Investment - Homes for Sale in Chicago, IL

• 

  

  /2

  $124,900

  Pending

  • 4 Beds
  • 1 Bath
  • 1,134 Sq Ft

  8845 S Carpenter St, Chicago, IL 60620

  Welcome to 8845 S Carpenter St in the heart of Auburn Gresham - a well-maintained 4-bedroom Chicago bungalow offering immediate cash flow and future equity potential. This property is being sold As-Is, presenting a turnkey investment for landlords or an excellent opportunity for owner-occupants looking to build wealth through real estate. Inside you'll find generous living and dining rooms, a

  

  Reginald Patterson

  eXp Realty

  8845 S Carpenter St, Chicago, IL 60620
• 

  

  

  /14

  $520,000

  Pending

  • 5 Beds
  • 4 Baths

  4812 S Langley Ave, Chicago, IL 60615

  See It Now!! This massive, oversized Bronzeville Greystone 2-flat and capitalize on a high-equity opportunity in a quiet enclave just minutes from the thriving 47th St corridor. This Victorian-era property offers living on a grand scale and represents a practical project for those looking to build value in a historic neighborhood. The expansive floor plans retain exceptional original features,

  

  Tom Campone

  Keller Williams ONEChicago

  4812 S Langley Ave, Chicago, IL 60615
• 

  

  

  /3

  $550,000

  • Land
  • 0 Sq Ft

  6601 S Minerva Ave, Chicago, IL 60637

  Attention investors! Great Investment opportunity! Fantastic double vacant lot, zoned RT-4. Hot Area With Tons of new construction. VACANT LAND READY TO BUILD ON. Highly desirable Woodlawn /Hyde Park Area; Close by are the University of Chicago, University of Chicago Medical Center, Jackson Park, the soon to be redesigned South Shore Golf Course, and everything Hyde Park has to offer. University

  

  Krystyna Soprych

  RE/MAX 10 in the Park

  6601 S Minerva Ave, Chicago, IL 60637
• 

  

  

  /19

  $164,900

  Pending

  • 1 Bed
  • 1 Bath

  2920 N Harlem Ave Unit 4B, Elmwood Park, IL 60707

  Welcome to 2920 N Harlem Ave, Unit 4B-a well-maintained and inviting condo offering comfort, convenience, and exceptional value. Totally updated with newer kitchen appliances, new floors, updated bathroom and new a/c unit. This bright and spacious unit features a functional layout filled with natural light, ideal for both everyday living and entertaining. The building includes elevator access and

  

  George Ayling

  Select a Fee RE System

  2920 N Harlem Ave Unit 4B, Elmwood Park, IL 60707
• 

  

  

  /21

  $585,000

  Pending

  • 6 Beds
  • 2 Baths

  2918 N 75th Ct, Elmwood Park, IL 60707

  Attention all investors and owners alike! Exceptional opportunity to own a well-maintained, income-producing 2-flat in Elmwood Park. Pride of ownership is evident throughout, as the current owner, who occupies the property has meticulously cared for the space and completed numerous key updates in recent years. Major improvements include upgraded electrical with new panel (2018-2020), tuckpointing

  

  Shawn Jones

  Berkshire Hathaway HomeServices Chicago

  2918 N 75th Ct, Elmwood Park, IL 60707
• 

  

  /3

  $989,900

  New Construction

  • 9 Beds
  • 6 Baths

  3804 W Ohio St, Chicago, IL 60624

  COMING SOON - MID-SUMMER 2026 to West Humboldt Park! A fresh new chapter of modern Chicago living is arriving with this stunning, newly built 3-flat designed for comfort, style, and everyday ease. Each beautifully crafted residence offers 3 spacious bedrooms and 2 full baths, including a private primary suite designed to feel like your own personal retreat. Step inside and experience thoughtfully

  

  Edgar R. Guerrero

  REMAX Legends

  3804 W Ohio St, Chicago, IL 60624
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  /42

  $750,000

  • 8 Beds
  • 3 Baths

  745 N Throop St, Chicago, IL 60642

  Rare opportunity to acquire a meticulously maintained legal 3-flat in the heart of West Town, proudly owned and cared for by the same owner for more than 35 years. The two upper units offer flexible floor plans with either 3 bedrooms and 1 baths or 2 bedrooms plus a den/dining room and 1 baths. Each features spacious primary bedrooms with oversized walk-in closets and central air conditioning.

