| $150,000–350,000 | POINT GUARD COLLEGE LLP | CHARLOTTESVILLE, VA | Virginia National Bank |
| $350,000–1 million | POLOMULE LLC | CHARLOTTESVILLE, VA | Bank of the James |
| $150,000–350,000 | PORTICO CHURCH INC. | CHARLOTTESVILLE, VA | Blue Ridge Bank, National Association |
| $350,000–1 million | PREMIUM SERVICE BRANDS, LLC | CHARLOTTESVILLE, VA | Bank of America, National Association |
| $150,000–350,000 | PRESTON GARDEN, INC. | CHARLOTTESVILLE, VA | Virginia National Bank |
| $1–2 million | PRICE CHEVROLET COMPANY | CHARLOTTESVILLE, VA | Truist Bank d/b/a Branch Banking & Trust Co |
| $350,000–1 million | PUFF, INC. | CHARLOTTESVILLE, VA | Newtek Small Business Finance, Inc. |
| $350,000–1 million | PUNCHOUT2GO LLC | CHARLOTTESVILLE, VA | Mid Penn Bank |
| $150,000–350,000 | R E LEE & SON INC | CHARLOTTESVILLE, VA | Summit Community Bank, Inc. |
| $150,000–350,000 | R E LEE COMPANIES INC | CHARLOTTESVILLE, VA | Summit Community Bank, Inc. |
| $150,000–350,000 | R. L BEYER CONSTRUCTION INC. | CHARLOTTESVILLE, VA | Atlantic Union Bank |
| $150,000–350,000 | RACCOON FORD ENTERPRISES | CHARLOTTESVILLE, VA | Bank of the James |
| $150,000–350,000 | RAUCCI RESTAURANTS, LLC | CHARLOTTESVILLE, VA | Truist Bank d/b/a Branch Banking & Trust Co |
| $150,000–350,000 | RE:DISCOVERY SOFTWARE INC. | CHARLOTTESVILLE, VA | First-Citizens Bank & Trust Company |
| $350,000–1 million | READYKIDS, INC | CHARLOTTESVILLE, VA | Atlantic Union Bank |
| $350,000–1 million | REAL PROPERTY MANAGEMENT INC | CHARLOTTESVILLE, VA | Citizens and Farmers Bank |
| $2–5 million | RED LIGHT MANAGEMENT LLC | CHARLOTTESVILLE, VA | Blue Ridge Bank, National Association |
| $150,000–350,000 | RED ROCK PARTNERS | CHARLOTTESVILLE, VA | Fulton Bank, National Association |
| $150,000–350,000 | RED STAR HOLDINGS, LLC | CHARLOTTESVILLE, VA | Virginia National Bank |
| $150,000–350,000 | REFORMED YOUTH MOVEMENT, INC | CHARLOTTESVILLE, VA | One Bank of Tennessee |
| $150,000–350,000 | REGENTS SCHOOL OF CHARLOTTESVILLE | CHARLOTTESVILLE, VA | Pioneer Bank |
| $350,000–1 million | RENAISSANCE INVESTMENT LLC | CHARLOTTESVILLE, VA | Atlantic Union Bank |
| $150,000–350,000 | RENEWAL RC LLC | CHARLOTTESVILLE, VA | KeyBank National Association |
| $150,000–350,000 | REPRODUCTIVE MEDICINE AND SURGERY CENTER OF VIRGINIA, PLC | CHARLOTTESVILLE, VA | First-Citizens Bank & Trust Company |
| $350,000–1 million | RICH CHARLOTTESVILLE HOTEL LLC | CHARLOTTESVILLE, VA | Truist Bank d/b/a Branch Banking & Trust Co |
| $150,000–350,000 | RIVANNA MEDICAL LLC | CHARLOTTESVILLE, VA | Virginia National Bank |
| $350,000–1 million | RIVER CITY ENTERPRISES LLC | CHARLOTTESVILLE, VA | Essex Bank |
| $150,000–350,000 | ROANOKE J.L., LLC | CHARLOTTESVILLE, VA | Atlantic Union Bank |
| $150,000–350,000 | ROBBINS STAFFING SOLUTIONS INC | CHARLOTTESVILLE, VA | Truist Bank d/b/a Branch Banking & Trust Co |
| $350,000–1 million | ROBERTSON ELECTRIC CO., INC. | CHARLOTTESVILLE, VA | Virginia National Bank |
| $1–2 million | ROBINSON, FARMER, COX ASSOCIATES, A PROFESSIONAL LIMITED LIABILITY COMPANY | CHARLOTTESVILLE, VA | United Bank |
| $150,000–350,000 | RODEMODE, INC. | CHARLOTTESVILLE, VA | City National Bank |
| $150,000–350,000 | RON BROWN SCHOLAR FUND | CHARLOTTESVILLE, VA | Virginia National Bank |
| $150,000–350,000 | ROOF TOP SERVICES, LLC | CHARLOTTESVILLE, VA | Atlantic Union Bank |
