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3 bedsNew constructionWith a pool
5 Bedroom Homes in Chicago, IL
158 listings

5 Bedroom Homes in Chicago, IL

5 Bedroom Homes in Chicago, IL

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24 of 158 Listings
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5 Bedroom Homes in Chicago, IL

24 of 158 Listings

  1. 304 N Parkside Avenue — photoNew6

Your local brokerage

JJ

Jeffrey Jonas

Realty.com

Lic. #471.004966

Call Jeffrey
Active

$429,900

5 bd · 3 ba · 4,536 sqft

304 N Parkside Avenue, Chicago, IL

Angelica Hardin · The Real Estate Brand LLC

  • 6909 S Ada Street — photoNewOpen house Sun, Oct 18 · 12:00 PM23Active

    $227,000

    5 bd · 2 ba · 1,698 sqft

    6909 S Ada Street, Chicago, IL

    David Dominguez · Realty of America, LLC

  • 5012 N Tripp Avenue — photoNew53Active

    $555,000

    5 bd · 4 ba · 2,026 sqft

    5012 N Tripp Avenue, Chicago, IL

    Victoria Unger · Century 21 Langos & Christian

  • 1942 S Hamlin Avenue — photoNew17Active

    $65,000

    5 bd · 2 ba · 1,044 sqft

    1942 S Hamlin Avenue, Chicago, IL

    Diego Pizano · eXp Realty

  • 1411 N Keeler Avenue — photoNew24Active

    $329,900

    5 bd · 2 ba · 1,650 sqft

    1411 N Keeler Avenue, Chicago, IL

    Ryan Cherney · Circle One Realty

  • 322 W 107th Place — photoNew34Active

    $299,900

    5 bd · 2 ba · 1,402 sqft

    322 W 107th Place, Chicago, IL

    Ginny Leamy · Compass

  • 10145 S Lafayette Avenue — photo28Active

    $465,000

    5 bd · 3 ba · 3,540 sqft

    10145 S Lafayette Avenue, Chicago, IL

    Neal Ratner · Apartment and Home Seekers

  • 6883 W Hobart Avenue — photo38Active

    $1,280,000

    5 bd · 4 ba · 4,277 sqft

    6883 W Hobart Avenue, Chicago, IL

    Susan Bragg · Baird & Warner

  • 1962 W Wilson Avenue — photoOpen house Sun, Oct 18 · 1:00 PM49Active

    $1,950,000

    5 bd · 5 ba · 4,000 sqft

    1962 W Wilson Avenue, Chicago, IL

    Iris Kohl · Compass

  • 8509 S Morgan Street — photo15Active

    $159,900

    5 bd · 3 ba · 1,575 sqft

    8509 S Morgan Street, Chicago, IL

    Cecylia Tyrala · Re/Max Millennium

  • 4941 S Kimbark Avenue — photo44Active

    $1,595,000

    5 bd · 4 ba · 4,752 sqft

    4941 S Kimbark Avenue, Chicago, IL

    Catherine Rosenberg · Berkshire Hathaway HomeServices Chicago

  • 3921 N Greenview Avenue Unit 1 — photo45Active

    $1,450,000

    5 bd · 3 ba · 3,409 sqft

    3921 N Greenview Avenue Unit 1, Chicago, IL

    Michael Greco · Baird & Warner

  • 5701-5703 S Kenwood Avenue Unit 1 — photo23Active

    $500,000

    5 bd · 3 ba · 2,400 sqft

    5701-5703 S Kenwood Avenue Unit 1, Chicago, IL

    Matt Laricy · Americorp, Ltd

  • 812 S Miller Street Unit G — photo1Active

    $495,000

    5 bd · 2 ba · 2,500 sqft

    812 S Miller Street Unit G, Chicago, IL

    Mehdi Mova · Compass

  • 11839 S State Street — photo8Active

    $100,000

    5 bd · 1 ba · 1,400 sqft

    11839 S State Street, Chicago, IL

    Joseph Konney · Top Care Realty LLC

  • 6544 S Damen Avenue — photo21Active

    $172,000

    5 bd · 1 ba · 0 sqft

    6544 S Damen Avenue, Chicago, IL

    Tamika Harding · Keller Williams Preferred Rlty

  • 1619 N Normandy Avenue — photo44Active

    $499,900

    5 bd · 3 ba · 3,051 sqft

    1619 N Normandy Avenue, Chicago, IL

    Mary Taylor Sticha · Look See Realty

  • 5438 W Melrose Street — photo40Active

    $568,000

    5 bd · 3 ba · 2,500 sqft

    5438 W Melrose Street, Chicago, IL

    David Jaracz · Savvy Properties Inc

  • 3914 W 51st Street — photo54Active

    $900,000

    5 bd · 5 ba · 5,760 sqft

    3914 W 51st Street, Chicago, IL

    Evan Peng · Landmark Property Group Realty, LLC

  • 6742 N Glenwood Avenue — photoOpen house Sun, Oct 18 · 12:00 PM57Active

    $985,000

    5 bd · 3 ba · 2,800 sqft

    6742 N Glenwood Avenue, Chicago, IL

    Connie Abels · RE/MAX Premier

  • 2213 N Kildare Avenue — photo24Active

    $449,000

    5 bd · 3 ba · 2,711 sqft

    2213 N Kildare Avenue, Chicago, IL

    Juan Espinosa · E-Professional Realty

  • 3319 S Prairie Avenue — photo31Active

    $995,000

    5 bd · 4 ba · 3,000 sqft

    3319 S Prairie Avenue, Chicago, IL

    Michael Giliano · Compass

  • 5727 S Hermitage Avenue — photo36Active

    $220,000

    5 bd · 3 ba · 778 sqft

    5727 S Hermitage Avenue, Chicago, IL

    Javier Alday · Realty of America, LLC

  • 5730 S Washtenaw Avenue — photo21Active

    $250,000

    5 bd · 2 ba · 836 sqft

    5730 S Washtenaw Avenue, Chicago, IL

    Javier Alday · Realty of America, LLC

  • 12…7

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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 2026-10-18 05:06:29 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

    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.