| 05/29 | 145 Jason St | Pittsfield | $258,500 |
| 05/29 | 28 Adell St | Pittsfield | $280,000 |
| 05/29 | 14 Calumet St | Pittsfield | $236,000 |
| 05/29 | 1286 North St | Pittsfield | $205,000 |
| 05/29 | 33 Walden Ln | Pittsfield | $410,000 |
| 05/29 | 44 Winship Ave | Pittsfield | $265,000 |
| 05/29 | 27 Pleasant St | Pittsfield | $300,000 |
| 05/29 | 82 Quirico Dr | Pittsfield | $370,000 |
| 05/29 | 99 Dodge Ave | Pittsfield | $350,000 |
| 05/29 | 276 Great Barrington Rd | West Stockbridge | $875,000 |
| 05/29 | 11 Mahkeenac Trl | Stockbridge | $2,575,000 |
| 05/29 | 5 Williamstown Rd | Lanesboro | $1,050,000 |
| 05/29 | 54 Dunmore Ct | Lenox | $1,272,500 |
| 05/29 | 31 Pinecrest Dr | Lenox | $750,000 |
| 05/29 | 33 Maplewood Ave #204 | Pittsfield | $172,500 |
| 05/29 | Thrushwood Ln | Great Barrington | $640,000 |
| 05/29 | 31 33 Apremont St | Adams | $281,900 |
| 05/29 | 40 42 Henry Ave | Pittsfield | $315,000 |
| 05/29 | Blue Hill Rd #2 | Great Barrington | $15,000 |
| 05/29 | 3 Pine Rd | New Marlboro | $210,000 |