View All Pilsen Chicago IL City View Homes Listings

$549,900
2 Beds 2 Baths 12678711 MLS CONTINGENT Status
Welcome to penthouse living in the heart of Pilsen! This stunning 2-bedroom, 2-bath penthouse condo offers modern design, luxury finishes, incredible natural light, and exceptional private outdoor space, all in one of Chicago's most vibrant neighborhoods. Soaring 11-foot ceilings and oversized windows flood the open-concept living space with natural light, while wide-plank white oak hardwood floors add warmth throughout. Designed for both everyday living and entertaining, the chef's kitchen features quartz countertops with a waterfall edge, a large island with seating, Viking appliances, a Miele dishwasher, Zephyr hood, and LG counter-depth refrigerator. The spacious primary suite features custom closets, a private rear balcony, and a spa-inspired primary bath with a dual-sink vanity and oversized walk-in shower. The generously sized second bedroom is complemented by an upgraded hall bath with a tub/shower combination and quartz vanity. The showstopper is the expansive private rooftop deck with Chicago skyline views, freshly maintained and stained in 2026 and offering incredible space for outdoor entertaining, dining, relaxing, and enjoying the city. Located in an intimate, well-maintained 3-unit building with attached garage parking, this Pilsen penthouse puts you just steps from Thalia Hall and neighborhood favorites including Honky Tonk BBQ, La Luna, Azul 18, Pleasant House Pub, coffee shops, restaurants, nightlife, and everything that makes Pilsen one of Chicago's most dynamic neighborhoods. Convenient access to UIC, downtown Chicago, major expressways, and the CTA Blue and Orange Lines completes this exceptional Pilsen condo.

1810 S Racine Avenue Unit #3, Chicago

$300,000
1 Beds 1 Baths 12612670 MLS CLOSED Status
Sunny, stylish, and highly sought-after, this 1-bedroom, 1-bath timber loft in University Crossing Lofts offers the perfect blend of character and modern convenience, ideally located in the vibrant Pilsen community. Featuring soaring 12-foot ceilings and expansive windows, this home is flooded with natural light, highlighting the rich hardwood floors and authentic timber beams throughout. The open-concept living space is ideal for both relaxing and entertaining, complete with a cozy gas fireplace and seamless flow into the kitchen. The kitchen is outfitted with stainless steel appliances, beautiful 42" maple cabinets, and an abundance of counter space and storage. A full-size washer and dryer are conveniently located in-unit. The spacious bedroom includes a generous 8' x 7' walk-in closet, while the bathroom offers a spa-like retreat with a deep soaker tub and separate shower. This boutique building consists of only 29 units, making it a rare find for buyers seeking exclusivity and true loft living. A heated indoor parking space is included in the price-an exceptional value. Enjoy access to a shared rooftop deck with breathtaking skyline views, perfect for unwinding or entertaining guests. A unique opportunity to own a premium timber loft in an intimate, well-maintained building-perfectly situated in one of Chicago's most dynamic neighborhoods, known for its culture, dining, and artistic energy. Buildings rules and regulations are attached, will be very helpful to specifically answer questions you may have about renting and also pet rules.

1610 S Halsted Street Unit #401, Chicago

$775,000
3 Beds 3 Baths 12589045 MLS CLOSED Status
Rare Single-Family Home with Rooftop Deck in the Heart of Pilsen! Opportunities like this don't come around often. This one-of-a-kind single-family home blends bold architecture, incredible natural light, and standout living spaces in one of Chicago's most sought-after neighborhoods. The moment you walk in, you're greeted by a stunning two-story living room with soaring ceilings and dramatic windows, filling the home with natural light and creating a space that feels both open and unforgettable. The entire top floor is dedicated to the primary suite, creating a private retreat unlike anything else in the neighborhood. Wake up to beautiful wrap-around windows and step directly outside to your walk-out rooftop deck-perfect for morning coffee, sunset views, and entertaining under the Chicago skyline. The flexible layout offers additional bedrooms and living space ideal for guests, a media room, or creative workspace. Downstairs, the basement provides a dedicated office and laundry area, offering extra functionality for today's lifestyle. Tucked away on a quiet residential street just off 16th and Throop, you're just steps from Pilsen's vibrant restaurant scene, coffee shops, art galleries, and nightlife. Plus, you're minutes from the Illinois Medical District, UIC, West Loop, and downtown, making this location ideal for professionals and city lovers alike. A rare chance to own a truly distinctive single-family home in Pilsen-homes like this don't last long.

