Town Of Windermere Homes with Park Community Features

Town Of Windermere Homes with Park Community Features

Welcome to the enchanting Town of Windermere, nestled in the heart of Orange County, Florida. This picturesque community boasts a unique blend of small-town charm and modern amenities, making it a sought-after destination for families, retirees, and everyone in between. With its lush landscapes and serene lakes, Windermere is a haven for nature lovers and outdoor enthusiasts.

One of the standout features of Windermere is its beautiful homes that are thoughtfully integrated into the community's park-like settings. Residents enjoy easy access to well-maintained parks, playgrounds, and walking trails that encourage a healthy and active lifestyle. Imagine taking a leisurely stroll through the scenic pathways, enjoying the gentle breeze while the kids play in the nearby playgrounds or splash around in the community pool. These park community features truly enhance the quality of life for Windermere residents.

The homes in Windermere reflect a variety of architectural styles, catering to diverse tastes and preferences. From charming single-family homes to luxurious estates, there’s something for everyone in this vibrant community. Each property is designed with comfort and style in mind, often featuring spacious layouts, modern amenities, and beautiful outdoor spaces perfect for entertaining or relaxing.

Windermere also offers a strong sense of community, with various events and activities throughout the year that bring neighbors together. Whether you're enjoying a weekend farmers' market or participating in a holiday celebration, you’ll quickly feel at home in this welcoming town. Experience the magic of Windermere and discover the perfect place to call home!

Newest Town Of Windermere Homes with Park 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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