The best way to find top real estate agents in Southwest Side, Chicago, IL

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Real estate in Chicago’s Southwest Side neighborhood.

Compare top Southwest Side real estate agents.

Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for January 2026. *


* Sales data is calculated based on transaction information available to Agent Pronto at the time of publishing and may not accurately reflect all transactions for a given agent.

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Trusted by over 500,000 buyers and sellers.

See why so many people rely on Agent Pronto to make their real estate journey a success.

““Working with Meldina Dervisevic to sell our single-family home in Wheeling was an excellent experience from start to finish. Her market knowledge, pricing strategy, and attention to detail helped us attract the right buyer quickly and confidently. Meldina guided us through every step of the process, communicated clearly, and handled negotiations with professionalism and care. Thanks to her expertise, our home sold smoothly and with great results. We highly recommend Meldina to anyone looking to sell their home.””

George · Wheeling, IL

Photo of Meldina Realty Group
Century 21 Dream Homes
“Service and Expertise are #1 for me and in that regard, Mike McCatty provides excellent service and his expertise especially in the area I was selling in, is top-notch. Having a lot of previous sales experience in my development meant he already knew how to market and sell in the HoA I lived in, and what the requirements were to complete the sale with the property management company. Mike also properly communicated expectations in selling during this time of economic uncertainty knowing the market was shifting. Even still, my home received plenty of traffic, solid feedback and a number of interested buyers. I cannot possibly say enough kind things about Mike, his client-centric approach and calm demeanor in addressing other realtor's lack of professionalism, such as not leaving my home as it was found, unlocked, etc.. I would absolutely 100% recommend Mike to anyone who needs a realtor. I am very pleased to have chosen his services and would do so again if needed.”

Larry Beske · Orland Park, IL

Photo of McCatty Real Estate
Century 21 Circle
“I live in Lincoln, NE and was charged with the responsibility of selling my deceased brothers' home in Chicago Heights, Illinois. Thank God Kim answered the call. Kim held my hand every step of the way and made a very difficult situation manageable. Within a couple of days of advertising the home, we had two buyers bidding on the property. Kim even helped connect me with a real estate attorney as well as other professionals needed to prepare the home for the sale. The property closed and the sale finalized within a month. Kim's decades of experience, along with her kindness, intelligence, integrity and sense of humor helped me through. I am eternally grateful to Kim and her team and I recommend them without reservation. They are totally awesome. There is no better real estate team!”

Jacquelyn D. Miller · Chicago Heights, IL

Photo of Kim Wirtz
Wirtz Real Estate Group, Inc.
“We would reccomend Steve Goodman to anyone looking to sell in today's market. He got our home sold during the slow holiday period when buyers also had several other options. His experience and knowledge definitely give him an edge as he guided us through the process. Thanks Steve!”

George Rogers · New Lenox, IL

Photo of Steven Goodman
RE/MAX Suburban
“We had a fantastic experience working with Rene]. She was incredibly responsive, knowledgeable, and truly in our corner from start to finish. Her guidance made the entire process feel smooth and manageable. She also connected us with excellent professionals to help complete our closing to keep everything on track. On top of that, she was simply easy to work with—supportive, straightforward, and honest about expectations. We are grateful for her expertise and would highly recommend her to anyone looking for a dedicated and reliable real estate agent.”

Cate and Chad · Pleasant Prairie, WI

Photo of Renee OBrien Group
Keller Williams North Shore West
“John Rice was exceptional to work with. His professionalism, clear communication, and responsiveness made the entire process smooth and stress-free. He was always available to answer questions and made sure every detail was handled with care. I would confidently recommend him to anyone looking for a trusted realtor.”

Mary Sonzo · Cape Coral, FL

Photo of The Rice Team
Baird & Warner Century 21 Selling Paradise
“What a pleasure working with this amazing professional. She was always available in a moments notice, made the buying and selling experience seamless, stress free, and enjoyable! I highly recommend her and will most certainly be using her again!”

Christiana Petrovich · Brookfield, IL

Photo of Brittany Simon
Compass
“Vicky helped with all aspects of the sale. She helped guide us with prepping the property for photos, gave an analysis of surrounding properties in the area, answered all our questions, and communicated with us regularly during the process of the sale.”

