Pilsen Real Estate

Welcome to Pilsen, a vibrant and culturally rich neighborhood located in the heart of Chicago, Illinois. Nestled in Cook County, Pilsen is a dynamic community known for its artistic flair, historic charm, and diverse population.

One of the most distinctive features of Pilsen is its colorful street art and murals that adorn the walls of buildings, showcasing the neighborhood's strong Mexican heritage and artistic spirit. Visitors and residents alike can explore the streets to admire these beautiful works of art or visit the National Museum of Mexican Art for a deeper dive into the cultural significance of the area.

In addition to its artistic appeal, Pilsen offers a wide range of dining options, from cozy taquerias serving up authentic Mexican cuisine to trendy cafes and upscale restaurants. The neighborhood is also home to a variety of boutiques, galleries, and shops, making it a popular destination for those seeking unique and locally made goods.

Pilsen's strong sense of community is evident in its numerous festivals and events that celebrate its heritage and bring people together. From the colorful Day of the Dead celebrations to the lively street fairs and art walks, there is always something exciting happening in Pilsen.

With its rich history, vibrant culture, and welcoming atmosphere, Pilsen is a truly special place to call home. Whether you're strolling down its bustling streets, savoring its delicious cuisine, or immersing yourself in its artistic scene, Pilsen offers a unique and unforgettable experience for residents and visitors alike.

Newest Listings in Pilsen

$475,000

3 Beds ⋅ 3 Baths ⋅ 12715696 MLS ⋅ NEW Status

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 Garage....

2237 S Oakley Avenue, Chicago

$789,900

6 Beds ⋅ 4 Baths ⋅ 12714347 MLS ⋅ NEW Status

2012 W 21St Place, Chicago

$599,999

9 Beds ⋅ 4 Baths ⋅ 12710176 MLS ⋅ NEW Status

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 additional rental income possibilities. Conveniently located near parks, schools, restaurants, shopping, public transportation, and with easy access to downtown Chicago, this versatile multi-unit is an excellent addition to any investment portfolio. Don't miss your chance to own a high-income property in one of Chicago's most sought-after neighborhoods!

2340 W 21St Place, Chicago

$699,900

3 Beds ⋅ 2 Baths ⋅ 12704813 MLS ⋅ NEW Status

Beautifully remodeled 3 bedroom, 2 bath single family home sits on a tree-lined block in the heart of Pilsen. The main floor features hardwood floors and an open living and dining layout. Magazine-worthy kitchen with stainless appliances, pantry, fluted island, open shelving, and tile backsplash. Large windows bring natural light to both levels, including a bay window off the front bedroom upstairs. The kitchen door opens to a large backyard with a paved patio and grass for entertaining or gardening. Upstairs offers a primary bedroom with two closets, two additional bedrooms, and a second full bath. In-unit side-by-side washer/dryer and an attached 2-car garage add everyday convenience. Incredible location near Thalia Hall and Pilsen's restaurants and galleries.

979 W Cullerton Street, Chicago

$699,000

4 Beds ⋅ 4 Baths ⋅ 12707063 MLS ⋅ ACTIVE Status

Rarely available newer huge single family construction in Pilsen. beautiful curve appeal is just the beginning. This 3-level single family has all the space you need and more. Main level entrance welcomes you to a grand open space area with a fire place and open concept kitchen eating area. The hardwood floors and high ceiings add to the beauty of this welcoming entry main level. Entertaining here is waiting to happen. First floor also hosts a 1 bedroom, full bath and clear hallway access to the outside patio and 2 car Brick garage with extra party door. Open staircase leads to the 2nd floor and its 3 add'l bedrooms and full bath. Front bedrom is huge with a beutiful view of the chicago skyline. Rear Master bedroom is grand with a high Cathedral Ceiling and private balcony. Wait there's more. The basement is set up for entertaining and or family gatherings. Clomplete open space with an extra guestroom and full bath plus Laundry area. Basement has access to the rear patio. There are two (2) HVAC systems. Close to 18th Street andBlue Island the Heart of Pilsen. This house was built to owners needs and expectations at the time that it was constructed. It's now time for new owners to make their own changes or updates and call this beauty their own Pilsen home.

1435 W 16Th Street, Chicago

$700,000

4 Beds ⋅ 3 Baths ⋅ 12710485 MLS ⋅ ACTIVE Status

Welcome to this sprawling, 2019-built 4-bedroom/3-bathroom duplex down in the heart of Pilsen! East-facing living room with floor to ceiling windows provides abundant natural light and creates a stunning open concept entertaining space with large living room. Perfect space for a dining room table and gorgeous kitchen that becomes the focal point. Kitchen features Bosch slate black stainless-steel appliances, oversized breakfast bar, and quartz countertops complimented by a beautiful backsplash. The main level is rounded out by a large second bedroom and striking primary suite offering stunning woodwork wainscotting to showcase the bed wall. Spa-like bathroom offers chevron tile flooring, large walk-in shower and picturesque soaking tub accompanied by a double-sink quartz vanity. An additional full hallway bathroom with tub/shower combo and double-sink quartz vanity rounds out this level along with a covered rear deck for enjoying outdoor living. The lower level features a gracious family room perfect for movie nights! Two well-sized bedrooms along with an additional full bathroom with walk-in shower and double-sink quartz vanity. Dedicated laundry room with utility sink. External storage unit included as well along with a Garage parking space included. Excellent location minutes from Thalia Hall, Pilsen Yards, La Vaca, Senorita's Cantina, HaiSous Vietnamese Kitchen, Tonk BBQ, La Luna and countless others! Easy access to all the major expressways, Halsted St. Metra Station, and 18th St Pink Line!

