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  1. School = Olympia High
9508 Windy Ridge Road
Details for 9508 Windy Ridge Road, WINDERMERE, FL 34786
Single Family
  1. Price: $30,000,000.00
  2. Price sqft: $588.24 / sqft
  3. Days On Market: 87
  4. Bedrooms: 6
  5. Baths: 14
  6. Garage / Parking Spaces: 20
  7. Bldg sqft: 51000
  8. Acreage: 18.16 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Year Built: 2011
MLS#: O5890318
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Elementary School: Thornebrooke Elem
  5. High School: Olympia High
  6. Provided by: CHARLES RUTENBERG REALTY ORLAN
  7. STELLAR Regional MLS IDX
  8. DMCA Notice
This 18 acre private walled and gated compound is one of the most exceptional properties in Central Florida, unrivaled by its sheer size, ideal shape, remarkable topography and high elevation. The pro
9912 Lake Louise Drive
Details for 9912 Lake Louise Drive, WINDERMERE, FL 34786
Single Family
  1. Price: $23,000,000.00
  2. Price sqft: $903.17 / sqft
  3. Days On Market: 874
  4. Bedrooms: 11
  5. Baths: 14
  6. Garage / Parking Spaces: 40
  7. Bldg sqft: 25466
  8. Acreage: 3.19 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Year Built: 1999
MLS#: O5714911
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Isleworth 02 Amd
  5. Elementary School: Windermere Elem
  6. High School: Olympia High
  7. Provided by: EXP REALTY LLC
  8. STELLAR Regional MLS IDX
  9. DMCA Notice
An exquisite waterfront estate within one of Orlando's most sought after golf community of Isleworth Country Club. This impressive mansion offers car enthusiasts a dream showcase garage that can accom
9927 Giffin Court
Details for 9927 Giffin Court, WINDERMERE, FL 34786
Single Family
  1. Price: $16,500,000.00
  2. Price sqft: $532.26 / sqft
  3. Days On Market: 83
  4. Bedrooms: 12
  5. Baths: 15
  6. Garage / Parking Spaces: 17
  7. Bldg sqft: 31000
  8. Acreage: 3.94 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Year Built: 1990
MLS#: O5883078
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Isleworth
  5. Elementary School: Windermere Elem
  6. High School: Olympia High
  7. Provided by: COMPASS FLORIDA LLC
  8. STELLAR Regional MLS IDX
  9. DMCA Notice
Situated within Isleworth Golf & Country Club one of central Floridas top gated golf communities. This home offers nearly four acres of western facing waterfront property with 700 feet of prime lake
Details for 9288 Blanche Cove Drive, WINDERMERE, FL 34786
Single Family
  1. Price: $7,495,000.00
  2. Price sqft: $586.56 / sqft
  3. Days On Market: 57
  4. Bedrooms: 5
  5. Baths: 8
  6. Garage / Parking Spaces: 12
  7. Bldg sqft: 12778
  8. Acreage: 2.04 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Year Built: 2020
MLS#: O5895605
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Isleworth 7th Amd
  5. Elementary School: Windermere Elem
  6. High School: Olympia High
  7. Provided by: STOCKWORTH REALTY GROUP
  8. STELLAR Regional MLS IDX
  9. DMCA Notice
Under Construction. Nestled behind the famed gates of Isleworth, one of the most exclusive private Golf and Country Club communities in the world, situated on one of the last waterfront lots you will
5372 Isleworth Country Club Drive
Details for 5372 Isleworth Country Club Drive, WINDERMERE, FL 34786
Single Family
  1. Price: $7,400,000.00
  2. Price sqft: $559.34 / sqft
  3. Days On Market: 329
  4. Bedrooms: 8
  5. Baths: 9
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 13230
  8. Acreage: 1.03 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2004
MLS#: O5834063
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Isleworth
  5. Elementary School: Windermere Elem
  6. High School: Olympia High
  7. Provided by: ISLEWORTH REALTY LLC
  8. STELLAR Regional MLS IDX
  9. DMCA Notice
Discover the very best in Isleworth living through this spectacular estate overlooking the serene waters of Hourglass Lake. The estate is a rich and fascinating masterpiece that inspires superior craf
