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17922 Hither Hills Circle, Winter Garden
$699,900
4 Beds ⋅ 4 Baths ⋅ Lake Apopka Sound Ph 1 SubDv. ⋅ 34787 Zip Code
Welcome to 17922 Hither Hills Cir. Built in 2022, this beautiful 4-bedroom, 3.5-bath, single-story home offers a highly desirable multi-generational floor plan with approximately 2,800 square feet of living space and beautiful Lake Apopka views. The attached private in-law suite features its own private exterior entrance, living area, kitchen, bedroom with walk-in closet, full bathroom, and convenient access to the garage—providing exceptional flexibility for extended family, guests, or private accommodations. The open-concept main living area features soaring ceilings, elegant tray ceilings, granite countertops, 42-inch cabinetry, stainless steel appliances, tiled backsplash, breakfast bar, prep island, and spacious dining and great room areas. Sliding glass doors open to the covered and screened lanai, creating an inviting indoor-outdoor living space. The spacious primary suite features a tray ceiling, generous walk-in closet, and ensuite bathroom with dual granite vanities, private water closet, and separate soaking tub and shower. Two additional bedrooms share a conveniently located bathroom with dual vanities. An oversized laundry room provides abundant storage and workspace. Enjoy the Florida lifestyle in the fully fenced backyard with gates on both sides, featuring fruit trees, a 3-person stand-alone hot tub, and a covered screened patio perfect for relaxing or entertaining. The attached 3-car garage provides plenty of room for vehicles and storage. Additional features include smart-home technology with app-controlled garage doors, lights, and door locks, as well as a smart security system with sensors on windows and doors. Ceramic tile flooring throughout. Located in the desirable Lake Apopka Sound community, this home is conveniently located near Downtown Winter Garden, Plant Street Market, restaurants, shopping, parks, the West Orange Trail, Highway 50, the Florida Turnpike, and SR-429. A wonderful opportunity to own a nearly new home offering versatility, modern upgrades, beautiful lake views, and convenient Winter Garden living. Low Yearly HOA and no CDD fees.

17922 Hither Hills Circle, Winter Garden

14501 Grove Resort Avenue Unit 3631, Winter Garden
$164,900
2 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo 3 SubDv. ⋅ 34787 Zip Code
This stunning 2-bedroom, 2-bathroom condo-hotel in Orlando, Florida, offers the perfect blend of luxury, comfort, and convenience. Located just minutes from the world-famous theme parks, this fully furnished unit is an excellent choice for both personal use and investment. The condo features a spacious open floor plan with modern finishes, a fully equipped kitchen with stainless steel appliances, and a private balcony with breathtaking views. The master suite boasts a luxurious en-suite bathroom, while the second bedroom and bath provide ample space for guests. Enjoy resort-style amenities, including a sparkling swimming pool, fitness center, full-service spa, on-site dining, concierge services, and a shuttle to major attractions. With its prime location near shopping, dining, and entertainment, this condo-hotel is an exceptional opportunity for those looking to experience the best of Orlando!

14501 Grove Resort Avenue Unit 3631, Winter Garden

14501 Grove Resort Unit 1723, Winter Garden
$344,900
3 Beds ⋅ 3 Baths ⋅ Grove Resort And Spa Hotel Condominium 1 SubDv. ⋅ 34787 Zip Code
THE PERFECT COMBINATION AT THE GROVE RESORT! TOWER 1. TOP FLOOR. CORNER UNIT. LAKE AUSTIN & NATURE PRESERVE VIEWS. PLUS, ENJOY MAGIC KINGDOM & EPCOT FIREWORKS FROM YOUR PRIVATE PRIMARY SUITE SOLARIUM! Welcome to Unit 1723, a beautifully positioned 3-bedroom, 3-bathroom condo-hotel residence with a solarium, offering 1,544 sq. ft. of comfort, convenience, and breathtaking scenery at The Grove Resort & Water Park. LOCATION MAKES ALL THE DIFFERENCE! Situated on the 7th and highest floor of Tower 1, this desirable corner residence combines beautiful water and nature preserve views with the convenience of the resort's main building. Enjoy easy access to the lobby, concierge, restaurant, bar, and fitness center without leaving your tower. Inside, discover an inviting open-concept living and dining area, a fully equipped kitchen, spacious bedrooms, and a private solarium sitting area off the primary suite, where you can gather with family to watch the Magic Kingdom and EPCOT fireworks. Direct balcony access from the primary suite, a full-size in-unit washer and dryer, and ample resort parking add everyday convenience. Just minutes from Walt Disney World, The Grove is a designated Walt Disney World Good Neighbor® Hotel, featuring Surfari Water Park with its FlowRider® Surf Simulator, lazy river, swimming pools, hot tubs, on-site dining, recreational activities on Lake Austin, and resort transportation to Disney and Universal theme parks. Whether you're looking for a Florida vacation retreat or a professionally managed short-term rental opportunity, Unit 1723 offers an exceptional blend of location, comfort, memorable views, and resort living. This condo-hotel property is subject to resort rental and occupancy restrictions and is not intended for permanent residency. Buyers should verify all applicable association and resort requirements.

14501 Grove Resort Unit 1723, Winter Garden

14501 Grove Resort Avenue Unit 2539, Winter Garden
$163,000
2 Beds ⋅ 2 Baths ⋅ Grove Resort And Spa Hotel Condominium 1 SubDv. ⋅ 34787 Zip Code
BEST-PRICED UNIT CURRENTLY AVAILABLE AT THE GROVE RESORT! This 5th-floor Birch residence is located in desirable Tower 2, the newest tower at The Grove and featuring the resort's most updated décor and finishes. Enjoy a peaceful garden view from this fully furnished resort residence just minutes from Walt Disney World. The Grove Resort & Water Park offers an exceptional combination of vacation ownership and resort amenities, including Surfari Water Park, multiple pools, restaurants and bars, fitness center, spa, arcade, Lake Austin activities, market and coffee shop, and on-site resort management. An outstanding opportunity for buyers looking for an entry point into one of Orlando's most established condo-hotel resorts at the best price currently offered. Financial information and ownership details available upon request.

