Bucktown Real Estate

Bucktown Real Estate

Welcome to Bucktown, a vibrant and eclectic neighborhood nestled in the heart of Chicago, Illinois. Known for its unique charm and trendy atmosphere, Bucktown offers residents the perfect blend of urban living and community warmth.

Located in Cook County, Bucktown is a thriving neighborhood with a rich history and a diverse population. From historic brownstones to modern condos, Bucktown boasts a wide range of housing options to suit every lifestyle.

One of the highlights of Bucktown is its bustling commercial district, filled with boutique shops, cozy cafes, and trendy restaurants. Whether you're looking for a quiet spot to enjoy a cup of coffee or a lively bar to catch up with friends, Bucktown has something for everyone.

Nature lovers will appreciate the neighborhood's proximity to the scenic 606 Trail, a converted railway line that now serves as a popular recreational space for runners, bikers, and walkers. With its tree-lined streets and charming parks, Bucktown offers a peaceful retreat from the hustle and bustle of city life.

In Bucktown, you'll find a strong sense of community spirit, with local events and festivals that bring residents together throughout the year. From art fairs to farmers' markets, there's always something exciting happening in Bucktown.

Whether you're a young professional looking for a vibrant urban environment or a family seeking a welcoming community to call home, Bucktown has something for everyone. Come and discover all that this dynamic neighborhood has to offer!

Newest Listings in Bucktown

$875,000
3 Beds ⋅ 2 Baths ⋅ 12714050 MLS ⋅ NEW Status
Experience the pinnacle of modern luxury in this fully reimagined 3-bedroom, 2-bathroom condominium, perfectly situated at the intersection of Bucktown and 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 sophisticated living room is anchored by a stunning feature wall and elevated by custom trim work, solid-core 7-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. Located in one of Chicago's most vibrant neighborhoods, this home offers unparalleled access to trendy restaurants, 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 #3N, Chicago
$965,000
4 Beds ⋅ 2 Baths ⋅ 12710833 MLS ⋅ NEW Status
Prime Bucktown Location - Solid Brick 2-Flat! This meticulously maintained, solid-brick multi-unit building has been lovingly cared for by the same owner for many years. Featuring 8.5-foot ceiling heights in a very clean heated basement, it offers an excellent opportunity for a live-in landlord, duplex or a savvy investor looking to add a high-performing asset to their portfolio. Each of the two units boasts 2 bedrooms, an updated kitchen, and an updated bathroom. The building features a functional open floor plan filled with natural light, beautifully refinished hardwood flooring, and fresh paint throughout. Additional conveniences include a mudroom in each unit and separate forced-air heating and central air conditioning. Recent updates include: New tear-off roof (with new plywood) on the main building and garage New gutters, fascia, and soffits New siding on the rear of the building Newer windows throughout New cement slab and walkway leading to the basement Newer water heater Refinished hardwood floors Fresh paint throughout Additional highlights include in-unit laundry on the first floor (with basement laundry for the second floor), a spacious paved patio and backyard, low taxes, and RS-3 zoning. The attached garage also features a new tear-off roof, new siding, and a new cement slab.Located on a charming tree-lined street in desirable Bucktown, this home is within walking distance to Holstein Park, the 606 Trail, world-class cafes, restaurants, shops, and nightlife. Enjoy easy access to the El, Metra, buses, and the Kennedy Expressway. Comparable new-construction single-family homes in the area are selling for millions. This turnkey, vacant, and move-in-ready building is priced to sell-don't miss this rare opportunity!

2329 W Mclean Avenue, Chicago
$550,000
2 Beds ⋅ 2 Baths ⋅ 12709567 MLS ⋅ NEW Status
Rare all brick building with Southern exposure in the heart of Bucktown. Enter this second floor home and take in the open space which is great for entertaining and relaxing with friends and family in front of the custom wood burning gas fireplace with gas starter. Plenty of room for a dining table plus additional breakfast bar for additional seating. Generous front balcony off the living room. kitchen boasts: cherry wood cabinets, granite and stainless steel appliances; including a new refrigerator and dishwasher. Large en-suite primary bedroom with his & her closets. Primary bathroom with double bowl sinks & Jacuzzi tub. Second bedroom makes a great guest room/office and has a nice sized bathroom with shower. Large rear deck accommates a table and chairs, a grill plus room for additional seating. Walk down the back steps to an additional storage room in the lower level. The attached, covered and secure garage fits 2 cars tandem & has an overhead door with opener. Condo is situated just steps to the Metra as well as walking distance to the Blue Line station, the popular 606 Trail, restaurants, shopping, nightlife, parks(including 2 dog parks.) The entrance ramp to 90/94 is a couple of blocks away. This is your perfect opportunity to own in one of Chicago's most vibrant neighborhoods.

