5,157

Heart of Chicago Homes

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  • /21

    $379,999

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    2143 W 19th St Unit 3, Chicago, IL 60608

    Priced to sell!! Modern 3BR/2BA Condo Located in Desirable Pilsen!- Built in 2018, This spacious unit features cherry oak hardwood floors throughout, white marble countertops, custom kitchen cabinets, and stainless steel appliances,(dishwasher, stove, microwave). The open-concept layout includes radiant heated floors, a premium Bosch HVAC air handler, and a tankless water heater for energy

    Joselito Landa Realty of America, LLC

    2143 W 19th St Unit 3, Chicago, IL 60608
  • /40

    $2,995 - $4,500 per month

    Apartment for Rent

    3-4 Beds

    1752 W 18th Place, Chicago, IL 60608

    Step into 1752 W 18th Pl, a 2018-built masterpiece in the heart of Chicago’s electrifying Pilsen neighborhood, where art, culture and urban energy collide. This boutique building offers spacious three-bedroom and four-bedroom duplex apartments. Each apartment is a showcase of modern luxury with sleek European cabinetry, stainless steel appliances, kitchen islands, floor-to-ceiling windows, high

    1752 W 18th Place, Chicago, IL 60608
  • /14

    $701,000 Sold Jul 08, 2025

    • 5,456 Sq Ft
    • $128/SF
    • 0 Days On Market
    • Built 1888

    2320 W 21st St, Chicago, IL 60608

    Introducing a prime investment opportunity at 2320 W 21st Street. Featuring a charming brick building with six recently remodeled and upgraded and one garden unit. Each of these units offers two bedrooms and one bathroom, complete with modern amenities. The property also includes a secure, gated parking area with space for two cars. Ideally located next to the Western train and bus stops, this

    Tabren Smith EXIT Strategy Realty

    2320 W 21st St, Chicago, IL 60608
    • /19

      Est $398,895 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,300 Sq Ft

      2143 W 19th St Unit 1, Chicago, IL 60608

      2143 W 19th St Unit 1, Chicago, IL 60608
  • /23

    $449,000 Open Sat 1:30PM - 3:30PM

    • 3 Beds
    • 2 Baths

    2135 W Cermak Rd Unit 2N, Chicago, IL 60608

    NEW PRICE on gorgeous extra wide new construction with stunning downtown views! There is absolutely nothing like this in the market... elevator building with only 2 units per floor, extra wide plans, & stunning views! All units 3 bed / 2bath with open living areas, hardwood floors, big windows for tons of natural light, and large attached balconies. Modern kitchen with island, Samsung SS

    Michael Hulett Jameson Sotheby's Intl Realty

    2135 W Cermak Rd Unit 2N, Chicago, IL 60608
  • /7

    $1,595 per month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    1742 W 18th Place Unit GR, Chicago, IL 60608

    Welcome home to this brand new 1 bedroom apartment in the heart of Chicago's Pilsen neighborhood! Step into the spacious living room with abundant natural sunlight. This space features a high end kitchen, complete with shaker cabinets, stainless steel appliances (including microwave and dishwasher!), abundant cabinet space and granite counter tops. Laundry is in-unit! This apartment also features

    Ankeit Ghai RCI Realty LLC

    1742 W 18th Place Unit GR, Chicago, IL 60608
  • /29

    $585,000 Sold Jul 03, 2025

    • 2,000 Sq Ft
    • $292/SF
    • 20 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2019

    2237 W Coulter St Unit 3, Chicago, IL 60608

    Discover an exceptionally-upgraded and hard-to-find Pilsen townhome! This residence boasts top-tier finishes, including stainless steel appliances, industrial-grade exhaust hood, extra culinary power with an under-counter convection/microwave combo, quartz countertops, sleek cabinetry, and a custom backsplash. Bathrooms are beautifully designed with custom tile work. Hardwood floors enhance the

    Kevin Smith Century 21 S.G.R., Inc.

