5,194

Cook, IL Homes

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  • /18

    $580,000

    • 5 Beds
    • 3 Baths
    • 2,880 Sq Ft

    2120 W 18th St, Chicago, IL 60608

    Welcome to 2120 W 18th St, a beautifully reimagined single-family home where modern luxury meets historic charm. Fully gut rehabbed in 2023, this 5-bedroom, 3-bath residence offers a perfect blend of craftsmanship, style, and functionality. Every detail has been meticulously updated-from the sleek new kitchen and spa-inspired bathrooms to the energy-efficient systems and designer

    Scott Tran Fulton Grace Realty

    2120 W 18th St, Chicago, IL 60608
  • /12

    $1,700 per month

    • 2 Beds
    • 1 Bath
    • 1,550 Sq Ft
    • Apartment for Rent

    2028 W 22nd Place Unit 2, Chicago, IL 60608

    Welcome to this beautiful tree-lined block in vibrant Pilsen. This sunlit unit is conveniently located right next to the pink line train and beautiful Harrison Park. This unit has two bedrooms and one bathroom. The living room is nice and open with great sunlight. It has a cute little front porch to sit and sip your coffee or tea along with an enclosed heated back porch and access toa patio in

    Agent Photo

    Andrea Maldonado

    Realty of America, LLC

    (773) 309-3616

    2028 W 22nd Place Unit 2, Chicago, IL 60608
  • /22

    $549,000 Sold Aug 25, 2025

    • 138 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2024

    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
    • /19

      Est $398,785 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
  • /26

    $699,000

    • 7 Beds
    • 4 Baths

    2440 S Oakley Ave, Chicago, IL 60608

    RARE CHANCE to own a huge solid all brick 4 unit apartment building on Oakley Avenue at the HEART of Heart of Chicago's classic dining scene and steps to public transit, shopping and much more. 2440 S Oakley has retained it's Victorian era charm inside and out with much of the original woodwork, hardwood flooring, hardware, fixtures and doors intact. Tall ceilings and large windows flood the

    Peter Gordon C. Gallucci Realty, Inc.

    2440 S Oakley Ave, Chicago, IL 60608
  • /40

    $2,750 - $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
  • /36

    $309,900 Sold Aug 22, 2025

    • 1 Day On Market
    • 3 Beds
    • 1 Bath
    • Built 1881

    1848 W Cermak Rd Unit 3, Chicago, IL 60608

    Beautiful & bright, 3 bedroom, top floor condo in popular Pilsen with parking! This home's soaring 12-foot ceilings will wow you as you step in the front door. Generously sized living room, with bay window & decorative marble fireplace with preserved mantel & detail. This leads into your spacious, formal dining room, with tall windows and views of the Downtown Skyline. Your updated kitchen

    Scott Curcio Baird & Warner

    1848 W Cermak Rd Unit 3, Chicago, IL 60608
    • /49

      Est $587,090 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
  • /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 Fulton Grace Realty

    2238 W 18th Place, Chicago, IL 60608
  • /10

    $1,700 per month

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    1646 W Cermak Rd Unit 1, Chicago, IL 60608

    This spacious first-floor apartment offers approximately 800 sq. ft. of comfortable living space. The unit features laminate flooring throughout, providing a clean and modern feel. Conveniently located near I-55 and I-290, the property allows for easy commuting, with Cermak Fresh Market just across the street and a variety of shops, restaurants, and entertainment options nearby. A one-year

    Jaqueline Valenzuela Coldwell Banker Realty

    1646 W Cermak Rd Unit 1, Chicago, IL 60608
  • /30

    $695,000 Sold Aug 18, 2025

    • 0 Days On Market
    • 8 Beds
    • 4 Baths

    2420 S Oakley Ave, Chicago, IL 60608

    Rarely available, this classic brick 3-unit in the highly desirable Heart of Chicago section of Pilsen offers strong upside for both investors and owner-occupants. The building includes two 2 bed / 1 bath units on the first floor (front and rear), and a spacious 5 bed / 2 bath top-floor apartment that's perfect for an owner's unit or high-rent tenant. The top unit features interior stairs to a

