Courtesy: 33 Realty
773-327-4975
ATTENTION OWNER-OCCUPANTS! We are pleased to present for sale 5714 S Prairie Avenue, a four-unit multi-family investment property in the east Washington Park neighborhood of Chicago. This is an excellent opportunity for an OWNER-OCCUPANT OPPORTUNITY as the top floor (unit 3) 4-bed/2-bath unit was gut-rehabbed in 2026 and will be vacant upon closing. The property is composed of two 4-Bed/1-Bath & one 4-Bed/2-Bath, and 5-Bed/2-Bath apartments that were previously renovated for individual condominiums. Rents are all under market - please contact broker for full financial information. All units have hardwood and tile throughout, modern appliances, gas-forced-heat, granite counter tops, individual hot water tanks, and individual utilities. The residences are larger than most of the new construction in the area, ranging in size between 1,200 and 1,400 SF and feature separate dining & living areas. Deconversion to ONE PIN has been completed.
Courtesy: Top Care Realty LLC
630-350-0363
2-FLAT ON A QUIET BLOCK WITH REAR PARKING PAD. LARGE ATTIC AND BASEMENT FOR FUTURE USE. INDIVIDUAL HEATING AND HOT WATER. SECOND FLOOR 3 BEDROOM APARTMENT IS VACANT FOR OWNER IMMEDIATE OWNER OCCUPANCY. FIRST FLOOR TENANT PAYING 1,100 MONTHLY AND SELLER WILL NOT VACATE TENANT FOR THE SALE.
Courtesy: eXp Realty
888-574-9405
Turnkey investment or live-in opportunity in Chicago's West Woodlawn neighborhood. This fully renovated building features two 2-bed/1-bath units (garden and first floor) and one 3-bed/1-bath unit on the second floor. Each apartment offers modern finishes, updated kitchens, baths and bright, open living spaces. This property has an ideal setup for an owner-occupant looking for rental income, or an investor seeking a ready-to-go property with strong potential returns. Located near Washington Park, the future Obama Presidential Library, University of Chicago, the CTA Green Line, and major expressways, This property offers convenient access to the Lakefront, downtown, and Hyde Park. Don't miss your chance to own a fully rehabbed property in the heart of West Woodlawn!
Courtesy: Premier Midwest Realty, INC
708-801-9840
Property being sold as is please do not disturb tenants Solid brick 2 unit ideal for investor or owner occupancy looking to live in a unit and rent the other unit. Seller works overnight. 48 hour notice required for showings
Courtesy: Coldwell Banker Realty
773-451-1200
Discover the perfect blend of space, style, and functionality in this beautiful 2-unit building, offering a total of 6 bedrooms and 2 full bathrooms. Each unit features inviting wood finishes that add warmth and character throughout. Enjoy separate living and dining rooms, ideal for both everyday comfort and entertaining guests. The large kitchens provide plenty of counter and cabinet space-perfect for home cooks and families alike. Step out onto the private back porches, offering extra space to relax or enjoy the outdoors. Whether you're an investor seeking solid rental income or an owner-occupant looking for a spacious home with extra income potential, this property delivers versatility and timeless appeal.
Courtesy: HomeSmart Connect LLC
847-495-5000
Investor Special - Rehab Opportunity! This two-unit property offers a solid investment opportunity in a strong, active market. The building has fire damage and requires a full gut renovation, making it ideal for seasoned investors and rehabbers looking to create value. With an ARV of 360K+ and strong neighborhood activity, this is a great project with serious upside potential. Sold as-is. No survey. Property is boarded up drive-by only. Interior access with an accepted offer and signed waiver. Don't miss out - submit your offer today before it's gone!
Courtesy: Village Realty Inc
708-342-1212
Great Location close to Business Area on 63rd & Damen & great access to Bus (a couple of steps). 10 minutes away from green line train transportation to the city downtown and 20 minutes to Midway Airport. Property was rehab in 2017
Courtesy: Berkshire Hathaway HomeServices Chicago
630-325-7500
INVESTOR SPECIAL!! Money is to be made with this building. Building is ready to finish up, owner started making some repair. Beautiful wrought iron gate with second story balcony. Two separate units make for good rentals. Full walkout basement, possible garden apartment. Great location, close to many gas stations, retail and grocery stores, and restaurants. Cash offers only.
Courtesy: Coldwell Banker Realty
708-352-4840
Courtesy: Grinker & Garcia Real Estate
773-731-8500
This is an excellent opportunity to own this income generating two unit. Utilities are paid by tenants (owner pays the water). It is ideally located right off of Lake Shore Drive and just minutes to Downtown Chicago. One unit is currently rented to a long term tenant for $1,200 The other unit is currently vacant. 48 Hour Notice for appointments and No Appointments After 3pm
Courtesy: Grinker & Garcia Real Estate
773-731-8500
Courtesy: eXp Realty
888-574-9405
Property listed at lender-suggested price. Please note: a burst pipe has caused significant water damage throughout the home. Listing photos reflect the property's condition prior to the damage. Repairs will be needed. Property is being sold as-is.
Courtesy: RE/MAX 10
773-904-9777
ATTENTION INVESTORS & REHABBERS!! GREAT OPPORTUNITY AWAITS!!! LARGE, SPACIOUS, BRICK 2 UNIT BUILDING. CLOSE TO TRAIN & PUBLIC TRANSPORTATION, STORES.
