Vintage homes for sale & real estate in Pill Hill / Calument Heights, IL

47 homes

Sort:

Recommended

ABOUT THIS HOME
Vintage Home for sale in Pill Hill / Calument Heights, IL:
This beautifully maintained * * custom home * * was expanded with a permitted addition over 10 years ago and has been thoughtfully updated this year. Step inside to find * * gleaming hardwood floors * * , a striking staircase, and * * newly carpeted bedrooms * * . The open-concept family room with a * * large island * * seamlessly connects to the formal dining room, creating the perfect space for entertaining. The * * oversized primary suite * * is a true retreat, featuring a spa-like ensuite with a * * jacuzzi tub * * , separate stand-up shower, and generous closet space. Additional highlights include * * recessed lighting * * , select custom doors, * * dual heatin

$339,000

5 beds3 baths3,000 sq ft

8914 S Chappel Ave, Chicago, IL 60617

Custom home • Full basement • Large island

ABOUT THIS HOME
Vintage Home for sale in Pill Hill / Calument Heights, IL:
Come check out 1319 E 89th St-this spacious 5-bedroom home has been thoughtfully updated and is ready to impress! Featuring 2 gorgeous new bathrooms and a fully renovated kitchen with brand-new appliances, this property offers a fresh, modern feel while still being warm and inviting. With a new roof recently installed, you'll have added confidence in the home's longevity. It's a wonderful opportunity to own a beautifully improved house with plenty of room to make it your own. Don't miss your chance to come see it in person!

$319,000

5 beds2 baths1,128 sq ft

1319 E 89th St, Chicago, IL 60619

Renovated kitchen • New bathrooms • New roof

ABOUT THIS HOME
Vintage Home for sale in Pill Hill / Calument Heights, IL:
Welcome home to 92nd Pl, lovely one story home located in the Pill Hill neighborhood. This home combines comfort and traditionalist style. Well maintained home with a newer roof, and beauitful oak hardwood floors. Kitchen and dining room combo. Ample space for storage and family entertainment. Basement includes a dry bar, laundry, an oversized storage room, and flex space. Tons of characters, in need of some TLC to be made perfect for a growing family. Fenced backyard with a manicured lawn. Don't miss the chance to make it your own with a personalized finish touch.

$210,000

3 beds1.5 baths1,189 sq ft

2243 E 92nd Pl, Chicago, IL 60617

Newer roof • Dry bar • Oak hardwood floors

ABOUT THIS HOME
Vintage Home for sale in Pill Hill / Calument Heights, IL:
This ranch style single family home built in 1957 offers 3 bedrooms and 1 bathroom with approximately 1195 square feet of living space on a . 08 acre lot. No Buyer Premium on this property. The buyer has the right to select their own title/closing company. The buyer is responsible for all closing costs in this transaction. It is a criminal offense to trespass on this property. Sold As Is. Seller does not provide survey. Room sizes are estimated and unverified. Xome Auction. * Property not for rent. *

$94,800

3 beds1 bath1,098 sq ft

9315 S East End Ave, Chicago, IL 60617

2,900 sq ft lot • Built 1956 • Listed 5 days

ABOUT THIS HOME
Vintage Home for sale in Pill Hill / Calument Heights, IL:
Check out this charming raised ranch in Calumet Heights. Situated on a nice quiet street, this property has three bedrooms, and a full basement. Home is sold AS-IS. Cash offers preferred, conventional is allowed.

