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  1. School = Windermere Elem
Details for 9310 Isleworth Gardens Drive, WINDERMERE, FL 34786
Single Family
  1. Price: $3,700,000.00
  2. Price sqft: $572.22 / sqft
  3. Days On Market: 22
  4. Bedrooms: 3
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6466
  8. Acreage: 0.26 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2006
MLS#: O6349960
  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: UPSIDE REAL ESTATE INC
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Experience the art of fine living in this exquisite one story Modern Mediterranean garden villa, offered fully furnished with a curated designer furniture package. Every detail has been thoughtfully c
Details for 4812 Alexandra Garden Court, WINDERMERE, FL 34786
Single Family
  1. Price: $3,699,000.00
  2. Price sqft: $495.38 / sqft
  3. Days On Market: 61
  4. Bedrooms: 3
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 7467
  8. Acreage: 0.26 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2007
MLS#: O6339134
  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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Luxury villa living within the exclusive Gardens of Isleworth, part of the Isleworth Golf & Country Club. This exceptional residence boasts a captivating courtyard floor plan that provides breathtakin
Details for 5024 Sawyer Cove Way, WINDERMERE, FL 34786
Single Family
  1. Price: $3,600,000.00
  2. Price sqft: $439.94 / sqft
  3. Days On Market: 24
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 8183
  8. Acreage: 0.73 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Front,Lake Privileges
  14. Year Built: 2017
MLS#: O6348086
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Sawyer Sound
  5. Elementary School: Windermere Elem
  6. Middle School: Bridgewater
  7. High School: Windermere
  8. Provided by: STOCKWORTH REALTY GROUP
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Welcome to The Sounding: a captivating lakefront estate residence with inviting water views and a serene and peaceful setting offering the best of Florida living. Tucked inside this privately gated an
Details for 13125 Casabella Drive, WINDERMERE, FL 34786
Single Family
  1. Price: $3,590,000.00
  2. Price sqft: $388.28 / sqft
  3. Previous Price: $3,790,000
  4. Last Price Change: 10/21/25
  5. Days On Market: 208
  6. Bedrooms: 5
  7. Baths: 6
  8. Garage / Parking Spaces: 4
  9. Bldg sqft: 9246
  10. Acreage: 0.52 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Pond
  15. Year Built: 2018
MLS#: O6297797
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Casabella
  5. Elementary School: Windermere Elem
  6. Middle School: Bridgewater
  7. High School: Windermere
  8. Provided by: ON ME REALTY
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Welcome to Your Fully Automated Home in Casabella at Windermere Introducing a spectacular 7,561 sq. ft. estate home perfectly positioned on a half acre lot with tranquil pond views at both the front
Details for 13305 Bellaria Circle, WINDERMERE, FL 34786
Single Family
  1. Price: $3,490,000.00
  2. Price sqft: $386.23 / sqft
  3. Previous Price: $3,700,000
  4. Last Price Change: 08/06/25
  5. Days On Market: 244
  6. Bedrooms: 6
  7. Baths: 8
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 9036
  10. Acreage: 0.92 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Pond
  16. Year Built: 2014
MLS#: O6286539
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Bellaria
  5. Elementary School: Windermere Elem
  6. Middle School: Bridgewater
  7. High School: Windermere
  8. Provided by: PREMIER SOTHEBYS INT'L REALTY
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In the gated Bellaria community, featuring six expansive bedrooms, including two primary suites and four en suites, this residence is an ideal blend of privacy and convenience with a beautiful lake vi
Details for 4077 Isabella Circle, WINDERMERE, FL 34786
Single Family
  1. Price: $3,450,000.00
  2. Price sqft: $307.57 / sqft
  3. Days On Market: 89
  4. Bedrooms: 6
  5. Baths: 8
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 11217
  8. Acreage: 1.19 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2016
MLS#: O6333933
  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: CORCORAN PREMIER REALTY
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One or more photo(s) has been virtually staged. Stunning contemporary estate on over 1 acre in guard gated Casabella. This 6 bedroom, 6 full bath, 2 half bath custom home offers over 7,500 sq ft of lu
Details for 3426 Cocard Court, WINDERMERE, FL 34786
Single Family
  1. Price: $3,450,000.00
  2. Price sqft: $281.36 / sqft
  3. Previous Price: $3,499,000
  4. Last Price Change: 10/02/25
  5. Days On Market: 143
  6. Bedrooms: 4
  7. Baths: 5
  8. Garage / Parking Spaces: 4
  9. Bldg sqft: 12262
  10. Acreage: 0.99 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2003
MLS#: O6318053
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Chaine Du Lac
  5. Elementary School: Windermere Elem
  6. Middle School: Bridgewater
  7. High School: Windermere
  8. Provided by: STOCKWORTH REALTY GROUP
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An exceptional estate, masterfully renovated and transformed into a reimagined showplace: complete with a brand new exquisite chefs kitchen, family room, and bar with glass enclosed wine rack plus ma
Details for 9731 Chestnut Ridge Drive, WINDERMERE, FL 34786
Single Family
  1. Price: $3,400,000.00
  2. Price sqft: $552.76 / sqft
  3. Days On Market: 79
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 6151
  8. Acreage: 0.54 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1986
MLS#: O6336655
  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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Nestled within the gates of the renowned Isleworth Golf & Country Club, this beautiful four bedroom estate offers nearly 5,000 square feet and showcases an elegant transitional style. The main level
Details for 4301 Down Point Lane, WINDERMERE, FL 34786
Single Family
  1. Price: $3,350,000.00
  2. Price sqft: $333.63 / sqft
  3. Days On Market: 18
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 8
  7. Bldg sqft: 10041
  8. Acreage: 3.47 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Lake Front
  13. Year Built: 1983
MLS#: O6351950
  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: MARK SPAIN REAL ESTATE
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One or more photo(s) has been virtually staged. Selected photo(s) are virtually staged. Unique & luxurious water front lake property, showcasing a mediterranean cottage design with a custom heated poo
Details for 6161 Grosvenor Shore Drive, WINDERMERE, FL 34786
Land
  1. Price: $3,300,000.00
  2. Previous Price: $2,900,000
  3. Last Price Change: 08/06/25
  4. Days On Market: 612
  5. Acreage: 2.40 acres
  6. Pool: No
  7. Waterfront: Yes
  8. Wateraccess: Yes
  9. Waterfront Type: Lake Privileges
  10. Year Built: Not Available
MLS#: O6182683
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Keenes Pointe
  5. Elementary School: Windermere Elem
  6. Middle School: Bridgewater
  7. High School: Windermere
  8. Provided by: SOUTHERN REALTY GROUP LLC
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Keene's Pointe gated/24 hour attended community in Windermere, Florida. LAKEFRONT LOT IN THE VILLAGE OF GROSVENOR. Take advantage of this opportunity to build on one of the last remaining lots in t