Browse All Bucktown IL 4 Bedroom Properties for Sale

4 Beds ⋅ 4 Baths ⋅ 12732201 MLS ⋅ NEW Status

A modern standout on a prominent Bucktown corner, 2029 North Hoyne commands attention from the moment you arrive. Expansive floor-to-ceiling glass fills all four levels with south and west light, while glass, steel and stone are beautifully balanced by the warmth and character of rich walnut floors. Built in 2015, the home is wrapped on three sides in a Porcelanosa ventilated porcelain facade and framed by a dramatic Kawneer curtain-wall system. The main level flows effortlessly from the living and dining areas into the open kitchen and rear family room. Four-inch character walnut floors soften the home's modern materials, creating interiors that feel both sophisticated and inviting. The kitchen features custom cabinetry, London Fog quartz countertops, a Wolf range with double ovens and microwave, Sub-Zero refrigeration, a Bosch dishwasher and two U-Line wine refrigerators. A gas fireplace with custom built-ins anchors the family room, while designer lighting, low-iron glass railings and carefully selected finishes elevate every level. Upstairs, the primary suite includes a spa-like bath finished in natural travertine and London Fog quartz, with a soaking tub, separate shower and dual sinks. Two additional bedrooms, a full bath and laundry room complete the second floor. The radiant-heated lower level offers a spacious recreation room, wet bar, full bath and an ensuite fourth bedroom with generous storage. At the top of the home, dual NanaWalls disappear along the east and west sides of the den, allowing the breeze and views to sweep through the entire floor. Opening onto two expansive rooftop terraces, this spectacular indoor-outdoor space reminds you that you're truly above it all. A wet bar, wine refrigerator, sink and gas hookup make entertaining effortless. A fourth outdoor space sits above the garage, complete with turf, a pergola and TV hookup. The extra-wide attached garage accommodates two vehicles inside and two additional cars on the apron. Control4 automation, Sonos throughout the interior and exterior, Luma cameras, Nest thermostats, keyless entry and a video intercom complete the home. Just moments from the 606 Trail, Walsh Park, Churchill Park, the Blue Line and Bucktown's best dining and shopping, this trendsetting home will not last.

2029 N Hoyne Avenue, Chicago

$1,700,000

4 Beds ⋅ 4 Baths ⋅ 12748419 MLS ⋅ NEW Status ⋅ Bucktown BLDG.

Exceptional penthouse living in the heart of Bucktown! This 3400 sq ft 4-bedroom, 3.1-bath duplex delivers a luxury experience across two meticulously designed levels culminating in a private rooftop retreat with unobstructed views of the skyline. Thoughtful design and elevated finishes define the interiors, with hardwood floors, crown molding, and detailed wainscoting throughout. The main level is anchored by an expansive chef's kitchen featuring SubZero and Wolf appliances, a generous walk-in pantry and front balcony perfect for grilling or enjoying a cup of coffee. The kitchen flows effortlessly into the open-concept living and dining spaces, creating an ideal setting for both everyday living and entertaining. A second living area offers a sophisticated wet bar, inviting family room, dual-sided fireplace, and beautifully appointed office/library. Upstairs, four generously sized bedrooms each feature custom closets. The king sized primary suite boasts dual walk-in closets connected by a custom built-in vanity and an extraordinary spa-inspired bath with heated floors, soaking tub, double vanity, steam shower, and multiple body sprays. The rooftop is the defining element of this one-of-a-kind residence. Stretching the full length of the building, this private outdoor oasis has been designed for effortless entertaining and multi season enjoyment. An outdoor kitchen, gas firepit, covered pergola, television and speakers, heaters, and irrigated landscaping create an exquisite outdoor living environment unlike anything else in the neighborhood. State-of-the-art smart-home technology is seamlessly integrated throughout, offering intuitive control of motorized window treatments, lighting, audio, and HVAC system. Set within a newer brick building, the property includes a garage parking space and dedicated storage. Ideally located just moments from the acclaimed dining, shopping, and vibrant neighborhood amenities of Bucktown and Wicker Park, this home offers an unparalleled combination of chic interiors, expansive living spaces, and truly extraordinary outdoor living.

1923 N Damen Avenue Unit #PH, Chicago

$979,000

4 Beds ⋅ 2 Baths ⋅ 12745950 MLS ⋅ ACTIVE Status

A masterclass in space and sophistication, this highly coveted 4-bedroom, 2-bathroom Pent House condominium, is fully reimagined and perfectly positioned where Bucktown meets West Lincoln Park. Boasting direct private elevator access into the unit, Private Rooftop Deck with Breathtaking Skyline Views, this meticulously crafted residence blends seamless indoor-outdoor living with 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 elegant 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. You can also enjoy breathtaking skyline views from two private outdoor spaces, including a covered walk-out balcony that effortlessly extends your main living area. Entertain with ease in the culinary masterpiece of a chef's kitchen, featuring Italian-designed cabinetry, a premium stainless steel appliance package, and oversized quartz countertops complete with elegant waterfall edges. Retreat to optimized comfort in the spa-inspired designer bathrooms, fully outfitted with sleek oversized tile and heated floors. Private 1 Car Garage Space Included. Perfectly situated in one of Chicago's most vibrant neighborhoods and within the highly coveted Burr Elementary School district, this home offers unparalleled access to trendy dining, boutique shopping, and local parks. With the Interstate 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 the city's most sought-after locations!

