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Recently Sold Oakland Homes

Section Image
  • 4043 S Drexel Blvd, Chicago, IL 60653
    4043 S Drexel Blvd, Chicago, IL 60653
    4043 S Drexel Blvd, Chicago, IL 60653
    /30

    $1,466,920

    Sold Mar 04, 2026

    4043 S Drexel Blvd, Chicago, IL 60653

    • Built 2003

    Last Sold Summary

    • 1% Above List Price
    • 235 Days On Market

    Last Listing Agent Loreal Urso Baird & Warner

    4043 S Drexel Blvd, Chicago, IL 60653
  • 3968 S Ellis Ave Unit 2N, Chicago, IL 60653
    3968 S Ellis Ave Unit 2N, Chicago, IL 60653
    3968 S Ellis Ave Unit 2N, Chicago, IL 60653
    /30

    $425,000

    Sold Jun 26, 2026

    3968 S Ellis Ave Unit 2N, Chicago, IL 60653

    • 3 Beds
    • 2 Baths
    • 2,200 Sq Ft
    • Built 2004

    Last Sold Summary

    • $193/SF
    • 8 Days On Market

    Current Estimated Value $421,586

    Last Listing Agent Jean Walker Redfin Corporation

    3968 S Ellis Ave Unit 2N, Chicago, IL 60653
  • 4248 S Drexel Blvd Unit 3S, Chicago, IL 60653
    4248 S Drexel Blvd Unit 3S, Chicago, IL 60653
    4248 S Drexel Blvd Unit 3S, Chicago, IL 60653
    /20

    $362,000

    Sold Jun 05, 2026

    4248 S Drexel Blvd Unit 3S, Chicago, IL 60653

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft
    • Built 2008

    Last Sold Summary

    • 2% Above List Price
    • $213/SF
    • 6 Days On Market

    Current Estimated Value $349,016

    Last Listing Agent Eric Marcus Keller Williams ONEChicago

    4248 S Drexel Blvd Unit 3S, Chicago, IL 60653
  • 4014 S Drexel Blvd Unit 4R, Chicago, IL 60653
    4014 S Drexel Blvd Unit 4R, Chicago, IL 60653
    4014 S Drexel Blvd Unit 4R, Chicago, IL 60653
    /23

    $285,000

    Sold Feb 07, 2026

    4014 S Drexel Blvd Unit 4R, Chicago, IL 60653

    • 3 Beds
    • 2 Baths
    • 1,900 Sq Ft
    • Built 1925

    Last Sold Summary

    • 8% Below List Price
    • $150/SF
    • 71 Days On Market

    Current Estimated Value $293,710

    Last Listing Agent John Hockberger @properties Christie's International Real Estate

    4014 S Drexel Blvd Unit 4R, Chicago, IL 60653
  • 4134 S Ellis Ave, Chicago, IL 60653
    4134 S Ellis Ave, Chicago, IL 60653
    4134 S Ellis Ave, Chicago, IL 60653
    /29

    $475,000

    Sold Aug 26, 2025

    4134 S Ellis Ave, Chicago, IL 60653

    • 3 Beds
    • 4 Baths
    • 1,600 Sq Ft
    • Built 1996

    Last Sold Summary

    • 9% Below List Price
    • $297/SF
    • 53 Days On Market

    Current Estimated Value $524,756

    Last Listing Agent Rosa Sanchez-Fryer @properties Christie's International Real Estate

    4134 S Ellis Ave, Chicago, IL 60653
  • 922 E 42nd Place, Chicago, IL 60653
    922 E 42nd Place, Chicago, IL 60653
    /2

