Investment - Homes for Sale in Chicago, IL

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  /24

  $594,900

  • 6 Beds
  • 3 Baths

  2946 S Loomis St, Chicago, IL 60608

  Prime Bridgeport location. Brick property in pristine condition. This is a true turn-key investment with three apartments that have been updated over the last 25 years, mostly more recently. Commuter's Dream location whether driving, bicycling, or using public transportation. 27-acre Palmisano Nature Park & Fitness Trails (7 blocks), McGuane Park (7 blocks), endless coffee shop and restaurant

  Matt Shrake Coldwell Banker Real Estate Group

  2946 S Loomis St, Chicago, IL 60608
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  /34

  $1,095,000

  Pending

  • 7,548 Sq Ft

  6037 S Champlain Ave, Chicago, IL 60637

  Prime 8-Unit Income Property in Woodlawn just steps from University of Chicago. Invest in one of Woodlawn's most desirable locations with this well-maintained 8-unit building, just three blocks from the University of Chicago Hospital and approximately one mile from the Obama Presidential Center. Strong, consistent rental demand makes this an exceptional income-generating opportunity. The property

  Christina Horne Chicagoland Realty & Associates Inc

  6037 S Champlain Ave, Chicago, IL 60637
• 

  

  

  /25

  $250,000

  $15K PRICE DROP Pending

  • Studio
  • 1 Bath
  • 640 Sq Ft

  474 N Lake Shore Dr Unit 5207, Chicago, IL 60611

  Welcome to your perch in the clouds! This jumbo studio unit in the heart of Streeterville/Gold Coast is calling your name. 640 sqft of comfortable, updated, move-in condition living space with sweeping western city views is perfect for a first purchase, portfolio addition, or as a pied-a-terre investment. Unit was rehabbed in 2018, including new kitchen and appliances (aside from refrigerator,

  Kirk Hudson Baird & Warner

  474 N Lake Shore Dr Unit 5207, Chicago, IL 60611
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  /4

  $329,000

  • 1 Bed
  • 1 Bath
  • 960 Sq Ft

  175 E Delaware Place Unit 4901, Chicago, IL 60611

  ONE-BEDROOM FACING WEST THAT'S IN ORIGINAL CONDITION. THIS HAS BEEN AN INVESTMENT PROPERTY FOREVER AND THE CURRENT TENANTS LEASE EXPIRES ON OCTOBER 2026. ENDLESS AMENITIES WITHIN THE BUILDING, SUCH AS; INDOOR POOL, FULLSERVICE GROCERY STORE POTASH, FITNESS CENTER, TWO HOSPITALITY ROOMS, ETC. OVER 23 MILLION IN RESERVES AND NEVER HAD A SPECIAL.

  Pat Cohen Baird & Warner

  175 E Delaware Place Unit 4901, Chicago, IL 60611
• 

  

  

  /4

  $99,999

  • 5 Beds
  • 3 Baths

  1304 S Karlov Ave, Chicago, IL 60623

  Investment by opportunity in North Lawndale!! 2 Unit With a 2 story Coach house in the back!!! Two properties for the price of one! Building is ready for the next savvy investor! Commercial storefront, apartment unit on top, and separated coach house in the back! Endless possibilities!! NEW CONTRUCTION ALL AROUND THIS SECTION OF THE CITY! Schedule your showing today!

  Jonathan Lopez Realty of America, LLC

  1304 S Karlov Ave, Chicago, IL 60623
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  /3

  $145,000

  • Land
  • 0 Sq Ft

  5226 S Loomis St, Chicago, IL 60609

  Opportunity Knocks! Prime lot located directly across from Sherman Park-ideal for a multi-unit development and a strong investment opportunity. Situated in an up-and-coming area with low taxes and within walking distance to Sherman School of Excellence. Commuter-friendly location close to restaurants, shopping, and major expressways. Don't miss this chance to build in a growing neighborhood!

