| $150,000–350,000 | OAST & TAYLOR, PLC | VIRGINIA BEACH, VA | Powell Valley National Bank |
| $350,000–1 million | OCEAN CONSTRUCTION SERVICES, INC. | VIRGINIA BEACH, VA | TowneBank |
| $350,000–1 million | OCEAN DRYWALL, INC | VIRGINIA BEACH, VA | TowneBank |
| $150,000–350,000 | OCEAN ONE, INC. | VIRGINIA BEACH, VA | TowneBank |
| $350,000–1 million | OCEAN PSYCHIATRIC GROUP, PC | VIRGINIA BEACH, VA | TowneBank |
| $150,000–350,000 | OCEANFRONT DENTISTRY ALLEN H. WHITE III & MICHAEL G. HEFFELF | VIRGINIA BEACH, VA | TowneBank |
| $350,000–1 million | OCEANFRONT INVESTMENTS, LLC | VIRGINIA BEACH, VA | Atlantic Union Bank |
| $150,000–350,000 | OCEANS EAST, INC. | VIRGINIA BEACH, VA | TowneBank |
| $150,000–350,000 | OCEANSIDE INVESTMENT ASSOCIATES, LP | VIRGINIA BEACH, VA | TowneBank |
| $150,000–350,000 | OLYMPIA DEVELOPMENT CORPORATION | VIRGINIA BEACH, VA | TowneBank |
| $150,000–350,000 | ONELOVE LLC | VIRGINIA BEACH, VA | TowneBank |
| $150,000–350,000 | ONPOINT BUILDING SERVICES, LLC | VIRGINIA BEACH, VA | Atlantic Union Bank |
| $150,000–350,000 | OP BY SUN CROSS, LLC | VIRGINIA BEACH, VA | TowneBank |
| $150,000–350,000 | ORANGE PEEL TRANSPORTATION, INC. | VIRGINIA BEACH, VA | TowneBank |
| $150,000–350,000 | ORTHOFIT INC | VIRGINIA BEACH, VA | Bank of America, National Association |
| $150,000–350,000 | OSCAR DEUCE, LLC | VIRGINIA BEACH, VA | TowneBank |
| $150,000–350,000 | OSPREY DESIGN GROUP, LLC | VIRGINIA BEACH, VA | FNNB Bank |
| $1–2 million | PACE COLLABORATIVE, PLLC | VIRGINIA BEACH, VA | TowneBank |
| $350,000–1 million | PARADIGM | VIRGINIA BEACH, VA | Locus Bank Inc |
| $150,000–350,000 | PARAMOUNT BUILDERS - RICHMOND INC | VIRGINIA BEACH, VA | Wells Fargo Bank, National Association |
| $150,000–350,000 | PARKS ZEIGLER, PLLC | VIRGINIA BEACH, VA | Southern Bank and Trust Company |
| $150,000–350,000 | PARKWAY GRADING, INC | VIRGINIA BEACH, VA | Blue Ridge Bank National Association |
| $350,000–1 million | PAULSON PAULSON, PLC | VIRGINIA BEACH, VA | Greater Nevada CU |
| $350,000–1 million | PAYDAY, LLC | VIRGINIA BEACH, VA | TowneBank |
| $150,000–350,000 | PEAK PERFORMANCE FOR MEN HAMPTON ROADS, INC | VIRGINIA BEACH, VA | The Old Point National Bank of Phoebus |
| $350,000–1 million | PEMBROKE COMMERCIAL REALTY, LLC | VIRGINIA BEACH, VA | TowneBank |
| $350,000–1 million | PEMBROKE VETERINARY CLINIC, INC. | VIRGINIA BEACH, VA | TowneBank |
| $150,000–350,000 | PEMCCO LOGISTIC SERVICES LLC | VIRGINIA BEACH, VA | TowneBank |
| $1–2 million | PENDER & COWARD, A PROFESSIONAL CORPORATION | VIRGINIA BEACH, VA | Southern Bank and Trust Company |
| $350,000–1 million | PERFORMANCE COLLISION CENTERS, LLC | VIRGINIA BEACH, VA | TowneBank |
| $150,000–350,000 | PHALANX TRAINING | VIRGINIA BEACH, VA | TowneBank |
| $1–2 million | PINPOINT IT SERVICES LLC | VIRGINIA BEACH, VA | TowneBank |
| $350,000–1 million | PITSILAMBOUS INC. | VIRGINIA BEACH, VA | Southern Bank and Trust Company |