1608 S Throop Street, Chicago

$950,000
4 Beds 4 Baths 12539750 MLS CLOSED Status
Truly One-of-a-Kind three story newer building! Custom built with bold, modern exterior which sets the tone for ecceptionally designed interior that blends contemporary style with warm and natural elements. The open-concept main level features a stunning chef's kitchen with high end stainless steel appliances, quarts countertop and elegant lighting. Upstairs, you'll find 3 big bedrooms and a convenient laundry area. The primary suite is a true sanctuary, with a spa-inspired bathroom with free standing bathtub and walk-through closet. The ground level offers a soaring guest suite with exposed timber and a full bathroom - ideal for guests, office space, or in-law arrangements. Guess what, you would not have to look for street parking, the attached garage will give you the convenience to have your car conditioned when you need it. Also what truly sets this home apart is the incredible 1,100+ sq. ft. rooftop deck - offering 360-degree, unobstructed views of the Chicago skyline, sunsets, and stars. Host unforgettable gatherings or relax in peace under the custom pergola. Outdoor living continues with a covered front balcony, two rear decks and a fenced green yard perfect for kids or pets. Located in highly desired heart of Pilsen. You're just steps away from the neighborhood's best dining, art galleries, parks and festivals. This home is one of a kind. You won't find another like it in Pilsen - or anywhere. Please come and see it.

1920 S Shelby Court, Chicago

$318,000
1 Beds 1 Baths 12348528 MLS CLOSED Status
Multiple offers have been received - best and final offers are due Tuesday, June 3rd at 5 PM. Welcome to 1610 S Halsted #503, a true penthouse timber loft with an extraordinarily large, private rooftop deck offering unobstructed skyline views. This oversized 1 bed, 1 bath home features soaring 12' ceilings, exposed beams, gorgeous oak hardwood floors, and massive windows that pour natural light into every corner. The open-concept kitchen enjoys granite countertops and stainless steel appliances, while the sun-drenched living area includes a cozy gas fireplace. You'll also enjoy an expansive bedroom with walk-in closet, central HVAC, in-unit washer/dryer, an extra-large deeded indoor garage space and an extra, incredibly unique lofted second bed tucked away in a secret space that you'll only understand in person. In addition to your private roof deck (including a water line so you can grow the raddest roof garden in all of Chicago), you'll have access to an additional, shared/common roof deck, bike storage, and an elevator in this boutique 29-unit building. Located at University Crossing Lofts, the home offers easy access to Pilsen, South Loop, Downtown, major highways, and Ping Tom Park. The building is pet-friendly. Rentals are capped at 13 units and require 2 years of initial owner occupancy, making this ideal for buyers looking to live, not lease, in peace. If you've been waiting for authentic loft character, unmatched private outdoor space, and a location that puts you in the heart of it all-this is the one.

1610 S Halsted Street Unit #503, Chicago

$399,000
2 Beds 2 Baths 12198062 MLS CLOSED Status
NEW CONSTRUCTION simplex in a boutique condo building nestled in a coveted enclave of Pilsen that harmoniously blends urban convenience with serene living. This newly constructed 3-unit condo building is small stroll away from the 18th St pink Line L train stop, the Halsted Metra Stop, lush parks such as Dvorak Park, UIC medical district, the University of Illinois, and the entertainment that 18th St has to offer, including gourmet dining, chic boutiques, and cultural landmarks. With easy access to public transportation and major highways, getting to the loop, entertainment venues, or visiting friends in other neighborhoods has never been more convenient. With uncompromising attention to detail, this exclusive offering boasts state-of-the-art finishes throughout the interior and unobstructed skyline views of the city, making it an unparalleled home. The kitchen and family room area have an open-concept layout that is bathed in natural light, thanks to the floor-to-ceiling windows in the front. The gourmet kitchen is equipped with custom European cabinets, stainless steel appliances, quartz countertops, and a large island that serves as a great prep area, but also an eating area that will seat the whole family. Retreat to your master suite designed for ultimate comfort and privacy, featuring a spacious walk-in closet and ensuite bathroom adorned with quality Delta fixtures, dual vanities, massive walk-in showers, and a private toilet room. The unit is meticulously finished with high ceilings (9'), imported engineered hardwood flooring, smart home technology, energy-efficient systems, and a tiled mudroom to keep your home clean. Entertain your guests on the private rooftop rear patio. With a private, spacious interior storage room on the ground level, you'll never have to haul your bikes and other item up to your home. A single private parking spot is allocated to this unit. In-unit laundry present.

