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.
Courtesy: Strong Legacy Realty
773-640-0778
Attention - Prime Irving Park Location. Exceptional opportunity for owner-occupants, investors, or developers in a highly desirable Irving Park area. Conveniently situated near CTA, Metra, I-90/94, shopping, restaurants, parks, and coffee shops. This family-owned property of over 40 years offers versatile options - keep it as a two-flat with additional rental income, or transform it into your dream home, surrounded by luxurious single-family residences. First Floor: 2 bedrooms, living room, dining room, kitchen, 1 bathroom. Second Floor (duplexed to attic): Living room, dining room, kitchen, 5 bedrooms, 2 bathrooms. Additional features: ample storage, enclosed porches, 2-car garage, and a fully fenced yard & Separate laundry hookup .New roof will be put on this month , Property is being sold As-Is. Pre-approved buyers only.
Courtesy: IRPINO Real Estate, Inc.
773-525-0900
Excellent Investment or Owner-Occupant Opportunity in Chicago! This Well-Maintained Two-flat offers Two Spacious Residences plus a versatile In-law Garden Unit. The Main-Level Unit features a Large Living Room, Separate Dining Room, Eat-in Kitchen, Primary Bedroom, Secondary Bedroom with Adjoining Sitting Room / Office, One Full Bathroom and an Entry Area with Stairs that lead to the One Bedroom, One Bathroom In-Law Garden Unit with Family Room, Office, and Kitchen. The Upper-Level Unit features a Large Living Room, Separate Dining Room, Eat-in Kitchen, Primary Bedroom, Secondary Bedroom with Adjoining Sitting Room / Office, and One Full Bathroom. With Flexible Accommodations across Three Levels, this Property offers Outstanding Potential for Multigenerational Living and/or Rental Income with a Fantastic Opportunity to live in one unit while generating income from the others! There is a Fenced Backyard and a Two Car Garage! The Prime Location is Moments to: CTA Bus Stops, Wrigley Field, Montrose Beach, Local Parks, Tons of Dining Options, Shopping and Nightlife. This is an Estate Sale and Property is sold As-Is and Hold Harmless. Sellers does not provide survey or disclosures - please verify all details on your own.
Courtesy: RE/MAX Mi Casa
773-767-1616
PROPERTY APPRAISED OUT AT LIST PRICE. BUYER GOT COLD FEET AND CANCELLED. ***SOLID BLOND BRICK 2 FLAT ON A CORNER LOT IN WEST LAWN WITH 2 CAR GARAGE.SECOND FLOOR UNIT OFFERS 3 BEDROOMS WITH 1 BATHROOM ,HARDWOOD FLOORS THROUGH OUT,ONLY THE STOVE IS INCLUDED IN THE UNIT AND TENANTS HAVE BEEN THERE SINCE 2020.MAIN LEVEL AND FINISHED BASEMENT OFFER TOTAL OF 5 BEDROOMS AND 2 BATHROOMS.MAIN LEVEL DOES NEED SOME TLC,BASEMET OFFERS CERAMIC FLOORING TILE AND TWO SUMP PUMPS.TWO FORCED AIR GAS FURNACES.BUILDING SOLD FIRM AS-IS CONDITIONS.PER SELLER REQUEST PRE-APPROVED BUYERS TO VIEW.
Courtesy: Redfin Corporation
312-836-4263
Discover this promising legal 3-unit building located in the vibrant Humboldt Park neighborhood. Each of the three units features two bedrooms and one bathroom, with the first and second-floor residences offering separate living rooms, dining rooms, and kitchens. Tenants enjoy individual control over their own boilers and water heaters, and the second-floor boiler was recently replaced in 2025. The property includes a shared common area with free laundry facilities, a large backyard, and a 1.5-car garage. While the roof is estimated to be 15-20 years old and most appliances are original, the first-floor stove and range were updated in 2025. Currently, all tenants are on month-to-month leases, providing flexibility for new ownership. Situated in the northwest corner of Humboldt Park, residents are just a short drive from the park's extensive amenities, including tennis courts, the beach and lagoon, the National Museum of Puerto Rican Arts & Culture, and various sports fields, while also benefiting from proximity to local grocery options, public transportation, and popular dining spots. Seller offers assumable mortgage with the 2.75% interest rate.
