Investment - Homes for Sale in Chicago, IL

• 

  

  

  /14

  $1,299,999

  • 4,700 Sq Ft

  1131 S Sacramento Blvd, Chicago, IL 60612

  Investor Alert: Secure a high-potential asset on the historic South Sacramento Blvd. This solid brick multi-unit sits on an oversized lot, offering the perfect canvas for a value-add "BRRRR" strategy or a stable long-term hold. Featuring expansive layouts, high ceilings, and great natural light, these units are primed for modern updates to command top-tier market rents. The location is a major

  Marisa Dickson United Real Estate - Chicago

  1131 S Sacramento Blvd, Chicago, IL 60612
• 

  

  /2

  $75,000

  • Land
  • 0 Sq Ft

  3347 W Iowa St, Chicago, IL 60651

  Excellent development opportunity at 3347 W Iowa St. in the heart of Humboldt Park. This 25x125 residential lot is zoned RS-3, offering flexibility for a custom single-family home or potential multi-unit development. Ideally located near Kedzie Plaza, Kells Park, and just minutes from Humboldt Park, the property is surrounded by ongoing neighborhood investment and revitalization. A compelling

  Andres Yepez Chicagoland Brokers, Inc.

  3347 W Iowa St, Chicago, IL 60651
• 

  

  

  /23

  $379,999

  7459 S Champlain Ave, Chicago, IL 60619

  Exciting Investment Opportunity in Greater Grand Crossing! FULLY OCCUPIED building and coachhouse. 14.8 Cap rate, that's something... Don't miss this 5-unit property with an included vacant lot, offering excellent potential for investors. Seperate Electrical and forced heating in each unit, including the coach house. The main building features four residential units plus a coach house, all under

  Jonathan Williams Coldwell Banker Realty

  7459 S Champlain Ave, Chicago, IL 60619
• 

  

  

  /32

  $589,000

  • 3 Beds
  • 2 Baths

  4131 N Richmond St, Chicago, IL 60618

  This well-maintained two-unit property offers a fantastic opportunity for both owner-occupants and investors alike. The solid, sturdy building features a newer two-car garage and a full, unfinished basement with convenient laundry access, providing ample storage and future potential. The first-floor unit boasts a spacious layout with two comfortable bedrooms, a bright living room, a functional

  Katrina Dobrovolny Charles Rutenberg Realty

  4131 N Richmond St, Chicago, IL 60618
• 

  

  

  /14

  $178,000

  • 4 Beds
  • 1.5 Baths
  • 1,017 Sq Ft

  9232 S Eggleston Ave, Chicago, IL 60620

  This must-see 3-bedroom, 1.5-bath brick raised ranch offers incredible potential in a highly sought-after neighborhood! Featuring a spacious layout with a separate dining room, full basement, and a 2-car garage with an adjoining patio-perfect for outdoor entertaining. Ideally located near the interstate and just 20 minutes from downtown, this home provides both convenience and accessibility.

  Vernetta Jackson RE/MAX Premier

  9232 S Eggleston Ave, Chicago, IL 60620
• 

  /2

  $310,000

  • 5 Beds
  • 2 Baths

  4327 W Monroe St, Chicago, IL 60644

  Investment opportunity at 4327 W Monroe St in Chicago! This two-flat is fully occupied, making it an ideal income-producing property from day one. The building features two units-a spacious 3-bedroom, 1-bath unit and a comfortable 2-bedroom, 1-bath unit-offering strong rental appeal and steady cash flow. Whether you're expanding your portfolio or looking for a solid investment, this property

  Victor Jimenez Berkshire Hathaway HomeServices American Heritage

  4327 W Monroe St, Chicago, IL 60644
• 

  

  /66

  $499,999

  • 10 Beds
  • 3 Baths

  1306 S Central Park Ave, Chicago, IL 60623

  Exceptional investment opportunity in the historic North Lawndale neighborhood-home to Chicago's largest concentration of classic Greystones-this solid 3-unit building offers versatility for both investors and owner-occupants. The property features a fenced backyard, enclosed rear porch, and separate utilities with tenants responsible for gas (cooking/heat), electricity, and hot water; each unit

