Courtesy: A&O Dream Key Real Estate
847-346-7332
THIS IS A GREAT OPPORTUNITY FOR NEW AND SEASONED INVESTORS. LIVE IN ONE UNIT AND RENT OUT THE OTHER! THIS MODERN AND UPDATED 6 BEDROOM/ 2 BATHROOM 2 FLAT UNIT OFFERS SPACIOUS LIVING WITH AN EXTRA DEN IN BOTH UNITS. DONT MISS YOUR OPPORTUNITY TO INVEST IN RAPIDLY GROWING SOUTH SHORE. THIS UNIT BOASTS NEW WOOD LAMINATE FLOORING, A NEW MODERN KITCHEN AND NEW STYLISH BATHROOM. BOTH SIDING AND ROOF WAS REPLACED A FEW MONTHS AGO THERE IS PLENTY OF CLOSET ALL AND PANTRY SPACE AS WELL AS AN ENCLOSED BACK PORCH FOR STORAGE.
Courtesy: Jameson Sotheby's Intl Realty
312-751-0300
33 E Division was originally constructed in 1881. This historic Potter Palmer Greystone sits on a rare 23.5-foot-wide lot - one of the few wider residences built in the Gold Coast during that era. This historic property encompasses over 7,000 square feet across six levels and is currently configured as four income-producing apartments, with a rare four-car tandem garage created from the former fifth apartment and the original one-car garage. Whether maintained as an investment property, transformed into a boutique luxury residence, or restored into a magnificent single-family mansion, the opportunities here are truly endless. Each apartment throughout the building includes soaring 10+ foot ceilings, original millwork, stained glass, hardwood floors, carved oak mantels, and marble fireplaces. Lovingly maintained by the same owner for nearly 50 years, the property has many updates, including windows, electrical, plumbing, HVAC systems, and roof #1: A ground-level studio with a fireplace, generating $2,000 per month. Lease expires 4/30/27 #2: A generously sized bi-level 2-bedroom, 2-bath residence featuring four fireplaces, a formal dining room, a jacuzzi tub, a steam shower, a private deck (20.5 x 8.0), and rare 4-car parking, generating $5,500 per month. Lease expires 4/30/27. #3: A 1-bedroom apartment and fireplace generating $2,500 per month. Lease expires 10/31/26. #4: A large bi-level 3-bedroom residence featuring three fireplaces, a balcony, a jacuzzi tub, a steam shower, and an expansive private rooftop deck (39.9 x 15.10), generating $6,200 per month. Lease expires 7/31/26 Located in the heart of Chicago's prestigious Gold Coast, just steps from the lakefront, Oak Street Beach, the Magnificent Mile with shopping & fine dining, plus designer boutiques on Oak Street. Just moments from Oak Street Beach and Lake Michigan, Michelin-rated dining, world-class shopping, celebrated entertainment, and renowned cultural attractions, this address delivers the very best of Gold Coast living.
Courtesy: RE/MAX LOYALTY
773-772-6969
You've waited to rehab this gem in the heart of Austin. The wait is over! These bones are waiting to be made fat again.
Courtesy: Jameson Sotheby's Intl Realty
312-751-0300
Lovingly maintained owner-occupied 2-flat in the heart of Andersonville offering incredible flexibility for investors, live-in owners, or multi-generational living. This spacious property features 5 bedrooms and 3 full bathrooms across two well-kept units and a basement filled with vintage charm, timeless character, and true pride of ownership. Generous room sizes, abundant natural light, and thoughtful upkeep help highlight the beautiful original details and classic vintage accents that are found throughout, including stunning built-in cabinetry, rich woodwork, and warm, inviting living spaces. Recent upgrades to the kitchen and bath provide a modern touch in the owner's unit..this is that rare move-in ready opportunity that blends charm and functionality. The property also includes private balconies, a 2-car garage and outdoor space. There is also a tall basement with laundry room, utility room and endless storage. All situated on a quiet tree-lined street just moments from Lake Michigan and Andersonville's renowned restaurants, cafes, shopping, nightlife, parks, and public transportation. Whether you're looking to generate rental income, owner-occupy with supplemental income, or invest in one of Chicago's most sought-after neighborhoods, this exceptional 2-flat offers endless potential and enduring Chicago character.
