Nathaniel Richardson House · Photo: Bruce Clouette · Public domain104 homes sold in Middlebury in the last year, at a typical $546K
Redfin reports Middlebury’s sales by ZIP code, so these figures are for ZIP 06762, which takes in Middlebury and the area around it. 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 Middlebury homes are listed.
Every place Middlebury 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 Middlebury.
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 Middlebury’s sales are condos, at $45K more than a house
70 houses and 35 condos sold in the year to May 2026. Houses sell faster and draw more bidding wars.
typical sale · 70 sold in 12 months
- Per square foot
- $258CT $273
- Days to sell
- 72
- Sold over asking
- 41%
typical sale · 35 sold in 12 months
- Per square foot
- $248CT $256
- Days to sell
- 157
- Sold over asking
- 26%
Fewer homes sell than before 2022, at 1.8 times the 2016 price
104 sales in the last year, against 212 in 2021 and a low of 98 in 2023. The typical sale went from $309K in 2016 to $546K.
Source: Redfin Data Center, MLS sales; for ZIP 06762, which takes in Middlebury and the area around it (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.
What $550K buys in Middlebury
Check a listing against what Middlebury 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 Middlebury are more common than before the pandemic, but two thirds fewer homes come up for sale
We read every month of home sales in ZIP 06762 since 2016 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, 104 sales.
If you’re buying in Middlebury
- Shop in September. It brings about 17 new listings a month, close to the busiest month, with fewer bidding wars (31% over asking).
- Bid near asking. Buyers paid 99.7% of the list price on average; 36% paid over.
- You’ll usually have time. Only 37% of homes go under contract within two weeks; the typical one takes 93 days.
Summer brings the homes; spring brings the bidding wars
June has the most new listings (about 20 a month), but May is the most competitive: 34% of May sales close over asking. August and September offer nearly as much choice with fewer homes bid up (32%). January has the least competition (28%) but only about 10 new listings.
Averages for each calendar month, 2015 on.
Nearly as heated as 2021, and calmer than Connecticut
| Middlebury now | 2017–19 | 2021 peak | CT now | |
|---|---|---|---|---|
| Sold over askingShare of sales that closed above the list price | 36% | 19% | 46% | 56% |
| Gone within two weeksShare of homes under contract within 14 days | 37% | 9% | 40% | 47% |
| Listings with a price cutShare of homes for sale that cut their price | — | — | — | 18% |
| Price paid vs. askingAverage sale price ÷ list price | 99.7% | 97.4% | 101% | 102.2% |
| Days to sellMedian days from listing to contract | 93 | 120 | 67 | 39 |
31 homes for sale on a typical day
That’s 64% fewer than in 2017–19 and well under 2016’s 112.
Since 2019, houses are up 71%, condos 42%
A house typically sold for $519K in the last year (70 sales), a condo for $564K (35).
Median sale price, weighted by sales each month. Years with fewer than 4 sales of a type are left out.
Source: Redfin Data Center, ZIP code tracker; for ZIP 06762, which takes in Middlebury and the area around it (each month is a 3-month rolling window, its counts divided by 3), January 2016 to May 2026 (MLS sales, not seasonally adjusted). Ratios are weighted by homes sold; price cuts by homes for sale.
Owning the typical Middlebury home costs about $3,654 a month
Price: Middlebury’s typical sale, last 12 months. Property tax at Middlebury’s 1.8% (median bill ÷ median value, Census ACS); insurance at 0.35% of price a year. Before PMI, HOA dues, upkeep and the tax deduction. Whether Middlebury is affordable on local pay is on Cost of living.
Six things worth knowing
New listings in June
The month with the most choice. February has the fewest, about 10.
Best time to buyProperty tax, a year
Of a home’s value: the median bill over the median home value. On a $546K home, about $9,660 a year.
Taxes vs. neighborsSchools
The schools grade for Middlebury, from test results, graduation and how much students grow.
Schools in MiddleburyTypical commute
The average one-way trip to work for people who live in Middlebury.
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.
Naugatuck, Oakville, Waterbury, Heritage Village, Watertown and Thomaston sell for less a square foot
The busier markets within 25 miles of Middlebury, 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 | 988 | $293K | $186 | 48% | 51 |
| Naugatuck | 372 | $345K | $214 | 53% | 53 |
| Heritage Village | 210 | $298K | $225 | 11% | 83 |
| Watertown | 127 | $394K | $219 | 47% | 52 |
| Oakville | 116 | $365K | $239 | 49% | 53 |
| Middlebury (ZIP 06762) | 104 | $546K | $249 | 36% | 93 |
| Thomaston | 20 | $352K | $216 | 45% | 63 |
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 Middlebury, free
Selling it yourself, renting out an apartment or looking for a roommate? Post it to Middlebury. People who follow the town see it, and so do people comparing Middlebury with their own town. No commission, no listing fee.
Questions about buying a home in Middlebury
What do homes sell for in Middlebury, CT?
104 homes sold in the year to May 2026 at a typical $546K, $249 a square foot. Houses sold for about $519K, condos for about $564K.
Is Middlebury a buyer’s or seller’s market?
A balanced market: 30 homes were for sale in May 2026 and 6 sold, about 5 months of supply. Buyers paid 99.7% of asking on average.
When is the best time to buy in Middlebury?
June brings the most new listings. The sales history shows which months have fewer bidding wars.
How much are property taxes in Middlebury?
About 1.8% of a home’s value a year. On a $546K home that’s near $9,660.
Where can I see homes for sale in Middlebury?
Zillow, Redfin, Realtor.com and Homes.com all carry Middlebury’s MLS listings; the search links above open each one filtered to Middlebury.
Sales, prices, days on market and listings: Redfin Data Center (MLS, monthly, not seasonally adjusted; for ZIP 06762, which takes in Middlebury and the area around it (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).