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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 |
|---|---|---|---|---|---|---|
| 14 Mirey Dam RdMiddlebury, CT 06762 | — | — | — | $569,900 | — | 3 days |
| 203 Sugar Maple Way Unit 203Middlebury, CT 06762 | 2 | 3 | 2,442 | $589,900 | $241 | 13 days |
| 104 Periwinkle Dr Unit 104Middlebury, CT 06762 | 2 | 3 | 2,593 | $530,000 | $204 | 18 days |
| 104 Periwinkle Dr Unit 104Middlebury, CT 06762 | 2 | 3 | 2,593 | $530,000 | $204 | 18 days |
| 106 Mirey Dam RdMiddlebury, CT 06762 | 4 | 3 | 2,534 | $725,000 | $286 | 20 days |
| 783 Whittemore RdMiddlebury, CT 06762 | 5 | 3 | 3,728 | $725,000 | $194 | 21 days |
| 314 Porter AveMiddlebury, CT 06762 | 3 | 2 | 1,740 | $485,000 | $278 | 35 days |
| 802 Charcoal AveMiddlebury, CT 06762 | 4 | 3 | 1,911 | $499,900 | $261 | 39 days |
| 6 Deer Run RdMiddlebury, CT 06762 | 3 | 3 | 2,190 | $849,900 | $388 | 39 days |
| 25 Juniper RdMiddlebury, CT 06762 | 3 | 4 | 3,024 | $850,000 | $281 | 40 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 |
|---|---|---|---|---|---|---|
| 42 White AveMiddlebury, CT 06762 | 3 | 3 | 2,112 | $439,900 | $208 | 17 days |
| North Benson Rd Unit 45Middlebury, CT 06762 | 3 | 3 | 2,206 | $602,100 | $272 | 20 days |
| 35 Nutmeg Rd Unit B5Middlebury, CT 06762 | 2 | 1 | 890 | $250,000 | $280 | 26 days |
| 961 Middlebury RdMiddlebury, CT 06762 | 3 | 2 | 2,006 | $479,900 | $239 | 29 days |
| 85 Ridgewood Dr Unit 85Middlebury, CT 06762 | 3 | 3 | 2,643 | $650,000 | $245 | 39 days |
| 106 Country Club RdMiddlebury, CT 06762 | 4 | 3 | 2,664 | $450,000 | $168 | 42 days |
| North Benson Rd Unit 61Middlebury, CT 06762 | 3 | 3 | 1,950 | $608,700 | $312 | 59 days |
| North Benson Rd Unit 63Middlebury, CT 06762 | 3 | 3 | 2,251 | $612,553 | $272 | 59 days |
| 58 Shadduck RdMiddlebury, CT 06762 | 3 | 3 | 2,360 | $574,900 | $243 | 61 days |
| 285 Southford RdMiddlebury, CT 06762 | 3 | 2 | 2,007 | $650,000 | $323 | 66 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 |
|---|---|---|---|---|---|---|---|
| 4 Kimberwick Ct Unit 4Middlebury, CT 06762 | 3 | 3 | 2,181 | $520,000 | 97.2% | $238 | 114 days |
| North Benson Rd Unit 48Middlebury, CT 06762 | 3 | 3 | 2,706 | $603,780 | 100.0% | $223 | 400 days |
| 251 Lake Shore DrMiddlebury, CT 06762 | 3 | 2 | 2,568 | $505,000 | 101.2% | $196 | 82 days |
| 168 N Farm RdMiddlebury, CT 06762 | 4 | 4 | 3,302 | $650,000 | 100.0% | $196 | 144 days |
| 29 Cambridge CtMiddlebury, CT 06762 | 3 | 3 | 2,796 | $844,760 | 101.8% | $302 | 63 days |
| 89 Sandy Beach Road Unit 89Middlebury, CT 06762 | 2 | 1 | 798 | $375,000 | 91.5% | $469 | 55 days |
| 133 Algin DrMiddlebury, CT 06762 | 3 | 3 | 1,837 | $510,000 | 107.4% | $277 | 57 days |
| North Benson Rd Unit 52Middlebury, CT 06762 | 3 | 3 | 2,206 | $579,303 | 103.3% | $262 | 510 days |
| 125 Shadduck RdMiddlebury, CT 06762 | 2 | 2 | 1,008 | $305,000 | 93.9% | $302 | 89 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.