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  1. School = Windermere
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: 65
  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
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
Details for 10601 Autumn Mist Lane 601, Golden Oak, FL 32836
Condominium
  1. Price: $9,999,990.00
  2. Price sqft: $1,311.47 / sqft
  3. Days On Market: 103
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 7625
  8. Acreage: 0.00 acres
  9. Pool: Yes
  10. Community Pool: Yes
  11. Spa/HotTub: Yes
  12. Waterfront: No
  13. Year Built: 2025
MLS#: O6299022
  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
  7. Middle School: Horizon West
  8. High School: Windermere
  9. Provided by: GOLDEN OAK REALTY
  10. Provided through
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Under Construction. 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 collect
Details for 9730 Lounsberry Circle, Golden Oak, FL 32836
Single Family
  1. Price: $5,250,000.00
  2. Price sqft: $1,193.18 / sqft
  3. Days On Market: 79
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4400
  8. Acreage: 0.16 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2014
MLS#: O6304564
  1. County: ORANGE
  2. City: Golden Oak
  3. Zipcode: 32836
  4. Subdivision: Golden Oak Ph 1c
  5. Elementary School: Castleview
  6. Middle School: Horizon West
  7. High School: Windermere
  8. Provided by: STOCKWORTH REALTY GROUP
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One or more photo(s) has been virtually staged. Nestled within the charming Tuscan inspired Kimball Trace at Golden Oak at Walt Disney World, just steps from the community clubhouse, sits Casa Trevisi
Details for 10075 Symphony Grove Drive, Golden Oak, FL 32836
Single Family
  1. Price: $5,195,000.00
  2. Price sqft: $1,319.87 / sqft
  3. Days On Market: 0
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3936
  8. Acreage: 0.19 acres
  9. Pool: Yes
  10. Community Pool: Yes
  11. Waterfront: No
  12. Year Built: 2020
MLS#: S5131259
  1. County: ORANGE
  2. City: Golden Oak
  3. Zipcode: 32836
  4. Subdivision: Golden Oak Phase 5
  5. Elementary School: Castleview
  6. Middle School: Horizon West
  7. High School: Windermere
  8. Provided by: TONYDAVIDSHOMES.COM, LLC
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Beautiful and elegant Spanish inspired retreat in Golden Oak at Walt Disney World Resort First time listed since new. Discover the perfect harmony of timeless elegance and relaxed sophistication in
Details for 4301 Down Point Lane, Windermere, FL 34786
Single Family
  1. Price: $3,499,000.00
  2. Price sqft: $348.47 / sqft
  3. Previous Price: $3,625,000
  4. Last Price Change: 06/04/25
  5. Days On Market: 112
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 6
  9. Bldg sqft: 10041
  10. Acreage: 0.72 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake,LakeFront,LakePrivileges
  15. Year Built: 1983
MLS#: O6295990
  1. County: ORANGE
  2. City: Windermere
  3. Zipcode: 34786
  4. Subdivision: Down Point Subdivision
  5. Elementary School: Windermere Elem
  6. Middle School: Chain of Lakes
  7. High School: Olympia
  8. Provided by: BHHS FLORIDA REALTY
  9. Provided through
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Price improvement *** up to $25,000 in buyer closing cost credit available with preferred lender! *** inquire for further information *** awake to awe inspiring sunrises from this unparalleled lakefro
Details for 4071 Isabella Circle, Windermere, FL 34786
Single Family
  1. Price: $3,200,000.00
  2. Price sqft: $280.31 / sqft
  3. Previous Price: $3,250,000
  4. Last Price Change: 06/16/25
  5. Days On Market: 63
  6. Bedrooms: 5
  7. Baths: 8
  8. Garage / Parking Spaces: 4
  9. Bldg sqft: 11416
  10. Acreage: 0.95 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2017
MLS#: O6311409
  1. County: ORANGE
  2. City: Windermere
