Oakland Homes

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  $1,692,600 Pending

  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
• Explore Oakland

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  /16

  $3,000 per month

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • Condo for Rent

  3986 S Drexel Blvd Unit 3N, Chicago, IL 60653

  Move in ready & just in time for the holidays! This beautiful 3BD/2BA condo located on the historic Drexel Boulevard in the Oakland Community, features a spacious open living/dining area with a cozy fireplace, well-appointed kitchen with ample cabinet space, and in-unit laundry. The primary ensuite includes his-and-her closets and a spa-like bath with a jacuzzi tub, separate shower, and heated

  

  LaToya Moore

  Baird & Warner

  (773) 917-8019

  3986 S Drexel Blvd Unit 3N, Chicago, IL 60653
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  /21

  $295,000 Sold Apr 11, 2025

  4105 Maryland Ave, Chicago, IL 60653

  • 3 Beds
  • 2.5 Baths
  • 1,735 Sq Ft
  • Built 2008

  Last Sold Summary

  • 2% Below List Price
  • $170/SF
  • 3 Days On Market

  Current Estimated Value $312,155

  Last Listing Agent Joshua Mercer Premier Chicago Real Estate

  4105 Maryland Ave, Chicago, IL 60653
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  /16

  Est $329,320 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft

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

  842 E 40th St Unit 2W, Chicago, IL 60653
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  /15

  $272,000

  • 2 Beds
  • 1.5 Baths
  • 1,440 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
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  /23

  $1,218 - $1,870 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

  4134 S Ellis Ave, Chicago, IL 60653

  • 3 Beds
  • 4 Baths
  • 1,600 Sq Ft
  • Built 1996

  Last Sold Summary

  • 9% Below List Price
  • $297/SF
  • 53 Days On Market

  Current Estimated Value $493,437

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

  4134 S Ellis Ave, Chicago, IL 60653
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  /53

  Est $578,333 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,000 Sq Ft

  3958 S Drexel Blvd, Chicago, IL 60653

  3958 S Drexel Blvd, Chicago, IL 60653
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  /23

  $310,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft

  4014 S Drexel Blvd Unit 4R, Chicago, IL 60653

  Spacious 3 Bed / 2 Bath Condo in Historic Bronzeville-Oakland | 1,800 Sq. Ft. | Parking Included. Experience classic Chicago architecture and modern comfort in this expansive 1,800 sq. ft. condo ideally located in the historic Oakland neighborhood, bordering vibrant Bronzeville-a community celebrated for its cultural legacy and ongoing revitalization. This bright, well-designed 3-bedroom, 2-bath

  John Hockberger @properties Christie's International Real Estate

  4014 S Drexel Blvd Unit 4R, Chicago, IL 60653
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  /7

  $1,900 per month

  • 2 Beds
  • 1 Bath
  • 1,250 Sq Ft
  • Condo for Rent

  4100 S Drexel Blvd Unit 1B, Chicago, IL 60653

  Welcome to your new home on historic, tree lined Drexel Boulevard. This spacious two bedroom condo offers comfort, functionality, and everyday convenience. The updated open kitchen features stainless steel appliances and a breakfast island that opens naturally into a generous living and dining area, making it easy to relax or entertain. Hardwood floors run throughout the home, and an in unit

  Chanee Roby Coldwell Banker Real Estate Group

  4100 S Drexel Blvd Unit 1B, Chicago, IL 60653
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  /2

  $947,000 Sold Jan 16, 2026

  922 E 42nd Place, Chicago, IL 60653

  • 6 Beds
  • 4.5 Baths
  • 2,316 Sq Ft
  • Built 1888

  Last Sold Summary

  • 5% Below List Price
  • $409/SF
  • 78 Days On Market

  Last Listing Agent Jennifer Bell Fulton Grace Realty

  922 E 42nd Place, Chicago, IL 60653
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  /29

  Est $438,677 Not Listed For Sale

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

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

  4226 S Ellis Ave Unit 4N, Chicago, IL 60653
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  /49

  $384,900

  • 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 Grandview Realty LLC

  4105 S Drexel Blvd Unit 1SR, Chicago, IL 60653
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  /12

  $2,500 per month

  Apartment for Rent

  3 Beds

  3610 S Ellis Ave Unit 3S, Chicago, IL 60653

  Well kept top floor condo unit in Bronzeville area. Short walk to the lake. 1,515 Sq. Ft. luxury condo features 3 bedroom/2 full bathroom with 1 parking space included. Spacious floor plan with large bedrooms. Interior features high ceilings, hardwood floors, fireplace, in-unit laundry and more. Custom kitchen, granite countertops, island, stainless steel appliances and more. Master bath

  3610 S Ellis Ave Unit 3S, Chicago, IL 60653
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  /29

  $334,900 Sold Apr 18, 2025

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

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 2007

  Last Sold Summary

  • 1% Below List Price
  • $186/SF
  • 58 Days On Market

  Current Estimated Value $346,037

  Last Listing Agent O'Neia Washington O W Auction Group LLC

  3932 S Lake Park Ave Unit 2S, Chicago, IL 60653
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  /15

  Est $362,595 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

  • 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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  /16

