Richard IV Alsop House · Photo: Joseph C. Berlepsch · Public domain522 homes sold in Middletown in the last year, at a typical $340K
About one sale in 3 is a condo. 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 Middletown homes are listed.
Every place Middletown 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 Middletown.
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.
A third of Middletown’s sales are condos, at $159K less than a house
311 houses and 161 condos sold in the year to May 2026. Condos sell faster.
typical sale · 311 sold in 12 months
- Per square foot
- $230CT $273
- Days to sell
- 39
- Sold over asking
- 62%
- Listings with a price cut
- 19%
typical sale · 161 sold in 12 months
- Per square foot
- $213CT $256
- Days to sell
- 32
- Sold over asking
- 66%
- Listings with a price cut
- 19%
Multi-family (2–4 units): 50 sold, typical $371K
Too few sales in 12 months for reliable figures.
Fewer homes sell than before 2022, at 1.8 times the 2016 price
522 sales in the last year, against 804 in 2021 and a low of 470 in 2024. The typical sale went from $191K in 2016 to $340K.
Source: Redfin Data Center, MLS sales. Typical price and $/sq ft are the monthly medians, weighted by sales.
What $350K buys in Middletown
Check a listing against what Middletown 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 Middletown are more common than before the pandemic, but two thirds fewer homes come up for sale
We read every month of Middletown’s home sales since 2012 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 May 2026, 522 sales.
If you’re buying in Middletown
- Shop in March. It brings about 70 new listings a month, close to the busiest month, with fewer bidding wars (34% over asking).
- You can negotiate. 17% of listings have cut their price, against 14% before the pandemic.
- Expect to bid over asking. Buyers paid 102.6% of the list price on average; 64% paid over.
- Move fast on good ones. 54% of homes are under contract within two weeks.
Spring brings the homes; summer brings the bidding wars
May has the most new listings (about 82 a month), but June is the most competitive: 43% of June sales close over asking. March and April offer nearly as much choice with fewer homes bid up (34%). January has the least competition (32%) but only about 47 new listings.
Averages for each calendar month, 2015 on.
Nearly as heated as 2021, and hotter than Connecticut
| Middletown now | 2017–19 | 2021 peak | CT now | |
|---|---|---|---|---|
| Sold over askingShare of sales that closed above the list price | 64% | 21% | 56% | 56% |
| Gone within two weeksShare of homes under contract within 14 days | 54% | 14% | 53% | 47% |
| Listings with a price cutShare of homes for sale that cut their price | 17% | 14% | 13% | 18% |
| Price paid vs. askingAverage sale price ÷ list price | 102.6% | 97.5% | 101.4% | 102.2% |
| Days to sellMedian days from listing to contract | 37 | 75 | 45 | 39 |
80 homes for sale on a typical day
That’s 67% fewer than in 2017–19 and well under 2012’s 410.
1 in 6 listings has cut its price
17% in the last year, against 14% in 2017–19 and 18% across Connecticut.
Since 2019, houses are up 68%, condos 83%
A house typically sold for $386K in the last year (311 sales), a condo for $227K (161).
Median sale price, weighted by sales each month. Years with fewer than 4 sales of a type are left out.
Middletown ranks 24th of 78 busy Connecticut markets for bidding wars
Share of sales over asking in the last year, among towns with 60 or more sales. Middletown is in the middle of the pack.
Source: Redfin Data Center, city market tracker, January 2012 to May 2026 (MLS sales, not seasonally adjusted). Ratios are weighted by homes sold; price cuts by homes for sale.
Owning the typical Middletown home costs about $2,389 a month
Price: Middletown’s typical sale, last 12 months. Property tax at Middletown’s 2.2% (median bill ÷ median value, Census ACS); insurance at 0.35% of price a year. Before PMI, HOA dues, upkeep and the tax deduction. Whether Middletown is affordable on local pay is on Cost of living.
Six things worth knowing
New listings in May
The month with the most choice. December has the fewest, about 34.
Best time to buyProperty tax, a year
Of a home’s value: the median bill over the median home value. On a $340K home, about $7,370 a year.
Taxes vs. neighborsSchools
The schools grade for Middletown, from test results, graduation and how much students grow.
Schools in MiddletownTypical commute
The average one-way trip to work for people who live in Middletown.
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 sells for less a square foot
The busier markets within 25 miles of Middletown, 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 | |
|---|---|---|---|---|---|
| Meriden | 593 | $332K | $208 | 65% | 38 |
| Middletown | 522 | $340K | $217 | 64% | 37 |
| Kensington | 104 | $407K | $258 | 64% | 29 |
| Portland | 73 | $391K | $220 | 73% | 29 |
| Durham | 35 | $457K | $255 | 71% | 48 |
| Higganum | 35 | $507K | $240 | 51% | 49 |
| East Hampton | 35 | $435K | $247 | 69% | 57 |
Redfin Data Center, June 2025 to May 2026. Towns with fewer than 20 sales are left out, and Redfin doesn’t report every town separately.
Post your home to Middletown, free
Selling it yourself, renting out an apartment or looking for a roommate? Post it to Middletown. People who follow the town see it, and so do people comparing Middletown with their own town. No commission, no listing fee.
Questions about buying a home in Middletown
What do homes sell for in Middletown, CT?
522 homes sold in the year to May 2026 at a typical $340K, $217 a square foot. Houses sold for about $386K, condos for about $227K.
Is Middletown a buyer’s or seller’s market?
A seller’s market: 75 homes were for sale in May 2026 and 36 sold, about 2.1 months of supply. Buyers paid 102.6% of asking on average, and 17% of listings cut their price.
When is the best time to buy in Middletown?
May brings the most new listings. The sales history shows which months have fewer bidding wars.
How much are property taxes in Middletown?
About 2.2% of a home’s value a year. On a $340K home that’s near $7,370.
Where can I see homes for sale in Middletown?
Zillow, Redfin, Realtor.com and Homes.com all carry Middletown’s MLS listings; the search links above open each one filtered to Middletown.
Sales, prices, days on market and listings: Redfin Data Center (MLS, monthly, not seasonally adjusted). 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).