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%

(148)
Jeffrey Chubb
eXp Realty
18 Years of experience
25+ Sales in the last 12 months
59 verified sales in South Boston
$385.1M
All-Time Sales
$430K - $2M
Price Range
3%
Negotiated Off List

(55)
Charles King
Real Brokerage - The Charles King Group
15 Years of experience
111+ Sales in the last 12 months
28 verified sales in South Boston
Top 0.16%
in Boston, MA
$414.4M
All-Time Sales
$650K - $4.1M
Price Range
4%
Negotiated Off List

(87)
Robert Cohen
Engel and Volkers
29 Years of experience
8+ Sales in the last 12 months
9 verified sales in South Boston
Top 0.01%
in Boston, MA
$605.1M
All-Time Sales
$810K - $6.8M
Price Range
4%
Negotiated Off List

(54)
Kate Duggan
Bostonia Properties
24 Years of experience
27+ Sales in the last 12 months
9 verified sales in South Boston
Top 0.08%
in Boston, MA
$286.7M
All-Time Sales
$460K - $3.3M
Price Range
4%
Negotiated Off List

(28)
Gregory McCarthy
Riverfront Realtors
20 Years of experience
0+ Sales in the last 12 months
6 verified sales in South Boston
$105M
All-Time Sales
$510K - $3M
Price Range
67
Sold in Boston, MA

(126)
Valerie Post
Engel and Volkers
27 Years of experience
38+ Sales in the last 12 months
4 verified sales in South Boston
Top 0.02%
in Boston, MA
$757.4M
All-Time Sales
$910K - $6.5M
Price Range
4%
Negotiated Off List

(117)
Chris Kostopoulos
Keller Williams Realty
22 Years of experience
109+ Sales in the last 12 months
3 verified sales in South Boston
Top 0.05%
in Boston, MA
$786.8M
All-Time Sales
$550K - $5.7M
Price Range
5%
Negotiated Off List

(722)
Lisa Chinatti
Cameron Prestige
21 Years of experience
606+ Sales in the last 12 months
3 verified sales in South Boston
Top 0.08%
in Boston, MA
$2.47B
All-Time Sales
$400K - $3.1M
Price Range
5%
Negotiated Off List

(107)
Margie Gundersheim
Keller Williams Realty
21 Years of experience
51+ Sales in the last 12 months
3 verified sales in South Boston
Top 0.3%
in Boston, MA
$322.6M
All-Time Sales
$770K - $4.7M
Price Range
4%
Negotiated Off List

(229)
David Ladner
RE/MAX Harmony
13 Years of experience
148+ Sales in the last 12 months
3 verified sales in South Boston
Top 0.39%
in Boston, MA
$455.9M
All-Time Sales
$540K - $2.1M
Price Range
4%
Negotiated Off List
Top Realtors by Neighborhood in Boston, MA
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.
The South Boston Housing Market
Verified MLS market data for South Boston in Boston, MA as of September 2026.
Median Sale Price
$890K
Median Days on Market
39 days
Sale-to-List Price
98.2%
Homes Sold (monthly)
58
Across all of Boston: $841K median and 35 days on market.
Neighborhood market data through September 2026. Individual results vary with price, condition, and how the broader market moves.
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: September 2026
Frequently Asked Questions
You have questions.
Luckily, we have answers.
How many realtors are there in Boston?
There are 13,178 real estate agents in Boston
Who are the top real estate agents in and around South Boston?
Top selling real estate agents in and around South Boston include Jeffrey Chubb, Charles King, Robert Cohen, Kate Duggan and Gregory McCarthy.
What is the best time of year to sell a home in the Boston area?
Based on the last 24 months of verified MLS market data, homes in the Boston area sell fastest and closest to asking price when they go under contract in May. To hit that window, plan to list around April.
What is the median home value in South Boston?
The median home value in South Boston is $796,937, a gain of 48% over the past five years.
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