Bucktown Homes for Sale

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Newest Bucktown Homes for Sale

$1,950,000

5 Beds ⋅ 4 Baths ⋅ 12773349 MLS

One-of-a-kind 5BR/3.1BA, currently configured as 4BR; seller has plans and will create a 5th bedroom with an accepted purchase price. 4,000 SF Bucktown home offering exceptional space and indoor/outdoor living at a compelling new price. Ideally situated on one of Bucktown's most desirable blocks, Wolcott offers the rare convenience of ample, non-permit street parking. Three distinct outdoor entertaining spaces include a freshly landscaped patio, sun-filled breezeway, and spectacular rooftop deck with custom resort-style cabana. Soaring ceilings, floor-to-ceiling windows, abundant natural light, and newly refinished hardwood floors. Chef's kitchen with custom cabinetry, Wolf Professional appliances, beverage center, and adjoining family room with wood-burning fireplace and built-in banquette. Luxurious primary suite with spa bath and walk-in closet. Finished lower level with hidden 100" theater, recreation room, 2 bedrooms, and full bath. Steps to the 606 Trail, Damen's restaurants and boutiques, and nearby Drummond School playground and park, offering pickleball, basketball, playground and turf recreation areas when school is not in session. Convenient to the Blue Line and expressways.

1942 N Wolcott Avenue, Chicago

$2,295,000

3 Beds ⋅ 4 Baths ⋅ 12738388 MLS

Modern masterpiece in the heart of Wicker Park / Bucktown only one block from the 606 Bloomingdale Trail. Designed by award-winning Funke Architects to maximize sunlight, ventilation and airflow throughout the home, this 5 bed, 3.1 bath house offers four levels of custom luxury, wrapped in eight distinct outdoor spaces for unmatched indoor-outdoor living. If you enjoy outdoor entertaining, you will love the massive roof deck with its incredible skyline views. A rooftop zen paradise awaits with several well-manicured flower gardens, built-in watering system, soothing koi pond / water fountain, cozy fireplace, and several shade sails. Relax and watch a movie with your guests or play a game on your own personal bocce court! For the second outdoor space, entertain your guests on a private deck featuring a built-in fridge, grill and large dining area above the heated, two-car garage. After dinner, unwind and relax in your own personal pool with built-in massage jets, conveniently and privately located behind the home's lower level. Step inside the main level of the home where every detail is elevated: soaring 10' ceilings, walls of glass, and recently refinished hardwood flooring throughout. Enjoy the views of an outdoor atrium spanning two entire levels of the home complete with your own Aspen tree set on top of a Brazilian ipe wood platform. The chef's kitchen is both sleek and functional, featuring Poggenpohl cabinetry, an oversized island with recycled aluminum countertops, Miele appliances and a paneled fridge. You will enjoy the openness of the living and dining rooms in the front of the home along with a family room off the kitchen. Retreat to the top level where the primary suite feels like a boutique hotel: a spa-style bath with dual vanities and a walk-in steam shower, and a maximized, custom closet. Two additional bedrooms and a guest bathroom complete this level. The lower level is built for luxury living, featuring radiant heated marble floors, a spacious media/recreational room, an executive office with custom cabinetry that could also serve as a kids' playroom, a guest suite, and a full bathroom. Additional highlights include smart home automation, second-floor laundry and lower-level laundry hookup, dual-zone HVAC, and a garage EV charger. Located on a quiet, tree-lined street just steps from Armitage, North, Division, Milwaukee, the Blue Line, Metra, and a short drive to the Expressway, this one-of-a-kind home delivers the perfect blend of architectural vision, privacy, city lifestyle and modern convenience.