  Nicholaos Voutsinas Redfin Corporation

  745 N Throop St, Chicago, IL 60642
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  /34

  $1,300,000

  Open House 7/05

  • 10 Beds
  • 5 Baths

  4749 N Dover St, Chicago, IL 60640

  Rarely available and meticulously maintained, this turn-key Sheridan Park gem offers an unmatched investment opportunity for savvy buyers and portfolio collectors alike. This premier estate showcases an exceptional pride of ownership, featuring a classic, solid brick 2-flat, a fully finished walk-out garden unit, and a spectacular, detached multi-level brick coach house. Generating four distinct

  Veronica Rodriguez Redfin Corporation

  4749 N Dover St, Chicago, IL 60640
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  /37

  $995,000

  $105K PRICE DROP

  • 10 Beds
  • 5 Baths

  4954 W Byron St, Chicago, IL 60641

  Exceptional investment opportunity in Portage Park! This unique multi-building property features three legal units across two buildings with projected rental income of approximately $8,100 per month. The front building offers a spacious first-floor 4BD/1BA unit with potential to duplex into the bright finished basement or explore ADU possibilities (buyer to verify), along with a recently

  Jose Hernandez Coldwell Banker Realty

  4954 W Byron St, Chicago, IL 60641
• 

  

  /26

  $1,449,999

  Pending

  • 8 Beds
  • 3 Baths

  1341 W Eddy St, Chicago, IL 60657

  Welcome to 1341 W. Eddy, a stunning all brick 3-flat in the heart of Wrigleyville, ideally located just steps from the Brown Line and all of the shops, restaurants, and nightlife along the vibrant Southport Corridor. This turnkey investment property features three charming and sun-filled units: Unit 1 offers 2 bedrooms and 1 bathroom, while Units 2 and 3 each feature 3 bedrooms and 1 bathroom.

  Matt Laricy Americorp, Ltd

  1341 W Eddy St, Chicago, IL 60657
• 

  

  /29

  $549,022

  Pending

  • 5 Beds
  • 3 Baths

  4735 N Keating Ave, Chicago, IL 60630

  Excellent investment opportunity featuring a well-kept 2-flat with a finished basement offering a third unit. Each residence includes 2 bedrooms, 1 bathroom, and distinct living and dining spaces. Laundry located in the basement, along with a 2-car garage. The building is tenant-occupied, providing immediate income potential. Ideally situated with easy access to highways and nearby shopping. Take

  Matt Laricy Americorp, Ltd

  4735 N Keating Ave, Chicago, IL 60630
• 

  

  /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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  /17

  $369,900

  • 8 Beds
  • 2 Baths

  6620 S Drexel Ave, Chicago, IL 60637

  Great investment opportunity with this spacious brick 2-flat in the rapidly developing Woodlawn neighborhood! Both units feature identical floor plans with a roomy living room, separate dining room, kitchen, four generously sized bedrooms (a rare find), and a full bath. Each unit also includes in-unit laundry hookups for added convenience. While already well-maintained, there is excellent

  Cesar Juarez Redfin Corporation

  6620 S Drexel Ave, Chicago, IL 60637
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  /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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  /39

  $950,000

  Open Sat 11AM - 1PM

  • 7 Beds
  • 5 Baths

  3806 W Armitage Ave, Chicago, IL 60647

  Attention owner-occupants or investors. Duplex up will be available June 2026. 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

  Stephanie Miller Redfin Corporation

  3806 W Armitage Ave, Chicago, IL 60647
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  /15

  $165,000

  • 1 Bed
  • 1 Bath
  • 726 Sq Ft

  1937 W Pratt Blvd Unit 2N, Chicago, IL 60626

  Charming 1-bedroom, 1-bathroom unit that's truly move-in ready! Beautiful Brazilian cherry hardwood floors run throughout the entire home, and a parking space adds incredible value in this area. The unit has been freshly painted and features new appliances. Enjoy morning walks with your dog at Warren Park just across the street, or relax with your summer coffee on the spacious back deck. Whether

