chatsimple

Chicago, IL Homes For Sale

If you can hear the ‘L’ rumbling overhead and catch a whiff of Garrett Popcorn on the wind, you’re in the right spot to find a home for sale in Chicago.

Our live feed from Midwest Real Estate Data LLC (MRED) shows every current listing the second it hits the market. Whether you’re eyeing a glass-walled condo above the river, a tree-shaded greystone in Lake View, a true Chicago bungalow with a pitched roof, a single-family on a 25-foot lot, or a Bucktown loft that still smells faintly of fresh bread from its factory days, you’ll find it here. 

Each listing comes with photos, price history, tax info, and any HOA fees. 

All properties comply with Fair Housing and MRED rules.

1304 N Hoyne AVE #1, Chicago, IL 60622
Open Sat 11AM-1PM
32

$970,000

3 Beds 2.5 Baths 2,400 SqFt

1304 N Hoyne AVE #1, Chicago, IL 60622

Listed by Rebecca Cohanim of 33 Realty

2847 N Pulaski RD #3S, Chicago, IL 60641
Open Sun 12PM-2PM
25

$435,000

3 Beds 2 Baths 1,500 SqFt

2847 N Pulaski RD #3S, Chicago, IL 60641

Listed by Jennifer Cummings of Jameson Sotheby's Intl Realty

6030 S Menard AVE, Chicago, IL 60638
Open Sat 12PM-3PM
36

$385,000

4 Beds 2.5 Baths 1,493 SqFt

6030 S Menard AVE, Chicago, IL 60638

Listed by Joe Castillo of RE/MAX MI CASA

644 W Wrightwood AVE #212, Chicago, IL 60614
Open Sat 11AM-11:30PM
7

$1,295

1 Baths 450 SqFt

644 W Wrightwood AVE #212, Chicago, IL 60614

Listed by Kathleen McCauley of Surf Real Estate Brokerage Inc

1541 W ALTGELD ST, Chicago, IL 60614
Open Sat 12PM-3PM
33

$1,625,000

4 Beds 3.5 Baths 4,672 SqFt

1541 W ALTGELD ST, Chicago, IL 60614

Listed by Suzanne Gignilliat of @properties Christie's International Real Estate

1333 E Madison Park, Chicago, IL 60615
Open Sun 11AM-12:30PM
29

$1,375,000

5 Beds 3.5 Baths 3,415 SqFt

1333 E Madison Park, Chicago, IL 60615

Listed by Joanna Olszynska of Compass

1350 W Diversey Pkwy #1, Chicago, IL 60614
Open Sat 12PM-1:30PM
29

$915,000

4 Beds 2.5 Baths 2,700 SqFt

1350 W Diversey Pkwy #1, Chicago, IL 60614

Listed by Michael Finn of Coldwell Banker Realty

4133 N Kenmore AVE #2S, Chicago, IL 60613
Open Sat 11AM-1PM
17

$900,000

3 Beds 2.5 Baths 2,000 SqFt

4133 N Kenmore AVE #2S, Chicago, IL 60613

Listed by William Robinson of RE/MAX PREMIER

3020 N Sheffield AVE #1N, Chicago, IL 60657
Open Sat 10AM-11:30AM
22

$875,000

3 Beds 3 Baths 2,200 SqFt

3020 N Sheffield AVE #1N, Chicago, IL 60657

Listed by Alicia Blumer of Compass

4249 N Spaulding AVE, Chicago, IL 60618
Open Sat 11AM-4PM
45

$849,000

4 Beds 4 Baths 3,378 SqFt

4249 N Spaulding AVE, Chicago, IL 60618

Listed by Jeanne Rickard of Compass

4133 N Kenmore AVE #1S, Chicago, IL 60613
Open Sat 11AM-1PM
17

$825,000

3 Beds 2.5 Baths 2,000 SqFt

4133 N Kenmore AVE #1S, Chicago, IL 60613

