Courtesy: Keller Williams ONEChicago
312-216-2422
Beautifully maintained Greystone 2-flat featuring finished garden level unit, offering timeless vintage charm and exceptional updates. Original moldings, built-in hutches, and fireplace mantels have been beautifully preserved. Spacious units feature good sized kitchens and baths, with offices in both main units. The garden apartment (non confirming) includes 1 bedroom plus a bonus room. Oversized lot with plenty of room, a landscaped yard, paver patio, gazebo, and a 2-car garage. Excellent long-term tenants and extensive recent improvements, including a new boiler (2026), water service (2026), garage roof and gutters (2026), backyard staircase (2026), water heaters (2025), and tear-off roof (2016). Fantastic location near the CTA Brown Line, Wrigley Field, Southport Corridor, and North Center. This is a rare investment opportunity in a highly desirable neighborhood. ***Owner is a licensed illinois real estate broker***
Courtesy: Keller Williams ONEChicago
312-216-2422
This legal 2-flat with a non-conforming garden unit sits on a generous 37-foot-wide lot with garage parking in one of Chicago's most in-demand Northwest Side neighborhoods. Portage Park delivers everything income-focused buyers look for: easy access to CTA bus and nearby Metra service, walkable proximity to grocery stores and everyday retail, and several neighborhood parks within blocks - the kind of location that keeps rental demand steady and turnover low. The investment case is compelling: strong in-place cash flow with a clear, well-supported path to 7% cap rate. Numbers are available upon request for serious inquiries. Whether you're expanding a multi-family portfolio or acquiring your first Chicago 2-flat, this is a rare combination of solid bones, prime location, and real upside. Schedule your showing today.
Courtesy: Exit Infinity Realty
312-834-4383
Handyman's Special! Massive Potential at 5042 W Superior St.Calling all contractors, rehabbers, and DIY enthusiasts! This 2,520 sq ft, 2-story multi-family property built in 1918 is looking for its next chapter. The building needs updating inside and out, offering a total blank slate to renovate exactly to your taste or market demands. Solid footprint, featuring an unfinished basement for extra storage or potential expansion, and detached garage parking. Property is sold as-is, where-is. Perfect for an investor looking for their next winter project or an owner willing to put in the sweat equity. Bring your creative vision and design ideas-opportunity knocks! Buyers to do their due diligence regarding zoning compliance and unit counts.
Courtesy: Solaris Enterprises Inc
773-235-2161
Outstanding investment opportunity! This legal 3-unit building offers 8 total bedrooms and 3 full bathrooms, making it an excellent addition to any investment portfolio or the perfect opportunity for an owner-occupant. Live in one unit while generating rental income from the others, or maximize your returns by leasing all three units. Featuring functional floor plans, excellent income potential, and a desirable location near schools, parks, shopping, public transportation, and major expressways.
Courtesy: Habloft LLC
773-234-3452
Discover this solid, well-maintained Greystone 3-flat in East Garfield Park, just minutes from the Medical District and a straight shot to downtown Chicago. Since acquiring the property, the current owner has refreshed the interior with new paint, updates throughout, and a brand-new furnace on the first floor. A full walkout basement adds flexibility for storage, additional living space, or future expansion. Tenants pay their own utilities except for water, which is covered by the owner. Whether you're a first-time buyer looking to house hack or an investor seeking a turn-key opportunity, this property delivers value and versatility. Enjoy proximity to public transportation, major expressways, and neighborhood amenities, with the added benefit of being in a rapidly developing area. Schedule your showing today to see why this is one of the best buys in the neighborhood.
