101 Lee Street, Windermere, FL 34786
Local realty services provided by:Better Homes and Gardens Real Estate Executive Real Estate
Listed by: julie bettosini, pa, jenny dunn
Office: stockworth realty group
MLS#:O6437573
Source:MFRMLS
Price summary
- Price:$1,300,000
- Price per sq. ft.:$224.49
About this home
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....
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Home facts
- Year built:1978
- Subdivision & Development:TOWN OF WINDERMERE
- Listing ID #:O6437573
- Added:71 day(s) ago
- Updated:November 12, 2026 at 07:03 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:4
- Full bathrooms:4
- Flooring:Tile, Wood
- Dining Description:Eat In Kitchen
- Kitchen Description:Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Eat-in Kitchen, Microwave, Refrigerator, Wet Bar
- Bedroom Description:High Ceilings, Walk-In Closet(s)
- Living area:4,186 sq. ft.
Heating and cooling
- Cooling:Central Air, Zoned
- Heating:Central, Electric
- Central air:Yes
Structure and exterior
- Roof:Shingle
- Year built:1978
- Building area:4,186 sq. ft.
- Lot area:0.42 Acres
- Lot Features:Landscaped
- Construction Materials:Frame, Stucco
- Exterior Features:Balcony, Covered Porch/Patio, Lighting, Patio, Private Mailbox, Rain Gutters, Screened
- Foundation Description:Slab
- Levels:Three Or More Story
Schools
- High school:Olympia High
- Middle school:Gotha Middle
- Elementary school:Windermere Elem
Utilities
- Water:Public, Water Connected
- Sewer:Public, Septic Tank
Finances and disclosures
- Price:$1,300,000
- Price per sq. ft.:$224.49
- Tax amount:$11,693 (2025)
Features and amenities
- Appliances:Bar Fridge, Built-in Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Irrigation Equipment, Microwave, Refrigerator, Washer
- Laundry features:Dryer, Inside, Laundry Room, Washer
- Amenities:BB/HS Internet Available, Cable Available, Ceiling Fans(s), Eat-in Kitchen, High Ceilings, Irrigation Equipment, Natural Gas Connected, Thermostat, Walk-In Closet(s), Wet Bar
- Pool features:Gunite, In Ground, Private Pool, Screen Enclosure
Parking
- Parking description:Attached Garage, Driveway, Garage Door Opener, Garage Faces Side
- Garage:Yes
- Garage spaces:2
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