Top Realtors and Real Estate Agents in Chester, MD

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

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    Michael Rosendale profile picture
    BadgeTop 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

    Crystal Smith profile picture
    BadgeTop Agent

    (31)

    Crystal Smith

    RE/MAX Executive

    21 Years of experience

    116+ Sales in the last 12 months

    Top 1.58%

    in Chester, MD

    $272.4M

    All-Time Sales

    $310K - $1.5M

    Price Range

    4%

    Negotiated Off List

    Dee Dee Miller profile picture
    BadgeTop Agent

    (22)

    Dee Dee Miller

    Long and Foster Real Estate Inc

    27 Years of experience

    65+ Sales in the last 12 months

    Top 2.53%

    in Chester, MD

    $309.5M

    All-Time Sales

    $400K - $5M

    Price Range

    6%

    Negotiated Off List

    MICHELLE WILLIS profile picture
    BadgeTop Agent

    (48)

    MICHELLE WILLIS

    REMAX PROFESSIONALS

    21 Years of experience

    35+ Sales in the last 12 months

    Top 4.11%

    in Chester, MD

    $107.7M

    All-Time Sales

    $310K - $1.2M

    Price Range

    3%

    Negotiated Off List

    Erin Anderson profile picture
    BadgeTop Agent

    (79)

    Erin Anderson

    Chesapeake Real Estate Associates LLC

    9 Years of experience

    40+ Sales in the last 12 months

    Top 4.75%

    in Chester, MD

    $89.8M

    All-Time Sales

    $260K - $2.4M

    Price Range

    6%

    Negotiated Off List

    David J. Moore profile picture
    BadgeTop Agent

    (9)

    David J. Moore

    RE/MAX Executive

    21 Years of experience

    30+ Sales in the last 12 months

    Top 5.38%

    in Chester, MD

    $161.8M

    All-Time Sales

    $270K - $2.4M

    Price Range

    5%

    Negotiated Off List

    Robert Lucido profile picture
    BadgeTop Agent

    (806)

    Robert Lucido

    Keller Williams Lucido Agency

    50 Years of experience

    1,008+ Sales in the last 12 months

    Top 6.01%

    in Chester, MD

    $4.66B

    All-Time Sales

    $390K - $14M

    Price Range

    5%

    Negotiated Off List

    Melissa Murray profile picture
    BadgeTop Agent

    (69)

    Melissa Murray

    Compass

    23 Years of experience

    32+ Sales in the last 12 months

    Top 6.33%

    in Chester, MD

    $403.1M

    All-Time Sales

    $430K - $2.9M

    Price Range

    5%

    Negotiated Off List

    Laura Anderson profile picture
    BadgeTop Agent

    (148)

    Laura Anderson

    Coldwell Banker Realty

    13 Years of experience

    21+ Sales in the last 12 months

    Top 6.33%

    in Chester, MD

    $111.1M

    All-Time Sales

    $270K - $1.4M

    Price Range

    Mary Wagner profile picture
    BadgeTop Agent

    (10)

    Mary Wagner

    RE/MAX Executive

    29 Years of experience

    7+ Sales in the last 12 months

    Top 6.65%

    in Chester, MD

    $59.8M

    All-Time Sales

    $360K - $1.3M

    Price Range

    5%

    Negotiated Off List

    John Logan profile picture
    BadgeTop Agent

    (80)

    John Logan

    Keller Williams Realty Centre

    10 Years of experience

    91+ Sales in the last 12 months

    Top 6.96%

    in Chester, MD

    $178.9M

    All-Time Sales

    $330K - $1.3M

    Price Range

    4%

    Negotiated Off List

    Melissa Tippett profile picture
    BadgeTop Agent

    (31)

    Melissa Tippett

    TTR Sotheby's International Realty

    22 Years of experience

    15+ Sales in the last 12 months

    Top 6.96%

    in Chester, MD

    $81.1M

    All-Time Sales

    $310K - $2.1M

    Price Range

    7%

    Negotiated Off List

    Shane Hall profile picture
    BadgeTop Agent

    (32)

    Shane Hall

    Compass

    13 Years of experience

    26+ Sales in the last 12 months

    Top 7.28%

    in Chester, MD

    $290.5M

    All-Time Sales

    $510K - $2.7M

    Price Range

    5%

    Negotiated Off List

    Liz Montaner profile picture
    BadgeTop Agent

    (69)

