Share this with your friends
203-758-0264
Real Estate Company
Middlebury, CT Real Estate Market Report: Price Trends and Data Analysis
| Address | Beds | Baths | Living ft2 | List Price | Cost per ft2 | DOM |
|---|---|---|---|---|---|---|
| 775 South St | 8 | 8 | 9,619 | $2,850,000 | $296 | 252 days |
| 67 Abbott Farms Rd | 4 | 4 | 5,237 | $1,399,900 | $267 | 68 days |
| 135 Washington Dr | 4 | 4 | 3,485 | $999,000 | $286 | 59 days |
| 294 Christian Rd | 3 | 3 | 2,878 | $995,000 | $345 | 44 days |
| 9 Whitehall Ct | 4 | 5 | 4,261 | $979,900 | $229 | 47 days |
| 552 Breakneck Hill Rd | 5 | 4 | 4,114 | $899,000 | $218 | 77 days |
| 25 Juniper Rd | 3 | 4 | 3,024 | $850,000 | $281 | 35 days |
| 6 Deer Run Rd | 3 | 3 | 2,190 | $849,900 | $388 | 34 days |
| 18 Hunting Ridge Rd | 4 | 3 | 2,700 | $789,900 | $292 | 56 days |
| 20 Hunting Ridge Rd | 3 | 2 | 1,877 | $774,900 | $412 | 225 days |
| 77 Crest Rd | 4 | 4 | 2,674 | $749,900 | $280 | 79 days |
| 106 Mirey Dam Rd | 4 | 3 | 2,534 | $725,000 | $286 | 15 days |
| 783 Whittemore Rd | 5 | 3 | 3,728 | $725,000 | $194 | 16 days |
| 10 Old Waterbury Rd | 5 | 4 | 2,345 | $699,900 | $298 | 43 days |
| 182 Green Hill Rd | 4 | 3 | 3,038 | $699,900 | $230 | 46 days |
| 285 Southford Rd | 3 | 2 | 2,007 | $650,000 | $323 | 61 days |
| 10 Curtis Rd | 4 | 3 | 2,484 | $650,000 | $261 | 107 days |
| 168 N Farm Rd | 4 | 4 | 3,302 | $649,900 | $196 | 144 days |
| 46 Washington Dr | 4 | 4 | 1,940 | $645,000 | $332 | 61 days |
| 70 Pine Hollow Dr | 3 | 3 | 3,174 | $619,900 | $195 | 131 days |
| 3 Brookside Dr Unit 3 | 4 | 4 | 4,200 | $599,900 | $142 | 305 days |
| 3 Brookside Dr Unit 3 | 4 | 4 | 4,200 | $599,900 | $142 | 305 days |
| 700 Watertown Rd | 4 | 3 | 2,528 | $590,000 | $233 | 134 days |
| 203 Sugar Maple Way Unit 203 | 2 | 3 | 2,442 | $589,900 | $241 | 8 days |
| 16 Caveson Court, Unit 16 | 3 | 3 | 1,957 | $575,000 | $293 | 62 days |
| 16 Caveson Court, Unit 16 | 3 | 3 | 1,957 | $575,000 | $293 | 62 days |
| 58 Shadduck Rd | 3 | 3 | 2,360 | $574,900 | $243 | 56 days |
| 66 Artillery Rd | 4 | 4 | 2,691 | $535,000 | $198 | 198 days |
| 104 Periwinkle Dr Unit 104 | 2 | 3 | 2,593 | $530,000 | $204 | 13 days |
| 104 Periwinkle Dr Unit 104 | 2 | 3 | 2,593 | $530,000 | $204 | 13 days |
| 326 Lake Shore Dr | 3 | 2 | 1,568 | $520,000 | $331 | 106 days |
| 802 Charcoal Ave | 4 | 3 | 1,911 | $499,900 | $261 | 34 days |
| 314 Porter Ave | 3 | 2 | 1,740 | $485,000 | $278 | 30 days |
| 961 Middlebury Rd | 3 | 2 | 2,006 | $479,900 | $239 | 24 days |
| 47 Middlebury Ter | 2 | 2 | 1,953 | $474,500 | $242 | 91 days |
