1055 Chesterfield Cir, photo 1
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Overview

3 bd2 ba1,665 sqft2 car garageSingle Family
TypeSingle Family
HOA$295/yr
Built1984
Lot14,600 sqft
Living area1,665 sqft
Price / sqft$285
Garage2 car

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Pricing, comps, HOA, the neighborhood. Answers before you fill out anything.

Open house

Saturday, Oct 10 · 4:00 PM to 6:00 PM

About this home

Ceiling Fans(s)Split BedroomVaulted Ceiling(s)Walk-in Closet(s)Rain GuttersDeed RestrictionsSidewalksStreet Lights

1055 Chesterfield Cir is a 1984-built home in Amherst, Winter Springs. Inside you'll find 3 bedrooms, 2 bathrooms, and 1,665 square feet of living space. Listed at $475,000 (about $285/sqft), 79 days on market. Flood zone x - outside the FEMA high-risk areas, which keeps insurance manageable. HOA runs $295 annually.

From the listing

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.

The essentials

Built
1984
Price / sqft
$285
On market
127 days
Annual tax
$5,048
HOA
$295/yr
Flood zone
X · Low risk
Lot
14,600 sqft
Type
Single Family Residence

At a glance

Single family
Built 1984
Private pool
Gunite
2 car garage
Driveway
0.34 acres
Lot size
1,665 sqft
Living area

Payment

Est. monthly payment
$3,160/mo
Down payment (20%)
$95,000
Property taxes
$421/mo
HOA
$295/yr
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Single Family Residence
Year Built
1984
Lot
14,600 sqft
Cooling
Central Air
Heating
Electric
Parking
Driveway, Garage Door Opener
Pool
Gunite, In Ground, Screen Enclosure
Days on Market
127
Ceiling Fans(s)
Split Bedroom
Vaulted Ceiling(s)
Walk-in Closet(s)
Rain Gutters
Deed Restrictions
Sidewalks
Street Lights
Dishwasher
Electric Water Heater
Microwave
Range
Refrigerator
Elementary
Rainbow Elementary
Middle
Indian Trails Middle
High
Winter Springs High

Districts can re-zone, so verify directly with the district before relying on these.

In a CDD (Community Development District) Flood Zone x
Annual Tax (2025)
$5,048
Parcel #
13-21-30-509-0000-0110

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision
Amherst
County
Seminole
MLS Area
32708 - Casselberrry/Winter Springs / Tuscawilla
Lot Size
14,600 sqft
In CountySidewalkPaved
HOA
$295/yr
Michael Blake

Price history

Date
Event
Price
10/7/2026
Price change
Source: Stellar MLS #O6413841
$475,000-1.0%
$285/sqft
-
Price change
Source: Stellar MLS #O6413841
$480,000-6.8%
$288/sqft
6/4/2026
Listed for sale
Source: Stellar MLS #O6413841
$515,000
$309/sqft

Neighborhood

1055 Chesterfield Cir
Winter Springs, FL, 32708 · 32708 - Casselberrry/Winter Springs / Tuscawilla

Market insights

Offer Insights

Choose an offer strength

List price: $475,000
$472,500 – $475,000
99.5% – 100% of listTops out right at the list price
80% of listList price
99 of the last 197 home closings in 32708 landed at this number or higher (50%). The median one sat 20 days before it went under contract, and this one is on day 127 after a $40,000 cut.

Sample: 197 closed home sales in 32708 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

Talk through an offer with our team

Calculator

Est. monthly payment
$3,160/mo
Principal & interest$2,477
Property taxes$421
Insurance$238
HOA$25
Down payment20% · $95,000
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. HOA is the fee reported on the listing. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Quick answers.

Price

$475,000

$285 per sq ft

Beds and baths

3 beds, 2 baths

Size

1,665 sq ft

Time on market

127 days

Year built

1984

Monthly payment

About $3,160/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $5,048 annual tax bill, insurance, and the $295/yr HOA fee.

HOA fee

$295/yr

Managed by Michael Blake.

Flood zone

Zone X

That is outside the high-risk areas, so flood insurance is usually optional rather than required by a lender.

Offer

What should I offer?

Have another question?

Brokered byLPT REALTY, LLCListing agent: Brittany ZapitzListing data from Stellar MLS, MLS# O6413841.

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