bedrooms, an enclosed patio, fenced yard, inside laundry room and a two-car attached garage. The foyer will welcome you into the home with the formal dining on your left and the French door enclosed office/den on your right (currently being used as a game/theatre room. You will love the ceramic tile floors in the formal dining and family rooms. Walk further into the heart of the home - the kitchen, that features painted cabinets and counters, a new stainless steel stove, dishwasher and fridge. The breakfast nook overlooks the yard. The kitchen is open to the family room that has a brick front wood burning fireplace. A French door leads to the enclosed patio – what a great space to enjoy your morning coffee or relax after a long day! The spacious yard is fenced in and there’s plenty of room for a pool. The owner’s suite is off the kitchen and features and en-suite bath with an updated “adult height” vanity with two sinks, a glass enclosed shower and a walk-in closet. The guest bedrooms are on the other side of the home and share the guest bath that features an updated “adult height” one sink vanity and a tub/shower combo. This home has been lovingly maintained! Additional updates include a new roof (2026), new garage door, new fan in the family room, interior paint, cabinets for additional storage in the laundry room and the washer & dryer are included! This home has leased solar panels that the Buyer will have to take over, making the electricity bill low. Community is located minutes away from downtown Winter Garden, half a mile from the West Orange Trail, close to Chapin Station where you can enjoy picnic areas, playground, a tennis and basketball court. Crown Point Springs is also close to Newton Park where you’ll find a boardwalk, boat ramp, grills, picnic tables and playground, etc. Take your golf cart to Plant Street’s restaurants, boutiques, theater, festivals, and the popular Saturday farmer’s market. Close to top-rated schools, Winter Garden Village, AdventHealth, Publix, 429, and the Florida Turnpike. Don't miss this chance to own a home in one of Central Florida’s most desirable communities. Schedule your showing today! 1553 Spring Ridge Circle, Winter Garden
$699,700 Experience the perfect blend of comfort, charm, and functionality in this beautiful Winter Garden home! Featuring 4 bedrooms and 2.5 baths, this spacious residence offers an impressive second-story loft and a versatile fourth bedroom with its own half bath—perfect for guests, a media room, or flexible living space. The thoughtfully designed first floor features a private primary suite with an ensuite bath, two additional bedrooms sharing a full bath, a spacious family room, and a beautifully appointed kitchen that truly serves as the heart of the home. Kitchen features include built-ins and French doors that open to a gorgeous deck, creating an ideal setting for indoor/outdoor entertaining. A formal dining room and separate office with French doors provide additional space and privacy. Step outside to enjoy peaceful outdoor living in the landscaped backyard, complete with a private patio/deck perfect for relaxing or entertaining. A 3-car garage plus a dedicated golf cart garage adds exceptional convenience and storage. Located in highly sought-after Downtown Winter Garden, this home is close to top-rated schools, shopping, parks, West Orange Trail, and popular dining destinations. Enjoy the unique lifestyle of a golf-cart-friendly downtown district while being just minutes from everything you need. ON-SITE Generator for Hurricane season too. Recent updates include a New Roof (2020), New hot water tank, New mini-split, A/C Main (2023), and fresh interior paint (2026). Buyers....Come discover all this wonderful home has to offer and make it yours! 4 Beds ⋅ 3 Baths ⋅ Winter Garden Shores Rep SubDv. ⋅ 34787 Zip Code Experience the perfect blend of comfort, charm, and functionality in this beautiful Winter Garden home! Featuring 4 bedrooms and 2.5 baths, this spacious residence offers an impressive second-story loft and a versatile fourth bedroom with its own half bath—perfect for guests, a media room, or flexible living space. The thoughtfully designed first floor features a private primary suite with an ensuite bath, two additional bedrooms sharing a full bath, a spacious family room, and a beautifully appointed kitchen that truly serves as the heart of the home. Kitchen features include built-ins and French doors that open to a gorgeous deck, creating an ideal setting for indoor/outdoor entertaining. A formal dining room and separate office with French doors provide additional space and privacy. Step outside to enjoy peaceful outdoor living in the landscaped backyard, complete with a private patio/deck perfect for relaxing or entertaining. A 3-car garage plus a dedicated golf cart garage adds exceptional convenience and storage. Located in highly sought-after Downtown Winter Garden, this home is close to top-rated schools, shopping, parks, West Orange Trail, and popular dining destinations. Enjoy the unique lifestyle of a golf-cart-friendly downtown district while being just minutes from everything you need. ON-SITE Generator for Hurricane season too. Recent updates include a New Roof (2020), New hot water tank, New mini-split, A/C Main (2023), and fresh interior paint (2026). Buyers....Come discover all this wonderful home has to offer and make it yours! 502 Palm Drive, Winter Garden