  Mark Minorczyk Keller Williams ONEChicago

  1306 S Central Park Ave, Chicago, IL 60623
• 

  

  /23

  $819,000 New Construction

  • 9 Beds
  • 6 Baths

  6220 S King Dr, Chicago, IL 60637

  Gorgeous NEW Construction 3-unit in prime Woodlawn Location, with 2 of the 3 units already rented. Built by an experienced local builder and includes a 1-year developer's warranty. Contemporary & Modern design with the perfect blend of city living and convenience. Each unit has a spacious, open-concept layout and condo-quality features, such as 42" cabinets, stainless steel appliances, recessed

  Lawrence Dunning Fulton Grace Realty

  6220 S King Dr, Chicago, IL 60637
• 

  

  /9

  $990,000

  • 5,978 Sq Ft

  2152 W 21st St, Chicago, IL 60608

  This well-maintained brick multifamily property presents a compelling investment opportunity with both strong in-place income and significant upside potential. The asset is currently configured as a 6-unit building with a 7th non-conforming unit (4R), which is presently duplexed into the 3rd-floor rear unit (3R), creating an expansive 4-bedroom, 2-bath residence. The remaining units offer a

  Angelo Labriola Sperry Van Ness

  2152 W 21st St, Chicago, IL 60608
• 

  

  /14

  $550,000

  • 4 Beds
  • 1.5 Baths
  • 2,160 Sq Ft

  9432 S Pleasant Ave, Chicago, IL 60643

  Welcome to Historic District of Beverly Hills. Motivated Seller. Some homes in area has "Landmark" status. Home has great character, silent charm with architectural details. Sits on an oversized city lot, 9800 sq. ft. Large enough to add an in-law residence. 4-bedrooms, 1 full bath and 1 half bath. 2160 sq ft. of living space. Home has great natural light with a original woodburning fireplace for

  Yvonne Herbert A & M. Pearson, Realtors

  9432 S Pleasant Ave, Chicago, IL 60643
• 

  

  /21

  $545,000

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

  6236 W Cuyler Ave, Chicago, IL 60634

  Discover the perfect blend of comfort and investment potential with this beautifully renovated 4-bedroom, 3-bathroom home nestled in one of Chicago's most beloved neighborhoods. This stunning residence has been thoughtfully updated to offer modern living while preserving its classic charm, featuring gorgeous hardwood floors. Whether you're searching for a spacious family home or a savvy

  Anthony Garland AGG Realty Group LLC

  6236 W Cuyler Ave, Chicago, IL 60634
• 

  

  /21

  $315,000

  • 5 Beds
  • 2 Baths

  1636 S Homan Ave, Chicago, IL 60623

  Solid investment opportunity in the heart of Chicago! This classic two-unit building offers great potential for both owner-occupants and investors alike. This property offers spacious units with some recent updates, eat-in kitchens and formal dining rooms. The property includes an unfinished basement offering an opportunity for future expansion. Being sold as-is, this property is perfect for

  Anthony Disano Parkvue Realty Corporation

  1636 S Homan Ave, Chicago, IL 60623
• 

  

  /13

  $599,900

  • 7 Beds
  • 6 Baths

  3659 W Palmer St, Chicago, IL 60647

  Attention Investors & Rehabbers - Logan Square Two-Unit building with endless potential! Bring your vision to this vintage brick property in the heart of Logan Square. With exposed brick accent walls, generous room sizes, and great bones, this building is ready for renovation to truly make it shine. High ceilings create an airy open feel. Recessed lighting and big windows throughout. Two story

  Patti Furman Coldwell Banker Realty

  3659 W Palmer St, Chicago, IL 60647
• 

  