14501 Grove Resort Avenue Unit 2539, Winter Garden

251 N Plant Street, Winter Garden
$699,000
4 Beds ⋅ 4 Baths ⋅ J L Dillard Sub SubDv. ⋅ 34787 Zip Code
Prime Winter Garden Duplex in the Golf Cart District | Updated | Income-Producing!! Discover a rare opportunity to own a duplex in the heart of Winter Garden, ideally positioned within the coveted Golf Cart District and directly off the West Orange Trail. Both units are currently leased, offering immediate rental income and an attractive investment opportunity in one of Central Florida’s most sought-after communities. ROOF 2022 & whole duplex REPIPE in 2024. The location is truly the standout feature—enjoy easy access to the West Orange Trail for biking, walking, and outdoor recreation, while the golf-cart-friendly setting makes it convenient to cruise to nearby shopping, dining, entertainment, and the charming downtown Winter Garden area. Located in the heart of the vibrant Winter Garden community, residents can enjoy local restaurants, boutique shopping, weekend events, farmers markets, and the area's popular downtown atmosphere, all while being surrounded by established neighborhoods and recreational amenities. With convenient access to major roadways, the property also provides an easy commute to Orlando and the surrounding attractions. Whether you're looking to expand your investment portfolio or secure a well-positioned income-producing property in Winter Garden, this duplex offers an exceptional combination of location, lifestyle, and rental potential. Both sides are currently tenant occupied—an excellent opportunity to own a turnkey duplex in a highly desirable area. Please do not disturb tenants.

251 N Plant Street, Winter Garden

190 Roper Drive, Winter Garden
$795,000
3 Beds ⋅ 2 Baths ⋅ Westlake Manor 1st Add SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully renovated, turn-key home located just a 10-minute walk north of Downtown Winter Garden, tucked away in a beautiful established neighborhood with mature surroundings and an oversized 0.34-acre lot. With no HOA, a large fenced yard, and extensive upgrades inside and out, this property offers a rare combination of location, space, and quality. The home features block and slab construction with new stucco and approximately 1,750 square feet under air, including the original 1,500-square-foot footprint plus an additional 250-square-foot enclosed and finished porch. The well-designed floor plan offers 3 bedrooms and 2 bathrooms, along with an oversized interior storage/laundry room and an oversized two-car garage. The exterior has been completely refreshed with new stucco, fresh exterior paint, new vinyl fence, new soffits, updated exterior lighting, a new paver driveway, and a new landscaping package, creating exceptional curb appeal. The expansive lot is fully enclosed by a new vinyl privacy fence with a double gate providing convenient access to the rear yard for large vehicles, trailers, boats, or recreational equipment. A motion-sensor security light adds an additional layer of convenience and security. Roof 2019 and AC 2024. Inside, the renovation continues with new insulation, new ductwork, fresh paint and texture, new baseboards, luxury vinyl plank flooring, new ceiling fans and lighting, and updated door hardware throughout. The bathrooms have been completely redesigned with high-end custom tile work and designer finishes. The kitchen is a standout feature, offering 42-inch cabinetry, new appliances, a counter-depth Frigidaire Gallery refrigerator, slide-in range, and an oversized island finished with a stunning marble waterfall edge that coordinates beautifully with the marble backsplash. Bright, dimmable recessed lighting completes the space and creates an inviting atmosphere for both everyday living and entertaining. Additional features include an oversized storage/laundry room under air and an oversized two-car garage equipped with a new garage door opener and recessed lighting. Every detail has been thoughtfully addressed, creating a home that is truly move-in ready. Four-point, WDO, and wind mitigation reports are available in the MLS for review. With its proximity to Downtown Winter Garden, no HOA, expansive 0.40-acre lot, extensive renovation, and exceptional outdoor space, this is a property that offers the best of convenience, privacy, and modern living.

190 Roper Drive, Winter Garden

1539 Hawkesbury Court, Winter Garden
$560,000
3 Beds ⋅ 2 Baths ⋅ Tuscany SubDv. ⋅ 34787 Zip Code
Welcome to 1539 Hawkesbury Court, located in the desirable Winter Garden area of Central Florida! This single-family home offers an excellent opportunity to enjoy the convenience, amenities, and lifestyle that make Winter Garden a sought-after place to call home. Conveniently located near shopping centers, restaurants, grocery stores, parks, and everyday essentials, residents can enjoy easy access to a variety of local conveniences. Explore the charm of historic Downtown Winter Garden, known for its unique shops, local restaurants, cafés, and welcoming atmosphere. The popular West Orange Trail is nearby, offering miles of scenic paths for walking, jogging, and cycling. Winter Garden Village provides an array of retail stores, dining options, and entertainment for added convenience. The property's location also offers access to major roadways, including Florida's Turnpike and State Road 429, making travel throughout the greater Orlando area convenient. Enjoy proximity to recreational opportunities, golf courses, and outdoor activities, while remaining within reach of Orlando's employment centers, attractions, and entertainment destinations. Whether you're looking for a place to call home or exploring real estate opportunities in the growing Central Florida market, this property presents an opportunity to enjoy the many benefits of the Winter Garden lifestyle.

1539 Hawkesbury Court, Winter Garden

Winter Garden
$722,222
4 Beds ⋅ 3 Baths ⋅ Hamlin Meadows At Hamlin SubDv. ⋅ 34787 Zip Code
Virtually Staged. Under Construction. The Anna Maria floor plan is a beautifully designed one-story home offering four bedrooms and three bathrooms, thoughtfully arranged for comfortable everyday living. The open-concept layout features a spacious great room that flows effortlessly into the kitchen and dining area, creating an inviting space for entertaining or relaxing at home. The private primary suite includes a well-appointed ensuite bath and a generous walk-in closet. A covered patio extends the living space outdoors, while the two-car garage adds convenience and functionality. With 2,235 square feet of well-designed living space, the Anna Maria delivers both style and practicality in a layout that truly works for today’s lifestyle.

