Photo: Ncpanthers24 at English Wikipedia · Public domain245 homes sold in Middletown in the last year, at a typical $435K
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.
Houses are 65% of Middletown’s sales, at a typical $540K
245 homes sold in the year to May 2026.
typical sale · 159 sold in 12 months
- Per square foot
- $190DE $207
- Days to sell
- 52
- Sold over asking
- 22%
- Listings with a price cut
- 28%
Multi-family (2–4 units): 1 sold, typical $1.1M
Townhouses: 79 sold, typical $350K
Condos: 6 sold, typical $278K
Too few sales in 12 months for reliable figures.
Fewer homes sell than before 2022, at 1.4 times the 2016 price
245 sales in the last year, against 454 in 2021 and a low of 230 in 2014. The typical sale went from $306K in 2016 to $435K.
Source: Redfin Data Center, MLS sales. Typical price and $/sq ft are the monthly medians, weighted by sales.
What $450K 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 55% 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, 245 sales.
If you’re buying in Middletown
- Shop in April. It brings about 39 new listings a month, close to the busiest month, with fewer bidding wars (24% over asking).
- You can negotiate. 25% of listings have cut their price, against 19% before the pandemic.
- Bid near asking. Buyers paid 98.8% of the list price on average; 27% paid over.
- You’ll usually have time. Only 42% of homes go under contract within two weeks; the typical one takes 43 days.
Summer brings both the most homes and the most bidding wars
June has the most new listings (about 42 a month), and the most competition: 33% close over asking. March and April offer nearly as much choice with fewer homes bid up (26%). December has the least competition (22%) but only about 16 new listings.
Averages for each calendar month, 2015 on.
Calmer than the 2021 frenzy, and about like Delaware as a whole
| Middletown now | 2017–19 | 2021 peak | DE now | |
|---|---|---|---|---|
| Sold over askingShare of sales that closed above the list price | 27% | 19% | 41% | 30% |
| Gone within two weeksShare of homes under contract within 14 days | 42% | 25% | 75% | 46% |
| Listings with a price cutShare of homes for sale that cut their price | 25% | 19% | 11% | 26% |
| Price paid vs. askingAverage sale price ÷ list price | 98.8% | 98.6% | 100.8% | 99% |
| Days to sellMedian days from listing to contract | 43 | 46 | 15 | 38 |
55 homes for sale on a typical day
That’s 1.7 times the 2022 low (32), 55% fewer than in 2017–19 and well under 2015’s 141.
1 in 4 listings has cut its price
25% in the last year, against 19% in 2017–19 and 26% across Delaware. More sellers are pricing high and coming down.
Since 2019, houses are up 45%, condos 40%
A house typically sold for $540K in the last year (159 sales), a condo for $278K (6).
Median sale price, weighted by sales each month. Years with fewer than 4 sales of a type are left out.
Middletown ranks 16th of 18 busy Delaware markets for bidding wars
Share of sales over asking in the last year, among towns with 60 or more sales. Middletown is one of the state’s calmer markets.
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 $2,503 a month
Price: Middletown’s typical sale, last 12 months. Property tax at Middletown’s 0.6% (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 16.
Best time to buyProperty tax, a year
Of a home’s value: the median bill over the median home value. On a $435K home, about $2,790 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.
No busy market nearby sells for less a square foot; Chesapeake City for far more
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 | |
|---|---|---|---|---|---|
| Middletown | 245 | $435K | $187 | 27% | 43 |
| Smyrna | 172 | $324K | $185 | 28% | 41 |
| Bear | 162 | $333K | $203 | 34% | 35 |
| Glasgow | 147 | $433K | $204 | 31% | 27 |
| Delaware City | 26 | $365K | $190 | 27% | 65 |
| Townsend | 22 | $473K | $198 | 45% | 44 |
| Chesapeake City | 22 | $458K | $236 | 32% | 68 |
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, DE?
245 homes sold in the year to May 2026 at a typical $435K, $187 a square foot.
Is Middletown a buyer’s or seller’s market?
A seller’s market: 65 homes were for sale in May 2026 and 25 sold, about 2.6 months of supply. Buyers paid 98.8% of asking on average, and 25% 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 0.6% of a home’s value a year. On a $435K home that’s near $2,790.
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).