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We analyze thousands of real estate agents in Chicago’s Pill Hill / Calument Heights neighborhood and nationwide to find you proven local professionals, for free.

Real estate in Chicago’s Pill Hill / Calument Heights neighborhood.

Compare top Pill Hill / Calument Heights real estate agents.

Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for July 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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Pill Hill / Calument Heights real estate Market Report.

Information and statistics on the latest trends in the Pill Hill / Calument Heights real estate market. *

Latest Rolling 3-Month Snapshot

Mar 1, 2026 - May 31, 2026

Median sale price
$195K
-4.9% from Q1 '26
Median list price
$247K
+7.6% from Q1 '26
Active listings
94
-2.1% from Q1 '26
Homes sold
45
+45% from Q1 '26
New pendings
51
+2% from Q1 '26
New listings
40
No change from Q1 '26

Quarterly Pricing Trends for Pill Hill / Calument Heights

Rolling three-month data ending on quarter boundaries when available.

Quarterly Pricing Trends for Pill Hill / Calument Heights Q2 '21 Q2 '22 Q2 '23 Q2 '24 Q2 '25 Q1 '26 Median sale price in Apr 2021 - Jun 2021: $180K Median sale price in Jul 2021 - Sep 2021: $215K Median sale price in Oct 2021 - Dec 2021: $219K Median sale price in Jan 2022 - Mar 2022: $220K Median sale price in Apr 2022 - Jun 2022: $175K Median sale price in Jul 2022 - Sep 2022: $233K Median sale price in Oct 2022 - Dec 2022: $205K Median sale price in Jan 2023 - Mar 2023: $200K Median sale price in Apr 2023 - Jun 2023: $245K Median sale price in Jul 2023 - Sep 2023: $216K Median sale price in Oct 2023 - Dec 2023: $210K Median sale price in Jan 2024 - Mar 2024: $225K Median sale price in Apr 2024 - Jun 2024: $240K Median sale price in Jul 2024 - Sep 2024: $260K Median sale price in Oct 2024 - Dec 2024: $175K Median sale price in Jan 2025 - Mar 2025: $233K Median sale price in Apr 2025 - Jun 2025: $255K Median sale price in Jul 2025 - Sep 2025: $248K Median sale price in Oct 2025 - Dec 2025: $225K Median sale price in Jan 2026 - Mar 2026: $205K Median list price in Apr 2021 - Jun 2021: $205K Median list price in Jul 2021 - Sep 2021: $202K Median list price in Oct 2021 - Dec 2021: $225K Median list price in Jan 2022 - Mar 2022: $185K Median list price in Apr 2022 - Jun 2022: $240K Median list price in Jul 2022 - Sep 2022: $241K Median list price in Oct 2022 - Dec 2022: $215K Median list price in Jan 2023 - Mar 2023: $249K Median list price in Apr 2023 - Jun 2023: $235K Median list price in Jul 2023 - Sep 2023: $219K Median list price in Oct 2023 - Dec 2023: $220K Median list price in Jan 2024 - Mar 2024: $246K Median list price in Apr 2024 - Jun 2024: $249K Median list price in Jul 2024 - Sep 2024: $230K Median list price in Oct 2024 - Dec 2024: $204K Median list price in Jan 2025 - Mar 2025: $259K Median list price in Apr 2025 - Jun 2025: $242K Median list price in Jul 2025 - Sep 2025: $240K Median list price in Oct 2025 - Dec 2025: $225K Median list price in Jan 2026 - Mar 2026: $230K Apr 2021 - Jun 2021 Median sale price $180K Median list price $205K Jul 2021 - Sep 2021 Median sale price $215K Median list price $202K Oct 2021 - Dec 2021 Median sale price $219K Median list price $225K Jan 2022 - Mar 2022 Median sale price $220K Median list price $185K Apr 2022 - Jun 2022 Median sale price $175K Median list price $240K Jul 2022 - Sep 2022 Median sale price $233K Median list price $241K Oct 2022 - Dec 2022 Median sale price $205K Median list price $215K Jan 2023 - Mar 2023 Median sale price $200K Median list price $249K Apr 2023 - Jun 2023 Median sale price $245K Median list price $235K Jul 2023 - Sep 2023 Median sale price $216K Median list price $219K Oct 2023 - Dec 2023 Median sale price $210K Median list price $220K Jan 2024 - Mar 2024 Median sale price $225K Median list price $246K Apr 2024 - Jun 2024 Median sale price $240K Median list price $249K Jul 2024 - Sep 2024 Median sale price $260K Median list price $230K Oct 2024 - Dec 2024 Median sale price $175K Median list price $204K Jan 2025 - Mar 2025 Median sale price $233K Median list price $259K Apr 2025 - Jun 2025 Median sale price $255K Median list price $242K Jul 2025 - Sep 2025 Median sale price $248K Median list price $240K Oct 2025 - Dec 2025 Median sale price $225K Median list price $225K Jan 2026 - Mar 2026 Median sale price $205K Median list price $230K
Median sale price
Median list price
* Data provided by Redfin, a national real estate brokerage.
18
Seller’s Market
Seller’s Market
Buyer’s Market
0
25
50
75
100