  /24

  $710,000

  • 11 Beds
  • 6 Baths

  4326 S Calumet Ave, Chicago, IL 60653

  Stunning, fully gut-rehabbed 3-unit building in Bronzeville offering the perfect blend of modern updates and timeless appeal. Situated on a quiet cul-de-sac next to a beautifully maintained park, this property provides a peaceful setting just steps from Bronzeville's growing shopping and dining scene. Each spacious unit features a stylish kitchen with shaker cabinetry, granite countertops, two

  Alexandre Stoykov Compass

  4326 S Calumet Ave, Chicago, IL 60653
• 

  

  /12

  $375,000

  • 9 Beds
  • 6 Baths

  1116 S California Ave, Chicago, IL 60612

  This exceptional investment opportunity is ideally located just steps away from beautiful Douglas Park. Situated close to the vibrant Tri-Taylor and Illinois Medical District neighborhoods, this property is perfectly positioned in one of Chicago's rapidly developing areas, surrounded by ongoing growth and redevelopment. Surrounded by nearby public transportation options and quick access to the

  Mariusz Misiewicz HomeSmart Connect LLC

  1116 S California Ave, Chicago, IL 60612
• 

  

  /15

  $849,900

  • 5 Beds
  • 2 Baths

  4313 W Parker Ave, Chicago, IL 60639

  Set in the heart of Belmont Gardens and near Kelvyn Park, this fully rehabbed 2024 three-unit property blends comfort, convenience, and long-term potential. The building features a well-balanced unit mix: one 2BD/1BA, one 3BD/1BA, and a non-conforming 2BD/1BA garden unit-each with its own electric meter and the everyday luxury of in-unit laundry. A two-car detached garage and a tidy backyard add

  Tyson Schutz The Apartment Source

  4313 W Parker Ave, Chicago, IL 60639
• 

  

  /13

  $105,000

  • 4 Beds
  • 2 Baths
  • 1,584 Sq Ft

  8112 S Escanaba Ave, Chicago, IL 60617

  Smart Investment or Ideal Starter Home! Currently Rented and Cashflowing nicely! Welcome to this delightful 4-bedroom, 2 full bath 1.5-story single-family home offering charm, comfort, and opportunity. Nestled in a quiet neighborhood. Whether you're looking to move in and make it your own or capitalize on rental income, this home checks all the boxes. With strong rental potential and a location

  Damaris Santiago Manage Chicago, Inc.

  8112 S Escanaba Ave, Chicago, IL 60617
• 

  

  /6

  $210,000

  • 7 Beds
  • 5 Baths

  864 E 87th Place, Chicago, IL 60619

  ** Prime 2-Unit Investment Opportunity - Oversized Lot! ** Welcome to 864 E 87th Place - a fantastic income-generating property situated on an **oversized lot** offering both space and strong rental potential! This 2-unit building with a duplexed second floor is ideal for investors or owner-occupants seeking to maximize returns. **Property Highlights:** * **Unit 1 (1st Floor):** 3 bedrooms, 2

  Terina Fountain Coldwell Banker Realty

  864 E 87th Place, Chicago, IL 60619
• 

  

  /12

  $110,000

  • 2 Beds
  • 1 Bath
  • 836 Sq Ft

  1629 S Karlov Ave, Chicago, IL 60623

  GREAT INVESTMENT OPPORTUNITY- SOLID BONES, SPACIOUS 2 BEDROOM 1 BATH, FULL BASEMENT. JUST WAITING FOR YOUR TOUCHES. DO NOT MISS THIS ONE! AS-IS

  Tami Sparks Better Homes & Gardens Real Estate

  1629 S Karlov Ave, Chicago, IL 60623
• 

  

  /7

  $500,000

  • 9 Beds
  • 3 Baths

  9133 S Essex Ave, Chicago, IL 60617

  Fully occupied 3-unit investment property offering strong rental potential in Chicago. Rehabbed in 2020, this well-maintained building features three spacious units, each offering 3 bedrooms and 1 bathroom. Interior highlights include hardwood flooring throughout and on-site laundry for tenant convenience. Exterior features include a fenced yard, providing additional outdoor space and privacy.

