Investment - Homes for Sale in Chicago, IL

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  /15

  $479,999

  7356 S Eberhart Ave, Chicago, IL 60619

  Fully Occupied, Exceptional corner brick 6-unit investment opportunity in a strong rental area. This fully occupied building features updated mechanicals, including conversion from radiator heat to forced air and a newer hot water tank. The property offers multiple basement areas, providing additional storage or value-add potential. Exterior improvements include an updated rear porch and a

  Jonathan Williams Coldwell Banker Realty

  7356 S Eberhart Ave, Chicago, IL 60619
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  /27

  $785,000

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

  1212 N Lake Shore Dr Unit 28CS, Chicago, IL 60610

  Wake up to the lake and unwind with the city; this beautifully positioned 2-bedroom, 2-bath residence offers rare east and west exposures in one of Lake Shore Drive's most prestigious full service buildings in the Gold Coast. A 27-foot lake facing balcony showcases sweeping views of Lake Michigan, Oak Street Beach, the Air & Water Show, and Navy Pier fireworks, while two juliet balconies capture

  Sue Taghabon Baird & Warner

  1212 N Lake Shore Dr Unit 28CS, Chicago, IL 60610
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  /2

  $110,000

  • 4 Beds
  • 2 Baths

  6202 S Bishop St, Chicago, IL 60636

  INVESTMENT OPPORTUNITY; EXPERIENCED INVESTOR, THIS IS A CAPE COD HOME WITH 4 BEDROOMS, 2 BATHROOMS, LIVING ROOM, DINING ROOM. PROPERTY IS BEING SOLD AS-IS, WHERE-IS. PROPERTY IS IN NEED OF A FULL REHAB, MUST REPLACE/UPDATE EVERYTHING. BUYER IS RESPONSIBLE FOR ALL CITY VIOLATIONS, TERMITE INSPECTION, AND SURVEY. ENTER WITH CAUTION.

  Nadia Meza Classic Realty Group Prestige

  6202 S Bishop St, Chicago, IL 60636
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  /24

  $574,900

  • 3,561 Sq Ft

  2539 S Sawyer Ave, Chicago, IL 60623

  Incredible 5 unit investment opportunity in prime BUSTLING LITTLE VILLAGE- exceptionally well maintained condition- 3 unit building in front, along with a 2 unit building in rear, including on-site laundry hookup for coin laundry opportunity in rear bldg. Both buildings have plenty of space in the clean, UNFINISHED Attics for potential ideas or projects. Each unit has their own water heater and

  Abraham Aguilera You Properties LLC

  2539 S Sawyer Ave, Chicago, IL 60623
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  /13

  $389,900

  • 8 Beds
  • 3 Baths

  6315 S Eberhart Ave, Chicago, IL 60637

  Discover an incredible investment opportunity in the heart of Chicago! This solid 2-unit building offers spacious living, strong rental potential, and unbeatable proximity to the highly anticipated Barack Obama Presidential Center. Location is everything-and this property delivers. Situated near public transportation, commuting is effortless with convenient access to buses and trains. Major

  Rashida King-Lynch Fathom Realty IL

  6315 S Eberhart Ave, Chicago, IL 60637
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  /4

  $259,900

  • 4 Beds
  • 2.5 Baths
  • 1,199 Sq Ft

  8322 S Aberdeen St, Chicago, IL 60620

  Investment Opportunity! Occupied property being sold via auction in as-is condition-no interior access. This property presents a strong opportunity for investors seeking value-add potential. Located on a residential block with convenient access to major roads, public transportation, and local amenities. Buyer to assume all responsibility for due diligence, including occupancy status, violations,

  Anthony Disano Parkvue Realty Corporation

  8322 S Aberdeen St, Chicago, IL 60620
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  /8

  $650,000

  • 9 Beds
  • 3 Baths

  6104 N Oakley Ave, Chicago, IL 60659

  3 units and their all 3 bedrooms with 1 bath. Several relatively new updates. Separate utilities. Coin laundry room. Very quiet area in WEST RIDGE with a back yard and 2 car garage. Definitely a cash flow investment. All tenants are on a month-to-month lease. Solar panels are not included in price. Make your appointment today.

