Printer's Row Homes under $500,000

Welcome to Printer's Row, a vibrant neighborhood nestled in the heart of Chicago, Illinois. Known for its rich literary history and charming architectural styles, Printer's Row is a delightful blend of urban sophistication and community warmth. Once the hub of the city’s printing industry, this area has transformed into a sought-after residential enclave that offers a unique lifestyle for its residents.

One of the most appealing aspects of Printer's Row is its accessibility to the bustling energy of downtown Chicago, while still maintaining a cozy, neighborhood feel. Tree-lined streets, historic buildings, and an array of cafes and boutiques make this area a perfect haven for those who appreciate culture and convenience. Residents enjoy easy access to public transportation, allowing for seamless commutes and exploration of the city's many attractions.

For homebuyers seeking affordability without sacrificing location, Printer's Row presents an enticing opportunity. With homes available for under $500,000, this neighborhood caters to a diverse range of buyers, from young professionals to families looking to plant roots in a vibrant community. You’ll find a variety of housing options, including charming lofts, modern condos, and classic brick buildings, each offering its own unique character.

Living in Printer's Row means immersing yourself in a community rich with history, culture, and an inviting atmosphere. Whether you're enjoying a leisurely stroll through the neighborhood or savoring a cup of coffee at a local café, Printer's Row is a place where you can truly feel at home. Explore the possibilities today and discover why this enchanting neighborhood is the perfect place to start your next chapter.

Newest Printer's Row Homes under $500,000

780 S Federal Street Unit #1008, Chicago

$150,000

1 Baths ⋅ 12778314 MLS ⋅ NEW Status

The best value in the South Loop are the condos at the historic Printer's Square. This studio unit has unobstructed south views with brand new wood laminate floors and A/C. Live in one of downtown's most sought-after neighborhoods. This location is central to public transit, shopping, dining, theaters, business district, parks, lakefront, and more. Central heat/air, open galley kitchen with pantry and lots of closet space. Storage locker on the same floor included. Convenient laundry and fitness center in the building. Harrison redline 1 block away. Very pet friendly building with dog park across the street.

780 S Federal Street Unit #1008, Chicago

600 S Dearborn Street Unit #314, Chicago

$250,000

1 Beds ⋅ 1 Baths ⋅ 12775654 MLS ⋅ NEW Status ⋅ The Transportation Building BLDG.

Stunning concrete loft condo in historic Printer's Row. This amazing downtown neighborhood has it all with convenience to the Loop, Grant Park, the Lakefront Trail and commuter trains to get you anywhere you want in Chicagoland! The Transportation Building is where you want to live and this wide-open concrete condo with 10-foot ceiling, 1-bedroom (fully enclosed), office, new flooring and abundance of in-unit storage stops your search today. This nearly 1000 square-foot condo is super spacious with east-facing windows with city views, massive open living/dining room and a bedroom wing with large bedroom with huge walk-in closet, office and full bath. Galley kitchen with endless opportunities and a 16' x 6' crawlspace for additional storage. This quiet building with 24-hour doorperson, gym, large laundry room and cable and internet included has low assessments and low additional bills to live in the city efficiently and in one of the best downtown neighborhoods. Steps to restaurants, shops & stores, parks with farmer's markets and fun. Many rental parking options nearby. Pet friendly and investor friendly.

600 S Dearborn Street Unit #314, Chicago

$290,000

2 Beds ⋅ 2 Baths ⋅ 12761788 MLS ⋅ ACTIVE Status

Welcome to 640 S. Federal Street #802, a hidden gem in the heart of Printers Row! Experience the perfect blend of historic charm and modern convenience in this 2 bedroom, 2 bathroom condo. Spanning nearly 1,200 square feet, unit 802 offers the opportunity to live on the top floor, providing an elevated perspective and a sense of retreat above the city streets. Thanks to its prime east-facing exposure, the space is bathed in sunlight, highlighting the thoughtful layout and airy feel of the condo. Large windows frame quintessential South Loop views, creating a backdrop that's as dynamic as the neighborhood itself. The floor plan is designed for effortless living, featuring a spacious primary suite and a versatile second bedroom perfect for a home office or guest space. Every inch of this home has been meticulously maintained, allowing you to settle in and start enjoying the Chicago lifestyle from day one. Just moments from major highways, Michigan Avenue, Grant Park, The Art Institute and more, this location is unbeatable. With everything at your doorstep, this condo is perfect for those looking to embrace the vibrant life of Chicago.