  $2,495 per month

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft
  • Apartment for Rent

  3815 S Langley Ave Unit 101, Chicago, IL 60653

  EXCELLENT LOCATION. Walking distance to The Lake, and 10 minutes to the University of Chicago campus and downtown. This 2-bed, 1-1/2 bath condo with newer construction is a MUST SEE! This fresh apartment has a brand NEW kitchen and NEW baths with modern finishes. The custom kitchen has light-colored cabinets offering plenty of storage. The quartz countertops and stainless steel appliances add to

  Kimberly Rachal Parkview Properties and Invest

  3815 S Langley Ave Unit 101, Chicago, IL 60653
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  /26

  $364,900 Sold Dec 15, 2025

  4114 Maryland Ave, Chicago, IL 60653

  • 3 Beds
  • 2 Baths
  • 2,200 Sq Ft
  • Built 2008

  Last Sold Summary

  • 8% Below List Price
  • $166/SF
  • 93 Days On Market

  Last Listing Agent Carolyn Durocher Coldwell Banker Realty

  4114 Maryland Ave, Chicago, IL 60653
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  /2

  Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 1,616 Sq Ft

  4002 S Ellis Ave, Chicago, IL 60653

  4002 S Ellis Ave, Chicago, IL 60653
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  /25

  $229,900

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

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

  Experience the perfect blend of space and style in this stunning 2-bedroom, 2-bath loft-style condo. The open floor plan is ideal for both everyday living and entertaining, featuring a modern kitchen with granite countertops, stainless steel appliances, and plenty of cabinet space. Both bedrooms are generously sized and offer ample closet space. Enjoy the convenience of in-unit laundry and unwind

  Mark Rantis Y Realty

  809 E 40th St Unit 4-4, Chicago, IL 60653
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  /20

  $4,592 per month

  • 2 Beds
  • 1 Bath
  • Condo for Rent

  3975 S Ellis Ave Unit ID1306702P, Chicago, IL 60653

  Experience the magic of the Windy City and feel at home in this 2-bedroom, 1-bath Chicago vacation rental. This single-story downstairs unit requires external steps for entry.This apartment offers modern comforts like a Smart TV, cozy seating options, and a sleek bathroom with a bathtub and shower/tub combo. The kitchen is equipped with a refrigerator, Keurig/drip coffee maker, dishware and

  3975 S Ellis Ave Unit ID1306702P, Chicago, IL 60653
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  /24

  $290,000 Sold Sep 26, 2025

  3976 S Ellis Ave Unit GS, Chicago, IL 60653

  • 2 Beds
  • 2 Baths
  • 1,875 Sq Ft
  • Built 2004

  Last Sold Summary

  • 3% Below List Price
  • $155/SF
  • 9 Days On Market

  Current Estimated Value $297,497

  Last Listing Agent Paulette Edwards Coldwell Banker Realty

  3976 S Ellis Ave Unit GS, 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
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  /28

  $275,900

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

  4178 S Drexel Blvd Unit 41782, Chicago, IL 60653

  Bring your grand ideas to this already modern 2BR/2.5BA condo-duplex overlooking Drexel Blvd. in vibrant Bronzeville/Oakland area. On corner lot, this home boasts HWFs on main level and carpet on upper level, hosting both bedrooms and two full bathrooms. Master bedroom has 3 closets, vaulted ceiling, and master bathroom with jacuzzi tub and stand-alone shower. The family room opens up to a large

  Carl Lowe Carl Lowe

  4178 S Drexel Blvd Unit 41782, Chicago, IL 60653
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  /26

  $3,300 per month

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft
  • Condo for Rent

  3902 S Lake Park Ave Unit 3, Chicago, IL 60653

  Brand-New 3 Bed / 2 Bath Penthouse Condo with Massive Private Rooftop & Parking Included - Available Now! Be the first to live in this spacious, beautifully designed 3-bedroom, 2-bathroom condo located in the rapidly growing Bronzeville neighborhood, near the heart of East Oakland. Intelligent design with this oversized unit featuring high-end, custom finishes throughout, and interior stairwell

  Alexander Pudinoff North Clybourn Group, Inc.

  3902 S Lake Park Ave Unit 3, Chicago, IL 60653
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  /31

  $219,000 Sold Mar 28, 2025

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

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Built 2003

  Last Sold Summary

  • 27% Below List Price
  • $182/SF
  • 137 Days On Market

  Last Listing Agent Rochelle Williams Royal Kingdom Realty Inc.

  825 E 41st St Unit 2B, 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
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  /25

  $294,900 Pre-Foreclosure

  • 3 Beds
  • 2.5 Baths
  • 2,060 Sq Ft

  4162 S Lake Park Ave, Chicago, IL 60653

  Attention all investors and savvy homeowners. Incredibly rare opportunity. Bring your personal vision and add instant sweat equity to this classic 3-bed, 2.5-bath single-family home in the heart of Oakland! This home features a sun-filled living room, open kitchen, spacious bedrooms, and a full basement. This is a must see. This property is sold strictly as-is. Seller does not provide a survey.

