Courtesy: Baird & Warner Real Estate - Algonquin
847-426-7510
This is the ideal property for an owner occupant or an investor, due to the potential for great cashflow. Four well sized units, mix of three and four bedrooms, 1 rented and 3 waiting for your ideas, plus a three-car garage. Solid brick building updated in 2020, brand new back porch 2025 and unit one was freshly painted. This Chatham beauty is close to numerous local businesses, parks and public transportation. Come in and take a look.
Courtesy: Coldwell Banker Realty
708-352-4840
Classic Chicago greystone 2-flat offering the perfect blend of character, functionality, and investment potential. First unit features 3 bedrooms and 1 bath, while the second unit offers 2 bedrooms and 1 bath, with separate heat and electric-ideal for both owner-occupants and investors seeking strong rental flexibility. The first-floor unit showcases beautiful hardwood floors, original trim, and timeless built-ins that add warmth and charm throughout. The second-floor unit mirrors the layout with generous room sizes, an eat-in kitchen, and vintage details including built-in hutches that enhance both style and storage. The unfinished basement provides excellent opportunity for expansion-whether duplex-down potential, additional storage, or future value-add improvements. Exterior highlights include a 2-car garage and a private backyard, perfect for outdoor enjoyment or tenant appeal. Sold AS IS.
Courtesy: Baird & Warner
815-556-3333
Great investment opportunity in the heart of Chicago! This well maintained 2-unit building offers spacious layouts, with each unit featuring 3 bedrooms, making it ideal for strong rental income potential. The finished basement adds additional usable space, perfect for extended living or storage. The property has undergone recent updates, providing added value and peace of mind for the next owner. Best of all, it is fully rented, making it a turnkey investment from day one. Located on the vibrant South Side, this home is near local schools, parks, public transportation, and shopping, offering convenience for tenants and long-term rental appeal. The neighborhood continues to see growth and development, making this an excellent opportunity to invest in a thriving community.
Courtesy: Inherent Homes LLC
773-934-5807
Highly anticipated new construction 2-unit building coming soon for owner occupants only! Each unit features 2BD and 1Bath, thoughtfully designed for modern living and long-term value. This all-electric property offers energy efficiency and lower utility complexity, ideal for today's homeowners. Perfect for owner-occupants, this is a rare opportunity to live in one unit while generating rental income from the other-an excellent pathway to building generational wealth. Take advantage of exclusive pre-sale opportunities, including the ability to customize select finishes. Qualified buyers may also receive up to $95K in down payment assistance, making homeownership more accessible than ever. Buyers can submit a complete application to be considered for pre-sale and customization options. Must use Developers contract, 2 separate grant applications for DPA, must meet HUD AMI guidelines for second grant eligibility, all buyers receive $20K from Cook County Land Bank.
Courtesy: Westward Properties LLc
312-286-0951
Two unit building in Lincoln Park. Sunny well designed second floor duplex with vaulted ceilings, spacious layout and working fireplace. Second floor unit has its own washer dryer install installed and is easy to rent. First floo unit is large and attractive. Both units have private decks with sliding glass doors. Both units have fireplaces. Both unit units were recently remodeled and have their own HVAC units. Tenants to are responsible for their own gas and electric. The property also boasts a large brick garage 780 ft.2 with room for four cars parked in tandem. The garage has a separate electric meter.
Courtesy: Coldwell Banker Realty
773-451-1200
Lovely Two Unit Brick Building in the Historic and thriving Auburn Gresham Neighborhood! This well-maintained gem is nestled on a quiet tree-lined block, and is perfect for the investor who is looking for nice passive income, or owner occupancy. Both units feature two bedrooms and one bathroom, a nicely updated kitchen and bathroom, hardwood floors throughout, and newly refinished hardwood floors in the second floor unit. This property has been meticulously well-kept and comes with new windows, updated electrical, and a newer roof that will provide peace of mind for years to come. The building also comes equipped with a full unfinished basement that offers the potential to expand and add additional living space. Each unit comes with its own separate heating system. Easy access and close proximity to Public Transportation (CTA & Metra), I-94 Dan Ryan Expressway, Shopping, Restaurants, Dan Ryan Woods, Evergreen Plaza Shopping Mall, and much more!
Courtesy: James Group Properties LLC
312-588-9046
Gorgeous, renovated brick two-flat is an investor's dream and guarantees YEARS of cash flow with long term tenants! This is a solid investment that will produce great returns!! Tenants will enjoy living in a quiet neighborhood convenient to The University of Chicago, major highways, public transportation, restaurants, shopping, and Lake Michigan. In-unit features include: Brand New Appliances, Open Concept Layout, Large Closet Space, and LED Lighting. This property won't last!
