Oakland Homes

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  /33

  $425,000

  • 3 Beds
  • 2.5 Baths

  4226 S Ellis Ave Unit 2S, Chicago, IL 60653

  Stunning Luxury Condo with Skyline & Lake Views in Sizzling Hot Bronzeville! This beautifully maintianed 3-bedroom, 2.5-bath condo in the "Boutique Ellis View Building" offers skyline and lake views from both a private front deck and a shared rooftop. Throughout, you'll find exquisite craftsmanship with luxury features that include modern Stainless Chef's Kitchen, Stunning Tile and Marble

  Janina Farr Coldwell Banker Realty

  4226 S Ellis Ave Unit 2S, Chicago, IL 60653
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  Explore Oakland

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  /23

  $1,100 - $1,485 per month

  Lake Grove Village

  1 - 3 Beds

  3555 S Cottage Grove Ave, Chicago, IL 60653

  INCOME RESTRICTION: Individual - $50,400, Two People - $57,600, Three People - $64,800New AppliancesLuxury Vinyl Plank Flooring in Kitchen, Foyer, and BathOutstanding Lake, Skyline, and City ViewsWalking Distance to Grocery, Shopping, and Fitness Nearby (Lake Meadows Shopping Center)Ground Floor Laundry Room with new Laundry Equipment (2021)Steps

  3555 S Cottage Grove Ave, Chicago, IL 60653
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  /29

  $475,000 Sold Aug 26, 2025

  • 1,600 Sq Ft
  • $297/SF
  • 53 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1996

  4134 S Ellis Ave, Chicago, IL 60653

  Newer Construction, 4 Bedroom, 2 Full Bath, 2 Half Bath Single Family Home in the Oakland/Kenwood Neighborhood with close proximity to the Lake, Hyde Park and Bronzeville. The residence is situated on a lovely tree lined, one way street on an oversized city lot with a two car garage and huge backyard. The main floor is open floor plan and features hardwood flooring, a gas fireplace in the living

  Rosa Sanchez-Fryer @properties Christie's International Real Estate

  4134 S Ellis Ave, Chicago, IL 60653
• 

  

  

  /29

  Est $658,669 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,100 Sq Ft

  4120 S Berkeley Ave, Chicago, IL 60653

  4120 S Berkeley Ave, Chicago, IL 60653
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  /14

  $450,000

  • 3 Beds
  • 2.5 Baths

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

  Newer construction 3 bed/2.5 bath in booming Kenwood! Top floor unit with spacious floor plan and tall ceilings allows for plenty of natural light. Highly upgraded chef's kitchen includes modern cabinetry, Quartz countertops, island bar and high-end stainless steel appliances. Combined living/dining room with a modern fireplace, surround sound speakers, covered balcony and 1/2 bath off of kitchen

  Michelle Michalski Berkshire Hathaway HomeServices Chicago

  4226 S Ellis Ave Unit 4S, Chicago, IL 60653
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  /7

  $4,600 per month

  • 5 Beds
  • 3 Baths
  • 2,600 Sq Ft
  • Condo for Rent

  3745 S Lake Park Ave Unit N, Chicago, IL 60653

  GREAT LOCATION BRAND NEW CONDO NEW CONSTRUCTION, Duplex 1st floor down, 5 BEDROOMS, 3 BATHS, Washer and Dryer in the unit, GRANITE COUNTER TOPS,HARDWOOD FLOORS, GREAT APARTMENT ,garage available to rent

  Magdalena Gruszka Archer Home Center

  3745 S Lake Park Ave Unit N, Chicago, IL 60653
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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
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  /15

  Est $380,644 Not Listed For Sale

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

  3735 S Lake Park Ave Unit 2S, Chicago, IL 60653

  3735 S Lake Park Ave Unit 2S, Chicago, IL 60653
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  /45

  $425,000 Pending

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

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

  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

  3735 S Lake Park Ave Unit G, Chicago, IL 60653
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  /3

  $1,950 per month

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Condo for Rent

  4114 S Drexel Blvd, Chicago, IL 60653

  Property Id: 2086657Spacious 2-Bedroom Condo with Stunning Drexel Blvd ViewsEnjoy bright, open living in this beautiful

  4114 S Drexel Blvd, Chicago, IL 60653
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  /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
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  /28

  Not Listed For Sale

  • 7 Beds
  • 4 Baths
  • 4,549 Sq Ft

  4123 S Drexel Blvd, Chicago, IL 60653

  4123 S Drexel Blvd, Chicago, IL 60653
• 

  

  /24

  $355,000 Pending

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

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

  This is an amazing space! It's a 2,300 square foot, 3 bedrooms, 2.1 bathrooms, 1st floor condo. Spacious kitchen with granite counter top and stainless steel appliances. And it includes 1 garage space, in unit laundry, and private deck. This condo is fabulous!

