Wicker Park Homes with Roof Deck Exterior features

Welcome to Wicker Park, one of Chicago's most vibrant and eclectic neighborhoods! Nestled in Cook County, this area is a delightful blend of historic charm and modern flair, making it a sought-after destination for homebuyers and renters alike. Known for its artistic spirit, Wicker Park boasts a thriving community filled with trendy boutiques, artisanal coffee shops, and a diverse array of dining options that cater to every palate.

As you explore Wicker Park, you'll find a variety of housing options, including homes with stunning roof deck exteriors. Imagine stepping outside to your private rooftop oasis, where you can soak in panoramic views of the Chicago skyline while enjoying a morning coffee or hosting friends for an evening barbecue. These homes not only provide a unique outdoor space but also offer a perfect blend of indoor and outdoor living, ideal for those who appreciate the charm of the city.

The neighborhood is also well-connected, with easy access to public transportation, making commuting a breeze. Whether you’re heading to work or exploring the city, Wicker Park’s location ensures you’re never far from the action. With its rich history, artistic vibe, and lively atmosphere, Wicker Park is more than just a place to live; it’s a community where creativity flourishes and neighbors become friends.

If you're looking for a home that combines modern amenities with the character of a vibrant neighborhood, Wicker Park—with its enchanting roof decks—is the perfect place to call home. Discover your dream home in this dynamic area today!

Newest Wicker Park Homes with Roof Deck Exterior features

$499,995

2 Beds ⋅ 2 Baths ⋅ 12779139 MLS ⋅ ACTIVE Status

PARKING INCLUDED! Discover a boutique new-construction elevator building in the heart of Wicker Park, offering an exclusive collection of just 12 thoughtfully designed residences. Each light-filled corner two-bedroom, two-bath home features a spacious layout and access to an expansive rooftop terrace, complete with a private, dedicated area for every unit-perfect for relaxing or entertaining. Interiors showcase modern, curated finishes, including laminate hardwood flooring throughout, sleek custom kitchens with quartz countertops, and spa-inspired bathrooms designed with style and comfort in mind. Parking included! Ideally located just steps from the vibrant dining, shopping, and nightlife along Division Street and Milwaukee Avenue, this property delivers the best of city living. A rare opportunity to own new construction in one of Chicago's most sought-after neighborhoods. Explore every detail with the immersive 3D tour from the comfort of your home.

1355 N Western Avenue Unit #2A, Chicago

$2,099,000

3 Beds ⋅ 5 Baths ⋅ 12774089 MLS ⋅ ACTIVE Status

Stunning full-rehab single-family home with a rooftop deck, sky lounge, and second garage roof deck, all in a prime Wicker Park location! Great curb appeal with all new brick facade accented by striking black details, including Weather Shield window package, contemporary front door, and modern awning. Inside, the combined living and dining room features oversized front windows, custom ceiling detail and millwork, and a gas fireplace with floor-to-ceiling surround and accent lighting. The entertainer's kitchen includes Wolf and Sub-Zero appliances, sleek slim-shaker cabinetry, quartz countertops and backsplash, oversized island with bar seating and waterfall edge, plus a well-appointed butler pantry with glass-front upper cabinets, open shelving, sink, and beverage center. The adjoining family room offers built-in bench and storage and opens through sliding doors to the back patio and detached two-car garage with party door and roof deck with pergola. The sun-filled primary suite features a private bath with freestanding tub, frameless glass shower, large vanity with dual sinks, and heated flooring. Two additional bedrooms, a guest bath with tub, dual sinks, and heated flooring, and a convenient laundry room with washer/dryer and sink complete the upper level. The top-floor sky lounge offers a wet bar, half bath, and access to multiple rooftop spaces with fantastic views and pergola. The finished lower level includes a recreation room with second wet bar, 4th bedroom, full bath, second laundry with washer/dryer and sink, and radiant heated flooring. Additional features include a fire sprinkler system and drain tile system. Prime Wicker Park/West Town location close to restaurants, shopping, entertainment, parks, public transportation, and neighboring hotspots. Extensive ground-up rehab by top Chicago developer with all-new facade, roof, windows, plumbing, electrical, mechanical systems, fixtures, finishes and more. Plans, specs/finishes, and renderings are subject to change at Seller's discretion. Buyer/buyer's broker to verify all details prior to purchase. Buyer's broker must attend all showings and appointments.

