Investment - Homes for Sale in Chicago, IL

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  /28

  $725,000

  Pending

  • 6 Beds
  • 4 Baths

  Unlisted Address

  Brick 2-Unit Multi-Family Opportunity in Prime Lincolnwood. Discover a rare and versatile investment opportunity in the highly sought-after Lincolnwood area. This solid brick, two-story duplex offers a spacious layout, making it an ideal choice for an owner-occupant looking to balance out their mortgage or a savvy investor seeking a high-yield property in a premium location. wo large units, each

  Oscar Darden DEI Realty LLC

  Unlisted Address
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  /31

  $400,000

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

  8526 S Euclid Ave, Chicago, IL 60617

  Introducing one of Avalon Park's most exceptional and versatile properties. Situated on a beautifully maintained lot, this rare all-brick estate offers an impressive 4-bedroom, 2.5-bath primary residence along with a fully independent 2-bedroom, 1-bath brick coach house-an opportunity that seldom becomes available. Lovingly maintained by its current owner since 2018, the home has been

  Christopher Shaw Coldwell Banker Realty

  8526 S Euclid Ave, Chicago, IL 60617
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  /26

  $775,000

  • 6 Beds
  • 4 Baths

  3450 W Diversey Ave, Chicago, IL 60647

  Don't miss this exceptional investment opportunity on the border of Logan Square and Avondale. This fully leased three-unit building generates strong annual rental income and offers immediate cash flow in one of Chicago's most sought-after rental markets. The top unit is an expansive 4-bedroom, 2-bath duplex-up featuring two spacious living areas, a beautifully updated kitchen with sleek two-tone

  Phil Byers Compass

  3450 W Diversey Ave, Chicago, IL 60647
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  /27

  $199,000

  • Studio
  • 1 Bath
  • 580 Sq Ft

  5415 N Sheridan Rd Unit 3407, Chicago, IL 60640

  Stunning Lakefront Studio with Panoramic Views & Resort-Style Amenities. Experience the best of Chicago lakefront living in this spacious, sun-drenched studio offering breathtaking panoramic views and an unbeatable location. Floor-to-ceiling windows fill the home with natural light, beautifully showcasing the rich plank hardwood flooring throughout. The thoughtfully updated kitchen combines style

  Martin Abraham Baird & Warner

  5415 N Sheridan Rd Unit 3407, Chicago, IL 60640
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  /7

  $430,000

  • 8 Beds
  • 2 Baths

  5234 S Carpenter St, Chicago, IL 60609

  Welcome to the perfect blend of comfort, space, and income potential. This outstanding multiunit property is ideal for anyone looking to live in one unit while generating reliable rental income from the other - a smart investment that supports your lifestyle from day one. Both units feature recent updates, including newly renovated bathrooms and refreshed flooring that add a clean, modern feel

  clinton brown MASCVEA Real Estate Inc.

  5234 S Carpenter St, Chicago, IL 60609
• 

  

  /10

  $14,900

  $5K PRICE DROP

  • Land
  • 4,356 Sq Ft
  • $149,000 per Acre

  7826 S Marquette Ave, Chicago, IL 60649

  Welcome to 7826 South Marquette Avenue, a prime opportunity in a dynamic and evolving community. This oversized lot, measuring 30 by 159 feet, is situated in an area with RT4 zoning, offering a wealth of possibilities-whether you envision a multi-unit residence, a spacious single-family home, or a modern condo development. The flexibility of this zoning opens the door to a multitude of projects.

