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$845,000
4 Beds ⋅ 4 Baths ⋅ Watermark SubDv. ⋅ 34787 Zip Code
PRICE TO SELL !! Former model home now available for sale in the highly desirable Watermark community of Horizon West! This nearly new residence has been lightly used as a second home and remains in pristine condition, offering the perfect blend of luxury, comfort, and convenience—without the wait for new construction. This beautifully upgraded home showcases custom designer finishes throughout, including extensive wood wall paneling, modern vinyl flooring with no carpet, and fully renovated bathrooms that elevate the overall design. The thoughtfully designed layout features a spacious gourmet kitchen with quartz countertops, elegant cabinetry, and a large center island—ideal for entertaining and everyday living. The main level offers a private guest suite, a half bath with direct access to the pool area, and a versatile flex space currently used as a gym, easily adaptable as a formal dining room or home office. An additional open area near the living room provides the perfect setting for a workspace or playroom. Upstairs, the owner’s suite serves as a relaxing retreat, complemented by two additional bedrooms, a shared bathroom, and ample storage space. Step outside to your private outdoor oasis featuring a north-facing pool that allows for natural sunlight throughout the day while maintaining a shaded and comfortable lanai area. The fully fenced backyard provides added privacy—perfect for enjoying Florida living year-round. Located in the heart of Winter Garden, within the sought-after Horizon West area, residents of Watermark enjoy resort-style amenities including a pool, splash pad, playground, tennis courts, recreational center, and outdoor amphitheater. Conveniently situated just minutes from Disney and with easy access to SR-429, offering seamless connectivity throughout Central Florida.

9942 Summerlake Groves Street, Winter Garden
$929,000
4 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 2c-2 & 2c-3 SubDv. ⋅ 34787 Zip Code
*****LAKEFRONT!!!Welcome to 10174 Merrymeeting Bay Dr — a gorgeous 4-bedroom, 3.5-bath home in the heart of Winter Garden that checks all the boxes and then some. Step inside and you'll notice the open floor plan right away. Tile floors run through the main living areas with cozy carpet in the bedrooms. The kitchen is a dream with quartz counters, stainless appliances, wood cabinets, and a walk-in pantry. The primary suite features tray ceilings and a custom feature wall, while the bathroom offers a large shower, double sinks, and a fully built-out walk-in closet. Laundry is conveniently located inside the house too. Now let's talk about the backyard — this is where things get really good. You've got 60 feet of lakefront and a screened lanai with roll-up screens that's an absolute show-stopper. Think full summer kitchen with a fridge, grill, sink, ceiling fans, and a large island. Oh, and you can catch the Disney fireworks right from your front porch. Not bad, right? A transfer switch has been added to accommodate a generator, so you're covered when storms roll through. The community itself is loaded with amenities like a pool, tennis courts, and volleyball. Atwater Bay Elementary is right inside the neighborhood, and Horizon High School is just minutes away. Publix sits right at the front of the community, and Lakeshore Private Park is close by for extra outdoor fun. This one won't last long — come see it for yourself!