    Jaime Ashley Campos RE/MAX LOYALTY

    2420 S Oakley Ave, 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
  • /31

    $439,000

    • 5 Beds
    • 2 Baths

    Unlisted Address

    INVESTORS OPPORTUNITY!!!! 2 UNIT BUILDING IN THE HEART OF PILSEN WITH LOTS OF POTENTIAL INCLUDING A LARGE BRICK COACH HOUSE ON THE SAME LOT: PROPERTY WILL NEED SOME WORK BUT OVER ALL IT'S A GREAT MONEY MAKER JUST MINUTES FROM PINK LINE TRAIN. SOLD AS IS CONDITION. NO REPAIRS WILL BE DONE. CASH OFFERS WELCOME.

    Romelia Anaya Su Hogar Real Estate

    Unlisted Address
  • /25

    $995 - $1,145 per month

    Violet Coliving

    1 Bed

    2104 W 21st Place, Chicago, IL 60608

    Save on rent with one, all-inclusive rate, that includes rent, utilities, a furnishings, and more. Ensuite rooms may be available. Get more for your rent at Violet Coliving: a private bedroom in a fully-furnished shared suite, WiFi, utilities, household essentials (from pots and pans to toilet paper), free laundry, community events and so much more — all for 20% less than a nearby

    2104 W 21st Place, Chicago, IL 60608
  • /36

    $575,000 Sold Aug 11, 2025

    • 10 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1888

    2340 W 19th St, Chicago, IL 60608

    Beautiful rehab of a classic Chicago 2-flat in ideal Pilsen location on extra-long lot. Main floor opens to a sunken sun-filled living room, with original floors and trim. Open concept flows to the kitchen and dining room where everything has been tastefully updated. White kitchen with butcher block counters boasts tons of countertop space, storage and updated GE and Fridgidare appliances.

    Kristine Daley Baird & Warner

    2340 W 19th St, Chicago, IL 60608
    • /31

      Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,058 Sq Ft

      2153 W 24th St, Chicago, IL 60608

      2153 W 24th St, Chicago, IL 60608
  • /32

    $1,099,000

    1645 W 17th St, Chicago, IL 60608

    Prime Turnkey Investment in Chicago's Red-Hot Pilsen Neighborhood! 5 unit building complete renovated in 2020! 100% tenant occupied and generates over $111K in annual gross rental income. The rehab included new electric, copper plumbing, individual HVAC's, new flooring and baths, washer/dryer in all units, and new roof on front building. All units have modern finishes with granite

    Brian Ruff Coldwell Banker Real Estate Group

    1645 W 17th St, Chicago, IL 60608
  • /13

    $2,100 per month

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

    1800 S Ashland Ave Unit 306, Chicago, IL 60608

    This beautiful condo quality unit features in unit w/d, all stainless steel appliances, including dishwasher & microwave. Large bedrooms with walk in closets & extra closet space. Plenty of cabinet space with quartz countertops & open space concept. Central AC & heat. 1/2 block from pink line, Ashland bus outside door, walk/bike to UIC. 5 minutes to all interstates. 3 block to beautiful Harrison

    Karen Roth New City Property Management

    1800 S Ashland Ave Unit 306, Chicago, IL 60608
  • /34

    $675,000 Sold Aug 05, 2025

    • 1,760 Sq Ft
    • $384/SF
    • 14 Days On Market
    • 6 Beds
    • 4 Baths

    1810 W 23rd St, Chicago, IL 60608

    Gut Rehabbed and Rebuilt from the studs, including a new foundation and drain line to the street. Each unit features open floor plans with high 9-foot ceilings. Brand new kitchens with quartz counters, a high-end stainless appliance package, and 42-inch cabinets. 3 bedrooms with built-out closets and 2 brand new bathrooms complete the space. Two rear car parking spots. The electrical system is

