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Real estate in Chicago’s Far Southwest Side neighborhood.

Compare top Far 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 May 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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Far Southwest Side real estate Market Report.

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

Over the past year, typical home values on the Far Southwest Side have risen about 4.07 percent, reaching roughly $281,000 and staying below the broader Chicago average of $411,050. At the same time, inventory has tightened by about 7.96 percent year over year, while pending sales have dipped 9.52 percent and new listings are down 13.95 percent, signaling fewer options and slightly cooler demand than a year ago.

In March 2026, sellers typically listed homes around $299,900, and buyers saw properties spend a median of 66 days on the market, about 7.69 percent faster than last year but 4.76 percent slower than the prior month. Roughly 40.7 percent of homes sold above list price and the average sale-to-list ratio hovered near 0.99, highlighting that many deals are still closing close to asking.

Looking ahead to April 2026, typical home values are projected to edge up to about $281,500, with the median list price expected to grow to around $307,400 and inventory to about 398 homes. With a strong seller’s market reading of 9 on the local gauge and Chicago’s wider market posting higher overall values and inventory at 6,245 homes, local conditions lean toward sellers while still offering buyers some time to act. Agent Pronto can connect both buyers and sellers on the Far Southwest Side with an agent who understands these trends and can guide them through their next move.

Real estate in Chicago’s Far Southwest Side neighborhood.
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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 Far Southwest Side has to offer.

Far Southwest Side offers residents a welcoming, close-knit community with affordable housing, ample green spaces, convenient local amenities, and solid transit access that support everyday life.

Far Southwest Side in Chicago combines classic bungalow blocks and quiet side streets with straightforward access to jobs, schools, and green space. Neighborhoods like Mount Greenwood, Beverly, and Morgan Park line the city’s edge, giving residents a more suburban feel while staying within city limits and close to Metra and major bus routes.

Daily life here is practical and convenient. Commuters rely on Metra’s Rock Island District from Morgan Park and Beverly Branch stations for direct trips downtown, while major roads connect quickly to I-57. Families appreciate strong local institutions such as Chicago High School for Agricultural Sciences and neighborhood libraries including the Mount Greenwood Branch. For recreation, residents head to Dan Ryan Woods for trails and sledding hills, or to the ballfields and playgrounds in parks across the area.

Local dining ranges from long-standing taverns along Western Avenue to low-key pizzerias and coffee shops that serve as informal community hubs. Nearby destinations like Evergreen Park and Oak Lawn add more shopping and services, while trips to Downtown Chicago remain manageable for work or entertainment.

Real estate options span brick two-flats, mid-century ranches, and larger single-family homes. Because each pocket of the Far Southwest Side has its own character, a local Agent Pronto–recommended agent can explain micro‑market trends, school boundaries, and transit options, helping both buyers and sellers move forward with less stress and more confidence.

Find your Far Southwest Side real estate agent today →


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“Michelle worked with me patiently through many viewings and anticipated my preferences. She helped me by accommodating my schedule and was understanding with occasional discouragement. Overall a memorable experience.”

Shelley Naples · Shorewood, IL

Photo of McCatty Real Estate
Century 21 Circle
“Very smooth and easy transition. Highly recommend Kim. Called her next morning she was at my house got an estimate on costs and profits. Would absolutely do it again. Jimmy”

Jimmy Christensen · Orland Park, IL

Photo of Kim Wirtz
Wirtz Real Estate Group, Inc.
“Wonderful all around experience—made the entire process a breeze. Kathy and Joe are a pleasure to work with and great people. Would recommend to anybody 10/10”

Ryan Zuidema · Downers Grove, IL

Photo of Househunters4u Team
Berkshire Hathaway Chicago
“Kathryn was a calming presense and knowledgeable in all aspects of the process. I would highly recommend her”

Jim · Naperville, IL

Photo of Kathryn Hoffman
Century 21 Affiliated
“Steve helped me sell my 92 yr old mom's house very quickly. His knowledge and experience is evident as he does not miss any details. Steve helped me immensely knowing I had limited time to be at her house in addition to no family assistance with getting the house ready to sell. He truly went above and beyond to help me and I am so appreciative! Steve is indeed a "good man"!”

