Searching on:
- Subdivision Like Windermere Town
- Listing Status = Active
- 1
Single Family
- Price: $2,175,000.00
- Price sqft: $427.48 / sqft
- Previous Price: $2,275,000
- Last Price Change: 01/13/26
- Days On Market: 117
- Bedrooms: 4
- Baths: 5
- Garage / Parking Spaces: 3
- Bldg sqft: 5088
- Acreage: 0.74 acres
- Pool: No
- Waterfront: No
- Year Built: 2025
MLS#: O6350454
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Town Rep
- Provided by: TALENT REALTY SOLUTIONS
- DMCA Notice
Description
- Seller is Motivated and open to negotiate! Luxury new construction lakefront home in Windermere, newly completed. Situated on Lake Bessie, this modern custom residence delivers architectural elegance,
Single Family
- Price: $1,660,000.00
- Price sqft: $436.27 / sqft
- Previous Price: $1,750,000
- Last Price Change: 10/21/25
- Days On Market: 179
- Bedrooms: 5
- Baths: 4
- Garage / Parking Spaces: 2
- Bldg sqft: 3805
- Acreage: 0.23 acres
- Pool: No
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front
- Year Built: 1913
MLS#: O6333319
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Town
- Elementary School: Windermere Elem
- Middle School: Gotha
- High School: Olympia
- Provided by: COLDWELL BANKER RESIDENTIAL RE
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- DMCA Notice
Description
- Luxury Lakefront Living in Downtown Windermere | Fresh Opportunity on Lake Bessie. Welcome to your private slice of lakefront paradise on Lake Bessie, where luxury living meets laid back charm in the
Single Family
- Price: $1,224,000.00
- Price sqft: $369.90 / sqft
- Days On Market: 46
- Bedrooms: 4
- Baths: 4
- Garage / Parking Spaces: 2
- Bldg sqft: 3309
- Acreage: 0.29 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 1989
MLS#: O6368253
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Town
- Elementary School: Windermere Elem
- Middle School: Gotha
- High School: Olympia
- Provided by: THE AGENCY FL
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- DMCA Notice
Description
- Modern sophistication and timeless Windermere charm come together in this fully reimagined residence located just steps from Lake Bessie and the heart of Windermere Town. Set on a beautifully landscap
Single Family
- Price: $1,100,000.00
- Price sqft: $509.02 / sqft
- Previous Price: $1,199,999
- Last Price Change: 01/17/26
- Days On Market: 36
- Bedrooms: 4
- Baths: 2
- Garage / Parking Spaces: 2
- Bldg sqft: 2161
- Acreage: 0.37 acres
- Pool: Yes
- Waterfront: No
- Year Built: 1969
MLS#: O6369696
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Town
- Elementary School: Windermere Elem
- Middle School: Gotha
- High School: Olympia
- Provided by: STOCKWORTH REALTY GROUP
-
- DMCA Notice
Description
- Located within the coveted town limits of Windermere, this completely updated four bedroom, two bath residence offers a rare combination of modern comfort, outdoor living, and the timeless character t
Single Family
- Price: $885,000.00
- Price sqft: $305.91 / sqft
- Days On Market: 72
- Bedrooms: 2
- Baths: 2
- Garage / Parking Spaces: 3
- Bldg sqft: 2893
- Acreage: 0.38 acres
- Pool: No
- Waterfront: No
- Year Built: 1915
MLS#: O6362356
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Town
- Elementary School: Windermere Elem
- Middle School: Gotha
- High School: Olympia
- Provided by: UPSIDE REAL ESTATE INC
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- DMCA Notice
Description
- Back on the Market. Buyer unable to secure financing. Step into a storybook cottage tucked in the heart of Windermere, where history whispers through every room and morning light dances across origi
Rental
- Price: $6,500.00
- Price sqft: $1.32 / sqft
- Previous Price: $6,750
- Last Price Change: 01/13/26
- Days On Market: 62
- Bedrooms: 5
- Baths: 4
- Garage / Parking Spaces: 2
- Bldg sqft: 4928
- Acreage: 0.23 acres
- Pool: No
- Waterfront: No
- Year Built: 1913
MLS#: O6364016
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Town
- Elementary School: Windermere Elem
- Middle School: Gotha
- High School: Olympia
- Provided by: COLDWELL BANKER RESIDENTIAL RE
-
- DMCA Notice
Description
- One or more photo(s) has been virtually staged. Luxury Lakefront Executive Rental | Downtown Windermere | Lake Bessie. Now offered at an exceptional value, this rare luxury lakefront rental in Downt
Rental
- Price: $5,900.00
- Price sqft: $1.85 / sqft
- Previous Price: $6,000
- Last Price Change: 10/23/25
- Days On Market: 370
- Bedrooms: 4
- Baths: 3
- Garage / Parking Spaces: 2
- Bldg sqft: 3190
- Acreage: 0.38 acres
- Pool: Yes
- Waterfront: No
- Year Built: 1968
MLS#: O6275058
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Town
- Provided by: MAINFRAME REAL ESTATE
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- DMCA Notice
Description
- Available for lease, this refined single story pool residence is located in the Town of Windermere, just moments from Main Street and the downtown districts dining, shopping, and community amenities.
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