Searching on:
- City = Windermere
- Listing Status = Active
Single Family
- Price: $30,000,000.00
- Price sqft: $639.85 / sqft
- Days On Market: 1
- Bedrooms: 7
- Baths: 14
- Garage / Parking Spaces: 12
- Bldg sqft: 46886
- Acreage: 18.16 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front,Lake Privileges
- Year Built: 2011
MLS#: O6388674
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Elementary School: Thornebrooke Elem
- Middle School: Gotha
- High School: Olympia
- Provided by: DOUGLAS ELLIMAN
- DMCA Notice
Description
- Presenting Windy Ridge Estate on 18 gated acres with 614 feet of pristine frontage on Lake Down, Butler Chain of Lakes. Manicured grounds, panoramic water views, and over 50,000 SF across multiple str
Single Family
- Price: $18,500,000.00
- Price sqft: $813.97 / sqft
- Previous Price: $20,000,000
- Last Price Change: 09/13/25
- Days On Market: 369
- Bedrooms: 7
- Baths: 9
- Garage / Parking Spaces: 6
- Bldg sqft: 22728
- Acreage: 3.75 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front,Lake Privileges
- Year Built: 2014
MLS#: O6275556
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Metcalf Park Rep
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes
- High School: Olympia
- Provided by: STOCKWORTH REALTY GROUP
-
- DMCA Notice
Description
- Presenting Sunset Isle: an iconic waterfront estate compound capturing timeless elegance on Windermeres largest and most prestigious Lake Butler, offering captivating unobstructed views from its 700 f
Single Family
- Price: $14,250,000.00
- Price sqft: $1,156.75 / sqft
- Days On Market: 304
- Bedrooms: 5
- Baths: 6
- Garage / Parking Spaces: 6
- Bldg sqft: 12319
- Acreage: 1.02 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 1999
MLS#: O6304800
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Isleworth
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes
- High School: Olympia
- Provided by: ISLEWORTH REALTY LLC
-
- DMCA Notice
Description
- One or more photo(s) has been virtually staged. Exceptional in both style and scale, this extraordinary Isleworth estate represents the pinnacle of luxury living in one of the finest golf club communi
Single Family
- Price: $13,995,000.00
- Price sqft: $1,118.71 / sqft
- Days On Market: 34
- Bedrooms: 6
- Baths: 10
- Garage / Parking Spaces: 4
- Bldg sqft: 12510
- Acreage: 0.26 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2026
MLS#: O6381880
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Isleworth
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes
- High School: Olympia
- Provided by: CORCORAN PREMIER REALTY
-
- DMCA Notice
Description
- Brand new construction and fully furnished! Architecturally refined and intentionally designed by Ashley Martin Home, this custom estate is a masterclass in proportion, craftsmanship, and quiet luxury
Land
- Price: $11,800,000.00
- Days On Market: 92
- Acreage: 9.03 acres
- Pool: No
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Privileges
- Year Built: Not Available
MLS#: O6367852
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes
- High School: Olympia
- Provided by: COLDWELL BANKER RESIDENTIAL RE
-
- DMCA Notice
Description
- Exceptional development opportunity, currently r ce zoning should allow for 3 lakefront luxury home sites discover over 5+acres of waterfront land with 300 feet of pristine shoreline on lake down, par
Single Family
- Price: $11,800,000.00
- Price sqft: $1,385.63 / sqft
- Previous Price: $14,800,000
- Last Price Change: 12/17/25
- Days On Market: 146
- Bedrooms: 5
- Baths: 3
- Garage / Parking Spaces: 4
- Bldg sqft: 8516
- Acreage: 9.03 acres
- Pool: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front
- Year Built: 1980
MLS#: O6355233
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes
- High School: Olympia
- Provided by: COLDWELL BANKER RESIDENTIAL RE
-
- DMCA Notice
Description
- Exceptional DEVELOPMENT OPPORTUNITY, currently R CE zoning should allow for 3 Lakefront Luxury Home Sites Discover over 5+acres of waterfront land with 300 feet of pristine shoreline on LAKE DOWN, pa
Single Family
- Price: $9,999,000.00
- Price sqft: $1,096.14 / sqft
- Days On Market: 128
- Bedrooms: 6
- Baths: 8
- Garage / Parking Spaces: 7
- Bldg sqft: 9122
- Acreage: 2.65 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Privileges
- Year Built: 2013
MLS#: O6356355
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Keenes Pointe
- Elementary School: Windermere Elem
- Middle School: Bridgewater
- High School: Windermere
- Provided by: SOUTHERN REALTY GROUP LLC
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- DMCA Notice
Description
- Keene's Pointe Stunning lakefront home on Lake Tibet of the famed Butler Chain of Lakes. No detail was spared in this completely renovated home boasting formal living and dining rooms, family and me
Single Family
- Price: $8,995,000.00
- Price sqft: $602.32 / sqft
- Previous Price: $9,500,000
- Last Price Change: 11/15/25
- Days On Market: 350
- Bedrooms: 6
- Baths: 9
- Garage / Parking Spaces: 5
- Bldg sqft: 14934
- Acreage: 2.20 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Privileges,Riparian Rights
- Year Built: 2010
MLS#: O6294487
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Keenes Pointe
- Elementary School: Windermere Elem
- Middle School: Bridgewater
- High School: Windermere
- Provided by: PREMIER SOTHEBY'S INTL. REALTY
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- DMCA Notice
Description
- Experience luxury lakefront living on a grand scale in this custom built Modern Mediterranean estate on Lake Tibet, part of the pristine Butler Chain of Lakes. The three story residence spans 9,571 sq
Single Family
- Price: $7,595,000.00
- Price sqft: $847.56 / sqft
- Days On Market: 64
- Bedrooms: 5
- Baths: 7
- Garage / Parking Spaces: 3
- Bldg sqft: 8961
- Acreage: 0.54 acres
- Pool: Yes
- Waterfront: No
- Year Built: 1988
MLS#: O6373191
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Isleworth
- Provided by: MEMARPOURI REALTY LLC
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- DMCA Notice
Description
- Luxury living perfectly positioned along the 6th fairway in the world renowned guard gated community of Isleworth. This exceptional estate offers over 6,900 square feet of completely remodeled space
Single Family
- Price: $7,400,000.00
- Price sqft: $508.24 / sqft
- Previous Price: $7,750,000
- Last Price Change: 02/07/26
- Days On Market: 135
- Bedrooms: 7
- Baths: 8
- Garage / Parking Spaces: 4
- Bldg sqft: 14560
- Acreage: 2.19 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Privileges
- Year Built: 2007
MLS#: O6353035
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Keenes Pointe 46104
- Provided by: DEANNA MARIE SECHREST
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- DMCA Notice
Description
- Luxury Living at its finest in one of Windermere's most unique Waterfront properties, with 2+ acres in the exclusive Keene's Pointe community. Soak up the Florida sunshine in the very private garden o
