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 $749,900, 1 townhouse for sale with a list price of $384,900, and 12 condos for sale with an average list price of $332,124.92. The average annual property tax for Oakland is $4,905.24.

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
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 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: $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 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
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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
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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: August 29th to September 4th

New Homes For Sale This Week in Oakland: August 29th to September 4th - September 5, 2025

Oakland had only 1 new home for sale during the week of Friday, August 29 to Thursday, September 4, including and it was a single family home for sale with ... continue reading
Homes Just Sold in Oakland: August 26th to September 1st

Homes Just Sold in Oakland: August 26th to September 1st - September 2, 2025

Oakland had only 1 sale during the week of Tuesday, August 26 to Monday, September 1, including and it was a single family home for sale with a list price ... continue reading
New Homes with Master Bedrooms on the 1st Floor in Oakland: August 23rd to August 29th

New Homes with Master Bedrooms on the 1st Floor in Oakland: August 23rd to August 29th - August 30, 2025

Oakland had only 1 new home for sale with a master bedroom on the first floor during the month of Saturday, August 23 to Friday, August 29, and it ... continue reading
New Homes For Sale This Week in Oakland: August 22nd to August 28th

New Homes For Sale This Week in Oakland: August 22nd to August 28th - August 29, 2025

Oakland had 2 new homes for sale during the week of Friday, August 22 to Thursday, August 28, including including 2 condos for sale with an average list price of ... continue reading
New Homes with Master Bedrooms on the 1st Floor in Oakland: August 16th to August 22nd

New Homes with Master Bedrooms on the 1st Floor in Oakland: August 16th to August 22nd - August 23, 2025

Oakland had 3 new homes for sale with a master bedroom on the first floor during the month of Saturday, August 16 to Friday, August 22, including 3 condos ... continue reading
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