    $947,000

    Sold Jan 16, 2026

    922 E 42nd Place, Chicago, IL 60653

    • 6 Beds
    • 4.5 Baths
    • 2,316 Sq Ft
    • Built 1888

    Last Sold Summary

    • 5% Below List Price
    • $409/SF
    • 78 Days On Market

    Last Listing Agent Jennifer Bell Fulton Grace Realty

    922 E 42nd Place, Chicago, IL 60653
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /36

    $615,000

    Sold Jun 12, 2026

    Unlisted Address

    • 4 Beds
    • 5 Baths
    • 3,500 Sq Ft
    • Built 2016

    Last Sold Summary

    • 1% Below List Price
    • $176/SF
    • 11 Days On Market

    Current Estimated Value $614,605

    Last Listing Agent Jessica Macey Real Broker LLC

    Unlisted Address
  • 4114 Maryland Ave, Chicago, IL 60653
    4114 Maryland Ave, Chicago, IL 60653
    4114 Maryland Ave, Chicago, IL 60653
    /26

    $364,900

    Sold Dec 15, 2025

    4114 Maryland Ave, Chicago, IL 60653

    • 3 Beds
    • 2 Baths
    • 2,200 Sq Ft
    • Built 2008

    Last Sold Summary

    • 8% Below List Price
    • $166/SF
    • 93 Days On Market

    Current Estimated Value $376,184

    Last Listing Agent Carolyn Durocher Coldwell Banker Realty

    4114 Maryland Ave, Chicago, IL 60653
  • 4043 S Drexel Blvd Unit 104, Chicago, IL 60653
    4043 S Drexel Blvd Unit 104, Chicago, IL 60653
    4043 S Drexel Blvd Unit 104, Chicago, IL 60653
    /5

    $489,112

    Sold Mar 04, 2026

    4043 S Drexel Blvd Unit 104, Chicago, IL 60653

    • 3 Beds
    • 3 Baths
    • 2,500 Sq Ft
    • Built 2005

    Last Sold Summary

    • 11% Above List Price
    • $196/SF

    Current Estimated Value $416,873

    Last Listing Agent Brian Brak Brak Realty Inc.

    4043 S Drexel Blvd Unit 104, Chicago, IL 60653
  • 3976 S Ellis Ave Unit GS, Chicago, IL 60653
    3976 S Ellis Ave Unit GS, Chicago, IL 60653
    3976 S Ellis Ave Unit GS, Chicago, IL 60653
    /24

    $290,000

    Sold Sep 26, 2025

    3976 S Ellis Ave Unit GS, Chicago, IL 60653

    • 2 Beds
    • 2 Baths
    • 1,875 Sq Ft
    • Built 2004

    Last Sold Summary

    • 3% Below List Price
    • $155/SF
    • 9 Days On Market

    Current Estimated Value $289,939

    Last Listing Agent Paulette Edwards Coldwell Banker Realty

    3976 S Ellis Ave Unit GS, Chicago, IL 60653
  • 3862 S Lake Park Ave Unit 3S, Chicago, IL 60653
    3862 S Lake Park Ave Unit 3S, Chicago, IL 60653
    3862 S Lake Park Ave Unit 3S, Chicago, IL 60653
    /12

    $360,000

    Sold Aug 07, 2025

    3862 S Lake Park Ave Unit 3S, Chicago, IL 60653

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft
    • Built 2007

    Last Sold Summary

    • 3% Below List Price
    • $212/SF
    • 49 Days On Market

    Current Estimated Value $353,312

    Last Listing Agent Aliyah Perkins eXp Realty

    3862 S Lake Park Ave Unit 3S, Chicago, IL 60653
  • 3817 S Ellis Ave Unit 302, Chicago, IL 60653
    3817 S Ellis Ave Unit 302, Chicago, IL 60653
    3817 S Ellis Ave Unit 302, Chicago, IL 60653
    /16

