Investment - Homes for Sale in Chicago, IL

• 

  

  

  /37

  $410,000

  Pending

  • 6 Beds
  • 3 Baths

  1828 S Trumbull Ave, Chicago, IL 60623

  Excellent Investment Opportunity in Thriving North Lawndale! Located on a well-maintained block in Chicago's vibrant North Lawndale neighborhood, this legal 3-unit building presents a rare opportunity for both savvy investors and owner-occupants. Surrounded by new construction and ongoing community revitalization, this turn-key property features three spacious 2-bedroom / 1-bath units with

  Carl Kee Upscale Realty Management Inc

  1828 S Trumbull Ave, Chicago, IL 60623
• 

  

  

  /20

  $425,000

  Pending

  • 6 Beds
  • 3 Baths

  632 E 112th St, Chicago, IL 60628

  Welcome to a truly special investment opportunity in the heart of Historic Pullman. Originally constructed as a dignitary hotel for the 1893 World's Columbian Exposition, 632-636 E 112th, is one of four stately colonnade crescent buildings surrounding the historic market building. This unique multi-unit property blends rich history with classic architectural character-something you simply don't

  Keith Goad Berkshire Hathaway HomeServices Chicago

  632 E 112th St, Chicago, IL 60628
• 

  

  

  /22

  $650,000

  • 6 Beds
  • 4 Baths

  3008 N Clybourn Ave, Chicago, IL 60618

  Endless possibilities await at this classic two-unit property in the highly desirable location. Featuring a spacious duplex-up and duplex-down configuration, this building offers an outstanding opportunity for investors, rehabbers, or owner-occupants looking to build equity in one of Chicago's most sought-after neighborhoods. Both units offer generous living space and the convenience of in-unit

  Cheryl Reimer Mark Allen Realty ERA Powered

  3008 N Clybourn Ave, Chicago, IL 60618
• 

  

  

  /25

  $289,900

  • 6 Beds
  • 4 Baths

  8518 S Muskegon Ave, Chicago, IL 60617

  Spacious legal 2-unit brick building on an oversized double lot offering approximately 2,688 sq. ft. of living space. This income-producing property features 7 bedrooms, 3.5 bathrooms, a detached garage, an unfinished basement, and a walk-up attic providing additional storage and flexible-use space. One unit is currently tenant-occupied and generating rental income, while the other is rent-ready,

  Amber Groves Real People Realty

  8518 S Muskegon Ave, Chicago, IL 60617
• 

  

  

  /34

  $425,000

  Pending Pre-Foreclosure

  • 8 Beds
  • 4 Baths

  5400 W Augusta Blvd, Chicago, IL 60651

  Excellent investment opportunity in Chicago with great cash-flow potential! This 2-unit residential building offers spacious living areas and additional finished space throughout. Both main units feature central heat. The first-floor owners apartment offers 2 bedrooms, 1 bathroom, and an additional room in the enclosed porch that is ideal for storage. The second-floor apartment features 3

  Jose De La Torre Century 21 NuVision Real Estate

  5400 W Augusta Blvd, Chicago, IL 60651
• 

  

  /14

  $1,175,000

  7716 S East End Ave, Chicago, IL 60649

  7716-18 S. East End Avenue is a 16-unit multifamily in Chicago's South Shore neighborhood. The offering consists of a well-maintained walk-up building comprised entirely of spacious one-bedroom units, providing an efficient and highly leasable unit mix. This investment presents a clear and executable value-add opportunity to significantly increase revenue through improved management and leasing,

  Quinn Evans Essex 312, LLC

  7716 S East End Ave, Chicago, IL 60649
• 

  

  /19

  $459,900

  $20K PRICE DROP

  • Studio
  • 1 Bath
  • 907 Sq Ft

  401 N Wabash Ave Unit 2404, Chicago, IL 60611

  This exceptional studio spans over 900 square feet, offering the perfect "pied-a-terre" or an excellent rental investment. With breathtaking east-facing views of Lake Michigan, the Chicago River, and iconic city landmarks, this residence combines luxury and functionality. Impeccably furnished and fully equipped, the studio features a Snaidero-designed kitchen with premium Miele and Sub-Zero