  Samantha Swaney GC Realty and Development

  9133 S Essex Ave, Chicago, IL 60617
• 

  

  /24

  $479,900

  • 4 Beds
  • 2 Baths

  10542 S Artesian Ave, Chicago, IL 60655

  BEAUTIFUL INVESTMENT PROPERTY - IMPECCABLY MAINTAINED - BRICK 2-FLAT IN WEST BEVERLY. SPACIOUS UNITS - BOTH 2 BEDROOM/1 BATH WITH FORMAL DINING ROOMS, HARDWOOD FLOORS, AND CENTRAL AC. ELECTRIC AND GAS SEPARATELY METERED AND PAID BY TENANTS. RECENT UPDATES INCLUDE ROOF (2016) FURNACES (2016) AC CONDENSERS (2016) WINDOWS (2017) HOT-WATER TANK (2024). STEPS FROM RESTAURANTS - BARS - SHOPPING - AND

  Robert Fleckenstein First In Realty, Inc.

  10542 S Artesian Ave, Chicago, IL 60655
• 

  

  /16

  $215,000

  • 5 Beds
  • 2 Baths

  14010 S Green Bay Ave, Chicago, IL 60633

  Welcome to 14010 S Greenbay Ave, a solid and income-producing 2-unit property offering flexibility, strong rental potential, and long-term upside-perfect for both savvy investors and owner-occupants looking to offset their mortgage. Each unit features a spacious and functional layout with generously sized living areas, ample natural light, and well-proportioned bedrooms. The property is designed

  Michael Woloszczuk Avenue Properties Chicago

  14010 S Green Bay Ave, Chicago, IL 60633
• 

  /2

  $25,000

  • Land
  • 0 Sq Ft

  7259 S Harvard Ave, Chicago, IL 60621

  Build your dream home on this spacious, 0.5-acre residential lot in the Greater Grand Crossing neighborhood. The land is flat and cleared, making it ready for construction. City water and sewer available at the street. Don't miss out on this prime spot for investment to create the perfect home!

  Rockeya Wilson Berkshire Hathaway HomeServices Chicago

  7259 S Harvard Ave, Chicago, IL 60621
• 

  

  /24

  $595,000

  • 3,952 Sq Ft

  8624 S Maryland Ave, Chicago, IL 60619

  Exceptional investment opportunity! This well-maintained 6 unit multi-family property offers a total of 10 bedrooms and 6 bathrooms, making it ideal for both long term and short term rental strategies. Each unit features its own kitchen, living room, and dining area, offering comfortable, fully independent living spaces for tenants or guests. The property is equipped with a 24 hour security

  Harry Ventimiglia Keller Williams Preferred Rlty

  8624 S Maryland Ave, Chicago, IL 60619
• 

  

  /16

  $519,000

  • 4 Beds
  • 2 Baths

  2522 W Haddon Ave, Chicago, IL 60622

  Incredible investor opportunity in the heart of Ukrainian Village! A rare find in one of Chicago's most attractive and desirable neighborhoods. Surrounded by tree-lined streets and historic charm, this building offers strong rental demand, immediate income potential, and long-term appreciation. The location is just steps from Division Street and Chicago Avenue, where neighbors enjoy easy access

  Robert Reyes Realty of America, LLC

  2522 W Haddon Ave, Chicago, IL 60622
• 

  

  /44

  $1,350,000

  • 4 Beds
  • 2 Baths

  2428 N Geneva Terrace, Chicago, IL 60614

  Exceptional opportunity to own a beautifully updated, turnkey 2-flat in prime East Lincoln Park. This Victorian "Chicago Eastlake - Stick Style" building has been meticulously maintained and is part of a rare 60-foot frontage offering with over $271,600 in recent owner-funded improvements across the properties. Each unit features 2 bedrooms and 1 bath with refined finishes throughout, making this

  Dan Spitz eXp Realty

  2428 N Geneva Terrace, Chicago, IL 60614
• 

  

  /27

  $249,000

  • 5 Beds
  • 3 Baths

  10305 S Avenue J, Chicago, IL 60617

  Early American Investment Property. Three Units Building. 2-2 bedrooms units and 1-1 bedroom unit. Separate utilities for each apartment, some freshly painted rooms, some need work getting ready for new owner final touches. Sold as is! Full basement, newer windows, spacious back yard and 2 car garages with space for 3 cars. Call for a free pass to see!