2019 S Throop Street Unit #2, Chicago

$493,000
2 Beds 2 Baths 12198040 MLS CLOSED Status
NEW CONSTRUCTION PENTHOUSE in a boutique condo building nestled in a coveted enclave of Pilsen that harmoniously blends urban convenience with serene living. This newly constructed 3-unit condo building is a a stroll away from the Halsted Metra stop, the 18th St Pink El stop, Dvorak Park, UIC medical district, the University of Illinois, and the entertainment that 18th St has to offer, including gourmet dining, chic boutiques, and cultural landmarks. With easy access to public transportation and major highways, getting to the loop, entertainment venues, or visiting friends in other neighborhoods has never been more convenient. With uncompromising attention to detail, this exclusive offering boasts state-of-the-art finishes throughout the interior and unobstructed skyline views of the city, making it an unparalleled home. The kitchen and family room area have an open-concept layout that is bathed in natural light, thanks to the floor-to-ceiling windows in the front. The gourmet kitchen is equipped with custom European cabinets, stainless steel appliances, quartz countertops and a large island that serves as a great prep area. Retreat to your master suite designed for ultimate comfort and privacy, featuring a spacious walk-in closet and ensuite bathroom adorned with quality Delta fixtures, dual vanities, a massive walk-in shower, and a private toilet room. The unit is meticulously finished with high ceilings (9'), imported engineered hardwood flooring, smart home technology, energy-efficient systems, and a tiled mudroom to keep your home clean. Entertain your guests on the private rooftop terrace that offers panoramic views of the city's skyline and Pilsen's historic landmarks, a gas line for a future outdoor kitchen, and a doghouse, which can be used as an in-home office. With a private, spacious interior storage room on the ground level, you get to enjoy the benefits of penthouse living without needing to haul items you use regularly up to your home. A single private parking spot is allocated to this unit. In-unit laundry present.

2019 S Throop Street Unit #3, Chicago

$650,000
3 Beds 4 Baths 12153788 MLS CLOSED Status
Welcome to this stunning newer construction 3bd/3.1ba townhome, crafted by the highly acclaimed United Home Builders and the 2019 Red Luxe Award for this development! Nestled on a serene, tree-lined street in the heart of Pilsen, this home offers the perfect blend of urban living and tranquility. Just a short stroll to art galleries, coffee shops, breweries, top-tier restaurants and Thalia Hall, this townhome lives like a single-family residence. The open floor plan is designed with impeccable attention to detail, featuring a custom kitchen outfitted with top-of-the-line appliances, sleek flat-panel cabinetry, quartz countertops, wide plank hardwood flooring, and custom drapery from The Shade Store. The second floor includes a spacious primary suite with a custom walk-in closet including built ins, ensuite bath with a double vanity, and an oversized shower. An additional bedroom, full bathroom with a soaking tub and in unit full size washer and dryer are also on this level. The lower level offers an abundance of light filled space with a large family room, guest bedroom, and full bathroom. Step outside to your newly built rooftop deck complete with bison deck tiles, a beautiful trellis, and water line-perfect for entertaining while enjoying spectacular views of the city skyline! A one-car garage is included. Conveniently located near transit (CTA pink line, Metra, bus), parks, expressways, and grocery stores, this exceptional home is not to be missed!

