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, a picturesque gem nestled in Orange County, Florida. Known for its serene lakes and lush landscapes, Windermere offers a unique blend of small-town charm and modern conveniences, making it one of the most sought-after communities in the Orlando area.

Windermere is renowned for its stunning homes that boast exquisite architectural designs and meticulously landscaped properties. One of the standout features of many residences in this charming subdivision is the private mailbox exterior. Imagine pulling up to your home and seeing a beautifully crafted mailbox that complements the aesthetic of your property, adding a touch of elegance and personalization to your entrance. These private mailboxes not only offer convenience but also enhance the overall curb appeal of your home, making a statement to visitors and passersby alike.

In addition to its beautiful homes, Windermere is surrounded by a wealth of recreational opportunities. The town is dotted with scenic parks, nature trails, and pristine lakes, providing residents with ample opportunities for outdoor activities such as boating, fishing, and hiking. The close-knit community is known for its friendly atmosphere and vibrant local events, fostering a sense of belonging among residents.

Whether you’re looking for a family-friendly neighborhood, a peaceful retreat, or a place to enjoy the beauty of Florida living, Windermere has it all. Discover your dream home in this idyllic town where every day feels like a vacation!

Newest Town Of Windermere Homes with Private Mailbox Exterior Features

$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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