Karen L · Oswego, IL

Photo of Victoria Holmes
Berkshire Hathaway HomeServices Chicago
“Immediately upon meeting Tracy Anderson, I knew that she was the perfect realtor for us. Her local area sales experience, personal involvement and life history within the neighboring suburbs, the positive attitude she projects, and her light-hearted personality were unquestionably ideal for meeting our home selling goals. Tracy managed our sales process expertly and with ease, reflecting a humble confidence and control that created trust and excitement for us. We immediately realized her sales strategy would propel us smoothly to a gratifying sales experience. Prior to live posting on the MLS, we received multiple full price offers from the first day private showings. Tracy's clear communication and skilled negotiating with all involved parties, even prompted an above price offer. We could not be more elated with our time spent with Tracy and her very personal approach. Of course, I sincerely recommend her as a highly exceptional real estate agent.”

Tom Prendergast · Indian Head Park, IL

Photo of Tracy Anderson
Compass
“Emir has always been a pleasure to work with. He has helped me by and sale property previously and I was confident he would help me find my new home. He was very communicative and reachable when requesting showings and negotiating pricing. I strongly recommend him to my friends and family. Thank you for all you did for me Emir!”

Danielle E · Morton Grove, IL

Photo of Emir Vulic
Owners.com
“Very great guy to work with. Will defintely work with him in the future and reccomend people that i know, to him.”

Isaac Sacagiu · Chicago, IL

Photo of The Jones Group
Berkshire Hathaway HomeServices
“Dan was very professional throughout the entire process. He was knowledgeable about the neighborhood and broader trends and we were able to respond quickly to market conditions. Dan is very fair, honest, and trustworthy. He is also candid about the condition of the property but strives to get the most value possible for the seller out of the sale. He hired a professional photographer which helped with marketing the property and bringing out its best features. We would recommend Dan to our family and friends.”

Bonnie Evans · Orland Park, IL

Photo of Daniel Brandner
Century 21 SGR
“Kathryn went above and beyond. She worked the selling of the home while we were out of the country even. She was the perfect fit for us as an agent.”

Barbara Bremer · Bolingbrook, IL

Photo of Kathryn Hoffman
Century 21 Affiliated
“Katherine Rubis was outstanding in dealing with my needs. I was in Japan and did the entire process remotely. This was my first home purchase and she was very knowledgeable and made it very easy. She had all the support professionals (lawyers, insurance, and banking contacts) to make the entire process smooth and seamless. I would definately use her again and recommend her to anyone, especially if you are a first time homebuyer.”

Gary Deakin · Chicago, IL

Photo of Househunters4u Team
Berkshire Hathaway Chicago
“John was very professional and very helpful in answering any questions we had in the sale of our home. Thank you John”

Mike Carney · Wheeling, IL

Photo of John Campobasso
Keller Williams Thrive Realty
“Gergana was outstanding from start to finish. She was straightforward, never sugarcoating, and always on point with her suggestions. From the beginning, she came prepared with a clear plan and executed it flawlessly. I was initially worried about listing the house in January, but thanks to Gergana’s expertise and guidance, we were under contract in less than three days, and we received more than our asking price. Her advice was spot-on, and we’re so glad we followed it. We couldn’t be happier with the results and the smooth experience. If we ever need to sell a house again in the future, Gergana will be our first call. Highly recommended!”

Noah Ramos · Aurora, IL

Photo of Gergana Androva
Village Realty, Inc
“She was very helpful especially to a first time home buyer. Whatever questions I had about the property she would answer it or get the answer from the listing agent. Was always on time for showings. Would definitely recommend her especially for first time buyers”

Jason Ramirez · Chicago, IL

Photo of Karla Lopez
Realty of America, LLC
“Miguel was amazing 10/10 definitely recommend! He is very knowledgeable and super attentive, he really made this first time home buying process very smooth and the best of all is that he was very understanding.”

