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Heart of Chicago Homes for Sale

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  • /4

    $482,000

    • Land
    • 0 Sq Ft

    1116 W 18th St, Chicago, IL 60608

    Location, location, location....prime location! Vacant lot 25X125 for sale, ready for development on 18th Street in Pilsen, one of Chicago's most colorful and culturally rich neighborhoods. Don't let this opportunity pass you by! Zoned C1-2, mix use; ready to build commercial, retail, apartments or a combination of all, the opportunity to capitalize is endless. The C1-2 zone permits a broad array

    Agent Photo

    Brenda Martinez

    RE/MAX LOYALTY

    1116 W 18th St, Chicago, IL 60608
  • /19

    $475,000

    • 10 Beds
    • 4 Baths

    2518 S Claremont Ave, Chicago, IL 60608

    INVESTMENT OPPORTUNIYT! This huge brick two flat building located in the heart of Pilsen. Featuring two updated units, has plenty space and bedrooms in each unit, four full bathrooms and a full walk-up attic equipped with a bedroom and a bath for extra living space or duplex up with second floor unit. Two car garage! Located in a rapidly growing area for investment. Preferable cash or

    Ana Ramirez REMAX Legends

    2518 S Claremont Ave, Chicago, IL 60608
  • /24

    $345,000

    • 3 Beds
    • 2 Baths

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

    Modern 3-Bed Oasis in the Heart of Pilsen! Welcome home to this impeccably designed 3-bedroom, 2-bathroom condo, offering sleek modern aesthetics and high-end finishes. Built in 2018, this all-masonry first-floor home is flooded with light from a sunny southern exposure. The open-concept living space is perfect for entertaining, featuring custom flat-panel cabinetry, quartz countertops, and

    Arvind Sarup HomeSmart Realty Group

    2108 W 18th Place Unit 2, Chicago, IL 60608
  • /14

    $579,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

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

    Amazing, extra-wide, 3 bed / 2 full bath Condo located in the heart of Pilsen. This like-new elevator building (the elevator goes all the way up to the roof) includes in-unit laundry, an indoor garage parking space as well as a gigantic roof top area with some pretty stunning views that almost have to be seen to be believed. The unit also faces south which adds to the quiet, serene atmosphere.

    Michael Maugeri Coldwell Banker Realty

    2135 W Cermak Rd Unit 3S, Chicago, IL 60608
  • /22

    $699,900

    Pending
    • 9 Beds
    • 5 Baths

    2149 W 18th Place, Chicago, IL 60608

    Legal updated brick/frame 4-unit in a strong Pilsen location, with an additional 5th garden-level space featuring a kitchenette and bath. The property also includes a 2-car garage, expandable attic storage, and three full levels of usable space. Excellent location between two Pink Line CTA stops, near a cul-de-sac block, school/park, Harrison Park, and the National Museum of Mexican Art just a

    Phil Buoscio Keller Williams ONEChicago

    2149 W 18th Place, Chicago, IL 60608
  • /38

    $1,395,000

    1759 W 21st St, Chicago, IL 60608

    Fantastic 7-unit multifamily investment opportunity in Chicago's historic Pilsen neighborhood! This turnkey building features an ideal high-demand unit mix: two 1BR/1BA, four 2BR/1BA, and one 3BR/1BA. Units boast modern finishes and LVP flooring throughout. High demand location just blocks from 18th Street's dining scene and a quick two-block walk to the Damen Pink Line station for an effortless

    Reed Meyer Lease312INC

    1759 W 21st St, Chicago, IL 60608
  • /18

    $260,000

    Pending
    • 2 Beds
    • 1 Bath

    2029 W Coulter St Unit G, Chicago, IL 60608

    Your piece of PILSEN IS HERE! GREAT 2BD CONDO W/OFFICIE NOOK ON QUIET STREET! THIS HOME FEATURES BRAZILIAN CHERRY HARDWOOD FLOORS, EXPOSED BRICK IN LIVING AREA, GRANITE KITCHEN W/CHERRY CABS, NICE ROOM SIZES, FUNCTIONAL OFFICE NOOK, DESIGNER MARBLE BATHROOM WITH NICE TILE THROUGHOUT. FULL SIZE IN-UNIT LAUNDRY. ADTNL STORAGE & ONE-PARKING SPACE INCLUDED! WON'T LAST SET UP YOUR APPTS TODAY