Courtesy: Coldwell Banker Realty
773-631-8300
Solid brick 2-unit building in the Brighton Park area offering a great opportunity for an owner occupant or investor. Each unit features 2 bedrooms and 1 bathroom with comfortable living room space, eat-in kitchen layouts, and functional floor plans. The first-floor unit includes a living room, eat-in kitchen, 2 bedrooms, full bathroom, and access to an enclosed rear porch. The second-floor unit offers a similar layout with a spacious living area, eat-in kitchen, 2 bedrooms, and full bathroom. Additional attic space provides a bedroom, half bathroom, utility/storage area, and flexible use space. The property also features a fenced backyard and a detached 2-car garage. Convenient location near parks, schools, shopping, public transportation, and major roadways. Sold AS-IS
Courtesy: Fulton Grace Realty
773-698-6648
Stunning New Construction 2-Unit in the Heart of Booming Humboldt Park! Owner-occupants may qualify for up to a $20,000 grant through the Cook County Land Bank program, making this an incredible opportunity to own a luxury home while generating rental income. The ground-floor 2-bed / 2-bath unit is currently rented for $1,900 per month, helping offset your mortgage from day one. Above, the spectacular duplex-up lives like a single-family home with an ideal blend of modern luxury, thoughtful design, and expansive living space. The main level of the duplex features a sun-filled open-concept layout perfect for entertaining, complete with a designer kitchen showcasing quartz countertops, high-end stainless steel appliances, custom finishes, and enhanced foam insulation for added comfort and efficiency. A half bathroom on the main level adds convenience for guests and everyday living. Upstairs, retreat to an oversized luxury primary suite featuring two massive walk-in closets and a spa-inspired bathroom with both a soaking tub and a separate glass shower. Two additional spacious bedrooms and another full bath complete the upper level. Both units offer luxury vinyl flooring, in-unit laundry, and garage parking. Whether you're an investor or an owner-occupant looking to build wealth while living in style, this is a rare opportunity in one of Chicago's fastest-growing neighborhoods. Opportunities like this are hard to find - a brand-new construction property that combines luxury living, rental income, and potential grant assistance all in one of the city's most exciting and rapidly appreciating areas.
Courtesy: Chicago Sweet Homes Realty Inc
773-719-7100
Humboldt Park Vintage Two-flat brick Victorian building with additional living space in full finished basement. . This corner property gets lots of natural light. 10-ft ceilings on first floor. Hardwood floors throughout . Original vintage woodwork and original fireplace . Live in unit & rent to help with mortgage or convert to huge single family home. Selling as-is. Zoning Rs-3.
Courtesy: Coldwell Banker Realty
773-451-1200
Experience elevated living and exceptional investment potential with this stunning new-construction three-unit property in the heart of Woodlawn. Thoughtfully designed to deliver both modern luxury and lasting value, this turnkey building presents an outstanding opportunity for investors and owner-occupants alike. The first and second-floor residences each offer spacious three-bedroom, two-bathroom layouts with open-concept living spaces, beautiful white oak hardwood floors, and an abundance of natural light. The garden-level unit features two bedrooms and one bathroom, providing excellent flexibility for additional rental income, multigenerational living, or an owner-occupied investment strategy. Every chef-inspired kitchen is designed to impress, featuring a dramatic 7-foot waterfall-edge island, a 36-inch undermount stainless steel sink, 42-inch shaker-style cabinetry, stainless steel appliances, and elegant Calacatta quartz countertops-creating the perfect space for everyday living and effortless entertaining. The spa-inspired bathrooms offer sleek, contemporary vanities and glass-enclosed showers, providing a relaxing retreat in every residence. Built with quality and efficiency in mind, the property is equipped with a robust 600-amp electrical service and a high-efficiency 50-gallon water heater to support today's modern lifestyle. Durable Hardie siding wraps the entire exterior, enhancing both curb appeal and long-term durability. A professionally installed drain tile system and sump pump provide added protection for the foundation and peace of mind year-round. Ideally situated just minutes from the University of Chicago, the Obama Presidential Center, Woodlawn Central-an exciting 8.5-acre mixed-use development near the 63rd Street Metra station-lakefront parks and trails, and major public transportation, this property is perfectly positioned in one of Chicago's most dynamic and rapidly growing neighborhoods. Eligible buyers may also benefit from valuable down payment assistance programs, including up to $20,000 through the University of Chicago Employer-Assisted Housing Program and up to **$20,000** through the Cook County Land Bank program. These programs are available on a first-come, first-served basis and are subject to funding availability. Whether you're looking to build long-term wealth through rental income or enjoy luxury living while offsetting your mortgage, this exceptional new-construction property offers the best of both worlds.
