1. Agent Pronto
  2. Illinois
  3. Chicago
  4. Pill Hill / Calument Heights

The best way to find top real estate agents in Pill Hill / Calument Heights, Chicago, IL

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.


  • Client Testimonials
  • Local Market Reports
  • Tailored Recommendations
  • Free Home Value Estimates
  • Agent Sales Histories
  • Free, No Obligation
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 November 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.

The easiest way to find a top agent you can trust.

Sell faster. Buy smarter. Get matched with proven agents who know your market—all for free.

Tell us what you need.
Answer a few quick questions about your real estate goals.
Get matched.
We’ll find you top local agents based on performance, expertise, and customer reviews.
Connect and compare.
Review your personalized recommendations and choose who’s right for you.
Move forward with confidence.
Whether you’re buying, selling, or both, you’ll have a proven expert on your side.
Agent profile screenshot
Agent profile screenshot

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

Jul 1, 2026 - Sep 30, 2026

Median sale price
$250K
+25% from Q2 '26
Median list price
$269K
+11% from Q2 '26
Active listings
83
-14% from Q2 '26
Homes sold
32
-16% from Q2 '26
New pendings
37
-14% from Q2 '26
New listings
39
-13% from Q2 '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 Q4 '21 Q4 '22 Q4 '23 Q4 '24 Q4 '25 Q3 '26 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: $178K Median sale price in Jul 2022 - Sep 2022: $226K 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 sale price in Apr 2026 - Jun 2026: $200K Median sale price in Jul 2026 - Sep 2026: $250K 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: $240K 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: $217K Median list price in Apr 2026 - Jun 2026: $242K Median list price in Jul 2026 - Sep 2026: $269K 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 $178K Median list price $240K Jul 2022 - Sep 2022 Median sale price $226K Median list price $240K 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 $217K Apr 2026 - Jun 2026 Median sale price $200K Median list price $242K Jul 2026 - Sep 2026 Median sale price $250K Median list price $269K
Median sale price
Median list price
* Data provided by Redfin, a national real estate brokerage.
22
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 (Jul 2026 - Sep 2026).

Pill Hill / Calument Heights currently leans toward sellers, with the market gauge indicating a seller’s market and inventory at 3.9 months of supply over the latest rolling three-month period. Compared with Chicago overall, which also sits near three months of supply, this neighborhood posts a lower typical home value of about $249,930, giving it a more affordable entry point than the citywide median of roughly $409,805.

Price trends show only a slight year-over-year increase in the typical home value, up less than 1 percent, while the median list price has climbed more than 12 percent over the same period. At the same time, homes are taking about 65 days to sell on average, which is roughly in line with a year ago, and the share of properties closing above list price has dipped slightly to just under 39 percent.

Activity levels have cooled compared with last year, with homes sold down about 21 percent and new listings lower by nearly 12 percent, even as pending sales have risen more than 16 percent year over year. Because fewer homes are being listed and buyers are still putting more properties under contract, both buyers and sellers can benefit from an Agent Pronto–recommended agent who understands how to navigate current pricing and negotiation dynamics in Pill Hill / Calument Heights.



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 →


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.

“Kim was a pleasure to work with. Great experience with Kim all the way around.”

Bill · Homer Glen, IL

Photo of Kim Wirtz
Wirtz Real Estate Group, Inc.
“In today’s world, when reviewing a product and/or business, Artificial Intelligence tends to be used to get it done in a fast and efficient manner. That would be an absolute disservice to Miriam’s work product and personality. She is genuine. She is responsive. She is intelligent. She is kind. My favorite aspect of Miriam’s work is her past experience working at a property management company. She understands how a building is run, the importance of the building’s budget, and other minor details you would never even think of. She is simply the best, and you should definitely give her the opportunity to help you find your new home!”

Alex hausmann ·

Photo of Matt Laricy
Americorp Ltd
“Laura is hard working, dedicated, and responsive. She understood the challenges of a cash-only sale and made things happen that would have been dropped by less motivated realtors. As my listing agent she closed a sale on a property that was very difficult to sell at a sales price that other realtors balked at. She earned every penny of her commission. Hire her! You won’t regret it.”

chi761 ·

Photo of Laura Maressa
Kale Realty
“Selling our condo was a much smoother experience than I expected, and I truly have Larry to thank for that. From the very beginning, he was knowledgeable, responsive, and incredibly professional. Night or Day, weekday or weekend Larry answered the phone and communicated actively any information about the process to us. A true professional. He guided us through every step of the process, answered all of my questions, and always made us feel confident in the decisions we were making. What impressed me most was his negotiation skills. Larry advocated for our best interests every step of the way and worked hard to secure the best possible outcome. We always felt like he had our back and never settled for less than what our home was worth. If you’re looking for an agent who is honest, strategic, communicative, and genuinely invested in their clients, we can’t recommend Larry Lazar highly enough. Selling a home can be stressful, but he made the entire process seamless. We would absolutely work with him again and recommend him to anyone buying or selling a home.”

