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1334 W 18Th Place, Chicago
$2,450,000
12750730 MLS ⋅ ACTIVE Status
1334 W. 18th Pl. is an 11-unit multifamily asset in the heart of Pilsen. A 3-story front building with loft space and a detached coach house deliver a diverse mix of 1, 2, and 3-bedroom units. Renovated in 2016, the masonry property is professionally managed and fully occupied with staggered lease expirations through 2027. Every unit features in-unit laundry, central A/C, and its own gas forced-air furnace, commanding premium rents and exceptional retention. Gas and electric are tenant paid. In-place rents average $1,796 against $1,927 market, yielding a 6.71 pro forma cap rate with no deferred capital. A half block from 18th St. dining, retail, and galleries; nearby CTA Pink Line stations and I-90/94 access.

1334 W 18Th Place, Chicago

2042 W Coulter Street, Chicago
$559,999
4 Beds ⋅ 2 Baths ⋅ 12740089 MLS ⋅ ACTIVE Status
Beautiful 4bedroom 2bath home in the heart of Chicago's vibrant Pilsen neighborhood, combining classic Chicago character with modern finishes throughout. Step inside to a bright open concept floor plan featuring recessed lighting, new flooring, a spacious living and dining area ideal for everyday living and entertaining. The beautifully designed kitchen features white shaker cabinetry, quartz countertops, stainless steel appliances, and a large center island. Both full bathrooms have been completely updated with modern vanities, tile, and contemporary finishes. The fully finished lower level provides an impressive amount of additional living and entertainment space, complete with a full bathroom, laundry room and a unique spiral staircase connecting the levels. A two car garage provides the added convenience of off street parking. Convenient access to I-55, CTA Pink line, near restaurants, shops, parks and everything the city has to offer. A move in ready home with space, style and location you've been looking for!

2042 W Coulter Street, Chicago

1701 W 21St Street, Chicago
$1,499,000
12730594 MLS ⋅ ACTIVE Status
Exceptional Turnkey 5-Unit Asset in Prime Pilsen with Strong 7.15% Cap Rate & Significant Immediate Upside. Originally reconfigured as an owner-occupied building. Highly lucrative, fully permitted 5-unit commercial residential building situated on a prominent corner lot in Pilsen. Extensively gut-rehabbed to the studs between 2013-2023 with all-new building systems, modern layouts, and premium finishes. Operating at a strong 7.15% current Cap Rate with a projected 1.42 Debt Coverage Ratio (DCR), this asset offers rare immediate bankability and day-one cash flow. UNMATCHED VALUE-ADD OPPORTUNITY: The 1st-floor 1,500 sq. ft. 1BR/1BA loft tenant is vacating, creating an immediate, frictionless opportunity to capture a massive market rent increase or split the oversized floor plan to maximize total yield. Both 1701 W 21st St and 2102 S Paulina St addresses included in sale on single PIN. PREMIUM MECHANICALS & INFRASTRUCTURE: Fully updated water service replaced with copper directly to the city main. Low expenses: Tenants responsible for utilities with separately metered gas and electric. Individual furnaces, central AC, and separate tank/tankless water heaters for every unit. Attached 2-car garage off the alley providing additional premium rental income. Full unfinished basement housing utilities with storage spaces for tenants. HIGH RENTER RETENTION: Well-appointed apartments feature stone/quartz countertops, stainless steel appliances, premium hardwood or engineered flooring, masterfully tiled baths, and convenient in-unit washers and dryers. Superb location with immediate access to Pilsen public transit. Currently self-managed with zero historic vacancy. Clean rent roll, P&L, and T12 commercial underwriting documents available upon request.

1701 W 21St Street, Chicago

1702 S Paulina Street, Chicago
$399,000
12721069 MLS ⋅ ACTIVE Status
Remarkable Investment Opportunity in the Heart of Pilsen! This is a fantastic, fully-gutted mixed-use building, ready for immediate development. The blueprints and permits are already in place, making it a seamless transition for you to bring your business to the first floor, while enjoying two spacious, two-bedroom apartments on the second floor. Whether you're looking to start a business, expand your current one, or simply invest in a prime location, this property offers endless possibilities. Located in the vibrant and ever-growing Pilsen neighborhood, you'll be surrounded by a dynamic arts scene, unique local businesses, and an incredible sense of community. This is your chance to own a piece of real estate in one of Chicago's most sought-after areas. Don't miss out on this incredible opportunity - schedule a viewing today!