$665,000 Welcome to 301 Valencia Ct., a well maintained 4bedroom 2.5 bath home situated on a large, beautifully landscaped lot with mature trees and established landscaping in desirable Winter Garden. This inviting home offers a comfortable and functional floor plan with plenty of space for everyday living, entertaining and hosting family and friends. Inside a beautiful stone fireplace creates a warm and inviting focal point, while the interior laundry room adds everyday convenience. Step outside to enjoy the spacious backyard, with plenty of room to add a pool, creating the opportunity to design your own private Florida retreat. One of the property’s standout features is its location within the Winter Garden golf cart district, allowing you to enjoy the sought after golf cart lifestyle. Take a golf cart ride toward historic downtown Winter Garden and enjoy its popular restaurants, shops, Farmers market, entertainment, community events and small town charm.Numerous updates have been made to the home to include a new roof in 2021, A/C 2020, master bathroom,guest bathroom remodel in 2023 and Kitchen 2017. 4 Beds ⋅ 3 Baths ⋅ Valencia Shores SubDv. ⋅ 34787 Zip Code Welcome to 301 Valencia Ct., a well maintained 4bedroom 2.5 bath home situated on a large, beautifully landscaped lot with mature trees and established landscaping in desirable Winter Garden. This inviting home offers a comfortable and functional floor plan with plenty of space for everyday living, entertaining and hosting family and friends. Inside a beautiful stone fireplace creates a warm and inviting focal point, while the interior laundry room adds everyday convenience. Step outside to enjoy the spacious backyard, with plenty of room to add a pool, creating the opportunity to design your own private Florida retreat. One of the property’s standout features is its location within the Winter Garden golf cart district, allowing you to enjoy the sought after golf cart lifestyle. Take a golf cart ride toward historic downtown Winter Garden and enjoy its popular restaurants, shops, Farmers market, entertainment, community events and small town charm.Numerous updates have been made to the home to include a new roof in 2021, A/C 2020, master bathroom,guest bathroom remodel in 2023 and Kitchen 2017. 301 Valencia Court, Winter Garden
$435,000 8 bedrooms. 3 full baths. Approximately 1,750 SF. Just blocks from Plant Street. Space and location set this property apart. Offering 8 bedrooms and 3 full baths across approximately 1,750 SF, the home sits on a 9,431 SF fully fenced lot—a combination of interior space and land increasingly difficult to find this close to Historic Downtown Winter Garden. Built in 1925 and sold as-is, the home presents an opportunity to update and personalize to your own vision. The flexible room count provides options for bedrooms, guest space, home offices, or additional living needs, while the generous 75' x 125' lot leaves plenty of outdoor space to create a garden, entertaining area, or backyard retreat. No HOA, city utilities, and R-2 zoning add to the property's flexibility and long-term appeal. Location is the part that cannot be renovated. Enjoy being just blocks from Plant Street, the Saturday farmers market, restaurants, cafés, shops, entertainment, and the West Orange Trail, with Lake Apopka, SR-429, and Florida's Turnpike conveniently nearby. Currently income producing, the property offers the flexibility to maintain its existing rental use or be delivered vacant upon request. 8 Bedrooms. 3 Full Baths. Approx. 1,750 SF. 0.22 Acres. 9,431 SF Lot. 75' x 125'. No HOA. Bring your vision and make the space your own in a location that's increasingly difficult to replicate. Schedule your private showing today. 8 Beds ⋅ 3 Baths ⋅ Twin City Dev Co Sub SubDv. ⋅ 34787 Zip Code 8 bedrooms. 3 full baths. Approximately 1,750 SF. Just blocks from Plant Street. Space and location set this property apart. Offering 8 bedrooms and 3 full baths across approximately 1,750 SF, the home sits on a 9,431 SF fully fenced lot—a combination of interior space and land increasingly difficult to find this close to Historic Downtown Winter Garden. Built in 1925 and sold as-is, the home presents an opportunity to update and personalize to your own vision. The flexible room count provides options for bedrooms, guest space, home offices, or additional living needs, while the generous 75' x 125' lot leaves plenty of outdoor space to create a garden, entertaining area, or backyard retreat. No HOA, city utilities, and R-2 zoning add to the property's flexibility and long-term appeal. Location is the part that cannot be renovated. Enjoy being just blocks from Plant Street, the Saturday farmers market, restaurants, cafés, shops, entertainment, and the West Orange Trail, with Lake Apopka, SR-429, and Florida's Turnpike conveniently nearby. Currently income producing, the property offers the flexibility to maintain its existing rental use or be delivered vacant upon request. 8 Bedrooms. 3 Full Baths. Approx. 1,750 SF. 0.22 Acres. 9,431 SF Lot. 75' x 125'. No HOA. Bring your vision and make the space your own in a location that's increasingly difficult to replicate. Schedule your private showing today. 208 3rd Street, Winter Garden
