Investment - Homes for Sale in Chicago, IL

• 

  

  

  /10

  $475,000

  $228K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 6,000 Sq Ft

  6817 S Champlain Ave, Chicago, IL 60637

  Experience the perfect blend of historic Chicago architecture and modern, eco-conscious design in this fully renovated 4-bedroom, 3.5-bathroom Greystone, just minutes from the University of Chicago, Hyde Park, and the future Obama Presidential Center. This home offers the rare opportunity to secure your dream property before completion and customize select finishes. The open-concept main level

  Ismail Madina Northpoint Realty & Asset Mgmt

  6817 S Champlain Ave, Chicago, IL 60637
• 

  

  

  /29

  $325,000

  • 8 Beds
  • 3 Baths

  12015 S Michigan Ave, Chicago, IL 60628

  Don't miss this incredible opportunity to own a well-maintained, family-owned two-unit building offering space, flexibility, and long-term value! Situated on a rare double lot, this property features 8 bedrooms, 3 full bathrooms, including a spacious duplex-up unit with generously sized bedrooms perfect for larger households. Remodeled in 2007 and lovingly maintained ever since, this property

  Monique Giles Coldwell Banker Realty

  12015 S Michigan Ave, Chicago, IL 60628
• 

  

  

  /32

  $399,900

  Pending

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

  777 N Michigan Ave Unit 2109, Chicago, IL 60611

  Luxury Magnificent Mile Residence with Unparalleled City Views! Experience exceptional city living in the heart of Chicago's prestigious Magnificent Mile. This rare and expansive residence combines two units and one den (unit 2107 and unit 2109) into one extraordinary home, offering an impressive amount of living space in one of the city's most sought-after locations. Perfectly situated just

  Mohammad Abdelrasoul HomeSmart Realty Group

  777 N Michigan Ave Unit 2109, Chicago, IL 60611
• 

  

  

  /35

  $2,199,000

  Pending

  • 7 Beds
  • 6 Baths

  1705 W Leland Ave, Chicago, IL 60640

  An exceptional opportunity awaits in the vibrant Ravenswood neighborhood. This handsome, historic residence combines elegant style, modern comfort, and rare investment potential. The property features a stunning luxury owner's duplex-up plus three well-appointed rental apartments, offering both refined living and multiple income streams. The owner's duplex-up is a true showpiece, with expansive

  Keith Goad Berkshire Hathaway HomeServices Chicago

  1705 W Leland Ave, Chicago, IL 60640
• 

  

  

  /30

  $575,000

  • 6 Beds
  • 4 Baths

  1922 N Central Park Ave, Chicago, IL 60647

  Exceptional Multi-Unit Investment Opportunity in Logan Square Don't miss this outstanding opportunity to own a classic multi-unit building in the heart of Chicago's highly sought-after Logan Square neighborhood. Built in the late 1800s, this well-maintained property offers approximately 2,398 square feet of living space on a 25' x 125' lot, making it ideal for investors or owner-occupants looking

  Rick Ortiz Core Realty & Investments Inc.

  1922 N Central Park Ave, Chicago, IL 60647
• 

  

  /23

  $250,000

  Open Sun 1PM - 3PM

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft

  5965 N Northwest Hwy Unit 101, Chicago, IL 60631

  Beautiful, spacious condo in a prime location! This well-maintained unit features 2 generously sized bedrooms, 1 full bathroom, a spacious eat-in kitchen, and a bright, open living room that leads to a private balcony with abundant natural light. Additional highlights include an in-unit washer and dryer, central air conditioning, and one assigned parking space. Conveniently located near major

  Leo Bui LPT Realty LLC

  5965 N Northwest Hwy Unit 101, Chicago, IL 60631
• 

  

  /3

  $180,000

  • 5 Beds
  • 2 Baths

  10136 S Union Ave, Chicago, IL 60628

  Great investment property! Property is located close to the expressway and transportation. Offers five bedrooms total. Three bedrooms in Unit #1 and two bedrooms in Unit #2. Property sits on a double lot. Great opportunity to own a two unit building on a solid block. Come check out and add this to your porfolio of properties today! Property is being sold AS-IS. Fully occupied and tenants are on a

  Elijah Reese Serene Realty, Inc.