  James Qiu Kale Realty

  401 N Wabash Ave Unit 2404, Chicago, IL 60611
• 

  /2

  $29,999

  • Land
  • 0 Sq Ft

  7237 S Vincennes Ave, Chicago, IL 60621

  Unlock your development vision with this 2,548 sq ft vacant lot, zoned RS-3 and ideal for a single-family residence or other multi-family residential use (buyer to verify). Whether you're a builder, investor, or future homeowner, this site offers a perfect blank canvas for your next project. Even better - the owner is willing to sell all 12 adjoining lots as a bundle, offering a rare opportunity

  Anthony Khoshabe United Realty and Development

  7237 S Vincennes Ave, Chicago, IL 60621
• 

  /2

  $349,000

  $20K PRICE DROP

  • Land
  • 0 Sq Ft

  4814 W Drummond Place, Chicago, IL 60639

  Just off of the corner of Cicero and Diversy Avenues, four lots, totaling 13,000 SF, are available for sale. Each parcel is 6,500 SF, but 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

  Daniel Hyman Millennium Properties RE, Inc.

  4814 W Drummond Place, Chicago, IL 60639
• 

  

  /12

  $599,999

  $25K PRICE DROP

  • Land
  • 6,098 Sq Ft
  • $4,285,707 per Acre

  4387 N Elston Ave, Chicago, IL 60641

  Exceptional Opportunity: Own a Piece of History! This is your chance to acquire the iconic Fortini Garden Supply property, a family-owned gem that has stood the test of time. A prime location with unmatched visibility and high traffic counts, this property boasts access from two bustling streets (Elston and Montrose) ensuring maximum exposure for your business or investment. This unique offering

  Joe Marella Keller Williams ONEChicago

  4387 N Elston Ave, Chicago, IL 60641
• 

  

  /24

  $279,000

  Pending

  • 4 Beds
  • 2 Baths

  13443 S Avenue M, Chicago, IL 60633

  Come look at this Beautiful updated two-unit property offering comfort, versatility, and excellent investment potential! The first floor unit features a spacious living room with new luxury vinyl flooring, three bedrooms, and eat-in kitchen. The second - floor unit offers a comfortable living room, one bedroom,. one full bathroom, and a functional kitchen. The property included a full basement

  Elias Quintero Bloom/Sanchez Realty, Inc.

  13443 S Avenue M, Chicago, IL 60633
• 

  

  /44

  $449,500

  • 9 Beds
  • 3 Baths

  3046 W Polk St, Chicago, IL 60612

  Exceptional opportunity for both owner-occupants and investors to acquire a solid brick 3-flat in the rapidly evolving East Garfield Park/Illinois Medical District corridor. The property consists of three spacious 3-bedroom, 1-bathroom units with separately metered utilities, allowing tenants to have their own gas and electric. Property to be sold occupied. Each unit includes a stove and

  Lance Lukose Compass

  3046 W Polk St, Chicago, IL 60612
• 

  

  /10

  $1,190,000

  $150K PRICE DROP

  • 3,891 Sq Ft

  821 N Fairfield Ave, Chicago, IL 60622

  Solid 5-unit brick apartment building with an adjacent lot on quiet side street . The property features four 2-bedroom/1-bath units and one 3-bedroom/1-bath unit, all with separate utilities. Additional features include an oversized 3-car garage built in 2009 and a roof that is approximately 5 years old. The building needs some updating and is being offered AS IS. There are no current leases, and

  Jack Burdzel arhome realty

  821 N Fairfield Ave, Chicago, IL 60622
• 

  /2

  $249,900

  Pending

  • Land
  • 0 Sq Ft

  3730 W Addison St, Chicago, IL 60618

  Excellent opportunity to build in the desirable Irving Park neighborhood on Chicago's Northwest Side. This vacant lot offers endless potential for a custom single-family home or other permitted development, Conveniently located near Horner Park, Independence Park, the Chicago River Trail, schools, shopping, restaurants, and public transportation, with easy access to I-90/94 for a convenient

