Bucktown Real Estate

Bucktown Real Estate

Welcome to Bucktown, a vibrant neighborhood nestled in the heart of Chicago, Illinois, within the lively Cook County. Known for its eclectic charm and artistic flair, Bucktown effortlessly blends historic character with modern urban living, making it one of the most sought-after locales in the Windy City.

As you stroll through Bucktown's tree-lined streets, you’ll discover a delightful mix of vintage brownstones, contemporary lofts, and chic single-family homes, each brimming with unique architectural details. The neighborhood is renowned for its strong sense of community, where neighbors become friends and local businesses thrive. Bucktown's bustling commercial district is a haven for foodies and shopaholics alike, featuring an array of trendy boutiques, artisanal coffee shops, and gourmet restaurants that cater to every palate.

Outdoor enthusiasts will love the proximity to the 606, an elevated trail that offers miles of scenic paths perfect for jogging, cycling, or leisurely walks. The neighborhood is also home to several parks, providing green spaces for picnics, playdates, and community events.

In addition to its artistic spirit, Bucktown is known for its vibrant cultural scene, hosting a variety of galleries, theaters, and music venues that showcase local talent. The annual Bucktown Arts Fest draws crowds from all over, celebrating the creativity that defines this dynamic neighborhood.

With its unique blend of community, culture, and convenience, Bucktown is not just a place to live; it’s a lifestyle. Come explore the charm of Bucktown and discover why so many choose to call this extraordinary neighborhood home!

Newest Listings in Bucktown

2320 W St Paul Avenue Unit #603, Chicago
$500,000
2 Beds ⋅ 2 Baths ⋅ 12791748 MLS ⋅ NEW Status
PENTHOUSE Bucktown corner condo flooded with natural light, dynamite City Skyline views, and just steps to the 606! Recent updates include New Windows and Sliding Door, HVAC, Hot water tank, Dishwasher, Microwave, & W/D. Kitchen is complete with stainless steel appliances & island/breakfast bar. Custom window treatments and lighting. Higher ceilings on the 6th floor help to showcase the attention to detail. Boutique elevator building features just 4 units per floor. Ideal split floor plan. Separate dining space to entertain. Balcony conveniently located off main living area. Generous living room complete with a gas fireplace. Primary Bedroom with ensuite Bath fits a king bed comfortably. Attached heated garage parking space + outdoor gated parking space included. Large floor to ceiling storage unit included. Short walk to 2 Blue Line stops, Grocery Stores, Restaurants, Shops, & all that Bucktown has to offer! Gated Green space for residents at the corner of St. Paul and Winnebago. Pets welcome! Just a mile to the Metra & 90/94. Well maintained building.

2320 W St Paul Avenue Unit #603, Chicago
1740 N Marshfield Avenue Unit #8, Chicago
$535,000
2 Beds ⋅ 2 Baths ⋅ 12796080 MLS ⋅ NEW Status
Beautifully updated 2-bedroom, 1.5-bath duplex-down condo in the heart of Wicker Park, offering a stylish blend of modern finishes, functional living space, and an unbeatable location. Thoughtfully renovated throughout, this inviting home features a stunning custom-built fireplace that serves as the centerpiece of the main living area. The updated kitchen showcases modern cabinetry and quality finishes, with an open layout perfect for everyday living and entertaining. Both the full and half bathrooms have been tastefully renovated with a clean, contemporary feel. The spacious duplex layout offers a desirable separation of living and sleeping areas, with two well-proportioned bedrooms and flexible space for a home office or guest accommodations. Step outside to Walsh Park directly across the street, with the 606 Trail just moments away. Enjoy easy access to Wicker Park's vibrant dining scene, boutique shopping, neighborhood favorites, and convenient public transportation. Move-in ready and ideally situated in one of Chicago's most sought-after neighborhoods, this is city living at its best. **Don't miss your opportunity to call Wicker Park home-schedule your showing today!**

1740 N Marshfield Avenue Unit #8, Chicago
2315 W Wabansia Avenue Unit #1E, Chicago
$950,000
3 Beds ⋅ 3 Baths ⋅ 12795451 MLS ⋅ NEW Status