  Anthony Disano Parkvue Realty Corporation

  4162 S Lake Park Ave, Chicago, IL 60653
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  /26

  $2,950 per month

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • Condo for Rent

  3900 S Lake Park Ave Unit 1, Chicago, IL 60653

  Brand-New 3 Bed / 2 Bath Condo with Private Rooftop & Parking Included - Available Now! Be the first to live in this spacious, beautifully designed 3-bedroom, 2-bathroom condo located in the rapidly growing Bronzeville neighborhood, near the heart of East Oakland. Intelligent design with this oversized unit featuring high-end, custom finishes throughout. The professionally designed kitchen boasts

  Alexander Pudinoff North Clybourn Group, Inc.

  3900 S Lake Park Ave Unit 1, Chicago, IL 60653
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  /17

  $403,000 Sold Feb 28, 2025

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

  • 3 Beds
  • 2 Baths
  • 2,200 Sq Ft
  • Built 2007

  Last Sold Summary

  • 5% Below List Price
  • $183/SF
  • 140 Days On Market

  Current Estimated Value $423,797

  Last Listing Agent Kimberly Offord Coldwell Banker Realty

  3968 S Ellis Ave Unit 2S, Chicago, IL 60653
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  /13

  Est $257,435 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
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  /8

  $380,000

  • 3 Beds
  • 2 Baths
  • 1,645 Sq Ft

  4021 S Ellis Ave Unit 1N, Chicago, IL 60653

  Step into the perfect blend of vibrant city living and neighborhood charm in the heart of Bronzeville, just moments from the lakefront and with effortless access to downtown Chicago. This welcoming 3bedroom, 2bath condo offers comfort, style, and convenience in one inviting package. Thoughtful details enhance every corner, from the aesthetically appealing wainscot ceilings to the generous closet

  Kimberly McClinton Keyed Realty Collective LLC

  4021 S Ellis Ave Unit 1N, Chicago, IL 60653
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  /29

  $3,150 per month

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • Condo for Rent

  3900 S Lake Park Ave Unit 2, Chicago, IL 60653

  Brand-New 3 Bed / 2 Bath Condo with Private Rooftop & Parking Included - Available Now! Be the first to live in this spacious, beautifully designed 3-bedroom, 2-bathroom condo located in the rapidly growing Bronzeville neighborhood, near the heart of East Oakland. Intelligent design with this oversized unit featuring high-end, custom finishes throughout. The professionally designed kitchen boasts

  Alexander Pudinoff North Clybourn Group, Inc.

  3900 S Lake Park Ave Unit 2, Chicago, IL 60653
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  /12

  $360,000 Sold Aug 07, 2025

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

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • Built 2007

  Last Sold Summary

  • 3% Below List Price
  • $212/SF
  • 49 Days On Market

  Current Estimated Value $364,080

  Last Listing Agent Aliyah Perkins eXp Realty

  3862 S Lake Park Ave Unit 3S, Chicago, IL 60653
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  /28

  Est $394,339 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,850 Sq Ft

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

  3862 S Lake Park Ave Unit 3N, Chicago, IL 60653
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  /15

  $445,500

  • 4 Beds
  • 3 Baths

  4029 S Ellis Ave Unit 2S, Chicago, IL 60653

  Experience space, style, and luxury in this stunning duplex located in the sought-after Oakland community. This expansive residence offers the perfect blend of comfort and convenience with 4 bedrooms plus an office (or optional 5th bedroom) and 3 full bathrooms. Enjoy a chef's kitchen featuring stainless steel appliances, granite countertops, and ample cabinetry, ideal for everyday living or

  Melanie Miller Keller Williams ONEChicago

  4029 S Ellis Ave Unit 2S, Chicago, IL 60653
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  /2

  $3,950 per month

  • 4 Beds
  • 3 Baths
  • 2,500 Sq Ft
  • Condo for Rent

  4101 S Drexel Blvd Unit 101, Chicago, IL 60653

  Luxury Newer Construction Massive 4 bedroom 3 bath Duplex set in boutique 8 unit walk up includes 1 exterior parking space with a second space available. Hardwood floors, Fireplace, Fully Appointed Gourmet Kitchen, Professional Stainless appliances, quartz counter tops, full back subway back splash, under cabinet lighting and oversized island. Main level living room, dining room and bedroom and

  Paulette Edwards Coldwell Banker Realty

  4101 S Drexel Blvd Unit 101, Chicago, IL 60653
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  /64

  $650,000 Sold Feb 05, 2025

  4020 S Drexel Blvd, Chicago, IL 60653

  • 7 Beds
  • 9 Baths
  • Built 1884

  Last Sold Summary

  • 2% Below List Price
  • 67 Days On Market

  Current Estimated Value $604,974

  Last Listing Agent Susan Miller Ravinia Realty & Mgmt LLC

  4020 S Drexel Blvd, Chicago, IL 60653
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  /14

  Est $230,644 Not Listed For Sale

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

  3815 S Langley Ave Unit 301, Chicago, IL 60653

  3815 S Langley Ave Unit 301, Chicago, IL 60653

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