Refine Search
Sort by
$599,999
9 Beds 4 Baths 12710176 MLS ACTIVE 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

$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

$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

$1,395,000
12697616 MLS ACTIVE Status
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 downtown commute. Units feature central heat and window AC (except for the former storefront unit, 1F, which has central heat and AC). Building has shared laundry in the basement of the neighboring property at 1801 W 21st. Buy as a package or individually. Current rents are well below market and both units CH1 and 3F were recently vacated. Price reflects a 10x GRM on market rents.

1759 W 21St Street, Chicago

$659,900
7 Beds 4 Baths 12644428 MLS ACTIVE Status
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 standalone single-family home. The front building offers a spacious first-floor duplex-down with soaring ceilings and finished lower level, a rear first-floor 2-bedroom with excellent duplex potential, and a bright, sun-filled second-floor 2-bedroom. The coach house features its own private entrance, lofted ceilings, a 2-bedroom/1-bath layout, and a full unfinished basement offering exceptional storage and future expansion potential. Substantially renovated in 2003, the property features separate electric service and HVAC for all four units. Additional improvements include a front building roof replacement (approximately six years ago) and a new furnace and central air system in the coach house (2025). Offered AS-IS, the property is ready for thoughtful updating and presents an outstanding value-add opportunity. Lovely long-term tenants provide stable in-place income while offering significant upside through future renovations, lease optimization, and rent growth. Current Gross Income: $44,280/year ($3,690/month) Current Rent Roll * Unit 1F: 1BR/1BA duplex-down | $1,100/month | Lease through 5/31/27 * Unit 1R: 2BR/1BA | $700/month | Month-to-month * Unit 2F: 2BR/1BA | $690/month | Month-to-month * Coach House: 2BR/1BA | $1,200/month | Month-to-month Three of the four units are month-to-month, providing immediate flexibility to implement a value-add strategy while maintaining current cash flow. Ideally located in the heart of Pilsen, just steps from the vibrant 18th Street corridor featuring neighborhood favorites including 5 Rabanitos, Los Comales, Pizza Nova, and Carniceria Maribel. Conveniently located near the CTA Pink Line, UIC, the Illinois Medical District, and Downtown Chicago. First showings by appointment only July 10, 11 & 12. Buyer to independently verify zoning, legal unit count, redevelopment potential, and all property information.

1801 W 21St Place, Chicago

$659,900
3 Beds 2 Baths 12698348 MLS ACTIVE Status
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 home than a condo. Natural light pours through oversized windows, illuminating the wide-open living space, rich hardwood floors, and seamless flow to a spacious balcony-perfect for morning coffee or sunset cocktails with the skyline as your backdrop. The designer kitchen is built for both everyday living and entertaining, featuring a large island, custom cabinetry with pantry storage, Samsung stainless steel appliances, and a vented exterior hood. The primary suite is a true retreat with a generous walk-in closet and a spa-inspired bath showcasing a dual vanity, oversized shower with rain head and body sprays, and stylish barn doors. Two additional bedrooms offer plenty of flexibility for guests, family, or work-from-home needs, while the oversized laundry room provides the kind of storage every homeowner wishes they had. Need even more space? The enormous private storage room in the basement is large enough to become your home gym, office, hobby room, or all three. Then there's the showstopper: your private rooftop deck. Ride the elevator straight to the top, relax beneath the brand-new pergola, and take in spectacular skyline and sunset views that are simply the best in the building. With only two residences per floor, garage parking included, and an unbeatable location on one of Cermak's quieter stretches, you'll enjoy the best of every world. Walk to the Damen Pink Line, explore the beloved restaurants of Heart of Italy, grab incredible Thai at Ghin Khao just across the street, and immerse yourself in Pilsen's celebrated dining scene. Luxury, privacy, views, and location-all wrapped into one unforgettable penthouse. This isn't just another new construction condo. It's the one everyone will be talking about.

2135 W Cermak Road Unit #4N-PH, Chicago

$1,200,000
11 Beds 8 Baths 12691518 MLS ACTIVE Status
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 years. 3 units are 3 bed 2 bath and one unit is 2 bed, 2 bath. 5191 square foot multi family home with 11 bedrooms and 8.0 bathrooms. Kitchens with stainless steel appliances with wonderful high ceilings. Income generating property with no vacancies in sought after area located at 2148 W 18th St, Chicago, IL 60608.

2148 W 18Th Street, Chicago

$689,000
12678932 MLS ACTIVE Status
Prime Mixed-Use Property in Vibrant Pilsen! Discover an exceptional opportunity to own a mixed-use building in the heart of Chicago's culturally rich and rapidly developing Pilsen neighborhood. This property offers the perfect blend of business and residential potential in a highly sought-after location. Property Highlights: Storefront Commercial Unit: Features an open floor plan, ideal for retail, office, or service-based business. Perfect opportunity for a barber shop, beauty salon, boutique, cafe, professional office, or many other business uses. Customize the space to suit your vision and capitalize on high foot traffic in this dynamic area.Spacious Second-Floor Apartment: Includes 3 bedrooms, 1 bathroom, and living room, dining room, and kitchen-perfect for owner-occupancy or rental income. Ample Parking: Rear parking lot accommodates 4 to 6 vehicles-an invaluable asset in this urban setting. Location, Location, Location:Situated in Pilsen, known for its vibrant art scene, cultural heritage, and strong sense of community.Close to I-55, I-90, and I-94, with quick access to Downtown Chicago-making it convenient for commuters and businesses alike.A neighborhood with increasing property demand, making this an excellent investment for both short-term cash flow and long-term appreciation. Whether you're a business owner, investor, or both-don't miss this chance to secure a foothold in one of Chicago's most dynamic and evolving neighborhoods.Schedule a showing today and explore the potential this mixed-use gem has to offer! Must see!

