Investment - Homes for Sale in Chicago, IL

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  /25

  $3,550,000

  • 6 Beds
  • 7 Baths

  1653 W Division St, Chicago, IL 60622

  This striking mixed-use building on Wicker Park's premier Division Street offers a unique blend of residential and commercial space. The property features two spacious, condo-quality finished apartments, each boasting three bedrooms, two bathrooms, and generous outdoor areas. The ground-level retail space, currently occupied by a kickboxing gym, features soaring 16-foot ceilings and the

  Madeleine Pearl Station Cities

  1653 W Division St, Chicago, IL 60622
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  /23

  $75,000

  • 3 Beds
  • 1 Bath
  • 1,190 Sq Ft

  418 W 117th St, Chicago, IL 60628

  *** BE AWARE OF SCAM, THIS PROPERTY IS ABSOLUTELLY NOT FOR RENT *** Welcome to 418 W 117th Street, a classic brick bungalow brimming with character and potential, located in the heart of Chicago's historic West Pullman neighborhood. This solid 3-bedroom, 1-bath home sits on an expansive lot and offers a unique opportunity for homeowners, investors, or rehabbers looking to add value in a

  Fernando Godoy eXp Realty

  418 W 117th St, Chicago, IL 60628
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  /45

  $390,000

  • 6 Beds
  • 3 Baths

  7645 S Morgan St, Chicago, IL 60620

  Welcome to this beautiful rehabbed 2-unit property with a finished basement. Combined with modern and classic charm throughout. Perfect for an investment property to add to your real estate portfolio. This multi-unit offers a duplex down unit with 2 bedrooms and 2 bathrooms plus a den, and the second unit offers 3-bedrooms with one bathroom. Each unit has separate living and dining areas, and

  Edy Ramirez Cloud Gate Realty LLC

  7645 S Morgan St, Chicago, IL 60620
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  /13

  $240,000

  • Studio
  • 1 Bath
  • 535 Sq Ft

  400 N Lasalle Dr Unit 3706, Chicago, IL 60654

  Wonderful investment opportunity! Bring in your buyers to see this beautiful turn key studio located in the heart of River North! Updated with gorgeous finishes and newer appliances. Optimally designed to make the space multi-functional with built-ins for storage, desk space, etc. Fantastic views of the city and steps away from transit, restaurants, shopping, nightlife and entertainment. In unit

  Shauna Denton Baird & Warner

  400 N Lasalle Dr Unit 3706, Chicago, IL 60654
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  /42

  $699,000

  2824 W Cermak Rd, Chicago, IL 60623

  This well-maintained 6-unit residential property is ideally situated in the vibrant West Pilsen/Little Village neighborhood. Just one block from the CTA Pink Line and mere steps from the Cermak/California bus stop, this location offers unparalleled access to public transportation, making it highly attractive to tenants and investors alike. The building presents significant upside potential.

  Nigel Gillett Compass

  2824 W Cermak Rd, Chicago, IL 60623
• 

  

  /10

  $155,000

  • 1 Bed
  • 1 Bath

  1127 W Farwell Ave Unit 106, Chicago, IL 60626

  Investor opportunity! This charming one-bedroom condo is perfectly located just steps from Lake Michigan and within walking distance to Loyola University and public transportation. Situated in a historic former hotel, the unit features hardwood floors, a spacious living room and bedroom, a brand-new dishwasher, radiator heat, window A/C units, and newer windows. The building offers on-site

  Monina Canete Guidance Realty

  1127 W Farwell Ave Unit 106, Chicago, IL 60626
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  /10

  $140,000

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft

  7035 N Sheridan Rd Unit G, Chicago, IL 60626

  East Rogers Park's coveted corner of Sheridan and Greenleaf is where this nice cozy one bedroom is located. Just a few minutes walk and you can take the 147 bus that will take you to downtown Chicago. A few blocks is the red line that's connected to Chicago's train system famously called the "L". This location is also a minute away from the bike path that will connect you to the Lakefront Trail.

