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101 LEE STREET, WINDERMERE, FL 34786

$1,395,000 · Active

MLS #O6437573

101 LEE STREET, WINDERMERE, FL 34786
Price
$1,395,000
Status
Active
Bedrooms
5
Bathrooms
4
Living area
4,186 sq ft
Home type
Single Family Residence
Year built
1978
Lot size
0.42 acres
Full bathrooms
4
Half bathrooms
0
Private pool
Yes
Waterfront
No
New construction
No
HOA
No
55+ community
No
Levels
Three Or More
County
Orange
Garage spaces
2
Annual property taxes
$11,692.57
Subdivision
TOWN OF WINDERMERE
Appliances & Equipment
Bar Fridge · Built-In Oven · Cooktop · Dishwasher · Disposal · Dryer · Gas Water Heater · Microwave · Refrigerator · Washer · Other equipment: Irrigation Equipment, Private Entrance
Bathrooms
4 total bathrooms · 4 full bathrooms
Bedrooms
5 total bedrooms
Building
Built in 1978 · Living area: 4186 · Living area units: Square Feet · Building faces East · Levels: Three Or More · Construction Materials: Stucco, Frame
Community
Golf Carts OK · Park · Tennis Court(s)
Cooling
Central Air · Zoned
Exterior Features
Patio/Porch Features: Covered, Patio, Screened · Balcony · Lighting · Private Entrance · Private Mailbox · Rain Gutters
Fireplaces
Family Room · Gas
Floors
Tile · Wood
Foundation
Slab
Garage
2 spaces
Heating
Central · Electric
Interior Features
Ceiling Fans(s) · Eat-in Kitchen · High Ceilings · Thermostat · Walk-In Closet(s) · Wet Bar
Laundry
Inside · Laundry Room
Lot
0.42 acres · Landscaped · Mature Landscaping · Trees/Landscaped
Parking
Driveway · Garage Door Opener · Garage Faces Side
Pets Policy
Allowed: Yes
Pool
Gunite · In Ground · Lighting · Screen Enclosure
Roof
Shingle
Sewer
Septic Tank
Utilities
BB/HS Internet Available · Cable Available · Electricity Connected · Natural Gas Connected · Public · Water Connected · Water Source: Public
Windows
Shades
Elementary school
Windermere Elem
Middle school
Gotha Middle
High school
Olympia High

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About this home

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.

Courtesy of STOCKWORTH REALTY GROUP 407-909-5900

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