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  1. School = Windermere
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10024 Enchanted Oak Drive
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Details for 10024 Enchanted Oak Drive, GOLDEN OAK, FL 32836
Single Family
  1. Price: $19,000,000.00
  2. Price sqft: $1,278.43 / sqft
  3. Days On Market: 71
  4. Bedrooms: 10
  5. Baths: 16
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 14862
  8. Acreage: 0.79 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2013
MLS#: O6366604
  1. County: ORANGE
  2. City: GOLDEN OAK
  3. Zipcode: 32836
  4. Subdivision: Golden Oak Ph 01c
  5. Elementary School: Castleview
  6. Middle School: Horizon West
  7. High School: Windermere
  8. Provided by: GOLDEN OAK REALTY
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Welcome to a rare masterpiece of luxury living, perfectly situated in Golden Oak at Walt Disney World Resort, within the ultra exclusive Carolwood Reservea coveted enclave of only seven estate sized h
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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: 343
  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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8834 Winter Garden Vineland Road
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Details for 8834 Winter Garden Vineland Road, ORLANDO, FL 32805
Land
  1. Price: $15,000,000.00
  2. Days On Market: 9
  3. Acreage: 4.81 acres
  4. Pool: No
  5. Waterfront: Yes
  6. Wateraccess: Yes
  7. Waterfront Type: Lake Front
  8. Year Built: Not Available
MLS#: G5107472
  1. County: ORANGE
  2. City: ORLANDO
  3. Zipcode: 32805
  4. Subdivision: Royal Ranch Estates
  5. Elementary School: Castleview
  6. Middle School: Horizon West
  7. High School: Windermere
  8. Provided by: OLYMPUS EXECUTIVE REALTY INC
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Privately positioned on Lake Mabel, this rare lakefront offering includes two contiguous parcels sold together, totaling approx. 9.47 acres, with direct lake frontage and estate level privacy in a tig
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8822 Winter Garden Vineland Road
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Details for 8822 Winter Garden Vineland Road, ORLANDO, FL 32836
Single Family
  1. Price: $15,000,000.00
  2. Price sqft: $3,152.59 / sqft
  3. Days On Market: 9
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4758
  8. Acreage: 4.66 acres
  9. Pool: No
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Lake Front
  13. Year Built: 1979
MLS#: G5107287
  1. County: ORANGE
  2. City: ORLANDO
  3. Zipcode: 32836
  4. Subdivision: Royal Ranch Estates
  5. Elementary School: Castleview
  6. Middle School: Horizon West
  7. High School: Windermere
  8. Provided by: OLYMPUS EXECUTIVE REALTY INC
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Privately positioned on Lake Mabel, this rare lakefront offering includes two contiguous parcels sold together, totaling approx. 9.47 acres, with direct lake frontage and estate level privacy in a tig
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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: 278
  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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9323 Gladys Garden Court
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Details for 9323 Gladys Garden Court, WINDERMERE, FL 34786
Single Family
  1. Price: $13,995,000.00
  2. Price sqft: $1,118.71 / sqft
  3. Days On Market: 8
  4. Bedrooms: 6
  5. Baths: 10
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 12510
  8. Acreage: 0.26 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2026
MLS#: O6381880
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Gardens Of Isleworth
  5. Elementary School: Windermere Elem
  6. Middle School: Chain of Lakes
  7. High School: Olympia
  8. Provided by: CORCORAN PREMIER REALTY
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Brand new construction and fully furnished! Architecturally refined and intentionally designed by Ashley Martin Home, this custom estate is a masterclass in proportion, craftsmanship, and quiet luxury
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10065 Autumn Mist Ln
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Details for 10065 Autumn Mist Ln, GOLDEN OAK, FL 32836
Single Family
  1. Price: $13,500,000.00
  2. Price sqft: $1,540.57 / sqft
  3. Days On Market: 174
  4. Bedrooms: 5
  5. Baths: 8
  6. Garage / Parking Spaces: 5
  7. Bldg sqft: 8763
  8. Acreage: 0.38 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2022
MLS#: O6339148
  1. County: ORANGE
  2. City: GOLDEN OAK
  3. Zipcode: 32836
  4. Subdivision: Golden Oak Ph 3
  5. Elementary School: Castleview
  6. Middle School: Horizon West
  7. High School: Windermere
  8. Provided by: STOCKWORTH REALTY GROUP
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Presenting a stunning showplace of elegance and style nestled inside the coveted Four Seasons Private Residences Orlando within Golden Oak at Walt Disney World Resort. This exquisitely crafted estate
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4226 Downeast Lane
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Details for 4226 Downeast Lane, WINDERMERE, FL 34786
Land
  1. Price: $11,800,000.00
  2. Days On Market: 66
  3. Acreage: 9.03 acres
  4. Pool: No
  5. Waterfront: Yes
  6. Wateraccess: Yes
  7. Waterfront Type: Lake Privileges
  8. Year Built: Not Available
MLS#: O6367852
  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, currently r ce zoning should allow for 3 lakefront luxury home sites discover over 5+acres of waterfront land with 300 feet of pristine shoreline on lake down, par
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4226 Downeast Lane
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Details for 4226 Downeast Lane, WINDERMERE, FL 34786
Single Family
  1. Price: $11,800,000.00
  2. Price sqft: $1,385.63 / sqft
  3. Previous Price: $14,800,000
  4. Last Price Change: 12/17/25
  5. Days On Market: 120
  6. Bedrooms: 5
  7. Baths: 3
  8. Garage / Parking Spaces: 4
  9. Bldg sqft: 8516
  10. Acreage: 9.03 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake Front
  15. 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, currently R CE zoning should allow for 3 Lakefront Luxury Home Sites Discover over 5+acres of waterfront land with 300 feet of pristine shoreline on LAKE DOWN, pa
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10012 Hyperion Lane
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Details for 10012 Hyperion Lane, ORLANDO, FL 32836
Single Family
  1. Price: $10,450,000.00
  2. Price sqft: $1,350.13 / sqft
  3. Days On Market: 1
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 7740
  8. Acreage: 0.43 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2019
MLS#: O6381136
  1. County: ORANGE
  2. City: ORLANDO
  3. Zipcode: 32836
  4. Subdivision: Golden Oak Ph 4
  5. Elementary School: Castleview
  6. Middle School: Horizon West
  7. High School: Windermere
  8. Provided by: ONE LUXURY INTERNATIONAL LLC
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Tucked away on a private cul de sac within the ultra exclusive gates of Golden Oak at Walt Disney World Resort, this rare single story estate was originally built by renowned luxury builder Jones Clay
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