Duplexes for Sale in Chicago, IL

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  /29

  $39,900

  • 4 Beds
  • 2 Baths

  8847 S Burley Ave, Chicago, IL 60617

  TWO FLAT W/BASEMENT IN UPCOMING AREA OF THE CITY. Great potential for owner occupant or investor. Need extensive rehab to bring back to its former glory. Two 2 bedroom units with a basement that can be a duplex to the first floor or an in-law. Parking in the back for two cars, or there is room for a garage. Close to transportation and the lake. Sold as is.

  David Williamson Choice Realty Group Inc.

  8847 S Burley Ave, Chicago, IL 60617
• 

  

  

  /31

  $299,000

  • 5 Beds
  • 2 Baths

  6351 S Drexel Ave, Chicago, IL 60637

  Exciting Investment Opportunity in Woodlawn | 2-Flat Brick Building Located on the east side of Cottage Grove in the heart of Woodlawn, this classic 2-flat brick building presents an exceptional opportunity for investors, developers, or owner-occupants ready to bring a vision to life. The property is in need of a full gut renovation, making it a true blank canvas with tremendous upside in a

  Nicole Wheatly EXIT Strategy Realty

  6351 S Drexel Ave, Chicago, IL 60637
• 

  

  

  /16

  $630,000 New Construction

  • 5 Beds
  • 4 Baths

  6624 S Champlain Ave, Chicago, IL 60637

  This stunning new construction two-unit redefines modern luxury living, offering a seamless blend of sophistication, comfort, and income potential. Designed to live like a single-family home, this distinctive property features a spacious duplex-up owner's unit with three bedrooms and 2.1 baths, including a serene primary suite, along with a beautifully appointed two-bedroom, one-bath secondary

  Eva Diaz ExaRealty LLC

  6624 S Champlain Ave, Chicago, IL 60637
• 

  

  

  /23

  $625,000

  • 4 Beds
  • 3 Baths
  • 2,317 Sq Ft

  1204 N Spaulding Ave Unit 1N, Chicago, IL 60651

  Experience modern Chicago living in this stunning, sun-drenched duplex-down condo just steps from iconic Humboldt Park. This spacious 4 bedroom, 3 full bath home offers the perfect blend of style, comfort, and convenience with high-end finishes throughout. The main level features an open-concept living space with floor-to-ceiling natural light, sleek quartz countertops, stainless steel

  Rakesh Thakkar Sohum Realty, Inc.

  1204 N Spaulding Ave Unit 1N, Chicago, IL 60651
• 

  

  

  /25

  $1,195,000 New Construction

  • 3 Beds
  • 2.5 Baths

  Chicago, IL 60622

  Introducing a stunning, brand-new all-brick duplex-down in the heart of Wicker Park. This 3-bedroom, 2.5-bath residence offers an ideal floor plan with all bedrooms conveniently located on the same level. Thoughtfully designed with exquisite custom Scandinavian-inspired cabinetry, quartz countertops and top-tier Thermador integrated appliances, including a built-in coffee maker, this home blends

  Melanie Giglio-Vakos Compass

  Chicago, IL 60622
• 

  

  /15

  $250,000

  • 1 Bed
  • 1 Bath

  1221 N Dearborn St Unit 207N, Chicago, IL 60610

  Stunning and rarely available 1Bedroom 1Bath Duplex plus Den/Home Office in Prime Gold Coast Location!!! Welcome to luxury living in the heart of Chicago's prestigious Gold Coast! This sun-drenched 1 bedroom, 1 bath duplex with den space ideal for an home office. This unit underwent a complete high-end gut rehab in 2017, offering the perfect blend of modern elegance and comfort. Step into an

  Efty Garba eXp Realty

  1221 N Dearborn St Unit 207N, Chicago, IL 60610
• 

  

  /37

  $364,900

  • 4 Beds
  • 3 Baths
  • 2,056 Sq Ft

  6318 S Greenwood Ave Unit 1, Chicago, IL 60637

  Remodeled 4 bedroom 3 bathroom duplex down condo in the heart of Woodlawn! This unit features a living room and dining room combo, hardwood floors and new carpeting, new kitchen with cream cabinets, marble backsplash, quartz countertops and new stainless steel appliances, two newer furnaces and newer HWT, in-unit washer and dryer. The primary bedroom has a walk-in closet and en suite bath with

