Lindsay Milby

Associate Broker, Principal

Lindsay Milby is a Charlottesville native and a 1985 graduate with distinction of the University of Virginia. Few realtors offer Lindsay’s extensive experience in real estate related fields. Her background in business development and mortgage lending coupled with a residential appraisal license qualifies her to serve her clients with an all-encompassing knowledge of the real estate market. In addition to serving on the Board of the Real Estate Weekly and Charlottesville Area Association of Realtors, Lindsay was named CAAR Sales Associate of the Year.

Prior to joining Loring Woodriff Real Estate Associates as a Principal in 2012, Lindsay owned and managed a successful real estate brokerage firm in Charlottesville. She joined forces with Loring Woodriff to combine diverse skill sets and strengthen the company’s position as a leader in the local real estate marketplace. Lindsay is known for going above and beyond in the course of business and enjoys a truly exceptional reputation amongst her professional peers and clients who describe her as dedicated, extremely knowledgeable, a strong negotiator, outstanding marketer and full of optimism and good will.

She and her husband Joe Milby are passionate about building and renovating quality homes. As a new empty nester of two grown children, Lindsay enjoys living in downtown Charlottesville, running the city streets and best of all eating in Charlottesville’s fabulous restaurants!


“I can’t say enough good things about Lindsay as a Realtor. If you are fortunate, you find a realtor who has good taste, or knows about construction costs, or is a wonderful person, or has great personal integrity, or is well-liked by peers with a great track record. To find a realtor with any 2 of these qualities is a gift. To find someone with all of them is a miracle. Lindsay is someone who has all of these qualities and more.

Lindsay is just the person you want to show you property. She is informed, honest, insightful, engaged, and realistic about the value of the property, the costs of any improvements, and the demand for the property when it comes to resale. She knows every area and neighborhood and can explain to you what is happening in any community as trends evolve.

Lindsay is responsive to her clients, always getting back to you in a timely manner. When she is with you, you have her full attention. When it comes to making an offer, she is organized and informs you of what you need to know and expect at every step of the way. If you are new to the area, all of her connections, from inspectors to lawyers, are people that are a pleasure to have on your team.

Lindsay is well-liked and respected by all in the community. This is rarer than one might expect. It means that other realtors are always very helpful to her when she is doing research for you, and contractors and other professionals always go the extra mile for her.

Lindsay’s sensitivity and taste mean that she can look at any property and see the potential, and also the limitations. She is honest and supportive in helping you find the just right property for you. She never puts pressure on a client. You always feel that her job is to help you meet your needs. She is patient and upbeat at every step of the way.

I have bought and sold several properties with Lindsay. We have been through numerous kinds of situations together. In each one, I can say that Lindsay was always an advocate for my best interest.

If you are a couple, Lindsay is excellent at working with the different needs and values 2 people may have. If you are single, Lindsay is incredible at helping you navigate the ins and outs of identifying where you want to be, clarifying what works for you, and going through the steps of a purchase or sale in a manner that allows you to feel well represented.

Lindsay is an angel. A kind woman of integrity who has a great eye and a wealth of knowledge regarding all things related to land, homes, and construction.”

Jessica Thayer

“With a sudden plan to move out of state, we found in Lindsay someone who has incredible depth of understanding of the local market, who is endlessly supportive and patient, who is a true advocate. We never doubted that Lindsay genuinely wanted the best for us. Honest and ethical to the nth degree, she was a true partner to us during a hectic and stressful time. She went above and beyond the whole way.”

The Jaffees

“Simply put – Lindsay wanted to get us into the right house. We were looking to purchase a second home in Charlottesville, during a time when market inventory was low. She established early on what our requirements were and worked diligently to find homes that might be suitable. As time passed and we wanted to “settle” on something less than ideal, she reminded us of our goals and gave us cogent advice that kept us from buying the wrong house. And when the right house did come along, she went the extra mile to ensure we got to a successful closing. We have purchased a number of homes in various parts of the country, and by far our experience with Lindsay was the best. She is an exceptional realtor.”

Steve and Kate Frisbee

“Buying our first house could have easily been a stressful and difficult thing, but Lindsay’s knowledge, attention to detail, and happy demeanor made us feel completely at ease the entire time! Whenever questions or concerns arose, Lindsay’s confidence and experience always helped us relax and enjoy the process!”

Ashleigh and Evan Pivonka

“Lindsay is a fantastic Realtor. I first met her when I purchased my condo at which point in time she represented the seller, and was so impressed with her that I chose to use her as my Realtor when I sold the condo several years later. She is confident, a great  communicator, is very responsive, a strong negotiator, and an overall excellent advocate for her clients and their needs. In addition to being extremely skilled as a Realtor in general, she is someone who you definitely want on your side should matters become difficult during contract and closing negotiations. I highly recommend her, and will surely use her again should I move back to the Charlottesville area.”

J Valosky

“From the time I first met Lindsay, I knew that I was going to be working with a competent, committed and professional real estate agent. In a world of slick salesmanship, I found her to be genuine, honest and easy to work with. She has a keen ear and sharp eye; she listens to her clients and what it is that they want and then she goes out and finds it. She is patient, intelligent, hardworking and an excellent communicator. I never had to wait for a response to a phone call, email or text. Once I found the place that I wanted to purchase, Lindsay guided me every step of the way; she saw to the minutiae and negotiated the best deal possible. It is without a doubt that I will be using her services for my next real estate transaction.”

Ann Warner

“Lindsay welcomed us to Charlottesville and became our go-to person for almost everything…even before we moved. She helped us find rentals while we looked for a house (we looked for over a year). She knows the market intimately, was responsive to all movement in the market (even before houses were listed), and really helped us evaluate the houses we did see with no pressure to move on something that didn’t feel right. When we did find our home, she counseled us wisely (we had to move quickly and she helped us do so). She’s helped us find services (lawn care, painters, etc), and has been a wonderful person to work with!”

D. Mansfield

“Lindsay is an excellent choice as a realtor. She is exceptionally responsive, enthusiastic, deeply committed to her clients, and a delight to know. Buying a home can be a nuanced and stress filled process, so it is particularly valuable to have a gifted partner like Lindsay on your team.”

The Grossmans

“Lindsay has helped us buy two homes and sell as well. Her knowledge about the market and the feasibility of home improvements, as well as her strong negotiation skills, were invaluable to us as we made our decisions. She was always available to answer our questions and took the time to really get to know us and to understand our family’s needs and expectations for a new house. We will always be grateful for the time and work Lindsay dedicated to helping us find the right home.”

Shannon McCall

“Lindsay does a fantastic job. Not only is she the most responsive realtor we’ve met, she usually pre-empts any issues by thinking ahead and providing information before we knew we needed it. After we gave Lindsay our specific guidelines, she quietly managed the process to reach a transaction that met our requirements. Throughout the process of selling our home we felt confident that we would not miss opportunities, and once an offer was presented, we knew Lindsay would manage the process to close a good deal.”

Vince Hockett

Sold Listings
















Lindsay’s Listings