Oakland, Chicago, IL, Real Estate

Oakland is located on the South Side of Chicago, Illinois. Oakland is one of 77 officially designated Chicago community areas.

Oakland currently has 1 single family home for sale with a list price of $499,500, 1 townhouse for sale with a list price of $396,000, and 8 condos for sale with an average list price of $278,174.88. The average annual property tax for Oakland is $4,879.43.

Current Homes for Sale

Schools

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What's Hot & What Not

Absorption Report Using the absorption rate, we can determine how long it's taking for homes to sell and which price points are selling the fastest in Oakland, i.e. what's hot and what's not.

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Recent Sales

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Buildings/Subdivisions

Buildings/Subdivisions Median Price
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3968 S. Ellis

3968 S. Ellis is a condo building in the Oakland neighborhood of Chicago, Illinois, built between 2004 and 2007. It currently has no homes for sale. The homes have an average size of 2,200 ft2. The average annual property tax for 3968 S. Ellis is $6,469.76. It is located in Cook County. 3968 S. Ellis Avenue is an 8 unit condo building. 3968 S. Ellis Avenue is located in the Oakland neighborhood of Chicago. ... Read more
Median Price: $403,000
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3971 S. Ellis

3971 S. Ellis is a condo building in the Oakland neighborhood of Chicago, Illinois, built between 2004 and 2005. It currently has no homes for sale. The homes range in size from 1,750 ft2 to 2,200 ft2. The average annual property tax for 3971 S. Ellis is $5,716.52. It is located in Cook County. 3971 S. Ellis Avenue is an 8 unit condo building built in 2004. 3971 S. Ellis Avenue is located in the ... Read more
Median Price: $385,000
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4105 S. Drexel

4105 S. Drexel is a condo building in the Oakland neighborhood of Chicago, Illinois, built in 2004. It currently has 1 condo for sale with a list price of $350,000. The homes range in size from 1,050 ft2 to 1,800 ft2. The average annual property tax for 4105 S. Drexel is $4,244.85. It is located in Cook County. 4105 S. Drexel Blvd. is a 14 unit condo building built in 2003. 4105 S. Drexel Blvd is located in the Oakland neighborhood of Chicago. ... Read more
Median Price: $230,500
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4127 S. Drexel

4127 S. Drexel is a condo building in the Oakland neighborhood of Chicago, Illinois, built between 2004 and 2005. It currently has no homes for sale. The homes range in size from 1,300 ft2 to 1,800 ft2. The average annual property tax for 4127 S. Drexel is $2,391.30. It is located in Cook County. 4127 S. Drexel Blvd. is a 12 unit condo building built in 2006. 4127 S. Drexel Blvd. is located in the Oakland neighborhood of Chicago. ... Read more
Median Price: $215,000
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4220 S. Ellis

4220 S. Ellis is a condo building in the Hyde Park neighborhood of Chicago, Illinois, built in 2018. It currently has no homes for sale. The homes have an average size of 1,572 ft2. The average annual property tax for 4220 S. Ellis is $6,588.74. It is located in Cook County. 4220 S. Ellis is an 8 unit condo building built in 2017. 4220 S. Ellis is located in the Hyde Park neighborhood of Chicago. ... Read more
Median Price: $411,000
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Buildings/Subdivisions

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Market Trends

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Real Estate News

New Homes For Sale This Week in Oakland: July 25th to July 31st

New Homes For Sale This Week in Oakland: July 25th to July 31st - August 1, 2025

Oakland had only 1 new home for sale during the week of Friday, July 25 to Thursday, July 31, including and it was a townhouse for sale with a list ... continue reading
New Homes with Master Bedrooms on the 1st Floor in Oakland: July 12th to July 18th

New Homes with Master Bedrooms on the 1st Floor in Oakland: July 12th to July 18th - July 19, 2025

Oakland had 3 new homes for sale with a master bedroom on the first floor during the month of Saturday, July 12 to Friday, July 18, including 3 condos ... continue reading
New Homes For Sale This Week in Oakland: July 11th to July 17th

New Homes For Sale This Week in Oakland: July 11th to July 17th - July 18, 2025

Oakland had 3 new homes for sale during the week of Friday, July 11 to Thursday, July 17, including including 3 condos for sale with an average list price of ... continue reading
Homes Just Sold in Oakland: July 8th to July 14th

Homes Just Sold in Oakland: July 8th to July 14th - July 15, 2025

Oakland had only 1 sale during the week of Tuesday, July 8 to Monday, July 14, including and it was a condo for sale with a list price of $259,900. $259,900 844 ... continue reading
New Homes with Master Bedrooms on the 1st Floor in Oakland: July 5th to July 11th

New Homes with Master Bedrooms on the 1st Floor in Oakland: July 5th to July 11th - July 12, 2025

Oakland had 2 new homes for sale with a master bedroom on the first floor during the month of Saturday, July 5 to Friday, July 11, including 2 condos ... continue reading
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