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  1. School = Chain Of Lakes
11900 Lake Butler Boulevard
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Details for 11900 Lake Butler Boulevard, WINDERMERE, FL 34786
Single Family
  1. Price: $20,000,000.00
  2. Price sqft: $879.97 / sqft
  3. Days On Market: 80
  4. Bedrooms: 7
  5. Baths: 9
  6. Garage / Parking Spaces: 6
  7. Bldg sqft: 22728
  8. Acreage: 3.75 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Front,Lake
  14. 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
  9. mfrmls
  10. DMCA Notice
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
Listing Details and 90 Additional Pictures
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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: 15
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 6
  7. Bldg sqft: 12319
  8. Acreage: 1.02 acres
  9. Pool: Yes
  10. Waterfront: No
  11. 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
  9. Provided through
  10. DMCA Notice
Exceptional in both style and scale, this extraordinary Isleworth estate represents the pinnacle of luxury living in one of the finest golf club communities in the world. Designed by architect Terry I
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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: 15
  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
  9. mfrmls
  10. DMCA Notice
Exceptional in both style and scale, this extraordinary Isleworth estate represents the pinnacle of luxury living in one of the finest golf club communities in the world. Designed by architect Terry I
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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: $11,900,000.00
  2. Price sqft: $671.86 / sqft
  3. Days On Market: 484
  4. Bedrooms: 6
  5. Baths: 9
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 17712
  8. Acreage: 1.60 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake
  14. 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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9832 Laurel Valley Drive
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Details for 9832 Laurel Valley Drive, WINDERMERE, FL 34786
Single Family
  1. Price: $9,490,000.00
  2. Price sqft: $741.64 / sqft
  3. Days On Market: 364
  4. Bedrooms: 6
  5. Baths: 10
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 12796
  8. Acreage: 0.60 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Privileges
  14. 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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9832 Laurel Valley Drive
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Details for 9832 Laurel Valley Drive, Windermere, FL 34786
Single Family
  1. Price: $9,490,000.00
  2. Price sqft: $741.64 / sqft
  3. Days On Market: 364
  4. Bedrooms: 6
  5. Baths: 10
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 12796
  8. Acreage: 0.60 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Lake
  13. 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
  9. Provided through
  10. DMCA Notice
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
Listing Details and 72 Additional Pictures
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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: 153
  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
Listing Details and 55 Additional Pictures
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5507 Worsham Court
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Details for 5507 Worsham Court, WINDERMERE, FL 34786
Single Family
  1. Price: $7,500,000.00
  2. Price sqft: $436.15 / sqft
  3. Days On Market: 468
  4. Bedrooms: 5
  5. Baths: 11
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 17196
  8. Acreage: 0.98 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2008
MLS#: O6180706
  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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Presenting one of Isleworths most iconic mansions: magnificent and grand, impressively positioned along the 14th fairway of the Isleworth golf course, behind the secured and guarded gates of one of th
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5550 Osprey Isle Lane
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Details for 5550 Osprey Isle Lane, Orlando, FL 32819
Single Family
  1. Price: $5,696,000.00
  2. Price sqft: $580.10 / sqft
  3. Previous Price: $5,697,000
  4. Last Price Change: 05/26/25
  5. Days On Market: 39
  6. Bedrooms: 5
  7. Baths: 6
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 9819
  10. Acreage: 0.91 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: LakeFront
  15. Year Built: 2007
MLS#: O6303377
  1. County: ORANGE
  2. City: Orlando
  3. Zipcode: 32819
  4. Subdivision: Isle Of Osprey
  5. Elementary School: Palm Lake Elem
  6. Middle School: Chain of Lakes
  7. High School: Dr. Phillips
  8. Provided by: SOUTHERN REALTY GROUP LLC
  9. Provided through
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Experience the essence of luxury in this Magnificent French Country Lakefront Mansion, recently reimagined through a multi million dollar renovation, setting a new benchmark for opulence. Nestled on t
Listing Details and 80 Additional Pictures
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5550 Osprey Isle Lane
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Details for 5550 Osprey Isle Lane, ORLANDO, FL 32819
Single Family
  1. Price: $5,696,000.00
  2. Price sqft: $580.10 / sqft
  3. Previous Price: $5,698,000
  4. Last Price Change: 05/23/25
  5. Days On Market: 39
  6. Bedrooms: 5
  7. Baths: 6
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 9819
  10. Acreage: 0.91 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake Front
  16. Year Built: 2007
MLS#: O6303377
  1. County: ORANGE
  2. City: ORLANDO
  3. Zipcode: 32819
  4. Subdivision: Isle Of Osprey
  5. Elementary School: Palm Lake Elem
  6. Middle School: Chain of Lakes
  7. High School: Dr. Phillips
  8. Provided by: SOUTHERN REALTY GROUP LLC
  9. mfrmls
  10. DMCA Notice
Experience the essence of luxury in this Magnificent French Country Lakefront Mansion, recently reimagined through a multi million dollar renovation, setting a new benchmark for opulence. Nestled on t
Listing Details and 80 Additional Pictures
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