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 $999,900, 2 townhouses for sale with an average list price of $362,450, and 9 condos for sale with an average list price of $324,333.33. The average annual property tax for Oakland is $4,878.85.

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 HOA fees range from $321 to $321 per month. 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 $5,217.74. 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
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4102 S. Cottage Grove

4102 S. Cottage Grove is a condo building in the Grand Boulevard neighborhood of Chicago, Illinois. It currently has no homes for sale. The homes range in size from 2,400 ft2 to 2,700 ft2. The HOA fees range from $309 to $309 per month. The average annual property tax for 4102 S. Cottage Grove is $4,330.17. It is located in Cook County. 4102 S. Cottage Grove Avenue is a 12 unit vintage condo-duplex building. 4102 S. Cottage Grove Avenue is located in the Grand Boulevard neighborhood of Chicago. ... Read more
Median Price: $325,000
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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 no homes for sale. The homes range in size from 1,050 ft2 to 1,800 ft2. The HOA fees range from $485 to $485 per month. 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: $274,100
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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 HOA fees range from $266 to $266 per month. 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
Show all 9 Buildings/Subdivisions

Buildings/Subdivisions

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Market Trends

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Real Estate News

New Homes with Master Bedrooms on the 1st Floor in Oakland: October 25th to October 31st

New Homes with Master Bedrooms on the 1st Floor in Oakland: October 25th to October 31st - November 1, 2025

Oakland had only 1 new home for sale with a master bedroom on the first floor during the month of Saturday, October 25 to Friday, October 31, and it ... continue reading
New Homes For Sale This Week in Oakland: October 24th to October 30th

New Homes For Sale This Week in Oakland: October 24th to October 30th - October 31, 2025

Oakland had only 1 new home for sale during the week of Friday, October 24 to Thursday, October 30, including and it was a condo for sale with a list ... continue reading
New Homes For Sale This Week in Oakland: October 17th to October 23rd

New Homes For Sale This Week in Oakland: October 17th to October 23rd - October 24, 2025

Oakland had only 1 new home for sale during the week of Friday, October 17 to Thursday, October 23, including and it was a condo for sale with a list ... continue reading
New Homes with Master Bedrooms on the 1st Floor in Oakland: October 11th to October 17th

New Homes with Master Bedrooms on the 1st Floor in Oakland: October 11th to October 17th - October 18, 2025

Oakland had only 1 new home for sale with a master bedroom on the first floor during the month of Saturday, October 11 to Friday, October 17, and it ... continue reading
New Homes For Sale This Week in Oakland: October 10th to October 16th

New Homes For Sale This Week in Oakland: October 10th to October 16th - October 17, 2025

Oakland had only 1 new home for sale during the week of Friday, October 10 to Thursday, October 16, including and it was a townhouse for sale with a list ... continue reading
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Real Estate News

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