Winter Garden

24 W Garden Avenue, Winter Garden
$698,800
4 Beds ⋅ 4 Baths ⋅ Winter Garden Shores Rep SubDv. ⋅ 34787 Zip Code
Pro pics coming soon.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

8649 Flagship Alley, Winter Garden
$495,000
3 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 3b 3c & 3d SubDv. ⋅ 34787 Zip Code
Welcome to this beautiful one-story home located in the highly desirable Waterleigh community of Winter Garden! This charming 3-bedroom, 2-bath home offers a thoughtfully designed, open and inviting floor plan. The spacious kitchen features stone countertops, solid wood cabinetry, stainless steel appliances, a walk-in pantry, and a large center island overlooking the family room—perfect for everyday living and entertaining. The split-bedroom layout provides added privacy, while the primary suite features a walk-in closet and comfortable ensuite bath. Enjoy Florida living from the covered lanai and the added privacy of a corner lot. A two-car attached garage provides plenty of parking and storage. Waterleigh offers an exceptional resort-style lifestyle with community pools, clubhouses, fitness centers, tennis courts, playgrounds, parks, and more. Conveniently located in the sought-after Horizon West area of Winter Garden, near shopping, dining, entertainment, and Central Florida attractions. Don’t miss the opportunity to make this wonderful home yours!

8649 Flagship Alley, Winter Garden

14501 Grove Resort Avenue Unit 3636, Winter Garden
$175,000
2 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo 3 SubDv. ⋅ 34787 Zip Code
Welcome to effortless resort living and an incredible SHORT-TERM RENTAL OPPORTUNITY at The Grove Resort & Water Park! This beautifully maintained, FULLY FURNISHED 2-bedroom, 2-bath condo-hotel is TURNKEY READY and already part of the resort’s rental pool with onsite management, making ownership especially convenient. Owners are permitted PERSONAL USE for up to 179 days per year, offering the flexibility to enjoy the property yourself while also taking advantage of its VACATION-RENTAL POTENTIAL. Set within the GATED RESORT COMMUNITY, this condo is located in a high-rise building with ELEVATOR ACCESS and puts an incredible array of amenities right outside your door. Step inside to find a bright, inviting interior with LUXURY VINYL PLANK FLOORING throughout the main living areas. The open Kitchen features QUARTZ COUNTERTOPS, STAINLESS STEEL APPLIANCES and a convenient breakfast bar, all overlooking the spacious Living Room with plenty of room for a Dining Area. Sliding glass doors extend the living space outdoors to a SCREENED, COVERED BALCONY, creating a relaxing spot to enjoy your morning coffee or unwind after a day at the parks. The AC WAS UPDATED in 2017, adding to the home's appeal as a well-maintained vacation property.The SPLIT-BEDROOM FLOOR PLAN provides privacy for owners and guests alike. The generous PRIMARY SUITE features a walk-in closet, an en suite Bath, and a COMFORTABLE SITTING AREA with its own PRIVATE ACCESS to the balcony. The en suite Bath offers dual sinks with QUARTZ COUNTERTOPS, a garden tub, step-in shower and private water closet. On the opposite side of the condo, the spacious SECOND BEDROOM offers a walk-in closet and its own EN SUITE BATH. A dedicated Laundry Room with washer and dryer adds everyday convenience.The Grove Resort & Water Park is a 106-acre destination with an IMPRESSIVE COLLECTION OF AMENITIES, including SURFARI WATER PARK, featuring a 695-foot lazy river, dual water slides, a FlowRider surf simulator, kids' activity pool and ZERO-ENTRY POOL. The resort also offers MULTIPLE POOLS including the lakefront Springs Pools with three full-size pools, hot tub and children's splash area, along with a 24-hour FITNESS CENTER, restaurants, family activities, LAKE AUSTIN ACCESS and more. CABLE AND INTERNET are also included, while resort transportation provides SHUTTLE SERVICE to Walt Disney World, Universal Orlando and SeaWorld. Lake Austin provides another way to enjoy the outdoors, with a LAKESIDE PIER offering beautiful nature views, catch-and-release fishing and resort watersports. When it is time to venture out, the resort is just SIX MILES FROM WALT DISNEY WORLD, putting Orlando's WORLD-FAMOUS ATTRACTIONS within easy reach. Beyond the resort, enjoy the growing Horizon West area with FLAMINGO CROSSINGS TOWN CENTER, Historic Downtown Winter Garden, the West Orange Trail and Plant Street offering opportunities for dining, shopping, entertainment and enjoying the FLORIDA LIFESTYLE. Families will appreciate the access to A-RATED SCHOOLS, including WATER SPRING ELEMENTARY, WATER SPRING MIDDLE and HORIZON HIGH SCHOOL.Whether you're looking for a vacation home, a personal getaway or a TURNKEY SHORT-TERM RENTAL INVESTMENT, this furnished Grove Resort condo provides an EXCEPTIONAL OPPORTUNITY to own a piece of the Orlando vacation lifestyle—with onsite management, RESORT AMENITIES, and the flexibility to enjoy it yourself. Come discover the possibilities at The Grove!

