West Side Homes with High Rise (7+ Stories) Style

The West Side neighborhood in Chicago, Illinois, located in Cook County, is a vibrant and diverse area that offers a unique living experience. Known for its rich history and cultural significance, the West Side has become a popular choice for homebuyers looking for a dynamic urban lifestyle.

One of the defining features of this neighborhood is its abundance of high-rise buildings. If you're searching for a home with a true high-rise style, the West Side has plenty to offer. With numerous residential towers boasting seven or more stories, you'll find a wide range of options to suit your preferences and needs.

Living in a high-rise building in the West Side comes with many benefits. Not only do you get to enjoy breathtaking views of the city skyline, but you also have access to an array of amenities such as fitness centers, swimming pools, concierge services, and secure parking. Additionally, high-rise living often provides a sense of community, as residents can socialize and connect with their neighbors in shared spaces like rooftop gardens or communal lounges.

Whether you're a young professional seeking a modern and convenient lifestyle or a retiree looking for a maintenance-free home, the West Side's high-rise residences offer a perfect blend of luxury, comfort, and convenience. With easy access to public transportation, shopping centers, restaurants, and cultural attractions, living in a high-rise in the West Side ensures you'll never be far from the vibrant energy that Chicago has to offer.

Newest West Side Homes with High Rise (7+ Stories) Style

$249,995

1 Beds ⋅ 1 Baths ⋅ 12715156 MLS ⋅ NEW Status ⋅ University Village BLDG.

Welcome home to the largest one-bedroom floor plan in sought-after University Village Lofts! This spacious and sun-filled home features soaring 10-foot concrete ceilings, floor-to-ceiling windows, and a generous private balcony with desirable southern exposure, filling the space with natural light throughout the day. The open-concept living area is highlighted by a custom built-in wall unit, offering exceptional style and an incredible amount of storage. The kitchen is designed for both everyday living and entertaining, featuring maple cabinetry, stainless steel appliances, a center island with breakfast bar, and ample counter space. Additional highlights include a brand-new stacked washer and dryer, hardwood floors, and an included indoor heated garage parking space. University Village Lofts offers outstanding amenities, including a 24-hour door staff, on-site management, and a fully equipped fitness center. Enjoy an unbeatable location just moments from the restaurants, cafes, and shopping of Little Italy and Pilsen, with UIC, downtown Chicago, Metra, and major expressways all just minutes away. Outdoor enthusiasts will love easy access to the nearby Paseo Trail. Investor-friendly building with rentals allowed. Be sure to explore the 3D virtual tour and experience every detail of this exceptional home from the comfort of your own device!

1525 S Sangamon Street Unit #311, Chicago

$1,349,995

3 Beds ⋅ 4 Baths ⋅ 12709946 MLS ⋅ ACTIVE Status

305 S Racine Avenue Unit #5A, Chicago

$575,000

2 Beds ⋅ 2 Baths ⋅ 12702724 MLS ⋅ ACTIVE Status

WEST LOOP CORNER PENTHOUSE. SKYLINE VIEWS. PARKING INCLUDED. Rare corner 2 bed, 2 bath luxury penthouse. High ceilings, floor to ceiling windows, private balcony, panoramic views and no neighbors above you. HOA COVERS UTILITIES: Monthly fee includes parking, heat, gas, high speed internet, cable, water and gym. MASSIVE TAX SAVINGS: Ultra low property taxes from recent county reassessment. NEW MECHANICALS: Heating, Ventilation and Air Conditioning. Fully enclosed bedrooms for ultimate privacy. LOCATION: Steps from Restaurant Row, Whole Foods and trains. Healthy building reserves with recent masonry project complete.

770 W Gladys Avenue Unit #804, Chicago

$395,000

1 Beds ⋅ 1 Baths ⋅ 12704455 MLS ⋅ ACTIVE Status

Experience elevated city living in this well-maintained 1-bedroom, 1-bath concrete loft at well recognized Fulton Market address. This east-facing home features soaring 11-foot ceilings, floor-to-ceiling windows, and skyline views from a private balcony. As the highest-floor 1-bedroom tier in the building, the unit features an ideal blend of light, views, and privacy. The open-concept layout creates a spacious, modern feel, with in-unit laundry, a significant amount of closet space, and recent upgrades including a sleek contemporary backsplash and an ultra-quiet Samsung dishwasher. The home has been thoughtfully maintained and is move-in ready. Located steps from Fulton Market and the West Loop's best dining, shopping, nightlife, public transportation, and expressway access, this location featured unmatched convenience in one of Chicago's most dynamic neighborhoods. Building amenities include on-site management, on-site maintenance, door staff, a newly renovated lobby, meeting areas, co-working spaces, kitchenette, brand-new expanded fitness center and lounge space completed this year. A 4th-floor garage parking space is included in the price.

