Browse All Bucktown IL 4 Bedroom Properties for Sale

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

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

2012 W Shakespeare Avenue Unit #1, Chicago

$989,000

4 Beds ⋅ 3 Baths ⋅ 12785559 MLS ⋅ CONTINGENT Status

Welcome home to this beautifully appointed 4-bedroom, 3-bath duplex-down in the heart of Bucktown, just a few blocks from Pulaski International School and across the street from Kaleido*Kids Childcare & Preschool! Situated on an oversized lot, this exceptional home offers a wider, more spacious floor plan than your typical duplex-down, making it a fantastic alternative to single-family living. From the moment you step inside, you'll appreciate the generous room sizes, abundance of natural light, and inviting blend of modern design and comfortable living. The main level features an expansive open-concept living, dining, and kitchen area with a cozy fireplace, spacious front porch, and beautifully designed custom kitchen with ample counter space and storage. Two bedrooms are located on the main level, including a spacious primary suite with a generous walk-in closet and spa-like bath featuring a steam shower, separate soaking tub, dual vanities, and heated floors. The lower level offers an equally impressive amount of living space, including a bright and inviting family room with a beverage center and plenty of room to relax or entertain. Two additional bedrooms, including one currently used as a home office with a Murphy bed, and a full bath with a spacious walk-in steam shower complete this level. With four bedrooms, three full baths, two separate living areas, and a noticeably wider layout, this home provides the space and flexibility that's often difficult to find in condo living. Two parking spaces, including one garage space and one exterior space, add everyday convenience. All of this in an unbeatable Bucktown location, just moments from Holstein Park and its outdoor swimming pool, neighborhood restaurants, charming boutiques, grocery stores, and the 606 Bloomingdale Trail. A rare opportunity to enjoy the space and comfort of a single-family home with the ease of condo living!

2012 W Shakespeare Avenue Unit #1, Chicago

$925,000

4 Beds ⋅ 3 Baths ⋅ 12771996 MLS ⋅ CONTINGENT Status ⋅ Bucktown BLDG.

Welcome to this stunning, fully renovated 4-bedroom, 3-bathroom duplex-down in the heart of Bucktown, offering the space and functionality of a single-family home with multiple private outdoor spaces! Thoughtfully updated from top to bottom, this move-in-ready residence features new a new kitchen, new bathrooms, new hardwood flooring, new carpet, fresh interior paint, updated light fixtures, custom built closets, and beautifully refreshed finishes throughout. The sun-drenched main level is highlighted by dramatic floor-to-ceiling windows and an open-concept layout that seamlessly connects the living, dining, and kitchen spaces. At the heart of the home, the completely redesigned kitchen impresses with new custom-style cabinetry, sleek quartz countertops, stainless steel appliances, upgraded lighting, and a generous island with seating, all flowing seamlessly into the dining and living spaces. Two bedrooms complete the main level, while the expansive lower level offers two additional bedrooms, laundry room and an inviting family room with a fireplace and wet bar. The spacious primary suite serves as a private retreat with a walk-in closet and beautifully updated en-suite bath featuring dual vanities, a soaking tub, and separate shower. Multiple outdoor spaces set this home apart, including a private terrace, back deck, and an extra-large shared garage rooftop deck ideal for entertaining and enjoying evenings outside. Additional highlights include two fireplaces, abundant storage, and one garage parking space included in the price. Ideally located near Holstein Park, the 606, CTA Blue Line, I-90/94, Pulaski International School, and some of Bucktown's best restaurants, shopping, fitness studios, and nightlife. Don't miss out on this turnkey home in one of Chicago's most sought-after neighborhoods.

