| W. H. Emmart & Son, Inc. | Wholesale Trade | $712,500 | $708,922 | 85 | $21.9M | AI Deep Dive |
| NW Works, Inc. | Other Services (except Public Administration) | $688,100 | $694,694 | 215 | $41.1M | AI Deep Dive |
| Byte Systems, LLC | Professional, Scientific, and Technical Services | $668,100 | $675,486 | 22 | <$5M | AI Deep Dive |
| O'malley Auto Group, LLC | Retail Trade | $652,155 | $659,842 | 48 | $12.1M | AI Deep Dive |
| Lyle P Strosnyder, INC | Construction | $633,100 | $638,112 | 53 | $16.8M | AI Deep Dive |
| Wen-Alex, Inc. | Accommodation and Food Services | $632,530 | $640,831 | 179 | $31.8M | AI Deep Dive |
| NW Works INC | Educational Services | $623,145 | $652,376 | 109 | $14.5M | AI Deep Dive |
| F J Industrial Equipment Leasing, LLC | Construction | $618,000 | $624,403 | 41 | $13.0M | AI Deep Dive |
| F J Industrial Equipment Leasing, LLC | Construction | $617,414 | $619,644 | 31 | $9.8M | AI Deep Dive |
| Winchester Neurological Consultants INC | Health Care and Social Assistance | $612,900 | $618,025 | 41 | $12.9M | AI Deep Dive |
| Winchester Gastroenterology Associates, P.l.c. | Health Care and Social Assistance | $581,500 | $589,115 | 41 | $12.9M | AI Deep Dive |
| Virginia Brain and Spine Center, Inc. | Health Care and Social Assistance | $581,200 | $584,833 | 31 | $9.7M | AI Deep Dive |
| Forbidden Fruit LLC | Retail Trade | $574,200 | $579,879 | 35 | $8.8M | AI Deep Dive |
| Sacred Heart of Jesus Church | Other Services (except Public Administration) | $573,475 | $580,245 | 86 | N/A | AI Deep Dive |
| Winchester Metals, Inc. | Retail Trade | $566,100 | $569,229 | 49 | $10.1M | AI Deep Dive |
| Winchester Internal Medicine | Health Care and Social Assistance | $559,000 | $564,238 | 45 | $14.1M | AI Deep Dive |
| Bone & Joint Specialists of Winchester PC | Health Care and Social Assistance | $557,100 | $560,814 | 38 | $11.9M | AI Deep Dive |
| Partlow Insurance Agency, Inc. | Finance and Insurance | $548,200 | $551,900 | 42 | $21.6M | AI Deep Dive |
| Glass-Glen Burnie Museum INC | Arts, Entertainment, and Recreation | $541,400 | $544,874 | 60 | N/A | AI Deep Dive |
| Winchester Pediatric Clinic PC | Health Care and Social Assistance | $538,300 | $542,861 | 47 | $14.8M | AI Deep Dive |
| Gw Leasing LLC | Accommodation and Food Services | $537,477 | $537,484 | 87 | $27.2M | AI Deep Dive |
| Navitus Engineering INC | Professional, Scientific, and Technical Services | $527,300 | $530,976 | 32 | <$5M | AI Deep Dive |
| Rappahannock Petroleum LLC | Construction | $525,900 | $529,932 | 51 | $11.8M | AI Deep Dive |
| Dreamachines, Inc. | Retail Trade | $519,116 | $522,851 | 25 | $6.5M | AI Deep Dive |
| Winchester Pediatric Clinic PC | Health Care and Social Assistance | $518,365 | $522,915 | 37 | $11.6M | AI Deep Dive |