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Homes for Sale in Wicker Park Chicago: A Hip and Historic Neighborhood

Wicker Park is one of Chicago’s most sought-after neighborhoods, blending its rich history with modern-day urban appeal. Located on the northwest side of the city, this area has long been known for its vibrant arts scene, trendy boutiques, and diverse dining options. Wicker Park offers a range of homes, from charming historic greystones to contemporary condos, making it a perfect destination for homebuyers looking for a dynamic and culturally rich community.

Why Choose Wicker Park?

Living in Wicker Park means being at the heart of one of Chicago’s most exciting neighborhoods. Its walkability, coupled with easy access to downtown via the Blue Line, makes it a highly desirable spot for young professionals, families, and artists alike. The neighborhood is known for its eclectic charm, highlighted by the numerous independent shops and art galleries that line its streets. Wicker Park’s bustling commercial areas like Damen Avenue and North Avenue are full of trendy cafes, craft cocktail bars, and some of the city’s most acclaimed restaurants.

Types of Homes in Wicker Park

  • Historic Single-Family Homes: Many of Wicker Park's streets are lined with vintage homes, including beautiful greystones, Victorian-era houses, and updated single-family homes that retain their historic charm.
  • Condos and Lofts: Modern condos and sleek loft spaces are available throughout the neighborhood, many featuring high-end finishes and amenities like rooftop decks and private balconies.
  • 2-Flats and Multi-Unit Buildings: Ideal for investors or those looking for rental income, Wicker Park’s multi-unit buildings offer a chance to live in one of Chicago’s trendiest neighborhoods while generating passive income.

Living in Wicker Park

Residents of Wicker Park enjoy a rich cultural life with easy access to music venues, theaters, and parks. Annual events like the Wicker Park Fest showcase the neighborhood's unique creative spirit, while the proximity to the 606 Trail offers outdoor enthusiasts a scenic route for walking, jogging, and biking. Additionally, the neighborhood is home to Wicker Park itself, which features a playground, sports fields, and green spaces perfect for community gatherings.

Explore Nearby Communities

Considering Wicker Park? You may also want to explore nearby neighborhoods like:

  • Bucktown: Known for its artistic vibe and upscale boutiques.
  • Ukrainian Village: A historic area with tree-lined streets and close-knit community charm.
  • West Town: Offering a dynamic mix of cultural attractions, great dining, and beautiful parks.

Start Your Home Search in Wicker Park

Whether you’re seeking a historic greystone, a modern loft, or an investment property, Wicker Park offers an array of options. Explore homes for sale in Wicker Park Chicago today and find your perfect place in this lively and artistic community.

Latest Wicker Park Chicago Homes For Sale

$699,000
3 Beds 2 Baths 12753900 MLS NEW Status
Say goodbye to standard boxy layouts! Set inside an exclusive 6 unit historic building. Formanaly a late 1800's built church, converted in 2005, this 1,600 sq.ft. residence pairs soaring charm with high-end luxury details on a quite, tree lined block in the heart of Wicker Park / Bucktown. Located on an elevated first floor (basically the second floor), this 3-bedroom, 2-bath home offers unmatched character. The sprawling layout is filled with authentic architectural details, including original exposed Chicago brick, hardwood floors, and a cozy fireplace. The chef's kitchen boasts professional-grade stainless steel appliances, including Sub-Zero refrigerator and Viking range. The king-sized primary suite features a walk-in closet, an updated ensuite bath with double vanity and private outdoor patio as well as a Juliet balcony. Additionally the fully furnished shared side-yard patio is complete with a gas grill and outdoor fireplace-perfect for entertaining. A large deeded parking spot in the attached heated garage along with an oversized private storage secured storage room providing one of the best parking situations in the neighborhood. Enjoy an A+ walkable location just steps from The 606 trail, two blocks to the Damen Blue Line stop, and seconds from the North Avenue bus and Leavitt Divvy station. Hundreds of world-class shops, boutiques, restaurants and parks are waiting for you just outside your door.