2221 N Hoyne Avenue Unit #1, Chicago

$1,895,000

4 Beds ⋅ 4 Baths ⋅ 12770642 MLS ⋅ ACTIVE Status

This architecturally distinctive California Modern home is designed around light, openness and effortless entertaining. The home features oversized east & west facing windows and a custom floating staircase that serves as the centerpiece of the entry and main level. The front living room with a sleek gas fireplace flows seamlessly into the dining area and beautifully appointed kitchen. Caesarstone countertops with a waterfall edge, Thermador appliances, Culligan water filtration system, induction cooktop, Grohe fixtures and an oversized island provide plenty of prep space and casual seating, while a built-in buffet adds additional storage and serving space. Just beyond, the spacious family room opens to a two-tiered deck with built-in irrigation and a steel pergola, creating an easy connection between indoor and outdoor living. A large pantry, coat closet and stylish powder room complete the main level. Upstairs, the primary suite includes a generous custom closet and spa-like bath with dual shower, body sprays, separate soaking tub, double vanity and heated floors. Two additional bedrooms and a spacious hall bath complete the second floor. The penthouse level is made for entertaining, with a wet bar and beverage refrigerator leading to the expansive rooftop deck, also customized by Reveal Design. The lower level offers even more flexible living space with radiant heated floors, a second wet bar, large recreation room, guest bedroom and full bath, plus an oversized laundry room with excellent storage. Additional features include wide-plank white oak flooring throughout the main and bedroom levels, an interior fire sprinkler system, dual zoned Nest thermostats, garage EV charging and a thoughtfully designed floor plan with exceptional storage throughout. All of this in one of Bucktown's most desirable residential pockets, with Holstein Park, neighborhood dining, shopping and transportation close by.

2071 N Oakley Avenue, Chicago

$1,949,500

4 Beds ⋅ 4 Baths ⋅ 12768858 MLS ⋅ CONTINGENT Status

Phenomenal location in the heart of Bucktown! This light-filled, south-facing single family home was extensively and thoughtfully remodeled in 2017 and has since been meticulously updated, making it truly move-in ready. Recent improvements include a new roof, furnace and water heater (2025), new hardwood floors on the main level with hardwood refinished throughout, new skylights, tuckpointing and weatherproof sealing, a redone lower level bath and half bath, a new mini-split AC in the office, plus new kitchen appliances and custom window treatments (2024). The main level features a great open floor plan with a contemporary kitchen and desk area, and there is no wasted space. The dramatic master suite offers floor-to-ceiling windows, a walk-in closet and a luxurious bath with built-ins, skylight, separate oversized shower and soaking tub. Two additional bedrooms on this level, along with new decking on the upstairs terrace. The top floor office/den leads to a private urban oasis with custom lighting, landscaping and views of downtown, perfect for entertaining! Large lower level family room, laundry room and guest suite. Incredible storage throughout, plus a two-car attached garage with plenty of extra room. Walk to the best of Bucktown!

1940 W Wabansia Avenue, Chicago

$2,195,000

4 Beds ⋅ 4 Baths ⋅ 12760262 MLS ⋅ PENDING Status

Immaculate all-brick custom built home on sunny south facing corner lot in Bucktown. This perfectly appointed 4 bed 3.5 bath home boasts sunshine in every room, modern coastal design and luxury details throughout including beautifully refinished white oak hardwood flooring, extensive millwork, sleek horizontal cladding, tray ceilings, designer lighting, and high end wallpaper throughout. The chef's kitchen boasts a massive island, built-in banquette, custom cabinetry with glass fronts, gorgeous chevron tiled full height backsplash, brass pulls, and Wolfe & SubZero appliances. Kitchen opens to a generous family room anchored by built-in cabinetry. Jewel box powder room. 2nd level features 3 bedrooms, 2 bathrooms and 2nd laundry. Primary suite with 2 closets including a walk-in and a luxurious marble spa bath with steam shower, body sprays, soaking tub, and heated flooring. Sunny corner windows in front bedroom and middle bedroom with charming built-ins and sconces with bright south facing windows. Impressive lower-level with heated flooring, expansive media room with wet bar, bedroom, full bath, and Pinterest-worthy full laundry room/mudroom. Integrated Control 4 smart home automation with climate, audio visual, stereo, security, lighting and window treatments via app. Ample thoughtful storage throughout the home. Hunter Douglas automated window coverings. Premium trex decking, built-in grilling station right off living space, and garage rooftop pergola for outdoor entertaining above the car lovers' dream 2.5 car heated garage with statement floor tiles, and side entrance off Dickens which allows for 2 more cars on parking pad. Professionally landscaped lot. Drenched in natural light, this corner home sits directly across from neighborhood school Pulaski Elementary's new turf field for a perfect urban backyard across the street, Holstein Park down the block. Perfectly located with easy access to Western Blue Line, Clybourn Metra, 90/94 and all the best restaurants, nightlife, and shopping in Bucktown.