1922 W Armitage Avenue Unit #2, Chicago
$615,000
2 Beds ⋅ 2 Baths ⋅ 12713410 MLS ⋅ NEW Status
Welcome to this exceptional extra-wide 2-bedroom, 2-bathroom condo, perfectly situated in the heart of Bucktown. Offering the ideal blend of modern comfort, thoughtful design, and one of the neighborhood's most sought-after features-an oversized private outdoor deck,this home delivers the ultimate Chicago lifestyle. Flooded with natural light from floor-to-ceiling windows, the open-concept layout showcases hardwood floors throughout and a warm, inviting living space anchored by a cozy fireplace and custom built-in cabinetry. The seamless flow between the living, dining, and kitchen areas creates the perfect setting for both everyday living and effortless entertaining. The spacious white kitchen is beautifully appointed with granite countertops, stainless steel appliances, a wine fridge, under-cabinet lighting, and a large breakfast bar ideal for casual dining or hosting guests. The primary suite offers a peaceful retreat, complete with a walk-in closet and a spa-like ensuite bathroom featuring dual sinks, a whirlpool tub, and a separate shower. A second well-sized bedroom, additional full bath, and a dedicated laundry room with extra storage further enhance the home's functionality. The true showstopper is the rarely available 28x22 private deck, directly connected to the unit,an entertainer's dream and a true outdoor oasis in the city. Perfect for morning coffee, al fresco dining, or hosting large gatherings, this expansive space is incredibly rare for Chicago condo living. Additional highlights include assigned parking in a secure, partially enclosed carport, intercom entry, and the convenience of low-rise living. Located in a premier Bucktown location, this home is just steps from award-winning restaurants, boutique shopping, parks, grocery stores, public transportation, and the 606 Trail, with easy access to the expressway. A rare opportunity to own a standout home with unmatched outdoor space in one of Chicago's most vibrant neighborhoods. Schedule your private showing today.

2119 N Damen Avenue Unit #2, Chicago
$1,200,000
8 Beds ⋅ 4 Baths ⋅ 12688343 MLS ⋅ NEW Status
A phenomenal Bucktown location, zero vacancy, and an incredible rent roll - this classic brick four-flat is a rare fully-leased investment opportunity, with all four units occupied at market rents and income in place from day one. Set a half-block west of Damen on a quiet residential street surrounded by single-family homes, the building offers four full-floor units, each with two bedrooms, one bath, hardwood floors throughout, in-unit laundry, and independently updated mechanicals - HVAC, electrical, and plumbing serving each unit separately. Several systems were replaced between 2019 and 2024, and Unit 1F was fully remodeled in 2020, keeping deferred maintenance light for years to come. Gated entry, a shared deck, and two to three exterior parking spaces at the rear round out the building. Location does the heavy lifting on rental demand here: the 606 Trail, Walsh Playground, and Mariano's all sit within a short walk, the Blue Line is under a mile away, and I-94 access is just blocks off - the kind of walkability that keeps units leased and turnover low. A brick walk-up of this vintage is some of Bucktown's most resilient building stock, ideally suited to a long-term hold. Strong bones, a strong corner of the city, and a stabilized, fully-performing asset in one of Chicago's most in-demand neighborhoods.

2040 W Charleston Street, Chicago
$789,000
3 Beds ⋅ 2 Baths ⋅ 12710902 MLS ⋅ ACTIVE Status
CALLING FOR HIGHEST AND BEST BY 6:00 pm 7/26. A rare corner-unit townhome in the heart of Bucktown, steps from the 606 Trail, flooded with natural light, and move-in ready top to bottom. Striking black steel cantilevered bays wrap the block corner. Enter via front door or attached garage, plus an additional deeded parking spot, set along a tree-lined internal paver driveway, a quiet oasis in the city. The first level offers a powder room (2020) and a flexible space, perfect as a family room, office, or 3rd bedroom. Upstairs, the main level is bright and airy, with a living room featuring a gas fireplace and a dining room set in a glass atrium (windows replaced 2020). The kitchen (2020) has quartz counters and backsplash, Samsung and KitchenAid appliances, and a balcony off the kitchen, perfect for grilling. Two bedrooms and an updated bath (2020) round out this level; the primary suite has an Elfa walk-in closet, and all closets throughout feature adjustable shelving. The top floor offers a flexible office or entertainment space opening to the private roof deck, with both deck and balcony finished in new Trex decking (2024). Updates include a new roof (2024), furnace and A/C (2022), 4th-floor mini-split (2023), water heater (2020), exterior doors (2020-24), and new lighting and blinds throughout. Steps to the 606, Blue Line, and Six Corners, with easy access to the Kennedy for a quick trip to the Loop or O'Hare. A private community of 56 homes by Smithfield & Pappageorge Haymes.