  Vergis Eiland @properties Christie's International Real Estate

  6318 S Greenwood Ave Unit 1, Chicago, IL 60637
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  /30

  $715,000

  • 2 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  618 N May St Unit C, Chicago, IL 60642

  Central, commute-anywhere location, duplex up penthouse! Generous 2 bed, 2.5 bath PLUS family room that can be used as an additional office, guest room, or even a bedroom (put up some drywall and add a door)! This is a 3rd floor penthouse with a walk-out roof deck you'll actually use! Skyline views roof deck is conveniently located off the second living room with an internal staircase that comes

  Lisa Kalous Compass

  618 N May St Unit C, Chicago, IL 60642
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  /6

  $875,000

  • 3 Beds
  • 2.5 Baths

  2815 N Kimball Ave Unit 1, Chicago, IL 60618

  Stunning new-construction duplex featuring an open living room that connects to a private terrace, a spacious dining area, and a sleek chef's kitchen designed for everyday living and entertaining. The lower level offers three bedrooms, including a huge primary suite with custom closets and a spa-inspired bath. Buyer still has time to choose finishes. One heated garage space included.

  Jordan Euson Compass

  2815 N Kimball Ave Unit 1, Chicago, IL 60618
• 

  

  /18

  $515,000

  • 5 Beds
  • 2 Baths
  • 1,400 Sq Ft

  2342 W Altgeld St, Chicago, IL 60647

  Charming Two-Story Single Family Home in Prime Logan Square/Bucktown Location - Now Available! Nestled in the heart of Logan Square and Bucktown, this spacious and well-located home offers incredible potential. The upper-level duplex boasts vaulted ceilings, a welcoming foyer, and a bright, open-concept living and dining area. The kitchen features sliding patio doors that open onto a large

  Lisette Munoz Realty of America, LLC

  2342 W Altgeld St, Chicago, IL 60647
• 

  

  /17

  $660,000 New Construction

  • 6 Beds
  • 3 Baths

  1051 N Springfield Ave, Chicago, IL 60651

  Don't miss out on this gorgeous 2 unit 3 Month old newer construction on a double lot with one PIN. Possibility to potentially add another structure or coach house.First floor unit featuring 4 spacious bedrooms and 2 bathrooms in the down duplex. The 2nd floor features 2 bedrooms and 1 bath. Both units have designer shaker kitchen cabinets, a large peninsula, quartz countertops, stainless steel

  Ed Kress Executive Realty Group LLC

  1051 N Springfield Ave, Chicago, IL 60651
• 

  

  /24

  $709,000

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

  4135 N Kenmore Ave Unit 1E, Chicago, IL 60613

  Stunning 3 Bed/2.1 Bath duplex-down unit with two private outdoor spaces! The first level features an open floor plan complete with a front terrace off the living room w/ gas fireplace and spacious dining area. The kitchen boasts quartz countertops, sleek two toned cabinets, Thermador/Bosch appliances, a large pantry, and an oversized central island with barstool seating. The lower level features

  Tim Sheahan Compass

  4135 N Kenmore Ave Unit 1E, Chicago, IL 60613
• 

  

  /22

  $967,500

  • 7 Beds
  • 3 Baths

  5426 N Western Ave, Chicago, IL 60625

  Beautiful two flat on wide lot just north of Lincoln Square. First floor duplex down lives like a single family home. 4 bed 2 bath with 2 living spaces, dining room, fireplace and gourmet kitchen. Bosch appliances, zline hood, quartz countertop, and a huge window overlooking backyard for lots of sunlight. Tankless hot water, in unit laundry, newer plumbing, electrical, and hvac. Second floor is a

  Chris Pezza Corcoran Urban Real Estate

  5426 N Western Ave, Chicago, IL 60625
• 

  

