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Recently Sold Oakland Homes

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  • /2

    $260,000 Sold Jul 11, 2025

    • 1,200 Sq Ft
    • $217/SF
    • 44 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1920

    844 E 40th St Unit A2, Chicago, IL 60653

    Wonderful condo off historic Drexel Blvd. just blocks to the 39th St. beach/DuSable LSD with open floor plan, patio and a garage space. The spacious main living space features a corner gas log fireplace, breakfast bar, SS appliances, granite counters and newer laminate flooring. The ensuite primary bedroom has a walk-in closet and steam shower. Two more bedrooms provide space for a home office

    Marie Levesque Compass

    844 E 40th St Unit A2, Chicago, IL 60653
  • /13

    $128,000 Sold May 29, 2025

    • Land
    • 0.07 Acre
    • $1,828,571 per Acre
    • 169 Days On Market

    3616 S Lake Park Ave, Chicago, IL 60653

    What an amazing opportunity to build your dream home or investment property in the vibrant area of Bronzeville... known for its beautiful beaches, cultural landmarks and expansive parks... With this property being zoned RM-5 this allows you to build up to (4) stories high for a stunning view of the lake. This property sits in an ideal location... right down the street from the 35th St.

    Paula Boudos Keller Williams Preferred Rlty

    3616 S Lake Park Ave, Chicago, IL 60653
  • /40

    $659,000 Sold May 20, 2025

    • 3,436 Sq Ft
    • $192/SF
    • 11 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1888

    1034 E 41st Place, Chicago, IL 60653

    This extensively renovated 3-story, 5-bedroom, 3.5-bath Graystone is located on a landmark block in Chicago's Oakland neighborhood -- an architecturally rich enclave between Kenwood and Bronzeville. Ideally situated near parks, Lake Shore Drive, and the 41st Street Pedestrian Bridge, it offers easy access to lakefront recreation and an effortless commute to downtown or Hyde Park. After an

    Jennifer Ames Engel & Voelkers Chicago

    1034 E 41st Place, Chicago, IL 60653
  • /14

    $268,000 Sold Apr 30, 2025

    • 2,584 Sq Ft
    • $104/SF
    • 154 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2003

    4068 S Lake Park Ave Unit 1, Chicago, IL 60653

    Condo- Simply move in! Hardwood floors. New carpet installed. Parking included! This is a must see! Close to all accommodations including schools, parks, shops, restaurants and more! 2 levels of living space. Private Patio. Fireplace. Gourmet Kitchen with granite counters and Stainless Steel appliances. Luxury Master Bath with Walk in Shower and whirlpool. Close to 41st St Pedestrian Bridge,

    Christopher Lobrillo Grandview Realty, LLC

    4068 S Lake Park Ave Unit 1, Chicago, IL 60653
  • /29

    $334,900 Sold Apr 18, 2025

    • 1,800 Sq Ft
    • $186/SF
    • 58 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2007

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

    Are you looking to take it to the next level for your new home in the city? Do you love to cook and entertain? Want to be close to everything but not congested in downtown traffic. Do you love the outdoors? How about a walk or bike ride along the lakefront? This beautiful 3 bed 2 bath condo is waiting for you! Enjoy 10-foot-high ceilings and an open concept perfect for entertaining with beautiful

    O'Neia Washington O W Auction Group LLC

    3932 S Lake Park Ave Unit 2S, Chicago, IL 60653
  • /31

    $725,000 Sold Apr 14, 2025

    • 3,300 Sq Ft
    • $220/SF
    • 4 Beds
    • 3.5 Baths
    • Built 1893

    3982 S Lake Park Ave, Chicago, IL 60653

    Stately Vintage 3 story Greystone. Current owner a long time Chicago architect has loving restored the home maintaining much of the original charm and character. The home features a sprawling open floor plan full of character at every turn. Patterned mahogany wainscoting wrap 3 stunning levels of stairs, intricate ornamental plaster ceiling inlays, turret rooms, 7 fireplaces, and a turn of the

    Matthew Mika Compass

    3982 S Lake Park Ave, Chicago, IL 60653
  • /21

    $295,000 Sold Apr 11, 2025

    • 1,735 Sq Ft
    • $170/SF
    • 3 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2008

