Best Real Estate Agents in Winchester, VA• Updated
Looking for the best real estate agent in Winchester, VA? This page compares realtors in Winchester within each home type and price range using actual transaction data — not reviews or paid ads. Whether you want a listing agent in Winchester, VA or help buying a home in Winchester, our 2026 scores use verified sales records, days on market, and sale-to-list ratios.
Market Pulse: Hot 🔥
The Winchester, VA real estate market is currently a Seller's Market. Homes are selling at 98% of list price on average (Sale Price to List Price Ratio). With 18 active listings and 27 closed sales in the latest month, inventory remains at 0.6 months of supply. Trends over the last half-year show median values moving down by 6%, while Average Days on Market has decreased by 6%.
Top Listing & Buyer's Agents in Winchester, VA
Source: third-party closed MLS records, data as of Oct 2026. Agents are compared within each home type and price range. How we score agents →
Detached Homes
Entry Level Detached Home Market Trends Median Price Market Trend The Entry Level Detached Home tier had a median sale price of $234K over the last 6 months. Days On Market Avg. Market Trend Lower is better Detached Homes in the Entry Level range averaged 42 days on market over the last 6 months. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Sellers of Entry Level Detached Homes received 96% of list price on average over the last 6 months.
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Mid-Market Detached Home Market Trends Median Price Market Trend Prices in the Mid-Market Detached Home tier have stabilized over the last 6 months. Days On Market Avg. Market Trend Lower is better Days on market for Mid-Market Detached Homes rose 18% over the last 6 months; the latest month averaged 57 days. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Negotiation leverage in Mid-Market Detached Home has stabilized over the last 6 months, with sellers receiving 99%.
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High-End Detached Home Market Trends Median Price Market Trend The High-End Detached Home tier had a median sale price of $606K over the last 6 months. Days On Market Avg. Market Trend Lower is better Detached Homes in the High-End range averaged 47 days on market over the last 6 months. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Sellers of High-End Detached Homes received 99% of list price on average over the last 6 months.
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Ultra-Luxury Detached Home Market Trends Median Price Market Trend The Ultra-Luxury Detached Home tier had a median sale price of $936K over the last 6 months. Days On Market Avg. Market Trend Lower is better Detached Homes in the Ultra-Luxury range averaged 94 days on market over the last 6 months. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Sellers of Ultra-Luxury Detached Homes received 94% of list price on average over the last 6 months.
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Townhomes
Entry Level Townhome Market Trends Median Price Market Trend The Entry Level Townhome tier had a median sale price of $247K over the last 6 months. Days On Market Avg. Market Trend Lower is better Townhomes in the Entry Level range averaged 68 days on market over the last 6 months. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Sellers of Entry Level Townhomes received 97% of list price on average over the last 6 months.
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Mid-Market Townhome Market Trends Median Price Market Trend The Mid-Market Townhome tier had a median sale price of $384K over the last 6 months. Days On Market Avg. Market Trend Lower is better Townhomes in the Mid-Market range averaged 59 days on market over the last 6 months. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Sellers of Mid-Market Townhomes received 98% of list price on average over the last 6 months.
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High-End Townhome Market Trends Median Price Market Trend The High-End Townhome tier had a median sale price of $542K over the last 6 months. Days On Market Avg. Market Trend Lower is better Townhomes in the High-End range averaged 78 days on market over the last 6 months. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Sellers of High-End Townhomes received 98% of list price on average over the last 6 months.
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Multi-Family (2-4 Unit)
Mid-Market Multi-Family (2-4 Unit) Market Trends Median Price Market Trend The Mid-Market Multi-Family (2-4 Unit) tier had a median sale price of $429K over the last 6 months. Days On Market Avg. Market Trend Lower is better Multi-Family (2-4 Unit) in the Mid-Market range averaged 20 days on market over the last 6 months. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Sellers of Mid-Market Multi-Family (2-4 Unit) received 100% of list price on average over the last 6 months.
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Condos/Co-ops
Mid-Market Condo/Co-op Market Trends Median Price Market Trend The Mid-Market Condo/Co-op tier had a median sale price of $490K over the last 6 months. Days On Market Avg. Market Trend Lower is better Condos/Co-ops in the Mid-Market range averaged 32 days on market over the last 6 months. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Sellers of Mid-Market Condos/Co-ops received 98% of list price on average over the last 6 months.
