168 homes sold in Cheshire Village in the last year, at a typical $530K
Almost every sale is a house. Below: what each kind of home sells for, what your budget buys, the best months to buy, how hard you’ll have to bid, and a shortcut to every site where Cheshire Village homes are listed.
Every place Cheshire Village homes are listed, in one stop
We don’t copy listings: the agents’ sites have the photos and the latest price changes. Set what you want once and we open each site already filtered to Cheshire Village.
For sale
Rent
New, land & open houses
Links open the listing sites; TownRatings isn’t paid for them and doesn’t rank one above another. Rentals and government-owned homes come from sources outside the MLS.
15% of Cheshire Village’s sales are condos, at $284K less than a house
126 houses and 22 condos sold in the year to May 2026. Houses sell faster and draw more bidding wars.
typical sale · 126 sold in the year to May 2026
- Per square foot
- $267CT $273
- Days to sell
- 43
- Sold over asking
- 67%
- Listings with a price cut
- 20%
typical sale · 22 sold in the year to May 2026
- Per square foot
- $223CT $256
- Days to sell
- 53
- Sold over asking
- 36%
- Listings with a price cut
- 32%
Multi-family (2–4 units): 2 sold, typical $427K
Too few sales in 12 months for reliable figures.
About as many homes sell as usual, at 1.7 times the 2016 price
168 sales in the last year, against 241 in 2021 and a low of 131 in 2024. The typical sale went from $306K in 2016 to $530K.
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 $550K buys in Cheshire Village
Check a listing against what Cheshire Village 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.
Bidding wars in Cheshire Village are more common than before the pandemic, but three quarters fewer homes come up for sale
We read every month of Cheshire Village’s home sales since 2015 so you don’t have to. Each figure covers 12 months, because a single month in a town is too few sales to mean much. Latest: the year to September 2026, 168 sales.
If you’re buying in Cheshire Village
- Shop in May. It brings about 28 new listings a month, close to the busiest month, with fewer bidding wars (37% over asking).
- Expect to bid over asking. Buyers paid 103.1% of the list price on average; 62% paid over.
- Move fast on good ones. Two thirds of homes are under contract within two weeks.
Spring brings the homes; summer brings the bidding wars
May has the most new listings (about 28 a month), but July is the most competitive: 46% of July sales close over asking. February has the least competition (23%) but only about 13 new listings.
Averages for each calendar month, 2015 on.
Nearly as heated as 2021, and hotter than Connecticut
| Cheshire Village now | 2017–19 | 2021 peak | CT now | |
|---|---|---|---|---|
| Sold over askingShare of sales that closed above the list price | 62% | 19% | 56% | 53% |
| Gone within two weeksShare of homes under contract within 14 days | 68% | 18% | 59% | 46% |
| Price paid vs. askingAverage sale price ÷ list price | 103.1% | 97.6% | 100.8% | 101.9% |
| Days to sellMedian days from listing to contract | 41 | 73 | 48 | 41 |
20 homes for sale on a typical day
That’s 71% fewer than in 2017–19 and well under 2015’s 109.
Since 2019, houses are up 64%, condos 13%
A house typically sold for $538K in the year to May 2026 (126 sales), a condo for $254K (22).
Median sale price, weighted by sales each month. Years with fewer than 4 sales of a type are left out.
Cheshire Village ranks 26th of 78 busy Connecticut markets for bidding wars
Share of sales over asking in the last year, among towns with 60 or more sales. Cheshire Village is in the middle of the pack.
Source: Redfin Data Center, city figures, January 2015 to September 2026 (MLS sales, not seasonally adjusted; from June 2026 each month is a 3-month rolling window, its counts divided by 3). Ratios are weighted by homes sold; price cuts by homes for sale.
Owning the typical Cheshire Village home costs about $3,527 a month
Price: Cheshire Village’s typical sale, last 12 months. Property tax at Cheshire Village’s 1.7% (median bill ÷ median value, Census ACS); insurance at 0.35% of price a year. Before PMI, HOA dues, upkeep and the tax deduction. Whether Cheshire Village is affordable on local pay is on Cost of living.
Five things worth knowing
New listings in May
The month with the most choice. December has the fewest, about 9.
Best time to buyProperty tax, a year
Of a home’s value: the median bill over the median home value. On a $530K home, about $9,130 a year.
Taxes vs. neighborsTypical commute
The average one-way trip to work for people who live in Cheshire Village.
Work & commuteCheck 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 hazardsLook 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.
Meriden, Naugatuck, Waterbury and Northford sell for less a square foot
The busier markets within 25 miles of Cheshire Village, by what sold. Prices, taxes and how far a paycheck goes next door are on Cost of living.
| Sold | Typical sale | $/sq ft | Over asking | Days to sell | |
|---|---|---|---|---|---|
| Waterbury | 951 | $304K | $191 | 49% | 52 |
| Meriden | 576 | $336K | $207 | 62% | 38 |
| Naugatuck | 367 | $348K | $218 | 49% | 54 |
| North Haven | 218 | $473K | $271 | 59% | 40 |
| Wallingford Center | 213 | $398K | $259 | 71% | 33 |
| Cheshire Village | 168 | $530K | $267 | 62% | 41 |
| Northford | 38 | $516K | $246 | 62% | 40 |
Redfin Data Center, October 2025 to September 2026. Towns with fewer than 20 sales are left out, and Redfin doesn’t report every town separately.
Post your home to Cheshire Village, free
Selling it yourself, renting out an apartment or looking for a roommate? Post it to Cheshire Village. People who follow the town see it, and so do people comparing Cheshire Village with their own town. No commission, no listing fee.
Questions about buying a home in Cheshire Village
What do homes sell for in Cheshire Village, CT?
168 homes sold in the year to September 2026 at a typical $530K, $267 a square foot. Houses sold for about $538K, condos for about $254K in the year to May 2026.
Is Cheshire Village a buyer’s or seller’s market?
A seller’s market: 30 homes were for sale in September 2026 and 18 sold, about 1.6 months of supply. Buyers paid 103.1% of asking on average.
When is the best time to buy in Cheshire Village?
May brings the most new listings. The sales history shows which months have fewer bidding wars.
How much are property taxes in Cheshire Village?
About 1.7% of a home’s value a year. On a $530K home that’s near $9,130.
Where can I see homes for sale in Cheshire Village?
Zillow, Redfin, Realtor.com and Homes.com all carry Cheshire Village’s MLS listings; the search links above open each one filtered to Cheshire Village.
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).