Best Real Estate Agents in Chesapeake (city) County, VA• Updated
Explore the top-ranked real estate agents across Chesapeake (city) County, VA. Our 2026 rankings 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 retaining 100% of their value (Sale Price to List Price Ratio). With 693 active listings and 285 closed sales this month, inventory remains at 2.8 months of supply. Trends over the last half-year show median values moving up by 6%, while Average Days on Market has decreased by 3%. Listings in Chesapeake (city) are moving 12 days faster than the Virginia average.
Top Listing & Buyer's Agents in Chesapeake (city) County, VA
Detached Homes
Entry Level Detached Home Market Trends Median Price Market Trend The average price in the Entry Level Detached Home segment has softened by 10% over the last 6 months. Days On Market Avg. Market Trend Lower is better Days on market for Entry Level Detached Home is increasing, with homes now staying on market for 47 days on average. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Negotiation leverage in Entry Level Detached Home has stabilized over the last 6 months, with sellers receiving 91%.
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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 risen by 8% over the last 6 months. Days On Market Avg. Market Trend Lower is better Days on market for Mid-Market Detached Home is decreasing, with homes now staying on market for 46 days on average. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Seller leverage in the Mid-Market Detached Home market is strengthening, with the Sale Price to List Price Ratio now at 102%.
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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 14% over the last 6 months. Days On Market Avg. Market Trend Lower is better Days on market for High-End Detached Home is decreasing, with homes now staying on market for 50 days on average. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Seller leverage in the High-End Detached Home market is strengthening, with the Sale Price to List Price Ratio now at 100%.
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Ultra-Luxury Detached Home Market Trends Median Price Market Trend The average price in the Ultra-Luxury Detached Home segment has softened by 7% over the last 6 months. Days On Market Avg. Market Trend Lower is better Days on market for Ultra-Luxury Detached Home is increasing, with homes now staying on market for 90 days on average. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Seller leverage in the Ultra-Luxury Detached Home market is shifting towards buyers, with the Sale Price to List Price Ratio now at 93%.
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Condo/Co-op
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 16% over the last 6 months. Days On Market Avg. Market Trend Lower is better Days on market for Entry Level Condo/Co-op is decreasing, with homes now staying on market for 35 days on average. 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 99%.
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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 softened by 8% over the last 6 months. Days On Market Avg. Market Trend Lower is better Days on market for Mid-Market Condo/Co-op is increasing, with homes now staying on market for 60 days on average. 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 average price in the High-End Condo/Co-op segment has risen by 31% over the last 2 months. Days On Market Avg. Market Trend Lower is better Days on market for High-End Condo/Co-op is decreasing, with homes now staying on market for 40 days on average. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Seller leverage in the High-End Condo/Co-op market is strengthening, with the Sale Price to List Price Ratio now at 102%.
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Ultra-Luxury Condo/Co-op Market Trends Median Price Market Trend The Ultra-Luxury Condo/Co-op tier commands a price of $883K. Days On Market Avg. Market Trend Lower is better Condo/Co-op homes in the Ultra-Luxury range average 95 days on market. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Sellers of Ultra-Luxury Condo/Co-op assets receive 98% of list price.
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Townhomes
Entry Level Townhome Market Trends Median Price Market Trend The average price in the Entry Level Townhome segment has risen by 5% over the last 6 months. Days On Market Avg. Market Trend Lower is better Days on market for Entry Level Townhome is decreasing, with homes now staying on market for 37 days on average. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Seller leverage in the Entry Level Townhome market is strengthening, with the Sale Price to List Price Ratio now at 101%.
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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 6% over the last 6 months. Days On Market Avg. Market Trend Lower is better Days on market for Mid-Market Townhome is decreasing, with homes now staying on market for 27 days on average. 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 commands a price of $255K. Days On Market Avg. Market Trend Lower is better Multi-Family (2-4 Unit) homes in the Entry Level range average 42 days on market. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Sellers of Entry Level Multi-Family (2-4 Unit) assets receive 102% of list price.
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Mid-Market Multi-Family (2-4 Unit) Market Trends Median Price Market Trend The average price in the Mid-Market Multi-Family (2-4 Unit) segment has risen by 58% over the last 2 months. Days On Market Avg. Market Trend Lower is better Days on market for Mid-Market Multi-Family (2-4 Unit) is increasing, with homes now staying on market for 129 days on average. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Seller leverage in the Mid-Market Multi-Family (2-4 Unit) market is strengthening, with the Sale Price to List Price Ratio now at 100%.
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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 commands a price of $430K. Days On Market Avg. Market Trend Lower is better Multi-Family (2-4 Unit) homes in the High-End range average 52 days on market. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Sellers of High-End Multi-Family (2-4 Unit) assets receive 100% of list price.
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Mobile/Manufactured Homes
Entry Level Mobile/Manufactured Home Market Trends Median Price Market Trend The Entry Level Mobile/Manufactured Home tier commands a price of $300K. Days On Market Avg. Market Trend Lower is better Mobile/Manufactured Home homes in the Entry Level range average 51 days on market. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Sellers of Entry Level Mobile/Manufactured Home assets receive 100% of list price.