Courtesy: Americorp, Ltd
773-585-5385
Incredible investment opportunity in Hermosa! Situated on an extra-wide lot, this legal 3-flat offers exceptional income potential with spacious units, recent renovations, and ample parking. The building features a 2-bedroom, 1-bath first-floor unit, a 3-bedroom, 1-bath second-floor unit, and a 4-bedroom, 1-bath third-floor unit. An additional finished attic with access from Unit 3 provides excellent potential for added living space or future income opportunities. Almost the entire property has been extensively renovated, with all units except the tenant-occupied second-floor unit featuring refinished or new flooring, updated appliances, fresh paint, and renovated bathroom fixtures. Additional improvements include recently updated roofs, adding peace of mind for the next owner. Outside, you'll find a detached one-car garage plus a large parking pad with space for 4-5 additional vehicles, a rare feature in the area. Whether you're looking to expand your investment portfolio or occupy one unit while generating rental income from the others, this property offers tremendous flexibility and upside. Explore the property in 3D by clicking the 3D Tour button and walk through every detail from the comfort of your home.
Courtesy: Mark Allen Realty ERA Powered
773-938-5220
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 laundry, providing an excellent foundation for a renovation or value-add project. With strong bones and an ideal layout, this property is ready for your vision. Renovate and maximize rental income, create stunning owner-occupied living with additional rental revenue, or update both units for long-term investment potential. Located in an unbeatable location, you'll enjoy easy access to restaurants, coffee shops, grocery stores, parks, entertainment, public transportation, and major expressways. Just minutes from Roscoe Village, Lakeview, Bucktown, and the Southport Corridor, the neighborhood continues to attract homeowners and renters alike, making this an exceptional investment opportunity.
Courtesy: eXp Realty
888-574-9405
Welcome to this beautifully renovated 2-unit building in the sought-after Austin neighborhood! Offering a total of 7 bedrooms, 3 bathrooms, a fully finished basement, and central air conditioning, this turnkey property is an exceptional opportunity for both owner-occupants and investors. The first-floor unit features a bright and spacious living room, a separate dining room, and a stunning newly renovated kitchen with white shaker cabinets, elegant quartz countertops, and stainless steel appliances. This unit also includes three bedrooms. The second-floor unit offers a similar inviting layout with a spacious living room, formal dining room, beautifully updated kitchen, two bedrooms, a full bathroom, and the added convenience of its own dedicated mechanical room. The recently finished basement provides excellent additional living space or income potential with two bedrooms, a full bathroom, kitchen and living area. Recent upgrades include beautiful hardwood floors throughout, new A/C condensers, a new sump pump, three separate electrical meters and an updated garage equipped with a Wi-Fi-enabled garage door opener. Conveniently located near shopping, restaurants, parks, schools, and public transportation, this move-in-ready property offers the perfect combination of modern updates, versatility, and strong income potential. Whether you're looking to live in one unit while generating rental income or expand your investment portfolio, this is an opportunity you won't want to miss. Schedule your private showing today!
Courtesy: North Clybourn Group, Inc.
773-252-0600
Location, Livability, Design, and a little bit of Architectural Drama! The question is not only why is it different, rather, come and find out what exactly makes this opportunity unique? This Newly built 3 -story full masonry building is ready for delivery whether you are looking for a spacious home to live in, or for an effortless investment opportunity. 1 The site location is strategic--the property is located just 2 blocks from the elevated train line and not on top of it which makes it close enough, and yet far enough away( Access without the noise) 2. The Architectural design was thought out and improved on to ensure each bedroom, kitchen, living area and bathroom was maximized for functionality and the highest form of livability. 3. The site lines from the extra tall vaulted ceilings with massive front elevation windows, wide open spaces and natural light directed from all sides. 4. The finishes have been thoughtfully curated and intentionally designed to make for a timeless and exceptional living experience rather than conforming to what is trending. 5 Living space matters and so each unit offers a generous 1400 Sq ft floor plan. 6. The outdoor space is proprietary to each floor and spans wide and runs deep coming in at about 14 x 10 for each balcony. 7. There is a 3 car masonry garage to take the guess work out of where to park, and no car needs to settle for an outdoor space come winter! The garage was constructed with a higher load capacity truss system for your potential ideas to do so much more. The property lends itself to the owner/ user with an opportunity to capture $6,000 per month in income from the other two unit, or serves as an ideal investment for an arm chair investor with about $9000.00 per month in income potential. The property is brand new and so there is literally nothing to do but manage it. You can have it all, location, spacious living areas, outdoor space, full masonry structure, 3 car masonry garage and the peace and quiet you want and deserve!
