Streeterville Homes with Penthouse Style

Welcome to Streeterville, a vibrant neighborhood located in the heart of Chicago, Illinois. Known for its picturesque views of Lake Michigan and the iconic Navy Pier, Streeterville offers a unique blend of urban convenience and waterfront charm.

In this coveted neighborhood, you'll find an array of homes with penthouse-style living. True to its name, these properties boast luxurious amenities, spacious layouts, and breathtaking panoramic views of the city skyline. Imagine waking up to the sight of the sun rising over the lake or hosting a soirée on your private terrace overlooking the bustling streets below.

Living in a penthouse-style home in Streeterville means enjoying the best of city living while having your own private oasis high above the hustle and bustle. Whether you're looking for a sleek modern penthouse or a classic luxury residence, Streeterville has options to suit every taste and style.

Experience the epitome of urban luxury in Streeterville, where penthouse living meets unparalleled sophistication. Explore the possibilities and make your dream of upscale city living a reality in this dynamic neighborhood in Chicago, Cook County.

Newest Streeterville Homes with Penthouse Style

$950,000

3 Beds ⋅ 2 Baths ⋅ 12685649 MLS ⋅ ACTIVE Status ⋅ Fairbanks At Cityfront BLDG.

Perched atop The Fairbanks at Cityfront Plaza, one of Streeterville's most sought-after full-service residences, this sun-filled corner penthouse offers a rare combination of sophistication, comfort, and panoramic city views. Spanning 1,673 square feet, this highly upgraded three-bedroom, two-bathroom home is wrapped in floor-to-ceiling glass, showcasing breathtaking views of the Chicago River, Lake Michigan, Tribune Tower, Wrigley Building, and the city's iconic skyline from nearly every room. Thoughtfully designed for both entertaining and everyday living, the expansive open-concept floor plan is enhanced by soaring 10-foot ceilings, rich hardwood flooring throughout, and an abundance of natural light. At the heart of the home, the chef's kitchen is beautifully appointed with premium finishes, generous storage, and seamless flow into the living and dining spaces, creating an ideal setting for intimate gatherings and larger-scale entertaining alike. The living and dining areas open directly to a private balcony, seamlessly extending the living experience outdoors and providing a spectacular backdrop for morning coffee, evening cocktails, and Chicago's dazzling skyline. Privately positioned within the residence, the primary suite serves as a serene sanctuary above the city, complete with a spacious walk-in closet and a spa-inspired marble bath featuring dual vanities, a deep soaking tub, and an oversized glass-enclosed shower. A private balcony extends directly from the suite, creating an intimate outdoor retreat framed by sweeping skyline and lake views. Two additional bedrooms and a flexible home office alcove provide exceptional versatility for guests, family, or today's evolving lifestyle. Residents of The Fairbanks enjoy an impressive collection of amenities, including 24-hour door staff, an outdoor pool and sundeck, fitness center, resident lounge, business center, movie theater, and more. Perfectly positioned in the heart of Streeterville, just steps from Michigan Avenue, the Chicago Riverwalk, Lake Michigan, Whole Foods, Northwestern Memorial Hospital, Northwestern University, and some of the city's finest dining, shopping, and cultural attractions. Deeded garage parking available for an additional $50,000 (P-705).