14501 Grove Resort Avenue Unit 3636, Winter Garden

15302 Honeybell Drive, Winter Garden
$575,000
3 Beds ⋅ 2 Baths ⋅ Hamlin Reserve SubDv. ⋅ 34787 Zip Code
Welcome a beautifully maintained home in the highly sought-after Hamlin Reserve community of Horizon West! From the moment you step inside, you’ll notice the thoughtful design, spacious layout, and beautiful finishes throughout.One of the standout features is the gorgeous front flex space, complete with custom built-ins, offering the perfect opportunity for a home office, study, reading room, playroom, or additional living space. The open-concept main living area provides an inviting space for everyday living and entertaining, with a seamless flow between the living, dining, and kitchen areas.The spacious primary suite offers a relaxing retreat, while the additional bedrooms provide flexibility for family, guests, or a dedicated workspace. Step outside to enjoy your private backyard and Florida outdoor living.Located in the heart of Horizon West, Hamlin Reserve offers an exceptional lifestyle with community amenities, parks, playgrounds, nature trails, and convenient access to Hamlin Town Center, where shopping, dining, and entertainment are just minutes away. Enjoy everything Winter Garden has to offer, including top-rated schools, beautiful neighborhoods, and easy access to major roadways including SR-429.Beautiful, flexible, and ideally located, this home is a wonderful opportunity to experience the best of Hamlin and Horizon West living!

15302 Honeybell Drive, Winter Garden

16387 Taliesin Street, Winter Garden
$620,000
3 Beds ⋅ 3 Baths ⋅ Hawksmoor Ph 4 SubDv. ⋅ 34787 Zip Code
Located in the heart of Winter Garden’s desirable Hawksmoor community, this beautifully appointed one-story Derby floor plan offers 3 bedrooms, 2.5 baths, and a 2-car garage, thoughtfully designed for comfortable everyday living and effortless entertaining. A welcoming foyer leads into the bright, open-concept main living area, where the dining room, gathering room, and kitchen come together to create a warm and connected space for family and guests. The kitchen features upgraded white cabinetry, contrasting countertops, upgraded flooring, along with a huge walk-in pantry offering exceptional storage. Tray ceilings and double crown molding reflect the upgraded finishes you will see throughout the home. The spacious owner’s suite provides a private retreat, complete with a generous walk-in closet and a versatile sitting room. Whether used as a home office, workout area, reading nook, or nursery, this flexible space adds a level of functionality that is hard to find in many one-story homes. Two generously sized secondary bedrooms are located at the front of the home and share a dedicated full bathroom, while a separate powder room provides added convenience for guests without requiring access to the private bedroom areas. A large laundry room and convenient owner’s entry from the garage with a practical stop and drop zone make daily routines even easier. At the rear of the home, beautiful sliding glass doors open to a spacious lanai, seamlessly extending the living space and POOL outdoors and creating an inviting setting for morning coffee, relaxing evenings, or entertaining friends and family. Beyond the home itself, Hawksmoor offers an exceptional community lifestyle. Residents can enjoy a large playground, expansive green spaces, a community park, walking trails, a resort-style pool, fitness center, and clubhouse—providing plenty of opportunities to stay active, unwind, and connect with neighbors. Thoughtfully designed from front to back, this home brings together stylish upgrades, exceptional functionality, flexible living spaces, and an inviting community atmosphere in the heart of Winter Garden. WELCOME HOME!

16387 Taliesin Street, Winter Garden

204 Harbor Drive, Winter Garden
$579,000
3 Beds ⋅ 2 Baths ⋅ The Harbor SubDv. ⋅ 34787 Zip Code
GOLF CART LIVING IN DOWNTOWN WINTER GARDEN! Welcome to 204 Harbor Drive, a single-story pool home in Winter Garden's sought-after Golf Cart District. Hop in your cart and head to historic Plant Street for dinner, the Saturday Farmers Market, or a morning ride on the West Orange Trail, and leave the car in the garage. This home boasts vaulted ceilings, a skylight, and ceiling fans give the open living area a bright, airy feel. A corner slate-tile fireplace with a wood mantel anchors the room, and a custom built-in wood bookcase wall adds warmth and storage. French doors open to the pool, so indoor and outdoor living flow together. The kitchen features rich wood cabinetry, countertops updated in 2016, a tile backsplash, stainless steel appliances, and a pantry, and it opens to the main living area for easy entertaining. Easy-care tile flooring runs throughout the main living spaces. The screened pool and spa are the centerpiece of the backyard, resurfaced and retiled in 2021, with cafe lighting for evening swims and gatherings. The larger backyard is fully fenced with a 6' white vinyl privacy fence (2020), a double swing gate on one side, and a pedestrian gate on the other. Mature trees and plenty of green space make room for pets, play, or a garden. The two-car garage has a newer door (2018), and the wide driveway offers ample parking. PEACE OF MIND, MAJOR UPDATES DONE: - Whole-home automatic standby generator (2023) with new interior and exterior electrical panels and automatic transfer capability, powered by a buried 500-gallon propane tank - Brand-new HVAC system (2025), a complete replacement with new ductwork and added return air vents - Architectural shingle roof (2016) - Whole-home repipe (2014) LOCATION: Tucked into a quiet neighborhood with green space and a pond nearby, with Lake Apopka visible on the horizon. Winter Garden has grown from a sleepy citrus town into one of Central Florida's most livable communities: - Plant Street and Historic Downtown: brick-paved main street with shops, restaurants, breweries, and the Garden Theatre - Plant Street Market: air-conditioned food hall open seven days a week with 20+ vendors and a craft brewery - Saturday Farmers Market: a beloved weekly tradition - West Orange Trail: 22 miles of flat, shaded, paved trail through downtown - Lake Apopka and Newton Park: a short golf cart ride away - Winter Garden Village: open-air shopping and dining just south of downtown - About 20 minutes to downtown Orlando, with convenient routes to Walt Disney World and major highways A downtown location, golf cart access, a screened pool and spa, a new A/C, and a whole-home generator rarely come together in one home. Schedule your private showing today!