2024 W Willow Street Unit #B, Chicago
$550,000
2 Beds ⋅ 2 Baths ⋅ 12711544 MLS ⋅ ACTIVE Status
Stunning penthouse corner unit in an elevator building just steps from The 606 Trail! Ideally situated on a quiet one-way street in the heart of Bucktown/Logan Square, this bright and spacious 2 bed, 2 bath condo offers the perfect blend of comfort, convenience, and city living. Sun-drenched living spaces feature hardwood floors, an open-concept layout, and a gas fireplace that creates a warm, inviting atmosphere. The kitchen offers granite countertops, stainless steel appliances, and generous storage, flowing seamlessly into the living and dining areas-ideal for everyday living and entertaining. The spacious primary suite includes a spa-like bath with whirlpool and soaking tub, while the second bedroom offers flexibility for guests, a home office, or additional living space. In-unit laundry and extra storage add everyday convenience. As a desirable penthouse corner unit, enjoy exceptional natural light throughout the home and added privacy. The standout feature is the expansive private rooftop deck with incredible skyline views-perfect for relaxing, entertaining, or enjoying summer evenings in the city. Additional features include attached garage parking, elevator access, bike room, and secure building entry. Recent improvements include building roof replacement, newer A/C, washer/dryer, and disposal. Unbeatable location just steps from The 606 Trail, near Ehrler Park, Aldi, and minutes to the Blue Line for easy access to downtown and O'Hare. A rare opportunity to own a beautifully maintained penthouse condo in one of Chicago's most sought-after neighborhoods.

2342 W Bloomingdale Avenue Unit #401, Chicago
$949,900
3 Beds ⋅ 3 Baths ⋅ 12711165 MLS ⋅ ACTIVE Status
Beautifully updated 3 bedroom townhome in prime Bucktown location on a lovely, tree lined Hoyne featuring a private roof deck, 2 living areas and a coveted ATTACHED 2 car garage. This bright, incredibly custom 4 level home offers an open floor plan with floor to ceiling bay windows that flood the living space with natural light, a gas fireplace, and hardwood floors. The classically chic and updated kitchen was remodeled in 2020 and features new quartz countertops, backsplash, new cabinetry that goes to the ceiling, updated hardware, stainless steel appliances, and marble countertop island, etc. The space flows seamlessly into the living and dining area, creating an ideal layout for both everyday living and entertaining with a cozy fireplace with a new tile surround. The primary suite features a very spacious professionally organized walk-in closet with full custom built-in organization system and a remodeled primary ensuite bath with modern finishes. The second bathroom was refreshed with updated vanity counter, lighting, and faucet and sits adjacent to the guest bedroom. The flexible first floor bedroom works perfectly as a guest room or office and has powder room access on same level. The top level family room opens to two fantastic roof top outdoor spaces perfect for relaxing or hosting with wet bar with spacepac for added comfort. Hardwood floors extend throughout all the bedrooms. Additional improvements include all new light fixtures and ceiling fans throughout the home. Attached two car garage with space for storage. All of this in an unbeatable Bucktown location just blocks from the Clybourn Metra as well as Blue line (to O'Hare or Loop), Pulaski International School, plentiful daycares, shops, restaurants, and nightlife along the Damen corridor. Less than a mile to Marianos grocery, Chicago's premier fitness club, Midtown and SO much more!

