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

Save search

Map layers

Safety

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

411 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
Save search
3 bedsNew constructionWith a pool

Luxury Homes in Chicago, IL

Luxury Homes in Chicago, IL

Hide Map
24 of 411 Listings
Map

Luxury Homes in Chicago, IL

24 of 411 Listings

Your local brokerage

JJ

Jeffrey Jonas

Realty.com

Lic. #471.004966

Call Jeffrey
  1. 1630 N Humboldt Boulevard — photoNew60Active

    $1,099,000

    4 bd · 4 ba · 2,565 sqft

    1630 N Humboldt Boulevard, Chicago, IL

    Anthony Adreani · Adreani Realty Inc

  2. 1540 N North Park Avenue Unit 3S — photoNew26Active

    $1,099,900

    3 bd · 2 ba · 0 sqft

    1540 N North Park Avenue Unit 3S, Chicago, IL

    Alexandre Stoykov · Compass

  3. 4926 N Seeley Avenue — photoNew50Active

    $1,899,000

    4 bd · 5 ba · 3,722 sqft

    4926 N Seeley Avenue, Chicago, IL

    George Flannick · George Flannick

  4. 1000 W Washington Boulevard Unit 141 — photoNew46Active

    $1,200,000

    3 bd · 3 ba · 3,500 sqft

    1000 W Washington Boulevard Unit 141, Chicago, IL

    Christopher Stefani · Keller Williams ONEChicago

  5. 914 N Richmond Street — photoNew26Active

    $1,275,000

    3 bd · 4 ba · 2,650 sqft

    914 N Richmond Street, Chicago, IL

    Leslie Rodriguez · Coldwell Banker Realty

  6. 6883 W Hobart Avenue — photoNew38Active

    $1,280,000

    5 bd · 4 ba · 4,277 sqft

    6883 W Hobart Avenue, Chicago, IL

    Susan Bragg · Baird & Warner

  7. 211 N Harbor Drive Unit 3806 — photoNew40Active

    $1,120,000

    2 bd · 3 ba · 1,384 sqft

    211 N Harbor Drive Unit 3806, Chicago, IL

    Bradley Brondyke · Jameson Sotheby's Intl Realty

  8. 3141 N Saint Louis Avenue — photoNew40Active

    $1,125,000

    3 bd · 4 ba · 3,200 sqft

    3141 N Saint Louis Avenue, Chicago, IL

    Brittany Bussell · SERHANT.

  9. 1962 W Wilson Avenue — photoNewOpen house Sat, Oct 17 · 11:00 AM49Active

    $1,950,000

    5 bd · 5 ba · 4,000 sqft

    1962 W Wilson Avenue, Chicago, IL

    Iris Kohl · Compass

  10. 2143 N Sedgwick Street — photoNewOpen house Sat, Oct 17 · 12:00 PM51Active

    $1,399,999

    3 bd · 4 ba · 2,698 sqft

    2143 N Sedgwick Street, Chicago, IL

    Ashley Cox · Compass

  11. 909 W Roscoe Street Unit 1 — photoNewOpen house Sun, Oct 18 · 1:00 PM45Active

    $1,200,000

    4 bd · 3 ba · 2,700 sqft

    909 W Roscoe Street Unit 1, Chicago, IL

    Lester Zielinski · Chicagoland Brokers, Inc.

  12. 4941 S Kimbark Avenue — photoNew44Active

    $1,595,000

    5 bd · 4 ba · 4,752 sqft

    4941 S Kimbark Avenue, Chicago, IL

    Catherine Rosenberg · Berkshire Hathaway HomeServices Chicago

  13. 2023 W Augusta Boulevard Unit 3W — photoNew23Active

    $1,049,000

    3 bd · 3 ba · 0 sqft

    2023 W Augusta Boulevard Unit 3W, Chicago, IL

    Andrew Thurston · Meridian Real Estate Chicago LLC

  14. 2616 W Sunnyside Avenue — photoNewOpen house Sat, Oct 17 · 11:30 AM51Active

    $2,250,000

    6 bd · 5 ba · 4,500 sqft

    2616 W Sunnyside Avenue, Chicago, IL

    Jill Halpern · @properties Christie's International Real Estate

  15. 3921 N Greenview Avenue Unit 1 — photoNewOpen house Sat, Oct 17 · 11:00 AM45Active

