Searching on:
- School = Olympia High
Single Family
- Price: $18,500,000.00
- Price sqft: $813.97 / sqft
- Previous Price: $20,000,000
- Last Price Change: 09/12/25
- Days On Market: 190
- 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 Middle
- High School: Olympia High
- 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: 126
- 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 Middle
- High School: Olympia High
- 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: $12,995,000.00
- Price sqft: $520.84 / sqft
- Days On Market: 10
- Bedrooms: 7
- Baths: 10
- Garage / Parking Spaces: 6
- Bldg sqft: 24950
- Acreage: 2.14 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front,Lake Privileges
- Year Built: 2012
MLS#: O6340680
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Isleworth 01 Amd
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes Middle
- High School: Olympia High
- Provided by: IRWIN REALTY GROUP LLC
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- DMCA Notice
Description
- Experience the pinnacle of luxury living in this extraordinary lakefront estate located in the world renowned Isleworth Golf & Country Club. Positioned on 2.14 private acres along Lake Louise, part of
Single Family
- Price: $11,900,000.00
- Price sqft: $671.86 / sqft
- Previous Price: $12,900,000
- Last Price Change: 09/03/25
- Days On Market: 594
- Bedrooms: 6
- Baths: 9
- Garage / Parking Spaces: 4
- Bldg sqft: 17712
- Acreage: 1.60 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Privileges
- Year Built: 2001
MLS#: O6176070
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Down Point Sub
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes Middle
- High School: Olympia High
- Provided by: REVEL REALTY LLC
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- DMCA Notice
Description
- Nestled along almost 1,000 of the highly sought after Butler Chain of Lakes in Windermere, this exquisite Mediterranean estate beckons with unrivaled opulence. Beyond a private gate, a 2 acre peninsul
Single Family
- Price: $6,395,000.00
- Price sqft: $324.52 / sqft
- Days On Market: 14
- 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 Middle
- High School: Olympia High
- 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
Single Family
- Price: $5,900,000.00
- Price sqft: $484.76 / sqft
- Days On Market: 3
- Bedrooms: 4
- Baths: 5
- Garage / Parking Spaces: 3
- Bldg sqft: 12171
- Acreage: 0.66 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Privileges
- Year Built: 1987
MLS#: O6345711
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Isleworth
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes Middle
- High School: Olympia High
- Provided by: SOUTHERN REALTY GROUP LLC
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- DMCA Notice
Description
- Tucked within the gates of Isleworth Golf Community and Country Club lies a residence that feels more like a private lakeside retreat than a home. Here, more than 7,000 square feet of elegance unfolds
Single Family
- Price: $5,494,000.00
- Price sqft: $829.66 / sqft
- Days On Market: 108
- Bedrooms: 5
- Baths: 7
- Garage / Parking Spaces: 4
- Bldg sqft: 6622
- Acreage: 0.52 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 1993
MLS#: O6315618
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Isleworth
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes Middle
- High School: Olympia High
- Provided by: COLDWELL BANKER RESIDENTIAL RE
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- DMCA Notice
Description
- Nestled in the exclusive and coveted gated community of Isleworth, this fully remodeled, turn key golf estate is positioned along Isleworths famed championship golf course. This remarkable golf front
Single Family
- Price: $4,940,000.00
- Price sqft: $429.90 / sqft
- Previous Price: $4,990,000
- Last Price Change: 06/30/25
- Days On Market: 549
- Bedrooms: 7
- Baths: 8
- Garage / Parking Spaces: 6
- Bldg sqft: 11491
- Acreage: 1.08 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Privileges
- Year Built: 2011
MLS#: O6184236
- County: ORANGE
- City: ORLANDO
- Zipcode: 32819
- Subdivision: Emerson Pointe
- Elementary School: Dr. Phillips Elem
- Middle School: Chain of Lakes Middle
- High School: Olympia High
- Provided by: EXP REALTY LLC
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- DMCA Notice
Description
- Welcome to a residence where the essence of lakeside opulence meets the prestige of Bay Hill's championship golf course, creating a haven of unparalleled sophistication and relaxation. Lying within th
Single Family
- Price: $4,899,000.00
- Price sqft: $504.53 / sqft
- Days On Market: 182
- 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
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- 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: $3,795,000.00
- Price sqft: $379.92 / sqft
- Days On Market: 72
- Bedrooms: 5
- Baths: 7
- Garage / Parking Spaces: 2
- Bldg sqft: 9989
- Acreage: 2.78 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Privileges
- Year Built: 1987
MLS#: O6324706
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Lakes
- Elementary School: Thornebrooke Elem
- Middle School: Gotha Middle
- High School: Olympia High
- Provided by: COLONIALTOWN REALTY
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- DMCA Notice
Description
- Enjoy stunning sunsets from your private estate with expansive views, located on Lake Down, the prestigious Butler Chain of Lakes in Windermere. This well appointed property features 2.78 acres with f