    2237 W Coulter St Unit 3, Chicago, IL 60608
    • /49

      Est $587,298 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,400 Sq Ft

      1708 W Cermak Rd Unit 1W, Chicago, IL 60608

      1708 W Cermak Rd Unit 1W, Chicago, IL 60608
  • /22

    $549,000 Pending

    • 3 Beds
    • 2 Baths

    2135 W Cermak Rd Unit 3N, Chicago, IL 60608

    Gorgeous extra wide new construction & last unit with stunning downtown views! There is absolutely nothing like this in the market... elevator building that goes all the way to the roof w/ private roof decks, only 2 units per floor, extra wide plans, & stunning views! All units 3 bed / 2bath with open living areas, hardwood floors, big windows for tons of natural light, and large attached

    Michael Hulett Jameson Sotheby's Intl Realty

    2135 W Cermak Rd Unit 3N, Chicago, IL 60608
  • /17

    $950 - $3,950 per month

    Luxury Student Housing at Leavitt Place

    5-6 Beds

    2157 W 21st St, Chicago, IL 60608

    Luxury OFF CAMPUS HOUSING at the Leavitt Place - Pilsen: *BEDROOM RENTALS* in Brand New Fully-Furnished Apartments w/ AMENITIES.The perfect place for students and young professionals who crave luxury living at an affordable rate. ***3D TOUR & FLOORPLAN AVAILABLE UPON REQUEST***Rent By The Bedroom In Fully-Furnished Co-living Apartments w/ Other Roommates***Rent is only

    2157 W 21st St, Chicago, IL 60608
  • /48

    $800,000 Sold Jun 30, 2025

    • 3 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1884

    1830 W 18th St, Chicago, IL 60608

    HIGHEST AND BEST DUE MONDAY JUNE 2, @10am. Welcome to this charming modern two-unit home located on the iconic 18th Street in Pilsen- perfectly positioned across from Harrison Park and steps away from public transportation. Whether you're looking for a smart investment, multigenerational living, or a stylish home with added income potential, this property checks all the boxes. The primary unit

    Brittany Strale Redfin Corporation

    1830 W 18th St, Chicago, IL 60608
    • /21

      Not Listed For Sale

      • 6 Beds
      • 4 Baths

      2058 W Coulter St, Chicago, IL 60608

      2058 W Coulter St, Chicago, IL 60608
  • /17

    $549,000 Pending

    • 2 Beds
    • 4 Baths

    2135 W Cermak Rd Unit 1, Chicago, IL 60608

    Huge extra wide new construction duplex ready for delivery! Biggest unit in the building at 4beds & 4 baths! There is absolutely nothing like this in the market... boutique building with only 7 units, extra wide plans, & stunning finishes. This home features an open living plan & big windows. The main floor features a large living/kitchen/dining combo. Modern kitchen with large island, Samsung SS

    Michael Hulett Jameson Sotheby's Intl Realty

    2135 W Cermak Rd Unit 1, Chicago, IL 60608
  • /8

    $1,500 per month

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • Apartment for Rent

    2345 W 24th St Unit 1, Chicago, IL 60608

    This well-maintained two-bedroom, one-bathroom apartment is ideally located in the vibrant Pilsen neighborhood, historically known as the Heart of Italy. The location offers exceptional access to public transportation, with the Western Pink Line just four blocks away, providing convenient service to the Medical District, Chinatown, and the University of Chicago within minutes. Major expressways

    Cory Tanzer Option Premier LLC

    2345 W 24th St Unit 1, Chicago, IL 60608
  • /58

    $475,000 Sold Jun 05, 2025

    • 2,162 Sq Ft
    • $220/SF
    • 325 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1875

    1742 W Cullerton St, Chicago, IL 60608

    Pilsen 2 flat located in one of Chicago's most vibrant and sought-after neighborhoods situated on an oversized 30 X 126 Lot. In addition to its distinctive style and historic charm, this property offers excellent investment potential. Features include: Spacious first floor 2-bedroom, 1-bathroom apartment, hardwood floors through-out and separate utilities. Second floor 3-bedroom, 1 bath

    Louie Kritikos Baird & Warner

    1742 W Cullerton St, Chicago, IL 60608
    • /63

      Not Listed For Sale

      • 7 Beds
      • 3 Baths

      2338 W 18th Place, Chicago, IL 60608

      2338 W 18th Place, Chicago, IL 60608
  • /20

    $549,900 Pending

    • 3 Beds
    • 2 Baths
    • 1,918 Sq Ft

    1920 W Cullerton St Unit 3, Chicago, IL 60608

    Experience modern living in this 3 bedroom, 2 bath architect-designed duplex condo in the heart of Pilsen. Built just two years ago, this building blends sustainability with contemporary design. Designed for efficiency and environmental impact, this home eliminates gas reliance, offering improved indoor air quality, enhanced safety, and lower utility costs. With induction cooking,