    Liz Montaner

    Coldwell Banker Realty

    20 Years of experience

    14+ Sales in the last 12 months

    Top 7.59%

    in Chester, MD

    $236.5M

    All-Time Sales

    $500K - $6.7M

    Price Range

    3%

    Negotiated Off List

    Kelly Schuit profile picture
    BadgeTop Agent

    (200)

    Kelly Schuit

    Kelly + Co Realty

    8 Years of experience

    307+ Sales in the last 12 months

    Top 8.54%

    in Chester, MD

    $290.7M

    All-Time Sales

    $360K - $2M

    Price Range

    Mary Lynch profile picture
    BadgeTop Agent

    (36)

    Mary Lynch

    Cummings & Co Realtors

    29 Years of experience

    19+ Sales in the last 12 months

    Top 8.54%

    in Chester, MD

    $74.7M

    All-Time Sales

    $220K - $890K

    Price Range

    Trent Gladstone profile picture
    BadgeTop Agent

    (76)

    Trent Gladstone

    Keller Williams Integrity

    24 Years of experience

    86+ Sales in the last 12 months

    Top 9.49%

    in Chester, MD

    $545.7M

    All-Time Sales

    $300K - $1.7M

    Price Range

    4%

    Negotiated Off List

    Sergey Taksis profile picture
    BadgeTop Agent

    (46)

    Sergey Taksis

    Long and Foster - Christie's International Real Estate

    7 Years of experience

    123+ Sales in the last 12 months

    Top 9.49%

    in Chester, MD

    $148.2M

    All-Time Sales

    $350K - $1.1M

    Price Range

    6%

    Negotiated Off List

    Steven Patten profile picture
    BadgeTop Agent

    (53)

    Steven Patten

    Keller Williams Metro Center

    22 Years of experience

    38+ Sales in the last 12 months

    Top 9.49%

    in Chester, MD

    $102M

    All-Time Sales

    $330K - $2M

    Price Range

    3%

    Negotiated Off List

    Cindy Allen profile picture
    BadgeTop Agent

    (41)

    Cindy Allen

    Metro Premier Homes

    28 Years of experience

    50+ Sales in the last 12 months

    $208.8M

    All-Time Sales

    $270K - $1.4M

    Price Range

    4%

    Negotiated Off List

    Rich Phillips profile picture
    BadgeTop Agent

    (65)

    Rich Phillips

    Northrop Realty

    19 Years of experience

    35+ Sales in the last 12 months

    $88.5M

    All-Time Sales

    $360K - $1.5M

    Price Range

    4%

    Negotiated Off List

    Bonnie McGurn profile picture
    BadgeTop 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

    Keave Slomine profile picture
    BadgeTop Agent

    Reviews not yet available

    Keave Slomine

    New Republic Realty

    14 Years of experience

    20+ Sales in the last 12 months

    $4.5M

    All-Time Sales

    $180K - $630K

    Price Range

    20

    Total Number Of Homes Sold

    Richard Harrington profile picture
    BadgeTop Agent

    (43)

    Richard Harrington

    RE/MAX

    46 Years of experience

    5+ Sales in the last 12 months

    $66.8M

    All-Time Sales

    $240K - $1.2M

    Price Range

    220

    Total Number Of Homes Sold

    Jay Doaty profile picture
    BadgeTop Agent

    (12)

    Jay Doaty

    eXp Realty

    10 Years of experience

    16+ Sales in the last 12 months

    $37.6M

    All-Time Sales

    $190K - $1.2M

    Price Range

    5%

    Negotiated Off List

    Do Top Chester Agents Sell Faster?

    The 25 top-ranked agents on EffectiveAgents in Chester sell in a median of 24 days, compared with the Chester market median of 53 days on market.

    Top-ranked agents24 days
    Chester market53 days

    About 29 days faster (55% 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)

    89Jan81Feb80Mar56Apr56May51Jun42Jul46Aug59Sep59Oct65Nov73Dec

    July

    Best month to sell

    42 days

    Typical time on market

    99.4%

    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: July 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 $560,969 as of July 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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