Windermere Town Homes with Sailboat Water Water Frontage

Welcome to Windermere Town, a picturesque subdivision nestled in the heart of Orange County, Florida. Known for its serene landscapes and charming community vibe, Windermere Town offers a unique blend of luxury living and natural beauty. This enchanting area is renowned for its stunning homes with sailboat water frontage, providing residents with direct access to the pristine waters of the Butler Chain of Lakes.

Imagine waking up each morning to the gentle lapping of water against your private dock, the sun casting a golden hue over the tranquil lake. Homes in Windermere Town are designed to enhance the beauty of their surroundings, featuring expansive outdoor spaces perfect for entertaining or simply enjoying the breathtaking views. Whether you're an avid sailor or simply appreciate the calming presence of water, these properties are a dream come true.

The community is not just about beautiful homes; it’s also about a vibrant lifestyle. Residents can explore the nearby parks, take leisurely strolls along the scenic trails, or indulge in the local dining and shopping options that Windermere has to offer. With a strong sense of community and excellent schools, Windermere Town is perfect for families, retirees, and anyone looking to embrace a laid-back yet active lifestyle.

If you’re seeking a home where luxury meets nature, Windermere Town’s sailboat waterfront properties offer the ideal setting. Come and experience the magic of lakeside living in this charming Florida enclave, where every day feels like a vacation!

Newest Windermere Town Homes with Sailboat Water Water Frontage

$1,049,000

3 Beds ⋅ 3 Baths ⋅ Windermere Town SubDv. ⋅ 34786 Zip Code

Timeless Charm in the Heart of Downtown Windermere. Nestled beneath a canopy of majestic oak trees on one of Windermere’s most picturesque streets, this beautifully maintained three bedroom, two and half bath residence offers the perfect blend of classic Florida charm and modern comfort. Situated on a spacious 0.38 acre fenced homesite, this exceptional property features 2,795 square feet of living space and 4,163 total square feet, providing plenty of room to live, work, and entertain. From the moment you arrive, you will appreciate the peaceful setting and inviting curb appeal that make Oakdale Street one of the town’s most desirable locations. Inside, thoughtful craftsmanship is evident throughout with custom trim work, rich stone and wood flooring, double pane windows and doors, and a warm family room centered around a natural gas fireplace. The well appointed kitchen features a natural gas range, while the expansive air conditioned Florida room offers the perfect place to relax year round as you overlook the private backyard. Car enthusiasts, hobbyists, and those needing extra space will love the 4 car garage along with the detached air conditioned building, ideal as a home office, fitness studio, art studio, workshop, guest retreat, or whatever your heart desires. Recent improvements provide peace of mind, including: Roof replaced in 2019, newer HVAC system and water heater (4 years old) and a newer well pump (9 months old). Living in the Town of Windermere is more than owning a home, it’s embracing a lifestyle. Enjoy the beloved weekly farmers market, monthly food truck nights, festive holiday celebrations, and a charming downtown just a short walk away featuring a new Italian restaurant, breakfast café, coffee shop, wine bar, tennis courts, and more. Residents also enjoy exclusive access to community boat ramps on both Lake Butler and Lake Bessie, making it easy to experience the renowned Butler Chain of Lakes. If you have been searching for a home that offers character, generous space, exceptional flexibility, and one of Central Florida’s most treasured small town lifestyles, this is an opportunity you won’t want to miss. Be sure to click on the virtual tour links.

725 Oakdale Street, Windermere

$3,900,000

5 Beds ⋅ 5 Baths ⋅ Windermere Town SubDv. ⋅ 34786 Zip Code

Pre-Construction. To be built. Positioned along the coveted Butler Chain of Lakes, this waterfront residence offers an exceptional opportunity to live in the Town of Windermere. Boasting approximately 85 feet of private frontage, The property captures sweeping views across Wauseon Bay. Permits have been approved including a 900 sf covered boat dock with lift. There are 2 primary suites, one on the 1st floor and one on the 2nd that open to a private balcony and patio respectively overlooking the water creating a serene retreat. All secondary bedrooms have lake views and balconies. Open floor plan with 2 story great room and massive windows throughout. Just moments from Windermere’s parks, tennis courts, farmers market, and private boat ramp, this home embodies the charm and lifestyle of lakefront living in one of Central Florida’s most desirable communities. ** Also listed as vacant land MLS S5147532 for $1,650,000

212 W 1st Avenue, Windermere

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