Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings

Registered offenders on the map

Save search

Registered offenders on the map

Safety & registry resources

Review official public-safety information for any area from these government sources:

  • U.S. Dept. of Justice National Sex Offender Public Website (NSOPW)
  • FBI: state sex-offender registry directory
Luxury Homes in Chicago, IL
Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings
  • Rentals
  • Commercial

Registered offenders on the map

Save search
877 listings
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
3 bedsNew constructionWith a pool

Luxury Homes in Chicago, IL

Luxury Homes in Chicago, IL

Hide Map
24 of 877 Listings
Map

Luxury Homes in Chicago, IL

24 of 877 Listings

Your local brokerage

JJ

Jeffrey Jonas

Realty.com

Lic. #471.004966

Call Jeffrey
  1. 225 N Columbus Drive 8006 — photoNew34Active

    $2,500,000

    4 bd · 3 ba · 3,437 sqft

    225 N Columbus Drive 8006, Chicago, IL

    Alexis Eldorrado · Eldorrado Chicago Real Estate

  2. listing photo23Active

    $1,120,000

    3 bd · 3 ba · 2,050 sqft

    Address withheld · Chicago, IL

    Janet Jasmer · @properties Christie's International Real Estate

  3. 3820 N Damen Avenue 1 — photo33Active

    $1,370,000

    4 bd · 4 ba · 2,800 sqft

    3820 N Damen Avenue 1, Chicago, IL

    Gordon Munden · Baird & Warner

  4. 2743 N Greenview Avenue 1 — photo9Active

    $1,395,000

    3 bd · 3 ba · — sqft

    2743 N Greenview Avenue 1, Chicago, IL

    William Goldberg · Fulton Grace Realty

  5. 200 E Delaware Place 8C-9C — photo59Active

    $1,150,000

    4 bd · 4 ba · 3,400 sqft

    200 E Delaware Place 8C-9C, Chicago, IL

    Janelle Emalfarb-Gordon · @properties Christie's International Real Estate

  6. 200 E Delaware Place 8C-9C — photo59Active

    $1,150,000

    4 bd · 4 ba · 3,400 sqft

    200 E Delaware Place 8C-9C, Chicago, IL

    Janelle Emalfarb-Gordon · @properties Christie's International Real Estate

  7. 3041 N Leavitt Street — photo55Active

    $2,299,999

    6 bd · 6 ba · 4,200 sqft

    3041 N Leavitt Street, Chicago, IL

    Danielle Dowell · Berkshire Hathaway HomeServices Chicago

  8. 500 W Superior Street 2401 — photo44Active

    $1,650,000

    3 bd · 3 ba · 3,550 sqft

    500 W Superior Street 2401, Chicago, IL

    Danielle Dowell · Berkshire Hathaway HomeServices Chicago

  9. listing photo23Active

    $1,120,000

    3 bd · 3 ba · 2,050 sqft

    Address withheld · Chicago, IL

    Janet Jasmer · @properties Christie's International Real Estate

  10. 2929 N Oakley Avenue 46-J — photo12Active

    $1,600,000

    4 bd · 4 ba · 3,734 sqft

    2929 N Oakley Avenue 46-J, Chicago, IL

    P Corwin Robertson · Jameson Sotheby's Intl Realty

  11. 3126 W Lyndale Street 2 — photo26Active

    $1,099,000

    3 bd · 3 ba · — sqft

    3126 W Lyndale Street 2, Chicago, IL

    James Sheehan · Meridian Real Estate Chicago LLC

  12. 3714 N Claremont Avenue — photo23Active

    $2,699,000

    4 bd · 5 ba · 5,000 sqft

    3714 N Claremont Avenue, Chicago, IL

    Dorota Krajewska · Infiniti Properties, Inc.