204 Harbor Drive, Winter Garden

14501 Grove Resort Unit 2304, Winter Garden
$165,000
2 Beds ⋅ 2 Baths ⋅ Grove Resort And Spa Hotel Condo 2 SubDv. ⋅ 34787 Zip Code
Short Sale. Experience the Ultimate Orlando Resort Lifestyle & Investment Opportunity! Welcome to The Grove Resort & Water Park, one of Central Florida’s premier vacation destinations, ideally located just minutes from Walt Disney World and close to Universal Studios, SeaWorld, Margaritaville Resort, shopping, dining, and Orlando International Airport. Enjoy a fully furnished, turnkey 2-bedroom, 2-bath condominium that offers the perfect blend of comfort, style, and investment flexibility. The spacious open-concept floor plan features a beautifully appointed kitchen, bright great room, oversized windows, and a private balcony overlooking the peaceful courtyard. The split-bedroom layout provides privacy, while two spa-inspired bathrooms feature garden tubs, tiled showers, and dual vanities. With a sleeper sofa in the living room, the residence comfortably accommodates up to six guests. Step outside your front door and discover an extraordinary resort experience. The spectacular Surfari Water Park features a FlowRider® surf simulator, dueling water slides, lazy river, splash park, activity pool, zero-entry pool, and private cabanas with food and beverage service. Additional amenities include multiple pools and hot tubs, a 20-acre activity lake with private dock, fishing, fitness center, full-service spa, arcade, game room, and an array of on-site dining options including Longboard Bar & Grill, Valencia Restaurant, Element Bar & Lounge, Alfresco Market, and Byte. Convenient shuttle transportation to Disney World, Universal Studios, and SeaWorld adds even more appeal for vacation guests. As a short-term rental property, owners may enjoy personal use, while professional on-site management can handle bookings, housekeeping, maintenance, and guest services. Whether you're looking for a personal Orlando getaway, a vacation home, or a hands-off investment opportunity, this property offers an exceptional combination of resort amenities, flexibility, convenience, and income potential. Experience the magic of Orlando while owning your own piece of the vacation lifestyle at The Grove Resort & Water Park!

14501 Grove Resort Unit 2304, Winter Garden

13557 Parkfield Way, Winter Garden
$650,000
4 Beds ⋅ 3 Baths ⋅ Encore At Ovation SubDv. ⋅ 34787 Zip Code
Virtually Staged. Location!  Minutes from Walt Disney World and all that Winter Garden has to offer with the new hospitals, stores, restaurants, downtown Winter Garden, Horizon West and the list goes on! Single stories are hard to come by and this MI Home is waiting for you!  It sits on a gorgeous conservation lot with no neighbors on one side. Sit on the front porch or the back patio and enjoy the good life!  Walk to the pool, fitness center and dog park. The perfect community to walk or bike.  This 4 bedroom 3 bath rare find single story is move in ready-well maintained, built in 2021, quartz countertops, NEW AC, huge walk-in closet in the primary bedroom, a popular 3 way split floor plan, and ample room for entertaining with the dining room and large family room.  The home is stunning with its gorgeous wooded and pond view. Lawn Care is included in the HOA leaving you time to enjoy all Central Florida has to offer!  Schedule your showing today!

13557 Parkfield Way, Winter Garden

12349 Westfield Lakes Circle, Winter Garden
$740,500
5 Beds ⋅ 3 Baths ⋅ Westfield Lakes Ph 04 A-F SubDv. ⋅ 34787 Zip Code
Welcome to Westfield Lakes, a charming community nestled along the shores of Lake Beulah in desirable Winter Garden! This beautifully maintained custom built Morrison Home offers 5 bedrooms, 3 full baths, a 3-way split bedroom floor plan. The thoughtful floor plan includes a private bedroom and full bath separated from both the primary suite and additional bedrooms, making it ideal for guests, extended family, or an in-law suite. The home is on an oversized lot with no rear neighbors. From the moment you step inside, you'll appreciate the soaring 12-foot ceilings, abundant natural light, crown molding, and thoughtful design throughout. The spacious kitchen features 42-inch cabinetry, rich granite countertops, upgraded appliances, and plenty of room to gather with family and friends. The open family room is pre-wired for surround sound and overlooks the extended covered lanai and private backyard, creating an ideal space for entertaining or simply enjoying the peaceful Florida lifestyle. The oversized lot offers plenty of room to add a pool. The private primary suite is thoughtfully separated from the additional bedrooms and features a tray ceiling, direct access to the covered lanai, dual vanities, a large garden tub, and a separate fully tiled shower and a custom closet with built ins, which add both functionality and a custom feel. The fifth bedroom offers flexibility as a home office, den, or guest space. Additional features include 18-inch tile flooring, a spacious 3 car garage with epoxy flooring, brick paver driveway, brick privacy fencing, professional landscape edging, and a recently painted exterior. Major updates provide added peace of mind with a NEW ROOF in February 2026, NEW WATER HEATER and NEW A/C October 2026, plus the freshly painted exterior Sept 2026. Westfield Lakes offers residents a beautiful neighborhood park, tennis courts, and a fishing pier along Lake Beulah. Ideally located near West Orange High School, Roper YMCA Family Center, Winter Garden Village, historic Downtown Winter Garden, dining, shopping, entertainment, dog parks, the West Orange Trail, and major roadways including the 429, Turnpike, and 408. This is more than a home, it's an opportunity to enjoy the space, privacy, and lifestyle that make Westfield Lakes such a special place to call home. Come see it for yourself!

12349 Westfield Lakes Circle, Winter Garden

517 Garden Heights Drive, Winter Garden
$589,900
4 Beds ⋅ 2 Baths ⋅ Garden Heights SubDv. ⋅ 34787 Zip Code
Welcome home to 517 Garden Heights Drive, right in the heart of Winter Garden's golf cart district. This fully renovated 4-bedroom, 2-bath modern farmhouse sits on a third of an acre, about a mile from the shops, restaurants, and events on Plant Street, with Lake Apopka views right from your driveway. The big-ticket items are already taken care of: a brand-new roof (July 2025), new water heater (2025), and HVAC replaced in 2021. Inside, nearly 2,000 square feet has been completely refreshed with new tile flooring, fresh paint and texture, and modern wood accent paneling. The open floor plan centers around a shiplap fireplace, with new ceiling fans and light fixtures throughout. The kitchen is the true showpiece, featuring quartz countertops, shaker cabinets, gold hardware, stainless steel appliances, and statement pendant lighting. Both bathrooms were redesigned with custom tile and dual vanities, and the primary suite adds a sliding barn door and a spa-style bathroom. Step out to the screened-in porch with its own wet bar, overlooking a huge backyard made for weekend gatherings or slow mornings with coffee. A 2-car garage gives you plenty of room for storage, tools, and the golf cart. And no HOA! Move-in ready, beautifully updated, and minutes from everything that makes Winter Garden such a special place to call home. Come see it for yourself.

