Near West Side Homes with Roof Deck Exterior features

Welcome to the vibrant Near West Side neighborhood of Chicago, Illinois, where urban living meets a strong sense of community! Nestled just a stone's throw from downtown, this dynamic area is known for its rich history, diverse culture, and an eclectic mix of residential options that cater to various lifestyles.

The Near West Side boasts a unique blend of historic charm and modern amenities. Here, you’ll find beautifully restored buildings alongside contemporary developments, creating an inviting atmosphere for residents and visitors alike. The neighborhood is home to a variety of parks, restaurants, and cultural attractions, making it an ideal place for families, young professionals, and anyone looking to immerse themselves in the energetic pulse of city life.

One of the standout features of homes in this area is the inclusion of stunning roof decks. Imagine sipping your morning coffee while soaking in breathtaking views of the Chicago skyline or hosting an evening gathering under a canopy of stars. These outdoor spaces not only enhance your living experience but also provide a perfect retreat from the hustle and bustle of city life. Whether you’re looking to relax, entertain, or simply enjoy the fresh air, a roof deck offers the perfect setting.

With its convenient access to public transportation, proximity to major highways, and a wealth of local amenities, the Near West Side is an ideal choice for those who crave urban convenience without sacrificing comfort. Come explore this unique neighborhood and discover your dream home with a roof deck—where city living meets serene escapes!

Newest Near West Side Homes with Roof Deck Exterior features

$399,000

2 Beds ⋅ 2 Baths ⋅ 12784606 MLS ⋅ NEW Status

A rare opportunity in a 33-unit boutique elevator building, offering sophisticated urban living with a thoughtfully designed open-concept floor plan. The sleek gourmet kitchen features custom two-tone cabinetry, quartz countertops, stainless steel appliances, and a massive peninsula with a dramatic waterfall edge that seamlessly flows into the bright, open living area. Floor-to-ceiling European windows flood the space with natural light and frame stunning panoramic city views from this south/north corner unit. A private balcony off the living room and two bay windows complete the impressive outlook. The spacious primary suite includes two large windows, a generous closet, and a spa-inspired ensuite bathroom with a walk-in shower, designer tile, and a custom floating vanity. The second bedroom offers a large window and ample closet space, while the guest bathroom features a soaking tub/shower combination and a matching custom floating vanity. Additional highlights include an in-unit washer/dryer and access to a private assigned rooftop deck with sweeping city views. A heated garage parking space is included in the price. The building is fully completed and move-in ready. Photos shown are of the staged Unit 506. Conveniently situated near the West Loop, Little Italy, United Center, and Medical District. Easy access to the Eisenhower Expressway (I-290), the Blue Line El train, Western Avenue Metra station (MD-N, MD-W, & NCS), and multiple CTA bus routes *** Special financing available for qualified buyers. $7,500 closing cost credits, below market rates and no PMI with as little as 3 down through Citi Bank. Call for more information.

2342 W Adams Street Unit #406, Chicago

1224 W Van Buren Street Unit #222, Chicago

$324,900

2 Beds ⋅ 1 Baths ⋅ 12783391 MLS ⋅ NEW Status

Don't miss this spacious 2-bedroom, 1-bath condo offering the perfect blend of style, comfort, and city convenience! Soaring 16-foot ceilings create an airy, open feel, while thoughtful updates make this home truly move-in ready. Enjoy a beautifully gut-renovated bathroom, a 3-year-old LG kitchen appliance package and granite counters, newer carpeting, an AC condenser replaced just last summer, and an on-site gym. The private balcony is perfect for grilling or unwinding after a long day, while attached, heated garage parking (additional $25K) and abundant storage-both inside the unit and elsewhere in the building add everyday convenience. The location is just as impressive! Enjoy easy access to Skinner Park, Target, the Racine Blue Line station, nationally ranked Whitney Young High School, and the incredible dining, nightlife, shopping, and entertainment that make the West Loop one of Chicago's most sought-after neighborhoods. Space, style, updates, parking, and location-this one checks all the boxes!

