Investment - Homes for Sale in Chicago, IL

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  /38

  $949,900

  $50K PRICE DROP Pending

  • 6 Beds
  • 4 Baths

  4615 N Keystone Ave, Chicago, IL 60630

  Gorgeous 4 Flat Building in Albany Park offers a fantastic investment opportunity! The units include two - 2 bedroom, 1 full bath and two - 1 bedroom, 1 full bath and all units have a gorgeous screened in porch. One of the first floor units is vacant and is completely remodeled with a 4 season room! The Building also offers original beautiful wood molding throughout, 4 storage rooms available,

  Natalie O'Donnell Baird & Warner

  4615 N Keystone Ave, Chicago, IL 60630
• 

  

  

  /23

  $650,000

  New Construction Pending

  • 6 Beds
  • 5 Baths

  736 N Pine Ave, Chicago, IL 60644

  OWNER-OCCUPIED BUYERS ONLY! QUALIFIES FOR 20,000 GRANT FROM THE COUNTY. ANOTHER PROJECT BY AN AWARD WINNING DEVELOPER - GT ALTERNATIVES LLC. This gorgeous 2 unit new construction is expected to be completed in June, 2026 and will feature 4 bedrooms and 3 bathrooms in the duplex down first floor unit with white shaker designer kitchen cabinets, a large peninsula, quartz counters, stainless steel

  Marika Kakhiani Pedestal Realty LLC

  736 N Pine Ave, Chicago, IL 60644
• 

  

  

  /23

  $580,000

  • 6,294 Sq Ft

  3912 W Jackson Blvd, Chicago, IL 60624

  5-unit brick multifamily investment opportunity offering strong value and owner-occupant potential. The building features a desirable mix, including one 3-bedroom unit, two 2-bedroom units, and two 1-bedroom units, totaling 9 bedrooms and 9 bathrooms across approximately 6,294 square feet. One unit is currently vacant, providing immediate flexibility for an owner-occupant or investor seeking an

  Victoria Garay EXIT Strategy Realty

  3912 W Jackson Blvd, Chicago, IL 60624
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  /18

  $350,000

  • Studio
  • 1 Bath

  401 N Wabash Ave Unit 2310, 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 2310, Chicago, IL 60611
• 

  

  

  /25

  $719,000

  • 4 Beds
  • 3 Baths

  3039 N Haussen Ct, Chicago, IL 60618

  What an opportunity! A classic brick two-flat with a finished basement and a two-car garage in desirable Avondale neighborhood of Chicago. Ideal for owner-occupants seeking extra space for loved ones or investment potential. This property combines timeless character with numerous modern updates. The first and second floors feature a newer central heating and cooling system for year-round comfort.

  Malgorzata Wasik arhome realty

  3039 N Haussen Ct, Chicago, IL 60618
• 

  

  /13

  $325,000

  Pending

  • 7 Beds
  • 2 Baths

  4701 W West End Ave, Chicago, IL 60644

  Classic Chicago brick two-flat in the desirable South Austin neighborhood - fully rehabbed in 2016 and perfectly suited for investors or owner-occupants alike. This well-maintained property features two spacious units with a total of 7 bedrooms and 2 bathrooms. The first-floor unit offers a formal living room, separate dining room, updated kitchen, full bathroom, and 3 generously sized bedrooms.

  Juan Espinosa E-Professional Realty

  4701 W West End Ave, Chicago, IL 60644
• 

  /2

  $125,000

  • Land
  • 4,791 Sq Ft
  • $1,136,364 per Acre

  3153 W Madison St, Chicago, IL 60612

  East Garfield Park Development Opportunity! Prime vacant lot near Madison Street and Kedzie Avenue, ready for your vision. Build your dream home or investment property in this up-and-coming Chicago neighborhood. Close proximity to public transportation and easy access to downtown. Don't miss this chance to be part of the East Garfield Park transformation! Nearby Attractions: The Hatchery The

