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  1. Zipcode = 34786
11900 Lake Butler Boulevard
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Details for 11900 Lake Butler Boulevard, WINDERMERE, FL 34786
Single Family
  1. Price: $18,500,000.00
  2. Price sqft: $813.97 / sqft
  3. Previous Price: $20,000,000
  4. Last Price Change: 09/13/25
  5. Days On Market: 233
  6. Bedrooms: 7
  7. Baths: 9
  8. Garage / Parking Spaces: 6
  9. Bldg sqft: 22728
  10. Acreage: 3.75 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake Front,Lake Privileges
  16. Year Built: 2014
MLS#: O6275556
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Metcalf Park Rep
  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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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
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4226 Downeast Lane
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Details for 4226 Downeast Lane, WINDERMERE, FL 34786
Single Family
  1. Price: $14,800,000.00
  2. Price sqft: $1,737.91 / sqft
  3. Days On Market: 10
  4. Bedrooms: 5
  5. Baths: 3
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 8516
  8. Acreage: 9.03 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Lake Front
  13. Year Built: 1980
MLS#: O6355233
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Elementary School: Windermere Elem
  5. Middle School: Chain of Lakes
  6. High School: Olympia
  7. Provided by: COLDWELL BANKER RESIDENTIAL RE
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Exceptional DEVELOPMENT OPPORTUNITY,R CE zoning may allow for 3 Lakefront Luxury Home Sites + Additional Lots on these two parcels. Discover over 9 acres of waterfront land with 300 feet of pristine
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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: 168
  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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9621 Windy Ridge Road
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Details for 9621 Windy Ridge Road, WINDERMERE, FL 34786
Single Family
  1. Price: $13,800,000.00
  2. Price sqft: $503.06 / sqft
  3. Previous Price: $13,835,000
  4. Last Price Change: 10/25/25
  5. Days On Market: 91
  6. Bedrooms: 9
  7. Baths: 16
  8. Garage / Parking Spaces: 8
  9. Bldg sqft: 27432
  10. Acreage: 2.50 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2025
MLS#: O6333091
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windsor Hill
  5. Provided by: CITARELLI REALTY GROUP LLC
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Under Construction. Experience unmatched privacy, prestige, and personalization with this brand new mansion on 2.5 pristine acres in the heart of Windermere. Tucked against protected government land t
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9935 Lake Louise Drive
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Details for 9935 Lake Louise Drive, WINDERMERE, FL 34786
Single Family
  1. Price: $12,995,000.00
  2. Price sqft: $520.84 / sqft
  3. Days On Market: 53
  4. Bedrooms: 7
  5. Baths: 10
  6. Garage / Parking Spaces: 6
  7. Bldg sqft: 24950
  8. Acreage: 2.14 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Front,Lake Privileges
  14. Year Built: 2012
MLS#: O6340680
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Isleworth 01 Amd
  5. Elementary School: Windermere Elem
  6. Middle School: Chain of Lakes
  7. High School: Olympia
  8. Provided by: IRWIN REALTY GROUP LLC
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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
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4200 Down Point Lane
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Details for 4200 Down Point Lane, WINDERMERE, FL 34786
Single Family
  1. Price: $10,900,000.00
  2. Price sqft: $615.40 / sqft
  3. Previous Price: $11,900,000
  4. Last Price Change: 10/01/25
  5. Days On Market: 637
  6. Bedrooms: 6
  7. Baths: 9
  8. Garage / Parking Spaces: 4
  9. Bldg sqft: 17712
  10. Acreage: 1.60 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake Privileges
  16. Year Built: 2001
MLS#: O6176070
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Down Point Sub
  5. Elementary School: Windermere Elem
  6. Middle School: Chain of Lakes
  7. High School: Olympia
  8. Provided by: REVEL REALTY LLC
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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
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6137 Grosvenor Shore Drive
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Details for 6137 Grosvenor Shore Drive, WINDERMERE, FL 34786
Single Family
  1. Price: $9,500,000.00
  2. Price sqft: $636.13 / sqft
  3. Days On Market: 214
  4. Bedrooms: 6
  5. Baths: 9
  6. Garage / Parking Spaces: 5
  7. Bldg sqft: 14934
  8. Acreage: 2.20 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Privileges,Riparian Rights
  14. Year Built: 2010
MLS#: O6294487
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Keenes Pointe
  5. Elementary School: Windermere Elem
  6. Middle School: Bridgewater
  7. High School: Windermere
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
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Experience luxury lakefront living on a grand scale in this custom built Modern Mediterranean estate on Lake Tibet, part of the pristine Butler Chain of Lakes. The three story residence spans 9,571 sq
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9343 Tibet Pointe Circle
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Details for 9343 Tibet Pointe Circle, WINDERMERE, FL 34786
Single Family
  1. Price: $8,250,000.00
  2. Price sqft: $731.38 / sqft
  3. Previous Price: $8,489,000
  4. Last Price Change: 09/19/25
  5. Days On Market: 325
  6. Bedrooms: 7
  7. Baths: 10
  8. Garage / Parking Spaces: 4
  9. Bldg sqft: 11280
  10. Acreage: 1.54 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake Privileges
  16. Year Built: 2004
MLS#: O6264629
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Keenes Pointe
  5. Provided by: LA ROSA REALTY LLC
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PRICE Improvenent!! Perfectly sited on pristine Lake Tibet in Keene's Pointe Country Club, this stunning lakefront Stonebridge custom home has been completely updated. The modern exterior color brig
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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: $7,995,000.00
  2. Price sqft: $892.20 / sqft
  3. Previous Price: $8,325,000
  4. Last Price Change: 10/02/25
  5. Days On Market: 138
  6. Bedrooms: 5
  7. Baths: 7
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 8961
  10. Acreage: 0.54 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. 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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9349 Tibet Pointe Circle
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Details for 9349 Tibet Pointe Circle, WINDERMERE, FL 34786
Single Family
  1. Price: $6,970,000.00
  2. Price sqft: $714.14 / sqft
  3. Days On Market: 28
  4. Bedrooms: 5
  5. Baths: 8
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 9760
  8. Acreage: 1.35 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Privileges
  14. Year Built: 2003
MLS#: O6349642
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Keenes Pointe
  5. Elementary School: Windermere Elem
  6. Middle School: Bridgewater
  7. High School: West Orange
  8. Provided by: CORCORAN PREMIER REALTY
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Set along the pristine shores of Lake Tibet Butler, this remarkable Keenes Pointe estate is a showpiece of enduring craftsmanship and thoughtful design. Every element of its 7,500+ sq ft reflects meti
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