640 S Federal Street Unit #802, Chicago

$182,000

1 Baths ⋅ 12756072 MLS ⋅ ACTIVE Status

TOP-FLOOR, SUN-FILLED & BEAUTIFULLY RENOVATED AT PRINTERS SQUARE! Perched above the neighboring buildings, this stylish studio enjoys expansive windows and abundant natural light with an open, airy feel that is hard to find. The thoughtfully designed floor plan maximizes every inch, offering flexible living and dining space, excellent in-unit storage, plus a large additional storage area conveniently located on the same floor. The sellers have transformed the interior with a fresh, modern renovation, opening the kitchen to the living space and creating a bright, inviting layout perfect for everyday living and entertaining. The updated kitchen features quartz countertops, crisp white subway tile backsplash, coordinating tile beneath the dining peninsula, and 2024 stainless steel appliances. Custom quartz window ledges echo the kitchen countertops and add a polished finishing touch. Additional updates include fresh paint throughout, new lighting, new window screens, butcher-block storage shelving, new pantry shelving and cabinetry, a 2024 water heater, and an updated bath with new vanity and flooring. Beyond the unit, Printers Square stands out as one of the neighborhood's best-managed buildings, with more than $2M in reserves and significant improvements already completed or fully funded. Recent and upcoming projects include the completed front facade restoration, a funded north/south/west facade project scheduled to begin February 2027, updated hallways and entryways, a new roof, and an ongoing window replacement project. Building amenities include on-site management, fitness center, dry cleaner, laundry facilities, rental parking, storage, and bike room. All of this in a fantastic location near the Red and Blue Lines, Lake Michigan, Grant Park, shopping, dining, nightlife, and easy access to I-90/94. And one of the best summer perks-the Saturday morning farmers market is right outside your front door! Stylish, updated, sun-filled and move-in ready-this is city living made easy. All furnishings available for sale. Seller will assume upcoming special assessment that starts February, 2027 ($10,800) for facade work.

640 S Federal Street Unit #807, Chicago

633 S Plymouth Court Unit #1207, Chicago

$249,000

1 Beds ⋅ 1 Baths ⋅ 12743293 MLS ⋅ ACTIVE Status

Perched on the top floor with sweeping eastern views, this oversized Printer's Row studio loft offers a rare combination of space, natural light, and flexibility. Located in the historic Pope Building, the residence features approximately 11-foot ceilings, solid hardwood flooring, and views toward Lake Michigan and the South Michigan Avenue skyline. The expansive 20' x 20' main living area provides plenty of room to create distinct living, dining, sleeping, and work-from-home spaces while maintaining an open loft feel. The kitchen features an island with seating and stainless steel appliances. Additional features include updated lighting and a bathroom with a quartz-topped vanity and custom mirror. A movable closet system, additional closets, and separate basement storage provide plenty of storage options. Coin laundry is also available in the building. Enjoy beautiful eastern sunrises and an open city backdrop from this unique top-floor residence. Conveniently located near CTA Red Line stations, dining, shopping, grocery options, and all that Printer's Row and the South Loop have to offer. Multiple parking options are available nearby.

