Investment - Homes for Sale in Chicago, IL

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  /29

  $219,000

  • 5 Beds
  • 2 Baths
  • 3,050 Sq Ft

  503 W 81st St, Chicago, IL 60620

  Welcome to this beautifully updated 5-bedroom, 2-bathroom home offering comfort, functionality, and incredible value! Step inside to discover a bright and inviting layout designed to accommodate both everyday living and growing households. With five spacious bedrooms, there's plenty of room for family, guests, a home office, or creative space. The full bathroom has been tastefully renovated with

  

  Miguel Perea

  Open Path Realty

  (872) 246-7202

  503 W 81st St, Chicago, IL 60620
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• 

  

  

  /15

  $375,000

  • 9 Beds
  • 3 Baths

  7927 S Langley Ave, Chicago, IL 60619

  Exceptional investment opportunity at 7927 S Langley! This maintained multi-unit building features three spacious units, including one oversized 4-bedroom unit and two generous 3-bedroom units-ideal for maximizing rental income or owner-occupant living. Each unit offers ample living space, well-proportioned bedrooms, and functional layouts designed for comfort and convenience. Additionally, each

  

  Tammy Jackson

  KM Realty Group, LLC

  (872) 266-3036

  7927 S Langley Ave, Chicago, IL 60619
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  /34

  $299,900

  • 6 Beds
  • 2 Baths

  1433 S Keeler Ave, Chicago, IL 60623

  Incredible opportunity to own a solid brick 2-unit building at 1433 S Keeler in Chicago. This income-producing property features two spacious units, including a desirable duplex-up second unit that offers added living space, flexibility and the possibility of adding another bathroom. The building has been updated with clean, modern finishes including refreshed flooring, neutral paint tones, and

  

  Chris Weichselbaum

  Fulton Grace Realty

  (872) 324-4283

  1433 S Keeler Ave, Chicago, IL 60623
• 

  

  

  /23

  $930,000

  • 9 Beds
  • 6 Baths

  6508 S Ingleside Ave, Chicago, IL 60637

  Introducing a stunning newer construction 3-unit building in the heart of Woodlawn-an exceptional, income-producing investment opportunity in one of Chicago's most rapidly evolving neighborhoods. With two units currently rented and Unit #3 vacant, this property offers immediate cash flow with the added flexibility for an owner-occupant or premium lease-up. This beautifully designed building

  

  Richard Lomax

  Fulton Grace Realty

  (872) 358-9742

  6508 S Ingleside Ave, Chicago, IL 60637
• 

  

  

  /21

  $560,000

  • 9 Beds
  • 6 Baths

  3518 W Lexington St, Chicago, IL 60624

  Located on the west side of Chicago, 3518 W Lexington presents a strong investment opportunity in a classic multi-family building. This property features three spacious units, each offering 3 bedrooms and 2 bathrooms-an ideal layout for attracting long-term tenants and maximizing rental income. Each unit provides generous living space and functional floor plans designed for comfortable living.

  

  Tammy Jackson

  KM Realty Group, LLC

  (773) 923-3138

  3518 W Lexington St, Chicago, IL 60624
• 

  

  /4

  $549,000

  4355 W Le Moyne St, Chicago, IL 60651

  Exceptional investment opportunity in the heart of Humboldt Park! This solid 5-unit building at 4355 W Le Moyne St is a rare find for investors, developers, or savvy buyers looking to add value. The property is currently fully vacant, offering a blank slate to design, renovate, and maximize rental income or pursue a condo conversion. The building requires renovation, but its strong bones and

  

  Israel Valadez

  Realty of America, LLC

  (872) 295-7561

  4355 W Le Moyne St, Chicago, IL 60651
• 

  

  /10

  $100,000

  • 3 Beds
  • 1 Bath
  • 3,720 Sq Ft

  7927 S Colfax Ave, Chicago, IL 60617

  This is a priced-to-sell-now investment, ready for your design! Featuring a larger lot than the standard city lot, a spacious yard, and a fully fenced property with a garage. Located on a lovely block with similar homes, this is a great opportunity. Sold as-is, no survey, no termite inspection. Proof of funds or a bank-qualified letter must be submitted with all contract offers. Buyer to verify