| $350,000–1 million | ROSEWOOD VILLAGE ASSISTED LIVING, LLC | CHARLOTTESVILLE, VA | Virginia National Bank |
| $350,000–1 million | ROSEWOOD VILLAGE HOLLYMEAD ASSISTED LIVING, LLC | CHARLOTTESVILLE, VA | Virginia National Bank |
| $350,000–1 million | ROUDABUSH, GALE & ASSOCIATES, INC. | CHARLOTTESVILLE, VA | Virginia National Bank |
| $150,000–350,000 | ROYER CARAMANIS PLC | CHARLOTTESVILLE, VA | Blue Ridge Bank, National Association |
| $1–2 million | S. L. WILLIAMSON CO., INC. | CHARLOTTESVILLE, VA | Truist Bank d/b/a Branch Banking & Trust Co |
| $150,000–350,000 | SAM HILL ENTERTAINMENT LLC | CHARLOTTESVILLE, VA | Blue Ridge Bank, National Association |
| $150,000–350,000 | SAVVYREST, INC. | CHARLOTTESVILLE, VA | Virginia National Bank |
| $150,000–350,000 | SCARPA, INC. | CHARLOTTESVILLE, VA | Blue Ridge Bank, National Association |
| $350,000–1 million | SCITENT INC | CHARLOTTESVILLE, VA | Bank of America, National Association |
| $150,000–350,000 | SCIVERA LLC | CHARLOTTESVILLE, VA | Truist Bank d/b/a Branch Banking & Trust Co |
| $350,000–1 million | SEGARS ENGINEERING CORPORATION | CHARLOTTESVILLE, VA | United Bank |
| $150,000–350,000 | SELFIE STYLER, INC. | CHARLOTTESVILLE, VA | The Conway National Bank |
| $150,000–350,000 | SEMINOLE TOTAL HEALTH, INC | CHARLOTTESVILLE, VA | Atlantic Union Bank |
| $1–2 million | SEMINOLE TRAIL MANAGEMENT LLC | CHARLOTTESVILLE, VA | Atlantic Union Bank |
| $350,000–1 million | SERAPHIC GROUP, INC. | CHARLOTTESVILLE, VA | Atlantic Union Bank |
| $150,000–350,000 | SEXUAL ASSAULT RESOURCE AGENCY | CHARLOTTESVILLE, VA | Virginia National Bank |
| $150,000–350,000 | SHADWELL'S LLC | CHARLOTTESVILLE, VA | WebBank |
| $150,000–350,000 | SHELTER ASSOCIATES LTD | CHARLOTTESVILLE, VA | Virginia National Bank |
| $150,000–350,000 | SHELTER FOR HELP IN EMERGENCY | CHARLOTTESVILLE, VA | Virginia National Bank |
| $350,000–1 million | SHINE MANAGEMENT, INC. | CHARLOTTESVILLE, VA | United Bank |
| $350,000–1 million | SHINE SYSTEMS, LLC | CHARLOTTESVILLE, VA | United Bank |
| $150,000–350,000 | SHOBECK, INC | CHARLOTTESVILLE, VA | Atlantic Union Bank |
| $1–2 million | SIGORA SOLAR, LLC | CHARLOTTESVILLE, VA | The Fauquier Bank |
| $2–5 million | SILVERCHAIR SCIENCE & COMMUNICATIONS, LLC | CHARLOTTESVILLE, VA | Virginia National Bank |
| $150,000–350,000 | SIMPSON WEATHER ASSOCIATES, INC. | CHARLOTTESVILLE, VA | Truist Bank d/b/a Branch Banking & Trust Co |
| $150,000–350,000 | SIVA THIAGARAJAH | CHARLOTTESVILLE, VA | First-Citizens Bank & Trust Company |
| $150,000–350,000 | SKAFOS, LLC | CHARLOTTESVILLE, VA | Atlantic Union Bank |
| $350,000–1 million | SKEO SOLUTIONS, INC. | CHARLOTTESVILLE, VA | Virginia National Bank |
| $150,000–350,000 | SMITH AND ROBERTSON, INC | CHARLOTTESVILLE, VA | Virginia National Bank |
| $150,000–350,000 | SNOW KNOWS, INC. | CHARLOTTESVILLE, VA | United Bank |
| $150,000–350,000 | SOCCER ORGANIZATION OF CHARLOTTESVILLE AREA, INC. | CHARLOTTESVILLE, VA | United Bank |
| $350,000–1 million | SOCIAL SAFEGUARD, INC | CHARLOTTESVILLE, VA | Comerica Bank |
| $350,000–1 million | SOUTHERN PROPERTY LLC | CHARLOTTESVILLE, VA | Atlantic Union Bank |
| $150,000–350,000 | SOUTHERN STATES CHARLOTTESVILLE COOPERATIVE, INCORPORATED | CHARLOTTESVILLE, VA | CoBank ACB |
