Investment - Homes for Sale in Chicago, IL

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  /2

  $149,900

  • 4 Beds
  • 2 Baths
  • 1,700 Sq Ft

  5352 S Paulina St, Chicago, IL 60609

  Introducing 5352 S Paulina Street, a solid 4-bedroom, 2-bath brick single-family home located in Chicago's New City community. This property offers immediate livability with the opportunity to add significant value through updates and improvements, making it ideal for an owner-occupant or an investor seeking their next portfolio addition. The main level includes two bedrooms (one smaller and

  Cassandra Sneed EXIT Strategy Realty

  5352 S Paulina St, Chicago, IL 60609
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  /2

  $19,000

  • Land
  • 0 Acre

  4904 S Princeton Ave, Chicago, IL 60609

  Exceptional Opportunity for Investors and Home Builders This is a rare chance to purchase a buildable lot in Chicago's Fuller Park neighborhood, just minutes from downtown. In addition to this parcel, the same owners are also offering six other nearby lots, each with its own Property Identification Number (PIN) and separate price. These additional lots are not included in the price of the

  Spasoje Bjelica City Realtor INC.

  4904 S Princeton Ave, Chicago, IL 60609
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  /21

  $1,100,000

  • 6,225 Sq Ft

  2435 S California Blvd, Chicago, IL 60608

  Large brick 6-unit overlooking California Boulevard. In place 7% CAP rate with rental upside. Plus potential to add 2 more garden units with existing city approved plans conveyed in price. Great corner building with 3 full floor units, plus a coach house with 3 additional units. The property was gut renovated in 2017 and still has a great value add opportunity through bringing rents to market.

  Michael Scanlon eXp Realty

  2435 S California Blvd, Chicago, IL 60608
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  /35

  $580,000

  • 6 Beds
  • 2 Baths

  2017 W Norwood St, Chicago, IL 60659

  Calling all investors! This fully-occupied 2-unit has everything you need to start your home-hacking journey, or add as a valuable addition to your current portfolio. Both units are 3bed/1bath, updated/remodeled in 2018, and feature hardwood floors throughout (second floor under carpet), with ceramic tile in the kitchens. Classic Chicago-sized bedrooms all have closets, and will fit queen-size

  Kirk Hudson Baird & Warner

  2017 W Norwood St, Chicago, IL 60659
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  /27

  $475,000

  • 5 Beds
  • 3 Baths

  2320 S Albany Ave, Chicago, IL 60623

  This stunning two-unit multifamily property boasts spacious and beautiful interiors. It features a new roof, siding, and several interior updates. With a total of 5 bedrooms and 3 full bathrooms, each unit comes with its own laundry space. It's the ideal investment opportunity!

  Andres Olaez Keller Williams ONEChicago

  2320 S Albany Ave, Chicago, IL 60623
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  /2

  $425,000

  • Land
  • 0 Acre

  4600 W Flournoy St, Chicago, IL 60644

  Located in Chicago's growing West Side corridor, 4600 W Flournoy St offers a rare opportunity on a massive 350 x 143.25 ft lot zoned M1-2, allowing for light industrial use, storage, manufacturing, workshops, distribution, labs, tech offices, and certain compatible commercial developments. Just steps from the I-290 Eisenhower Expressway, the property provides excellent access to downtown and

  Anna Sophia Chacon Charles Rutenberg Realty of IL

  4600 W Flournoy St, Chicago, IL 60644
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  /20

  $370,000

  • 8 Beds
  • 3 Baths

  6230 S Langley Ave, Chicago, IL 60637

  Nestled in the vibrant Woodlawn neighborhood, this classic greystone 2-unit property with the possibility of an ADU offers a perfect blend of historic charm and modern investment appeal. With Woodlawn experiencing impressive property appreciation in recent years-driven by new development initiatives and steady demand-this smartly positioned building promises solid long-term value. Just steps from

  Asya Muhammad Coldwell Banker Realty

  6230 S Langley Ave, Chicago, IL 60637
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  /45

  $650,000

  • 4,943 Sq Ft

  6058 S Massasoit Ave, Chicago, IL 60638

  6058 S Massasoit Ave is a solid, all-brick 6-unit apartment building located in the highly desirable Midway Clearing/Garfield Ridge area neighborhood. This property offers a reliable investment opportunity with a strong rent roll, generating $5,975 in monthly income and a total of $71,700 annually. The building consists of 3 one bedroom apartments - and 3 two-bedroom apartments. On-site