  10136 S Union Ave, Chicago, IL 60628
• 

  

  /31

  $275,000

  Pending

  • 1 Bed
  • 1 Bath
  • 995 Sq Ft

  10 E Ontario St Unit 1008, Chicago, IL 60611

  Welcome to this bright and spacious northwest corner one-bedroom residence offering nearly 1,000 square ft of comfortable living in the heart of River North. Bathed in natural light from floor-to-ceiling windows on two exposures, this inviting home features an oversized private balcony, perfect for morning coffee, outdoor dining or simply relaxing while taking in the city views. Designed for

  Nancy Ackerman Jameson Sotheby's Intl Realty

  10 E Ontario St Unit 1008, Chicago, IL 60611
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  /18

  $1,100,000

  • Land
  • 0 Sq Ft

  3101-3125 W 51st St, Chicago, IL 60632

  Exceptional development opportunity featuring a 3/4+ of an acre vacant lot at 3101-3125 W. 51st Street in Chicago! This vacant lot offers an opportunity for builders, developers, and investors to bring their vision to life. With generous frontage to 51st ST, the property is well-suited for residential investment development zoned as C1-1 (subject to zoning and City approvals). Ideally located on

  Miguel Sanchez Ruiz Realty, Inc.

  3101-3125 W 51st St, Chicago, IL 60632
• 

  

  /20

  $190,000

  Pending

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

  6837 S Ada St, Chicago, IL 60636

  Welcome investors and first-time homebuyers to this historic generational 5-bedroom, 2-bath home with an attic offering endless possibilities! This property features a brand-new renovated kitchen with stainless steel appliances, modern finishes, and plenty of space for tenants or family living. With strong rental potential, this home is ideal for generating steady income or building equity as a

  Latoya Hooker HomeSmart Realty Group

  6837 S Ada St, Chicago, IL 60636
• 

  

  /23

  $1,850,000

  • 8,084 Sq Ft

  504 S Oakley Blvd, Chicago, IL 60612

  This exceptional investment opportunity offers the acquisition of a modern 6-unit multifamily asset ideally located in the rapidly growing Tri-Taylor neighborhood of Chicago. Constructed in 2014, the property features condominium-quality finishes, efficient building systems, and thoughtfully designed floor plans that continue to attract strong tenant demand and support premium rental rates. The

  Glynnis Johnson @properties Christie's International Real Estate

  504 S Oakley Blvd, Chicago, IL 60612
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  /58

  $2,150,000

  New Construction $840K PRICE DROP

  • 11 Beds
  • 8 Baths

  Chicago, IL 60614

  Exceptional New Booth Hansen-Designed Three-Unit Residence on an Extra-Long Lot Built by legendary architect Booth Hansen and developer Ogden Partners. This stunning investment and/or live in investment property sits on an extra-long 25' x 150' lot, allowing for expansive layouts and extraordinary natural light throughout every home. This thoughtfully designed masonry brick and limestone building

  Linda Levin Jameson Sotheby's Intl Realty

  Chicago, IL 60614
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  /37

  $1,690,000

  • 5,017 Sq Ft

  7441 N Rogers Ave, Chicago, IL 60626

  Beautiful East Rogers Park Brick 6 Unit investment opportunity located in one of Chicago's most consistently desirable rental neighborhoods. This newer construction masonry building features six large two-bedroom, one-bath apartments and is fully occupied with a proven history of strong tenant demand. Residents enjoy an unbeatable location just blocks from Lake Michigan, the CTA Red Line, and the

  Michael Scanlon eXp Realty

  7441 N Rogers Ave, Chicago, IL 60626
• 

  

  /15

  $55,000

  $4K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  7363 S South Shore Dr Unit 505, Chicago, IL 60649

  Turnkey investment opportunity in a prime South Shore location. This 1 bedroom condo offers immediate income potential with a tenant set to occupy, making it ideal for investors seeking a stabilized asset. The unit features lake views and direct access to the beach just steps from your back door-an attractive amenity for long-term tenant retention. Conveniently located near public transportation,