  /18

  $559,000

  • 10 Beds
  • 4 Baths

  6008 S Wabash Ave, Chicago, IL 60637

  Welcome to 6008 S Wabash Ave, a beautifully updated 3-flat in the heart of Washington Park-ideal for first-time buyers looking to live comfortably and build equity. Live in one unit, rent the others. Unit 1: Spacious duplex-down with 4 bedrooms & 2 full baths-plenty of room to grow Units 2 & 3: Each offers 3 bedrooms & 1 bath-great rental income potential Modern updates throughout:

  Aji Ojo Coldwell Banker Realty

  6008 S Wabash Ave, Chicago, IL 60637
• 

  

  /14

  $569,999 Open Sat 1PM - 3PM

  • 5 Beds
  • 3 Baths

  921 N Drake Ave, Chicago, IL 60651

  Incredible Investment Opportunity in Humboldt Park! Welcome to 921 N Drake, a well-maintained brick 2-flat offering spacious living and income potential. This property features a 2-bedroom unit and a 3-bedroom unit, each with 1 full bathroom, ideal for owner-occupants or savvy investors. Both units offer generous room sizes, hardwood flooring, and great natural light throughout. The property

  Areli Heredia Re/Max In The Village

  921 N Drake Ave, Chicago, IL 60651
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  /12

  $1,475,000 New Construction

  • 4 Beds
  • 3.5 Baths

  3923 N Janssen Ave Unit 1S, Chicago, IL 60613

  New construction 4BR / 3.5BA duplex-down in a great part of Lakeview, offering single-family-style living with high-end finishes throughout. The main level features an open-concept living and dining space and a chef's kitchen with custom cabinetry, walk-in pantry, Sub-Zero & Wolf appliances, and oversized island. Enjoy a separate wet bar area with beverage center outdoor living with a massive

  Konrad Dabrowski Fulton Grace Realty

  3923 N Janssen Ave Unit 1S, Chicago, IL 60613
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  /7

  $475,000

  • 6 Beds
  • 3 Baths

  1921 S Saint Louis Ave, Chicago, IL 60623

  Be the first to live in post rehab! Workers are almost done! Then just move right in! First floor is a duplex with 3+ bedroom /2 bath and the top unit has 3 bed/1 bath. Central a/c, new floors, windows, kitchens/bathrooms and more. Great for owner occupant or investor in this hot neighborhood. Close to public transportation, parks, shopping and more. Sold as-is. *Can be sold alone or part of

  Andy Sokol The Sokol Group

  1921 S Saint Louis Ave, Chicago, IL 60623
• 

  

  /19

  $562,000

  • 5 Beds
  • 2 Baths

  3407 N Avers Ave, Chicago, IL 60618

  Premier Avondale multi-family building for sale in a prime location between the Addison and Belmont stations. This well-maintained 2-flat sits on one of the neighborhood's best blocks and offers endless possibilities including investment or owner-occupied use. Improvements include NEW Boiler and newer Washer/Dryer available for free use to the tenants. The newer Electrical and newer Plumbing has

  Kyle Capone Coldwell Banker

  3407 N Avers Ave, Chicago, IL 60618
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  /12

  $249,000

  • 5 Beds
  • 2 Baths

  3906 W Monroe St, Chicago, IL 60624

  BOTH UNITS REFRESHED IN 2024. LOTS OF REFINISHED HARDWOOD FLOORING THROUGHOUT. UNFINISHED BASEMENT OFFERS POSSIBILITY TO DUPLEX DOWN. ASK AGENT FOR ADDITIONAL PHOTOS AND HOW TO GET UP TO 16k IN CLOSING ASSISTANCE. SELLING AS-IS, BUYER WILL NEED A FHA/CONVENTIONAL RENOVATION LOAN.