  Monina Canete Guidance Realty

  7035 N Sheridan Rd Unit G, Chicago, IL 60626
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  /49

  $399,000

  6049 S Champlain Ave, Chicago, IL 60637

  Turnkey SRO Investment Opportunity in Charming Greystone! Discover a long-established Single Room Occupancy (SRO) greystone property, thoughtfully managed by the current owner. Featuring 8 rooms across what appears to be a 2-unit structure with a finished basement, it has served senior tenants with distinction for years. Why this property stands out: High demand: SROs offer affordable

  David Thomas Blue Door Dave Inc

  6049 S Champlain Ave, Chicago, IL 60637
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  /26

  $149,999

  • 6 Beds
  • 2 Baths

  5212 S Honore St, Chicago, IL 60609

  Great chance to own a 2-unit building in the growing Back of the Yards neighborhood! Each unit has 3 bedrooms and 1 bathroom, plus there's an enclosed back porch and a 2-car garage. This home needs work, but it has lots of potential. The second floor can be duplexed with attic and add an additional bedroom, and family room. The home is being sold as-is, so bring your ideas for this property with

  Humberto Manzo Bustos eXp Realty

  5212 S Honore St, Chicago, IL 60609
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  /40

  $699,900

  • 4 Beds
  • 2 Baths

  524 N Ashland Ave, Chicago, IL 60622

  EXCEPTIONAL INVESTMENT OPPORTUNITY TO ACQUIRE THIS SPACIOUS BRICK & FRAME 2-FLAT BUILDING IN THE COVETED WEST TOWN AREA. 1ST APARTMENT FEATURES: RECENTLY PAINTED FRONT ROOM & NEW GLASS BLOCK WINDOW, 2 BEDROOMS, 1 BATHROOM, LIVING ROOM, DINING ROOM, KITCHEN & POLISHED HARDWOOD FLOORS. 2ND APARTMENT FEATURES: RECENTLY PAINTED WITH NEW FRONT WINDOWS, 2 BEDROOMS, 1 BATHROOM WITH NEW SINK, NEW FAUCET,

  Katarzyna Kaminska United Real Estate-Chicago

  524 N Ashland Ave, Chicago, IL 60622
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  /36

  $699,900

  • 4 Beds
  • 2 Baths

  530 N Ashland Ave, Chicago, IL 60622

  EXPERIENCE A RARE OPPORTUNITY TO ELEVATE YOUR INVESTMENT PORTFOLIO WITH THIS EXPANSIVE MASONRY & FRAME 2-FLAT BUILDING IN THE HIGHLY SOUGHT-AFTER WEST TOWN AREA. 1ST APARTMENT BOASTS A 2018 TRANSFORMATION: REMODELED KITCHEN & BATHROOM, REFINISHED HARDWOOD FLOORS, ABUNDANCE OF NATURAL LIGHT, 2 BEDROOMS & NEW DRYWALL & FRESH PAINT IN THE BACK PORCH. ALL NEW LIGHT FIXTURES IN & ALL NEW PLUMBING

  Katarzyna Kaminska United Real Estate-Chicago

  530 N Ashland Ave, Chicago, IL 60622
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  /10

  $249,000

  • 3 Beds
  • 2 Baths
  • 1,275 Sq Ft

  6040 N Troy St Unit 306, Chicago, IL 60659

  Spacious 3-bedroom, 2-bath condo located on the third floor of a well-maintained quiet elevator building in a highly convenient North Park/West Ridge location. This 1,275 sq ft unit features a bright and functional layout, large living and dining areas, and generous bedroom sizes. One assigned parking space included. Close to public transportation, schools, shopping, dining, and parks. Easy

  Tim Hashlamoun ITIM CONNECT REALTY LLC

  6040 N Troy St Unit 306, Chicago, IL 60659
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  /13

  $180,987

  • 4 Beds
  • 2 Baths
  • 1,998 Sq Ft

  7156 S Artesian Ave, Chicago, IL 60629

  FABULOUS INVESTMENT OPPORTUNITY ON THE SOUTHSIDE OF CHICAGO. SO MUCH POTENTIAL, ENDLESS POSSIBILITIES. PROPERTY IS READY FOR YOU TO GET THE JOB DONE! PROPERTY IS BEING SOLD "AS-IS".

