Pilsen Homes, Condos & Multifamily Properties for Sale

Pilsen Real Estate Overview

Pilsen is one of Chicago’s most iconic neighborhoods, known for its rich cultural history, vibrant arts scene, and strong sense of community. What was once considered “up-and-coming” is now a well-established neighborhood that continues to attract homeowners and real estate investors looking for character, authenticity, and long-term value. Pilsen’s uniqueness has even been recognized nationally, earning a spot among Forbes’ top neighborhoods in the world.

Buyers are drawn to Pilsen for its diverse housing options, which include single-family homes, condominiums, and Pilsen multifamily properties such as 2-flat, 3-flat, and mixed-use buildings. For many buyers, Pilsen offers the opportunity to purchase more space or an income-producing property while remaining close to downtown Chicago.

Work With a Trusted Pilsen Real Estate Team

Buying or selling in Pilsen is about more than just price—it’s about understanding the neighborhood, its culture, and where the market is headed. Working with an experienced Pilsen real estate agent and a trusted Chicago real estate team helps you navigate pricing trends, rental income potential, and buyer demand with confidence.

Newest Listings in Pilsen

1600 S Jefferson Street Unit #403, Chicago

$335,000

1 Beds ⋅ 2 Baths ⋅ 12792199 MLS ⋅ NEW Status

Welcome to Unit 403 at 1600 S Jefferson Street, a bright and airy timber loft one-bedroom, one and one half bath unit in the vibrant East Pilsen neighborhood. This residence blends the character of a true loft with the high end finishes of a modern luxury condo. The open-concept living and dining space is the showstopper, framed by exposed brick and timber ceiling beams which provide authentic industrial warmth. Rich dark hardwood floors flow throughout, while oversized, black-framed glass doors open to a private balcony with treetop and skyline views. The kitchen, which features an oversized kitchen island, sits just off the dining area, making everyday living and entertaining effortless. The spacious primary suite is a true retreat that also features exposed brick, wood beams, a ceiling fan, and large windows. It includes a generous walk-in closet and a full en-suite bath, while a second half bath and entry foyer with a closet adds everyday convenience. A separate laundry/utility closet rounds out the floor plan. This boutique elevator building offers a gym, common roof deck spaces with sweeping skyline views, and additional storage locker. Situated just outside of Chicago's downtown in the charming East Pilsen neighborhood, this residence is conveniently located off of a cul-de-sac street immediately adjacent to Jefferson Playlot Park and a short distance to University Village, UIC Campus, Pilsen Arts District, and Ping Tom Park. One gated parking space included in the price.

1600 S Jefferson Street Unit #403, Chicago

$800,000

8 Beds ⋅ 4 Baths ⋅ 12785304 MLS ⋅ NEW Status

Bring your vision to this classic Pilsen four-unit and make it your own! Offered for sale by longtime owners, this solid brick building combines preserved late-1800s architectural details with the opportunity to renovate, refresh, and add value. Each unit provides a canvas for updated kitchens, baths, and personalized finishes. A full unfinished attic with standing room and an unfinished basement offer additional space to explore your ideas, subject to applicable approvals. This building offers the chance to shape its next chapter while preserving its historic character. Enjoy a convenient location steps to all that Pilsen has to offer: near downtown Chicago, public transportation, restaurants, nightlife, and shopping. Zoned RT-4. Bring your contractor, your creativity, and your plans!

1843 S Laflin Street, Chicago

1621 S Halsted Street Unit #402, Chicago

$465,000

3 Beds ⋅ 2 Baths ⋅ 12790268 MLS ⋅ NEW Status

1621 S Halsted Street Unit #402, Chicago

$785,000

8 Beds ⋅ 4 Baths ⋅ 12790273 MLS ⋅ NEW Status

Classic brick 3-unit in the highly sought-after Heart of Chicago neighborhood of Pilsen, offering an exceptional opportunity for investors or owner-occupants. The property features two 2 bedroom, 1 bath apartments on the first floor, front and rear units, plus an expansive 5-bedroom, 2-bath top-floor residence with outstanding potential. The top-floor unit offers interior access to a large unfinished attic, creating an exciting opportunity to duplex up and add additional living space, value, and rental income. Both the top-floor apartment and rear first-floor unit are currently occupied. The unfinished basement offers even more potential, with roughed-in plumbing for a bathroom, rear egress, and a common laundry area. Situated in one of Pilsen's most vibrant areas. Surrounded by restaurants, cafes, and neighborhood favorites. Enjoy convenient access to the Pink Line and short drive to expressways.