    $1,450,000

    5 bd · 3 ba · 3,409 sqft

    3921 N Greenview Avenue Unit 1, Chicago, IL

    Michael Greco · Baird & Warner

  16. 50 E Chestnut Street Unit 3801 — photoNew46Active

    $3,499,900

    2 bd · 4 ba · 3,579 sqft

    50 E Chestnut Street Unit 3801, Chicago, IL

    Linda Levin · Jameson Sotheby's Intl Realty

  17. 1501 N State Parkway Unit 12C — photoNew30Active

    $1,295,000

    2 bd · 2 ba · 1,850 sqft

    1501 N State Parkway Unit 12C, Chicago, IL

    Natasha Motev · Jameson Sotheby's Intl Realty

  18. 4896 N Hermitage Avenue — photoNewOpen house Sat, Oct 17 · 12:00 PM65Active

    $1,000,000

    3 bd · 3 ba · 0 sqft

    4896 N Hermitage Avenue, Chicago, IL

    Grigory Pekarsky · Vesta Preferred LLC

  19. 4829 N Hoyne Avenue — photoNewOpen house Sat, Oct 17 · 1:30 PM38Active

    $1,450,000

    4 bd · 4 ba · 0 sqft

    4829 N Hoyne Avenue, Chicago, IL

    Michael Shenfeld · Jameson Sotheby's Intl Realty

  20. 224 N Elizabeth Street Unit T2-21B — photoNewOpen house Sat, Oct 17 · 11:00 AM16Active

    $4,450,000

    4 bd · 5 ba · 0 sqft

    224 N Elizabeth Street Unit T2-21B, Chicago, IL

    Timothy Sheahan · Compass

  21. 559 W Armitage Avenue — photoNew33Active

    $1,775,000

    4 bd · 4 ba · 3,000 sqft

    559 W Armitage Avenue, Chicago, IL

    Douglas Smith · @properties Christie's International Real Estate

  22. 1824 N Wood Street — photoNew48Active

    $2,650,000

    6 bd · 6 ba · 0 sqft

    1824 N Wood Street, Chicago, IL

    Patrick Teets · Jameson Sotheby's Intl Realty

  23. 1823 N Sedgwick Street Unit 2S — photoNewOpen house Sun, Oct 18 · 11:00 AM15Active

    $1,950,000

    3 bd · 3 ba · 2,000 sqft

    1823 N Sedgwick Street Unit 2S, Chicago, IL

    Layching Quek · Redfin Corporation

  24. 4234 N Hazel Street — photoNew6Active

    $1,150,000

    6 bd · 5 ba · 6,000 sqft

    4234 N Hazel Street, Chicago, IL

    Timothy Salm · Jameson Sotheby's Intl Realty

12…18

About Luxury Homes in Chicago, IL

Luxury Homes in Chicago, IL: 411 active listings as of October 16, 2026, 08:57 UTC.

Property types among these 411 listings, by the property type each listing’s MLS reports, spelled as the MLS spells it. Types with fewer than 5 listings, and listings whose MLS reports no type, are not shown, so the shares can total less than 100%.
Property typeListingsShare
Condominium25562.0%
Single Family Residence13432.6%
Townhouse153.6%
Stock Cooperative71.7%

Explore Chicago homes

By price

  • Homes Under $100K
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 2026-10-16 08:03:30 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.
  • Homes Under $200K
  • Homes Under $300K
  • Homes Under $400K
  • Homes Under $500K
  • Homes Under $600K
  • Homes Under $700K
  • Homes Under $800K
  • Homes Under $900K
  • Homes Under $1M
  • Homes Over $3M
  • Luxury Homes
  • By bedrooms

    • 2 Bedroom Homes
    • 3 Bedroom Homes
    • 4 Bedroom Homes
    • 5 Bedroom Homes

    By type

    • Single-Family Homes
    • Townhomes
    • Condos
    • Co-ops

    By feature

    • New Construction Homes
    • Homes with a Pool
    • Waterfront Homes
    • Open Houses
    • Foreclosures & Short Sales

    Your local brokerage

    JJ

    Jeffrey Jonas

    Realty.com

    Lic. #471.004966

    Call Jeffrey

    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

    September 2026

    Chicago 12-month median sale price trend

    Selling at 100.0% of asking price

    Sales here are closing essentially at asking. MLS · 1,580 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 30, 2026

    Median sale price
    $412,000$260,000–$716,000 typical range
    Price per sq. ft.
    $263
    Sales
    3,167
    Paid in cash
    33.2%

    Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

    Median list price
    $377,010
    Homes for sale
    3,766
    Median days on market
    12 days

    Price trend · Assessor repeat sales, as of Sep 30, 2026

    Year-over-year
    9.3%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

    Median home size
    1,600 sq. ft.