Town Of Windermere Homes with Rain Gutters Exterior Features

Town Of Windermere Homes with Rain Gutters Exterior Features

Welcome to the enchanting Town of Windermere, nestled in the heart of Orange County, Florida. Known for its picturesque lakes and lush landscapes, this charming community offers a serene escape from the hustle and bustle of city life while still providing easy access to the vibrant attractions of Orlando. Windermere boasts a rich history and a tight-knit community atmosphere, making it an ideal destination for families, retirees, and everyone in between.

The homes in Windermere are a true reflection of the area's commitment to quality and aesthetics. Many properties feature beautiful rain gutters, enhancing both functionality and curb appeal. These exterior features not only protect your investment by directing rainwater away from the foundation but also add a polished look to your home's façade. Imagine relaxing on your porch, watching the rain cascade gracefully off your stylish gutters, knowing that your home is well-protected from the elements.

Windermere’s real estate market offers a diverse range of homes, from charming single-family residences to luxurious estates, all designed to fit various lifestyles and preferences. The community is surrounded by scenic parks, top-rated schools, and recreational activities, ensuring that residents enjoy a high quality of life. With its stunning views, friendly neighbors, and a strong sense of community, the Town of Windermere is more than just a place to live; it’s a place to call home. Explore your dream home in this idyllic setting today!

Newest Town Of Windermere Homes with Rain Gutters Exterior 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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