    Alexis Rendon Realty of America, LLC

    2029 W Coulter St Unit G, Chicago, IL 60608
  • /39

    $659,900

    • 7 Beds
    • 4 Baths

    1801 W 21st Place, Chicago, IL 60608

    Rare 4-Unit in the Heart of Pilsen! Exceptional investment opportunity on an approximately 25' x 125' corner lot (per survey) with RT-4 zoning (buyer to verify). Rare opportunity to acquire a legal 3-unit PLUS a separate coach house in one of Chicago's most sought-after investment neighborhoods. Coach house with front door direct access to Wood Street, allowing it to function much like a

    Anne Connolly Rief @properties Christie's International Real Estate

    1801 W 21st Place, Chicago, IL 60608
  • /5

    $250,000

    Pending
    • Land
    • 0 Sq Ft

    2029 W 17th St, Chicago, IL 60608

    Attention Developers, Builders and Investors! Great development opportunities in Pilsen area. 3000 sq ft of land. Situated for residential, multifamily or commercial development with zoning change. Zoned M 1-2, this location offers easy access to essential amenities like grocery stores, schools and restaurants. Just minutes to Downtown Chicago. Seller does not provide new survey but will provide

    Pamela Walsh Chicagoland Brokers, Inc

    2029 W 17th St, Chicago, IL 60608
  • /9

    $925,000

    $65K PRICE DROP
    • 5,978 Sq Ft

    2152 W 21st St, Chicago, IL 60608

    This well-maintained brick multifamily property presents a compelling investment opportunity with both strong in-place income and significant upside potential. The asset is currently configured as a 6-unit building with a 7th non-conforming unit (4R), which is presently duplexed into the 3rd-floor rear unit (3R), creating an expansive 4-bedroom, 2-bath residence. The remaining units offer a

    Angelo Labriola Sperry Van Ness

    2152 W 21st St, Chicago, IL 60608
  • /22

    $1,250,000

    • 12 Beds
    • 8 Baths

    2110 W 18th Place, Chicago, IL 60608

    Located in the heart of Pilsen, this well-maintained, all-brick property underwent a complete gut rehab in 2014 and features four legal dwelling units. The property consists of a three-unit front building and a separate coach house with additional storage space below. Each unit has been fully remodeled with modern finishes and includes in-unit laundry, central air conditioning, and updated

    Tyler Weekes Star Realty & Management

    2110 W 18th Place, Chicago, IL 60608
  • /2

    $125,000

    Pending
    • Land
    • 0 Sq Ft

    2236 W 23rd St, Chicago, IL 60608

    Lou Soteras LJS Realty

    2236 W 23rd St, Chicago, IL 60608
  • /23

    $1,095,000

    1801 W 21st St, Chicago, IL 60608

    5-unit multifamily investment opportunity in Chicago's historic Pilsen neighborhood! The property features four 2BR/1BA units and an incredibly spacious, detached rear Coach House (3BR/1BA) - offering a high-demand mix with strong rental upside. Interiors feature updated finishes and classic wood flooring throughout. Units have central heat and shared laundry. Laundry is shared in the basement.