Courtesy: Su Familia Real Estate Inc
773-581-9600
A unique multi-unit opportunity offering endless potential for both investors and owner-occupants. Welcome to 10721 South Wentworth! Multi-unit property with separate coach house offering strong income potential and value-add upside. Coachhouse provides immediate rental capability, while the main building is a blank canvas ready for renovation and increased cash flow. Ideal for investors looking to rehab, stabilize, or expand their portfolio. Convenient location near transportation, shopping, and amenities with solid rental demand. Great chance to build equity and maximize returns!
Courtesy: Star Realty & Management
312-371-2564
Located in the highly sought-after Roscoe Village neighborhood of Chicago, this completely rehabbed legal 3-unit building offers an exceptional turnkey investment opportunity. Each unit features beautiful, condo-quality finishes, blending modern style with comfortable living. All three units are currently rented, providing immediate income, with Units 1 and 3 offering lease expirations later this year-creating flexibility for an owner-occupant or the ability to adjust rents. Long-term tenants are currently paying below-market rents, presenting a clear path for a new owner to realize strong upside potential. Ideally situated within walking distance to public transportation, including nearby train lines and major routes, this property is perfectly positioned for renters. Enjoy the convenience of having popular shops, restaurants, and vibrant nightlife just steps from your front door. The building also features a spacious deck, a beautifully maintained fenced yard with grass and patio space, and a 2-car garage. The seller currently covers all utilities for the building. A rare opportunity to own a fully updated, income-generating property in one of Chicago's most desirable neighborhoods.
Courtesy: eXp Realty
888-574-9405
Discover the potential in this solid all-brick 2-flat located in the up-and-coming West Humboldt Park neighborhood! This fully vacant property offers a rare opportunity for investors or owner-occupants to bring their vision to life and select their own tenants from day one. The first unit features 1 bedroom, with the first-floor unit offering a finished bathroom and direct access to the basement-creating the possibility to duplex down into an expanded living space. The second floor unit has 2 bedrooms, with a roughed-in bathroom, and a nice size kitchen. The unfinished basement has a roughed-in bathroom providing a strong foundation for future improvements and added value. Ideal for an investor, FHA 203(k) renovation buyer, or house hacker looking to live in one unit while generating rental income from the other. With some work and creativity, this property presents excellent upside and long-term potential. With the right improvements, the ARV is estimated to be in the $350,000-$400,000 range, offering strong upside potential. Conveniently located just minutes from downtown Chicago, with easy access to public transportation including the CTA Blue Line, and close to neighborhood amenities such as the Garfield Park Conservatory. Don't miss this opportunity to build equity in a rapidly developing area! *AS-IS*
Courtesy: EXIT Strategy Realty
312-554-5478
A Must See!! Nicely updated well maintained 2 flat. Offering excellent passive income potential, this 2 flat is perfect for owner occupants or Investors to generate strong income. With Three Bedrooms in each unit, living room, updated kitchen , bathroom, newer water heaters, furnace and appliances. Building is sitting on the back and is fenced all around for extra privacy. Conveniently located near schools, public transportation, expressway access and just minutes from Downtown Chicago and the future Obama Presidential Center. Don't miss this Amazing opportunity Book your Appointment for showings!
Courtesy: HomeSmart Connect LLC
847-495-5000
ATTENTION INVESTORS OR REHABBERS. WHAT an AMAZING INVESTMENT PROPERTY_LOCATION, LOCATION, LOCATION!!! TWO FLAT 19 TOTAL ROOMS, 6 LARGE BEDROOM, 3 BTHRM WITH TONS OF POTENTIAL - "GREAT PrOpertunity" 2/BDRM COACH HOME ON A HUGE LARGE LOT 60 X 200. COACH HOME OFFERS LIVING ROOM, 2 BDRMS, KITCHEN & PARTIAL BSMT. EXCELLENT ACCESS TO METRA-CTA-RTA. PROPERTY SOLD "AS-IS" CONDITION. NO SURVEY! PROOF OF FUND/ PRE-APPROVAL MUST ACCOMPANY ALL OFFERS. EM MUST BE CERT FUNDS.
Courtesy: Blue Door Dave Inc
312-344-1487
Great investment and section 8 approved. This 2 flat has been totally rehabbed with all new, windows, siding, roof, porches, hot water tank, and furnaces. The ceramic tile is beautiful in the updated kitchen and bath. This property comes equip with separate heating and central air first unit. Seller will assist with closing cost with a full price offer. Come and See!
