Top Realtors and Real Estate Agents in Chestertown, MD
Rankings based on verified MLS transaction data. No pay-to-play.

(7)
Michael Rosendale
Rosendale Realty
36 Years of experience
11+ Sales in the last 12 months
Top 0.8%
in Chestertown, MD
$1.05B
All-Time Sales
$200K - $2.9M
Price Range
9%
Negotiated Off List

(24)
Miles Norris
Select Land And Homes Inc
10 Years of experience
1+ Sales in the last 12 months
Top 1.2%
in Chestertown, MD
$65.6M
All-Time Sales
$350K - $5M
Price Range
6%
Negotiated Off List

(30)
Crystal Smith
RE/MAX Executive
21 Years of experience
108+ Sales in the last 12 months
Top 4.8%
in Chestertown, MD
$263M
All-Time Sales
$310K - $1.5M
Price Range
4%
Negotiated Off List

(77)
Erin Anderson
Chesapeake Real Estate Associates LLC
9 Years of experience
35+ Sales in the last 12 months
Top 5.6%
in Chestertown, MD
$84.3M
All-Time Sales
$260K - $2.3M
Price Range
6%
Negotiated Off List

(46)
Dale Hunter Jr
Bayside Realty
31 Years of experience
54+ Sales in the last 12 months
Top 8.8%
in Chestertown, MD
$108.2M
All-Time Sales
$210K - $4M
Price Range
8%
Negotiated Off List

(20)
Joseph A Zang III
RE/MAX Chesapeake
20 Years of experience
19+ Sales in the last 12 months
Top 9.2%
in Chestertown, MD
$84.7M
All-Time Sales
$250K - $5.5M
Price Range
4%
Negotiated Off List

(147)
Laura Anderson
Coldwell Banker Realty
13 Years of experience
16+ Sales in the last 12 months
Top 10.8%
in Chestertown, MD
$108.7M
All-Time Sales
$270K - $1.4M
Price Range
32%
Negotiated Off List

(24)
Gary Bright
Tesla Realty Group
14 Years of experience
16+ Sales in the last 12 months
Top 0%
in Chestertown, MD
$50.6M
All-Time Sales
$230K - $1.1M
Price Range
8%
Negotiated Off List

(43)
Richard Harrington
RE/MAX
46 Years of experience
4+ Sales in the last 12 months
Top 0%
in Chestertown, MD
$66.4M
All-Time Sales
$240K - $1.2M
Price Range
4%
Negotiated Off List

(35)
Retha Arrabal
Doug Ashley Realtors Llc
0 Years of experience
Top 0%
in Chestertown, MD
0
Total Number Of Homes Sold
-
Price Range
-
Negotiated Off

(28)
Michele Palmer
Doug Ashley Realtors Llc
0 Years of experience
Top 0%
in Chestertown, MD
0
Total Number Of Homes Sold
-
Price Range
-
Negotiated Off

(13)
Mary Carlisle
Coldwell Banker Chesapeake Rea
0 Years of experience
Top 0%
in Chestertown, MD
0
Total Number Of Homes Sold
-
Price Range
-
Negotiated Off

(26)
Jody Baker
Cross Street Realtors Llc
0 Years of experience
Top 0%
in Chestertown, MD
0
Total Number Of Homes Sold
-
Price Range
-
Negotiated Off
How We Rank Chestertown Real Estate Agents
Our rankings are built from verified MLS transaction data, not advertising spend. For every agent we analyze more than fifteen performance signals, including sales volume in your city and zip code, recent and all-time transactions, days on market, negotiation results (how far above or below list price an agent's clients actually close), price-point fit, and verified reviews. The agents shown first are those whose verified results put them at the top of the Chestertown market today.
Agents cannot pay for placement in these rankings. The underlying data refreshes as new closed transactions are reported, so rankings shift with real market performance.
Rankings reviewed by Kevin Stuteville, Licensed Florida Real Estate Broker (License BK3068131), Founder of EffectiveAgents.
Chestertown Real Estate Agent FAQs
How were these Chestertown real estate agents ranked?
Rankings are built from verified MLS transaction data. We analyze more than fifteen performance signals for every agent, including sales volume in your city and zip code, recent and all-time transactions, days on market, negotiation results, price-point fit, and verified reviews. Agents cannot pay for placement.
How many real estate agents are in Chestertown?
Our data covers 250 real estate agents serving the Chestertown area. The count represents agents with transaction activity recorded in our Chestertown market data, not simply everyone holding a license.
Does it cost anything to use EffectiveAgents?
No. EffectiveAgents is free for home buyers and sellers, with no obligation to work with any agent we match you with.
Do agents pay to be ranked or featured?
No. Agents cannot pay for placement anywhere in these rankings. Positions are earned from verified transaction performance only.
What commission do Chestertown realtors charge?
Commissions are negotiable and vary by agent, service level, and transaction. There is no set rate, and recent industry changes have made commission structures more flexible than ever. Discuss the structure directly with your agent before signing a listing or buyer agreement.
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