  Sergio Hernandez Keller Williams Premiere Properties

  6058 S Massasoit Ave, Chicago, IL 60638
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  /21

  $489,000

  • 2 Beds
  • 2 Baths
  • 1,150 Sq Ft

  600 N Kingsbury St Unit 906, Chicago, IL 60654

  An exceptional investment opportunity in the heart of River North, a spacious 2-bedroom, 2-bath home can deliver immediate rental income and the kind of consistent demand investors love. The unit showcases sweeping skyline views through floor-to-ceiling windows and opens onto a generous balcony-an inviting place to pause, breathe, and take in the city. The interior feels warm and elevated with

  Erin Booker Engel & Voelkers Chicago North Shore

  600 N Kingsbury St Unit 906, Chicago, IL 60654
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  /33

  $475,000

  • 2 Beds
  • 2 Baths

  2342 W Adams St Unit 305, Chicago, IL 60612

  Welcome to refined urban living in this sun-drenched north/east corner residence at 2342 W Adams St #305, perfectly positioned in one of Chicago's fastest-evolving neighborhoods near the United Center and future 1901 Project development. Located in an intimate 31-unit elevator building, this thoughtfully designed open-concept home blends clean modern finishes with functional luxury. The sleek

  Josh Reighard Baird & Warner

  2342 W Adams St Unit 305, Chicago, IL 60612
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  /23

  $399,000

  • 11 Beds
  • 4 Baths

  3144 W Lexington St, Chicago, IL 60612

  Excellent four-unit investment opportunity in East Garfield Park neighborhood Chicago. Property consists of a front two-flat and rear coach house on the same corner lot with alley access. The main building features a 4BD/1BA unit and a 3BD/1BA unit plus office, along with a full unfinished basement. The coach house includes two 2BD/1BA units and its own unfinished basement. The main building

  Georgeann Weisman Brokerworks Real Estate Group

  3144 W Lexington St, Chicago, IL 60612
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  /27

  $1,100,000

  • 10 Beds
  • 3 Baths

  1657 N Artesian Ave, Chicago, IL 60647

  Welcome to 1657 N Artesian in Chicago this is a classic two-flat featuring a solid brick coach house at the rear of the property, offering a rare and versatile investment opportunity. Situated on a single PIN, the property is ideal for developers or investors looking to convert the buildings into condominiums or undertake a unique redevelopment project. Schedule your appointment today!!

  Monica Morales Extreme Realty LLC

  1657 N Artesian Ave, Chicago, IL 60647
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  /19

  $799,000

  • 4 Beds
  • 2 Baths

  3636 N Ashland Ave, Chicago, IL 60613

  Exceptional investment opportunity in the heart of the highly sought-after Wrigleyville area! Located within the Wrigley zone, this property is currently mid-renovation and offers incredible upside for investors, developers, or owner-occupants looking to finish a project to their vision. The property is framed and ready for completion as a 4-bedroom, 2 full bath layout with flexibility to

  Dominick Clarizio @properties Christie's International Real Estate

  3636 N Ashland Ave, Chicago, IL 60613
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  /22

  $250,000

  • 5 Beds
  • 2 Baths

  7728 S Maryland Ave, Chicago, IL 60619

  Great investment opportunity in the desirable Greater Grand Crossing neighborhood! This two-unit building was newly renovated in 2023 and offers excellent potential for both investors and owner-occupants alike. The first-floor unit features 2 bedrooms, while the second-floor unit offers a spacious 3-bedroom layout, providing flexibility and strong rental potential. Whether you're an investor

  Amaiya Smith Keller Williams ONEChicago

  7728 S Maryland Ave, Chicago, IL 60619
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  /9

  $524,900

  • 6,636 Sq Ft

  352 S Hamlin Blvd, Chicago, IL 60624

  Historic Graystone 6-Unit in Garfield Park - Investment Opportunity Welcome to 351 S Hamlin Blvd., a stately three-story Graystone nestled in the heart of Garfield Park. This legal 6-unit building offers timeless charm with original woodwork and solid bones, making it a rare find for investors seeking both character and cash flow. Unit Breakdown: Apt 1F - 1BR | $650/mo | M2M tenancy since

  Ryan Casper eXp Realty

  352 S Hamlin Blvd, Chicago, IL 60624
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  /13

  $329,000

  • 4 Beds
  • 2 Baths

  11844 S Lowe Ave, Chicago, IL 60628

  TIME TO FIRE YOUR LANDLORD! Come check out this beautifully renovated, top-to-bottom 2-unit building in West Pullman. Everything is BRAND NEW -roof, siding, windows, furnace, and water heaters-along with fully updated plumbing and electrical systems. Each unit features 2 spacious bedrooms and a full bathroom with a deep soaking tub. The kitchens are outfitted with 42" cabinets, stainless steel