  Lincoln Lee The Real Estate Group,Inc

  6104 N Oakley Ave, Chicago, IL 60659
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  /2

  $420,000

  • 2 Beds
  • 1.5 Baths
  • 3,528 Sq Ft

  6206 S Knox Ave, Chicago, IL 60629

  SELLER IS A LICENSED BROKER. SOLID BRICK CHICAGO OCTAGON BUNGALOW NEAR MIDWAY AIRPORT AND ORANGE LINE. GREAT LOCATION. NEW CHICAGO LEAD SAFE WATER LINE, LARGE ROOMS, 9 FOOT CEILINGS, PLASTER WALLS, ROLLING SECURITY SHUTTERS, FULL CERAMIC BATH, HARDWOOD UNDER CARPET, ENCLOSED PORCH WITH NEWER VINYL SIDING, WALK IN PANTRY, WALK OUT BASEMENT, GREAT CITY HOME, GREAT INVESTMENT, SOLD AS IS, CALL FOR

  Walt Kanan Housecenter Realty,Inc.

  6206 S Knox Ave, Chicago, IL 60629
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  /2

  $99,000

  • Land
  • 0 Sq Ft

  6121 S King Dr, Chicago, IL 60637

  New construction is thriving throughout the area-from the major development at 65th & MLK to multiple infill projects along the 6200 block of MLK. This oversized 50x125 lot in Woodlawn offers desirable RM-5 zoning and is ideally positioned amid sustained growth and investment. Conveniently located near transportation, parks, and key neighborhood developments, this property presents an exceptional

  Michelle Browne @properties Christie's International Real Estate

  6121 S King Dr, Chicago, IL 60637
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  /28

  $444,000

  • 11 Beds
  • 6 Baths

  1330 S Lawndale Ave, Chicago, IL 60623

  Turn key investment opportunity in the form of a handsome Greystone with 4 rentable units. Legal 3 unit + bonus unit in basement. 10 total bedrooms and 6 total bathroom. 3 of 4 units are occupied. In unit washer / dryer, individual water heater and tenant paid utilities. Potential for owner occupy "house hack" to live in the building or use as pure investment and realize the potential $6500/mo

  Michael Scanlon eXp Realty

  1330 S Lawndale Ave, Chicago, IL 60623
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  /4

  $38,000

  • Land
  • 0 Sq Ft

  801 S Plymouth Ct Unit P-314, Chicago, IL 60605

  Incredibly convenient heated garage parking in the heart of Printer's Row. Ideally located just two blocks south of Congress, this main-level space offers true easy in/easy out access-no navigating tight ramps or upper levels. Perfect for anyone working or studying in the Loop, with a short walk to universities, the financial district, and major office corridors that are just steps away, making

  Kurt Merrill Baird & Warner

  801 S Plymouth Ct Unit P-314, Chicago, IL 60605
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  /13

  $178,000

  • Studio
  • 1 Bath
  • 511 Sq Ft

  1 E Scott St Unit 2102, Chicago, IL 60610

  Experience elevated city living in this refined North-facing studio at 1 E Scott St, Unit 2102, in Chicago's coveted Gold Coast. Perched on a high floor, this residence showcases sweeping North-side views through expansive windows, filling the space with natural light and a sense of understated sophistication. Enjoy a truly turnkey lifestyle with assessments that include cable, internet, heat,