2420 S Oakley Avenue, Chicago

$549,900

2 Beds ⋅ 2 Baths ⋅ 12786655 MLS ⋅ ACTIVE 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

$1,549,000

7 Beds ⋅ 7 Baths ⋅ 12786361 MLS ⋅ ACTIVE Status

Newer Construction Passive Home 3 Unit building right on Harrison Park- Full Masonry Perfect Wall, All Electric energy-efficient and intelligently engineered for optimal living conditions. Three Bedroom/2.1 Bath Duplex, 2nd floor 2 bed/2 bath & Penthouse 2 bed/2 bath with interior stair to penthouse room and full finished rooftop deck. Excellent views of Harrison Park, the City and abundant natural light. Hardwood floors, Modern Kitchens designed for entertaining with Gray shaker cabinets with quartz countertops, island, full backsplash, and stainless-steel appliances. All bedrooms generously sized to accommodate king sized beds and the bathrooms are finished in Carrera porcelains and brushed nickel. Thoughtful storage and walk-in closets throughout. Rear deck system and washer/dryer in each unit. 3 car Outdoor secured parking. Amazing location, very short walk to the Pink Line and 18th Street with all its vibrancy; Thalia Hall, Canton Regio, Brew Brew PLUS Harrison Park with tennis courts, full gym, indoor swimming pool soccer pitch and all Pilsen has to offer! Builder built for himself and spared no expense- top floor will be vacant at close, perfect for owner-occupant! Grss Annual Income $124,740. NOI $96,555. 6.2 Cap Rate

1815 W 19Th Street, Chicago

$709,900

4 Beds ⋅ 3 Baths ⋅ 12785057 MLS ⋅ ACTIVE Status

PILSEN PERFECTION! SPACE, STYLE & LOCATION ALL IN ONE! Get ready to fall in love with this sprawling, 2018-built 4-bedroom, 3-bathroom duplex-down in the heart of Pilsen! With gorgeous finishes, a smart open-concept layout, and room for everyone to spread out, this home delivers the kind of space and style that's hard to find. The east-facing living room makes a fabulous first impression, with floor-to-ceiling windows flooding the space with natural light. There's plenty of room to entertain, a dedicated spot for your dining table, and a stunning kitchen that steals the show! Think Bosch slate black stainless-steel appliances, sleek quartz countertops, a gorgeous backsplash, and an oversized breakfast bar that's perfect for morning coffee, casual meals, or gathering with friends. The main level continues to impress with a spacious second bedroom and a showstopping primary suite featuring beautiful woodwork and statement wainscoting behind the bed. The spa-inspired primary bath feels like your own private retreat, complete with chevron tile flooring, a generous walk-in shower, a picturesque soaking tub, and a double-sink quartz vanity. A second full bathroom with a tub/shower combination and double-sink quartz vanity adds even more convenience. Step outside to your covered rear deck and enjoy a little fresh air without leaving home. Head downstairs and discover even more room to live, work, relax, and entertain! The generous family room is made for movie nights, game days, and cozy evenings in. Two additional well-sized bedrooms, a third full bathroom with a walk-in shower and double-sink quartz vanity, and a dedicated laundry room with utility sink make this lower level as functional as it is inviting. And the extras? They're just as impressive! An additional exterior storage unit and garage parking are included - two valuable perks that make city living that much easier. Then there's the location! You're minutes from Pilsen favorites including Thalia Hall, Pilsen Yards, La Vaca, Senorita's Cantina, HaiSous Vietnamese Kitchen, Tonk BBQ, La Luna, and countless other restaurants, bars, and neighborhood gems. With easy access to major expressways, the Halsted Street Metra station, and the 18th Street Pink Line, getting around Chicago is a breeze. Four bedrooms. Three full baths. Two levels of incredible living space. One fantastic Pilsen location. This is the kind of home that checks all the boxes - and then some!