  Deja Blair Blue Door Dave Inc

  7363 S South Shore Dr Unit 505, Chicago, IL 60649
• 

  

  /15

  $498,000

  • 4 Beds
  • 2 Baths

  3028 W 53rd Place, Chicago, IL 60632

  Exceptional investment or house-hacking opportunity in prime Gage Park! This solid brick 2-unit property features an unfinished basement with endless potential and sits on an oversized lot. Each unit boasts classic hardwood floors, high ceilings, original wood trim, spacious living and dining rooms, and cozy enclosed porches. Outside, enjoy rare parking versatility with both a 2-car garage and an

  Ruben Orozco Chicagoland Brokers Inc.

  3028 W 53rd Place, Chicago, IL 60632
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  /19

  $250,000

  Pending

  • 5 Beds
  • 3 Baths

  1248 W 49th Place, Chicago, IL 60609

  Great investment opportunity in Chicago's Back of the Yards neighborhood! This classic multi-unit property features first and second floor units, each offering 2 bedrooms and 1 bathroom, with both units currently rented on a month-to-month basis, providing flexibility for investors or owner-occupants. The property includes attic space with a half bathroom, two-car garage, backyard space..mo

  Maria Bello Remax Future

  1248 W 49th Place, Chicago, IL 60609
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  /6

  $130,000

  $7K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 796 Sq Ft

  4800 S Chicago Beach Dr Unit 203S, Chicago, IL 60615

  Welcome to The Newport, a full-service high-rise located in the heart of Hyde Park just steps from Lake Michigan. This 1-bedroom, 1-bath condo offers a spacious and functional layout with large windows that fill the space with natural light and ample storage throughout. Whether you're a first-time buyer or investor, this unit presents a great opportunity to add your personal touch or generate

  Kelli Hubbard Pure Radiance Realty

  4800 S Chicago Beach Dr Unit 203S, Chicago, IL 60615
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  /3

  $319,000

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

  3530 N Odell Ave, Chicago, IL 60634

  Prime investment opportunity in Dunning on an extra-wide lot with a desirable side driveway. The existing structure has been fully gutted and presents a potential teardown or redevelopment opportunity. Located near Harlem & Addison, this property offers easy access to Harlem Irving Plaza, Irving Woods, schools, parks, shopping, dining, and public transportation. Enjoy convenient access to the

  Bogdan Zietara Hometown Real Estate Group LLC

  3530 N Odell Ave, Chicago, IL 60634
• 

  

  /23

  $690,000

  • 6 Beds
  • 5 Baths

  4322 S Maplewood Ave, Chicago, IL 60632

  Great opportunity to own a two-unit building with a separate coach house in the rear, situated on a spacious double lot! Together, the two-unit building and coach house comprise three legal units, each offering 2 bedrooms and 1 bathroom. The two units in the main building are currently occupied by month-to-month tenants who are willing to stay, while the owner occupies the coach house-offering

  Nadia Miranda Duarte Realty Company

  4322 S Maplewood Ave, Chicago, IL 60632
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  /12

  $154,900

  $5K PRICE DROP

  • 4 Beds
  • 2 Baths

  9953 S Avenue M, Chicago, IL 60617

  *****CASH ONLY******* INCREDIBLE OPPORTUNITY TO OWN AT A REDUCED PRICE AN INCOME PRODUCING 2 UNIT!! THIS UNIQUE INVESTMENT SPOILS YOU WITH EXTREMELY LOW TAXES AT $1752.51, GENEROUS SIZE BEDROOMS, FUNCTIONAL FLOOR PLANS AND AN OVERSIZED BACK YARD FOR THOSE SUMMER COOKOUTS. PRIME LOCATION GIVES YOU CLOSE PROXIMITY ACCESS TO THE SKYWAY, PARKS AND GREAT SCHOOLS! PRIDE OF OWNERSHIP TRULY SHOWS.