  

  Tammy Jackson

  KM Realty Group, LLC

  (872) 221-6919

  7927 S Colfax Ave, Chicago, IL 60617
• 

  

  /39

  $975,000

  • 7 Beds
  • 5 Baths

  3806 W Armitage Ave, Chicago, IL 60647

  This exceptional two-unit property in the heart of Logan Square represents a Perfect owner-occupancy with rental or premier investment opportunity with both units currently leased and producing income. Entirely rehabbed from the studs in 2019, the residence showcases high-end craftsmanship and gleaming hardwood flooring throughout. Unit 1 offers a spacious layout with three bedrooms and two

  Stephanie Miller Redfin Corporation

  3806 W Armitage Ave, Chicago, IL 60647
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  /16

  $89,000

  • Studio
  • 1 Bath
  • 700 Sq Ft

  5470 S Archer Ave Unit 3B, Chicago, IL 60638

  Attention investors and buyers seeking affordable, low-maintenance living! This charming studio condo located on the 3rd level offers a smart and efficient layout in a highly convenient Midway location. Perfectly positioned in the heart of the Midway area, this unit provides easy access to everyday essentials and major transportation options. Enjoy close proximity to shopping, restaurants, public

  Jaime Birks eXp Realty

  5470 S Archer Ave Unit 3B, Chicago, IL 60638
• 

  

  /16

  $294,900

  • 1 Bed
  • 1 Bath
  • 1,080 Sq Ft

  260 E Chestnut St Unit 2505, Chicago, IL 60611

  Move right into this beautifully maintained one bedroom in an unbeatable location. This home offers a clean, functional layout with great natural light and a comfortable living space that's easy to make your own. Truly move in ready, making it a perfect option for a primary residence, in town, or investment. Located just steps from everything Streeterville has to offer, you're surrounded by top

  Jacob Reiner Redfin Corporation

  260 E Chestnut St Unit 2505, Chicago, IL 60611
• 

  

  /33

  $785,000

  • 5 Beds
  • 4 Baths

  3036 N Kedzie Ave, Chicago, IL 60618

  Experience the perfect blend of vintage charm and modern sophistication in this meticulously maintained multi-unit building, perfectly situated on the border of Avondale and Logan Square. The primary unit has beautiful hardwood floors. Enjoy an updated kitchen with stainless steel appliances. This is not your standard 2-flat; it is a versatile investment or owner-occupant sanctuary designed for

  Camie Cirrincione Redfin Corporation

  3036 N Kedzie Ave, Chicago, IL 60618
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  /29

  $150,000

  • Studio
  • 1 Bath
  • 600 Sq Ft

  3600 N Lake Shore Dr Unit 2122, Chicago, IL 60613

  Experience urban sophistication in East Lakeview! This expansive studio is the largest model in the building. High floor with park and lake views. A rare opportunity at one of the lowest-priced deals in the area, this mid-century gem is move-in ready. The open layout includes a spacious living/dining area, newer engineered hardwood flooring, and large picture windows for natural light. The

  Kathryn Schrage Redfin Corporation

  3600 N Lake Shore Dr Unit 2122, Chicago, IL 60613
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  /25

  $425,000

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  111 E Chestnut St Unit 40J, Chicago, IL 60611

  A rare 40th-floor find in the heart of the Gold Coast, Unit 40J delivers a turnkey, two-bedroom floor plan complete with the building's most coveted upgrade: a private in-unit washer and dryer. This reimagined residence features a comprehensive refresh, highlighted by a chef-inspired kitchen with brand-new white quartz countertops and a deep undermount sink. The primary bathroom has been equally

  Brett Bucholz Coldwell Banker Realty

  111 E Chestnut St Unit 40J, Chicago, IL 60611
• 

  

