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Market report, updated
Middlebury Home Values and Market Report
Search in the city of Middlebury
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Market at a glance
Over the last 12 months, homes sold for 98.8% of list price in 129 days on average.
Average price, last 12 months
What sellers asked vs. what homes actually sold for, by closing month.
Homes sold per month
Closed sales, last 12 months.
Peak: 19 sales in Oct. Last month: 19.
Where the market stands
All homes in this report, by status.
Buyer's or seller's market?
Months it would take to sell every active home at the pace of the last 6 months.
Homes are selling quickly, which favors sellers in this market.
Average price by status
Average days on market
Browse homes by status
Choose a status to see its numbers, charts and listings.
Active homes
Currently for salePrice vs. living area
Each dot is a home. Hover a dot for its address, click it to see the home.
5 homes didn’t report living area and aren’t shown.
How long homes have been listed
Number of homes by days on market.
Bedroom mix
Number of homes by bedroom count.
5 homes didn’t report bedrooms and aren’t shown.
Highest price per ft²
Top 7 homes in this status.
All active listings
Every home in this list is on the map. Click a marker for the home.
| Address | Beds | Baths | Living ft² | List price | $ / ft² | Days on market |
|---|---|---|---|---|---|---|
| 775 South StMiddlebury, CT 06762 | 8 | 8 | 9,619 | $2,850,000 | $296 | 256 days |
| 135 Washington DrMiddlebury, CT 06762 | 4 | 4 | 3,485 | $999,000 | $286 | 63 days |
| 294 Christian RdMiddlebury, CT 06762 | 3 | 3 | 2,878 | $995,000 | $345 | 48 days |
| 9 Whitehall CtMiddlebury, CT 06762 | 4 | 5 | 4,261 | $979,900 | $229 | 51 days |
| 552 Breakneck Hill RdMiddlebury, CT 06762 | 5 | 4 | 4,114 | $899,000 | $218 | 81 days |
| 25 Juniper RdMiddlebury, CT 06762 | 3 | 4 | 3,024 | $850,000 | $281 | 39 days |
| 6 Deer Run RdMiddlebury, CT 06762 | 3 | 3 | 2,190 | $849,900 | $388 | 38 days |
| 8 Deer Run RdMiddlebury, CT 06762 | 3 | 3 | 2,450 | $839,900 | $342 | 146 days |
| 18 Hunting Ridge RdMiddlebury, CT 06762 | 4 | 3 | 2,700 | $789,900 | $292 | 60 days |
| 20 Hunting Ridge RdMiddlebury, CT 06762 | 3 | 2 | 1,877 | $774,900 | $412 | 229 days |
Under contract homes
Pending and contingent salesPrice vs. living area
Each dot is a home. Hover a dot for its address, click it to see the home.
Days on market before going under contract
Number of homes by days on market.
Bedroom mix
Number of homes by bedroom count.
Highest price per ft²
Top 7 homes in this status.
All under contract listings
Every home in this list is on the map. Click a marker for the home.
| Address | Beds | Baths | Living ft² | List price | $ / ft² | Days on market |
|---|---|---|---|---|---|---|
| 67 Abbott Farms RdMiddlebury, CT 06762 | 4 | 4 | 5,237 | $1,399,900 | $267 | 72 days |
| 19 Deer Run RdMiddlebury, CT 06762 | 4 | 3 | 3,100 | $900,000 | $290 | 215 days |
| 15 Hunting Ridge RdMiddlebury, CT 06762 | 3 | 3 | 1,877 | $779,900 | $415 | 599 days |
| 3 Pine Ridge, Unit 23Middlebury, CT 06762 | 2 | 3 | 2,290 | $721,000 | $314 | 587 days |
| 85 Ridgewood Dr Unit 85Middlebury, CT 06762 | 3 | 3 | 2,643 | $650,000 | $245 | 38 days |
| 285 Southford RdMiddlebury, CT 06762 | 3 | 2 | 2,007 | $650,000 | $323 | 65 days |
| 46 Washington DrMiddlebury, CT 06762 | 4 | 4 | 1,940 | $645,000 | $332 | 65 days |
| North Benson Rd Unit 63Middlebury, CT 06762 | 3 | 3 | 2,251 | $612,553 | $272 | 58 days |
| North Benson Rd Unit 61Middlebury, CT 06762 | 3 | 3 | 1,950 | $608,700 | $312 | 58 days |
| North Benson Rd Unit 58Middlebury, CT 06762 | 3 | 3 | 2,582 | $608,000 | $235 | 88 days |
Sold homes
Closed in the last 12 monthsPrice vs. living area
Each dot is a home. Hover a dot for its address, click it to see the home.
4 homes didn’t report living area and aren’t shown.
2 homes are larger or pricier than this chart’s scale and aren’t shown.
How long homes took to sell
Number of homes by days on market.
Bedroom mix
Number of homes by bedroom count.
5 homes didn’t report bedrooms and aren’t shown.
Highest price per ft²
Top 7 homes in this status.
Sold price vs. list price
How close homes sold to their asking price.
All sold listings
Every home in this list is on the map. Click a marker for the home.
| Address | Beds | Baths | Living ft² | Sold price | Sold / list | $ / ft² | Days to sell |
|---|---|---|---|---|---|---|---|
| 7-11 Sandy Beach RdMiddlebury, CT 06762 | 6 | 4 | 5,816 | $4,050,000 | 98.8% | $696 | 101 days |
| 397 White Deer Rock RdMiddlebury, CT 06762 | 3 | 3 | 3,863 | $1,925,000 | 87.7% | $498 | 152 days |
| 82 Mirey Dam RdMiddlebury, CT 06762 | 4 | 3 | 3,471 | $975,000 | 100.5% | $280 | 45 days |
| Lot 41 SomersetMiddlebury, CT 06762 | 3 | 3 | 2,878 | $949,417 | 101.1% | $329 | 195 days |
| 851 South StMiddlebury, CT 06762 | 5 | 3 | 3,301 | $937,500 | 98.7% | $284 | 76 days |
| 625 Charcoal AveMiddlebury, CT 06762 | 3 | 3 | 4,236 | $900,000 | 95.2% | $212 | 31 days |
| 286 Mirey Dam RdMiddlebury, CT 06762 | 4 | 3 | 4,451 | $900,000 | 92.3% | $202 | 41 days |
| 383 Leonard RdMiddlebury, CT 06762 | 4 | 5 | 3,220 | $895,000 | 100.6% | $277 | 82 days |
| 245 Upper WhittemoreMiddlebury, CT 06762 | 3 | 3 | 2,990 | $875,000 | 107.4% | $292 | 60 days |
| 25 Avalon DrMiddlebury, CT 06762 | 3 | 4 | 3,494 | $865,000 | 98.3% | $247 | 121 days |
Questions about this market?
These numbers move every month. For what they mean for your home, or for a home you have your eye on, get in touch.
Next steps
The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.