5318 Isleworth Country Club Drive
Details for 5318 Isleworth Country Club Drive, WINDERMERE, FL 34786
Single Family
  1. Price: $6,600,000.00
  2. Price sqft: $536.67 / sqft
  3. Days On Market: 159
  4. Bedrooms: 6
  5. Baths: 10
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 12298
  8. Acreage: 1.74 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Wateraccess: Yes
  13. Year Built: 2006
MLS#: O5872952
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Isleworth
  5. Elementary School: Windermere Elem
  6. High School: Olympia High
  7. Provided by: OXFORD REALTY, INC.
  8. STELLAR Regional MLS IDX
  9. DMCA Notice
Motivated seller! Your offer may buy this stunning golf front estate in isleworth seller considering all offers! Dramatic interior includes an interior custom designed, temperature controlled, gra
5020 Down Point Lane
Details for 5020 Down Point Lane, WINDERMERE, FL 34786
Single Family
  1. Price: $4,949,000.00
  2. Price sqft: $514.40 / sqft
  3. Days On Market: 959
  4. Bedrooms: 8
  5. Baths: 8
  6. Garage / Parking Spaces: 6
  7. Bldg sqft: 9621
  8. Acreage: 2.01 acres
  9. Pool: No
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Year Built: 2005
MLS#: O5701437
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Sunset Bay Rep
  5. Elementary School: Windermere Elem
  6. High School: Olympia High
  7. Provided by: PREMIER SOTHEBYS INT'L REALTY
  8. STELLAR Regional MLS IDX
  9. DMCA Notice
Villa Constantia is the epitome of luxury Windermere lakefront living. Designed by legendary architect, John Henry, this exquisite lake front mansion is perfectly positioned on Lake Down, part of the
11112 Lake Butler Boulevard
Details for 11112 Lake Butler Boulevard, WINDERMERE, FL 34786
Single Family
  1. Price: $3,750,000.00
  2. Price sqft: $504.98 / sqft
  3. Days On Market: 138
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 7426
  8. Acreage: 1.52 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Year Built: 2014
MLS#: O5878174
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Metcalf Park Rep
  5. Elementary School: Windermere Elem
  6. High School: Olympia High
  7. Provided by: STOCKWORTH REALTY GROUP LLC
  8. STELLAR Regional MLS IDX
  9. DMCA Notice
Welcome to Paradise! This custom built masterpiece is perfectly situated on Wasseon Bay of the famed Butler Chain of Lakes in Windermere. Sprawling across almost 8000sf, this exquisite home is an ente
5305 Isleworth Country Club Drive
Details for 5305 Isleworth Country Club Drive, WINDERMERE, FL 34786
Single Family
  1. Price: $3,700,000.00
  2. Price sqft: $495.78 / sqft
  3. Days On Market: 180
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 5
  7. Bldg sqft: 7463
  8. Acreage: 0.81 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Wateraccess: Yes
  12. Year Built: 2001
MLS#: O5866407
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Isleworth
  5. Elementary School: Windermere Elem
  6. High School: Olympia High
  7. Provided by: EXP REALTY LLC
  8. STELLAR Regional MLS IDX
  9. DMCA Notice
GOLF AND LAKEFRONT! Situated on the 18th green at Isleworth Country Club and boasting stunning views of Lake Louise in the Butler Chain of Lakes, this Isleworth mansion is perfectly positioned in ever
5120 Isleworth Country Club Drive
Details for 5120 Isleworth Country Club Drive, WINDERMERE, FL 34786
Single Family
  1. Price: $3,600,000.00
  2. Price sqft: $509.19 / sqft
  3. Days On Market: 241
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 7070
  8. Acreage: 0.97 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Wateraccess: Yes
  13. Year Built: 1997
MLS#: O5855410
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Isleworth
  5. Elementary School: Windermere Elem
  6. High School: Olympia High
  7. Provided by: ISLEWORTH REALTY LLC
  8. STELLAR Regional MLS IDX
  9. DMCA Notice
This modern estate, featuring five bedrooms and six full and one half baths, rests on an acre overlooking the seventh fairway of Isleworths championship golf course and the beautiful Lake Bessie. The