# 1055 CHESTERFIELD Circle, Winter Springs, FL 32708 > **TL;DR:** 3bd/2ba single family, $475,000 ($285/sqft), built 1984, 1,665 sqft. > Pool, Fireplace, A/C, 2-car garage. Est. $2,541/mo. Listed 152 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $475,000 | | Price/sqft | $285 | | Bedrooms | 3 | | Bathrooms | 2 full | | Square Feet | 1,665 | | Year Built | 1984 | | Lot Size | 14,810 sqft (0.34 acres) | | Stories | 1 | | Garage | 2-car | | Property Type | Single Family (Single Family Residence) | | Status | Active Under Contract | | Days on Market | 152 | ## Why This Home Stands Out - **Pool** - Porch ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $2,402 | | Estimated Insurance | $139 | | **Total** | **$2,541** | ## Nearby Schools - **Elementary:** Rainbow Elementary - **Middle:** Indian Trails Middle - **High:** Winter Springs High ## Key Amenities - Pool - Fireplace - A/C - 2-car garage ## Property Highlights - Built in 1984 - 0.34 acre lot - Private pool - Fireplace ## Description ### Agent Description Under contract-accepting backup offers. 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. ## Location - **Address:** 1055 CHESTERFIELD Circle, Winter Springs, FL 32708 - **County:** Seminole - **Neighborhood:** AMHERST - **Coordinates:** 28.659916, -81.273476 - **Google Maps:** https://www.google.com/maps?q=28.659916,-81.273476 ## Virtual Tour & Media - **Video Tour:** https://clientportal.hatfella.com/sites/eqlvkkvx/unbranded ## Listing Agent - **Name:** Brittany Zapitz - **Brokerage:** LPT Realty, LLC. - **Broker Phone:** (877) 366-2213 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/1055-Chesterfield-Cir_Winter-Springs_FL_32708_M69567-05148?f=listhub&s=MFRMLSFL&m=O6413841&c=propsimple) ## Photos ![1055 CHESTERFIELD Circle - Photo 1](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f2872149752r.jpg) ![1055 CHESTERFIELD Circle - Photo 2](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f3456978069r.jpg) ![1055 CHESTERFIELD Circle - Photo 3](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f1990762558r.jpg) ![1055 CHESTERFIELD Circle - Photo 4](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f1929762662r.jpg) ![1055 CHESTERFIELD Circle - Photo 5](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f3883052536r.jpg) ![1055 CHESTERFIELD Circle - Photo 6](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f1347786979r.jpg) ![1055 CHESTERFIELD Circle - Photo 7](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f217759350r.jpg) ![1055 CHESTERFIELD Circle - Photo 8](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f384883347r.jpg) ![1055 CHESTERFIELD Circle - Photo 9](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f411704558r.jpg) ![1055 CHESTERFIELD Circle - Photo 10](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f484350675r.jpg) ![1055 CHESTERFIELD Circle - Photo 11](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f2331996573r.jpg) ![1055 CHESTERFIELD Circle - Photo 12](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f251395636r.jpg) ![1055 CHESTERFIELD Circle - Photo 13](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f2797726291r.jpg) ![1055 CHESTERFIELD Circle - Photo 14](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f3070257227r.jpg) ![1055 CHESTERFIELD Circle - Photo 15](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f2786173350r.jpg) ![1055 CHESTERFIELD Circle - Photo 16](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f772203648r.jpg) ![1055 CHESTERFIELD Circle - Photo 17](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f4156042630r.jpg) ![1055 CHESTERFIELD Circle - Photo 18](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f4224591961r.jpg) ![1055 CHESTERFIELD Circle - Photo 19](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f1348755602r.jpg) ![1055 CHESTERFIELD Circle - Photo 20](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f2158707774r.jpg) ![1055 CHESTERFIELD Circle - Photo 21](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f3654509938r.jpg) ![1055 CHESTERFIELD Circle - Photo 22](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f207061241r.jpg) ![1055 CHESTERFIELD Circle - Photo 23](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f3391061687r.jpg) ![1055 CHESTERFIELD Circle - Photo 24](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f301683677r.jpg) ![1055 CHESTERFIELD Circle - Photo 25](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f2656458321r.jpg) ![1055 CHESTERFIELD Circle - Photo 26](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f1677133175r.jpg) ![1055 CHESTERFIELD Circle - Photo 27](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f885884041r.jpg) ![1055 CHESTERFIELD Circle - Photo 28](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f2354398786r.jpg) ![1055 CHESTERFIELD Circle - Photo 29](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f3128146404r.jpg) ![1055 CHESTERFIELD Circle - Photo 30](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f1590574092r.jpg) ![1055 CHESTERFIELD Circle - Photo 31](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f1761407665r.jpg) ![1055 CHESTERFIELD Circle - Photo 32](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f954910542r.jpg) ![1055 CHESTERFIELD Circle - Photo 33](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f76969415r.jpg) ![1055 CHESTERFIELD Circle - Photo 34](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f2396562233r.jpg) ![1055 CHESTERFIELD Circle - Photo 35](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f2154116897r.jpg) ![1055 CHESTERFIELD Circle - Photo 36](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f1396369097r.jpg) ![1055 CHESTERFIELD Circle - Photo 37](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f3296191035r.jpg) ![1055 CHESTERFIELD Circle - Photo 38](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f734664794r.jpg) ![1055 CHESTERFIELD Circle - Photo 39](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f2342676272r.jpg) ![1055 CHESTERFIELD Circle - Photo 40](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f373222256r.jpg) ![1055 CHESTERFIELD Circle - Photo 41](http://lh.rdcpix.com/3eef8f573ac59eebff0ed606e8d02a21l-f3755313723r.jpg) --- **MLS#:** O6413841 | **Updated:** 2026-10-29 **Source:** listhub *Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/1055-chesterfield-circle-winter-springs-fl-32708-4921ce95e2704bbcbe5aa03aedf9c0d7) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/1055-chesterfield-circle-winter-springs-fl-32708-4921ce95e2704bbcbe5aa03aedf9c0d7#listing", "url": "https://www.propertysimple.ai/listing/1055-chesterfield-circle-winter-springs-fl-32708-4921ce95e2704bbcbe5aa03aedf9c0d7", "name": "1055 CHESTERFIELD Circle, Winter Springs, FL 32708", "description": "Under contract-accepting backup offers. 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). 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