Julie McDaniel · Arlington Heights, IL

Photo of Steven Goodman
RE/MAX Suburban
“After going through a very difficult experience before, meeting my realtor completely changed the way I felt about the home buying process. After the passing of my husband, I had to go through this process alone, and during such an emotional and overwhelming time, she brought me so much peace of mind and support. What truly makes her different is that she genuinely cares about her clients. She never made me feel like I was just another sale or transaction. She took the time to listen carefully to my needs, requirements, and concerns, and always made sure I felt heard and supported every step of the way. Her professionalism, patience, honesty, and dedication are something rare to find. She always had my best interest at heart and went above and beyond to help me feel comfortable and confident throughout the entire process. I am incredibly grateful for everything she did for me, and I wholeheartedly recommend her to anyone looking for a realtor who truly cares, works with integrity, a”

Diana Aguilar · Lombard, IL

Photo of Brittany Simon
Compass
“Becki from Laura Topp’s team was incredible in helping me purchase my first property, a brick 2-flat in Chicago’s highly competitive north and west side market. Inventory was extremely limited and we toured at least 20 properties throughout the process. Becki was consistently accommodating with her time, prepared detailed reports for every showing and approached each opportunity with a thoughtful strategy. She genuinely treated the search as if she were buying the property for herself. When we finally found the right building, Becki skillfully negotiated with the listing agent and played a major role in getting the deal done while still protecting my interests and keeping the transaction together. The listing agent even praised her professionalism and credited her with helping secure the deal. Throughout closing, she remained diligent, communicative and focused on making sure I understood every step of the process and felt protected as a buyer. I cannot recommend Becki and Laura Topp”

Joe Luft · Chicago, IL

Photo of Topp team
Berkshire Hathaway Homeservices
“Emir was a n excellent realtor and he was a professional. I will recommend Emir to family and friends in the future.”

Kibrom Wolde · Chicago, IL

Photo of Emir Vulic
Owners.com
“Thanks for your help in purchasing our first home!”

Alexander Davis · Villa Park, IL

Photo of Victoria Holmes
Berkshire Hathaway HomeServices Chicago
“Great experience! Very attentive, honest, and dedicated. Professional, efficient, and easy to work with. Highly recommended!”

Heidy Munoz · Plainfield, IL

Photo of Rose Riordan
Century 21 Affiliated
“Our house could be considered high end property in the neighborhood. Cinny worked hard to get it under the contract in a week and sold our house a little over a month. We are happy about the result. During the process, there were ups and downs which made us nervious. Cinny listened to our concerns and gave us professional advice.”

Jane & James · Chicago, IL

Photo of Cinny Chui
Century 21 Realty Associates
“Shawn is a perfect example of everything a new homeowner could want in a realtor. He's patient, informative and passionate about helping you find the right home. Shawn goes the extra mile in preparing detailed documents on every listing you visit and has a vast knowledge of property pros and cons. You also know you'll get a honest and trustworthy professional at your side when you work with him. I can't recommend Shawn enough!”

Andrew T · Chicago, IL

Photo of The Jones Group
Berkshire Hathaway HomeServices
“Would use Lizette again, very easy to work with & very professional. Would recommend here 100% to Friends.”

Bill Zabresky · Wheeling, IL

Photo of Lizette Andrews Delgado
REALTY OF AMERICA
“Renee O'Brien was very understanding, helpful, and kind .... knowledgable in the house situation and problem solving to move the sale along swiftly...”

K Ritchie · Janesville, WI

Photo of Renee OBrien Group
Keller Williams North Shore West
“Before using Jeffry as my agent, I had looked at several homes with 3 other agents for almost a year. Within 2 months of working with Jeffry, we found the home that I had been looking for and was the perfect fit.”

Heather · Forrest, IL

Photo of Jeff Phillips
Berkshire Hathaway Home Services Chicago
“John Campobasso was great to work with in selling our unit. He was professional, knowledgeable, and guided us through every step of the process. We really appreciated how upfront and straightforward he was. He always gave us honest feedback and clear expectations. He made the whole experience feel smooth and much less stressful than we anticipated. We’re so glad we worked with him and would definitely recommend his services to anyone looking to buy or sell.”

Kathy Liwag · Chicago, IL

Photo of John Campobasso
Keller Williams Thrive Realty
““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
“Great to work with in all respects, from start to finish!”

Lynn Hughes · Naperville, IL

Photo of Jeff Coros Team
Century 21 Affiliated
“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
“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

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 Far 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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