  Arleatha Kelly Arleatha Kelly

  3153 W Madison St, Chicago, IL 60612
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  /29

  $465,000

  $15K PRICE DROP

  • 6 Beds
  • 5 Baths

  Unlisted Address

  "Investors $3,950 Monthly Rent Potential - wake up, because this property is jumping off the market! Welcome to 7305 S Sangamon, a fully rebuilt, cashflow powerhouse that's ready to make your portfolio smile. Step inside and look at these finishes - porcelain tile from floor to ceiling, sleek modern kitchens, spastyle bathrooms with Bluetooth speakers, and a duplexed unit that takes your rent

  Mandy Newman RE/MAX 10

  Unlisted Address
• 

  

  /10

  $240,000

  • 5 Beds
  • 2 Baths

  5646 S Sangamon St, Chicago, IL 60621

  Own a Piece of Chicago History - Classic Greystone TwoFlat This is a mustsee opportunity for anyone looking to bring their vision to life. Own a timeless Chicago Greystone that's already undergone major foundational updates and is ready for your finishing touches. The first floor has been thoughtfully duplexed down, and much of the heavy lifting has already been completed - including framing,

  Tina Swopes Coldwell Banker Realty

  5646 S Sangamon St, Chicago, IL 60621
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  /25

  $950,000

  Pending

  • 6 Beds
  • 3 Baths

  2541 W Argyle St, Chicago, IL 60625

  Incredible updated brick multi-unit on an oversized 30x160 lot, nestled on a quiet, tree-lined street in a prime Lincoln Square location. Spacious units are flooded with natural light and feature hardwood floors throughout - beautifully updated while maintaining their classic vintage charm. Enjoy outstanding outdoor living with private back decks and an enormous backyard, plus a garden in-law

  Jacqueline Lafferty Baird & Warner

  2541 W Argyle St, Chicago, IL 60625
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  /12

  $69,900

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,840 Sq Ft

  10734 S Langley Ave, Chicago, IL 60628

  Historic Row House Located In The Heart Of Beautiful Historic Pullman Neighborhood. This Property Consists Of Main Floor Living, Bedrooms With An Addition, Enclosed Porch And Full Basement. Ideal For Investors Or First Time Home Buyers Looking To Purchase In The Newly Revitalization Area. Property Sold AS-IS. Great Investment Opportunity!

  Renzie Gipson Coldwell Banker Realty

  10734 S Langley Ave, Chicago, IL 60628
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  /14

  $1,299,999

  • 4,700 Sq Ft

  1131 S Sacramento Blvd, Chicago, IL 60612

  Investor Alert: Secure a high-potential asset on the historic South Sacramento Blvd. This solid brick multi-unit sits on an oversized lot, offering the perfect canvas for a value-add "BRRRR" strategy or a stable long-term hold. Featuring expansive layouts, high ceilings, and great natural light, these units are primed for modern updates to command top-tier market rents. The location is a major

  Marisa Dickson United Real Estate - Chicago

  1131 S Sacramento Blvd, Chicago, IL 60612
• 

  

  /22

  $634,999

  $25K PRICE DROP Pending

  • 9 Beds
  • 3 Baths

  4751 W Monroe St, Chicago, IL 60644

  Stunning Turn-Key 3-Unit in Austin - Fully Rehabbed & Investment Ready Experience a complete, gut-rehabbed 3-unit building in Austin, redesigned for durability and modern living. Each of the three spacious, condo-style units features 3 bedrooms and high-end finishes throughout. This property was fully rebuilt with city-approved plans and permits (available upon request). Property Highlights:

  Jonathan Minerick Homecoin.com

  4751 W Monroe St, Chicago, IL 60644
• 

  

  /4

  $999,999

  Pending

  1015 N Pulaski Rd, Chicago, IL 60651

  32 unit Brick multi family IN WEST HUMBOLDT PARK. All units are 2 bedroom units with heating units that have already been separated. Building is in need of extensive repair. Building has a mix use of two commercial spaces. . Multi unit building for investment. Building is *SUBJECT to Existing NEIGHBORHOOD STABILIZATION PROGRAM which is a CITY OF CHICAGO AGREEMENT. Please see agent remarks for

