Courtesy: Coldwell Banker Realty
708-460-4900
Exceptional multi-unit investment opportunity in historic Bronzeville/Grand Boulevard! This solid brick property features a 2-unit layout plus a separate basement unit, totaling 8 bedrooms and 3 full baths. Units 1 and 2 each offer a spacious 3-bedroom, 1-bath footprint complete with a formal living room, separate dining room, generous closet/storage space, and a bright eat-in kitchen. The first-floor unit is tastefully updated and move-in ready, while the separate basement unit needs some TLC making it the ideal value-add project for DIYers, savvy owner-occupants, or investors. Exterior features include a brand-new back porch, 2-car garage, and separate gated entry. I deally situated just minutes from the CTA Green Line, Metra, Lake Shore Drive, I-90/94, the lakefront, 41st Street Beach, shopping, dining, and Hyde Park. Sold as-is. Bring your ideas and schedule your private tour today!
Courtesy: eXp Realty
888-574-9405
This property is an excellent opportunity for first time homebuyers who want an affordable path to homeownership. This three unit flat is located in a steadily improving neighborhood on the Southeast Side of Chicago and offers strong long term potential. Each unit includes appliances and features a comfortable two bedroom one bathroom layout. For first time buyers, this is an ideal chance to live in one unit and use the rental income from the other two units to help lower your mortgage. All three units are currently occupied by dependable tenants, which also makes this a solid option for investors seeking immediate rental income. The building provides spacious units and there is consistent rental demand in this area. As the neighborhood continues to improve, the property is well positioned for future appreciation. Whether you are purchasing your first home or looking to expand your real estate portfolio, this turn key three flat offers value, stability, and long term opportunity.
Courtesy: Berkshire Hathaway HomeServices Chicago
312-944-8900
Seize the day with this Updated, Versatile two-flat in Portage Park offering Cash Flow and Value-add upside. The property features one duplex-down unit with 3 bedrooms and 2 baths, plus a 2nd floor Simplex apartment with 2-bedroom/1-bath. Separate utilities and private laundry for each unit add convenience and investor appeal. Fully fenced yard, plus a 2-car garage with potential for additional income. Ideally located near historic 38-acre Portage Park, with access to nature walks, Olympic-size pool with aquatics, team & individual sports, gymnasium facilities, and fieldhouses. Walk to neighborhood favorites including Binny's, Target, PetSmart, Jewel-Osco, Ross, restaurants, shopping, and everyday conveniences. Enjoy easy access to I-90/94, CTA, Metra, O'Hare Airport, and Downtown Chicago. Make your appointment today!
Courtesy: Pearson Realty Group
773-325-2800
Fantastic opportunity to own a fully occupied 3-unit building in the heart of North Lawndale! This investor-friendly property offers three income-producing units, providing an excellent opportunity for an investor looking to expand their rental portfolio. Unit 1 features 2 bedrooms and 1 bathroom, while Units 2 and 3 each offer spacious 3-bedroom, 1-bath layouts with bright living spaces and functional floor plans. All three units are currently rented, providing immediate rental income from day one. The property also features a convenient coin-operated laundry area and a 4-car parking slab in the rear. With all units occupied, this property offers a strong opportunity for an investor seeking an income-producing multi-unit property without the need to fill vacant units. Conveniently located near schools, parks, shopping, restaurants, public transportation, and major expressways. Add this income-producing 3-unit property to your portfolio today!
Courtesy: C T K Realty INC.
708-339-5700
This lovely 2-unit building with an additional finished studio/attic space in West Englewood is a must-see! A spacious property offering two generous apartments, a full basement, finished attic space, and a detached 2-car garage. The first-floor unit features 2 bedrooms and 1 bathroom, while the recently renovated second-floor unit offers 3 bedrooms and 1 bathroom. The finished attic provides additional living space, including a bedroom, living area, and full bathroom, offering excellent flexibility for additional living or recreational space. Both main units feature bright, open living areas, hardwood floors, and plenty of natural light. With some cosmetic updates, there is significant potential to further enhance the property's appeal and value. The full basement provides ample storage space and includes a dedicated laundry area. The property also features separate utilities, new water heaters, and a newer roof that is only a few years old. Outside, the large backyard provides plenty of space for outdoor entertaining and gatherings, while the detached 2-car garage offers convenient parking and additional storage. Whether you're an investor looking for strong rental income potential or an owner-occupant seeking a spacious multi-unit property, this property offers an excellent opportunity in West Englewood. Conveniently located near public transportation, schools, parks, and shopping. The property is being sold AS-IS. Don't miss this opportunity to own a spacious and versatile investment property with excellent potential. Schedule your showing today!