    4105 Maryland Ave, Chicago, IL 60653

    Welcome to 4105 S Maryland, a four-level townhome nestled in a private Bronzeville community. This property, offered as-is, has served as a rental for the past decade and presents an excellent opportunity for those looking to invest in a home with immense potential. While it requires some cosmetic updates, these enhancements are poised to significantly boost the property's value. The townhome

    Joshua Mercer Premier Chicago Real Estate

    4105 Maryland Ave, Chicago, IL 60653
  • /39

    $650,000 Sold Apr 04, 2025

    • 3,300 Sq Ft
    • $197/SF
    • 0 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2005

    817 E 38th St, Chicago, IL 60653

    Discover this stunning 4-bedroom, 3.5-bath single-family home in the sought-after Oakland community of Bronzeville! This beautifully designed home offers an ideal layout, with three bedrooms on the second floor, including a spacious primary suite with a private en-suite bath. The fully finished lower level (completed in 2022) features a versatile fourth bedroom, perfect as a second primary suite

    Krystal Corley RE/MAX Premier

    817 E 38th St, Chicago, IL 60653
  • /31

    $219,000 Sold Mar 28, 2025

    • 1,200 Sq Ft
    • $182/SF
    • 137 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 2003

    825 E 41st St Unit 2B, Chicago, IL 60653

    Beautiful!!! Your Client will Love this Awesome Condo. 2 Bedrooms, 1.1 bath, Laundry room, attached indoor parking. Garbage disposal. Condo include Stove, Refrigerator, washer, dryer, and Microwave. There is a deck near the dining area. Property is minutes from downtown Chicago and walking distance to the lake, parks, and public transportation. Property show very well. This is a must see. easy

    Rochelle Williams Royal Kingdom Realty Inc.

    825 E 41st St Unit 2B, Chicago, IL 60653
  • /17

    $403,000 Sold Feb 28, 2025

    • 2,200 Sq Ft
    • $183/SF
    • 140 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2007

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

    Beautiful Oakland condo for sale! This second floor east facing condo boasts 3 Bedrooms and 2 Bathrooms. It features beautiful hardwood floors with an open concept layout, gas fireplace, a large stainless steel Kitchen with granite counter tops and island. The master bedroom spacious with a walk-in closet and master bath. In-unit washer and dryer hook-up. The bonus is the beautiful back deck for

    Kimberly Offord Coldwell Banker Realty

    3968 S Ellis Ave Unit 2S, Chicago, IL 60653
  • /64

    $650,000 Sold Feb 05, 2025

    • 67 Days On Market
    • 7 Beds
    • 9 Baths
    • Built 1884

    4020 S Drexel Blvd, Chicago, IL 60653

    Wonderful 3 Unit Building. Each Unit Features Hardwood Flooring, 6 Panel Oak Doors & Trim, Updated Kitchen and baths. Separate Heating & Cooling Systems for each Unit along with In-Unit Laundry in Each Unit and Separate Electric Service . Front Entry plus Alley Access to the back of the building. Separate TAX ID's for All Three Units. Property can be utilized as a 3 Unit Building or finish

    Susan Miller Ravinia Realty & Mgmt LLC

    4020 S Drexel Blvd, Chicago, IL 60653
  • /16

    $287,000 Sold Jan 24, 2025

    • 122 Days On Market
    • 3 Beds
    • 2 Baths

    842 E 40th St Unit 2W, Chicago, IL 60653

    Discover this stunning 3-bedroom, 2-bathroom condo in the heart of Bronzeville. This luxurious unit boasts exposed brick, a cozy gas fireplace, and gleaming hardwood floors in the living areas, with brand-new carpeting in the bedrooms. Freshly painted throughout, the condo features a modern kitchen with stainless steel appliances, including a new stove and microwave, complemented by elegant

    Markell Bridges Compass

    842 E 40th St Unit 2W, Chicago, IL 60653
  • /2

    $633,800 Sold Dec 23, 2024

    • 1,616 Sq Ft
    • $392/SF
    • 62 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1883

    4002 S Ellis Ave, Chicago, IL 60653

    Nothing to do but move in and can collect rent at the same time!! Own a piece of history in this newly renovated 1800's legal multi-unit located in one Chicago's most desirable neighborhoods (Oakland/Bronzeville). Minutes from Downtown, Hyde Park, Museums and a short walk to the lake. This property features a duplex up main unit, completely renovated throughout. Property offers an open concept,