$199,900

3 beds1 bath1,137 sq ft

9018 S Ridgeland Ave, Chicago, IL 60617

2 parking spots • Built 1953 • Listed 14 days

Property at 9000 S Cornell Ave, Chicago, IL 60617, 3 beds, 2.5 baths

$269,900

3 beds2.5 baths4,040 sq ft

9000 S Cornell Ave, Chicago, IL 60617

Property at 9241 S Kingston Ave, Chicago, IL 60617, 4 beds, 3 baths

$369,900

4 beds3 baths2,200 sq ft

9241 S Kingston Ave, Chicago, IL 60617

Property at 9318 S Manistee Ave, Chicago, IL 60617, 4 beds, 2 baths

$189,000

4 beds2 baths1,296 sq ft

9318 S Manistee Ave, Chicago, IL 60617

Property at 8955 S Cornell Ave, Chicago, IL 60617, 3 beds, 1.5 baths

$279,000

3 beds1.5 baths1,275 sq ft

8955 S Cornell Ave, Chicago, IL 60617

Property at 1638 E 91st Pl, Chicago, IL 60617, 4 beds, 2.5 baths

$299,900

4 beds2.5 baths1,200 sq ft

1638 E 91st Pl, Chicago, IL 60617

Property at 8834 S Oglesby Ave, Chicago, IL 60617, 3 beds, 2 baths

$179,900

3 beds2 baths1,114 sq ft

8834 S Oglesby Ave, Chicago, IL 60617

Property at 2151 E 90th St, Chicago, IL 60617, 4 beds, 2 baths

$297,000

4 beds2 baths1,200 sq ft

2151 E 90th St, Chicago, IL 60617

Property at 1707 E 93rd St, Chicago, IL 60617, 4 beds, 2 baths

$299,500

4 beds2 baths2,080 sq ft

1707 E 93rd St, Chicago, IL 60617

Property at 9350 S Manistee Ave, Chicago, IL 60617, 3 beds, 2 baths

$199,500

3 beds2 baths2,600 sq ft

9350 S Manistee Ave, Chicago, IL 60617

Property at 8728 S Merrill Ave, Chicago, IL 60617, 3 beds, 2 baths

$290,000

3 beds2 baths1,200 sq ft

8728 S Merrill Ave, Chicago, IL 60617

Property at 9342 S Crandon Ave, Chicago, IL 60617, 3 beds, 2 baths

$315,900

3 beds2 baths1,522 sq ft

9342 S Crandon Ave, Chicago, IL 60617

Property at 8943 S Ridgeland Ave, Chicago, IL 60617, 3 beds, 1.5 baths

$319,000

3 beds1.5 baths1,400 sq ft

8943 S Ridgeland Ave, Chicago, IL 60617

Property at 9127 S Essex Ave, Chicago, IL 60617, 4 beds, 2.5 baths

$299,900

4 beds2.5 baths963 sq ft

9127 S Essex Ave, Chicago, IL 60617

Property at 9356 S Manistee Ave, Chicago, IL 60617, 3 beds, 3 baths

$329,900

3 beds3 baths1,296 sq ft

9356 S Manistee Ave, Chicago, IL 60617

Property at 9338 S Marquette Ave, Chicago, IL 60617, 7 beds, 3 baths

$200,000

7 beds3 baths— sq ft

9338 S Marquette Ave, Chicago, IL 60617

Property at 2838 E 94th St, Chicago, IL 60617, 3 beds, 1.5 baths

$244,444

3 beds1.5 baths1,100 sq ft

2838 E 94th St, Chicago, IL 60617

Property at 2134 E 91st St, Chicago, IL 60617, 3 beds, 2 baths

$330,000

3 beds2 baths2,288 sq ft

2134 E 91st St, Chicago, IL 60617

Property at Sign in for address, Chicago, IL 60619, 3 beds, 2 baths

$180,000

3 beds2 baths1,350 sq ft

Property at 8816 S Constance Ave, Chicago, IL 60617, 5 beds, 2 baths

$295,000

5 beds2 baths2,210 sq ft

8816 S Constance Ave, Chicago, IL 60617

Property at 9156 S Colfax Ave, Chicago, IL 60617, 4 beds, 3 baths

$359,900

4 beds3 baths1,300 sq ft

9156 S Colfax Ave, Chicago, IL 60617

Property at 8757 S Paxton Ave, Chicago, IL 60617, 3 beds, 2 baths

$269,999

3 beds2 baths1,322 sq ft

8757 S Paxton Ave, Chicago, IL 60617

Property at 1651 E 91st St, Chicago, IL 60617, 3 beds, 1.5 baths

Unknown

3 beds1.5 baths1,397 sq ft

1651 E 91st St, Chicago, IL 60617

Property at 2149 E 90th St, Chicago, IL 60617, 4 beds, 2 baths

$299,000

4 beds2 baths1,200 sq ft

2149 E 90th St, Chicago, IL 60617

Property at 9351 S Manistee Ave, Chicago, IL 60617, 3 beds, 2 baths

$245,000

3 beds2 baths1,360 sq ft

9351 S Manistee Ave, Chicago, IL 60617

Property at 2016 E 93rd St, Chicago, IL 60617, 5 beds, 1 bath

$209,999

5 beds1 bath1,524 sq ft

2016 E 93rd St, Chicago, IL 60617

Property at 9157 S Marquette Ave, Chicago, IL 60617, 4 beds, 2 baths

$230,000

