1055 CHESTERFIELD CIRCLE, WINTER SPRINGS, FL 32708

$490,0003 Beds2 Baths1,665 Sq. Ft.$294 / sq. ft.

WINTER SPRINGS, FL 32708 · MLS# O6413841 · Active · AMHERST

Status
Active
Type
Single Family Residence
Year Built
1984
Days on Market
63
Lot Size
14,600 sqft
MLS #
O6413841
County
Seminole

Description of 1055 CHESTERFIELD CIRCLE, WINTER SPRINGS, FL 32708

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.

Property Details for 1055 CHESTERFIELD CIRCLE, WINTER SPRINGS, FL 32708

Bathrooms Full
2
Bathrooms Half
0
Interior Features
Ceiling Fan(s), Split Bedroom, Vaulted Ceiling(s), Walk-In Closet(s)
Appliances
Dishwasher, Electric Water Heater, Microwave, Range, Refrigerator
Flooring
Carpet, Ceramic Tile, Laminate
Heating
Electric
Cooling
Central Air
Furnished
Unfurnished
Garage Spaces
2
Attached Garage
Yes
Parking Features
Driveway, Garage Door Opener
Pool Features
Gunite, In Ground, Screen Enclosure
Pool Private
Yes
Property Condition
Completed
Direction Faces
South

Building Information for 1055 CHESTERFIELD CIRCLE, WINTER SPRINGS, FL 32708

Building Area Total
2485
Building Area Units
Square Feet
Association
Yes
Association Fee
$295
Association Fee Frequency
Annually
Pets Allowed
Yes

Property Information for 1055 CHESTERFIELD CIRCLE, WINTER SPRINGS, FL 32708

Lot Features
In County, Sidewalk
Lot Size Square Feet
14,600
Waterfront
No
View
Trees/Woods
Construction Materials
Stucco
Roof
Shingle
Exterior Features
Irrigation System, Rain Gutters, Sliding Doors
Sewer
Public Sewer
Water Source
Public
New Construction
No

Public Records for 1055 CHESTERFIELD CIRCLE, WINTER SPRINGS, FL 32708

Parcel Number
13213050900000110
Tax Annual Amount
$5,048
Tax Year
2025
Tax Legal Description
LOT 11 AMHERST PB 28 PGS 39 & 40
Zoning
RES
County Or Parish
Seminole

Schools Near 1055 CHESTERFIELD CIRCLE, WINTER SPRINGS, FL 32708

Elementary School
Rainbow Elementary
Middle School
Indian Trails Middle
High School
Winter Springs High

School assignments are provided by the listing and should be independently verified.

Payment Calculator

Estimated Payment
$3,169/mo
Principal & Interest
$2,478
Property Taxes
$421
Home Insurance
$245
HOA Dues
$25

Estimate only — actual rates, taxes and insurance vary. Not a loan offer or financial advice. Financing through Matthew Gromadzki, NMLS #2560919 · Innovative Mortgage Services, Inc., NMLS #250769.

Location

1055 CHESTERFIELD CIRCLE, WINTER SPRINGS, FL 32708 · See all Winter Springs homes for sale

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More information about 1055 CHESTERFIELD CIRCLE, WINTER SPRINGS, FL 32708

1055 CHESTERFIELD CIRCLE is a single family home for sale in WINTER SPRINGS, FL 32708. This property was listed for sale on June 2, 2026 by LPT REALTY, LLC, it's currently listed at $490,000. This listing's school district is Seminole Public Schools. Nearby schools include Rainbow Elementary, Indian Trails Middle and Winter Springs High. 1055 CHESTERFIELD CIRCLE is a 3-bed, 2-bath, 1,665 sqft single family home built in 1984.