    $336,172

    Sold Apr 10, 2026

    3817 S Ellis Ave Unit 302, Chicago, IL 60653

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft
    • Built 2006

    Last Sold Summary

    • 1% Below List Price
    • $198/SF
    • 26 Days On Market

    Current Estimated Value $330,634

    Last Listing Agent Fei Martin Berkshire Hathaway HomeServices Chicago

    3817 S Ellis Ave Unit 302, Chicago, IL 60653
  • 3817 S Ellis Ave Unit 101, Chicago, IL 60653
    3817 S Ellis Ave Unit 101, Chicago, IL 60653
    3817 S Ellis Ave Unit 101, Chicago, IL 60653
    /16

    $225,000

    Sold Mar 24, 2026

    3817 S Ellis Ave Unit 101, Chicago, IL 60653

    • 2 Beds
    • 1.5 Baths
    • 1,100 Sq Ft
    • Built 2006

    Last Sold Summary

    • $205/SF
    • 7 Days On Market

    Current Estimated Value $222,609

    Last Listing Agent Christopher Shaw Coldwell Banker Realty

    3817 S Ellis Ave Unit 101, Chicago, IL 60653
  • 4226 S Ellis Ave Unit 2S, Chicago, IL 60653
    4226 S Ellis Ave Unit 2S, Chicago, IL 60653
    4226 S Ellis Ave Unit 2S, Chicago, IL 60653
    /33

    $425,000

    Sold Oct 10, 2025

    4226 S Ellis Ave Unit 2S, Chicago, IL 60653

    • 3 Beds
    • 2.5 Baths
    • Built 2018

    Last Sold Summary

    • 29 Days On Market

    Current Estimated Value $421,309

    Last Listing Agent Janina Farr Coldwell Banker Realty

    4226 S Ellis Ave Unit 2S, Chicago, IL 60653
  • 809 E 40th St Unit 4-4, Chicago, IL 60653
    809 E 40th St Unit 4-4, Chicago, IL 60653
    809 E 40th St Unit 4-4, Chicago, IL 60653
    /25

    $196,000

    Sold Mar 26, 2026

    809 E 40th St Unit 4-4, Chicago, IL 60653

    • 2 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • Built 1923

    Last Sold Summary

    • 15% Below List Price
    • $151/SF
    • 26 Days On Market

    Current Estimated Value $215,398

    Last Listing Agent Mark Rantis Y Realty

    809 E 40th St Unit 4-4, Chicago, IL 60653
  • 4043 S Drexel Blvd Unit 101, Chicago, IL 60653
    4043 S Drexel Blvd Unit 101, Chicago, IL 60653
    4043 S Drexel Blvd Unit 101, Chicago, IL 60653
    /5

    $443,320

    Sold Mar 04, 2026

    4043 S Drexel Blvd Unit 101, Chicago, IL 60653

    • 3 Beds
    • 3 Baths
    • 2,500 Sq Ft
    • Built 2005

    Last Sold Summary

    • 1% Above List Price
    • $177/SF

    Current Estimated Value $408,964

    Last Listing Agent Brian Brak Brak Realty Inc.

    4043 S Drexel Blvd Unit 101, Chicago, IL 60653
  • 4105 S Drexel Blvd Unit 1N, Chicago, IL 60653
    4105 S Drexel Blvd Unit 1N, Chicago, IL 60653
    4105 S Drexel Blvd Unit 1N, Chicago, IL 60653
    /20

    $340,000

    Sold Sep 29, 2025

    4105 S Drexel Blvd Unit 1N, Chicago, IL 60653

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • Built 2004

    Last Sold Summary

    • 3% Below List Price
    • $189/SF
    • 10 Days On Market

    Current Estimated Value $336,427

    Last Listing Agent Keesha Merritt Coldwell Banker Realty

    4105 S Drexel Blvd Unit 1N, Chicago, IL 60653
  • 4220 S Ellis Ave Unit 4N, Chicago, IL 60653
    4220 S Ellis Ave Unit 4N, Chicago, IL 60653
    4220 S Ellis Ave Unit 4N, Chicago, IL 60653
    /22

