Bucktown Real Estate

Welcome to Bucktown, a vibrant neighborhood nestled in the heart of Chicago, Illinois, within Cook County. Known for its eclectic blend of artistic flair and urban charm, Bucktown is a haven for those seeking a dynamic lifestyle infused with culture, creativity, and community spirit.

Once an industrial area, Bucktown has transformed into a trendy enclave, showcasing beautifully restored Victorian homes and modern lofts that reflect its rich history. The tree-lined streets are adorned with boutique shops, artisanal cafes, and a diverse array of restaurants, making it a perfect spot for food lovers and shopaholics alike. Whether you’re indulging in a gourmet brunch at a local café or exploring unique finds in independent boutiques, Bucktown offers a delightful experience at every corner.

Art enthusiasts will find inspiration in Bucktown's vibrant arts scene, featuring galleries and studios that host regular exhibitions and community events. The neighborhood's commitment to the arts is further showcased through its annual Bucktown Arts Fest, where local artists come together to celebrate creativity and community.

Families and young professionals alike are drawn to Bucktown for its excellent schools, parks, and proximity to public transportation, making commuting a breeze. The community is known for its friendly atmosphere, where neighbors know one another and local events foster a sense of belonging.

If you're looking for a neighborhood that offers the perfect blend of historic charm and modern amenities, Bucktown is the place to call home. Come explore the unique character and welcoming spirit that make this Chicago gem truly special!

Newest Listings in Bucktown

$1,380,000

12805903 MLS ⋅ NEW Status

BUCKTOWN MULTI-UNIT INVESTMENT OPPORTUNITY ON ARMITAGE AVENUE! Rare opportunity to own a distinctive greystone building in the heart of Bucktown. The property is a legal five-unit building with an additional non-conforming basement unit, offering six residential units in total: four 2-bedroom/1-bath units and two 1-bedroom/1-bath units. Each unit features central air conditioning and forced-air heat. Additional improvements include a new concrete parking pad and new fencing, providing valuable off-street parking and enhanced exterior appeal. Ideally located near Bucktown's restaurants, shopping, entertainment, transportation and parks. An excellent opportunity for investors seeking multiple income-producing units in one of Chicago's most desirable neighborhoods.

2135 W Armitage Avenue, Chicago

$2,050,000

5 Beds ⋅ 5 Baths ⋅ 12801522 MLS ⋅ ACTIVE Status

Schedule a visit to see this absolutely stunning 5 bedroom, 3 story single family home in a phenomenal area. With over 4,000 sq ft of living space, luxe finishes and premium upgrades throughout, this meticulously kept home leaves nothing to be desired. The main level gives entry to a spacious and sunny living room that displays beautiful millwork, 11" ceilings, and gorgeous hardwood flooring. It has comfortable seating and includes an enclosed wet bar with shelving and storage. Down the hall, you will find a light and airy space with a powder room and a recently updated gourmet kitchen with 42" cabinets, marble island + counters with custom backsplash, high-end stainless appliances, including Thermador double oven range + hood. Open to the kitchen is a dining area with ample seating and inviting family room with cozy fireplace. The space also gives access to an uncovered deck that's perfect for grilling or relaxing in the sun. And if the weather turns for the worst, just step over to an exceptional, covered garage roof deck with bar area and it is wired for video and sound - perfect for movie night in summer! The second floor houses 2 spacious bedrooms that share a jack and jill bath and a huge primary bedroom suite with large closets and marble bath with dual vanity, whirlpool tub, and sep spa/steam shower to melt the day away. Sunny top floor features a sizable sitting area that overlooks the gigantic rooftop terrace, a full bath with vanity and standing spa shower, and another spacious bedroom with lots of closet space. The lower level holds a vast recreation room with fireplace, additional bedroom that can be used as a home office or exercise room, full bath, private patio area, laundry room and storage. It also provides access to the almost never found attached 2 car heated garage. In close proximity to the Blue Line station, the 606 Trail, tons of restaurants, shopping, nightlife, and everything that Bucktown and Wicker Park have to offer! Recent improvements: New Freezer. $10,000 (2026) Sound Proof Windows $3,000 Library $3,000 Washer & Dryer $2,500 (2026) Bedroom Ceiling Fan $500 New Toilets $4,000 (2026) New Steam Motor $2,000 (2024) New Hot Tub Motor $2,500 (2024)

