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Heart of Chicago Multifamily Homes & Duplexes for Sale

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  • /40

    $799,000

    • 8 Beds
    • 4 Baths

    1824 W 22nd Place, Chicago, IL 60608

    Welcome to this legal 4-unit multifamily that is fully leased. The building is nestled in the heart of Pilsen, one of Chicago's most vibrant and culturally rich neighborhoods. Professionally rehabbed in 2021 and updated with new plumbing, HVAC, mechanicals, and meticulous attention to detail. This multifamily gem offers four distinct 2-bedroom, 1-bathroom units. The brand new kitchens boast

    Wesley Daniel Refined Realty LLC

    1824 W 22nd Place, Chicago, IL 60608
  • /46

    $1,450,000

    • 10 Beds
    • 8 Baths

    1928 W 21st St, Chicago, IL 60608

    Modern 4-Unit in the Heart of Pilsen | Fully Renovated | Turnkey Investment or Live-In Opportunity Exceptional, fully renovated and permitted 4-unit property in the vibrant Pilsen neighborhood. This classic Chicago brick building blends historic charm with modern finishes, offering four thoughtfully designed apartments - each with 2 full baths and in-unit laundry: two spacious 3-bedroom/2-bath

    Bryan Esenberg Built Chicago

    1928 W 21st St, Chicago, IL 60608
  • /12

    $884,000

    • 10 Beds
    • 4 Baths

    2307 S Leavitt St, Chicago, IL 60608

    Introducing a newly renovated gem in the heart of Chicago! This striking brick four-unit apartment building offers a blend of comfort, style, and convenience, perfect for the urban dweller or savvy investor. Featuring three 2-bedroom, 1-bathroom units and one expansive 3-bedroom, 1-bathroom unit, each apartment has been meticulously updated to cater to modern tastes and needs. Modern kitchens

    Angelo Labriola Sperry Van Ness

    2307 S Leavitt St, Chicago, IL 60608
  • /42

    $395,000

    • 9 Beds
    • 4 Baths

    2227 W 21st St, Chicago, IL 60608

    Located in the vibrant Pilsen area, this three-unit building with a coach house presents a promising investment opportunity. The property features three separate units, each with its own distinct layout, offering versatility for tenants. Additionally, the coach house provides potential for additional rental income or a private living space. While the property holds great investment potential, it

    Dalton Garcia RE/MAX Partners

    2227 W 21st St, Chicago, IL 60608
  • /69

    $950,000

    • 3,900 Sq Ft

    2312 W 21st St, Chicago, IL 60608

    FIRST TIME ON THE MARKET IN 40 YEARS!---SIX UNITS---great investment opportunity in super-hot Pilsen! Well maintained property with three 2-bedrooms and three one-bedrooms. FIVE of the six units are very nicely rehabbed, the sixth one in decent condition, all have separate heat, 2R has actual AC. **The fourth level has the front half finished with a vacant studio, the rest is semi-finished--this

    Karen Mika EXIT Strategy Realty

    2312 W 21st St, Chicago, IL 60608
  • /35

    $430,000

    • 4 Beds
    • 2 Baths

    1934 W 21st Place, Chicago, IL 60608

    Frame 2-unit with unfinished basement building in the HEART OF CHICAGO Pilsen neighborhood, located steps away from Pink Line train stop, bus stop, Harrison Park, coffee shops, restaurants, and more. Property features a large yard space, patio, deck spaces, and detached 2 car garage. 1st floor boasts large living room space with high ceilings, French doors, custom benches by windows, recessed

    Ana Cardenas Century 21 S.G.R., Inc.

    1934 W 21st Place, Chicago, IL 60608
  • /35

    $500,000

    • 5 Beds
    • 2 Baths

    2230 W 24th St, Chicago, IL 60608

    Incredible opportunity in prime Pilsen location! This recently updated 2 unit is move in ready with a nice yard and a 2 car garage. First floor apartment features a living room, dining room, 2 bedrooms, and a full bath. Second floor is the same layout but is duplexed with the attic , adding a third bedroom. Each unit has seperate utilities. Tremeoundous opportunity for this beauty located across

    Mark Santoyo RE/MAX Loyalty

    2230 W 24th St, Chicago, IL 60608
  • /29

    $499,900

    • 5 Beds
    • 3 Baths

    2124 W 24th St, Chicago, IL 60608

    PERFECT 2 UNIT Opportunity in the heart of Chicago's Pilsen neighborhood. This property features 2 bedrooms in each unit with a full bath, walking in you have a large living room with hardwood floors, ceramic tile in the kitchen and bath, the 2 bedroom also comes with hardwood floors. The second floor unit has the same layout as the first but comes with a floor space heater while the first floor

    George Sierra RE/MAX LOYALTY

    2124 W 24th St, Chicago, IL 60608
  • /12

    $850,000

    Unlisted Address

    Wonderfully Maintained and managed Pilsen 6 unit rental brick multifamily property in great shape. Full attic and ready for expansion. Co-Owner lives in the property. Great income producing property conveniently located near shopping and transportation. Please give notice prior to scheduling.

