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  1. Subdivision Like Isleworth
5525 Isleworth Country Club Dr
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Details for 5525 Isleworth Country Club Dr, WINDERMERE, FL 34786
Single Family
  1. Price: $14,250,000.00
  2. Price sqft: $1,156.75 / sqft
  3. Days On Market: 72
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 6
  7. Bldg sqft: 12319
  8. Acreage: 1.02 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 1999
MLS#: O6304800
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Isleworth
  5. Elementary School: Windermere Elem
  6. Middle School: Chain of Lakes
  7. High School: Olympia
  8. Provided by: ISLEWORTH REALTY LLC
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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
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5271 Isleworth Country Club Drive
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Details for 5271 Isleworth Country Club Drive, WINDERMERE, FL 34786
Single Family
  1. Price: $8,775,000.00
  2. Price sqft: $529.41 / sqft
  3. Days On Market: 210
  4. Bedrooms: 7
  5. Baths: 13
  6. Garage / Parking Spaces: 6
  7. Bldg sqft: 16575
  8. Acreage: 1.17 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2013
MLS#: O6267644
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Isleworth
  5. Elementary School: Windermere Elem
  6. Middle School: Chain of Lakes
  7. High School: Olympia
  8. Provided by: ISLEWORTH REALTY LLC
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Welcome to this grand residence nestled on a sprawling 1.17 acre lot originally hand selected by golf legend Arnold Palmer. Perfectly positioned to capture breathtaking views of the first and tenth ho
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9832 Laurel Valley Drive
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Details for 9832 Laurel Valley Drive, WINDERMERE, FL 34786
Single Family
  1. Price: $8,499,000.00
  2. Price sqft: $664.19 / sqft
  3. Previous Price: $9,490,000
  4. Last Price Change: 07/08/25
  5. Days On Market: 421
  6. Bedrooms: 6
  7. Baths: 10
  8. Garage / Parking Spaces: 4
  9. Bldg sqft: 12796
  10. Acreage: 0.60 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake Privileges
  16. Year Built: 2004
MLS#: O6211352
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Isleworth
  5. Elementary School: Windermere Elem
  6. Middle School: Chain of Lakes
  7. High School: Olympia
  8. Provided by: ISLEWORTH REALTY LLC
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One or more photo(s) has been virtually staged. Introducing an exquisitely remodeled three level Isleworth home on Lake Butler in the renowned Butler Chain of Lakes. Boasting a spacious 11,100 square
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5074 Isleworth Country Club Drive
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Details for 5074 Isleworth Country Club Drive, WINDERMERE, FL 34786
Single Family
  1. Price: $8,325,000.00
  2. Price sqft: $929.03 / sqft
  3. Days On Market: 42
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 8961
  8. Acreage: 0.54 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 1988
MLS#: O6317868
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Isleworth
  5. Provided by: MEMARPOURI REALTY LLC
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Experience luxury living at its finest in the high end gated community of Isleworth. Nestled on the 6th fairway of Isleworths world renowned golf course, this beautifully redesigned estate offers over
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5199 Latrobe Drive
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Details for 5199 Latrobe Drive, WINDERMERE, FL 34786
Single Family
  1. Price: $5,494,000.00
  2. Price sqft: $829.66 / sqft
  3. Days On Market: 55
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 6622
  8. Acreage: 0.52 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 1993
MLS#: O6315618
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Isleworth
  5. Elementary School: Windermere Elem
  6. Middle School: Chain of Lakes
  7. High School: Olympia
  8. Provided by: COLDWELL BANKER RESIDENTIAL RE
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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
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5157 Latrobe Drive
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Details for 5157 Latrobe Drive, WINDERMERE, FL 34786
Single Family
  1. Price: $4,777,000.00
  2. Price sqft: $651.71 / sqft
  3. Days On Market: 60
  4. Bedrooms: 6
  5. Baths: 9
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 7330
  8. Acreage: 0.51 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1989
MLS#: O6312420
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Isleworth
  5. Elementary School: Windermere Elem
  6. Middle School: Chain of Lakes
  7. High School: Olympia
  8. Provided by: BAY STREET GROUP FLORIDA LLC
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Newly remodeled in 2019 a rare find in the community! Sunlit single storey layout, bright in every corner ! Panoramic views of Hole 4 from the living room! Live the legendary lifestyle in this fully
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6186 Louise Cove Drive
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Details for 6186 Louise Cove Drive, WINDERMERE, FL 34786
Single Family
  1. Price: $3,250,000.00
  2. Price sqft: $519.09 / sqft
  3. Days On Market: 27
  4. Bedrooms: 4
  5. Baths: 6
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6261
  8. Acreage: 0.75 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2002
MLS#: O6324115
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Isleworth
  5. Elementary School: Windermere Elem
  6. Middle School: Bridgewater
  7. High School: Windermere
  8. Provided by: THE SIMON SIMAAN GROUP
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A Masterpiece of Design in Isleworth 6186 Louise Cove Drive. Stunning, design magazine worthy residence nestled behind the exclusive 24 hour guard gated community of Isleworth, one of Central Florida
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4819 Alexandra Garden Court
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Details for 4819 Alexandra Garden Court, WINDERMERE, FL 34786
Single Family
  1. Price: $3,200,000.00
  2. Price sqft: $495.28 / sqft
  3. Days On Market: 6
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6461
  8. Acreage: 0.26 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2006
MLS#: O6330108
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Isleworth
  5. Elementary School: Windermere Elem
  6. Middle School: Chain of Lakes
  7. High School: Olympia
  8. Provided by: ISLEWORTH REALTY LLC
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Discover the effortless blend of luxury, privacy, and modern design in this lovely Gardens of Isleworth villa. Featuring timeless elegance, this beautiful three bedroom, four bathroom custom villa, wh
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4819 Alexandra Garden Court
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Details for 4819 Alexandra Garden Court, Windermere, FL 34786
Single Family
  1. Price: $3,200,000.00
  2. Price sqft: $495.28 / sqft
  3. Days On Market: 6
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6461
  8. Acreage: 0.26 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2006
MLS#: O6330108
  1. County: ORANGE
  2. City: Windermere
  3. Zipcode: 34786
  4. Subdivision: Isleworth
  5. Elementary School: Windermere Elem
  6. Middle School: Chain of Lakes
  7. High School: Olympia
  8. Provided by: ISLEWORTH REALTY LLC
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Discover the effortless blend of luxury, privacy, and modern design in this lovely Gardens of Isleworth villa. Featuring timeless elegance, this beautiful three bedroom, four bathroom custom villa, wh
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5138 Fairway Oaks Drive
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Details for 5138 Fairway Oaks Drive, WINDERMERE, FL 34786
Single Family
  1. Price: $2,900,000.00
  2. Price sqft: $490.61 / sqft
  3. Previous Price: $3,200,000
  4. Last Price Change: 06/23/25
  5. Days On Market: 151
  6. Bedrooms: 4
  7. Baths: 5
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 5911
  10. Acreage: 0.50 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 1994
MLS#: O6282470
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Isleworth
  5. Elementary School: Windermere Elem
  6. Middle School: Chain of Lakes
  7. High School: Olympia
  8. Provided by: STOCKWORTH REALTY GROUP
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A captivating golf course location sets the stage for a residence with so many possibilities. Welcome to Isleworth: Central Floridas premiere golf course community. This single story French country st
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Tropic Shores Realty - Crystal River
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Listings provided courtesy of The Hernando County Association of Realtors MLS.
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Listing Data ©2025 Royal Palm Coast Realtor® Association
The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
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Datafeed Last updated on July 31, 2025 @ 12:00 am
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