  Kimberly Hicks Century 21 IMPACT

  1015 N Pulaski Rd, Chicago, IL 60651
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  /2

  $75,000

  • Land
  • 0 Sq Ft

  3347 W Iowa St, Chicago, IL 60651

  Excellent development opportunity at 3347 W Iowa St. in the heart of Humboldt Park. This 25x125 residential lot is zoned RS-3, offering flexibility for a custom single-family home or potential multi-unit development. Ideally located near Kedzie Plaza, Kells Park, and just minutes from Humboldt Park, the property is surrounded by ongoing neighborhood investment and revitalization. A compelling

  Andres Yepez Chicagoland Brokers, Inc.

  3347 W Iowa St, Chicago, IL 60651
• 

  

  /23

  $379,999

  $20K PRICE DROP Pending

  7459 S Champlain Ave, Chicago, IL 60619

  Exciting Investment Opportunity in Greater Grand Crossing! FULLY OCCUPIED building and coachhouse. 14.8 Cap rate, that's something... Don't miss this 5-unit property with an included vacant lot, offering excellent potential for investors. Seperate Electrical and forced heating in each unit, including the coach house. The main building features four residential units plus a coach house, all under

  Jonathan Williams Coldwell Banker Realty

  7459 S Champlain Ave, Chicago, IL 60619
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  /56

  $559,000

  Pending

  • 8 Beds
  • 4 Baths

  433 E 91st Place, Chicago, IL 60619

  Well-maintained 4-unit corner investment property located in the prime Chatham area, offering strong rental income and excellent investment potential. The building is fully tenant-occupied with security deposits and month to month leases, including several long-term tenants. Tenants pay all utilities, including heat, electricity, and cooking gas. Each apartment features a spacious layout, high

  Diana Varva Century 21 Circle

  433 E 91st Place, Chicago, IL 60619
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  /35

  $104,900

  $20K PRICE DROP Pending

  • 8 Beds
  • 4 Baths

  8747 S Escanaba Ave, Chicago, IL 60617

  This is an amazing opportunity to build equity or creating a great investment with passive cash flow and should not be overlooked! Located on the hotter than hot south shore, this is a jumbo 4 unit building which offers two bedrooms, one bath per unit with a full basement! The home has had renovations started but still needs to be finished. The first-floor units offer newer flooring, newer

  Ryan Smith RE/MAX Premier

  8747 S Escanaba Ave, Chicago, IL 60617
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  /26

  $499,000

  Pending

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

  411 W Ontario St Unit 312, Chicago, IL 60654

  Exceptional Investor Opportunity in the iconic Ontario Street Lofts ! This spacious 2bd/2bth with fitted walk-in closet and a stunning master bath. Fabulous chef's kitchen, granite countertops stainless steel app,and lots of counter space for preparation! This open concept floorplan offers comfortable living and classic loft appeal, concrete ceiling and pillars expresso color stained hardwood

  barbara sapstein Baird & Warner

  411 W Ontario St Unit 312, Chicago, IL 60654
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  /51

  $900,000

  Pending

  • 6 Beds
  • 3 Baths

  2915 W Mclean Ave, Chicago, IL 60647

  Exceptional Logan Square Investment Opportunity! Well-maintained brick 2-flat situated on a desirable tree-lined street in the heart of Logan Square. This versatile property is located on an oversized lot with two, spacious and beautifully updated units which offer generous floor plans, soaring ceilings, and abundant natural light. The garden-level space provides an additional finished living

  Mike Cho Teko Realtor LLC

  2915 W Mclean Ave, Chicago, IL 60647
• 

  

