Searching on:
- School = Olympia
- Listing Status = Active
Single Family
- Price: $30,000,000.00
- Price sqft: $639.85 / sqft
- Days On Market: 3
- 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: 370
- 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
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- 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: 305
- 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: 35
- 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: 94
- 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: 147
- 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: 77
- 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: $6,700,000.00
- Price sqft: $1,095.85 / sqft
- Days On Market: 16
- Bedrooms: 5
- Baths: 5
- Garage / Parking Spaces: 2
- Bldg sqft: 6114
- Acreage: 0.41 acres
- Pool: No
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Canal - Freshwater
- Year Built: 2026
MLS#: O6387596
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Davis Shores
- Elementary School: Windermere Elem
- Middle School: Gotha
- High School: Olympia
- Provided by: GOLDEN GROUP REALTY LLC
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- DMCA Notice
Description
- Under Construction. Brand New Construction in the Heart of Downtown Windermere Currently Under Construction! Walking distance to downtown events, the farmers market, food trucks, and the local bre
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: 27
- 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: $6,395,000.00
- Price sqft: $324.52 / sqft
- Days On Market: 193
- Bedrooms: 5
- Baths: 9
- Garage / Parking Spaces: 7
- Bldg sqft: 19706
- Acreage: 4.43 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front
- Year Built: 2017
MLS#: O6341883
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Gotha Town
- Elementary School: Thornebrooke Elem
- Middle School: Gotha
- High School: Olympia
- Provided by: STOCKWORTH REALTY GROUP
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- DMCA Notice
Description
- Welcome to a residence that transcends even the highest expectations of luxury living! This is a once in a lifetime estate where architecture, scale, and location combine to create an experience that
