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9508 Windy Ridge Road
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Details for 9508 Windy Ridge Road, WINDERMERE, FL 34786
Single Family
  1. Price: $30,000,000.00
  2. Price sqft: $639.85 / sqft
  3. Days On Market: 12
  4. Bedrooms: 7
  5. Baths: 14
  6. Garage / Parking Spaces: 12
  7. Bldg sqft: 46886
  8. Acreage: 18.16 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Front,Lake Privileges
  14. Year Built: 2011
MLS#: O6388674
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Elementary School: Thornebrooke Elem
  5. Middle School: Gotha
  6. High School: Olympia
  7. Provided by: DOUGLAS ELLIMAN
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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
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11 Main Street
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Details for 11 Main Street, WINDERMERE, FL 34786
Single Family
  1. Price: $6,700,000.00
  2. Price sqft: $1,095.85 / sqft
  3. Days On Market: 26
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 6114
  8. Acreage: 0.41 acres
  9. Pool: No
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Canal - Freshwater
  13. Year Built: 2026
MLS#: O6387596
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Davis Shores
  5. Elementary School: Windermere Elem
  6. Middle School: Gotha
  7. High School: Olympia
  8. Provided by: GOLDEN GROUP REALTY LLC
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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
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9639 Westover Roberts Road
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Details for 9639 Westover Roberts Road, WINDERMERE, FL 34786
Single Family
  1. Price: $6,395,000.00
  2. Price sqft: $324.52 / sqft
  3. Days On Market: 203
  4. Bedrooms: 5
  5. Baths: 9
  6. Garage / Parking Spaces: 7
  7. Bldg sqft: 19706
  8. Acreage: 4.43 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Front
  14. Year Built: 2017
MLS#: O6341883
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Gotha Town
  5. Elementary School: Thornebrooke Elem
  6. Middle School: Gotha
  7. High School: Olympia
  8. Provided by: STOCKWORTH REALTY GROUP
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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
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9575 Westover Roberts Road
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Details for 9575 Westover Roberts Road, WINDERMERE, FL 34786
Single Family
  1. Price: $4,925,000.00
  2. Price sqft: $352.37 / sqft
  3. Days On Market: 139
  4. Bedrooms: 7
  5. Baths: 8
  6. Garage / Parking Spaces: 6
  7. Bldg sqft: 13977
  8. Acreage: 5.44 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Front
  14. Year Built: 2008
MLS#: O6357873
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Gotha Town
  5. Elementary School: Thornebrooke Elem
  6. Middle School: Gotha
  7. High School: Olympia
  8. Provided by: STOCKWORTH REALTY GROUP
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Discover Bella Olivia: a grand mediterranean estate perched high above Lake Olivia showcasing sweeping lake views, private gates, and an expansive luxury residence spanning over 8,900 square feet of l
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3026 Porto Lago Court
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Details for 3026 Porto Lago Court, WINDERMERE, FL 34786
Single Family
  1. Price: $4,500,000.00
  2. Price sqft: $376.85 / sqft
  3. Days On Market: 32
  4. Bedrooms: 5
  5. Baths: 9
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 11941
  8. Acreage: 2.17 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Front,Lake Privileges
  14. Year Built: 2003
MLS#: O6381606
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Lake Down Pointe 50 42
  5. Elementary School: Thornebrooke Elem
  6. Middle School: Gotha
  7. High School: Olympia
  8. Provided by: SERHANT
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Welcome to an extraordinary 8700+ SQ FT estate located within the GATED COMMUNITY of Marbella in Windemere. This estate offers 40 feet of frontage on Lake Down complete with a private dock and boat li
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11002 Lake Butler Boulevard
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Details for 11002 Lake Butler Boulevard, WINDERMERE, FL 34786
Single Family
  1. Price: $3,999,999.00
  2. Price sqft: $438.26 / sqft
  3. Previous Price: $4,200,000