Market gauge is calculated using active listings and pending sales from the most recently available reporting period (Mar 2026 - May 2026).

Pill Hill / Calument Heights is currently tilted toward sellers, with the market gauge reading a seller’s market and only about three months of supply available. Homes here are also priced well below the broader Chicago market, with a typical home value around the mid-$190,000s compared with Chicago’s median closer to the low $400,000s.

Prices in this rolling three-month view are notably softer than a year ago, with the typical home value down more than 20% year over year. At the same time, the share of homes selling above list has fallen to roughly one in five, down from much higher levels seen in late 2025, suggesting buyers have more room to negotiate even in a seller-leaning environment.

On the activity side, homes sold have inched up slightly from a year earlier while active listings are down nearly 20%, reflecting fewer options but steady demand. New listings have dropped by more than 20% year over year, yet the average sale-to-list ratio is still above 97%, showing that realistic pricing is getting deals done for both sides. Buyers and sellers who want to navigate these shifting dynamics can use Agent Pronto to connect with a local real estate agent who understands this neighborhood’s trends.



Learn more about what Pill Hill / Calument Heights has to offer.

Pill Hill / Calument Heights offers residents a welcoming mix of green spaces, local dining, practical transit options, and a close-knit community that makes everyday life convenient and engaging.

Pill Hill / Calument Heights in Chicago combines residential calm with practical connectivity, appealing to long‑time residents and newcomers alike. Located on the Southeast Side, the neighborhood offers quick access to Lake Shore Drive, I‑94, and Metra Electric service from nearby South Chicago, making commutes to downtown and neighboring areas straightforward.

Tree‑lined streets feature primarily single‑family homes and bungalows, with larger lots than many North Side neighborhoods. Everyday needs are close at hand, with grocery options along Stony Island Avenue and nearby retail in Chatham and Avalon Park. Residents can enjoy outdoor space at Rosenblum Park and larger green areas like Calumet Park along the lakefront. The Whitney M. Young Jr. Branch Library and local schools such as Gwendolyn Brooks College Preparatory Academy add educational and community resources.

Dining and everyday services extend into neighboring South Shore and Pullman, where historic attractions and additional shopping broaden local options. Proximity to the expanding Chicago Park District network and Southeast Side cultural institutions supports an active, convenient lifestyle.

Whether you are buying your first home in Pill Hill / Calument Heights, moving within the neighborhood, or preparing to sell, an agent who understands local pricing, school boundaries, and commute patterns can significantly reduce stress. Agent Pronto connects both buyers and sellers with the right local real estate professional to navigate the process with confidence.

Find your Pill Hill / Calument Heights real estate agent today →


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“Melissa Young is an excellent realtor. I highly recommend her.”

Michael Withers · Chicago, IL

Photo of Melissa Young
Berkshire Hathaway Home Services Chicago
“My family and I were very fortunate to have the support of Brittany during the selling of our condo. She's professional, knowledgeable and personable which minimized the stress of the process for us. I would definitely recommend her services to family and friends! Thank you again Brittany for being apart of this journey with us!!”

Chanta Bradley · Oak Lawn, IL

Photo of Brittany Simon
Compass
“Paula had a very calming, professional presence to her. Paula was on-time, knowledgeable, brought up important points, suggestions and realistic timelines. Home looking is exciting and stressful and a good Agent in my opinion, reels you in a little towards reality. Pumping the brakes. Paula's communication was consistent and accurate and she was there when I needed her. Certainly made the process easier for me and I am happy to have worked with her.”

