Windermere Homes with Sailboat Water Water Frontage

Welcome to Windermere, Florida, a picturesque town nestled in the heart of Orange County. Renowned for its enchanting lakes and lush landscapes, Windermere is more than just a beautiful location; it’s a vibrant community that offers a unique blend of tranquility and accessibility. With its charming small-town feel, residents enjoy a slower pace of life while being just a stone's throw away from the bustling attractions of Orlando.

One of Windermere’s most alluring features is its stunning homes with sailboat water frontage. Imagine waking up to the gentle sound of lapping water and enjoying breathtaking views right from your backyard. These waterfront properties not only provide an idyllic setting but also grant you direct access to the serene lakes that Windermere is famous for. Whether you’re an avid sailor or simply love the idea of waterfront living, these homes are designed to enhance your lifestyle and offer a perfect escape.

In addition to the beautiful waterways, Windermere is home to a variety of parks, top-rated schools, and a thriving local economy. The town’s commitment to preserving its natural beauty is evident in its well-maintained green spaces and community events that foster neighborly connections.

Living in Windermere means embracing a lifestyle filled with outdoor adventures, cultural experiences, and a strong sense of community. With sailboat water frontage homes available, you can turn your dream of waterfront living into a reality. Explore the charm of Windermere and discover the perfect place to call home!

$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