  Matt Laricy Americorp, Ltd

  1937 W Pratt Blvd Unit 2N, Chicago, IL 60626
• 

  

  /18

  $299,999

  • 1 Bed
  • 1 Bath

  330 N Jefferson St Unit 1606, Chicago, IL 60661

  Enjoy sweeping, unobstructed west-facing views from this high-floor, investor-friendly true one-bedroom residence in the sought-after Kinzie Station community. This bright and spacious home features an open-concept living and dining area that flows seamlessly to a private balcony, perfect for taking in stunning sunsets and city views. The oversized kitchen offers generous cabinet storage,

  Matt Laricy Americorp, Ltd

  330 N Jefferson St Unit 1606, Chicago, IL 60661
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  /16

  $289,900

  Pending

  • 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
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  /33

  $549,900

  Pending

  • 3 Beds
  • 2 Baths

  3107 S Morgan St, Chicago, IL 60608

  Rare mixed-use opportunity in the heart of Bridgeport. Tucked behind a commercial storefront, this unique property reveals a private residential coach house-an urban retreat offering exceptional privacy within a vibrant, walkable neighborhood. The recently remodeled three-bedroom, two-bath residence features modern finishes, a flexible multi-level layout, and strong separation of space. A gated

  Michele Miller Jameson Sotheby's Intl Realty

  3107 S Morgan St, Chicago, IL 60608
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  /36

  $1,300,000

  Pending

  • 8 Beds
  • 4 Baths

  1448 W George St, Chicago, IL 60657

  Classic and beautifully maintained, this income-producing Lakeview 3-flat offers the perfect blend of vintage charm, flexible living space, and strong investment potential. The sun-filled first-floor unit features 2 bedrooms and 1 bath, highlighted by timeless woodwork, generous living space, and a private rear deck. The garden apartment offers an additional 2-bedroom, 1-bath layout, ideal for

  Larry Reedy L.W. Reedy Real Estate

  1448 W George St, Chicago, IL 60657
• 

  

  /23

  $1,400,000

  5444 W Huron St, Chicago, IL 60644

  Are you in the market for a turn key arm chair investment....look no further. This is a solid brick 12-Unit in the heart of North Austin, that is vastly appreciating, while generating 174,000 per year with room for rent increases. Common areas and units are in great condition, consisting of 3-2br and 9-1br units with hardwood flooring, separate living/dining room, separate furnaces. Most unit are

  Aziz Abdelmajeid Inter Properties Inc

  5444 W Huron St, Chicago, IL 60644
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  /27

  $899,999

  4412 S Prairie Ave, Chicago, IL 60653

  Turnkey 6-unit multifamily asset located in the highly desirable Bronzeville / Grand Boulevard corridor, offering strong in-place income with immediate upside potential. The property features a highly sought-after updated unit mix of spacious 4-bedroom, 3-bedroom, and 2-bedroom units, catering to consistent rental demand and long-term tenant stability. The building is a fully occupied asset, with

  Cristina Rincon Marblestone Property Group LLC

  4412 S Prairie Ave, Chicago, IL 60653
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  /29

  $1,096,999

  $48K PRICE DROP

  • 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
• 

  

  /22

  $369,000

  • 6 Beds
  • 2 Baths

  5737 S Laflin St, Chicago, IL 60636

  Investment Opportunity! Excellent for 1st time buyer or investor with a LOW TAXES property. Each unit features 3 spacious bedrooms and 1 full bathroom. The property underwent renovations in 2024, including a brand-new kitchen with granite countertops, new full bathrooms, updated plumbing and electric. Enjoy year-round comfort with the added forced air with A/C on both floors and in-unit laundry

  Silvia Tenesaca Cloud Gate Realty LLC

  5737 S Laflin St, Chicago, IL 60636
• 

  /2

  $245,000

  $20K PRICE DROP

  • 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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  /41