  Janina Farr Coldwell Banker Realty

  11844 S Lowe Ave, Chicago, IL 60628
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  /23

  $1,200,000

  • 9 Beds
  • 3 Baths

  936 N Fairfield Ave, Chicago, IL 60622

  Prime Turnkey Investment Opportunity! Classic Graystone 3-Flat Steps from Wicker Park & Ukrainian Village & Humboldt Park Rare graystone 3-unit offering 1,100+ sq. ft. per apartment, each with 3 true bedrooms-highly desirable in one of Chicago's strongest rental corridors. Long-term tenants are on month-to-month leases, giving buyers the flexibility to update units, raise rents to current market

  Alexandra Garcia Real People Realty

  936 N Fairfield Ave, Chicago, IL 60622
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  /2

  $20,000

  • Land
  • 0 Acre

  10 E Ontario St Unit PS515, Chicago, IL 60611

  Convenient, secure parking self-park space in a prime, central River North location! This spot is located on the fifth floor, and is one of the first spots in the private self-park portion of the 10 E Ontario garage. Terrific investment -- one does not need to own a condo here in order to purchase and rent out a spot. This CAN be rented to someone outside of the building. Parking garage is

  Brady Miller Cadence Realty

  10 E Ontario St Unit PS515, Chicago, IL 60611
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  /20

  $299,500

  • 2 Beds
  • 1 Bath
  • 894 Sq Ft

  1255 S State St Unit 1201, Chicago, IL 60605

  Experience this wonderfully-spacious 2 bed/1 bath condo in the heart of the South Loop. Freshly painted and move-in ready, this bright and inviting unit features a recently-renovated bathroom, in-unit laundry, central heat/air, and a private balcony with sweeping city views - including the iconic Sears Tower. The primary bedroom offers a generous walk-in closet, while the large open kitchen is

  Hugo Alvarez Century 21 S.G.R., Inc.

  1255 S State St Unit 1201, Chicago, IL 60605
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  /23

  $240,000

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft

  5325 N Francisco Ave Unit G, Chicago, IL 60625

  Opportunity awaits in this 2 bedroom, 1 bathroom garden unit located in the desirable Budlong Woods area on Chicago's North Side. This condo offers incredible potential for buyers looking to bring their vision and create value in a well located building. The unit features a functional two bedroom layout along with large dedicated storage space, offering flexibility for additional organization

  Riley Hextell eXp Realty

  5325 N Francisco Ave Unit G, Chicago, IL 60625
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  /28

  $899,000 Open Sat 11AM - 2PM

  • 9 Beds
  • 6 Baths

  2745 W Monroe St, Chicago, IL 60612

  New construction 3-unit multifamily in the heart of East Garfield offering 9 bedrooms and 6 bathrooms across three spacious levels. Designed for both modern living and strong investment returns. Each unit features a full stainless-steel package, private rear deck or patio, and access to secure rear parking with Electric Vehicle charging ports for all units. Professionally landscaped and built for

  Brittney Wilkinson Realty of America, LLC

  2745 W Monroe St, Chicago, IL 60612
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  /2

  $659,000

  • Land
  • 0 Acre

  2613-2633 N Cicero Ave, Chicago, IL 60641

  On a busy Cicero Aveneue between Diversy and Fullerton, this 9,375 square foot parcel is available for sale. The land could be developed for a wide variety of retail uses. The site has low taxes for the area with substantial frontage on Cicero Avenue with easy access to bustling Six Corners. Great opportunity for a user or developer. The Belmont Cragin community has benefited from steady

  Daniel Hyman Millennium Properties RE, Inc.

  2613-2633 N Cicero Ave, Chicago, IL 60641
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  /33

  $519,999

  • 7 Beds
  • 3 Baths

  1539 S Christiana Ave, Chicago, IL 60623

  Fully gut-rehabbed legal multi-unit with limestone facade and solid brick construction. Live in one unit and rent the other! Great Investment. First-floor unit duplexes to a finished basement with 3 bedrooms, 2 baths, laundry, and private rear entrance. Both units feature 9-10 ft ceilings, luxury vinyl flooring, spacious living/dining areas, and custom kitchens with 42" cabinets, quartz

  Martha Mendoza Gutierrez Realty of America, LLC

  1539 S Christiana Ave, Chicago, IL 60623
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  /3

  $130,000

  • Land
  • 0 Acre

  6411 S Drexel Ave, Chicago, IL 60637

  Also available: 6415 Drexel (permitted for multi-family), 6413 Drexel (permitted for multi-family), & 6409 Drexel. Seize a premier development opportunity in the heart of Woodlawn, a high-velocity Chicago neighborhood experiencing a profound renaissance driven by massive institutional investment and the upcoming Obama Presidential Center. This prime, buildable lot offers a blank canvas for a