  Joseph Konney Top Care Realty LLC

  3906 W Monroe St, Chicago, IL 60624
• 

  

  /16

  $475,000

  • 2 Beds
  • 2 Baths

  2520 W Bloomingdale Ave Unit B, Chicago, IL 60647

  Located just steps from the 606 Trail, this updated 2-bedroom, 2-bath duplex condo at 2520 W Bloomingdale offers a blend of modern finishes and everyday convenience. The main level features an open living and dining area with hardwood floors, a gas fireplace, and a renovated kitchen outfitted with granite counters, soft-close cabinetry, and a large peninsula ideal for entertaining. From here,

  Philip Kline arhome realty

  2520 W Bloomingdale Ave Unit B, Chicago, IL 60647
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  /9

  $245,000

  • 6 Beds
  • 2 Baths

  4643 W Monroe St, Chicago, IL 60644

  This Two unit brick property with 2 Car garage offers great potential! Both units are occupied by MTM tenants! Both Units need to be updated. First floor has 3 bedrooms and 1 bathroom. Second floor offers 3 bedrooms and 1 bathroom. Both units include separate living and dining rooms plus back porch. Full unfinished basement has a separate entrance and exit along with a kitchen, bathroom, and

  Autoria Morrow A Morrow Properties

  4643 W Monroe St, Chicago, IL 60644
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  /28

  $701,000

  • 13 Beds
  • 6 Baths

  6718 S Saint Lawrence Ave, Chicago, IL 60637

  EXCEPTIONAL OPPORTUNITY IN THE HEART OF THE WOODLAWN NEIGHBORHOOD! This versatile 2-flat + coach house offers strong income potential and flexible living arrangements. The first floor unit is a spacious duplex-down providing generous living space. With the newly-renovated basement, this unit offers 5 bedrooms and 2 bathrooms. The second floor offers a spacious unit with 2 bedrooms, 1 bathroom,

  Angela Craft Coldwell Banker Realty

  6718 S Saint Lawrence Ave, Chicago, IL 60637
• 

  /2

  $220,000

  • 5 Beds
  • 2 Baths

  6149 S Vernon Ave, Chicago, IL 60637

  WELCOME to the WOODLAWN!!! Investor Special situated near historic Washington Park, minutes from the Obama Library, and easy access to the Dan Ryan Expressway. This property is perfect for an investor or owner occupant who's ready to live in one unit and rent out the other unit. The building offers one 3 bedroom unit and one 2 bedroom unit, both with one bathroom with the Basement having the

  Eboni Mills EXIT Strategy Realty

  6149 S Vernon Ave, Chicago, IL 60637
• 

  

  /18

  $649,000 New Construction

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

  2307 W Foster Ave Unit 2, Chicago, IL 60625

  Welcome to this brand-new, three-unit boutique building in Andersonville! This incredible extra-large 3 bed / 2 bath home combines luxury, comfort, and style. Step into an expansive, sun-drenched living room with oversized windows and a private front deck-perfect for indoor-outdoor entertaining. The chef's kitchen is a dream, featuring high-end Thermador appliances, a large quartz island, custom

  Svitlana Creadon Compass

  2307 W Foster Ave Unit 2, Chicago, IL 60625
• 

  

  /20

  $749,150

  • 3 Beds
  • 3 Baths

  2851 N Ashland Ave Unit 1S, Chicago, IL 60657

  Impeccably maintained, OVERSIZED 3 bedrooms, 3 baths duplex down in Lakeview. Located in much desired Burley school district. Walk in through your private entrance to an open floor plan. The kitchen boasts granite countertops and backsplash, 42'' tall cabinets, stainless steel appliances and a long breakfast bay. Western exposure allows for enviable natural light in both the dining and living

  Sari Levy Lucid Realty, Inc.

  2851 N Ashland Ave Unit 1S, Chicago, IL 60657
• 

  

  /12

  $1,450,000 New Construction

  • 4 Beds
  • 3.5 Baths

  1404 W George St Unit 1, Chicago, IL 60657

  NEW, UNDER-CONSTRUCTION 4 BEDROOM DUPLEX . Welcome to 1404 W. George St. ***DELIVERING FALL 2026*** Intimate all masonry new construction 2-unit building located in the heart of the Southport corridor. This wonderful 4 bed 3.1 bath home is built with luxury transitional finishes, a spacious open floor plan, and wonderful outdoor space including a large covered terrace off the family room, and

  Sam Jenkins Jameson Sotheby's Intl Realty

  1404 W George St Unit 1, Chicago, IL 60657
• 

  

