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Home Sales in Middlebury, CT
Recent residential sales recorded in Middlebury, Connecticut: address, property type, sale amount and date recorded. Names of buyers and sellers are not published here.
109sales recorded Oct 2024 - Sep 2025
$540,000median sale amount, same period
317sales in the dataset, Oct 2021 - Sep 2025
Search Middlebury by street or address
By property type, Oct 2024 - Sep 2025
| Type | Sales | Median sale amount |
|---|---|---|
| Single Family | 85 | $515,000 |
| Condo | 24 | $590,150 |
Most recent sales in Middlebury
| Address | Property type | Sale amount | Date recorded | Assessed value |
|---|---|---|---|---|
| 181 Ridgewood Dr | Condo | $565,000 | 2025-09-29 | $292,000 |
| 171 Judd Hill Rd | Single Family | $882,500 | 2025-09-26 | $362,400 |
| 55 Westwood Dr | Single Family | $675,000 | 2025-09-25 | $263,800 |
| 119 Christian Rd | Single Family | $345,000 | 2025-09-12 | $159,100 |
| 122 Mirey Dam Rd | Single Family | $1,375,000 | 2025-09-08 | $574,300 |
| 76 Three Mile Hill Rd | Single Family | $536,000 | 2025-09-02 | $219,400 |
| 58 Shadduck Rd | Single Family | $499,900 | 2025-09-02 | $172,400 |
| 101 Shadduck Rd | Single Family | $485,000 | 2025-08-25 | $243,600 |
| 100 Fairhaven Dr | Single Family | $679,000 | 2025-08-20 | $267,900 |
| 74 Joy Rd | Single Family | $460,000 | 2025-08-19 | $243,800 |
| 1 Stevens Rd | Single Family | $520,000 | 2025-08-15 | $241,200 |
| 17 Deer Run Rd | Single Family | $740,000 | 2025-08-11 | $307,600 |
| 29 Winding Trail | Condo | $520,000 | 2025-08-08 | $311,900 |
| 24 Upper Whittemore Rd | Single Family | $380,000 | 2025-08-08 | $216,200 |
| 190 Bronson Dr | Single Family | $690,000 | 2025-08-04 | $308,200 |
| 61 Stony Brook Rd | Single Family | $515,000 | 2025-08-01 | $322,000 |
| 177 Breakneck Hill Rd | Single Family | $405,000 | 2025-08-01 | $199,800 |
| 222 Crest Rd | Single Family | $730,000 | 2025-07-31 | $289,600 |
| 1440 Straits Tpke | Single Family | $505,000 | 2025-07-31 | $221,000 |
| 115 Marney Dr | Single Family | $490,000 | 2025-07-31 | $231,800 |
| 1 Chatham Ct | Condo | $620,000 | 2025-07-31 | $333,300 |
| 17 Highridge Rd | Condo | $515,000 | 2025-07-29 | $295,000 |
| 39 Ridgewood Dr | Condo | $540,000 | 2025-07-28 | $321,500 |
| 1 Yale Ave | Single Family | $425,000 | 2025-07-28 | $217,200 |
| 34 Avalon Dr | Single Family | $750,000 | 2025-07-22 | $386,700 |
| 186 Ridgewood Dr | Condo | $635,000 | 2025-07-14 | $343,800 |
| 116 Bronson Dr | Single Family | $610,000 | 2025-07-09 | $309,400 |
| 94 Upper Whittemore Rd | Single Family | $555,000 | 2025-07-07 | $261,500 |
| 203 Lake Shore Dr | Single Family | $365,000 | 2025-07-02 | $163,500 |
| 18 Hunting Ridge Rd | Single Family | $785,000 | 2025-07-02 | $341,500 |
| 1600 Straits Tpke | Single Family | $650,000 | 2025-07-01 | $238,200 |
| 159 Christian Rd | Single Family | $400,000 | 2025-06-30 | $205,200 |
| 72 Nick Rd | Single Family | $715,000 | 2025-06-26 | $328,700 |
| 69 Nick Rd | Single Family | $440,000 | 2025-06-25 | $182,100 |
| 15 Brookside Dr | Condo | $670,000 | 2025-06-23 | $299,200 |
| 64 Joy Rd | Single Family | $422,000 | 2025-06-20 | $184,900 |
| 180 Ridgewood Dr | Condo | $565,000 | 2025-06-20 | $297,600 |
| 259 White Ave | Single Family | $370,000 | 2025-06-17 | $170,200 |
| 593 Park Rd | Single Family | $950,000 | 2025-06-10 | $586,100 |
| 43 Ridgewood Dr | Condo | $493,000 | 2025-06-10 | $255,900 |
| 400 Long Meadow Rd | Single Family | $675,000 | 2025-06-09 | $322,300 |
| 7 Highridge Rd | Condo | $595,000 | 2025-06-06 | $283,200 |
| 138 Skyline Dr | Single Family | $590,000 | 2025-06-05 | $316,700 |
| 110 Glenwood Ave | Single Family | $525,000 | 2025-06-03 | $255,300 |
| 713 Whittemore Rd | Single Family | $505,000 | 2025-05-27 | $197,400 |
| 460 Lake Shore Dr | Single Family | $415,000 | 2025-05-27 | $148,540 |
| 835 Whittemore Rd | Single Family | $479,000 | 2025-05-21 | $222,700 |
| 45 East Farm Rd | Single Family | $1,100,000 | 2025-05-20 | $494,400 |
| 66 White Ave | Single Family | $385,000 | 2025-05-19 | $178,600 |