  /60

  $779,000

  Pending

  • 10 Beds
  • 7 Baths

  4040 S Wabash Ave, Chicago, IL 60653

  Legal 4-unit investment or owner-occupied opportunity in Chicago's Bronzeville area with strong in-place rental income and multiple recent improvements. Currently fully rented but there is the opportunity for owner occupancy in July if desired. Have the majority of your mortgage and housing expenses paid by the other 3 units! The property features a desirable unit mix: one garden 2 bed/1 bath,

  Steven Wear Seed Realty LLC

  4040 S Wabash Ave, Chicago, IL 60653
• 

  

  /14

  $178,000

  • 4 Beds
  • 1.5 Baths
  • 1,017 Sq Ft

  9232 S Eggleston Ave, Chicago, IL 60620

  This must-see 3-bedroom, 1.5-bath brick raised ranch offers incredible potential in a highly sought-after neighborhood! Featuring a spacious layout with a separate dining room, full basement, and a 2-car garage with an adjoining patio-perfect for outdoor entertaining. Ideally located near the interstate and just 20 minutes from downtown, this home provides both convenience and accessibility.

  Vernetta Jackson RE/MAX Premier

  9232 S Eggleston Ave, Chicago, IL 60620
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  /16

  $495,000

  Pending Pre-Foreclosure

  • 11 Beds
  • 4 Baths

  7724 S Essex Ave, Chicago, IL 60649

  Turnkey investment or House hack opportunity! This all-brick 3-flat was fully gut renovated in 2020 with new plumbing, electrical, furnaces, and separately metered utilities for each unit. Features two 3 bed / 1 bath units (over 1,500 sq ft each) and a 5 bed / 2 bath duplex, ideal for strong rental income or owner-occupancy. Recent updates include new roof (2021), drain tile (2021), and newer

  Larmon Cummings Kale Realty

  7724 S Essex Ave, Chicago, IL 60649
• 

  

  /16

  $150,000

  $40K PRICE DROP

  • 5 Beds
  • 1.5 Baths
  • 1,080 Sq Ft

  8106 S Burnham Ave, Chicago, IL 60617

  Investor Special! Don't miss this excellent opportunity to add to your investment portfolio. This detached single-family home offers tremendous potential for investors, rehabbers, or buyers looking to customize a property to their vision. Featuring a spacious layout with a basement, first floor, and second floor, this property provides ample space and endless possibilities. The basement already

  Kanaan Deer Ford Desired Real Estate LLC

  8106 S Burnham Ave, Chicago, IL 60617
• 

  /2

  $310,000

  • 5 Beds
  • 2 Baths

  4327 W Monroe St, Chicago, IL 60644

  Investment opportunity at 4327 W Monroe St in Chicago! This two-flat is fully occupied, making it an ideal income-producing property from day one. The building features two units-a spacious 3-bedroom, 1-bath unit and a comfortable 2-bedroom, 1-bath unit-offering strong rental appeal and steady cash flow. Whether you're expanding your portfolio or looking for a solid investment, this property

  Victor Jimenez Berkshire Hathaway HomeServices American Heritage

  4327 W Monroe St, Chicago, IL 60644
• 

  

  /15

  $330,000

  $15K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 800 Sq Ft

  705 N Ridgeway Ave, Chicago, IL 60624

  This spacious home at 705 N Ridgeway Ave combines modern upgrades with exceptional indoor and outdoor living. Rehabbed in 2019, the property features a fully finished basement with an additional bathroom, tankless water heater, and updated cabinets and countertops throughout. Enjoy a large backyard with a pool - perfect for entertaining, relaxing, and making the most of Chicago summers.

  Julian Negron Realty of America, LLC

  705 N Ridgeway Ave, Chicago, IL 60624
• 

  

  /38

  $129,000

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  2448 E 74th St, Chicago, IL 60649

  Newly Available South Shore Townhome - No HOA Fees! Welcome home to this beautifully updated 3-bedroom, 1-bath fee-simple townhouse located in the heart of South Shore. Enjoy the benefits of homeownership with no HOA fees and the privacy of your own space. This charming home features two spacious bedrooms plus a finished attic tandem off the primary bedroom, currently utilized as a third bedroom.

