Town Of Windermere Homes with Private Mailbox Exterior Features

Town Of Windermere Homes with Private Mailbox Exterior Features

Welcome to the charming Town of Windermere, a picturesque community nestled in the heart of Orange County, Florida. Known for its serene lakes, lush landscapes, and a close-knit atmosphere, Windermere offers a unique blend of small-town charm and modern conveniences. This idyllic town is surrounded by stunning natural beauty, making it a coveted destination for families, retirees, and anyone seeking a tranquil lifestyle just minutes away from the bustling city of Orlando.

One of the standout features of homes in Windermere is the opportunity to enjoy private mailbox exterior features. Many residences in this enchanting subdivision boast beautifully designed mailboxes that enhance curb appeal and provide a personal touch to each property. These private mailboxes not only serve a functional purpose but also reflect the unique character of the homes they adorn, creating a cohesive and inviting streetscape.

Windermere is renowned for its luxurious homes, many of which are situated along pristine lakes and offer breathtaking views. The community is characterized by its upscale neighborhoods, where residents can enjoy a variety of amenities, including parks, walking trails, and access to top-rated schools. The local shops and dining options are just a stone's throw away, ensuring that everything you need is within easy reach.

Whether you’re looking for a family home or a serene retreat, the Town of Windermere promises a lifestyle of comfort, beauty, and community. Embrace the charm of this delightful town and discover your dream home today!

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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