Brooks House · Photo: Nyttend · Public domain54 homes sold in Middlesborough in the last year, at a typical $176K
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 Middlesborough homes are listed.
Every place Middlesborough 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 Middlesborough.
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 100% of Middlesborough’s sales, at a typical $176K
54 homes sold in the year to May 2026.
typical sale · 54 sold in 12 months
- Per square foot
- $106KY $162
- Days to sell
- 139
- Sold over asking
- 22%
- Listings with a price cut
- 23%
About as many homes sell as usual, at twice the 2016 price
54 sales in the last year, against 73 in 2022 and a low of 25 in 2013. The typical sale went from $89K in 2016 to $176K.
Source: Redfin Data Center, MLS sales. Typical price and $/sq ft are the monthly medians, weighted by sales.
What $200K buys in Middlesborough
Check a listing against what Middlesborough 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 Middlesborough are more common than before the pandemic, but 37% fewer homes come up for sale
We read every month of Middlesborough’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, 54 sales.
If you’re buying in Middlesborough
- Shop in October. It brings about 7 new listings a month, close to the busiest month, with fewer bidding wars (4% over asking).
- Offer under asking. Buyers paid 93.1% of the list price on average; 22% paid over.
- You’ll usually have time. Only 20% of homes go under contract within two weeks; the typical one takes 139 days.
Spring brings the homes; winter brings the bidding wars
March has the most new listings (about 9 a month), but December is the most competitive: 17% of December sales close over asking. October offers nearly as much choice with fewer homes bid up (4%). October has the least competition (4%).
Averages for each calendar month, 2015 on.
Nearly as heated as 2021, and about like Kentucky as a whole
| Middlesborough now | 2017–19 | 2021 peak | KY now | |
|---|---|---|---|---|
| Sold over askingShare of sales that closed above the list price | 22% | 11% | 13% | 18% |
| Gone within two weeksShare of homes under contract within 14 days | 20% | 1% | 14% | 36% |
| Listings with a price cutShare of homes for sale that cut their price | 23% | — | 11% | 27% |
| Price paid vs. askingAverage sale price ÷ list price | 93.1% | 91.8% | 90.3% | 97.4% |
| Days to sellMedian days from listing to contract | 139 | 148 | 118 | 50 |
32 homes for sale on a typical day
That’s 1.2 times the 2022 low (27), 37% fewer than in 2017–19 and well under 2017’s 57.
1 in 4 listings has cut its price
23% in the last year, against — in 2017–19 and 27% across Kentucky.
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 Middlesborough home costs about $1,034 a month
Price: Middlesborough’s typical sale, last 12 months. Property tax at Middlesborough’s 0.8% (median bill ÷ median value, Census ACS); insurance at 0.35% of price a year. Before PMI, HOA dues, upkeep and the tax deduction. Whether Middlesborough is affordable on local pay is on Cost of living.
Six things worth knowing
New listings in March
The month with the most choice. December has the fewest, about 5.
Best time to buyProperty tax, a year
Of a home’s value: the median bill over the median home value. On a $176K home, about $1,380 a year.
Taxes vs. neighborsSchools
The schools grade for Middlesborough, from test results, graduation and how much students grow.
Schools in MiddlesboroughTypical commute
The average one-way trip to work for people who live in Middlesborough.
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.
Post your home to Middlesborough, free
Selling it yourself, renting out an apartment or looking for a roommate? Post it to Middlesborough. People who follow the town see it, and so do people comparing Middlesborough with their own town. No commission, no listing fee.
Questions about buying a home in Middlesborough
What do homes sell for in Middlesborough, KY?
54 homes sold in the year to May 2026 at a typical $176K, $106 a square foot.
Is Middlesborough a buyer’s or seller’s market?
A balanced market: 35 homes were for sale in May 2026 and 7 sold, about 5 months of supply. Buyers paid 93.1% of asking on average, and 23% of listings cut their price.
When is the best time to buy in Middlesborough?
March brings the most new listings. The sales history shows which months have fewer bidding wars.
How much are property taxes in Middlesborough?
About 0.8% of a home’s value a year. On a $176K home that’s near $1,380.
Where can I see homes for sale in Middlesborough?
Zillow, Redfin, Realtor.com and Homes.com all carry Middlesborough’s MLS listings; the search links above open each one filtered to Middlesborough.
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).