Top Realtors and Real Estate Agents in Leonardtown, MD

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

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    Mark Frisco profile picture
    BadgeTop Agent

    (142)

    Mark Frisco

    Century 21 New Millennium

    17 Years of experience

    171+ Sales in the last 12 months

    Top 2.31%

    in Leonardtown, MD

    $550.6M

    All-Time Sales

    $260K - $2.7M

    Price Range

    5%

    Negotiated Off List

    Juliet Brown profile picture
    BadgeTop Agent

    (2)

    Juliet Brown

    Residential Plus Real Estate Services

    24 Years of experience

    9+ Sales in the last 12 months

    Top 3.08%

    in Leonardtown, MD

    $70.6M

    All-Time Sales

    $180K - $1.3M

    Price Range

    Michelle Camaioni profile picture
    BadgeTop Agent

    (59)

    Michelle Camaioni

    REMAX ONE

    25 Years of experience

    31+ Sales in the last 12 months

    Top 4.23%

    in Leonardtown, MD

    $97.3M

    All-Time Sales

    $130K - $1.2M

    Price Range

    5%

    Negotiated Off List

    Mary Chambers profile picture
    BadgeTop Agent

    (300)

    Mary Chambers

    JPAR Real Estate Professionals

    21 Years of experience

    66+ Sales in the last 12 months

    Top 5.38%

    in Leonardtown, MD

    $330.8M

    All-Time Sales

    $320K - $3.3M

    Price Range

    3%

    Negotiated Off List

    Jessica Abad profile picture
    BadgeTop Agent

    Reviews not yet available

    Jessica Abad

    Century 21 New Millennium

    6 Years of experience

    19+ Sales in the last 12 months

    Top 10.38%

    in Leonardtown, MD

    $31.1M

    All-Time Sales

    $330K - $1.3M

    Price Range

    Kelly Niland Mahaffee profile picture
    BadgeTop Agent

    (19)

    Kelly Niland Mahaffee

    Home Towne Real Estate

    24 Years of experience

    33+ Sales in the last 12 months

    Top 11.15%

    in Leonardtown, MD

    $78.4M

    All-Time Sales

    $280K - $1.5M

    Price Range

    7%

    Negotiated Off List

    Jonathan Benya profile picture
    BadgeTop Agent

    (83)

    Jonathan Benya

    eXp Realty

    19 Years of experience

    28+ Sales in the last 12 months

    Top 11.48%

    in Leonardtown, MD

    $228M

    All-Time Sales

    $250K - $1.5M

    Price Range

    4%

    Negotiated Off List

    Barbara Raley profile picture
    BadgeTop Agent

    (51)

    Barbara Raley

    Berkshire Hathaway Home Services

    9 Years of experience

    4+ Sales in the last 12 months

    Top 13.08%

    in Leonardtown, MD

    $38.6M

    All-Time Sales

    $330K - $1.1M

    Price Range

    Mike Hall profile picture
    BadgeTop Agent

    (4)

    Mike Hall

    Long and Foster

    13 Years of experience

    2+ Sales in the last 12 months

    Top 13.08%

    in Leonardtown, MD

    $20.1M

    All-Time Sales

    $270K - $860K

    Price Range

    Laura Forbes profile picture
    BadgeTop Agent

    (19)

    Laura Forbes

    Century 21 New Millennuim

    22 Years of experience

    40+ Sales in the last 12 months

    Top 14.23%

    in Leonardtown, MD

    $137.1M

    All-Time Sales

    $300K - $2.3M

    Price Range

    8%

    Negotiated Off List

    Cathy Stottlemyer profile picture
    BadgeTop Agent

    (1)

    Cathy Stottlemyer

    Century 21 New Millennium

    11 Years of experience

    25+ Sales in the last 12 months

    Top 14.23%

    in Leonardtown, MD

    $57.9M

    All-Time Sales

    $370K - $1.2M

    Price Range

    2%

    Negotiated Off List

    Bob Gauger profile picture
    BadgeTop Agent

    Reviews not yet available

    Bob Gauger

    Exit Realty

    36 Years of experience

    4+ Sales in the last 12 months

    Top 14.62%

    in Leonardtown, MD

    $18.5M

    All-Time Sales

    $280K - $1M

    Price Range

    Debbie Friedrich profile picture
    BadgeTop Agent

    (4)