| 7 Arrowwood Ct | Condo | $630,000 | 2025-05-16 | $335,600 |
| 129 Periwinkle Dr | Condo | $625,000 | 2025-05-16 | $283,200 |
| 679 Christian Rd | Single Family | $454,000 | 2025-05-09 | $212,700 |
| 34 Breakneck Hill Rd | Single Family | $799,000 | 2025-05-07 | $472,100 |
| 1486 Straits Tpke | Single Family | $470,000 | 2025-05-07 | $186,600 |
| 43 Meredith Rd | Single Family | $385,000 | 2025-05-06 | $194,200 |
| 80 Anawan Ave | Single Family | $510,000 | 2025-05-02 | $254,800 |
| 11 Upper Whittemore Rd | Single Family | $300,000 | 2025-05-02 | $196,400 |
| 36 Aveline Ave | Single Family | $480,000 | 2025-05-01 | $248,500 |
| 130 Christian Rd | Single Family | $461,500 | 2025-04-30 | $240,500 |
| 10 Stonington Ct | Condo | $640,000 | 2025-04-14 | $330,100 |
| 396 Watertown Rd | Single Family | $790,000 | 2025-04-01 | $412,200 |
| 191 Ridgewood Dr | Condo | $620,000 | 2025-03-31 | $343,800 |
| 111 Periwinkle Dr | Condo | $585,300 | 2025-03-28 | $283,300 |
| 115 Periwinkle Dr | Condo | $620,000 | 2025-03-26 | $308,000 |
| 28 Yale Ave | Single Family | $342,000 | 2025-03-24 | $201,200 |
| 6 Ridgewood Dr | Condo | $600,000 | 2025-03-18 | $296,300 |
| 81 Sandy Beach Rd | Condo | $410,000 | 2025-03-17 | $208,700 |
| 377 Porter Ave | Single Family | $432,500 | 2025-03-12 | $195,300 |
| 10 Yale Ave | Single Family | $390,000 | 2025-03-12 | $165,400 |
| 74 East Ridge Dr | Single Family | $385,000 | 2025-03-11 | $193,600 |
| 340 Burr Hall Rd | Single Family | $830,000 | 2025-03-10 | $470,000 |
| 428 Benson Rd | Single Family | $570,000 | 2025-03-03 | $320,100 |
| 91 Richardson Dr | Single Family | $375,000 | 2025-02-24 | $177,100 |
| 481 Long Meadow Rd | Single Family | $735,000 | 2025-02-24 | $341,900 |
| 240 Carriage Dr | Single Family | $500,000 | 2025-02-21 | $259,800 |
| 1053 Middlebury Rd | Single Family | $515,000 | 2025-02-21 | $256,300 |
| 11 Strathmore Rd | Single Family | $655,000 | 2025-02-19 | $299,600 |
| 89 Tyler Crossing | Single Family | $585,000 | 2025-02-18 | $298,800 |
| 1232 Straits Tpke | Single Family | $265,000 | 2025-01-28 | $149,000 |
| 203 Tower Rd | Single Family | $555,000 | 2025-01-27 | $278,500 |
| 107 Periwinkle Dr | Single Family | $610,000 | 2025-01-09 | $335,500 |
| 828 Breakneck Hill Rd | Single Family | $383,000 | 2025-01-06 | $294,200 |
| 203 Sugar Maple Way | Condo | $545,000 | 2024-12-26 | $280,900 |
| 706 Charcoal Ave | Single Family | $629,000 | 2024-12-16 | $333,100 |
| 122 Crest Rd | Single Family | $715,000 | 2024-12-11 | $383,800 |
| 7 East Farm Rd | Single Family | $1,300,000 | 2024-12-06 | $961,200 |
| 133.5 Steinmann Ave | Single Family | $515,000 | 2024-12-05 | $267,000 |
| 326 Lake Shore Dr | Single Family | $300,000 | 2024-12-04 | $223,600 |
| 23 Ridgewood Dr | Condo | $440,000 | 2024-12-04 | $210,100 |
| 213 Steinmann Ave | Single Family | $485,000 | 2024-12-03 | $213,200 |
| 6 Colonial Ct | Condo | $650,000 | 2024-12-02 | $338,300 |
| 570 Park Rd | Single Family | $660,000 | 2024-11-27 | $317,800 |
| 22 Yale Ave | Single Family | $370,000 | 2024-11-14 | $136,900 |
| 150 Burr Hall Rd | Single Family | $645,000 | 2024-11-14 | $278,000 |
| 6 Oakwood Dr | Condo | $818,266 | 2024-11-12 | $409,300 |
| 27 Sandy Beach Rd | Single Family | $660,000 | 2024-11-06 | $106,600 |
| 25 Carriage Dr | Single Family | $605,000 | 2024-11-06 | $228,900 |
| 70 Steinmann Ave | Single Family | $330,000 | 2024-11-05 | $215,900 |
| 61 Carriage Dr | Single Family | $577,000 | 2024-11-04 | $239,300 |
| 111 Acme Dr | Single Family | $370,000 | 2024-11-04 | $191,900 |
Showing the latest 100 of 317 sales. Use the search above for any street.
About these figures
The count and median are computed by us from the filtered records only. Sales flagged by the state as not arm's length (for example a change in property, part interest, a will or a tax sale), non-residential property and recorded amounts under $10,000 are excluded. A median of few sales can swing widely, so treat small towns with caution. Sale amount is the price recorded by the town; the date shown is the date the sale was recorded, which can be weeks after closing.