1842 N Wood Street, Chicago

$1,895,000

4 Beds ⋅ 4 Baths ⋅ 12770642 MLS

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

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

$3,850,000

7 Beds ⋅ 7 Baths ⋅ 12772464 MLS

Once in a lifetime opportunity to own a true urban oasis with majestic renovated greystone on 66.5'x126' vast city compound with charming coach house overlooking picturesque garden in the desirable Bucktown neighborhood. This breathtaking dwelling was meticulously restored to celebrate the original fretwork, cove moldings, oval leaded glass windows, ceiling medallions, oak fireplaces w/antique mantels, original tiles, & oak mirror in entryway. The modern steel & glass additions of jaw dropping solarium off side of home, the glass rear staircase (fabricated by company that made the famous "Bean" in Millennium Park), & sleek chef's kitchen are a masterclass in juxtaposition to intricate original details showcasing the history of this 1896 abode which was brought into the 21st century. Greeted by a stately exterior w/relief carvings & gas lamps, a gracious foyer welcomes you into sunny double parlor living room w/original pocket doors separating formal dining room which boasts a double sided original hutch w/curved beveled glass & custom chandelier by artist Lucy Slivinski made from a tree on property. Legitimate chef's kitchen w/commercial grade appliances, unique natural stone countertops, pizza oven, room for large table, & fresh produce from the property's variety of fruit trees, vegetable garden, & delicious honey from the bee hives on rare urban rooftop garden. The heart of the home is the extraordinary glass atrium solarium off of the kitchen which transports you from an urban environment to being immersed in nature with indoor koi pond and remarkable backdrop of blooming scenic landscaping. The staircase up to 2nd level features wood paneled art gallery to hang your favorites with picture molding. Original fretwork meticulously restored and repositioned on this level to find awe-inspiring 19th century craftsmanship at every turn. Beautiful 2nd floor family room with original display shelving cabinet to anchor the room. Large primary suite boasts pendants which are works of art made from silk chrysalises, large sitting room with curved glass windows and original fireplace, custom-built-ins, large walk-in closet with custom built oval jewelry cabinet, & zen inspired bathroom w/stunning natural stone oversized shower, & antique fixtures such as Chinese soaking tub, vanity, pendants & door for a tranquil spa-like experience. Two-more bedrooms w/shared en-suite bathroom complete the 2nd level. The lower level features radiant heated flooring, 2 additional bedrooms, full bathroom w/steam shower, laundry, dog wash station, & abundant storage. Extra 2BR/2BA apartment on basement level w/its own entrance & kitchen w/high end Sub Zero, Wolf, & Miele appliances ideal for au-pair or in-law suite. The home is equipped w/elevator which goes all the way to rooftop level (this renders the house fully wheelchair accessible) for special walk through a "garden in the sky" professionally landscaped by Intrinsic landscaping w/drip irrigation system w/native perennials & bee hives producing the most delicious diverse honey. The rear of the home has a doggie door leading to smaller fenced in dog yard, firepit, large patio w/amazing Zanzibar door as backdrop on the 2.5 car garage. The magical yard with irrigation system is filled w/intoxicating blooms from Magnolia trees. Located in historic district of Bucktown w/easy access to blue line, 606 Trail, dog park, and all of the best boutiques and restaurants in heart of Wicker Park and Bucktown.

1646 N Leavitt Street, Chicago

$1,450,000

4 Beds ⋅ 4 Baths ⋅ 12760956 MLS

Prime Bucktown Location, Steps to Holstein Park + Senior Citizens park. This impeccably styled four-bedroom, three-and-one-half-bath all brick residence offers three full floors of above-grade living space - a rare find in Bucktown - plus exceptional outdoor living across decks and a designed garage rooftop terrace. The main entry level opens to a chic living room with custom library shelving and a built-in bar with beverage fridge, a guest bedroom, space for an office, and a full bath. The back door leads to a large deck and fenced yard with irrigation system. The second level houses the updated white kitchen with contrasting island, Viking range with vented hood, French door refrigerator, and microwave drawer, alongside a dining area with built-in banquette and a chic powder room. Double glass doors open to a deck and a catwalk connecting to the new two-car brick garage, topped by an impressive rooftop deck with custom pergola, privacy screening, and an outdoor kitchen featuring a Wolf grill. The third floor holds three bedrooms, including a sky-lit primary suite with vaulted ceiling, glass door to a private deck, and a contemporary bath with heated floors, double vanity, and walk-in shower. Two additional bedrooms with vaulted ceilings share an updated hall bath, with a newer front-loading washer and dryer on this level. Below grade, the lower level is purpose-built for storage and mechanicals. The home features dual-zone HVAC, and a sump pump with new (2026) battery backup and a complete tear off of the original roof and replaced with a new shingle roof. Ideally located near Bucktown's best shopping, dining, and nightlife, the 606 Trail, the Blue Line, expressway access, and Holstein Park and Pool. This home is in the Pulaski School District .