    Monica Villarreal Baird & Warner

    1920 W Cullerton St Unit 3, Chicago, IL 60608
  • /20

    $4,150 per month

    • 3 Beds
    • 2 Baths
    • 990 Sq Ft
    • Condo for Rent

    2006 W 21st St Unit ID1244959P, Chicago, IL 60608

    Welcome to this charming 3-bedroom, 2.5-bathroom home in the vibrant Pilsen neighborhood of Chicago. Perfect for families or groups, this spacious apartment comfortably accommodates up to 8 guests. Enjoy modern amenities like a fully equipped kitchen, a cozy living area, and a private balcony where you can unwind and take in the neighborhood vibes. With laundry facilities on-site, convenience is

    2006 W 21st St Unit ID1244959P, Chicago, IL 60608
  • /35

    $465,000 Sold Jun 03, 2025

    • 680 Sq Ft
    • $684/SF
    • 3 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1888

    2124 W 23rd Place, Chicago, IL 60608

    Welcome to Pilsen, where an explosion of color is nestled within the city. This fully renovated two-flat has been thoughtfully redesigned to blend modern style and character. With two spacious bedrooms and a sleek, contemporary bathroom in each unit, this property offers an ideal setup for savvy investors or multi-generational living. Inside, you'll find open-concept living spaces drenched in

    Rebecca Martinez Berkshire Hathaway HomeServices Chicago

    2124 W 23rd Place, Chicago, IL 60608
    • /21

      Est $494,112 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,283 Sq Ft

      1758 W Cullerton St Unit 1, Chicago, IL 60608

      1758 W Cullerton St Unit 1, Chicago, IL 60608
  • /18

    $549,000

    • 3 Beds
    • 3 Baths
    • 1,834 Sq Ft

    1933 W 22nd Place, Chicago, IL 60608

    A rarely available brick row home in the heart of vibrant Pilsen. This thoughtfully designed residence features 3 spacious bedrooms, 3 full bathrooms, and soaring 10-foot ceilings all located on the 2nd floor. Hardwood floors run throughout the home, complemented by a versatile enclosed porch perfect for work or relaxation. The primary suite includes a generous seating area ideal for a home

    Anna Pieta Landmark Realtors

    1933 W 22nd Place, Chicago, IL 60608
  • /33

    $2,000 per month

    • 2 Beds
    • 1.5 Baths
    • 914 Sq Ft
    • Condo for Rent

    2504 S Blue Island Ave Unit BR, Chicago, IL 60608

    Welcome to your beautifully-rehabbed 2 bed/1.1 bath condo in the heart of Pilsen! This stylish and modern unit offers a unique layout featuring a huge walk-in closet, and a versatile bonus room, perfect for a home office, gym, or creative space. The open concept living area is anchored by a sleek breakfast bar, ideal for casual dining and entertaining. All appliances are brand new! Enjoy the

    Kevin Smith Century 21 S.G.R., Inc.

    2504 S Blue Island Ave Unit BR, Chicago, IL 60608
  • /18

    $462,000 Sold May 30, 2025

    • 2,520 Sq Ft
    • $183/SF
    • 15 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1911

    2152 W 19th St, Chicago, IL 60608

    Check out this brick 2 Unit building located in the hearth of Pilsen!! First floor offers 2 bedrooms, formal dining-room, kitchen and living room with A/C unit. Second apartment offers 3 bedrooms and 2 full baths. Flooring is all ceramic tiles. All units were completely remodeled in 2021; new walls, electricity, plumbing, heating systems, All units has separated utilities, owner pays water. Full

    Nadia Meza Classic Realty Group Prestige

    2152 W 19th St, Chicago, IL 60608
    • /50

      Est $868,906 Not Listed For Sale

      • 12 Beds
      • 8 Baths
      • 6,330 Sq Ft

      1957 W 23rd St, Chicago, IL 60608

      1957 W 23rd St, Chicago, IL 60608
  • /23

    $250,000

    • 2 Beds
    • 2 Baths
    • 1,167 Sq Ft

    2451 S Western Ave Unit 1S, Chicago, IL 60608

    VILLA 24 - MODERN, WELL-DESIGNED CONDOS. This spacious 2-bedroom, 2-bath unit with a den offers 1,167 sq ft of living space, featuring 10 ft ceilings and hardwood floors throughout. The sun-filled kitchen opens to an expansive living area with ample closet space. The primary bedroom includes an ensuite bathroom with a marble shower. Additional highlights include maple cabinetry, a Juliette

