Gabriella Massaro

Gabriella Massaro Real Estate Agent & Mortgage Loan Originator 🇺🇸 NMLS #2744990

$480,000.00
1055 CHESTERFIELD CIRCLE, WINTER SPRINGS, FL - 32708
3 beds
2.0 baths
1,665 sqft
$480,000.00
1055 CHESTERFIELD CIRCLE, WINTER SPRINGS, FL - 32708
Gabriella Massaro
$480,000.00
3 beds
2.0 baths
1,665 sqft
1055 CHESTERFIELD CIRCLE, WINTER SPRINGS, FL - 32708
For Sale
Photo 1
  • Built in 1984
  • 2 garage spaces
  • $288.29/sqft
  • Lot size: 14,600 sqft
  • 81 days on market

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.

  • 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.
  • County: Seminole
  • Geo subdivision: AMHERST

Nearby Schools

Rainbow Elementary

Indian Trails Middle

Winter Springs High

Features

Financial

Let's get in touch!

Gabriella Massaro

Gabriella Massaro

Real Estate Agent & Mortgage Loan Originator 🇺🇸 NMLS #2744990

See also

For Sale
340 KIMBLE AVENUE, OVIEDO, FL - 32765
$499,900.00
4 bds
2.0 ba
1,615 sqft
340 KIMBLE AVENUE, OVIEDO, FL - 32765
For Sale
1011 MANCHESTER CIRCLE, WINTER PARK, FL - 32792
$450,000.00
4 bds
2.0 ba
1,699 sqft
1011 MANCHESTER CIRCLE, WINTER PARK, FL - 32792
For Sale
1675 THORNHILL CIRCLE, OVIEDO, FL - 32765
$465,000.00
4 bds
2.5 ba
2,460 sqft
1675 THORNHILL CIRCLE, OVIEDO, FL - 32765
Stellar MLS
  • Source: Stellar MLS
  • MLS #: O6413841
Listing updated: August 23, 2026 at 7:05PM
Listing provided by: Brittany Zapitz, LPT REALTY, LLC
Last checked 15 hours ago
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