10174 Merrymeeting Bay Drive, Winter Garden
$800,000
4 Beds ⋅ 4 Baths ⋅ Covington Park SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome to Covington Chase, one of Winter Garden's most sought after communities, where this beautiful home now features a brand new AC system that was just installed, giving you one less major expense to worry about. Just minutes from the charm and energy of Historic Downtown Winter Garden, this exceptional 4 bedroom, 4 full bathroom home sits on an oversized 0.38 acre lot and offers the perfect blend of space, comfort, and flexibility. The expansive backyard provides endless possibilities for entertaining, gardening, relaxing, or creating your own outdoor oasis. With nearly four tenths of an acre, there is plenty of room to enjoy the outdoors and make the space your own. A long driveway and spacious 3 car garage offer ample parking, extra storage, and even room for a golf cart so you can fully enjoy life in Winter Garden's popular golf cart district. Designed with everyday living in mind, the thoughtfully planned layout offers flexibility for a variety of lifestyles. The first floor features a spacious primary suite tucked away for privacy, complete with two walk in closets and a generously sized bathroom. A dedicated office provides the perfect space for working from home, hobbies, or a quiet retreat. You'll also find a convenient Jack and Jill bedroom and bathroom setup on the main level, adding even more versatility to the home's layout. Upstairs, a large loft offers the ideal space for movie nights, a game room, fitness area, or additional living space. A private bedroom and full bathroom complete the second floor, creating a comfortable retreat with added privacy. Recent updates add even more value, including the brand new AC system and a roof that was replaced just a few years ago, offering peace of mind for years to come. The location is just as impressive as the home itself. Only minutes away is the Historic Downtown Winter Garden District, where you'll enjoy locally owned restaurants, coffee shops, boutiques, live events, and the award winning weekly farmers market. Spend weekends exploring the nearby 22 mile West Orange Trail, perfect for biking, walking, or simply enjoying Florida's beautiful weather. Living in the golf cart district makes it easy to head downtown for dinner, festivals, or an evening out without needing to drive. Opportunities like this are rare. An oversized lot, versatile floor plan, downstairs primary suite, dedicated office, multiple living spaces, private upstairs retreat, 3 car garage, brand new AC system, and an unbeatable location near downtown Winter Garden make this home an exceptional opportunity to enjoy the best of Central Florida living.

925 Bainbridge Loop, Winter Garden
$969,000
3 Beds ⋅ 3 Baths ⋅ Country Lakes SubDv. ⋅ 34787 Zip Code
Virtually Staged. Rarely does a property offer over an acre of land in the heart of Winter Garden. Tucked away in an intimate lake-access community, this beautifully refreshed pool home combines privacy, mature trees, and an unbeatable location just minutes from everything Central Florida has to offer. Set on a beautifully landscaped 1.1-acre lot with no rear neighbors, this stunning residence offers a rare opportunity to enjoy space, serenity, and flexibility in one of Winter Garden's most desirable locations. Designed for both everyday living and effortless entertaining, the home features fresh interior paint, new luxury vinyl plank flooring throughout the main living areas and bedrooms, a newer roof, new water heater, oven, range, custom woodwork, and a beautiful wood-burning brick fireplace that anchors the living space. The expansive covered lanai, refinished screened-in pool with a new pump, and spa create a true indoor-outdoor lifestyle, with multiple access points from the home and a kitchen pass-through window that opens directly to the entertaining area. Privately situated on the opposite side of the main 3 bedrooms, the light-filled bonus room features two closets, French doors, its own exterior entrance, and tranquil views of the mature landscaping. Paired with the adjacent full bath, it offers exceptional flexibility as a potential 4th bedroom, private guest suite, in-law suite, home office, or creative space. The 3rd full bath also serves as a convenient pool bath with direct outdoor access to the lanai. Outside, enjoy beautifully maintained gardens, mature trees, a fully fenced backyard, abundant outdoor living space, and a large detached storage building with electricity. Residents also enjoy private access to Black Lake and Lake Tilden, complete with a boat ramp, tennis court, pavilion, and the peaceful charm of one of Winter Garden's hidden-gem communities. Just minutes from Winter Garden Village, historic Downtown Winter Garden, major highways, area hospitals, and world-famous attractions including Disney World, Universal Orlando, and SeaWorld, this property delivers a combination of land, location, and lifestyle that is rare to find.