  Christopher Lobrillo Grandview Realty, LLC

  3730 W Addison St, Chicago, IL 60618
• 

  

  /4

  $150,000

  • Land
  • 1.84 Acres
  • $81,522 per Acre

  5713-15 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

  5713-15 S State St, Chicago, IL 60621
• 

  

  /22

  $135,000

  $15K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 995 Sq Ft

  5738 S Ada St, Chicago, IL 60636

  This solid brick 4-bedroom, 1-bathroom residence offers a spacious and functional layout with strong potential for both homeowners and investors, located on a well-established residential block in Chicago's South Side. The property presents a classic exterior with durable construction and timeless appeal, sitting on a traditional city lot with a welcoming front presence and backyard space that

  Fernando Godoy eXp Realty

  5738 S Ada St, Chicago, IL 60636
• 

  

  /5

  $190,000

  Pending

  • 7 Beds
  • 3 Baths

  6732 S Michigan Ave, Chicago, IL 60637

  Investment Opportunity! This 2-unit building offers a blend of comfort, value, and income potential. The current owner purchased as an investment property and it has severed is purpose. The building features updated electrical and plumbing, hardwood floors throughout, eat-in kitchens, with bathrooms. The first-floor unit is a duplex with the finished basement, providing a spacious 2-bedroom,

  Deborah Peoples Keller Williams ONEChicago

  6732 S Michigan Ave, Chicago, IL 60637
• 

  

  /14

  $200,000

  • Land
  • 0 Sq Ft

  2849-2851 W 51st St, Chicago, IL 60632

  Exceptional development opportunity featuring a double residential vacant lot at 2849-2851 W. 51st Street in Chicago! This vacant lot offers an opportunity for builders, developers, and investors to bring their vision to life. With generous frontage to 51st ST, the property is well-suited for residential investment development zoned as RS-3 (subject to zoning and City approvals). Ideally located

  Miguel Sanchez Ruiz Realty, Inc.

  2849-2851 W 51st St, Chicago, IL 60632
• 

  

  /43

  $599,000

  $50K PRICE DROP Pending

  • 5 Beds
  • 3 Baths

  5107 W Berenice Ave, Chicago, IL 60641

  Portage Park Legal 2-Flat with Finished Basement - Ideal for Extended Family or Additional Income Well-maintained legal 2-flat in desirable Portage Park featuring a finished basement with a full bath and two bonus rooms, offering excellent flexibility for extended family living, guest space, or potential additional income opportunities. The main floor showcases beautiful hardwood floors, a

  Beverly Covyeau Chicagoland Brokers, Inc.

  5107 W Berenice Ave, Chicago, IL 60641
• 

  

  /25

  $975,000

  Pending

  • 6 Beds
  • 6 Baths

  6246 N Richmond St, Chicago, IL 60659

  Outstanding investment opportunity in the heart of West Rogers Park! This meticulously maintained brick 3-flat with an additional garden apartment offers over 5,500 square feet of living space and has been exceptionally cared for over the years. Pride of ownership is evident throughout this solid, turnkey building. Each of the three expansive main units offers approximately 1,500 square feet and

  Kobi Dvora Berkshire Hathaway HomeServices Chicago

  6246 N Richmond St, Chicago, IL 60659
• 

  

  /39

  $1,499,000

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

  Unlisted Address

  Experience elevated city living in River North with this stunning penthouse-level 3-bedroom, 3-bathroom combined condo featuring a thoughtfully designed layout with two spacious primary suites (and two walk-in closets), perfect for comfort and flexibility. This exceptional residence boasts heated floors throughout, a working electric fireplace for those cold winter nights, and a fully renovated,

  Stefanie Krause Corcoran Urban Real Estate

  Unlisted Address
• 

  

