Near West Side Homes with Penthouse Style

Welcome to the vibrant Near West Side neighborhood in Chicago, Illinois! Known for its dynamic energy and diverse community, this area in Cook County offers a unique blend of urban convenience and residential charm.

If you're looking for a home that exudes luxury and sophistication, consider exploring the Homes with Penthouse Style in the Near West Side. True to their name, these properties offer a premium living experience with stunning views, high-end finishes, and spacious layouts that redefine modern city living.

Imagine waking up to panoramic skyline views, entertaining guests in a stylish open-concept living space, or unwinding in a private sanctuary high above the bustling city streets. Homes with Penthouse Style in the Near West Side cater to those who appreciate the finer things in life and seek a home that reflects their discerning taste and lifestyle.

Whether you're a young professional looking for a chic urban retreat, a growing family in need of more space and amenities, or a savvy investor seeking a prime real estate opportunity, the Homes with Penthouse Style in the Near West Side are sure to impress. Explore the listings available in this sought-after neighborhood and discover the perfect blend of luxury, comfort, and convenience in the heart of Chicago.

Newest Near West Side Homes with Penthouse Style

$625,000

2 Beds ⋅ 2 Baths ⋅ 12710020 MLS ⋅ ACTIVE Status

PENTHOUSE perfection in the heart of the West Loop! This rarely available 2-bedroom, 2-bath concrete loft in the highly sought-after Lofthaus has been exquisitely renovated from top to bottom, combining dramatic loft living with sophisticated modern finishes and breathtaking skyline views. Flooded with natural light, the expansive open-concept living space features soaring 18-foot ceilings, floor-to-ceiling east-facing windows, and stunning city views. Double sliding doors lead to a private 15-foot balcony, creating the perfect setting for morning coffee or evening relaxation above the city. The completely redesigned chef's kitchen serves as the centerpiece of the home and showcases custom cabinetry, a large island with breakfast bar seating, quartz countertops, designer lighting, and brand-new stainless steel appliances. Seamlessly connected to the spacious living and dining areas, the layout is ideal for both entertaining and everyday living. The primary suite offers the same dramatic floor-to-ceiling windows, organized closets, and a fully renovated spa-inspired bath featuring custom cabinetry, updated plumbing fixtures, designer tilework, a new vanity and mirror, built-in linen storage, upgraded hardware, and stylish lighting. The fully enclosed second bedroom features hardwood flooring, large transom windows for natural light and contemporary sliding barn door. The adjacent guest bath has also been completely renovated with new cabinetry, plumbing fixtures, tile, vanity, mirror, hardware, and lighting. Additional upgrades throughout the home include new 8-inch wide-plank hardwood flooring, fresh paint, updated receptacles, switches and dimmers, new door hardware, decorative light fixtures, custom closet organizers, stackable in-unit laundry, and custom window treatments. Storage cage #41 is included. Heated garage parking available for an additional $35,000. Investor-friendly building with no rental cap. Unbeatable West Loop location just steps from Randolph Street dining, Target, parks, coffee shops, nightlife, the Loop, CTA trains, Metra, and everything this vibrant neighborhood has to offer. This is truly turnkey penthouse living at its finest. Explore the property in 3D! Click the 3D button to take a virtual tour and walk through every detail.

321 S Sangamon Street Unit #908, Chicago

$425,000

2 Beds ⋅ 2 Baths ⋅ 12698096 MLS ⋅ ACTIVE Status

Step into luxury living with this captivating 2 bed/2 bath penthouse, meticulously updated and nestled in a boutique concrete loft building near the vibrant West Loop. Bathed in natural light streaming through expansive east-facing windows, this home boasts an awe-inspiring open floor plan. Enjoy the grandeur of soaring 14ft+ ceilings complemented by the warmth of exposed brick in the living and primary bedroom areas. Revel in the serenity of two spacious bedrooms adorned with ample closet space, all unified by newer wood laminate flooring throughout. The heart of the home is a chef's dream, featuring a recently renovated kitchen adorned with sleek stainless steel appliances, quartz countertops, and pristine white cabinetry. Enhancing its allure is a bonus pantry complete with a built-in wine fridge, offering both functionality and style. Indulge in the convenience of in-unit laundry facilities and unwind in two updated full bathrooms showcasing modern vanities and flooring. Revel in the allure of this rental and pet-friendly building, offering a lifestyle of ease and comfort. Embrace urban living at its finest, with Union Park, Skinner Park, the United Center, public transportation, nightlife, and shopping all within walking distance. Additionally, this unit boasts roof rights, promising endless possibilities for outdoor enjoyment. Recent updates, including exterior tuckpointing/sealing in 2023, new windows in 2020, new LVT flooring throughout in 2022, brand-new HVAC in 2021, and a new dryer in 2022, ensure both contemporary comfort and peace of mind. Parking is a breeze with easy rental options available nearby starting at just $110. Don't miss your chance to experience the epitome of city living in this exquisite penthouse retreat! Investor Friendly!