14140 Country Estate Drive, Winter Garden
$538,000
3 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 1b SubDv. ⋅ 34787 Zip Code
Welcome to the highly desirable Horizon West community of Waterleigh – Marina Bay, where lifestyle, convenience, and a true sense of community come together in one of Central Florida’s most sought-after neighborhoods. This beautifully upgraded south-facing Cordale model is move-in ready and thoughtfully designed, offering a perfect blend of style, comfort, and functionality for modern living. From the moment you arrive, you’ll appreciate the effortless curb appeal with HOA-included landscaping, allowing you to enjoy a pristine exterior year-round without the maintenance. Inside, the home immediately impresses with a clean, modern aesthetic and ZERO carpet throughout. Ceramic tile spans the main living areas, laundry room, and bathrooms, while matching hardboard vinyl plank flooring flows seamlessly through all bedrooms, the upstairs loft, and even the staircase, creating a cohesive and elevated look. Designed with both everyday living and entertaining in mind, the open-concept layout creates a warm and inviting atmosphere. The living room features a stunning modern accent wall that serves as a stylish focal point, while the primary suite offers its own beautifully designed accent wall, creating a private retreat with a touch of luxury. The kitchen is both functional and upgraded, complete with an enhanced stove and custom pantry shelving, while additional custom closet shelving throughout the home provides exceptional organization and storage. Step outside to your screened-in lanai and fully fenced backyard, perfect for relaxing evenings, entertaining guests, or creating a safe and enjoyable space for family and pets. Just outside your front door, a charming park offers a peaceful setting to unwind and even catch nightly fireworks from Walt Disney World, adding a little extra magic to your everyday life. Waterleigh offers an unmatched resort-style lifestyle, with amenities including a community pool, fitness center, scenic trails, clubhouse, dock, volleyball court, community garden, dog park, playground, and more. Residents also enjoy access to additional amenities throughout the greater Waterleigh community, along with a full calendar of events that bring neighbors together year-round. Location is everything, and this home delivers with quick access to FL-429, making commuting a breeze while keeping you close to top-rated dining, shopping, and everyday conveniences. Zoned for highly sought-after A-rated schools, this home is an exceptional opportunity for families looking to combine comfort, style, and community in one perfect place. This is more than just a home, it’s a lifestyle opportunity in one of Horizon West’s most vibrant communities. Don’t miss your chance to own this beautifully upgraded, move-in ready home in Waterleigh. Schedule your private tour today!

16197 Wind View Lane, Winter Garden
$1,300,000
5 Beds ⋅ 4 Baths ⋅ Lakeview Reserve 46/149 SubDv. ⋅ 34787 Zip Code
PRICE IMPROVEMENT! Refined Waterfront Living in Winter Garden’s Coveted Golf Cart District! Set within one of Downtown Winter Garden’s most desirable gated enclaves, this exceptional waterfront residence offers a rare blend of sophistication, privacy, and effortless Florida living—perfectly positioned in the highly sought-after golf cart district. Designed to maximize light and livability, the interiors are bright and inviting. Recent enhancements include new exterior paint (2026), a tankless water heater (2026), and a added ensuite bathroom (2026) making two primary suites on the second floor. Generous storage is thoughtfully integrated with expansive closet space, while a whole-home water softener and purification system, including an under-sink filter, ensures elevated everyday comfort. At the heart of the home, the gourmet kitchen is both functional and beautifully appointed, featuring dual sinks, a dedicated prep island, and upgraded soft-close cabinetry. The oversized three-car garage provides ample room for vehicles, storage, or recreational needs. Outdoors, the lifestyle truly unfolds. A recently resurfaced covered boat dock—complete with lift, lighting, fan, and sink—offers direct access to one of Florida’s largest spring-fed lakes, part of the Harris Chain and extending to the St. Johns River and Atlantic Ocean. The expansive grounds are enriched by mature, fruit-bearing trees including mango, avocado, star fruit, and citrus, creating a lush, private retreat. Surrounded by natural beauty, the property attracts an impressive array of wildlife. Unforgettable sunrises and sunsets can be enjoyed from multiple vantage points, including the living spaces, patio, dock, and three north-facing bedrooms with water views. This is a home that seamlessly balances elegance and ease—offering a rare opportunity to experience serene waterfront living in one of Winter Garden’s most iconic settings.

