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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 Premier

    (872) 253-4194

    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
  • /28

    $810,000

    Pending
    • 8 Beds
    • 4 Baths

    2142 W 18th St, Chicago, IL 60608

    Location, location, location! Ideal for an investor or owner-occupant, live in one unit while the other three generate income. Located in Pilsen, one of the city's fastest-growing rental markets. This all-brick 4-unit building features extensive interior and exterior upgrades. Each unit offers 2 bedrooms and 1 bath and have been updated with paint, flooring, bathrooms, kitchens, quartz

    Dorothy Kolschowsky RE/MAX All Pro - St Charles

    2142 W 18th St, Chicago, IL 60608
  • /7

    $249,000

    • Land
    • 0 Sq Ft

    2050 W 21st Place, Chicago, IL 60608

    Prime Development Opportunity - 2050 W 21st St | Pilsen | B3-2 Zoning.Exceptional vacant lot located at 2050 W 21st St in the heart of Pilsen, one of Chicago's most sought-after and culturally rich neighborhoods. Positioned on a strong commercial corridor, this site offers outstanding visibility and accessibility in an area experiencing continued residential and mixed-use growth. Surrounded by

    Brittany Sanchez Realty of America, LLC

    2050 W 21st Place, 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
  • /26

    $589,000

    $11K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,850 Sq Ft

    2237 W Coulter St Unit 4, Chicago, IL 60608

    Welcome to elevated living in the heart of Pilsen. This exceptional corner-unit townhome offers approx. 2,000 sq.ft of thoughtfully designed living space. With gorgeous views of downtown Chicago hiding inside, this freshly painted home features 3 bedrooms, 2.5 bathrooms and a 2-car garage. Sitting on premium positioning that brings an abundance of natural light, this home delivers both privacy,

    Cassandra Bockman Hart Berkshire Hathaway HomeServices Starck Real Estate

    2237 W Coulter St Unit 4, 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

    $975,000

    $15K 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
  • /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
  • /22

    $664,999

    Pending
    • 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
  • /25

    $699,900

    $150K PRICE DROP Pending
    • 10 Beds
    • 4 Baths

    2335 W 21st St, Chicago, IL 60608

    Located Steps from Pink Line train boarding station and Western Ave. Large three unit brick Building (3234 SF) plus brick coach house that has central heating. Front building 1st floor is 2 bed rm. 2nd and 3rd units are both 3 bed rooms. Four apartments (3 units at front and rear coach house). No blind offers must view property in person. No appointments on Sundays.

    Jesse Gomez Realmart Realty Inc

    2335 W 21st St, 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
  • /23

    $361,000

    • 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
  • /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
  • /22

    $415,000

    Pending
    • 7 Beds
    • 3 Baths

    2314 W 25th St, Chicago, IL 60608

    Rarely available classic brick 3 unit building located in the highly desirable Heart of Chicago section of Pilsen - an excellent opportunity for both investors and owner occupants. The property features two 2 bedroom, 1 bath units on the first and second floors, plus a 3 bedroom, 1 bath garden unit. The top floor unit, currently tenant occupied, was nicely updated in 2018 with new kitchen

    Beata Rogowski Coldwell Banker Realty

    2314 W 25th St, Chicago, IL 60608
  • /47

    $875,000

    Pending
    • 6 Beds
    • 4 Baths

    1630 W 21st Place, Chicago, IL 60608

    All masonry 3 flat in great Pilsen location! 1F is a 2 bedroom / 1 bath duplex down, 1R is a 2 bed / 1.1 bath duplex down, and the second floor is a 2 bed / 1 bath with vaulted ceilings. All 3 units have direct private entrances, exposed brick walls, great light, HVAC, hardwood floors, and in-unit laundry. Expansive back decks along with a patio space and a 2 car garage. Ideal for owner occupant

    Lucas Blahnik @properties Christie's International Real Estate

    1630 W 21st Place, Chicago, IL 60608
  • /18

    $349,000

    • 9 Beds
    • 6 Baths

    2039 W 18th Place, Chicago, IL 60608

    Welcome to your next Big Investment Opportunity. This legally zoned 4-Unit property resides in the heart of Pilsen, one of the Most Vibrant & culturally rich neighborhoods in Chicago, IL. This property has great potential for the right experienced investor who is capable of taking on LARGE REHAB projects. The property consists of 2 separate brick buildings on 1 lot with both building housing 2