  Pastora Sanchez Central Realty-Kralj & Sanchez

  10305 S Avenue J, Chicago, IL 60617
• 

  /2

  $25,000

  • Land
  • 0 Sq Ft

  8415 S Mackinaw Ave, Chicago, IL 60617

  This lot is ready for you to build your own investment for your future. It comes quicker than you may think. Start now!

  Catherine O'Shea O'Shea Realty, LLC

  8415 S Mackinaw Ave, Chicago, IL 60617
• 

  

  /5

  $734,900

  • 5 Beds
  • 3 Baths

  5600 N Mango Ave, Chicago, IL 60646

  Nice corner well maintained legal 2 flat with additional in law apartment in basement. All are spacious apartments including basement. 1st and 2nd floor units have formal dining rooms. All separate utilities. New furnace and AC units on each apartment. 1ST and 2nd floor have new SS appliances. Coin-operated laundry located in the basement. Good rents make this a great investment.

  Tony Garcia Terra Nova Realty Group Corp

  5600 N Mango Ave, Chicago, IL 60646
• 

  

  /11

  $374,900

  • Land
  • 0 Sq Ft

  5401 W Montrose Ave, Chicago, IL 60641

  Exceptional investment opportunity located at the signalized intersection of Montrose and Long in Chicago's vibrant Portage Park neighborhood. This high-visibility corner property offers approximately 62 feet of frontage on Montrose Avenue with a total lot size of 7,000 SF. Zoned B3-1, this site allows for a wide range of commercial and mixed-use development possibilities. Property was a dry

  David Piotrowski Keller Williams ONEChicago

  5401 W Montrose Ave, Chicago, IL 60641
• 

  

  /9

  $239,000

  • 5 Beds
  • 2 Baths

  5444 W Walton St, Chicago, IL 60651

  Solid 2-unit property on a residential block in Chicago offering great space and investment potential. Each unit features comfortable living areas, hardwood flooring, and functional layouts with separate living and dining spaces. Kitchens provide ample cabinet storage and stainless steel appliances, while the updated bathroom features modern tile finishes and fixtures. The property also includes

  Landon Kelly Real Broker, LLC

  5444 W Walton St, Chicago, IL 60651
• 

  

  /15

  $399,999

  • 8 Beds
  • 2 Baths

  1418 S Saint Louis Ave, Chicago, IL 60623

  Great investment opportunity in North Lawndale!!!! This duplex offers strong income potential, along with an assumable 2.75percent FHA loan - subject to lender approval and the owner occupancy requirements. Ideal for buyers looking to maximize cash flow while securing a low interest rate. Perfect for buyers looking to help reduce their mortgage while generating rental income or investors seeking

  Lluviccia Gomez Realty of America, LLC

  1418 S Saint Louis Ave, Chicago, IL 60623
• 

  

  /26

  $300,000

  • 1 Bed
  • 1 Bath
  • 860 Sq Ft

  200 N Dearborn St Unit 4407, Chicago, IL 60601

  Sky-High Sophistication on the 44th Floor. Discover a rare opportunity to own one of the most desirable corner residences in the heart of downtown Chicago. Soaring high above the city on the 44th floor, this spacious 1-bedroom, 1-bath home offers an exceptional combination of luxury, light, and breathtaking views. Step inside to an open-concept living and dining area framed by floor-to-ceiling