  Janet Vilchez EXIT Strategy Realty

  5226 S Loomis St, Chicago, IL 60609
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  /33

  $129,900

  $5K PRICE DROP Pending

  • 5 Beds
  • 2 Baths

  4734 S Racine Ave, Chicago, IL 60609

  Located in the highly sought after back of the yards community this jumbo two-unit building offers a pivot opportunity to a savvy buyer! Renovate the building, add value and live in one unit while renting the other out or use this as a straight investment property by renting both units while adding value, either way this is a win win situation! The building offers great size in both units with

  Ryan Smith RE/MAX Premier

  4734 S Racine Ave, Chicago, IL 60609
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  /24

  $449,900

  • 3 Beds
  • 2 Baths

  4256 N Meade Ave, Chicago, IL 60634

  Located in Chicago's highly sought-after Portage Park neighborhood, this multi-unit property offers an exceptional opportunity for investors and owner-occupants alike. Enjoy strong rental demand, convenient access to the CTA Blue Line, Metra, I-90/94, and O'Hare International Airport, along with nearby shopping, restaurants, schools, and the renowned Portage Park. The neighborhood's tree-lined

  Jay Reid HomeSmart Connect LLC

  4256 N Meade Ave, Chicago, IL 60634
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  /6

  $89,999

  Pending

  • 7 Beds
  • 4 Baths

  645 E 113th St, Chicago, IL 60628

  Price Improvement and Prime Investment Opportunity in Historic Pullman. For the savvy investor/discerning buyer, unlock the full potential of this 2-unit located in the rapidly revitalizing Pullman district. With a ton of square footage plus a full, unfinished basement, this property offers a rare opportunity to add significant value through renovation, reconfiguration, or redevelopment. Whether

  Sharial Howard @properties Christie's International Real Estate

  645 E 113th St, Chicago, IL 60628
• 

  /2

  $10,000

  $50K PRICE DROP

  • 5 Beds
  • 2 Baths

  5802 S May St, Chicago, IL 60621

  Come and view this excellent investment and renovation project. This 2 flat offers a spacious 2br 1bth unit and a 3br 1bth unit. Full basement. Property Sold AS/WHERE-IS. Buyer responsible for all liens, taxes, judgments, closing costs. Seller does not know the amount, so do your due diligence. No tax prorations.

  Edrick Salomon Select a Fee RE System

  5802 S May St, Chicago, IL 60621
• 

  

  /21

  $799,000

  $50K PRICE DROP

  • 8 Beds
  • 4 Baths

  4040 S Calumet Ave, Chicago, IL 60653

  Exceptional investment opportunity in the heart of historic Bronzeville. This fully renovated three-unit building at 4040 S. Calumet Ave offers investors a rare turn-key asset with strong income and long-term appreciation potential. The property has undergone a complete rehabilitation in recent years, with significant updates throughout the building. Each unit is currently rented at above-market

  Sophie Beaudoin RE/MAX Top Performers

  4040 S Calumet Ave, Chicago, IL 60653
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  /17

  $2,150,000

  • 6 Beds
  • 6 Baths

  1420 W Fulton St, Chicago, IL 60607

  Beautiful historic brick 3 unit In Fulton Market's HOT West Loop. This rare three-unit luxury rental structure is exactly in the path of new developments. No money was spared and fully rehabilitated in 2016. Three brand-new, identical apartments that have been completely remodeled with premium finishes and appliances. Sleek two-bedroom, two-bathroom apartments with the same layout. Kohler kitchen

  Rick Panlilio RE/MAX Premier Luxury Collection

  1420 W Fulton St, Chicago, IL 60607
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  /27

  $375,000

  • 8 Beds
  • 2 Baths

  4225 W Jackson Blvd, Chicago, IL 60624

  Historic jumbo Chicago Greystone in West Garfield Park, recently operating at a 9.5-10 percent cap rate. This spacious 2-unit property is zoned RT-4 and eligible for the City of Chicago's ADU Program, offering strong current income, a vacant unit ready for immediate market-rate rental, and compelling value-add potential for investors looking to increase long-term returns. The first-floor unit