  Sara Zamora Baird & Warner

  1 E Scott St Unit 2102, Chicago, IL 60610
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  /12

  $1,299,000

  • 3,960 Sq Ft

  460 W 28th Place, Chicago, IL 60616

  This well-maintained brick 6-unit building presents a compelling investment opportunity featuring a desirable unit mix of two (2) 2-bedroom / 2-bath apartments, two (2) 2 Bedroom/1 -Bath Units and two (2) 1-bedroom / 1-bath units. The property offers apartment-quality updates throughout, including modern kitchens and baths, stainless steel appliances, and contemporary range hoods that appeal to

  Angelo Labriola Sperry Van Ness

  460 W 28th Place, Chicago, IL 60616
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  /4

  $254,900

  • 4 Beds
  • 1 Bath
  • 1,500 Sq Ft

  9640 S University Ave, Chicago, IL 60628

  Opportunity awaits! Whether you're a first-time buyer or looking to expand your portfolio, this property is a fantastic opportunity to own a charming home in a growing neighborhood. Occupied property. Auction sale; no interior access. Buyer assumes all responsibility for occupancy status. Great investment opportunity.

  Anthony Disano Parkvue Realty Corporation

  9640 S University Ave, Chicago, IL 60628
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  /20

  $335,000

  • 3 Beds
  • 4 Baths

  7915 S Dobson Ave, Chicago, IL 60619

  Time to get off the sidelines!!! Recently updated FOUR unit brick building located in the highly appreciating neighborhood of Chatham! 3/4 Units occupied leaving one unit for your creative ideas. Property has been professionally managed by a seasoned company for the past few years. Very responsible owner who tends to the building. SUPER LOW TAXES & a highly appreciating neighborhood makes for a

  Dexter Harper Coldwell Banker Realty

  7915 S Dobson Ave, Chicago, IL 60619
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  /39

  $889,000

  • 10 Beds
  • 8 Baths

  4041 S Calumet Ave, Chicago, IL 60653

  OPPORTUNITY KNOCKS IN HISTORIC BRONZEVILLE.......RECENTLY RENOVATED 4 UNIT GREYSTONE. GARDEN AND 1ST FLOOR EACH ARE 2 BED/2 BATH AND 2ND AND 3RD FLOOR APARTMENTS HAVE 3 BED/2 BATH. HARDWOOD FLOORS THROUGHOUT. LAUNDRY IN EACH UNIT. INDIVIDUAL MECHANICALS. 3RD FLOOR FEATURES NEW KITCHEN IN 2025. PERFECT INVESTMENT: RENT NOW AND SELL AS CONDOS LATER, OR LIVE-IN AND LET THE TENANTS PAY THE MORTGAGE.

  William Kowalski William A. Kowalski

  4041 S Calumet Ave, Chicago, IL 60653
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  /30

  $475,000

  • 6 Beds
  • 4 Baths

  2223 N Mason Ave, Chicago, IL 60639

  Spacious and versatile legal 3-unit property in Belmont Cragin featuring a total of 6 bedrooms and 4 full baths. Front building features 2 units plus a separate COACH house in the rear perfect for extended living, guest accommodations, or additional income potential.The first floor unit offers laminate flooring throughout and includes 2 bedrooms and a full bathroom renovated in 2017. The

  Regina Rueda Exit Grace Realty

  2223 N Mason Ave, Chicago, IL 60639
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  /36

  $824,900

  • 5 Beds
  • 6 Baths

  7341 N Honore St, Chicago, IL 60626

  Incredible house hack/investment opportunity in Rogers Park off the Jarvis Red Line Station. This beautiful legal 3 unit boasts 2 bathrooms for each unit with unique floor plans that resemble condo layouts than the traditional multi unit cable car. All three units have en-suite bathrooms, open concept living areas, outdoor space AND a parking space! In addition all the units have in unit laundry

  Sarita Scherpereel Kale Realty

  7341 N Honore St, Chicago, IL 60626
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  /26

  $165,000

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  6030 N Sheridan Rd Unit 2011, Chicago, IL 60660

  1 bed/1 bath condo in Edgewater located in an investor-friendly building. The spacious bedroom features generous closet space and beautiful western-facing views. Building amenities include 24-hour doorstaff, a fitness center, bike storage, and leased garage parking. Ideally situated just steps from the lakefront, beaches, CTA Red Line, express buses, and the vibrant shops and restaurants of

  Loc Nguyen Century 21 S.G.R., Inc.