    albert cossyleon Realty Professionals Group

    Unlisted Address
  • /61

    $599,000

    • 5 Beds
    • 4 Baths

    2238 W 18th Place, Chicago, IL 60608

    Two unit building in prime Pilsen neighborhood. Owners unit is duplexed up to attic with 3 full baths, 3 large bedrooms with large closets. Features; Hardwood floors, cathedral ceilings, stainless steel appliances, Granite counter tops, 2 balconies, large wood deck off kitchen. Beautiful yard with dog run, Wrought iron fence in front, Vinyl fence in back. New solid Block Garage with remote

    Lawrence Dunning Main Street Real Estate Group

    2238 W 18th Place, Chicago, IL 60608
  • /22

    $1,192,500

    • 9 Beds
    • 6 Baths

    1734 W Cullerton St, Chicago, IL 60608

    Three Unit Newer Condo Quality Building In Hot Pilsen with all three units offering 3 bedrooms and 2 baths with stunning finishes: Quartz counters and vanity countertops, spa baths, cathedral ceilings, foam insulation in walls, foam insulation under slab, masonry cement board siding and brick facade, 3 car parking, back yard, back decks, all stainless steel appliances, built in shelving in

    Phil Buoscio Keller Williams ONEChicago

    1734 W Cullerton St, Chicago, IL 60608
  • /11

    $439,000

    • 5 Beds
    • 3 Baths

    2245 W 23rd St, Chicago, IL 60608

    Brick 2 unit with a large 3 bed/2 Bath duplex unit and a large 2 Bed/1 Bath Unit. The building features central air, common laundry, large outdoor space and a 2 car garage. Long term tenants in garden level and many updates completed. Keep as an investment property, live in one unit or convert to a single family home.

    Angelo Labriola Sperry Van Ness

    2245 W 23rd St, Chicago, IL 60608
  • /17

    $849,900

    • 10 Beds
    • 5 Baths

    2335 W 21st St, Chicago, IL 60608

    Steps from Pink Line train boarding station and Western Ave. Large brick four story Building (3234 SF) with additional rear two story brick coach house that has central heating and spiral staircase that leads to lower level. Front building offers a four bed room garden apt with three additional stories above garden apt. Additional unfinished attic. 1st floor is 2 bed rm. 2nd and 3rd units are

    Jesse Gomez Realmart Realty Inc

    2335 W 21st St, Chicago, IL 60608
  • /36

    $499,900 Pre-Foreclosure

    • 6 Beds
    • 4 Baths

    1823 W Cullerton St, Chicago, IL 60608

    Three units in Heart of Chicago. Fully rented. All three 2 bedroom units. All separate utilities except for water. All units have floor space heaters. No central heating or duct work. Rear coach house is 3rd unit. Rear Coach house also offers finished lower level related living garden unit with full bath. Taxes may be reduced with homeowners' exemption. Short Commute to University of

    Jesse Gomez Realmart Realty Inc

    1823 W Cullerton St, Chicago, IL 60608

Why Live in Heart of Chicago

The Heart of Chicago, a section of the larger Pilsen neighborhood, has evolved into a vibrant and trendy area, particularly along 18th Street, which is known for its burgeoning nightlife and diverse dining options. Long-standing eateries like Carnitas Uruapan offer authentic Mexican cuisine, while L Cafecito Jumping Bean provides coffee and light meals near the Damen Avenue train stop. Music lovers can explore Pinwheel Records for vinyl selections, and grocery needs are met by Luciano’s Grocery Store and ALDI. The neighborhood is rich in Mexican culture, showcased through murals and the National Museum of Mexican Art, which features extensive collections in its 48,000-square-foot facility. Housing primarily consists of repurposed older homes, including workers' cottages and remodeled condos, with new construction penthouses also available. Harrison Park, adjacent to the museum, offers a variety of recreational facilities, including an indoor pool, tennis courts, and playgrounds, while the smaller Barrett Park features a basketball court and green space. Public school students attend institutions within the City of Chicago School District Number 299, with Jones College Prep High School being highly rated. The area is well-connected by public transportation, with multiple Pink Line “L” train stops and CTA bus routes, making it a walkable and accessible neighborhood. Crime rates in the Heart of Chicago are comparable to the national average, contributing to its appeal for residents.

Home Trends in Heart of Chicago, IL

Housing Trends

Median Sale Price
$370,000
Median Single Family Sale Price
$368,750
Median Townhouse Sale Price
$582,000
Median 2 Bedroom Sale Price
$342,500
Median 1 Bedroom Sale Price
$156,500
Average Price Per Sq Ft
$269
Number of Homes for Sale
13
Last 12 months Home Sales
27
Months of Supply
5.80
Median List Price
$392,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-5%
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