  Ashley Dirks Fathom Realty IL LLC

  4225 W Jackson Blvd, Chicago, IL 60624
• 

  /2

  $239,900

  Pending

  • 7 Beds
  • 3 Baths

  2523 W 46th Place, Chicago, IL 60632

  Exceptional investment opportunity in the heart of Brighton Park! This well-maintained 3-unit building offers a total of 7 bedrooms and 3 full bathrooms, making it an ideal addition to any investor's portfolio or an excellent opportunity for an owner-occupant seeking rental income. Each unit features updated flooring installed within the last three years, spacious living areas, durable vinyl

  Landon Kelly Real Broker, LLC

  2523 W 46th Place, Chicago, IL 60632
• 

  

  /13

  $199,900

  Pending

  • 6 Beds
  • 3 Baths

  10712 S Wabash Ave, Chicago, IL 60628

  Welcome to this solid brick 2-flat offering a fantastic opportunity for both owner-occupants and investors alike! With great curb appeal, strong bones, and a well-maintained structure, this property provides an excellent foundation for someone looking to add value through light cosmetic updates. Both units have been decently maintained and are in good overall condition, but could benefit from

  Caden Wakim GenStone Realty

  10712 S Wabash Ave, Chicago, IL 60628
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  /3

  $300,000

  • 4 Beds
  • 2 Baths

  10538 S Vincennes Ave, Chicago, IL 60643

  Rare opportunity to own a spacious two-unit building in the highly sought-after Beverly neighborhood with the additional lot to the north of the property included! Whether you're an investor looking to add to your portfolio or a homeowner interested in house hacking, this property offers incredible potential. Each unit features 2 bedrooms, 1 full bath, a large living room, separate dining room,

  Carolyn Barnes Real People Realty

  10538 S Vincennes Ave, Chicago, IL 60643
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  /23

  $359,000

  • 3 Beds
  • 3 Baths
  • 1,527 Sq Ft

  10742 S Longwood Dr, Chicago, IL 60643

  Price reduction-Welcome to this Beverly/Morgan Park gem, lovingly cared for by the same owner since 1979. This spacious home features 3 bedrooms, 1 full bath, and 2 half baths, offering a bathroom on every level for added convenience. Enjoy natural light streaming through the beautiful bay window in the living room and additional living space in the lower-level basement. The oversized primary

  Cinnamon Allison ERA Partners

  10742 S Longwood Dr, Chicago, IL 60643
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  /45

  $249,000

  Pending

  • 3 Beds
  • 3.5 Baths
  • 2,443 Sq Ft

  1130 S Troy St Unit E, Chicago, IL 60612

  **Highest & Best Requested by Friday, 7/31 at 5:00 PM** Spacious and beautifully maintained 3 bedroom, 3.1 bath townhouse with large private backyard, just steps from beautiful Douglas Park. The main level showcases stunning hardwood floors, a spacious living room, and a well-appointed gourmet kitchen featuring tile flooring, granite countertops, stainless steel appliances, new dishwasher, and

  Sam Shaffer Chicago Properties Firm

  1130 S Troy St Unit E, Chicago, IL 60612
• 

  

  /20

  $300,000

  $20K PRICE DROP Pending

  • 5 Beds
  • 3 Baths

  3017 E 83rd St, Chicago, IL 60617

  Excellent investment opportunity in Chicago! This well-maintained two-unit property offers incredible versatility for investors or owner-occupants looking to generate rental income. The main building features two spacious units with bright living areas, updated flooring, generous room sizes, and functional layouts designed for comfortable living. A standout feature of this property is the

  Dione Branch eXp Realty

  3017 E 83rd St, Chicago, IL 60617
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  /2

  $40,000

  • Land
  • 0 Sq Ft

  5647 S Peoria St, Chicago, IL 60621

  Prime South Side Development Opportunity: Unlock the potential at 5647 S. Peoria. This 4,500 sq ft vacant lot offers a rare opportunity for builders, developers, and forward-thinking investors ready to capitalize on Chicago's ongoing growth and revitalization. Positioned in an established South Side corridor, this parcel provides the flexibility to bring new construction to life-whether you're

  Elijah Reese Serene Realty, Inc.