$849,988 Virtually Staged. Welcome to this beautifully maintained custom home located in the gated community of Lake Cove Pointe, within the Winter Garden Golf Cart District. Conveniently located just minutes from Historic Downtown Winter Garden, this home offers easy access to dining, shopping, theater, entertainment, and local avente. A paver driveway and path lead to the charming front porch and welcoming entry. Inside, this nearly 2, 400-square-foot home features 4 bedrooms, 3 full baths, and a spacious three-way split floor plan designed for comfort and privacy. The main living areas feature attractive wood-look ceramic tile, with carpet in the family room and bedrooms. The well-appointed kitchen offers white cabinetry, beautiful countertops, and glass-pane display cabinets for added character and storage. The spacious Owner's Suite includes custom closets, a comfortable sitting area, and French doors leading to the screened-in patio. The Owner's Bath features a large shower and freestanding soaking tub. Enjoy Florida outdoor living from the screened-in patio, complete with a convenient wet bar and sink, making it an ideal space for entertaining or relaxing. The property also offers an immaculate two-car garage with new epoxy flooring, plus a separate third golf cart garage/workshop combination, providing excellent flexibility for golf cart storage, hobbies, or additional workspace. Recent updates include a 2019 roof, 2019 A/C, a Rheem 60-gallon hybrid water heater installed approximately nine months ago, and lifetime garage door springs! installed last summer. Located in a desirable gated community and close to Historic Downtown Winter Garden, this well-maintained home combines a thoughtful floor plan, attractive updates, excellent garage space, and convenient access to all that Winter Garden has to offer. 4 Beds ⋅ 3 Baths ⋅ Lake Cove Pointe 46/58 SubDv. ⋅ 34787 Zip Code Virtually Staged. Welcome to this beautifully maintained custom home located in the gated community of Lake Cove Pointe, within the Winter Garden Golf Cart District. Conveniently located just minutes from Historic Downtown Winter Garden, this home offers easy access to dining, shopping, theater, entertainment, and local avente. A paver driveway and path lead to the charming front porch and welcoming entry. Inside, this nearly 2, 400-square-foot home features 4 bedrooms, 3 full baths, and a spacious three-way split floor plan designed for comfort and privacy. The main living areas feature attractive wood-look ceramic tile, with carpet in the family room and bedrooms. The well-appointed kitchen offers white cabinetry, beautiful countertops, and glass-pane display cabinets for added character and storage. The spacious Owner's Suite includes custom closets, a comfortable sitting area, and French doors leading to the screened-in patio. The Owner's Bath features a large shower and freestanding soaking tub. Enjoy Florida outdoor living from the screened-in patio, complete with a convenient wet bar and sink, making it an ideal space for entertaining or relaxing. The property also offers an immaculate two-car garage with new epoxy flooring, plus a separate third golf cart garage/workshop combination, providing excellent flexibility for golf cart storage, hobbies, or additional workspace. Recent updates include a 2019 roof, 2019 A/C, a Rheem 60-gallon hybrid water heater installed approximately nine months ago, and lifetime garage door springs! installed last summer. Located in a desirable gated community and close to Historic Downtown Winter Garden, this well-maintained home combines a thoughtful floor plan, attractive updates, excellent garage space, and convenient access to all that Winter Garden has to offer. 427 Tierra Verde Lane, Winter Garden
$435,000 Most Winter Garden listings sell on charm. This one sells on the rent roll. Eight rooms currently rented — seven at $175 weekly and one at $200 — generating $1,425 per week / $74,100 annualized gross income at current rents. In place, occupied, and income producing. The land adds another layer to the opportunity. Situated on approximately 0.22 acres / 9,500+ SF with a 75' x 125' lot, the fully fenced property offers R-2 zoning, no HOA, city water and city sewer, along with ample yard space and future flexibility. Hold the existing income while exploring the property's longer-term expansion or redevelopment potential, subject to applicable zoning requirements and City approvals. The location carries its own value. Just a few blocks from Historic Downtown Winter Garden, Plant Street, the West Orange Trail, shops, restaurants and the farmers market, with SR-429, Florida's Turnpike and Lake Apopka nearby. The surrounding area continues to evolve with renovated properties and new construction. 