2025 W Saint Paul Avenue, Chicago

$475,000

2 Beds ⋅ 2 Baths ⋅ 12802037 MLS ⋅ ACTIVE Status

Sun-filled 2-bedroom, 2-bath main-floor condo in an intimate eight-unit Bucktown building, with gated parking included and a private patio off the living room. Windows line the front of the living space, and the oak trees outside throw dappled light through the room all day. Open the doors and step out onto the patio, big enough for a grill, a table, and lounge chairs. Back inside, the living room opens up to the kitchen, fireplace set into the wall between the windows. Hardwood runs through the entire home. The kitchen features marble counters, wood cabinetry, a seated island, and a stainless steel GE appliance package. The second bedroom sits just past it, currently set up as a bright home office and every bit as sunny as the rest of the front of the home. A hallway with generous closet storage leads back to the second full bath, a dedicated laundry room, and the primary suite at the far end, tucked away from the living space. The primary bath has quartz countertops, a dual-sink vanity, and a whirlpool tub. Spring 2026 upgrades brought fresh paint, crown molding, upgraded canned lighting, and new faucets throughout the space. The Carrier furnace and air conditioning were both replaced in 2023. The building has a virtual access system. Gated, partially covered parking is included with the unit. The self-managed association keeps the monthly assessment low for the building scale, covering water and sewer, exterior maintenance, lawn care, trash removal, and snow removal. Lister Avenue is a quiet residential street with fast access to the Kennedy Expressway, the Clybourn Metra station, and Mariano's on Ashland Avenue, plus Midtown Athletic Club on Elston, the Bloomingdale Trail, and everything taking shape at Lincoln Yards. Come tour it today!

2235 N Lister Avenue Unit #102, Chicago

$899,900

3 Beds ⋅ 3 Baths ⋅ 12800677 MLS ⋅ ACTIVE Status

Welcome to your private 3-bedroom, 2.5-bath Bucktown retreat, where comfort, functionality, and location come together in a move-in-ready home with thoughtful updates. No HOA, no monthly assessment, fee-simple ownership. The front yard sets the tone before you even step inside, with a private fence, low-maintenance turf and irrigation, and newly expanded planters. The first floor features a king-size guest bedroom with spacious closet, a remodeled full bath, and a mudroom with custom closets, an integrated queen-size Murphy bed, and new washer / dryer. Radiant heated floors in both rooms keep things cozy in colder months. An attached 1.5-car garage plus an exterior parking space adds everyday convenience. Upstairs, natural light pours in from both east- and west-facing windows, and oak floors span the top two levels. The living room faces a beautiful tree-lined street, with a Juliet balcony and cozy fireplace. The eat-in kitchen offers granite countertops, a double oven, open cabinetry, and an oversized walk-in pantry. Step directly outside to the expansive composite deck with gas, electric, and water hookups, perfect for entertaining. The light-filled top floor is the standout. It features an open-concept primary suite with vaulted ceilings, tall windows, a second fireplace, and built-in storage behind curtains. The spa-like bath includes a six-head Kohler DTV shower, clawfoot soaking tub, built-in vanity, heated floors, and skylights. A walk-in closet with versatile Elfa organization system adjoins the bath. Also on this floor is a second room that works as an office or nursery, with its own Juliet balcony and overhead storage. The roof and three skylights were replaced in 2026 for added peace of mind. And the location? Steps away from Ehrler Park, one block to the 606 trail, a short walk to the Western Blue Line, and surrounded by neighborhood favorites like Irazu and Mindy's. A one-of-a-kind, move-in-ready townhouse with private outdoor space, upscale features, major updates, and everything Bucktown / Wicker Park has to offer.

