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Heart of Chicago Homes for Sale

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  • /25

    $295,000

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

    2354 S Oakley Ave Unit B2, Chicago, IL 60608

    Live in the vibrant Restaurant Row of the iconic Pilsen neighborhood located just 2 blocks from the Pink Line.! This stunning unit combines historic charm with modern luxury. Step into an open-concept layout with split bedrooms, hardwood floors throughout, and soaring 10-foot ceilings. Enjoy incredible natural light from the massive east-facing bay windows that flood the space with morning sun.

    Rebecca Martinez @properties Christie's International Real Estate

    2354 S Oakley Ave Unit B2, Chicago, IL 60608
  • /25

    $430,000

    • 4 Beds
    • 2 Baths

    1934 W 21st Place, Chicago, IL 60608

    Frame 2-unit building in the HEART OF CHICAGO Pilsen!. 1st floor has 2 bedrooms, 1 bath, spacious living room, updated kitchen with newer cabinets and counter top. ceramic tile floor, newer furnace with a/c, newer windows. 2nd floor has 2 bedrooms, 1 bath, updated kitchen with newer cabinets and counter top. Separate utilities, unfinished basement, 2 car garage. Close to public transportation,

    Mireya Rogoz-Bedore Village Realty, Inc.

    1934 W 21st Place, Chicago, IL 60608
  • /41

    $736,900

    • 7 Beds
    • 3 Baths

    2338 W 18th Place, Chicago, IL 60608

    Incredible opportunity to own a true gem in the heart of Pilsen! This recently renovated multi-family property blends classic charm with modern updates, offering over 3,500 sq. ft. of living space, featuring 7 bedrooms and 3 bathrooms-perfect for both investors and owner-occupants looking for income potential. Each unit showcases tastefully updated kitchens and baths, granite countertops,

    Ernesto Camarillo Century 21 Universal

    2338 W 18th Place, Chicago, IL 60608
  • /19

    $369,900

    • 6 Beds
    • 4 Baths

    1817 W 21st St, Chicago, IL 60608

    Attention savvy buyers/investors-this is your chance to own a piece of Chicago's vibrant history in the heart of Pilsen/heart of Chicago neighborhood. This Victorian 2-unit with a coach house offers space, character, and endless potential. Imagine transforming this property into a multi-unit haven-both buildings offer duplex possibilities. Parking for 4 plus vechiles and a location that's

    Geraldo Roman Roman Properties, LLC.

    1817 W 21st St, Chicago, IL 60608
  • /22

    $775,000

    • 8 Beds
    • 4 Baths

    2332 W 18th Place, Chicago, IL 60608

    Completely rehabbed and move-in ready 3-unit building in Chicago's vibrant Pilsen neighborhood! This property is a perfect opportunity to live in the expansive top-floor 4BR/2BA unit while generating income from the two 2BR/1BA units below. Rehabbed in 2019, Hardwood flooring throughout, Spacious bedrooms that accommodate king or queen beds. In-unit stackable laundry, Quartz countertops with gray

    Arden Fowler CHICAGO HANDSHAKE LLC

    2332 W 18th Place, Chicago, IL 60608
  • /63

    $799,000

    • 6 Beds
    • 5 Baths

    2109 W 18th Place, Chicago, IL 60608

    Recently Gut Rehabbed 2-unit Investment Property. Each unit has modern kitchens and bathrooms, in-unit laundry, and a two-car garage out back. The top duplex is MTM (for a potential owner-occupant) at $3,100, while the garden unit is rented for $1,850. Perfect for owner-occupant or investor.

    Lawrence Dunning Fulton Grace Realty

    2109 W 18th Place, Chicago, IL 60608
  • /32

    $899,000

    • 3 Beds
    • 2 Baths

    2228 W Cermak Rd, Chicago, IL 60608

    Recently Gut Rehabbed 3-unit Investment Property. Each unit is 3 bed/2bath with modern kitchens and bathrooms, in-unit laundry, and a two-car garage out back. The top and bottom units are rented and bring in $3,950 in rental income. Perfect for owner-occupant or investor.

    Lawrence Dunning Fulton Grace Realty

    2228 W Cermak Rd, Chicago, IL 60608
  • /29

    $369,900

    • 4 Beds
    • 2 Baths
    • 1,800 Sq Ft

    2213 S Oakley Ave, Chicago, IL 60608

    Pilsen brick single family home in excellent location. Property features 1st floor Bedroom, kitchen, living room, dining room and full bath duplexed to finished attic for an additional bedroom. Remodeled lower level with updated kitchen and bath, 2 bedrooms, large living area, canned lighting and full walk in laundry room. Back yard features new cement work, patio, fully secured and large gated

    ANTHONY PURCELL Coldwell Banker Realty

    2213 S Oakley Ave, Chicago, IL 60608
  • /2

    $159,999

    • 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
  • /8

    $825,000

    • 7,500 Sq Ft

    2222 W 21st St, Chicago, IL 60608

    Introducing a rare redevelopment opportunity in the heart of Chicago's vibrant Pilsen neighborhood at 2222 W 21st Street. This expansive brick building, complemented by a newly constructed rear addition, has undergone significant structural upgrades including full interior gutting, reinforcement, and the initial framing of approved new floor plans. All necessary permits and architectural plans

    Angelo Labriola Sperry Van Ness

    2222 W 21st St, Chicago, IL 60608
  • /4

    $482,000

    • Land
    • 0 Acre

    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

    Brenda Martinez RE/MAX Premier

    1116 W 18th St, Chicago, IL 60608
  • /32

    $399,900

    • 2 Beds
    • 3 Baths

    2221 W 21st St, Chicago, IL 60608

    Discover a rare investment opportunity in Chicago's vibrant Pilsen neighborhood with this solid brick mixed-use building with central air (new condenser, 2023, and water heater too!). This versatile property is ideal for investors or owner-occupants seeking income-generating or multi-generational living space. The first floor offers a spacious, flexible area featuring a possible gallery, art

    Saretta Joyner Baird & Warner

    2221 W 21st 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
  • /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
  • /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
  • /25

    $699,900

    • 10 Beds
    • 5 Baths

    2335 W 21st St, Chicago, IL 60608

    Property sold as-is with existing tenants and 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

    Jesse Gomez Realmart Realty Inc

    2335 W 21st St, 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 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.
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 $399,000. If you put a 20% down payment of $79,800 and had a 30-year fixed mortgage with an interest rate of 6.22%, your estimated principal and interest payment would be $1,960 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $84K 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.

Home Trends in Heart of Chicago, IL

Housing Trends

Median Sale Price
$386,000
Median Single Family Sale Price
$369,900
Median Townhouse Sale Price
$579,000
Median 2 Bedroom Sale Price
$335,000
Median 1 Bedroom Sale Price
$185,000
Average Price Per Sq Ft
$263
Number of Homes for Sale
4
Last 12 months Home Sales
31
Months of Supply
1.50
Median List Price
$399,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
-4%
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