  Lisa Gilmour Compass

  7826 S Marquette Ave, Chicago, IL 60649
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  /2

  $875,000

  • 6 Beds
  • 4 Baths

  1654 N Artesian Ave, Chicago, IL 60647

  Unique investment opportunity in the West Bucktown neighborhood! This property features a front building with two apartments and a rear coach house with two additional apartments. Situated on a generous lot with a large backyard, the property offers tremendous income potential and outdoor space rarely found in the city. Ideally located just steps from the 606 Trail, the Western Blue Line station,

  Areli Heredia Re/Max In The Village

  1654 N Artesian Ave, Chicago, IL 60647
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  /53

  $1,240,000

  $59K PRICE DROP

  • 6 Beds
  • 4 Baths

  2215 W Arthur Ave, Chicago, IL 60645

  Rarely available, fully renovated jumbo 3-flat on an extra-wide lot in the heart of West Ridge (West Rogers Park), just moments from Warren Park and situated on a quiet one-way street that is minutes to Rogers Park Amenities. This exceptional investment or owner-occupant opportunity features a spacious first-floor duplex-down offering 2 bedrooms and 2 full baths, along with two additional

  Alexander Tzallas RE/MAX 10 Lincoln Park

  2215 W Arthur Ave, Chicago, IL 60645
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  /38

  $669,999

  $30K PRICE DROP

  • 6 Beds
  • 3 Baths

  820 N Monticello Ave, Chicago, IL 60651

  Discover a true value add opportunity right here in Humboldt Park. This is a legal 3-unit brick building paired with a separately-deeded and fenced lot next door at 822 N. Monticello Avenue. This property boasts a new, oversized, tandem parking garage and loft. The garage and loft are spray foam insulated, making it the perfect all-weather living space. Unit layout, long-term income potential,

  Joseph Reyna Real People Realty

  820 N Monticello Ave, Chicago, IL 60651
• 

  

  /10

  $299,900

  • 4 Beds
  • 2 Baths

  362 E 119th St, Chicago, IL 60628

  This amazing investment opportunity in West Pullman is a classic frame 2flat offering two spacious units, each featuring 2 bedrooms, 1 bath and separate living and dining rooms, making it appealing to either an owner-occupant or someone looking for strong rental opportunities. 2nd floor is VACANT; The property includes an unfinished basement with potential to add additional living space, storage

  Perdure Carter Realty of America, LLC

  362 E 119th St, Chicago, IL 60628
• 

  

  /5

  $195,000

  Pending

  • 4 Beds
  • 1 Bath

  6037 S Wood St, Chicago, IL 60636

  Investment Opportunity with Immediate Rental Income! Tenant-occupied property with an established month-to-month tenant in place. Buyer must assume the existing tenancy and honor all tenant rights. Currently generating $1,950 per month in rental income, this property provides immediate cash flow from day one. This charming Cape Cod-style home features 4 bedrooms, 1 bathroom, a spacious

  Mark Minorczyk Keller Williams ONEChicago

  6037 S Wood St, Chicago, IL 60636
• 

  

  /41

  $1,200,000

  • 8 Beds
  • 4 Baths

  2040 W Charleston St, Chicago, IL 60647

  A phenomenal Bucktown location, zero vacancy, and an incredible rent roll - this classic brick four-flat is a rare fully-leased investment opportunity, with all four units occupied at market rents and income in place from day one. Set a half-block west of Damen on a quiet residential street surrounded by single-family homes, the building offers four full-floor units, each with two bedrooms, one

  Grigory Pekarsky Vesta Preferred LLC

  2040 W Charleston St, Chicago, IL 60647
• 

  

  /19

  $370,000

  $80K PRICE DROP Pending

  • 4 Beds
  • 2 Baths

  3037 N Central Park Ave, Chicago, IL 60618

  Discover a fantastic investment opportunity in the heart of desirable Avondale. This two-flat offers two units, each with 2 bedrooms and 1 bath, making it ideal for a live-in owner or as an investment property. The spacious, open attic and large, open basement provide ample storage or additional living space potential. Located on a 25 x 125 RS-3 zoned lot, the property offers future potential for

  Luis Lopez Realty of America, LLC

  3037 N Central Park Ave, Chicago, IL 60618
• 

  

