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
Top 0.32%
in Chester, MD
$1.05B
All-Time Sales
$200K - $2.9M
Price Range
Top AgentTop 1.58%
in Chester, MD
$266.5M
All-Time Sales
$310K - $1.5M
Price Range
4%
Negotiated Off List
Top Agent
(22)
Dee Dee Miller
Long and Foster Real Estate Inc
27 Years of experience
62+ Sales in the last 12 months
Top 2.53%
in Chester, MD
$307.2M
All-Time Sales
$400K - $5M
Price Range
6%
Negotiated Off List
Top Agent(77)
Erin Anderson
Chesapeake Real Estate Associates LLC
9 Years of experience
34+ Sales in the last 12 months
Top 4.43%
in Chester, MD
$85.2M
All-Time Sales
$260K - $2.3M
Price Range
6%
Negotiated Off List
Top AgentTop 4.75%
in Chester, MD
$161.8M
All-Time Sales
$270K - $2.4M
Price Range
5%
Negotiated Off List
Top AgentTop 5.38%
in Chester, MD
$110.2M
All-Time Sales
$270K - $1.4M
Price Range
Top Agent(31)
Melissa Tippett
TTR Sotheby's International Realty
22 Years of experience
14+ Sales in the last 12 months
Top 6.01%
in Chester, MD
$80.6M
All-Time Sales
$310K - $2.1M
Price Range
7%
Negotiated Off List
Top AgentTop 7.28%
in Chester, MD
$59.8M
All-Time Sales
$360K - $1.3M
Price Range
5%
Negotiated Off List
Top Agent$208.8M
All-Time Sales
$270K - $1.4M
Price Range
4%
Negotiated Off List
Top Agent$87.9M
All-Time Sales
$360K - $1.5M
Price Range
4%
Negotiated Off List
Top Agent(18)
Bonnie McGurn
Berkshire Hathaway Home Services PenFed
23 Years of experience
14+ Sales in the last 12 months
$292.1M
All-Time Sales
$470K - $2M
Price Range
8%
Negotiated Off List
Top Agent$66.4M
All-Time Sales
$240K - $1.2M
Price Range
219
Total Number Of Homes Sold
Top Agent$36.6M
All-Time Sales
$190K - $1.2M
Price Range
5%
Negotiated Off List
Top Agent$25.1M
All-Time Sales
$650K - $2.2M
Price Range
31
Total Number Of Homes Sold
Top Agent$16.4M
All-Time Sales
$410K - $1.8M
Price Range
32
Total Number Of Homes Sold
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.
Do Top Chester Agents Sell Faster?
The 15 top-ranked agents on EffectiveAgents in Chester sell in a median of 25 days, compared with the Chester market median of 32 days on market.
About 7 days faster (22% quicker than the Chester market)
Median days to sale reported by the top-ranked Chester agents on EffectiveAgents, compared with the Chester market median days on market. Agent figures reflect each agent's reported sales history.
When Is the Best Time to Sell a House in Chester?
Based on the last 24 months of verified MLS market data, homes in Chester sell fastest and closest to asking when they go under contract in July. To hit that window, plan to list around June.
Median days on market by month (shorter is faster)
July
Best month to sell
30 days
Typical time on market
100%
Of asking price
Seasonal averages from the last 24 months of Chester, MD sales. Individual results vary with price, condition, and how the broader market moves. A local agent can pinpoint the right timing for your home.
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. Learn how we rank agents.
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.
Should I use a local Chester agent or a national brand?
The individual agent matters more than the brand on the sign. Offices within the same national franchise vary widely in performance, and the agent you hire, not the logo, prices your home, negotiates your contract, and manages your closing. A strong local agent brings firsthand knowledge of Chester neighborhoods, pricing patterns, and buyer activity. Compare agents on verified local results such as recent sales, days on market, and negotiation outcomes rather than name recognition.
What questions should I ask a Chester realtor before hiring them?
Ask how many homes they have closed in Chester in the past year, what their average sale-to-list ratio is, and how much of their business is in your neighborhood and price range. Ask how they will market your home or find you listings, and how often they will communicate. Strong agents answer with specifics. Verified transaction data is the fastest way to confirm what you hear.
Top Realtors by Zip Code in Chester, MD
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