    $439,000

    Sold Jul 06, 2026

    4220 S Ellis Ave Unit 4N, Chicago, IL 60653

    • 3 Beds
    • 2.5 Baths
    • 1,574 Sq Ft
    • Built 2018

    Last Sold Summary

    • 2% Below List Price
    • $279/SF
    • 49 Days On Market

    Current Estimated Value $440,036

    Last Listing Agent Michelle Atkins Coldwell Banker Realty

    4220 S Ellis Ave Unit 4N, Chicago, IL 60653
  • 804 E 41st St, Chicago, IL 60653
    804 E 41st St, Chicago, IL 60653
    804 E 41st St, Chicago, IL 60653
    /25

    $354,000

    Sold Jan 16, 2026

    804 E 41st St, Chicago, IL 60653

    • 3 Beds
    • 3.5 Baths
    • 2,800 Sq Ft

    Last Sold Summary

    • 2% Below List Price
    • $126/SF
    • 25 Days On Market

    Current Estimated Value $366,437

    Last Listing Agent Anthony Disano Parkvue Realty Corporation

    804 E 41st St, Chicago, IL 60653
  • 3811 S Langley Ave Unit 301, Chicago, IL 60653
    3811 S Langley Ave Unit 301, Chicago, IL 60653
    3811 S Langley Ave Unit 301, Chicago, IL 60653
    /11

    $225,000

    Sold Sep 22, 2025

    3811 S Langley Ave Unit 301, Chicago, IL 60653

    • 2 Beds
    • 1.5 Baths
    • 1,300 Sq Ft
    • Built 2007

    Last Sold Summary

    • $173/SF
    • 3 Days On Market

    Current Estimated Value $222,005

    Last Listing Agent Danielle Dowell Berkshire Hathaway HomeServices Chicago

    3811 S Langley Ave Unit 301, Chicago, IL 60653
  • 817 E 41st St Unit 2A, Chicago, IL 60653
    817 E 41st St Unit 2A, Chicago, IL 60653
    817 E 41st St Unit 2A, Chicago, IL 60653
    /14

    $225,000

    Sold Dec 05, 2025

    817 E 41st St Unit 2A, Chicago, IL 60653

    • 2 Beds
    • 1.5 Baths
    • 1,440 Sq Ft
    • Built 2006

    Last Sold Summary

    • 2% Below List Price
    • $156/SF
    • 1 Day On Market

    Current Estimated Value $231,399

    Last Listing Agent Sheila Dantzler Jameson Sotheby's Intl Realty

    817 E 41st St Unit 2A, Chicago, IL 60653
  • 4162 S Lake Park Ave, Chicago, IL 60653
    4162 S Lake Park Ave, Chicago, IL 60653
    4162 S Lake Park Ave, Chicago, IL 60653
    /25

    $285,000

    Sold Mar 30, 2026

    4162 S Lake Park Ave, Chicago, IL 60653

    • 3 Beds
    • 2.5 Baths
    • 2,060 Sq Ft
    • Built 1888

    Last Sold Summary

    • 3% Below List Price
    • $138/SF
    • 12 Days On Market

    Current Estimated Value $376,209

    Last Listing Agent Anthony Disano Parkvue Realty Corporation

    4162 S Lake Park Ave, Chicago, IL 60653
  • 3993 S Drexel Blvd, Chicago, IL 60653
    3993 S Drexel Blvd, Chicago, IL 60653
    3993 S Drexel Blvd, Chicago, IL 60653
    /7

    $386,000

    Sold Oct 23, 2025

    3993 S Drexel Blvd, Chicago, IL 60653

    • 3 Beds
    • 3.5 Baths
    • 2,400 Sq Ft
    • Built 2007

    Last Sold Summary

    • 7% Below List Price
    • $161/SF
    • 19 Days On Market

    Current Estimated Value $404,815

    Last Listing Agent Barbara Bracy Baird & Warner

    3993 S Drexel Blvd, Chicago, IL 60653
  • 4226 S Ellis Ave Unit 1S, Chicago, IL 60653
    4226 S Ellis Ave Unit 1S, Chicago, IL 60653
    4226 S Ellis Ave Unit 1S, Chicago, IL 60653
    /14

