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Bob Headrick

Bob Headrick

Associate Broker

In 2002, Bob transitioned into real estate following a distinguished fifteen-year career in senior management, sales, and marketing with industry leaders Sony and Technicolor. His corporate background sharpened his strategic thinking, negotiation skills, and commitment to exceptional client service—qualities that continue to define his real estate practice.

Known for his approachable style, steady confidence, and positive energy, Bob brings both professionalism and ease to every transaction. Buyers value his ability to truly listen and intuitively understand their goals, as well as his dedication to identifying properties that align with their vision. Sellers appreciate his thoughtful marketing strategies, meticulous attention to detail, and proactive approach that keeps transactions moving smoothly from listing to closing.

Whether representing buyers or sellers, clients consistently note Bob’s skilled negotiation style—assertive yet personable—and his unwavering focus on achieving the best possible outcome.

A native of Oregon and former California resident, Bob has proudly called Charlottesville home since 1993, where he and his family have lived, worked, and grown roots in the community. He is deeply committed to giving back and actively supports numerous local organizations, including Building Goodness Foundation, Live Arts, Second Street Gallery, CSPCA, Pet Rescue, Toy Lift, Habitat for Humanity, Backpack Buddies, The Bridge - Arts Initiative, The Paramount Theatre, and Wild Rock.

Let’s Find Your Dream Home—Smarter, Faster, Together.

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