1547 N Leavitt Street Unit #1N, Chicago

$1,049,000
3 Beds 3 Baths 12753491 MLS NEW Status
Space. Width. Luxury. Uniit 110 offers the roominess and privacy of a single-family home without the headaches. Situated quietly on a leafy lane which is steps from the energy of Division Street where every choice imaginable is available. With a private entrance, corner location and extra-wide floor plan you can spread out and live with comfort in this turnkey 2,430-square-foot duplex up in the heart of Wicker Park. Soaring ceilings, floor-to-ceiling windows + copious amounts of natural light give the main level a dramatic openness while wide-plank hardwood floors and expansive walls offer a sophisticated backdrop for reflections of your style of life. Generous living + dining areas flow into chef's kitchen featuring Italian cabinetry, quartz countertops, built-in Viking appliances and oversized peninsula with abundant seating & workspace. The living area opens to private patio overlooking landscaped courtyard. This is an inviting outdoor retreat enhanced by the home's simply quiet corner position. A wide staircase ascends to 3 well-proportioned bedrooms on the upper level. The primary suite offers enormous walk-in closet, spa-like bath with soaking tub, oversized shower + dual vanity. 2 additional bedrooms share tastefully modern Jack-and-Jill bath. A large laundry room and secondary entrance augment everyday convenience. Heated attached garage parking included, and residents enjoy rooftop terrace with skyline views. Within the Pritzker Elementary attendance boundary and steps from Blue Line, restaurants, cafes, boutiques, parks, fitness studios and planned Whole Foods. Unit 110 offers rare combination: the scale of a single-family home, the ease of condominium living and one of Wicker Park's most walkable locations. Make plans to see before it is gone.

1648 W Division Street Unit #110, Chicago

$699,000
3 Beds 2 Baths 12743715 MLS RE-ACTIVATED Status
This sun-drenched Wicker Park penthouse is a rare find, offering an extra-wide layout and unparalleled outdoor living in the heart of the neighborhood. A gracious entry leads into a bright, open-concept living and dining area where floor-to-ceiling windows pull in incredible natural light. The space is centered by a sleek gas fireplace framed by custom built-in bookcases, while an integrated 7-channel surround sound system sets the mood for everything from quiet evenings to lively get-togethers. The chef's kitchen is a standout, featuring a hidden trash drawer, a Samsung refrigerator, and a brand-new GE range and microwave. Just off the main living area, French doors open to a full-width brick and stone balcony-the first of three private outdoor retreats. The primary suite serves as a true sanctuary, complete with custom-organized closet shelving. Head to the second level to find a sleek dry bar with a beverage fridge, perfectly positioned for effortless entertaining. This leads directly to a massive, private rooftop oasis boasting panoramic skyline views. Equipped with a gas line and a dedicated hose hookup, it's the ultimate city escape. Modern essentials are all covered with a new furnace, new AC unit, Nest thermostat, and in-unit Kenmore laundry. The home also includes a deeded attached garage spot, a storage locker, and additional bike storage. The location is truly unbeatable. You are positioned right above the artisan pastries of Lost Larson and just around the corner from the moody, classic cocktails at Queen Mary Tavern. When summer hits, you'll have a front-row seat to the Do Division Street Fest, putting the best of the city's music and energy right at your doorstep. With world-class dining, boutiques, and the Blue Line just moments away, this penthouse offers the very best of the Wicker Park lifestyle.

2140 W Division Street Unit #4, Chicago

$1,099,000
3 Beds 3 Baths 12731245 MLS ACTIVE Status
Tucked back from Division Street, The Alcove Residences offers a remarkably quiet and private residential retreat while placing the energy of Wicker Park just outside your door. Enjoy the rare combination of peaceful city living and immediate access to some of the neighborhood's best dining, shopping, nightlife, galleries, and boutiques. This exceptional 3-bedroom PLUS den residence offers approximately 2,300 square feet of sophisticated living space, a private entrance, low assessments, and heated garage parking included. Floor-to-ceiling windows create a dramatic backdrop for the expansive living room, with proportions designed to comfortably accommodate larger furnishings while maintaining an open, airy feel. The showpiece kitchen pairs sleek Italian cabinetry with Viking appliances, designer finishes, and an impressive 10-foot island that creates a natural centerpiece for entertaining. An oversized dedicated dining area provides the perfect setting for everything from intimate dinners to larger gatherings. A separate den offers an ideal work-from-home retreat with natural light and enhanced soundproofing for added privacy. The king-sized primary suite is equally impressive, featuring a custom accent wall, two generous closets, and a beautifully appointed spa-inspired en-suite bath. An oversized laundry room adds another level of everyday functionality rarely found in city living. Outdoor space is equally well considered, with a private deck providing a peaceful extension of the home for relaxing or entertaining. Residents also enjoy access to the building's eighth-floor shared rooftop with sweeping views of the Chicago skyline. Heated garage parking with convenient alley access is included, and the building is pet-friendly. Step outside this quiet enclave and experience everything that makes Wicker Park one of Chicago's most sought-after neighborhoods, with the acclaimed dining, shopping, nightlife, and entertainment of Division Street and the surrounding neighborhood all within easy reach. This incredible home delivers a rare balance of tranquility and connectivity, combining exceptional space, elevated design, privacy, outdoor living, and an unbeatable Wicker Park location. This is a must see!