Listed by William Robinson of RE/MAX PREMIER

2031 W Saint Paul AVE #2W, Chicago, IL 60647
Open Sat 11AM-12:30PM
37

$799,999

3 Beds 3 Baths 2,200 SqFt

2031 W Saint Paul AVE #2W, Chicago, IL 60647

Listed by Matt Laricy of Americorp, Ltd

1645 W ERIE ST #2, Chicago, IL 60622
Open Sat 11AM-1PM
26

$799,000

3 Beds 2.5 Baths 2,500 SqFt

1645 W ERIE ST #2, Chicago, IL 60622

Listed by Sarah Jaffe of Cross Street Real Estate

1550 N Leavitt ST #1550, Chicago, IL 60622
Open Sat 1PM-3PM
12

$725,000

3 Beds 2.5 Baths 2,500 SqFt

1550 N Leavitt ST #1550, Chicago, IL 60622

Listed by Kirby Pearson of Pearson Realty Group

5021 N Kenmore AVE #1S, Chicago, IL 60640
Open Sat 11AM-1PM
25

$700,000

3 Beds 3 Baths 2,400 SqFt

5021 N Kenmore AVE #1S, Chicago, IL 60640

Listed by Gary Torrey of Baird & Warner

4220 N Kolmar AVE, Chicago, IL 60641
Open Sat 11AM-1PM
31

$699,000

4 Beds 2.5 Baths 3,224 SqFt

4220 N Kolmar AVE, Chicago, IL 60641

Listed by Alexander Cohen of Compass

3315 N RACINE AVE #E, Chicago, IL 60657
Open Sat 10AM-12PM
31

$679,000

3 Beds 2 Baths

3315 N RACINE AVE #E, Chicago, IL 60657

Listed by Jeffrey Kropp of HBA Realty

1940 S Racine AVE, Chicago, IL 60608
Open Sat 12:30PM-2:30PM
23

$675,000

3 Beds 4 Baths 2,763 SqFt

1940 S Racine AVE, Chicago, IL 60608

Listed by Tiffany Jimenez of Upturn Properties LLC

4210 W 5th AVE, Chicago, IL 60624
Open Sat 12PM-3PM
72

$669,999

5 Beds 4.5 Baths 3,000 SqFt

4210 W 5th AVE, Chicago, IL 60624

Listed by Martha Mendoza Gutierrez of Realty of America, LLC

4030 N California AVE #3, Chicago, IL 60618
Open Sat 11AM-1PM
27

$649,900

3 Beds 2 Baths 2,000 SqFt

4030 N California AVE #3, Chicago, IL 60618

Listed by Lawrence Zukas of Unlimited Realty Inc

2500 N Seminary AVE #4W, Chicago, IL 60614
Open Sat 1PM-3PM
32

$649,000

2 Beds 2 Baths 1,518 SqFt

2500 N Seminary AVE #4W, Chicago, IL 60614

Listed by Sam Shaffer of Chicago Properties Firm

5844 N Hermitage AVE #B, Chicago, IL 60660
Open Sat 11AM-2PM
28

$635,000

3 Beds 1.5 Baths 2,100 SqFt

5844 N Hermitage AVE #B, Chicago, IL 60660

Listed by Monica McCarthy of Redfin Corporation

2033 N Damen AVE #2N, Chicago, IL 60647
Open Sat 1PM-3PM
21

$625,000

3 Beds 2 Baths 1,600 SqFt

2033 N Damen AVE #2N, Chicago, IL 60647

Listed by Kavan Hoff of @properties Christie's International Real Estate

2927 N Sacramento AVE, Chicago, IL 60618
Open Sat 12PM-3PM
31

$609,000

7 Beds 3 Baths

2927 N Sacramento AVE, Chicago, IL 60618

Listed by Wilfredo Galarza of Duarte Realty Company

mark-miles-chicago-il-real-estate-agent

Let's Find Your Perfect Home In Chicago!

Interested in buying a home in Chicago but need professional help to find the best deals in the market? We can help!


Chicago Real Estate Market Insights

Understanding the local market is important before you buy a house in Chicago.

