101 Lee Street, Windermere, FL 34786

$1,395,000
5
BD
4
BA
4,186
SqFt

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List Price
$1,395,000
Status
Active
Days on Market
0
MLS#
O6437573
Property Style
Single Family
Year Built
1978
Bedrooms
5
Bathrooms
4
Living Area
4,186
Lot Size
18,138
Acres
0.42
Total Acreage
1/4 to less than 1/2
Legal Subdivision Name
Town Of Windermere
MLS Area Major
Windermere

Property Description

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.

Additional Information

Taxes
$11692
Minimum Lease
7 Months
Location
Landscaped
Community Features
Golf Carts OK, Park, Tennis Court(s), No Deed Restriction
Property Description
Three+ Story
Zoning
WND-SFR
Interior Layout
Ceiling Fans(s), Eat-in Kitchen, High Ceilings, Thermostat, Walk-In Closet(s), Wet Bar
Interior Features
Ceiling Fans(s), Eat-in Kitchen, High Ceilings, Thermostat, Walk-In Closet(s), Wet Bar
Floor
Tile, Wood
Appliances
Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Refrigerator, Washer
Utilities
BB/HS Internet Available, Cable Available, Electricity Connected, Natural Gas Connected, Public, Water Connected
Heating
Central, Electric
Air Conditioning
Central Air, Zoned
Fireplace Description
Family Room, Gas
Exterior Construction
Stucco, Frame
Exterior Features
Balcony, Lighting, Private Entrance, Private Mailbox, Rain Gutters
Roof
Shingle
Foundation
Slab
Pool
Private
Pool Type
Gunite, In Ground, Lighting, Screen Enclosure
Garage Carport
2 Car Garage
Garage Spaces
2
Garage Features
Driveway, Garage Door Opener, Garage Faces Side
Elementary School
Windermere Elem
Middle School
Gotha Middle
High School
Olympia High
Water Extras
Boat Ramp - Private
Water Access
Lake - Chain of Lakes
Pets
Allowed
Flood Zone Code
X
Parcel ID
07-23-28-9332-01-760
Legal Description
REPLAT OF TOWN OF WINDERMERE Q/39 LOT 176

Listing courtesy of STOCKWORTH REALTY GROUP. 407-909-5900

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