1648 W Division Street Unit #309, Chicago

$2,350,000
6 Beds 7 Baths 12700481 MLS ACTIVE Status
A rare offering in the heart of Bucktown/Wicker Park, this spectacular custom-built 6-bedroom residence delivers elevated city living with exceptional scale, luxury finishes, and unforgettable entertaining spaces. Designed with no expense spared, the home makes an immediate statement with its striking stone, brick, and metal facade, setting the tone for the sophisticated interiors within. The main level is filled with abundant south-facing natural light and features an expansive open layout, dramatic floating glass-panel staircase, 10-foot ceilings, and high-end finishes throughout. The chef's kitchen is truly the centerpiece of the home, designed for both everyday living and large-scale entertaining. It features a 60-inch Sub-Zero refrigerator, 90-bottle Sub-Zero wine and beverage center, Wolf appliances including a 48-inch gas cooktop, double oven, warming drawer, industrial hood, built-in espresso machine, hidden spice shelving, quartzite waterfall countertops, an oversized island, and built-in table seating. Since purchasing the home, the current owner has taken the lower level to an entirely new level of luxury by creating a private theater room, custom bar area, and game room - transforming the space into the ultimate entertainment retreat. Whether hosting movie nights, game days, or private gatherings, this level offers a true resort-style experience at home. The home offers six incredible outdoor spaces, including a garage roof deck with gas line, a private balcony off the primary suite, and a show-stopping rooftop deck with skyline views. The rooftop is designed for year-round enjoyment with a seating area, gas fireplace, surround sound/TV hookups, bar area, powder room, and a hot tub overlooking the city. The private primary suite occupies its own level and offers a serene escape with a custom closet system, bonus room ideal for an office, nursery, or additional dressing room, cozy fireplace, private balcony with seasonal skyline views, and a spa-inspired bath behind frosted glass doors. The primary bath features porcelain and stone finishes, dual vanities, jetted tub, dual rain shower heads, and a private water closet. Additional bedrooms are generously sized and beautifully finished with high-end engineered hardwood floors, en suite bath options, walk-in closets, private outdoor access, and flexible spaces for guests, fitness, work, or extended living. Perfectly located near the 606 Trail, Burr School, Clybourn Metra, North Avenue Blue Line, I-90/94 access, The Robey Hotel, acclaimed restaurants, nightlife, boutiques, and everything Bucktown/Wicker Park has to offer, this home is a true statement property combining modern design, luxury amenities, and premier city convenience. An extraordinary residence built for those who value space, style, privacy, and unforgettable entertaining.

1620 W Pierce Avenue, Chicago

$599,000
2 Beds 2 Baths 12657313 MLS ACTIVE Status
Top tier location! 1,650 sqft jumbo wide 2 bedroom! Most 2-bedrooms in this neighborhood give you 1,400 square feet, arranged front to back. This one is different. At 1,650 square feet, the 21' wide living room and dining room sit side by side, and the difference is immediate the moment you walk in. There's room to breathe, room for a proper dinner party, room to have two conversations happening at once. The open living space anchors around a gas fireplace and hardwood floors throughout. room for more than a sectional. The kitchen is the heart of the home with beverage fridge and open with large peninsula for drinks and charcuterie. Two 21-ft private outdoor spaces: a covered rear deck for morning coffee and a front balcony that runs the full length of the condo, with front-row views of one of the most walkable stretches in Chicago. Both bedrooms are unusually generous. The primary suite is exceptional for this price point, a true retreat with a jumbo deep walk-in closet. Primary spa bath featuring double vanity, soaking tub, and separate glass shower. The second bedroom comfortably fits a king, plus a desk or peloton. New washer/dryer, central HVAC, 1 exterior parking included. Steps from the Blue Line, Paradise Park, hot new Deliz Italian Steakhouse, Stan's Donuts, Big Star, and Dove's Luncheonette. Walk to the Wicker Park farmers market and dog park, the Robey hotel and cafe, the new Barnes and Noble, and the 606 Trail. The full energy of one of Chicago's most walkable neighborhoods, right outside your door. Can be sold furnished.

