Windermere Town Homes with Shingle Roof

Welcome to Windermere Town, a picturesque subdivision nestled in the heart of Orange County, Florida. Known for its serene landscapes and charming atmosphere, Windermere Town offers a delightful blend of modern living and natural beauty. This vibrant community is perfect for families, retirees, and everyone in between, making it one of the most sought-after neighborhoods in the area.

As you explore Windermere Town, you’ll be captivated by the stunning homes, many of which feature classic shingle roofs that enhance their curb appeal. These roofs not only provide a timeless aesthetic but also offer durability and protection against Florida’s varied weather. The homes here are designed with comfort and elegance in mind, boasting spacious layouts, modern amenities, and beautiful outdoor spaces perfect for entertaining or relaxing.

Living in Windermere Town means enjoying a friendly community atmosphere where neighbors become friends. Residents benefit from top-rated schools, lush parks, and easy access to nearby lakes, making it an ideal location for outdoor enthusiasts. The subdivision is conveniently located near shopping, dining, and entertainment options, ensuring you have everything you need right at your fingertips.

Whether you’re looking for your forever home or a seasonal retreat, Windermere Town is a place where dreams can flourish. Experience the charm of this enchanting subdivision, and discover why so many choose to call Windermere home. Come for the beautiful homes with shingle roofs, stay for the community spirit and the lifestyle that awaits you!

Newest Windermere Town Homes with Shingle Roof

$1,650,000

4 Beds ⋅ 2 Baths ⋅ S5155372 MLS

Virtually Staged. Positioned along the coveted Butler Chain of Lakes, this waterfront residence offers an exceptional opportunity in the Town of Windermere. Boasting approximately 65 feet of private frontage and a dedicated boat dock, the property captures sweeping views across Wauseon Bay. The current home is in good condition and ready to move in. The interior showcases a refined yet comfortable cabin style with some modern flair and a open-concept layout, four bedrooms and thoughtfully updated living spaces. A beautifully appointed kitchen features custom cabinetry, quartz surfaces, and premium appliances, while restored hardwood flooring adds timeless character throughout. The primary suite opens to a private balcony overlooking the water, creating a serene retreat. Outdoors, the property offers a fenced yard and a rare combination of circular driveway and rear-access garage. 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. There is an option to build a new home and boat dock, Permits have been approved to build a new modern home 3,500sf and 900sf covered boat dock with lift. This option would be $3.9MM

212 W 1st Avenue, Windermere

$1,099,000

4 Beds ⋅ 3 Baths ⋅ S5147648 MLS

A beautiful home in the heart of downtown Windermere, this property offers four bedrooms and three bathrooms with a perfect blend of comfort, style, and convenience. The main residence features hardwood floors throughout, spacious living areas, and large sliding doors that open to a serene, beautiful backyard — ideal for both entertaining and unwinding. An added highlight is the fully equipped separate dwelling on the property offering a private one-bedroom, one-bathroom space perfect for entertaining, or a home office/gym. Situated just minutes from local shops, parks, boat ramps, and the renowned Windermere Chain of Lakes, this home places the best of the area right at your doorstep.

715 Magnolia Street, Windermere

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