Properties For Sale in Winter Garden

Under Construction. Introducing one of Central Florida's most distinguished new addresses — the Oakshade floor plan by award-winning Davila Homes, nestled within the exclusive, boutique enclave of The Grove at the Harvest District in the charming Town of Oakland, Florida. Spanning an impressive ...

Nestled beneath century-old heritage oaks in one of Oakland's most coveted addresses, this stunning 4,433 square foot Citrus floorplan by Element Home Builders delivers an extraordinary standard of luxury estate living. Every detail speaks to a level of craftsmanship and thoughtfulness that simpl...

Virtually Staged. Step into a home designed for the way you truly want to live. From its elevated concrete construction to its hurricane-rated engineering, this residence offers the rare combination of luxury, security, and effortless comfort. Natural light fills the interior, where level-5 walls...

Welcome to this spacious 4-bedroom, 3.5-bath pool home offering 4,000 square feet in the highly sought-after Overlook at Hamlin community in Horizon West. Showcasing Lake Hancock views throughout the home and Disney fireworks in the distance, this property combines generous living space, impressi...

Luxury, comfort, and an unbeatable location come together in this exceptional home in the highly sought-after Horizon West community. Perfectly positioned just minutes from Disney, shopping, dining, major highways, and top-rated schools, this move-in-ready residence offers the ideal combination o...

Welcome to this beautifully upgraded luxury home in Hamlin, offering 4 bedrooms, a dedicated theater room, bonus room, resort-style pool and spa, summer kitchen, and putting green. Built in 2016 and meticulously maintained, this exceptional residence sits on one of Overlook at Hamlin’s most desir...

Virtually Staged. More than a home, this is a lifestyle. Perfectly positioned in the highly sought-after Oakland Park community, this exceptional residence combines timeless design, generous living spaces, and effortless indoor-outdoor living just a golf cart ride from the heart of downtown Winte...

More than a home, this is a lifestyle. Perfectly positioned in the highly sought-after Oakland Park community, this exceptional residence combines timeless design, generous living spaces, and effortless indoor-outdoor living just a golf cart ride from the heart of downtown Winter Garden. With 5 l...

Stunning lakefront living in the heart of Waterleigh! This 5 bedroom, 3 and a half bathroom home offers an open concept downstairs living space, a dedicated home office, and custom plantation shutters throughout. The primary suite is on the first floor providing lake views and a door to the screened

Stunning Toll Brothers "Madeira Craftsman" executive home located in Winter Garden’s highly desirable Lakeshore community! Offering 5 bedrooms, 4.5 bathrooms, with a large bonus loft, and a 3-car tandem garage. The light-filled, open-concept floor plan showcases elegant tray/coffered ceilings and a

Welcome to this exceptional pool home in the highly sought-after gated community of Hickory Hammock in Winter Garden. Offering more than 3,600 square feet beautifully designed living space, this impressive five bedroom, four bathroom, 4 car garage residence blends timeless elegance with everyday ...

Under contract-accepting backup offers. Welcome to the serene and secure enclave of Lake Roberts Landing, perfectly situated near Winter Garden Village, Highway 429, and the Florida Turnpike. This charming community boasts spacious lots and stunning lakefront homes, offering a tranquil lifestyle....

Welcome to this exceptional home in the highly desirable Latham Park community, where luxury, space, and privacy come together. Situated on a premium conservation lot with no rear neighbors, this beautifully upgraded residence offers the perfect blend of elegance and functionality. Featuring 6 b...

Experience luxury living in this gorgeous home in the highly sought after Sunset Lakes community in Winter Garden. This FULLY-REMODELED, 5-bedroom, 4-bath POOL/SPA home sits on a SERENE POND and offers 3,389 sq. ft. of beautifully designed living space on OVER HALF AN ACRE, complete with a three-car

Welcome to this stunning architectural masterpiece nestled in the heart of Twinwaters, one of Winter Garden’s most sought-after communities. This elegant two-story home seamlessly blends sophistication and comfort, offering over 3,600 square feet of beautifully designed living space. Step through...

WELCOME TO PARADISE!! Golf-course living, lake access and resort-style amenities come together at 2106 Black Lake Boulevard in guard-gated Stoneybrook West Community. Set directly on the golf course, this impressive two-story residence offers more than 4,100 square feet of flexible living space with

Welcome to 13822 Jomatt Loop! This stunning home offers 4 spacious bedrooms, 3 full bathrooms, a bonus loft space, private office and a 3 car garage off of an expansive driveway, all perfectly situated on an OVERSIZED FULLY FENCED LOT. Designed for both comfort and entertaining, the open-concept ...

Currently occupied by tenant. Tenant will move out Jan 2027. Welcome to this beautifully upgraded 5-bedroom, 5-bathroom floorplan, where comfort meets style in the highly sought-after Watermark community. One of the bedrooms has been thoughtfully converted into a spacious media room by the origin...

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

Rare opportunity to own a unique corner-lot property featuring two attached residences, each with its own street frontage, private entrance, covered front porch, two-car garage, no HOA, and identical floor plan. Unlike a traditional side-by-side duplex, each residence faces a different street, cr...

Virtually Staged. Imagine 1338 Union Club Dr, a residence recently updated with partial flooring replacement. Its kitchen includes all stainless steel appliances, an accent backsplash, and an island, while the primary bedroom features a walk in closet and the primary bathroom provides double sink...

Discover Your Dream Home in the Exclusive Orchard Hills Community! This stunning residence perfectly blends elegance, comfort, and functionality in one of Winter Garden's most sought-after neighborhoods. Featuring 4 spacious bedrooms, 3 full bathrooms, and 1 half bath, this home offers thoughtfully

Better Than New in Del Webb Oasis at Horizon West! Welcome to 13361 Sunny Retreat Lane, an exceptional, nearly new residence offering the perfect blend of luxury, flexibility, energy efficiency, and low-maintenance living in the highly sought-after Del Webb Oasis community of Winter Garden. Situ...

Welcome to this stunning Toll Brothers Sanibel Spanish Colonial model, where timeless architecture meets modern luxury in the highly sought-after Lakeshore Preserve community. Distinguished by its elegant tile roof and thoughtfully designed floor plan, this exceptional home offers the perfect ble...