Pablo Farias

Pablo Farias Consultor Imobiliário Licenciado 🇺🇸

$1,300,000.00
101 LEE STREET, WINDERMERE, FL - 34786
5 beds
4.0 baths
4,186 sqft
$1,300,000.00
101 LEE STREET, WINDERMERE, FL - 34786
Pablo Farias
$1,300,000.00
5 beds
4.0 baths
4,186 sqft
101 LEE STREET, WINDERMERE, FL - 34786
For Sale
Photo 1
  • Built in 1978
  • 2 garage spaces
  • $310.56/sqft
  • Lot size: 18,138 sqft
  • 51 days on market

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.

  • Directions: CONROY-WINDERMERE RD...TURNS INTO 6TH AVE...TURN RIGHT ONTO LEE STREET. HOME IS ON THE LEFT.
  • County: Orange
  • Geo subdivision: TOWN OF WINDERMERE

Nearby Schools

Windermere Elem

Gotha Middle

Olympia High

Features

Financial

Let's get in touch!

Pablo Farias

Pablo Farias

Consultor Imobiliário Licenciado 🇺🇸

See also

For Sale
2106 STILLINGTON STREET, ORLANDO, FL - 32835
$1,198,900.00
5 bds
3.5 ba
3,837 sqft
2106 STILLINGTON STREET, ORLANDO, FL - 32835
For Sale
1700 LAKE ROBERTS COURT, WINDERMERE, FL - 34786
$1,299,900.00
5 bds
4.0 ba
3,929 sqft
1700 LAKE ROBERTS COURT, WINDERMERE, FL - 34786
For Sale
8142 LAKE SERENE DRIVE, ORLANDO, FL - 32836
$1,195,000.00
5 bds
5.0 ba
3,890 sqft
8142 LAKE SERENE DRIVE, ORLANDO, FL - 32836
Stellar MLS
  • Source: Stellar MLS
  • MLS #: O6437573
Listing updated: November 1, 2026 at 7:05PM
Listing provided by: Julie Bettosini, PA, STOCKWORTH REALTY GROUP
Last checked 5 days ago
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