    Reed Meyer Lease312INC

    1801 W 21st St, Chicago, IL 60608
  • /42

    $599,999

    • 9 Beds
    • 4 Baths

    2340 W 21st Place, Chicago, IL 60608

    Discover an exceptional investment opportunity in the heart of Pilsen! This spacious property offers a total of 9 bedrooms and 4 bathrooms, providing outstanding income potential for both investors and owner-occupants. The first and second floor units each feature 3 bedrooms. The lower level adds even more value with a 2 bedroom garden apartment plus a separate studio apartment, offering

    Luis Ortiz RE/MAX Partners

    2340 W 21st Place, Chicago, IL 60608
  • /29

    $1,549,000

    • 7 Beds
    • 7 Baths

    Unlisted Address

    Newer Construction Passive Home 3 Unit building right on Harrison Park- Full Masonry Perfect Wall, All Electric energy-efficient and intelligently engineered for optimal living conditions. Three Bedroom/2.1 Bath Duplex, 2nd floor 2 bed/2 bath & Penthouse 2 bed/2 bath with interior stair to penthouse room and full finished rooftop deck. Excellent views of Harrison Park, the City and abundant

    Karen Biazar North Clybourn Group, Inc.

    Unlisted Address
  • /49

    $789,900

    • 6 Beds
    • 4 Baths

    2012 W 21st Place, Chicago, IL 60608

    Fantastic opportunity to own a brick 2-flat in the heart of Pilsen's Lower West Side! Whether you're an investor looking to expand your portfolio or an owner-occupant seeking rental income, this property offers exceptional potential. The building features two spacious residential units with generous living areas, A full finished basement with two entrances, a finished attic for additional living

    Adolfo Munoz Realty of America, LLC

    2012 W 21st Place, Chicago, IL 60608
  • /10

    $399,000

    Pending
    • 5 Beds
    • 3 Baths

    2123 W Cullerton St, Chicago, IL 60608

    Great opportunity to own a solid brick 2-flat in the highly sought-after Pilsen neighborhood! This property features 2 legal units plus a finished attic offering additional living space with an extra room. In total, the home offers 5 bedrooms and 3 full bathrooms, making it ideal for owner-occupants, multi-generational living, or investors seeking rental income potential. The property also

    David Soto Realty of America, LLC

    2123 W Cullerton St, Chicago, IL 60608
  • /9

    $299,900

    • 3 Beds
    • 2 Baths

    1846 W 23rd St, Chicago, IL 60608

    Come and see this great investment opportunity in the vibrant Pilsen neighborhood! This multi-unit property offers endless potential for both owner occupants and savvy investors alike. Featuring two units, one with 2 bedrooms and the other with 1 bedroom, this property is ready for your vision and personal touch. With a little TLC, you can unlock its full potential and add even more value by

    George Sierra RE/MAX LOYALTY

    1846 W 23rd St, Chicago, IL 60608
  • /2

    $100,000

    • Land
    • 0 Sq Ft

    1330 S Oakley Ave, Chicago, IL 60608

    A rare chance to secure land in one of Chicago's most exciting growth corridors. This vacant lot offers exceptional upside in a fast-rising location near the future development surrounding the United Center, less than 10 minutes away. Get in before the skyline changes around you. Perfectly positioned within walking distance to the Illinois Medical District and nearby hospitals, minutes away from

    Magdalena Sciupider @properties Christie's International Real Estate

    1330 S Oakley Ave, Chicago, IL 60608
  • /31

    $659,900

    • 3 Beds
    • 2 Baths

    2135 W Cermak Rd Unit 4N-PH, Chicago, IL 60608

    Stop scrolling. This is the penthouse buyers wait years to find. Brand-new 2025 construction in a boutique elevator building, this extra-wide 3-bedroom, 2-bath home delivers something almost impossible to find in Pilsen: breathtaking downtown skyline views, an elevator that takes you all the way to your private rooftop deck, and a level of space and design that feels more like a single-family

    Beau Shirley Coldwell Banker Realty

    2135 W Cermak Rd Unit 4N-PH, Chicago, IL 60608
  • /24

    $1,200,000

    • 11 Beds
    • 8 Baths

    2148 W 18th St, Chicago, IL 60608

    Large rarely seen 4 unit building where all 4 units are duplexes providing 2 floors for extra space in each unit. All Units are rented below market rents. Great, sought after area on lively 18th street is short walk to several nearby restaurants, parks, art center, cta pink line. Near Ashland Costco, uic, rush medical districts and hospitals with staff often renting the units. No vacancy in 10

