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  1. County = Orange
  2. Listing Status = Active
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: 42
  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 Middle
  6. High School: Olympia High
  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
Details for 10024 Enchanted Oak Drive, GOLDEN OAK, FL 32836
Single Family
  1. Price: $18,500,000.00
  2. Price sqft: $1,244.79 / sqft
  3. Previous Price: $19,000,000
  4. Last Price Change: 03/20/26
  5. Days On Market: 137
  6. Bedrooms: 10
  7. Baths: 16
  8. Garage / Parking Spaces: 4
  9. Bldg sqft: 14862
  10. Acreage: 0.79 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. 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 Elementary
  6. Middle School: Horizon West Middle School
  7. High School: Windermere High School
  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
Details for 11900 Lake Butler Boulevard, WINDERMERE, FL 34786
Single Family
  1. Price: $17,250,000.00
  2. Price sqft: $758.98 / sqft
  3. Previous Price: $18,500,000
  4. Last Price Change: 04/15/26
  5. Days On Market: 409
  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 Middle
  7. High School: Olympia High
  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
Details for 10160 Autumn Mist Lane 800, GOLDEN OAK, FL 32836
Condominium
  1. Price: $15,500,000.00
  2. Price sqft: $2,105.98 / sqft
  3. Days On Market: 26
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 7360
  8. Acreage: 0.00 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2025
MLS#: O6393339
  1. County: ORANGE
  2. City: GOLDEN OAK
  3. Zipcode: 32836
  4. Subdivision: Golden Oak Florian Park Condom
  5. Building: Golden Oak Florian Park Condominium
  6. Elementary School: Castleview Elementary
  7. Middle School: Horizon West Middle School
  8. High School: Windermere High School
  9. Provided by: GOLDEN OAK REALTY
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A new luxury Four Seasons Private Residences opportunity is now available at Golden Oak at Walt Disney World Resort. The proposed project by HHR FSO LAND LLC will feature a collection of nine attached
Details for 12488 Park Avenue, WINDERMERE, FL 34786
Single Family
  1. Price: $15,500,000.00
  2. Price sqft: $878.09 / sqft
  3. Days On Market: 13
  4. Bedrooms: 10
  5. Baths: 17
  6. Garage / Parking Spaces: 9
  7. Bldg sqft: 17652
  8. Acreage: 2.75 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Privileges
  14. Year Built: 1996
MLS#: O6395291
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Chaine Du Lac
  5. Elementary School: Windermere Elem
  6. Middle School: Bridgewater Middle
  7. High School: Windermere High School
  8. Provided by: ONE LUXURY INTERNATIONAL LLC
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Commanding a rare 2.75 acre lakefront setting on the coveted Butler Chain of Lakes, this extraordinary Windermere estate is a true work of art. Recently completed after a meticulous, ground up transfo
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: 76
  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 Elementary
  6. Middle School: Horizon West Middle School
  7. High School: Windermere High School
  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
Details for 9621 Windy Ridge Road, WINDERMERE, FL 34786
Single Family
  1. Price: $13,550,000.00
  2. Price sqft: $493.95 / sqft
  3. Days On Market: 8
  4. Bedrooms: 9
  5. Baths: 16
  6. Garage / Parking Spaces: 8
  7. Bldg sqft: 27432
  8. Acreage: 2.50 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2025
MLS#: O6400740
  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. 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 protect
Details for 7011 Via Carmel Way, ORLANDO, FL 32819
Single Family
  1. Price: $13,500,000.00
  2. Price sqft: $1,055.68 / sqft
  3. Previous Price: $12,000,000
  4. Last Price Change: 01/15/26
  5. Days On Market: 309
  6. Bedrooms: 5
  7. Baths: 10
  8. Garage / Parking Spaces: 4
  9. Bldg sqft: 12788
  10. Acreage: 0.51 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2026
MLS#: O6320806
  1. County: ORANGE
  2. City: ORLANDO
  3. Zipcode: 32819
  4. Subdivision: Carmel
  5. Elementary School: Dr. Phillips Elem
  6. Middle School: Southwest Middle
  7. High School: Dr. Phillips High
  8. Provided by: PARK SQUARE REALTY
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Under Construction. Welcome to an extraordinary custom estate in the privately gated enclave of Carmel, within Arnold Palmers Bay Hill Club & Lodge. Perfectly set on an oversized lakeview lot in Dr. P
Details for 570 Manor Road, MAITLAND, FL 32751
Single Family
  1. Price: $12,500,000.00
  2. Price sqft: $838.76 / sqft
  3. Days On Market: 376
  4. Bedrooms: 6
  5. Baths: 10
  6. Garage / Parking Spaces: 6
  7. Bldg sqft: 14903
  8. Acreage: 2.73 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Front,Lake Privileges
  14. Year Built: 1996
MLS#: O6300040
  1. County: ORANGE
  2. City: MAITLAND
  3. Zipcode: 32751
  4. Subdivision: Lake Maitland Manor
  5. Elementary School: Lake Sybelia Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: FORTUNE INTERNATIONAL REALTY
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Welcome to Maison du Lac a breathtaking lakefront estate that epitomizes unrivaled luxury, timeless elegance, and an extraordinary lifestyle. Situated on an expansive 2.7 acre lot along the prestigio
Details for 9323 Gladys Garden Court, WINDERMERE, FL 34786
Single Family
  1. Price: $12,500,000.00
  2. Price sqft: $999.20 / sqft
  3. Previous Price: $13,995,000
  4. Last Price Change: 04/03/26
  5. Days On Market: 74
  6. Bedrooms: 6
  7. Baths: 10
  8. Garage / Parking Spaces: 4
  9. Bldg sqft: 12510
  10. Acreage: 0.26 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2026
MLS#: O6381880
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Isleworth
  5. Elementary School: Windermere Elem
  6. Middle School: Chain of Lakes Middle
  7. High School: Olympia High
  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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