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 community nestled in the heart of Orange County, Florida. Known for its stunning landscapes and serene lakes, Windermere offers a unique blend of small-town charm and upscale living. This idyllic town is not just a place to call home; it's a lifestyle that embraces the beauty of nature and the joy of community.

One of the standout features of Windermere is its golf cart-friendly atmosphere. Here, residents can enjoy the convenience of cruising through the neighborhood in their golf carts, making it easy to access local parks, shops, and dining options. Imagine a sunny afternoon, where you can hop on your golf cart and take a leisurely ride to the nearby Windermere Town Square, filled with delightful boutiques and charming eateries.

The homes in Windermere are as diverse as the community itself, ranging from luxurious estates to cozy family residences. Each property reflects the unique character of the area, often featuring lush landscaping and stunning views of the surrounding lakes and golf courses. With a strong sense of community, residents often gather for events and activities, fostering friendships and creating lasting memories.

Windermere is also known for its excellent school district and family-friendly amenities, making it a perfect place for families looking to settle down. Whether you're an outdoor enthusiast, a golf lover, or someone who simply appreciates the beauty of Florida living, the Town of Windermere is a hidden gem waiting to be discovered. Embrace the charm, community, and lifestyle that this remarkable town has to offer!

Newest Town Of Windermere Homes with Golf Carts OK Community Features

101 Lee Street, Windermere
$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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