  Loretta Fields On Point Realty Pros LLC

  3733 S Lake Park Ave Unit 1, Chicago, IL 60653
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  /12

  $3,300 per month

  • 3 Beds
  • 2 Baths
  • 1,850 Sq Ft
  • Condo for Rent

  3745 S Lake Park Ave Unit c, Chicago, IL 60653

  GREAT LOCATION BRAND NEW CONDO NEW CONSTRUCTION ,3 BEDROOM,2 BATHS, Washer and Dryer in the unit, GRANITE COUNTER TOPS,HARDWOOD FLOORS, GREAT APARTMENT

  Magdalena Gruszka Archer Home Center

  3745 S Lake Park Ave Unit c, Chicago, IL 60653
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  /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
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  /31

  Not Listed For Sale

  • 7 Beds
  • 3 Baths
  • 3,441 Sq Ft

  3604 S Lake Park Ave, Chicago, IL 60653

  3604 S Lake Park Ave, Chicago, IL 60653
• 

  

  /20

  $350,000 Pending

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

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

  Welcome home to your beautiful new 3 bedroom/2 bathroom condo in the highly sought out Oakland area with a gated parking spot and large storage unit! You'll live right on the lush and historic Drexel Boulevard, just a short walk to 41st Street Beach. You're going to love the wood and marble fireplace, updated sparkling quartz kitchen countertops, stainless steel appliances, in-unit front loading

  Keesha Merritt Coldwell Banker Realty

  4105 S Drexel Blvd Unit 1N, Chicago, IL 60653
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  /10

  $2,450 per month

  • 2 Beds
  • 1.5 Baths
  • 1,440 Sq Ft
  • Apartment for Rent

  4174 S Drexel Blvd Unit 2B, Chicago, IL 60653

  Live on beautiful, historic Drexel Boulevard! This spacious duplex condo offers two levels of townhome style living with modern finishes and an open concept layout. Enjoy two oversized bedrooms, in unit washer/dryer, hardwood floors, stainless steel appliances, and granite countertops. Step outside to your private deck perfect for morning coffee or relaxing evenings. Parking included. Just

  Jasmine Richmond Realty of America, LLC

  4174 S Drexel Blvd Unit 2B, Chicago, IL 60653
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  /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
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  /13

  Est $244,592 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  4248 S Drexel Blvd Unit GN, Chicago, IL 60653

  4248 S Drexel Blvd Unit GN, Chicago, IL 60653
• 

  

  /12

  $370,000 Pending

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

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

  Welcome to your 3-bedroom, 2-bath condo nestled in the Kenwood/Oakland area! Just a 2-minute walk takes you and your pup to the nearby dog park and Oakwood Beach! You'll also be just minutes from the vibrant shops and dining options in Bronzeville and Hyde Park. This spacious open-concept condo offers beautiful hardwood flooring, sleek granite countertops, stainless steel appliances, in-unit

  Aliyah Perkins eXp Realty

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

  

  /11

  $1,700 per month

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft
  • Apartment for Rent

  867 E Pershing Rd Unit GARDEN, Chicago, IL 60653

  Welcome to this beautifully updated 3 bedroom, 1 bath, garden apartment that features premium flooring throughout, a modern kitchen with new stainless steel appliances, and a large spa-inspired bathroom, perfect for relaxing after a long day. Enjoy central heating and a dedicated laundry area. Boasting an ideal blend of modern upgrades and timeless charm, this spacious unit offers exceptional

  Lizeth Aguilar Chicagoland Brokers, Inc.

  867 E Pershing Rd Unit GARDEN, Chicago, IL 60653
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  /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
• 

  

  /17

  Est $436,062 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  3631 S Cottage Grove Ave Unit 4, Chicago, IL 60653

  3631 S Cottage Grove Ave Unit 4, Chicago, IL 60653
• 

  

  /45

  $749,900

  • 3 Beds
  • 2.5 Baths
  • 3,400 Sq Ft

  4055 S Ellis Ave, Chicago, IL 60653

  Live by the Lake, Earn by the Month! A Rare Find! Stunning, Beautiful, exceptionally renovated Brownstone home with 2 units that can be a great in-law arrangement or rental in a gated community of the Historic North Kenwood/Bronzeville Neighborhood that's Income Producing! This home offers modern living at its finest. Walk into the first unit which is a 2-story home with Gorgeous Oak