Karen Collins-Boddy ·

Photo of Larry Lazar
Charles Rutenberg Realty Charles Rutenberg
“Cannot emphasize enough how helpful Brad was during this whole process. We had literally zero idea about what we were doing and he helped in so many ways.”

mdoggie9 ·

Photo of Brad Magnant
Guidance Realty
“Working with Henry and the Heart of Chicago Homes team was an incredible experience from start to finish. Throughout the entire process, I always felt supported, informed, and confident knowing he and the team had our best interests in mind. We were searching in one of the most competitive markets, and the townhome we fell in love with ended up receiving multiple offers. Although our offer wasn’t accepted initially, Henry stayed persistent and maintained consistent communication with the listing agent. Thanks to his dedication and follow-up, he was able to position us next in line and ultimately help us secure our dream home when the first deal fell through. Even though we originally had the second-best offer, his hard work, relationships, and determination made all the difference. We couldn’t be more grateful and would highly recommend Henry and his team to anyone looking to buy or sell a home!”

Brendan Chen ·

Photo of Jessica Macey
Real Broker LLC
“We cannot thank Mike and his team enough for their hard work. They are the definition of professional and were always one step ahead, keeping us informed every step of the way. They made what can usually be a stressful process feel incredibly easy and made the entire process seamless. They truly get things done. Highly recommend!”

zuser20170302083606206 ·

Photo of The Saladino Sells Team
Keller Williams ONEChicago
“Jakeshia Thomas provided a great service. She helped us navigate a concurrent closing deal involving multiple real estate transactions, She repeated us, the buyers. She went above and beyond, making our real estate experience smooth and stress-free. Her level of professionalism and patience when working with first-time is unmatched. I can’t say enough positive things about her.”

Maria Moore ·

Photo of Jakeshia Thomas
Blue Door Dave Real Estate
“Reggie was amazing and so supportive through the whole process. He always took the time to explain anything that was confusing to me as a first time home buyer and he helped me find everyone else I needed to help me with the home buying process like a loan processor and attorney and everything. Highly recommend him to anyone and everyone!”

mdchevrier ·

Photo of Reginald Patterson
eXp Realty, LLC
“Very friendly and approachable person. Very easy to work with. Was really invested in the process and treated us with respect. I don't feel like just another client when working with her.”

Cory Fitzgerald · Homewood, IL

Photo of Georgeann Weisman
Brokerworks Group
“Lineata help me purchase a property in Indiana. Her knowledge and ability to quickly negotiate the offer resulted in a very quick purchase. Ms. Carter has a good spirit and heart. She is very personable and genuinely cares and works to make experience for her clients seamless. The closing was quick and a lot fun. I would definitely recommend Ms. Carter to my family and friends who are seeking to buy or sell property.”

sj5kxxvpqv ·

Photo of Lineata Carter
Carter Elite Realty
“Paul helped me find my first multifamily investment property house-hack in Chicago. Paul is very easy to work with, responsive and knowledgeable since he is also an investor. He pointed me in the right direction with finding a lender, attorney, and inspector. Paul helped me run the numbers to make sure the deal I am getting into is the right one. We analyzed several properties until we found the right one. Grateful for all your help, Paul.”

PatrickIdowu ·

Photo of Paul de Luca
eXp Realty
“Sharie did excellent job. Always accessible on time. Extremely approachable”

Patricia Baker · Homewood, IL

Photo of Sharie Jackson
eXp Realty, LLC
“Tony is very professional. Willing to go the extra mile to make sure process goes smoothly and helpful all the way. Communication is super easy and prompt. I am very satisfied with the work he provided for us.”

centenolaura9871 ·

Photo of TOGAR & Co.
Keller Williams ONEChicago
“Where do I start , Julia is fantastic! She is very knowledgeable in her field. I was very nervous purchasing my first property, Julia was patient with me and listened to my Landry list of requirements. I can not wait to work with her again!”

Jae Brown ·

Photo of Julia Myers
eXp Realty
“Ken is a wonderful realtor to work with. He is incredibly organized and an extremely effective communicator. His experience in the industry positions him to guide you in making good decisions about price and other key decisions. You really can't do better than working with Ken.”

joah iannotta ·

Photo of Kenneth Marier
Berkshire Hathaway HomeServices Chicago
“Ty was on top of everything the whole time. She coordinated every step for me as we moved through my process. Once I was under contract to buy my house some issues did come up but Ty is Problem-Solver!! and she succeeded. I highly recommend Ty she works really hard throughout your process. I’m so appreciative of her”

johnsonlatosha293 ·

Photo of Ty Pearson
Keller Williams Preferred Realty
“Kim took the time to find properties that fit my needs & met with me when my schedule allowed. She went above & beyond to find me the perfect home. Definitely recommend!!!!”

HthrLv ·

Photo of Kimberly Chang
Keller Williams One Chicago

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.


Looking for an agent in a different Chicago neighborhood?

We’ll match you with top-rated real estate agents in just about any city—wherever your next move takes you.