| 42 White Ave | 3 | 3 | 2,112 | $439,900 | $208 | 12 days |
| 106 Steinmann Ave | 4 | 2 | 1,630 | $439,900 | $269 | 69 days |
| 1140 Southford Rd | N/A | N/A | N/A | $399,000 | Unknown | 214 days |
| 138 Steinmann Ave | 3 | 2 | 1,466 | $350,000 | $238 | 54 days |
| 327 Steinmann Ave | 2 | 1 | 676 | $280,000 | $414 | 50 days |
| 75 Gleneagle Rd | N/A | N/A | N/A | $239,900 | Unknown | 266 days |
| 500 Watertown Rd | N/A | N/A | N/A | $229,000 | Unknown | 78 days |
| 35 Nutmeg Rd Unit B2 | 1 | 1 | 889 | $219,900 | $247 | 63 days |
| Average: | 3.5 | 3.1 | 2,752 | $673,453 | $263 | 89 days |
|
Viewing 1 - 43 of 43
|
Viewing 1 - 43 of 43
| Address | Beds | Baths | Living ft2 | List Price | Cost per ft2 | DOM |
|---|---|---|---|---|---|---|
| 19 Deer Run Rd | 4 | 3 | 3,100 | $900,000 | $290 | 211 days |
| 8 Deer Run Rd | 3 | 3 | 2,450 | $839,900 | $342 | 142 days |
| 15 Hunting Ridge Rd | 3 | 3 | 1,877 | $779,900 | $415 | 595 days |
| 3 Pine Ridge, Unit 23 | 2 | 3 | 2,290 | $721,000 | $314 | 583 days |
| 85 Ridgewood Dr Unit 85 | 3 | 3 | 2,643 | $650,000 | $245 | 34 days |
| North Benson Rd Unit 63 | 3 | 3 | 2,251 | $612,553 | $272 | 54 days |
| North Benson Rd Unit 61 | 3 | 3 | 1,950 | $608,700 | $312 | 54 days |
| North Benson Rd Unit 58 | 3 | 3 | 2,582 | $608,000 | $235 | 84 days |
| North Benson Rd Unit 48 | 3 | 3 | 2,706 | $603,780 | $223 | 399 days |
| North Benson Rd Unit 45 | 3 | 3 | 2,206 | $602,100 | $272 | 15 days |
| North Benson Rd Unit 60 | 3 | 3 | 2,206 | $573,584 | $260 | 358 days |
| North Benson Rd Unit 56 | 3 | 3 | 2,206 | $572,000 | $259 | 128 days |
| North Benson Rd Unit 54 | 3 | 3 | 2,349 | $570,600 | $242 | 100 days |
| North Benson Rd Unit 59 | 3 | 3 | 2,206 | $568,564 | $257 | 450 days |
| North Benson Rd Unit 66 | 3 | 3 | 1,950 | $562,350 | $288 | 119 days |
| North Benson Rd Unit 57 | 3 | 3 | 2,206 | $561,271 | $254 | 317 days |
| North Benson Rd Unit 44 | 3 | 3 | 1,950 | $559,250 | $286 | 105 days |
| North Benson Rd Unit 44 | 3 | 3 | 2,252 | $555,888 | $246 | 477 days |
| North Benson Rd Unit 55 | 3 | 3 | 2,462 | $548,828 | $222 | 569 days |
| North Benson Rd Unit 62 | 3 | 3 | 2,206 | $545,400 | $247 | 265 days |
| 4 Kimberwick Ct Unit 4 | 3 | 3 | 2,181 | $534,900 | $245 | 112 days |
| 4 Kimberwick Ct Unit 4 | 3 | 3 | 2,181 | $534,900 | $245 | 112 days |
| North Benson Rd Unit 46 | 3 | 3 | 1,950 | $522,128 | $267 | 527 days |
| North Benson Rd Unit 53 | 3 | 3 | 1,950 | $519,900 | $266 | 569 days |
| North Benson Rd Unit 47 | 3 | 3 | 2,206 | $509,900 | $231 | 517 days |
| 251 Lake Shore Dr | 3 | 2 | 2,568 | $499,000 | $194 | 82 days |