Courtesy: Kale Realty
312-939-5253
LARGE updated legal four in rapidly appreciating North Lawndale. 1301 S Christiana boasts updated units with modern efficiencies like in-unit washers and dryers, individual furnaces and central air in EVERY UNIT, and updated kitchens with beautiful granite countertops. The property was built big extending to the sidewalk to create above standard units with plenty of sunlight since it is on the end of the street. This makes it the ideal investment for a house hacker looking to use FHA financing or any owner-occupy loan, or for any savvy investor wanting to invest in North Lawndale. In addition to the unit updates, the property received a 400 amp electrical service installation, newer windows, and a roof tear-off in 2017. Leases are below market value because the owner wanted to keep the great long term tenants. Parking is available in the back with easy street parking for any occupant. 1301 S Christiana is an excellent addition to any portfolio.
Courtesy: Inter Properties Inc
312-985-7117
Fully rehabbed and turn-key brick 3-flat in North Lawndale, featuring three spacious 2-bedroom, 1-bathroom units. This property has undergone an extensive renovation with improvements throughout the entire building. Updates include new kitchens, new bathrooms, new HVAC systems, new water heaters, new flooring, fresh paint and finishes, roof improvements, tuckpointing, and much more. The major capital improvements have been addressed, offering a tremendous opportunity for an investor or owner-occupant seeking a low maintenance, income producing property. Each unit offers a functional 2BR/1BA layout, providing comfortable living space along with updated kitchens and bathrooms. Each unit has individual furnace and water heater with separate utilities. The building also features rear porches and a full unfinished walk-out basement, providing additional storage and future potential, subject to zoning and permitting. Ideally situated in Chicago's North Lawndale neighborhood, with convenient access to public transportation, neighborhood shopping, restaurants, parks and everyday amenities. The property is also conveniently located near CTA transportation and the I-290 Eisenhower Expressway, providing easy access to downtown Chicago and surrounding areas. Schedule your showing today and see the extensive improvements for yourself!
Courtesy: Brookline Real Estate LLC
630-590-5910
Brookline Real Estate is pleased to present 823 S. Carpenter Street, a fully leased two-unit investment property in Chicago's Little Italy/University Village neighborhood. The property contains two four-bedroom, one-bath apartments and totals approximately 2,656 square feet. Located within the UIC campus and near the Illinois Medical District, Taylor Street, public transportation and downtown Chicago. The property offers immediate income in a highly desirable, supply-constrained rental market. Additional financial and property information is available in the sales brochure. Proof of funds and pre-approval required. Showing to start Friday afternoon at 12 PM. There may be overlap in showings.
Courtesy: RE/MAX Premier
312-475-1717
Experience a rare opportunity to own an **oversized** two-flat in the highly sought-after Pill Hill community, offering remarkable space, versatility, and comfort. Each unit boasts more than 1900 sq feet of living area, designed with an open-concept layout that's perfect for modern living and entertaining. Step into expansive living and dining rooms that flow seamlessly together, complemented by a generous family room in each unit for added relaxation and gathering space. Both residences feature 3 well-appointed bedrooms and 2 full bathrooms, providing ideal accommodations for owner-occupants, extended families, or savvy investors seeking strong rental potential. The property also includes an attached 2-car garage, a desirable convenience rarely found in the area. A finished basement with a large recreation room and private entry adds even more flexibility-perfect for a home gym, media room, workspace, or additional entertaining zone. Situated in the established Pill Hill neighborhood, this unique oversized two-flat blends space, function, and location-an exceptional opportunity that doesn't come to market often.
Courtesy: Crosstown Realtors, Inc.
708-949-4374
Wow!!! Beautiful red brick 2 unit with updated 3 bedrooms 1 bath in each unit. Huge eat in kitchens with newer cabinets. Beautiful vinyl plank flooring throughout both units. Tenants pay all utilities. Ready for new owners!!!
Courtesy: eXp Realty
888-574-9405
Don't miss this exceptional opportunity to own a versatile two-unit property with endless potential. Live in one unit while generating rental income from the other, or add this solid investment to your portfolio. The unfinished basement offers a blank canvas for your creative vision and the brand new garage adds even more value. Whether you're an owner-occupant or an investor, this property is ready for its next chapter.