Courtesy: EXIT Strategy Realty
312-554-5478
Excellent investment or owner-occupant opportunity! This solid brick 3-unit property offers immediate income with two occupied units generating $1,528 and $1,620 per month, while the third unit is vacant and ready for a new tenant or perfect for house hacking. The property also features a detached brick garage, generous outdoor space, and is conveniently located near the Cottage Grove shopping plaza, restaurants, public transportation, and everyday amenities. Whether you're looking to expand your portfolio or this property offers strong cash flow potential in a convenient South Side location. Schedule your private showing today!
Courtesy: Compass
312-206-3787
New Construction 3-Unit Building in East Garfield Park, Chicago This exceptional new construction multi-family property presents a prime opportunity for both investors and owner-occupants. The building features three spacious units, each offering 3 bedrooms, 2 full bathrooms, thoughtfully designed floor plans, and modern finishes throughout. Every unit features a beautiful chef's kitchen equipped with custom cabinetry, stainless steel appliances, quartz countertops, and a custom tile backsplash. The spacious primary suite includes a large, sun-filled bedroom with a balcony door leading to a private outdoor space, an en-suite bathroom with a walk-in shower, and a spacious closet. Each unit also features separate utilities and a private in-unit washer and dryer for added convenience and efficiency. The second- and third-floor units feature hardwood flooring throughout and offer private, spacious decks off the primary bedrooms. The first-floor unit includes ceramic tile flooring in the main living areas, carpet in the bedrooms, and a private patio accessible from the primary bedroom. The fully fenced property provides added privacy and security and includes a rear parking pad with three dedicated parking spaces. Each parking space is equipped with its own electric vehicle charging port. Ideally located with convenient access to public transportation, the Eisenhower Expressway, downtown Chicago, and the vibrant West Loop, this property is also just minutes from the planned 1901 Project. Whether you're looking for a strong investment opportunity with excellent rental potential or an ideal owner-occupied property, this exceptional new construction building offers the best of both.
Courtesy: Coldwell Banker Realty
773-451-1200
INVESTORS SPECIAL IN THE HIGLY SOUGHT OUT WOODLAWN NEIGHBORHOOD. SOLD-AS IS PARTICIALLY GUTTED FRAMED TWO-FLAT NEEDING COMPLETION. ZONED RS-3, the property could be completed as a two-flat or converted into a single-family home.
Courtesy: Redfin Corporation
312-836-4263
Rare 3-Unit Gem on an Oversized 171' Deep Lot! Experience the perfect blend of sophisticated living and savvy investing in this meticulously maintained brick beauty with brand new roof in 2025. The two primary residences are expansive 3BR/2BA floor plans featuring gourmet kitchens with quartz countertops, SS appliances, designer bathrooms finished in Italian ceramic and marble. Gleaming hardwood floors and elegant crown molding flow through sun-drenched living and formal dining rooms. The garden level provides a bright, high-ceilinged 1BR/1BA retreat, perfect for guests or rental income. Outside, the massive, professionally landscaped lot and private fenced backyard create a true urban oasis. Includes a 2-car garage plus an additional parking pad. Perfectly situated blocks from the Red Line, Metra, and the vibrant dining scenes on Clark and Morse.
Courtesy: Real People Realty
815-469-7449
Nestled in the highly desirable Portage Park, this is an excellent opportunity to own a unique brick English 2-Flat with finished 1-Bedroom Attic Unit. 1st Floor is 2-Bedrooms with separate Heat and A/C. 2nd Floor is a 3-Bedroom. This property boasts a nice size fenced backyard, 2.5 BRICK GARAGE. Cash Flow is coming in with 2 units currently rented, owner occupies the 3 Bedroom unit. 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: Fulton Grace Realty
773-698-6648
Step into a classic 1898 Chicago Greystone, ideally situated in the evolving North Lawndale neighborhood just west of Douglas Park, between Roosevelt and Douglas Blvd. This area is seeing exciting revitalization-Inside, both units offer a layout with formal living room and dining room, hardwood floors. The first-floor unit features 4 Bedrooms and is currently rented month to month. Upstairs, the second unit has 4 Bedrooms and is currently rented on a fixed lease. Recent updates include new hot water tanks for both units and individual forced-air heating systems, offering convenience and independence for each space. The unfinished basement opens the door to future possibilities-whether you envision a duplex-down for added living space or a separate finished area for additional rental income. 2 parking spots on the back parking pad, new fence was recently installed. A new roof was installed 2 years ago. With both front and rear access, the potential here is easy to imagine. A location that keeps you connected-close to CTA lines, I-290, the Illinois Medical District, UIC, Pilsen, the West Loop, and downtown. A property with character, flexibility, and upside in a neighborhood on the rise-come take a look and see how it fits your vision.