    Lawrence Dunning Fulton Grace Realty

    1810 W 23rd St, Chicago, IL 60608
    • /50

      Est $833,835 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
  • /29

    $585,000

    • 3 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    2253 W Coulter St Unit 4, Chicago, IL 60608

    Step into modern elegance with this like-new 3-bedroom, 2.5-bath townhome featuring an attached 2-car garage, EV charging station, and private outdoor spaces. Designed for today's lifestyle, this home blends comfort, style, and convenience in the heart of Chicago. The spacious main level recreation room flows seamlessly to a private fenced patio (19' x 14')-perfect for summer gatherings or

    Leo Bui LPT Realty LLC

    2253 W Coulter St Unit 4, Chicago, IL 60608
  • /6

    $1,500 per month

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Condo for Rent

    2110 W 22nd Place Unit First Floor Rear, Chicago, IL 60608

    Spacious 3-Bedroom Apartment with All the Perks!Welcome to your next home! This 3-bedroom, 1-bath apartment in a homeowner-occupied building combines comfort and convenience. One of the larger bedrooms includes a closet, the second is generously sized without a closet, and the third is a smaller room well-suited for a home office or a compact bedroom that can fit a bed. The unit also

    2110 W 22nd Place Unit First Floor Rear, Chicago, IL 60608
  • /4

    $205,000 Sold Aug 01, 2025

    • 1,071 Sq Ft
    • $191/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1888

    1809 W 21st St, Chicago, IL 60608

    This property is a Gut Rehab or a Tear Down! It has 3 bedrooms, 2 baths. Discover an exceptional investment opportunity in the highly sought-after Pilsen neighborhood. This property sits on 25X125 lot, located in the Heart of Chicago. The zoning (R4) allows 3 residential units with height allowance for 4 stories. The desirable location makes this property a standout investment opportunity

    Carlos Rocha Chicagoland Brokers, Inc.

    1809 W 21st St, 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
  • /23

    $369,000

    • 3 Beds
    • 2 Baths

    2108 W 18th Place Unit 2, Chicago, IL 60608

    Stunning Modern 3-Bed, 2-Bath Condo in Prime Pilsen Location! Welcome to This Beautifully Designed 3-bedroom, 2-bathroom Condo Offering a Sleek Modern Aesthetic and High-End Finishes Throughout. Located on the First Floor of an All-Masonry New Construction Building (2018), This Home Boasts Sunny Southern Exposure and A Spacious Private Rear Patio-Perfect for Entertaining or Relaxing. Step into

    Arvind Sarup HomeSmart Realty Group

    2108 W 18th Place Unit 2, Chicago, IL 60608
  • /15

    $1,600 per month

    • 3 Beds
    • 1 Bath
    • 900 Sq Ft
    • Condo for Rent

    2140 W Cermak Rd Unit 3, Chicago, IL 60608

    Spacious 3-bedroom, 1-bath rental in the heart of Pilsen! Features include a large separate living room and dining room, perfect for entertaining, plus a back porch for outdoor relaxation. Conveniently located with plenty of street parking available. Tenant is responsible for all utilities.

    Erika Villegas Re/Max In The Village

    2140 W Cermak Rd Unit 3, Chicago, IL 60608
  • /17

    $185,000 Sold Jul 31, 2025

    • 634 Sq Ft
    • $292/SF
    • 3 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 2007

    1811 W 17th St Unit 201, Chicago, IL 60608

    Sun-Drenched 634 sqft 1 Bed, 1 Bath Condo in the Heart of Vibrant Pilsen. Welcome to this beautifully updated condo on a charming tree-lined street in one of Chicago's most dynamic neighborhoods. This sun-soaked 1 bed, 1 bath home features a modern kitchen with stunning waterfall countertops, stainless steel appliances, and custom cabinetry. Bamboo hardwood floors and recessed lighting run