2057 N Oakley Avenue, Chicago

$1,299,000

4 Beds ⋅ 5 Baths ⋅ 12684082 MLS ⋅ ACTIVE Status

Exceptional investment opportunity in Chicago's Bucktown neighborhood. This fully rented three-unit walkup offers strong income potential and modern finishes throughout, making it an ideal addition to any investor's portfolio. The property consists of two 1-bedroom, 1-bathroom units and a spacious 2-bedroom, 2.5-bathroom duplex owner's unit. All three apartments feature stone countertops, stainless steel appliances, and the convenience of in-unit laundry. Separate gas and electric utilities for each unit help minimize owner expenses and provide efficient utility management. The building underwent a complete renovation in 2018, including a new roof, offering peace of mind and reduced near-term capital expenditure needs. Updated interiors, modern mechanicals, and contemporary finishes appeal to today's renters while supporting long-term occupancy and rental stability. Located in one of Chicago's most sought-after neighborhoods, residents enjoy easy access to Bucktown's vibrant dining, shopping, nightlife, and transportation options. With a desirable unit mix, strong rental demand, and significant capital improvements already completed, this turnkey asset presents a compelling opportunity for both seasoned and first-time multifamily investors.

2127 N Winchester Avenue, Chicago

2341 W Saint Paul Avenue Unit #2East, Chicago

$1,475,000

4 Beds ⋅ 3 Baths ⋅ 12591750 MLS ⋅ PENDING Status

Sold Before Print. New Construction, duplex up penthouse designed by Studio Group.

2341 W Saint Paul Avenue Unit #2East, Chicago

2341 W Saint Paul Avenue Unit #1West, Chicago

$1,375,000

4 Beds ⋅ 4 Baths ⋅ 12587555 MLS ⋅ PENDING Status

New Construction, duplex down designed by Studio Group, delivering in September 2026. Offering 4 bedrooms, 3.5 bathrooms, two incredible private outdoor spaces at a premiere Bucktown location, this one of kind home blends bold design, elite craftsmanship at an unbeatable location. The main floor is anchored by a showpiece kitchen with Wolf and Sub-Zero appliances, bespoke Amish cabinetry, a 10' island with brass detailing, two stunning gold pendants and designer hardware. The family room is elevated by a fireplace and a stunning architectural pocket bar with custom fluted doors & millwork concealing two closets flanking the wet bar with a Sub-Zero refrigerator, bar sink, antique tile backsplash, whitewashed oak shelves and lighting from Rejuvenation. The rear family room walks out onto an elegant covered rear porch, one of two private outdoor space. The second outdoor space is the private roof deck of the 2 car garage. The primary suite features a stunning bathroom with custom designed floating dual vanity, oversized brass mirror flanked by two elegant sconces and open shelves with brass hardware. The primary bath also features a steam shower, heated floors, separate soaking tub and water closet. Two oversized closets complete the luxury primary suite. The two middle bedrooms feature large windows and designed to accommodate bedroom, office and/or fitness programs. The middle bedrooms served by a full bath with a tub and floating vanity, open shelves and a linen closet. The fourth bedroom has an on-suite bathroom perfect for overnight guests. Hot water radiant heat on the lower level, high efficiency HVAC system with smart thermostat, hardwired security system included and fully pre-wired for audio & technology upgrades. All of this in the heart of Bucktown, around the corner from the 606 trail, Blue Line stop and the Milwaukee Ave. restaurants & shopping corridor. Professionally designed, with thoughtfully curated, top of the line finishes throughout and meticulous attention to detail, this is truly a one of kind home.

2341 W Saint Paul Avenue Unit #1West, 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.

4 Bedroom Bucktown Real Estate

Our website features the best real estate search for 4 bedroom properties available in Bucktown and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Browse All Bucktown IL 4 Bedroom Properties for Sale

4 Bedroom Bucktown Real Estate

How much is your home worth?

How much is your home worth?