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$515,000
New Listing

1055 CHESTERFIELD CIRCLE
WINTER SPRINGS, FL 32708

For Sale|Single Family Residence|Active
3
Beds
2
Total Baths
2
Full Baths
1,665
SqFt
$309
/SqFt
1984
Built
Subdivision:
AMHERST
County:
Seminole

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(407) 803-4049
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Sun, Jun 7, 12:00 PM - 3:00 PM
1055 CHESTERFIELD CIRCLE1055 CHESTERFIELD CIRCLE1055 CHESTERFIELD CIRCLE1055 CHESTERFIELD CIRCLE
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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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Listing Snapshot
Price 
$515,000
Days On Site 
0 Days
Bedrooms 
3
Inside Area (SqFt) 
1,665 sqft
Total Baths 
2
Full Baths 
2
Partial Baths 
N/A
Lot Size 
0.34 Acres
Year Built 
1984
MLS® Number 
O6413841
Status 
Active
Property Tax 
$5,048
HOA/Condo/Coop Fees 
$24.58 monthly
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
2 hours agoListing updated with changes from the MLS®
3 hours agoListing first seen on site
General Features
Acres 
0.34
Attached Garage 
Yes
Direction Faces 
South
Foundation 
Slab
Garage 
Yes
Garage Spaces 
2
Levels 
One
Parking 
DrivewayGarage Door OpenerAttached
Pets 
Yes
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
2485
Utilities 
Cable AvailableElectricity ConnectedPhone AvailableSewer ConnectedUnderground UtilitiesWater Connected
Water Source 
Public
Zoning 
RES
Interior Features
Appliances 
DishwasherElectric Water HeaterMicrowaveRangeRefrigerator
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Family RoomWood Burning
Flooring 
CarpetCeramic TileLaminate
Furnished 
Unfurnished
Heating 
Electric
Interior 
Vaulted Ceiling(s)Walk-In Closet(s)
Laundry Features 
InsideLaundry Room
Bedroom 2 
Dimensions - 12x10Level - FirstFeatures - Ceiling Fan(s)
Bedroom 3 
Dimensions - 12x11Level - FirstFeatures - Ceiling Fan(s)
Dinette 
Dimensions - 8x6Level - FirstFeatures - Ceiling Fan(s)
Family Room 
Dimensions - 15x26Level - FirstFeatures - Ceiling Fan(s)
Kitchen 
Dimensions - 10x9Level - FirstFeatures - Pantry
Living Room 
Dimensions - 12x11Level - FirstFeatures - Ceiling Fan(s)
Master Bathroom 
Dimensions - 9x12Level - FirstFeatures - Double Vanity
Master Bedroom 
Dimensions - 13x16Level - FirstFeatures - Ceiling Fan(s)
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Exterior Features
Construction Details 
Stucco
Exterior 
Rain Gutters
Lot Features 
Paved
Patio And Porch 
CoveredRear PorchScreened
Pool Features 
GuniteIn GroundScreen EnclosureSolar HeatPrivate
Private Pool 
Yes
Roof 
Shingle
Spa Features 
In Ground
View 
Trees/Woods
Waterview 
Trees/Woods
Community Features
Association Dues 
295
Community Features 
SidewalksStreet Lights
Financing Terms Available 
CashConventionalFHAVA Loan
HOA Fee Frequency 
Annually
MLS Area 
32708 - Casselberrry/Winter Springs / Tuscawilla
Roads 
Asphalt
Township 
30
Schools
School District
Unknown
Elementary School
Rainbow Elementary
Middle School
Indian Trails Middle
High School
Winter Springs High
Listing courtesy of LPT REALTY, LLC (321) 230-4445



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-06-04 06:26 PM EDT

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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