  4. Last Price Change: 03/04/26
  5. Days On Market: 357
  6. Bedrooms: 5
  7. Baths: 8
  8. Garage / Parking Spaces: 10
  9. Bldg sqft: 9127
  10. Acreage: 1.15 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake Privileges
  15. Year Built: 1954
MLS#: O6284922
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Metcalf Park Rep
  5. Elementary School: Windermere Elem
  6. Middle School: Gotha
  7. High School: Olympia
  8. Provided by: SERENDIPITY REALTY LLC
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Price Adjustment! Lakefront Living in the Heart of Windermere A Rare Opportunity for Multigenerational Luxury Situated along the tranquil, open waters of Wauseon Baypart of the world renowned
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11010 Schooner Way
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Details for 11010 Schooner Way, WINDERMERE, FL 34786
Land
  1. Price: $3,999,000.00
  2. Days On Market: 38
  3. Acreage: 2.79 acres
  4. Pool: No
  5. Waterfront: Yes
  6. Wateraccess: Yes
  7. Waterfront Type: Lake Privileges
  8. Year Built: Not Available
MLS#: O6381886
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Elementary School: Windermere Elem
  5. Middle School: Gotha
  6. High School: Olympia
  7. Provided by: ISLEWORTH REALTY LLC
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Featuring 713 feet of pristine waterfront along the shores of beautiful Lake Down in Windermere, this exceptional peninsula property encompasses 2.79 acres with water wrapping around multiple sides, o
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801 2nd Avenue
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Details for 801 2nd Avenue, WINDERMERE, FL 34786
Single Family
  1. Price: $3,995,000.00
  2. Price sqft: $543.09 / sqft
  3. Previous Price: $4,150,000
  4. Last Price Change: 02/12/26
  5. Days On Market: 67
  6. Bedrooms: 5
  7. Baths: 7
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 7356
  10. Acreage: 0.45 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake Front,Lake Privileges
  16. Year Built: 2008
MLS#: O6375693
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Aladar On Lake Butler
  5. Elementary School: Windermere Elem
  6. Middle School: Gotha
  7. High School: Olympia
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
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Priced below appraised value, this extraordinary Windermere estate presents a rare opportunity to enjoy refined lakefront living on the Butler Chain of Lakes. Set along one of the areas most desirable
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1206 Sutter Avenue
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Details for 1206 Sutter Avenue, GOTHA, FL 34734
Single Family
  1. Price: $3,795,000.00
  2. Price sqft: $419.06 / sqft
  3. Previous Price: $3,995,000
  4. Last Price Change: 01/23/26
  5. Days On Market: 83
  6. Bedrooms: 5
  7. Baths: 6
  8. Garage / Parking Spaces: 4
  9. Bldg sqft: 9056
  10. Acreage: 0.78 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2024
MLS#: O6371168
  1. County: ORANGE
  2. City: GOTHA
  3. Zipcode: 34734
  4. Subdivision: Gotha Town
  5. Elementary School: Thornebrooke Elem
  6. Middle School: Gotha
  7. High School: Olympia
  8. Provided by: DOUGLAS ELLIMAN
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One or more photo(s) has been virtually staged. Welcome to 1206 Sutter Avenue, a truly exceptional estate and the crown jewel of Gotha, Floridawhere refined luxury meets modern innovation. This 2025 b
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2844 Marquesas Court
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Details for 2844 Marquesas Court, WINDERMERE, FL 34786
Single Family
  1. Price: $3,700,000.00
  2. Price sqft: $586.00 / sqft
  3. Previous Price: $3,900,000
  4. Last Price Change: 11/04/25
  5. Days On Market: 172
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 6314
  10. Acreage: 1.35 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake Front
  16. Year Built: 1985
MLS#: O6350786
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Lake Crescent Reserve
  5. Elementary School: Windermere Elem
  6. Middle School: Gotha
  7. High School: Olympia
  8. Provided by: DOUGLAS ELLIMAN
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Welcome to your private sanctuary, where every sunrise and sunset dances over the shimmering waters of Lake Crescent. Nestled within the exclusive gated community of Lake Crescent Reserve, this lakefr
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