240 E Illinois Street Unit #3001, Chicago

$12,250,000

5 Beds ⋅ 7 Baths ⋅ 12640008 MLS ⋅ ACTIVE Status

Introducing penthouse 64 at One Bennett Park, a Robert A.M. Stern building. A one-of-a-kind full-floor residence defined by exceptional scale, light, and sweeping lake and skyline panoramas. Encompassing approximately 7,940 square feet, with 5 bedrooms, 5 full bathrooms, and 2 powder rooms, this residence is thoughtfully composed and reflects the quiet confidence and refined detailing for which One Bennett Park is known. Designed with a seamless balance of sophistication and ease, the interiors by Soucie Horner Design Collective feature bespoke elements and an elegant material palette. The entry foyer with vaulted ceilings and direct elevator access makes a striking first impression. The custom-designed kitchen by 210 Design House effortlessly connects to the family room and is appointed with Italian cabinetry and a full suite of premium appliances, including Wolf, Sub-Zero, and Miele. A butler's pantry enhances functionality with a wine refrigerator, ice machine, and warming drawer. The combined living and dining areas are anchored by a ventless gas fireplace and framed by unmatched views. A separate family room with built-in millwork opens to a private north-facing terrace, while an additional terrace with southern exposure offers multiple outdoor living options. The expansive primary suite is a private retreat, complete with dual en-suite bathrooms, a walk-in dressing room, and multiple walk-in closets. A dedicated library with built-in alcoves provides the ideal setting for a home office or study. Interior finishes include rift and quartered white oak hardwood flooring throughout, prewiring for motorized shades with blackout capabilities in bedrooms, and thoughtfully designed lighting, including recessed art lighting and Lutron-controlled systems with customizable settings. Additional features include a utility room with full-size washer and dryer, laundry sink, and storage. Residents enjoy personalized 24-hour concierge services, and valet parking via a discreet porte-cochere, designed for both convenience and privacy. Our full suite of building amenities is unrivaled in Chicago and includes a world-class fitness center, yoga room, Pilates studio, salon and massage suite. The inviting 41st floor owner's lounge also offers residents a gracious gathering space with beautiful outdoor terraces, lounge area with fireplace, billiards room, private dining and cordial room. This highly anticipated penthouse is currently under construction and expected to deliver August 2026. Reach out to learn more about this unique offering. Two garage parking spaces with valet service included. An additional parking space available for purchase.

451 E Grand Avenue Unit #PH64, Chicago

$3,000,000

3 Beds ⋅ 4 Baths ⋅ 12341284 MLS ⋅ ACTIVE Status ⋅ Riverview West BLDG.

Bring Your Vision-Priced to Sell! Step into the pinnacle of luxury living at the prestigious River View Condominiums in Streeterville. This rare two-level Penthouse residence spans an impressive 9,300 square feet, offering an unparalleled blend of scale, sophistication, and opportunity. Priced to sell, this home is ready for your design ideas-transform this sky-high mansion into your dream space. Step through the gracious foyer into a light-filled haven where floor-to-ceiling windows wrap the entire home, embracing the unique curved architecture of the building and maximizing panoramic vistas of the city, lake, and river. The open-concept layout seamlessly blends living, dining, and entertaining spaces, creating a show-stopping atmosphere that's both welcoming and dramatic. The heart of the home is the expansive chef's kitchen, featuring a stunning 12-foot island, custom high-end appliances, and abundant storage throughout. Whether you're hosting or cooking for yourself, this kitchen is as functional as it is beautiful-perfect for entertaining and everyday living. The stone-clad primary suite is a true retreat, featuring a spacious vanity with custom mirrors, heated floors, a jetted soaking tub, and an oversized walk-in shower. The custom-built walk-in closet offers extensive storage with thoughtfully designed built-ins. Step out onto your private balcony to take in morning sunrises over a quiet cup of coffee-your personal oasis in the sky. Two additional bedroom suites each feature their own private ensuite baths and private balconies, making them perfect for guests, family, or flexible work-from-home spaces. A dramatic grand staircase leads to the upper level where you'll find a jacuzzi with sweeping lake views, a steam room, and private full-sized basketball and racquetball courts-all overlooking a spectacular 60-foot curved terrace with unobstructed views of Lake Michigan and Navy Pier's fireworks. River View residents enjoy a professional Fitness Center, indoor pool and hot tub, sauna, steam room, an entertainment room and a sunny community terrace. Professionally managed building with onsite manager and engineer complete this one-of-a-kind offering. This is your opportunity to own and personalize one of Chicago's most remarkable residences. Schedule your private showing today and bring your design vision to life!

415 E North Water Street Unit #3205, 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.