View All North Lawndale Chicago IL 2-Flats Listings

$549,900
5 Beds 3 Baths 12755567 MLS NEW Status
Welcome to one of the largest residential 2-flat properties you'll find in the highly sought-after North Lawndale neighborhood! This property has been fully rehabbed, with the renovation completed in August 2026, offering buyers the opportunity to own a beautifully updated multi-unit property with modern finishes and extensive improvements. Situated on three city lots, this unique property offers an abundance of land and flexibility rarely found in a multi-unit setting. The property sits on one lot with an additional lot on each side, providing exceptional outdoor space and plenty of room for parking, recreation, expansion, or storage. Business owners with multiple vehicles, work trucks, equipment, or additional parking needs-this could be the ideal property for you! The expansive lot configuration provides valuable space that is difficult to find in the city. Inside, the property features two beautifully remodeled 2-bedroom units, each offering one full bath, a kitchen, and a modern open-concept layout. The second-floor unit is duplexed into the attic, creating additional living flexibility and making the space ideal for an in-law suite, extended family, guests, or other living arrangements. The attic includes its own kitchen and bathroom while sharing central heat with the second-floor unit. The first- and second-floor living spaces each feature their own individual furnace and central heating, providing separate heating systems for each unit. All living areas have been thoughtfully remodeled with modern finishes and an inviting open-concept design. Located in the rapidly developing North Lawndale community, this property offers convenient access to Chicago's Medical District, downtown Chicago, major highways, dining, entertainment, and nightlife. Approximately a 15-minute drive to the Medical District and 25 minutes to downtown, making this an excellent location for both residents and commuters. Whether you're an investor looking for a versatile multi-unit property, an owner-occupant seeking additional living space, or a business owner in need of substantial parking and land, this property offers possibilities that are hard to find. Three lots. Two remodeled units. Recently completed rehab. Exceptional flexibility and space. Don't miss this opportunity-schedule your showing today! This one won't last long!

2248 S Kolin Avenue, Chicago

$595,000
6 Beds 3 Baths 12632267 MLS CONTINGENT Status
Welcome to 1615 S Trumbull Avenue, a beautifully updated brick 2-flat offering a versatile layout for an owner-occupant or investor. This property combines classic Chicago architecture with modern finishes and two distinct living spaces. The duplex-up owner's unit features 2 bedrooms, spacious living and dining areas, an updated kitchen with white shaker cabinetry, stone countertops, stainless steel appliances and modern fixtures. Hardwood flooring, contemporary lighting and a sleek fireplace create a polished main living space, while the upper level provides private bedroom accommodations and an updated full bath. The lower-level unit features 2 bedrooms, a full bathroom, kitchen, living room, in-unit laundry area and separate entrance, providing excellent flexibility for rental income, extended-family living or additional household space. Additional highlights include updated kitchens and bathrooms, modern lighting and finishes, fireplaces in both living spaces, a large covered front porch and a side driveway providing convenient off-street parking. Located in Chicago's North Lawndale community with convenient access to Douglass Park, public transportation, major roadways, and neighborhood amenities. Whether you're looking to house hack, add a turnkey multi-unit property to your portfolio, or occupy one unit while generating income from the other, 1615 S Trumbull offers multiple possibilities. Schedule your private showing today and experience this thoughtfully updated Chicago 2-flat.

1615 S Trumbull Avenue, Chicago

$799,000
9 Beds 3 Baths 12732165 MLS CONTINGENT Status
Excellent investment opportunity in the heart of Tri-Taylor. This updated legal three-flat is ideally located near the Illinois Medical District, UIC, the Blue Line, I-290, Little Italy, Cinespace Studios and numerous neighborhood developments. The building offers three spacious residences: a 3-bedroom garden unit, a 2-bedroom first-floor unit and a 4-bedroom second-floor unit. Each residence features central HVAC, private laundry, stainless steel appliances, a dishwasher and garbage disposal. All units are currently rented below market, offering meaningful upside. Significant recent improvements include all-new electrical wiring throughout the building, new water heaters in Units B and 1, and a new A/C system serving Unit 2. Additional updates include new flooring and a new dishwasher in Unit 2, fresh paint throughout all three residences, and extensive improvements to the rear exterior wall, including new siding, structural support, plywood, moisture barrier and insulation. The property also features a two-car garage with additional storage, fenced front and rear yards, a shared patio and a new walkway connecting the alley entrance to the rear outdoor space. With substantial recent capital improvements, under-market rents and strong demand driven by nearby universities, hospitals, transportation and employment centers, this is an attractive opportunity for an investor or owner-occupant.