1600 W Adams Street Unit #202, Chicago

$3,299,000

4 Beds ⋅ 4 Baths ⋅ 12679827 MLS ⋅ ACTIVE Status ⋅ Hale Lofts BLDG.

This Chicago loft, admired for its architectural character, sophistication, and timeless allure, has secured its place alongside those in New York and Paris as a breathtaking place to live. Unfolding across three expansive levels, this extraordinary residence offers more than 6,100 square feet of luxurious living, including over 5,100 square feet of interior space and a private 1,000-square-foot rooftop oasis. Set in the vibrant heart of Chicago's coveted West Loop, this one-of-a-kind timber-and-brick penthouse delivers luxury today, with the flexibility of tailoring the lower level to your needs for tomorrow. Crowning a boutique elevator building, the residence blends industrial soul with cosmopolitan flair. The main living level is crafted for everyday comfort and dazzling entertaining. Soaring timber ceilings, exposed brick, and a dramatic wall of commercial-grade windows fill the space with natural light and frame city views. Expansive 3000 sq ft living and dining areas flow into a chef's kitchen appointed with two of everything: double Sub-Zero refrigerators, an oversized six-burner Viking range with Bertazzoni hood, a five-burner Viking range, Bosch and Viking dishwashers, two Kalista De Giulio sinks, Taj Mahal quartzite countertops, custom Ann Sacks and Fine Line tile, and fixtures from Sherle Wagner, Waterworks, and Dornbracht. Thoughtfully curated details include bespoke built-ins, gallery-worthy art walls, wine storage, and a library channeling the timeless aura of Ralph Lauren. A dramatic, sculptural staircase anchors the home and spirals up to a private rooftop terrace. This open-air sanctuary features a gourmet outdoor kitchen, curated planters, integrated irrigation, ambient lighting, built-in heaters, and a pergola, all set against a cinematic panorama of Chicago's skyline. The lower level offers exceptional flexibility and endless possibilities for reinvention. Spanning more than 2,100 square feet, it currently features one bedroom, two baths, a vast open living area with a fireplace, ample walk-in closets, and abundant storage. This expansive space awaits your vision-be it opulent suites, 4+ bedrooms, workspaces, a private fitness studio, a state-of-the-art media lounge, or an entirely new configuration. The lower level adapts to your lifestyle and offers a clear upside for customization. A tandem garage parking space in the adjacent garage comfortably accommodates two vehicles, with additional parking available for purchase. More than a home, this West Loop loft penthouse is a statement. It offers a fully finished luxury entertaining level, a spectacular private rooftop deck, and the opportunity to customize the private bedroom level to suit your vision-all within one of Chicago's most dynamic and sought-after neighborhoods, with clear upside for the buyer.

14 N Peoria Street Unit #6H-7H, Chicago

$499,000

2 Beds ⋅ 2 Baths ⋅ 12663904 MLS ⋅ PRICE CHANGE Status

Corner penthouse residence in a boutique elevator building, offering sophisticated urban living with a thoughtfully designed open-concept floor plan and two private outdoor spaces. The sleek gourmet kitchen features custom two-tone cabinetry, quartz countertops, stainless steel appliances, and an oversized waterfall-edge peninsula that seamlessly flows into the sun-drenched living and dining area. Floor-to-ceiling European windows, two east-facing bay windows, and a private balcony (10.6' x 16') showcase abundant natural light and sweeping city views. The spacious primary suite includes two large windows, a walk-in closet, and a spa-inspired en-suite bath complete with a walk-in shower, designer tile, and a custom floating vanity. The second bedroom offers a generous closet and large window. A beautifully appointed hall bath features a soaking tub/shower combination and custom floating vanity. Additional highlights include an in-unit washer and dryer, an assigned 150-square-foot rooftop deck with panoramic skyline views, and an attached heated garage parking space included in the price. Ideally located near the West Loop, Little Italy, the United Center, and the Illinois Medical District, this home offers exceptional convenience with easy access to I-290, the CTA Blue Line, Western Avenue Metra Station (MD-N, MD-W, and NCS lines), and multiple CTA bus routes.

2342 W Adams Street Unit #505, Chicago

$649,900

2 Beds ⋅ 2 Baths ⋅ 12632708 MLS ⋅ ACTIVE Status

Rarely available duplex-up penthouse condo with unobstructed views of the Chicago skyline in the West Loop! This spacious 2 bed 2 bath residence at SkyTech Lofts features 2 outdoor spaces, a private balcony of the main level and a 23' x 12' private rooftop deck with panoramic city views. The open-concept living area includes a cozy fireplace and large windows that flood the home with abundant natural light. The chef's kitchen includes stainless-steel appliances, ample cabinet space, and a dining area with room for a table for 8. Wake up to breathtaking sunrises from the Primary suite, which features a large walk-in closet with customizable Elfa shelving and ample space for a King-sized bed. A second bedroom provides versatility for guests or perfect as a home office. In unit washer/dryer and a large closet/pantry. Building amenities include a doorman, elevators, bike room, common storage, and pet-friendly policies. Located near Skinner Park and just a 5-minute walk to Fulton Market & Randolph Row. Easy access to the Green/Pink/Blue lines and I-290/I-90/94. Garage parking is available!

6 S Laflin Street Unit #911S, Chicago

Start Your Search

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.