Peg Gilliland
Peg Gilliland

Buyers Agent, Listing Specialist, Skilled Negotiator


• Interview •

Peg's ability to listen to her clients and customers, and deliver the best solutions for their needs, has been a benchmark of her performance. Peg's idea of success is maintaining long lasting friendships with many of her clients, which builds referrals to friends and family. 


As a long-time resident of Albemarle County and a lover of all that Charlottesville has to offer, Peg knows what makes Charlottesville so attractive to potential buyers. 

Let Peg introduce you to the full selection of homes and neighborhoods available in Charlottesville and the surrounding towns including: Crozet, Earlysville, Free Union, Ivy, Keswick, North Garden, Ruckersville and Stanardsville.

Peg, why Charlottesville?

We moved here from Connecticut in 2000, for my husband's career. I was reluctant to move away from family and friends but once we settled in, we knew we had picked a special place to raise our boys. Over the years we have made wonderful friends and pinch ourselves often to remind us how lucky we've been.

Where is your favorite place to eat?

What's great about the Charlottesville restaurant scene is that no matter what the mood, the event or the budget, there is a restaurant to fit the bill. Some of my favorites include Three Notch'ed Grill in Crozet, Vivace, Maya, Tavola, and The Ivy Inn.

What is your favorite event or show you have seen?

In Charlottesville, my favorite event is the annual Crozet Arts & Crafts Festival. It is held every fall and spring offering a wide variety of handmade things, local "fast food" possibilities, wine tastings, and live music.

What is your favorite time of year?

Spring when the grass turns green, the flowers bloom and the weather is warm but not too hot.

Favorite Vineyard?

Among the dozens of wineries in central Virginia my top picks include Veritas, Glass House, Stinson, Pippin Hill and Keswick Vineyards.

Lifetime accomplishment?

I have reinvented myself three times and it seems that everyday I learn something new. My first career was in investment banking and corporate money management followed by a second career in book publishing and cross-promotional sales. I launched my career in real estate sales shortly after we moved to Charlottesville - the best choice I could have made given all that Charlottesville has to offer.

Why Real Estate?

I have loved exploring houses and redesigning floor plans since I was a child. My sister and I would map out houses and neighborhoods on our grandmother's front hall oriental rug.
Every buyer and seller wants the same result - a successful transaction. Getting to that result is different everytime. I enjoy helping my clients navigate the process - through thick or thin, whether a purchase or sale - and achieve success.

Favorite Vacation?

Safari to Tanzania - once in a lifetime family trip.

Favorite Tech Tool?

Everything Apple plus my Android phone.

Favorite Place to Shop?

Local markets including shops in Barracks Road, Starbucks for their iced coffee - my favorite in town, plus Barnes & Noble - always!

What do you do when you are not busy with real estate?

I love walking our golden retrievers, taking Pilates classes at the Boars Head Sports Club, getting together with friends, reading - and not just for book club, designing our next house....

• Testimonials •

Peg is the best! We moved to Charlottesville from NYC and had exactly one weekend to find a house. When our first offer fell through Peg went to a local builder and found out everything we needed to know about building a new house. She was our eyes and ears and she made sure everything we wanted got done all while we were still in NYC. She took pictures and e-mailed them to us and kept the pressure on the builder so we did not miss our closing date. We LOVE our home and Peg! She is the best real estate agent in Charlottesville! No one will work harder for you.

Melissa & Siva

Our family has worked with Peg for several real estate transactions, and each time her warmth, professionalism and experience have ensured a wonderful experience. Peg has helped us navigate the rental market, and represented us as both buyers and sellers. Her expertise has truly made what could have been very tricky transactions go amazingly smoothly. I enthusiastically and wholeheartedly recommend Peg to anyone looking for a Real Estate Broker.

Christine & Kevin

Peg Gilliland helped us find and buy our house in Charlottesville this spring. It was a complicated process transacted across the Atlantic, but Peg made it go smoothly; we cannot recommend her highly enough. Her greatest asset is that she’s an extremely good listener, and she works hard to understand your agenda and then works to it. She also does a lot above and beyond the call of duty. And she’s fun.


Our experience with Peg has been wholly positive. Her substantial knowledge, experience and, not least, patience made the process of finding and purchasing our Charlottesville home far far easier than it might otherwise have been. She listened carefully to our needs and matched them to the perfect property. We recommend her very highly and have done to several friends looking for homes in the Charlottesville/Albemarle area.

Adrienne & Paul

As first time home buyers we wanted someone who was honest, straight forward and had an excellent grasp of the market. After just one interview, we knew Peg was the kind of realtor we wanted. From beginning to end, Peg was the consummate professional with a dash of fun. Peg was always willing to accommodate our busy lifestyle so we could find our house according to our time schedule. Peg is the kind of real estate agent whom every new home buyer should have.

Todd & Deb

We recently bought our first home, and as most first time buyers we were full of questions, completely nervous, but very excited. We could not have asked for a better realtor to help us through the process. Peg was extremely friendly and never made my wife or I feel like we were asking stupid questions or requiring too much of her time. She guided us step-by-step, set perfect expectations and at the end of it all we were able to buy a home that we are really happy with. Thanks again Peg!

Nick & Kimberly

Peg Gilliland is beyond compare. She is extremely knowledgeable, infinitely patient, and very understanding. She combines total professionalism with exceptional kindness and she is wholeheartedly devoted to serving the best interests of her clients–who end up becoming her friends. Whenever I hear of someone in need of a realtor, I am always pleased, because it gives me an opportunity to recommend Peg.

Tony & Dorothy

We have gone through two moves with Peg, and I have only the highest praises for her work. She truly cares and goes the extra mile to take care of her clients.

Michael & Laura

Peg helped us prepare our house for this tough market and got it sold in 6 weeks! She then went on to help us find the perfect new house in a neighborhood we thought was out of our reach. She was always quick to respond to all of our questions, thoughts and concerns. It was a joy working with her and we are thrilled with the outcomes she provided us with.

Rachel & Chris

As first time home buyers, we did not know what to expect going through this process. Peg was wonderful and helped us navigate a confusing short sale situation. She listened to us, gave us a tremendous amount of her time, and was able to help us find a perfect house for our family. Going through this process from out of town, and for the first time, was a stressful experience, and we could not have done it without Peg’s help and guidance.

Jake & Lindsay

• Recent Sales •