Bucktown Real Estate

Bucktown: A Vibrant Neighborhood in the Heart of Chicago

Welcome to Bucktown, a lively neighborhood nestled within the bustling city of Chicago, Illinois. Located in Cook County, Bucktown is a vibrant and diverse community that offers a unique blend of urban living and small-town charm.

One of Bucktown's most appealing aspects is its convenient location. Situated just northwest of downtown Chicago, residents enjoy easy access to the city's thriving business district, world-class dining, and renowned cultural attractions. Whether you're commuting to work or exploring the city's vibrant entertainment scene, Bucktown's proximity to major highways and public transportation makes getting around a breeze.

In addition to its prime location, Bucktown boasts a rich history and a strong sense of community. Once an industrial hub, the neighborhood has transformed into a trendy and artistic enclave. The streets are lined with historic buildings, trendy boutiques, art galleries, and cozy cafes, creating a vibrant atmosphere that attracts residents and visitors alike.

Nature enthusiasts will appreciate Bucktown's proximity to the 606 Trail, an elevated park and trail system that winds through the neighborhood. This urban oasis offers a scenic escape for joggers, cyclists, and nature lovers, providing a serene respite from the city's hustle and bustle.

With its unique blend of urban amenities and a close-knit community, Bucktown is a sought-after neighborhood for both young professionals and families. The area is home to a mix of architectural styles, ranging from charming Victorian homes to modern loft conversions, ensuring there's something to suit every taste and lifestyle.

If you're looking for a vibrant and dynamic neighborhood that offers the best of city living, Bucktown is the perfect place to call home. With its rich history, convenient location, and vibrant community, it's no wonder that Bucktown continues to be one of Chicago's most desirable neighborhoods.

Newest Listings in Bucktown

$2,200,000

7 Beds ⋅ 6 Baths ⋅ 12784462 MLS ⋅ NEW 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

1835 N Milwaukee Avenue Unit #401, Chicago

$799,000

3 Beds ⋅ 2 Baths ⋅ 12791744 MLS ⋅ NEW Status

Stunning, updated 3BR/2BA corner Penthouse in boutique elevator bldg in the heart of Bucktown! Soaring 14' ceilings & floor-to-ceiling windows fill this expansive home w/natural light. Huge LR w/FP opens to sep dining area & updated kitchen w/ quartz waterfall countertops, extended island and newer SS appls. Both baths beautifully renovated w/heated flrs; primary bath features spacious steam shower. Newer W/D, HVAC & HWH. Newly refinished Hdwd Flrs thru out, Spacious composite deck accessible from hall and primary with gas line. Unit also includes rights to designated private rooftop area w/city views; prior decking was removed for roof replacement & can be rebuilt by new owner. Rare Private Attached 2-Car Garage equipped with a 240V circuit for EV charging! Incredible Bucktown location near dining, shopping, parks, transportation & half a block from the 606 entrance.

1835 N Milwaukee Avenue Unit #401, Chicago

$1,650,000

4 Beds ⋅ 4 Baths ⋅ 12790586 MLS ⋅ NEW Status

28' wide lot single family house in the heart of Bucktown, close to the neighborhood's best dining, shops and The 606. This home offers generous living spaces across four levels, three distinct outdoor areas and the total luxury of an attached two-car garage, all overlooking the glorious 606! The main floor graciously unfolds from the moment you walk in: a spacious living room with a gas fireplace as the focus, to the huge front facing windows and also to the courtyard/yard for the utmost in privacy-all with hardwood floors on this entire level. Granite countertops, stainless steel appliances and a breakfast area make the kitchen equally suited for both everyday meals and entertaining. Just beyond, the quiet rear yard offers a unique setting with a wall mural from the 606-it's yours for the designing. The adjoining mudroom provides a dedicated entry from the garage for coats, bags and more. A sun filled open atrium staircase leads to the second floor featuring two bedrooms, a full bathroom and a separate family room with a gas fireplace and direct walk out access to a generous roof deck. Providing room for dining and lounging, the deck becomes another place to live, gather and entertain. The third floor is reserved for the primary suite, with a walk-in closet, full bathroom, an adjoining bedroom currently used as a dedicated gym and direct access to another potential deck. The lower level adds a rec room well suited for toys and playing or use for movie nights. A 5th bedroom can serve as a guest room or dedicated office, and the large laundry room is perfect in size. Recent seller improvements include an entirely new roof, new second- and third-floor decks making this a wonderful place to call home. Make walking in the 606, coffee at Red June, groceries from Olivia's Market and dinner at Antico or Le Bouchon your new norm- all within walking distance. Pulaski International School is an easy walk away. With so much Bucktown and Wicker Park fun close at hand, this is a home that makes it easy to enjoy the neighborhood as much as the space within it.