| $350,000–1 million | PLEASANT RIDGE AUTO PARTS INC | VIRGINIA BEACH, VA | SouthState Bank National Association |
| $1–2 million | POINT OF IMPACT, INC. | VIRGINIA BEACH, VA | TowneBank |
| $350,000–1 million | POINT ONE USA, LLC | VIRGINIA BEACH, VA | TowneBank |
| $350,000–1 million | POLLARDS ENTERPRISES INC | VIRGINIA BEACH, VA | TowneBank |
| $350,000–1 million | POOLE BROOKE PLUMLEE PC | VIRGINIA BEACH, VA | Southern Bank and Trust Company |
| $150,000–350,000 | PORTABLE STORAGE OF NORTH CAROLINA, LLC | VIRGINIA BEACH, VA | TowneBank |
| $150,000–350,000 | POWERBILT STEEK BUILDINGS, INC | VIRGINIA BEACH, VA | TowneBank |
| $1–2 million | PRECISION MEASUREMENTS, INC. | VIRGINIA BEACH, VA | TowneBank |
| $150,000–350,000 | PRECISION PIPE INC. | VIRGINIA BEACH, VA | TowneBank |
| $350,000–1 million | PREMIER MILLWORK AND LUMBER COMPANY, INC. | VIRGINIA BEACH, VA | TowneBank |
| $150,000–350,000 | PRESTIGE FLOORS, INC. | VIRGINIA BEACH, VA | TowneBank |
| $1–2 million | PRIMERO STAFFING | VIRGINIA BEACH, VA | TowneBank |
| $150,000–350,000 | PRINCESS ANNE PLAZA BAPTIST CHURCH | VIRGINIA BEACH, VA | Truist Bank |
| $350,000–1 million | PRIORITY TITLE & ESCROW, LLC | VIRGINIA BEACH, VA | ABNB FCU |
| $1–2 million | PROFESSIONAL HOSPITALITY RESOURCES, INC. | VIRGINIA BEACH, VA | TowneBank |
| $150,000–350,000 | QAS SOLUTIONS, LLC | VIRGINIA BEACH, VA | TowneBank |
| $350,000–1 million | QUALITY STONE CONCEPTS, LLC | VIRGINIA BEACH, VA | TowneBank |
| $150,000–350,000 | R A M J, LLC | VIRGINIA BEACH, VA | TowneBank |
| $150,000–350,000 | R-HOPS, INC. | VIRGINIA BEACH, VA | TowneBank |
| $150,000–350,000 | RACK LAW, P.C. FORMERLY RACK & MOCCIA, P.C. | VIRGINIA BEACH, VA | TowneBank |
| $150,000–350,000 | RAGAN SHEET METAL | VIRGINIA BEACH, VA | TowneBank |
| $150,000–350,000 | RDH HOLDINGS LLC | VIRGINIA BEACH, VA | TowneBank |
| $350,000–1 million | RDS OF VIRGINIA, LLC | VIRGINIA BEACH, VA | Atlantic Union Bank |
| $350,000–1 million | REAL ESTATE INFORMATION NETWORK, INC. | VIRGINIA BEACH, VA | Southern Bank and Trust Company |
| $150,000–350,000 | REJUVINIX, LLC | VIRGINIA BEACH, VA | Clare Bank, National Association |
| $150,000–350,000 | RESTORATION SERVICES, INC | VIRGINIA BEACH, VA | TowneBank |
| $150,000–350,000 | RGB INC | VIRGINIA BEACH, VA | TowneBank |
| $150,000–350,000 | RIDER INC. | VIRGINIA BEACH, VA | Truist Bank |
| $150,000–350,000 | RIESBECK CONTRACTING, INC. | VIRGINIA BEACH, VA | Atlantic Union Bank |
| $150,000–350,000 | RIGHT COAST FOODS, INC | VIRGINIA BEACH, VA | TowneBank |
| $350,000–1 million | RIGID SECURITY GROUP INC | VIRGINIA BEACH, VA | Navy FCU |
| $150,000–350,000 | RIPLEY HEATWOLE COMPANY, INC. | VIRGINIA BEACH, VA | TowneBank |
| $1–2 million | RK CHEVROLET INC | VIRGINIA BEACH, VA | Truist Bank |
| $1–2 million | RMGS, INC. | VIRGINIA BEACH, VA | TowneBank |
| $150,000–350,000 | ROBERT C BLACKWOOD MD INC | VIRGINIA BEACH, VA | Truist Bank |