Courtesy: Magiera City LLC
773-807-0453
Selling as is. 4 unit building. 2br 1 bath per unit. 2 more units can be added on the lower level. Cash or hard money only. Private seller - fast closing. Bring flashlight. Regular closing no short sale or foreclosure. Property will sell with clean title, no back taxes and water at $0. Broker owned property. No survey.
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: Baird & Warner
773-326-6500
LOOK NO FURTHER, INVESTORS--3-flat building plus garden unit in the Heart of West Ridge offers spacious 3 bedroom, 2 bathroom units with LARGE living spaces, hardwood floors and plenty of windows that fill each floor with ample natural light! Extra-wide lot gives extra-wide interior spaces. Formal living room and dining room meant for entertaining, 3 large bedrooms with two bathrooms in each unit. Unit 1 was rehabbed a few years ago with new kitchen, baths, in-unit washer/dryer. Amazing Garden unit has 2 bedrooms and 2 baths which was redone 3 years ago. Second floor unit's kitchen was remodeled. Tear-off roof is approximately 3 years old. Additionally, the building provides coin-operated laundry in the basement! This building features a detached, 3-car garage and an outdoor space. The building also offers a spacious, fenced-in backyard. It is located near public transportation with easy access to restaurants, parks, and schools. Approximately ten minutes to Edens Expressway, approximately ten minutes to Lake Shore Drive. Broker does not represent legality of garden unit. Great location, GREAT INVESTMENT.
Courtesy: Realty of America, LLC
708-788-1900
Investor gem in a prime Humboldt Park location! This legal 3-unit property also includes an additional studio with a full bathroom. Units 1 and 2 each offer 5 bedrooms, a living room, kitchen, and enclosed porch, plus a basement for extra storage. Just steps from Humboldt Park and a few blocks from The 606 Trail, with easy access to transportation, restaurants, shopping, Logan Square, Wicker Park, Bucktown, and Paseo Boricua. Great opportunity for an investor or owner-occupant. Property is being sold AS-IS.
Courtesy: Real Broker LLC
855-450-0442
You have been waiting for this! Amazing brick 2 flat with 3 beds and 1 bath on each floor PLUS unfinished basement that is ready for additional space/storage/income. Building features new windows, fresh tuck-pointing, brand new kitchens and baths, new flooring, fresh paint and trim, each unit has its own central heating and cooling plus detached 2 car garage. Location is perfect, close to shopping, restaurants, and transportation. Each unit is currently rented out on Month to month basis meaning you can buy this as arm rest investment OR move in to one of he units and have additional income from day one. The garage will also be empty and can be for owner OR additional rental income. New Coin Laundry. Don't wait and schedule a showing! (48 hour notice please)
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. October 2026 Delivery
Courtesy: Coldwell Banker Realty
312-266-7000
In the heart of Pilsen, Legal 3 Flat Building. Unit #1 is a 2bd/1ba, which features a separate Living room and Dining room area. Unit #2 is the same floorplan, featuring vaulted ceilings in the primary bedroom, washer and dryer in unit with access ladder up to the unfinished Attic. Lower level has a 1 bedroom unit. There is a small grass area in the back of the building with a 2 car garage. Rents are below market value and all 3 tenants are month to month. Excellent opportunity to add value for both Investors and/or Owner Occupants. Close proximity to shopping, restaurants, art galleries, and the Medical District.