  Natalia Martinez RE/MAX Mi Casa

  7156 S Artesian Ave, Chicago, IL 60629
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  /118

  $2,500,000

  • 11 Beds
  • 7 Baths

  1535 W Estes Ave, Chicago, IL 60626

  Introducing 1535 West Estes Avenue, located in the heart of East Rogers Park! This 2025 beautiful, enormous, completely renovated to the studs 4 unit multi-family building features top-notch design and craftsmanship throughout. The property sits on a huge 30x180 foot lot located on a quiet street and showcases exquisite gorgeous limestone as well as new tuckpointing, a complete tear off roof, all

  Peter Fotopoulos Baird & Warner

  1535 W Estes Ave, Chicago, IL 60626
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  /17

  $329,900

  • 4 Beds
  • 2 Baths

  2335 N Merrimac Ave, Chicago, IL 60639

  Great opportunity! A brick two-flat located in Chicago's Belmont Cragin neighborhood offers an excellent opportunity for both owner-occupants and investors. Each unit features two cozy bedrooms and one bathroom, making it ideal for someone looking to live in one unit and generate rental income from the other. The full basement, while requiring some work, provides versatile potential for creating

  Olga Kocherlk Coldwell Banker Realty

  2335 N Merrimac Ave, Chicago, IL 60639
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  /17

  $340,000

  • 3 Beds
  • 1.5 Baths
  • 1,732 Sq Ft

  8800 S Bennett Ave, Chicago, IL 60617

  Don't miss this exceptional opportunity to own a rare brick split-level home offering instant cash flow. Renovated just two years ago, this stylish property features 3 generously sized bedrooms, 2 modern bathrooms, and a bright, open-concept layout perfect for today's lifestyle. Enjoy the spacious living and dining areas, plus a fully finished lower level ideal for entertaining, a home office, or

  Omor Eguasa Baird & Warner

  8800 S Bennett Ave, Chicago, IL 60617
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  /48

  $1,200,000

  • 11 Beds
  • 5 Baths

  6321 N Oakley Ave, Chicago, IL 60659

  Welcome to Devon Avenue's Little India neighborhood! This unique Legal 4-Unit building on an over-sized lot has been completely renovated and all leased out! Currently generating $100,800/annually giving it an amazing 8-cap rate for your investment! Garden, 1st, and 3rd floor units are all 3BD/1BA units while the 2nd floor unit is a nicely split 2BD/2BA unit. Each unit has been intricately

  Feras Abbas Jameson Sotheby's Intl Realty

  6321 N Oakley Ave, Chicago, IL 60659
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  /31

  $1,325,000

  • 8 Beds
  • 6 Baths

  5641 W Carmen Ave, Chicago, IL 60630

  Exceptional 2025 investment opportunity in Chicago's desirable Jefferson Park neighborhood! This solid brick multifamily property offers multiple spacious, light-filled units with hardwood floors, updated kitchens, and strong rental potential. Ideal for owner-occupants or investors, the building features a large backyard, detached garage, and a full basement with expansion possibilities.

  Ben Lalez Compass

  5641 W Carmen Ave, Chicago, IL 60630
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  /24

  $1,175,000

  • 6 Beds
  • 4 Baths

  2244 W Augusta Blvd, Chicago, IL 60622

  Welcome to 2244 W Augusta Blvd, a 4-Unit in the heart of the Ukrainian Village. Built in 1927, this historic building offers a unique blend of vintage charm and modern amenities. This four flat sits on a 29 foot lot and has three spacious 2 bedroom units with hardwood floors and high ceilings. There is also a two room studio apartment. The property's prime location in Chicago's Ukrainian Village

  Tericia Ruff UTR Investments LLC

  2244 W Augusta Blvd, Chicago, IL 60622
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  /24

  $1,200,000

  11000 S Michigan Ave, Chicago, IL 60628

  Opportunity Zone Investment Alert! Here's an excellent investment opportunity: deploy your capital into a unique property that spans residential, retail, and office spaces-all within a federally designated Opportunity Zone. The offering includes 66 units in total: 49 apartments, 10 office suites, 7 street level retail storefronts. All apartments and retail units have individual heating systems,