0.22 Acres. 9,500+ SF Lot. R-2. Eight Rented Rooms. $1,425/Week Gross. Income in place. Land underneath. Future upside ahead. A rare opportunity to own all three near Downtown Winter Garden—schedule your private showing today. Twin City Dev Co Sub SubDv. ⋅ 34787 Zip Code Most Winter Garden listings sell on charm. This one sells on the rent roll. Eight rooms currently rented — seven at $175 weekly and one at $200 — generating $1,425 per week / $74,100 annualized gross income at current rents. In place, occupied, and income producing. The land adds another layer to the opportunity. Situated on approximately 0.22 acres / 9,500+ SF with a 75' x 125' lot, the fully fenced property offers R-2 zoning, no HOA, city water and city sewer, along with ample yard space and future flexibility. Hold the existing income while exploring the property's longer-term expansion or redevelopment potential, subject to applicable zoning requirements and City approvals. The location carries its own value. Just a few blocks from Historic Downtown Winter Garden, Plant Street, the West Orange Trail, shops, restaurants and the farmers market, with SR-429, Florida's Turnpike and Lake Apopka nearby. The surrounding area continues to evolve with renovated properties and new construction. 0.22 Acres. 9,500+ SF Lot. R-2. Eight Rented Rooms. $1,425/Week Gross. Income in place. Land underneath. Future upside ahead. A rare opportunity to own all three near Downtown Winter Garden—schedule your private showing today. 208 3rd Street, Winter Garden
$799,000 This Downtown Winter Garden stunner has continued to evolve with thoughtful, high-value upgrades that make it even more exceptional today. Located in the much sought after golf cart district and just steps from Plant Street’s restaurants, markets, and year-round events, this home blends timeless character with modern convenience in a way few properties can match. Originally reimagined with a full professional remodel in 2023 — including brand-new roof, windows, electrical, plumbing, insulation, luxury vinyl plank flooring, Bosch appliances, Carrara quartz surfaces, and a magnificent, redesigned kitchen. Additional upgrades include a newly constructed one-car garage with parking pad - 2026 and a whole-home generator providing both functionality and peace of mind rarely found in homes of this era. These additions compliment the already impressive split-floorplan featuring 4 bedrooms (and bonus room), 2.5 baths, an oversized island kitchen with fireplace feature wall, gallery-style windows, and a private primary suite with walk-in closet. Every inch of this home reflects quality, style, and intention — from the high-grade materials used throughout to the continued improvements that elevate daily living. Homes like this, with extensive permitted renovations and meaningful new upgrades, simply do not come to market often in Winter Garden. Homes this special in the heart of Winter Garden are rarely available for long — claim it before it’s gone. 4 Beds ⋅ 3 Baths ⋅ Winter Garden Shores Add 02 SubDv. ⋅ 34787 Zip Code This Downtown Winter Garden stunner has continued to evolve with thoughtful, high-value upgrades that make it even more exceptional today. Located in the much sought after golf cart district and just steps from Plant Street’s restaurants, markets, and year-round events, this home blends timeless character with modern convenience in a way few properties can match. Originally reimagined with a full professional remodel in 2023 — including brand-new roof, windows, electrical, plumbing, insulation, luxury vinyl plank flooring, Bosch appliances, Carrara quartz surfaces, and a magnificent, redesigned kitchen. Additional upgrades include a newly constructed one-car garage with parking pad - 2026 and a whole-home generator providing both functionality and peace of mind rarely found in homes of this era. These additions compliment the already impressive split-floorplan featuring 4 bedrooms (and bonus room), 2.5 baths, an oversized island kitchen with fireplace feature wall, gallery-style windows, and a private primary suite with walk-in closet. Every inch of this home reflects quality, style, and intention — from the high-grade materials used throughout to the continued improvements that elevate daily living. Homes like this, with extensive permitted renovations and meaningful new upgrades, simply do not come to market often in Winter Garden. Homes this special in the heart of Winter Garden are rarely available for long — claim it before it’s gone. 368 N Boyd Street, Winter Garden