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High-End Mobile/Manufactured Home Market Trends Median Price Market Trend The High-End Mobile/Manufactured Home tier commands a price of $900K. Days On Market Avg. Market Trend Lower is better Mobile/Manufactured Home homes in the High-End range average 22 days on market. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Sellers of High-End Mobile/Manufactured Home assets receive 103% of list price.
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Chesapeake (city) Real Estate Market Trends August 2026
Inventory Breakdown by Segment
| Property Type | Entry Level | High-End | Mid-Market | Ultra-Luxury | Total |
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| Condo/Co-op | 33 | 10 | 110 | — | 153 |
| Detached Home | 36 | 167 | 283 | 15 | 501 |
| Multi-Family (2-4 Unit) | — | — | 3 | — | 3 |
| Townhome | 23 | — | 13 | — | 36 |
Market Insights & FAQ
How is the real estate market in Chesapeake (city) County, VA performing right now?
The data indicates a active environment in Chesapeake (city) County, VA. Inventory is at 2.8 months, meaning a balanced environment with steady turnover. Inventory is balanced but lean, requiring buyers to be decisive.
What are the current pricing trends for Chesapeake (city) County, VA real estate?
Currently, $442,000 represents the median entry point in Chesapeake (city) County, VA. Over the past half-year, home values in Chesapeake (city) have moved upward by approximately 6% based on regional transaction data.
Are sellers in Chesapeake (city) County, VA getting their full asking price?
Sellers hold significant leverage in Chesapeake (city) County, VA, with a Sale Price to List Price Ratio of 100.4%. On average, properties in Chesapeake (city) are transitioning from active to sold status in 46 days.
Who is the best agent to sell my home in Chesapeake (city)?
Based on closed transaction data, Amy Holloway ranks at the top of our Chesapeake (city) leaderboard — with 2 completed transactions on record earning an algorithm performance score of 150. 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 Chesapeake (city) County, VA market compare to Virginia trends?
Chesapeake (city) County, VA maintains a distinct profile within the broader Virginia region. Median home values are currently 8% higher than the regional average, reflecting the unique demand and inventory dynamics of Chesapeake (city).
Who is a top listing agent for Entry Level Detached Home homes in Chesapeake (city) County, VA?
If you're selling a Entry Level Detached Home in Chesapeake (city) County, VA, the data points to Amy Holloway as a standout choice. Their listings in this segment have consistently 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.
Who is a top listing agent for Mid-Market Detached Home homes in Chesapeake (city) County, VA?
Our transaction-level analysis puts Erin Ward at the top for Mid-Market Detached Home listings in Chesapeake (city) County, VA. Erin Ward has consistently held closer to asking price than the typical Mid-Market Detached Home agent in Chesapeake (city) County, VA. For sellers prioritizing their final number, that's the metric that matters most.
Which agent is best for buying a Entry Level Detached Home in Chesapeake (city) County, VA?
If you're hunting for a Entry Level Detached Home in Chesapeake (city) County, VA, Aaron Cano's track record speaks for itself. For buyers competing in the Entry Level Detached Home market in Chesapeake (city) County, VA, their track record indicates speed and negotiating strength that outperforms the segment baseline on both counts.
Who is a top listing agent for Mid-Market Condo/Co-op homes in Chesapeake (city) County, VA?
Beth Wiegan has been particularly active in Chesapeake (city)'s Mid-Market Condo/Co-op segment, and the numbers back it up. Their listings in this segment have consistently 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.
Which agent is best for buying a Entry Level Townhome in Chesapeake (city) County, VA?
Sudan Weng has a strong showing as a buyer's agent in Chesapeake (city)'s Entry Level Townhome market. Across their deals in the Entry Level Townhome category, Sudan Weng has consistently achieved better-than-average terms relative to asking price in Chesapeake (city) County, VA. That kind of negotiating edge compounds over a transaction.
Who is a top listing agent for High-End Detached Home homes in Chesapeake (city) County, VA?
Sellers of High-End Detached Home homes in Chesapeake (city) County, VA have found a reliable partner in Kathy Nelms, based on closed deal data. Real estate is hyper-local. Kathy Nelms's repeated activity in Chesapeake (city)'s High-End Detached Home niche demonstrates the kind of specific, proven familiarity that matters when the stakes are high.
Which agent is best for buying a Mid-Market Condo/Co-op in Chesapeake (city) County, VA?
Navigating Chesapeake (city)'s Mid-Market Condo/Co-op market as a buyer? Angela McCaskill is among the most effective agents in this niche. Their buyer transactions in the Mid-Market Condo/Co-op category in Chesapeake (city) County, VA reflect genuine niche experience — a meaningful advantage over agents working this segment only occasionally.
Which agent is best for buying a Mid-Market Detached Home in Chesapeake (city) County, VA?
Betsy Thompson has helped buyers close on Mid-Market Detached Home properties in Chesapeake (city) County, VA — and the data shows it. The data shows a consistent pattern across their deals here: shorter time to close than the segment average, and acquisition terms that tend to land below-average relative to list price. Two things buyers care about most.