South Boston's Top REALTORS® And Real Estate Agents

    South Boston is a neighborhood in Boston, MA. Here are the Top Real Estate Agents that service South Boston.

    Median Home Value

    $797K

    5-Year Change

    +48%

    Recent Sales
    Ratings & Reviews
    Average Price Point
    Other Areas Rank
    Neighborhood Expertise
    Years of Experience
    YEARS OF EXPERIENCE
    ACHIEVEMENTS
    Jeffrey Chubb profile picture
    BadgeTop Agent

    (148)

    Jeffrey Chubb

    eXp Realty

    18 Years of experience

    21+ Sales in the last 12 months

    59 verified sales in South Boston

    Top 0.05%

    in Boston, MA

    $378.4M

    All-Time Sales

    $430K - $2M

    Price Range

    3%

    Negotiated Off List

    Charles King profile picture
    BadgeTop Agent

    (53)

    Charles King

    Real Brokerage - The Charles King Group

    15 Years of experience

    112+ Sales in the last 12 months

    28 verified sales in South Boston

    Top 0.14%

    in Boston, MA

    $389.8M

    All-Time Sales

    $650K - $4.1M

    Price Range

    4%

    Negotiated Off List

    Robert Cohen profile picture
    BadgeTop Agent

    (86)

    Robert Cohen

    Engel and Volkers

    29 Years of experience

    12+ Sales in the last 12 months

    9 verified sales in South Boston

    Top 0.01%

    in Boston, MA

    $598.4M

    All-Time Sales

    $810K - $6.8M

    Price Range

    5%

    Negotiated Off List

    Kate Duggan profile picture
    BadgeTop Agent

    (54)

    Kate Duggan

    Bostonia Properties

    24 Years of experience

    32+ Sales in the last 12 months

    9 verified sales in South Boston

    Top 0.06%

    in Boston, MA

    $279.2M

    All-Time Sales

    $460K - $3.3M

    Price Range

    4%

    Negotiated Off List

    Gregory McCarthy profile picture
    BadgeTop Agent

    (28)

    Gregory McCarthy

    Riverfront Realtors

    20 Years of experience

    0+ Sales in the last 12 months

    6 verified sales in South Boston

    Top 0.13%

    in Boston, MA

    $105M

    All-Time Sales

    $510K - $3M

    Price Range

    Valerie Post profile picture
    BadgeTop Agent

    (126)

    Valerie Post

    Engel and Volkers

    27 Years of experience

    39+ Sales in the last 12 months

    4 verified sales in South Boston

    Top 0.02%

    in Boston, MA

    $716.5M

    All-Time Sales

    $900K - $6.5M

    Price Range

    4%

    Negotiated Off List

    Chris Kostopoulos profile picture
    BadgeTop Agent

    (117)

    Chris Kostopoulos

    Keller Williams Realty

    22 Years of experience

    115+ Sales in the last 12 months

    3 verified sales in South Boston

    Top 0.04%

    in Boston, MA

    $747.7M

    All-Time Sales

    $550K - $5.7M

    Price Range

    5%

    Negotiated Off List

    Margie Gundersheim profile picture
    BadgeTop Agent

    (107)

    Margie Gundersheim

    Keller Williams Realty

    21 Years of experience

    52+ Sales in the last 12 months

    3 verified sales in South Boston

    Top 0.26%

    in Boston, MA

    $320.5M

    All-Time Sales

    $780K - $4.7M

    Price Range

    4%

    Negotiated Off List

    David Ladner profile picture
    BadgeTop Agent

    (222)

    David Ladner

    RE/MAX Harmony

    13 Years of experience

    141+ Sales in the last 12 months

    3 verified sales in South Boston

    Top 0.33%

    in Boston, MA

    $425.5M

    All-Time Sales

    $530K - $2.1M

    Price Range

    4%

    Negotiated Off List

    Cameron Chesley profile picture
    BadgeTop Agent

    (29)

    Cameron Chesley

    CS Luxury Group - Keller Williams, Boston Metro

    9 Years of experience

    9+ Sales in the last 12 months

    2 verified sales in South Boston

    Top 0.17%

    in Boston, MA

    $144.9M

    All-Time Sales

    $830K - $4.7M

    Price Range

    3%

    Negotiated Off List

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    Why you need a Top Real Estate Agent in South Boston, Boston,MA

    Boston has 13,178 active real estate agents for you to choose from. How do you know if you’re selecting the best one in your area? Simple: EffectiveAgents has analyzed the performance history and past transactions of every agent that has sold homes in South Boston. Since 2009 we have analyzed how real estate agents perform in South Boston and our expertise can help you find the best Realtor to sell your home.

    How We Rank South Boston Real Estate Agents

    Our rankings are built from verified transaction data, not advertising spend. For every agent we analyze more than fifteen performance signals, including recent and all-time sales, days on market, negotiation results, price-point fit, and verified reviews.

    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

    Frequently Asked Questions

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