1702 S Paulina Street, Chicago

1435 W 16Th Street, Chicago
$670,000
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 High 10ft ceilings and grand open space area with a fire place and open concept kitchen eating area. The hardwood floors compliment the open kitchen area and and complete 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 high ceiling bedroom is huge with a beutiful view of the chicago skyline. Rear Master bedroom is grand with a 14ft at peak high Cathedral Ceiling and private balcony. Wait there's more. The basement is set up for entertaining and family gatherings. Clomplete open space with an extra guestroom and full bath. 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. Bring your ideas and personal touches and enjoy what Pilsen is all about.

1435 W 16Th Street, Chicago

2135 W Cermak Road Unit #4N-PH, 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

1728 S Halsted Street, Chicago
$2,480,000
12656912 MLS ⋅ ACTIVE Status
Rare Pre-Construction purchase opportunity in hot Pilsen! This mixed-use masonry building boasts a prime location just one block south of University Village. With 1 storefront, 3 spacious apartments, a 3-car garage, and outdoor parking, it's a versatile investment or use like rental/ owner occupied purposes. Key Features, 1) Location: Situated in the vibrant Pilsen area, surrounded by restaurants, bakeries, banks, and convenient bus stops. 2) Architectural Plan: Available upon request, showcasing thoughtful design and functionality. 3) Soundproofing: Upgraded with four advanced techniques for walls and ceilings, ensuring peace and privacy. 4) Delivery Timeframe: Within 18 months from signing the purchase contract. Don't miss out on this exceptional opportunity! Act now while it's still available.

1728 S Halsted Street, Chicago

1728 S Halsted Street, Chicago
$499,000
12656903 MLS ⋅ ACTIVE Status
ATTENTION, DEVELOPERS, BUILDERS, AND INVESTORS: don't miss this chance! A great location 2 lots of T-shape land (2 separate PINs with a combined 4522sf) for sale: it is located in the hot Pilsen area, just one block south of University Village, and where restaurants, bakeries, and banks, playgrounds, parks and bus stops are steps away; the land is zoned for B3-2 with 2.2 FAR ( buildable square footage is 2.2 times of land size) i.e. 4522sf x 2.2= 9948.4sf buildable above ground area excluding basement; for instance, it can be built a mixed-use property, like a storefront and apartments on top, with garages and outdoor parking spaces. Great land value : $499,000 / 9948.4sf =$50.16 per buildable square foot, an architectural plan is available up on request, seize this opportunity while it is still available.

1728 S Halsted Street, Chicago

1725 S Ashland Avenue, Chicago
$2,225,000
12614246 MLS ⋅ ACTIVE Status
Positioned at a highly visible corner along South Ashland Avenue in the heart of Chicago's vibrant Pilsen neighborhood, 1725 South Ashland Avenue presents a compelling mixed-use investment anchored by durable income and long-term upside. The property blends well-maintained residential units with established street-level commercial tenants, creating a balanced revenue profile that appeals to both traditional and value-add investors. The retail component benefits from excellent frontage and pedestrian exposure, with a tenant mix that includes a popular neighborhood restaurant, a nationally recognized wireless retailer, and a professional services office. These uses contribute consistent foot traffic while reinforcing the property's role as a daily-use destination within the community. Residential units above are thoughtfully laid out, well maintained, and historically occupied, supporting dependable in-place income with additional upside through future rental growth and lease-up of vacant units. Located minutes from the Chicago Loop, the asset is embedded within one of the city's most culturally rich and visually dynamic neighborhoods. Pilsen is known for its dense population base, strong neighborhood identity, and accessibility via CTA rail, major bus corridors, and nearby expressways. The surrounding area features a mix of residential density, local retail, and cultural landmarks, making it attractive to both tenants and long-term ownership. This offering represents a rare opportunity to acquire a corner mixed-use asset in an established urban submarket, combining immediate cash flow with future value enhancement potential in one of Chicago's most resilient neighborhoods.

1725 S Ashland Avenue, Chicago

1908 S Loomis Street, Chicago
$1,200,000
9 Beds ⋅ 4 Baths ⋅ 12603566 MLS ⋅ ACTIVE Status
A rare and exceptional opportunity to own a classic brick Chicago four-flat with an additional detached three-unit coach house. The main building features four units including a 3 bed/1 bath on the first floor, a 2 bed/1 bath on the second floor, plus two street-level units offering a 1 bed/1 bath and a 2 bed/1 bath. The rear coach house adds even more value with two 2 bed/1 bath units on the upper levels and an unfinished main level with a full bathroom. The property has a gated front entry and a shared outdoor patio space between the buildings, offering added privacy and outdoor enjoyment for tenants. Ideally located near public transit, parks, shopping, and dining, with easy access to I-90, Costco, Halsted Street Metra, UIC, and Rush, making it highly attractive to renters.

