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Heart of Chicago Homes for Sale

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  • /15

    $380,000

    • 6 Beds
    • 3 Baths

    2315 W 21st St, Chicago, IL 60608

    Pilsen 2 unit. The 2nd floor is duplex with the attic and offers a 3 bedrooms (possible 4 bedrooms) with 2 full bathrooms, living room, dining and modern kitchen with granite counter tops, hardwood floors throughout main floor and carpet on the attic. 1st floor offers a 3 bedrooms, living room and dining and kitchen. The rear has parking space for 4 cars.

    Oscar Campos RE/MAX Mi Casa

    2315 W 21st St, Chicago, IL 60608
  • /29

    $570,000

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

    2253 W Coulter St Unit 4, Chicago, IL 60608

    Stunning, like-new 3-bedroom, 2.5-bathroom townhome offering modern design, quality finishes, and exceptional convenience in the heart of Chicago. This residence features an attached 2-car garage with EV charger and multiple private outdoor spaces, combining comfort, style, and functionality. The main level offers a spacious recreation room that opens directly to a private fenced patio (19' x

    Leo Bui LPT Realty LLC

    2253 W Coulter St Unit 4, Chicago, IL 60608
  • /23

    $529,900

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft

    1756 W Cullerton St Unit 3, Chicago, IL 60608

    Welcome to 1756 W. Cullerton Street, an exquisite 2 bedroom, 2 bath penthouse condo located in Chicago's beloved Pilsen neighborhood. Originally constructed in 2020, this third floor unit features top of the line luxury finishes throughout over 1,250 square feet of smartly-designed living space. The modern kitchen and living area are spacious and inviting, with an idyllic Southern exposure

    Margaret Mulrenin Town Realty Chicago

    1756 W Cullerton St Unit 3, Chicago, IL 60608
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /16

    $415,000

    • 3 Beds
    • 2 Baths
    • 1,033 Sq Ft

    2327 W 21st St, Chicago, IL 60608

    Welcome to this beautifully updated brick home featuring 3 bedrooms and 2 bathrooms. Step inside to find freshly painted interiors and hardwood floors that flow throughout the main level, including the spacious living room and bedrooms. The home boasts an updated kitchen, perfectly situated next to the dining area-ideal for both everyday living and entertaining. The full basement offers

    Cynthia Chavez Keller Williams Infinity

    2327 W 21st 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
  • /4

    $425,000

    • 4 Beds
    • 2 Baths
    • 1,495 Sq Ft

    2300 W 19th St, Chicago, IL 60608

    GREAT OPPORTUNITY TO LIVE IN HOT PILSEN AREA ! SINGLE FAMILY HOME WITH 4 BDROOMS AND 2 BATHS , CENTRAL HEAT/AC PLUS EXPANDABLE ATTIC PERFECT FOR A DORMER AND A FULL BASEMENT WAITING FOR YOUR IDEAS. NEW REAR PORCH LEADING TO PRIVATE BACK YARD . PARKING WONT BE A PROBLEM YOU WILL ENJOY 2 GARAGES NOT ONE . PERFECT LOCATION NEAR TRANSPORTATION , SHOPPING SCHOOLS AND DOWNTOWN AREA.

    Sandra Rosas RE/MAX Mi Casa

    2300 W 19th St, Chicago, IL 60608
  • /2

    $135,000

    • Land
    • 0.07 Acre
    • $1,928,571 per Acre

    2735 W 16th St, Chicago, IL 60608

    Don't miss this buildable corner lot in the vibrant North Lawndale community. Measuring 25x135, this prime parcel is zoned RT-4, offering a wide range of development opportunities-build a Single Family Home, 2-Flat, or Townhomes. Enjoy a convenient location just steps from Douglas Park and Cinespace Studios, with easy access to public transportation and major expressways. Whether you're a

    Ronald Ohr Avenue 1 Realty Group

    2735 W 16th St, Chicago, IL 60608
  • /5

    $250,000

    • Land
    • 0 Acre

    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.

    Pamela Walsh Chicagoland Brokers, Inc

    2029 W 17th St, Chicago, IL 60608
  • /2

    $175,000

    • Land
    • 0 Acre

    2334 W 21st St, Chicago, IL 60608

    Rare multifamily land in Pilsen! Vacant land filled with potential, lot is dug out with a formed and poured garage pad in the back. Room for three cars pad. Street and alley access. Zoned RT-4, this land is rearing and ready for your multi-family or single-family development ideas. Excellent investment opportunity in one of the most sought after neighborhoods in Chicago with new construction

    Teresa Mui T D Homes LLC

    2334 W 21st St, Chicago, IL 60608
  • /12

    $790,000

    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
  • /17

    $699,900

    • 10 Beds
    • 5 Baths

    2335 W 21st St, Chicago, IL 60608

    Property sold as-is and with existing violations of record. Cash preferred. 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.

    Jesse Gomez Realmart Realty Inc

    2335 W 21st St, Chicago, IL 60608
  • /2

    $250,000

    • Land
    • 0 Acre

    2424 W 25th St, Chicago, IL 60608

    Discover the potential with this double lot development and start capitalizing on the area's ongoing revitalization. Great potential and flexibility to bring your various investment visions to life.Conveniently located minutes away from downtown, CTA bus stops, CTA pink line, I-55, I-290, schools, shopping, dining, coffee shops and so much more.

    Margarita Lopez Baird & Warner, Inc.

    2424 W 25th St, Chicago, IL 60608
  • /22

    $499,000 New Construction

    • 3 Beds
    • 2 Baths

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

    Gorgeous extra wide new construction with sunny southern exposure, huge outdoor space, & parking included. Only 2 units left! 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. Open living area, big windows for tons of natural light, and large attached balconies. Modern kitchen with island,

    Michael Hulett Jameson Sotheby's Intl Realty

    2135 W Cermak Rd Unit 2S, Chicago, IL 60608
  • /20

    $475,000 Pre-Foreclosure

    • 6 Beds
    • 3 Baths

    2313 S Wolcott Ave, Chicago, IL 60608

    Opportunity knocks! This two unit building in the heart of Chicago presents an amazing opportunity for the right buyer. "Handyman special," this was a family home and well cared for over time, with "good bones" and updates over the years. Current floor plans are configured as a 3/1 on the first floor and a 3/2 on the second floor. Newer roof. First floor storefront would be an ideal work/live

    Joanna Dziok @properties Christie's International Real Estate

    2313 S Wolcott Ave, 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.

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 good 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.
How much do you need to make to afford a house in Heart of Chicago?
The median home price in Heart of Chicago is $399,000. If you put a 20% down payment of $79,800 and had a 30-year fixed mortgage with an interest rate of 6.35%, your estimated principal and interest payment would be $1,990 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $85K a year to afford the median home price in Heart of Chicago. 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, Douglass Park and Little Italy.

Home Trends in Heart of Chicago, IL

Housing Trends

Median Sale Price
$365,000
Median Single Family Sale Price
$370,000
Median Townhouse Sale Price
$574,500
Median 2 Bedroom Sale Price
$342,500
Median 1 Bedroom Sale Price
$185,000
Average Price Per Sq Ft
$267
Number of Homes for Sale
9
Last 12 months Home Sales
28
Months of Supply
3.90
Median List Price
$399,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
-9%
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