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  • The buying timeline

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3 bedsNew constructionWith a pool
Homes Under $500K in Chicago, IL
1,297 listings

Homes Under $500K in Chicago, IL

Homes Under $500K in Chicago, IL

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24 of 1,297 Listings
Map

Homes Under $500K in Chicago, IL

24 of 1,297 Listings

  1. 505 N Lake Shore Drive 407 — photoNew34

Your local brokerage

JJ

Jeffrey Jonas

Realty.com

Lic. #471.004966

Call Jeffrey
Active

$399,000

1 bd · 1 ba · 1,100 sqft

505 N Lake Shore Drive 407, Chicago, IL

Robert Mack · @properties Christie's International Real Estate

  • 3600 N Lake Shore Drive 907 — photoNew26Active

    $290,000

    1 bd · 1 ba · 925 sqft

    3600 N Lake Shore Drive 907, Chicago, IL

    Christina Ghanayem · Realty of America, LLC

  • 1738 W 17th Street 2 — photoNew17Active

    $479,900

    3 bd · 2 ba · 1,400 sqft

    1738 W 17th Street 2, Chicago, IL

    Cory Tanzer · Option Premier LLC

  • 5455 N Sheridan Road 3106 — photoNew32Active

    $329,900

    2 bd · 1 ba · — sqft

    5455 N Sheridan Road 3106, Chicago, IL

    Ryan Cherney · Circle One Realty

  • 3200 S Throop Street B — photoNew15Active

    $360,000

    3 bd · 2 ba · 1,122 sqft

    3200 S Throop Street B, Chicago, IL

    QianKun Chen · Kale Realty

  • 6833 N Kedzie Avenue 914 — photoNew19Active

    $178,500

    1 bd · 1 ba · 986 sqft

    6833 N Kedzie Avenue 914, Chicago, IL

    Craig Kulwin · Coldwell Banker Realty

  • 1632 S Indiana Avenue 706 — photoNew16Active

    $269,000

    1 bd · 1 ba · — sqft

    1632 S Indiana Avenue 706, Chicago, IL

    Chris Gomes · Jameson Sotheby's Intl Realty

  • 3335 W Belle Plaine Avenue 3a — photoNew20Active

    $329,900

    2 bd · 1 ba · 950 sqft

    3335 W Belle Plaine Avenue 3a, Chicago, IL

    Caesar Skiba · Landmark Realtors

  • 2525 N Sheffield Avenue 3E — photoNew8Active

    $489,000

    1 bd · 2 ba · 1,304 sqft

    2525 N Sheffield Avenue 3E, Chicago, IL

    Misael Chacon · Beycome Brokerage Realty LLC

  • 1965 W Cullom Avenue 3 — photoNew21Active

    $389,000

    2 bd · 2 ba · 902 sqft

    1965 W Cullom Avenue 3, Chicago, IL

    Ryan Douglas Wells · Keller Williams ONEChicago

  • 4310 N Clarendon Avenue 1021 — photoNew18Active

    $160,000

    1 bd · 1 ba · — sqft

    4310 N Clarendon Avenue 1021, Chicago, IL

    Ressie Krabacher · Keller Williams ONEChicago

  • 6730 S South Shore Drive 501 — photoNew26Active

    $110,000

    2 bd · 2 ba · 1,040 sqft

    6730 S South Shore Drive 501, Chicago, IL

    Shaquelia Smith · Baird & Warner

  • 3506 S State Street 312 — photoNew10Active

    $219,999

    2 bd · 1 ba · 780 sqft

    3506 S State Street 312, Chicago, IL

    Safwan Patel · YOUMU VENTURES LLC

  • 5101 N East River Road 1K — photoNew12Active

    $170,000

    1 bd · 1 ba · — sqft

    5101 N East River Road 1K, Chicago, IL

    Adam Max · Compass

  • 201 E Chestnut Street 3a — photoNew55Active

    $415,000

    2 bd · 2 ba · 1,600 sqft

    201 E Chestnut Street 3a, Chicago, IL

    Craig Knox Palmer · @properties Christie's International Real Estate

  • 235 W Van Buren Street 2715 — photoNew28Active

    $365,000

    2 bd · 2 ba · 1,031 sqft

    235 W Van Buren Street 2715, Chicago, IL

    Yijun Yang · Royal Service Realty Chicago Metro Properties

  • 1230 N State Parkway 18D — photoNew23Active

    $399,000

    1 bd · 2 ba · 1,000 sqft

    1230 N State Parkway 18D, Chicago, IL

    Eva Pusateri · RE/MAX Premier

  • 737 W Washington Boulevard 3406 — photoNew28Active

    $349,999

    1 bd · 2 ba · 1,040 sqft

    737 W Washington Boulevard 3406, Chicago, IL

    Matt Laricy · Americorp, Ltd

  • 125 S Green Street 805a — photoNew23Active

    $404,900

    1 bd · 1 ba · 900 sqft

    125 S Green Street 805a, Chicago, IL

    Jeremy Butterfield · Compass

  • 5201 S Blackstone Avenue 1W — photoNew24Active

    $385,000

    3 bd · 2 ba · 1,650 sqft

    5201 S Blackstone Avenue 1W, Chicago, IL

    Ashlei Eaton · @properties Christie's International Real Estate

  • 5321 N Delphia Avenue 322 — photoNew20Active

    $239,900

    2 bd · 1 ba · 1,000 sqft

    5321 N Delphia Avenue 322, Chicago, IL

    Halina Brzezinska · Chicagoland Brokers, Inc.

  • 1550 S Blue Island Avenue 420 — photoNew28Active

    $230,000

    1 bd · 1 ba · 800 sqft

    1550 S Blue Island Avenue 420, Chicago, IL

    Zachary Koran · Baird & Warner

  • 5701 N Sheridan Road 5U — photoNew14Active

    $175,000

    1 bd · 1 ba · 950 sqft

    5701 N Sheridan Road 5U, Chicago, IL

    Antje Gehrken · A.R.E. Partners Inc.

  • 1620 S Michigan Avenue 919 — photoNew18Active

    $329,000

    2 bd · 1 ba · 900 sqft

    1620 S Michigan Avenue 919, Chicago, IL

    Chris Gomes · Jameson Sotheby's Intl Realty

  • 12…55

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    Your local brokerage

    JJ

    Jeffrey Jonas

    Realty.com

    Lic. #471.004966

    Call Jeffrey

    Listing data & MLS disclosures

    Midwest Real Estate Data (MRED)
    Based on information submitted to the MLS GRID as of 2026-09-23 08:03:49 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 · 1,790 sales · as of Aug 31, 2026

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

    Median sale price
    $430,000$270,000–$725,000 typical range
    Price per sq. ft.
    $277
    Sales
    2,979
    Paid in cash
    31.1%

    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
    12.0%