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3 bedsNew constructionWith a pool
5 Bedroom Homes in Chicago, IL — Page 7
349 listings

5 Bedroom Homes in Chicago, IL

5 Bedroom Homes in Chicago, IL

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24 of 349 Listings
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5 Bedroom Homes in Chicago, IL

24 of 349 Listings

  1. 5012 N Tripp Avenue — photoPrice Reduced53

Your local brokerage

JJ

Jeffrey Jonas

Realty.com

Lic. #471.004966

Call Jeffrey
Active

$565,000

5 bd · 4 ba · 2,026 sqft

5012 N Tripp Avenue, Chicago, IL

Victoria Unger · Century 21 Langos & Christian

  • 8014 S Yates Boulevard — photo19Active

    $318,800

    5 bd · 2 ba · 2,284 sqft

    8014 S Yates Boulevard, Chicago, IL

    Valdy Biernacki · Realty Executives New Image

  • 5012 N Tripp Avenue — photoPrice Reduced53Active

    $565,000

    5 bd · 4 ba · 2,026 sqft

    5012 N Tripp Avenue, Chicago, IL

    Victoria Unger · Century 21 Langos & Christian

  • 4945 W Berenice Avenue — photoPrice ReducedOpen house Sat, Oct 3 · 11:00 AM41Active

    $1,085,000

    5 bd · 4 ba · 3,099 sqft

    4945 W Berenice Avenue, Chicago, IL

    Mircea Campean · Berkshire Hathaway HomeServices Chicago

  • 6333 S Carpenter Street — photo16Active

    $160,000

    5 bd · 2 ba · 800 sqft

    6333 S Carpenter Street, Chicago, IL

    Gail Brakie · Brakie Realty, Inc.

  • 11635 S Laflin Street — photo16Active

    $190,000

    5 bd · 2 ba · — sqft

    11635 S Laflin Street, Chicago, IL

    Xiomara Maldonado · North Clybourn Group, Inc.

  • 6333 S Carpenter Street — photo16Active

    $160,000

    5 bd · 2 ba · 800 sqft

    6333 S Carpenter Street, Chicago, IL

    Gail Brakie · Brakie Realty, Inc.

  • 8118 S Rhodes Avenue — photoPrice Reduced26Active

    $218,000

    5 bd · 2 ba · 1,844 sqft

    8118 S Rhodes Avenue, Chicago, IL

    Terry Perdue · House 2 Home

  • 2018 N Seminary Avenue — photo5Active

    $7,250,000

    5 bd · 9 ba · 7,200 sqft

    2018 N Seminary Avenue, Chicago, IL

    Andrew Thurston · Meridian Real Estate Chicago LLC

  • 2018 N Seminary Avenue — photo5Active

    $7,250,000

    5 bd · 9 ba · 7,200 sqft

    2018 N Seminary Avenue, Chicago, IL

    Andrew Thurston · Meridian Real Estate Chicago LLC

  • 8118 S Rhodes Avenue — photoPrice Reduced26Active

    $215,000

    5 bd · 2 ba · 1,844 sqft

    8118 S Rhodes Avenue, Chicago, IL

    Terry Perdue · House 2 Home

  • 7811 S Wabash Avenue — photo41Active

    $374,900

    5 bd · 3 ba · 2,000 sqft

    7811 S Wabash Avenue, Chicago, IL

    Andrea Hernandez · Shopping Casas Chicago LLC

  • 3336 N Karlov Avenue — photo20Active

    $399,000

    5 bd · 3 ba · 1,341 sqft

    3336 N Karlov Avenue, Chicago, IL

    Anna Pieta · Landmark Realtors

  • 6744 S Bishop Street — photo29Active

    $359,000

    5 bd · 3 ba · 2,000 sqft

    6744 S Bishop Street, Chicago, IL

    Roberto Loza · Kale Realty

  • 6744 S Bishop Street — photo29Active

    $359,000

    5 bd · 3 ba · 2,000 sqft

    6744 S Bishop Street, Chicago, IL

    Roberto Loza · Kale Realty

  • 3336 N Karlov Avenue — photo20Active

    $399,000

    5 bd · 3 ba · 1,341 sqft

    3336 N Karlov Avenue, Chicago, IL

    Anna Pieta · Landmark Realtors

  • 17 N Pine Avenue — photoPrice Reduced35Active

    $450,000

    5 bd · 3 ba · 2,068 sqft

    17 N Pine Avenue, Chicago, IL

    Fernando Villa Roman · RE/MAX Partners

  • 3648 W 69th Street — photoPrice Reduced48Active

    $430,000

    5 bd · 3 ba · — sqft

    3648 W 69th Street, Chicago, IL

    Dane Bejasa · Baird & Warner

  • 3648 W 69th Street — photoPrice Reduced48Active

    $430,000

    5 bd · 3 ba · 0 sqft

    3648 W 69th Street, Chicago, IL

    Dane Bejasa · Baird & Warner

  • 17 N Pine Avenue — photoPrice Reduced35Active

    $430,000

    5 bd · 3 ba · 2,068 sqft

    17 N Pine Avenue, Chicago, IL

    Fernando Villa Roman · RE/MAX Partners

  • 2213 N Kildare Avenue — photo24Active

    $450,000

    5 bd · 3 ba · 2,711 sqft

    2213 N Kildare Avenue, Chicago, IL

    Juan Espinosa · E-Professional Realty

  • 3841 N Kenneth Avenue — photo39Active

    $1,849,000

    5 bd · 5 ba · 3,950 sqft

    3841 N Kenneth Avenue, Chicago, IL

    Richard Kasper · Compass

  • 2213 N Kildare Avenue — photo24Active

    $450,000

    5 bd · 3 ba · 2,711 sqft

    2213 N Kildare Avenue, Chicago, IL

    Juan Espinosa · E-Professional Realty

  • 3841 N Kenneth Avenue — photo39Active

    $1,849,000

    5 bd · 5 ba · 3,950 sqft

    3841 N Kenneth Avenue, Chicago, IL

    Richard Kasper · Compass

  • 1…678…15

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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 2026-10-02 23:12:03 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

    September 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 · 1,396 sales · as of Sep 29, 2026

    Homes that sold · County records, as of Sep 17, 2026

    Median sale price
    $425,000$270,000–$723,000 typical range
    Price per sq. ft.
    $270
    Sales
    1,841
    Paid in cash
    31.2%

    Homes on the market · MLS, as of Sep 27, 2026–Sep 29, 2026

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

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

    Year-over-year
    11.3%

    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.