Home in 101 Lee St Windermere for sale with MLS# O6437573
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 St, Windermere, FL 34786
- Price:
- $1,395,000.00
- Original List Price:
- $0.00
- List Price per Sq Ft (Calculated, Approx.):
- $333.25
- Listing Type:
- For Sale
- Status:
- Coming Soon
- Listing Category:
- Residential
- Property Type:
- Single Family House
- MLS Number:
- O6437573
- Bedrooms:
- 5
- Bathrooms Total:
- 4
- Full Bath:
- 4
- Additional Rooms:
- Interior In-law Suite W/private Entry
- Living Area:
- 4,186 Sqft
- Built-Up Area:
- 5,791 Sqft
- Lot Area:
- 18,138 Sqft
- Building Area Source:
- Public Records
- Living Area Source:
- Public Records
- Lot Features:
- Landscaped
- Lot Size Acres:
- 0.42
- Waterfront:
- No
- Private Pool
- Swimming Pool Features:
- Gunite, In Ground, Screen Enclosure, Lighting
- Security:
- Smoke Detector(s)
- Furnished:
- Unfurnished
- Appliances:
- Dryer, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Cooktop, Built-in Oven, Gas Water Heater, Bar Fridge
- Interior:
- Eat-in Kitchen, High Ceilings, Walk-In Closet(s), Wet Bar, Ceiling Fans(s), Thermostat
- Exterior:
- Balcony, Lighting, Private Mailbox, Rain Gutters, Private Entrance
- Patio and Porch:
- Patio, Screened, Covered
- Windows:
- Shades
- Laundry:
- Inside, Laundry Room
- Fireplace
- Fireplace:
- Gas, Family Room
- Air Conditioning System:
- Zoned, Central Air
- Heating System:
- Central, Electric
- Vegetation and Trees:
- Trees/landscaped, Mature Landscaping
- Property Entrance Faces:
- East
- Other Equipment:
- Irrigation Equipment, Private Entrance
- Water Access
- Water Access Features:
- Lake - Chain Of Lakes
- Water Extras
- Water Extra Details:
- Boat Ramp - Private
- Year Built:
- 1978
- Roof:
- Shingle
- Levels:
- Three Or More
- Construction Materials:
- Frame, Stucco
- Flooring:
- Tile, Wood
- Foundation Details:
- Slab
- Flood Zone Code:
- X
- Homestead Property
- Tax Annual Amount:
- $11,692.57
- Tax Year:
- 2025
- Garage
- Garage Spaces:
- 2
- Attached Garage
- Parking Features:
- Driveway, Garage Door Opener, Garage Faces Side
- Sewer:
- Septic Tank
- Utilities Available:
- Cable Available, Electricity Connected, Natural Gas Connected, Water Connected, Public, Broadband/High Speed Internet Available
- Water Source:
- Public
- Minimum Lease Term:
- 7 Months
- Pets Allowed?
- Subdivision Name:
- TOWN OF WINDERMERE
- Community Features:
- Park, Tennis Court(s), Golf Carts Ok
- Senior Community:
- No
- Listing Terms Considered by Seller:
- Cash, Conventional, VA Loan
- Occupant Type:
- Vacant
- Lease Considered:
- Yes
- Tax Legal Description:
- REPLAT OF TOWN OF WINDERMERE Q/39 LOT 176
- Real Estate Folio Number (Parcel Number):
- 07-23-28-9332-01-760
- Zoning:
- WND-SFR
- Title to the property is held by owner as:
- Fee Simple
- Elementary School:
- Riverside (miami-dade)
- High School:
- Olympia High
- Middle Or Junior School:
- Gotha Middle
- Originally published on:
- September 1, 2026 8:08 pm
- Listing Agreement executed on:
- August 28, 2026
- Listing Status Last Changed On:
- September 1, 2026 8:08 pm
- Photos updated on:
- September 1, 2026 8:45 pm
- Last Modified:
- September 2, 2026 10:52 am
- Courtesy of:
- STOCKWORTH REALTY GROUP
- Attribution:
- 407-909-5900
- Road Surface Type:
- Dirt
- Street Name:
- LEE
- Street Number:
- 101
- City:
- WINDERMERE
- State:
- Florida
- Zip Code:
- 34786
- County:
- Orange
- Latitude:
- N28° 29' 41.7''
- Longitude:
- W82° 28' 17.7''
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Neighborhood Stats
Source: U.S. Census Bureau, ACS 5-Year Estimates
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