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6615 Helmsley Circle
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Details for 6615 Helmsley Circle, WINDERMERE, FL 34786
Single Family
  1. Price: $799,900.00
  2. Price sqft: $178.55 / sqft
  3. Previous Price: $833,333
  4. Last Price Change: 11/24/25
  5. Days On Market: 84
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4480
  10. Acreage: 0.14 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2011
MLS#: G5104075
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Preston Square
  5. Elementary School: Sunset Park Elem
  6. Middle School: Horizon West
  7. High School: Windermere
  8. Provided by: KELLER WILLIAMS ELITE PARTNERS III REALTY
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Beautifully remodeled and impeccably maintained, this spacious 3,390 sq. ft. two story home offers 5 bedrooms, 3.5 bathrooms, an office, and an attached 2 car garage in the highly desirable community
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6799 Helmsley Circle
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Details for 6799 Helmsley Circle, WINDERMERE, FL 34786
Single Family
  1. Price: $691,000.00
  2. Price sqft: $173.62 / sqft
  3. Previous Price: $694,000
  4. Last Price Change: 01/24/26
  5. Days On Market: 72
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3980
  10. Acreage: 0.13 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2011
MLS#: O6361417
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Preston Square
  5. Elementary School: Sunset Park Elem
  6. Middle School: Horizon West Middle School
  7. High School: Windermere High School
  8. Provided by: WRA BUSINESS & REAL ESTATE
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Stunning 4 Bedroom Home with Lake View in Prime Windermere Location! Welcome to your dream home! This beautiful 4 bedroom, 3.5 bathroom residence offers the perfect blend of elegance, comfort, and
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6841 Helmsley Circle
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Details for 6841 Helmsley Circle, WINDERMERE, FL 34786
Single Family
  1. Price: $650,000.00
  2. Price sqft: $207.40 / sqft
  3. Days On Market: 13
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3134
  8. Acreage: 0.17 acres
  9. Pool: Yes
  10. Community Pool: Yes
  11. Waterfront: No
  12. Year Built: 2010
MLS#: O6372635
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Preston Square
  5. Elementary School: Sunset Park Elem
  6. Middle School: Horizon West Middle School
  7. Provided by: COLDWELL BANKER RESIDENTIAL RE
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Step inside this home from anywhere! To experience a fully immersive walk through of this home click on the Video or Virtual Tour button on this page. Nestled within the highly desirable Preston Squar
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6846 Helmsley Circle
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Details for 6846 Helmsley Circle, WINDERMERE, FL 34786
Single Family
  1. Price: $637,500.00
  2. Price sqft: $194.78 / sqft
  3. Previous Price: $656,625
  4. Last Price Change: 01/24/26
  5. Days On Market: 100
  6. Bedrooms: 5
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3273
  10. Acreage: 0.28 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2009
MLS#: O6342692
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Preston Square
  5. Provided by: COMPASS FLORIDA LLC
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NEW ROOF! Welcome to 6846 Helmsley Circle in beautiful Windermere, FL! This stunning 5 bedroom, 3 bathroom home is situated on the largest lot in the neighborhood, offering over a quarter acre of spac
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7028 Ventnor Drive
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Details for 7028 Ventnor Drive, WINDERMERE, FL 34786
Townhome
  1. Price: $499,000.00
  2. Price sqft: $196.30 / sqft
  3. Previous Price: $515,000
  4. Last Price Change: 01/01/26
  5. Days On Market: 59
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2542
  10. Acreage: 0.06 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2008
MLS#: O6363663
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Preston Square
  5. Elementary School: Sunset Park Elem
  6. Middle School: Horizon West
  7. High School: Windermere
  8. Provided by: UPSIDE REAL ESTATE INC
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One or more photo(s) has been virtually staged. PRISTINE 4 Bedroom 3 Bath End Unit Townhome in Beautiful Preston Square Windermere with Brand New Roof and exterior paint. Charming Front Porch invite
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6673 Helmsley Circle
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Details for 6673 Helmsley Circle, WINDERMERE, FL 34786
Rental
  1. Price: $2,999.00
  2. Price sqft: $1.51 / sqft
  3. Previous Price: $3,300
  4. Last Price Change: 01/25/26
  5. Days On Market: 7
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 1980
  10. Acreage: 0.08 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2008
MLS#: O6375711
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Preston Square
  5. Elementary School: Sunset Park Elem
  6. Middle School: Horizon West
  7. High School: Windermere
  8. Provided by: EXP REALTY LLC
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Welcome to this beautifully updated corner unit townhome located at 6673 Helmsley Circle in the desirable Preston Square community. This spacious and thoughtfully designed residence is available furni
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