| $150,000–350,000 | ROBINSON AUTO SALES, LTD | VIRGINIA BEACH, VA | TowneBank |
| $350,000–1 million | ROBINSON GAREISS, L.C. | VIRGINIA BEACH, VA | TowneBank |
| $150,000–350,000 | ROCK CHURCH INTERNATIONAL | VIRGINIA BEACH, VA | Southern Bank and Trust Company |
| $150,000–350,000 | ROCKAFELLER'S INC | VIRGINIA BEACH, VA | TowneBank |
| $150,000–350,000 | ROSE & WOMBLE CHANDLER PROPERTY MANAGEMENT, LLC | VIRGINIA BEACH, VA | Southern Bank and Trust Company |
| $1–2 million | ROSE & WOMBLE REALTY COMPANY LLC | VIRGINIA BEACH, VA | Southern Bank and Trust Company |
| $350,000–1 million | ROUSE-SIRINE ASSOCIATES, LTD. | VIRGINIA BEACH, VA | TowneBank |
| $150,000–350,000 | RUDEE INLET RESTAURANT & RAW BAR, INC | VIRGINIA BEACH, VA | Southern Bank and Trust Company |
| $150,000–350,000 | RUDOLF CONSTRUCTION PARTNERS LLC | VIRGINIA BEACH, VA | TowneBank |
| $350,000–1 million | RULOFF, SWAIN, HADDAD, MORECOCK, TALBERT & WOODARD P.C. | VIRGINIA BEACH, VA | Southern Bank and Trust Company |
| $1–2 million | S B BALLARD CONSTRUCTION COMPANY INC | VIRGINIA BEACH, VA | Southern Bank and Trust Company |
| $150,000–350,000 | SABER TAX LLC | VIRGINIA BEACH, VA | TowneBank |
| $150,000–350,000 | SAINT GREGORY THE GREAT CATHOLIC CHURCH | VIRGINIA BEACH, VA | TowneBank |
| $350,000–1 million | SAINT GREGORY THE GREAT CATHOLIC SCHOOL | VIRGINIA BEACH, VA | TowneBank |
| $350,000–1 million | SAINT MATTHEW CATHOLIC SCHOOL | VIRGINIA BEACH, VA | TowneBank |
| $150,000–350,000 | SALON @ 31ST ST., CORP. | VIRGINIA BEACH, VA | Bank of America, National Association |
| $350,000–1 million | SAMARITAN HOUSE, INC. | VIRGINIA BEACH, VA | TowneBank |
| $1–2 million | SAMUEL I. WHITE, P.C. | VIRGINIA BEACH, VA | Truist Bank |
| $350,000–1 million | SANDBRIDGE PROPERTIES, INC. | VIRGINIA BEACH, VA | TowneBank |
| $150,000–350,000 | SANDBRIDGE REALTY, INC. | VIRGINIA BEACH, VA | TowneBank |
| $150,000–350,000 | SANDCASTLE RESORT, INC. | VIRGINIA BEACH, VA | Atlantic Union Bank |
| $150,000–350,000 | SAR SPRINGFIELD FOOD, INC. | VIRGINIA BEACH, VA | Bank of America, National Association |
| $150,000–350,000 | SAUNDERS + CROUSE ARCHITECTS, LLC | VIRGINIA BEACH, VA | TowneBank |
| $150,000–350,000 | SAW CONTRACTING INC. | VIRGINIA BEACH, VA | TowneBank |
| $150,000–350,000 | SCOTT R GOODOVE DDS PLLC | VIRGINIA BEACH, VA | TowneBank |
| $150,000–350,000 | SDC CONTRACTING, INC | VIRGINIA BEACH, VA | The Old Point National Bank of Phoebus |
| $350,000–1 million | SEA ISLAND PRODUCE INC | VIRGINIA BEACH, VA | TowneBank |
| $150,000–350,000 | SEASIDE STAFFING, LLC | VIRGINIA BEACH, VA | TowneBank |
| $350,000–1 million | SEGIN SYSTEMS, INC. | VIRGINIA BEACH, VA | TowneBank |
| $1–2 million | SENIORCORPS SOUTHSIDE HAMPTON ROADS, LLC | VIRGINIA BEACH, VA | TowneBank |
| $150,000–350,000 | SENTRY SOLUTIONS PRODUCTS GROUP | VIRGINIA BEACH, VA | TowneBank |
| $150,000–350,000 | SEVEN CITIES ELECTRIC INC | VIRGINIA BEACH, VA | Atlantic Union Bank |