Searching on:
- Subdivision Like Windermere
Single Family
- Price: $4,899,000.00
- Price sqft: $504.53 / sqft
- Days On Market: 251
- 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: 73
- 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
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- 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: $2,500,000.00
- Price sqft: $307.24 / sqft
- Days On Market: 43
- Bedrooms: 6
- Baths: 7
- Garage / Parking Spaces: 3
- Bldg sqft: 8137
- Acreage: 1.00 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 1995
MLS#: O6352830
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Downs Ph 03
- Provided by: SERHANT
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- DMCA Notice
Description
- Private Resort Luxury with Butler Chain Access in Windermere Downs Set within one of Windermeres most sought after lakefront communities, this extraordinary residence offers exclusive access to the
Single Family
- Price: $2,375,000.00
- Price sqft: $379.88 / sqft
- Previous Price: $2,399,000
- Last Price Change: 11/24/25
- Days On Market: 258
- 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: $2,375,000.00
- Price sqft: $466.79 / sqft
- Previous Price: $2,425,000
- Last Price Change: 11/25/25
- Days On Market: 53
- 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
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- 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: $2,150,000.00
- Price sqft: $607.17 / sqft
- Previous Price: $2,269,500
- Last Price Change: 11/08/25
- Days On Market: 349
- 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: $1,999,000.00
- Price sqft: $355.82 / sqft
- Previous Price: $2,100,000
- Last Price Change: 11/20/25
- Days On Market: 78
- Bedrooms: 5
- Baths: 4
- Garage / Parking Spaces: 3
- Bldg sqft: 5618
- Acreage: 1.63 acres
- Pool: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front
- Year Built: 2002
MLS#: O6342354
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Pointe
- Provided by: WOODSTONE INVESTMENTS LLC
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- DMCA Notice
Description
- Priced to sell fast. Unmatched Value! The only Windermere lakefront home with boat access available under $2M. Don't miss this opportunity. Enjoy the e evenings to a breathtaking sunset at your own pr
Single Family
- Price: $1,700,000.00
- Price sqft: $317.46 / sqft
- Previous Price: $1,750,000
- Last Price Change: 11/26/25
- Days On Market: 171
- 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: $1,660,000.00
- Price sqft: $436.27 / sqft
- Previous Price: $1,750,000
- Last Price Change: 11/22/25
- Days On Market: 114
- 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 | 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: $1,585,000.00
- Price sqft: $292.33 / sqft
- Days On Market: 26
- Bedrooms: 4
- Baths: 4
- Garage / Parking Spaces: 3
- Bldg sqft: 5422
- Acreage: 0.75 acres
- Pool: Yes
- Waterfront: No
- Year Built: 1998
MLS#: O6354737
- 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
- If youve dreamed of a home that feels both timeless and tailor made for modern living, welcome to 2509 Ridgewind Way in the gated Estates at Windermere. Set on .75 acre this updated Southern estate co