1810 S Racine Avenue Unit #1, Chicago

$299,000

4 Beds ⋅ 2 Baths ⋅ 12784975 MLS ⋅ ACTIVE Status

**INVESTOR SPECIAL! GREAT OPPORTUNITY WITH ENDLESS POTENTIAL!** Calling all investors, rehabbers, and savvy buyers looking for their next project! Bring your vision, creativity, and renovation ideas to transform this property into something truly special. Whether you're looking for your next fix-and-flip, investment property, or a home to renovate and make your own, this is an opportunity worth exploring! Unlock the property's potential, add value through improvements, and make your vision a reality. Don't miss your chance to take on your next real estate project. *PROPERTY IS BEING SOLD AS-IS.* Opportunities like this deserve a closer look! Schedule your showing today and explore the possibilities!

2317 S Winchester Avenue, Chicago

$1,050,000

9 Beds ⋅ 6 Baths ⋅ 12783413 MLS ⋅ ACTIVE Status

Rarely available 2021 ground-up new construction in the heart of Pilsen! This beautifully built property features a stunning brick facade with frame sides, spacious 3-bedroom, 2-bathroom units, and a rear parking pad with 3 spaces. Located in one of Chicago's most desirable neighborhoods, this property offers an excellent opportunity for investors seeking a newer, low-maintenance, easy-to-rent asset or an owner-occupant. A rare opportunity to own newer construction in vibrant Pilsen!

1813 W Cermak Road, Chicago

$759,900

6 Beds ⋅ 4 Baths ⋅ 12783131 MLS ⋅ ACTIVE Status

This Brick 2-flat features 2 units plus a full finished basement with two entrances, a finished attic for additional living space, 2 car garage, located in Pilsen's Lower West Side! Whether you're an investor looking to expand your portfolio or an owner-occupant seeking rental income, this property offers exceptional potential. Conveniently located near schools, parks, restaurants, shopping, public transportation, and major expressways, this property offers easy access to everything the city has to offer. Easy showing, retired owners are available most of the time. Text/Call LA Adolfo Munoz with any questions.

2012 W 21St Place, Chicago

1931 S Jefferson Street Unit #4N, Chicago

$619,000

3 Beds ⋅ 2 Baths ⋅ 12780176 MLS ⋅ ACTIVE Status

Luxurious NEW CONSTRUCTION penthouse offering 1,450 SF of interior living space, a spacious 15' x 10' private rear porch, and a massive professionally finished private rooftop deck with sweeping views of the Chicago skyline, Ping Tom Memorial Park, and the surrounding cityscape. Perched atop a boutique eight-unit building in prime Pilsen, this exceptional residence enjoys unobstructed sunlight throughout the day, oversized windows, and a bright, airy feel rarely found in city living. Designed for both everyday comfort and entertaining, the home features 9-foot ceilings, wide-plank white oak flooring, and an exceptionally wide open-concept layout that provides expansive living, dining, and work-from-home space. The chef's kitchen showcases premium KitchenAid appliances, custom white oak and painted cabinetry, top-tier quartz countertops, and an impressive 7-foot island designed as the centerpiece of the home. The spacious primary suite offers a spa-inspired bath, an oversized custom walk-in closet, and generous storage throughout. Two additional bedrooms provide flexibility for guests, family, or a dedicated home office. Finished closets throughout, in-unit laundry, a smart thermostat, video intercom system, and a private ground-floor storage room provide exceptional convenience and functionality. In addition to the private rooftop retreat, residents enjoy access to a shared rooftop deck offering even more outdoor space and panoramic city views. Ideally located on a quiet residential street just steps from Pilsen's renowned restaurants, cafes, galleries, and nightlife, and minutes from Chinatown, Downtown Chicago, and the Lakefront. Enjoy quick access to I-94 without the highway noise, a short walk to the Halsted Metra Station, and easy bike access to the Loop, Museum Campus, Soldier Field, and lakefront trails. Combining penthouse privacy, 500 SF of outdoor living space, abundant natural light, luxury finishes, and an unbeatable location, this is a rare opportunity to own one of Pilsen's premier new construction residences.