    Jaime Ashley Campos RE/MAX LOYALTY

    2451 S Western Ave Unit 1S, Chicago, IL 60608
  • /20

    $2,610 per month

    • 2 Beds
    • 2 Baths
    • 990 Sq Ft
    • Condo for Rent

    2207 W 18th St Unit ID1244930P, Chicago, IL 60608

    Discover comfort and convenience in this spacious two-bedroom, two-bath apartment, ideally designed to accommodate up to six guests. Relax in the inviting living room, which features a plush sofa and large windows that fill the room with natural light. Gather around the dining table, which comfortably seats six, for meals or game nights. The fully equipped kitchen comes with modern appliances,

    2207 W 18th St Unit ID1244930P, Chicago, IL 60608
  • /24

    $1,396,000 Sold May 29, 2025

    • 114 Days On Market
    • Built 1901

    2408 S Blue Island Ave, Chicago, IL 60608

    This 2-story brick building offers a prime opportunity for investors and developers with its 15 units consisting of 13 apartments and 2 storefronts. Located in Pilsen, a neighborhood known for its cultural vibrant and ongoing development, this mixed-use building presents a strong potential for both residential and commercial rental income. Given the increasing demand for properties in the area

    Nancy Gudino Nancy & Associates Realty

    2408 S Blue Island Ave, Chicago, IL 60608
    • /22

      Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 2,268 Sq Ft

      2516 S Claremont Ave, Chicago, IL 60608

      2516 S Claremont Ave, Chicago, IL 60608
  • /47

    $689,900

    • 3 Beds
    • 3.5 Baths
    • 3,000 Sq Ft

    2012 W Coulter St, Chicago, IL 60608

    Completely renovated 3 Bed / 3.5 Bath. Single Family Home in the Heart of Pilsen! This stunning home was fully transformed between 2022-2023 with all the work completed with plans and permits by the City of Chicago. Major updates include: all-new plumbing, electrical, dual-zone HVAC, windows, siding, gutters, and new flooring and tile throughout the home. The thoughtfully designed kitchen

    Alexis Rendon Realty of America, LLC

    2012 W Coulter St, Chicago, IL 60608
  • /18

    $1,700 per month

    • 2 Beds
    • 1 Bath
    • 750 Sq Ft
    • Apartment for Rent

    1849 W 17th St Unit 2F, Chicago, IL 60608

    Pilsen 2 bedroom apartment with freshly refinished hardwood floors and fresh paint throughout, ceramic tile bath, forced heat, 42" maple cabinets, granite counter tops, kitchen island, a rear deck and a shared rear patio area. 2 blocks to 18th St. Pink line stop, 15 minutes to Clark and Lake. 1 mile South of UIC. 2 miles South of The United Center and The Medical District. 17th Street is permit

    Anthony Macias Adonis Realty LLC

    1849 W 17th St Unit 2F, Chicago, IL 60608
  • /27

    $350,000 Sold May 27, 2025

    • 4 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2005

    1644 W Cullerton St Unit 2, Chicago, IL 60608

    Exceptional Pilsen residence in a well-built all-brick building with a striking stone-accented facade. This thoughtfully designed home features beautiful custom millwork, hardwood floors, and a designer wood-burning marble fireplace. The chef's kitchen offers high-end stainless steel appliances and sleek custom cabinetry. Spa-inspired baths include a separate shower with body jets and a 6-foot

    Steven Powers Century 21 S.G.R., Inc.