1870 N Oakley Avenue, Chicago

$2,699,000

6 Beds ⋅ 6 Baths ⋅ 12800920 MLS ⋅ ACTIVE Status

ALMOST FINISHED! EXCEPTIONAL LUXURY REIMAGINED IN BUCKTOWN! This extraordinary reimagining of a classic 1892 Chicago residence seamlessly blends timeless architectural character with contemporary luxury. Ideally situated on a tree-lined street just steps from The 606 Trail, this 6-bedroom, 5.1-bath single-family home features soaring 14-foot ceilings in family room, wide-plank oak hardwood floors, bespoke finishes, four living spaces, and a 2-car heated garage with EV charge compatible. The beautifully appointed chef's kitchen showcases professional-grade Sub-Zero and Wolf appliances, including a 6-burner Wolf range, custom white oak cabinetry, Taj Mahal leathered quartzite countertops, a full-height backsplash, a custom hood, and a dramatic waterfall island. The butler's pantry features a built-in Wolf coffee system and wine/beverage refrigerator. The spectacular family room, framed by a wall of custom European windows, opens to a private, same-level stone-paved patio with a wood-burning fireplace, creating an exceptional indoor-outdoor living experience. A custom mudroom with built-in storage and a discreetly concealed designer powder room complete the main level. The home is prewired for a multi zone sound system. The luxurious primary suite features floor-to-ceiling windows, fully outfitted walk-through his-and-hers closets, and a spa-inspired bath with dual quartz vanities, Kohler fixtures, radiant-heated floors, and an expansive steam shower. The second level also offers two additional bedrooms, two full baths, and a laundry area. The third floor includes a versatile loft ideal for an office, lounge, or playroom, two additional bedrooms, and a full bath. The radiant-heated lower level offers a spacious recreation and media room with wet bar, an additional bedroom, and a full bath-ideal for guests, work, fitness, or flexible living. Outdoor amenities include multiple private entertaining areas and a garage rooftop deck. Enjoy an exceptional Bucktown lifestyle moments from Damen and North Avenues, The 606 Trail, Blue Line access, Mariano's, acclaimed restaurants, boutique fitness studios, parks, and nightlife, with convenient expressway access. A rare offering that pairs historic character, sophisticated design, and exceptional modern living in one of Chicago's most desirable neighborhoods.

1712 N Honore Street, Chicago

1727 N Western Avenue Unit #C-1, Chicago

$195,000

12799999 MLS ⋅ ACTIVE Status

BUCKTOWN COMMERCIAL CONDO/ RETAIL; APPROX 1,100 SQ; ON PRIME WESTERN AVE. GREAT VISIBILITY; WALKING TRAFFIC; CLOSE TO EL. B3-2 ZONING. 11 FOOT CEILING HEIGHT. , ONE OUTSIDE PARKING SPACE INCLUDED.

1727 N Western Avenue Unit #C-1, Chicago

$425,000

12798051 MLS ⋅ ACTIVE Status

1954 North Damen Avenue is a 1228 square foot commercial condo for sale or lease. The space was previously used as a nail salon and does still have plumbing for that use in place. The store has a large front window and high ceiling height. The space could easily accommodate a number of different commercial uses.

1954 N Damen Avenue, Chicago

$498,900

3 Beds ⋅ 2 Baths ⋅ 12795079 MLS ⋅ ACTIVE Status

2356 N Elston Court Unit #403, Chicago

$1,750,000

3 Beds ⋅ 4 Baths ⋅ 12788858 MLS ⋅ ACTIVE Status

A rare Bucktown single-family home with two primary suites, an attached heated 3-car garage, a garage-top deck, and a private rooftop terrace. This 3-bedroom, 3.1-bath home plus a top-floor office/4th bedroom offers flexible space for living, working, and entertaining. On the main level, steel-framed windows and a floating open-tread staircase set a modern tone. The living and dining room features custom millwork, a marble fireplace with built-in shelving, and 1920s vintage pendants. The kitchen is centered on an oversized square natural stone island with a waterfall edge, prep sink, and seating on three sides, along with a Viking range, stainless appliances, a coffee/wine bar, and abundant cabinetry. Off the kitchen, the deck above the garage offers two distinct zones: a sunny dining and grilling area, and a covered pergola lounge with a ceiling fan and gas fireplace. A retractable screen on the back of the house turns the deck into an outdoor movie theater. An updated powder room completes the level. The second floor is home to two primary suites, each with a private bath and custom California Closets. The south suite has a walk-in closet and a bath with dual vanity and a steam shower with body sprays and bench. The north suite has room for a sitting area around its fireplace, sliding doors to the deck, and a bath with a glass walk-in shower and smart heated towel bar. The top-floor office, renovated in 2021, has a wet bar with refrigerator, reclaimed-wood accent wall, its own heating/cooling, and sliding doors to a private turf rooftop terrace. The space offers flexibility as a 4th bedroom, den, studio, or retreat. The lower level is made for movie nights, with an oversized media room featuring a 150-inch projection screen and projector. It also has a third bedroom that fits a king bed and desk, a full bath with walk-in shower, and laundry with full-size machines. Smart light switches run throughout the living spaces, and hardwired enterprise Wi-Fi access points extend coverage outdoors to the pergola. The insulated, heated garage includes an EV charger and extensive storage. The home is in the Pulaski Elementary attendance area, close to Bucktown's restaurants and shops and the Damen and Western Blue Line stations.

