| Salamander Resort LLC | Accommodation and Food Services | $3,581,900 | $3,623,291 | 369 | $115.4M |  Research |
| Jose Tejas, Inc. | Accommodation and Food Services | $3,191,800 | $3,159,487 | 488 | $86.6M | Research |
| Jose Tejas Inc. | Accommodation and Food Services | $2,000,000 | $2,014,111 | 285 | $50.6M | Research |
| Church Street Creole Cafe Inc. | Accommodation and Food Services | $1,581,909 | $1,591,181 | 352 | $62.5M | Research |
| Church Street Creole Cafe INC | Accommodation and Food Services | $1,129,937 | $1,145,631 | 156 | $27.7M | Research |
| Aspiration Software LLC | Professional, Scientific, and Technical Services | $960,263 | $971,576 | 36 | $7.4M | Research |
| The Hill School Corporation of Middleburg | Educational Services | $665,600 | $671,849 | 63 | N/A | Research |
| F Turner Reuter, Jr. Enterprises, INC | Accommodation and Food Services | $628,257 | $631,137 | 55 | $9.8M | Research |
| Diversified Educational Services, INC | Educational Services | $618,205 | $622,361 | 36 | <$5M | Research |
| Salamander Hospitality, LLC | Other Services (except Public Administration) | $574,300 | $580,984 | 27 | $5.2M | Research |
| Salamander Hospitality LLC | Real Estate and Rental and Leasing | $573,900 | $580,261 | 27 | <$5M | Research |
| Classic Concierge | Unknown | $525,000 | $529,890 | 265 | N/A | Research |
| F Turner Reuter, Jr. Enterprises, INC | Accommodation and Food Services | $448,700 | $452,215 | 55 | $9.8M | Research |
| Climatic Heating and Cooling, INC | Wholesale Trade | $424,300 | $429,922 | 34 | $10.4M | Research |
| Climatic Heating & Cooling INC | Construction | $414,300 | $419,755 | 35 | $11.1M | Research |
| Greenhill Vineyards LLC | Accommodation and Food Services | $360,297 | $364,230 | 39 | <$5M | Research |
| King Street Oyster Bar Middleburg, LLC | Accommodation and Food Services | $348,346 | $350,630 | 43 | $7.6M | Research |
| Middleburg Academy, Inc. | Educational Services | $296,400 | $299,150 | 30 | N/A | Research |
| Brane-Strom LLC | Real Estate and Rental and Leasing | $295,564 | $299,686 | 16 | <$5M | Research |
| King Street Oyster Bar Middleburg, LLC | Accommodation and Food Services | $294,200 | $296,480 | 42 | $7.5M | Research |
| Catawba Management Corporation | Management of Companies and Enterprises | $279,321 | $0 | 17 | <$5M | Research |
| Greenhill Vineyards LLC | Agriculture, Forestry, Fishing and Hunting | $279,070 | $282,326 | 13 | <$5M | Research |
| Middleburg Tennis Association | Arts, Entertainment, and Recreation | $278,700 | $282,230 | 19 | <$5M | Research |
| Northern Virginia United Methodist Camps and Conferences Cor | Accommodation and Food Services | $269,500 | $272,330 | 5 | <$5M | Research |
| PC Tracking for the Chronocile of the Horse | Information | $250,000 | $251,918 | 19 | <$5M | Research |