  Uriel Ayala RE/MAX Mi Casa

  9953 S Avenue M, Chicago, IL 60617
• 

  

  /18

  $275,000

  • 1 Bed
  • 1 Bath
  • 746 Sq Ft

  1255 S State St Unit 1514, Chicago, IL 60605

  Wake up to skyline views and end every evening with breathtaking west-facing sunsets from your private balcony in this beautifully maintained 1-bedroom, 1-bath condo in the heart of the South Loop. Freshly painted and move-in ready, this approximately 750-square-foot home features an open-concept floor plan that's perfect for modern city living. The kitchen overlooks the living and dining areas

  Moin Haque Coldwell Banker Realty

  1255 S State St Unit 1514, Chicago, IL 60605
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  /47

  $850,000

  Open Wed 4PM - 7PM

  • 5 Beds
  • 2 Baths

  2857 W Fletcher St, Chicago, IL 60618

  Located in the heart of Avondale, this well-maintained corner brick 2-flat with a non-conforming garden unit offers exceptional flexibility for investors, owner-occupants, short-term rental opportunities, or a future single-family conversion. Just steps from neighborhood favorites, this prime location enjoys strong tenant demand and is situated on a beautiful, tree-lined block with easy access to

  Glynnis Johnson @properties Christie's International Real Estate

  2857 W Fletcher St, Chicago, IL 60618
• 

  /2

  $65,000

  • 4 Beds
  • 2 Baths
  • 1,852 Sq Ft

  5330 S Union Ave, Chicago, IL 60609

  INVESTMENT OPPORTUNITY; EXPERIENCED INVESTOR, THIS IS A CAPE COD HOME WITH 4 BEDROOMS, 2 BATHROOMS, LIVING ROOM, DINING ROOM. PROPERTY IS BEING SOLD AS-IS, WHERE-IS. PROPERTY IS IN NEED OF A FULL REHAB, MUST REPLACE/UPDATE EVERYTHING. BUYER IS RESPONSIBLE FOR ALL CITY VIOLATIONS, TERMITE INSPECTION, AND SURVEY. ENTER WITH CAUTION. ****Owner is selling as a bulk package; MLS# 12517617: 7042 S

  Nadia Meza Classic Realty Group Prestige

  5330 S Union Ave, Chicago, IL 60609
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  /2

  $17,000

  • Land
  • 0 Sq Ft

  12251 S Yale Ave, Chicago, IL 60628

  Make this land your OWN! Whether a home of your own or an investment property. The opportunity is there! Access to downtown Chicago, the beautiful Lake Michigan, and friendly neighbor Indiana! Shoot and offer and lets make it happen captain!

  David Dominguez Realty of America, LLC

  12251 S Yale Ave, Chicago, IL 60628
• 

  

  /20

  $399,900

  Pending

  • 11 Beds
  • 5 Baths

  3931 W Grenshaw St, Chicago, IL 60624

  Beautiful Chicago-style brick two-unit building located in North Lawndale with endless potential to make it your own. This spacious property is perfect for both homeowners and investors seeking rental income opportunities.***The first-floor unit features 3 bedrooms, 1 bathroom, a bright living room, kitchen, and separate dining room. The second-floor unit offers 4 bedrooms and 2 bathrooms, along

  Roberto Rodriguez Solaris Enterprises Inc

  3931 W Grenshaw St, Chicago, IL 60624
• 

  

  /27

  $1,198,000

  • 9 Beds
  • 9 Baths

  3762 S Indiana Ave, Chicago, IL 60653

  WOW! Great building; great value! Don't miss out on 3762 S. INDIANA - a STUNNING, NEWER CONSTRUCTION (2022) THREE UNIT building w/ 3 CAR GARAGE in the heart of Bronzeville, designed for both SAVVY INVESTORS and owner-occupants seeking strong income potential. Each of the three expansive units features 3 BEDROOMS & 3 FULL BATHROOMS, offering an ideal layout for modern living. Thoughtfully designed

  Keith Schumann @properties Christie's International Real Estate

  3762 S Indiana Ave, Chicago, IL 60653
• 

  

  /18

  $1,225,000

  New Construction

  • 9 Beds
  • 6 Baths

  Chicago, IL 60653

  Location, Livability, Design, without compromises! We are proud to present this incredible New Construction offering in the Grand Boulevard community. This Newly built 3 -story full masonry building has it all. Whether you are looking for a spacious home to live in, or for an effortless investment opportunity it is all right here. The construction is only 30 days from completion and it is ready

