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Top Real Estate Agents In Chestertown, MD

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Looking for a top real estate agent in Chestertown? You’ve come to the right place. Our realtors profiles include:

  • Recent Sales
  • Ratings & Reviews
  • Average Price Point
  • Years of Experience
  • Service Areas
  • Neighborhood Expertise
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chestertown, md
29 Results
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Jody Baker Top real estate agent in Chestertown
13 Yrs of Experience
13 sales in chestertown, md in the last 3 years
$11.5M
Total Sales Last Year
30
RecentTransactionsTotal Transactions from the last 3 years
$483.8K
Average Price Point
Jordan Larigan Top real estate agent in Towson
6 Yrs of Experience
10 sales in chestertown, md in the last 3 years
1 Available Listings
$6M
Total Sales Last Year
86
RecentTransactionsTotal Transactions from the last 3 years
$325.3K
Average Price Point
Billy Sutton Top real estate agent in Chestertown
9 Yrs of Experience
6 sales in chestertown, md in the last 3 years
$6M
Total Sales Last Year
40
RecentTransactionsTotal Transactions from the last 3 years
$631.6K
Average Price Point
Dale Hunter Top real estate agent in Saint Michaels
31 Yrs of Experience
5 sales in chestertown, md in the last 3 years
$0
Total Sales Last Year
127
RecentTransactionsTotal Transactions from the last 3 years
$464.4K
Average Price Point
Karen Clark Top real estate agent in Centreville
26 Yrs of Experience
5 sales in chestertown, md in the last 3 years
4 Available Listings
$15M
Total Sales Last Year
104
RecentTransactionsTotal Transactions from the last 3 years
$350K
Average Price Point
Christine Catalano Top real estate agent in Severna Park
11 Yrs of Experience
2 sales in chestertown, md in the last 3 years
$4.6M
Total Sales Last Year
22
RecentTransactionsTotal Transactions from the last 3 years
$531.7K
Average Price Point
Jenyne Ward Top real estate agent in Chesapeake City
$2.7M
Total Sales Last Year
34
RecentTransactionsTotal Transactions from the last 3 years
$392.5K
Average Price Point
Julie Strickler Top real estate agent in NORTH EAST
20 Yrs of Experience
1 sale in chestertown, md in the last 3 years
$8.6M
Total Sales Last Year
92
RecentTransactionsTotal Transactions from the last 3 years
$364.3K
Average Price Point
Jennifer Hoyt Top real estate agent in White Marsh
$6.6M
Total Sales Last Year
53
RecentTransactionsTotal Transactions from the last 3 years
$307.7K
Average Price Point
Brittany Fox Top real estate agent in Chesapeake City
$100M
Total Sales Last Year
5
RecentTransactionsTotal Transactions from the last 3 years
$0
Average Price Point
Evan Phoenix Top real estate agent in Centreville
$30K
Total Sales Last Year
7
RecentTransactionsTotal Transactions from the last 3 years
$425K
Average Price Point
Alice Stewart Top real estate agent in National Harbor
$9.3M
Total Sales Last Year
1
RecentTransactionsTotal Transactions from the last 3 years
$0
Average Price Point
Victor Brocato Top real estate agent in Annapolis
$6.7M
Total Sales Last Year
31
RecentTransactionsTotal Transactions from the last 3 years
$557K
Average Price Point
Kim Simpson Top real estate agent in Royal Oak
$41M
Total Sales Last Year
96
RecentTransactionsTotal Transactions from the last 3 years
$589.5K
Average Price Point
Adam Monico Top real estate agent in Ocean view
$0
Total Sales Last Year
97
RecentTransactionsTotal Transactions from the last 3 years
$389.7K
Average Price Point
Vicki King Top real estate agent in Middle River
$15M
Total Sales Last Year
85
RecentTransactionsTotal Transactions from the last 3 years
$348.5K
Average Price Point
Michael Saunders Top real estate agent in North East
$0
Total Sales Last Year
34
RecentTransactionsTotal Transactions from the last 3 years
$354.3K
Average Price Point
Jen Holden Top real estate agent in Annapolis
$26M
Total Sales Last Year
127
RecentTransactionsTotal Transactions from the last 3 years
$719K
Average Price Point
Christy Kopp Top real estate agent in Fallston
$10M
Total Sales Last Year
127
RecentTransactionsTotal Transactions from the last 3 years
$368K
Average Price Point
Lee Tessier Team Top real estate agent in Bel Air
$123M
Total Sales Last Year
127
RecentTransactionsTotal Transactions from the last 3 years
$428.7K
Average Price Point
Chris Kotula Top real estate agent in Bel Air North
$9.5
Total Sales Last Year
60
RecentTransactionsTotal Transactions from the last 3 years
$350.4K
Average Price Point
Kee Blake Top real estate agent in Greenbelt
$10.1M
Total Sales Last Year
$0
Average Price Point
Joseph A Zang III Top real estate agent in Chesapeake City
Coldwell Banker Chesapeake Real Estate Company
20 Yrs of Experience
$9.6M
Total Sales Last Year
$0
Average Price Point
Petra Quinn Top real estate agent in Chester
$12M
Total Sales Last Year
$0
Average Price Point
Sarah Dean Top real estate agent in Chestertown
$5.9M
Total Sales Last Year
$0
Average Price Point
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Resources to pick the best agent in Chestertown, MD

Chestertown, MD Real Estate Agents

There are 71 real estate agents in the city of Chestertown to choose from. We’ve analyzed and ranked over 29 top real estate agent profiles in our network to help you find the best agents in Chestertown for 2026.

Our team evaluates the number of recent sales, confirmed customer reviews, and agent track record to determine the top agents in each location.

Hiring an agent who is experienced and trusted by past clients gives you confidence throughout the home buying or selling process. You can be sure you have the best partner to get you the best price for your home.

Chestertown has many real estate agents who claim to be the best and get you the best deal. How do you know who to trust and who will work the hardest for you?

We’ve crunched the numbers and gone through thousands of real estate agent profiles to bring you only the best as you begin your journey. Search, compare, and hire easily from this list of top Chestertown real estate agents of 2026.

Cities near Chestertown, MD

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    The Bottom Line

    Choosing a real estate agent in Chestertown can seem overwhelming, especially with so many agents in Chestertown who would love to work with you. At FastExpert, we help make the decision easy.

    We provide all the details and information you need about Realtors in Chestertown so that you can find a trusted real estate agent who understands you.

    With the world’s largest database of real estate agents, you have access to each agent’s profile so you can compare and hire. Check out Chestertown real estate agent listings, read verified client reviews and easily message your perfect Realtor.

    Or let us do the work for you! Let us know your priorities, and FastExpert will match you with several of the best Chestertown real estate agents for you to choose from.

    When your money and your memories are involved, you need an advocate by your side. With a FastExpert real estate agent, you can have confidence that you’ll get the best service in all of Chestertown.

    Have questions? We’re here to help! Message us at [email protected] or call (800) 319-0511.