2410 S Blue Island Avenue, Chicago

$329,900
3 Beds 2 Baths 12667224 MLS ACTIVE Status
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 utilizing the unfinished attic space to expand your living area. Ideally situated in a prime location near restaurants, shopping, schools, parks, and public transportation, this property provides the convenience and accessibility that city living has to offer. Enjoy easy access to major expressways and downtown Chicago. Whether you're looking to grow your investment portfolio, generate rental income, or create a place to call home while offsetting your mortgage, this is an opportunity you won't want to miss. Schedule your private showing today!

1846 W 23Rd Street, Chicago

$579,000
3 Beds 2 Baths 12641212 MLS ACTIVE Status
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. Inside features an open living area, hardwood floors, larger windows for tons of natural light, and a sizable, attached, private balcony. Modern kitchen with island, Samsung SS appliances, vented hood, and custom cabinets including pantry. Private master suite offers large walk-in closet, oversized shower w/ rain head & wall spray, 2x vanity, and barn style doors. Large 2nd bathroom and generous-sized rooms for the 2nd/3rd bedrooms. All bedrooms have upgraded, custom closet shelving that are definitely pretty sharp. Storage closet in each unit and possibility to purchase massive additional storage/office/work out rooms in the building on the 1st floor. This is a great location with plenty of shops and restaurants all around. Easy expressway and transportation access as well. Summer in the city is officially underway, do not miss out!!!

2135 W Cermak Road Unit #3S, Chicago

$1,900,000
12660027 MLS ACTIVE Status
Exceptional commercial investment opportunity in the heart of Pilsen- one of Chicago's most vibrant and sought-after neighborhoods, whose 18th Street corridor was recognized by Time Out Magazine as one of the coolest streets in the world. This versatile C1-3 zoned mixed-use building at 2323 W. 18th Street offers a rare blend of established tenant-occupied commercial spaces and residential income, all under one roof. The building totals approximately 8,600 sq ft across two levels. The ground floor features a car wash (5,000 sq ft) with two bathrooms and a tire shop (2,500 sq ft) with its own bathroom - both currently occupied by paying tenants, providing immediate rental income from day one. The car wash business may also be available for purchase - an added opportunity for the right buyer. The second floor offers two distinct units: a private office suite (450 sq ft) with a dedicated bathroom, ideal for an owner-operator or additional lease income, and a 2-bedroom residential apartment (650 sq ft) with a full kitchen and bath - perfect for on-site living or further rental revenue. The location is unbeatable. Steps from a Metra commuter rail station for easy access across the Chicago metro, and just 2 blocks from Cinespace Chicago Film Studios, one of the largest film and TV production facilities in North America - a consistent traffic and business driver for the area. The property is also minutes from Harrison Park, the National Museum of Mexican Art, and the Medical District, with convenient access to I-90, I-55, and the Loop via the Pink Line or Metra. Nearby Thalia Hall, a landmark entertainment venue, anchors a thriving local scene of galleries, studios, restaurants, and boutiques. Whether you're an investor seeking strong rental returns, an entrepreneur ready to expand, or a startup looking for the perfect home base - this property delivers the space, zoning flexibility, and location to make it happen. Schedule your private showing today!

2323 W 18Th Street, Chicago

$925,000
12628812 MLS ACTIVE Status
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 desirable unit mix, with two units already renovated, allowing investors to immediately benefit from increased rents while continuing to execute a value-add strategy across the balance of the property. Additional features include a 2-car garage, basement storage, and common laundry, further enhancing tenant appeal and operational efficiency. Located just steps from the CTA Pink Line, the property offers excellent accessibility and strong rental demand driven by proximity to public transit and surrounding neighborhood amenities. Ownership has secured approvals to expand the property to a total of 9 units, including the addition of two affordable units, providing a clear path to increased density and long-term value creation. With the ability to further renovate units and capitalize on the approved expansion, this offering represents an attractive opportunity for investors seeking both stabilized cash flow and meaningful upside in a transit-oriented location.

2152 W 21St Street, Chicago

$585,000
7 Beds 3 Baths 12580451 MLS PRICE CHANGE Status
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 kitchen. It also has connections for a washer and dryer. 3rd floor also long apartment has 3 bedrooms, living rm and dining rm and the kitchen has been remodeled. Has an enclosed porch and a 2 car garage. The apartments are spacious and are great for rental investment. It is a great opportunity to own a turnkey multi-unit in a strong rental market. each tenant pays their own utilities gas and light. keeping expenses low and maximizing your cash flow. It is in walking distance to public transportation the pink line and bus stop. minutes from Downtown, UIC Hospital and Rush Hospital. Conveniently located. Great location. Come see it and take advantage of this opportunity. Schedule your tour. Sold As is. Roof is 3 years old

1852 W 17 Street, Chicago

$900,000
12560076 MLS ACTIVE Status
Welcome to this versatile mixed-use property in the heart of Pilsen! Perfect for investors or owner-occupants, this building offers incredible potential in a prime location. The two spacious three-bedroom apartments each feature two living rooms and dining areas, providing plenty of room for comfortable city living. The 1,000 sq. ft. storefront showcases an open layout with new windows, lighting, and flooring, making it an excellent opportunity for a variety of business ventures. A recently remodeled bath and the option for additional office space in the partial basement add to its functionality. Outside, enjoy a fenced backyard, private porches/decks for each unit, and a two-car garage, with plenty of street parking available for added convenience. Don't miss this Pilsen gem-an ideal blend of residential comfort and commercial opportunity!

2140 W Cermak Road, Chicago



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.