  /17

  $1,395,000 New Construction

  • 9 Beds
  • 7 Baths

  4827 S Saint Lawrence Ave, Chicago, IL 60615

  BEAUTIFUL STUNNING ALL BRICK NEW CONSTRUCTION 3-UNIT WITH 1ST FLOOR DUPLEX NEAR COMPLETION!!!! MOVE IN READY BY DECEMBER 1, 2025. This property features 3 bedrooms 2 bathrooms on 2nd and 3rd floor, 1st floor has a half bath with direct access to the basement duplex which features 3-bedrooms and 2 bath. Each unit has a custom beautiful kitchen with 42" shaker style cabinets, hardwood floors,

  Claudia Dochee Village Realty, Inc.

  4827 S Saint Lawrence Ave, Chicago, IL 60615
• 

  

  /27

  $2,199,000

  • 7 Beds
  • 6 Baths

  1412 W Diversey Pkwy, Chicago, IL 60614

  Jumbo Lincoln Park 2 unit building with over 6,000 SF of indoor and outdoor living spread over a spacious 4 bed 2 1/2 bath duplex down and a bright and airy 3 bed 2 1/2 bath triplex up with both South and North facing roof decks & Skyline Views. Both units feature dramatic 22 foot tall ceilings in the living room. This is a modern build, full masonry building with a 2 car detached garage in a

  Rob Sikkel @properties Christie's International Real Estate

  1412 W Diversey Pkwy, Chicago, IL 60614
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  /36

  $524,500

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  3106 S Wells St Unit 1, Chicago, IL 60616

  Bigger Than Most Townhomes - Welcome Home to Armour Square Living!!! Looking for more space without the maintenance of a single-family home? This 2,200 sq. ft., 4-bedroom, 2.5-bath duplex-down in coveted Armour Square checks every box-and then some. From the moment you walk in, you'll feel the openness. Soaring 10+ ft ceilings, rich hardwood floors, and natural light throughout the main level set

  Marquis Tolbert Jean Pierre Realty Int'l

  3106 S Wells St Unit 1, Chicago, IL 60616
• 

  

  /22

  $1,830,000

  • 11 Beds
  • 11 Baths

  1017 S Claremont Ave, Chicago, IL 60612

  This stunning, newly constructed (2024) 3-unit multi-family building is located in the heart of Chicago's vibrant and rapidly growing Tri-Taylor neighborhood. The second and third floors each feature spacious, thoughtfully designed units with 3 generously sized bedrooms and 3 modern full bathrooms. The first-floor unit is a duplex that offers 2 bedrooms and 2 bathrooms on the main level,

  Sonny Ruan Chi Real Estate Group LLC

  1017 S Claremont Ave, Chicago, IL 60612
• 

  

  /15

  $449,000

  • 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
• 

  

  /19

  $200,000

  • 7 Beds
  • 3 Baths

  9338 S Marquette Ave, Chicago, IL 60617

  Attention Savvy Investors & Visionary Homebuyers! Rehabbed started in 2025, Ready for Your Final Touches: Step into this partially renovated 2-unit frame building, with 3 Bedrooms 1 Bath on each floor, with Huge Living rooms, formal Dining with Hardwood floors and a basement that can be duplex up to the first floor offering the perfect canvas to complete your dream investment or start your

  Efty Garba eXp Realty

  9338 S Marquette Ave, Chicago, IL 60617
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  /36

  $575,000

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  1705 S Jefferson St Unit 1, Chicago, IL 60616

  Believe you really can have it all. This stunning 2021 newer construction duplex down lives like a single family home and has been very lightly lived in. Enjoy three private outdoor spaces and an ideal 2,000 sq ft layout with a full entertaining level above and a quiet, cozy sleeping level below-all within a all owners allbrick building. The main level features a bright white kitchen with

  Theresa Hahn Compass

  1705 S Jefferson St Unit 1, Chicago, IL 60616
• 

  

  /35

  $869,000

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

  3749 N Ashland Ave Unit 3S, Chicago, IL 60613

  Beautiful 3BR + Den/Office | 3BA Penthouse Duplex in Prime Location Welcome to this architecturally unique, top-floor 2-story condo with amazing floor plan. This home offers an ideal blend of amenities, comfort, and space. Step inside to discover a bright and airy great room featuring a gorgeous bay window and 2-story vaulted ceiling with skylights in the living/dining area. Enjoy the ambiance of