1931 S Jefferson Street Unit #4N, Chicago

1600 S Jefferson Street Unit #201, Chicago

$475,000

2 Beds ⋅ 2 Baths ⋅ 12774154 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

$759,000

7 Beds ⋅ 3 Baths ⋅ 12773895 MLS ⋅ ACTIVE Status

Prime Pilsen Multi-Unit Opportunity! This large and well positioned legal 3 unit property offers an excellent opportunity to own an income producing asset in the heart of Chicago's vibrant Pilsen neighborhood. Featuring a total of 7 bedrooms and 3 bathrooms, the property offers spacious layouts and excellent rental potential across all three units. Currently fully rented and generating $5,300 in monthly rental income, this property is an ideal opportunity for an investor looking to add a solid multi-unit asset to their portfolio or an owner occupant seeking the benefits of rental income. A convenient 2-3 car parking pad provides valuable off street parking, an attractive feature for both owners and tenants. Located directly across from Cooper Elementary School and close to Pilsen's renowned restaurants, cafes, shops, parks, public transportation and everyday neighborhood amenities. With its established rental income, generous bedroom count, parking and desirable location, 1643 W 19th St is an excellent opportunity to own and invest in one of Chicago's most dynamic neighborhoods.

1643 W 19Th Street, Chicago

$1,310,000

6 Beds ⋅ 6 Baths ⋅ 12766902 MLS ⋅ ACTIVE Status

Introducing a stunning new construction two-flat in the heart of historic Pilsen. Designed with flexibility and lifestyle in mind, this beautifully crafted property is ideal for multigenerational living, owner-occupants seeking rental income, or savvy investors looking for a standout opportunity in one of Chicago's most vibrant neighborhoods. The garden unit is over 1200 sf offering 2 bedrooms and 2 full baths. The duplex up is over 2430 sf and lives like a single-family home, including 4 bedrooms and 3.5 baths. Both homes are filled with natural light and complemented by beautifully designed and well-proportioned kitchens with open concept large family rooms connected to outdoor space, in-unit laundry and generous storage. Both kitchens include white oak cabinetry, quartz countertops, decorative backsplashes and stainless-steel appliances including beverage centers. Abundant private outdoor space offers true indoor/outdoor living including gas, electricity, and water hookups. The garden unit has 2 outdoor living spaces including the shared backyard and private front patio while the duplex unit highlights vaulted ceilings with a large custom designed enclosed deck off the family room extending the living and entertaining space adding a dramatic finishing touch. The back patio offers a retreat off the primary bedroom with city skyline views. With excellent closet space, refined design details, and quality craftsmanship throughout, these homes deliver both comfort and sophistication. Enjoy the best of Pilsen just outside your door-renowned dining, easy access to transportation, neighborhood events, and the unmistakable energy of the community. This is a rare opportunity to own a thoughtfully designed, expertly built new development in an unbeatable location.

1118 W 19Th Street, Chicago

$795,000

4 Beds ⋅ 4 Baths ⋅ 12766836 MLS ⋅ ACTIVE Status

Introducing a stunning new construction of a 4 bedroom and 3.5 bathroom duplex up in the heart of historic Pilsen. This unit truly lives like a single-family home, offering inspiring indoor and outdoor spaces. Walk-in to a tiled entry foyer, leading to a first level consisting of three bedrooms and two full baths. The front bedroom is light-filled with a generous closet, the middle bedroom features double doors, large closet, and can also function as an office, den or playroom, while the large back bedroom offers a stunning en-suite bath with double vanity, walk-in shower, walk-in closet and access to a wood deck. A washer/dryer, utility closet and abundant under stair storage area complete this floor. A generously wide and light-filled staircase leads you to an open-concept sun-filled kitchen, living room and sliding glass doors leading to a gorgeous cedar patio with gas, electricity, and water for extending your living space and outdoor activities. This floor includes a powder room, large primary bedroom with en-suite bath, two walk-in closets and sliding glass door leading to a private wood deck enhanced by Chicago skyline views. The kitchen features stainless steel appliances, designer backsplash, beverage center and quartzite counters with ample seating. Central air conditioning, hardwood floors, cathedral ceilings, designer tiles, energy efficient facade and roof, ample storage and tankless water heater are just a few of the features of this beautiful home. Four-bedrooms and new construction make this a rare find in Pilsen. Please see the additional listing for this multi-unit building which includes a two-bedroom, two-bathroom Garden Unit. Schedule your visit today.

