10

Oakland Homes for Sale

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  • /45

    $350,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,600 Sq Ft

    3735 S Lake Park Ave Unit G, Chicago, IL 60653

    ****H&B OFFERS DUE BY MIDNIGHT TONIGHT (8/13/26)**** This STUNNING villa remodel with GORGEOUS Kitchen and SHOW-STOPPING Bath are just what you've been waiting for -- A spacious and smart 3 Bed, 2.5 bath dream villa with Premium Luxury touches everywhere; THE KITCHEN: Beautiful Navy & Gold cabinets give style and class and Luxurious double-thick Quartz countertop give gravitas to the High-end

    Gregory Sytsma @properties Christie's International Real Estate

    3735 S Lake Park Ave Unit G, Chicago, IL 60653
  • /49

    $344,900

    Pre-Foreclosure
    • 3 Beds
    • 3 Baths

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

    Welcome to this marvelous over-sized duplex condo in the picturesque sought after neighborhood of historic Bronzeville. Featuring 3 bedrooms and 3 full bathrooms, this beautifully updated duplex offers an abundance of space that is drenched with natural light. The gleaming luxury hardwood floors welcome you in the spacious living room with a grandiose patio door that offers wonderful views of the

    Arturo Olivares Premier Choice Realty Inc

    4105 S Drexel Blvd Unit 1SR, Chicago, IL 60653
  • /20

    $272,000

    • 2 Beds
    • 1.5 Baths
    • 1,640 Sq Ft

    830 E Bowen Ave Unit 2A, Chicago, IL 60653

    Welcome to this stunning newer-construction duplex in the heart of Bronzeville/North Kenwood. Located in the tranquil Jazz on the Boulevard community, this two-level home offers a rare blend of peaceful, park-like surroundings and vibrant city living-just minutes from the lakefront. The home is filled with natural light and features two generously sized bedrooms and one and a half bathrooms. The

    Rafiq Abdullah Kale Realty

    830 E Bowen Ave Unit 2A, Chicago, IL 60653
  • /14

    $199,900

    • 1 Bed
    • 1 Bath
    • 908 Sq Ft

    803 E 41st St Unit 1B, Chicago, IL 60653

    Prime Bronzeville/North Kenwood condo with a rare private attached single space garage! This first floor walk-in unit features an open-concept layout with hardwood floors in the main living area, a large kitchen with a breakfast bar, bedroom has newer engineered flooring, and in-unit stackable laundry. Private fenced yard for grilling or enjoy the peaceful central community courtyard. Unbeatable

    Walker Robinson RE/MAX Premier

    803 E 41st St Unit 1B, Chicago, IL 60653
  • /68

    $2,150,000

    3967 S Drexel Blvd, Chicago, IL 60653

    Once in a Generation, The Crown Jewel of Oakland set on a botanical campus spanning 70 feet of frontage. If you seek the best, if you have exquisite taste, if you want a one of a kind with an elevator that opens directly into most apartments with grand terraces, you have arrived. Located in an exclusive community alongside million dollar homes & within 1/4 block of Mandrake Park, 5 minute walk to

    Karen Biazar North Clybourn Group, Inc.

    3967 S Drexel Blvd, Chicago, IL 60653
  • /33

    $799,000

    $36K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 4,000 Sq Ft

    4126 S Lake Park Ave, Chicago, IL 60653

    What you've been waiting for in Bronzeville-an extraordinary residence on picturesque Lake Park Avenue that seamlessly blends timeless vintage character with sophisticated modern updates. Far from a cookie-cutter home, this one-of-a-kind residence offers over 4,000 square feet of thoughtfully designed living space across three levels plus a finished basement, creating a floorplan that is as

    Sheila Dantzler Jameson Sotheby's Intl Realty

    4126 S Lake Park Ave, Chicago, IL 60653
  • /23

    $400,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,300 Sq Ft

    3733 S Lake Park Ave Unit 1, Chicago, IL 60653

    Enjoy comfortable living in this beautifully maintained 2,300-square-foot first-floor condo located in Chicago's desirable Oakland community. This spacious residence features 3 bedrooms, 2.5 bathrooms, elegant hardwood floors, and the convenience of in-unit laundry. relaxing or outdoor dining, and a dedicated storage unit. Ideally situated in the historic Oakland neighborhood, this home offers