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

$799,000

4 Beds ⋅ 2 Baths ⋅ 12745944 MLS ⋅ ACTIVE Status

A masterclass in space and sophistication, this highly coveted 4-bedroom, 2-bathroom luxury condominium, is fully reimagined and perfectly positioned where Bucktown meets West Lincoln Park. Boasting direct private elevator access into the unit, this meticulously crafted residence blends seamless indoor-outdoor living with 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 elegant 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. You can also enjoy breathtaking skyline views from two private outdoor spaces, including a covered walk-out balcony that effortlessly extends your main living area. Entertain with ease in the culinary masterpiece of a chef's kitchen, featuring Italian-designed cabinetry, a premium stainless steel appliance package, and oversized quartz countertops complete with elegant waterfall edges. Retreat to optimized comfort in the spa-inspired designer bathrooms, fully outfitted with sleek oversized tile and heated floors. Perfectly situated in one of Chicago's most vibrant neighborhoods and within the highly coveted Burr Elementary School district, this home offers unparalleled access to trendy dining, boutique shopping, and local parks. With the Interstate 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 the city's most sought-after locations!

1656 N Bosworth Avenue Unit #2S, Chicago

$849,000

4 Beds ⋅ 2 Baths ⋅ 12745941 MLS ⋅ ACTIVE Status

1656 N Bosworth Avenue Unit #3S, Chicago

$1,399,999

4 Beds ⋅ 4 Baths ⋅ 12738480 MLS ⋅ CONTINGENT Status

Turnkey Bucktown Luxury with an Incredible 874-Square-Foot Private Rooftop! Welcome to 2334 N Oakley Avenue, a beautifully renovated all-brick single-family home that combines classic Chicago character with elevated modern finishes. Completely updated from top to bottom, this four-bedroom, three-and-a-half-bath residence offers thoughtfully designed living spaces, high-end finishes, and an exceptional private rooftop retreat. The sun-filled main level is designed for easy everyday living and entertaining, featuring rich hardwood floors, oversized windows, and a charming bay window with Juliet balcony. The open layout flows seamlessly into the chef's kitchen, complete with premium Wolf and Bosch appliances, custom cabinetry, a large center island with breakfast seating, and a bright breakfast nook. A stylish powder room completes the main level. Upstairs, the spacious primary suite offers a private retreat with oversized windows, a Juliet balcony, walk-in closet, and spa-inspired ensuite bath featuring a soaking tub, oversized walk-in shower, and dual vanity. Two additional generously sized bedrooms are filled with natural light and share a beautifully updated full bath. The finished lower level adds even more flexibility with radiant heated floors, a spacious recreation room, custom wet bar, fourth bedroom, full bath, and dedicated laundry room with Samsung washer and dryer-perfect for guests, a home office, playroom, or additional entertaining space. The highlight of the home is the incredible 874-square-foot private rooftop deck. Thoughtfully designed for entertaining and relaxing, it features a covered outdoor kitchen, pergola, multiple lounge and dining areas, and plenty of room to enjoy Chicago summers with family and friends. Additional highlights include a detached two-car garage and an unbeatable Bucktown location just moments from Holstein Park, the 606 Trail, neighborhood restaurants, boutiques, coffee shops, nightlife, the CTA Blue Line, and convenient expressway access. Located within the highly sought-after Pulaski International School District. A rare opportunity to own a fully renovated, move-in-ready home offering exceptional indoor-outdoor living in one of Chicago's most desirable neighborhoods. Explore the home in 3D by clicking the Virtual Tour and experience it for yourself before you visit.

2334 N Oakley Avenue, Chicago

$999,000

4 Beds ⋅ 4 Baths ⋅ 12719166 MLS ⋅ CONTINGENT Status ⋅ Bucktown BLDG.

Located in the heart of Bucktown, this exceptional 4-bedroom, 3.5-bath duplex lives like a single-family home for under $1M. Perfectly blending timeless vintage charm with refined modern luxury, this home is nestled on a tree-lined block within an intimate, classic Chicago brick building and has been thoughtfully reimagined with designer finishes, custom craftsmanship, and an ideal floor plan for everyday living and entertaining. Sun-filled living spaces feature soaring ceilings, hardwood floors, elegant millwork, custom built-ins, and a stunning fireplace that creates a warm yet sophisticated focal point. The chef's kitchen showcases marble countertops, a full marble backsplash, custom cabinetry, premium Wolf and Sub-Zero appliances, and a butcher block island that seamlessly connects to the expansive living and dining areas. The main-level primary suite offers a peaceful escape with soaring ceilings, custom built-in wardrobes, and abundant natural light. Its spa-inspired bath features marble finishes, a spacious walk-in shower, a heated towel warmer, and a dual vanity with marble countertops. The lower level offers exceptional flexibility with a spacious family room, perfect for movie nights, and a second primary suite where extended-stay guests can enjoy the privacy of an en-suite bathroom. The third and fourth bedrooms provide ample space for everyday living, guests, or working from home. A PRIVATE rooftop deck above the garage creates the perfect outdoor setting for entertaining, while abundant storage and garage parking add everyday convenience. Just moments from award-winning restaurants, neighborhood cafes, boutique shopping, The 606 Trail, the Blue Line, and expressways, this home offers an exceptional opportunity to enjoy luxury living in one of Chicago's most sought-after neighborhoods, all within the highly sought-after Pulaski School district.

2112 W Cortland Street Unit #1, Chicago

$849,000

4 Beds ⋅ 4 Baths ⋅ 12695476 MLS ⋅ PENDING Status

2061 N Leavitt Street, 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

$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

$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

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