2448 W Taylor Street, Chicago

$449,900
5 Beds 3 Baths 12699187 MLS ACTIVE Status
This classic Chicago greystone two-flat in the West Side checks every box for the value-add investor or owner-occupant: updated systems, below-market rents, and a neighborhood in the middle of a real transformation. With iconic bay window architecture, solid masonry construction, and a freshly updated profile from foundation to roof, this building is ready for its next chapter. Major improvements completed in 2026 mean the heavy lifting is already done. Two brand-new water heater tanks, a fully resurfaced roof, and structural reinforcements give the next owner the confidence to walk in and focus on upside rather than repairs. The foundation is solid, the systems are fresh, and the returns are within reach. The building offers strong income potential across three levels. Unit 2 features three bedrooms, one bath, and original hardwood floors. Unit 1 offers two bedrooms, one bath, and a flexible layout. The semi-finished basement includes a living room, bedroom, full bath, half-bath, and rough plumbing for a future kitchen, making it a natural candidate for a duplex-down conversion or in-law suite. Both units are currently tenant-occupied on month-to-month leases at below-market rents, meaning day-one income with immediate room to grow. Raise rents to market rate, activate the basement conversion, or house-hack and let your tenants cover your mortgage. The location only adds to the case. Minutes from the Illinois Medical District, Little Italy, Garfield Park Conservatory, and Cinespace Chicago Studios, this property sits in the path of serious capital. The $7 billion United Center 1901 Project is just five minutes away and accelerating demand across the entire west side corridor. Easy access to I-290 and the CTA Blue Line keeps tenants happy and vacancy low. Seller is a licensed real estate broker in the State of Illinois.

2714 W Lexington Street, Chicago

$420,000
2 Beds 2 Baths 12587393 MLS CLOSED Status
Sharp, recently renovated two-flat in rapidly evolving East Garfield Park. Located one mile from the Illinois Medical District, the entire building was gut-rehabbed in Summer-2020. Building was totally rehabbed from top to bottom, and re-imagined with a modern touch. Photos exist of both vacant and occupied units, but both units are currently occupied. Building presents a great opportunity for either an owner-occupant to live in one unit and rent out the other or for an investor to enjoy the cash flow of a currently occupied and low-maintenance building in area where values continue to rise. Each floor consists of one 2bed/1bath unit featuring all-new kitchen and baths, including quartz countertops, new stainless steel appliances, stove, microwave and fridge, ceiling fan. Units also feature central heat and AC, in-unit stacked laundry unit, and individual hot water tanks. Rehab included a new roof, all-new electric (new service, new panels, new wiring), new plumbing, new parapet wall, all new brick facade with new limestones and lintels, tuckpointing everywhere. Property includes 2-car garage, also completed in 2020. Full, unfinished basement currently houses HVAC units, hot water tanks, electrical panels and tenant storage. Come take advantage of this two-flat & flourishing East Garfield Park, its proximity to the conservatory, Garfield & Douglass Parks, and everything the near West side has to offer! *2 Blocks from I-290 at California Avenue, providing quick access to downtown and I-90/94* *4 Blocks from Douglas Park, one of The Chicago Park District's Largest Parks* *5 Blocks from the Western Avenue Blue Line Station* *1 Mile from The Garfield Park Conservatory, one of the largest and most stunning botanical conservatories in the nation* *1 Mile from Pete's Fresh Market* *2 Miles from the United Center*.

2819 W Lexington Street, Chicago

$458,420
5 Beds 2 Baths 12523295 MLS CLOSED Status
INTERESTED???!!! WE'RE STILL ACCEPTING SHOWINGS DURING A/I REVIEW. PLEASE SCHEDULE YOUR SHOWING TO BE NEXT IN LINE TO SNAG THIS MOVE IN READY 2-FLAT BEAUTY! Step right up into this fully renovated LEGAL 2 FLAT gem in the heart of the rapidly appreciating near-West side! Every detail has been modernized. This classic 1919 two-unit brick building offers a compelling investment or owner-occupant opportunity in the 60612 ZIP code. 3 bed / 1 bath rental comps at $1900-$2000/month. 2 bed / 1 bath rental comps at $1600-1700. Conservative estimated rental income is $3,500 (not including parking spaces). | Estimated Annual Rental Income: $42,000. Two spacious units - each boasting formal living and dining rooms, giving owners or tenants generous scale and upgraded character. Interior finishes include refinished hardwood floors, new vinyl windows, and new light fixtures. Both units showcase brand-new kitchens with modern cabinetry and quartz counter-tops, paired with newly-upgraded bathrooms with a huge walk in shower. Systems are fully upgraded: new separate furnaces and AC units, updated plumbing and electrical throughout. Full basement with concrete slab offers excellent opportunity to add additional rooms/garden unit or use for storage or utility space. Two exterior and dedicated parking spaces add value and convenience. Exceptional location: Just minutes from downtown Chicago, steps from I-290/90 for quick access, and in close proximity to major activity hubs including University of Illinois at Chicago (UIC), Rush University and the heart of the Medical District. Square footage by unit is estimated - buyer to confirm actual measurements. MOTIVATED SELLER - make this turn-key 2 flat yours!