  /26

  $294,900

  $35K PRICE DROP Pending

  • 4 Beds
  • 2 Baths
  • 1,100 Sq Ft

  12622 S Marquette Ave, Chicago, IL 60633

  Rare opportunity one of a kind all brick ranch home with plenty of storage on 2 separate city lots on a quiet Cul-De-Sac corner . This beautiful home features 3 bedrooms with 2 full baths each equipped with jetted whirlpools. The finished basement has an added 4th. Huge bedroom. Original hardwood floors and porcelain tile throughout, no carpeting anywhere. Storage includes a 2 car and 3 car

  Nayibe Garces Prello Realty

  12622 S Marquette Ave, Chicago, IL 60633
• 

  

  /30

  $170,000

  • 1 Bed
  • 1 Bath
  • 865 Sq Ft

  6325 N Sheridan Rd Unit 2106, Chicago, IL 60660

  A truly special penthouse residence filled with natural light, open views and beautiful sunsets. This oversized 856 square-foot corner home enjoys both south and west exposures, creating a bright, airy atmosphere throughout the day. From its high-floor setting, peaceful treetop views stretch across the horizon. The open kitchen features white wood cabinetry, white appliances, and a convenient

  Santiago Valdez Compass

  6325 N Sheridan Rd Unit 2106, Chicago, IL 60660
• 

  

  /3

  $695,000

  New Construction

  • 9 Beds
  • 6 Baths

  Chicago, IL 60620

  Simeon Manor Contemporary New Construction in West Chatham Owner-Occupant Buyers Only for one of four 3-unit residential buildings offering three spacious units, each featuring 3 bedrooms and 2 full bathrooms with open-concept layouts. Designed for modern living, each unit includes private outdoor deck space and high-quality finishes throughout. Kitchens feature stainless steel appliances,

  Lydel Blade Village Realty, Inc.

  Chicago, IL 60620
• 

  

  /24

  $149,000

  $50K PRICE DROP Pending

  • 5 Beds
  • 2 Baths

  3515 W Cermak Rd, Chicago, IL 60623

  Property requires a FULL RENOVATION and is more suited for investors or owner occupants ready to put in serious sweat equity! AS-IS SALE and requires significant repairs and updates. It will not qualify for traditional FHA or VA financing but is an excellent candidate for a 203k renovation loan. Located in the heart of the South Lawndale/Little Village neighborhood. Owned by the same family for

  Melanie Little Real Broker, LLC

  3515 W Cermak Rd, Chicago, IL 60623
• 

  

  /3

  $12,000

  • Land
  • 0 Sq Ft

  5943 S May St, Chicago, IL 60621

  Discover an exceptional development opportunity - a level, vacant parcel with utilities (electric and natural gas) available nearby, this lot offers a rare blank canvas for builders, investors, or buyers ready to design a custom home. Perfectly situated, this property is just minutes from local shopping, parks, public transit, and everyday conveniences - making it ideal for a new build or

  Aaron Gaines Keller Williams Preferred Realty

  5943 S May St, Chicago, IL 60621
• 

  

  /17

  $159,900

  Pending

  • 3 Beds
  • 1.5 Baths
  • 894 Sq Ft

  11347 S Ada St, Chicago, IL 60643

  11347 S Ada St is a beautifully renovated 3-bedroom, 1.5-bath home that perfectly blends modern updates with everyday comfort. Step inside to find stylish flooring, fresh neutral paint, and a bright, inviting layout designed for today's lifestyle. The updated kitchen features contemporary cabinetry, sleek countertops, and stainless-steel appliances, making it both functional and attractive. Both

  Caden Wakim GenStone Realty

  11347 S Ada St, Chicago, IL 60643
• 

  

  /10

  $260,000

  • 4 Beds
  • 2 Baths
  • 3,666 Sq Ft

  2837 E 127th St, Chicago, IL 60633

  This charming and spacious 4-bedroom, 2-bath single-family home is the perfect place to begin your homeownership journey. With plenty of space to grow, this move-in-ready home offers comfort, functionality, and the opportunity to make it uniquely yours. The updated kitchen features a center island that flows seamlessly into the open living and dining area, creating the perfect space for family

  Tiffany Martinez North Clybourn Group, Inc.