  5647 S Peoria St, Chicago, IL 60621
• 

  

  /14

  $349,999

  $145K PRICE DROP

  • 9 Beds
  • 3 Baths

  3018 W Flournoy St, Chicago, IL 60612

  Large brick 3-unit investment opportunity with major upside potential. Property previously underwent extensive renovation work including updated kitchens, bathrooms, refinished hardwood floors, recessed lighting, newer HVAC systems, updated mechanicals, newer appliances, and exterior improvements. Spacious layouts with strong rental and value-add potential. Interior photos reflect prior

  Jeffrey Sklar Beycome Brokerage Realty LLC

  3018 W Flournoy St, Chicago, IL 60612
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  /24

  $525,000

  • 1 Bed
  • 2 Baths
  • 1,220 Sq Ft

  401 N Wabash Ave Unit 2222, Chicago, IL 60611

  Rare opportunity to own an expansive 1-bedroom, 2-bath residence in one of Chicago's premier luxury buildings. Offered impeccably furnished, this sophisticated home showcases breathtaking city views complemented by refined, high-end finishes throughout. The spacious living and dining areas flow seamlessly into a separate kitchen, creating an ideal layout for both everyday living and entertaining.

  Julie Zwick Premier Relocation, Inc.

  401 N Wabash Ave Unit 2222, Chicago, IL 60611
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  /26

  $399,900

  $20K PRICE DROP

  • 8 Beds
  • 3 Baths

  5029 S Racine Ave, Chicago, IL 60609

  Fantastic opportunity to build equity and expand your portfolio with this spacious multi-unit property in the Back of the Yards neighborhood! This property features 3 units: The first-floor unit boasts high ceilings, 4 generously sized bedrooms, a full bath, an eat-in kitchen, a spacious living room and a month-to-month tenant. The second-floor front unit includes 2 bedrooms, a full bath, a

  Jose Leon RE/MAX Partners

  5029 S Racine Ave, Chicago, IL 60609
• 

  

  /28

  $130,000

  $5K PRICE DROP

  • 8 Beds
  • 5 Baths

  8711 S Exchange Ave, Chicago, IL 60617

  Exceptional Investment Opportunity in this 4-Unit building in South Chicago neighborhood ! This high-potential property presents a rare opportunity for savvy investors. Additional in-law arrangement garden unit plus large and high attic . The building spans approximately 3,050 square feet and features 10 bedrooms, 5 bathrooms and a detached 2-car garage. Prime location close to parks, stores, and

  Grazyna Przybysz Chicago Area Realty Inc

  8711 S Exchange Ave, Chicago, IL 60617
• 

  

  /25

  $649,900

  Pending

  • 4 Beds
  • 3 Baths

  4155 N Francisco Ave, Chicago, IL 60618

  Charming oversized lot Multi-Family Opportunity in Irving Park / Rose Park! Recently renovated 2-Unit Building, | Oversized 4,000 Sq Ft Lot | Incredible Location Welcome to your next great investment or the perfect live-in income property! Nestled within the highly sought-after Rose Park subdivision of Chicago's vibrant Irving Park neighborhood, this beautifully recently updated two-unit

  Paulo Diaz Real People Realty

  4155 N Francisco Ave, Chicago, IL 60618
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  /5

  $110,000

  $67K PRICE DROP Pending

  • 4 Beds
  • 3 Baths

  5350 S Winchester Ave, Chicago, IL 60609

  QUIET BLOCK IN UPCOMING NEW CITY NEIGHBORHOOD! Seller is motivated yet comps in area show lots of room to make this *vacant* BRICK 2 flat with 4 beds and 3 bath (yet a very large living room to add a third bedroom in one of the apartments) a basic rental or a splendid work of art at whatever level of creativity you desire! GREAT POSSIBILITIES!!!!. Turn this in to a wonderful investment property

  Dana Jones Century 21 IMPACT

  5350 S Winchester Ave, Chicago, IL 60609
• 

  

  /12

  $4,600,000

  • 10 Beds
  • 10 Baths

  Unlisted Address

  Incredible Investment & Development Opportunity in the Heart of Old Town! Maximize your portfolio with this rare multi-unit property and double-lot package in one of Chicago's premier, high-demand neighborhoods. This turnkey investment features a beautifully and recently renovated, all-brick 4-flat paired with two adjacent lots, delivering immediate strong cash flow alongside massive future

