To schedule a showing of 1055 Chesterfield Circle, Winter Springs, Florida, Call David Shippey at 863-521-4517 TODAY!
$499,900 | 3 beds | 2 full baths | N/A half baths | 1,665 sqft
Winter Springs, FL 32708
- 3Beds
- 2.00Total Baths
- 2 Full, 0 HalfBaths
- 1,665SqFt
- 1984Year Built
- 0.34Acres
- MLS# O6413841
- Residential
- SingleFamilyResidence
- Active
- Approx Time on Market19 days
- Area32708 - Casselberrry/winter Springs / Tuscawilla
- CountySeminole
- Subdivision Amherst
Overview
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.
Agriculture / Farm
Association Fees / Info
Community Features: Fishing, StreetLights, Sidewalks
Pets Allowed: Yes
Hoa Frequency Rate: 295
Association: Yes
Hoa Fees Frequency: Annually
Bathroom Info
Total Baths: 2.00
Fullbaths: 2
Building Info
Roof: Shingle
Building Area Source: PublicRecords
Buyer Compensation
Exterior Features
Pool Features: Gunite, InGround, ScreenEnclosure, SolarHeat
Patio: RearPorch, Covered, Screened
Pool Private: Yes
Exterior Features: SprinklerIrrigation, RainGutters
Fees / Restrictions
Financial
Original Price: $515,000
Disclosures: CovenantsRestrictionsDisclosure
Garage / Parking
Parking Features: Driveway, Garage, GarageDoorOpener
Attached Garage: Yes
Garage: Yes
Green / Env Info
Interior Features
Fireplace Desc: FamilyRoom, WoodBurning
Fireplace: Yes
Floors: Carpet, CeramicTile, Laminate
Levels: One
Laundry Features: Inside, LaundryRoom
Interior Features: CeilingFans, SplitBedrooms, VaultedCeilings, WalkInClosets
Appliances: Dishwasher, ElectricWaterHeater, Microwave, Range, Refrigerator
Spa Features: InGround
Lot Info
Direction Remarks: .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.
Lot Size Units: Acres
Lot Size Acres: 0.34
Lot Sqft: 14,600
Est Lotsize: 90x150
Lot Desc: OutsideCityLimits
Misc
Other
Special Conditions: None
Security Features: FireHydrants
Other Rooms Info
Property Info
Section: 21
Class Type: SingleFamilyResidence
Property Sub Type: SingleFamilyResidence
Property Condition: NewConstruction
Construction Materials: Stucco
Stories: 1
Foundation: Slab
Human Modified: Yes
Room Info
Total Rooms: 8
Sqft Info
Sqft: 1,665
Bulding Area Sqft: 2,485
Living Area Units: SquareFeet
Living Area Source: PublicRecords
Tax Info
Tax Year: 2,025
Tax Lot: 40
Tax Legal Description: LOT 11 AMHERST PB 28 PGS 39 & 40
Tax Block: 39
Tax Annual Amount: 5048
Tax Book Number: 28
Unit Info
Utilities / Hvac
Heating: Electric
Water Source: Public
Sewer: PublicSewer
Cool System: CentralAir, CeilingFans
Cooling: Yes
Heating: Yes
Utilities: CableAvailable, ElectricityConnected, HighSpeedInternetAvailable, MunicipalUtilities, PhoneAvailable, SewerConnected, UndergroundUtilities, WaterConnected
Waterfront / Water
View: Yes
View: TreesWoods
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.This listing courtesy of Lpt Realty, Llc
MLS# TB8504998 
The information being provided by © 2026 My Florida Regional MLS DBA Stellar MLS is for the consumer's
personal, non-commercial use and may not be used for any purpose other than to
identify prospective properties consumer may be interested in purchasing. Any information relating
to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX)
program of the My Florida Regional MLS DBA Stellar MLS. XCELLENCE is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of XCELLENCE, a broker participant of My Florida Regional MLS DBA Stellar MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site.
MLS IDX data last updated on 06-23-2026 7:51 PM EST.
If you have any questions on 1055 Chesterfield Circle, Winter Springs, Florida, please call David Shippey at 863-521-4517.
MLS# O6413841 located at 1055 Chesterfield Circle, Winter Springs, Florida is brought to you by David Shippey REALTOR®
1055 Chesterfield Circle, Winter Springs, Florida has 3 Beds, 2 Full Bath, and 0 Half Bath.
The MLS Number for 1055 Chesterfield Circle, Winter Springs, Florida is O6413841.
The price for 1055 Chesterfield Circle, Winter Springs, Florida is $499,900.
The status of 1055 Chesterfield Circle, Winter Springs, Florida is Active.
The subdivision of 1055 Chesterfield Circle, Winter Springs, Florida is Amherst.
The home located at 1055 Chesterfield Circle, Winter Springs, Florida was built in 2026.