  Amanda Stapleton Blue Door Dave Inc

  11000 S Michigan Ave, Chicago, IL 60628
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  /7

  $249,999

  1836 W Marquette Rd, Chicago, IL 60636

  Prime value-add investment opportunity in this brick three-story walk-up that has been completely gutted and is ready for a full-scale renovation, giving new ownership the flexibility to reconfigure floor plans and deliver modern, efficient units that meet today's renter demand. Priced attractively at just 20,830 per unit. Situated on a prominent corner lot, the building is ideally positioned

  Angelo Labriola Sperry Van Ness

  1836 W Marquette Rd, Chicago, IL 60636
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  /20

  $200,000

  • 4 Beds
  • 2 Baths

  129 E Kensington Ave, Chicago, IL 60628

  This 2-flat investment property includes 2 bedrooms and 1 bathroom on each floor. New electric and plumbing throughout. Ginormous front yard. Huge basement. This property offers the potential for rental income and can be a good option for owners who want to live in one unit and rent out the other. Make your appointment today.

  Dionne Townsend RE/MAX 10

  129 E Kensington Ave, Chicago, IL 60628
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  /50

  $1,287,505

  • 9 Beds
  • 7 Baths

  2458 N Clybourn Ave, Chicago, IL 60614

  Fantastic investment opportunity to own this rehabbed 4 flat in Lincoln Park! This building consists of one 3 bed, 2.5 bath with in unit laundry, one 3 bed, 2 bath, one 2 bed, one bath and one 1 bed, 1 bath. All units have been updated with newer kitchens, some with granite countertops, stainless appliances, refrigerators, dishwashers, microwaves, central air, gas forced air heating, onsite

  Berthene Christos Urban Abodes Chicago

  2458 N Clybourn Ave, Chicago, IL 60614
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  /6

  $399,000

  • Land
  • 0 Acre

  2035 N Cicero Ave, Chicago, IL 60639

  This is a rare opportunity to acquire a well-established car dealership that has been successfully operated by the current owner for over 20 years. The sale includes the real estate, offering both immediate business income and long-term investment value. Located on busy Cicero Avenue, the dealership benefits from exceptional visibility and high daily traffic counts. The area is surrounded by

  Edwin Adorno Hometown Real Estate Group LLC

  2035 N Cicero Ave, Chicago, IL 60639
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  /28

  $499,900

  • 7 Beds
  • 2 Baths

  43 N Menard Ave, Chicago, IL 60644

  Fantastic 2-Unit Investment Opportunity in Austin, Chicago Located in the vibrant and rapidly developing Austin neighborhood, this well-maintained 2-unit property presents an excellent opportunity for investors or owner-occupants alike. Very spacious apartments. Unit 1 has 3 bedrooms 1 bath and unit 2 has 4 beds and 1 bath, highlighted by gleaming hardwood floors throughout. The recently

  Aaron Vanderbilt Baird & Warner

  43 N Menard Ave, Chicago, IL 60644
• 

  

  /19

  $325,000

  • 6 Beds
  • 3 Baths

  8344 S Mackinaw Ave, Chicago, IL 60617

  Solid, cash-flowing 3-unit building in the heart of Chicago's South Chicago neighborhood - a prime investment opportunity with excellent tenant stability and location upside. Each unit offers spacious layouts, updated finishes, and strong rental history. The building includes separate utilities, and a shared backyard with potential for added tenant value or outdoor amenities. Nearby access to

  Cristina Rincon Marblestone Property Group LLC

  8344 S Mackinaw Ave, Chicago, IL 60617
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  /4

  $379,900

  • 4 Beds
  • 2 Baths

  13015 S Muskegon Ave, Chicago, IL 60633

  GREAT INVESTMENT OPPORTUNITY!!! THIS WELL MAINTAINED TWO FLAT SITS ON A CORNER LOT AND COMES WITH FOUR BEDROOMS, THREE BATHROOMS, LARGE LOT, TWO CAR GARAGE AND FINISHED BASEMENT. THIS TWO UNIT IS READY FOR THE NEXT OWNER TO COME RIGHT IN AND MAKE SOME MONTHLY INCOME, WITH LITTLE OR NOTHING TO DO. SCHEDULE YOUR SHOWING TODAY!!!

