| Wolf Swamp Enterprise LLC | Longmeadow | $347,300 | $352,017 | 162 | $22.7M | AI Deep Dive |
| Frank Newhall Look Memorial Park INC | Florence | $345,872 | $347,919 | 25 | N/A | AI Deep Dive |
| Berkshire Theatre Group, Inc. | Pittsfield | $343,000 | $344,898 | 32 | N/A | AI Deep Dive |
| Berkshire East Ski Area LLC | Charlemont | $342,000 | $393,785 | 40 | $5.6M | AI Deep Dive |
| Indian Ranch Recreation | Webster | $340,000 | $341,908 | 50 | $13.1M | AI Deep Dive |
| Berkshire South Regional Community Center | Great Barrington | $339,000 | $332,200 | 35 | N/A | AI Deep Dive |
| 101 Federal Street LLC | Boston | $338,848 | $341,809 | 28 | <$5M | AI Deep Dive |
| 101 Federal Street LLC | Boston | $338,847 | $342,328 | 49 | $6.9M | AI Deep Dive |
| Healthworks Fitness Centers INC | Boston | $338,794 | $326,304 | 13 | <$5M | AI Deep Dive |
| Healthworks Fitness Centers, Inc. | Boston | $338,792 | $342,905 | 22 | <$5M | AI Deep Dive |
| The Eric Carle Museum of Picture Book Art INC | Amherst | $336,713 | $339,139 | 38 | N/A | AI Deep Dive |
| Larry Cushing Enterprises Ltd. | Wilmington | $336,647 | $266,989 | 33 | <$5M | AI Deep Dive |
| The Eric Carle Museum of Picture Book Art Inc. | Amherst | $336,000 | $338,642 | 37 | N/A | AI Deep Dive |
| Busy Bee Jumpers Parent Corp | East Bridgewater | $334,700 | $337,722 | 29 | <$5M | AI Deep Dive |
| Olde Farm Golf Club, LLC | Southwick | $334,400 | $239,998 | 50 | $7.0M | AI Deep Dive |
| Native Plant Trust INC | Framingham | $332,900 | $336,047 | 27 | N/A | AI Deep Dive |
| Plymouth Country Club INC | Plymouth | $329,595 | $331,889 | 55 | $7.7M | AI Deep Dive |
| Plymouth Country Club INC | Plymouth | $329,595 | $333,839 | 101 | $14.1M | AI Deep Dive |
| Wolf Swamp Enterprise LLC | Longmeadow | $329,015 | $332,451 | 68 | $9.5M | AI Deep Dive |
| Boston Center for the Arts INC | Boston | $328,930 | $331,309 | 12 | <$5M | AI Deep Dive |
| Worcester Natural History Society | Worcester | $327,532 | $330,296 | 60 | N/A | AI Deep Dive |
| Red Bird Fitness, LLC | Springfield | $327,000 | $329,625 | 119 | $16.7M | AI Deep Dive |
| Boston Athletic Club | Boston | $325,100 | $191,685 | 102 | $14.3M | AI Deep Dive |
| Crosby Yacht Yard INC | Osterville | $324,490 | $326,545 | 37 | $5.2M | AI Deep Dive |
| Wachusett Inc. | West Boylston | $320,862 | $323,723 | 27 | <$5M | AI Deep Dive |