1224 W Van Buren Street Unit #222, Chicago

$539,900

2 Beds ⋅ 2 Baths ⋅ 12779184 MLS ⋅ NEW Status

Nestled within Chicago's highly sought-after West Jackson Boulevard Historic District, this beautifully updated 2-bedroom, 2-bath condominium offers the perfect blend of historic charm and modern convenience. Located in a designated Chicago Landmark District and listed on the National Register of Historic Places, the neighborhood is known for its stunning collection of Second Empire, Italianate, and Queen Anne architecture. This spacious second-floor residence has been freshly painted throughout and features numerous recent upgrades, including all appliances, furnace, and air conditioning replaced within the past three years. New window treatments throughout (2025). New windows including both front and rear exterior doors in addition to the sliding glass door in the primary bedroom (2025). Both bedrooms offer organized closet systems, while the primary suite features a double vanity, quartz countertops, new mirrors, new light fixtures and a large soaking tub. The second bathroom includes a walk-in shower. The stylish kitchen showcases 42-inch white upper cabinetry with new soft-close hinges, contrasting taupe-colored lower cabinets, black granite countertops, stainless-steel appliances and a large peninsula with seating for three. The open-concept living and dining area centers around a wood-burning fireplace and includes TV mounting brackets already in place for a large-screen television. Enjoy direct balcony access from the primary bedroom overlooking the elevated wood deck creating a relaxing outdoor retreat. The shared sundeck space in this four-unit boutique building is located above the four-car garage, with one dedicated garage parking space included for each unit. Additional permit street parking is available directly in front of the building, with free parking options in front of Whitney Young Magnet School during evenings, summer months, and non-school days. Ideally situated adjacent to the vibrant West Loop, you'll be moments from Randolph Street's renowned Restaurant Row, Fulton Market, the United Center, CTA Pink and Blue Lines, and convenient access to I-90/94 and I-290. Enjoy the best of city living in a quieter, residential setting while remaining just minutes from Chicago's premier dining, entertainment, and business districts.

218 S Laflin Street Unit #201, Chicago

$250,000

1 Beds ⋅ 1 Baths ⋅ 12777765 MLS ⋅ ACTIVE Status ⋅ Paramount Lofts BLDG.

Rarely available 1-bedroom + den/office at Paramount Lofts, ideally located between the West Loop and Illinois Medical District. This bright, northwest-facing residence features floor-to-ceiling windows, abundant natural light, and an open-concept layout with generous living, dining, and kitchen spaces. The kitchen offers stainless steel appliances, granite countertops, and a large island with breakfast bar seating. The spacious bedroom includes ample closet space, while the separate den provides the perfect setup for a home office or guest bedroom. Enjoy a large bathroom with a double vanity, in-unit laundry, central heat and air, and a private balcony with unobstructed city views. One garage parking space and a storage locker are included. This pet-friendly, full-amenity building features 24-hour door staff, a rooftop deck with grills and fire pit, fitness center, party room, receiving room, and bike storage. Conveniently located near Rush, UIC, Stroger, Cook County and VA hospitals, the United Center, parks, dining, nightlife, public transportation, and easy highway access

1645 W Ogden Avenue Unit #718, Chicago

$294,500

1 Beds ⋅ 1 Baths ⋅ 12774742 MLS ⋅ ACTIVE Status

INVESTMENT OPPORTUNITY. Currently leased for $2350/month until 5/31/27. Experience sophisticated urban living in this investor-friendly residence within a boutique 33-unit elevator building, just 3 minutes from the United Center and the groundbreaking 1901 Project. Designed with a bright, open-concept floor plan, this contemporary home showcases floor-to-ceiling European windows that flood the space with natural light and connect the living area to a private, west-facing balcony, perfect for enjoying sunsets. The stylish gourmet kitchen features custom two-tone cabinetry, quartz countertops, stainless steel appliances, and an oversized peninsula perfect for entertaining. Wide-plank luxury vinyl flooring enhances the home's modern aesthetic. The primary bedroom offers a large picture window and generous closet space, while the bath boasts designer tile, a floating vanity, and a soaking tub/shower combination. Additional conveniences include: an in-unit washer/dryer, and a dedicated bike storage spot (space B-14). Ample street parking (no permit required). Take in the stunning view of Chicago's perfect skyline on the rooftop! Ideally located near the West Loop, Fulton Market, Little Italy and the Medical District. Major transportation options including I-290, CTA Blue Line, Metra, and multiple bus routes. Photos are taken from Unit 407. This exceptional home combines style, comfort, and outstanding accessibility in one of Chicago's most exciting neighborhoods.

2342 W Adams Street Unit #402, Chicago

$1,595,000

4 Beds ⋅ 5 Baths ⋅ 12774404 MLS ⋅ ACTIVE Status

West Loop Dream Home. Enter through a private yard into a versatile multi-purpose room, ideal for a home theater, office, or 4th bedroom with a full bath. The second floor features a custom, eat-in kitchen with an extended breakfast bar, new fridge, beverage fridge, trash compactor, and new lighting. Includes a rare private in-unit elevator and three ensuite bedrooms. The main level offers a living/dining area with a gas fireplace and built-ins, plus a private deck with a gas line for grilling. The third floor holds two ensuite bedrooms, including one with a massive walk-in closet, and a side-by-side laundry room. The top floor is dedicated to the king-sized primary suite with a spa bath, steam shower, and deep soaker tub. Recent 2024 upgrades: full-home flooring, HVAC, and a smartphone-compatible garage door opener. Features 9-zone audio, Lutron dimmers, and plantation shutters. Heated 2-car garage with epoxy floors. Near West Loop dining, parks, and transportation. Move-in ready! All furniture available.