    Brian Aurelio @properties Christie's International Real Estate

    1811 W 17th St Unit 201, 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
  • /20

    $1,054,999

    • 9 Beds
    • 6 Baths

    1750 W Cermak Rd, Chicago, IL 60608

    Built less than 10 years ago, this newer construction all brick multifamily features (3) 1,250 sq/ft 3bed 2 bathroom units (all identical layout) with a 3 car parking pad in the back of the property that can be reached from each units back door via metal staircase. 2 of the 3 units are rented out currently with one left vacant and ready for occupancy. The bottom unit which is available currently

    Eric Sporinsky Realty of America, LLC

    1750 W Cermak Rd, Chicago, IL 60608
  • /17

    $1,500 per month

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    2136 W 18th Place Unit 3, Chicago, IL 60608

    No previous evictions Credit score 600+. 18 years or older need to submit application.

    2136 W 18th Place Unit 3, Chicago, IL 60608
  • /20

    $544,000 Sold Jul 31, 2025

    • 1,918 Sq Ft
    • $284/SF
    • 21 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2023

    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
    • /49

      Est $458,187 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
  • /19

    $418,500

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    1708 W Cermak Rd Unit 2E, Chicago, IL 60608

    Discover your dream home nestled in the heart of Pilsen's vibrant community! This immaculate 2-bedroom, 2-bathroom condo, constructed in 2019, combines modern design with meticulous attention to detail. As you enter, you'll be welcomed by an open concept living area that flows effortlessly from the kitchen to the living room, extending to a private deck for seamless indoor/outdoor entertaining.

    Deborah Hess Compass

    1708 W Cermak Rd Unit 2E, Chicago, IL 60608
  • /16

    $1,775 per month

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

    1722 W 21st St Unit 2R, Chicago, IL 60608

    Completely renovated and move-in ready, this beautiful 2-bedroom, 1-bath apartment is located in the heart of Pilsen, one of Chicago's most vibrant and artistic neighborhoods. The kitchen is outfitted with white shaker cabinets, quartz countertops, a stylish backsplash, and stainless steel appliances, offering a clean and modern feel. The bathroom features a classic white subway tile surround and

    Ronald Ohr Avenue 1 Realty Group

    1722 W 21st St Unit 2R, Chicago, IL 60608
  • /23

    $608,000 Sold Jul 25, 2025

    • 100 Days On Market
    • 11 Beds
    • 4 Baths
    • Built 1884

    1635 W 17th St, Chicago, IL 60608

    Discover an incredible investment opportunity in the heart of Pilsen! This 4-unit building is perfectly situated within close proximity to public transportation, making commuting a breeze. Families will appreciate the nearby schools, while everyone can enjoy the vibrant community with its rich cultural heritage, trendy restaurants, and lively arts scene. The property generates rental income,

    Maria Valdez Roble Realty Group, LLC

    1635 W 17th St, Chicago, IL 60608
    • /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
  • /47

    $669,900

    • 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

    $1,600 per month

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

    2314 S Seeley Ave Unit Garden Unit, Chicago, IL 60608

    Garden unit located in Pilsen near Damen & Cermak. No pets. Security deposit required. Reach out with any questions! Thanks.

    2314 S Seeley Ave Unit Garden Unit, 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
    • /17

      Not Listed For Sale

      • 6 Beds
      • 2 Baths
      • 1,890 Sq Ft

      2339 W 24th St, Chicago, IL 60608

      2339 W 24th St, Chicago, IL 60608

Showing Results 1 - 40, Page 1 of 18

Home Trends in Heart of Chicago, IL

Housing Trends

Median Sale Price
$370,000
Median Single Family Sale Price
$370,000
Median Townhouse Sale Price
$585,000
Median 2 Bedroom Sale Price
$384,250
Median 1 Bedroom Sale Price
$185,000
Average Price Per Sq Ft
$270
Number of Homes for Sale
9
Last 12 months Home Sales
28
Months of Supply
3.90
Median List Price
$418,500
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
-6%
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