South Shore's Top REALTORS® And Real Estate Agents
South Shore is a neighborhood in Chicago, IL. Here are the Top Real Estate Agents that service South Shore.
Median Home Value
$173K
5-Year Change
+118%

(117)
Gary Aver
Re/Max United
33 Years of experience
25+ Sales in the last 12 months
3 verified sales in South Shore
$379.5M
All-Time Sales
$160K - $1.4M
Price Range
236
Sold in Chicago, IL

(17)
Trudy Holmes
EXIT True Design Realty
32 Years of experience
10+ Sales in the last 12 months
3 verified sales in South Shore
Top 0.54%
in Chicago, IL
$33.1M
All-Time Sales
$120K - $480K
Price Range
12%
Negotiated Off List

(357)
Nick Rendleman
Your Home Sold Guaranteed Realty: The Nicholas Ryan Team
14 Years of experience
1+ Sales in the last 12 months
2 verified sales in South Shore
$260.5M
All-Time Sales
$240K - $2.7M
Price Range
8%
Negotiated Off List

(132)
Brent Wilk
Wilk Real Estate
23 Years of experience
203+ Sales in the last 12 months
2 verified sales in South Shore
Top 0.23%
in Chicago, IL
$666.8M
All-Time Sales
$170K - $1.4M
Price Range
4%
Negotiated Off List

(39)
Maikol Akintonde
Coldwell Banker Realty
23 Years of experience
14+ Sales in the last 12 months
2 verified sales in South Shore
Top 0.38%
in Chicago, IL
$68.9M
All-Time Sales
$150K - $1M
Price Range
5%
Negotiated Off List

(12)
Tom Annerino
Realty Executives
16 Years of experience
9+ Sales in the last 12 months
2 verified sales in South Shore
$100M
All-Time Sales
$170K - $1.5M
Price Range
8%
Negotiated Off List

(2033)
Matt Laricy
Americorp
23 Years of experience
1,334+ Sales in the last 12 months
1 verified sale in South Shore
$3.73B
All-Time Sales
$380K - $27.5M
Price Range
7140
Sold in Chicago, IL

(426)
Cindy Banks
RE/MAX Cornerstone
41 Years of experience
172+ Sales in the last 12 months
1 verified sale in South Shore
Top 0.29%
in Chicago, IL
$930.5M
All-Time Sales
$240K - $30M
Price Range
5%
Negotiated Off List

(123)
Michael Kang
Coldwell Banker
12 Years of experience
120+ Sales in the last 12 months
1 verified sale in South Shore
Top 0.3%
in Chicago, IL
$186M
All-Time Sales
$300K - $2.2M
Price Range
6%
Negotiated Off List

(21)
Leyla Jimenez
RE/MAX Loyalty
11 Years of experience
39+ Sales in the last 12 months
1 verified sale in South Shore
Top 0.48%
in Chicago, IL
$74.9M
All-Time Sales
$180K - $730K
Price Range
6%
Negotiated Off List
Top Realtors by Neighborhood in Chicago, IL
Why you need a Top Real Estate Agent in South Shore, Chicago,IL
Chicago has 23,362 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 Shore. Since 2009 we have analyzed how real estate agents perform in South Shore and our expertise can help you find the best Realtor to sell your home.
The South Shore Housing Market
Verified MLS market data for South Shore in Chicago, IL as of September 2026.
Median Sale Price
$147K
Median Days on Market
63 days
Sale-to-List Price
96.2%
Homes Sold (monthly)
28
Across all of Chicago: $410K median and 52 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 Shore 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 Chicago?
There are 23,362 real estate agents in Chicago
Who are the top real estate agents in and around South Shore?
Top selling real estate agents in and around South Shore include Gary Aver, Trudy Holmes, Nick Rendleman, Brent Wilk and Maikol Akintonde.
What is the best time of year to sell a home in the Chicago area?
Based on the last 24 months of verified MLS market data, homes in the Chicago area sell fastest and closest to asking price when they go under contract in May. To hit that window, plan to list around March.
What is the median home value in South Shore?
The median home value in South Shore is $173,271, a gain of 118% over the past five years.
Free Real Estate Calculators
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