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Headshot for Associate Michelle Hill
  1. Michelle Hill, ABR,AHWD,PA,PSA,REALTOR ®,SFR
  2. Tropic Shores Realty
  3. Mobile: 352.247.2177
  4. 229.834.4988
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  1. Subdivision Like Preston Square
6615 Helmsley Circle
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Details for 6615 Helmsley Circle, WINDERMERE, FL 34786
Single Family
  1. Price: $833,333.00
  2. Price sqft: $186.01 / sqft
  3. Days On Market: 10
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4480
  8. Acreage: 0.14 acres
  9. Pool: No
  10. Waterfront: No
  11. 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
Listing Details and 41 Additional Pictures
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6846 Helmsley Circle
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Details for 6846 Helmsley Circle, WINDERMERE, FL 34786
Single Family
  1. Price: $669,000.00
  2. Price sqft: $204.40 / sqft
  3. Previous Price: $699,000
  4. Last Price Change: 11/07/25
  5. Days On Market: 26
  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
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 space with two
Listing Details and 39 Additional Pictures
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6920 Helmsley Circle
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Details for 6920 Helmsley Circle, WINDERMERE, FL 34786
Rental
  1. Price: $3,100.00
  2. Price sqft: $1.10 / sqft
  3. Days On Market: 20
  4. Bedrooms: 3
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2818
  8. Acreage: 0.15 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2009
MLS#: O6354835
  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: CHARLES RUTENBERG REALTY ORLANDO
  9. mfrmls
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Beautiful One Story Home in Windermere. The Perfect Place to Call Home! Discover comfort and elegance in this stunning single story home located in the highly desirable community of Windermere. Featu
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11377 Evesham Drive
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Details for 11377 Evesham Drive, WINDERMERE, FL 34786
Rental
  1. Price: $2,200.00
  2. Price sqft: $1.03 / sqft
  3. Previous Price: $2,400
  4. Last Price Change: 10/16/25
  5. Days On Market: 46
  6. Bedrooms: 2
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2140
  10. Acreage: 0.06 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2008
MLS#: O6348933
  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: JAMIESON PROPERTIES, INC.
  9. mfrmls
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Available Now! Stunning 2BR/2.5BA in the desirable community of Preston Square in Windermere. The main level includes a Great Room that opens to a private brick paver courtyard, ideal for entertaining
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