  Roberto Rodriguez A.R.E. Partners Inc.

  13015 S Muskegon Ave, Chicago, IL 60633
• 

  

  /23

  $375,000

  • 10 Beds
  • 6 Baths

  4800 S Wood St, Chicago, IL 60609

  Excellent investment opportunity in Back Of The Yards! Currently setup as mixed use with retail space on front portion of lower level plus single residential unit in the rear. Second floor is setup with 3 apartments and walkup finished attic for additional potential living space. Currently zoned RS3 (pure multi family) with potential to rezone for mixed use. Old retail space can be easily

  Michael Scanlon eXp Realty

  4800 S Wood St, Chicago, IL 60609
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  /18

  $400,000

  • Studio
  • 1 Bath
  • 580 Sq Ft

  401 N Wabash Ave Unit 33B, Chicago, IL 60611

  This stunning studio in the coveted Trump Tower showcases lots of premium upgrades, featuring soaring 10-foot ceilings, breathtaking northwest city views, and luxurious finishes including a gourmet kitchen with top-tier Wolf, Sub-Zero and Miele appliances and a spa-like bath. Residents enjoy exclusive access to five-star Trump Tower amenities and hotel services, making this the perfect

  James Qiu Kale Realty

  401 N Wabash Ave Unit 33B, Chicago, IL 60611
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  /21

  $1,095,000

  • 9 Beds
  • 6 Baths

  2620 W Evergreen Ave, Chicago, IL 60622

  This all-brick multi-family property offers a rare combination of charm, stability, and upside potential. With four total units spread across two buildings, this is an excellent opportunity for both investors and owner-occupants. The 3-story building features a spacious 3-bedroom, 2-bath duplex-down unit that's perfect for an owner or premium rental. Two additional 2-bedroom, 1-bath units

  Georg Simos Kudan Group, Inc.

  2620 W Evergreen Ave, Chicago, IL 60622
• 

  

  /17

  $125,000

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  10223 S Indiana Ave, Chicago, IL 60628

  Investor Special or First-Time Buyer Rehab Opportunity in the Roseland Community! Located in the heart of Chicago's historic Roseland neighborhood, 10223 S. Indiana Avenue is a two-bedroom, 1.1-bathroom Georgian-style brick home offering a fantastic opportunity for investors or buyers with a vision. This owner-occupied property is in need of rehab, making it ideal for those looking to create

  Paulette Edwards Coldwell Banker Realty

  10223 S Indiana Ave, Chicago, IL 60628
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  /11

  $184,000

  • 5 Beds
  • 3 Baths

  1840 S Springfield Ave, Chicago, IL 60623

  Exciting investment at 1840 S. Springfield! This 2-flat gem offers spacious 2-bed, 1-bath units with potential for expansion into the full, partially finished basement. The basement has a kitchenette, a full bathroom and a bedroom and could be duplexed with the first floor unit for even more possibilities. Significant renovations and upgrades are needed, but this home has tons of possibilities.

  Thomas LeNoir Baird & Warner

  1840 S Springfield Ave, Chicago, IL 60623
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  /26

  $258,000

  • 1 Bed
  • 1 Bath
  • 870 Sq Ft

  70 W Huron St Unit 406, Chicago, IL 60654

  Primely located in River North, this elegant 1-bedroom condo is nestled in a classic full amenity building, the Hermitage on Huron. This home boasts gracious room sizes, HDWD floors, SS appliances, ample closet space with custom organizers and private balcony. Building amenities include: DOORMAN, GYM, LAUNDRY, SAUNA, PARTY ROOM, GROCERY, DRY CLEANERS, & 1-OF-A-KIND FURNISHED COMMON SUNDECK.