  /19

  $325,000

  Pending

  • 4 Beds
  • 2 Baths

  6418 S Rhodes Ave, Chicago, IL 60637

  This meticulously maintained two-story, two-flat offers a premier investment or owner-occupant opportunity in the heart of Chicago's Woodlawn community. Fully rehabbed in 2017, the property is in excellent condition, showcasing modern finishes and thoughtful updates throughout both units. Each spacious apartment features a functional layout with two well-appointed bedrooms and one full bathroom,

  Maurice Johnson @properties Christie's International Real Estate

  6418 S Rhodes Ave, Chicago, IL 60637
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  /4

  $169,900

  • 3 Beds
  • 2 Baths
  • 730 Sq Ft

  12226 S Elizabeth St, Chicago, IL 60643

  Attention investors and rehabbers! Occupied property being sold as-is through auction. No interior access, inspections, or showings available. Buyer responsible for all due diligence, inspections, and any city requirements after closing. Property information, room counts, and dimensions are estimated and not guaranteed. Great opportunity to acquire an investment property in Chicago's West Pullman

  Anthony Disano Parkvue Realty Corporation

  12226 S Elizabeth St, Chicago, IL 60643
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  /117

  $1,705,000

  4240 S Calumet Ave, Chicago, IL 60653

  7.5 CAP Breathe Rare Air. The sellers of this property portfolio are not just seasoned investors; they are passionate visionary stewards with over 45 years of experience in branded high quality property development and management. Since 2007, they have meticulously curated each asset in the Bronzeville collection, focusing on longevity, quality, and the future potential of every investment. Every

  Karen Biazar North Clybourn Group, Inc.

  4240 S Calumet Ave, Chicago, IL 60653
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  /16

  $120,000

  Pending

  • 4 Beds
  • 1.5 Baths
  • 968 Sq Ft

  8620 S Baltimore Ave, Chicago, IL 60617

  Great opportunity for a first-time homebuyer or investor! This 4-bedroom, 1.5-bath home features a brick and siding exterior, newer furnace, and plenty of living space. With the right TLC, this property can truly shine. A solid value with endless potential to build equity or expand your investment portfolio.

  Krystal Williams @properties Christie's International Real Estate

  8620 S Baltimore Ave, Chicago, IL 60617
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  /15

  $245,000

  $10K PRICE DROP Pending

  • 4 Beds
  • 2 Baths

  6713 S Sangamon St, Chicago, IL 60621

  Excellent investment opportunity! Property qualifies for the $15,000 grant funded by the Chicago Neighborhood Recovery Program (CNRP). This fully occupied multi-unit property featuring 2-bedroom units with kitchen, bathroom, in-unit washer/dryer, and a full unfinished basement. Perfect for investors looking to generate immediate cash flow or owner-occupants looking to live in one unit and rent

  Jacquelyn Pantoja Cloud Gate Realty LLC

  6713 S Sangamon St, Chicago, IL 60621
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  /3

  $300,000

  $10K PRICE DROP

  • Land
  • 0 Sq Ft

  3819 N Kimball Ave, Chicago, IL 60618

  Attention: Builders and Developers. Exceptional investment opportunity at this prime Irving Park neighborhood location. Zoned RS-3. 25x124 vacant lot with separate pin. Wonderful tree lined residential block just two blocks to Irving Park or Addison with easy access to CTA, Blue Line and Metra. New developments are plentiful in one of Chicago's sought after neighborhoods. Survey in additional

  George Ristau Weichert, Realtors - All Pro

  3819 N Kimball Ave, Chicago, IL 60618
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  /2

  $21,000

  • Land
  • 0 Sq Ft

  8415 S Mackinaw Ave, Chicago, IL 60617

  This lot is ready for you to build your own investment for your future. It comes quicker than you may think. Start now!

  Catherine O'Shea O'Shea Realty, LLC

  8415 S Mackinaw Ave, Chicago, IL 60617
• 

  

  /30

  $399,900

  • 6 Beds
  • 2 Baths

  7227 S Rhodes Ave, Chicago, IL 60619

  Attention house hackers! Live in one unit and rent the other. Previously renovated, this spacious two-flat already has one tenant (section 8) in place in the 2nd floor unit and is collecting $1,850. Each unit features 3 bedrooms, 1 bath, and separate heating. Offering flexibility for both owner-occupants and investors. The property also includes a detached 2-car garage and a cozy backyard.