  Ethel Turner Habloft LLC

  2448 E 74th St, Chicago, IL 60649
• 

  

  /30

  $649,900

  $50K PRICE DROP Pending

  • 4 Beds
  • 2 Baths

  3456 N Whipple St, Chicago, IL 60618

  Amazing Opportunity to acquire a 2 Unit Multi-Family Dwelling Property on Oversized Chicago Lot on a quiet tree lined street in Avondale!!! 1st Floor Unit contains 2 Bedrooms 1 Bath, hardwood floors, formal living and dining rooms and an eat in kitchen with enclosed rear porch. The full unfinished basement has potential to be duplexed down to add additional living space for a combined multi-floor

  Dana Jakubco Jakubco Development, Inc

  3456 N Whipple St, Chicago, IL 60618
• 

  

  /7

  $699,000

  Pending

  • 2 Beds
  • 1 Bath
  • 920 Sq Ft

  2163 N Rockwell St, Chicago, IL 60647

  Calling all investors and savvy buyers, this is your chance to unlock the full potential of a true Logan Square canvas. Welcome to 2163 N Rockwell Ave in the heart of Logan Square neighborhood! This 2-bedroom, 1-bathroom property is an opportunity for investors! Surrounded by endless possibilities, this property is ideally located near parks, schools, shopping centers, and just steps from

  Israel Nieves Beaulieu Real Estate

  2163 N Rockwell St, Chicago, IL 60647
• 

  

  /66

  $499,999

  • 10 Beds
  • 3 Baths

  1306 S Central Park Ave, Chicago, IL 60623

  Exceptional investment opportunity in the historic North Lawndale neighborhood-home to Chicago's largest concentration of classic Greystones-this solid 3-unit building offers versatility for both investors and owner-occupants. The property features a fenced backyard, enclosed rear porch, and separate utilities with tenants responsible for gas (cooking/heat), electricity, and hot water; each unit

  Mark Minorczyk Keller Williams ONEChicago

  1306 S Central Park Ave, Chicago, IL 60623
• 

  

  /23

  $809,000

  New Construction $20K PRICE DROP

  • 9 Beds
  • 6 Baths

  6220 S King Dr, Chicago, IL 60637

  Gorgeous NEW Construction 3-unit in prime Woodlawn Location, with 2 of the 3 units already rented. Built by an experienced local builder and includes a 1-year developer's warranty. Contemporary & Modern design with the perfect blend of city living and convenience. Each unit has a spacious, open-concept layout and condo-quality features, such as 42" cabinets, stainless steel appliances, recessed

  Lawrence Dunning Fulton Grace Realty

  6220 S King Dr, Chicago, IL 60637
• 

  

  /9

  $925,000

  $65K PRICE DROP Pending

  • 5,978 Sq Ft

  2152 W 21st St, Chicago, IL 60608

  This well-maintained brick multifamily property presents a compelling investment opportunity with both strong in-place income and significant upside potential. The asset is currently configured as a 6-unit building with a 7th non-conforming unit (4R), which is presently duplexed into the 3rd-floor rear unit (3R), creating an expansive 4-bedroom, 2-bath residence. The remaining units offer a

  Angelo Labriola Sperry Van Ness

  2152 W 21st St, Chicago, IL 60608
• 

  /2

  $12,500

  Pending

  • Land
  • 3,049 Sq Ft
  • $178,571 per Acre

  34 W 108th Place, Chicago, IL 60628

  Development Opportunity in West Roseland! This 25x125 lot is 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

  34 W 108th Place, Chicago, IL 60628
• 

  

  /7

  $775,000

  • 8 Beds
  • 5 Baths

  5955 W Superior St, Chicago, IL 60644

  Superior New Construction on Superior Street! Exceptional custom-built 3-unit investment property situated on an oversized lot with over 4,800 square feet of land, just moments from Oak Park. This newer construction building offers an outstanding opportunity for both investors and owner-occupants alike. Each spacious unit features 3 bedrooms, 2 full bathrooms, soaring 10-foot ceilings, generous