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Winchester Real Estate Market Trends October 2026
Inventory Breakdown by Segment
| Property Type | Entry Level | High-End | Mid-Market | Ultra-Luxury | Total |
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| Detached Home | — | 4 | 5 | 1 | 10 |
| Multi-Family (2-4 Unit) | — | — | 1 | — | 1 |
| Townhome | 1 | 1 | 5 | — | 7 |
Market Insights & FAQ
How is the real estate market in Winchester, VA performing right now?
The data indicates a high-intensity seller's market in Winchester, VA. Inventory is at 0.6 months of supply. Inventory is critically low, meaning well-priced homes move rapidly, often with multiple offers.
What are the current pricing trends for Winchester, VA real estate?
Currently, $397,000 represents the median entry point in Winchester, VA. Over the past half-year, home values in Winchester have moved downward by approximately 6% based on regional transaction data.
Are sellers in Winchester, VA getting their full asking price?
Sellers hold the edge, though homes are closing slightly below asking in Winchester, VA, with a Sale Price to List Price Ratio of 97.5%. On average, properties in Winchester are transitioning from active to sold status in 46 days.
Which listing agents does Agent Algo feature in Winchester, VA?
Agent Algo compares agents within the same home type and price range, so Winchester, VA has no single overall winner. Featured listing agents include Jennifer Sacco (Mid-Market Detached Homes, 3 closed listings), Bradley Comstock (High-End Detached Homes, 2 closed listings), Brittany Newman (Mid-Market Townhomes, 13 closed listings). Scores are built from closed sales outcomes — not reviews or paid placements.
Which buyer's agents are active in Mid-Market Detached Homes in Winchester, VA?
Brock M Harris has recent Mid-Market Detached Home purchases in Winchester, VA, closing faster than the segment average at a below-average sale-to-list ratio. With only a few closings in this segment, treat this as an early signal rather than a ranking. Based on 3 closed purchases in this segment.
Who is a top listing agent for Mid-Market Townhomes in Winchester, VA?
If you're selling a Mid-Market Townhome in Winchester, VA, the data points to Brittany Newman as a standout choice. Their listings in this segment have closed faster than the local average while achieving above-average sale-to-list ratios — a rare combination that directly benefits sellers on both time and final price. Based on 13 closed listings in this segment.
Which listing agents are active in Mid-Market Detached Homes in Winchester, VA?
Jennifer Sacco has recent Mid-Market Detached Home listings in Winchester, VA, at an above-average sale-to-list ratio for the segment. With only a few closings in this segment, treat this as an early signal rather than a ranking. Based on 3 closed listings in this segment.
Which buyer's agents are active in High-End Detached Homes in Winchester, VA?
Dan Whitacre has recent High-End Detached Home purchases in Winchester, VA, closing faster than the segment average. With only a few closings in this segment, treat this as an early signal rather than a ranking. Based on 4 closed purchases in this segment (9 in Winchester, VA overall).
Which listing agents are active in High-End Detached Homes in Winchester, VA?
Bradley Comstock has recent High-End Detached Home listings in Winchester, VA, at an above-average sale-to-list ratio for the segment. With only a few closings in this segment, treat this as an early signal rather than a ranking. Based on 2 closed listings in this segment.
Which buyer's agents are active in Mid-Market Townhomes in Winchester, VA?
Unrepresented Buyer has recent Mid-Market Townhome purchases in Winchester, VA, closing faster than the segment average. With only a few closings in this segment, treat this as an early signal rather than a ranking. Based on 2 closed purchases in this segment.
Which listing agents are active in Entry Level Detached Homes in Winchester, VA?
Dan Whitacre has recent Entry Level Detached Home listings in Winchester, VA, at an above-average sale-to-list ratio for the segment. With only a few closings in this segment, treat this as an early signal rather than a ranking. Based on 2 closed listings in this segment (5 in Winchester, VA overall).
Which listing agents are active in Entry Level Townhomes in Winchester, VA?
Ned Stock has recent Entry Level Townhome listings in Winchester, VA, closing faster than the segment average at an above-average sale-to-list ratio. With only a few closings in this segment, treat this as an early signal rather than a ranking. Based on 2 closed listings in this segment.