  Varine Hampton Coldwell Banker Realty

  4055 S Ellis Ave, Chicago, IL 60653
• 

  

  /20

  $2,800 per month

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Condo for Rent

  4234 S Ellis Ave Unit 4B, Chicago, IL 60653

  Available 9/16. Come check out this stunning Penthouse unit in a boutique elevator building in the Heart of Bronzeville! This spacious 2 bed, 2 bath condo features hardwood flooring throughout, extra tall ceilings, designer light fixtures, southern exposure with tons of light, and more. The open concept kitchen boasts white shaker cabinets with crown moulding, granite countertops and backsplash,

  Matt Engle Fulton Grace Realty

  4234 S Ellis Ave Unit 4B, Chicago, IL 60653
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  /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
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  /26

  Est $312,484 Not Listed For Sale

  • 3 Beds
  • 2 Baths

  822 E Bowen Ave Unit 3A, Chicago, IL 60653

  822 E Bowen Ave Unit 3A, Chicago, IL 60653
• 

  

  /7

  $415,000

  • 3 Beds
  • 3.5 Baths
  • 2,400 Sq Ft

  3993 S Drexel Blvd, Chicago, IL 60653

  Classic Elegance Meets Contemporary Living These beautifully designed townhomes echo the charm of neighboring landmark-status residences, offering timeless curb appeal with modern interiors. Inside, you'll find: * Three spacious bedrooms and three-and-a-half baths, thoughtfully laid out for comfort and convenience * A dramatic double-height living room filled with natural light, thanks to

  Barbara Bracy Baird & Warner

  3993 S Drexel Blvd, Chicago, IL 60653
• 

  

  /14

  $3,000 per month

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • House for Rent

  4204 S Drexel Blvd, Chicago, IL 60653

  VINTAGE BLDG.DUPLEX 3 BEDROOMS 2 BATHS MOVE IN CONDITION,HARDWOOD FLOORS, PRIVATE DECK,WASHER AND DRYER HOOKUPS,GREAT AREA !

  Magdalena Gruszka Archer Home Center

  4204 S Drexel Blvd, 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
• 

  

  /12

  Est $246,464 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft

  4165 S Ellis Ave Unit 1N, Chicago, IL 60653

  4165 S Ellis Ave Unit 1N, Chicago, IL 60653
• 

  

  /26

  $384,900

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

  4114 Maryland Ave, Chicago, IL 60653

  4114 S Maryland Avenue | A home that adapts to your rhythm This radiant 3-level corner townhome offers over 2,200 sq ft of thoughtfully designed living space in the heart of North Kenwood/Oakland. With 3 bedrooms, 2 baths, and a spacious lower-level family room that easily transforms into a 4th bedroom, guest suite, or dedicated office, this home flexes to meet your needs-whether you're

  Carolyn Durocher Coldwell Banker Realty

  4114 Maryland Ave, Chicago, IL 60653
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  /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
• 

  

  /20

  Est $278,088 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,250 Sq Ft

  4010 S Drexel Blvd Unit 2S, Chicago, IL 60653

  4010 S Drexel Blvd Unit 2S, Chicago, IL 60653
• 

  

  /30

  $1,692,600

  4043 S Drexel Blvd, Chicago, IL 60653

  Exceptional 2006-built 8-units located in the heart of the rapidly appreciating Bronzeville neighborhood. This well-maintained, elevator building features eight spacious units available with separate utilities, ensuring ease of management and lower operating costs. Investors will appreciate the 8 exterior parking spaces, plus a garage space, offering ample tenant parking-a rare find in the area.

  Loreal Urso Baird & Warner

  4043 S Drexel Blvd, 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
• 

  

  /12

  Est $272,951 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft

  3932 S Lake Park Ave Unit 1N, Chicago, IL 60653

  3932 S Lake Park Ave Unit 1N, Chicago, IL 60653
• 

  

  /13

  $221,500

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  3817 S Ellis Ave Unit 101, Chicago, IL 60653

  This beautifully updated 2-bedroom, 1.5 bath condo on a quiet, tree-lined street near the picturesque shores of Lake Michigan perfectly blends modern comfort and convenient living. Enter to find a great open concept kitchen, living room/dining room area with an abundance of natural light, creating a warm atmosphere ideal for relaxation and entertaining. The updated kitchen includes a large

  Maya Puentes Baird & Warner

  3817 S Ellis Ave Unit 101, 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

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