  6030 N Sheridan Rd Unit 2011, Chicago, IL 60660
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  /4

  $120,000

  • Land
  • 0 Sq Ft

  6413 S Drexel Ave, Chicago, IL 60637

  Adjacent lots also available: 6415 Drexel (also permitted for multi-family), 6411 Drexel & 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 luxury custom

  Karen Fedyk Baird & Warner

  6413 S Drexel Ave, Chicago, IL 60637
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  /42

  $359,000

  • 6 Beds
  • 3 Baths

  11250 S Vernon Ave, Chicago, IL 60628

  An ideal home for the investment minded homebuyer. This classic, Chicago two-flat, has been meticulously reimagined by its investor owner. Situated steps from the Pullman Historic District and Metra, this building offers an incredible opportunity to own with income or for a multigenerational household. The main level boasts a traditional layout that extends into the basement, providing an

  Wayne Beals Exit Strategy Realty / EMA Management

  11250 S Vernon Ave, Chicago, IL 60628
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  /3

  $269,900

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

  9035 S Oglesby Ave, Chicago, IL 60617

  This occupied property is being sold at auction in as-is condition-no interior access. Ideal for investors seeking value-add potential, the home provides a solid foundation for future improvements or rental income. Located on a residential street, it offers convenient access to shopping, dining, schools, and public transportation. Buyer assumes all responsibility for due diligence, including

  Anthony Disano Parkvue Realty Corporation

  9035 S Oglesby Ave, Chicago, IL 60617
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  /12

  $219,000

  • 2 Beds
  • 1 Bath
  • 700 Sq Ft

  1364 W Greenleaf Ave Unit 1S, Chicago, IL 60626

  Welcome to this charming 2-bedroom, 1-bath condo in the heart of East Rogers Park-where comfort, character, and convenience come together. This bright and inviting home features a thoughtfully designed layout with generous living space, perfect for both relaxing and entertaining. Enjoy abundant natural light throughout, complemented by well-proportioned bedrooms and ample closet space. The

  Kobi Dvora Berkshire Hathaway HomeServices Chicago

  1364 W Greenleaf Ave Unit 1S, Chicago, IL 60626
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  /23

  $285,000

  • 4 Beds
  • 2 Baths

  7923 S Lowe Ave, Chicago, IL 60620

  Recently updated 2-unit apartment building offering cash flow and long-term upside. Both units feature modern finishes and thoughtful upgrades, making this a low-maintenance investment from day one. Situated on a quiet cul-de-sac, the property delivers the perfect balance of privacy and convenience. Located just steps from the coming soon Metra train station and minutes from the expressway.

  Munir Matariyeh Real Broker, LLC

  7923 S Lowe Ave, Chicago, IL 60620
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  /3

  $30,000

  • Land
  • 0 Sq Ft

  1212 N La Salle Dr Unit 313, Chicago, IL 60610

  MUST BE A UNIT OWNER AT 1212 N LASALLE TO PURCHASE. Prime Gold Coast/ Old Town location. This is an extra large and wide self parking spot that can accommodate a large SUV! On preferred level 3 which is indoors. This spot currently rents at $250/month. Garage is camera monitored 24/7. Easy self park access with fob. Ideal neighborhood. A great investment!