4 beds2 baths1,900 sq ft

9157 S Marquette Ave, Chicago, IL 60617

Property at 1633 E 93rd St, Chicago, IL 60617, 3 beds, 2 baths

$270,000

3 beds2 baths1,800 sq ft

1633 E 93rd St, Chicago, IL 60617

Property at 9131 S Blackstone Ave, Chicago, IL 60619, 3 beds, 1.5 baths

$250,000

3 beds1.5 baths1,081 sq ft

9131 S Blackstone Ave, Chicago, IL 60619

Property at 9315 S Clyde Ave, Chicago, IL 60617, 4 beds, 2.5 baths

$265,000

4 beds2.5 baths1,200 sq ft

9315 S Clyde Ave, Chicago, IL 60617

Property at 9039 S Phillips Ave, Chicago, IL 60617, 3 beds, 1.5 baths

$213,300

3 beds1.5 baths1,227 sq ft

9039 S Phillips Ave, Chicago, IL 60617

Property at 2412 E 91st St, Chicago, IL 60617, 3 beds, 2 baths

$259,900

3 beds2 baths950 sq ft

2412 E 91st St, Chicago, IL 60617

Property at 1401 E 87th St, Chicago, IL 60619

$399,000

— beds— baths6,826 sq ft

1401 E 87th St, Chicago, IL 60619

Property at 2808 E 93rd St, Chicago, IL 60617, 4 beds, 1 bath

$59,999

4 beds1 bath939 sq ft

2808 E 93rd St, Chicago, IL 60617

Property at 9035 S Oglesby Ave, Chicago, IL 60617, 4 beds, 2 baths

$323,000

4 beds2 baths1,295 sq ft

9035 S Oglesby Ave, Chicago, IL 60617

Property at 9116 S South Chicago Ave, Chicago, IL 60617, 8 beds, 4 baths

$420,000

8 beds4 baths— sq ft

9116 S South Chicago Ave, Chicago, IL 60617

Property at 9335-37 S South Chicago Ave, Chicago, IL 60617, 18 beds, 6 baths

$668,000

18 beds6 baths— sq ft

9335-37 S South Chicago Ave, Chicago, IL 60617

Viewing page 1 of 2

Based on information submitted to the MLS GRID as of Tue Dec 02 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Vintage Homes for Sale in Pill Hill / Calument Heights

There are currently 47 vintage homes for sale in Pill Hill / Calument Heights at a median listing price of $242K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Pill Hill / Calument Heights stay on the market for 74 days and receive 5 offers. Popular neighborhoods include Chatham, South Chicago, South Shore, Greater Grand Crossing, and Woodlawn. This map is refreshed with the newest listings in Pill Hill / Calument Heights every 15 minutes.

In the past month, 7 homes have been sold in Pill Hill / Calument Heights. In addition to houses in Pill Hill / Calument Heights, there were also 0 condos, 1 townhouse, and 5 multi-family units for sale in Pill Hill / Calument Heights last month. Find your dream home in Pill Hill / Calument Heights using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Pill Hill / Calument Heights are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Pill Hill / Calument Heights. If you're looking to sell your home in the Pill Hill / Calument Heights area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Pill Hill / Calument Heights with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for Pill Hill / Calument Heights, IL

Nearby Neighborhoods

Cities

Nearby Neighborhoods with Vintage Homes

Nearby Cities with Vintage Homes

More to explore in Pill Hill / Calument Heights, IL

How to buy a house in Pill Hill / Calument Heights, IL

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Illinois

Chicago homes for sale
$349,000
Naperville homes for sale
$639,450
Schaumburg homes for sale
$299,900
Arlington Heights homes for sale
$425,000
Glenview homes for sale
$775,000
Oak Park homes for sale
$357,900
Evanston homes for sale
$427,450
Des Plaines homes for sale
$385,000
Orland Park homes for sale
$379,900
Downers Grove homes for sale
$497,000
Mount Prospect homes for sale
$435,000
St. Charles homes for sale
$460,000
Skokie homes for sale
$439,000
Glen Ellyn homes for sale
$550,000
Northbrook homes for sale
$618,000

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.