  Alexander Tzallas RE/MAX 10 Lincoln Park

  200 N Dearborn St Unit 4407, Chicago, IL 60601
• 

  

  /10

  $249,999

  • 6 Beds
  • 2 Baths

  3109 W Lexington St, Chicago, IL 60612

  ATTENTION ALL INVESTORS OR REHABBERS! This is your chance to finish off your way and make a big profit. Whole building has been gutted to the studs and cleaned up, basement has been dug out but no floor has been pored yet. New roof was put on in 2020, all new windows in 2019, whole building was tuck pointed, and all the stone has been freshly capped in 2023. Solid building to turn this into a 3

  Martyna Tos Northwest Real Estate Group

  3109 W Lexington St, Chicago, IL 60612
• 

  

  /32

  $449,000

  • 5 Beds
  • 2 Baths

  4555 S Halsted St, Chicago, IL 60609

  New deluxe single family whole house or mother in law/ 2 unit cash flow opportunity. opportunity in Chicago's sought-after Canaryville neighborhood! Ideally positioned on S Halsted St, this classic two-unit property offers unbeatable access to nearby Bridgeport and is just minutes from Guaranteed Rate Field. This well-maintained building features two spacious, move-in-ready units with separate

  Zohaib Khurshid RE/MAX Premier

  4555 S Halsted St, Chicago, IL 60609
• 

  

  /4

  $120,000

  • Land
  • 0 Sq Ft

  6415 S Drexel Ave, Chicago, IL 60637

  Adjacent lots also available: 6413 Drexel, 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 home or a high-density multi-unit

  Karen Fedyk Baird & Warner

  6415 S Drexel Ave, Chicago, IL 60637
• 

  

  /43

  $269,000

  • 5 Beds
  • 2 Baths

  7118 S Aberdeen St, Chicago, IL 60621

  WOW! Beautiful, Updated Chicago 2-Flat! Great Investment opportunity to own a multi-unit building featuring a Duplexed Owner's Unit! Duplexed First Floor Unit features 2 bed 1 bath, with a massive primary bedroom! Second Floor Unit Features 3 bed 1 bath! Meticulously maintained and updated by current owner. Each unit is updated with modern, tasteful finishes and includes a refrigerator and oven!

  Jonathan Ramos xr realty

  7118 S Aberdeen St, Chicago, IL 60621
• 

  

  /5

  $212,000

  • 6 Beds
  • 3 Baths

  415 W 62nd St, Chicago, IL 60621

  Solid two flat. Extra large back yard, Second floor has 4 bedrooms 2 baths , first floor 2 bedrooms 1 bath. Full unfinished basement for extra income potential. Both floors are currently rented. Great for a family or an investment property.

  Eileen Olivier Real People Realty

  415 W 62nd St, Chicago, IL 60621
• 

  

  /27

  $225,000

  • 4 Beds
  • 2 Baths

  12025 S Bishop St, Chicago, IL 60643

  Welcome to this beautifully updated frame 2-flat offering strong income, modern comforts, and exceptional outdoor space. Rehabbed in 2021, this well-maintained property features two leased units generating solid rental income. Each unit enjoys its own private back deck/balcony, along with access to a huge back and side yard perfect for entertaining, gardening, or future potential. The property

  Michael Scanlon eXp Realty

  12025 S Bishop St, Chicago, IL 60643
• 

  

  /23

  $370,000

  • 6 Beds
  • 2 Baths

  6624 S Rhodes Ave, Chicago, IL 60637

  Feel free to send your clients! recently renovated fully vacant, historic greystone 2-unit in the HOT Woodlawn neighborhood! 8 minutes from the Presidential Obama Center which opens in June of this year. This classic Chicago beauty is perfect for an owner-occupant "house hacker" or a savvy investor looking for strong rental potential in a rapidly appreciating area. Both floors offer a freshly

  Ugochinyere Akindele RE/MAX Premier

  6624 S Rhodes Ave, Chicago, IL 60637

Showing Results 161 - 200, Page 5 of 15