517 Garden Heights Drive, Winter Garden

1442 Coluso Drive, Winter Garden
$585,000
3 Beds ⋅ 2 Baths ⋅ Magnolia Wood Fifth Add SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully maintained home in a desirable golf cart community, just 2 miles from historic Downtown Winter Garden! This home offers LVP and tile flooring, double-pane windows, a cozy wood-burning fireplace, a 6-year-old AC system, and a spacious Florida room with sliders for enjoying Florida living. The saltwater pool features a 5-year-old pump and heater, while recent exterior paint adds to the home's appeal. Outdoor amenities include an RV-ready setup with RV connection and a dedicated pad for your boat or RV, plus an oversized shed for additional storage. A whole-home generator, approximately 3 years old, with a 500-gallon propane tank provides added peace of mind. The beautifully landscaped property also features an impressive variety of fruit trees, including 5 peach, 2 plum, 2 nectarine, 1 apple, starfruit, small and large banana, pineapple, and lemon trees. Located in a golf cart-friendly community and minutes from Downtown Winter Garden's shopping, dining, and entertainment, this home offers a wonderful blend of convenience, comfort, and Florida lifestyle.

1442 Coluso Drive, Winter Garden

4540 Gliding Wave Street, Winter Garden
$560,000
3 Beds ⋅ 2 Baths ⋅ Lakeview Preserve Ph 2 SubDv. ⋅ 34787 Zip Code
Welcome to 4540 Gliding Wave St, located in the highly sought-after gated, waterfront community of Lakeview Preserve in Winter Garden! Built in 2022 by Pulte Homes, this beautifully maintained Spruce model offers an exceptional blend of modern design, thoughtful upgrades, & comfortable living. Featuring 3-beds/2-baths, a stunning office w/custom built-in cabinetry, a 2-car garage w/epoxy flooring, & 2,144 sq. ft. of thoughtfully designed living space. This home is sure to impress! As you enter, you are greeted by a spacious foyer & premium luxury vinyl plank flooring that flows seamlessly throughout the home. To your right, elegant double doors open into an impressive private office—an ideal space for working from home or creating a relaxing personal retreat. Continue into the heart of the home, where the kitchen, dining, & living areas come together in a breathtaking open-concept design. This expansive layout is perfect for entertaining guests, family, or simply enjoying everyday living. The gourmet kitchen is truly a showstopper! Featuring Pulte Homes’ coveted Chef’s Kitchen pkg, it boasts: Quartz countertops, Upgraded range countertop, Stylish range hood, oven w/microwave combo, beautiful kitchen island, Stainless steel appl, Elegant pendant lighting, & Under-cabinet lighting. This kitchen delivers both style & functionality. The entertaining continues as you open the sliding glass doors to the fully enclosed lanai, creating an inviting extension of your living space. Here, guests can relax & enjoy the peaceful surroundings while taking in the beautiful view of your premium homesite—w/no rear neighbors! And when the mood strikes, your built-in 5-speaker surround sound system sets the perfect atmosphere with your favorite easy-listening music. Retreat to the spacious owner's suite, this private sanctuary features a large walk-in closet with an amazing custom closet system, an oversized walk-in shower, abundant linen storage, & a double vanity. Add’l upgrades: Crown molding, Built-in drop zone w/cabinetry conveniently located at the garage entry, Security system, Reverse Osmosis System–under counter kitchen water filtration system, the home has also been pre-plumbed for a whole-house water softener, Gutters, LED lighting, Built-in pest control system. The HOA fee includes access to an impressive collection of resort-style amenities. Families will appreciate the community's proximity to highly rated schools, while outdoor enthusiasts will love the direct access to Johns Lake, complete with a kayak launch & dock. Lakeview Preserve offers convenient access to shopping, dining, entertainment, & outdoor recreation. Historic Downtown Winter Garden is approx. 8 miles away, while Winter Garden Village is less than 7 miles from the community. With easy access to State Road 50, 27 & the 429 Expy, residents enjoy convenient travel throughout Central Florida, including our world-famous attractions such as Walt Disney & Universal. Golf enthusiasts will appreciate the proximity to at least 4 major golf properties. For those who love walking, jogging, or cycling, the scenic 22-mile West Orange Trail is just 15 mins away. Combining modern upgrades, an open-concept design, resort-style amenities, & a prime Winter Garden location, this home offers the low-maintenance lifestyle you've been looking for! Don't miss this incredible opportunity, schedule your private showing today & discover why so many residents are proud to call Lakeview Preserve home!

