| Grafton School Incorporated | Educational Services | $7,828,145 | $7,315,412 | 500 | N/A |  Research |
| R&l Foods, LLC | Accommodation and Food Services | $3,172,800 | $3,208,874 | 500 | $88.8M | Research |
| H N Funkhouser & Co | Retail Trade | $2,920,400 | $2,954,228 | 103 | $11.4M | Research |
| Yount Hyde & Barbour PC | Professional, Scientific, and Technical Services | $2,903,300 | $2,948,301 | 205 | $65.2M | Research |
| Annandale Millwork and Allied Systems Corporation | Manufacturing | $2,596,000 | $2,625,782 | 299 | $296.6M | Research |
| Westminster-Canterbury of Winchester, INC | Health Care and Social Assistance | $2,367,800 | $2,397,332 | 306 | N/A | Research |
| Blue Ridge Hospice, Inc. | Health Care and Social Assistance | $2,314,700 | $2,336,497 | 195 | N/A | Research |
| R & R Reinforcing, Inc. | Construction | $2,274,200 | $2,300,732 | 327 | $122.5M | Research |
| National Fruit Product Co., Inc. | Manufacturing | $2,110,000 | $2,134,324 | 130 | $45.9M | Research |
| Howard Shockey & Sons, INC | Construction | $2,043,800 | $2,070,086 | 115 | $131.0M | Research |
| Integrity Home Mortgage Corporation | Finance and Insurance | $2,041,500 | $1,993,046 | 120 | $61.7M | Research |
| H.n. Funkhouser & Co. | Wholesale Trade | $2,000,000 | $2,019,500 | 122 | $31.4M | Research |
| Howard Shockey & Sons INC | Construction | $2,000,000 | $2,011,444 | 93 | $106.0M | Research |
| Stuart M. Perry, Incorporated | Mining, Quarrying, and Oil and Gas Extraction | $1,980,380 | $2,007,720 | 154 | $9.3M | Research |
| Winchester Equipment Co | Retail Trade | $1,857,500 | $0 | 182 | $37.6M | Research |
| Winchester Anesthesiologists INC | Health Care and Social Assistance | $1,856,898 | $1,874,383 | 67 | $21.0M | Research |
| Winchester Anesthesiologists, Inc. | Health Care and Social Assistance | $1,856,800 | $1,879,391 | 65 | $20.4M | Research |
| Car Credit Nation INC | Retail Trade | $1,830,655 | $318,318 | 29 | $7.3M | Research |
| Winchester Cardiology & Vascular Medicine PC | Health Care and Social Assistance | $1,605,800 | $1,624,234 | 157 | $49.3M | Research |
| Selma Medical Associates INC | Health Care and Social Assistance | $1,537,700 | $1,549,831 | 125 | $39.2M | Research |
| Schenck Foods Company, INC | Wholesale Trade | $1,454,300 | $1,472,762 | 103 | $26.5M | Research |
| Miller Auto Sales INC | Retail Trade | $1,448,800 | $1,377,225 | 124 | $31.2M | Research |
| The Village at Orchard Ridge INC | Health Care and Social Assistance | $1,311,800 | $1,322,331 | 134 | N/A | Research |
| Winchester Radiologists, P.c. | Health Care and Social Assistance | $1,308,442 | $1,322,944 | 47 | $14.8M | Research |
| Perry Engineering Company, Inc. | Professional, Scientific, and Technical Services | $1,267,900 | $1,276,237 | 110 | $13.6M | Research |