    Phu Nguyen Citypoint Illinois LLC

    2039 W 18th Place, Chicago, IL 60608
  • /41

    $445,000

    • 5 Beds
    • 3 Baths

    1910 S Leavitt St, Chicago, IL 60608

    Located in the heart of Pilsen, this classic Chicago brick 3-unit building presents an exceptional investment opportunity in one of the city's most vibrant and rapidly appreciating neighborhoods. Each unit features 2 bedrooms and 1 bath, offering highly desirable layouts with strong rental appeal. Current rents are: Basement - $1,300/month, Unit 1 - $1,400/month, and Unit 2 - $1,400/month, with

    Christine Jankelow Compass

    1910 S Leavitt 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
  • /2

    $135,000

    • Land
    • 2,178 Sq Ft
    • $2,700,000 per Acre

    2247 W Cermak Rd, Chicago, IL 60608

    Exceptional vacant lot located in the heart of Pilsen, one of Chicago's most vibrant and rapidly evolving neighborhoods. Surrounded by thriving local businesses, popular restaurants, and new developments, this property presents a rare opportunity to build in a high-demand corridor known for its strong foot traffic and community energy. Zoned B3-2, this site offers outstanding flexibility for

    Brittany Sanchez Realty of America, LLC

    2247 W Cermak Rd, Chicago, IL 60608
  • /20

    $610,000

    $20K 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
  • /37

    $599,900

    Pending
    • 8 Beds
    • 4 Baths

    2238 W 21st Place, Chicago, IL 60608

    4 unit building in the heart of Pilsen with tons of potential! Located on a tree lined neighborhood street in one of the hottest neighborhoods in the city! This building is perfect for an owner occupant or remote investors! Top floor owner's unit has central air and heat! Detached 2 car garage at rear of property as well!

    Giovanni Leopaldi Compass

    2238 W 21st Place, Chicago, IL 60608
  • /30

    $585,000

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

    2259 W Coulter St Unit 4, Chicago, IL 60608

    Incredibly rare newer construction Pilsen townhome checking every single box at Oakley Commons. Welcome to 2259 Coulter #4, a spectacular home defined by a massive, full-length private side yard and a gated 12'x14' front patio, offering outdoor space that is virtually unmatched in the city. This bright and airy end-unit residence features an attached private two-car garage and a fantastic

    Gerardo Garcia @properties Christie's International Real Estate

    2259 W Coulter St Unit 4, Chicago, IL 60608
  • /3

    $409,000

    • Land
    • 3,484 Sq Ft
    • $5,112,500 per Acre

    929 W Cullerton St, Chicago, IL 60608

    Rare opportunity to acquire a vacant land site in one of Chicago's most rapidly transforming residential corridors. Currently zoned M1-2, the property is uniquely positioned within a predominantly RT-4 neighborhood experiencing significant new construction activity, including luxury single-family homes exceeding $1 million and high-quality condominium developments commanding $500,000+ sales

    Angelo Labriola Sperry Van Ness

    929 W Cullerton St, Chicago, IL 60608
  • /12

    $735,000

    Pending
    • 9 Beds
    • 3 Baths

    2120 W Cullerton St, Chicago, IL 60608

    Fully leased (upper unit may become available for owner/occupant) with 2 units at below market rents allowing for significant additional upside upon lease renewal. Beautiful red brick three-unit building renovated with permit in 2018. Modern upgrades include central air conditioning, new plumbing and electrical systems, fully redesigned kitchens and bathrooms with contemporary finishes, new

    Angelo Labriola Sperry Van Ness

    2120 W Cullerton St, Chicago, IL 60608
  • /18

    $599,000

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

    2253 W Coulter St Unit 1, Chicago, IL 60608

    Remarkable-upgraded home CORNER UNIT with SIDE YARD (around 600 sq feet extra outdoor space!) Top-tier finishes, including stainless steel appliances, quartz countertops, sleek cabinetry. Remodeled Bathrooms are beautifully-designed with porcelain tiles, while hardwood floors enhance the spacious, open concept living area. Exceptional custom California closet built in for work and closets in the

    Angela Moy Landmark & Property Group, Inc

    2253 W Coulter St Unit 1, Chicago, IL 60608

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 30.4 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 73.3% of residents renting and 26.7% 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 $470,000. If you put a 20% down payment of $94,000 and had a 30-year fixed mortgage with an interest rate of 6.53%, your estimated principal and interest payment would be $2,380 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $102K 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 Douglass Park.

Home Trends in Heart of Chicago, IL

Housing Trends

Median Sale Price
$470,000
Median Single Family Sale Price
$512,000
Median Townhouse Sale Price
$562,500
Median 2 Bedroom Sale Price
$286,000
Median 1 Bedroom Sale Price
$185,000
Average Price Per Sq Ft
$286
Number of Homes for Sale
2
Last 12 months Home Sales
29
Months of Supply
0.80
Median List Price
$470,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
27%
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