1125 W Monroe Street, Chicago

$419,000

2 Beds ⋅ 2 Baths ⋅ 12764143 MLS ⋅ ACTIVE Status

Beautifully remodeled 2 bed 2 bath West Loop concrete loft. Open floor plan with 13' ceilings and an amazing skyline view from all windows. Updates include track lighting in both bedrooms, replaced track lighting in living room and kitchen, replaced primary bedroom closet lighting, installed mounted clothes drying racks in primary closet, removed Shiplab off main wall, added built in TV counsel and open shelving with tv mount, updated electrical so the outlet is behind tv to hide cords. All the lighting in the unit has been put on the dimmers. The kitchen includes updated cabinets, pantry cabinet, granite countertops, stainless appliances and subway tile backsplash. Primary suite features a bathroom with updated double vanity, framed mirror, new lighting, and a deep 6' soaking tub, as well as a walk-through closet with built-in organizers on both sides. Refinished hardwood flooring. Updated sliding doors in both bedrooms. Updated second bathroom. East skyline facing balcony with enough room for a grill and a love seat. In-unit laundry. Garage parking included. Building has a great roof deck and renovated exercise room. Walkable to all the best restaurants in the West Loop, as well as to both the Green and Blue Lines.

1645 W Ogden Avenue Unit #505, Chicago

$4,000,000

3 Beds ⋅ 4 Baths ⋅ 12729476 MLS ⋅ ACTIVE Status

Welcome to one of Chicago's most exceptional penthouses in the West Loop, thoughtfully designed for those seeking curated interiors. Completely reimagined, this 3-bedroom, 3.1-bathroom residence pairs a sophisticated palette of natural textures and refined finishes with custom details throughout. From the moment you enter, a dramatic double-height foyer sets the tone, featuring a striking floating staircase and statement chandelier. Beyond, the light-filled open-concept interior immediately establishes a remarkable sense of scale, with floor-to-ceiling windows, warm natural finishes, and seamless indoor-outdoor living. The expansive living room is anchored by a statement gas fireplace, flanked by custom built-ins with integrated lighting, and opens to a private balcony. Adjacent, the dining area features an intricate inlaid ceiling and custom banquette, creating an inviting setting for both intimate dinners and larger-scale entertaining. The gourmet kitchen is designed for a chef, featuring custom cabinetry, a top-of-the-line Sub-Zero and Wolf appliance package, and a dramatic range hood wrapped in stone. Every element has been considered to balance functionality with elevated design. The primary suite is thoughtfully separated from the main living spaces. Wrapped in custom cloth wallcoverings, the suite offers a hotel-like experience. The generous walk-in closet is outfitted with custom built-ins, integrated lighting, organized drawers, and a center island. The spa like bath is wrapped in modern stone and appointed with a sculptural soaking tub, expansive walk-in shower with dual shower heads, double vanity, dedicated makeup station, and a private water closet. The main floor is completed with a generous secondary bedroom with private ensuite bath, a bold powder room, laundry room and additional storage. As you ascend to the upper level, an open overlook showcases the home's scale. With an additional living space and designer wet bar, creating a versatile space for a family room or sky lounge that opens to a private rooftop terrace, offering ample room for both seating and dining while taking in city views. The upper level features the third bedroom with cloth wallpaper, a walk-in closet and ensuite bath. The home is completed with a fully integrated home automation system providing control of surround sound, motorized shades, dimmable lighting and dual heating and cooling controls. Located in a 24-hour door staff building with dog wash, bike storage, and two side by side heated garage parking spaces with EV charging included. Positioned directly across from Mary Bartelme Park, acclaimed restaurants and cafes, boutiques, grocery stores, nightlife and easy access to local expressways. Sophisticated, architectural, and exceptionally designed, this is a rare opportunity to own a curated penthouse in one of Chicago's most coveted neighborhoods.

111 S Peoria Street Unit #PH03, Chicago

933 W Van Buren Street Unit #326, Chicago

$435,000

1 Beds ⋅ 1 Baths ⋅ 12704339 MLS ⋅ ACTIVE Status

Beautifully updated West Loop condo featuring a 700-square-foot private terrace that's almost impossible to find in the city. Complete with a custom pergola, this incredible outdoor space is perfect for entertaining, dining, or simply enjoying a quiet morning coffee. Inside, the open-concept layout is designed for effortless living and entertaining. Hardwood floors run throughout, complemented by granite countertops, stainless steel appliances, in-unit laundry, and a refreshed bathroom. Residents enjoy full-service amenities including 24-hour door staff, a recently-remodeled gym and business center, a rooftop deck with skyline views, additional storage, and attached garage parking. Situated in the heart of the West Loop, you're just moments from Fulton Market, Restaurant Row, Little Italy, the Blue Line, UIC, Target, boutique shopping, and some of Chicago's best restaurants and nightlife. With an outdoor space this rare and an unbeatable West Loop location, this home offers the best of city living.

933 W Van Buren Street Unit #326, 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

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