  $353,000

  Pending

  • 4 Beds
  • 3 Baths

  Unlisted Address

  Spacious Investment Opportunity! Well-maintained 2-unit building featuring 2 bedrooms in each 1st floor unit with dining room, finished basement, total of 3 full bathrooms updated. Both units offer forced air heating systems; 1st floor approx. 7 years including A/C 2nd floor approx. 10 years. Mayor updates include a roof (5 years) and windows (8 years) Conveniently located near schools, shopping,

  Juanita Flores RE/MAX 10

  Unlisted Address
• 

  /2

  $124,999

  Pending

  • 6 Beds
  • 2 Baths

  7955 S Sangamon St, Chicago, IL 60620

  Excellent investment opportunity in the Auburn Gresham neighborhood of Chicago! This spacious 2-unit property offers strong potential for investors or rehabbers looking to add value. The building requires renovation, making it ideal for a full rehab project. Conveniently located near schools, parks, shopping, dining, and public transportation. Bring your vision and transform this property into a

  Claudia Jurado Realty of America, LLC

  7955 S Sangamon St, Chicago, IL 60620
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  /25

  $415,000

  $10K PRICE DROP

  • 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
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  /34

  $799,926

  1206 W 83rd St, Chicago, IL 60620

  UNRIVALED 25-UNIT VALUE-ADD OPPORTUNITY IN THE HEART OF AUBURN GRESHAM Strike while the market is hot with this massive brick mixed-use powerhouse located at 1206-1210 W 83rd St. Positioned as the most competitive investment in the 60620 zip code, this asset is priced for a high-octane liquidation at just $799,000. This is a rare chance to secure a scale-level project at approximately $32,000 per

  Pete Chrysanthou Prime Real Estate Group Inc

  1206 W 83rd St, Chicago, IL 60620
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  /3

  $9,000

  • Land
  • 0 Sq Ft

  12017 S Wallace St, Chicago, IL 60628

  Builders, investors, and visionaries-here's your next West Pullman infill opportunity! This build-ready vacant lot offers approximately 0.072 acres (3,125 SF) of land in an established Chicago neighborhood, with utilities at or near the site to help streamline your plans. Whether you're looking to build a new single-family home, develop a smart investment project, or secure land for a future

  Aaron Gaines Keller Williams Preferred Realty

  12017 S Wallace St, Chicago, IL 60628
• 

  

  /50

  $1,299,900

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

  4036 W Warwick Ave, Chicago, IL 60641

  Welcome to 4036 Warwick Avenue! One of Old Irving Park's most exceptional gut-renovated homes, where no detail was overlooked and no corner was cut.This is not a flip. This is a complete gut renovation to the studs, thoughtfully extended an additional 16 feet to maximize living space and long-term value. Set on a rare double lot in one of Chicago's most sought-after emerging neighborhoods, this

  Mark Rantis Y Realty

  4036 W Warwick Ave, Chicago, IL 60641
• 

  

  /19

  $475,000

  • 10 Beds
  • 4 Baths

  2518 S Claremont Ave, Chicago, IL 60608

  INVESTMENT OPPORTUNIYT! This huge brick two flat building located in the heart of Pilsen. Featuring two updated units, has plenty space and bedrooms in each unit, four full bathrooms and a full walk-up attic equipped with a bedroom and a bath for extra living space or duplex up with second floor unit. Two car garage! Located in a rapidly growing area for investment. Preferable cash or

  Ana Ramirez REMAX Legends

  2518 S Claremont Ave, Chicago, IL 60608
• 

  /2

  $459,000

  • Studio
  • 1 Bath
  • 918 Sq Ft

  401 N Wabash Ave Unit 2141, Chicago, IL 60611

  Live at the pinnacle of Chicago luxury. This meticulously furnished residence in one of the city's most iconic five-star buildings offers a refined turnkey lifestyle. The chef's kitchen is a study in form and function, featuring sleek Snaidero cabinetry and a full suite of Miele and Sub-Zero stainless steel appliances. As an owner, you'll enjoy the privileges of Trump Hotel's five-star