1118 W 19Th Street Unit #2, Chicago

$515,000

2 Beds ⋅ 2 Baths ⋅ 12766712 MLS ⋅ ACTIVE Status

Introducing a stunning new construction of a two-bedroom and two-bathroom Garden home in the heart of historic Pilsen. Walk into a bright and sunny entry foyer and two ample sized bedrooms. The first bedroom features an en-suite bath with walk-in shower and sliding glass door access to a spacious cedar-lined front patio. The patio extends your indoor/outdoor living and features electricity and water for outdoor experiences. The second bedroom includes a large closet and is next to a spacious full hallway bathroom with tub and shower and built-in shelving. The utility closet features a full-size stackable washer/dryer and extra storage. The open-concept living space showcases a beautifully appointed kitchen with stainless steel appliances, designer backsplash, beverage center and quartzite countertops with seating for four. The large living room extends with a sliding glass door opening to your landscaped and fenced backyard. Central air conditioning engineered wood floors, designer tile, energy efficient facade and roof, tankless water heater and indoor-outdoor living are just a few of the features of this beautiful home. Please see the additional listing for this multi-unit building which also includes a four bedroom, three and a half bathrooms duplex unit. Schedule your visit today.

1118 W 19Th Street Unit #1, Chicago

$599,900

4 Beds ⋅ 2 Baths ⋅ 12756748 MLS ⋅ ACTIVE Status

1815 S Peoria Street, Chicago

$575,000

4 Beds ⋅ 2 Baths ⋅ 12761372 MLS ⋅ ACTIVE Status

One Of the Kind opportunity to own a Huge Brick Single family in Pilsen Walking Distance to cta Transportation & L-Train Station,,Walk to Little Italy Restaurants, Minutes To Hospitals District and Downtown Chicago. Main Level offers 3 Bedrooms, Living Room/Formal Dinning Room ,Big Kitchen Full Finished Attic and Finished Basement with a Full bath & 8Ft High Ceilings with front rear entrance ,, a Mechanics Dream 3 Car Brick Garage. must recent Updates Roof,Furnace,Windows.. Great Location. Call Today

2136 W 23Rd Street, Chicago

$349,900

5 Beds ⋅ 3 Baths ⋅ 12700584 MLS ⋅ ACTIVE Status

Welcome to 2041 W 22nd Pl in Chicago, IL 60608. This property contains three units across two buildings. The primary building contains two units. There is a separate coach house behind the primary building that makes up the third unit. Whether you are looking for a starter home, an investment opportunity, or a property to renovate, this home offers a solid place to begin.

