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$775,000
2 Beds 2 Baths 12722206 MLS CONTINGENT Status
MULTIPLE OFFERS RECEIVED. HIGHEST AND BEST OFFERS OFFERS DUE MONDAY, AUG 17 AT 2PM CST. Stunning West Loop 2-bedroom, 2-bathroom penthouse offering the ultimate combination of luxury, indoor-outdoor living, and city views. The crown jewel is an expansive 750-square-foot private rooftop deck with breathtaking downtown views-an incredible space for entertaining, dining al fresco, or relaxing above the city. This beautifully remodeled top-floor home features a spacious open floor plan, soaring ceilings, and floor-to-ceiling windows that fill the home with natural light. Thoughtful custom details include double crown molding, intricate millwork, 6-inch baseboards, and beautifully refinished hardwood floors. The inviting living room features a wood-burning fireplace with gas starter and easily accommodates a large sectional while still offering space for a dedicated office nook. Just off the living room, a private balcony provides the perfect spot for grilling, morning coffee, or unwinding with a book and glass of wine. The dining area comfortably seats 4-6 and flows seamlessly into the stunning kitchen, remodeled in 2020 with a waterfall island offering seating for 2-3, newer high-end appliances including a double oven, and stylish finishes. The spacious primary suite accommodates a king-size bed and features both a walk-in closet and an additional closet. The luxurious en-suite bathroom offers heated floors, dual sinks, a separate walk-in steam shower, and a Jacuzzi tub. The second bedroom comfortably fits a queen-size bed and works beautifully as a guest room, home office, or flexible living space. It's also the only secondary bedroom on the block that gets sunlight due to this building being the last building on the block! Recent improvements include refinished hardwood floors and new interior paint (2020), updated kitchen and bathrooms (2020), and a new washer and dryer (2021). The home also features a Nest system and includes one garage parking space. Located in the heart of the West Loop, this home puts you within easy walking distance of parks, restaurants, shops, schools, and everything the neighborhood has to offer, with convenient access to I-90/94, I-290, I-55, and the CTA Green and Pink Lines. A rare opportunity to own a truly special penthouse with private rooftop entertaining space, exceptional finishes, garage parking, and unforgettable city views in one of Chicago's most sought-after neighborhoods.

1051 W Monroe Street Unit #4, Chicago

$700,000
2 Beds 2 Baths 12718478 MLS CLOSED Status
Nestled on a picturesque, tree-lined street, this beautifully maintained and freshly painted 2 bed, 2 bath home offers the perfect blend of charm, space, and location. Situated within a quaint, well-maintained community, this residence enjoys an abundance of natural light thanks to its desirable northwest exposure and unique positioning within the complex, making it one of the brightest homes in the community. The spacious, thoughtfully designed floor plan is both comfortable and functional, offering generous living space, a separate dining area, and an easy flow that's perfect for everyday living and entertaining. The inviting living room opens to an oversized private front balcony, creating the ideal spot to enjoy your morning coffee, dine al fresco, or simply relax outdoors. The timeless kitchen features rich cabinetry, granite countertops, a tiled backsplash and stainless-steel appliances, including a 2024 refrigerator and 2025 dishwasher. The spacious primary suite offers two large closets and a marble ensuite bath complete with a steam shower, jetted soaking tub, and double vanity. A generously sized second bedroom and full bath provide flexibility for guests, a home office, or both. Additional highlights include hardwood floors, in-unit laundry, generous storage throughout, garage parking, a new HVAC and A/C system (2025), and the peace of mind of a new building roof (2022). The private, brick paver driveway is one of a kind in the city, making a wonderful community within the West Loop. Located within the highly sought-after Skinner West School District and just one block from Mary Bartelme Park, you'll love the rare combination of a quiet residential setting with the best of the West Loop just outside your door. Whole Foods, Mariano's, Randolph Street's renowned Restaurant Row, Madison Street favorites, boutique shopping, parks, public transportation, and easy access to I-90/94, I-55, and downtown are all just moments away.

