Windermere Homes with Sailboat Water Water Frontage

Welcome to Windermere, Florida – a picturesque gem nestled in Orange County that perfectly embodies the charm of Central Florida living. Known for its stunning lakes, lush landscapes, and friendly community, Windermere offers an idyllic lifestyle that attracts families, retirees, and everyone in between. With its quaint downtown area filled with unique shops and delightful eateries, residents enjoy a vibrant yet relaxed atmosphere.

One of the most alluring features of Windermere is its access to pristine sailboat water frontage. Imagine waking up each morning to breathtaking views of sparkling lakes, where you can set sail right from your backyard. Homes with sailboat water frontage in Windermere are a dream come true for boating enthusiasts and nature lovers alike. These properties offer not just a home, but a lifestyle where you can indulge in water sports, fishing, and leisurely days spent soaking up the sun.

Windermere's real estate market boasts a variety of stunning homes, each uniquely designed to complement the serene surroundings. From luxurious waterfront estates to charming single-family homes, there's something for everyone. Many properties feature private docks, allowing you to easily access the water and explore the beautiful chain of lakes that Windermere is famous for.

With top-rated schools, beautiful parks, and a strong sense of community, Windermere is not just a place to live; it’s a place to thrive. Come discover the magic of Windermere and find your dream home with sailboat water frontage today!

$1,200,000

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 Homes with Sailboat Water Water Frontage

Newest Windermere Homes with Sailboat Water Water Frontage