1803 N Hoyne 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

2042 N Winchester Avenue Unit #2E, Chicago

$475,000

2 Beds ⋅ 2 Baths ⋅ 12787211 MLS ⋅ ACTIVE Status ⋅ Bucktown BLDG.

SHORT TERM RENTAL FRIENDLY HOA WITH NO RENTAL CAP OR MINIMUM LEASE REQUIREMENTS - RARE OPPORTUNITY! Sun-filled and full of character, this 2-bedroom, 2-bathroom duplex-up blends vintage Chicago charm with modern loft-style living in the heart of Bucktown. Soaring ceilings, exposed brick and beautiful hardwood floors create a warm, airy backdrop, while oversized windows and skylights fill the home with natural light. The updated kitchen features crisp white cabinetry, granite countertops, stainless steel appliances and a breakfast island that flows seamlessly into the living and dining space. A dramatic spiral staircase leads to the spacious lofted primary suite with vaulted ceilings and skylights. The second bedroom offers wonderful flexibility for guests or a home office, while two full baths and in-unit laundry add everyday convenience. Outside, a large private deck creates your own urban retreat. Central air, additional storage and deeded exterior parking complete this distinctive home in a prime Bucktown location steps from local retail shopping, restaurants, and the 606 trail. This fantastic home is perfect not only for owner-occupants but also presents an incredible, flexible investment opportunity, as this HOA allows short term rentals. Ask for details and schedule your showing today!

2042 N Winchester Avenue Unit #2E, 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

$1,945,000

12786701 MLS ⋅ ACTIVE Status

Exclusively engaged to market for sale 1852 W. Wabansia Ave., a six-unit apartment building in the heart of Bucktown, one of Chicago's most sought-after neighborhoods. Ideally situated just steps from the 606 Bloomingdale Trail and the iconic six-way intersection of Milwaukee, North, and Damen Avenues, the property offers residents exceptional access to Bucktown and Wicker Park's renowned restaurants, bars, nightlife, retail, and entertainment. The property is also conveniently located just 0.3 miles from the Damen & Milwaukee/North CTA Blue Line Station, and only 0.6 miles from the Kennedy Expressway, providing excellent transit and regional accessibility. Beyond its location, the building offers rare diversification, with six distinct unit types: one (1) studio, one (1) 1 Bed/1 Bath, one (1) 1 Bed/2 Bath duplex-down, one (1) 2 Bed/2 Bath duplex-down, one (1) 2 Bed/2 Bath duplex-up, and one (1) 3 Bed/2 Bath duplex-up. This mix appeals to a broad range of renters and reduces reliance on any one segment of the rental market, a level of diversification rarely found in a six-unit property. Every unit has in-unit laundry, and tenants pay their own gas and electricity. The well-maintained units offer a straightforward mark-to-market opportunity and strong income upside potential. The full Offering Memorandum, including the rent roll and operating statement, is available upon request.

1852 W Wabansia 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

1656 N Bosworth Avenue Unit #2S, Chicago

$749,000

4 Beds ⋅ 2 Baths ⋅ 12786453 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 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 #2S, Chicago

1656 N Bosworth Avenue Unit #3N, Chicago

$774,000

3 Beds ⋅ 2 Baths ⋅ 12786439 MLS ⋅ ACTIVE Status

1656 N Bosworth Avenue Unit #3N, Chicago

1656 N Bosworth Avenue Unit #2N, Chicago

$724,000

3 Beds ⋅ 2 Baths ⋅ 12786402 MLS ⋅ ACTIVE Status

1656 N Bosworth Avenue Unit #2N, Chicago

Start Your Search

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.

Bucktown Real Estate

Newest Listings in Bucktown

How much is your home worth?

How much is your home worth?