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$1,395,000
Active
101 LEE STREET
WINDERMERE, FL 34786 — TOWN OF WINDERMERE
5 Beds
4 Baths
4,186 sqft
0.42 acres
Built 1978
2-Car Garage
About This Property
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.
Property Details
Basics
- Property Type
- Residential
- Property Subtype
- Single Family Residence
- MLS Number
- O6437573
- Year Built
- 1978
- Levels
- Three Or More
- Additional Rooms
- Interior In-Law Suite w/Private Entry
- Direction Faces
- East
- Occupant Type
- Vacant
Size & Structure
- Living Area
- 4,186 sqft
- Total Area
- 5,791 sqft
- Lot Size
- 0.42 acres
- Lot Sq Ft
- 18,138 sqft
- Bedrooms
- 5
- Full Baths
- 4
- Garage Spaces
- 2
Interior
- Flooring
- Tile, Wood
- Appliances
- Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Refrigerator, Washer
- Interior Features
- Ceiling Fans(s), Eat-in Kitchen, High Ceilings, Thermostat, Walk-In Closet(s), Wet Bar
- Laundry
- Inside, Laundry Room
- Windows
- Shades
- Fireplace
- Yes — Family Room, Gas
- Furnished
- Unfurnished
- A/C
- Central Air, Zoned
- Heating
- Central, Electric
Exterior & Lot
- Exterior Features
- Balcony, Lighting, Private Entrance, Private Mailbox, Rain Gutters
- Construction
- Stucco, Frame
- Roof
- Shingle
- Foundation
- Slab
- Patio/Porch
- Covered, Patio, Screened
- Lot Features
- Landscaped
Water & Pool
- Pool
- Yes — Gunite, In Ground, Lighting, Screen Enclosure
Community & HOA
- HOA
- No
- Community Features
- Golf Carts OK, Park, Tennis Court(s)
- Pets Allowed
- Yes
- Homestead
- Yes
- Security
- Smoke Detector(s)
Utilities & Systems
- Water
- Public
- Sewer
- Septic Tank
- Utilities
- BB/HS Internet Available, Cable Available, Electricity Connected, Natural Gas Connected, Public, Water Connected
- Cooling
- Central Air, Zoned
- Heating
- Central, Electric
- Flood Zone
- X
- Parking
- Driveway, Garage Door Opener, Garage Faces Side
Financial
- List Price
- $1,395,000
- Annual Taxes
- $11,693
- Tax Year
- 2025
- Listing Terms
- Cash, Conventional, VA Loan
- Special Conditions
- None
Schools
- Elementary
- Windermere Elem
- Middle School
- Gotha Middle
- High School
- Olympia High