1055 CHESTERFIELD CIRCLE Winter Springs, FL $ 515,000
1055 CHESTERFIELD CIRCLE
$ 515,000
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Open House 6/7 12pm - 3pm
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1055 CHESTERFIELD CIRCLE

Winter Springs, FL, 32708
$ 515,000
Bedrooms3 Baths2.0 Sq 1,665

Monthly Estimate*

$ 3,171

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Single Family Home for sale in Winter Springs, FL

for $515,000 with 3 bedrooms and 2 full baths. This 1,665 square foot home was built in 1984 on a lot size of 0.34.

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. 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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Open House

6/7/2026 12:00 PM - 3:00 PM
1055 CHESTERFIELD CIRCLE Winter Springs, FL
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 515,000

Bedrooms

3

Full Bath

2

Property Type

Single Family

Taxes

$ 5,048

Style

Single Family Residence

Lot Size

0.34

Year Built

1984

Town/City

Winter Springs

County/Region

Seminole

MLS | Web ID

O6413841

Features
General
Sewer Public Sewer
Heating Electric
Cooling Central Air
Utilities BB/HS Internet Available Cable Available Electricity Connected Fire Hydrant Phone Available Public Sewer Connected Street Lights Underground Utilities Water Connected
Possession Close Of Escrow
Roof Shingle
Appliances Dishwasher Electric Water Heater Microwave Range Refrigerator
Zoning RES
HOA Fee 295
Garage Spaces 2
Patio/Porch Features Covered Rear Porch Screened
Pool Features Gunite In Ground Screen Enclosure Solar Heat
Construction Materials Stucco
Pets Allowed Yes
Year Built 1984
View Trees/Woods
Levels One
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Community Features Fishing Deed Restrictions Sidewalks
Assoc Fee Paid Per Annually
County Seminole
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name AMHERST
Facing Direction South
Garage Y/N true
Total Rooms 8
Full Baths 2
Status Active
Directions .From 417 head West on Red Bug Rd to Tuskawilla Rd North. Turn Right into Amherst at first light. Left at Stop sign home will be on your Left.
High School Winter Springs High
City WINTER SPRINGS
Association Name Michael Blake
Senior Community Y/N false
MLS Area 32708 - Casselberrry/Winter Springs / Tuscawilla
Lot Size Units Square Feet
Lot Size Square Feet 14600
Carport Y/N false
Listing Terms Cash Conventional FHA VA Loan
Spa Features In Ground
Elementary School Rainbow Elementary
Property Attached Y/N false
Land Lease Y/N false
Tax Annual Amount 5048
Middle/Junior High School Indian Trails Middle
Property Condition Completed
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://clientportal.hatfella.com/sites/eqlvkkvx/unbranded
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
TaxOtherAnnualAssessmentAmount 0
Tax Lot 40
Legal Description LOT 11 AMHERST PB 28 PGS 39 & 40
Minimum Lease 7 Months
Water Access Y/N false
Monthly HOA Amount 24.58
Water View Y/N false
Flood Zone Code x
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Interior
Interior Amenities Ceiling Fan(s) Split Bedroom Vaulted Ceiling(s) Walk-In Closet(s)
Flooring Carpet Ceramic Tile Laminate
Furnished Y/N Unfurnished
Fireplace Features Family Room Wood Burning
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 0
Laundry Features Inside Laundry Room
Total Bedrooms 3
Total Baths 2
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Exterior
Exterior Amenities Irrigation System Rain Gutters Sliding Doors
Parking Features Driveway Garage Door Opener
Lot Features In County Sidewalk
Water Source Public
Lot Size Area 14600
Foundation Details Slab
Spa false
Building Area Total 2485
Lot Dimensions 90 x 150
Lot Size Acres 0.34
Road Surface Type Paved Asphalt
Private Pool true
Waterfront Y/N false
Covered Spaces 2
Road Frontage Type Street Paved
Road Responsibility Public Maintained Road
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* Excluded Features
List By
Lpt Realty, Llc

Broker

bzapitz@gmail.com

Email

Affordability Calculator

$3,592
Per Month
88%
12%
0%
Monthly Principal & Interest
$3,171
Monthly Property Taxes
$421
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Winter Springs High High School High School
Pricing History
DatePricePrice ChangeDescription
6/4/2026$515,000 Listed Price

Map


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1055 CHESTERFIELD CIRCLE, Winter Springs, FL, 32708 is a Single Family Home for sale at $515,000 with 1,665 sqft and a lot size of 0.34. 1055 CHESTERFIELD CIRCLE has 3 bedrooms, 2.0 baths, and was built in 1984. The property's zip code is 32708 which is in Winter Springs, FL