| 106 Country Club Rd | 4 | 3 | 2,664 | $450,000 | $168 | 37 days |
| 24 Yale Ave | 3 | 2 | 1,469 | $324,900 | $221 | 88 days |
| 35 Nutmeg Rd Unit B5 | 2 | 1 | 890 | $250,000 | $280 | 21 days |
| Average: | 3.0 | 2.9 | 2,210 | $575,492 | $262 | 245 days |
|
Viewing 1 - 29 of 29
|
Viewing 1 - 29 of 29
| Address | Beds | Baths | Living ft2 | List Price | Sold Price | Cost per ft2 | DOM | Sold Date |
|---|---|---|---|---|---|---|---|---|
| 7-11 Sandy Beach Rd | 6 | 4 | 5,816 | $4,100,000 | $4,050,000 | $696 | 101 days | 1/15/26 |
| 397 White Deer Rock Rd | 3 | 3 | 3,863 | $2,195,000 | $1,925,000 | $498 | 152 days | 9/30/26 |
| 82 Mirey Dam Rd | 4 | 3 | 3,471 | $970,000 | $975,000 | $280 | 45 days | 11/17/25 |
| Lot 41 Somerset | 3 | 3 | 2,878 | $939,000 | $949,417 | $329 | 195 days | 9/24/26 |
| 851 South St | 5 | 3 | 3,301 | $950,000 | $937,500 | $284 | 76 days | 6/30/26 |
| 625 Charcoal Ave | 3 | 3 | 4,236 | $945,000 | $900,000 | $212 | 31 days | 9/18/26 |
| 286 Mirey Dam Rd | 4 | 3 | 4,451 | $975,000 | $900,000 | $202 | 41 days | 7/9/26 |
| 383 Leonard Rd | 4 | 5 | 3,220 | $889,900 | $895,000 | $277 | 82 days | 2/11/26 |
| 245 Upper Whittemore | 3 | 3 | 2,990 | $815,000 | $875,000 | $292 | 60 days | 6/15/26 |
| 25 Avalon Dr | 3 | 4 | 3,494 | $879,900 | $865,000 | $247 | 121 days | 10/16/26 |
| 122 Crest Rd | 3 | 3 | 3,253 | $825,000 | $850,000 | $261 | 79 days | 7/7/26 |
| 29 Cambridge Ct | 3 | 3 | 2,796 | $829,900 | $844,760 | $302 | 63 days | 10/27/26 |
| 11 Hunting Ridge Rd | 4 | 3 | 2,700 | $799,900 | $820,000 | $303 | 423 days | 12/18/25 |
| 38 Avalon Dr | 3 | 3 | 3,217 | $779,000 | $815,000 | $253 | 51 days | 7/29/26 |
| 18 Deer Run Rd | 3 | 3 | 2,190 | $799,900 | $810,000 | $369 | 346 days | 5/8/26 |
| 1 Hampshire Ct | 4 | 4 | 3,711 | $829,000 | $800,000 | $215 | 99 days | 12/16/25 |
| 64 Watertown Rd | 3 | 4 | 4,094 | $759,900 | $759,900 | $185 | 78 days | 6/30/26 |
| 366 Charcoal Ave | 4 | 3 | 3,198 | $750,000 | $750,000 | $234 | 73 days | 5/27/26 |
| 28 Hunting Ridge Rd | 4 | 3 | 2,466 | $729,900 | $740,000 | $300 | 548 days | 9/9/26 |
| 117 Crest Rd | 4 | 3 | 2,753 | $750,000 | $735,000 | $266 | 252 days | 9/14/26 |
| 179 Burr Hall Rd | 4 | 3 | 3,938 | $675,000 | $730,000 | $185 | 49 days | 9/18/26 |
| 200 N Farm Rd | 4 | 4 | 3,360 | $750,000 | $728,000 | $216 | 39 days | 5/8/26 |
| 80 Pine Hollow Dr | 4 | 4 | 2,806 | $724,900 | $715,000 | $254 | 204 days | 10/15/26 |
| 111 Dwyer Rd | 3 | 3 | 3,212 | $717,000 | $710,000 | $221 | 171 days | 12/18/25 |
| 2 Deer Run Rd | 3 | 3 | 2,190 | $709,900 | $709,900 | $324 | 232 days | 2/27/26 |
