Top Realtors and Real Estate Agents in Chester, MA

    Rankings based on verified MLS transaction data. Last updated May 2026. No pay-to-play.

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    James Adams profile picture
    BadgeTop Agent

    (5)

    James Adams

    Hilltown Real Estate

    37 Years of experience

    26+ Sales in the last 12 months

    Top 0.8%

    in Chester, MA

    $40.8M

    All-Time Sales

    $170K - $850K

    Price Range

    8%

    Negotiated Off List

    Susan Deacon profile picture
    BadgeTop Agent

    (14)

    Susan Deacon

    RE/MAX Compass

    23 Years of experience

    5+ Sales in the last 12 months

    Top 1.6%

    in Chester, MA

    $48.1M

    All-Time Sales

    $120K - $780K

    Price Range

    Mary Mangini profile picture
    BadgeTop Agent

    (6)

    Mary Mangini

    RE/MAX

    23 Years of experience

    1+ Sales in the last 12 months

    Top 2%

    in Chester, MA

    $12.3M

    All-Time Sales

    $190K - $1.1M

    Price Range

    Kimberly Spenceer profile picture
    BadgeTop Agent

    (4)

    Kimberly Spenceer

    RE/MAX COMPASS

    37 Years of experience

    1+ Sales in the last 12 months

    Top 2.4%

    in Chester, MA

    $8.3M

    All-Time Sales

    $150K - $380K

    Price Range

    Aimee Tompkins profile picture
    BadgeTop Agent

    (11)

    Aimee Tompkins

    Park Square Realty

    24 Years of experience

    27+ Sales in the last 12 months

    Top 3.2%

    in Chester, MA

    $70.8M

    All-Time Sales

    $210K - $880K

    Price Range

    4%

    Negotiated Off List

    Matthew Jackson profile picture
    BadgeTop Agent

    (154)

    Matthew Jackson

    RE/MAX Connections

    19 Years of experience

    85+ Sales in the last 12 months

    $199.8M

    All-Time Sales

    $230K - $800K

    Price Range

    7%

    Negotiated Off List

    Linda Webster profile picture

    (32)

    Linda Webster

    Coldwell Banker Community Real

    19 Years of experience

    Top 2.4%

    in Chester, MA

    3

    Sold in Chester, MA

    2007

    Year Licensed

    Gordon Avery profile picture

    (9)

    Gordon Avery

    Keller Williams Realty-Longmea

    14 Years of experience

    Top 2.8%

    in Chester, MA

    2

    Sold in Chester, MA

    2012

    Year Licensed

    Do Top Chester Agents Sell Faster?

    The 5 top-ranked agents on EffectiveAgents in Chester sell in a median of 60 days, compared with the Chester market median of 331 days on market.

    Top-ranked agents60 days
    Chester market331 days

    About 271 days faster (82% 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 April. To hit that window, plan to list around March.

    Median days on market by month (shorter is faster)

    98Jan12Feb28Mar24Apr140May25Jun44Jul35Aug22Sep106Oct65Nov47Dec

    April

    Best month to sell

    24 days

    Typical time on market

    108.2%

    Of asking price

    Seasonal averages from the last 24 months of Chester, MA 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 250 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 $329,000 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.

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