  Mark Mariahazy-West RE/MAX Advisors

  7227 S Rhodes Ave, Chicago, IL 60619
• 

  

  /30

  $560,000

  Pending

  • 6 Beds
  • 3 Baths

  6128 S Kilpatrick Ave, Chicago, IL 60629

  HIGHEST & BEST by Monday 7/13/26 @5pm. Attractive 3 Unit Brick Building, perfect to invest or Owner-occupied. collecting rents to help your mortgage and start building you real estate portfolio. Unit Middle and Top, have 3 bedrooms, kitchen with eating area, living room, and bathroom, recently painted. The garden Unit is Open Studio style, kitchen and bathroom, Top Unit is same layout as Middle

  Alicia Muratalla Su Familia Real Estate Inc

  6128 S Kilpatrick Ave, Chicago, IL 60629
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  /4

  $250,000

  Pending

  • 6 Beds
  • 3 Baths

  5410 S Winchester Ave, Chicago, IL 60609

  Spacious legal 2-unit property offering strong income potential and flexible living arrangements. This move in ready investment features a 3-bedroom, 1-bath unit on the main level along with a 2-bedroom, 1-bath second floor unit. Property also includes an additional finished attic living space with 1 bedroom and 1 bath. Separate gas and electric utilities with 2 meters already in place. Property

  Landon Kelly Real Broker, LLC

  5410 S Winchester Ave, Chicago, IL 60609
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  /34

  $384,500

  • 1 Bed
  • 1 Bath
  • 725 Sq Ft

  300 N State St Unit 3405, Chicago, IL 60654

  Experience sophisticated city living in this beautifully renovated one-bedroom residence located at 300 N State St, Unit 3405, in Chicago's iconic Marina City. Designed with modern elegance in mind, this stunning home features an open-concept layout, floor-to-ceiling windows, and two private balconies showcasing breathtaking skyline and river views. The custom-designed kitchen is the centerpiece

  Cristina Timbalist Coldwell Banker Realty

  300 N State St Unit 3405, Chicago, IL 60654
• 

  

  /17

  $139,900

  $10K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 864 Sq Ft

  32 W 110th Place, Chicago, IL 60628

  If you're looking to add to your investment portfolio, this is your opportunity! This well-maintained property features 3 generously sized bedrooms and 1.5 bathrooms. The dining room, kitchen, and bedrooms all offer recently updated flooring, while the kitchen and bathrooms have been tastefully renovated. The kitchen is equipped with granite countertops and a spacious pantry, providing excellent

  Latrease Davenport PIP Realty Group

  32 W 110th Place, Chicago, IL 60628
• 

  

  /3

  $140,000

  Pending

  • 4 Beds
  • 1.5 Baths
  • 969 Sq Ft

  1647 W 59th St, Chicago, IL 60636

  Cash-Flow Opportunity! Turnkey Rental Investment with an established tenant already in place. This tenant-occupied investment property is leased on a month-to-month basis, with the buyer to assume the tenancy and honor all tenant rights. Current rent is $1,480 per month, providing immediate rental income from day one. This split-level home features 4 bedrooms and 1.5 baths, including 3 bedrooms

  Mark Minorczyk Keller Williams ONEChicago

  1647 W 59th St, Chicago, IL 60636
• 

  

  /22

  $259,900

  Pending

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  4229 N Keystone Ave Unit 3H, Chicago, IL 60641

  Welcome home to this move-in ready, top-floor corner 2-bed/1-bath condo in the highly desirable Irving Park neighborhood! Perfectly situated on a quiet, tree-lined street, this bright and inviting home offers the ideal blend of comfort, convenience, and location. The spacious eat-in kitchen provides plenty of room for cooking and dining, while the expansive living room opens to a large private

  Sonia Habibovic Koral Realty

  4229 N Keystone Ave Unit 3H, Chicago, IL 60641
• 

  

  /13

  $42,500

  • Land
  • 3,049 Sq Ft
  • $607,143 per Acre

  2724 S Karlov Ave, Chicago, IL 60623

  Two parcels being sold together! A great investment opportunity you don't want to miss!

