Town Of Windermere Homes with Private Entrance Exterior Features

Town Of Windermere Homes with Private Entrance Exterior Features

Welcome to the enchanting Town of Windermere, nestled in the heart of Orange County, Florida. This picturesque community is renowned for its stunning landscapes, serene lakes, and a tight-knit atmosphere that fosters a true sense of belonging. Windermere is not just a place to live; it's a lifestyle, where outdoor adventures and community gatherings blend seamlessly.

One of the standout features of homes in this charming subdivision is the inclusion of private entrance exterior features. Imagine returning home to your own secluded oasis, where you can enjoy the luxury of privacy and tranquility. These thoughtfully designed homes boast elegant facades, lush landscaping, and inviting pathways that lead to your personal retreat. The private entrances provide a sense of exclusivity, perfect for those who value peace and quiet after a long day.

Windermere is also celebrated for its proximity to top-rated schools, boutique shopping, and gourmet dining options, making it an ideal location for families and professionals alike. With easy access to major highways and the vibrant attractions of Orlando just a short drive away, residents can enjoy the best of both worlds—serenity at home and excitement nearby.

Whether you’re seeking a spacious family home or a cozy retreat, the Town of Windermere offers a diverse selection of properties that cater to every lifestyle. Experience the charm, beauty, and community spirit of Windermere—where your dream home awaits, complete with the privacy you desire. Come and discover why Windermere is the perfect place to call home!

Newest Town Of Windermere Homes with Private Entrance Exterior Features

101 Lee Street, Windermere
$1,300,000
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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