Town Of Windermere Homes with Private Mailbox Exterior Features

Town Of Windermere Homes with Private Mailbox Exterior Features

Welcome to the enchanting Town of Windermere, nestled in the heart of Orange County, Florida. This picturesque community is renowned for its charming landscapes, serene lakes, and a close-knit atmosphere that makes it a perfect place to call home. With its lush greenery and stunning views, Windermere offers a unique blend of suburban tranquility and vibrant local culture.

One of the standout features of homes in this delightful subdivision is the private mailbox exterior. These charming mailboxes not only add to the aesthetic appeal of the neighborhood but also provide a sense of individuality and pride for residents. Each home showcases its personality through these personalized mailboxes, creating a warm and inviting streetscape that reflects the community's spirit.

Living in Windermere means enjoying a wealth of recreational opportunities, from scenic parks and walking trails to the sparkling waters of the nearby lakes. The town is also home to top-rated schools, boutique shops, and delightful dining options, ensuring that everything you need is just a stone's throw away.

Windermere is more than just a location; it's a lifestyle. Whether you're seeking a family-friendly environment or a peaceful retreat, this charming town has something for everyone. With homes featuring private mailbox exteriors, you can experience the perfect blend of elegance and community spirit. Discover your dream home in Windermere today, and embrace the beauty of Florida living!

Newest Town Of Windermere Homes with Private Mailbox 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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