  Karen Fedyk Baird & Warner

  6411 S Drexel Ave, Chicago, IL 60637
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  /21

  $429,000

  • 6 Beds
  • 1 Bath

  6534 S Honore St, Chicago, IL 60636

  Magnificent renovated two-flat building now available through the Cook County land bank homebuyer program. This fully rehabbed, all-brick multi-unit checks all boxes! This professionally gut-rehabbed property has been renovated with architectural plans and approved Chicago building permits, making it a turnkey investment opportunity or an ideal option for owner-occupants. Each expansive unit

  Tatianna Barnett Keller Williams Preferred Rlty

  6534 S Honore St, Chicago, IL 60636
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  /6

  $160,000

  • 3 Beds
  • 2 Baths
  • 1,071 Sq Ft

  12115 S Ashland Ave, Chicago, IL 60643

  **CASH BUYERS!** This property has a first mortgage and two junior liens, which have created some challenges. It's important to note that the solar panels installed on the property will need to be assumed by the buyer, adding a green energy component to this investment. This is an excellent opportunity for investors. We are currently negotiating with the lienholder regarding a potential

  Dawn Haley ASAGA Realty & Housing Development

  12115 S Ashland Ave, Chicago, IL 60643
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  /27

  $375,000

  • 9 Beds
  • 4 Baths

  7547 S Union Ave, Chicago, IL 60620

  This charming 4-unit multi-family investment gem in the heart of Auburn Gresham offers immediate income potential and strong upside for savvy buyers seeking cash flow in a revitalizing South Side Chicago neighborhood. Built in 1903 with classic character, this solid brick building totals approximately 4,308 sq ft on a generous 5,040 sq ft lot, featuring three spacious 2-bedroom/1-bath units and

  Juneitha Shambee Juneitha Shambee

  7547 S Union Ave, Chicago, IL 60620
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  /2

  $24,900

  • Land
  • 0 Acre

  451 W Huron St Unit P125, Chicago, IL 60654

  INDOOR HEATED GARAGE IN ONE OF THE RIVER NORTH'S MOST DESIRABLE AREAS. Perfect opportunity for anyone who lives or works in the River North area - you DO NOT need to reside in the building to own this parking spot. Secure 24-hour doorman monitoring for ultimate convenience and peace of mind. Walking distance to Downtown and just minutes from the I-90 and Ohio ramp. Easy access to nightlife,

  Iwona Jankowska HomeSmart Connect LLC

  451 W Huron St Unit P125, Chicago, IL 60654
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  /7

  $659,000

  • 12 Beds
  • 7 Baths

  1531 S Kolin Ave, Chicago, IL 60623

  Amazing investment opportunity! Beautifully rehabbed 4 units building boasting (3) 3bedroom/2bath and (1) 3bedroom/1bath units all with in unit laundry. New kitchens, hardwood flooring, cable pre-wired throughout with security system in place; fully paved parking in rear for four cars! Great opportunity for an investor or owner occupant.

  Oksana Melnchyn Cambridge Realty LLC

  1531 S Kolin Ave, Chicago, IL 60623
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  /67

  $1,025,000

  • 12 Beds
  • 8 Baths

  5331 S Calumet Ave, Chicago, IL 60615

  Fantastic four-unit, 2007 construction, owner-occupant investment opportunity in appreciating east Washington Park! Unit 4 has been rehabbed to feature modern improvements to be comparable to other new construction (in the area. All four units are 3-bed / 2-bath and three units have in-unit laundry hook-ups. All units have hardwood and tile throughout, modern appliances, gas-forced-heat / central

  Gene Hart 33 Realty

  5331 S Calumet Ave, Chicago, IL 60615
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  /29

  $410,000

  • 4 Beds
  • 2 Baths

  111 W 74th St, Chicago, IL 60621

  Well-maintained brick 2-unit building featuring two updated units, each offering 2 bedrooms and 1 full bathroom. Both units include spacious living areas and separate dining rooms, providing comfortable and functional layouts. Kitchens are updated with granite countertops and ample cabinetry. Bathrooms have been refreshed with modern finishes. Bedrooms are well-sized with good natural light

  Da'Mon Wardlow Kale Realty

  111 W 74th St, Chicago, IL 60621
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  /24

  $1,200,000

  935 W Marquette Rd, Chicago, IL 60621

  Amazing investment opportunity! This 13 unit building has been fully renovated and all units are in move-in condition. Each unit offers upgraded fixtures and appliances, new flooring, and fresh paint. Shopping, restaurants and transportation are all close by. Schedule your showing before it's too late!