  2837 E 127th St, Chicago, IL 60633
• 

  

  /19

  $469,900

  Pending

  • 6 Beds
  • 4 Baths

  5834 S Keeler Ave, Chicago, IL 60629

  Turnkey investment opportunity that truly delivers-this multi-unit property is a proven cash-flow powerhouse with the potential to generate up to four separate rental incomes with ease. Whether you're a seasoned investor or looking to build a reliable income stream, this property checks every box for strong ROI and long-term wealth building. Each unit offers comfortable living spaces ideal for

  Anthony Florentino eXp Realty

  5834 S Keeler Ave, Chicago, IL 60629
• 

  

  /22

  $384,900

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  431 S Dearborn St Unit 1204, Chicago, IL 60605

  Welcome to the iconic Manhattan Building, a designated Chicago Landmark, where timeless architectural character meets modern comfort. This expansive 3-bedroom, 2-bath residence offers exceptional space, abundant natural light, and the rare flexibility of a live/work designation. Designed with versatility in mind, the home can be easily converted into a 4-bedroom layout, creating an excellent

  Chris Katsulis THE NAV AGENCY

  431 S Dearborn St Unit 1204, Chicago, IL 60605
• 

  

  /22

  $289,000

  Pending

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

  4856 S Ada St, Chicago, IL 60609

  If you've been looking for a home that feels like new construction without the steep price tag, this is the one. At just five years old, this home has been incredibly well cared for and is completely move-in ready-all you need to do is unpack. Inside, you'll find a bright, open, and modern layout that feels comfortable from the moment you walk through the door. The finishes throughout are

  Enrique Trejo Re/Max In The Village

  4856 S Ada St, Chicago, IL 60609
• 

  

  /3

  $120,000

  Pending

  • 5 Beds
  • 2.5 Baths
  • 1,098 Sq Ft

  7002 S Hermitage Ave, Chicago, IL 60636

  Investor Special Opportunity, Great opportunity for investors or rehabbers looking for their next project! This property has some violations and is being sold strictly AS/IS, seller will make no repairs, updates or credits. Featuring approximately 2,100 sq ft. plus a full basement, this home offers incredible potential for a profitable flip or value-add investment. 4 bedrooms , 2 bathrooms.

  Francesca Zozzaro Kale Realty

  7002 S Hermitage Ave, Chicago, IL 60636
• 

  

  /11

  $460,000

  Pending

  • 7 Beds
  • 3 Baths

  7232 S Union Ave, Chicago, IL 60621

  Step inside and fall in love with the soaring 10-foot ceilings, open-concept floor plan, recessed lighting, and sleek designer finishes throughout. The kitchens are a true showstopper, featuring quartz countertops, 42-inch custom cabinetry, and bold black fixtures that bring the perfect touch of modern elegance. The first-floor unit offers a spacious duplex-down layout with four bedrooms and two

  Candice Payne 5th Group Corp

  7232 S Union Ave, Chicago, IL 60621
• 

  

  /52

  $439,900

  $40K PRICE INCREASE Pending

  • 5 Beds
  • 2 Baths

  4950 W Kamerling Ave, Chicago, IL 60651

  GREAT OPPORTUNITY TO OWN THIS BEAUTIFULLY UPDATED 2-UNIT BUILDING IN A DESIRABLE AREA! MANY UPDATES INCLUDE 2 NEW KITCHENS WITH QUARTZ COUNTERTOPS, NEW BATHROOMS, FRESH PAINT THROUGHOUT, AND SHINY REFINISHED HARDWOOD FLOORS. FEATURES ALSO INCLUDE ALL NEW LIGHT FIXTURES, 2 NEW SETS OF APPLIANCES, ALL NEW RADIATORS, A NEW GARAGE DOOR, AND ALL NEW INTERIOR DOORS ON THE 2ND FLOOR. THE 1ST FLOOR

  Ngocmai Huynh VNT Realty

  4950 W Kamerling Ave, Chicago, IL 60651
• 

  /2

  $25,000

  • Land
  • 0 Sq Ft

  7249 S Harvard Ave, Chicago, IL 60621

  This vacant land is located in Greater Grand Crossing neighborhood. The owner has four additional lots on this street. Great investment opportunity for a developer looking to build in this area.