  13. 1617 W Grand Avenue 1W — photo25Active

    $1,240,000

    4 bd · 3 ba · 3,500 sqft

    1617 W Grand Avenue 1W, Chicago, IL

    Victoria Jones · Compass

  14. 3820 N Damen Avenue 1 — photo33Active

    $1,370,000

    4 bd · 4 ba · 2,800 sqft

    3820 N Damen Avenue 1, Chicago, IL

    Gordon Munden · Baird & Warner

  15. 1133 S Wabash Avenue 806 — photo35Active

    $1,150,000

    3 bd · 3 ba · 0 sqft

    1133 S Wabash Avenue 806, Chicago, IL

    Grigory Pekarsky · Vesta Preferred LLC

  16. 3700 N Lake Shore Drive 104 — photo38Active

    $1,495,000

    4 bd · 3 ba · 3,001 sqft

    3700 N Lake Shore Drive 104, Chicago, IL

    Michael Zuker · @properties Christie's International Real Estate

  17. 1839 N Dayton Street 101 — photo47Active

    $2,000,000

    3 bd · 3 ba · — sqft

    1839 N Dayton Street 101, Chicago, IL

    Sabina Szura · Mark Allen Realty ERA Powered

  18. 1133 S Wabash Avenue 806 — photo35Active

    $1,150,000

    3 bd · 3 ba · — sqft

    1133 S Wabash Avenue 806, Chicago, IL

    Grigory Pekarsky · Vesta Preferred LLC

  19. 500 W Superior Street 2401 — photo44Active

    $1,650,000

    3 bd · 3 ba · 3,550 sqft

    500 W Superior Street 2401, Chicago, IL

    Danielle Dowell · Berkshire Hathaway HomeServices Chicago

  20. Active

    $2,299,999

    6 bd · 6 ba · 4,200 sqft

    3041 N Leavitt Street, Chicago, IL

    Danielle Dowell · Berkshire Hathaway HomeServices Chicago

  21. 1617 W Grand Avenue 1W — photo27Active

    $1,240,000

    4 bd · 3 ba · 3,500 sqft

    1617 W Grand Avenue 1W, Chicago, IL

    Victoria Jones · Compass

  22. 3714 N Claremont Avenue — photo23Active

    $2,699,000

    4 bd · 5 ba · 5,000 sqft

    3714 N Claremont Avenue, Chicago, IL

    Dorota Krajewska · Infiniti Properties, Inc.

  23. 211 N Harbor Drive 3009 — photo34Active

    $1,080,000

    3 bd · 2 ba · 1,550 sqft

    211 N Harbor Drive 3009, Chicago, IL

    Bradley Brondyke · Jameson Sotheby's Intl Realty

  24. 1235 N Damen Avenue — photo27Active

    $1,269,000

    4 bd · 3 ba · 2,912 sqft

    1235 N Damen Avenue, Chicago, IL

    Nayibe Garces · Prello Realty

12…37

Explore Chicago homes

By price

  • Under $300K
  • Under $500K
  • Under $700K
  • Luxury

By bedrooms

  • 2 beds
  • 3 beds
  • 4 beds
  • 5 beds

By type

  • Single family
  • Townhomes
  • Condos
  • Manufactured homes
  • Multi-family homes
  • Co-ops

By feature

Realty.com

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

Equal Housing OpportunityEqual Housing Lender

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

© 2026 Realty.com. All rights reserved.·Privacy·Terms·California Privacy Rights·Accessibility·Licensing

Listing data & MLS disclosures

Midwest Real Estate Data (MRED)
Based on information submitted to the MLS GRID as of 2026-09-26 17:37:03 UTC. 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.

Chicago, IL community profile

Population
2,691,710
Median income
$71,438
Housing units
1,189,407
People per sq. mi.
11,262.4
Area
239 sq. mi.

Source: HJN community data

Chicago housing market

August 2026

Chicago 12-month median sale price trend

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 1,818 sales · as of Aug 31, 2026

Homes that sold · County records, as of Aug 31, 2026

Median sale price
$427,000$268,000–$715,000 typical range
Price per sq. ft.
$280
Sales
3,409
Paid in cash
31.4%

Homes on the market · MLS, as of Aug 31, 2026

Median days on market
11 days

Price trend · Assessor repeat sales, as of Aug 31, 2026

Year-over-year
11.6%
    • New construction
    • With a pool

    Your local brokerage

    JJ

    Jeffrey Jonas

    Realty.com

    Lic. #471.004966

    Call Jeffrey