About Lindsay Milby

Lindsay Milby, VA Real Estate Agent Headshot

Agent Details

Meet Lindsay

Lindsay Milby, a Charlottesville native and a 1985 graduate with distinction from the University of Virginia, brings an unparalleled depth of experience to her real estate practice. Few REALTORS® offer Lindsay’s extensive background across multiple real estate–related disciplines. Her professional foundation in business development and mortgage lending, combined with a former residential appraisal license, equips her with a comprehensive understanding of property valuation, financing and market dynamics.

Lindsay’s expertise in new construction is especially noteworthy. She and her husband, Joe Milby, were early pioneers in Charlottesville’s downtown condominium market, serving as the developers of The Randolph in 2006, still regarded as one of the city’s most exceptionally built residential buildings. Over her more than 25-year career, Lindsay has represented numerous builders and developers on a wide range of new construction projects, providing valuable guidance from early concept through final delivery.

Her long-standing commitment to excellence is further reflected in her professional leadership. She has served on the Boards of both Real Estate Weekly and the Charlottesville Area Association of REALTORS®, and she was honored as CAAR’s Sales Associate of the Year.

In 2012, Lindsay partnered with Loring Woodriff at Loring Woodriff Real Estate Associates, combining complementary skill sets and strengthening the firm’s position as a leading force in the Charlottesville and Albemarle real estate markets.

With over $600 million in career sales as of 2025 and a consistent record among the region’s top-producing agents, Lindsay is widely respected for her integrity, expertise and dedication. Known for her strategic marketing, strong negotiation skills and genuine enthusiasm, she is described by clients and colleagues as deeply knowledgeable, optimistic and unwaveringly committed to achieving the best results.

Lindsay and her husband, Joe, share a long-standing passion for building and renovating fine homes. Now empty nesters with two grown children and two grandchildren, they enjoy living in downtown Charlottesville and taking full advantage of the city’s vibrant cultural scene, live music and exceptional dining.

Sold Properties

Featured Properties

Find Your Dream Property Today

Browse Properties

Work With Us

Please get in touch, we would love
to discuss your real estate needs!

Start Your Property Search

Follow Me on Instagram