  Nayibe Garces Prello Realty

  3749 N Ashland Ave Unit 3S, Chicago, IL 60613
• 

  

  /22

  $274,900

  • 2 Beds
  • 2 Baths

  6300 S Woodlawn Ave Unit 305, Chicago, IL 60637

  Step into this stunning top-floor duplex loft, uniquely set in a solid concrete building with exposed brick and floor-to-ceiling south-facing windows flooding the space with natural light. Offering 2 fully enclosed bedrooms and 2 full bathrooms across two levels, this home blends modern comfort with urban style. Completely refreshed in 2024, the home features all-new stainless steel appliances,

  James Mattz Keller Williams Preferred Rlty

  6300 S Woodlawn Ave Unit 305, Chicago, IL 60637
• 

  

  /18

  $395,000

  • 7 Beds
  • 3 Baths

  6004 S Carpenter St, Chicago, IL 60621

  This stunning greystone 2 flat has been completely renovated with top-of-the-line modern finishes that are sure to impress any buyer. The first floor unit is a spacious duplex with a fully finished basement, offering 4 bedrooms and 1.5 bathrooms. Both units boast an open concept layout with a beautiful kitchen featuring white cabinets, quartz countertops, and stainless steel appliances. New

  Rudy Gandy United Real Estate - Chicago

  6004 S Carpenter St, Chicago, IL 60621
• 

  

  /30

  $4,100,000

  • 5 Beds
  • 4.5 Baths
  • 4,949 Sq Ft

  900 W Washington Blvd Unit PHW, Chicago, IL 60607

  Discover the best of the West Loop in this top-floor duplex penthouse at 900 West Washington, an exclusive LEED Gold-certified boutique building of just 22 homes. Sweeping skyline views surround a wraparound terrace, while the elevator opens directly into a modern, sun-filled interior with radiant-heated concrete floors. With new designer lighting, this residence offers a warm yet contemporary

  Laura England Compass

  900 W Washington Blvd Unit PHW, Chicago, IL 60607
• 

  

  /19

  $603,000

  • 3 Beds
  • 2 Baths
  • 1,649 Sq Ft

  847 W Ainslie St Unit 3W, Chicago, IL 60640

  Welcome to 847 West Ainslie Street 3 W, an incredible property fully gutted and rehabbed in the heart of Chicago! This exciting project features seven modern condos with fresh, stylish designs, all while preserving the old charm of the building. You'll love the beautiful wooden central stairs and skylight at the top. You'll find five simplexes with 3 bedrooms and 2 bathrooms, a duplex with 4

  Susanna Cherubin-Delisi Compass

  847 W Ainslie St Unit 3W, Chicago, IL 60640
• 

  

  /49

  $1,895,000

  • 8 Beds
  • 9 Baths

  1160 N Lasalle St, Chicago, IL 60610

  Exceptional investment opportunity in Chicago's prestigious Gold Coast. This meticulously maintained three-flat offers three spacious units, each with high ceilings, hardwood floors, abundant natural light, large living/dining areas, modernized kitchens, and updated baths. The second-floor duplex provides additional rental appeal and versatility. With on-site laundry, three rear parking spaces,

  Klopas Stratton Team Jameson Sotheby's Int'l Realty

  1160 N Lasalle St, Chicago, IL 60610
• 

  

  /5

  $219,999

  • 6 Beds
  • 3 Baths

  6832 S Bishop St, Chicago, IL 60636

  Welcome to 6832 S Bishop Street, a classic, legal 2-flat brick building exterior provides timeless curb appeal and long-term durability. This well-maintained multi-family home offers a unique opportunity for both investors and owner-occupants seeking rental income potential. Each of the units boasts 3 bedrooms, 1 bath plus a spacious formal dining room, and hardwood floors. Functional layout; The

  Loreal Flowers EXIT Strategy Realty

  6832 S Bishop St, Chicago, IL 60636

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