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Property for sale at 1055 CHESTERFIELD CIRCLE, WINTER SPRINGS, FL, 32708

1055 Chesterfield CircleWinter Springs, FL, 32708

3beds
2baths
1,665sqft
Single Family Residence
Built in 1984
$295 Annually HOA Fee
$490,000
Sold
Price per sqft
$294
Sold on
Nov 7, 2026
MLS #O6413841Updated Nov 7, 2026

About this property

Virtually Staged. Beautiful pool home located in the highly desirable Amherst community of Winter Springs! Situated on an oversized .34-acre lot, this well-maintained 3-bedroom, 2-bath home offers a spacious split-bedroom floor plan with vaulted ceilings, abundant natural light, and a cozy wood-burning fireplace in the oversized family room. Updated bathrooms and ceramic wood looking flooring in main living areas. The screened with an large pool and covered lanai create the perfect setting for year-round outdoor living and entertaining, and no rear neighbors for privacy. Property has fiber optics, 50 amp car charger in garage, and nest thermostat for A/C.

The primary suite features a walk-in closet and spacious bath with dual sinks newly remodeled. Additional highlights include a 2-car garage, irrigation system, rain gutters, public utilities, and low annual HOA dues. New Roof (2025), New Water Heater & A/C (2024). Conveniently located near top-rated Seminole County schools, parks, shopping, dining, major roadways, and the 417.

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Property details

Property type
Single Family Residence
Street address
1055 Chesterfield Circle
City
Winter Springs
State
FL
ZIP code
32708
Year built
1984
New construction
No
Attached property
No
Faces
South
Rooms
8
Living area
1,665 sqft
Total building area
2,485 sqft
Levels
One

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at November 8, 2026 at 1:00 AM EST

Price & sale history

EventPrice
SoldMLS #O6413841$490,000
Price reducedMLS #O6413841$475,000Change: −7.8%−$40,000
Listed for saleMLS #O6413841$515,000
SoldMLS #O5909005$310,000
History may be incomplete.
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Location

Property for sale at 1055 CHESTERFIELD CIRCLE, WINTER SPRINGS, FL, 32708
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