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Main Street, Chester CTPhoto: John Phelan · CC BY-SA 4.0
Housing in Chester Center

19 homes sold in Chester Center in the last year, at a typical $636K

Almost every sale is a house. Below: what each kind of home sells for, what your budget buys, and a shortcut to every site where Chester Center homes are listed.

Homes for sale in Chester CenterZillowRedfinRealtor.comMore places to look ↓
Homes sold
19
October 2025 to September 2026
Typical sale price
$636K
median, weighted by sales
Price per square foot
$332
Connecticut $262
Paid vs. asking
98.4%
29% sold over asking
For sale now
6
September 2026 · 1 sold that month
What sold · last 12 months

Houses are 100% of Chester Center’s sales, at a typical $688K (year to May 2026)

19 homes sold in the year to September 2026.

Houses$688K

typical sale · 23 sold in the year to May 2026

Per square foot
$337CT $273
Days to sell
77
Sold over asking
43%
Listings with a price cut
33%
10 years of sales

Fewer homes sell than a decade ago, at twice the 2016 price

19 sales in the last year, against 30 in 2019 and a low of 18 in 2015. The typical sale went from $296K in 2016 to $636K.

Homes soldTypical sale price
012253750$350K$500K$650K$800K2012: 22 sold, typical $255K’122014: 26 sold, typical $266K2015: 18 sold, typical $314K’152016: 25 sold, typical $296K2017: 24 sold, typical $371K’172018: 19 sold, typical $304K2019: 30 sold, typical $283K’192021: 29 sold, typical $396K2022: 23 sold, typical $411K’222025: 27 sold, typical $691KLast 12 months: 19 sold, typical $636KNow

Source: Redfin Data Center, MLS sales; from June 2026 each month is a 3-month rolling window, its counts divided by 3. Typical price and $/sq ft are the monthly medians, weighted by sales. Redfin stopped publishing towns’ figures by property type after May 2026, so houses and condos are shown for the year to then.

What your budget buys

What $650K buys in Chester Center

Houseat $337 a sq ft, year to May 2026
The same money in Connecticutat $273 a sq ft, year to May 2026

Is this asking price fair?

Check a listing against what Chester Center homes sold for

Against the town’s median price per square foot over the last 12 months. A rough check: condition, lot and location within town move a price more than this can see.

Rent or buy?

Owning the typical Chester Center home costs about $4,054 a month

Mortgage
Property tax
Insurance
Rent

Price: Chester Center’s typical sale, last 12 months. Property tax at Chester Center’s 1.4% (median bill ÷ median value, Census ACS); insurance at 0.35% of price a year. Before PMI, HOA dues, upkeep and the tax deduction. Whether Chester Center is affordable on local pay is on Cost of living.

Before you buy in Chester Center

Four things worth knowing

1.4%

Property tax, a year

Of a home’s value: the median bill over the median home value. On a $636K home, about $8,830 a year.

Taxes vs. neighbors
25 min

Typical commute

The average one-way trip to work for people who live in Chester Center.

Work & commute
Flood

Check the flood map

Flood insurance isn’t in a standard policy, and lenders require it in FEMA flood zones. Check the address before you make an offer.

Natural hazards
Records

Look up any property

Assessed value, lot size and every past sale of a home you’re eyeing are public, at the town or county assessor and the registry of deeds.

Selling, or renting out?

Post your home to Chester Center, free

Selling it yourself, renting out an apartment or looking for a roommate? Post it to Chester Center. People who follow the town see it, and so do people comparing Chester Center with their own town. No commission, no listing fee.

Questions about buying a home in Chester Center

What do homes sell for in Chester Center, CT?

19 homes sold in the year to September 2026 at a typical $636K, $332 a square foot.

Is Chester Center a buyer’s or seller’s market?

A balanced market: 6 homes were for sale in September 2026 and 1 sold, about 6 months of supply. Buyers paid 98.4% of asking on average.

How much are property taxes in Chester Center?

About 1.4% of a home’s value a year. On a $636K home that’s near $8,830.

Where can I see homes for sale in Chester Center?

Zillow, Redfin, Realtor.com and Homes.com all carry Chester Center’s MLS listings; the search links above open each one filtered to Chester Center.

Sales, prices, days on market and listings: Redfin Data Center (MLS, monthly, not seasonally adjusted; from June 2026 each month is a 3-month rolling window, its counts divided by 3). Property tax rate: Census American Community Survey. Two-bedroom rent: HUD Fair Market Rent. Typical home value: Zillow Home Value Index. Schools grade: TownRatings (how grades work).