Recently Sold Oakland Homes

/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
Explore Oakland
/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 $422,826

Last Listing Agent Jean Walker Redfin Corporation

3968 S Ellis Ave Unit 2N, 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 $358,294

Last Listing Agent Eric Marcus Keller Williams ONEChicago

4248 S Drexel Blvd Unit 3S, 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 $295,676

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

4014 S Drexel Blvd Unit 4R, 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
/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 $612,075

Last Listing Agent Jessica Macey Real Broker LLC

Unlisted Address
/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 $380,367

Last Listing Agent Carolyn Durocher Coldwell Banker Realty

4114 Maryland Ave, 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 $418,370

Last Listing Agent Brian Brak Brak Realty Inc.

4043 S Drexel Blvd Unit 104, 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 $296,564

Last Listing Agent Paulette Edwards Coldwell Banker Realty

3976 S Ellis Ave Unit GS, Chicago, IL 60653
/51
$639,900

Sold Jul 31, 2026

3761 S Lake Park Ave, Chicago, IL 60653
- 5 Beds
- 3 Baths
- 2,556 Sq Ft
- Built 2000
Last Sold Summary
- $250/SF
- 7 Days On Market
Last Listing Agent Benita Cathey The Margie Smigel Group, LLC

3761 S Lake Park Ave, 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 $330,958

Last Listing Agent Fei Martin Berkshire Hathaway HomeServices Chicago

3817 S Ellis Ave Unit 302, Chicago, IL 60653
/3
$140,000

Sold Aug 10, 2026

614 E 43rd St, Chicago, IL 60653
- Land
- 0 Sq Ft
Last Sold Summary
- 1% Above List Price
- 12 Days On Market
Last Listing Agent Jason O'Beirne Jameson Sotheby's Intl Realty

614 E 43rd St, 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 $223,706

Last Listing Agent Christopher Shaw Coldwell Banker Realty

3817 S Ellis Ave Unit 101, 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 $424,692

Last Listing Agent Janina Farr Coldwell Banker Realty

4226 S Ellis Ave Unit 2S, 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 $214,297

Last Listing Agent Mark Rantis Y Realty

809 E 40th St Unit 4-4, 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 $409,612

Last Listing Agent Brian Brak Brak Realty Inc.

4043 S Drexel Blvd Unit 101, 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 $340,288

Last Listing Agent Keesha Merritt Coldwell Banker Realty

4105 S Drexel Blvd Unit 1N, 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 $440,312

Last Listing Agent Michelle Atkins Coldwell Banker Realty

4220 S Ellis Ave Unit 4N, Chicago, IL 60653
/16
$460,000

Sold Aug 25, 2026

4104 S Lake Park Ave, Chicago, IL 60653
- 3 Beds
- 1.5 Baths
- 1,753 Sq Ft
- Built 1888
Last Sold Summary
- 20% Below List Price
- $262/SF
- 46 Days On Market
Current Estimated Value $540,708

Last Listing Agent Jesus Gamboa First Rate Properties

4104 S Lake Park Ave, 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 $368,479

Last Listing Agent Anthony Disano Parkvue Realty Corporation

804 E 41st St, 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 $225,575

Last Listing Agent Danielle Dowell Berkshire Hathaway HomeServices Chicago

3811 S Langley Ave Unit 301, 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 $228,591

Last Listing Agent Sheila Dantzler Jameson Sotheby's Intl Realty

817 E 41st St Unit 2A, 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 $310,743

Last Listing Agent Anthony Disano Parkvue Realty Corporation

4162 S Lake Park Ave, 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 $411,120

Last Listing Agent Barbara Bracy Baird & Warner

3993 S Drexel Blvd, 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 $293,762

Last Listing Agent Janina Farr Coldwell Banker Realty

4226 S Ellis Ave Unit 1S, 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 $228,922

Last Listing Agent Brian Brak Brak Realty Inc.

4043 S Drexel Blvd Unit 204, 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 $430,552

Last Listing Agent Kristina Betancourt Compass

3945 S Ellis Ave Unit 3N, Chicago, IL 60653
/13
$349,900

Sold Jul 21, 2026

3932 S Lake Park Ave Unit 2N, Chicago, IL 60653
- 3 Beds
- 2 Baths
- 1,800 Sq Ft
- Built 2007
Last Sold Summary
- $194/SF
- 13 Days On Market
Current Estimated Value $347,195

Last Listing Agent Vergis Eiland @properties Christie's International Real Estate

3932 S Lake Park Ave Unit 2N, 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 $804,023

Last Listing Agent Nasimul Chowdhury Keller Williams ONEChicago

4065 S Ellis Ave, 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 $493,391

Last Listing Agent Melanie Miller Keller Williams ONEChicago

4029 S Ellis Ave Unit 2S, 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 $179,782

Last Listing Agent Monique Neal Compass

809 E 40th St Unit 4-3, 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 $211,827

Last Listing Agent Brian Brak Brak Realty Inc.

4043 S Drexel Blvd Unit 202, 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
/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
/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

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 57 days on the market.

What is the number of active homes for sale in Oakland, IL?

There are 5 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 $358,000, down 1% year-over-year. Homes in Oakland sell in 57 days on average, compared to the national average of 55 days.

Home Price Trends

Median Sale Price $358,000	Median Single Family Sale Price $380,000
Median Townhouse Sale Price $386,000	Median 2 Bedroom Sale Price $245,704
Median 1 Bedroom Sale Price $202,450	Average Price Per Sq Ft $197
Number of Homes for Sale 5	Last 12 months Home Sales 30
Months of Supply 2.00	Median List Price $359,000
Median Change From 1st List Price 1%	Median Home Sale Price YoY Change -1%

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Oakland Types of Homes for Sale

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