Windermere Homes with Sailboat Water Water Frontage

Welcome to Windermere, Florida—a picturesque gem nestled in Orange County that perfectly marries small-town charm with modern convenience. Known for its stunning landscapes and serene lakes, Windermere is a haven for those who appreciate the beauty of nature and a vibrant community spirit. With its tree-lined streets and friendly neighborhoods, this idyllic town offers a peaceful retreat just minutes away from the bustling heart of Orlando.

One of Windermere's most captivating features is its breathtaking waterfront properties. Homes with sailboat water frontage are a true highlight, providing residents with direct access to the shimmering lakes that characterize this charming area. Imagine waking up each morning to the gentle lapping of water against your dock, with the opportunity to sail away into the sunset right from your backyard. These homes not only offer luxurious living spaces but also an unparalleled lifestyle for boating enthusiasts and nature lovers alike.

Windermere's waterfront homes are designed to embrace the beauty of the outdoors, featuring expansive patios, private docks, and stunning views that invite relaxation and recreation. Whether you enjoy fishing, kayaking, or simply soaking in the sun, living on the water here means endless possibilities for adventure.

In addition to its natural beauty, Windermere boasts top-rated schools, boutique shopping, and fine dining options, making it an ideal location for families and professionals alike. Experience the best of Florida living in Windermere, where every day feels like a vacation on the water. Come explore your dream home in this enchanting lakeside community!

$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