Courtesy: Compass
312-319-1168
Excellent investment opportunity in West Humboldt Park! This well-maintained and updated in 2024 three-flat INCLUDES AN ADDITIONAL GARDEN UNIT, OFFERING FOUR SPACIOUS LIVING SPACES with strong income-producing potential. Each unit features generous room sizes, abundant natural light, and newer stainless-steel appliances. New roof 2022,New Copper Plumbing lines replaced 2024 in all units. The flexible layouts provide comfortable living areas and plenty of space for tenants to feel at home. Whether you are an experienced investor or an owner-occupant, this property offers exceptional possibilities. Conveniently located near the CTA Green Line, several bus routes, Garfield Park Conservatory, shopping, dining, and major roadways. Don't miss your opportunity to own a versatile multi-unit property in West Humboldt Park!
Courtesy: Area Wide Realty
708-656-3333
Spacious 2 Flat, 7 bedrooms, 2 bathrooms and a generous sized yard. Room counts are estimates. "No interior access, occupied property. Do not disturb occupants. Trespassing is prohibited. Any inspections of this property is not allowed. This property is being sold as-is, property is lender-owned and US Bank is making no representations or warranties" "U.S. Bank NA may have financing options available usbank/home loans/mortgages" Offers will be reviewed beginning 8/30/26 Room counts are estimates.
Courtesy: @properties Christie's International Real Estate
630-230-0500
**** MULTIPLE OFFERS RECEIVED HIGHEST & BEST DUE SUNDAY 8/23. /2026 7:00 PM**** NO ESCALATION**** Outstanding Bridgeport location! Solid brick three-flat currently rented below market value. Features include updated electrical & plumbing, newer windows, hardwood floors throughout all three units. The property also offers a three-car brick garage, plus two washers and two dryers in the basement. Extra-wide lot with a spacious paver brick patio and side yard. The second-floor unit, basement, and garage are available for viewing. Serious buyers must provide 24-hour notice to schedule appointments to view the first- and third-floor apartments.
Courtesy: Realty of America, LLC
708-788-1900
Discover the opportunity in Archer Heights with this well-maintained two-unit property, ideal for an owner-occupant or investor looking to expand their portfolio. Each unit offers 2 spacious bedrooms, a bright living room, a full bathroom, and an updated kitchen featuring appliances, modern cabinetry, and stylish countertops. The first-floor unit and basement are currently vacant, offering immediate flexibility for an owner-occupant, rental opportunity, or additional living space. The partially finished basement includes an additional bedroom and bathroom, with the potential to duplex with the first-floor unit. The second-floor unit provides additional rental income potential, while the spacious unfinished attic offers excellent possibilities for future expansion and the potential to duplex with the second-floor unit. Outside, enjoy a generously sized backyard, perfect for entertaining, gardening, or relaxing, along with a detached 2-car garage for added convenience. With flexible living arrangements, expansion potential, and a desirable Archer Heights location, this property offers a great combination of space and opportunity. Schedule your private showing today!
Courtesy: @properties Christie's International Real Estate
312-254-0200
Endless possibilities await at this unique Chicago property featuring a classic brick 2-unit with a detached coach house, offering exceptional flexibility for investors, owner-occupants, or multi-generational living. The front building features a new roof (2026), two spacious 2-bedroom, 1-bath residences filled with natural light and vintage charm, while the separate coach house provides a private 1-bedroom, 1-bath living space with its own entrance. Set on a generously sized lot, the property also offers a 2-car garage, private patio, and a fenced yard, creating rare outdoor space that's hard to find in the city. Whether you're looking to generate multiple income streams, live in one unit while renting the others, or add value over time, this property delivers incredible potential. Conveniently located near schools, parks, shopping, restaurants, public transportation, and expressways, it offers easy access to everything the city has to offer.
Courtesy: ARNI Realty Incorporated
847-699-8177
Unique opportunity to own an income-producing two-flat situated on an impressive .28 acre lot (approximately 12,200 sq feet). This property features generously size rooms with each unit having 3 bedrooms & 1 bathroom. It also features a large yard, huge garage, private driveway, and attic access, providing an abundance of living space, storage, and convenience. Ring cameras are included with the property, offering peace of mind. With its generous lot size, spacious interior, substantial outdoor space, ample parking, and additional storage, this property offers a rare combination of space, privacy, and versatility that is hard to find in a typical two-flat! Schedule your showing today!
Courtesy: IRPINO Real Estate, Inc.