  Maurice Ortiz Compass

  Unlisted Address
• 

  

  /24

  $65,000

  $5K PRICE DROP

  • 5 Beds
  • 3 Baths

  8405 S Baltimore Ave, Chicago, IL 60617

  Solid investment opportunity with strong upside potential. This frame 2-flat includes two spacious 2-bedroom units and an additional 1-bedroom garden unit, offering multiple income streams. The property features individual heating systems for each unit, improving efficiency and tenant appeal. While the building requires rehabilitation, it presents a prime value-add opportunity for investors

  Brenda Molina HomeSmart Connect LLC

  8405 S Baltimore Ave, Chicago, IL 60617
• 

  /2

  $29,999

  • Land
  • 0 Sq Ft

  7239 S Vincennes Ave, Chicago, IL 60621

  Unlock your development vision with this 2,567 sq ft vacant lot, zoned RS-3 and ideal for a single-family residence or other multi-family residential use (buyer to verify). Whether you're a builder, investor, or future homeowner, this site offers a perfect blank canvas for your next project. Even better - the owner is willing to sell all 12 adjoining lots as a bundle, offering a rare opportunity

  Anthony Khoshabe United Realty and Development

  7239 S Vincennes Ave, Chicago, IL 60621
• 

  

  /8

  $299,900

  Pending

  • 6 Beds
  • 3 Baths

  8236 S May St, Chicago, IL 60620

  Excellent Investment Opportunity in Auburn Gresham. Discover the potential in this solid all-brick 2-unit property located in the Auburn Gresham neighborhood. Each unit offers 3 bedrooms and 1 bathroom with functional layouts, well-maintained, providing a strong foundation for rental income or owner-occupant use. The property also features a full basement, offering additional possibilities for

  Deonte Barbee Real Broker LLC

  8236 S May St, Chicago, IL 60620
• 

  

  /4

  $224,900

  $12K PRICE DROP

  • 6 Beds
  • 2 Baths

  1806 S Homan Ave, Chicago, IL 60623

  *Attention investors!* This is an opportunity for buyers seeking a project or investment property. This property is being sold as-is via Xome auction and is currently occupied. No access will be provided to the property, do not disturb occupants. The sale is subject to auction terms and conditions. Seller does not provide survey. Buyer to verify zoning and take subject to any municipal

  Anthony Disano Parkvue Realty Corporation

  1806 S Homan Ave, Chicago, IL 60623
• 

  /2

  $240,000

  • 7 Beds
  • 2 Baths

  Unlisted Address

  This two-unit property is a work in progress, offering the perfect canvas for a savvy investor, contractor, or handyman looking to add value. The building features two spacious units-one with 4 bedrooms and 1 bathroom, and the second with 3 bedrooms and 1 bathroom-providing strong potential for rental income or a live-in investment. With an unfinished basement and renovations already underway,

  Victor Jimenez Berkshire Hathaway HomeServices American Heritage

  Unlisted Address
• 

  /2

  $15,000

  Pending

  • Land
  • 0 Sq Ft

  6231-35 S Morgan St, Chicago, IL 60621

  Double Lot!! Development Opportunity!! Lot size is 50x125 and Zoned RS-3 allowing for a single family or 2 flat property. This location is ideal for those seeking a strategic investment in a rapidly developing area. A mix of modern and newly renovated homes, with continued growth in the area. The Chicago neighborhood is seeing increasing development and revitalization, making this an excellent

  Ronald Ohr Avenue 1 Realty Group

  6231-35 S Morgan St, Chicago, IL 60621
• 

  

  /25

  $280,000

  • 1 Bed
  • 1 Bath
  • 910 Sq Ft

  212 E Cullerton St Unit 607, Chicago, IL 60616

  Welcome to loft living in the historic Prairie District of Chicago's South Loop. This spacious one-bedroom soft loft features an unusually large bedroom with a walk-in closet, an open-concept living area, and beautiful, unobstructed western exposure showcasing spectacular sunset and downtown skyline views. A wall of floor-to-ceiling windows fills the home with natural light, while the private