  Dan Robinson Crosstown Realtors, Inc.

  935 W Marquette Rd, Chicago, IL 60621
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  /2

  $29,000

  • Land
  • 0.13 Acre
  • $223,077 per Acre

  4765 S Shields Ave, Chicago, IL 60609

  Exceptional Opportunity for Investors and Home Builders This is a rare chance to purchase a buildable lot in Chicago's Fuller Park neighborhood, just minutes from downtown. In addition to this parcel, the same owners are also offering six other nearby lots, each with its own Property Identification Number (PIN) and separate price. These additional lots are not included in the price of the

  Spasoje Bjelica City Realtor INC.

  4765 S Shields Ave, Chicago, IL 60609
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  /32

  $899,000

  • 3 Beds
  • 2 Baths

  2228 W Cermak Rd, Chicago, IL 60608

  Recently Gut Rehabbed 3-unit Investment Property. Each unit is 3 bed/2bath with modern kitchens and bathrooms, in-unit laundry, and a two-car garage out back. The top and bottom units are rented and bring in $3,950 in rental income. Perfect for owner-occupant or investor.

  Lawrence Dunning Fulton Grace Realty

  2228 W Cermak Rd, Chicago, IL 60608
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  /44

  $350,000 Pre-Foreclosure

  • 4 Beds
  • 2 Baths

  1812 S Hamlin Ave, Chicago, IL 60623

  Great opportunity to own a well-maintained 2-unit with bonus room in basement (in-law arrangement).Each unit consist of 2 beds, 1 bath, dinning room, stainless steel appliances and updated kitchen. The home features important infrastructure upgrades including updated electrical, new ductwork, and copper plumbing, providing added peace of mind for the next owner. The interior offers a comfortable

  Diana Balleza Luna Realty Group

  1812 S Hamlin Ave, Chicago, IL 60623
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  /11

  $230,000

  • 6 Beds
  • 2 Baths

  11437 S Calumet Ave, Chicago, IL 60628

  Turnkey Investment Opportunity - Cash Flow from Day One! Investor Alert! This solid, tenant-occupied 2-story home is already cash flowing and ready to be added to your portfolio. Featuring new windows, brand-new siding and capping, and low property taxes, this is a low-maintenance asset with strong upside potential. The property offers a spacious layout with a large living room, oversized

  Damaris Santiago Manage Chicago, Inc.

  11437 S Calumet Ave, Chicago, IL 60628
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  /35

  $715,000

  • 8 Beds
  • 6 Baths

  5419 S Wabash Ave, Chicago, IL 60615

  Own a timeless piece of Washington Park with this exceptional jumbo 3-unit Graystone, ideally located just minutes from the University of Chicago and the highly anticipated Obama Presidential Center. This beautifully renovated 8-bedroom, 6-bath multi-family property was fully rehabbed in 2023, blending classic architectural charm with modern updates and strong income potential. Each expansive

  Nikia Evans Keller Williams Preferred Rlty

  5419 S Wabash Ave, Chicago, IL 60615
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  /3

  $35,000

  • 3 Beds
  • 1 Bath
  • 1,219 Sq Ft

  Unlisted Address

  OPPORTUNITY KNOCKS!! Come rehab this great property for a wonderful owner occupant home or investment property. Rental rate sin the area are very good. NO INTERIOR SHOWINGS, property needs everything new.

  April Troope TADD Realty

  Unlisted Address
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  /4

  $225,000

  • Land
  • 0 Acre

  5731-41 S State St, Chicago, IL 60621

  Discover the potential of two adjacent city lots (totaling approx. 8,050 sq ft) located on State Street in the Washington Park community. This property offers a rare chance to build ground-up new construction or develop multi-family housing in a neighborhood seeing steady revitalization. Lot Size: 8,050 sq ft (combined) Location: Easy access to I-94, public transit, shopping, and schools

  Sanina Ellison Re-CHRG Inc

  5731-41 S State St, Chicago, IL 60621
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  /8

  $135,000

  • 6 Beds
  • 2 Baths

  6342 S Parnell Ave, Chicago, IL 60621

  This is the Best Property Investment Opportunity here! Investors/Rehabber or Owner Occupied, this 2 flat building features one 3 bdrms & 1 bath and 2 bdrms & 1 bath unit. Instant Cash Flow! Tenants already in place. At this price point it wont last long! Make your appointments today!*Please don't disturb the tenants.*

  Rochelle Millsapp Visions Manifested Realty LLC

  6342 S Parnell Ave, Chicago, IL 60621

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