773-525-0900
Excellent Investment or Owner-Occupant Opportunity in Chicago! This Well-Maintained Two-flat offers Two Spacious Residences plus a versatile In-law Garden Unit. The Main-Level Unit features a Large Living Room, Separate Dining Room, Eat-in Kitchen, Primary Bedroom, Secondary Bedroom with Adjoining Sitting Room / Office, One Full Bathroom and an Entry Area with Stairs that lead to the One Bedroom, One Bathroom In-Law Garden Unit with Family Room, Office, and Kitchen. The Upper-Level Unit features a Large Living Room, Separate Dining Room, Eat-in Kitchen, Primary Bedroom, Secondary Bedroom with Adjoining Sitting Room / Office, and One Full Bathroom. With Flexible Accommodations across Three Levels, this Property offers Outstanding Potential for Multigenerational Living and/or Rental Income with a Fantastic Opportunity to live in one unit while generating income from the others! There is a Fenced Backyard and a Two Car Garage! The Prime Location is Moments to: CTA Bus Stops, Wrigley Field, Montrose Beach, Local Parks, Tons of Dining Options, Shopping and Nightlife. This is an Estate Sale and Property is sold As-Is and Hold Harmless. Sellers does not provide survey or disclosures - please verify all details on your own.
Courtesy: IRPINO Real Estate, Inc.
773-525-0900
Excellent Investment or Owner-Occupant Opportunity in Chicago! This Well-Maintained Two-flat offers Two Spacious Residences plus a versatile In-law Garden Unit. The Main-Level Unit features a Large Living Room and Adjoining Family Room, Separate Dining Room, Updated Kitchen with Granite Counters, Tiled Backsplash and Stainless-Steel Appliances, Two Bedrooms, One Full Bathroom and an Entry Area with Stairs that lead to the One Bedroom, One Bathroom In-Law Garden Unit with Family Room and Kitchen. The Upper-Level Unit features a Living Room, Dining Room that opens to the Updated Kitchen, Two Bedrooms, One Full Bathroom and a Sunroom. With Flexible Accommodations across Three Levels, this Property offers Outstanding Potential for Multigenerational Living and/or Rental Income with a Fantastic Opportunity to live in one unit while generating income from the others! Enjoy the Outdoors on the Patio that Overlooks the Landscaped Backyard and the Two Car Garage! The Prime Location is Moments to: CTA Bus Stops, Northeastern IL University, Loyola University, Kathy Osterman Beach, Local Parks, Tons of Dining Options, Shopping and Nightlife. This is an Estate Sale and Property is sold As-Is and Hold Harmless. Sellers does not provide survey or disclosures - please verify all details on your own.
Courtesy: Mark Allen Realty ERA Powered
773-938-5220
Set on one of Roscoe Village's beautiful tree-lined streets, this extraordinary and rarely available greystone is anything but typical. With a distinctive layout, oversized lot, detached greystone garage, finished studio space, and an abundance of original architectural character, this property offers a level of flexibility that is incredibly hard to find. Located in the highly sought-after Audubon School District, it is an exceptional opportunity for a single family home, owner-occupant investor, or multi-generational household. Owned and lovingly maintained by the same owner for more than 20 years, the main residence encompasses the first and second floors. Each floor features 3 bedrooms, 1 bathroom, a formal living room, formal dining room, and a beautiful custom wood-burning fireplace. Original details throughout the home include rich oak millwork, hardwood flooring, stained-glass accents, oversized windows, and spacious rooms that showcase the scale and craftsmanship of a bygone era. The kitchen was thoughtfully renovated in 2016 and features custom cabinetry, stone countertops, stainless steel appliances, and a large center island that creates an inviting gathering space. The bathroom was updated in 2021, providing a fresh complement to the home's classic architectural details. The garden apartment adds another layer of flexibility and potential. Currently configured as a 2-bedroom, 1-bath residence, it includes a full kitchen, comfortable living space, and excellent storage. The apartment was previously used as a 3-bedroom layout, offering additional possibilities for future use. One of the property's most unusual features is the detached greystone garage. Above the garage, a finished loft currently serves as a fitness studio and is already plumbed for a bathroom. Whether envisioned as a private office, art or creative studio, gym, workshop, guest space, or future finished living area, this bonus space provides tremendous potential. The property also includes a separate carport and an oversized yard with plenty of room for outdoor entertaining, gardening, recreation, or simply enjoying the space. The home's substantial construction is further highlighted by approximately 12-inch-thick limestone walls, reflecting the quality, permanence, and craftsmanship characteristic of Chicago's historic architecture. And the location is hard to beat! Just two blocks south of the popular Roscoe Street corridor, you'll be close to neighborhood restaurants, cafes, parks, boutique shopping, and everyday conveniences, while still enjoying the peaceful residential atmosphere of this sought-after pocket of Roscoe Village. Properties with this combination of architectural character, scale, outdoor space, additional living space, and flexibility rarely come to market. A truly special opportunity to own a distinctive piece of Roscoe Village with the potential to adapt to a variety of lifestyles and investment strategies.
Courtesy: North Clybourn Group, Inc.
