| Black Dog Tavern Company INC | Retail Trade | $1,829,600 | $2,421,742 | 179 | $54.1M | AI Deep Dive |
| Martha's Vineyard Community Services INC | Health Care and Social Assistance | $1,051,900 | $1,065,531 | 125 | N/A | AI Deep Dive |
| E C Cottle Inc. | Retail Trade | $656,530 | $662,184 | 42 | $8.7M | AI Deep Dive |
| E C Cottle INC | Retail Trade | $625,000 | $606,103 | 40 | $8.3M | AI Deep Dive |
| Martha's Vineyard Shipyard INC | Other Services (except Public Administration) | $567,800 | $530,363 | 25 | $5.4M | AI Deep Dive |
| Ymca of Martha's Vineyard | Arts, Entertainment, and Recreation | $565,900 | $570,551 | 46 | N/A | AI Deep Dive |
| Ymca of Marthas Vineyard | Arts, Entertainment, and Recreation | $520,600 | $524,907 | 69 | N/A | AI Deep Dive |
| Bernier's Market Inc. | Retail Trade | $462,500 | $465,493 | 40 | $10.0M | AI Deep Dive |
| Marthas Vineyard Shipyard INC | Manufacturing | $427,515 | $430,127 | 25 | $6.5M | AI Deep Dive |
| Goodale Construction Co. Inc. | Manufacturing | $385,000 | $388,903 | 17 | $16.9M | AI Deep Dive |
| Goodale Construction Co INC | Construction | $385,000 | $388,713 | 17 | $5.2M | AI Deep Dive |
| Carroll's Martha's Vineyard Rapid Transit, INC | Transportation and Warehousing | $378,848 | $381,689 | 33 | $8.2M | AI Deep Dive |
| Nelson Mechanical Design Inc. | Construction | $377,200 | $379,153 | 23 | $7.3M | AI Deep Dive |
| Coogan Family INC | Accommodation and Food Services | $331,334 | $334,620 | 16 | <$5M | AI Deep Dive |
| Tisbury Inn Limited Partnership | Accommodation and Food Services | $324,363 | $327,677 | 17 | $5.3M | AI Deep Dive |
| Island Food Products Corp | Wholesale Trade | $306,580 | $309,918 | 15 | <$5M | AI Deep Dive |
| Island Food Products Corp | Wholesale Trade | $278,600 | $268,020 | 15 | <$5M | AI Deep Dive |
| Island Imports Ltd | Retail Trade | $275,719 | $278,721 | 20 | <$5M | AI Deep Dive |
| Prime Marina Mv Holdings LLC | Arts, Entertainment, and Recreation | $268,985 | $271,233 | 26 | <$5M | AI Deep Dive |
| Holmes Hole Builders, LLC | Construction | $263,400 | $264,829 | 15 | <$5M | AI Deep Dive |
| The Martha's Vineyard Museum, Inc. | Arts, Entertainment, and Recreation | $261,613 | $263,328 | 21 | N/A | AI Deep Dive |
| Oak's Bluff Restaurant Company | Accommodation and Food Services | $256,699 | $258,577 | 22 | <$5M | AI Deep Dive |
| Waterside Market Group Inc. | Accommodation and Food Services | $256,200 | $257,681 | 15 | <$5M | AI Deep Dive |
| John G. Early Contractor and Builder, Inc. | Construction | $255,400 | $224,744 | 15 | <$5M | AI Deep Dive |
| Mv Times Corporation | Information | $251,700 | $253,989 | 20 | <$5M | AI Deep Dive |