633 S Plymouth Court Unit #1207, Chicago

740 S Federal Street Unit #1005, Chicago

$199,900

1 Beds ⋅ 1 Baths ⋅ 12751272 MLS ⋅ ACTIVE Status

Welcome home to one of Printers Row's most iconic buildings! Step into this west-facing 1 bedroom unit and be greeted by ample natural light that floods the open living and dining space from afternoon to sunset. The kitchen sits perfectly at the heart of the home, with stainless appliances, a large pantry, plenty of cabinetry for additional storage and generous counter space to prepare/cook meals. Bedroom offers fresh carpet with extra space for desk and walk-in closet. The built-in custom Murphy bed, flanked by the custom floor-to-ceiling bookcases located in living room offers perfect accommodation for potential house guests. Newer HVAC, some updated lighting and a same floor storage locker make this unit a no brainer. Printers Square is one of the best-managed buildings in the neighborhood, with over $2M in reserves, a completed front facade restoration, a funded north/south/west facade project about to kick off, updated hallways and entryways, a new roof, and an ongoing window replacement project. Enjoy the fitness room, on-site laundry (in-unit laundry can be added), package room, dry cleaner, bike storage, and elevator access - plus Xfinity internet is included in the HOA. You won't beat the A+ location with access to Printer's Row, South Loop and Loop so schedule your showing today!

740 S Federal Street Unit #1005, Chicago

$499,000

2 Beds ⋅ 2 Baths ⋅ 12733291 MLS ⋅ ACTIVE Status

High floor corner two bedroom in River North with sweeping city views from an over-sized private balcony. A rare opportunity to make this home your own, original finishes throughout offer the perfect foundation to customize. Hardwood floors run throughout an open, light-filled layout. The kitchen features a huge granite island with plenty of extra storage. Large windows on both sides and French doors provide a lot of light. A gas fireplace completes the living room. The primary en suite bathroom offers a double vanity, soaking tub, and separate shower. Freshly painted throughout with new lighting fixtures. Wonderful closet space and in-unit washer/dryer. Well managed association with $2.3 million in reserves and no planned specials. Assessments include heat, AC, gas, internet, and cable. Steps from world class restaurants, shopping, nightlife, and public transportation. Deeded parking included in price.

630 N State Street Unit #2202, Chicago

$319,999

1 Beds ⋅ 1 Baths ⋅ 12719536 MLS ⋅ ACTIVE Status ⋅ Library Tower BLDG.

Rarely available and one of the largest one-bedroom floor plans in Library Towers, this spacious 1 bed, 1 bath condo combines an open layout with 10-foot ceilings, hardwood floors, and an in-unit washer and dryer. The kitchen features 42" cabinets, granite countertops, a breakfast bar, and stainless steel appliances, opening into a bright living space with floor-to-ceiling windows, a gas fireplace, built-in entertainment shelving, and access to a private balcony. Library Towers is a full-amenity building offering 24-hour door staff, an attached parking garage, fitness center, business center, theater room, and sundeck. Garage parking and additional storage are included in the purchase price. Ideally located in the heart of the South Loop, you're just moments from Grant Park, Museum Campus, Universities, the lake, public transportation, restaurants, shopping, and everything the neighborhood has to offer.

520 S State Street Unit #804, Chicago

633 S Plymouth Court Unit #1208, Chicago

$229,000

1 Beds ⋅ 1 Baths ⋅ 12720132 MLS ⋅ ACTIVE Status

Penthouse corner loft in the historic POPE Building offering breathtaking southwest and east city views from the top floor. This true timber loft blends classic Chicago character with modern updates, featuring soaring ceilings, exposed ductwork, refinished hardwood floors, oversized windows that flood the space with natural light, and an open-concept layout. Thoughtfully reconfigured as a one-bedroom, the home offers defined living and sleeping spaces while maintaining the loft's unique character and flexibility. A wall of closets provides exceptional storage. The updated kitchen showcases granite countertops and a full appliance package, including a newer dishwasher, stove, refrigerator, and microwave. Recent improvements provide peace of mind, including a remodeled bathroom, smart thermostat, newer water heater (2024), new furnace (2025), and recently serviced AC (2026). This well-managed historic building has undergone significant capital improvements, including vault repairs (2015) and facade restoration (2020). Residents enjoy a freight elevator, trash chute, full-time maintenance service, basement laundry facilities, bike storage, and a private storage locker. Investors are welcome; long-term rentals are permitted (short-term rentals, such as Airbnb and VRBO, are prohibited).