1037 W Monroe Street Unit #3, Chicago

$400,000
1 Beds 2 Baths 12214673 MLS CLOSED Status
Location, location, location! Step into this stunningly large Brick and Timber PENTHOUSE Loft that perfectly captures the essence of modern city living. This remarkable home features a private balcony offering unobstructed western views-your personal front-row seat for spectacular sunsets, ideal for both relaxation and entertaining. Nestled in the vibrant heart of the West Loop, this expansive 1-bedroom PLUS DEN, 1.1-bath residence exudes elegance with gleaming hardwood floors throughout. The modern entertainer's kitchen boasts generous storage and elegant finishes, seamlessly flowing into a spacious living area that invites gatherings and memorable moments. The bedroom is a true retreat, featuring a walk-in closet for all your storage needs. The versatile den serves perfectly as a home office, guest room, or bonus room, while the additional powder room ensures convenience for your guests, leaving the ensuite primary bathroom for your private use. Plus, enjoy the convenience of an in-unit washer/dryer. A premium garage parking spot is available for an addl 25k, and a full-size storage cage is included in the price! Indulge in an exceptional array of building amenities designed to elevate your lifestyle. Enjoy the peace of mind provided by 24-hour door staff, on-site management, and a responsive maintenance team. Get your heart pumping in the state-of-the-art gym, equipped with Peloton bikes, treadmills, ellipticals, a rowing machine, TRX ropes, and a comprehensive range of free weights. Host unforgettable gatherings in the vibrant party room, complete with an outdoor terrace, grills, billiard table, kitchenette, cozy couches, a fireplace, and bar-top tables. Embrace wellness with regular private and group yoga classes, and take advantage of the business center, conference room, and movie theater featuring plush stadium-style reclining chairs for the ultimate viewing experience. Cable and internet streaming are included in the HOA! Located just steps from Whole Foods, Target, Walgreens, and Mariano's, plus the renowned Restaurant Row on Randolph, you'll find yourself immersed in the finest dining and entertainment the West Loop has to offer. Explore the nearby Green Street, Fulton Market, and Greektown, all just a short stroll away. With effortless access to I-290, 90/94, I-55, "El" trains, Metra trains, and bus stops, your commute will be a breeze. Don't miss this exceptional opportunity to own a piece of one of Chicago's most coveted neighborhoods. Includes home warranty, compliments of seller!

1040 W Adams Street Unit #606, Chicago

$440,000
2 Beds 2 Baths 12213774 MLS CLOSED Status
Discover urban elegance in this west-facing concrete loft located in the vibrant heart of West Loop. This contemporary soft loft boasts two fully enclosed bedrooms and spans an airy layout with 10-foot high ceilings and pristine new flooring throughout. Revel in the warmth of an updated electric fireplace in the living room, and enjoy the ease of an in-unit washer/dryer. The living and dining area, designed with an open floor plan, features floor-to-ceiling sliding doors opening onto a private balcony that offers serene sunset views. Culinary enthusiasts will delight in the spacious cherry kitchen, equipped with modern stainless-steel appliances, sleek quartz countertops, and an expansive breakfast bar/island-perfect for entertaining. The primary bathroom is a haven of relaxation, featuring a double sink vanity, separate shower, and a luxurious whirlpool tub. The second bedroom includes a Murphy bed that allows the room to be a bedroom and a home office. Included with this residence is a convenient storage locker (#55) and an option to purchase an indoor, heated parking spot (#343). Positioned within a stone's throw of Mary Bartelme Park and Skinner Park, and surrounded by grocery stores like Mariano's and Whole Foods, this location is a dream for city living. Indulge in top-tier dining along Madison Row and the bustling Randolph/Fulton entertainment corridor. Commuting is a breeze with quick access to the Blue, Green, and Pink Lines, multiple bus routes, Metra services, I-90/94, and the Loop. Engage in unique local activities at the nearby Big City Pickle, offering everything from yoga classes and movies to mechanical bulls and pickleball courts. Building amenities enhance this luxury living experience, including 24-hour door staff, on-site management, package receiving room, bike storage, and pet-friendly policies. Additionally, this home falls within the highly desirable Skinner Elementary school district.

111 S Morgan Street Unit #404, Chicago

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West Loop, Chicago IL · Curated MLS Search

55+ Community Homes in West Loop, Chicago IL

An editorially curated view of every active 55+ community homes listing in West Loop, Chicago IL. Updated in real time from the local MLS, presented without the noise.

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