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Oakland Homes for Sale

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  • /53

    $275,000

    • 2 Beds
    • 2.5 Baths
    • 1,300 Sq Ft

    4178 S Drexel Blvd Unit 41782, Chicago, IL 60653

    Discover stylish city living in this spacious 2-bedroom, 2.5-bath condo duplex ideally situated in the heart of the sought-after Bronzeville/Oakland neighborhood. Positioned on a desirable corner lot overlooking picturesque Drexel Blvd., this contemporary residence offers over 1,600 sq. ft. of thoughtfully designed living space, including an expansive private balcony/deck perfect for entertaining

    Agent Photo

    Rafay Qamar

    Real Broker LLC

    4178 S Drexel Blvd Unit 41782, Chicago, IL 60653
  • /30

    $425,000

    Pending
    • 3 Beds
    • 2 Baths
    • 2,200 Sq Ft

    3968 S Ellis Ave Unit 2N, Chicago, IL 60653

    Spacious and thoughtfully updated 3-bedroom, 2-bath residence offering approximately 2,200 sq ft of modern living in the heart of Bronzeville! This stunning home features a massive open-concept floor plan flooded with abundant natural sunlight pouring in from the bay windows; perfect for both everyday living and entertaining. The new kitchen boasts sleek quartz countertops, contemporary finishes,

    Jean Walker Redfin Corporation

    3968 S Ellis Ave Unit 2N, Chicago, IL 60653
  • /42

    $785,000

    Open Sat 11AM - 12:30PM
    • 4 Beds
    • 2.5 Baths
    • 2,800 Sq Ft

    3901 S Lake Park Ave Unit D, 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

    Robert Mehney @properties Christie's International Real Estate

    3901 S Lake Park Ave Unit D, Chicago, IL 60653
  • /18

    $720,000

    Open House 7/11
    • 5 Beds
    • 3.5 Baths
    • 2,106 Sq Ft

    4114 S Ellis Ave, Chicago, IL 60653

    In the heart of the vibrant Oakland neighborhood, this 5-bedroom, 3.5-bathroom brick home renovated in 2021 blends 19th-century charm with contemporary luxury. From the moment you enter the home, the seamless openness of the main floor invites you into a space defined by glowing hardwood floors, recessed lighting, and the warm, textured history of exposed Chicago brick. Your eyes will be drawn to

    Shanell Bowden Keller Williams ONEChicago

    4114 S Ellis Ave, Chicago, IL 60653
  • /51

    $639,900

    Open Sat 11AM - 1PM
    • 5 Beds
    • 3 Baths

    3761 S Lake Park Ave, Chicago, IL 60653

    Rarely available Lake Park Avenue duplex! This property offers exceptional flexibility for owner-occupants, multigenerational living, or investors in a sought-after Bronzeville location near the lakefront and downtown. The property features a 3-bedroom, 1.5-bath owner's duplex and a private 2-bedroom, 1-bath garden unit with strong rental potential. The main duplex boasts hardwood floors

    Benita Cathey The Margie Smigel Group, LLC

    3761 S Lake Park Ave, Chicago, IL 60653
  • /49

    $344,900

    Open Sun 2:30PM - 4:30PM 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
  • /45

    $350,000

    $30K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,600 Sq Ft

    Unlisted Address

    An opus of luxury and pleasure; 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 appliances and finishes

    Gregory Sytsma @properties Christie's International Real Estate

    Unlisted Address
  • /22

    $449,999

    Pending
    • 3 Beds
    • 2.5 Baths

    4220 S Ellis Ave Unit 4N, Chicago, IL 60653

    Welcome home to this stunning 3-bedroom, 2.5-bathroom residence offering the perfect blend of luxury, comfort, and location. Featuring beautiful oak flooring throughout, this home welcomes you with a formal seating area centered around an elegant stone fireplace-perfect for relaxing or entertaining. The heart of the home is a dream chef's kitchen complete with granite countertops, a spacious

    Michelle Atkins Coldwell Banker Realty

    4220 S Ellis Ave Unit 4N, Chicago, IL 60653
  • /16

    $549,000

    $25K PRICE DROP Pending
    • 3 Beds
    • 1.5 Baths
    • 1,753 Sq Ft

    4104 S Lake Park Ave, Chicago, IL 60653

    Lovely 2 story home within walking distance to Lake Michigan. There are a total of three pin numbers included as part of the sale which should give enough space to build at least one more home. Property has 3 bedrooms on 2nd level and 1.5 baths with a decorative fireplace. Use extra lot space to enjoy huge yard or to build new construction on that space.

    Jesus Gamboa First Rate Properties

    4104 S Lake Park Ave, Chicago, IL 60653
  • /33

    $835,000

    • 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
  • /13

    $349,900

    Pending
    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    3932 S Lake Park Ave Unit 2N, Chicago, IL 60653

    Back on the market! 3 bedroom 2 bathroom 1,800 square feet condo in the Oakland community priced to sell! This unit features a living room/dining room combo, hardwood floors throughout, a gas fireplace in the living room, in-unit laundry, front balcony and a 1-car garage parking space. The kitchen includes an island, oak cabinets, granite countertops and stainless steel appliances. The primary

    Vergis Eiland @properties Christie's International Real Estate

    3932 S Lake Park Ave Unit 2N, Chicago, IL 60653
  • /13

    $319,500

    $6K PRICE DROP Pending
    • 3 Beds
    • 2.5 Baths
    • 1,735 Sq Ft

    4115 Maryland Ave, Chicago, IL 60653

    Welcome to this beautifully maintained 3 story Townhouse offering 3 bedrooms and 2.1 baths in a secure, well kept community. Enjoy the convenience of an attached 1-car garage and a charming courtyard. The open concept Living area features an abundance of natural light, ideal for modern living. Low maintenance lifestyle with low HOA fees covering exterior landscaping and more for around $225 per

    Rick Sonshine GenStone Realty

    4115 Maryland Ave, Chicago, IL 60653

Oakland Home Prices vs. Nearby Chicago, IL Neighborhoods

Oakland Woodlawn Rogers Park Clarendon Park
Median Home Price
$359,500
$280,000
$265,000
$387,500
Median Sale Price
$347,000
+4% YoY
$270,000
-8% YoY
$270,000
+13% YoY
$387,000
+14% YoY
Median Single Family Price
$475,000
$782,500
$760,000
--
Median Townhouse Price
$386,000
$735,000
$350,500
$470,150
Median Condo Price
$318,665
$240,000
$252,250
$381,000
Total Active Listings
8
18
33
3
Market Conditions
3 Months of Supply
Seller's Market
3 Months of Supply
Seller's Market
1 Months of Supply
Seller's Market
1 Months of Supply
Seller's 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 somewhat walkable and a biker's paradise with great 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.
Is Oakland, IL a safe neighborhood?
Oakland, IL is less safe than the average neighborhood in the United States. It received a crime score of 8 out of 10.
How much do you need to make to afford a house in Oakland?
The median home price in Oakland is $359,500. If you put a 20% down payment of $71,900 and had a 30-year fixed mortgage with an interest rate of 6.47%, your estimated principal and interest payment would be $1,810 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $78K 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, Kenwood, Grand Boulevard, Lake Meadows and The Gap.
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