    $275,000

    Sold Mar 31, 2026

    4226 S Ellis Ave Unit 1S, Chicago, IL 60653

    • 2 Beds
    • 1.5 Baths
    • 1,250 Sq Ft
    • Built 2018

    Last Sold Summary

    • 23% Below List Price
    • $220/SF
    • 0 Days On Market

    Current Estimated Value $292,407

    Last Listing Agent Janina Farr Coldwell Banker Realty

    4226 S Ellis Ave Unit 1S, Chicago, IL 60653
  • 4043 S Drexel Blvd Unit 204, Chicago, IL 60653
    4043 S Drexel Blvd Unit 204, Chicago, IL 60653
    4043 S Drexel Blvd Unit 204, Chicago, IL 60653
    /5

    $301,158

    Sold Mar 04, 2026

    4043 S Drexel Blvd Unit 204, Chicago, IL 60653

    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft
    • Built 2005

    Last Sold Summary

    • 37% Above List Price
    • $241/SF

    Current Estimated Value $228,490

    Last Listing Agent Brian Brak Brak Realty Inc.

    4043 S Drexel Blvd Unit 204, Chicago, IL 60653
  • 3945 S Ellis Ave Unit 3N, Chicago, IL 60653
    3945 S Ellis Ave Unit 3N, Chicago, IL 60653
    3945 S Ellis Ave Unit 3N, Chicago, IL 60653
    /42

    $435,000

    Sold May 01, 2026

    3945 S Ellis Ave Unit 3N, Chicago, IL 60653

    • 3 Beds
    • 2.5 Baths
    • 1,946 Sq Ft
    • Built 2007

    Last Sold Summary

    • $224/SF
    • 5 Days On Market

    Current Estimated Value $430,088

    Last Listing Agent Kristina Betancourt Compass

    3945 S Ellis Ave Unit 3N, Chicago, IL 60653
  • 4065 S Ellis Ave, Chicago, IL 60653
    4065 S Ellis Ave, Chicago, IL 60653
    4065 S Ellis Ave, Chicago, IL 60653
    /47

    $800,000

    Sold Dec 15, 2025

    4065 S Ellis Ave, Chicago, IL 60653

    • 3 Beds
    • 3.5 Baths
    • 3,000 Sq Ft
    • Built 2013

    Last Sold Summary

    • 3% Below List Price
    • $267/SF
    • 11 Days On Market

    Current Estimated Value $784,315

    Last Listing Agent Nasimul Chowdhury Keller Williams ONEChicago

    4065 S Ellis Ave, Chicago, IL 60653
  • 4029 S Ellis Ave Unit 2S, Chicago, IL 60653
    4029 S Ellis Ave Unit 2S, Chicago, IL 60653
    4029 S Ellis Ave Unit 2S, Chicago, IL 60653
    /15

    $439,000

    Sold Apr 22, 2026

    4029 S Ellis Ave Unit 2S, Chicago, IL 60653

    • 4 Beds
    • 3 Baths
    • Built 2015

    Last Sold Summary

    • 31 Days On Market

    Current Estimated Value $499,893

    Last Listing Agent Melanie Miller/ Eunique Gill Keller Williams ONEChicago

    4029 S Ellis Ave Unit 2S, Chicago, IL 60653
  • 809 E 40th St Unit 4-3, Chicago, IL 60653
    809 E 40th St Unit 4-3, Chicago, IL 60653
    809 E 40th St Unit 4-3, Chicago, IL 60653
    /15