  3. Zipcode: 34786
  4. Subdivision: Casabella Ph 2
  5. Elementary School: Windermere Elem
  6. Middle School: Bridgewater
  7. High School: Windermere
  8. Provided by: LA ROSA REALTY PREMIER LLC
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Welcome to Casabella at Windermere, a beautiful gated community where luxury and elegance converge. This stunning 6 bedroom, 5.5 bath estate sits on a sprawling one acre lot and showcases refined arch
Details for 1003 Oakdale Street, Windermere, FL 34786
Single Family
  1. Price: $2,650,000.00
  2. Price sqft: $483.84 / sqft
  3. Previous Price: $2,790,000
  4. Last Price Change: 06/15/25
  5. Days On Market: 233
  6. Bedrooms: 6
  7. Baths: 6
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 5477
  10. Acreage: 1.77 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: LakeFront,LakePrivileges
  15. Year Built: 2003
MLS#: O6261656
  1. County: ORANGE
  2. City: Windermere
  3. Zipcode: 34786
  4. Subdivision: Windermere Town
  5. Elementary School: Windermere Elem
  6. Middle School: Gotha
  7. High School: Olympia
  8. Provided by: VINTAGE REALTY GROUP LLC
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Never lived in since completely remodeled and expanded total of 6 bedrooms 5 full baths 1 pool or guest bath primary suite & guest suite on 1st floor 4 more bedrooms & 3 bathrooms on 2nd flo
Details for 409 2nd Avenue, Windermere, FL 34786
Single Family
  1. Price: $2,499,000.00
  2. Price sqft: $399.71 / sqft
  3. Days On Market: 129
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6252
  8. Acreage: 0.51 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1995
MLS#: O6290296
  1. County: ORANGE
  2. City: Windermere
  3. Zipcode: 34786
  4. Subdivision: Windermere Town
  5. Elementary School: Windermere Elem
  6. Middle School: Gotha
  7. High School: Olympia
  8. Provided by: UPSIDE REAL ESTATE INC
  9. Provided through
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Surrounded by glistening lakes and shaded by towering oaks, Windermere offers an unbeatable blend of natural beauty and small town charm. Friendly neighbors, golf cart friendly streets, and walkabilit
Details for 6564 Lagoon Street, Windermere, FL 34786
Single Family
  1. Price: $2,199,000.00
  2. Price sqft: $491.29 / sqft
  3. Previous Price: $2,300,000
  4. Last Price Change: 06/25/25
  5. Days On Market: 191
  6. Bedrooms: 5
  7. Baths: 5
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4476
  10. Acreage: 1.21 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: LakeFront,LakePrivileges
  15. Year Built: 2025
MLS#: O6271044
  1. County: ORANGE
  2. City: Windermere
  3. Zipcode: 34786
  4. Subdivision: Sawyer Shores Sub
  5. Elementary School: Windermere Elem
  6. Middle School: Bridgewater
  7. High School: Windermere
  8. Provided by: NOVA REAL ESTATE SERVICES INC
  9. Provided through
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NEW CONSTRUCTION! Welcome to your dream home on the serene banks of Lake Sawyer! Experience lakefront living at its finest in this stunning 5 bedroom, 4.5 bathroom home on the peaceful shores of Lake
Details for 9210 Tibet Pointe Circle, Windermere, FL 34786
Single Family
  1. Price: $2,195,000.00
  2. Price sqft: $348.14 / sqft
  3. Days On Market: 16
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6305
  8. Acreage: 0.47 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2006
MLS#: O6319723
  1. County: ORANGE
  2. City: Windermere
  3. Zipcode: 34786
  4. Subdivision: Keenes Pointe Unit 03 46/104
  5. Elementary School: Windermere Elem
  6. Middle School: Bridgewater
  7. High School: Windermere
  8. Provided by: KEENE'S POINTE REALTY
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Experience the classic beauty and effortless living of this stately Southern 5 bedroom, 4.5 bathroom home designed for entertaining in the serene Northshore Village of Keenes Pointea guard gated golf