  Wilfredo Aguilar Compass

  Chicago, IL 60653
• 

  

  /34

  $299,999

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

  6435 S Kenwood Ave Unit 3S, Chicago, IL 60637

  INVESTOR SPECIAL | TURNKEY & FULLY FURNISHED 3BR/2BA CONDO | HYDE PARK / WOODLAWN Exceptional opportunity to own a fully furnished, turnkey 3-bedroom, 2-bath condominium in one of Chicago's most dynamic and rapidly growing neighborhoods. Offering approximately 1,250 square feet of living space, this move-in-ready residence is ideally positioned for investors seeking immediate rental income or

  Douglas Mallon Realty of America, LLC

  6435 S Kenwood Ave Unit 3S, Chicago, IL 60637
• 

  

  /46

  $480,000

  Pending

  • 6 Beds
  • 3 Baths

  1519 N Latrobe Ave, Chicago, IL 60651

  Exceptional Investment Opportunity! Well-maintained multi-unit building located in a desirable neighborhood with strong rental demand and outstanding income potential. Perfect for investors looking to expand their portfolio or owner-occupants seeking additional rental income. Property features separate utilities for each unit, helping minimize owner expenses and simplify tenant billing. A

  Baleria Pantoja Shopping Casas Chicago LLC

  1519 N Latrobe Ave, Chicago, IL 60651
• 

  

  /15

  $599,900

  Pending

  • 10 Beds
  • 6 Baths

  2853 W 40th St, Chicago, IL 60632

  Rare double-lot investment opportunity! This all-brick 4-unit property sits on a 6,250 sq. ft. double lot with 2 separate PINs and strong value-add potential. Features include a classic 3-unit brownstone with unfinished attic, a rear 3-story coach house with basement and duplexable attic space, plus 4 rear parking spaces. Zoned RS-3 and legally zoned as a 4-flat. Conveniently located near I-55,

  Claudia Galaviz RE/MAX Mi Casa

  2853 W 40th St, Chicago, IL 60632
• 

  

  /12

  $74,900

  Pending

  • 5 Beds
  • 2 Baths

  7804 S Ellis Ave, Chicago, IL 60619

  Excellent opportunity to own a large Investment property in the Greater Grand Crossing community! The home features a fireplace, an expansive open kitchen, and a large basement that can be utilized as additional living space. It is located near schools, shopping, and public transit.

  Andre Bennett eXp Realty

  7804 S Ellis Ave, Chicago, IL 60619
• 

  

  /3

  $115,000

  Pending

  • Land
  • 12,196 Sq Ft
  • $410,714 per Acre

  5141,43,45,5147 S. U S Union Ave, Chicago, IL 60609

  Invest in four lot up or 9 lots in this pre-the emerging area of Back of the Yards neighborhood which is the more famous part of the New City Community, known historically for its connection to the Union Stock Yard, once the largest livestock and meatpacking center in the United States until the mid20th century. Immediate Area Incentives Include: Environmental Justice Community, Low-Income

  Michael LaFargue Coldwell Banker Realty

  5141,43,45,5147 S. U S Union Ave, Chicago, IL 60609
• 

  

  /13

  $225,000

  $20K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 1,428 Sq Ft

  11243 S Vernon Ave, Chicago, IL 60628

  Turnkey investment opportunity! This beautifully renovated all brick 2 story home features 5 bedrooms, 2.5 bathrooms, refinished hardwood floors, updated lighting, energy efficient windows, and a stylish kitchen with quartz countertops, stainless steel appliances, and modern finishes throughout. Major updates include newer plumbing, electrical, furnace, and fully remodeled bathrooms, offering low

  Nancy Mendoza Smart Home Realty

  11243 S Vernon Ave, Chicago, IL 60628
• 

  

  /10

  $132,000

  Pending

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  3820 W 47th St Unit 2SE, Chicago, IL 60632

