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1055 CHESTERFIELD CIRCLE, WINTER SPRINGS, FL - photo 1

$475,000

1055 CHESTERFIELD CIRCLE

WINTER SPRINGS, FL 32708

Estimated payment $2,850/month

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3Beds
2Baths
1,665Sq Ft
$285Price/Sq Ft

Preferred partner

Kinsfolk Realty

Kinsfolk Signature Realty

Powered by Hometrino

(813) 602-0498

Highlights

HOA $295/mo
Private Pool
Fireplace
Garage
Built in 1984
14,600 sqft Lot

About This Home

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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Facts & features

Bedrooms & bathrooms

  • •Bedrooms:3
  • •Bathrooms:2
  • •Full bathrooms:0

Heating

  • •Has Heating:Yes

Interior area

  • •Total structure area:1,665 sqft
  • •Total interior livable area:1,665 sqft

Parking

  • •Parking features:N/A
  • •Garage spaces:0
  • •Has attached garage:No

Lot

  • •Size:14,600 sqft

Details

  • •Parcel number:N/A

Type & style

  • •Home type:Single Family Residence
  • •Property subtype:Residential

Materials

  • • N/A

Condition

  • •Year built:1984

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Price history

DateEventPrice
2026-06-04T00:00:00.000ZListed for sale$475,000$285/sqft

Listing Agent

Brittany Zapitz

LPT REALTY, LLC

Brokerage Phone: 877-366-2213

Source: Stellar MLS · MLS #O6413841

Data Powered by Home Junction, Inc.

Nearby

Schools

RED BUG ELEMENTARY SCHOOL

Elementary · 0.9 mi

RAINBOW ELEMENTARY SCHOOL

Elementary · 1.3 mi

LAKE HOWELL HIGH SCHOOL

High · 1.5 mi

Supermarkets

OPWCI

0.2 mi

Walmart Neighborhood Market

0.8 mi

The Fresh Market

0.9 mi

Dining

369

0.1 mi

Nagoya Sushi

0.2 mi

Cocina de Mama

0.5 mi

Parks

Sunrise Community Park

1.0 mi

Red Bug Lake Park

1.2 mi

Trotwood Park

1.7 mi

Beaches

Lake Baldwin Park Beach

6.6 mi

Conrad Beach

23.2 mi

East Beach

23.3 mi

Nearby amenity locations include data © OpenStreetMap contributors.