Here are some of the latest statistics for our market:

  • Median Sale Price: $376,030 (Source: Rocket Mortgage, May 2025).
  • Average Days on Market (DOM): 26 days (Source: Rocket Mortgage, May 2025)
  • Inventory (Months of Supply): 2.3 months (Source: Chicago Agent Magazine via Real Valuation Services, May 2025).
  • Year-over-Year Price Appreciation: +7.4% (Source: Rocket Mortgage, May 2025)

Living in Chicago: Community & Lifestyle

Chicago blends big-city energy with block-party friendliness. The ‘L’, Metra, and Pace buses make car-free living doable, though the grid system keeps driving sane and the lake breeze merciful in August.

Major employers—from Advocate Health System to JPMorgan Chase to Boeing—anchor a steady job market that props up home values. O’Hare and Midway bookend the region, so a weekend escape is never more than a train ride away.

Beyond just getting around, Chicago is a powerhouse for jobs. Big names in healthcare like Advocate Health System, finance giants like JPMorgan Chase, world-class institutions like the University of Chicago, and global HQs for companies such as Boeing and United Airlines Holdings call this city home.

This means a strong job market, which is always a good thing for homeowners and the overall feel of the city.

Chicago Local Highlights & Attractions

  • Millennium Park: Hit “The Bean” at sunrise; it’s just you, the skyline reflection, and the guy hosing down the plaza.

  • Navy Pier: Touristy, yes, but the Centennial Wheel lines are shortest on winter weekdays.

  • Art Institute: Spend ten minutes with the Chagall windows when your feet give out.

  • Lakefront Trail: Eighteen miles of pavement and gull chatter; watch for wind off the water in April.

  • Magnificent Mile: Window-shop Burberry, then duck into Eataly for espresso.

  • Theater District: Offering Broadway shows, avant-garde plays, and everything in between in historic and modern venues.

  • Museum Cam

Chicago Area Schools

Chicago Public Schools (CPS) is huge and varied—neighborhood, magnet, selective-enrollment, and charter options. 

The primary public school system is Chicago Public Schools (CPS), one of the largest school districts in the nation.

Some highly-regarded schools include

Elementary

  • Skinner North Elementary School
  • Bell Elementary School

Middle Schools

  • Skinner West Elementary School
    Academic Centers at high schools like Whitney M. Young also serve middle school grades.

High Schools

Walter Payton College Prep
Northside College Prep
Whitney M. Young Magnet High School
Lane Tech College Prep

Understanding Chicago Crime & Safety

Using 2024 city crime stats (about 6.735 violent and 18.319 property crimes per 1,000 residents), overall crime eased in early 2025 but still sits above national averages. It’s important to note that while overall crime, including violent and property crimes, has seen a downward trend in early 2025 compared to the previous year.

Safety swings block by block: a Roscoe Village side street can feel worlds away from a South Loop nightlife corridor. CPD’s crime dashboard updates weekly, and community policing efforts have trimmed homicides and shootings citywide.


The Chicago Police Department (CPD) actively engages in community policing efforts and provides various services. They regularly report on citywide crime statistics and departmental efforts, and residents can check the official CPD website for specific programs and neighborhood safety information.

Chicago Real Estate: Buyer FAQs

What are typical closing costs for buyers in Chicago?

Plan on 2–5 percent of the price—lender, appraisal, title, attorney (yes, this is Illinois), recording, and prorated taxes. Your lender and lawyer will nail down the exact figure.

Any special insurance quirks?

Historic greystones in Lincoln Park may need a policy that respects vintage limestone; high-rise condos rely on the building’s master HOA policy plus your HO-6 for interiors; flood insurance pops up along the river or in low-lying pockets near the lake.

How do Chicago property taxes work?

Cook County reassesses every three years. Rates hinge on neighborhood and exemptions (homeowner, senior, etc.). Check the Assessor and Treasurer sites before you fall in love with a place.

What home styles will I find in Chicago?

Everything: worker cottages in Pilsen, Victorian gingerbread in Old Town, modern single-families in West Town, vintage walk-ups in Rogers Park, and 70-story glass needles in Streeterville. Pick your vibe and we’ll match a block to it.

Compare listings

Compare