  /21

  $295,000

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

  924 N Pulaski Rd, Chicago, IL 60651

  Great investment opportunity! This property is being sold as-is, and the price reflects the work needed. Featuring two in-law apartments-one in the attic and one in the basement-this home offers strong rental income potential. Total bedrooms: 6 Total bathrooms: 4 full baths Income: Both in-law apartments currently rent for $2,400 total per month The main floor is vacant The property includes a

  Martha Lozano RE/MAX City

  924 N Pulaski Rd, Chicago, IL 60651
• 

  

  /22

  $247,500

  • 1 Bed
  • 1 Bath
  • 762 Sq Ft

  655 W Irving Park Rd Unit 3315, Chicago, IL 60613

  Perched high above the city in Unit 3315 at 655 W. Irving Park, this bright and inviting home offers sweeping views, abundant natural light, and a thoughtfully designed layout perfect for both everyday living and entertaining. Large windows frame the skyline and lake, filling the space with warmth and energy throughout the day. The open living and dining area flows seamlessly, creating a

  Arthur Bacon Compass

  655 W Irving Park Rd Unit 3315, Chicago, IL 60613
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  /9

  $199,000

  • 4 Beds
  • 3 Baths
  • 1,540 Sq Ft

  4730 S Wabash Ave, Chicago, IL 60615

  Tremendous opportunity to purchase an investment property in the heart of the Bronzeville community! This large home is conveniently located near public transit, schools, the Dan Ryan Expressway, and numerous cultural attractions.

  Andre Bennett eXp Realty

  4730 S Wabash Ave, Chicago, IL 60615
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  /32

  $320,000 Open Sun 2PM - 4PM

  • 2 Beds
  • 1.5 Baths
  • 1,175 Sq Ft

  974 W 35th Place Unit 202, Chicago, IL 60609

  Welcome home to this beautifully maintained 2 bed, 1.5 bath condo in the heart of Bridgeport! Located in a newer construction building just a few blocks from Rate Field, this spacious unit offers the perfect blend of comfort, convenience, and investment potential. Enjoy an open and inviting layout featuring hardwood floors throughout the main living areas, plush carpet in the bedrooms, and

  Helen Bailey Pioneer Realty Group LLC

  974 W 35th Place Unit 202, Chicago, IL 60609
• 

  

  /19

  $340,000

  • 7 Beds
  • 2 Baths
  • 1,284 Sq Ft

  6740 S Laflin St, Chicago, IL 60636

  Space is the ultimate luxury, and this massive 6-bedroom, 2-bathroom residence delivers it with purpose. Whether you are looking to house a growing family or seeking a strategic investment to build long-term equity, this property is a fortress of opportunity. The main levels offer expansive living areas with a floor plan that maximizes privacy and flow. Below, the fully finished basement expands

  Saul Allen Realty of America, LLC

  6740 S Laflin St, Chicago, IL 60636
• 

  

  /17

  $245,000

  • 1 Bed
  • 1 Bath

  900 N Lake Shore Dr Unit 1608, Chicago, IL 60611

  Spacious and beautifully proportioned large one-bedroom residence in one of Chicago's most iconic architecturally significant buildings. This residence offers a generous layout, strong bones, and excellent potential, with just a few updates needed to elevate it to its full value. The expansive living and dining area provides ideal space for both everyday living and entertaining. Priced to sell,

  Sophie Beaudoin RE/MAX Top Performers

  900 N Lake Shore Dr Unit 1608, Chicago, IL 60611
• 

  

  /4

  $179,900

  • 3 Beds
  • 1 Bath
  • 1,009 Sq Ft

  12239 S Parnell Ave, Chicago, IL 60628

  Investment Opportunity! This occupied property is being sold at auction in as-is condition, offering investors a chance to add a value-add asset to their portfolio. The home provides a solid foundation for rental income or future improvements. Located on a residential street in Chicago, it offers convenient access to shopping, dining, schools, and public transportation. Buyer is responsible for

