Grace Episcopal Church · Photo: Doug Kerr · CC BY-SA 2.0209 homes sold in Middletown in the last year, at a typical $356K
About one sale in 4 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.
21% of Middletown’s sales are condos, at $118K less than a house
135 houses and 43 condos sold in the year to May 2026. Houses sell faster.
typical sale · 135 sold in 12 months
- Per square foot
- $244NY $316
- Days to sell
- 43
- Sold over asking
- 50%
- Listings with a price cut
- 24%
typical sale · 43 sold in 12 months
- Per square foot
- $227NY $832
- Days to sell
- 51
- Sold over asking
- 47%
- Listings with a price cut
- 19%
Multi-family (2–4 units): 26 sold, typical $430K
Townhouses: 5 sold, typical $376K
Too few sales in 12 months for reliable figures.
Fewer homes sell than a decade ago, at 2.9 times the 2016 price
209 sales in the last year, against 344 in 2016 and a low of 154 in 2012. The typical sale went from $122K in 2016 to $356K.
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 59% 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, 209 sales.
If you’re buying in Middletown
- Shop in March. It brings about 33 new listings a month, close to the busiest month, with fewer bidding wars (24% over asking).
- Some room to negotiate. 21% of listings cut their price, about as many as before the pandemic.
- Bid near asking. Buyers paid 100.9% of the list price on average; 49% paid over.
- You’ll usually have time. Only 5% of homes go under contract within two weeks; the typical one takes 41 days.
Summer brings the homes; fall brings the bidding wars
June has the most new listings (about 38 a month), but September is the most competitive: 40% of September sales close over asking. March offers nearly as much choice with fewer homes bid up (24%). March has the least competition (24%).
Averages for each calendar month, 2015 on.
Nearly as heated as 2021, and hotter than New York
| Middletown now | 2017–19 | 2021 peak | NY now | |
|---|---|---|---|---|
| Sold over askingShare of sales that closed above the list price | 49% | 26% | 49% | 41% |
| Gone within two weeksShare of homes under contract within 14 days | 5% | 4% | 4% | 26% |
| Listings with a price cutShare of homes for sale that cut their price | 21% | 19% | 13% | 20% |
| Price paid vs. askingAverage sale price ÷ list price | 100.9% | 97.4% | 100.7% | 101% |
| Days to sellMedian days from listing to contract | 41 | 69 | 45 | 41 |
44 homes for sale on a typical day
That’s 59% fewer than in 2017–19 and well under 2012’s 269.
1 in 5 listings has cut its price
21% in the last year, against 19% in 2017–19 and 20% across New York.
Since 2019, houses are up 96%, condos 79%
A house typically sold for $370K in the last year (135 sales), a condo for $252K (43).
Median sale price, weighted by sales each month. Years with fewer than 4 sales of a type are left out.
Middletown ranks 231st of 362 busy New York 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 $2,509 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 June
The month with the most choice. December has the fewest, about 17.
Best time to buyProperty tax, a year
Of a home’s value: the median bill over the median home value. On a $356K home, about $7,810 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.
Washington Heights 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 | |
|---|---|---|---|---|---|
| Wallkill | 231 | $434K | $245 | 51% | 37 |
| Middletown | 209 | $356K | $232 | 49% | 41 |
| Wawayanda | 66 | $470K | $253 | 52% | 58 |
| Mount Hope | 64 | $473K | $241 | 31% | 49 |
| Scotchtown | 63 | $395K | $243 | 56% | 30 |
| Mechanicstown | 58 | $380K | $258 | 57% | 41 |
| Washington Heights | 22 | $429K | $222 | 32% | 41 |
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, NY?
209 homes sold in the year to May 2026 at a typical $356K, $232 a square foot. Houses sold for about $370K, condos for about $252K.
Is Middletown a buyer’s or seller’s market?
A balanced market: 45 homes were for sale in May 2026 and 9 sold, about 5 months of supply. Buyers paid 100.9% of asking on average, and 21% of listings cut their price.
When is the best time to buy in Middletown?
June 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 $356K home that’s near $7,810.
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).