1908 S Loomis Street, Chicago

1024 W 18Th Place, Chicago
$999,999
4 Beds ⋅ 4 Baths ⋅ 12595585 MLS ⋅ ACTIVE Status
Welcome to this rare double lot gem in the heart of Pilsen-featuring two updated units with exceptional versatility and strong investment potential. This well-maintained property blends modern upgrades with the charm and energy of one of Chicago's most vibrant neighborhoods. A brand-new roof was installed in June 2025. Each unit offers its own distinct style, making it ideal for multigenerational living or rental income. The first unit features 2 spacious bedrooms, 1.5 bathrooms, and a finished basement-perfect for a home office, gym, or entertainment space. Recent updates include a new A/C (2022) and water heater (June 2025). High ceilings, large windows, and stainless-steel appliances create a bright and inviting atmosphere. The second unit offers 2 bedrooms, 1.5 bathrooms, a private balcony, and a modern kitchen. Both the A/C and water heater were replaced in 2024 for added comfort and efficiency. Outdoor spaces include a garden, fenced yard ideal for entertaining, private parking, and a detached garage converted into a lounge area. Located just steps from restaurants, culture, public transit, expressways, downtown, and universities-this property offers a perfect blend of comfort, convenience, and location.

1024 W 18Th Place, Chicago

2237 W Coulter Street Unit #4, Chicago
$569,000
3 Beds ⋅ 3 Baths ⋅ 12577578 MLS ⋅ ACTIVE Status
First Buyers financing fell though. Make their loss your win!! Come see elevated urban living in the heart of Chicago's vibrant Pilsen neighborhood. This exceptional corner-unit townhome offers approximately 2,000 square feet of thoughtfully designed living space, combining style, functionality, privacy, and an abundance of natural light. With 3 bedrooms, 2.5 bathrooms, a 2-car garage, and beautiful downtown Chicago views, this freshly painted home offers a rare blend of modern comfort and city living. From the moment you step inside, you'll appreciate the seamless flow and sophisticated finishes. Rich hardwood floors extend throughout the home, while oversized windows fill the space with natural light. An extensive array of recessed lighting throughout the home allows you to create the perfect ambiance for any occasion. The expansive main living area provides plenty of room for both everyday relaxation and entertaining. At the heart of the home is a chef-inspired kitchen featuring quartz countertops, high-quality cabinetry, stainless steel appliances, generous storage, and an oversized island. Open sightlines into the dining and living areas make this space ideal for hosting holidays, entertaining guests, or simply enjoying everyday life. Upstairs, the spacious primary suite offers a private retreat, complete with a large walk-in closet featuring its own window for added natural light. The en-suite bathroom is beautifully appointed with a walk-in shower and dual vanity. Additional bedrooms provide exceptional flexibility for family, guests, a home office, or creative space. The upper-level full bathroom includes a bathtub and modern finishes. The ground-level living area adds even more versatility, offering the perfect space for a home office, family room, children's playroom, fitness area, or additional recreational space. One of the home's most desirable features is its rare corner-unit positioning and private, fenced-in yard-an amenity enjoyed by only select homes within the community. This exceptional outdoor space provides additional privacy, expanded green space, and endless possibilities for outdoor dining, gardening, entertaining, relaxing, or enjoying time with pets. The corner location also offers enhanced separation from neighboring homes, additional sunlight, and a more secluded, single-family-home feel. The location is equally impressive. Situated just steps from the beloved Heart of Chicago, you'll be surrounded by charming Italian restaurants, cafes, specialty shops, parks, and neighborhood amenities that give this area its distinctive character. The home is directly across from schools and surrounded by parks and playgrounds, making it an especially appealing location for families. Conveniently located near the Illinois Medical District, I-290, I-55, CTA Pink Line, and downtown Chicago, with everyday conveniences including Costco, Mariano's, Target, and more just minutes away. Rarely does a home offer this combination of space, natural light, a private yard, 2-car garage, corner-unit privacy, and an unbeatable Pilsen location. Come experience everything this exceptional home has to offer-schedule your private showing today!

2237 W Coulter Street Unit #4, Chicago



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