773-252-0600
Invesment Opportunity For a Savvy Investor! This Value Add Opportunity has major upside potential. The current offering consists of a Center Entrance 4 Flat with the potential to legalize the 2 garden apartments for a 6 Count! The floor plans are huge with 3 bedrooms, 1 bath apartments, tall ceilings, and 1200 sq ft per unit. There are two independent basement areas with 7 ft ceilings in place, separate gas meters, electrical meters, as well as a front and rear dedicated entrances. Acquisition and Construction on 4 units with a 6 Unit ARV and rent roll if done properly. Floor Plate: 3 bedroom 1 bath apartments with 9 ft ceilings, original hardwood flooring, independent forced air heating systems--NO AC currently-- separately metered gas, and electrical. This is a value add opportunity and is being sold as is. There are 3 out of the 4 units currently leased, and so the offering is subject to existing tenancy which are all M_T_M. currently. There is a massive garage structure in place at the rear, and the lot size is 50 x 125. Images are of the one vacant unit, other units need more work but have exact same layout. Make this your next investment and create massive cash flow for yourself.
Courtesy: Black Label Realty Co.
855-589-7399
Welcome to 8533 S. Manistee Ave., a spacious 5-bedroom, 3-bathroom Chicago property offering an exciting opportunity for investors, house hackers, or buyers ready to create something special. This classic fixer-upper is offered AS-IS and provides a flexible layout with plenty of room to renovate and add value. The home features generously sized bedrooms, two bedrooms on the lower level, three bedrooms on the main floor, additional attic space, and a detached 2-car garage. With thoughtful updates, this property has the potential to become a beautiful income-producing investment or distinctive Chicago home. Conveniently located by the CTA bus service which is just 1-3 minutes away, Metra Electric is approximately 10-15 minutes on foot, and neighborhood dining, including pizza and Mexican cuisine, is within approximately 4-7 minutes. Do not miss out!
Courtesy: Kale Realty
312-939-5253
Location, location, and location. Just across from Irving Park Blueline and Metra stations. Great investment opportunity. Rare model duplex townhouse in Old Irving Park near expressway I-90/94. This beautiful townhouse consists of two legal units with individual HVAC systems, two offstreet parking spots, common courtyard patio, storage area in the basement. The rental income of one unit covers the monthly expenses of the townhouse or live in one unit and use another one as an in-law unit. Monthly HOA fee of $150 covers common area maintenance including but not limited to parking lot, sidewalk, snow removal, garbage pickup, reserve for repairs of sewer and water service lines in the common area, and insurance. Unit #1: Aprox. 683 sq ft - One bedroom one bath garden unit with open concept, 10x12 bedroom, full size kitchen and dining, one full bath, newer HVAC system with central air, washer and dryer in the basement. Unit was freshly painted in July, 2026. Unit #2: Aprox. 1365 sq ft- Three bedrooms one and a half baths in second and third level. 11x17 master bedroom, spacious living room(13x18), updated eat-in kitchen with 42" maple cabinets, quartz countertops, and stainless steel appliances, in-unit washer and dryer, newer HVAC system with central air. Unit was freshly painted in June, 2026. 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: Smart Home Realty
630-870-1000
Excellent opportunity to own a well-maintained two-unit property with a versatile third-floor in-law arrangement featuring its own full bathroom. Extensive improvements were completed approximately three years ago, including updates to the electrical systems, HVAC, flooring, kitchens, appliances, fencing, and landscaping. Both units offer comfortable living spaces, while the basement provides a spacious laundry area and additional storage. Enjoy a fully fenced yard with plenty of room for outdoor gatherings, plus a two-car garage. Currently tenant-occupied, this property is an attractive option for investors seeking immediate rental income or owner-occupants planning for future occupancy.
Courtesy: Century 21 Universal
773-465-0300
CLASSIC CHICAGO BRICK 2-FLAT WITH GARDEN UNIT - EXCELLENT INVESTMENT OR OWNER-OCCUPANT OPPORTUNITY! This well-maintained brick building in desirable West Humboldt Park features 3 spacious 2-bedroom, 1-bath apartments with large formal dining rooms, generous-sized bedrooms, beautiful hardwood floors, and separate utilities. The finished garden unit offers 2 bedrooms, 1 bathroom, (legality of the garden unit is not warranted), making it ideal for extended family or additional rental income. The property has been carefully maintained with three gas meters, and three separate electrical panels. Conveniently located near CTA transportation, shopping, schools, and neighborhood amenities. The building could benefit from some TLC, but it offers tremendous value, solid cash-flow potential, and long-term appreciation. Taxes do not reflect any exemptions. Don't miss this outstanding investment opportunity!
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.
