Searching on:
- Subdivision Like Windermere
Single Family
- Price: $4,899,000.00
- Price sqft: $504.53 / sqft
- Days On Market: 167
- 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: $2,500,000.00
- Price sqft: $456.45 / sqft
- Days On Market: 24
- 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: $2,475,000.00
- Price sqft: $395.87 / sqft
- Previous Price: $2,499,000
- Last Price Change: 09/02/25
- Days On Market: 175
- 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
-
- 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: 53
- 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: 265
- 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: $1,799,000.00
- Price sqft: $335.95 / sqft
- Days On Market: 87
- 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: 31
- 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: $1,490,000.00
- Price sqft: $333.04 / sqft
- Days On Market: 54
- 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: $1,490,000.00
- Price sqft: $367.18 / sqft
- Previous Price: $1,590,000
- Last Price Change: 06/06/25
- Days On Market: 213
- Bedrooms: 6
- Baths: 5
- Garage / Parking Spaces: 2
- Bldg sqft: 4058
- Acreage: 0.20 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2017
MLS#: O6277780
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Isle
- Provided by: WRA BUSINESS & REAL ESTATE
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- DMCA Notice
Description
- This stunning luxury home, located in the prestigious **Windermere Isle** community, was the **model home of the neighborhood**, making it the most beautiful and refined property in the area. Designed
Single Family
- Price: $1,440,000.00
- Price sqft: $273.97 / sqft
- Previous Price: $1,450,000
- Last Price Change: 09/05/25
- Days On Market: 27
- Bedrooms: 6
- Baths: 5
- Garage / Parking Spaces: 3
- Bldg sqft: 5256
- Acreage: 1.15 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2000
MLS#: G5100638
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Downs Ph 03
- Elementary School: Thornebrooke Elem
- Middle School: Gotha Middle
- High School: Olympia High
- Provided by: HOMESMART
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- DMCA Notice
Description
- Beautifully designed 6 bedroom, 4.5 bath home on over one acre in the highly sought after community of Windermere. A long circular driveway leads to an elegant front entry and welcoming foyer with tho
