Windermere, FL · Single Family Residence
101 Lee St
Active · MLS MFRO6437573 · Listed by STOCKWORTH REALTY GROUP · 407-909-5900.
THE SETTING, AND THE DETAILS
A closer look.
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.
The details that help you decide.
Details supplied with the listing. Information that was not provided is marked below.
Home essentials
- Price per square foot
- $333
- Full bathrooms
- 4
- Half bathrooms
- 0
- Heated living area
- 4186
- Lot size (acres)
- 0.42
- Lot size (sq ft)
- 18138
- Year built
- 1978
- Property type
- Residential
- Property style
- Not provided
Interior & rooms
- Interior features
- Ceiling Fans(s), Eat-in Kitchen, High Ceilings, Thermostat, Walk-In Closet(s), Wet Bar
- Appliances
- Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Refrigerator, Washer
- Flooring
- Tile, Wood
- Additional rooms
- Interior In-Law Suite w/Private Entry
Land, water & community
- Waterfront
- No
- Waterfront type
- Not provided
- Water body / lake name
- Not provided
- Water view
- Not provided
- Dock
- Not provided
- Dock features
- Not provided
- Other views
- Not provided
- Lot features
- Landscaped
- Exterior features
- Balcony, Lighting, Private Entrance, Private Mailbox, Rain Gutters
- Community amenities
- Golf Carts OK, Park, Tennis Court(s)
- Zoning
- WND-SFR
- Current use
- Not provided
- Horse amenities
- Not provided
- Fencing
- Not provided
- Other structures
- Not provided
Pool, parking & systems
- Private pool
- Yes
- Pool features
- Gunite, In Ground, Lighting, Screen Enclosure
- Garage
- Yes
- Garage spaces
- 2
- Carport
- No
- Carport spaces
- Not provided
- Parking features
- Driveway, Garage Door Opener, Garage Faces Side
- Fireplace
- Yes
- Fireplace features
- Family Room, Gas
- Heating
- Central, Electric
- Cooling
- Central Air, Zoned
- Water supply
- Public
- Sewer
- Septic Tank
- Utilities
- BB/HS Internet Available, Cable Available, Electricity Connected, Natural Gas Connected, Public, Water Connected
Construction
- Construction materials
- Stucco, Frame
- Roof
- Shingle
- Foundation
- Slab
- Stories
- Not provided
- Levels
- Three Or More
Location & schools
- City
- WINDERMERE
- Subdivision
- TOWN OF WINDERMERE
- County
- Orange
- ZIP code
- 34786
- Elementary school
- Windermere Elem
- Middle school
- Gotha Middle
- High school
- Olympia High
Association, taxes & listing
- HOA / association
- No
- Association fee
- Not provided
- Fee frequency
- Not provided
- Included services
- Not provided
- Association amenities
- Not provided
- Additional association fee
- Not provided
- Additional fee frequency
- Not provided
- Condo fee
- Not provided
- Condo fee frequency
- Not provided
- Annual property taxes
- $11,692.57
- Tax year
- 2025
- Other annual assessments
- Not provided
- CDD
- No
- Listing status
- Active
- Days on market
- 12
- Listing broker
- STOCKWORTH REALTY GROUP
- MLS number
- MFRO6437573
Explore the area
Location supplied with the listing. Confirm boundaries and access for the property.
Listed by STOCKWORTH REALTY GROUP · MLS MFRO6437573
Source: mfrmls · Listing updated 2026-09-28 17:12:20 UTC.
Information is deemed reliable but is not guaranteed. Availability and details may change.
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