    Takenya Moore TMM Realty Group LTD

    4002 S Ellis Ave, Chicago, IL 60653
  • /28

    $375,000 Sold Dec 19, 2024

    • 1,850 Sq Ft
    • $203/SF
    • 15 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2007

    3862 S Lake Park Ave Unit 3N, Chicago, IL 60653

    Discover urban living at its finest with this expansive 3-bedroom, 2-bath condo! Spanning 1,850 sq ft, this modern residence features a bright, open floor plan with gleaming hardwood floors in the main areas and cozy carpet in the bedrooms. Enjoy two private balconies and an abundance of natural light throughout the home. The heart of this condo is its fully renovated kitchen, completed in

    Kellye Jackson Redfin Corporation

    3862 S Lake Park Ave Unit 3N, Chicago, IL 60653
  • /53

    $1,065,000 Sold Dec 19, 2024

    • 4,000 Sq Ft
    • $266/SF
    • 293 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2019

    3958 S Drexel Blvd, Chicago, IL 60653

    Welcome to this stunning, solid masonry single-family residence boasting an impressive 4000 square feet of luxurious living space. This exquisite home offers captivating fountain views of the historic Drexel Boulevard and the breathtaking Chicago skyline. Upon entering, you'll be greeted by the grandeur of the living room, adorned with elegant coffered ceilings standing at an impressive 12 feet

    Arkadiusz Szejgiec Coldwell Banker Real Estate Group

    3958 S Drexel Blvd, Chicago, IL 60653
  • /27

    $215,000 Sold Dec 18, 2024

    • 1,300 Sq Ft
    • $165/SF
    • 25 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2004

    4127 S Drexel Blvd Unit 2E, Chicago, IL 60653

    This beautiful condominium is located on historical Drexel Boulevard. Nestled in the vibrant Oakland/North Kenwood neighborhood. Just minutes away from downtown, enjoy easy access to the city's bustling attractions, dining hotspots, and cultural delights. This 2 bedroom 2 bathroom condo is surely to please any buyer. Schedule your viewing today and make 4127 S. Drexel Ave Unit 2E your oasis.

    Jasmine Stewart Coldwell Banker Realty

    4127 S Drexel Blvd Unit 2E, Chicago, IL 60653
  • /12

    $415,000 Sold Dec 09, 2024

    • 2,200 Sq Ft
    • $189/SF
    • 50 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2004

    3976 S Ellis Ave Unit 1N, Chicago, IL 60653

    Discover this stunning condo just minutes from downtown and steps away from Oakwood Beach and Lakeshore Drive. Spanning 2,200 square feet in the desirable Oakland/North Kenwood area, this raised first-floor unit boasts an inviting open floor plan, featuring 3 generous bedrooms and 2 full baths, all adorned with beautiful oak hardwood flooring. The primary suite is a true retreat, featuring a

    Yazmin Norwood Kingdom Intl. Group, Inc.

    3976 S Ellis Ave Unit 1N, Chicago, IL 60653
  • /29

    $415,000 Sold Dec 02, 2024

    • 1,300 Sq Ft
    • $319/SF
    • 157 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2018

    4226 S Ellis Ave Unit 4N, Chicago, IL 60653

    You don't want to miss the opportunity to start fresh in this stunning 3 bed/2.1 bath condo in Bronzeville, just a few short blocks from Lake Michigan. This building has been maintained superbly and was built just a short time ago in 2018. As soon as you walk into the condo you will be in awe and ready to call this home. Walk right into this open floorplan that immediately shows off the amazing

    Carl Johnson Century 21 S.G.R., Inc.

    4226 S Ellis Ave Unit 4N, Chicago, IL 60653
  • /39

    $335,000 Sold Nov 14, 2024

    • 1,800 Sq Ft
    • $186/SF
    • 109 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2007

    3932 S Lake Park Ave Unit 3N, Chicago, IL 60653

    Who says you have to move to the suburbs to find space? Step into this spacious 1800-square-foot unit, perched on the third floor of this modern building, boasting 10-foot-high ceilings that add an airy vibe to your space. Host BBQs with friends on the front balcony, offering stunning views as you grill up your favorite dishes. It's the perfect spot to entertain while taking in the downtown

    O'Neia Washington O W Auction Group LLC

    3932 S Lake Park Ave Unit 3N, Chicago, IL 60653
  • /21

    $196,000 Sold Nov 13, 2024

    • 1,200 Sq Ft
    • $163/SF
    • 28 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 2008

