Searching on:
- Subdivision Like Windermere Town
- 1
Single Family
- Price: $4,899,000.00
- Price sqft: $504.53 / sqft
- Days On Market: 151
- Bedrooms: 7
- Baths: 11
- Garage / Parking Spaces: 3
- Bldg sqft: 9710
- Acreage: 1.09 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Beach Front,Lake
- Year Built: 2019
MLS#: O6292745
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Town
- Elementary School: Windermere Elem
- Middle School: Gotha Middle
- High School: Olympia High
- Provided by: COMPASS FLORIDA LLC
- DMCA Notice
Description
- LAKEFRONT GRANDEUR IN WINDERMERE | A MASTERPIECE ON LAKE DOWN Unveiling a rare opportunity to own an architectural masterpiece on the famed Butler Chain of Lakesa residence that redefines lakefront l
Single Family
- Price: $2,600,000.00
- Price sqft: $474.71 / sqft
- Days On Market: 7
- Bedrooms: 6
- Baths: 6
- Garage / Parking Spaces: 3
- Bldg sqft: 5477
- Acreage: 1.77 acres
- Pool: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front
- Year Built: 2024
MLS#: O6335732
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Town
- Elementary School: Windermere Elem
- Middle School: Gotha Middle
- High School: Olympia High
- Provided by: VINTAGE REALTY GROUP LLC
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- DMCA Notice
Description
- Be the 1st to live in this completely remodeled and expanded luxurious lakefront home total of 6 bedrooms 5 full baths 1 pool or guest bath primary suite & guest suite on 1st floor 4 more be
Single Family
- Price: $2,200,000.00
- Price sqft: $452.40 / sqft
- Days On Market: 37
- Bedrooms: 5
- Baths: 5
- Garage / Parking Spaces: 2
- Bldg sqft: 4863
- Acreage: 0.29 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2025
MLS#: O6322270
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Town
- Elementary School: Windermere Elem
- Middle School: Gotha Middle
- High School: Olympia High
- Provided by: COMPASS FLORIDA LLC
-
- DMCA Notice
Description
- Under Construction. Extraordinary new construction estate by renowned builder Davila Homes, nestled in the heart of Downtown Windermere. Meticulously designed and artfully executed, this five bedroom,
Single Family
- Price: $2,150,000.00
- Price sqft: $607.17 / sqft
- Previous Price: $2,269,500
- Last Price Change: 08/19/25
- Days On Market: 249
- Bedrooms: 3
- Baths: 3
- Garage / Parking Spaces: 2
- Bldg sqft: 3541
- Acreage: 1.43 acres
- Pool: No
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Privileges
- Year Built: 1974
MLS#: O6263552
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Town Rep
- Elementary School: Windermere Elem
- Middle School: Gotha Middle
- High School: Olympia High
- Provided by: PREMIER SOTHEBYS INT'L REALTY
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- DMCA Notice
Description
- One or more photo(s) has been virtually staged. Back on market buyers home sale contingency did not clear. Inspection and appraisal were completed satisfactorily, no fault of the seller or property.
Single Family
- Price: $1,875,000.00
- Price sqft: $377.72 / sqft
- Previous Price: $1,895,000
- Last Price Change: 07/11/25
- Days On Market: 306
- Bedrooms: 4
- Baths: 5
- Garage / Parking Spaces: 2
- Bldg sqft: 4964
- Acreage: 0.29 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2019
MLS#: O6250631
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Town
- Elementary School: Windermere Elem
- Middle School: Gotha Middle
- High School: Olympia High
- Provided by: CORCORAN PREMIER REALTY
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- DMCA Notice
Description
- RARE FIND IN DOWNTOWN WINDERMERE!! This immaculate home defines where luxury meets contemporary, nestled in the heart of downtown Windermere. Pull up into your drive of Italian laced pavers and enter
Single Family
- Price: $1,750,000.00
- Price sqft: $459.92 / sqft
- Days On Market: 15
- 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 Middle
- High School: Olympia High
- Provided by: COLDWELL BANKER RESIDENTIAL RE
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- DMCA Notice
Description
- Luxury Lakefront Living in Downtown Windermere. Dont miss this rare opportunity to live on the pristine shores of Lake Bessie, just moments from charming Downtown Windermere. Perfectly positioned in
Single Family
- Price: $1,300,000.00
- Price sqft: $392.87 / sqft
- Days On Market: 42
- Bedrooms: 4
- Baths: 4
- Garage / Parking Spaces: 2
- Bldg sqft: 3309
- Acreage: 0.29 acres
- Pool: Yes
- Waterfront: No
- Year Built: 1989
MLS#: O6326261
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Town
- Elementary School: Windermere Elem
- Middle School: Gotha Middle
- High School: Olympia High
- Provided by: EXECUTIVE PROPERTIES
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- DMCA Notice
Description
- Modern upgrades meet timeless Windermere charm in this fully reimagined four bedroom, three and a half bath home, just steps from Lake Bessie. Set on a beautifully manicured corner lot with no HOA, th
Single Family
- Price: $979,000.00
- Price sqft: $358.35 / sqft
- Previous Price: $999,000
- Last Price Change: 08/19/25
- Days On Market: 81
- Bedrooms: 3
- Baths: 2
- Garage / Parking Spaces: 2
- Bldg sqft: 2732
- Acreage: 0.39 acres
- Pool: No
- Waterfront: No
- Year Built: 1984
MLS#: O6313903
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Town
- Provided by: SUNDIAL REAL ESTATE LLC
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- DMCA Notice
Description
- Prime Windermere Location! Fully Renovated and Move In Ready! Dont miss this beautifully updated 3 bedroom, 2 bath home nestled in the heart of Windermere. Situated on an oversized, fully fenced lot,
Single Family
- Price: $890,000.00
- Price sqft: $254.65 / sqft
- Days On Market: 44
- Bedrooms: 4
- Baths: 2
- Garage / Parking Spaces: 2
- Bldg sqft: 3495
- Acreage: 0.38 acres
- Pool: No
- Waterfront: No
- Year Built: 1986
MLS#: O6315742
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Town
- Elementary School: Windermere Elem
- Middle School: Gotha Middle
- High School: Olympia High
- Provided by: VINTAGE REALTY GROUP LLC
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- DMCA Notice
Description
- Great Open Floorplan 1 Story Ranch Large Covered Rear Screened Porch 4 bedrooms 2 baths Vaulted Ceilings Large Fenced Lot Located on the East side of Main Street and 1 House South of Con
Rental
- Price: $6,450.00
- Price sqft: $2.02 / sqft
- Previous Price: $6,500
- Last Price Change: 06/30/25
- Days On Market: 206
- 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
- Executive rental pool home located in the charming town of Windermere! The location is just two block from Main st and all that downtown Windermere has to offer! This single story, 4 bedroom (2 primar
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