$1,157,190 Under Construction. Under Construction. Under Construction. Welcome to Lakeview Village Estates, an exclusive new community by award-winning Davila Homes, featuring just 40 luxury residences crafted with exceptional attention to detail. Each home is thoughtfully designed to blend comfort, durability, and timeless architectural elegance. Introducing The Cypress floor plan, offering 4 bedrooms, 3 bathrooms, and a beautifully designed open- concept layout ideal for both everyday living and elevated entertaining. Premium upgrades are showcased throughout, including engineered hardwood flooring, striking Calacatta countertops, and a chef-inspired kitchen that pairs refined style with effortless functionality. Perfectly positioned in the heart of Winter Garden’s coveted Golf Cart District, residents enjoy a short walk to vibrant Plant Street — home to the Farmers Market, Crooked Can Brewery, boutique shopping, and some of the area’s most celebrated dining. Surrounded by charming parks, community events, and cultural destinations, Lakeview Village Estates offers a lifestyle where convenience, connection, and quality of life come together beautifully. All renderings, floor plans, and marketing materials are conceptual and for illustrative purposes only. Actual home design, materials, finishes, dimensions, and specifications may vary and are subject to change without notice. 4 Beds ⋅ 3 Baths ⋅ Lakeview Village Estates SubDv. ⋅ 34787 Zip Code Under Construction. Under Construction. Under Construction. Welcome to Lakeview Village Estates, an exclusive new community by award-winning Davila Homes, featuring just 40 luxury residences crafted with exceptional attention to detail. Each home is thoughtfully designed to blend comfort, durability, and timeless architectural elegance. Introducing The Cypress floor plan, offering 4 bedrooms, 3 bathrooms, and a beautifully designed open- concept layout ideal for both everyday living and elevated entertaining. Premium upgrades are showcased throughout, including engineered hardwood flooring, striking Calacatta countertops, and a chef-inspired kitchen that pairs refined style with effortless functionality. Perfectly positioned in the heart of Winter Garden’s coveted Golf Cart District, residents enjoy a short walk to vibrant Plant Street — home to the Farmers Market, Crooked Can Brewery, boutique shopping, and some of the area’s most celebrated dining. Surrounded by charming parks, community events, and cultural destinations, Lakeview Village Estates offers a lifestyle where convenience, connection, and quality of life come together beautifully. All renderings, floor plans, and marketing materials are conceptual and for illustrative purposes only. Actual home design, materials, finishes, dimensions, and specifications may vary and are subject to change without notice. 650 Medora Way, Winter Garden
$899,760 Under Construction. Under Construction. Under Construction. Under Construction. Welcome to Lakeview Village Estates, an exclusive new community by award- winning Davila Homes, featuring just 40 luxury residences crafted with exceptional attention to detail. Each home is thoughtfully designed to blend comfort, durability, and timeless architectural elegance. Introducing The Maple floor plan, offering 4 bedrooms, 3.5 bathrooms, and a beautifully designed open- concept layout ideal for both everyday living and elevated entertaining. Premium upgrades are showcased throughout, including engineered hardwood flooring, striking Calacatta countertops, and a chef-inspired kitchen that pairs refined style with effortless functionality. Perfectly positioned in the heart of Winter Garden’s coveted Golf Cart District, residents enjoy a short walk to vibrant Plant Street — home to the Farmers Market, Crooked Can Brewery, boutique shopping, and some of the area’s most celebrated dining. Surrounded by charming parks, community events, and cultural destinations, Lakeview Village Estates offers a lifestyle where convenience, connection, and quality of life come together beautifully. All renderings, floor plans, and marketing materials are conceptual and for illustrative purposes only. Actual home design, materials, finishes, dimensions, and specifications may vary and are subject to change without notice. 4 Beds ⋅ 4 Baths ⋅ Lakeview Village Estates SubDv. ⋅ 34787 Zip Code Under Construction. Under Construction. Under Construction. Under Construction. Welcome to Lakeview Village Estates, an exclusive new community by award- winning Davila Homes, featuring just 40 luxury residences crafted with exceptional attention to detail. Each home is thoughtfully designed to blend comfort, durability, and timeless architectural elegance. Introducing The Maple floor plan, offering 4 bedrooms, 3.5 bathrooms, and a beautifully designed open- concept layout ideal for both everyday living and elevated entertaining. Premium upgrades are showcased throughout, including engineered hardwood flooring, striking Calacatta countertops, and a chef-inspired kitchen that pairs refined style with effortless functionality. Perfectly positioned in the heart of Winter Garden’s coveted Golf Cart District, residents enjoy a short walk to vibrant Plant Street — home to the Farmers Market, Crooked Can Brewery, boutique shopping, and some of the area’s most celebrated dining. Surrounded by charming parks, community events, and cultural destinations, Lakeview Village Estates offers a lifestyle where convenience, connection, and quality of life come together beautifully. All renderings, floor plans, and marketing materials are conceptual and for illustrative purposes only. Actual home design, materials, finishes, dimensions, and specifications may vary and are subject to change without notice. 611 Sigler Drive, Winter Garden
