Best Real Estate Agents in Chesapeake (city) County, VA• Updated
Explore real estate agents across Chesapeake (city) County, VA by home type and price range. Our 2026 scores are built from closed transaction data, helping you compare agents by real performance — not just marketing.
Market Pulse: Hot 🔥
The Chesapeake (city) County, VA real estate market is currently a Seller's Market. Homes are selling at 99% of list price on average (Sale Price to List Price Ratio). With 192 active listings and 211 closed sales in the latest month, inventory remains at 0.7 months of supply. Trends over the last half-year show median values moving down by 4%, while Average Days on Market holding steady. Listings in Chesapeake (city) County are moving 17 days faster than the Virginia average.
Top Listing & Buyer's Agents in Chesapeake (city) County, 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 average price in the Entry Level Detached Home segment has risen by 14% over the last 6 months. Days On Market Avg. Market Trend Lower is better Days on market for Entry Level Detached Homes rose 20% over the last 6 months; the latest month averaged 41 days. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Seller leverage in the Entry Level Detached Home market is shifting towards buyers, with the Sale Price to List Price Ratio now at 95%.
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Mid-Market Detached Home Market Trends Median Price Market Trend The average price in the Mid-Market Detached Home segment has softened by 6% over the last 6 months. Days On Market Avg. Market Trend Lower is better Days on market for Mid-Market Detached Homes fell 5% over the last 6 months; the latest month averaged 43 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 100%.
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High-End Detached Home Market Trends Median Price Market Trend The average price in the High-End Detached Home segment has risen by 3% over the last 6 months. Days On Market Avg. Market Trend Lower is better Days on market for High-End Detached Homes rose 7% over the last 6 months; the latest month averaged 52 days. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Negotiation leverage in High-End Detached Home has stabilized over the last 6 months, with sellers receiving 100%.
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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 $1.1M over the last 6 months. Days On Market Avg. Market Trend Lower is better Detached Homes in the Ultra-Luxury range averaged 56 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 100% of list price on average over the last 6 months.
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Condos/Co-ops
Entry Level Condo/Co-op Market Trends Median Price Market Trend The average price in the Entry Level Condo/Co-op segment has softened by 14% over the last 6 months. Days On Market Avg. Market Trend Lower is better Days on market for Entry Level Condos/Co-ops rose 26% over the last 6 months; the latest month averaged 53 days. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Negotiation leverage in Entry Level Condo/Co-op has stabilized over the last 6 months, with sellers receiving 98%.
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Mid-Market Condo/Co-op Market Trends Median Price Market Trend The average price in the Mid-Market Condo/Co-op segment has risen by 3% over the last 6 months. Days On Market Avg. Market Trend Lower is better Days on market for Mid-Market Condos/Co-ops rose 8% over the last 6 months; the latest month averaged 55 days. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Negotiation leverage in Mid-Market Condo/Co-op has stabilized over the last 6 months, with sellers receiving 100%.
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High-End Condo/Co-op Market Trends Median Price Market Trend The High-End Condo/Co-op tier had a median sale price of $517K over the last 6 months. Days On Market Avg. Market Trend Lower is better Condos/Co-ops in the High-End range averaged 50 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 Condos/Co-ops received 100% of list price on average over the last 6 months.
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Ultra-Luxury Condo/Co-op Market Trends Median Price Market Trend The Ultra-Luxury Condo/Co-op tier had a median sale price of $883K over the last 6 months. Days On Market Avg. Market Trend Lower is better Condos/Co-ops in the Ultra-Luxury range averaged 95 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 Condos/Co-ops received 98% 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 $243K over the last 6 months. Days On Market Avg. Market Trend Lower is better Townhomes in the Entry Level range averaged 43 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 99% of list price on average over the last 6 months.
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Mid-Market Townhome Market Trends Median Price Market Trend The average price in the Mid-Market Townhome segment has risen by 4% over the last 6 months. Days On Market Avg. Market Trend Lower is better Days on market for Mid-Market Townhomes rose 17% over the last 6 months; the latest month averaged 44 days. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Seller leverage in the Mid-Market Townhome market is shifting towards buyers, with the Sale Price to List Price Ratio now at 100%.
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Multi-Family (2-4 Unit)
Entry Level Multi-Family (2-4 Unit) Market Trends Median Price Market Trend The Entry Level Multi-Family (2-4 Unit) tier had a median sale price of $232K over the last 6 months. Days On Market Avg. Market Trend Lower is better Multi-Family (2-4 Unit) in the Entry Level range averaged 36 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 Multi-Family (2-4 Unit) received 91% of list price on average over the last 6 months.