  Colleen Harper @properties Christie's International Real Estate

  212 E Cullerton St Unit 607, Chicago, IL 60616
• 

  

  /12

  $1,080,000

  2904 S Wells St, Chicago, IL 60616

  Excellent investment opportunity in the desirable neighborhood! This well-maintained multi-unit property features a total of 7 residential units , offering multiple streams of rental income. The front building includes a 3 bed/1 bath unit on the first floor, a 2 bed/1 bath unit on the second floor, and a 1 bed/1 bath unit on the third floor, while the rear building consists of three 2 bed/1 bath

  Qian Kun Chen Kale Realty

  2904 S Wells St, Chicago, IL 60616
• 

  

  /22

  $369,000

  • 5 Beds
  • 2 Baths

  7546 S Sangamon St, Chicago, IL 60620

  Exceptional Investment Discover this beautifully modernized 2-unit property offering the perfect blend of comfort, style, and location. The 1st floor offers a spacious unit with 2 bedrooms and 1 bath, thoughtfully updated with hardwood floors throughout, granite countertops, and stainless-steel appliances, providing a sleek and contemporary living experience. The 1st floor is elegant and classy

  Siobhan Robinson Mobile Realty LLC

  7546 S Sangamon St, Chicago, IL 60620
• 

  

  /18

  $365,000

  • 1 Bed
  • 1 Bath
  • 934 Sq Ft

  400 N Clinton St Unit 507, Chicago, IL 60654

  Experience the perfect blend of city energy and secluded tranquility in this meticulously maintained one-bedroom retreat within River North's coveted Kinzie Park gated community. Every inch of this home reflects a commitment to quality and detail, starting with the gleaming hardwood floors that flow seamlessly throughout the living/dining room and kitchen. At the heart of the home, the kitchen

  Kieran Conlon Compass

  400 N Clinton St Unit 507, Chicago, IL 60654
• 

  

  /50

  $350,000

  Pending

  • 4 Beds
  • 2 Baths

  6556 S Woodlawn Ave, Chicago, IL 60637

  Located in the heart of the highly sought-after Woodlawn neighborhood, this property presents an incredible opportunity to own in one of Chicago's fastest-growing communities. Just minutes from the University of Chicago, Jackson Park, the future Obama Presidential Center, and the lakefront, this location continues to attract attention for its growth, convenience, and long-term potential.

  Ivan Blanco eXp Realty

  6556 S Woodlawn Ave, Chicago, IL 60637
• 

  

  /32

  $295,000

  $30K PRICE DROP

  • 8 Beds
  • 4 Baths

  Unlisted Address

  Bring your vision to life with this unique brick multifamily investment opportunity on a prominent corner lot in Chicago's Austin neighborhood. Currently configured as a 4-unit property and situated on two PINs, the building includes a partially finished basement with two additional units. Fully vacant and ready for renovation, this property provides investors and developers with the advantage of

  Anthony Kirkland Coldwell Banker Realty

  Unlisted Address
• 

  

  /16

  $215,000

  $20K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 860 Sq Ft

  200 N Dearborn St Unit 1002, Chicago, IL 60601

  FULL AMENITY CONDO IN HEART OF DOWNTOWN! ONE BED ROOM UNIT WITH OPEN FLOOR PLAN, LOT OF CLOSET SPACE. GREAT FOR SOMEONE WHO WORKS DOWNTOWN OR AS 2ND HOME IN THE CITY. STEPS TO MICHIGAN AVE, THEATER DISTRICT, MILLENNIUM PARK & MORE! PEDWAY CONNECTS TO NUMEROUS BUILDINGS INCLUDING MACY'S, DALEY CENTER, HOTELS, RESTAURANTS, SHOPS & PUBLIC TRANSPORTATION. THE UNIT NEED SOME WORK. THE PRICE REFLECTION

  Joyce Yamei Chen Concentric Realty, Inc

  200 N Dearborn St Unit 1002, Chicago, IL 60601

Showing Results 601 - 640, Page 16 of 18