View All River North Chicago IL Homes with Guest House Listings

$450,000
2 Beds 2 Baths 12544362 MLS CLOSED Status
The largest 2-bed/2-bath layout in the building with the most windows! This stunning 1,200 sq. ft. corner condo at The Montgomery offers incredible city views through 22x10 feet of floor-to-ceiling windows, filling the space with natural light. The chef's kitchen boasts marble countertops with a full slab backsplash, stainless steel appliances, and bar seating. Both bedrooms feature newer carpeting, while the spacious primary suite includes three large closets-one walk-in-and leads to a luxurious spa bath with a separate shower, soaking tub, double vanity with marble counters, and a linen closet. The second bedroom offers a full wall of closets and sits adjacent to a stylish guest bath. Storage is included, and heated garage parking is available for an additional $35K. The Montgomery is a full-amenity luxury building featuring 24-hour door staff, on-site management, an in-house engineer, a fully equipped gym, a rooftop deck with panoramic city views, professionally landscaped grounds with fire pits and grilling stations, a private dog run, in-unit package delivery service, and dry cleaning services. Located on one of River North's most picturesque tree-lined streets, this home is just steps from the Chicago River, Montgomery Ward Park, Bian, East Bank Club, Starbucks, and the area's best shopping and nightlife! Explore the property in 3D! Click the 3D button to take a virtual tour and walk through every detail.

500 W Superior Street Unit #602, Chicago

$1,440,000
3 Beds 3 Baths 12369254 MLS CLOSED Status
Experience modern luxury at Superior House, a premier boutique building in the heart of River North. This stunning 3-bedroom + den, 3-bathroom residence offers a professionally designed interior with floor-to-ceiling windows, flooding the space with natural light and showcasing breathtaking city skyline views. The open-concept layout features gorgeous hardwood floors and a spacious living area that extends to an oversized terrace-perfect for grilling, relaxing, and entertaining. The chef's kitchen is a showstopper, boasting custom European cabinetry, quartz countertops, top-of-the-line Wolf, Sub-Zero, and Miele appliances, and a massive 9-foot island. The primary suite is a luxurious retreat, featuring a custom-built walk-in closet and an elegant ensuite bath with a dual vanity, rain shower, and separate soaking tub. The second bedroom offers its own private bath-ideal for guests-while the third bedroom is perfect as a home office or additional guest space. Additional highlights include an in-unit washer/dryer and ample storage throughout. Tandem garage parking is available for an additional $75K. Residents of Superior House enjoy best-in-class amenities, including 24/7 concierge and security, a fitness and yoga center, a package room, and an incredible rooftop deck complete with a fire pit, outdoor bar and lounge, kitchen and dining area, party room, and dog run. Nestled in a quiet pocket of River North, this home offers the best of city living with easy access to world-class dining, shopping, and entertainment. Don't miss the chance to own this breathtaking residence! Take a 3D Tour-CLICK on the 3D BUTTON & Walk Around!

366 W Superior Street Unit #302, Chicago

$1,500,000
3 Beds 4 Baths 12066511 MLS CLOSED Status Montgomery BLDG.
TRULY STUNNING RARE S/E CORNER PENTHOUSE IN THE RENOWNED MONTGOMERY BUILDING! 3 giant bedrooms (3rd bedroom currently set-up as office/library/guest suite), 3.5 bath, 4350+ square foot masterpiece. Our seller's parents custom designed and had built this stunning property with the discerning eye of an art collector! Created for grand entertaining, hosting family and friends, or enjoying tranquil moments alone together! Museum quality contemporary architectural details throughout. Unparalleled craftsmanship, Travertine floors and wall accents, top-of-the-line kitchen and bath features, custom lighting and sound systems with whole-house controllers. Majestic ceiling height and expansive floor to ceiling window walls on all sides, with breathtaking city and Lake views, complimented by automated shades (including separate blackout). Grand entry foyer, eat-in chef's kitchen alongside family area leading to balcony facing the Lake, magnificent open floorplan living-dining-family spaces, stately office/library (or 3rd bedroom), large ensuite secondary bedroom with views, and to-die-for master suite with views forever and resort style bath. Includes 2 deeded premium heated parking spots on the preferred direct access side of the building. Fabulous full amenity building includes private elevator access to the penthouse suites, superb 24 hour door staff & security, fitness center, dry cleaners, dog park, new terrace and roof deck, party room, in-unit package delivery, and luxurious lobby! Wonderful location - steps to North Michigan avenue, restaurants, shops, river walk, transportation, fun and so much more! CALL FOR PRIVATE SHOWING.

500 W Superior Street Unit #2505, Chicago

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River North, Chicago IL · Curated MLS Search

Homes with Guest House in River North, Chicago IL

An editorially curated view of every active homes with guest house listing in River North, Chicago IL. Updated in real time from the local MLS, presented without the noise.

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