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 is renowned for its serene landscapes, luxurious homes, and a vibrant atmosphere that perfectly blends suburban charm with modern conveniences. Windermere is more than just a place to live; it’s a lifestyle defined by its stunning surroundings and close-knit community spirit.

One of the standout features of Windermere is its array of homes that boast park community features. Imagine waking up to the gentle rustle of leaves and the cheerful sounds of children playing just outside your window. These thoughtfully designed homes are set within carefully planned neighborhoods that prioritize green spaces, parks, and recreational areas. Whether you’re strolling along tree-lined paths, enjoying a leisurely picnic in the park, or engaging in friendly games at the community playground, Windermere offers a wealth of outdoor activities for residents of all ages.

Windermere’s prime location provides easy access to top-rated schools, upscale shopping, and fine dining, making it an ideal choice for families and professionals alike. The community fosters a sense of belonging, where neighbors become friends and shared experiences create lasting memories.

With its stunning homes, beautiful parks, and a welcoming atmosphere, the Town of Windermere is the perfect place to call home. Discover the magic of Windermere, where your dream lifestyle awaits amidst the beauty of Florida’s natural landscape. Let’s embark on your journey to find the perfect home in this idyllic community!

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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