  Yue He Citywide Real Estate

  70 W Huron St Unit 406, Chicago, IL 60654
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  /20

  $612,500

  • 5 Beds
  • 3 Baths

  4224 N Kimball Ave, Chicago, IL 60618

  Fantastic Albany Park location! Rehabbed 2 unit with a duplex up 3br 2ba unit rented at $2440 to 11/1/25 so perfect for owner occupants to move in and a beautiful backyard with a newer built (2019) 2 car garage which is rented month to month at $284 to a neighbor, tenants are awesome and happy to stay if you want to extend their leases. 2br 1ba unit is rented $1700. Furnaces/waterheaters and

  Henry Lazerow Fulton Grace Realty

  4224 N Kimball Ave, Chicago, IL 60618
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  /47

  $325,000

  • 5 Beds
  • 3 Baths

  10715 S Avenue G, Chicago, IL 60617

  Looking for the ideal investment property, or an owner-occupied income generating property? This charming, award-winning, 2-Unit Chicago-style brick bungalow is filled with character, charm and income potential! This captivating East Side home features recent updates including a new boiler system, electrical and plumbing improvements, tuckpointing, and 2nd floor windows, combined with timeless

  Dan Schlaack Coldwell Banker Realty

  10715 S Avenue G, Chicago, IL 60617
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  /31

  $561,000

  • 9 Beds
  • 3 Baths

  1532 S Homan Ave, Chicago, IL 60623

  Welcome to this exceptional, fully renovated 2Unit Greystone - an outstanding investment opportunity completed in 2025. Each of the units features 3 spacious bedrooms, a full bathroom, generous living and dining rooms, and an inviting enclosed back porch accentuated by soaring, high 10 ft ceilings. The interiors have been updated with a modern white palette, complemented by stylish 42-inch

  Yevhen Hurtovyi Realta Real Estate

  1532 S Homan Ave, Chicago, IL 60623
• 

  

  /18

  $228,000

  • 3 Beds
  • 2 Baths
  • 1,280 Sq Ft

  1451 E 55th St Unit 1030N, Chicago, IL 60615

  This top-floor corner unit features 3 bedrooms and 2 bathrooms, and has been recently renovated. It is fully occupied under a stable two-year lease, making it a strong income-generating asset from day one. The unit's unique layout, partial lake views, and prime location make it an excellent opportunity for investors, especially those targeting University of Chicago student housing demand. A

  Tony Liu YOUMU VENTURES LLC

  1451 E 55th St Unit 1030N, Chicago, IL 60615
• 

  

  /12

  $99,000

  • 3 Beds
  • 2 Baths
  • 1,088 Sq Ft

  10614 S Langley Ave, Chicago, IL 60628

  Row House located in the heart of beautiful historic Pullman neighborhood, Ideal for investor or first time home buyers.Welcome to 10614 S Langley Ave, a charming Rowhome located in the historic Pullman neighborhood of Chicago. Property Sold AS-IS..Great Investment Oppurtunity! This home showcases timeless architectural details. With 3 bedrooms and two bathrooms, Full Basement with full bath it

  Michael Giliano Compass

  10614 S Langley Ave, Chicago, IL 60628
• 

  

  /18

  $270,000

  • 3 Beds
  • 2 Baths
  • 1,850 Sq Ft

  6121 N Hoyne Ave Unit 1S, Chicago, IL 60659

  *Unit is not on the ground/1st floor* Rarely available beautiful brick condo in good condition in an area that could appreciate tremendously in the next few years. 3 bedrooms and 2 bathrooms with in unit laundry. Expansive living area flooded with natural light. Unit boasts hardwood floors and good sized rooms. Imagine what you can do with a few small updates -- sweat equity. New paint, new

  Julianne Conroy Core Realty & Investments, Inc

  6121 N Hoyne Ave Unit 1S, Chicago, IL 60659
• 

  

  /29

  $699,000

  7317 S Luella Ave, Chicago, IL 60649

  Hello! This magnificent residential multi-unit building in the south shore area is an exciting opportunity for investors/homeowners. The structure, which is regarded as a landmark, comprises six units in total, all in excellent condition. One unit is currently owner-occupied whereas the remaining five are rented out to long-standing tenants, all on a month-to-month lease basis. The beautiful

  Norma Lawson EXIT Strategy Realty

  7317 S Luella Ave, Chicago, IL 60649

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