We analyze top real estate agents in Upperville and across the country to find you the most proven local agents, for free.
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for August 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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We’ve helped over 500,000 home buyers and sellers find their ideal real estate agent.
“Kim Chamberlain was very helpful in our home buying search. She was quick to respond to any questions we had and took the time to understand our home buying needs. For anyone looking to buy a home in the Northern Virginia area, you want an experienced realtor and Kim will exceed expectations.”
“As a first time home buyer, Judy made the experience so straight forward for easy to understand. A lot of this was a bit overwhelming at times, but there was never any hesitation to answer questions or repeat yourself multiple times during the process. I really loved the experience and would recommend.”
“This is our second time working with Debra as our realtor, and there’s no question why we chose her again—she’s simply outstanding at what she does. After our first experience with her seven years ago, my wife and I knew we’d work with her again when the time came. What truly sets Debra apart is the way she continues to stay connected. For the past seven years, she’s dropped by before every holiday with thoughtful, delicious treats—something we’ve come to really look forward to and appreciate. When it comes to buying a home, having Debra by your side is a huge advantage. She genuinely looks out for your best interests and has an amazing ability to understand what you’re looking for—even before you say it. Debra goes above and beyond in every way, and we’re so grateful for the care and dedication she brings to her work.”
“Corey is a complete professional who handled every aspect of our house purchase with patience, wisdom, and attention to detail. He will be our first call if we buy or sell again.”
“My house was a hard house to sell and I knew that going in and Lindsay worked her tail off to get it sold!!!!!!!”
“She is very personable and professional. She guided me through a very tough decision. I appreciated her commitment to help me reach my goal.”
“Outstanding and professional service.”
“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!”
“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!”
“Amy offered solid advice to help ready our home for sale. She suggested what items needed to be updated to sell quickly, provided staging advice, offered to help clean when we were feeling overwhelmed, was readily available when we had questions, and was present for the entire day of our pre-inspection. This was the first time we had ever sold a home and we were extremely nervous. She was very reassuring and rightfully so. Her suggested sale price was spot on. We had 3 showings and 2 offers within 24 hours. We would highly recommend Amy to anyone!”
“Greg was amazing sooo helpful answer every question professionally and honestly and I really love how quick he was. Greg is truly a gem to work with !!! Next house I will go thru him again !!!”
“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.”
“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.”
“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.”
“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.”
“Kris Riley immediately took action with the scheduling of termite and septic inspections. She went onsite to oversee the septic inspection and then again went onsite for septic repair. We appreciate her taking action on this extra step without ever being asked to do so. She is very professional, friendly and an asset to her company. We felt very comfortable with Kris Riley from the very first time she met with us for the market analysis to the settlement table.”
“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.”
“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.”
“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!”
“Emilie was amazing to work with. She went above and beyond to make sure we got the perfect home.”
Information and statistics on the latest trends in the Upperville real estate market, updated for August 2025. *
Upperville had 2 active listings in June, including 3 new listings. Overall, active listings were down 0.0% from the previous month.
Upperville offers residents a charming blend of historic charm, scenic beauty, and close-knit community spirit.
Upperville is a uniquely enchanting destination where historic grace converges with modern country living. Home to sprawling estates, renowned vineyards, and breathtaking vistas of the Blue Ridge Mountains, this small community exudes an air of tranquility and refined rural beauty. The village’s historic core is defined by its stone villas and centuries-old churches, such as Trinity Episcopal Church, which hosts annual traditions like the Upperville Colt & Horse Show, the oldest horse show in America. Local equestrian culture infuses daily life, drawing visitors and residents alike to the scenic bridle trails and picturesque farms dotting the countryside.
Families considering a move to Upperville appreciate access to top educational opportunities at Claude Thompson Elementary and nearby private institutions like Foxcroft School. The community’s proximity to sophisticated shopping and dining in nearby Middleburg enhances daily living, while weekend adventures lead residents to hiking at Sky Meadows State Park or tasting local vintages at the acclaimed Slater Run Vineyards.
Upperville is also conveniently situated near the bustling amenities of Loudoun County and the historical richness of Fauquier County, offering a rare blend of exclusivity and community spirit. The town’s commitment to preservation and equestrian pursuits fosters a welcoming environment for those seeking luxury in a rural setting.
Whether you are looking to immerse yourself in idyllic countryside living or pursue a distinguished equestrian lifestyle, Agent Pronto can connect you with a trusted expert to navigate every step of your Upperville home journey, making buying or selling in this captivating locale a seamless experience.
Within a few minutes, I was paired up with an awesome agent who really knew the local area and helped me find a great condo in a super tight market. It was daunting to think about how to find the right agent. Agent Pronto got me the right agent, pronto!
With over 2 million real estate agents across the U.S., it’s not easy deciding who to trust when buying or selling a home.
We’ve analyzed performance metrics, close rates, specialties, and client reviews of the top real estate agents in Upperville to qualify the best agents for your specific needs.
We know that choosing the right real estate agent can be a stressful task. With Agent Pronto, it doesn’t have to be.
Agent Pronto works through troves of local and national housing data, client reviews, and agent performance metrics to find the top agents in Upperville. But we don’t stop there.
Our Agent Specialists will take into account any special requests you have when searching for your real estate agent recommendation.
Need a great agent who speaks fluent Spanish and is a luxury condo expert in your neighborhood? No problem!
Tips and market insights to make your Upperville real estate journey a success.
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. 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.
Choosing a real estate agent to help you buy or sell property is one of the most important decisions you’ll make in your lifetime. You want to make sure your agent is an expert in your area, has a proven record helping people buy and sell similar homes to yours, and is well regarded by their previous clients. Let us know a few details about the property you are selling or the kind of home you want to buy, and Agent Pronto will match you with trusted real estate agents that have the experience you need. And before you interview an agent, check out our top five questions to ask a buyer’s agent and listing agent.
We consider performance metrics, close rates, specialties, and client reviews to qualify the best full-time agents. We then take the information you provide about the home you are selling or the kind of home you want to buy, and analyze the top local agents with the right experience for your specific needs. For more than a decade, we've helped hundreds of thousands of home buyers and sellers find the right agent. Get started now and find the perfect real estate agent.
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