Courtesy: Park Place Realty Group LLC
708-722-5106
Beautifully updated two-flat with a duplexed first unit! Featuring modern kitchens with quartz countertops and stylish backsplashes, recessed lighting, new fixtures, attractive flooring, and panel doors throughout. Unit 1 offers a spacious duplex layout with four bedrooms and two full baths. Unit 2 includes three large bedrooms, a full bath, and a sunroom. Bathrooms feature ceramic tile, new vanities, and new flooring. Perfect for investors or owner-occupants-turnkey property, all you have to do is collect the rents. Schedule your showing today!
Courtesy: Village Realty, Inc
773-478-1212
Revitalizing Englewood...this 2-family home is ready to be restored to its multi-family status or converted to a modest single-family home. Bring your design ideas and your architect. Wrought iron fencing. Probate.
Courtesy: RE/MAX LOYALTY
773-772-6969
** Highest and Best Due by 5pm Today Monday 5/4** LOOK NO FURTHER! This property presents an excellent investment opportunity. This legal 2-unit building offers strong income potential and exceptional versatility. Each unit features spacious layouts filled with natural light. Unit 1 includes 2 bedrooms, 1 bath, and an eat-in kitchen. Unit 2 offers 3 bedrooms, 1 bath, and an updated kitchen. The property also features a fully finished attic, updated throughout, perfect for an in-law suite or extended living space. Ideal for both owner-occupants and investors looking to generate consistent rental income. Additional highlights include coin-operated laundry, providing extra income and help with the utility expenses. Conveniently located near schools, parks, shopping, and public transportation. Don't miss this opportunity to own a well-maintained multi-unit property with a solid structure and functional layout, an excellent addition to any investment portfolio. Schedule your showing today!
Courtesy: Fulton Grace Realty
773-698-6648
Exceptional investment or owner-occupant opportunity with this coming soon new construction three-unit property featuring modern finishes and thoughtful design throughout. Each spacious unit offers 3 bedrooms and 2 full baths. Step inside to find open-concept layouts with abundant natural light, in-unit laundry, and stainless steel appliances in every kitchen. A rear parking pad provides off-street parking for residents. Located near public transit, parks, and local amenities, this is a rapidly appreciating area, with lots of upside for investors. September 2026 Delivery
Courtesy: Landmark Realtors
773-467-8500
HOT property, East Ukraine Village. Walking distance from Wicker Park, Blue Line, schools, shopping, restaurants and minutes from downtown. THE neighborhood to build in.
Courtesy: A List Homes Realty
510-872-5390
Grand Crossing 2-Unit Greystone Airbnb Income Third Unit Potential A rare opportunity to acquire a fully stabilized, income-producing grey stone two-flat in one of Chicago's most connected and fast-evolving neighborhoods. Meticulously maintained and recently remodeled throughout, this property delivers immediate above-market cash flow - with a third unit conversion opportunity that sets it apart from the competition. Both units are generously sized, featuring open-concept living areas, modern flooring, updated bathrooms, and functional kitchens with contemporary finishes. Currently performing as short-term rentals, the units are producing compelling above-market yields from day one - making this an attractive, financeable asset for investors and owner-occupants alike. The building itself is built to last and ready to perform: classic grey stone construction, separate utility meters, a 2-car garage, and zero known deferred maintenance. No surprises. No heavy lifting. Just a truly turn-key investment. Ideally situated near public transit, neighborhood retail, and major corridors, with effortless access to South Shore Cultural Center, Lake Michigan, and the Loop. Whether you're a seasoned investor looking to grow your portfolio or an owner-occupant this grey stone delivers on every front.
Courtesy: Direct Realty, LLC
773-637-0010
Prime Portage Park location! Move-in ready property offering great space, solid bones, and excellent natural light. Ideally located in the middle between Downtown Chicago and O'Hare Airport right off the Kennedy Expressway (I-90/94). Conveniently situated near public transportation (CTA Blue Line & Montrose bus), top-rated schools, parks, and vibrant local dining/shopping. 1st floor is duplexed with the lower level, adding additional living space, 2 bedrooms, a 2nd kitchen, and a full bathroom. Rare opportunity-it won't last long!
Courtesy: Realty of America, LLC
708-788-1900
Pleased to announce the sale of this beautiful 3 unit building. A commuters dream for tenants and owner occupants alike being at close proximity to the train and expressway. Perfect for an owner occupant to have the tenants cover the mortgage while still living in a condo quality unit. Investors can take pride in owning a newer building with less deferred maintenance than an older building while having no common area to maintain. Building boasts condo quality finishes, top unit with a roof top deck. All units equipped with In-Unit washer and dryer. 3 car garage for secure indoor parking. Too much to list with this turn key investment. DO NOT MISS THIS OPPORTUNITY. Brokers please check agent remarks before scheduling.
