| Carolina Massage Inc. | Other Services (except Public Administration) | $335,000 | $337,345 | 79 | $15.1M | Research |
| Central Security Systems Inc. | Administrative and Support and Waste Management | $327,200 | $329,190 | 32 | <$5M | Research |
| Epic Enterprises, Inc. | Manufacturing | $311,547 | $315,216 | 25 | $6.5M | Research |
| Carolinas Golf Association | Arts, Entertainment, and Recreation | $305,400 | $212,479 | 35 | <$5M | Research |
| Magnolia Gardens of Southern Pines, LLC | Health Care and Social Assistance | $285,422 | $271,612 | 41 | $7.0M | Research |
| Carolinas Golf Association | Arts, Entertainment, and Recreation | $275,177 | $276,752 | 18 | <$5M | Research |
| Episcopal Day School, Inc. | Educational Services | $242,500 | $244,002 | 38 | N/A | Research |
| Boles Funeral Home | Other Services (except Public Administration) | $239,900 | $242,626 | 50 | $9.6M | Research |
| Betsy's Crepes LLC | Accommodation and Food Services | $235,300 | $237,418 | 20 | <$5M | Research |
| Fletcher Industries Inc. | Professional, Scientific, and Technical Services | $218,500 | $221,152 | 20 | <$5M | Research |
| Hasty Insurance Agency, Inc. | Finance and Insurance | $217,582 | $219,263 | 27 | $13.9M | Research |
| Telum Protection Corporation | Educational Services | $217,300 | $218,568 | 15 | <$5M | Research |
| Bangers & Mash, LLC | Accommodation and Food Services | $215,940 | $217,745 | 35 | $6.2M | Research |
| Fletcher Industries Inc. | Manufacturing | $212,400 | $214,984 | 20 | $5.2M | Research |
| St. John Paul II Catholic School | Administrative and Support and Waste Management | $210,000 | $212,129 | 39 | N/A | Research |
| Effective Interventions Inc. | Health Care and Social Assistance | $209,000 | $210,869 | 26 | <$5M | Research |
| Cb7 of Pinehurst LLC | Accommodation and Food Services | $205,870 | $207,461 | 21 | <$5M | Research |
| Southern Pines Prescription Shop Inc. | Retail Trade | $200,700 | $203,125 | 13 | <$5M | Research |
| Pk Hospitality LLC | Accommodation and Food Services | $199,800 | $201,535 | 33 | $5.9M | Research |
| First Casualty Insurance Agency INC | Finance and Insurance | $198,967 | $200,646 | 24 | $12.3M | Research |
| Pk Hospitality Group LLC | Accommodation and Food Services | $190,000 | $191,739 | 33 | $5.9M | Research |
| Southern Pines Wings LLC | Accommodation and Food Services | $189,900 | $190,971 | 33 | $5.9M | Research |
| Bcg Hospitality Group, LLC | Accommodation and Food Services | $189,800 | $191,550 | 30 | $5.3M | Research |
| Mbd Consulting Engineers, P.a. | Professional, Scientific, and Technical Services | $186,600 | $188,663 | 8 | <$5M | Research |
| Sandhills Moving and Storage Co | Transportation and Warehousing | $186,300 | $187,702 | 28 | $7.0M | Research |