    Debbie Friedrich

    Berkshire Hathaway Home Services PenFed Realty

    10 Years of experience

    14+ Sales in the last 12 months

    Top 15%

    in Leonardtown, MD

    $6.5M

    All-Time Sales

    $370K - $660K

    Price Range

    Keely Tolley profile picture
    BadgeTop Agent

    (61)

    Keely Tolley

    RE/MAX One

    27 Years of experience

    1+ Sales in the last 12 months

    Top 19.92%

    in Leonardtown, MD

    $96.7M

    All-Time Sales

    $200K - $1.3M

    Price Range

    Jill Crofcheck profile picture
    BadgeTop Agent

    (26)

    Jill Crofcheck

    MDC Realty

    22 Years of experience

    1+ Sales in the last 12 months

    $158.5M

    All-Time Sales

    $260K - $1.8M

    Price Range

    3%

    Negotiated Off List

    Debbie Balderson profile picture
    BadgeTop Agent

    (27)

    Debbie Balderson

    O'Brien Realty ERA Powered

    28 Years of experience

    22+ Sales in the last 12 months

    $105M

    All-Time Sales

    $250K - $1.2M

    Price Range

    5%

    Negotiated Off List

    Mike Myslinski profile picture
    BadgeTop Agent

    (40)

    Mike Myslinski

    Kelly and Co Realty

    5 Years of experience

    83+ Sales in the last 12 months

    $74.4M

    All-Time Sales

    $360K - $1.3M

    Price Range

    164

    Total Number Of Homes Sold

    Rebecca Hammer profile picture
    BadgeTop Agent

    Reviews not yet available

    Rebecca Hammer

    REMAX ONE

    43 Years of experience

    1+ Sales in the last 12 months

    $12.9M

    All-Time Sales

    $180K - $630K

    Price Range

    58

    Total Number Of Homes Sold

    Katie Sivak profile picture
    BadgeTop Agent

    (10)

    Katie Sivak

    Keller Williams Three Bridges

    11 Years of experience

    1+ Sales in the last 12 months

    $9.3M

    All-Time Sales

    $280K - $1.2M

    Price Range

    26

    Total Number Of Homes Sold

    Do Top Leonardtown Agents Sell Faster?

    The 18 top-ranked agents on EffectiveAgents in Leonardtown sell in a median of 30 days, compared with the Leonardtown market median of 37 days on market.

    Top-ranked agents30 days
    Leonardtown market37 days

    About 7 days faster (19% quicker than the Leonardtown market)

    Median days to sale reported by the top-ranked Leonardtown agents on EffectiveAgents, compared with the Leonardtown market median days on market. Agent figures reflect each agent's reported sales history.

    When Is the Best Time to Sell a House in Leonardtown?

    Based on the last 24 months of verified MLS market data, homes in Leonardtown sell fastest and closest to asking when they go under contract in September. To hit that window, plan to list around August.

    Median days on market by month (shorter is faster)

    91Jan49Feb41Mar39Apr40May45Jun27Jul20Aug26Sep68Oct47Nov36Dec

    September

    Best month to sell

    26 days

    Typical time on market

    101.2%

    Of asking price

    Seasonal averages from the last 24 months of Leonardtown, 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 Leonardtown 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 Leonardtown 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

    Leonardtown Real Estate Agent FAQs

    How were these Leonardtown 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 Leonardtown?

    Our data covers 260 real estate agents serving the Leonardtown area. The count represents agents with transaction activity recorded in our Leonardtown market data, not simply everyone holding a license.

    What does the median sale price in Leonardtown mean for sellers?

    Leonardtown's median sale price is $566,200 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 Leonardtown 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 Leonardtown 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 Leonardtown 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 Leonardtown realtor before hiring them?

    Ask how many homes they have closed in Leonardtown 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 Leonardtown, MD

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