Dan McGuinness · Franklin Park, IL

Photo of Paula Calzolari
Berkshire Hathaway Starck Real Estate
“We were very pleased. We received an above asking offer after just a few showings. Also the pictures in the listing made me sad I was leaving what was to be our forever home.”

Pam · Homer Glen, IL

Photo of McCatty Real Estate
Century 21 Circle
“Kim was excellent, answered all my calls or texts promptly! If it was not part of her job she advised me who to contact ! Absolutely the Best”

Robert Klinski · Burbank, IL

Photo of Kim Wirtz
Wirtz Real Estate Group, Inc.
“Originally we were referred by our first lender and we could not have been more fortunate to work with Vicky and Sam. They were professional and realistic regarding our home search. We had not purchased a home in a very long time and Vicky was patient and understanding and was so attentive. avidly referred us to our second lender (the first was not communicative) and it was wonderful. Overall the whole experience was great! Thank you for helping us find our dream home!”

Christina · Channahon, IL

Photo of Victoria Holmes
Berkshire Hathaway HomeServices Chicago
“Laura is Amazing!”

Stephen Brady · Chicago, IL

Photo of Topp team
Berkshire Hathaway Homeservices
“Working with Tracy to buy our home was a great experience and she was always available and communicative even as we navigated some difficult parts of the negotiation with the seller. She was personally at every visit and even at the inspection and closing, going way above and beyond my expectations and previous experiences with buying agents. Thanks to her we found a home for our family and while we don't plan to buy in the near future I'd be happy to work with her again and again. Thanks Tracy!”

Ian Miller · Westmont, IL

Photo of Tracy Anderson
Compass
“Steven was very helpful, knowledgeable, passionate, and most importantly he met all of my needs! I will definitely use him for all of my future home purchases in the near future. Thanks again Steven, he's definitely a ROCK STAR! I can't wait to work with him in the near future. Betty Ng”

Betty Ng · Matteson, IL

Photo of Steven Goodman
RE/MAX Suburban
“Meldina is an expert in the local market and an exceptional negotiator. Her professionalism, communication, and dedication exceeded our expectations. We highly recommend her!”

Lola Mandic · Johnsburg, IL

Photo of Meldina Realty Group
Century 21 Dream Homes
“Barb was 1/20 realtors who was willing to work with me in the beginning over 9 years ago. This is when I first purchased my home. I was cheap buyer. It went without saying I was going to be using her for the sale of the home 9 years later. She handled the hurdles flawlessly and talked me through and coached me the entire way. To say I appreciate her is an understatement. I sold my home after we relocated it of state and she coordinated every logistic of that sale on my behalf to he best of her ability. I recommend her without fail and would point every person in her direction that has a need for a solid realtor.”

Robin Ross · Joliet, IL

Photo of Barb Gall
RE/MAX Remax Ultimate Professionals
“Kathy fought a lot of uphill battles for us and despite hurdles at every turn (with prospective buyer) she pushed on and was able to secure our sale. I can't thank her enough for the amount of work she put in.”

Hayden Johnson · Naperville, IL

Photo of Househunters4u Team
Berkshire Hathaway Chicago
“It was a joy to work with Kathryn she was able to answer every question I had, her knowledge goes a long way and I will definitely recommend her to friends and family.”

Tasha Faust · Oswego, IL

Photo of Kathryn Hoffman
Century 21 Affiliated
“Working with Emir is always a pleasure. He was very helpful in coordinating work on our house for sale, working with vendors and providing valuable feedback on neccesary work vs. potential work items unlikely to generate return. We closed sale of house 3 weeks from time of first listing. I'd worked with Emir before and hope to do so again in the future.”

Matt · Chicago, IL

Photo of Emir Vulic
Owners.com
“Working with Kolby Banks was an exceptional experience. His professionalism, deep market knowledge, and proactive communication turned a complex process into a seamless one. Kolby is a sharp negotiator who truly advocates for his clients' best interests. If you want a realtor who is transparent, detail-oriented, and results-driven, we highly recommend Kolby Banks. He’s simply the best in the business!”

Zach S · Chicago, IL

Photo of Kolby Banks
eXp Realty, LLC
“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

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 Pill Hill / Calument Heights. 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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