    Loretta Fields On Point Realty Pros LLC

    3733 S Lake Park Ave Unit 1, Chicago, IL 60653
  • /38

    $775,000

    Open Sat 10:30AM - 12PM
    • 4 Beds
    • 2.5 Baths
    • 2,800 Sq Ft

    3901 S Lake Park Ave, Chicago, IL 60653

    2,800 sq. ft., 4-story, 4 BD/2.1 BA townhome + an attached (heated) 2 car garage. Experience unobstructed views of Lake Michigan and the downtown Chicago skyline. Featuring 2 prominent sun exposures - northern & southern plus a 1st floor patio (18' x 7') & 2nd, 3rd, and 4th floor balconies! Throughout the townhome, there are custom wood railings with tempered glass inserts, hardwood flooring, and

    Ardit Dizdari @properties Christie's International Real Estate

    3901 S Lake Park Ave, Chicago, IL 60653
  • /2

    $350,000

    • Land
    • 4,356 Sq Ft
    • $3,500,000 per Acre

    4545 S Champlain Ave, Chicago, IL 60653

    Explore the potential of this expansive lot located at 4545 S Champlain Avenue. This is a multizoned, double back lot. Nestled within a thriving area near the Obama Presidential Library, this parcel presents a unique opportunity to design and build in a community that values growth and development. Whether envisioning a residential project or a creative venture, the spacious grounds accord ample

    Misael Chacon Beycome Brokerage Realty LLC

    4545 S Champlain Ave, Chicago, IL 60653
  • /4

    $285,000

    • Land
    • 6,969 Sq Ft
    • $1,781,250 per Acre

    4600 S Champlain Ave, Chicago, IL 60653

    Prime CORNER double lot in Bronzeville/Grand Boulevard could be your Next Big Build. A rare find on one of the South Side's fastest-moving corridors: 7,040 square feet of RT-4 zoned land, wrapped by two street frontages on a coveted corner. Ideally situated near neighborhood parks, Lake Michigan lakefront, beaches and trails, public transportation, Hyde Park, the South Loop, Museum Campus and

    Kimberly Carmen Berkshire Hathaway HomeServices Chicago

    4600 S Champlain Ave, Chicago, IL 60653

Oakland, Chicago, IL Home Prices vs. Nearby Neighborhoods

Oakland Woodlawn Hyde Park Bronzeville
Median Home Price
$359,000
$299,000
$280,000
$349,999
Median Sale Price
$358,000
+3% YoY
$288,500
+9% YoY
$274,000
0% YoY
$337,500
+14% YoY
Avg. Price per Square Foot
$198
$204
$233
$198
Median Single Family Price
$530,000
$590,000
$1,250,000
$712,450
Median Townhouse Price
$386,000
$599,000
$610,000
$284,950
Median Condo Price
$340,000
$270,000
$245,000
$306,250
Total Active Listings
10 listings
29 listings
85 listings
9 listings
Market Conditions
2 Months of Supply
Seller's Market
5 Months of Supply
Balanced Market
5 Months of Supply
Balanced Market
4 Months of Supply
Balanced Market

Frequently Asked Questions

Is Oakland a good place to live?
Oakland is a good place to live, receiving 3.1 stars from its residents. Oakland is considered car-dependent and very bikeable with good transit options. Oakland has 9 parks for recreational activities.It is very dense in population with 19.0 people per acre and a median age of 39. The average household income is $58,451 which is below the national average. College graduates make up 37.5% of residents. A majority of residents in Oakland are renters, with 79% of residents renting and 21% of residents owning their home. A local real estate agent serving Oakland can help you decide if this neighborhood is the right one for you. Learn more on our Oakland neighborhood guide.
How much do you need to make to afford a house in Oakland?
The median home price in Oakland is $359,000. If you put a 20% down payment of $71,800 and had a 30-year fixed mortgage with an interest rate of 7.03%, your estimated principal and interest payment would be $1,920 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $82K a year to afford the median home price in Oakland. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Oakland is $58K.
What are the best public schools in Oakland?
The best public schools that serve Oakland are:
What are the best private schools in Oakland?
The best private schools that serve Oakland are:
What are the most popular zip codes in Oakland, Chicago, IL?
The most popular zip codes in Oakland, Chicago, IL include 60653, 60616, 60615, 60637 and 60609.
What are the most popular neighborhoods near Oakland, Chicago, IL?
The most popular neighborhoods near Oakland, Chicago, IL are Bronzeville, Grand Boulevard, Kenwood, Lake Meadows and The Gap.
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