    Kyle Olszewski Kale Realty

    2148 W 18th St, Chicago, IL 60608
  • /2

    $105,000

    • Land
    • 10,890 Sq Ft
    • $420,000 per Acre

    1302 S Oakley Ave, Chicago, IL 60608

    A rare chance to secure land in one of Chicago's most exciting growth corridors. City-approved plans and permits for a single-family home are already in place, with architectural drawings available upon request-allowing you to move forward with confidence from day one. This vacant lot offers exceptional upside in a fast-rising location near the future development surrounding the United Center,

    Magdalena Sciupider @properties Christie's International Real Estate

    1302 S Oakley Ave, Chicago, IL 60608
  • /18

    $400,000

    Pending
    • 6 Beds
    • 3 Baths

    2010 W 18th Place, Chicago, IL 60608

    Exceptional opportunity in the heart of Pilsen! This solid 2-unit property offers incredible potential for investors, owner-occupants, or those looking to add value in one of Chicago's most vibrant neighborhoods. Both units provide comfortable living spaces, while the full unfinished basement offers ample storage and future possibilities. Ideally located next to a park and school, with convenient

    William Mombela Redfin Corporation

    2010 W 18th Place, Chicago, IL 60608
  • /20

    $585,000

    $45K PRICE DROP
    • 7 Beds
    • 3 Baths

    1852 W 17th St, Chicago, IL 60608

    Perfect Multi Unit opportunity located in the heart of Pilsen! One of Chicago's hottest neighborhoods in a desirable area! This building has been with the family for almost 60 years! This large building consists of 4 apartments and an unfinished attic that may possibly be duplexed. 1st floor has 2 apartments. 2nd floor apartment is spacious and long; it has 3 bedrooms a living rm, dinning rm and

    Elia Bonilla RE/MAX LOYALTY

    1852 W 17th St, Chicago, IL 60608
  • /31

    $475,000

    • 4 Beds
    • 2.5 Baths
    • 2,100 Sq Ft

    2237 S Oakley Ave, Chicago, IL 60608

    Great Location On This Single Family With 3 levels of Living space!! Little Italy and West Pilsen Location....the Best of Two worlds. Walk to Little Italy Restaurants and Pilsen nigth life.. Minutes To University Of,Illinois ,Rush and Cook County Hospitals. Few Minutes From I-290 & I55 express ways!!.. and......Downtown,,,, Waooooo...this a 4 Bedroom 2.5 Bath Single Family Home with 2,5 Brick Car

    Joel Mandujano Midwest Real Estate Brokerage LLC

    2237 S Oakley Ave, Chicago, IL 60608
  • /12

    $589,999

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

    2243 W Coulter St Unit 2, Chicago, IL 60608

    Welcome to elevated living in the heart of Pilsen. Just steps from the iconic Heart of Chicago and its historic Italian restaurants, this exceptionally-upgraded townhome offers the perfect blend of luxury, comfort, and convenience. Featuring approximately 2,000 sq ft, this home includes 3 bedrooms, 2.1 bathrooms, an expansive 1st-floor recreation room, private outdoor space, and an attached

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

    2243 W Coulter St Unit 2, Chicago, IL 60608
  • /4

    $300,000

    Pending
    • 7 Beds
    • 3 Baths

    1905 W Cullerton St, Chicago, IL 60608

    Nice 2 flat with finished basement, located in an upcoming area. Conveniently located near the United Center, Hospitals, shopping areas, and public transportation. This is a good investment for rehabbers or owner occupants. Sold as is. No FHA, except 203k.