Courtesy: Real People Realty
815-469-7449
A property truly like no other. Step into timeless elegance and modern versatility with this extraordinary Queen Anne Victorian, thoughtfully converted into a sprawling 10-bedroom, 4-bathroom, 2-unit residence. Situated on a tree-lined street in Chicago's vibrant West Side, this one-of-a-kind property blends 19th-century charm with 21st-century comfort, perfect for multigenerational living or a luxury rental portfolio. From the outside, the home's architectural pedigree is unmistakable, but inside, it's a modern masterpiece. Soaring ceilings, curved bay windows, and intricate millwork meet contemporary upgrades throughout. The front living spaces are flooded with natural light due to the dramatic wall of oversized windows, while classic wainscoting and recessed lighting add polish and dimension to the rooms. Each unit is uniquely spacious and flexible, with generously sized bedrooms, updated bathrooms, and expansive entertaining areas. The property also features a brand-new two-car garage with an upper-level loft, ideal for an office, studio, or additional storage. This is not just a home, it's a statement property and there are very few of its kind. 600 N. Pine Avenue offers a rare opportunity to own a piece of Chicago's architectural legacy, reimagined for today's lifestyle.
Courtesy: Power Moves Realty LLC
708-983-9103
INVESTORS DREAM: LIMESTONE 2 FLAT IN ENGLEWOOD. FIRST FLOOR UNIT HAS 3 BEDS, EAT-IN KITCHEN, LIVING ROOM & DINING ROOM. SECOND FLOOR UNIT HAS 3 BEDS, EAT-IN-KITCHEN, WALK-IN-PANTRY, LIVING ROOM AND DINING ROOM. HARDWOOD FLOORS IN LIVING ROOM & DINING. ALL OFFERS MUST BE ACCOMPANIED BY REHAB LOAN (ONLY) PRE-APPROVAL LETTER OR OR CASH PROOF OF FUNDS. AS-IS SALE. BUILDING IS NOT PERMITTED FOR OCCUPANCY DUE TO REPAIRS NEEDED. BUYER MUST TAKE ON ANY AND ALL REPAIRS.
Courtesy: Infiniti Properties, Inc.
708-206-3000
Beautiful brick 2 unit offering an excellent opportunity for both owner occupants and investors. Updated throughout, including kitchens, bathrooms, basement, laundry hookups and mechanicals this property combines character, functionality, and income potential. The spacious first floor duplex unit offers 4 bedrooms and 2 bathrooms and is currently tenant occupied, providing immediate rental income. The second unit is available for immediate viewing. Ideal for buyers looking to build long term equity or investors seeking a versatile multi unit opportunity. Separate living spaces provide flexibility for owner occupancy, investment, or multi generational living. Conveniently located near everyday amenities, this property offers the chance to own a solid income producing building with room to make it your own. Schedule your private showing today! Pre- Approved buyers on please.
Courtesy: Real People Realty
815-469-7449
Discover a true value add opportunity right here in Humboldt Park. This is a legal 3-unit brick building paired with a separately-deeded and fenced lot next door at 822 N. Monticello Avenue. This property boasts a new, oversized, tandem parking garage and loft. The garage and loft are spray foam insulated, making it the perfect all-weather living space. Unit layout, long-term income potential, and the next door lot means you are not just buying a property, you're buying options. Whether your strategy includes full occupancy, investment, or future expansion, this asset delivers. Don't miss the chance to own a multi-unit in a sought-after neighborhood, with parking, loft space, and a buildable lot. Schedule your viewing today! The property is currently fully occupied and will require listing agent to accompany on showings.
Courtesy: A Reed Realty
708-704-2313
Magnificent corner brick two unit just waiting for you to move in. This building is loaded with the most beautiful and nostalgic oak doors, flooring, and trim throughtout. Both apartment dining rooms are enhanced with priceless built in oak china cabinets. The present owners have made many improvements to the units; the 2nd floor master bedroom has been extended to be used as a patio, dressing room, or just more space for whatever. Basement has a separate wine cellar, a built-in wet bar, a winding staircase to the 1st floor, and an extra room that is set up with a sink and hookup for a stove. Close to schools, transportation, and major expressways. This 2 unit is totally fenced equipped with motion lights and has a two car garage with an extended roof that's been used as an outdoor patio. 1st and 2nd floor have separate utilities and the 1st floor has central air. A perfect starter with a potential income.
