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Upperville, VA real estate

Compare top Upperville real estate agents.

Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for December 2025. *


* Sales data is calculated based on transaction information available to Agent Pronto at the time of publishing and may not accurately reflect all transactions for a given agent.

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Trusted by over 500,000 buyers and sellers.

See why so many people rely on Agent Pronto to make their real estate journey a success.

“Lindsay was fantastic. She took care of me every step of the way. I lived 6 hours away from the property that was sold and she made everything seamless. She would be my personal realtor if i lived in the area. She even negotiated well over asking. I could not be more pleased. We were a great team. Thank you century 21 for having such a great employee”

Scott Curtis · Sumerduck, VA

Photo of Lindsay Summa
NextHome Mission
“Judy was a life saver! She helped me have confidence in the process and was a proactive, knowledgeable problem solver. I would definitely work with her again and recommend her to any family and friends.”

Jennifer · Woodbridge, VA

Photo of Judy Petrak
Century 21 New Millennium
“Wow.. where do I begin. I'm not one to leave reviews but I know someone somewhere might need as this type of service could make or break someone if they don't find the right realtor. Kim is simply awesome. If you need a real negotiator, you got Kim. Kim's attention to detail, communication, and dedication is impeccable. I trusted Kim throughout the entire process and at the end I now consider Kim as family. We hit a snag in process with the appraisal and Kim was immediately on it, reaching out to anyone possible late into the night. Within a few days, we were good to go, Kim has a trusted team and they're all genuinely helpful and go above and beyond. There's no doubt in my mind who is leading me through the next purchase. Kim sells and will get it done right!”

Steve D. · Fredericksburg, VA

Photo of Kim Chamberlain
eXp Realty
“Debra was professional and knowledgeable. She was very personable and attentive. Her communication was awesome and her guidance was greatly appreciated.”

C. Hardin · Dumfries, VA

Photo of Debra  McElroy
Century 21 New Millennium
“She's amazing sold in 37 days”

Kevin Kellison · Fredericksburg, VA

Photo of Kris Riley
NextHome Mission
“Amy was a God-sent for us! At a time when the market was extremely unpredictable and slow, Amy from the beginning to end went above and beyond to keep us abreast of our options and strategies to keep us in the best position to sell. Amy's people approach and awareness of the need for constant and effective communication is a lost art today. Not only would we use Amy again, but would recommend her as our first choice to anyone looking to but or sell their home.”

Randy and Donna · Fredericksburg, VA

Photo of Amy Wallace-Adams
Berkshire Hathaway Penfed Realty
“Corey is a great listener and extremely responsive. His confidence in the process gave me confidence in the process. I would recommend him to anyone looking to sell a home and prefers a realtor with great industry experience.”

Steve · Fredericksburg, VA

Photo of Corey Green
Green & Co.
“Your service was good, I am very happy to recommend to all my friends and family.”

Francisco Merino · Woodbridge, VA

Photo of Alfonso Torres
Carrington Real Estate
“Thank God for Greg. Very attentive to our needs. On one occasion he showed us 5 homes in one day. Greg was very patient. understanding,and kind and most of all we appreciated his passion and professionalism. Because of Greg we are now residing in our beautiful home 🏡”

S. & S Hargrove · Stafford, VA

Photo of Harvin Homes LLC
Century 21 New Millennium
“She is very personable and professional. She guided me through a very tough decision. I appreciated her commitment to help me reach my goal.”

Taryn Weaver · Bealeton, VA

Photo of TC Cooksley
1Simple Realty
“Outstanding and professional service.”

Jermaine · Fredericksburg, VA

Photo of Nick Hill
Century 21 New Millenium
“Kim is so great to work with. She takes the time to get to know you and listen to what you're looking for. She's really helpful in providing recommendations and strategies for buying or selling. She's also just a warm and encouraging person who clearly cares about her clients!”

Aida · Woodbridge, VA

Photo of Kimberly Pace
eXp Realty Ethos Home Team
“Barbie went above and beyond our expectations with the negotiation and sale of our home. She did an excellent job communicating with us as well as the buyer's agent. When we had an issue with the inspection of our house, she gave us several options on how to move forward with the sale. She is extremely knowledgeable in all aspects of her field. I would highly recommend Barbie Lee and Century 21 Redwood to all of my friends and family. Thank you, Barbie!”