  Anthony Disano Parkvue Realty Corporation

  12239 S Parnell Ave, Chicago, IL 60628
• 

  

  /21

  $399,000

  • Studio
  • 1 Bath
  • 675 Sq Ft

  401 N Wabash Ave Unit 2530, Chicago, IL 60611

  Experience the pinnacle of a luxury pied-a-terre without the hassle of ownership. A highly sought-after investment opportunity, this deluxe king suite at the Trump International Hotel provides immediate income potential when not in personal use. Whether you're visiting for business or leisure, enjoy world-class amenities including state of the art health club overlooking the city, an indoor pool,

  Alexandre Stoykov Compass

  401 N Wabash Ave Unit 2530, Chicago, IL 60611
• 

  

  /19

  $229,995

  • 1 Bed
  • 1 Bath
  • 755 Sq Ft

  535 N Michigan Ave Unit 803, Chicago, IL 60611

  Experience city living at its finest in this spacious one-bedroom residence located in the heart of Chicago's iconic Magnificent Mile. This sun-filled, south-facing unit features charming bay windows in both the living room and bedroom, filling the home with natural light throughout the day. Thoughtfully updated, the home showcases hardwood floors, marble countertops and backsplash, a beautifully

  Matt Laricy Americorp, Ltd

  535 N Michigan Ave Unit 803, Chicago, IL 60611
• 

  

  /20

  $219,900

  • 2 Beds
  • 2 Baths
  • 1,241 Sq Ft

  6651 S Maryland Ave Unit 1E, Chicago, IL 60637

  Welcome home to this awesome 2-bedroom, 2-bath duplex-up condo in the heart of Woodlawn. This home features hardwood floors throughout the main level, an open layout, and exposed brick that adds character and warmth. The primary suite includes an ensuite bathroom, offering comfort and privacy. Kitchen features stainless steel refrigerator and other appliances will be upgraded to stainless steel

  Sheree Bradley Kale Realty

  6651 S Maryland Ave Unit 1E, Chicago, IL 60637
• 

  

  /11

  $179,999

  • 4 Beds
  • 1 Bath
  • 1,246 Sq Ft

  14450 S Sangamon St, Chicago, IL 60643

  Welcome to this spacious 4-bedroom single-family home offering comfort, functionality, and room to make it your own. The home features a well-designed layout with generous room sizes and a natural flow throughout. The full basement includes a washer and dryer, along with additional space for storage or future use. Enjoy flexible parking with both a 2-car garage and a side driveway. Step outside

  Kanisha Sanders Keller Williams Infinity

  14450 S Sangamon St, Chicago, IL 60643
• 

  

  /32

  $219,000

  • 3 Beds
  • 2 Baths
  • 1,401 Sq Ft

  Unlisted Address

  Welcome to this three-bedroom, two-bath condominium, constructed in 2007. The property blends modern design with timeless appeal. A secure gated entrance paired with buzzer access ensures both privacy and peace of mind. Home features an open layout & quality finishes: Spanning approximately 1,400 sq ft, the floor plan fosters seamless flow between spaces-ideal for both relaxed living and refined

  Nicole Blow HomeSmart Realty Group

  Unlisted Address
• 

  

  /24

  $249,000

  • 1 Bed
  • 1 Bath
  • 725 Sq Ft

  300 N State St Unit 3007, Chicago, IL 60654

  A great renovation of this 1bd/1ba in landmarked Marina City! The original wall configuration was kept intact, but renovated throughout. Combo washer and dryer installed! Kitchen features newer cabinets and appliances. Under cabinet lighting, granite counters, and tile backsplash make this an inviting place to cook or entertain. Faux wood ceramic tile throughout kitchen, living and bedroom make

  Michael Michalak RE/MAX 10 Lincoln Park

  300 N State St Unit 3007, Chicago, IL 60654
• 

  

  /4

  $199,900

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  9515 S Woodlawn Ave, Chicago, IL 60628