Courtesy: Virtual Key Realty INC
773-837-4815
Huge investment opportunity! Solid brick 2-flat built in 1970 featuring a full basement, separate utilities, corner lot, and 2-car garage. Conveniently located near schools, parks, shopping, Metra station, and CTA bus stop. Great potential for investors or rehabbers. Don't miss this opportunity! Property is being sold AS IS. CASH ONLY.
Courtesy: MBH Realty Group LLC
773-398-1870
Property is located closed to transportation,shopping and express way. This Brick 3 flat is ready for an investor/owner occupant. All units are individually heated (Heating is electric) Garden apartment has 2 bedrooms, 2nd and 3rd floor units has 3 bedrooms and 1 bath. 3 car garage. Property being sold AS-IS (does need work). Property will not pass FHA guidelines unless buyer has a 203K loan. Conventional Financing or Cash. Appliances are not included.
Courtesy: Brandon Gonzalez
773-666-3876
Great opportunity to own a 2-flat in the heart of Brighton Park, offering excellent options for both owner-occupants and investors. Each unit features 2 bedrooms, 1 bathroom, a spacious living room, and a kitchen with separate utilities. The semi-finished attic already includes insulation, heating, and electricity, offering great potential for additional living space or extra storage with your finishing touches. The property also features forced air heating in both units and a 2-car detached garage. Conveniently located near schools, parks, shopping, public transportation, and the Orange Line.
Courtesy: McSully Properties LLC
708-402-8492
Fantastic cash flow opportunity. Property sold AS-IS/WHERE-IS, no survey delivered, taxes paid through 2024 1st installment - with no tax prorations/payments for the 2024 2nd installment, 2025 or 2026 tax year or years thereafter. Subject to City of Chicago Permanent Injunction Order No. 17M1401728. Seller's attorney drafted Seller rider is attached and is required to be signed by all parties.
Courtesy: Exit Grace Realty
773-972-6879
Well-maintained and remodeled 2-flat offering a great opportunity for both owner-occupants and investors. Renovated in 2021, each unit features 2 bedrooms, 1 full bathroom, an updated kitchen, spacious living area, and modern finishes throughout. Property includes a one-car garage with additional storage space in the overhead shed. Recent exterior improvements include new siding on both sides, along with updated gutters and downspouts. Conveniently located near parks, schools, shopping, dining, and public transportation. Property is being sold As-Is.
Courtesy: Avenue 1 Realty Group
773-622-4663
Remodeled 4-unit building located in Hegewisch! Excellent opportunity for an owner-occupant or investor. This updated property features 3 units with 2 bedrooms and 1 bath, plus 1 spacious unit with 3 bedrooms and 1 bath. Units offer hardwood floors in the main living areas, new carpeting in the bedrooms, and open floor plans with updated kitchens featuring granite countertops, maple cabinets and newer appliances. Each unit includes central A/C and separate utilities. Additional features include basement laundry, a 2-car detached garage, and plenty of street parking. Tenants pay heat, gas, and electric. Conveniently located near public transportation, shopping, and major roadways. Great income-producing property with strong rental potential!
Courtesy: RE/MAX 10
773-904-9777
Solid 2-unit property with excellent income potential in Little Village! First floor unit features 2 bedrooms and is currently rented below market value to owner's son, offering upside potential for future income growth. Second floor unit is occupied by long-time tenants and offers 2 bedrooms plus access to finished attic space with additional rooms and full bath, providing expanded living possibilities. Both units feature separate utilities, central heat, and no central air. Second unit offers opportunity for future updates and added value. While the property was temporarily off the market, the seller completed several improvements, including a rebuilt rear porch with new stairs, new front and rear handrails, reinforced rear porch walls with new boarding, updated flooring and reinforced boarding in the attic boiler room for improved storage, and a custom-built front entrance canopy with new shingles. Exterior siding was replaced approximately 2 years ago. Rear parking pad provides space for multiple vehicles. Conveniently located near schools, parks, shopping, and public transportation. Ideal for investors or owner-occupants. Property is being sold AS-IS.
Courtesy: Baird & Warner
773-549-1855
Property needs some work, SOLD As-Is. Zoning is RS-3 Large corner brick 2 story building with live work potential, second floor 2 bedroom w/den, one bath apartment, hardwood floor and wood trim thought out the whole unit, w/d hook-up installed and AC set up but not installed. Newer boiler heat. 1st floor FORMER TAVERN with original bar and tin ceilings, and two half baths. There is a former kitchen and an office. Newer tear out roof, New windows, Updated electric. Full basement with LOW Ceilings and three outdoor parking space in the back of the building.
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.