  Attention all investors! Great opportunity to add this well-maintained condo to your real estate investment portfolio. Long term tenant in 2 Bedroom & 1 Bath unit on desirable second floor. Great condition and all new windows updated in 2025. Laundry and storage on first floor. Low association dues includes water and gas! Great convenient location close to schools, public transportation and

  Xuhua Li Coldwell Banker Realty

  3820 W 47th St Unit 2SE, Chicago, IL 60632
• 

  

  /50

  $1,100,000

  Pending Pre-Foreclosure

  • 13 Beds
  • 8 Baths

  4541 S Forrestville Ave, Chicago, IL 60653

  RARE investment opportunity in the heart of Bronzeville-a beautifully restored 1903 historic mansion thoughtfully converted into four oversized luxury apartments on a rare double-wide lot with additional value-add potential. This architect-designed 2025 renovation masterfully blends timeless vintage character with modern functionality, preserving original stained and leaded glass, intricate

  Michael Scanlon eXp Realty

  4541 S Forrestville Ave, Chicago, IL 60653
• 

  

  /27

  $449,900

  $50K PRICE DROP Pending

  • 5 Beds
  • 2 Baths

  8018 S Harvard Ave, Chicago, IL 60620

  Own your home while your tenant helps with the mortgage! Beautifully renovated brick 2-flat with each unit boasting new white shaker cabinets, quartz countertops, new stainless steel appliances, new bathrooms, and a washer & dryer in the building; Fresh new concrete slab carport in the rear. Spacious duplex owner's unit plus a income-producing second floor already occupied. Smart living and

  Nicholas Hansen Home One Realty

  8018 S Harvard Ave, Chicago, IL 60620
• 

  

  /4

  $70,000

  • Land
  • 0 Sq Ft

  517 N Sawyer Ave, Chicago, IL 60624

  Vacant residential lot located in Chicago's West Side, ideal for builders, developers, and investors. Zoned RT-4, this property offers the potential for a multi-unit development, including 2-4 residential units (buyer to verify zoning and plans). Standard Chicago lot size provides flexibility for new construction. Located near public transportation, major roadways, and neighborhood amenities,

  Sean McDonald Berkshire Hathaway HomeServices Chicago

  517 N Sawyer Ave, Chicago, IL 60624
• 

  

  /13

  $249,000

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  1828 S Wentworth Ave Unit 2B, Chicago, IL 60616

  Rarely available one-bedroom plus den in the elevator-equipped Chinatown Square building! This thoughtfully designed unit features a spacious private den-perfect for a home office, guest room, or creative space. Enjoy modern living with hardwood floors, in-unit washer and dryer, and generous closet storage throughout. Ideally located just minutes from Ping Tom Park, Leonard Louis Fieldhouse,

  Daniel Kong Richland Global Inc

  1828 S Wentworth Ave Unit 2B, Chicago, IL 60616
• 

  

  /14

  $169,500

  • 1 Bed
  • 1 Bath
  • 725 Sq Ft

  4857 W Byron St Unit 103W, Chicago, IL 60641

  Welcome to this charming, move-in-ready first-floor 1-bedroom condo offering the perfect blend of comfort, convenience, and value. Freshly painted and featuring newer windows and blinds, this inviting home boasts an updated eat-in kitchen with quartz countertops, new stainless steel appliances, and abundant cabinet storage. Radiant heated floors provide year-round comfort, while ample closet

  Craig Fallico Baird & Warner

  4857 W Byron St Unit 103W, Chicago, IL 60641
• 

  

  /42

  $659,000

  • 1 Bed
  • 1.5 Baths
  • 919 Sq Ft

  401 N Wabash Ave Unit 39I, Chicago, IL 60611

  A Rare Opportunity to Own One of Only Nine Residences of Its Kind in Trump Tower Chicago. Experience an extraordinary level of luxury in this highly sought after one bedroom, 1.5 bath residence, one of only nine with this exceptional floor plan in the entire building. Designed by the legendary Adrian Smith of Skidmore, Owings & Merrill (SOM), this residence showcases one of the most desirable

  Chezi Rafaeli Coldwell Banker Realty

  401 N Wabash Ave Unit 39I, Chicago, IL 60611

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