  Rockeya Wilson Berkshire Hathaway HomeServices Chicago

  7249 S Harvard Ave, Chicago, IL 60621
• 

  /2

  $599,900

  • Land
  • 17,859 Sq Ft
  • $1,463,171 per Acre

  3739 S State St, Chicago, IL 60609

  Unlock an unparalleled investment opportunity in the heart of Chicago's vibrant Douglas neighborhood, a gem nestled within the esteemed South Loop district. This expansive 16,140 square foot lot boasts an impressive 132 ft of frontage on State Street and coveted C1-3 zoning, setting the stage for visionary development endeavors. Strategically situated across from a picturesque park adorned with

  Jerry Tadrof City Suburban Real Estate of IL, Inc.

  3739 S State St, Chicago, IL 60609
• 

  

  /19

  $205,000

  Pending

  • 4 Beds
  • 2 Baths

  10240 S Indiana Ave, Chicago, IL 60628

  this is your next opportunity! two-flat is full of potential with great bones and endless possibilities. The second floor is currently occupied by a long-term tenant paying $800/month, providing instant income. The first floor is vacant and ready for be occupied. Each unit features a spacious living/dining room combo, two bedrooms, and one bath. Kitchens are open and offer room to re-imagine your

  Raul Camacho Rayma Realty Inc.

  10240 S Indiana Ave, Chicago, IL 60628
• 

  

  /83

  $4,995,000

  • 6 Beds
  • 8 Baths

  1019 N Wolcott Ave, Chicago, IL 60622

  The Lincoln Street Bath House is one of Chicago's most extraordinary and versatile residential offerings. This historical masterpiece seamlessly blends modern luxury with iconic neoclassical architecture. Spanning approximately 10,000 square feet across two-and-a-half city lots, this one-of-a-kind, highly adaptable property presents a rare opportunity for multi-generational living, live/work

  Melanie Carlson @properties Christie's International Real Estate

  1019 N Wolcott Ave, Chicago, IL 60622
• 

  

  /38

  $740,000

  $10K PRICE DROP

  • 9 Beds
  • 3 Baths

  2833 W Polk St, Chicago, IL 60612

  Turnkey investment opportunity with strong income potential! This well-maintained 3-unit building features an additional basement unit, offering even more rental revenue. Each spacious unit boasts 3 bedrooms and 1 bathroom, designed with modern finishes and thoughtful layouts. All units showcase open-concept living with large, elongated windows that flood the space with natural light. Kitchens

  Mayra Keating Results Realty ERA Powered

  2833 W Polk St, Chicago, IL 60612
• 

  

  /13

  $115,000

  $20K PRICE DROP Pending

  • 4 Beds
  • 1 Bath
  • 1,298 Sq Ft

  9021 S Exchange Ave, Chicago, IL 60617

  Single Family 4 bedrooms, 1 bath home. Updates in 2026 include kitchen, baths, - ceramic tile floors, cabinets, sinks, laminate countertops, vanity and lighting. Laminate hardwood floors in living room and carpet in bedrooms. MOVE IN READY!!! SOLD AS IS!! READY FOR YOU OR FOR YOUR PORTFOLIO INVESTMENT!!! THIS IS A HOT ONE, DON'T MISS OUT!!!!

  Damaris Santiago Manage Chicago, Inc.

  9021 S Exchange Ave, Chicago, IL 60617

Showing Results 561 - 600, Page 15 of 18