    Sharon Moore Real People Realty

    1905 W Cullerton St, Chicago, IL 60608
  • /34

    $500,000

    • 6 Beds
    • 4 Baths

    2144 W 19th St, Chicago, IL 60608

    In the heart of Pilsen, Legal 3 Flat Building. Unit #1 is a 2bd/1ba, which features a separate Living room and Dining room area. Unit #2 is the same floorplan, featuring vaulted ceilings in the primary bedroom, washer and dryer in unit with access ladder up to the unfinished Attic. Lower level has a 1 bedroom unit. There is a small grass area in the back of the building with a 2 car garage. Rents

    Michelle Quan Coldwell Banker Realty

    2144 W 19th St, Chicago, IL 60608
  • /37

    $375,000

    Pending
    • 5 Beds
    • 3 Baths

    2332 W 24th Place, Chicago, IL 60608

    Amazing opportunity in the heart of Little Italy. Just around the corner from many Oakley Ave boutiques. Building consists of 2 apartments with the 2nd floor being duplexed to the finished attic with 2 rooms and 3/4 Bathroom. Huge 6 cars brick garage and much more! Selling in As-Is Condition. Offers must have pre-approval and/or proof of funds with cash ones. A Must Buy!

    Gaspar Flores Su Familia Real Estate Inc

    2332 W 24th Place, Chicago, IL 60608
  • /33

    $615,000

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

    2241 W Coulter St Unit 1, Chicago, IL 60608

    Sophisticated city living meets timeless design in this beautifully appointed newer-construction townhome located within the highly sought-after Oakley Commons community. Situated on a prominent corner lot along a picturesque tree-lined street, this all-brick residence has been professionally designed with custom updates to create a warm, inviting atmosphere that make this townhome standout while

    Andre Mitchell Keller Williams ONEChicago

    2241 W Coulter St Unit 1, Chicago, IL 60608

Heart of Chicago Home Prices vs. Nearby Chicago, IL Neighborhoods

Heart of Chicago Pilsen Dearborn Bridgeport
Median Home Price
$497,000
$500,000
$348,500
$499,000
Median Sale Price
$496,000
+36% YoY
$502,499
+1% YoY
$352,000
+2% YoY
$480,000
+11% YoY
Median Single Family Price
$531,000
$699,000
--
$560,000
Median Townhouse Price
$579,500
$660,000
--
$499,000
Median Condo Price
$345,000
$462,000
$349,500
$342,000
Total Active Listings
4
5
3
27
Market Conditions
2 Months of Supply
Seller's Market
2 Months of Supply
Seller's Market
3 Months of Supply
Seller's Market
3 Months of Supply
Seller's Market

Frequently Asked Questions

Is Heart of Chicago a good place to live?
Heart of Chicago is a good place to live. Heart of Chicago is considered very walkable and very bikeable with great transit options. Heart of Chicago is an urban core neighborhood. Heart of Chicago has 6 parks for recreational activities. It is very dense in population with 31.0 people per acre and a median age of 35. The average household income is $78,902 which is below the national average. College graduates make up 35.1% of residents. A majority of residents in Heart of Chicago are renters, with 73% of residents renting and 27% of residents owning their home. A local real estate agent serving Heart of Chicago can help you decide if this neighborhood is the right one for you. Learn more on our Heart of Chicago neighborhood guide.
Is Heart of Chicago, IL a safe neighborhood?
Heart of Chicago, IL is less safe than the average neighborhood in the United States. It received a crime score of 5 out of 10.
How much do you need to make to afford a house in Heart of Chicago?
The median home price in Heart of Chicago is $497,000. If you put a 20% down payment of $99,400 and had a 30-year fixed mortgage with an interest rate of 6.66%, your estimated principal and interest payment would be $2,560 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $110K a year to afford the median home price in Heart of Chicago. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Heart of Chicago is $79K.
What are the best public schools in Heart of Chicago?
The best public schools that serve Heart of Chicago are:
What are the best private schools in Heart of Chicago?
The best private schools that serve Heart of Chicago are:
What are the most popular zip codes in Heart of Chicago, Chicago, IL?
The most popular zip codes in Heart of Chicago, Chicago, IL include 60608, 60609, 60623, 60612 and 60607.
What are the most popular neighborhoods near Heart of Chicago, Chicago, IL?
The most popular neighborhoods near Heart of Chicago, Chicago, IL are Pilsen, Little Village, Bridgeport, Little Italy and McKinley Park.
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