Courtesy: Straight-A Realty, LLC
630-288-2446
**Exceptional South Shore 3-flat offering immediate rental income, long-term equity potential, and an outstanding opportunity for an investor OR an owner-occupant looking to HOUSE HACK!** Offered at **$550,000**, this well-maintained brick building features **three jumbo approximately 1,700 SF apartments, each with 3 bedrooms and 2 full bathrooms-9 bedrooms and 6 full baths total.** Each unit offers large living rooms and bedrooms, formal dining rooms, beautiful hardwood floors and generous layouts that are increasingly difficult to find. The building is fully occupied by established, long-term residents who have demonstrated consistent payment history, currently carry **$0 tenant balances**, and take pride in caring for their homes. Current scheduled rent is **$3,912 per month/$46,944 per year**, giving a buyer income from day one, while **all three tenancies are currently month-to-month**, providing valuable future flexibility subject to applicable tenant rights and notice requirements. For a **first-time buyer or owner-occupant**, this is a compelling house-hacking opportunity: live in one of the three large 3-bedroom/2-bath units when legally available while collecting rent from the other two to help offset the cost of ownership. For an investor, the rental-growth potential is substantial. Current rents remain well below the approximately **$2,037/month average identified by the property's rental comparable analysis for similar 3-bedroom apartments within one mile**; at that benchmark, three units would generate approximately **$6,111/month or $73,332/year**, representing approximately **$2,199/month/$26,388 per year of potential additional gross rental income-about 56% above today's scheduled rent roll-if all three units ultimately achieved that benchmark.** Unit 2 currently rents for **$1,287/month**, and a **CHA rent increase to $2,000/month has already been submitted and is pending approval**, which alone would add **$713/month or $8,556/year** if approved. The building was designed with income-property ownership in mind: **tenants pay their own gas, heat and electricity**, each unit has **separate forced-air heating and individual controls**, and the property includes a **full basement with tenant storage, landlord storage, natural-gas basement heat and coin-laundry facilities as reported in the prior listing.** The full basement's size, ceiling height, layout and access may also offer an exciting opportunity to investigate future additional living/income-producing space or a garden/ADU configuration, **subject to City of Chicago approval, zoning, permits and buyer due diligence.** Outside, the property includes a valuable **owned detached 3-car garage**; the prior listing also reported a newer tear-off roof on the main building with a transferable warranty and a **2020 tear-off garage roof**, which buyers should independently verify. The equity story is equally exciting: comparable-market analysis reviewed during the listing process included renovated multifamily product with finished garden space selling in the **$700,000+ range**. Against the **$550,000 asking price**, that illustrates a **$150,000+ gross valuation spread** and the potential opportunity to build substantial equity through thoughtful improvements, increasing below-market rents and maximizing the property's existing space; comparable properties differ and future value is not guaranteed. Located in **South Shore**, one of Chicago's established lakefront communities, the property offers convenient access to the lakefront, beaches, schools, shopping and the recreational and cultural amenities surrounding the neighborhood. Whether you're a seasoned investor seeking a stabilized building with significant room to increase income, or a **first-time owner-occupant who wants to live in a spacious unit while tenants help pay the mortgage**, this property offers something increasingly difficult to find: **a clean and proven rent roll, $46,944 in current annual
Courtesy: Berkshire Hathaway HomeServices Chicago
708-422-0011
Related living 2 units, 5 bedrooms, 2 kitchens, 2 bathrooms, basement for storage. NEW ROOF. 3 beds on the main 2 beds in the upstairs unit. Tenant on 2nd floor is month to month. freshly painted, floors on the main finished last year.
Courtesy: Compass
773-466-7150
Here's your next project! ARV $600K+. This jumbo brick two flat in East Garfield Park offers a great opportunity to start now and finish in time for tenants in early 2027! The big ticket exterior projects are complete: new roof, new back porch, stabilized masonry AND new City of Chicago water service! WOW! The interior framing and blocking is done per plans for a 3 bed/2 bath layout on each floor. Architectural plans can be conveyed with sale. Materials on site will also be conveyed if buyer wants them. This property offers an extra long lot : 25ft x 180.65ft with zoning of RM-5. This property is eligible for at least one ADU per the city's website. With the full unfinished basement, you have room to expand! The adjacent vacant lot owner is open to selling with a separate negotiation if you want more land space for a private yard or additional building. Get started today! The low interest rate mortgage is assumable if buyer qualifies for FHA. Great East Garfield Park location on a short block, close to schools, public transit, downtown, and all around new construction abounds!