4540 Gliding Wave Street, Winter Garden

3413 Turningwind Lane, Winter Garden
$849,000
4 Beds ⋅ 3 Baths ⋅ Windward Cay SubDv. ⋅ 34787 Zip Code
CHARMING WINTER GARDEN POOL HOME| Located in the highly desirable Windward Cay gated community, 3413 Turningwind Lane provides everyday living feeling like a getaway. This professionally designed 4-bedroom, 3-bath home offers 2,917 square feet of beautifully updated living space and soaring 11'+ high ceilings, a spacious three-car garage with storage, and a private resort style backyard made for entertaining. Inside, the open, split floor plan creates ample spaces to gather while giving everyone a retreat of their own. Bamboo and hardwood flooring, plantation shutters, and crown molding are just a few of the features bringing warmth and character throughout. The Tuscany-inspired chef’s kitchen is truly the heart of the home, featuring an oversized island with seating, breakfast nook, updated glass-front and solid wood cabinetry, a newer Forno six-burner gas stove with a pot filler, and a newer GE Profile refrigerator, not to mention the abundance of space making cooking that much more enjoyable. The coffee and wine bar with refrigeration makes hosting easy and uncluttered, while the large formal dining room sets the stage for memorable meals. A dedicated office offers space to work or create, and the spacious primary bedroom and bath provide a peaceful place to unwind and features his/her closets, a jacuzzi tub and large walk in shower. The large laundry room is equally well considered, with cabinetry, a folding station, sink and a newer washer and dryer. Outside to your own personal oasis, a waterfall featured pool with a new pool heater anchors a resort-style backyard framed by lush landscaping for exceptional privacy. Relax on the large covered patio with privacy screens, enjoy the turf courtyard, and make use of the exhaust hood for your BBQ setup. The entire outdoor area sits beneath a screened enclosure with custom smart lighting integrated into its frame, creating a beautiful setting long after sunset. Thoughtful smart technology continues throughout the property with JellyFish lighting along the front perimeter, Ecobee thermostats, a Reolink security system, Rachio irrigation controls, a Ring doorbell, OmniLogic pool controls, and hardwiring for a home sound system. The roof was replaced in 2021, and the AC was replaced in 2022. Situated near the Windermere and Horizon West borders, this Winter Garden home offers convenient access to West Orange Country Club, Stoneybrook West Golf Club, highly rated schools, SR 429 and SR 535 for easy access, the Butler Chain of Lakes, Lake Apopka, and the entire fleet of the Walt Disney World resorts and theme parks. This is truly a remarkable home with impeccable taste and well maintained. Please don't hesitate to call me for private showings before its gone.

3413 Turningwind Lane, Winter Garden

23 Zachary Wade Street, Winter Garden
$512,000
4 Beds ⋅ 2 Baths ⋅ Lakeview Reserve 46/149 SubDv. ⋅ 34787 Zip Code
Virtually Staged. Lakeview Reserve welcomes you HOME! Set on a spacious .23 ACRE LOT with NO REAR NEIGHBORS, this single story 4-bedroom, 2-bath home offers an inviting combination of space, updates and classic Winter Garden charm! Recent improvements include a NEW WATER HEATER (2024), NEW COUNTERTOPS (2024), FRESH PAINT (2024) and NEW FLOORING (2024) throughout much of the home, plus a NEWER ROOF (2021) and UPDATED A/C (2018). Mature landscaping and tree-lined streets create beautiful curb appeal, while HIGH CEILINGS and plenty of natural light make the interior feel open and bright. The thoughtful SPLIT-BEDROOM FLOOR PLAN features both formal and casual living spaces, giving you flexibility for everyday living and entertaining. The PRIMARY SUITE enjoys its own private wing, and both bathrooms offer convenient access to the generous SCREENED LANAI. At the heart of the home, the kitchen features updated countertops and is ready for your personal touch. Step outside to a spacious backyard with no rear neighbors and a large screened lanai that extends the living space outdoors – ideal INDOOR/OUTDOOR LIVING! Lakeview Reserve is an established GATED COMMUNITY with a LOW HOA and a COMMUNITY DOCK ON LAKE APOPKA. You will enjoy cruising around the GOLF CART DISTRICT, and easy access to HISTORIC DOWNTOWN WINTER GARDEN, the WEST ORANGE TRAIL, local shopping, dining and recreation. Zoned for TOP-RATED SCHOOLS – Tildenville Elementary, Lakeview Middle and West Orange High, with convenient access to SR 50 and the Florida Turnpike. With a versatile layout, two car garage and a fantastic location close to everything Winter Garden has to offer, this home is ready for its next chapter. Call today and make it your next chapter as well!

23 Zachary Wade Street, Winter Garden

2548 Balforn Tower Way, Winter Garden
$449,000
3 Beds ⋅ 2 Baths ⋅ Stoneybrook West D SubDv. ⋅ 34787 Zip Code
Welcome home to this single-story 4-bedroom, 2-bath residence in Stoneybrook West, Winter Garden's 24-hour guard-gated golf community. Built in 2008 with solid block construction, the home offers 1,825 square feet of comfortable living space and an attached 2-car garage. NEW ROOF PENDING INSTALL! Residents enjoy resort-style amenities including a clubhouse, junior Olympic-size pool with splash pad, fitness center, tennis and basketball courts, playgrounds, and walking trails, plus a championship golf course and private access to Black Lake. The home has been professionally prepared for move-in, with all locks rekeyed and the irrigation system checked and set. Enjoy quick access to SR 429 for easy commutes toward Walt Disney World, I-4, and Florida's Turnpike, with shopping and dining at Stoneybrook West Village and Winter Garden Village just minutes away.

2548 Balforn Tower Way, Winter Garden

14501 Grove Resort Avenue Unit 2219, Winter Garden
$269,000
3 Beds ⋅ 2 Baths ⋅ Grove Resort And Spa Hotel Condo 2 SubDv. ⋅ 34787 Zip Code
Welcome to Unit 2219 at The Grove Resort & Water Park Orlando, where resort-style living meets an exceptional ownership opportunity just minutes from Central Florida’s world-famous attractions. This beautifully appointed 3-bedroom, 2-bath residence comes fully furnished and ready to enjoy. The spacious open-concept layout provides plenty of room for owners and guests, while the private balcony overlooking a peaceful water view creates the perfect setting to relax after a day enjoying everything Orlando has to experience. The primary suite features a spacious bathroom with a separate walk-in shower and soaking tub, offering the comfort and convenience expected from a full-service resort residence. Owners have access to The Grove’s extensive resort-style amenities, including water attractions, multiple swimming pools, dining options, fitness facilities, spa services, recreational areas, and much more. For owners seeking a hands-off approach, The Grove offers an optional professional resort management and rental program, providing the convenience of having the property managed and rented when not being personally enjoyed. Whether you are looking for a Florida vacation home, a furnished resort property, or an investment opportunity with professional management available, Unit 2219 offers a unique combination of comfort, convenience, and resort amenities in the Orlando area.