  Andres Elias Ramirez Signature Realty Group LLC

  2724 S Karlov Ave, Chicago, IL 60623
• 

  

  /30

  $130,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 1,520 Sq Ft

  9586 S Colfax Ave, Chicago, IL 60617

  SPACIOUS TOWNHOUSE WITH GREAT POTENTIAL. THIS ROOMY RESIDENCE OFFERS AN EXCELLENT OPPORTUNITY FOR HOMEOWNERS AND INVESTORS ALIKE. FEATURING FRESH CARPET THROUGHOUT, A FULL BASEMENT FOR ADDITIONAL STORAGE OR LIVING SPACE AND A PRIVATE SIDE PATIO PERFECT FOR RELAXATION OR ENTERTAINMENT. THIS UNIT IS FULL OF POSSIBILITIES. A PAVED OFF - STREET PARKING SPACE ADDS EVERYDAY CONVENIENCE. WITH SOME

  Dorian Johnson Jelani Realty Advisors

  9586 S Colfax Ave, Chicago, IL 60617
• 

  

  /4

  $47,500

  • Land
  • 0 Sq Ft

  2835 W Arthington St, Chicago, IL 60612

  Exceptional opportunity to acquire a 3,000 sq. ft. buildable residential lot in the rapidly developing East Garfield Park neighborhood. Zoned RT-4, this property offers outstanding potential for a single-family home, 2-flat, 3-flat, or small multi-unit development (buyer to verify zoning and building possibilities). Situated on a quiet, tree-lined residential block, this lot is ideally located

  Patty Chavez Realty of America, LLC

  2835 W Arthington St, Chicago, IL 60612
• 

  

  /40

  $321,500

  Pending

  • 6 Beds
  • 3 Baths

  3252 E 136th St, Chicago, IL 60633

  This one-of-a-kind opportunity in the highly sought-after Hegewisch neighborhood consists of two separate properties with two individual PIN numbers, being offered together as one incredible package. 6 bedrooms, 3 bathrooms, and 3 kitchens- this unique listing provides an extraordinary amount of livable space, flexibility, and long-term value that is difficult to find anywhere else in the area.

  Daniel Sanchez Bloom/Sanchez Realty, Inc.

  3252 E 136th St, Chicago, IL 60633
• 

  

  /44

  $499,000

  • 7 Beds
  • 3 Baths

  4211 W Gladys Ave, Chicago, IL 60624

  Iconic Chicago Greystone 2-flat in an exceptional location, fully updated and move-in ready! This stunning building features new electrical, plumbing, furnaces with central A/C, a brand-new rear porch, new windows, and an updated basement with endless possibilities. Beautiful hardwood floors run throughout the main units, highlighting the spacious and bright layouts. The second floor offers a

  Shaheen Pervaiz Exit Strategy Realty

  4211 W Gladys Ave, Chicago, IL 60624
• 

  

  /28

  $340,000

  $20K PRICE INCREASE Pending

  • 7 Beds
  • 2 Baths

  10645 S Prairie Ave, Chicago, IL 60628

  Welcome future homeowners and landlords to this ideal home and incredible value for the investment minded homebuyer. This classic, Chicago two-flat, has been meticulously maintained by its owner. Situated a short distance from the Pullman Historic District and Metra, this building offers an incredible opportunity to own with income producing potential. This Massive two flat checks all boxes!