    4026 S Oakenwald Ave Unit 1, Chicago, IL 60653

    Welcome to the Oakland area of Chicago. Some say one of the most hidden gems of our city. As you pull up to your new condo you'll understand why. You are on a one-way street that is just for your condo building. The building is on the west side of the street while to your east is nothing but trees and birds. As you walk through the iron fence into the courtyard section that only you and one other

    Joshua Berngard Fulton Grace Realty

    4026 S Oakenwald Ave Unit 1, Chicago, IL 60653
  • /14

    $230,000 Sold Oct 30, 2024

    • 1,200 Sq Ft
    • $192/SF
    • 22 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 2007

    3815 S Langley Ave Unit 301, Chicago, IL 60653

    ***INVESTOR FRIENDLY, EASILY RENTABLE, LOW HOA FEES***Come on over and take a look at this spacious, well laid out 2 bedroom 1 and a half bath PENTHOUSE condo with in-unit laundry, outdoor balcony, and 1 parking space. This unit has been newly painted, new high quality flooring throughout, & new water heater. It is a sun-drenched west facing unit. Your large front living room windows face

    Brittani Owens Redfin Corporation

    3815 S Langley Ave Unit 301, Chicago, IL 60653
  • /2

    $362,500 Sold Oct 23, 2024

    • 1,661 Sq Ft
    • $218/SF
    • 65 Days On Market
    • 2 Beds
    • 3.5 Baths
    • Built 2009

    3607 S Ellis Ave, Chicago, IL 60653

    Welcome to a beautiful 2 bedroom 3.5 bath townhouse! Enter in the great room with soaring 15 foot ceilings featuring expansive windows with tons of natural light and a gas fireplace. Updated kitchen with stainless steel appliances, breakfast bar, and a pantry. Both bedrooms feature ensuite baths and large closets. Full size laundry on top floor with bedrooms. Den, full bath and utility room on

    David Ryan HomeSmart Connect LLC

    3607 S Ellis Ave, Chicago, IL 60653
  • /27

    $430,000 Sold Oct 18, 2024

    • 2,160 Sq Ft
    • $199/SF
    • 18 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1997

    4137 S Ellis Ave, Chicago, IL 60653

    Discover the potential of this charming 3-bed, 2-bath single-family home, perfectly situated in an incredibly desirable neighborhood. An identical property at 3616 S. Ellis recently sold for $530k in May 2024, showcasing the value and potential of this home. With minor upgrades, you can quickly create $75k to $100k of equity, enhancing the value of your investment. This property is a fantastic

    David Thomas Blue Door Dave Inc

    4137 S Ellis Ave, Chicago, IL 60653
  • /15

    $214,000 Sold Oct 03, 2024

    • 1,086 Sq Ft
    • $197/SF
    • 37 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 2007

    3815 S Langley Ave Unit 201, Chicago, IL 60653

    Granite countertops, stainless appliances, wood floors, lots of windows overlooking newly landscaped boulevard! This Chicago home has 2 bedrooms 1.5 bathrooms and offers 1,086 Sq Ft of living space. Providing both excellent quality and value, this professionally managed and maintained home is available to view today.

    Todd Hague 1st Cornerstone Realty Inc.

    3815 S Langley Ave Unit 201, Chicago, IL 60653
  • /15

    $219,200 Sold Sep 23, 2024

    • 1,200 Sq Ft
    • $183/SF
    • 21 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 2003

    4108 S Drexel Blvd Unit 1A, Chicago, IL 60653

    Live on historic tree-lined Drexel Blvd, one of Chicago's hidden gems, and enjoy the move-in ready two-bedroom condo in Kenwood. Updated open kitchen with a breakfast island, stainless steel appliance suite, butcher block and granite countertops, and a large living and dining room combination. Hardwood floors, updated bath, and in-unit washer/dryer. 8 minutes from downtown. Mariano's, Trader

    Faulkner Arnett RE/MAX Premier

    4108 S Drexel Blvd Unit 1A, Chicago, IL 60653
  • /25

    $385,000 Sold Aug 30, 2024

    • 2,200 Sq Ft
    • $175/SF
    • 20 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2004

