Top Realtors and Real Estate Agents in Chester, MD
Rankings based on verified MLS transaction data. Last updated May 2026. No pay-to-play.
Top Agent
(7)
Michael Rosendale
Rosendale Realty
36 Years of experience
10+ Sales in the last 12 months
Top 0.32%
in Chester, MD
$1.05B
All-Time Sales
$200K - $2.9M
Price Range
9%
Negotiated Off List
Top Agent(30)
Crystal Smith
RE/MAX Executive
21 Years of experience
108+ Sales in the last 12 months
Top 1.58%
in Chester, MD
$263M
All-Time Sales
$310K - $1.5M
Price Range
4%
Negotiated Off List
Top Agent(77)
Erin Anderson
Chesapeake Real Estate Associates LLC
9 Years of experience
37+ Sales in the last 12 months
Top 4.75%
in Chester, MD
$84.3M
All-Time Sales
$260K - $2.3M
Price Range
6%
Negotiated Off List
Top Agent(9)
David J. Moore
RE/MAX Executive
21 Years of experience
28+ Sales in the last 12 months
Top 5.06%
in Chester, MD
$158.6M
All-Time Sales
$270K - $2.4M
Price Range
5%
Negotiated Off List
Top Agent(147)
Laura Anderson
Coldwell Banker Realty
13 Years of experience
16+ Sales in the last 12 months
Top 5.7%
in Chester, MD
$108.7M
All-Time Sales
$270K - $1.4M
Price Range
32%
Negotiated Off List
Top Agent(31)
Melissa Tippett
TTR Sotheby's International Realty
22 Years of experience
14+ Sales in the last 12 months
Top 6.33%
in Chester, MD
$80.6M
All-Time Sales
$310K - $2.1M
Price Range
7%
Negotiated Off List
Top Agent(10)
Mary Wagner
RE/MAX Executive
29 Years of experience
7+ Sales in the last 12 months
Top 7.28%
in Chester, MD
$59.8M
All-Time Sales
$360K - $1.3M
Price Range
5%
Negotiated Off List
Top Agent(41)
Cindy Allen
Metro Premier Homes
28 Years of experience
62+ Sales in the last 12 months
Top 0%
in Chester, MD
$208.5M
All-Time Sales
$270K - $1.4M
Price Range
4%
Negotiated Off List
Top Agent(65)
Rich Phillips
Northrop Realty
19 Years of experience
36+ Sales in the last 12 months
Top 0%
in Chester, MD
$86.1M
All-Time Sales
$360K - $1.5M
Price Range
4%
Negotiated Off List
Top Agent(17)
Bonnie McGurn
Berkshire Hathaway Home Services PenFed
23 Years of experience
9+ Sales in the last 12 months
Top 0%
in Chester, MD
$289.1M
All-Time Sales
$470K - $2M
Price Range
8%
Negotiated Off List
Top Agent(43)
Richard Harrington
RE/MAX
46 Years of experience
4+ Sales in the last 12 months
Top 0%
in Chester, MD
$66.4M
All-Time Sales
$240K - $1.2M
Price Range
4%
Negotiated Off List
Top Agent(12)
Jay Doaty
eXp Realty
10 Years of experience
16+ Sales in the last 12 months
Top 0%
in Chester, MD
$35.9M
All-Time Sales
$190K - $1.2M
Price Range
5%
Negotiated Off List
Top Agent(12)
Kate Hopkins
Coldwell Banker Church Circle
19 Years of experience
10+ Sales in the last 12 months
Top 0%
in Chester, MD
$24.6M
All-Time Sales
$660K - $2.2M
Price Range
50%
Negotiated Off List
Chester Housing Market Trends
Median Sale Price
$482,450
-17.53% year-over-yearMedian Days on Market
32
-14 days year-over-yearSale-to-List Price
99.11%
+0.52% year-over-yearHomes Sold Above List Price
25.0%
+25.0% year-over-yearOff the Market in 2 Weeks
8.3%
-28.0% year-over-yearListings With Price Drops
37.0%
+3.2% year-over-yearMonths of Supply
6.8
Realtors in Chester
316
Verified MLS market data through May 2026.
How We Rank Chester 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 Chester 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.
Data last updated: May 2026
Chester Real Estate Agent FAQs
How were these Chester 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 Chester?
Our data covers 316 real estate agents serving the Chester area. The count represents agents with transaction activity recorded in our Chester market data, not simply everyone holding a license.
What does the median sale price in Chester mean for sellers?
Chester's median sale price is $482,450 as of May 2026. Half of recent sales closed above that figure and half below. It is a useful baseline for understanding the market, but an experienced local agent will price your home against comparable recent sales in your neighborhood, not the citywide median.
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 Chester 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.
Top Realtors by Zip Code in Chester, MD
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