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Luxury Homes in Chicago, IL
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3 bedsNew constructionWith a pool

Luxury Homes in Chicago, IL

Luxury Homes in Chicago, IL

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24 of 374 Listings
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Luxury Homes in Chicago, IL

24 of 374 Listings

  1. 2481 N Milwaukee Avenue Unit 402 — photoNew23Active

    $1,165,000

    3 bd · 3 ba · 0 sqft

    2481 N Milwaukee Avenue Unit 402, Chicago, IL

    Samantha Porter · Jameson Sotheby's Intl Realty

  2. 3856 N Kenneth Avenue — photoNew50Active

    $2,500,000

    4 bd · 5 ba · 5,853 sqft

    3856 N Kenneth Avenue, Chicago, IL

    Karrin Algas · @properties Christie's International Real Estate

  3. 914 W Fletcher Street Unit 1 — photoNew3Active

    $1,599,000

    4 bd · 4 ba · 0 sqft

    914 W Fletcher Street Unit 1, Chicago, IL

    Hayley Westhoff · Compass

  4. 1867 N Halsted Street Unit 1N — photoNew29Active

    $1,099,000

    4 bd · 3 ba · 2,612 sqft

    1867 N Halsted Street Unit 1N, Chicago, IL

    Jill Scott · Compass

  5. 2651 W Medill Avenue — photoNewOpen house Sun, Nov 15 · 10:00 AM36Active

    $1,595,000

    4 bd · 4 ba · 3,279 sqft

    2651 W Medill Avenue, Chicago, IL

    Danny Lewis · Baird & Warner

  6. 270 E Pearson Street Unit 701-801 — photoNew19Active

    $3,000,000

    5 bd · 8 ba · 6,860 sqft

    270 E Pearson Street Unit 701-801, Chicago, IL

    Caroline Druker · Baird & Warner

  7. 2415 W Dakin Street — photoNewOpen house Sun, Nov 15 · 12:00 PM39Active

    $1,850,000

    5 bd · 4 ba · 0 sqft

    2415 W Dakin Street, Chicago, IL

    Ian Schwartz · Coldwell Banker Realty

  8. 1642 S Prairie Avenue — photoNew33Active

    $1,475,000

    4 bd · 5 ba · 3,300 sqft

    1642 S Prairie Avenue, Chicago, IL

    Ryan Hardy · Jameson Sotheby's Intl Realty

  9. 1625 W Julian Street — photoNewOpen house Sun, Nov 15 · 1:00 PM42Active

    $2,099,000

    3 bd · 5 ba · 3,851 sqft

    1625 W Julian Street, Chicago, IL

    Jason O'Beirne · Jameson Sotheby's Intl Realty

  10. 118 E Erie Street Unit 26B — photoNew34Active

    $1,250,000

    2 bd · 2 ba · 1,505 sqft

    118 E Erie Street Unit 26B, Chicago, IL

    Ryan Hardy · Jameson Sotheby's Intl Realty

  11. 1962 W Wilson Avenue — photoNew49Active

    $1,850,000

    5 bd · 5 ba · 4,000 sqft

    1962 W Wilson Avenue, Chicago, IL

    Iris Kohl · Compass

  12. 1437 N Dearborn Street — photo44Active

    $3,500,000

    5 bd · 5 ba · 5,500 sqft

    1437 N Dearborn Street, Chicago, IL

    Ryan Hardy · Jameson Sotheby's Intl Realty

  13. 152 W Huron Street Unit 4 — photo30Active

    $1,995,000

    3 bd · 3 ba · 0 sqft

    152 W Huron Street Unit 4, Chicago, IL

    Joanne Nemerovski · Compass

  14. 1815 W Wabansia Avenue — photoOpen house Sun, Nov 15 · 10:30 AM40Active

    $1,299,000

    4 bd · 4 ba · 2,800 sqft

    1815 W Wabansia Avenue, Chicago, IL

    Jill Scott · Compass

  15. 57 E Delaware Place Unit 3804-05 — photo54Active

    $1,365,000

    2 bd · 3 ba · 3,050 sqft

    57 E Delaware Place Unit 3804-05, Chicago, IL

    Chezi Rafaeli · Coldwell Banker Realty

  16. 914 N Richmond Street — photo34Active

    $1,099,000

    3 bd · 4 ba · 2,650 sqft

    914 N Richmond Street, Chicago, IL

    Leslie Rodriguez · Coldwell Banker Realty

  17. 6755 N Jean Avenue — photoOpen house Fri, Nov 20 · 4:00 PM26Active

    $1,099,000

    4 bd · 5 ba · 3,756 sqft

    6755 N Jean Avenue, Chicago, IL

    Nicole Flores · Baird & Warner

  18. 60 E Monroe Street Unit 6901-6902 — photo56Active

    $6,600,000

    5 bd · 6 ba · 8,727 sqft

    60 E Monroe Street Unit 6901-6902, Chicago, IL

    Emily Sachs Wong · @properties Christie's International Real Estate

  19. 363 E Wacker Drive Unit 2504 — photo39Active

    $1,712,400

    2 bd · 2 ba · 1,726 sqft

    363 E Wacker Drive Unit 2504, Chicago, IL

    Leila Zammatta · Magellan Marketing Group LLC

  20. 3500 N Lake Shore Drive Unit 11C — photo46Active

    $1,575,000

    4 bd · 4 ba · 4,000 sqft

    3500 N Lake Shore Drive Unit 11C, Chicago, IL

    Sophia Worden · Berkshire Hathaway HomeServices Chicago

  21. 1313 N Ritchie Court Unit 2701 — photo34Active

    $1,195,000

    3 bd · 3 ba · 2,785 sqft

    1313 N Ritchie Court Unit 2701, Chicago, IL

    Kimberly Gleeson · Baird & Warner

  22. 111 E Chestnut Street Unit 56Ab — photo81Active

    $1,800,000

    2 bd · 3 ba · 2,600 sqft

    111 E Chestnut Street Unit 56Ab, Chicago, IL

    Chloe Ifergan · SERHANT.

  23. 333 W Hubbard Street Unit 610-611 — photoOpen house Sun, Nov 15 · 1:00 PM27Active

    $1,125,000

    3 bd · 3 ba · 2,300 sqft

    333 W Hubbard Street Unit 610-611, Chicago, IL

    Chloe Ifergan · SERHANT.

  24. 180 E Pearson Street Unit 5803 — photo44Active

    $3,250,000

    3 bd · 6 ba · 3,320 sqft

    180 E Pearson Street Unit 5803, Chicago, IL

    Edward Motto · Coldwell Banker Realty

12…16

About Luxury Homes in Chicago, IL

Luxury Homes in Chicago, IL: 374 active listings as of November 14, 2026, 23:13 UTC.

Property types among these 374 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
Condominium24465.2%
Single Family Residence11029.4%
Townhouse133.5%
Stock Cooperative71.9%

Luxury Homes in nearby cities

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Listing data & MLS disclosures

Midwest Real Estate Data (MRED)
Based on information submitted to the MLS GRID as of 2026-11-14 18:19:03 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 housing market

October 2026 · This period is still settling

Chicago 12-month median sale price trend

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 1,520 sales · as of Oct 30, 2026

Homes that sold · County records, as of Oct 28, 2026

Median sale price
$380,000$235,000–$641,250 typical range
Price per sq. ft.
$263
Sales
2,219
Paid in cash
32.0%

Homes on the market · MLS, as of Oct 18, 2026–Oct 30, 2026

Median list price
$369,000
Homes for sale
3,649
Median days on market
12 days

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

Year-over-year
0.3%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

Median home size
1,590 sq. ft.

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