Searching on:
- Subdivision Like Windermere
Single Family
- Price: $4,899,000.00
- Price sqft: $504.53 / sqft
- Days On Market: 188
- 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 Privileges
- 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: $3,200,000.00
- Price sqft: $822.83 / sqft
- Days On Market: 11
- Bedrooms: 4
- Baths: 5
- Garage / Parking Spaces: 2
- Bldg sqft: 3889
- Acreage: 0.44 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2026
MLS#: O6345197
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes Middle
- High School: Olympia High
- Provided by: REAL BROKER, LLC
-
- DMCA Notice
Description
- Pre construction. To be built. Pre construction. To be built. Pre construction | to be built | designed for unparalleled luxury discover an extraordinary opportunity to own a masterfully designed luxu
Single Family
- Price: $2,425,000.00
- Price sqft: $387.88 / sqft
- Days On Market: 195
- Bedrooms: 5
- Baths: 5
- Garage / Parking Spaces: 3
- Bldg sqft: 6252
- Acreage: 0.51 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 1995
MLS#: O6290296
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Town
- Elementary School: Windermere Elem
- Middle School: Gotha Middle
- High School: Olympia High
- Provided by: UPSIDE REAL ESTATE INC
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- DMCA Notice
Description
- Step inside this beautifully updated home where clean lines, soaring ceilings, and two story windows fill every corner with natural light. A floating staircase makes a stunning first impression, while
Single Family
- Price: $2,200,000.00
- Price sqft: $452.40 / sqft
- Days On Market: 74
- 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: 08/27/25
- Days On Market: 286
- 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: $1,770,000.00
- Price sqft: $330.53 / sqft
- Previous Price: $1,799,000
- Last Price Change: 09/25/25
- Days On Market: 108
- Bedrooms: 5
- Baths: 4
- Garage / Parking Spaces: 3
- Bldg sqft: 5355
- Acreage: 1.89 acres
- Pool: Yes
- Community Pool: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front
- Year Built: 2006
MLS#: O6316774
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Lakes Windermere Ph 01 49 108
- Elementary School: Sunset Park Elem
- Middle School: Horizon West Middle School
- High School: Windermere High School
- Provided by: KELLER WILLIAMS CLASSIC
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- DMCA Notice
Description
- Discover the only single story lakefront home available under $2 million on the prestigious Lake Sawyer. This rare opportunity offers unmatched privacy, breathtaking views, and true single level luxur
Single Family
- Price: $1,750,000.00
- Price sqft: $459.92 / sqft
- Days On Market: 52
- 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: $1,650,000.00
- Price sqft: $284.93 / sqft
- Days On Market: 5
- Bedrooms: 5
- Baths: 4
- Garage / Parking Spaces: 2
- Bldg sqft: 5791
- Acreage: 0.42 acres
- Pool: Yes
- Waterfront: No
- Year Built: 1978
MLS#: O6344558
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Town Rep
- Elementary School: Windermere Elem
- Middle School: Horizon West Middle School
- High School: Windermere High School
- Provided by: ISLEWORTH REALTY LLC
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- DMCA Notice
Description
- A new long elegantly paved driveway leads up to this beautifully updated 5 bedroom, 4,200 sq. ft. home in the charming Town of Windermere. With lush views of established landscaping & surrounding tree
Single Family
- Price: $1,490,000.00
- Price sqft: $333.04 / sqft
- Previous Price: $1,545,000
- Last Price Change: 09/27/25
- Days On Market: 75
- Bedrooms: 4
- Baths: 4
- Garage / Parking Spaces: 3
- Bldg sqft: 4474
- Acreage: 0.74 acres
- Pool: Yes
- Waterfront: No
- Year Built: 1993
MLS#: O6327225
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Reserve
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes Middle
- High School: Olympia High
- Provided by: THE BOSCH GROUP
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- DMCA Notice
Description
- Nestled in the true town of windermere is this absolutely stunning, meticulously maintained pool home with tall ceilings and lots of land surrounding you on both sides! Majestic mature oaks on a priva
Single Family
- Price: $1,399,000.00
- Price sqft: $287.98 / sqft
- Days On Market: 31
- Bedrooms: 6
- Baths: 4
- Garage / Parking Spaces: 3
- Bldg sqft: 4858
- Acreage: 0.63 acres
- Pool: Yes
- Waterfront: No
- Year Built: 1997
MLS#: O6337719
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Estates At Windermere
- Elementary School: Lake Whitney Elem
- Middle School: SunRidge Middle
- High School: West Orange High
- Provided by: COMPASS FLORIDA LLC
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- DMCA Notice
Description
- Nestled within the gates of The Estates at Windermerea community of just 67 homes known for its oak lined streets and quiet elegancethis Victorian jewel balances architectural romance with modern day