  Tatianna Barnett Keller Williams Preferred Rlty

  10645 S Prairie Ave, Chicago, IL 60628
• 

  

  /14

  $369,998

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

  4932 N Harding Ave Unit 1S, Chicago, IL 60625

  Welcome to this beautifully maintained 3-bedroom, 2-bath condo nestled on a quiet, tree-lined street in the heart of Albany Park. Offering an ideal blend of space, comfort, and convenience, this home features an open-concept floor plan designed for today's lifestyle. The sun-filled living room is anchored by a cozy fireplace and opens effortlessly through oversized sliding glass doors, creating a

  Ricardo Garcia Village Realty Inc

  4932 N Harding Ave Unit 1S, Chicago, IL 60625
• 

  

  /12

  $650,000

  $16K PRICE DROP

  • 10 Beds
  • 4 Baths

  5037 W Adams St, Chicago, IL 60644

  Four-unit building with 2 car garage. Spacious Living Room, Dining Room, Eat in Kitchens and 3 Bedrooms Room in three top units. First Floor apartment has a walk-in tub perfect for disabled owner or tenant. Second and third Floor unit same size. Basement unit has one Bedroom, Living Room and Kitchen. Newer Windows, Security Doors. Large 2 Car Garage Great Investment for Related Living .

  Lorenze Platt Century 21 Circle

  5037 W Adams St, Chicago, IL 60644
• 

  

  /32

  $209,999

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

  6823 S Dorchester Ave Unit 2, Chicago, IL 60637

  Welcome to this beautifully maintained 3-bedroom, 2-bath condominium offering the perfect combination of modern comfort, convenience, and long-term value. Built in 2007, this spacious residence features approximately 1,400 square feet of thoughtfully designed living space with an open-concept layout ideal for everyday living and entertaining. The inviting living and dining areas are accented by

  Nicole Blow HomeSmart Realty Group

  6823 S Dorchester Ave Unit 2, Chicago, IL 60637
• 

  

  /18

  $400,000

  • Land
  • 0 Sq Ft

  5100-5106 S Richmond St, Chicago, IL 60632

  Exceptional development opportunity featuring a three residential vacant lots at 5100-5106 S Richmond St in Chicago! This vacant lots 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 RS-3 (subject to zoning and City approvals). Ideally located

  Miguel Sanchez Ruiz Realty, Inc.

  5100-5106 S Richmond St, Chicago, IL 60632
• 

  /2

  $55,000

  • Land
  • 0 Sq Ft

  6407 S Morgan St, Chicago, IL 60621

  Build Your Vision on Chicago's South Side: Opportunity starts with land-and 6407 S. Morgan offers the perfect foundation. This 3,125 sq ft vacant lot presents a prime chance to create something meaningful, whether you're a developer, investor, or future homeowner ready to design from the ground up. With a manageable footprint and strong positioning within an established South Side neighborhood,

  Elijah Reese Serene Realty, Inc.

  6407 S Morgan St, Chicago, IL 60621
• 

  

  /25

  $75,000

  Pending

  • 6 Beds
  • 2 Baths

  6036 S Marshfield Ave, Chicago, IL 60636

  Investor Special! Rare Opportunity to Restore a Classic Chicago Brick 2-Flat Calling all investors, developers, and experienced rehabbers! This spacious solid brick 2-flat at 6036 S. Marshfield Ave. offers an exceptional opportunity to bring a classic Chicago property back to life. Following a fire, the property is being sold AS-IS and will require a complete renovation. The home also has

  David Thomas Blue Door Dave Inc

  6036 S Marshfield Ave, Chicago, IL 60636
• 

  

  /38

  $1,690,000

  • 9,021 Sq Ft

  6154 N Hamilton Ave, Chicago, IL 60659

  Amazing Investment opportunity !! Legal 8 UNITS WITH 5 CARS BRICK GARAGE. All but 1 unit has been updated with new kitchen and baths. Major improvements include tear off roof, new windows, lentils and tuckpointing in 2021. Building has central boiler and Hw tank. Laundry and storage in basement. Long term tenants with so much potential to increase rents. Nothing to do but take over this turn key

  Harris Ali Sky High Real Estate Inc.

  6154 N Hamilton Ave, Chicago, IL 60659

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