| 15 Central Rd | 3 | 3 | 2,870 | $694,900 | $706,000 | $245 | 63 days | 6/30/26 |
| 14 Deer Run Rd | 3 | 2 | 1,877 | $699,000 | $699,900 | $372 | 323 days | 3/3/26 |
| 18 Winding Trail, Unit 18 | 3 | 5 | 4,051 | $700,000 | $695,000 | $171 | 96 days | 11/21/25 |
| 84 Munson Rd | 4 | 5 | 3,254 | $689,000 | $675,000 | $207 | 161 days | 6/8/26 |
| 36 Independence Cir | 4 | 4 | 3,512 | $650,000 | $670,000 | $190 | 74 days | 8/31/26 |
| 223 Carriage Dr | 4 | 4 | 2,484 | $674,900 | $670,000 | $269 | 103 days | 6/30/26 |
| 117 Periwinkle Dr Unit 117 | 3 | 4 | 3,488 | $669,900 | $669,900 | $192 | 61 days | 11/12/25 |
| 130 Fairhaven Dr | 3 | 3 | 2,654 | $649,900 | $668,000 | $251 | 62 days | 9/22/26 |
| 200 Northridge Dr | 3 | 3 | 2,360 | $650,000 | $650,000 | $275 | 44 days | 8/28/26 |
| 51 Cross Rd | 4 | 4 | 3,244 | $629,900 | $645,000 | $198 | 63 days | 1/27/26 |
| 1 Independence Cir Unit 1 | 4 | 3 | 3,224 | $609,000 | $630,000 | $195 | 47 days | 7/7/26 |
| 10 Pelham Way Unit 10 | 3 | 3 | 2,251 | $650,000 | $625,000 | $277 | 60 days | 6/30/26 |
| 16 Winding Trail, Unit 16 | 3 | 3 | 2,646 | $625,000 | $625,000 | $236 | 37 days | 4/10/26 |
| 90 Fenn Rd | 4 | 4 | 3,162 | $660,000 | $620,000 | $196 | 169 days | 10/9/26 |
| 193 Ridgewood Dr Unit 193 | 3 | 3 | 2,658 | $649,900 | $620,000 | $233 | 51 days | 5/28/26 |
| 3 Hunting Ridge Rd | 3 | 3 | 1,722 | $629,900 | $620,000 | $360 | 39 days | 3/30/26 |
| 408 Breakneck Hill Rd | 2 | 3 | 1,848 | $625,000 | $615,000 | $332 | 77 days | 6/29/26 |
| 1 Independence Cir Unit 1 | 4 | 3 | 3,224 | $620,000 | $615,000 | $190 | 153 days | 10/30/25 |
| 178 Ridgewood Dr Unit 178 | 3 | 3 | 2,414 | $639,900 | $607,000 | $251 | 45 days | 7/7/26 |
| 321 Artillery Rd | 4 | 3 | 3,300 | $699,990 | $602,500 | $182 | 159 days | 8/3/26 |
| 72 Carriage Dr | 4 | 3 | 2,878 | $649,900 | $600,000 | $208 | 197 days | 4/21/26 |
| 39 Independence Cir Unit 39 | 4 | 4 | 3,382 | $619,900 | $600,000 | $177 | 146 days | 11/14/25 |
| 428 Breakneck Hill Rd | 2 | 2 | 1,749 | $599,900 | $599,900 | $342 | 68 days | 5/1/26 |
| 85 Blueberry Knls | 3 | 2 | 2,156 | $550,000 | $585,000 | $271 | 50 days | 10/2/26 |
| 126 Colonial Ave | 3 | 2 | 2,531 | $599,000 | $585,000 | $231 | 152 days | 1/29/26 |
| Average: | 3.2 | 2.8 | 2,386 | $624,193 | $617,365 | $265 | 127 days | |
|
Viewing 1 - 50 of 113
Next
|
Viewing 1 - 50 of 113
Next
How much is your Connecticut home currently worth? You might be pleasantly surprised!
...get your instant property value now!
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.