14501 Grove Resort Avenue Unit 2219, Winter Garden

313 Merin Court, Winter Garden
$925,000
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

206 N Highland Avenue, Winter Garden
$1,100,000
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

995 Sadie Lane, Winter Garden
$575,000
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

745 Cascading Creek Lane, Winter Garden
$700,000
3 Beds ⋅ 3 Baths ⋅ Black Lake Park Ph 02 SubDv. ⋅ 34787 Zip Code
Some homes just have a way of making everyday life feel a little easier—and this is one of them. Located in a gated Winter Garden community, this 3-bedroom, 2.5-bath pool home offers the kind of space and flexibility that works for real life. From the moment you step inside, the home feels open, bright, and remarkably spacious, with plenty of room to gather, unwind, work from home, or simply spread out. A DEDICATED OFFICE adds even more flexibility without sacrificing any of the three bedrooms. Out back, the SCREENED-IN POOL creates your own private Florida retreat. Start the morning with coffee by the water, spend an afternoon cooling off in the pool, or settle in for an evening outside without ever leaving home. The pool pump and heater have both been replaced recently, adding to a list of important updates that includes a BRAND NEW ROOF in 2026 and an A/C system that's just four years old. And the lifestyle extends well beyond the backyard. The GATED COMMUNITY features its own pool, basketball courts, tennis courts, and a dock with access to the lake—giving you plenty of ways to enjoy the outdoors close to home. Then there's the location. You're less than 10 minutes from Downtown Winter Garden, where weekends can mean grabbing breakfast, exploring the shops, visiting the farmers market, or meeting friends for dinner. Shopping, everyday conveniences, and highway access are also nearby, making it easy to get around Central Florida while still coming home to a neighborhood that feels tucked away from it all. If you've been searching for a Winter Garden pool home with a dedicated office, gated-community amenities, lake access, major recent updates, and a location close to Downtown Winter Garden, 745 Cascading Creek brings all of it together—with the space to make it your own.

745 Cascading Creek Lane, Winter Garden

15066 Canopy Cover Drive, Winter Garden
$967,500
3 Beds ⋅ 4 Baths ⋅ Del Webb Oasis SubDv. ⋅ 34787 Zip Code
Luxury single-level living awaits at 15066 Canopy Cover Drive in Del Webb Oasis, a premier gated Active 55+ community near Orlando's world-class attractions. Built in 2023, this highly upgraded Renown floor plan - the community's largest single-story design - offers 2,955 square feet, 3 bedrooms, 3.5 baths, tons of closet space, office with custom built-ins, an extended gathering room and an extended 3-car garage. Set on a premium conservation lot with approximately 70 feet of frontage, a fenced backyard and no rear neighbor, the home offers exceptional privacy, space and tranquility. Inside, 8-foot doors and Italian porcelain tile flooring create an elegant, open feel. The gourmet kitchen features quartz countertops, ceiling-height upgraded cabinetry, select glass-front display cabinets with accent lighting, two ovens, a cooktop, microwave, refrigerator and wine/beverage refrigerator. Custom built-ins with accent lighting enhance the office/study, while custom closet systems organize both primary-suite closets and the pantry. Upgraded lighting, ceiling fans, window treatments and UV- and glare-reducing window film add comfort and style throughout. Electric Car charging port in garage. Designed for year-round Florida living, oversized screened lanai 14'.5" x 54'/2" features custom Limestone Galala Tumbled Pavers, a screened enclosure, ceiling fans, a mounted outdoor TV and an Aqua Living Spa hot tub. The fenced backyard includes two access gates. Additional features include an EcoWater whole-home water softener, roof gutters, a whole-home surge protector and an ADT alarm system. All appliances convey, including the washer and dryer, as well as the mounted lanai and garage TVs. Enjoy convenient access: minutes to Walt Disney World, Flamingo Crossings Town Center, groceries, shopping, dining and Orlando-area attractions. Orlando International Airport is approximately 30 minutes away, with hospitals and medical facilities nearby. Port Canaveral is approximately one hour away, and Florida's east- and west-coast beaches are within about 90 minutes.

15066 Canopy Cover Drive, Winter Garden

7031 Billie Court, Winter Garden
$1,550,000
4 Beds ⋅ 4 Baths ⋅ West Lake Hancock Estates SubDv. ⋅ 34787 Zip Code
Stunning LAKEFRONT home on LAKE HANCOCK! You'll love this SINGLE LEVEL home with 4 bedrooms PLUS office and split 3 Car Garage. You'll enter the home through a gorgeous brick pavered enclosed courtyard. Inside you'll find a formal dining area, a massive living area with high ceilings, and a stunning kitchen. From QUARTZ counters to the French door oven and convection/microwave, counter depth fridge, and GAS cooktop, and the HUGE ISLAND, you'll fall in love with it. The rooms are all spacious, and the primary suite was cleverly designed with closet spaces that also privately connect to the laundry room, another detail adding to the comfort of this home. The split plan layout gives everyone privacy and and the multiple ensuite bedrooms ensure comfort. You'll step outside through a triple slider door, onto your screened porch ready for your summer kitchen installation. Here's there's a retractable screen to keep any bugs out while you're enjoying your LAKE FRONTAGE. Would you like to build your own private boat dock? You can build a 12 1/2 ft wide dock and enjoy the lake life. The home also has garages for 3 cars. You'll find a double garage and a separate single garage. Just to add to this, you're in a great community with lots of amenities like community pool and clubhouse, community boat ramp, recreational facilities and more.

7031 Billie Court, Winter Garden