  Debra Flynn Baird & Warner

  1212 N La Salle Dr Unit 313, Chicago, IL 60610
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  /29

  $125,000

  • 6 Beds
  • 2 Baths

  11540 S Yale Ave, Chicago, IL 60628

  In the market for a pretty much turnkey rental at a value than this spacious two unit is the one for you! Located in the West Pullman community which has seen values on the rise as of late, this jumbo building offers two units which are very generous in size and have some modern updates already completed! Each unit has similar floor plans with formal living room and dining room, three spacious

  Ryan Smith RE/MAX Premier

  11540 S Yale Ave, Chicago, IL 60628
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  /2

  $265,000

  • 5 Beds
  • 2 Baths

  6952 S Ada St, Chicago, IL 60636

  Step into a truly "ready-to-go" investment or owner-occupied opportunity. This classic Chicago 2-flat has been meticulously rehabbed inside and out (2017), offering modern comforts while retaining its sturdy frame construction. Whether you are looking to house-hack or expand your rental portfolio, this property is designed for low-maintenance living.

  Lucretia Martin Chicago Style Management LLC

  6952 S Ada St, Chicago, IL 60636
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  /38

  $450,000

  • 7 Beds
  • 3 Baths

  6802 S Champlain Ave, Chicago, IL 60637

  Come see this fully and freshly rebuilt, massive 7 bed, 3 bath, brick 2 flat with a duplexed down owners' unit in West Woodlawn. Fully permitted with full architectural plans and all city inspections have passed. Both units have separate entrances, spacious living rooms with large, dedicated dining areas, new flooring, high ceilings, and modern finishes. A new 1.5 inch copper water service was

  Vincent Incopero Nexus Chicago Realty Group, LL

  6802 S Champlain Ave, Chicago, IL 60637
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  /10

  $187,000

  • 3 Beds
  • 1.5 Baths
  • 1,000 Sq Ft

  5359 S Lowe Ave, Chicago, IL 60609

  All Brick home, with 2-car garage Grab this Investor Special before the market gets too hot !! THIS IS A TURNKEY INVESTMENT !!! Low maintenance !! Low mortgage !! New investors become instant boss !! Existing investors add strong property to portfolio !! Start CASH-FLOWING on DAY ONE !!

  Henry Torn ListWithFreedom.com

  5359 S Lowe Ave, Chicago, IL 60609
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  /9

  $549,900

  • 8 Beds
  • 3 Baths

  5432 S Kilbourn Ave, Chicago, IL 60632

  Great investment opportunity! Legal 2-flat with additional garden unit, fully occupied with leases in place. Property features long-term tenants, providing stable and consistent rental income. Ideal for investors seeking a turnkey, income-producing asset. The building is in excellent condition and has been well maintained. It features a newer roof (under 8 years old) and all newer soundproof

  Anna Krzemien RE/MAX 10

  5432 S Kilbourn Ave, Chicago, IL 60632
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  /58

  $489,000

  2916 W 25th Place, Chicago, IL 60623

  Introducing 2916 w 25th place a legal 5 unit property with an all-brick 4-unit building in the front and a coach house in the rear. Conveniently located close to all that little village has to offer. It is perfect for either an owner-occupant or an investor. this property is a fantastic investment. The building is commuter-friendly, with nearby shopping, dining, and recreational options. It's

  Mitir Patel Essex 312, LLC

  2916 W 25th Place, Chicago, IL 60623
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  /35

  $699,900

  • 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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  /4

  $174,900

  • 3 Beds
  • 1 Bath
  • 1,176 Sq Ft

  8658 S University Ave, Chicago, IL 60619

  Investment Opportunity! This occupied property is being sold at auction in as-is condition, offering investors a chance to add a value-add asset to their portfolio. The home provides a solid foundation for rental income or future improvements. Located on a residential street in Chicago, it offers convenient access to shopping, dining, schools, and public transportation. Buyer is responsible for

