Town Of Windermere Homes with Boatable Water Water Frontage

Town Of Windermere Homes with Boatable Water Water Frontage

Welcome to the enchanting Town of Windermere, nestled in the heart of Orange County, Florida. This picturesque community is renowned for its stunning lakes, lush landscapes, and a lifestyle that embraces both tranquility and adventure. With its charming streets and friendly atmosphere, Windermere is the perfect place to call home.

One of the standout features of this idyllic town is its prime access to boatable water. Imagine waking up each morning to the gentle sounds of lapping waves and the breathtaking views of serene lakes right outside your window. Homes with boatable water frontage in Windermere offer not just a residence, but a lifestyle filled with aquatic adventures. Whether you're an avid boater, fisherman, or simply enjoy the beauty of waterfront living, these properties provide the perfect backdrop for your dreams.

Windermere boasts an array of stunning homes that cater to various tastes and preferences, from elegant estates to cozy family residences. Many of these homes come equipped with private docks, allowing you to effortlessly launch your boat for a day of exploration on the water. The community also features numerous parks and recreational areas, making it easy to enjoy a leisurely afternoon by the lake or engage in outdoor activities with family and friends.

With its blend of natural beauty, vibrant community spirit, and the allure of boatable water, the Town of Windermere is a hidden gem waiting to be discovered. Experience the joys of lakeside living and make your dream home a reality in this captivating corner of Florida.

Newest Town Of Windermere Homes with Boatable Water Water Frontage

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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