2914 W Polk Street, Chicago

$515,000
8 Beds 3 Baths 12497730 MLS CLOSED Status
SUPER AFFORDABLE Opportunity with LOW Property taxes |$3,811 without a homeowner's exemption | This fully gut-rehabbed, permitted LEGAL 2-FLAT offers 3 finished income-producing units and is located in Chicago's rapidly appreciating West Side corridor. Conservative three-bedRM Rental comp located at 2921 W Jackson | MLS#12338227 | 3bed/1bath | rented for $1,900. While a two-bedrm (without den) rented rented for $1,995, see comp:3328 W Congress Pkwy, Unit 1 | MLS# 12440357. Conservative Estimated Monthly Rental Income: $1900+1900+1800 (not including parking spaces) $5,600 |Estimated Annual Rental Income: $67,200. This classic Chicago red-brick building offers timeless curb appeal, solid masonry construction, and architectural elements investors and tenants love; 10-ft ceilings, redesigned open-concept floor plans, oversized windows, and restored character balanced with modern upgrades. The property features three turnkey units (1st & 2nd floor units: 3bd/1ba + basement: 2bd+den/1ba). Each unit has been fully updated with brand-plumbing, electrical, separate furnaces, separate water heaters, individual electrical panels, and in-unit washer/dryer hook-ups. Designed for maximum efficiency to support tenant comfort, minimize vacancies, and streamline property management. Stylish modern finishes, redesigned layouts, and move-in-ready condition make this asset ideal for securing premium rents. Spacious rear decks extend the living space, adding tenant appeal and additional value. Located in a highly appreciating West Side neighborhood positioned for continued rental demand and property value growth, with proximity to downtown, transit, major expressways, medical district expansion, and ongoing regional investment. As rents rise and redevelopment continues throughout surrounding communities, this building offers both strong cash-flow potential and long-term appreciation upside. Whether you're an investor seeking a completely rehabilitated, low-maintenance asset, or an owner-occupant looking to house-hack with major rental income, this property delivers the perfect blend of historic character, modern efficiency, and scalable income potential. A rare turnkey multi-unit opportunity not to be missed.

3037 W Lexington Street, Chicago

$380,000
7 Beds 3 Baths 12465530 MLS CLOSED Status
Step into this timeless Chicago 3-flat, where stunning original woodwork meets thoughtful modern upgrades. Perfect for both investors and owner-occupants, the property features two tenant-occupied units and one owner-occupied unit. Garden & 1st Floor Units: Each with 2 bedrooms and 1 full bath 2nd Floor Unit: 3 spacious bedrooms and 1 full bath The building offers plenty of charm with large storage space in the basement and convenient mud rooms off the back staircases for the above-ground units. Each apartment includes a unique built-in wooden shelf that opens into a generous kitchen pantry, while the 1st and 2nd floors also boast beautiful built-in dining room hutches with glass cabinetry. Throughout the building, you'll find original wood doorways, doors, and windows that showcase the craftsmanship of a true Chicago classic. Recent updates bring peace of mind, including a new roof (2021), updated plumbing (2020), and new flooring. Situated just steps from the Pink Line and the bustling intersection of Pulaski & Cermak, this property offers unmatched convenience to transit, shopping, dining, and more. With strong rental income potential and undeniable historic charm, this 3-flat is a rare opportunity to grow your portfolio or enjoy the benefits of multi-unit living in the heart of Chicago. Tenants would like to stay leases expire Nov 1, 2025. Perfect for a fresh start with a lease set by new owner(s) and to collect new security deposit(s). Owner pays Water/sewer/garbage for building and owners unit every OTHER month estimated $140-$160. Electric for common, owners unit, and garage is estimated at $160/monthly and Insurance for building and owners unit is estimated $307/monthly. Tenants pay electric/gas. ** Please reach out to listing agent for Rental information.

4122 W Cermak Road, Chicago

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North Lawndale, Chicago IL · Curated MLS Search

2-Flats in North Lawndale, Chicago IL

An editorially curated view of every active 2-flats listing in North Lawndale, Chicago IL. Updated in real time from the local MLS, presented without the noise.

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