  Anthony Disano Parkvue Realty Corporation

  8658 S University Ave, Chicago, IL 60619
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  /31

  $435,000

  • 6 Beds
  • 3 Baths

  2110 N Mango Ave, Chicago, IL 60639

  Hot Belmont Cragin 2 unit! Your next investment is waiting for you! Immediate cash flow building. 6 beds and 3 baths! Unit 1 has an updated kitchen, newer appliances, updated bathroom, tile and wood laminate flooring, laundry in unit, and recently painted. Unit 2 has 3 beds and 1 bath. 2nd unit also has brand new kitchen, quartz countertop, shaker white cabinets, gorgeous black backsplash and

  Ruben Camacho Weichert, Realtors - All Pro

  2110 N Mango Ave, Chicago, IL 60639
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  /3

  $300,000

  • Land
  • 16,117 Sq Ft
  • $810,811 per Acre

  5721 S State St, Chicago, IL 60621

  This oversized city lot (approx. 15,946 sq ft) offers a rare opportunity for developers and investors to create something substantial in Chicago's Washington Park neighborhood. With nearly four times the size of a standard Chicago lot, this property provides maximum flexibility for residential or mixed-use development. Washington Park is experiencing growth and revitalization, supported by city

  Sanina Ellison Re-CHRG Inc

  5721 S State St, Chicago, IL 60621
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  /2

  $299,000

  • 4 Beds
  • 2 Baths

  225 W 108th Place, Chicago, IL 60628

  Come see this nice 2unit building a Great investment property fully rented, with a full living room and dining room and 2 bedrooms in each unit with recent updates on electricity and plumbing, roof and furnace. Tenant pays electric and gas conveniently located close to schools and shopping areas. Easy access to major highways interstate I94 & I57

  Winston Robbins Hometown Real Estate Group LLC

  225 W 108th Place, Chicago, IL 60628
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  /19

  $200,000

  • 7 Beds
  • 3 Baths

  9338 S Marquette Ave, Chicago, IL 60617

  Attention Savvy Investors & Visionary Homebuyers! Rehabbed started in 2025, Ready for Your Final Touches: Step into this partially renovated 2-unit frame building, with 3 Bedrooms 1 Bath on each floor, with Huge Living rooms, formal Dining with Hardwood floors and a basement that can be duplex up to the first floor offering the perfect canvas to complete your dream investment or start your

  Efty Garba eXp Realty

  9338 S Marquette Ave, Chicago, IL 60617
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  /30

  $225,000

  • 3 Beds
  • 2 Baths
  • 1,064 Sq Ft

  10148 S Peoria St, Chicago, IL 60643

  Welcome to this charming and versatile brick home in the desirable Morgan Park/Beverly neighborhood on Chicago's far Southwest Side. Offering approximately 2,100+ sq ft of living space across multiple levels, this property is perfect for families, multi-generational living, or savvy investors seeking rental income potential. Step inside to find beautiful hardwood floors throughout the main level,

  Gina Ziobro Listing Leaders Northwest, Inc

  10148 S Peoria St, Chicago, IL 60643
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  /2

  $420,000

  7951 S Burnham Ave, Chicago, IL 60617

  Value-Add Investment Opportunity: Solid 6-unit brick building comprised of (6) 2-bedroom, 1-bath units. Each unit offers a functional layout with separate living and dining areas, along with kitchens that include pantry space. The property presents a strong opportunity for a new owner to implement updates and add value over time, with the ability to increase rental income. Ideal for investors

  Tyrone Green Keller Williams ONEChicago

  7951 S Burnham Ave, Chicago, IL 60617
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  /17

  $2,200,000

  • 6 Beds
  • 6 Baths

  1420 W Fulton St, Chicago, IL 60607

  Beautiful historic brick 3 unit In Fulton Market's HOT West Loop. This rare three-unit luxury rental structure is exactly in the path of new developments. No money was spared and fully rehabilitated in 2016. Three brand-new, identical apartments that have been completely remodeled with premium finishes and appliances. Sleek two-bedroom, two-bathroom apartments with the same layout. Kohler kitchen

  Rick Panlilio RE/MAX Premier Luxury Collection

  1420 W Fulton St, Chicago, IL 60607

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