  Daniela Recillas The Agency

  5955 W Superior St, Chicago, IL 60644
• 

  

  /21

  $294,900

  $20K PRICE DROP Pending

  • 5 Beds
  • 2 Baths

  1636 S Homan Ave, Chicago, IL 60623

  Solid investment opportunity in the heart of Chicago! This classic two-unit building offers great potential for both owner-occupants and investors alike. This property offers spacious units with some recent updates, eat-in kitchens and formal dining rooms. The property includes an unfinished basement offering an opportunity for future expansion. Being sold as-is, this property is perfect for

  Anthony Disano Parkvue Realty Corporation

  1636 S Homan Ave, Chicago, IL 60623
• 

  

  /16

  $599,900

  • 7 Beds
  • 3 Baths

  2911 N Troy St, Chicago, IL 60618

  Phenomenal opportunity in trendy Avondale/Logan Square. Legal 2 flat with full finished basement with possibility to convert under Additional Dwelling Units (ADU) Ordinance. Perfect for investor or owner occupant. Needs some TLC, but tons of potential to rehab and turn it into a magnificent single family home or keep as profitable rental investment. In-demand apartments rent easily and quickly.

  Loyda Paredes ProCasa Realty, Ltd.

  2911 N Troy St, Chicago, IL 60618
• 

  

  /13

  $599,900

  $90K PRICE DROP Pending

  • 7 Beds
  • 6 Baths

  3659 W Palmer St, Chicago, IL 60647

  Attention Investors & Rehabbers - Logan Square Two-Unit building with endless potential! Bring your vision to this vintage brick property in the heart of Logan Square. With exposed brick accent walls, generous room sizes, and great bones, this building is ready for renovation to truly make it shine. High ceilings create an airy open feel. Recessed lighting and big windows throughout. Two story

  Patti Furman Coldwell Banker Realty

  3659 W Palmer St, Chicago, IL 60647
• 

  

  /21

  $579,900

  Pending

  • 6 Beds
  • 3 Baths

  3241 S Parnell Ave, Chicago, IL 60616

  Exceptional investment opportunity in the heart of Bridgeport! This well-maintained all-brick 3-flat offers a versatile unit mix featuring one spacious 3-bedroom apartment, one 2-bedroom apartment, and one 1-bedroom apartment. The property includes a desirable 21/2-car garage and a large attic space with the potential to be annexed to the top-floor unit, creating additional living space and

  Nick Pontarelli Coldwell Banker Stratford Place

  3241 S Parnell Ave, Chicago, IL 60616
• 

  

  /25

  $220,000

  Pending

  • 5 Beds
  • 3 Baths

  5009 S Artesian Ave, Chicago, IL 60632

  Great Investment Opportunity! Very affordable 2 unit building, Individual Central Air/Heat Units. Attic is duplexed to the second floor. Very well located, only a few blocks from the train station! Also, the new Chicago Park District at Western and 49th! Building could be a great investment, just needs your personal touches! You Must Come to See this one. A Must Buy!

  Gaspar Flores Su Familia Real Estate Inc

  5009 S Artesian Ave, Chicago, IL 60632
• 

  

  /24

  $710,000

  Pending

  • 11 Beds
  • 6 Baths

  4326 S Calumet Ave, Chicago, IL 60653

  Stunning, fully gut-rehabbed 3-unit building in Bronzeville offering the perfect blend of modern updates and timeless appeal. Situated on a quiet cul-de-sac next to a beautifully maintained park, this property provides a peaceful setting just steps from Bronzeville's growing shopping and dining scene. Each spacious unit features a stylish kitchen with shaker cabinetry, granite countertops, two

  Alexandre Stoykov Compass

  4326 S Calumet Ave, Chicago, IL 60653

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