1625 W Julian Street, Chicago

1420 N Elk Grove Avenue Unit #3, Chicago

$1,300,000

3 Beds ⋅ 2 Baths ⋅ 12735518 MLS ⋅ ACTIVE Status

Delivery Spring 2027 - Located in the absolute heart of Bucktown/Wicker Parker and just steps from the intersection of Damen & North Ave we're extremely excited to introduce this incredibly rare, extra-wide luxury condo development. Spanning 32 ft in width, this property allows for exceptionally spacious layouts on beautiful tree lined Elk Grove Ave. The penthouse features Three large bedrooms and Two luxurious bathrooms plus an expansive 1500 square-foot private porcelain paved roof deck. The open Floor plan is complemented by oversized windows that flood the property with natural light. The oversized living space provides room for a large dining room table, seating area, and incorporates a covered 14x7 terrace directly accessed off the main living area. A conveniently placed mudroom with custom built-ins is tucked away at the rear of the home to hide day-to-day items.The custom designed kitchen anchors the space with beautiful white oak cabinetry that is surrounded by custom quartz counters and stainless steel Wolf and Subzero appliances. The spacious primary suite offers a generously sized custom organized walk-in closet and a jaw dropping primary bath with heated floors, dual vanity, and glass encased steam shower and beautiful tile. Finishes were professionally selected. Designer tile, moldings, lighting, and hardwood flooring are found throughout. One car dedicated garage parking is included in price with Wi-Fi enable garage door. This neighborhood Developer takes pride in the homes that they build. Additional features that most buyers will not immediately notice include 400 amp underground electrical service, garage parking wired for electrical charging stations, Low Voltage and speaker wiring at no extra cost, curbless showers, Marvin windows, plus a Door Bird video enabled intercom system that goes directly to your smart phone for easy access for deliveries and for guests. This location is just steps from critically acclaimed restaurants, boutique & neighborhood shopping, public transportation (blue line & express bus), minutes from the expressway, and just steps from the 606 trail. This property is not built yet. The finishes in these units are customizable until components have been ordered. A rare and amazing opportunity for any savvy buyer. *Renderings and plans, etc. are for marketing purposes only; finishes/plans may change at the discretion of Seller. Buyer(s) and their representation to confirm all finishes prior to purchase.

1420 N Elk Grove Avenue Unit #3, Chicago

$2,199,800

4 Beds ⋅ 5 Baths ⋅ 12718791 MLS ⋅ ACTIVE Status

Incredible 4 bedroom, 4.5 bathroom approximately 5,000-square-foot Wicker Park single family home including an oversized and high speed commercial elevator accessing all 5 floors! Multiple outdoor spaces including an outdoor rooftop hot tub and additional lap pool above garage deck! Custom all-brick and stone exterior construction, top-floor sunroom/ entertainment space includes, wet bar, double roofdecks with incredible city and sunset views. Newly updated kitchen includes Sub-Zero and Wolf appliances plus built-in Miele espresso machine. Full-floor primary suite includes, massive walk-in closet, gas fireplace, large separate steam shower and soaking tub. Lower level includes radiant floor heating, second family room, gym and wine room. The heated garage features 14' ceilings, lift-ready capacity & a 240V/60A Tesla charger. Freshly repainted in 2026. Steps to the 606 Trail, Milwaukee Ave boutiques & Division St dining - a turnkey retreat in Chicago's most vibrant corridor.

1220 N Damen Avenue, Chicago

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