Margaret Dettinger · Falmouth, VA

Photo of Barbie Lee
Century 21 Redwood
“Laura was professional, she was personable. She answered all my questions. She was always available whenever I needed. She walked me through every process. I would highly recommend her. If I ever move back to Virginia, she will be the first person I call. This was the easiest home sale I have ever done thanks to her. I can't say enough good things about her.”

Christina R. · Stafford, VA

Photo of Laura Hough
Berkshire Hathaway PenFed Realty
“Marc is a consummate professional. He also CARES about people and that is something missing in a lot of business relationships these days. He is attentive to the smallest of details and his knowledge helped guide us through the process of buying and selling our homes.”

Kathleen Graeve · Fairfax, VA

Photo of Marc Massis
Century 21 New Millennium
“Kat is the person every seller wants on his/her team as a seller's agent - as was our case. But I wouldn't hesitate to have her as a buyer's agent either based on the clear planning and strategies. Thank you again, Kat.”

Rey and Linda · Winchester, VA

Photo of Katherine Wetzel
Century 21 Redwood Realty
“Josh was very reachable and accommodating. He always had a smile and very knowledgeable, however when he didn't know something he would research it and provide us the correct answer. Josh never tried to pressure us to do anything. He would always keep us upto date on what was going on.”

Mark and Angie · Fairfax, VA

Photo of Bill Davis Team
Century 21 New Millenium
“The experience went extremely well. I was immediately in contact with June James. And she was amazing. From the start, I could feel her professionalism and her competency. She was courteous, respectful, and we couldn't be any happier.”

Bill T. · Manassas, VA

Photo of June James
Century 21 C21 Redwood Realty
“Reached out to Agent Pronto one time and they were quick to respond and provide an exceptional Real Estate Agent of Leigh Burnley. Once Leigh and I connected, it was off to the races and everything went smooth with no issues. From the 1st time contacting Agent Pronto until closing, it was maybe a total of 45 days. Truly exceptional experience and would recommend to friends and family.”

Mark L. · Locust Grove, VA

Photo of Leigh Burnley
Berkshire Hathaway HomeServices PenFed Realty
“Alex Turcan was the best. Always available. Always answered questions and sold our condo in 10 days! Agent Pronto was a great resource in finding our realtor. Would recommend to anyone!”

Todd H. · Fairfax, VA

Photo of Alex Turcan
Pearson Smith Realty

Upperville real estate Market Report.

Information and statistics on the latest trends in the Upperville real estate market, updated for December 2025. *

Upperville, VA real estate
* Data provided by Redfin, a national real estate brokerage.

Learn more about what Upperville has to offer.

Upperville offers residents a close-knit community, scenic countryside, a vibrant equestrian heritage, and easy access to local events and nature.

Upperville pairs blue-ridge horizons with a deep equestrian heartbeat, offering quiet lanes, stone fences, and a calendar crowned by the storied Upperville Colt & Horse Show. Morning rides give way to afternoons at nearby tasting rooms and dinner at cozy farm-to-table spots, while cultural excursions are close at hand in Middleburg, home to the excellent National Sporting Library & Museum. Weekends often mean scenic drives to Purcellville or hikes in the foothills, yet Dulles and the tech corridor remain a practical commute for many professionals.

Families appreciate that Upperville sits at the meeting point of Loudoun County and Fauquier County, creating multiple schooling options. Public school pathways through Fauquier County Public Schools are well regarded, and the area’s independent schools add standout choices—particularly Foxcroft School in Middleburg, known for rigorous academics and equestrian programs. Community rhythms revolve around horse shows, hunt meets, and philanthropic events, but there’s equal room for laid-back porch gatherings and starry-night stargazing.

Housing ranges from historic cottages to country estates with acreage, with steady demand driven by lovers of open space, wine-and-horse country lifestyle, and proximity to regional employers. Whether you’re comparing lanes shaded by century-old oaks or seeking a turnkey retreat with paddocks, local expertise matters. For buyers and sellers alike, Agent Pronto can introduce you to a trusted real estate professional who understands Upperville’s unique market and lifestyle.

Frequently Asked Questions

There are more than 2 million real estate agents across the U.S., and you want to be sure the one you partner with is an experienced and trustworthy professional with strong local expertise covering the housing market in and around Upperville. Working with a proven agent will help you sell your home faster and for more money, and help you find your dream home at the best possible price.


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