740 W Fulton Street Unit #1303, Chicago

$400,000

1 Beds ⋅ 2 Baths ⋅ 12701291 MLS ⋅ ACTIVE Status ⋅ Skybridge BLDG.

Spacious high-floor 1 bed, 1.5 bath condo, Indoor Parking Included!!! Located in the sought-after Skybridge building in the West Loop. Enjoy unobstructed west-facing views through oversized windows with electronic blinds. Open layout features a large kitchen with white shaker cabinets, granite countertops, and island, flowing into a combined lliving/dining area. Generous primary suite includes a walk-in closet and ensuite bath with separate tub, shower, and double vanity. Additional features include hardwood floors throughout and in-unit laundry. Full-amenity building with 24-hour door staff, fitness center, and sundeck.

737 W Washington Boulevard Unit #1109, Chicago

$499,000

2 Beds ⋅ 2 Baths ⋅ 12699776 MLS ⋅ ACTIVE Status

Light filled and spacious east facing 2bd/2ba with dramatic city views located in the heart of the West Loop! Floor to ceiling windows and balcony span the entire length of the living/dining room. This great home features hardwood floors, fireplace, gourmet kitchen with pantry, kitchen island and stainless steel appliances. Fully enclosed primary suite features two closets, primary bath with double sink, separate shower and tub. In unit washer and dryer. Garage parking p158 - $25,000 additional. Building features 24 hour door person, dry cleaners, indoor access to Morgan Street Cafe. Easy walk to green and blue line EL train, Mariano's, Whole Foods, Target, Randolph Street restaurants, Greek Town, Mary Bartelme Park and dog park. Current tenant vacating around 8/15.

111 S Morgan Street Unit #725, Chicago

$365,000

1 Beds ⋅ 2 Baths ⋅ 12699250 MLS ⋅ ACTIVE Status

Award-winning Skybridge residence in the heart of the West Loop. Spacious 1-bedroom, 1.5-bath home on the 34th floor, featuring stunning east-facing city and river views from floor-to-ceiling windows and a large wraparound balcony. The high-floor location offers a peaceful living experience with minimal expressway noise, while the 34th floor is uniquely designed with only eight residences, providing enhanced privacy and a more exclusive atmosphere. This level also features higher ceilings than many of the lower-floor units, creating an even brighter and more spacious feel. Bright and open layout with bamboo flooring throughout, contemporary lighting, and granite countertops in the kitchen and baths. Oversized primary bath with jacuzzi tub, plus in-unit washer/dryer for added convenience. Deeded premium parking space on a highly desirable level, located next to an electric outlet for EV charging, available separately for $35,000.

737 W Washington Boulevard Unit #3406, Chicago

$319,000

2 Beds ⋅ 2 Baths ⋅ 12687255 MLS ⋅ ACTIVE Status

Exceptional value in the heart of the West Loop. This stunning 2-bedroom, 1.5-bath Timber Loft blends historic character with modern comfort. Soaring 14-foot ceilings, exposed brick and ductwork, and rich hardwood floors create an atmosphere of rustic sophistication. The open-concept kitchen features 42" cabinetry and granite countertops, while a gas fireplace and private balcony make entertaining effortless. Custom designed built-in storage in the closets! New in-unit washer/dryer. Building has a full-time doorman and professional management company. Deeded garage parking included!! Steps from premier dining, parks, Whitney Young Magnet HS, United Center, UIC, major medical centers, and highway access - this is West Loop living at its finest.

1500 W Monroe Street Unit #205, Chicago

$570,000

2 Beds ⋅ 2 Baths ⋅ 12685854 MLS ⋅ ACTIVE Status

Stunning city views from this high-floor unit at Skybridge. Approximately 1800 square feet and only 1 of 2 units on the 36th floor, this oversized 2Bedroom/2Bathroom floorplan features floor-to-ceiling windows with southwest exposure providing tons of natural light. Other features included hardwood flooring, large living room with designated dining area, massive primary bedroom with on-suite bathroom & walk-in closet, laundry room with side-by-side laundry, and balcony. Modern kitchen with dark stained maple cabinetry, stainless steel appliance package, large island, and granite countertops. The primary bathroom features 6-foot soaking tub, separate shower, and double vanity. Prime deeded garage parking space located on the 1st floor available for 30K. The building was constructed in 2004 and is comprised of 237 residential units. Enjoy 24/7 door staff, exercise room, sundeck with city views, individual storage, dog run, and on-site property management. Direct access to Whole Foods downstairs, and easy walk to Randolph St, Fulton Market, public transportation and everything the West Loop has to offer. Special assessment paid in full by seller so new owner does not have to assume any cost.