2041 W 22Nd Place, Chicago

$350,000

2 Beds ⋅ 2 Baths ⋅ 12758786 MLS ⋅ ACTIVE Status

Welcome home to this spacious and thoughtfully updated 2-bedroom, 2-bath duplex in an intimate all-brick, 5-unit building tucked away on a quiet, tree-lined cul-de-sac directly across from Harrison Park. Just off the vibrant 18th Street corridor, this home offers an ideal combination of neighborhood convenience and unexpected privacy, with the community garden next door and the 18th Street Pink Line, Thalia Hall, restaurants, coffee shops, parks, and everything Pilsen has to offer just blocks away. The bright, south-facing main level features an open-concept layout with hardwood floors and plenty of room for both living and dining. The kitchen has been refreshed with painted cabinetry, granite countertops, stainless steel appliances, a tile backsplash, and an open pantry converted from the former coat closet for added everyday storage. Nearly every light fixture has been upgraded with warm, modern selections, and most of the home has been freshly painted. A full stone bath with glass-enclosed shower and full-size side-by-side in-unit laundry complete the main level. Downstairs, the private bedroom level features two impressively sized bedrooms, both with room for king-size beds, including a spacious primary with a walk-in closet. The bedrooms share an updated stone Jack-and-Jill bath with a jetted tub, while newer carpet adds comfort throughout the lower level. Additional improvements include a new front screen door, updated hardware and vents, plus significant recent building improvements including a new roof, flashing, and skylights in 2024 and rear staircase repairs, replacement work, and exterior painting completed in August 2026. Unused chimneys were also removed in August 2026. Direct rear stairwell access provides an additional entry and a small outdoor area just beyond the lower-level entrance. Low assessments and dedicated exterior parking included complete this move-in-ready Pilsen home.

1745 W 18Th Place Unit #1R, Chicago

$985,000

8 Beds ⋅ 4 Baths ⋅ 12742505 MLS ⋅ ACTIVE Status

NEW & IMPROVED in the heart of Pilsen! This legal 4-unit property which includes a coach house and 2-car garage is back on the market with meaningful improvements, refreshed units, improved pricing, and an even stronger overall package for both owner-occupants and investors. Since its previous offering, the property has benefited from additional improvements including tuckpointing, unit refreshes, and an updated owner's duplex that now offers 3 bedrooms and 1 bath creating an even more attractive live-in opportunity. Another significant improvement: the property taxes now reflect the Homeowner Exemption, reducing the tax bill from approximately $14,000 to under $9,000. All units feature separate utilities, with in-unit laundry in the owner's duplex and a common laundry area serving the remaining units. The combination of multiple units, a coach house, and a rare 2-car garage provides tremendous flexibility for an owner-occupant looking to offset housing costs or an investor seeking a well-located multifamily asset. Conveniently located near the CTA Pink Line at 18th Street with direct access to the Loop, multiple bus routes along 18th and Ashland, and easy connections to I-290, I-90/94, and I-55. Proximity to the UIC Medical District, along with Pilsen's restaurants, shops, arts, and neighborhood amenities, adds to the property's long-term appeal.

1527 W 18Th Place, 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

$599,900

3 Beds ⋅ 2 Baths ⋅ 12718670 MLS ⋅ ACTIVE Status

**OFFERING a 3 per cent CLOSING COST SELLER CREDIT ON A FULL PRICE OFFER** Stunning Top-Floor Penthouse in the Heart of Booming Pilsen! Welcome to your dream home in one of Chicago's most vibrant neighborhoods! This bright and elegant 3 bed, 2 bath penthouse spans 1,500 sqft and features an interior staircase to a private rooftop deck with breathtaking 360 views-including sweeping panoramas of the iconic Chicago skyline. Enjoy luxury city living with an open-concept layout showcasing a spacious living room and a chef-inspired kitchen with a large island and professional-grade stainless steel appliances. The primary suite boasts a generous walk-in closet and a spa-like bath complete with an oversized walk-in shower, dual vanity, and porcelain tile finishes. Additional highlights include:Expansive rear deck for grilling and entertaining;10-foot ceilings and 7' solid-core doors throughout;Rich hardwood floors;In-unit laundry;Garage parking included. Unbeatable location-just minutes to downtown, public transit, acclaimed restaurants, and all that Pilsen has to offer. This is city living at its finest! Don't miss your opportunity to own a skyline view!

2018 S Loomis Street Unit #3, 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

$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

$340,000

2 Beds ⋅ 2 Baths ⋅ 12681788 MLS ⋅ ACTIVE Status

1028 W 20Th Place Unit #1, 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

$1,100,000

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

$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

$549,900

2 Beds ⋅ 2 Baths ⋅ 12382080 MLS ⋅ ACTIVE Status

2 lots with 1 single family house and a coach house on one lot. Has renters in both houses. Second lot could park up 14 cars in vacant lot. Could keep renters in one lot and build new homes in vacant lot. Great investment!

1816 S Jefferson Street, Chicago

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