2237 W Lyndale Street, Chicago

$1,850,000

3 Beds ⋅ 4 Baths ⋅ 12762526 MLS

Beautifully renovated all-brick single-family home in Bucktown, combining a classic exterior with thoughtfully redesigned, sophisticated interiors. The main level features beautifully finished living and dining spaces with custom millwork, a limestone fireplace and refinished hardwood floors. The magazine-worthy kitchen features inset cabinetry, marble countertops, an AGA Elise range, Wolf steam oven, Thermador column refrigerator and freezer, custom lighting, a separate pantry and built-in banquette. The adjoining family room features custom sawn oak built-ins with integrated coat storage and opens through new sliding glass doors to the rear deck. A newly renovated powder room with marble sink completes the main level. Upstairs, the spacious primary suite features a private balcony and a completely renovated bath with steam shower and cast iron soaking tub. Two additional bedrooms, a renovated hall bath and newly added second-floor laundry complete this level. The finished lower level offers excellent ceiling height and natural light with a large recreation room, wet bar, fireplace, fourth bedroom, full bath and a second laundry room. Multiple outdoor spaces include the rear deck, expansive garage roof deck, primary suite balcony and rooftop access. Two-car garage. Ideally located on a tree-lined Bucktown block close to Holstein Park, neighborhood restaurants, shopping and more.

2227 W Medill Avenue, Chicago

$1,999,000

6 Beds ⋅ 6 Baths ⋅ 12681274 MLS

WALK THE HOUSE ON THE VIRTUAL TOUR BUTTON! 99% NEW CONSTRUCTION (enjoy lower taxes) - 1 WALL LEFT TO GIVE THE HOME 2 FEET OF MORE WIDTH. RARE 3 LEVELS ABOVE GROUND HOME - OVER 4200 SQFT. 6 BED + 5.5 BATHS (4 BEDS ABOVE GRADE). RARE ZONING IN BUCKTOWN THAT IS 1 BLOCK AWAY FROM HOLSTIEN PARK. SHORT WALK TO BLUE LINE, PULASKI SCHOOL. QUIET STREET THAT ONLY RUNS 1 BLOCK (NO TRAFFIC). ALL HIGH LEVEL FINISHES - 1ST FLOOR HAS OPEN KITCHEN WITH LARGE HEART OF THE HOME THAT OPENS UP TO GRILL DECK AND THEN UP TO GARAGE ROOF TOP DECK. SECOND FLOOR HAS 2 ON SUIT BEDROOMS, LAUNDRY AND LARGE MASTER BEDROOM SUIET (EVERY BEDROOM HAS ITS OWN BATHROOM). 3RD FLOOR (BONUS FLOOR) HAS 3RD FAMILY ROOM W/ BAR THAT WALKS OUT TO EAST FACING ROOF TOP DECK WITH FULL BATHROOM AND LARGE BEDROOM (ALMOST LIKE ITS OWN APARTMENT ON THE 3RD FLOOR). LOWER LEVEL HAS LARGE FAMILY ROOM, ANOTHER WET BAR. WHOLE BASEMENT HAS RADIANT HEATED FLOORS, AND 2 BEDROOMS. IN ALL - 3 ROOF DECKS, 6 BEDROOMS, 3 FAMILY ROOMS, 2 WET BARS, 5 AND HALF BATHS AND 2 CAR GARAGE.

2156 N Claremont Street, Chicago

$515,000

3 Beds ⋅ 2 Baths ⋅ 12488546 MLS

2342 W Altgeld Street, Chicago

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