Courtesy: HomeSmart Connect LLC
847-495-5000
Solid investment opportunity with strong upside potential. This frame 2-flat includes two spacious 2-bedroom units and an additional 1-bedroom garden unit, offering multiple income streams. The property features individual heating systems for each unit, improving efficiency and tenant appeal. While the building requires rehabilitation, it presents a prime value-add opportunity for investors seeking to renovate and increase rental income or resale value. The large backyard offers ample space to add a garage or parking pad-an attractive feature for future tenants.
Courtesy: Keller Williams ONEChicago
312-216-2422
OPPORTUNITY ZONE INVESTMENT - REDEVELOPMENT PROJECT. 8207 S. South Shore is a residential/mixed-use frame structure positioned on a prime South Shore corridor. Part of a larger institutional campus assembly currently undergoing legal PIN separation. This property is being sold in 'As-Is' / 'Where-Is' distressed condition and requires a total gut-rehab. Ideal for a savvy developer looking for a value-add multi-unit or live-work conversion. Referenced under Master PIN, in the process of being separated. Taxes shown ($0) reflect current institutional exempt status. Property is part of a 5-parcel assembly; buyer to verify all zoning and use requirements.
Courtesy: Avenue 1 Realty Group
773-622-4663
Exceptional opportunity to own a beautifully updated 3-flat in the highly sought-after Logan Square neighborhood! This well-maintained, income-generating property offers a perfect blend of modern updates and classic charm, making it ideal for both investors and owner-occupants. Each unit features gleaming hardwood floors throughout, thoughtfully updated kitchens with stainless steel appliances, and stylishly renovated bathrooms complete with ceramic tile finishes. High ceilings and oversized windows create bright, airy living spaces filled with natural light, while all bedrooms are generously sized to comfortably accommodate a variety of living arrangements. The building is designed for convenience and privacy, offering separate entrances for each unit along with individually metered utilities-allowing tenants to pay their own gas, electric, and other services. The first and second floor units are currently tenant-occupied, providing immediate rental income, while the owner-occupied basement unit offers flexibility for additional income or personal use. Outdoor amenities include a rear patio, private backyard, and balcony/deck space-perfect for relaxing, entertaining, or enjoying Chicago's warmer months. A 2-car garage adds even more value, with one parking space already rented for $100/month, presenting an additional stream of income. Situated in a prime Logan Square location, this property is just steps away from a vibrant mix of local shops, popular restaurants, cafes, and nightlife. Enjoy easy access to the 606 Trail for walking, running, and biking. Commuting is a breeze with nearby public transportation options and quick access to major expressways. Whether you're looking to expand your investment portfolio or live in one unit while generating rental income from the others, this property checks all the boxes-location, condition, and income potential.
Courtesy: Blue Door Dave Inc
312-344-1487
Well-maintained and updated legal 2-unit building located in the rapidly developing West Garfield Park neighborhood. Each unit offers 3 bedrooms and 1 full bath, featuring spacious layouts with large living rooms, separate dining areas, and generously sized eat-in kitchens. Recent updates include newer windows, updated plumbing (supply & drain lines), water heaters, and a newer furnace on the first floor, along with updated flooring throughout portions of the property. Both units provide washer/dryer hookups, offering added convenience for tenants or owner-occupants. The property sits on an oversized lot (25x180) with a fully fenced yard, providing ample outdoor space and potential for parking or future improvements. A full unfinished basement offers additional storage or value-add opportunity. The second-floor unit features a private rear deck, ideal for outdoor enjoyment, while the first-floor unit offers easy access and functional layout. Conveniently located just 2 blocks from the Green Line, with close proximity to public transportation, schools, and local amenities-making this a strong option for both commuters and tenants. Ideal for investors seeking rental income or owner-occupants looking to house hack. Strong upside potential in a growing area with nearby comparable sales supporting value.
Courtesy: RE/MAX 10
773-904-9777
SOLID AND GOOD CARE BRICK TWO FLAT WITH GARDEN APARTMENT IT OFFERS TWO BEDROOMS, ENCLOSE FURNACED PORCH FORMAL DINING-ROOM AND BIG LIVING-ROOM IN EACH APARTMENT SEPARATED GAS AND ELECTRIC. FEATURES HARDWOOD FLOORS, NICE AND BIG KITCHENS REMODELED BATHROOMS. 3 HEATING UNITS, SOME NEW WINDOWS AND ROOF, IRON GATE, NEW PATIO, TWO CAR GARAGE, GREAT LOCATION CLOSE TO TRANSPORTATION, SCHOOLS AND SHOPPING.
