Town Of Windermere Homes with Golf Carts OK Community Features

Town Of Windermere Homes with Golf Carts OK Community Features

Welcome to the enchanting Town of Windermere, a picturesque enclave nestled in the heart of Orange County, Florida. Known for its stunning lakes, lush landscapes, and charming small-town atmosphere, Windermere offers a unique blend of serenity and sophistication that captures the essence of Florida living.

One of the standout features of this delightful community is its welcoming spirit towards golf carts. In Windermere, golf carts are not just a mode of transportation; they are a way of life! Residents enjoy the convenience of zipping around the neighborhood in their golf carts, making it easy to visit nearby parks, shops, and restaurants. This golf cart-friendly lifestyle fosters a sense of community, encouraging neighbors to connect and explore the scenic surroundings together.

The homes in Windermere are as diverse as its residents, with options ranging from elegant single-family residences to luxurious waterfront estates. Many of these homes boast exquisite architectural designs and spacious layouts, providing ample room for families to grow and thrive. The community is also adorned with beautiful green spaces, walking trails, and picturesque lakes, making it a haven for outdoor enthusiasts.

Living in Windermere means embracing a lifestyle that balances relaxation with recreation. Residents can enjoy a variety of local amenities, including top-rated schools, boutique shops, and gourmet dining options, all while basking in the natural beauty of the area. Whether you’re an avid golfer, a nature lover, or simply seeking a peaceful retreat, Windermere offers a charming place to call home. Come discover the magic of this exceptional community, where every day feels like a vacation!

Newest Town Of Windermere Homes with Golf Carts OK Community Features

$1,395,000
5 Beds 4 Baths Town Of Windermere SubDv. 34786 Zip Code
Virtually Staged. Nestled in the heart of Windermere, and featuring more than $300,000 in recent improvements including a brand new roof September 2026, this character-rich home offers nearly 4,200 square feet of versatile living space just steps from Windermere's charming downtown. Situated on nearly half an acre, this five-bedroom, four-bath residence pairs distinctive architectural character with thoughtful updates, abundant natural light and exceptional flexibility. The main living level brings together the kitchen, dining area and expansive great room, where high ceilings and a striking gas fireplace create a warm and inviting gathering space. Four sets of beautiful, new sliding glass doors open to an expansive balcony overlooking the screened pool, extending the living and entertaining space outdoors. A private-entry in-law suite adds another compelling feature to this unique home, offering exceptional possibilities for multigenerational living, extended-stay guests or a private work-from-home space. This lower level includes two bedrooms, two full baths, spacious living area, and a wet bar with mini-refrigerator. The fifth bedroom, currently enjoyed as a home gym, is also perfect for an office, playroom or hobby room. Privately positioned on its own level, the generous primary suite provides a peaceful retreat with a spacious sitting area and private balcony. Recent, significant investments throughout the property include new windows and doors, three newer HVAC units, new roof September 2026, interior and exterior paint, updated astroturf in the side yard, as well as numerous other improvements, all while preserving the character and scale of this established Windermere home. The pool and patio, featuring a screen enclosure just added in 2020, and newer cabanas, perfect for entertaining, relaxing and enjoying Florida living year-round. The location offers a lifestyle all its own, with downtown Windermere’s weekly farmers market, community events, parks and small-town charm just a short walk or golf cart ride away. Town of Windermere residents also enjoy private access to a boat ramp on the renowned Butler Chain of Lakes, as well as to the town tennis and pickleball courts! Zoned for top rated Windermere Elementary and Olympia High, and situated just minutes from the shopping and dining of The Grove at Isleworth and Restaurant Row, this distinctive home delivers a rare combination of space, flexibility, and character all in a desirable, downtown Windermere location.

101 Lee Street, Windermere

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