Top Realtors and Real Estate Agents in Chesapeake, VA
Rankings based on verified MLS transaction data. Last updated August 2026. No pay-to-play.
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Top Agent
(35)
Cassandra Simpson
1st Class Real Estate Reserve
15 Years of experience
9+ Sales in the last 12 months
$112M
All-Time Sales
$250K - $950K
Price Range
5%
Negotiated Off List
Top AgentTop 6.7%
in Chesapeake, VA
$53.5M
All-Time Sales
$220K - $620K
Price Range
4%
Negotiated Off List
Top Agent(19)
Michele Salyer
Atlantic Sotheby's International Realty
29 Years of experience
38+ Sales in the last 12 months
Top 6.76%
in Chesapeake, VA
$19.8M
All-Time Sales
$290K - $650K
Price Range
Top Agent$13.3M
All-Time Sales
$210K - $570K
Price Range
9
Sold in Chesapeake, VA
Top Agent(5)
Tameka Henry
Atlantic Sotheby's International Realty | Kris Weaver Real E
7 Years of experience
11+ Sales in the last 12 months
$12.9M
All-Time Sales
$240K - $860K
Price Range
8
Sold in Chesapeake, VA
Top AgentReviews not yet available
Angela Stafilidis
Iron Valley Real estate Hampton Roads
3 Years of experience
9+ Sales in the last 12 months
Top 7.16%
in Chesapeake, VA
$6.1M
All-Time Sales
$270K - $840K
Price Range
Top Agent$267.9M
All-Time Sales
$240K - $990K
Price Range
4%
Negotiated Off List
Top AgentTop 7.68%
in Chesapeake, VA
$79.2M
All-Time Sales
$210K - $1.2M
Price Range
5%
Negotiated Off List
Top AgentTop 7.75%
in Chesapeake, VA
$12M
All-Time Sales
$250K - $640K
Price Range
Top Agent$110.9M
All-Time Sales
$250K - $2.1M
Price Range
3%
Negotiated Off List
Top Agent$69.7M
All-Time Sales
$240K - $960K
Price Range
6%
Negotiated Off List
Top Agent$55.7M
All-Time Sales
$220K - $750K
Price Range
3%
Negotiated Off List
Top Agent$5.8M
All-Time Sales
$190K - $380K
Price Range
4
Sold in Chesapeake, VA
Top Agent$148.4M
All-Time Sales
$210K - $1.4M
Price Range
4%
Negotiated Off List
Top AgentTop 7.94%
in Chesapeake, VA
$41.6M
All-Time Sales
$260K - $1.6M
Price Range
Top Agent$142.8M
All-Time Sales
$250K - $26M
Price Range
5%
Negotiated Off List
Top Agent$40.1M
All-Time Sales
$130K - $850K
Price Range
3
Sold in Chesapeake, VA
Top Agent$33.7M
All-Time Sales
$200K - $2M
Price Range
7%
Negotiated Off List
Top Agent$54.9M
All-Time Sales
$240K - $1M
Price Range
3
Sold in Chesapeake, VA
Top AgentReviews not yet available
Dan Clark
Douglas Realty
6 Years of experience
18+ Sales in the last 12 months
Top 8.08%
in Chesapeake, VA
$33.9M
All-Time Sales
$290K - $880K
Price Range
Top AgentTop 8.21%
in Chesapeake, VA
$13.5M
All-Time Sales
$250K - $590K
Price Range
Top AgentTop 8.4%
in Chesapeake, VA
$6.1M
All-Time Sales
$290K - $590K
Price Range
Top AgentTop 8.54%
in Chesapeake, VA
$11.2M
All-Time Sales
$250K - $630K
Price Range
Top AgentTop 8.54%
in Chesapeake, VA
$64.4M
All-Time Sales
$380K - $1.3M
Price Range
Top AgentReviews not yet available
Anita Rudolph
1st Class Real Estate Integrity
16 Years of experience
4+ Sales in the last 12 months
$6M
All-Time Sales
$210K - $660K
Price Range
1
Sold in Chesapeake, VA
Chesapeake Housing Market Trends
Homes in Chesapeake take a median 28 days to sell, go for 100.22% of asking, prices are up 5.7% from a year ago. Verified MLS market data through August 2026.
Market temperature
Seller's market
2.1 months of supply. Under 3 favors sellers, over 6 favors buyers.
What homes sell for
$446,704
median sale price
How fast they sell
28 days
median time on market
Supply and competition
2.1 months
of supply on the market
In Chesapeake