Courtesy: Cloud Gate Realty LLC
773-888-1220
Well-maintained multi-unit property consisting of four units, each with separate utilities for added convenience and efficiency. The property includes an oversized adjacent lot and two rear garages with space for up to four vehicles. A great option for investors looking to generate solid rental income. Estimated After Repair Value (ARV) of approximately $450,000. Property is being sold as-is.
Courtesy: REMAX Legends
630-216-8000
Great opportunity to own a multi-unit property in an up-and-coming area! 2-unit building plus an unfinished basement. The adjacent lot with the 2-car garage is included in the list price. Second floor unit was rehabbed in 2022. New roof, gutters, and window seals were installed in 2022. Newly painted aluminum siding and garage (April 2026). Newer sewer lines and sidewalks. This is a fantastic opportunity for a wise investor or a first-time homebuyer. Rent prices are very low because they are long-time tenants (month-to-month tenancy).
Courtesy: Thomas Kraley
312-502-7900
Solid brick 3 flat ready for your upgrades and touches. Great investment opportunity to add to your portfolio - or purchase as a primary and lease out the 2 units.
Courtesy: Real 1 Realty
224-699-9396
Compelling cash-flow investment featuring $108,000+ annual rental income from annual leases to strong-credit tenants, $80,500 NOI, 7.5 cap rate, and 9.95 GRM at asking price. Turnkey all-brick asset offering additional upside through furnished rentals, laundry, garage, and parking income. Located just west of Logan Square, this well-maintained Chicago apartment building sits in a stable residential setting surrounded by well-kept single-family homes and benefits from consistent rental demand. Just two blocks from the Healy Metra station and the Fullerton bus line, providing convenient commuter access and strong tenant appeal. The property has been substantially improved in recent years and offers an attractive blend of updated interiors and preserved vintage character. EVERY unit features fully updated kitchens and baths consistent with the property photos, along with stainless steel appliances, granite countertops, refinished hardwood flooring, original stained-glass accents, and quality woodwork throughout. Capital improvements include tuckpointing, newer individually controlled forced-air furnaces, central air systems, updated hot water heaters, and other key mechanical upgrades. Additional value is provided through on-site coin laundry, 2-car garage, private parking pad, and ample free street parking. The building offers a total of 10 bedrooms and 6 bathrooms across the property. Well-positioned investment property with immediate cash flow, strong in-place income, and continued upside potential.
Courtesy: Coldwell Banker Realty
773-451-1200
Investor special! Fully occupied 2-flat sits on a quiet, desirable block; start generating income from day one. The basement offers additional upside with duplex-down opportunity. Conveniently located near Beverly, shopping, and expressway.
Courtesy: Hunter's Realty, Inc.
708-628-2900
Investors, this is the perfect rehab! Take your creative talents and customize this 2-unit with basement to how your vision see fit. 6 bed 2 bath could possibly fit 2 to 3 more bedrooms in the building. Conveniently located 2 minutes from the magnificent Garfield Park Conservatory; if you love walking & biking 10 minutes from The 606 biking trail. Sporting events & concerts, literally 10 minutes from the United Center. Easily accessible bus routes & train station that will take you either down town Oak Park or down town Chicago both in less than 10 minutes. The perfect location for the perfect renovation!
Courtesy: Realty of America, LLC
708-788-1900
Turnkey 2-unit investment opportunity in the heart of Little Village-perfect for investors or owner-occupants looking to generate income in a high-demand rental area. This well-maintained property features separate utilities, individual furnaces, and central AC for each unit, making it both efficient and tenant-friendly. Major updates include roof (2019), furnaces (2019), central AC (2020), and a newer water heater (2025)-offering peace of mind and reduced maintenance moving forward. Located just minutes from the CTA Orange Line, providing direct access to Downtown Chicago and Midway Airport-a major draw for tenants and commuters. Conveniently near the vibrant 26th Street corridor, known for its shopping, dining, and local businesses, along with easy access to I-55 for seamless travel throughout the city. Surrounded by parks, schools, and everyday amenities, this property sits in a high-demand rental pocket with strong long-term growth potential.
Chicago is located in Illinois. Chicago, Illinois has a population of 2,742,119. Chicago is less family-centric than the surrounding county with 27.11% of the households containing married families with children. The county average for households married with children is 29.73%.
The median household income in Chicago, Illinois is $65,781. The median household income for the surrounding county is $72,121 compared to the national median of $69,021. The median age of people living in Chicago is 35.1 years.
The average high temperature in July is 83.9 degrees, with an average low temperature in January of 19.2 degrees. The average rainfall is approximately 38.2 inches per year, with 35.1 inches of snow per year.
