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  1. Subdivision Like Preston Square
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: 65
  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
  9. mfrmls
  10. DMCA Notice
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
Details for 6799 Helmsley Circle, WINDERMERE, FL 34786
Single Family
  1. Price: $691,000.00
  2. Price sqft: $173.62 / sqft
  3. Previous Price: $699,000
  4. Last Price Change: 01/05/26
  5. Days On Market: 54
  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
  7. High School: Windermere
  8. Provided by: WRA BUSINESS & REAL ESTATE
  9. mfrmls
  10. DMCA Notice
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
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: 12/18/25
  5. Days On Market: 82
  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
  6. mfrmls
  7. DMCA Notice
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
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: 40
  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
  9. mfrmls
  10. DMCA Notice
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