1909 W North Avenue Unit #2, Chicago

$4,695,000
5 Beds 7 Baths 12639287 MLS ACTIVE Status
A sophisticated presence, landmark status, architectural integrity, and an unprecedented outdoor footprint for Wicker Park, 1407 N. Hoyne Ave. is a one-of-a-kind opportunity for the homeowner who wants an expansive city estate with pedigree and a modern program. Originally built for beer baron John H. Rapp in 1886, this 8250 SqFt-square-foot, 5 bed/4.3 bath single-family home underwent a multi-year renovation and restoration by Rugo Raff Architects. Preserving elements of its Victorian charm while optimizing sightlines and integrating first-class finishes was paramount. This special home's unheard of 98' x 110' lot affords multiple green spaces, including a deep front yard with mature landscaping, a side yard with raised garden beds and a European-style pergola. Inside, an elegant entry plus an oval-shaped entry hall link to a lovely living room with an abundance of natural light, a traditional turret, and a wood-burning fireplace, and a formal dining room just beyond with hand-scraped walnut floors. The custom chef's kitchen stuns with O'Brien Harris cabinetry, white quartzite countertops, professional-grade Wolf/Sub-Zero appliances, an herb garden, a full butler's pantry, a breakfast dining space with banquette seating, and a built-in desk. The main level also features an intimate family room with built-in walnut cabinetry and a chic beverage center, and two beautiful limestone terraces accessed via French doors: a 12' x 23' west terrace for open-air entertaining and a 12' x 17' side terrace that's perfectly appointed for large-scale alfresco dining with an outdoor kitchen and a built-in grill. A striking example of this home's flawless interior architecture is the centrally located, curving suspended staircase. The second level is devoted to two secondary bedrooms (one with custom bunk beds), the first of two laundry rooms, and an impressively spacious primary suite with a sitting area, a custom dressing room, a walk-in closet, and a marble-clad ensuite bath with two vanities, a soaking tub, and a deluxe shower. The third floor presents two designer offices--a handsome den with knotty alder wood floors and a gas fireplace, a cozy den with a wet bar, an exercise room, and yet another polished guest bedroom. But there's more... This truly magnificent home also comes complete with a fully finished garden level with a massive playroom that opens onto a basement terrace, a wine room, a kitchenette, another large guest bedroom with den perfect for related living, a second laundry room, a walk-in storage room, and a custom mudroom that connects to an attached garage. Additional callout details and amenities include restored original doors and hardware, custom woodwork and trim throughout, designer lighting and wallcoverings throughout, four total fireplaces, 97 Marvin windows, a Lutron lighting system, self-irrigating planters on both terraces, and an excess of custom interior storage. Walking distance to Wicker Park proper and the world-class shopping and dining that extends from the neighborhood's famed Six Corners, 1407 N. Hoyne Ave. is a one-of-a-kind home with uncompromising design and comforts. Coach house available separately and additional garage parking can be added if acquired, please inquire.

1407 N Hoyne Avenue, Chicago

$1,299,000
4 Beds 3 Baths 12599639 MLS ACTIVE Status
Rare Single-Family Home in the Heart of Wicker Park with Private Parking & Designer Outdoor Living A truly rare opportunity to own a 2,912 square foot SINGLE FAMILY STANDALONE home in one of Chicago's most vibrant neighborhoods. Located on Damen Avenue just one block north of Division Street, this exceptional property offers the space, privacy, and lifestyle that are incredibly difficult to find in Wicker Park. The home features 4 bedrooms and 3 full bathrooms, along with a recently remodeled interior showcasing brand new hardwood flooring throughout. Offered fully furnished and fully stocked, this property is completely turnkey-perfect as a primary residence, second home, or investment opportunity. One of the standout features is the rare private parking area accommodating 2-3 vehicles, a true luxury in this location. Even more impressive is the professionally designed fenced backyard, creating a private outdoor retreat rarely found in the city. The space has been thoughtfully upgraded with a premium turf lawn, professional landscaping, and multiple entertainment zones, including a seating area with fire pit, dining table and chairs, sun loungers, and a fully equipped outdoor kitchen featuring a natural gas grill, granite countertops, and custom-built wood grill enclosure. Situated in the heart of Wicker Park, the home is just steps from the energy of Division Street and is walkable to countless restaurants, boutiques, coffee shops, parks, and nightlife in Wicker Park, Bucktown, and Logan Square. Commuting is effortless with quick access to the Blue Line train and multiple public transportation options. Opportunities to own a move-in ready single-family home with private parking and a fully built-out backyard oasis in this location are exceptionally limited. This is city living at its finest-combining space, convenience, and lifestyle in one remarkable property.

1235 N Damen Avenue, Chicago

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