Town Of Windermere Homes with No Deed Restriction Community Extras

Town Of Windermere Homes with No Deed Restriction Community Extras

Welcome to the charming Town of Windermere, nestled in the heart of Orange County, Florida. Known for its picturesque landscapes and serene lakes, Windermere offers a unique blend of luxury living and small-town charm. This vibrant community is perfect for families, retirees, and everyone in between, providing a tranquil escape from the hustle and bustle of nearby Orlando.

One of the standout features of Windermere is its inviting homes within the No Deed Restriction community. Here, homeowners enjoy the freedom to personalize their properties without the constraints often found in traditional subdivisions. This flexibility allows for a variety of architectural styles and landscaping choices, making each home a true reflection of its owner’s personality. Whether you envision a lush garden, a custom outdoor living space, or a unique façade, the possibilities are endless.

Windermere is not just about beautiful homes; it also offers a wealth of community extras that enhance the quality of life. Residents can take advantage of nearby parks, scenic trails, and pristine lakes for boating and fishing. The town hosts various events throughout the year, fostering a strong sense of community and camaraderie among neighbors.

Additionally, Windermere’s prime location provides easy access to top-rated schools, shopping, and dining options, ensuring that everything you need is just a stone's throw away. Embrace the Windermere lifestyle, where beautiful homes, community spirit, and the freedom of no deed restrictions come together to create an idyllic living experience. Come discover your dream home in this enchanting town!

Newest Town Of Windermere Homes with No Deed Restriction Community Extras

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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