    $205,000

    Sold Jun 01, 2026

    809 E 40th St Unit 4-3, Chicago, IL 60653

    • 1 Bed
    • 1 Bath
    • 850 Sq Ft
    • Built 1922

    Last Sold Summary

    • $241/SF
    • 18 Days On Market

    Current Estimated Value $191,651

    Last Listing Agent Monique Neal Compass

    809 E 40th St Unit 4-3, Chicago, IL 60653
  • 4043 S Drexel Blvd Unit 202, Chicago, IL 60653
    4043 S Drexel Blvd Unit 202, Chicago, IL 60653
    4043 S Drexel Blvd Unit 202, Chicago, IL 60653
    /19

    $266,409

    Sold Mar 04, 2026

    4043 S Drexel Blvd Unit 202, Chicago, IL 60653

    • 2 Beds
    • 2 Baths
    • 1,350 Sq Ft
    • Built 2005

    Last Sold Summary

    • 29% Above List Price
    • $197/SF

    Current Estimated Value $217,965

    Last Listing Agent Brian Brak Brak Realty Inc.

    4043 S Drexel Blvd Unit 202, Chicago, IL 60653
  • 4055 S Ellis Ave, Chicago, IL 60653
    4055 S Ellis Ave, Chicago, IL 60653
    4055 S Ellis Ave, Chicago, IL 60653
    /42

    $680,000

    Sold Feb 19, 2026

    4055 S Ellis Ave, Chicago, IL 60653

    • 4 Beds
    • 3 Baths
    • Built 1998

    Last Sold Summary

    • 1% Below List Price
    • 34 Days On Market

    Last Listing Agent Varine Hampton Coldwell Banker Realty

    4055 S Ellis Ave, Chicago, IL 60653
  • 3769 S Lake Park Ave, Chicago, IL 60653
    3769 S Lake Park Ave, Chicago, IL 60653
    /2

    $649,900

    Sold Jan 30, 2026

    3769 S Lake Park Ave, Chicago, IL 60653

    • 5 Beds
    • 4 Baths
    • 2,556 Sq Ft
    • Built 2003

    Last Sold Summary

    • $254/SF
    • 11 Days On Market

    Last Listing Agent Sheena Baker Keller Williams Innovate

    3769 S Lake Park Ave, Chicago, IL 60653
  • 4619, 4621 S Indiana Ave, Chicago, IL 60653
    4619, 4621 S Indiana Ave, Chicago, IL 60653
    4619, 4621 S Indiana Ave, Chicago, IL 60653
    /10

    $516,000

    Sold Oct 24, 2025

    4619, 4621 S Indiana Ave, Chicago, IL 60653

    • 6 Beds
    • 5 Baths
    • Built 1895

    Last Sold Summary

    • 2% Below List Price
    • 7 Days On Market

    Last Listing Agent James Mattz Keller Williams Preferred Rlty

    4619, 4621 S Indiana Ave, Chicago, IL 60653
Illinois Cook County Chicago Oakland

Recently Sold Real Estate & Homes in Oakland, Chicago

Learn more about living in Oakland

Frequently Asked Questions

What is the average time to sell a house in Oakland, IL?
The houses for sale in Oakland, IL spend an average of 55 days on the market.
What is the number of active homes for sale in Oakland, IL?
There are 7 active homes for sale in Oakland, IL.
Is Oakland, IL a good neighborhood?
Oakland, IL is a highly rated neighborhood receiving 3.1 stars from it's current and former residents.

Home Prices in Oakland, IL

The median home sale price in Oakland, Chicago is $357,000, up 7% year-over-year. Homes in Oakland sell in 55 days on average, compared to the national average of 57 days.

Home Price Trends

Median Sale Price
$357,000
Median Single Family Sale Price
$475,000
Median Townhouse Sale Price
$386,000
Median 2 Bedroom Sale Price
$269,204
Median 1 Bedroom Sale Price
$205,000
Average Price Per Sq Ft
$204
Number of Homes for Sale
7
Last 12 months Home Sales
30
Months of Supply
2.80
Median List Price
$360,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
7%
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