Windermere Downs Homes with Sailboat Water Water Frontage

Welcome to Windermere Downs, an enchanting subdivision nestled in the heart of Windermere, Florida, within the picturesque Orange County. This idyllic community is renowned for its stunning homes that boast sailboat water frontage, offering residents an unparalleled waterfront lifestyle that is both serene and sophisticated.

Windermere Downs is a hidden gem, where lush landscapes meet tranquil waterways, creating a perfect backdrop for those seeking a peaceful retreat from the hustle and bustle of city life. The subdivision is characterized by its elegant architecture, manicured lawns, and a friendly atmosphere that fosters a strong sense of community. Many of the homes are designed with expansive outdoor living spaces, allowing residents to soak in the breathtaking views of the surrounding lakes and waterways.

For boating enthusiasts, the allure of sailboat water frontage cannot be overstated. Imagine stepping out of your backyard and onto your boat, ready to explore the pristine waters of the nearby Butler Chain of Lakes, known for its exceptional fishing, water sports, and scenic beauty. Whether you enjoy leisurely cruises at sunset or thrilling adventures on the open water, Windermere Downs offers the perfect gateway to your aquatic dreams.

In addition to its stunning homes and waterfront access, Windermere Downs is conveniently located near top-rated schools, upscale shopping, and gourmet dining options. With its blend of luxury living and natural beauty, this subdivision is truly a slice of paradise. Experience the charm of Windermere Downs and discover why it’s the ideal place to call home.

$1,150,000

4 Beds ⋅ 3 Baths ⋅ Windermere Downs SubDv. ⋅ 34786 Zip Code

Nestled within the highly sought-after Windermere Downs community this Lake-Access Residence, sitting on .74 acres, offers the ultimate Florida lifestyle surrounded by canopy-shaded, oak tree-lined streets. A walkway lined with custom pavers leads to the front door, where you're welcomed by the formal living and dining rooms on the right. Large bay windows let in plenty of natural light, creating a bright and inviting space. A barn door opens to the kitchen, which features travertine flooring, a gas stove, and stainless steel appliances—great for home cooking or entertaining. The living room is a cozy gathering space, with three skylights bringing in extra light and an Authentic Old Chicago Brick fireplace that adds warmth and character. The primary bedroom is spacious, with French doors that open to the screened-in pool lanai, offering easy access to outdoor living. The primary bathroom includes a Kohler clawfoot tub and Kohler fixtures, adding a touch of quality and comfort. Out back, the screened-in pool with travertine deck and patio provides a great spot to relax, while the larger open travertine patio off of the kitchen is perfect for hosting family and friends. The backyard is full of greenery, offering both beauty and privacy and an irrigation well. Home includes a 1,000 Underground Large Gas Tank and Full House Propane Generator and a hybrid water heater. A two-car attached garage is complemented by a large detached deep second two-car garage, perfect for extra parking, storage, or keeping your favorite lake-living toys. Living in Windermere Downs means access to a private community boat ramp, where you can launch your boat and explore Lake Down and the Butler Chain of Lakes. The community amenities include a dock with a roped-off swim area, tennis courts, pickleball courts, community park, playground—plenty of options for outdoor fun. Recent updates include whole house re-pipe (2026), freshly painted exterior and new soffit (2026).

2009 Woody Drive, Windermere

Windermere Downs Homes with Sailboat Water Water Frontage

Newest Windermere Downs Homes with Sailboat Water Water Frontage