  Investment Opportunity! This property at 9515 S Woodlawn in Chicago is occupied and being sold as-is at auction, presenting a great opportunity for investors seeking a value-add asset. The home offers immediate rental income potential. Located on a residential street with convenient access to shopping, dining, schools, and public transportation, this property is ideal for investors looking for

  Anthony Disano Parkvue Realty Corporation

  9515 S Woodlawn Ave, Chicago, IL 60628
• 

  

  /22

  $265,000

  • 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
• 

  

  /13

  $199,000

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft

  8659 W Foster Ave Unit 3B, Chicago, IL 60656

  Top-floor condo featuring 2 bedrooms and 1.5 baths with hardwood floors throughout. The galley kitchen opens to a dedicated dining area, and the spacious living room offers plenty of room to relax or entertain. Both bedrooms are generously sized, with the primary bedroom featuring a private half bath. Conveniently located near shopping, entertainment, O'Hare Airport, the Blue Line, and major

  Grzegorz Kopec Crosstown Realtors, Inc.

  8659 W Foster Ave Unit 3B, Chicago, IL 60656
• 

  

  /15

  $225,000

  • 1 Bed
  • 1 Bath
  • 680 Sq Ft

  222 E Pearson St Unit 503, Chicago, IL 60611

  "Pearson on the Park" 1 bedroom home perfect for city lovers or as an investment property. This spacious 1 bedroom; 1 bathroom condominium features Brazilian cherrywood floors throughout, kitchen has granite countertops and stainless-steel appliances, lovely breakfast bar that opens to the living space as well as an in-unit new washer and dryer. A professionally managed building with 24 hour door

  Marc Kaufman Baird & Warner

  222 E Pearson St Unit 503, Chicago, IL 60611
• 

  

  /15

  $275,000

  • 1 Bed
  • 1 Bath
  • 855 Sq Ft

  824 W Superior St Unit 306, Chicago, IL 60642

  Clean and well maintained 1bed 1bath in River West! Features include hardwood floors, new carpet, fresh paint, in-unit laundry, and private balcony. This unit has drywalled ceilings rather than timber loft beams which are featured in many of the units which allows for improved sound insulation. Unit comes with a 3 x 3 storage cage and deed garage parking space offered for an additional $30,000.

  Jim Streff Berkshire Hathaway HomeServices Chicago

  824 W Superior St Unit 306, Chicago, IL 60642
• 

  

  /13

  $271,500

  • 1 Bed
  • 1.5 Baths
  • 1,073 Sq Ft

  1727 S Indiana Ave Unit 110, Chicago, IL 60616

  Rare duplex loft in the iconic Prairie District Lofts - the former Kodak Building. This 1BR/1 1/2 BA, two-story home delivers 1,073 sq ft of dramatic living space with 14' ceilings, 9' windows, exposed brick, timber beams, hardwood floors, and a gas fireplace. The open kitchen features a granite island, custom cabinetry, and stainless steel appliances. Two walk-in closets and in-unit laundry add

  Rachel Montel EXIT Strategy Realty

  1727 S Indiana Ave Unit 110, Chicago, IL 60616
• 

  

  /24

  $195,000 Pre-Foreclosure

  • 3 Beds
  • 1 Bath
  • 1,600 Sq Ft

  7741 S Chappel Ave, Chicago, IL 60649

  Welcome to this beautifully maintained bungalow-an exceptional investment opportunity in a highly desirable location near major highways, schools, and public transportation. This property is an as-is, making it ideal for both investors and first time buyers. The home features a spacious main-level bedroom complemented by a charming sunroom, perfect for added living space or a premium rental

  Christopher Del Cid Westward360 RM

  7741 S Chappel Ave, Chicago, IL 60649
• 

  

  /17

  $220,000

  • 4 Beds
  • 3 Baths
  • 1,736 Sq Ft

  8600 S Muskegon Ave, Chicago, IL 60617

  Newly Rehabbed Single-Family Home - Great Investment Opportunity! Don't miss this incredible opportunity to own a beautifully rehabbed single-family home located in the South Chicago area. This spacious property features: 10 rooms 3 full bathrooms Open outdoor recreational space 2-car garage 8 active security cameras for enhanced safety and peace of mind This versatile property is perfect for