2315 W Wabansia Avenue Unit #1E, Chicago
1830 N Winchester Avenue Unit #115, Chicago
$669,000
3 Beds ⋅ 2 Baths ⋅ 12771292 MLS ⋅ NEW Status
Live in the center of the activity in the epicenter of Bucktown just off the 606 Trail and next to Churchill Park while having a serene & secure setting tucked away from all of the noise! This above-grade duplex home with its own private entrance offers townhome style living with an attached garage parking space. The main level is set up with a wide layout, allowing for large living space overlooking the courtyard below. The living room has a wood-burning fireplace with side cabinets, easily accommodating large couch and furniture, while the dining space with custom built-in buffet with wine fridge provides plenty of room for an entertaining table. The updated open kitchen offers quartz countertops, large center island with overhang, stainless appliances, pantry closet and extensive cabinet space. A private balcony off the living room & dining areas offers a generous amount of outdoor space from your main living areas. The large primary suite includes a wall of closet and updated primary bathroom, while the 2nd bedroom is also well proportioned and has a full bathroom just off the hall. A huge third bedroom is downstairs (nothing below grade) and can easily be used as a family room given its size. Fantastic organized closet space is throughout the home, along with furnace/central air and in-unit washer and dryer. From the attached garage you have the option of taking an elevator to the 2nd floor (main living level) for ease of living as well. Assessment includes internet & cable. Outside your door, you will never need to drive to anything. Churchill Park and the dog park are right next door, along with the entrance to the 606 Trail. Blue line access and any and every restaurant you could want is within an incredibly short stroll, making this a perfect location for a unique and fantastic home.

1830 N Winchester Avenue Unit #115, Chicago
2356 N Elston Court Unit #403, Chicago
$498,900
3 Beds ⋅ 2 Baths ⋅ 12795079 MLS ⋅ NEW Status

2356 N Elston Court Unit #403, Chicago
2112 W Dickens Avenue, Chicago
$1,750,000
3 Beds ⋅ 4 Baths ⋅ 12788858 MLS ⋅ NEW 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
1701 N Damen Avenue Unit #204, Chicago
$375,000
1 Beds ⋅ 1 Baths ⋅ 12787216 MLS ⋅ NEW Status
Real timber loft living on the corner of Damen and Wabansia in the heart of Bucktown. This sunny, south-facing, extra-spacious 1 bedroom (approx. 975 sq ft) in a 1926 brick warehouse conversion has the details loft buyers hunt for: exposed timber beams and ceilings, brick walls, oversized steel-framed windows and hardwood floors throughout. The open living room is anchored by a wood-burning fireplace with gas starter and opens to a private balcony set in the treetops. The kitchen offers granite counters, stainless steel appliances, a gas range and a large island with breakfast bar. Quiet bedroom overlooks the courtyard with a full wall of closets. Bath with double vanity, in-unit washer/dryer and central air. Exterior parking space and storage included. Shared roof deck with skyline views. Steps to The 606, the Damen Blue Line and the best of Bucktown dining, galleries and shopping.

1701 N Damen Avenue Unit #204, Chicago
2322 W Montana Street, 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
1942 N Wolcott Avenue, Chicago
$1,950,000
5 Beds ⋅ 4 Baths ⋅ 12788674 MLS ⋅ ACTIVE Status
One-of-a-kind 4,000 SF Bucktown home offering exceptional space, natural light, and three incredible outdoor living areas at a compelling new price! Currently configured as 4BR/3.1BA, with plans for a 5th bedroom that seller will create with an accepted purchase price. Ideally situated on one of Bucktown's most desirable blocks with ample non-permit street parking. Outdoor spaces include a landscaped patio, sun-filled breezeway, and spectacular rooftop deck with custom resort-style cabana. Soaring ceilings, floor-to-ceiling windows, and newly refinished hardwood floors. Spacious kitchen with custom cabinetry, Wolf Professional appliances, beverage center, and adjoining family room with wood-burning fireplace. Generous primary suite with spa bath and walk-in closet. Finished lower level features a hidden 100" theater, recreation room, two bedrooms, and full bath. Wonderful to enjoy today, with tremendous potential to update and personalize over time. Ideally located near the 606 Trail, Damen Avenue restaurants and boutiques, Drummond School playground and park, Blue Line, and expressways.

1942 N Wolcott Avenue, Chicago
1652 N Bosworth Avenue, 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
1656 N Bosworth Avenue Unit #3S, Chicago
$799,000
4 Beds ⋅ 2 Baths ⋅ 12786470 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 3-bedroom, 2-bathroom condominium 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 and high-end designer finishes. 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 #3S, Chicago
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