| $150,000–350,000 | SOUTHERN TEACHERS AGENCY OF RICHMOND IN | CHARLOTTESVILLE, VA | Bank of America, National Association |
| $2–5 million | ST ANNES BELFIELD INC | CHARLOTTESVILLE, VA | Truist Bank d/b/a Branch Banking & Trust Co |
| $350,000–1 million | STANDARD PRODUCE COMPANY INCORPORATED | CHARLOTTESVILLE, VA | Wells Fargo Bank, National Association |
| $150,000–350,000 | STUDENT SERVICES MOVING INC. | CHARLOTTESVILLE, VA | Atlantic Union Bank |
| $150,000–350,000 | SUMMIT PUBLISHING LLC | CHARLOTTESVILLE, VA | Virginia National Bank |
| $350,000–1 million | SUN TRIBE SOLAR, LLC | CHARLOTTESVILLE, VA | Blue Ridge Bank, National Association |
| $350,000–1 million | T GREER AND ASSOCIATES, INC. | CHARLOTTESVILLE, VA | Virginia National Bank |
| $150,000–350,000 | T&N PRINTING, INC. | CHARLOTTESVILLE, VA | Virginia National Bank |
| $350,000–1 million | TANDEM FRIENDS SCHOOL OF CHARLOTTESVILLE | CHARLOTTESVILLE, VA | Atlantic Union Bank |
| $150,000–350,000 | TAV LLC | CHARLOTTESVILLE, VA | Atlantic Union Bank |
| $350,000–1 million | TAYLOR'S AUTO BODY SHOP INC. | CHARLOTTESVILLE, VA | First-Citizens Bank & Trust Company |
| $2–5 million | TEACHSTONE, INC. | CHARLOTTESVILLE, VA | Western Alliance Bank |
| $350,000–1 million | TECH DYNAMISM LLC | CHARLOTTESVILLE, VA | First-Citizens Bank & Trust Company |
| $150,000–350,000 | TENTH AND MAIN LLC | CHARLOTTESVILLE, VA | Carter Bank & Trust |
| $350,000–1 million | THE ALBEMARLE SOCIETY FOR THE PREVENTION OF CRUELTY TO ANIMALS, INC | CHARLOTTESVILLE, VA | Virginia National Bank |
| $350,000–1 million | THE ARC OF THE PIEDMONT, INC. | CHARLOTTESVILLE, VA | Blue Ridge Bank, National Association |
| $350,000–1 million | THE BOOYAH GROUP, LLC | CHARLOTTESVILLE, VA | Frost Bank |
| $150,000–350,000 | THE CLEAN MACHINE INC | CHARLOTTESVILLE, VA | Atlantic Union Bank |
| $350,000–1 million | THE COLLEGE FOUNDATION OF THE UNIVERSITY OF VIRGINIA | CHARLOTTESVILLE, VA | Virginia National Bank |
| $350,000–1 million | THE COVENANT SCHOOL, INC. | CHARLOTTESVILLE, VA | Truist Bank d/b/a Branch Banking & Trust Co |
| $150,000–350,000 | THE INTERNATIONAL SCHOOL OF CHARLOTTESVILLE | CHARLOTTESVILLE, VA | Atlantic Union Bank |
| $150,000–350,000 | THE PARAMOUNT THEATER OF CHARLOTTESVILLE, INC. | CHARLOTTESVILLE, VA | Blue Ridge Bank, National Association |
| $350,000–1 million | THE PEABODY SCHOOL | CHARLOTTESVILLE, VA | United Bank |
| $1–2 million | THE UNIVERSITY OF VIRGINIA ALUMNI ASSOCIATION | CHARLOTTESVILLE, VA | Truist Bank d/b/a Branch Banking & Trust Co |
| $2–5 million | THOMAS JEFFERSON FOUNDATION INC | CHARLOTTESVILLE, VA | Truist Bank d/b/a Branch Banking & Trust Co |
| $350,000–1 million | THREE FLIGHTS TOURING, INC. | CHARLOTTESVILLE, VA | City National Bank |
| $350,000–1 million | THREE NOTCH'D BREWING COMPANY | CHARLOTTESVILLE, VA | Bank of the James |
| $150,000–350,000 | TIDE POOL LLC | CHARLOTTESVILLE, VA | Blue Ridge Bank, National Association |
| $2–5 million | TIGER FUEL COMPANY | CHARLOTTESVILLE, VA | Truist Bank d/b/a Branch Banking & Trust Co |
| $150,000–350,000 | TIMBERWOOD GRILL INC | CHARLOTTESVILLE, VA | Truist Bank d/b/a Branch Banking & Trust Co |
| $150,000–350,000 | TIMBERWOOD TAPHOUSE, INC. | CHARLOTTESVILLE, VA | Truist Bank d/b/a Branch Banking & Trust Co |
| $150,000–350,000 | TMTV INC | CHARLOTTESVILLE, VA | Carter Bank & Trust |