  James Qiu Kale Realty

  401 N Wabash Ave Unit 2141, Chicago, IL 60611
• 

  

  /17

  $999,000

  New Construction $50K PRICE DROP

  • 9 Beds
  • 6 Baths

  5637 S Prairie Ave, Chicago, IL 60637

  BRAND NEW CONSTRUCTION 3 Unit on an oversized lot. Each luxury simplex is an oversized 3 bedroom, 2 bathroom Condo Quality Unit; each features a beautiful 1,500 sq ft open floorplan, each kitchen with high-end stainless steel appliances, quartz counters, and in-unit laundry. Extra insulation for noise reduction between floors and from the outside. Unbeatable location walking distance to the CTA

  Lawrence Dunning Fulton Grace Realty

  5637 S Prairie Ave, Chicago, IL 60637
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  /2

  $15,000

  • Land
  • 0 Sq Ft

  6423 S Hermitage Ave, Chicago, IL 60636

  Exceptional opportunity for builders, developers, or savvy investors! This oversized 30x123 lot located at 6423 S Hermitage offers tremendous potential in a growing area surrounded by residential development and investment activity. Zoned RS-3, this parcel is ideal for a new construction single-family home or potential redevelopment opportunity (buyer to verify all zoning and building plans with

  Christopher Anthony Keller Williams ONEChicago

  6423 S Hermitage Ave, Chicago, IL 60636
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  /14

  $115,000

  Pending

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft

  6809 N Northwest Hwy Unit 2, Chicago, IL 60631

  Spacious one-bedroom condo in the heart of Edison Park offering an incredible opportunity to create your ideal home. Situated in a well-maintained brick building with beautifully landscaped courtyard grounds, this unit features generously sized rooms, hardwood floors, abundant natural light, and a functional layout ready for your personal vision. The oversized living room provides plenty of space

  Philip Kline arhome realty

  6809 N Northwest Hwy Unit 2, Chicago, IL 60631
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  /37

  $749,900

  Pending Pre-Foreclosure

  • 9 Beds
  • 6 Baths

  6835 S Clyde Ave, Chicago, IL 60649

  This is the one you've been waiting for! Welcome to 6835 S. Clyde Avenue, a stunning all-brick 3-flat in the heart of South Shore, just moments from Jackson Park, the lakefront, beaches, marinas, golf courses, Hyde Park, the University of Chicago, and the transformative Obama Presidential Center. Fully gutted and meticulously renovated from top to bottom, this exceptional property showcases

  Jessica Macey Real Broker LLC

  6835 S Clyde Ave, Chicago, IL 60649
• 

  

  /21

  $295,000

  Pending

  • 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. The property includes a 2-car garage. Property is being sold strictly in as-is condition. NO FHA financing.

  Martha Lozano RE/MAX City

  924 N Pulaski Rd, Chicago, IL 60651
• 

  

  /32

  $465,900

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft

  330 S Michigan Ave Unit 1601, Chicago, IL 60604

  Exquisite East view 2 bed/2 bath condo, with unobstructed breathtaking shoreline views, Buckingham fountain, Adler Planetarium, Chicago Museum, Grant Park, Millennium Park, Monroe Harbor and much more. New flooring throughout, Open concept layout kitchen with island, fully updated with elegant quartz countertops, gold and marble backsplash, with Viking oven range, island vent hood with charcoal

  Arceli Antonio RE/MAX City

  330 S Michigan Ave Unit 1601, Chicago, IL 60604
• 

  

  /35

  $399,000

  • 5 Beds
  • 3 Baths

  7806 S Cregier Ave, Chicago, IL 60649

  Excellent investment opportunity in South Shore! This brick legal 2-unit building features a vacant 2nd-floor unit ready for owner-occupancy or rental income. 1st floor is tenant-occupied with a long-term tenant, Both units offer 2 bedrooms, 1 bath, plus a tandem 3rd bedroom. The finished basement includes a kitchen, full bath, additional bedroom, and can serve as an in-law arrangement. Newer

  Karen Flores Luna Realty Group

  7806 S Cregier Ave, Chicago, IL 60649

Showing Results 81 - 120, Page 3 of 18