Searching on:
- School = Chain Of Lakes
- Listing Status = Active
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: 323
- 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: 258
- 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
Land
- Price: $11,800,000.00
- Days On Market: 47
- 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: 101
- 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: $6,950,000.00
- Price sqft: $581.49 / sqft
- Days On Market: 31
- Bedrooms: 7
- Baths: 7
- Garage / Parking Spaces: 3
- Bldg sqft: 11952
- Acreage: 0.56 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Pond
- Year Built: 1999
MLS#: O6370294
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Isleworth
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes
- High School: Olympia
- Provided by: DOUGLAS ELLIMAN
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- DMCA Notice
Description
- Private showings are easily accommodated, including same day requests. Newly renovated and fully turnkey, this private Isleworth residence offers a rare balance of architectural authority, thoughtfu
Single Family
- Price: $5,325,000.00
- Price sqft: $734.89 / sqft
- Days On Market: 115
- Bedrooms: 4
- Baths: 6
- Garage / Parking Spaces: 3
- Bldg sqft: 7246
- Acreage: 0.51 acres
- Pool: Yes
- Waterfront: No
- Year Built: 1992
MLS#: O6348067
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Isleworth
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes
- High School: Olympia
- Provided by: STOCKWORTH REALTY GROUP
-
- DMCA Notice
Description
- Presenting a magnificent Isleworth golf front estate with sweeping lake views, perched above holes #2 and #9 and Lake Chase, combining a completely reimagined interior with designer elegance and moder
Single Family
- Price: $4,999,999.00
- Price sqft: $472.90 / sqft
- Previous Price: $5,499,999
- Last Price Change: 12/22/25
- Days On Market: 104
- Bedrooms: 6
- Baths: 8
- Garage / Parking Spaces: 6
- Bldg sqft: 10573
- Acreage: 0.69 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2025
MLS#: O6353952
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Lake Down Reserve
- Elementary School: Wyndham Lakes
- Middle School: Chain of Lakes
- High School: Olympia
- Provided by: PREMIER SOTHEBYS INT'L REALTY
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- DMCA Notice
Description
- Welcome to a rare modern estate in an intimate gated enclave. Imagine 6,816 square feet of fully furnished luxury with six bedrooms, six full baths and two half baths. Every detail of this custom buil
Single Family
- Price: $4,900,000.00
- Price sqft: $163.03 / sqft
- Days On Market: 122
- Bedrooms: 5
- Baths: 5
- Garage / Parking Spaces: 3
- Bldg sqft: 30056
- Acreage: 0.69 acres
- Pool: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front
- Year Built: 1990
MLS#: O6346003
- 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
- Within the gates of the renowned Isleworth Golf & Country Club, this beautiful lakefront estate captures the essence of timeless luxury and gracious living. Poised on the shores of Lake Bessie, the 5,
Single Family
- Price: $3,800,000.00
- Price sqft: $529.99 / sqft
- Days On Market: 129
- Bedrooms: 3
- Baths: 4
- Garage / Parking Spaces: 3
- Bldg sqft: 7170
- Acreage: 0.54 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 1988
MLS#: O6346918
- 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
- Stunning golf and lake views and beautifully updated grounds are hallmarks of this elegant Isleworth estate. Nestled along the front nine overlooking Isleworths 2nd fairway and beautiful Lake Chase, t
Single Family
- Price: $3,699,000.00
- Price sqft: $495.38 / sqft
- Days On Market: 151
- Bedrooms: 3
- Baths: 5
- Garage / Parking Spaces: 2
- Bldg sqft: 7467
- Acreage: 0.26 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2007
MLS#: O6339134
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Isleworth
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes
- High School: Olympia
- Provided by: STOCKWORTH REALTY GROUP
-
- DMCA Notice
Description
- Luxury villa living within the exclusive Gardens of Isleworth, part of the Isleworth Golf & Country Club. This exceptional residence boasts a captivating courtyard floor plan that provides breathtakin
