| Seamans Orchard LLC | Agriculture, Forestry, Fishing and Hunting | $98,097 | $98,721 | 8 | <$5M |  AI Deep Dive |
| Tectonics II Ltd | Construction | $78,247 | $79,278 | 8 | <$5M | AI Deep Dive |
| Seamans Orchard, LLC | Agriculture, Forestry, Fishing and Hunting | $74,461 | $74,962 | 10 | <$5M | AI Deep Dive |
| The Nature Foundation at Wintergreen | Other Services (except Public Administration) | $51,403 | $51,934 | 8 | N/A | AI Deep Dive |
| Hodge Products, Inc. | Retail Trade | $49,975 | $50,519 | 8 | <$5M | AI Deep Dive |
| Dickie Bros. Orchard, LLC | Agriculture, Forestry, Fishing and Hunting | $46,049 | $46,466 | 7 | <$5M | AI Deep Dive |
| Dickie Bros. Orchard LLC | Agriculture, Forestry, Fishing and Hunting | $41,652 | $41,918 | 7 | <$5M | AI Deep Dive |
| Saunders Surveys, Inc. | Professional, Scientific, and Technical Services | $40,500 | $40,879 | 5 | <$5M | AI Deep Dive |
| Fitzgerald Farms L.l.c. | Agriculture, Forestry, Fishing and Hunting | $29,582 | $29,795 | 26 | <$5M | AI Deep Dive |
| River City Cider LLC | Accommodation and Food Services | $28,647 | $28,906 | 10 | <$5M | AI Deep Dive |
| Fitzgerald Farms, LLC | Agriculture, Forestry, Fishing and Hunting | $25,093 | $25,228 | 26 | <$5M | AI Deep Dive |
| Chad Campbell | Agriculture, Forestry, Fishing and Hunting | $20,833 | $20,924 | 1 | <$5M | AI Deep Dive |
| Frederick L. Garber | Finance and Insurance | $20,800 | $20,996 | 1 | <$5M | AI Deep Dive |
| Lisa R. Garber | Finance and Insurance | $20,800 | $20,996 | 1 | <$5M | AI Deep Dive |
| Wintergreen Adaptive Sports | Educational Services | $19,943 | $20,137 | 1 | N/A | AI Deep Dive |
| Julie B. Bendle | Real Estate and Rental and Leasing | $17,576 | $17,747 | 1 | <$5M | AI Deep Dive |
| Rockfish Valley Garden Center LLC | Construction | $17,278 | $17,416 | 3 | <$5M | AI Deep Dive |
| Rockfish Valley Garden Center LLC | Construction | $17,272 | $17,333 | 3 | <$5M | AI Deep Dive |
| River City Cider LLC | Manufacturing | $15,380 | $15,501 | 5 | <$5M | AI Deep Dive |
| Hickmans Exxon Gocery LLC | Retail Trade | $13,532 | $0 | 4 | <$5M | AI Deep Dive |
| Little Hat Creek Farm LLC | Agriculture, Forestry, Fishing and Hunting | $12,500 | $12,581 | 4 | <$5M | AI Deep Dive |
| William Mays | Agriculture, Forestry, Fishing and Hunting | $10,234 | $10,252 | 1 | <$5M | AI Deep Dive |
| Four Seasons Realty 1, LLC | Real Estate and Rental and Leasing | $7,500 | $7,598 | 2 | <$5M | AI Deep Dive |
| Fenton Inn LLC | Accommodation and Food Services | $7,500 | $7,536 | 1 | <$5M | AI Deep Dive |
| Beech Grove Cabins LLC | Real Estate and Rental and Leasing | $7,400 | $7,451 | 1 | <$5M | AI Deep Dive |