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: 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
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- 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
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- 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
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- 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: $6,950,000.00
- Price sqft: $581.49 / sqft
- Days On Market: 76
- 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: $6,590,000.00
- Price sqft: $818.53 / sqft
- Previous Price: $6,690,000
- Last Price Change: 03/10/26
- Days On Market: 26
- Bedrooms: 6
- Baths: 6
- Garage / Parking Spaces: 3
- Bldg sqft: 8051
- Acreage: 1.09 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front
- Year Built: 2021
MLS#: O6383597
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Rosser Reserve Rep
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes
- High School: Olympia
- Provided by: WRA BUSINESS & REAL ESTATE
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- DMCA Notice
Description
- Luxury, architectural elegance, and an unparalleled lakefront lifestyle on the Butler Chain of Lakes in Windermere. Set on a sprawling lot of over one acre, this extraordinary waterfront estate off
Single Family
- Price: $5,100,000.00
- Price sqft: $703.84 / sqft
- Previous Price: $5,325,000
- Last Price Change: 03/12/26
- Days On Market: 160
- 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: $5,000,000.00
- Price sqft: $441.03 / sqft
- Days On Market: 177
- Bedrooms: 5
- Baths: 8
- Garage / Parking Spaces: 4
- Bldg sqft: 11337
- Acreage: 0.70 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2026
MLS#: O6346638
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Lake Down Reserve
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes
- High School: Olympia
- Provided by: WEMERT GROUP REALTY LLC
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- DMCA Notice
Description
- One or more photo(s) has been virtually staged. Just completed | Never lived in | A rare opportunity to be the very first to call this architectural showpiece home! Positioned in the highly sought aft
Single Family
- Price: $4,995,000.00
- Price sqft: $462.54 / sqft
- Days On Market: 21
- Bedrooms: 6
- Baths: 7
- Garage / Parking Spaces: 4
- Bldg sqft: 10799
- Acreage: 2.64 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Privileges
- Year Built: 1998
MLS#: O6385276
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Sunset Bay
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes
- Provided by: EXP REALTY LLC
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- DMCA Notice
Description
- Nestled behind the gates in the heart of Windermere, this exceptional lakefront estate commands sweeping views across the renowned Butler Chain of Lakes. Designed for refined living and effortless ent
