Town Of Windermere Homes with Lake Front Water Frontage

Town Of Windermere Homes with Lake Front Water Frontage

Welcome to the enchanting Town of Windermere, a hidden gem nestled in the heart of Orange County, Florida. Known for its serene beauty and picturesque landscapes, Windermere is a premier destination for those seeking a peaceful yet vibrant community. This charming town is characterized by its stunning lakes, lush greenery, and a warm sense of community, making it the perfect place to call home.

One of the standout features of Windermere is its exquisite lakefront properties. Imagine waking up every morning to breathtaking views of shimmering waters, where the gentle lapping of waves becomes your daily soundtrack. Homes with lakefront waterfrontage in Windermere offer not just a residence but a lifestyle defined by tranquility and outdoor adventure. Whether you're an avid boater, fisherman, or simply enjoy the beauty of nature, living by the lake provides endless opportunities for recreation and relaxation.

The architecture in this area is as diverse as its residents, with stunning estates and charming cottages that reflect the rich history and modern elegance of Windermere. Many homes boast private docks, expansive yards, and outdoor living spaces perfect for entertaining, all while enjoying the stunning sunsets that paint the sky in vibrant hues.

Windermere is not just about breathtaking homes; it also offers a tight-knit community with excellent schools, local shops, and delightful dining options. With easy access to the bustling city of Orlando, you can enjoy the best of both worlds—peaceful living and vibrant city life.

Discover your dream home in Windermere, where every day feels like a vacation. Embrace the lakefront lifestyle and experience the charm of this idyllic Florida town!

Newest Town Of Windermere Homes with Lake Front Water Frontage

$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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