243 Zachary Wade Street, Winter Garden
$1,095,000
4 Beds ⋅ 4 Baths ⋅ 30 North Park SubDv. ⋅ 34787 Zip Code
Welcome to 30 North Park, an exceptional townhome located in the heart of Historic Downtown Winter Garden — directly on the West Orange Trail and just steps from Plant Street Market, Crooked Can Brewery, local dining, shopping, and the weekly Farmer’s Market. This modern farmhouse-style residence offers four spacious bedrooms, each with a private en-suite bathroom and custom-fitted closets, providing comfort, privacy, and flexibility for guests, multigenerational living, or work-from-home needs. A first-floor bedroom serves as an ideal guest retreat, office, or flex space. The second level features an open-concept living area anchored by a designer kitchen complete with Bosch natural gas appliances, a large island, quartz countertops, farmhouse sink, artisan tile backsplash, and floor-to-ceiling windows showcasing views toward downtown and the West Orange Trail. A secondary bedroom with dramatic custom windows adds abundant natural light. On the third floor, dual primary suites offer spacious layouts, oversized windows, powered blinds, spa-inspired walk-in showers, and quartz-finished baths. Thoughtful upgrades throughout include warm wood flooring, patterned tile accents, modern black lighting fixtures, and extensive storage. Built with an STC soundproofing rating of 69, the home provides a quiet interior environment while remaining in one of Central Florida’s most vibrant walkable districts. Enjoy balcony views overlooking the trail and experience low-maintenance living with unmatched proximity to Historic Winter Garden’s amenities. Experience refined, walkable living in the heart of Winter Garden — schedule your private showing today.

64 N Park Avenue, Winter Garden
$1,499,999
4 Beds ⋅ 3 Baths ⋅ J L Dillard Sub 3 SubDv. ⋅ 34787 Zip Code
Seller financing opportunity!!! Welcome to a Once-in-a-Lifetime Opportunity in the Heart of Downtown Winter Garden. Set on a lot boasting an expansive 214 feet of frontage, a rare and highly sought after feature that enhances both privacy and presence. Nestled beneath the shade of enchanting oak trees, this stately residence sits proudly on a rare triple lot in one of Central Florida’s most coveted locations — the Golf Cart District of Historic Downtown Winter Garden. Blending timeless character with modern comfort, this property captures the essence of classic Florida living just steps from the West Orange Trail, Lake Apopka, and all the boutiques, restaurants, and entertainment that make Plant Street so special. Step inside and you’ll immediately sense the warmth and natural light that fill every corner of this inviting home. Soaring windows and panoramic glass doors create an airy, open atmosphere, seamlessly connecting the indoors with the lush, private grounds outside. The layout offers three spacious bedrooms and three bathrooms perfectly designed for both daily living and entertaining. The primary bedroom is highlighted with a relaxing hot tub, creating a private retreat within this charming home. At the heart of the home, the oversized living and dining areas flow effortlessly into the kitchen and outdoor spaces, ideal for hosting gatherings under the canopy of mature oaks. Every room feels bright and welcoming, and you’ll always be reminded that you’re just moments away from all the charm, energy, and convenience of Downtown Winter Garden — one of the most desirable small-town destinations in Florida. The property’s expansive outdoor footprint sets it apart — a dream for anyone who values space, privacy, and possibility. The triple lot provides ample room for future additions, a pool, or a garden oasis, while a grandfathered-in workshop offers incredible flexibility for hobbies, storage, or creative endeavors. An additional extended driveway offers generous space to accommodate 2–3 vehicles comfortably, with ample room for a boat, RV, or guest parking — a rare find in this highly sought-after downtown location. Whether you’re arriving by car or golf cart, convenience is unmatched. Enjoy the best of Winter Garden living with shopping, dining, the Farmers Market, Plant Street Market, and the Garden Theatre all within minutes, plus easy access to major highways for seamless commutes. From its timeless curb appeal and breathtaking natural light to its unparalleled location and lot size, this property represents a truly rare offering in one of Florida’s most beloved communities. Opportunities like this simply don’t come around twice. Come see for yourself why this remarkable downtown retreat isn’t just a home — it’s a legacy waiting to be continued.

241 N Dillard Street, Winter Garden