View All Pilsen Chicago IL Multi-Family Homes Listings

$655,000
7 Beds 4 Baths 12609775 MLS CLOSED Status
4 Level Brick 3-flat w Garden on 18th Street Excellent location adjacent to Located near one of Chicago's largest planned public redevelopment sites to Break Ground 2027: the City's 18th & Peoria framework, a multi-phase plan up to 432 housing units, mixed-use buildings, neighborhood retail, public open space, and trail connections. Phase 1, Casa Nayarit, announced for 2027 start with 76 apartments and a childcare center. University Village, UIC, the Medical District, also are next door .*** This Brick Building offers four levels of usable space. The Garden, 2nd, 3rd, and 4th floor residential units are in average rental condition and Need some TLC/Light updates. The top two units and currently occupied on month-to-leases. Top floor at $1,500 and 3rd level at $1,550. The first-floor unit is vacant, .***Layouts include a top-floor 3-bedroom unit and two additional 2-bedroom/1-bath units. The finished. **Features include Common laundry is located at the rear garden, a Newer 2-car parking pad, Rear Decks with Impressive City and UIC views, 3 forced-air heating systems - with the 1st floor and garden level sharing one system - and 2 central air units. The property has 3 legal residential units, 3 electric meters, and 3 gas meters. ****Located on C-zoned commercial land, this property offers current rental income plus future upside. The location provides access to a deep renter pool from University Village, UIC, the Medical District, and nearby downtown-adjacent neighborhoods. Continued improvements such as added in-unit laundry, updated kitchens, and bath renovations could support significantly higher rents over time. ****Head west on 18th Street directly into Pilsen's restaurant scene, Thalia Hall events, cafes, and brunch spots. Stroll north to UIC, the Medical District, Roosevelt Collection theaters and shopping, or bike east to the South Loop and lakefront. Lot is about 22' x 108'.

944 W 18Th Street, Chicago

$865,000
8 Beds 4 Baths 12433143 MLS CLOSED Status
1838 S Racine Ave is a fully renovated four-unit multifamily property located in the heart of East Pilsen-one of Chicago's most culturally vibrant and rapidly appreciating neighborhoods. Offering a strong 7.8% in-place cap rate, this asset is just off 18th Street and surrounded by award-winning dining, art, and community energy. In fact, Pilsen has been recognized as one of the coolest neighborhoods in the world, celebrated for its rich culture, dynamic food scene, and thriving art galleries. It's the only Chicago neighborhood to earn this global recognition, underscoring its distinct character and widespread appeal. The property features two three-bedroom, one-bath units and two one-bedroom, one-bath units, all of which were fully renovated in 2018. Renovations include modern kitchens with Samsung stainless steel appliances, granite countertops, updated cabinets, gas ranges, and French-door refrigerators with pull-out freezers. Each unit offers full-size in-unit laundry, updated bathrooms, new flooring, and individual HVAC systems with central heat. The building also benefits from a tear-off roof replacement in 2014 and newer windows installed in 2002. Interiors are bright and welcoming, with wood laminate flooring throughout, spacious queen-sized bedrooms with walk-in closets, and open-concept living and dining areas. Select units include window A/C units for added comfort. Residents enjoy private access to a shared backyard-perfect for relaxing outdoors-and the convenience of two parking spaces in the rear, including one garage and one surface spot. Located within walking distance to popular spots like La Luna, Pilsen Yards, and Rabbanitos, and just over a mile from UIC, the property boasts a Walk Score of 97-making it a true "Walker's Paradise." Divvy bike stations, CTA stops, and proximity to downtown further enhance connectivity and rental demand. The building is fully leased through 2026 with excellent in-place rents and responsible tenants. Tenants pay for gas, electricity, and internet, while the owner covers water, trash, sewer, and recycling. This is a turnkey investment opportunity in one of the most exciting neighborhoods Chicago has to offer-with both cash flow stability and long-term upside.

1838 S Racine Avenue, Chicago

$651,000
5 Beds 3 Baths 12414268 MLS CLOSED Status
Historic & Custom 2 Flat in the HEART of PILSEN with Unique 300 sf STUDIO building and parking. $5,650 market value monthly rent makes this great for either owner occupants or investors! Some say it's a unicorn to find a spacious well maintained 2 flat around here - well this is the one! Owner designed second floor features 2 beds, OFFICE, 1.5 baths, original tin ceilings, open kitchen with induction cooktop, huge family room area with custom built-ins and unbelievable southern light! Plus a spacious enclosed porch looking over the backyard oasis. 1st floor is a former candy store with super high ceilings and a gigantic living space!! There are 3 regular size bedrooms, and an elongated kitchen with separate dining area, plus an enclosed porch with laundry. The multi-level backyard has a sunken paver patio with the upper section gorgeously flanked by perennials & no-mow beach grass. The exterior studio is a 300 square foot dream workshop space whether you are looking to record music, create the greatest home gym ever, build stuff, take stuff apart or just have another building to escape. There is secure parking located behind the studio & a full size basement. Location is truly the CENTER of PILSEN, walking distance to every cafe, bar, gallery & restaurant as well as the train & bus. An added bonus is the stunning community garden located directly across the street and visible out your front windows. $2500 market rent for each unit, plus $500 for the studio and $150 for parking. Welcome to the 2 flat you've spent years looking for!

1510 W Cullerton Street, Chicago

$785,000
7 Beds 4 Baths 12328458 MLS CLOSED Status
Located in the heart of PILSEN, one of Chicago's most dynamic and rapidly growing neighborhoods, this beautifully updated four-unit building presents a prime investment opportunity or an ideal owner-occupied property. Known for its rich heritage, historic architecture, and thriving art scene, Pilsen continues to attract both residents and investors seeking strong rental demand and long-term value appreciation. The building offers a mix of 1, 2, and 3-bedroom apartments, each thoughtfully upgraded with hardwood floors, modernized kitchens, updated bathrooms, and in-unit laundry hookups. The second-floor unit features a private deck, perfect for summer entertaining and dining, adding extra appeal for renters or an owner-occupant. Features a brand new concrete slab in the basement, offering a solid foundation and a fresh start for your finishing ideas or storage needs. A fenced entrance enhances privacy and security, while the attached 2.5-car garage provides convenience, with additional street parking available. Strategically positioned just off the vibrant 18th Street, the property is steps from top-rated restaurants, cafes, retail shops, art galleries, and live music venues, ensuring strong tenant interest. With easy access to public transportation, Downtown Chicago is just a short CTA ride away. Whether you're looking to invest in a high-demand rental property or secure a home with additional income potential, this is an exceptional opportunity in one of the city's most desirable locations.

1806 S Carpenter Street, Chicago

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Pilsen, Chicago IL · Curated MLS Search

Multi-Family Homes in Pilsen, Chicago IL

An editorially curated view of every active multi-family homes listing in Pilsen, Chicago IL. Updated in real time from the local MLS, presented without the noise.

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