$611,610 Under Construction. Under Construction. Under Construction. Under Construction. Welcome to Lakeview Village Estates — an exclusive new community by award- winning Davila Homes, featuring just 40 homes that seamlessly blend timeless architecture, superior construction, and the quiet elegance of true exclusivity. Sophistication is built into Lakeview’s DNA. From the carefully selected finishes to the premium appliances that elevate every kitchen, each detail was chosen to enhance comfort, durability, and aesthetic excellence. The Gardenia floor plan, offering 3 bedrooms, 2.5 bathrooms, and a thoughtfully designed open-concept layout. This residence showcases upgrades, including engineered hardwood flooring throughout, Calacatta countertops, and a chef’s kitchen designed for both functionality and style. Location is everything — and Lakeview Village Estates delivers. Perfectly situated in the heart of the Golf Cart District, you’re just steps from Plant Street, the Farmers Market, Crooked Can Brewery, and more. From vibrant farmers’ markets and celebrated dining to community parks and cultural centers — this is where quality of life effortlessly thrives. *All renderings, floor plans, and marketing materials are conceptual and for illustrative purposes only. Actual home design, materials, finishes, dimensions, and specifications may vary and are subject to change without notice. Land, Site, and Tax Infor 3 Beds ⋅ 3 Baths ⋅ Lakeview Village Estates SubDv. ⋅ 34787 Zip Code Under Construction. Under Construction. Under Construction. Under Construction. Welcome to Lakeview Village Estates — an exclusive new community by award- winning Davila Homes, featuring just 40 homes that seamlessly blend timeless architecture, superior construction, and the quiet elegance of true exclusivity. Sophistication is built into Lakeview’s DNA. From the carefully selected finishes to the premium appliances that elevate every kitchen, each detail was chosen to enhance comfort, durability, and aesthetic excellence. The Gardenia floor plan, offering 3 bedrooms, 2.5 bathrooms, and a thoughtfully designed open-concept layout. This residence showcases upgrades, including engineered hardwood flooring throughout, Calacatta countertops, and a chef’s kitchen designed for both functionality and style. Location is everything — and Lakeview Village Estates delivers. Perfectly situated in the heart of the Golf Cart District, you’re just steps from Plant Street, the Farmers Market, Crooked Can Brewery, and more. From vibrant farmers’ markets and celebrated dining to community parks and cultural centers — this is where quality of life effortlessly thrives. *All renderings, floor plans, and marketing materials are conceptual and for illustrative purposes only. Actual home design, materials, finishes, dimensions, and specifications may vary and are subject to change without notice. Land, Site, and Tax Infor 636 Sigler Drive, Winter Garden
$1,137,150 Under Construction. Under Construction. Under Construction. Under Construction. Welcome to Lakeview Village, an exclusive new community by award-winning Davila Homes, featuring just 40 luxury residences crafted with exceptional attention to detail. Each home is thoughtfully designed to blend comfort, durability, and timeless architectural elegance. Introducing The Palmetto floor plan, offering 4 bedrooms, 3 bathrooms, and a beautifully designed open-concept layout ideal for both everyday living and elevated entertaining. Premium upgrades are showcased throughout, including engineered hardwood flooring, striking Calacatta countertops, and a chef-inspired kitchen that pairs refined style with effortless functionality. Perfectly positioned in the heart of Winter Garden’s coveted Golf Cart District, residents enjoy a short walk to vibrant Plant Street — home to the Farmers Market, Crooked Can Brewery, boutique shopping, and some of the area’s most celebrated dining. Surrounded by charming parks, community events, and cultural destinations, Lakeview Village Estates offers a lifestyle where convenience, connection, and quality of life come together beautifully. All renderings, floor plans, and marketing materials are conceptual and for illustrative purposes only. Actual home design, materials, finishes, dimensions, and specifications may vary and are subject to change without notice. 