737 W Washington Boulevard Unit #3608, Chicago

$349,900

1 Beds ⋅ 1 Baths ⋅ 12673816 MLS ⋅ ACTIVE Status

Experience sophisticated West Loop living in this rare 1 bed, 1 bath loft-style residence at 1001 W Madison, with heated garage parking included in the price. This thoughtfully designed 800 sq ft home features an expansive open-concept living area that easily accommodates generous seating, ideal for both everyday living and entertaining. Large windows, high ceilings, and hardwood floors create a light-filled, contemporary loft ambiance, while the open bedroom ceiling maintains the neighborhood's signature urban feel. The well-appointed kitchen provides ample cabinetry and counter space. The bedroom comfortably fits a king-sized bed and offers excellent closet storage. A spacious full bath with tub, in-unit laundry (all-in-one washer dryer), and an included storage unit adds everyday convenience. Major mechanicals updated: new furnace and central air installed in May 2025. Professionally managed, pet-friendly elevator building with fitness room and sundeck; financially robust, well-run HOA with approximately $804,000 in reserves. Prime West Loop address near Randolph, Fulton Market, Mary Bartelme Park, groceries, CTA, Metra, and expressways.

1001 W Madison Street Unit #510, Chicago

$570,000

2 Beds ⋅ 3 Baths ⋅ 12615225 MLS ⋅ ACTIVE Status

This stylish, one of a kind 2 bed/2.1 bath duplex up is located in West Loop's desirable Skybridge building. Enjoy stunning, unobstructed east-facing city views from your private balcony, living room and bedroom. Ideal open concept layout makes entertaining easy in your extra wide living-dining space. Highlighted in the living room is a corner, gas fireplace that is clean burning with remote control and exposed concrete ceiling and column (used to be popcorn ceiling). The kitchen will inspire your inner chef clad with granite countertops, expansive island, and top grade stainless steel appliances. Both bedrooms located on the 2nd floor. The primary bedroom is your own private oasis featuring an abundance of closet space, 1 walk in and 2nd full closet plus a soundproof window. The ensuite spa like bath with double sink and shower/whirlpool tub, freshly painted. Second bedroom can be used as guest room or home office. Second full bathroom, rainfall shower head, walk in shower. Private East facing balcony with wood patio tile. Dimming switches in most rooms and great storage closet as you walk in the front door. 2026: New vinyl plank flooring on the first floor, new toilet in powder bathroom, some new painting, carpets cleaned, professionally cleaned. Other unit highlights include in-unit washer/dryer & storage locker. Pet-friendly building with great amenities including 24/7 doorman, fitness center, 36th floor-rooftop with grills and panoramic skyline views, Luxer package system, dog run. Assessment includes cable, internet, heat, and A/C. Building connected to Whole Foods, walk to Loop, access to 90-94 expressway, 20 Madison bus stops in front of building, Ogilvie train station, short walk to Randolph restaurant row, Mariano's, gyms, and everything else the West Loop has to offer! Deeded garage parking is available for 30K.

737 W Washington Boulevard Unit #1003, Chicago

$325,000

2 Beds ⋅ 1 Baths ⋅ 12510942 MLS ⋅ ACTIVE Status ⋅ University Village BLDG.

This is a unapproved Short Sale but an awesome value and great opportunity to experience urban loft living in this spacious 2-bedroom, 1-bath condo located in the heart of Pilsen within the sought-after University Loft Condos. Grarage parking is included with this bright and airy unit featureing soaring ceilings, expansive windows that flood the space with natural light, and gleaming hardwood floors throughout. The open-concept layout includes generously sized bedrooms with large closets, a private balcony perfect for morning coffee or evening relaxation, and the convenience of an in-unit washer and dryer. Additional building amenities include a fitness center, secure storage, and heated garage parking. This is a short sale opportunity-ideal for buyers looking to invest in a vibrant, art-filled neighborhood with easy access to dining, shopping, and public transit. Monthly assessments includes water, common insurance, maned security during the day, exercise facility, exterior maintenance and snow removal.

1524 S Sangamon Street Unit #513, Chicago

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