633 S Plymouth Court Unit #1208, Chicago

$200,000

1 Beds ⋅ 1 Baths ⋅ 12713859 MLS ⋅ ACTIVE Status

Easy living in Pinter's Row! Sunny- west facing updated and freshly painted true 1 bed on a high floor. Hardwood floors throughout and updated closet entry doors lead to a large living room overlooking open kitchen with maple cabinets, granite countertops and ss appliances. Breakfast far and pantry make this space super functional. Big windows flank a nicely sized bedroom with additional closet. Tidy white tiled bathroom nearby. Washer dryer is approved for installation in this unit. Building has had a ton of improvements in last few years. Coin laundry, fitness room, bike storage, and storage cage on site. Garage parking available for a monthly fee. Conveniently located in walking distance of shops, cafes and cta.

780 S Federal Street Unit #906, Chicago

$399,900

2 Beds ⋅ 2 Baths ⋅ 12702670 MLS ⋅ ACTIVE Status

Spacious 2-bedroom, 2-bath loft in sought-after Library Tower featuring soaring 11' ceilings, hardwood floors, oversized windows, exposed ductwork, and a gas fireplace. Freshly painted throughout with new carpet in both bedrooms, this home offers a move-in ready opportunity in the heart of the South Loop. The open living and dining area offers plenty of room to relax, entertain, and enjoy the character that makes loft living so desirable. The kitchen is equipped with stainless steel appliances, granite countertops, and 42" cabinetry. The well-designed split-bedroom floor plan offers privacy and flexibility, with a spacious primary suite featuring two closets, including a walk-in closet, and a second bedroom with its own ensuite bath. Step outside to your private balcony, an ideal extension of the living space and a welcome outdoor escape in the heart of the city. Library Tower offers 24-hour door staff, a fitness center, rooftop deck, business center, storage, and on-site management. Enjoy an unbeatable South Loop location just moments from Grant Park, Museum Campus, the lakefront, shopping, dining, public transportation, and everything this vibrant neighborhood has to offer. Garage parking available for an additional cost.

520 S State Street Unit #902, Chicago

$325,000

1 Beds ⋅ 1 Baths ⋅ 12696767 MLS ⋅ ACTIVE Status

Great opportunity in the South Loop's Library Tower building! This coveted building boasts amazing amenities including a gorgeous rooftop terrace with grills, lots of seating, and lovely garden boxes; a state-of-the-art workout facility; a hospitality suite complete with an adjacent kitchen for hosting parties of up to 48 people; a library/remote business center (w/free WiFi for those who work from home, but don't want to work IN their home); a 24-hour doorperson; and a theatre room that can be reserved to host a movie-night for up to 15 of your closest friends! This open-floorplan unit features beautiful Brazilian hardwood floors in the living areas which include a fully-equipped (gas stove) kitchen with custom cabinetry, granite countertops, and an over-sized island. The livingroom features a lovely and easy gas fireplace; an entire wall of windows for tons of natural light; and opens to a private balcony with a view of one of Chicago's great streetscapes. The bedroom has cozy carpeting, and enough space for an entire king-size suite of furnishings, but also features an entire wall of closets. The bathroom offers a great amount of storage, and opens off the front foyer of the unit, with additional direct access to the bedroom. An in-unit washer/dryer; another large closet in the hallway; an additional 3'x5'x7' storage locker on the building's amenity floor; included WiFi; and a heated garage parking space round out this condo's convenience and appeal. Don't miss the chance to call this great loft-style home your own!

520 S State Street Unit #1504, Chicago

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