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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 $278K 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 53 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 95% of list price on average over the last 6 months.
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High-End Multi-Family (2-4 Unit) Market Trends Median Price Market Trend The High-End Multi-Family (2-4 Unit) tier had a median sale price of $412K over the last 6 months. Days On Market Avg. Market Trend Lower is better Multi-Family (2-4 Unit) in the High-End range averaged 91 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 Multi-Family (2-4 Unit) received 100% of list price on average over the last 6 months.
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Chesapeake (city) County 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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| Condo/Co-op | 4 | 2 | 31 | — | 37 |
| Detached Home | 4 | 51 | 79 | 6 | 140 |
| Townhome | 4 | — | 11 | — | 15 |
Market Insights & FAQ
How is the real estate market in Chesapeake (city) County, VA performing right now?
The data indicates a high-intensity seller's market in Chesapeake (city) County, VA. Inventory is at 0.7 months of supply. Inventory is critically low, meaning well-priced homes move rapidly, often with multiple offers.
What are the current pricing trends for Chesapeake (city) County, VA real estate?
Currently, $410,000 represents the median entry point in Chesapeake (city) County, VA. Over the past half-year, home values in Chesapeake (city) County have moved downward by approximately 4% based on regional transaction data.
Are sellers in Chesapeake (city) County, VA getting their full asking price?
Sellers hold the edge, though homes are closing slightly below asking in Chesapeake (city) County, VA, with a Sale Price to List Price Ratio of 99.2%. On average, properties in Chesapeake (city) County are transitioning from active to sold status in 45 days.
Which listing agents does Agent Algo feature in Chesapeake (city) County, VA?
Agent Algo compares agents within the same home type and price range, so Chesapeake (city) County, VA has no single overall winner. Featured listing agents include Jenny Lovell (Mid-Market Detached Homes, 18 closed listings), Emily Berry (High-End Detached Homes, 3 closed listings), Beth Wiegan (Mid-Market Condos/Co-ops, 12 closed listings). Scores are built from closed sales outcomes — not reviews or paid placements.
Which listing agents are active in Entry Level Detached Homes in Chesapeake (city) County, VA?
Shawn Burr has recent Entry Level Detached Home listings in Chesapeake (city) County, 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 3 closed listings in this segment (6 in Chesapeake (city) County, VA overall).
Which buyer's agents are active in Entry Level Detached Homes in Chesapeake (city) County, VA?
Aaron Cano has recent Entry Level Detached Home purchases in Chesapeake (city) County, 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 2 closed purchases in this segment.
Who is a top listing agent for Mid-Market Detached Homes in Chesapeake (city) County, VA?
If you're selling a Mid-Market Detached Home in Chesapeake (city) County, VA, the data points to Jenny Lovell as a standout choice. Their Mid-Market Detached Home closings in Chesapeake (city) County, VA show an above-average sale-to-list ratio for this segment — a sign of skilled pricing and negotiation that protects seller value. Based on 18 closed listings in this segment.
Who is a top listing agent for Mid-Market Condos/Co-ops in Chesapeake (city) County, VA?
Our transaction-level analysis puts Beth Wiegan at the top for Mid-Market Condo/Co-op listings in Chesapeake (city) County, VA. 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 12 closed listings in this segment.
Which agent is best for buying a Mid-Market Townhome in Chesapeake (city) County, VA?
Buyers targeting Mid-Market Townhomes in Chesapeake (city) County, VA may want to work with Conner Walters. Their buyer transactions in this segment close faster than the local norm and at sale-to-list ratios that are more favorable than typical — meaning they move quickly and negotiate effectively for the buyers they represent. Based on 5 closed purchases in this segment.
Which buyer's agents are active in High-End Detached Homes in Chesapeake (city) County, VA?
Matthew Salway has recent High-End Detached Home purchases in Chesapeake (city) County, 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.
Which buyer's agents are active in Mid-Market Detached Homes in Chesapeake (city) County, VA?
Debbie Woolard has recent Mid-Market Detached Home purchases in Chesapeake (city) County, VA, at a below-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 purchases in this segment.
Which listing agents are active in High-End Detached Homes in Chesapeake (city) County, VA?
Emily Berry has recent High-End Detached Home listings in Chesapeake (city) County, 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 3 closed listings in this segment.