4 Beds ⋅ 4 Baths ⋅ Lakeview Village Estates SubDv. ⋅ 34787 Zip Code Under Construction. Under Construction. Under Construction. Under Construction. Welcome to Lakeview Village, an exclusive new community by award-winning Davila Homes, featuring just 40 luxury residences crafted with exceptional attention to detail. Each home is thoughtfully designed to blend comfort, durability, and timeless architectural elegance. Introducing The Palmetto floor plan, offering 4 bedrooms, 3 bathrooms, and a beautifully designed open-concept layout ideal for both everyday living and elevated entertaining. Premium upgrades are showcased throughout, including engineered hardwood flooring, striking Calacatta countertops, and a chef-inspired kitchen that pairs refined style with effortless functionality. Perfectly positioned in the heart of Winter Garden’s coveted Golf Cart District, residents enjoy a short walk to vibrant Plant Street — home to the Farmers Market, Crooked Can Brewery, boutique shopping, and some of the area’s most celebrated dining. Surrounded by charming parks, community events, and cultural destinations, Lakeview Village Estates offers a lifestyle where convenience, connection, and quality of life come together beautifully. All renderings, floor plans, and marketing materials are conceptual and for illustrative purposes only. Actual home design, materials, finishes, dimensions, and specifications may vary and are subject to change without notice. 642 Medora Way, Winter Garden
$800,000 Virtually Staged. Beautiful five-bedroom, three-bath pool home located in the highly sought-after Golf Cart District of Downtown Winter Garden. Situated on a spacious, fully fenced corner lot, this home offers a versatile floor plan with room to live, work, and entertain. Upon entry, a flex room is located to the right and may be used as an office, playroom, sitting room, or study. A formal dining room is located to the left. The main living area features an open-concept kitchen, living room, and dinette area. A downstairs bedroom and full bath provide a convenient option for guests or multigenerational living. Upstairs, the primary suite includes two walk-in closets. Three additional bedrooms, a full bath, and the laundry room are also located upstairs. The large media room offers flexible use as a theater room, home office, game room, or bonus space. Enjoy the private outdoor area with a covered porch, fully fenced yard, and saltwater pool and spa. Upgrades include freshly painted interior and exterior, and new carpet installed on 7/23/26. The AC unit is one year old. The SUNRUN solar panel system is leased and can be transferred to the new owner. Buyer and buyer's agent to verify all solar lease terms, transfer requirements, and related information. Conveniently located near the West Orange Trail, Plant Street Market, local shopping, dining, parks, and Downtown Winter Garden. Golf cart is available for purchase separately and is not included in the sale of the home. 5 Beds ⋅ 3 Baths ⋅ Covington Chase Ph 2b SubDv. ⋅ 34787 Zip Code Virtually Staged. Beautiful five-bedroom, three-bath pool home located in the highly sought-after Golf Cart District of Downtown Winter Garden. Situated on a spacious, fully fenced corner lot, this home offers a versatile floor plan with room to live, work, and entertain. Upon entry, a flex room is located to the right and may be used as an office, playroom, sitting room, or study. A formal dining room is located to the left. The main living area features an open-concept kitchen, living room, and dinette area. A downstairs bedroom and full bath provide a convenient option for guests or multigenerational living. Upstairs, the primary suite includes two walk-in closets. Three additional bedrooms, a full bath, and the laundry room are also located upstairs. The large media room offers flexible use as a theater room, home office, game room, or bonus space. Enjoy the private outdoor area with a covered porch, fully fenced yard, and saltwater pool and spa. Upgrades include freshly painted interior and exterior, and new carpet installed on 7/23/26. The AC unit is one year old. The SUNRUN solar panel system is leased and can be transferred to the new owner. Buyer and buyer's agent to verify all solar lease terms, transfer requirements, and related information. Conveniently located near the West Orange Trail, Plant Street Market, local shopping, dining, parks, and Downtown Winter Garden. Golf cart is available for purchase separately and is not included in the sale of the home. 637 Grassy Stone Drive, Winter Garden
$889,000 Fully furnished, turnkey Urban retreat in Downtown Winter Garden — perfect for snowbirds, recent life-chapters, or anyone craving an active, walkable Florida lifestyle. This immaculate three-story townhome at Park Place offers 2,030 sq ft of stylish, move-in ready living with 3 beds, 3.5 baths and a custom elevator for easy access to every level. Why you’ll love it? Move-in ready: thoughtfully curated furnishings and decor — unpack, relax, entertain. Ideal for flexible living: private first-floor guest suite with full en-suite bath — perfect for in-laws, guests, or a live-work setup. Entertainer’s kitchen: chef-inspired with oversized island, breakfast bar, stainless appliances and gas range. Private primary level: spa bath with dual vanities, soaking tub and large walk-in shower. Comfortable modern features: natural gas, ceramic floors, plantation shutters, tankless water heater and rear-entry 2-car garage. Accessibility: custom elevator makes all three levels effortless. Location: You can live steps away from Winter Garden’s Plant Street scene — Plant Street Market, Crooked Can Brewing, Award winning Restaurants, Boutique shops, and the 22 mile long West Orange Trail. Enjoy year round festivals, dining, weekly farmers’ markets and nightlife within easy walking distance, plus quick access to major highways and all Orlando’s Theme Parks and attractions. Perfect fit for: Northern snowbirds seeking low-maintenance seasonal living, those starting fresh after a divorce who want an elegant, turnkey sanctuary, or anyone who values design-forward, walkable downtown life. Schedule a tour and see how effortlessly this home fits your next chapter. 