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Oakland Homes for Sale

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  • /45

    $380,000

    • 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
  • /13

    $349,900

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

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

    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 bedroom suite has dual

    Vergis Eiland @properties Christie's International Real Estate

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

    (872) 799-8442

    4178 S Drexel Blvd Unit 41782, Chicago, IL 60653
  • /18

    $720,000

    Open House 5/30
    • 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
  • /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
  • /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
  • /36

    $619,900

    Pending
    • 4 Beds
    • 5 Baths
    • 3,500 Sq Ft

    Unlisted Address

    Experience elevated city living in this beautifully updated modern condo, nestled in the heart of Chicago's vibrant Bronzeville neighborhood. This residence offers the perfect blend of historic charm and contemporary convenience-just minutes from Hyde Park, the lakefront, and convenient public transit options. This expansive 4-bedroom home features 3 full bathrooms and 2 half baths, offering

    Jessica Macey Real Broker LLC

    Unlisted Address
  • /49

    $379,900

    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

    $355,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft

    4248 S Drexel Blvd Unit 3S, Chicago, IL 60653

    Welcome to this sun-drenched top-floor 3-bedroom, 2-bath condo overlooking the iconic tree-lined Drexel Boulevard and eligible for $17,500 in grants for qualified buyers! This spacious penthouse offers the perfect blend of natural light, functional layout, and unbeatable value ideal for experienced or first-time buyers looking to own in one of Chicago's most vibrant neighborhoods. The

    Eric Marcus Keller Williams ONEChicago

    4248 S Drexel Blvd Unit 3S, Chicago, IL 60653
  • /15

    $205,000

    Pending
    • 1 Bed
    • 1 Bath
    • 850 Sq Ft

    809 E 40th St Unit 4-3, Chicago, IL 60653

    Fall in love with this extremely rare soft loft in the heart of the Oakland neighborhood! This unit features exposed brick walls, steel duct work, ten foot high concrete ceilings, and hardwood flooring throughout. The open floor plan presents modern living that is perfect for entertaining guests. Loads of 42" gorgeous cabinetry, accented by a full stainless steel appliance package which includes

    Monique Neal Compass

    809 E 40th St Unit 4-3, Chicago, IL 60653
  • /16

    $549,000

    $25K PRICE DROP
    • 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
  • /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
  • /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

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 18.4 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 79.4% of residents renting and 20.6% 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 $360,000. If you put a 20% down payment of $72,000 and had a 30-year fixed mortgage with an interest rate of 6.51%, your estimated principal and interest payment would be $1,820 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.

Home Trends in Oakland, IL

Housing Trends

Median Sale Price
$340,000
Median Single Family Sale Price
$380,000
Median Townhouse Sale Price
$386,000
Median 2 Bedroom Sale Price
$266,409
Average Price Per Sq Ft
$203
Number of Homes for Sale
6
Last 12 months Home Sales
25
Months of Supply
2.90
Median List Price
$360,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
2%
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