Cayetano · Hometown, IL

Photo of The Aguirre Group
Realty of America
“Working with Mr Phillips was a pleasure, my property faced some challenges in regards the prospect buyers but he stepped in and quickly resolved the issues, Mr Phillips goes above and beyond and always makes sure his clients get the best treatment and deals. Cannot say enough how grateful I am working with him. I will definetely recommed him to my friends and family .”

Ana Perez · Tinley Park, IL

Photo of Jeff Phillips
Berkshire Hathaway Home Services Chicago
“Cinny helped us sell and buy a condo at the same time and the whole experience was so smooth. From helping us list our place, going to showings with us, and answering all our concerns, I don’t know how she did it all but she was there for us. We were able to do both the selling and buying within 3 months which still amazes me how quick and easy she made this process. She was proactive in finding places and booking showings that work around our schedule. And what I really love is how well she understood what my partner and I were looking for in a home. We ended up buying the place she had suggested for us. Originally this place was not on our radar but she highly recommended us to check it out and we’re so glad we did. We’re so happy with new home and this could not have been done without Cinny!”

Tiffany · Chicago, IL

Photo of Cinny Chui
Century 21 Realty Associates

Southwest Side real estate Market Report.

Information and statistics on the latest trends in the Southwest Side real estate market, updated for January 2026. *

The typical home value in Southwest Side is projected to be $282,500 for the month of January. December’s finalized data reported the typical value of a home in the neighborhood to be $285,000—up 3.64% over the previous 12 months. For comparison, city-level data pegged home values at $365,000 in Chicago for the most recent reporting period. That number is expected to float around $364,750 in January.

Southwest Side had 517 new listings and 459 listings that went under contract in December, decreasing the area’s total available inventory to 472—down 19.73% from the previous month. Inventory is projected to have further decreased in January.

The median listing price for homes in Southwest Side fell 1.7% from November to December, bringing the current median listing price to $289,900. Based on projected data for January, listing prices may continue to fall.

The number of days that homes have been on the market prior to going under contract fell year-over-year. In December 2025, the median time for a listed property to go pending was 65 days, compared to 75 days in December 2024. In recent months the median number of days from listed to pending appears to be decreasing. That trend is predicted to have carried through to this January.

Real estate in Chicago’s Southwest Side neighborhood.
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Seller’s Market
Seller’s Market
Buyer’s Market
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25
50
75
100

Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.

* Data provided by Redfin, a national real estate brokerage.

Learn more about what Southwest Side has to offer.

Southwest Side offers residents a vibrant blend of cultural diversity, rich history, and accessible community resources that foster a strong neighborhood spirit.

Southwest Side hums with everyday Chicago life, where sturdy bungalows, two-flats, and tidy lawns meet the energy of Chicago’s aviation gateway at Midway International Airport. Along commercial corridors in Garfield Ridge, Brighton Park, and Gage Park, you’ll find family-run taquerias, Polish bakeries, and old-school taverns, plus practical shopping at Ford City Mall. On weekends, neighbors gather for youth sports and picnics, or wander the lagoons and rolling greens of Marquette Park, one of the city’s grandest historic parks.

Education is a local point of pride. Families tap into a wide slate of Chicago Public Schools, including college-prep and career pathways, while adult learners and recent grads find upskilling opportunities at Richard J. Daley College. Cultural threads run deep here, showcased at the Balzekas Museum of Lithuanian Culture, and celebrated at block parties, parades, and neighborhood festivals that keep traditions alive.

Commuters appreciate straightforward travel: the CTA Orange Line speeds to the Loop, and Midway’s quick check-ins make weekend getaways painless. Housing tends to offer more space for the price, with garages and backyards common—an easy fit for gardeners, hobbyists, and anyone who loves a summer barbecue.

Thinking about buying or selling on the Southwest Side? Agent Pronto can quickly connect you with a proven local real estate agent who knows the block-by-block nuances and can help you move with confidence.

Frequently Asked Questions

There are more than 2 million real estate agents across the U.S., and you want to be sure the one you partner with is an experienced and trustworthy professional with strong local expertise covering the housing market in and around Southwest Side. Working with a proven agent will help you sell your home faster and for more money, and help you find your dream home at the best possible price.


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