Courtesy: Kale Realty
312-939-5253
*Rehabber's Special* Multiunit building on a double lot. Perfect for rental income or a quick flip. Needs TLC and property is being sold as-is. No survey. Tax proration 100%. Easy access to the expressway and steps to public transportation.
Courtesy: 33 Realty
773-327-4975
Four-unit, 2007 construction, all 3 bed / 2 bath building for sale in Washington Park! Perfect for owner-occupant as top floor unit has been left unoccupied and fully-rehabbed to new construction quality. Building has been significantly updated in the last 18 months. Please contact for additional information.
Courtesy: Manage Chicago, Inc.
773-449-5151
Turnkey Investment Opportunity - Cash Flow from Day One! Investor Alert! This solid, tenant-occupied 2-story home is already cash flowing and ready to be added to your portfolio. Featuring new windows, brand-new siding and capping, and low property taxes, this is a low-maintenance asset with strong upside potential. The property offers a spacious layout with a large living room, oversized bedrooms, and an eat-in kitchen-ideal for long-term tenant retention. Also includes a 2-car garage and sits in a desirable area with consistent rental demand. Easy to show and ready to go-perfect for buy-and-hold investors looking to expand or start their portfolio with minimal hassle.
Courtesy: Real People Realty
815-469-7449
SOLD AS PACKAGE DEAL WITH 2106-2108 SOUTH PUALASKI WOOW GREAT INVESTMENT OR MOVE YOUR LARGE FAMILY INTO A 2 FOR ONE DEAL. HURRY WON'T LAST.
Courtesy: Real People Realty
815-469-7449
Courtesy: Real People Realty
815-469-7449
NICE GREYSTONE IN MUCH SORT AFTER AREA OF NORTH LAWNDALE. COME SHOW AND SELL. CLOSE TO TRANSPORTATION LINE CALL LISTING AGENT FOR SHOWINGS. DO NOT DISTURB TENANTS.
Courtesy: O W Auction Group LLC
630-920-2115
SHORTSALE Opportunity. Not finding what you are looking for in a multi unit? Bring your creative ideas for this diamond in the rough. Building does need work which is reflected in the list price. This Multiunit features enclosed front and back porches, tall ceilings, spacious rooms and floor plan. Great Investment Opportunity For Owner Occupant with the potential to live rent free Or Investor looking for a great return on their investment. First floor has 2 beds, 1 bath, separate utilities and can be duplexed down OR related living in the basement with separate egress & ingress. The building has the POTENTIAL FOR ADDITIONAL INCOME with the lower level waiting for your finishing touches.. Second floor has 3 beds 1 bath. Located within minutes of Jackson Park, University Of Chicago, Obama Library, and walking distance to public transportation. New developments are happening through out the area. Great investment opportunity. "Sold As Is".
Courtesy: Choice Realty Group Inc.
773-782-6679
GREYSTONE TWO UNIT ready for rehab. Two bedroom apartment previously in the basement. First floor 2 bedroom and second floor 3 bedroom. Property in need a lot of work, but will be a good investment/flip. Sold as is. No survey provided.
Courtesy: Coldwell Banker Realty
312-266-7000
Investor Special! Well-maintained 2-Flat in growing Englewood with strong income potential. Estimated rents support a healthy CAP rate. Second-floor unit features a unique duplexed layout, creating a spacious 3BR with extra living space. Unfinished basement offers value-add potential for storage or additional units (pending permits). Secure off-street parking with cast iron gates. Turnkey investment or live-in opportunity. Buyers may qualify for grants with preferred lender. Don't miss this cash-flowing gem-schedule your showing today! Property sold As-Is. Seller is agreeable to FHA and VA repairs at right price
Courtesy: Berkshire Hathaway HomeServices Starck Real Estate
847-806-8440
Beautiful 3 unit building, in the heart of Woodlawn. (2) 2bd/2bth and (1) DUPLEX with 4bd/3bth. Completed in 2008, this building has been well maintained. New decks installed 2022, primed and re-painted 2025, tuck pointed and sealed 2025, new stairwell carpet and paint 2025, New water heaters in each unit and more! Full list of improvements available. Premier block in Woodlawn, minutes from University, Green line, Library, Restaurants, Parks, Museums, Lake Michigan and all that Woodlawn has to offer. Values continue to rise in this vibrant and historically rich South Side Chicago neighborhood. All three units occupied with Long term tenants.
Courtesy: Bright Future Realty
773-654-1360
Fantastic Investment Opportunity! Don't miss this solid brick legal 3-flat that combines space, comfort, and strong rental potential. Two of the units feature 4 bedrooms and 1 bath, each with central A/C, while the third unit offers 3 bedrooms and 1 bath-layouts that appeal to a wide range of tenants. This is a must-see property, packed with the amenities renters value most: Two garage parking spots plus one gated exterior spot. In-building laundry, Central heating (with central A/C in the 4-bedroom units) Solar panels that power the laundry and common areas, helping reduce utility costs Whether you're an experienced investor or looking to start your portfolio, this property gives you the opportunity to step right in and begin collecting rental income immediately.
Courtesy: Real People Realty
815-469-7449
Property was originally 4 Flat but has been gutted to the studs. Next door Lot at 2909 W. 25th St MLS#12461803 is included which has separate pin number. Seller will include Architectural Plans he had for rebuilt on each lot of 2 Duplex 2 units. Cash or Reno loan needed to purchase. Seller will not separate both lots must be sold together.
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.