1810 S Racine Avenue Unit #1, Chicago

$345,000

3 Beds ⋅ 2 Baths ⋅ 12707832 MLS ⋅ ACTIVE Status

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 premium stainless steel appliances. Professionally designed and freshly painted, the condo includes a brand-new furnace and water heater. Enjoy true city living with a spacious private rear patio and the convenience of in-unit, full-size laundry. Located just two blocks from the Pink Line and minutes from I-55/I-290, you are perfectly situated near UIC, the Medical District, Taylor Street, and Pilsen's best dining/shopping. Easy Street Parking Available. Move-in-ready-this is a true Pilsen gem!

2108 W 18Th Place Unit #2, Chicago

$495,000

2 Beds ⋅ 2 Baths ⋅ 12669010 MLS ⋅ ACTIVE Status

Welcome to this stunning 2-bedroom, 2-bath corner loft in a boutique elevator building, perfectly situated on a quiet, tree-lined cul-de-sac in East Pilsen. Flooded with natural light from its southeast exposure, this exceptional home blends authentic loft character with thoughtful designer updates throughout. 12-foot timber beam ceilings, exposed brick, and expansive windows create a warm and inviting atmosphere, while wide-plank hardwood flooring runs seamlessly throughout the home. The beautifully updated kitchen features stainless steel appliances, a gas range, custom soft-close cabinetry, and designer finishes that flow into the spacious open-concept living and dining areas. Both bedrooms are fully enclosed and feature exterior windows, offering privacy, natural light, and flexibility for guests, roommates, or a home office. Additional building amenities: common roof top deck with stunning skyline views and a gym. Ideally located adjacent to Jefferson Park and just moments from the exciting 78 Development, Pilsen Arts District, El Paseo Trail, the restaurants and shops of 18th Street, Chinatown, University Village, Maxwell Street, the South Loop, and Downtown Chicago. Exterior parking space and storage are included in the price, making this move-in-ready loft the complete package.

1600 S Jefferson Street Unit #201, Chicago

$500,000

6 Beds ⋅ 4 Baths ⋅ 12704298 MLS ⋅ ACTIVE Status

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 are below market value and all 3 tenants are month to month. Excellent opportunity to add value for both Investors and/or Owner Occupants. Close proximity to shopping, restaurants, art galleries, and the Medical District.

2144 W 19Th Street, Chicago

$1,250,000

12 Beds ⋅ 8 Baths ⋅ 12700558 MLS ⋅ ACTIVE Status

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 interiors designed for comfortable living. Unit 1's lease expires on August 31, 2026, providing an excellent opportunity for an owner-occupant or added flexibility for future leasing plans. This is a rare investment opportunity in one of Chicago's most sought-after neighborhoods, offering strong rental income potential and pride of ownership.

2110 W 18Th Place, Chicago

$699,000

3 Beds ⋅ 3 Baths ⋅ 12700980 MLS ⋅ ACTIVE Status

Experience the essence of modern luxury in this architecturally striking new construction duplex-up penthouse offering 3 bedrooms, 2.1 baths, and four incredible outdoor spaces-including a massive private rooftop with breathtaking city views. From the moment you enter, the superior craftsmanship and meticulous attention to detail are undeniable. Expansive ceiling heights and a highly coveted open-concept layout create a bright, airy atmosphere that's perfect for both everyday living and unforgettable entertaining. Designer-appointed lighting and upscale finishes elevate every corner of the home. The chef's kitchen is a true showpiece, featuring custom cabinetry, sleek waterfall quartz countertops with a full-height backsplash, and premium Bosch appliances. The seamless flow between kitchen, dining, and living spaces makes hosting effortless. Upstairs, the spacious primary suite offers a serene retreat with a beautifully finished en-suite bath. Two additional bedrooms provide flexibility for guests, a home office, or additional living space. Smart home technology-including a Nest thermostat and intercom system-adds modern convenience to this sophisticated residence. With four private outdoor areas, including an expansive rooftop oasis ideal for lounging, dining, and taking in panoramic skyline views, this home truly stands apart. Ideally situated near the heart of Pilsen and adjacent to a park on a quiet cul-de-sac, this location offers easy access to I-90/94 and is just minutes from the South Loop shopping corridor, including Jewel and Whole Foods. This is luxury living redefined-modern design, exceptional outdoor space, and an unbeatable Chicago location all in one extraordinary home.

1707 S Jefferson Street Unit #2, Chicago

$1,095,000

12697652 MLS ⋅ ACTIVE Status

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. Highly desired location just blocks from 18th Street's dining scene and a quick two-block walk to the Damen Pink Line station for an effortless downtown commute. Current revenue is 107K and market revenue is ~115k. Buy at a 10x GRM and stabilize at a 9.5x GRM or ~7 per cent Cap Rate

1801 W 21St Street, Chicago

Start Your Search

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.