1550 W 21St Street, Chicago

$975,000
4 Beds 4 Baths 11981142 MLS CLOSED Status
Be the talk of the town with your own rooftop basketball court in your classic-meets-modern 2017 single family home in the Heart Of Pilsen! Entertain effortlessly in the open floorplan kitchen, living, and dining area on the main level- boasting 11' foot ceilings, oversized windows, and a sleek chef's caliber kitchen. The large kitchen centers around an oversized island with ample storage, quartz countertops, Bosch appliances, and modern high-gloss soft-close cabinets. The main floor also has two separate living spaces and a half bath. The second level features two large bedrooms with a full bath, and a primary bedroom with en suite bathroom. The primary suite has plenty of storage with a fully organized walk-in closet that spans a full wall, and an en suite bathroom featuring a dual vanity with quartz countertops, upgraded porcelain textured tile feature wall, walk-in shower, and a gorgeous soaking tub. The lower level, accessible from both the middle and rear staircases, offers versatility as an "In-Law" or guest suite. This level features a wet bar, a large rec room, a full-size laundry room, a third full bath, and a fourth bedroom with lots of natural light. Take in gorgeous city skyline views on the huge rooftop deck equipped with a full outdoor kitchen, built-in pergola, seating and additional ample space for parties or outdoor activities. This 4th floor rooftop oasis comes complete with water, gas, electricity, and outdoor speakers. Above the garage is another rooftop space that has been outfitted with a basketball court. This house is equipped with modern amenities, including security system wiring, smart locks, LED lighting, and wide plank hand-scraped hardwood floors. 2-car garage, cozy backyard with custom turf lawn, and a private front green space. This residence is perfectly situated near Pilsen favorites such as SKY, Thalia Hall, Cafe Jumping Bean, 5 Rabanitos, Alulu Brewery, & Pilsen Yards. 2 minute walk to grocery store Casa del Pueblo, just 2 blocks to the Pink line & buses, and easy access to expressways. Embrace a lifestyle of luxury and convenience in this exceptional home.

1823 S Laflin Street, Chicago

$425,000
2 Beds 2 Baths 11838687 MLS CLOSED Status Chantico South BLDG.
Live the urban life of your dreams in this coveted timber loft located just two blocks from the heart of 18th Street in Pilsen. With soaring 12-foot ceilings, warm and intriguing exposed brick, and picturesque windows that invite abundant natural light, this rarely available corner unit in an elevator-building features all of the architectural elements associated with an expansive loft. Enter the foyer of this sprawling and nearly 1600 square foot oasis, and you are welcomed home with a landing area that helps you transition from the outside world. A cozy yet spacious bonus room awaits, versatile to be imagined as a home office, baby room, or third bedroom. As you continue, the enormous heart of the home opens up into a glorious great room designed for entertaining. The well-appointed kitchen boasts stainless steel appliances, the timeless beauty of rich maple shaker-style cabinetry, and the strength of granite counters with an eat-in island. The immense living room and distinctly-defined dining area offer a bank of windows with north and west exposures and views of Chicago's impressive skyline. After an evening of entertaining, you'll be able to retreat to your grand primary bedroom, which comfortably fits a king-sized bed and sitting area. Continue past your impressive walk-in closet and changing area to your spa-like en suite with dual natural stone vanity, separate shower, and jetted soaker tub. With a generously sized second bedroom and abundant storage throughout, this beautiful architectural gem awaits your creative touches. Deeded parking space, in-unit washer and dryer, and central AC. Experience the pulse of Pilsen, the tranquility of the neighboring University Village, the energy of UIC, and the proximity to the South and West Loop. This unit is conveniently located to the Jane Byrne Interchange that connects the I-290, Ida B. Wells Drive, I-90/94, and I-55, as well as the Metra and CTA, yet also very walkable. Welcome Home!

1061 W 16Th Street Unit #208, Chicago

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Pilsen, Chicago IL · Curated MLS Search

City View Homes in Pilsen, Chicago IL

An editorially curated view of every active city view homes listing in Pilsen, Chicago IL. Updated in real time from the local MLS, presented without the noise.

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