“Debra, Is very knowledgeable and knows the Northern Virginia real estate market. Debra was excellent with communication and knowledge.”
Century 21 New Millennium
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- Upperville
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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 October 2026.*
* 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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Upperville real estate Market Report.
Information and statistics on the latest trends in the Upperville real estate market. *
Quarterly Pricing Trends for Upperville
Rolling three-month data ending on quarter boundaries when available.
Median sale price
Median list price
Quarterly Pricing Trends for Upperville
Rolling three-month data ending on quarter boundaries when available.
Median sale price
Median list price
Quarterly Pricing Trends for Upperville
Rolling three-month data ending on quarter boundaries when available.
Median sale price
Median list price
Quarterly Inventory and Sales Activity for Upperville
Rolling three-month supply and activity totals for the selected period.
Active listings
Homes sold
New pendings
New listings
Quarterly Inventory and Sales Activity for Upperville
Rolling three-month supply and activity totals for the selected period.
Active listings
Homes sold
New pendings
New listings
Quarterly Inventory and Sales Activity for Upperville
Rolling three-month supply and activity totals for the selected period.
Active listings
Homes sold
New pendings
New listings
10
Seller’s Market
Seller’s Market
Buyer’s Market
0
20
40
60
80
100
0
25
50
75
100
Market gauge is calculated using active listings and pending sales from the most recently available reporting period (Q4 2025).
Year-over-year, Upperville’s rolling three-month data points to a softer price environment, with the median list price down more than 20 percent compared with last year. At the same time, the number of active listings has dropped sharply, falling by roughly two-thirds, signaling far fewer options on the market than a year ago.
In the latest rolling three-month period ending in August 2026, the typical home was listed around the low $900,000s. Inventory remains very limited, with just two active listings and only two new listings entering the market, even though both figures have doubled from earlier this summer.
Longer-term history shows that Upperville has seen wide swings in sale prices over the past few years, from mid-priced homes to multi-million-dollar properties. With conditions still labeled a seller’s market, Agent Pronto can connect sellers who want to capture today’s values and buyers who need a skilled guide in a low-inventory, shifting market to the right local real estate agent.
Learn more about what Upperville has to offer.
Upperville offers residents a charming rural lifestyle, a tight-knit community, abundant outdoor recreation, and a storied equestrian heritage that shapes local life.
Upperville offers rural character with practical access to major employment and lifestyle hubs. Positioned along Route 50, it provides an easy drive to Middleburg, Leesburg, and the broader Loudoun County region, while still feeling comfortably removed from congestion.
Daily life here revolves around quality of space and convenience. Commuters can connect to Purcellville and the Ashburn area for expanded services, shopping, and commuter routes into the Washington metropolitan region. Local favorites like Hunter’s Head Tavern and The Upperville Country Store provide dining and essentials without a long drive. Families appreciate proximity to schools in the Clarke County and Loudoun systems, as well as regional resources such as the Middleburg Library.
Recreation and open space are key advantages. Residents enjoy access to Sky Meadows State Park for hiking and scenic overlooks, along with the nationally known Upperville Colt & Horse Show, which highlights the area’s equestrian culture. Nearby Great Country Farms and wineries add weekend options for all ages.
Navigating this mix of historic properties, country estates, and acreage parcels can be complex. A knowledgeable local agent helps you understand well and septic issues, conservation easements, and realistic commute times, reducing stress whether you are buying your first home in Upperville or preparing to sell. Agent Pronto connects you with that kind of trusted expertise so both buyers and sellers can move forward confidently.
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“Kris kept in constant communication with expert advice to get us through the closing. She keep us in focus & redirect when we needed help through several delays to closing. Kris listened with patience & understanding & represented us with her expert knowledge. Thank you is not enough we appreciate you in many ways.”
NextHome Mission
“Judy Petrak is one of those rare agents that has a superb combination of utmost competence, great communication skills, enthusiasm, honesty and superior knowledge of the local Realestate market. Totally satisfied with the outcome of the sale.”
Century 21 New Millennium
“Gurdeep is a top notch realtor. We have worked with her over the last 16 years on the purchase of 3 homes and the sale of 2 homes. Gurdeep has handled each transaction with extraordinary knowledge, professionalism, and care. She has a keen eye for detail and makes sure all aspects of the sale are done correctly. She is incredibly articulate and uses her skills to finesse through challenging moments with excellent negotiation skills. Her media presentation for our property included a beautiful flyer presentation and drone footage of our 5 acre property that were completely above and beyond. This attracted serious buyers immediately. We have always had a fantastic experience with Gurdeep and we can’t recommend her enough! If you want the BEST, then choose Gurdeep!”
Century 21 New Millennium
“Marc is the consummate professional, with top notch expertise and excellent people skills. Marc creates an environment where you truly feel heard and understood, and he makes you feel completely at ease throughout the entire process. Marc is very responsive and easy to get in touch with. A true pleasure to work with, I would highly recommend him.”
Century 21 New Millennium
“a excelent realtor. very profecional”
Carrington Real Estate
“I cannot recommend Lindsay enough. She was always available to answer my questions, kept me updated throughout the entire process, and made what could have been a stressful experience feel smooth and manageable. She genuinely cared about helping me find the right home and was there every step of the way. I am extremely grateful for all of her hard work and would not hesitate to work with her again or recommend her to my family and friends.”
NextHome Mission
“Nick was great to work with! He was very personable and easy going. He made time for every home we wanted to see at the exact times we wanted to see it. He stuck with us even after a 6 month lull in looking at homes. I would consider Nick not only a professional, but he has become a friend.”
Century 21 New Millenium
“Barbie consistently arrives on time, communicates clearly and efficiently, and maintains a high level of professionalism.””
Century 21 Redwood
“I met Kat in 2022 when I needed help with a complicated sale on a tight timeline prior to an overseas assignment. She was amazing so there was no hestitation reaching out for assistance with this purchase. She and her associates are top notch all the way, bringing the unique combination of professionalism, technical acumen, positive attitude, and amazing work ethic. She's never let me down and absolutely worked miracles on several transactions for me and my family. It's an honor to support her with this review!”
Century 21 Redwood Realty
“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!”
eXp Realty
“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.”
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.”
Green & Co.
“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 🏡”
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.”
1Simple Realty
“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!”
eXp Realty Ethos Home Team
“It was a pleasure to have Candace helping me sell my home. She help me every step from beginning to end, and I am grateful for that. She is very professional and knows her job well. I would definitely recommend her and am very satisfied.”
Samson Properties
“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.”
Berkshire Hathaway PenFed Realty
“Aaron Gilbert was a pleasure to work with. He sold our house in 3 days. He did things above and beyond the call of duty. I would recommend him to anyone selling a house.”
Berkshire Hathaway HomeServices PenFed Realty
“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.”
Century 21 C21 Redwood Realty
Frequently Asked Questions
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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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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.
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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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No. Agent Pronto is a free service for home buyers and sellers and you are under no obligation to work with our recommended agents. Find your Upperville Realtor® or real estate agent today.
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