Courtesy: Coldwell Banker Realty
847-541-5000
This rare 1 story style duplex has been completely renovated from top to bottom, inside and out! The exterior features an all new torch-down roof, windows, doors, siding, gutters, vents, mailboxes, light fixtures, and all of the brick has been properly tuck-pointed. Inside, both units have undergone a total transformation into truly turnkey condition, ready for immediate occupancy. All new engineered hardwood flooring, oversized 7" baseboards, doors/hardware, blinds, closet shelving, and wooden railings with metal balusters throughout. Both bathrooms are tastefully remodeled including professionally installed tile work. Both kitchens boast gorgeous white shaker cabinets, quartz countertops, and stainless steel appliances. The basement provides ample storage space and houses the two new high efficiency furnaces along with two new air conditioners outside. The home's zero-front setback allows for a nice large back yard. This location in desirable Norwood Park is only .5 miles from the Metra station and 1 mile from both the CTA Blue Line station and I-90 tollway for easy commuting. See the 3D virtual tour!
Courtesy: Apartments of Chicago Inc.
773-274-9300
Well maintained 20 year old 2 flat on Chicago's West Side. The first floor is duplex-up, hardwood floors throughout, a south facing bright & sunny living room, three bedrooms, 2 full baths, spacious kitchen with stainless steel appliances and W/D hookups. The lower ground floor unit offers comfortable, private living with two bedrooms and one full bath, separate entrance, and easy access to the yard. Both units are currently tenant occupied. All appliances are included. Close to public transportation and in the heart of million dollar new developments.
Courtesy: Keller Williams ONEChicago
312-216-2422
Tucked into Portage Park, this rare legal three-flat has been generating steady income for years and comes fully tenant-occupied from closing. Built in 1922 on a generous 31x126 lot, it offers three two-bedroom units, a two-car garage, and a fenced backyard, giving an investor solid fundamentals to build on or a house-hacker room to move into one unit while the others help carry the mortgage. This property offers the new owner has real flexibility, whether that means adjusting rents to market or eventually settling into one of the units. The location does a lot of the work here too, maximizing rentability, just steps from the Montrose Blue Line, the #152 bus, Metra's Mayfair stop, and the shops around Six Corners, with Chopin Park close by. Interior photos are being held back out of respect for current residents, but are available on request through the listing agent, who's happy to arrange a private tour. Please allow a minimum 48 hrs' notice for showings. Property is being conveyed as-is.
Courtesy: Parkvue Realty Corporation
312-788-4040
Rarely does an opportunity such as this arise in the sought after South Shore! This building is a jumbo, all brick, three unit building with a full basement and a three car all brick garage in which the renovations have been started but never finished. The units have all of the hard work completed, hardwood floors run through each unit, there are large octagon living rooms in each unit with a wall of windows that allow tons of natural light to shine into the unit. This building is in an ideal location, steps from Lake Michigan, close to train and much more! Buildings like this do not hit the market often and this one will not last long! Sold strictly as-is. No survey. Buyer to take subject to any violations/municipal requirements. Utilities will not be activated.
Courtesy: xr realty
773-234-8155
Beautiful, Legal 2 Flat with in-law arrangement in the heart of Jefferson Park. Excellent building includes top floor unit 2 Bed 1 Bath. First floor unit 2 Bed 1 Bath and in-law down for an additional Bed and Bath. Bright open units each equipped with private rear porches. Pictures only reflect second floor unit but first floor is even bigger and more updated. Long time owner, solid and well maintained building. Excellent locations, located on a quiet street close to restaurants, shopping, parks, schools, train and highway! This home has it all! Don't miss out! HURRY!!