    3971 S Ellis Ave Unit 3S, Chicago, IL 60653

    Multiple offers received. Highest and best by 9am on June 25, 2024.Beautifully Rehabbed Lake Michigan Access Luxury Condo! Welcome to your Oasis 5 minutes from Downtown in Oakland/Bronzeville, Chicago, where Luxury meets Location! Just steps from the Shimmering Shores of Lake Michigan, this Remodeled 3-bedroom, 2-bathroom condo is a sanctuary of style and comfort. Imagine waking up to the gentle

    Varine Hampton Coldwell Banker Realty

    3971 S Ellis Ave Unit 3S, Chicago, IL 60653
  • /24

    $429,000 Sold Aug 29, 2024

    • 2,200 Sq Ft
    • $195/SF
    • 41 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2004

    3968 S Ellis Ave Unit 3N, Chicago, IL 60653

    "Embrace the epitome of urban luxury living at 3968 S Ellis #3N, nestled in the vibrant Oakland/North Kenwood neighborhood. Just minutes away from downtown, enjoy easy access to the city's bustling attractions, dining hotspots, and cultural delights. But the allure doesn't stop there. Step outside your door and find yourself mere moments from the tranquil shores of the lake, perfect for leisurely

    Sybil Martin Coldwell Banker Realty

    3968 S Ellis Ave Unit 3N, Chicago, IL 60653
  • /10

    $186,900 Sold Jul 26, 2024

    • 1,050 Sq Ft
    • $178/SF
    • 6 Days On Market
    • 1 Bed
    • 1.5 Baths
    • Built 2004

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

    BEAUTIFUL GREYSTONE GATED BUILDING IN ONE OF THE HOTTEST AREAS IN THE CITY. UNIT FEATURES IN UNIT LAUNDRY, GLEAMING HARDWOOD FLOORS, MAIN PRIMARY SUITE WITH SPA TUB AND WALK IN CLOSET. RELAX IN THE OPEN LIVINGROOM FEATURING A FIREPLACE AND GREAT SUNLIGHT. THE UNIT HAS A BALCONY GREAT FOR ENTERTAINMENT AND INCLUDES A ONE CAR ASSIGNED PARKING SPOT. SELLER DOES NOT PROVIDE SURVEY, TAXES PRORATED AT

    Robert Padron Re/Max Cityview

    4105 S Drexel Blvd Unit 1NR, Chicago, IL 60653
  • /16

    $201,900 Sold Jul 26, 2024

    • 1,000 Sq Ft
    • $202/SF
    • 37 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 2006

    3849 S Ellis Ave Unit 302, Chicago, IL 60653

    EXTRA CLEAN, ALMOST NEW UNIT IN A NEWER BUILDING AND OF COURSE, IT'S READY FOR MOVE IN. NEW FLLORING, MODER KITCHEN WITH APPLIANCES, IN UNIT WASHER/DRYWER SPACE. 1.5 BATHS. ASSIGNED PARKING AND CLOSE ACCESS TO DOWNTOWN, THE BEACHES, HYDE PARK AND MORE. GREAT BUY FOR A GREAT UNIT!

    Gary Weglarz Applebrook Realty, Inc.

    3849 S Ellis Ave Unit 302, Chicago, IL 60653
  • /2

    $455,000 Sold Jun 04, 2025

    • Land
    • 0.00 Acre
    • 74 Days On Market

    4327 S Ellis Ave, Chicago, IL 60653

    Three lots are offered for sale for the listing price: 4327 South Ellis Avenue, 4347 South Berkeley Avenue & 4320 South Greenwood Avenue, Chicago, IL 60653

    Marika Kakhiani Pedestal Realty LLC

    4327 S Ellis Ave, Chicago, IL 60653

Frequently Asked Questions

What is the average time to sell a house in Oakland, IL?
The houses for sale in Oakland, IL spend an average of 70 days on the market.
What is the number of active homes for sale in Oakland, IL?
There are 7 active homes for sale in Oakland, IL.
Is Oakland, IL a good neighborhood?
Oakland, IL is a highly rated neighborhood receiving 3.1 stars from it's current and former residents.

Home Trends in Oakland, IL

Housing Trends

Median Sale Price
$334,950
Median Single Family Sale Price
$659,000
Median Townhouse Sale Price
$295,000
Median 2 Bedroom Sale Price
$220,350
Median 1 Bedroom Sale Price
$191,450
Average Price Per Sq Ft
$192
Number of Homes for Sale
7
Last 12 months Home Sales
26
Months of Supply
3.20
Median List Price
$334,900
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
-11%
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