Town Of Windermere Homes with Three+ Story Property Description

Town Of Windermere Homes with Three+ Story Property Description

Welcome to the enchanting Town of Windermere, nestled in the heart of Orange County, Florida. Known for its picturesque landscapes and serene lakes, this charming community offers a unique blend of tranquility and sophistication. With its lush greenery, scenic waterfronts, and a friendly atmosphere, Windermere is the perfect place to call home.

One of the standout features of this delightful town is its diverse range of housing options, particularly the stunning three-plus story homes that grace the area. These architectural gems not only provide ample living space but also offer breathtaking views of the surrounding natural beauty. Imagine waking up each morning to panoramic vistas of shimmering lakes and vibrant sunsets from your own private balcony.

These spacious homes often feature open floor plans that seamlessly blend indoor and outdoor living, perfect for entertaining family and friends. High ceilings, gourmet kitchens, and luxurious master suites are just a few of the exquisite details you can expect in these properties. Additionally, many of these homes come equipped with modern amenities, including energy-efficient appliances and smart home technology, ensuring a comfortable and convenient lifestyle.

Living in Windermere means enjoying a close-knit community with top-rated schools, boutique shopping, and delightful dining options just a stone's throw away. Whether you’re taking a leisurely stroll along the lakeside or participating in local events, the Town of Windermere offers a lifestyle that’s both active and relaxed. Discover your dream home in this idyllic setting and experience the magic of Windermere for yourself!

Newest Town Of Windermere Homes with Three+ Story Property Description

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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