  Aji Ojo Coldwell Banker Realty

  8600 S Muskegon Ave, Chicago, IL 60617
• 

  

  /37

  $235,500

  • 3 Beds
  • 3 Baths
  • 1,927 Sq Ft

  5000 S East End Ave Unit 23A, Chicago, IL 60615

  A rare opportunity to own at 5000 South East End, a highly sought-after high-rise elevator building with close proximity to the lake and neighborhood amenities. The seller inherited the 23rd floor apartment and is very motivated to sell, creating exceptional value for a buyer. This offers the chance to enter the building at a price rarely seen-ideal for a primary residence, pied-a-terre, or

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

  5000 S East End Ave Unit 23A, Chicago, IL 60615
• 

  

  /8

  $260,000

  • 1 Bed
  • 1 Bath
  • 950 Sq Ft

  3600 N Lake Shore Dr Unit 1624, Chicago, IL 60613

  If you're looking for breathtaking views, this is the one. This gorgeous and spacious one-bedroom corner unit offers extraordinary, unobstructed panoramic views of both the city and lake. The modern kitchen features rich cherry cabinetry with a built-in wine rack, granite countertops, and stainless steel appliances. A thoughtfully designed layout includes a generous dining area and a large

  Kelsey Floro Coldwell Banker Realty

  3600 N Lake Shore Dr Unit 1624, Chicago, IL 60613
• 

  

  /20

  $210,000

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft

  633 S Plymouth Ct Unit 1107, Chicago, IL 60605

  True loft living in the heart of Printer's Row! This well-maintained studio features soaring 12-ft barrel-vaulted ceilings and a unique glass block bedroom division that creates a distinct sleeping area while maintaining an open, airy feel with a touch of retro character. The space is filled with natural light, enhancing the expansive layout and highlighting the classic loft charm. The spacious

  Harmony Zhang @properties Christie's International Real Estate

  633 S Plymouth Ct Unit 1107, Chicago, IL 60605
• 

  

  /16

  $142,499

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

  11949 S Lafayette Ave, Chicago, IL 60628

  HANDYMAN OR INVESTMENT OPPORTUNITY IN CHICAGO'S WEST PULLMAN NEIGHBORHOOD,SPACIOUS 5 BEDROOMS, BUNGALOW AND 3 BATHROOMS, 1st Fl. OFFERS 3 BEDROOMS, DINNING ROOM AND LIVINING ROOM WITH HARDWOOD FLOORS, SPACIUOS KITCHEN, FINISH ATTIC WITH A LOT OF POTENTIAL. FULL AND FINISHED BASEMENT. BIG BACKYARD WITH PARKING SPACES.

  Juan Hernandez American Land Realty, Ltd.

  11949 S Lafayette Ave, Chicago, IL 60628
• 

  

  /29

  $1,098,000

  • 7 Beds
  • 3 Baths

  2014 N Whipple St, Chicago, IL 60647

  Prime multi-unit investment opportunity offering both immediate cash flow and long-term stability. This well-maintained property is fully rented, including several long-term tenants, providing consistent income from day one. The two units have been recently renovated with modern finishes, while the upper levels remain occupied and performing. Located in the highly sought-after Logan Square

  Daniel Walus OnPath Realty Inc.

  2014 N Whipple St, Chicago, IL 60647
• 

  /2

  $245,000

  • 6 Beds
  • 2 Baths

  8037 S Sangamon St, Chicago, IL 60620

  This versatile two-story multi-family home features 6 bedrooms and 2 bathrooms, offering approximately 2,816 square feet of living space. With a 2-car garage and generous room sizes, this property is ideal for extended families or investment opportunities. Conveniently located with easy access to local amenities, shopping, and transportation this home combines space, function, and location. No

  Anthony Disano Parkvue Realty Corporation

  8037 S Sangamon St, Chicago, IL 60620

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