3 Beds ⋅ 4 Baths ⋅ Park Place/Winter Garden SubDv. ⋅ 34787 Zip Code Fully furnished, turnkey Urban retreat in Downtown Winter Garden — perfect for snowbirds, recent life-chapters, or anyone craving an active, walkable Florida lifestyle. This immaculate three-story townhome at Park Place offers 2,030 sq ft of stylish, move-in ready living with 3 beds, 3.5 baths and a custom elevator for easy access to every level. Why you’ll love it? Move-in ready: thoughtfully curated furnishings and decor — unpack, relax, entertain. Ideal for flexible living: private first-floor guest suite with full en-suite bath — perfect for in-laws, guests, or a live-work setup. Entertainer’s kitchen: chef-inspired with oversized island, breakfast bar, stainless appliances and gas range. Private primary level: spa bath with dual vanities, soaking tub and large walk-in shower. Comfortable modern features: natural gas, ceramic floors, plantation shutters, tankless water heater and rear-entry 2-car garage. Accessibility: custom elevator makes all three levels effortless. Location: You can live steps away from Winter Garden’s Plant Street scene — Plant Street Market, Crooked Can Brewing, Award winning Restaurants, Boutique shops, and the 22 mile long West Orange Trail. Enjoy year round festivals, dining, weekly farmers’ markets and nightlife within easy walking distance, plus quick access to major highways and all Orlando’s Theme Parks and attractions. Perfect fit for: Northern snowbirds seeking low-maintenance seasonal living, those starting fresh after a divorce who want an elegant, turnkey sanctuary, or anyone who values design-forward, walkable downtown life. Schedule a tour and see how effortlessly this home fits your next chapter. 129 S Park Avenue Unit 8E, Winter Garden
$400,000 Located within Winter Garden’s golf cart district and just minutes from Plant Street, this property offers a distinctive combination of current residential use, C-2 General Commercial zoning, and no HOA. The single-story, concrete-block home includes 2 bedrooms, 1 bathroom, 1,034 square feet of heated living space, an enclosed porch that provides additional flexible space, and a roof replaced in 2023. The interior is ready for renovation, allowing the next owner to update the property according to their intended use and vision. Situated on an approximately 0.19-acre homesite, the property also features mature shade trees, a concrete driveway, and fenced sections of the yard. Its central Winter Garden location provides convenient access to the restaurants, shops, farmers market, community events, and West Orange Trail surrounding downtown and Plant Street, while nearby golf-cart-friendly roadways offer another way to explore the area. Whether considered for continued residential use, a renovation project, or a future business opportunity, this property presents a range of possibilities in a well-connected location. Buyers should independently verify all intended uses, permitting requirements, and zoning regulations with the City of Winter Garden. 2 Beds ⋅ 1 Baths ⋅ Borders & Woosley Sub SubDv. ⋅ 34787 Zip Code Located within Winter Garden’s golf cart district and just minutes from Plant Street, this property offers a distinctive combination of current residential use, C-2 General Commercial zoning, and no HOA. The single-story, concrete-block home includes 2 bedrooms, 1 bathroom, 1,034 square feet of heated living space, an enclosed porch that provides additional flexible space, and a roof replaced in 2023. The interior is ready for renovation, allowing the next owner to update the property according to their intended use and vision. Situated on an approximately 0.19-acre homesite, the property also features mature shade trees, a concrete driveway, and fenced sections of the yard. Its central Winter Garden location provides convenient access to the restaurants, shops, farmers market, community events, and West Orange Trail surrounding downtown and Plant Street, while nearby golf-cart-friendly roadways offer another way to explore the area. Whether considered for continued residential use, a renovation project, or a future business opportunity, this property presents a range of possibilities in a well-connected location. Buyers should independently verify all intended uses, permitting requirements, and zoning regulations with the City of Winter Garden. 721 S Woodland Street, Winter Garden