    1644 W Cullerton St Unit 2, Chicago, IL 60608
    • /21

      Not Listed For Sale

      • 6 Beds
      • 4 Baths
      • 1,680 Sq Ft

      2121 W 23rd Place, Chicago, IL 60608

      2121 W 23rd Place, Chicago, IL 60608
  • /36

    $319,900

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    1918 W Cermak Rd Unit 4, Chicago, IL 60608

    WELCOME TO PILSEN! One of Chicago's most vibrant and culturally rich neighborhoods just minutes from downtown. As you walk up to this top-floor, you're greeted by an open layout unit with hardwood floors, a cozy fireplace, and abundant natural light pouring in from both the front and back balconies. The spacious living and dining area flows seamlessly into the modern kitchen, featuring 42"

    Ainhoa Garcia Jimenez Realty of America, LLC

    1918 W Cermak Rd Unit 4, Chicago, IL 60608
  • /20

    $3,010 per month

    • 2 Beds
    • 3 Baths
    • 1,291 Sq Ft
    • Condo for Rent

    1900 W 17th St Unit ID1244928P, Chicago, IL 60608

    Kick back and relax in this calm, stylish space minutes away from Chicago's best attractions. Step inside this newly renovated building with high-end finishes perfect for a family or group looking for comfort and design. This unit includes two bedrooms, three baths, and in-unit laundry.The fully equipped kitchen boasts sleek countertops, modern appliances, and all the essentials needed to

    1900 W 17th St Unit ID1244928P, Chicago, IL 60608
  • /16

    $319,900 Sold May 23, 2025

    • 1,100 Sq Ft
    • $291/SF
    • 3 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2008

    2309 W 21st St Unit 2, Chicago, IL 60608

    Exceptional 2 bedroom, 2 bathroom home in an intimate building, perfectly situated in Pilsen-just steps from some of the city's best dining. This thoughtfully updated and meticulously maintained residence offers bright, open-concept living with stylish finishes throughout. The living and dining area is ideal for both everyday living and entertaining, featuring freshly painted kitchen cabinets,

    Chris Gomes Jameson Sotheby's Intl Realty

    2309 W 21st St Unit 2, Chicago, IL 60608
    • /49

      Est $435,894 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,169 Sq Ft

      2315 S Leavitt St, Chicago, IL 60608

      2315 S Leavitt St, Chicago, IL 60608
  • /31

    $330,000

    • 2 Beds
    • 1 Bath
    • 2,513 Sq Ft

    2150 W Coulter St, Chicago, IL 60608

    Beautifully renovated red brick single-family home with an open-concept layout drenched in natural sunlight. The interior boasts soaring ceilings, recessed lighting, and rich espresso-stained hardwood floors. Freshly painted throughout in stylish neutral gray tones with crisp white trim-this home is truly move-in ready. The spacious kitchen features butcher-block countertops, stainless steel

    Renato Sanchez @properties Christie's International Real Estate

    2150 W Coulter St, Chicago, IL 60608
  • /9

    $1,850 per month

    • 2 Beds
    • 1 Bath
    • Apartment for Rent

    2227 W Cullerton St Unit 1, Chicago, IL 60608

    Come home to this cozy 2 bedroom newly renovated unit located in the heart of Pilsen, just minutes from the medical district, great food and real city living. This unit features beautiful finishes, Quartz counter, white cabinets, gold accents, and light fixtures. Marble showers, floors in baths. Gleaming hardwood floors, white trim, new central heaters, A/c units and washer & dryer. Parking

    Jessica Coleman RE/MAX Premier

    2227 W Cullerton St Unit 1, Chicago, IL 60608
  • /12

    $285,000 Sold May 23, 2025

    • 25 Days On Market
    • 8 Beds
    • 3 Baths

    Unlisted Address

    Investor's Dream! Seller does not guarantee the legality of the garden unit. This frame three-flat features two occupied and tastefully remodeled units, each equipped with its own HVAC and hot water tank. A 2-car garage adds both convenience and storage potential. The garden unit is a 2bed-1bath and requires work. The property will not pass standard FHA financing. Cash, conventional, or FHA 203K

    Dimitris Mellos James Group Properties LLC

    Unlisted Address
    • /21

      Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,184 Sq Ft

      2110 W 18th St, Chicago, IL 60608

      2110 W 18th St, Chicago, IL 60608

Showing Results 1 - 40, Page 1 of 18

Home Trends in Heart of Chicago, IL

Housing Trends

Median Sale Price
$460,700
Median Single Family Sale Price
$460,700
Median Townhouse Sale Price
$739,900
Average Price Per Sq Ft
$327
Number of Homes for Sale
1
Last 12 months Home Sales
29
Months of Supply
0.40
Median List Price
$460,700
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
2%
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