Courtesy: Chicago Real Estate Authority
773-968-1110
Well-located mixed-use building on high-traffic Pulaski Road - a hard corner with steady visibility in North Lawndale - offering three residential units above ground-floor commercial space. Excellent access to public transit, the Illinois Medical District, and the I-290 corridor, in a submarket drawing continued public and private investment along the Pulaski and Ogden corridors. The property suits an investor seeking diversified income or an owner-operator who wants to activate the ground-floor commercial space while leasing the units above. Strong value-add potential for a buyer who restores the storefront to commercial use or pursues the appropriate approvals for its current configuration. Unit configuration / use disclosure: Building comprises three residential units plus a ground-floor commercial unit (four total). The ground-floor commercial space is currently being used residentially, which is a non-conforming use. Buyer to independently verify unit count, zoning, permitted use, and legal occupancy with the City of Chicago and to satisfy itself as to any steps required to conform or continue the current use. Tax advantage: The 2025 assessment was successfully appealed at the Cook County Board of Review, reducing the assessed value from 48,063 to 32,013 - roughly a 33 pct reduction and an estimated annual savings of about $3,100. Post-appeal real estate taxes are projected in the ~$6,100-$6,400 range, meaningfully improving NOI and buyer returns. A rare mixed-use hold in an appreciating West Side submarket. Financials and lease summary available on request.
Courtesy: Chicago Real Estate Authority
773-968-1110
Turnkey 4-unit brick greystone, fully gutted and rebuilt in 2020, offering four spacious 3-bedroom /1-bath units (12 bedrooms total) plus a finished walkout garden level and two exterior parking spaces. Steps from Douglass Park and the Pink Line, and minutes to the Illinois Medical District, the West Loop, and I-290 - a location drawing steady renter demand and sustained investor interest along the revitalizing Ogden corridor. Each unit was rebuilt with modern kitchens, updated baths, and separate mechanicals, positioning the building for immediate lease-up at current market rents. Comparable renovated 3-bedroom units in North Lawndale are leasing in the $1,500-$1,800 range, giving a new owner a clear path to strong, stabilized cash flow with value-add upside on any below-market unit. Tax advantage: The 2025 assessment was successfully appealed at the Cook County Board of Review, reducing the assessed value from 50,400 to 40,174 - roughly a 20 pct reduction and an estimated annual savings of about $2,000. Post-appeal real estate taxes are projected in the ~$7,600-$8,100 range, materially lowering carrying costs and directly improving NOI for an income-focused buyer. Ideal for an investor seeking stabilized West Side cash flow or an owner-occupant house-hacker. As a 4-unit, the building qualifies for the Fannie Mae 5 pct-down owner-occupant program (2-4 units), which - unlike FHA - does not require the property to pass the self-sufficiency (net rental income) test, widening the buyer pool. Financing eligibility subject to buyer qualification. Offering memorandum with rent roll and expense detail available on request.
Courtesy: Realty of America, LLC
708-788-1900
***$20,000 Grant Available Through the Cook County Land Bank!*** Rare opportunity in the Historic Garden district of East Garfield! Welcome to 2832 W Wilcox, a truly one-of-a-kind property that offers the best of both worlds. A rare cross between a traditional 2 flat and a single family home. This legal 2-flat encompasses 3150 Square feet, a total 5-bedrooms, 4.1 bath spanning 3 levels of living space. You can't get better than a dual Primary Suite, dual HVAC, dual Laundry area, and dual Kitchen. Private side entry for each unit. Whether you are searching for a multi-generational living arrangement, an owner-occupied investment, or a flexible property with endless possibilities, this unique residence delivers. Nestled on a tree line street, this sought after East Garfield property is just minutes away from the United Center and the transformative 1901 redevelopment project. This distinctive home offers an adaptable floor plan that provides the privacy and comfort of a single-family residence. Upper level showcases a primary suite with pass thru dual walk-in closets, a spectacular primary bath with dual vanity, freestanding tub, and oversized separate shower. Enjoy two generous guest bedrooms, oversized guest bath with double vanity sinks and laundry center. The incredible English garden level offers 2 Bedrooms and 2 bath, full living room, full kitchen with quartz countertops and stainless appliances. Your opportunity awaits so schedule your private tour today.
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.