Courtesy: Dwell
773-716-9007
**$20,000 Grant Available Through the Cook County Land Bank!** Introducing this stunning new construction 3-flat in the heart of Humboldt Park, ideally located just off Franklin Boulevard - only 10 minutes from Downtown Chicago and 2 minutes from the Garfield Park Conservatory. This exceptional property offers a rare opportunity for owner-occupancy while generating strong rental income. Each spacious unit features 3 bedrooms and 2 full bathrooms, including a private primary suite with an en-suite bath. Designed with modern living in mind, the kitchens showcase sleek stainless-steel appliances, quartz countertops, custom slow-close cabinetry, and luxury flooring throughout. Foam insulation on exterior walls enhances energy efficiency and year-round comfort. Additional highlights include in-unit washer and dryer, low-maintenance new construction, and a 3-car parking pad in the rear. Conveniently located near shopping, public transportation, and local amenities, this turnkey investment is especially ideal for homeowners looking to gain equity in an up-and-coming neighborhood. *Interior and exterior photos shown are from a similar property located on the 500 block of Lawndale* **Expected delivery: October 2026.**
Courtesy: @properties Christie's International Real Estate
312-682-8500
A rare opportunity to own a beautifully updated Greystone. 3 legal units (basement ADU) in one of Chicago's most exciting growth corridors. This stately building commands immediate attention. With freshly tuckpointed stonework, stonewashed exterior, and updated landscaping, it delivers curb appeal that stands apart on the block. Brand new kitchens, bathrooms, and flooring throughout, complemented by fresh paint and newer windows that flood each space with natural light. The fully permitted garden-level ADU adds a legal 3rd income stream and significantly boosts overall yield. Live in one, rent two, or maximize all three. Woodlawn is in the midst of a remarkable transformation. With a wave of new construction in the pipeline and steadily climbing rental rates, savvy investors are moving in early. This property puts you ahead of the curve. Secured in a neighborhood whose trajectory is unmistakably upward, with the bones, the beauty, and the bottom line to match.
Courtesy: GMC Realty LTD
630-994-3200
**Rare Jefferson Park Multi-Unit Opportunity!** Owned and cared for by the same family for more than 30 years, this well-maintained property offers an incredible combination of space, income potential, and location just down the block from Dunham Park. Situated on an oversized approximately **50' x 190' lot**, this **legal 2-unit with garden-level living space** is currently being enjoyed by the seller as one expansive single-family residence-showcasing just how much living space this property provides. Featuring approximately **6 bedrooms and 3 bathrooms throughout the building**, the layout includes 2 bedrooms on the second floor, 3 bedrooms on the first floor, and 1 bedroom at the garden level. The property offers **central heat and air**, new driveway, 3 year old roof, generous living areas, and has been lovingly maintained throughout its longtime family ownership. Outside, the property continues to impress with a **long driveway, garage, and additional land beyond the garage**, a combination rarely found in this part of the city. **Longtime ownership. Oversized lot. Multiple income possibilities. Prime Jefferson Park location near Dunham Park.** A unique opportunity for investors, owner-occupants, and multi-generational families alike.
Courtesy: RE/MAX Mi Casa
773-767-1616
Great investment opportunity with plenty of potential. This multi-level property features a spacious layout, new rear porch & convenient location. New rear porch. Each unit has living room, kitchen & 2 bedrooms. Basement & attic open unfinished. Sold "as-is".
Courtesy: Chicago Properties Firm
312-525-9660
Welcome to 1431 S. Christiana Avenue, a classic Chicago Greystone two-flat that offers an exceptional turn-key opportunity for savvy investors or owner-occupants looking for live-in rental income with strong upside. Beautifully presented with timeless stone masonry and a secure fenced perimeter, this property features bright, versatile living spaces highlighted by beautiful hardwood floors, light neutral tones, and classic arched pass-throughs. The main residential layout offers expansive, light-filled living rooms and dedicated dining areas, seamless eat-in kitchens equipped with extensive cabinet storage and gas ranges, functional full baths, and comfortable bedrooms alongside flexible bonus rooms ideal for home offices. Beyond the upper living quarters, the home presents incredible equity potential with a massive unfinished basement ready for duplexing down or future expansion, plus a low-maintenance back yard complete with a private concrete parking pad and easy access to local transit and Downtown Chicago.
Courtesy: Coldwell Banker Realty
312-266-7000
Investors and house hackers, take notice! Brick 2-unit apartment building in the heart of Woodlawn. The first unit is duplexed down and features 6 bedrooms and 2 bathrooms, while the second unit offers 3 bedrooms and 1 bathroom. Excellent opportunity for rental income, owner-occupants, or portfolio expansion. Conveniently located near the Obama Presidential Center, University of Chicago, parks, and public transportation. Property being sold AS-IS.
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.
