Best Real Estate Agents in Upperville, VA• Updated
Looking for the best real estate agent in Upperville, VA? This page ranks the top realtors in Upperville by actual transaction data — not reviews or paid ads. Whether you want to find a top listing agent in Upperville, VA or buy a home in Upperville, our 2026 rankings use verified sales records, days on market, and price retention to surface the highest-performing agents.
Market Pulse: Opportunity 📈
The Upperville, VA real estate market is currently a Buyer's Market. Homes are retaining 105% of their value (Sale Price to List Price Ratio). With 6 active listings and 1 closed sales this month, inventory remains at 18 months of supply. Trends over the last half-year show median values moving down by 82%, while Average Days on Market has decreased by 67%. Listings in Upperville are moving 15 days faster than the Fauquier average.
Top Listing & Buyer's Agents in Upperville, VA
Detached Homes
Mid-Market Detached Home Market Trends Median Price Market Trend The Mid-Market Detached Home tier commands a price of $1.9M. Days On Market Avg. Market Trend Lower is better Detached Home homes in the Mid-Market range average 34 days on market. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Sellers of Mid-Market Detached Home assets receive 105% of list price.
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Ultra-Luxury Detached Home Market Trends Median Price Market Trend The Ultra-Luxury Detached Home tier commands a price of $19.8M. Days On Market Avg. Market Trend Lower is better Detached Home homes in the Ultra-Luxury range average 98 days on market. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Sellers of Ultra-Luxury Detached Home assets receive 100% of list price.
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Upperville Real Estate Market Trends August 2026
Inventory Breakdown by Segment
| Property Type | Entry Level | Mid-Market | Ultra-Luxury | Total |
|---|---|---|---|---|
| Detached Home | 4 | — | — | 6 |
Market Insights & FAQ
How is the real estate market in Upperville, VA performing right now?
The data indicates a stable environment in Upperville, VA. Inventory is at 18 months, meaning a balanced environment with steady turnover. Inventory levels provide a healthy range of options for prospective buyers.
What are the current pricing trends for Upperville, VA real estate?
Currently, $1,875,000 represents the median entry point in Upperville, VA. Over the past half-year, home values in Upperville have moved downward by approximately 82% based on regional transaction data.
Are sellers in Upperville, VA getting their full asking price?
Sellers hold significant leverage in Upperville, VA, with a Sale Price to List Price Ratio of 104.5%. On average, properties in Upperville are transitioning from active to sold status in 34 days.
Who is the best agent to sell my home in Upperville?
Based on closed transaction data, Cricket Bedford ranks at the top of our Upperville leaderboard — with 2 completed transactions on record earning an algorithm performance score of -22. Agent Algo's rankings are built entirely from real deal outcomes — not reviews or paid placements — so this reflects actual results in the local market.
How does the Upperville, VA market compare to Fauquier trends?
Upperville, VA maintains a distinct profile within the broader Fauquier region. Median home values are currently 105% higher than the regional average, reflecting the unique demand and inventory dynamics of Upperville.
Who is a top listing agent for Entry Level Detached Home homes in Upperville, VA?
If you're selling a Entry Level Detached Home in Upperville, VA, the data points to Cricket Bedford as a standout choice. They've built a consistent track record in the Entry Level Detached Home category specifically — not just broad volume, but demonstrated results in this exact niche in Upperville, VA.
Who is a top listing agent for Mid-Market Detached Home homes in Upperville, VA?
Our transaction-level analysis puts Cricket Bedford at the top for Mid-Market Detached Home listings in Upperville, VA. Our algorithm ranks them based on closed transaction outcomes in the Mid-Market Detached Home segment, not self-reported volume or marketing activity. The ranking reflects actual local performance.
Which agent is best for buying a Ultra-Luxury Detached Home in Upperville, VA?
If you're hunting for a Ultra-Luxury Detached Home in Upperville, VA, Sam Fisher's track record speaks for itself. For buyers competing in the Ultra-Luxury Detached Home market in Upperville, VA, their track record indicates speed and negotiating strength that outperforms the segment baseline on both counts.
Which agent is best for buying a Entry Level Detached Home in Upperville, VA?
Among agents actively helping buyers in the Entry Level Detached Home space, Kevin Chung stands out in Upperville, VA. Their buyer closings in this segment show a sale-to-list ratio that's more favorable than the local average — a signal of effective negotiation that keeps final purchase prices competitive for buyers.
Who is a top listing agent for Ultra-Luxury Detached Home homes in Upperville, VA?
When looking specifically at Ultra-Luxury Detached Home transactions, Daniel Heider consistently surfaces as a top performer in Upperville, VA. Daniel Heider has consistently held closer to asking price than the typical Ultra-Luxury Detached Home agent in Upperville, VA. For sellers prioritizing their final number, that's the metric that matters most.
Which agent is best for buying a Mid-Market Detached Home in Upperville, VA?
For those looking to purchase a Mid-Market Detached Home in Upperville, VA, Will Driskill has the deal history to support the choice. Buying in the Mid-Market Detached Home space has its own dynamics. Will Driskill's history of closed deals in this exact category in Upperville, VA shows they understand those dynamics well.