2112 W Dickens Avenue, Chicago

$2,200,000

7 Beds ⋅ 6 Baths ⋅ 12784462 MLS ⋅ ACTIVE Status

Welcome to 2322 W Montana St, a gut-rehabbed four-unit property on a quiet, tree-lined one-way street in Bucktown. The front building includes three units, with a detached two-story coach house in the rear. Each unit has condo-style finishes, a private washer and dryer, hot water tank, circuit breaker, gas meter, air conditioning, and boiler/HVAC system. Unit 1 and Unit 2 each offer two bedrooms and two bathrooms. The garden unit offers two bedrooms and one bathroom, and the coach house has one bedroom, one bathroom, and 10-foot ceilings. The garden unit and coach house are intentionally vacant, offering flexibility for owner occupancy or additional rental income. Potential short-term rental use is subject to applicable laws, licensing, and approvals. Near the Western Blue Line station, I-90, and multiple bus routes, this property offers a flexible four-unit configuration with rental potential and convenient city access.

2322 W Montana Street, Chicago

$799,000

12786768 MLS ⋅ ACTIVE Status

Amazing Billboard Advertising Opportunity and Office Along I-90/94! Own a 1,200 SF office space with a prominent, illuminated billboard offering exceptional visibility for your business from the Kennedy Expressway (I-90/94) with traffic counts of approx. 227,100 vehicles per day. The 12'x20' billboard stands 60 feet high, with north and south facing signage. The ground level office condo has expansive windows for natural light. Ideally located in Bucktown, with immediate access to expressway via North Ave. Just minutes from Wicker Park's popular shopping and dining, shops along North Branch of Chicago River, and 5-minute walk to 606 Trail.

1652 N Bosworth Avenue, Chicago

1656 N Bosworth Avenue Unit #PH-4S, Chicago

$924,000

4 Beds ⋅ 2 Baths ⋅ 12786493 MLS ⋅ ACTIVE Status

SPECIAL OFFER: Seller is offering a 2/1 mortgage rate buy-down for the first two contracts! Fully rehabbed in 2026, this reimagined 4-bedroom, 2-bathroom Penthouse represents the pinnacle of modern luxury. Perfectly situated at the intersection of Bucktown and West Lincoln Park, the residence features direct elevator entry and blends seamless indoor-outdoor living with two private outdoor spaces, high-end designer finishes, and a private rooftop deck with unobstructed skyline views. Step into a bright, open floor plan framed by brand-new, floor-to-ceiling European windows that offer excellent sound insulation and flood the home with natural light. The sophisticated living room is anchored by a stunning feature wall and elevated by custom trim work, solid-core 8-foot doors, and a tailored LED lighting package. A covered outdoor area seamlessly extends your living space and comes equipped with an outdoor grill. Entertain with ease in the chef's kitchen, showcasing Italian-designed cabinetry, a premium stainless steel appliance package, and an oversized quartz island complete with elegant waterfall edges. Unwind in the spa-inspired designer bathrooms, fully outfitted with sleek oversized tile and heated floors. Located in the highly coveted Burr Elementary School district, this home offers unparalleled access to trendy dining, boutique shopping, and local parks. With I-90/94 and the Milwaukee/Damen Blue Line just minutes away, city commuting is an absolute breeze. Don't miss this rare opportunity to own a truly exceptional residence in one of Chicago's most vibrant and sought-after locations!

1656 N Bosworth Avenue Unit #PH-4S, Chicago

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Bucktown Real Estate

Newest Listings in Bucktown

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