2009 N Hoyne Avenue, Chicago
$1,450,000
4 Beds ⋅ 4 Baths ⋅ 12709969 MLS ⋅ ACTIVE Status
Stunning Fully Renovated Bucktown Single-Family Home with Spectacular Rooftop Oasis! Welcome to 2334 N Oakley Avenue, an exceptional all-brick Bucktown residence that perfectly blends timeless Chicago architecture with sophisticated modern luxury. Completely renovated from top to bottom, this four-bedroom, three-and-a-half-bath home offers beautifully curated finishes, expansive living spaces, and one of the most impressive private rooftop retreats in the neighborhood. The sun-filled main level is designed for both everyday living and effortless entertaining. Rich hardwood floors, oversized windows, and a charming bay window with a Juliet balcony create a warm and inviting atmosphere. The open-concept layout flows seamlessly into a designer chef's kitchen featuring premium Wolf and Bosch appliances, sleek custom cabinetry, a large center island with breakfast seating, and a sunny breakfast nook. A stylish powder room completes the main level. Upstairs, the luxurious primary suite serves as a private sanctuary with oversized windows, a Juliet balcony, a spacious walk-in closet, and a spa-inspired ensuite bath featuring a soaking tub, oversized walk-in shower, and dual vanity. Two additional generously sized bedrooms offer abundant natural light and share a beautifully updated full bath. The finished lower level expands the home's versatility with radiant heated floors, a spacious recreation room, custom wet bar, fourth bedroom, full bath, and dedicated laundry room with Samsung washer and dryer-ideal for guests, extended family, a home office, or additional entertaining space. Crowning the home is an incredible 874-square-foot private rooftop deck, thoughtfully designed for year-round enjoyment. Complete with a covered outdoor kitchen, pergola, multiple lounge and dining areas, and plenty of room to entertain, it's the ultimate extension of the home's living space and the perfect backdrop for summer evenings 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, CTA Blue Line, and convenient expressway access. Located within the highly sought-after Pulaski International School District. This is a rare opportunity to own a turnkey luxury home with extraordinary indoor-outdoor living in one of Chicago's most desirable neighborhoods. Explore the home in 3D by clicking the Virtual Tour and experience every detail before you visit.

2334 N Oakley Avenue, Chicago
$575,000
3 Beds ⋅ 2 Baths ⋅ 12705297 MLS ⋅ ACTIVE Status
Sunny & spacious 3 bed / 2 bath condo with great natural light from 3 exposures on the corner of Wabansia and Western. This extra wide unit features two outdoor spaces and garage parking. As you enter you are met with a great open layout featuring high ceilings, hardwood flooring, Chef's kitchen w/ white cabinetry and quartz countertops along w/ SS appliances and a large island. The layout is great for entertaining with an open kitchen/ dining room and living room which also features a fireplace and french doors opening to the first bedroom which overlooks tree-lined Wabansia, as do the other bedrooms! First of two outdoor spaces is a balcony off of the living room. As you head through the unit you have the second bedroom which is spacious as well and a guest bathroom. Primary suite is private and set at the back of the unit featuring a large walk in closet and spa - like bath w/ separate shower with body sprays and rainfall showerhead, dual vanity and soaking tub. Private balcony off of primary bedroom as well. In unit laundry and easy access to everything you could need right outside your door! This Bucktown location is hard to beat, just steps from the blue line, 606, restaurants, bars, grocery stores, coffee, parks, nightlife, highway access and everything Bucktown and Wicker Park has to offer!

1717 N Western Avenue Unit #2, Chicago
$899,000
5 Beds ⋅ 3 Baths ⋅ 12709298 MLS ⋅ ACTIVE Status
Prime Bucktown Renovation or Conversion Opportunity!Seize a rare chance to own an all-brick 3-unit building on a spacious 23x125 lot in the heart of Bucktown. Zoned RT-4, this 1919 classic boasts 5 bedrooms (including a studio garden unit), 3 full baths, 3 kitchens, an all-brick 1.5-car garage, and a huge backyard space. Sold AS-IS, this is the ultimate canvas for a complete modern rehab or a spectacular single-family home conversion. Unmatched Walkability & Local Amenities: Transit: Steps to the Clybourn Metra station, Damen/Western Blue Line CTA, and minutes to I-90/94. Parks & Play: Easy access to the elevated 606 Trail and the swimming pool/sports courts at Holstein Park. Enjoy Bucktown's vibrant lifestyle with renowned dining, craft coffee houses, and boutique retail right outside your door. Bring your contractor and design ideas! The Zoning/Potential: Mentioning RT-4 and single-family conversion potential draws in premium buyers who want custom homes, not just multi-unit investors.Transit Trifecta: Explicitly mentions Clybourn Metra, Blue Line, and Highway access.Bucktown Icons:The 606 Trail and Holstein Park

1946 W Armitage Avenue, Chicago
$3,299,000
12700719 MLS ⋅ ACTIVE Status
An extraordinary opportunity to own one of Bucktown's most architecturally distinctive commercial properties. Located at 1704 N Damen Avenue, this remarkable three-story building is a striking example of Brutalist architecture, showcasing exposed architectural concrete walls, dramatic open volumes, and an abundance of natural light throughout. Currently configured as a beautifully designed office building, the flexible floor plan offers an exceptional blend of expansive open workspaces, private offices, meeting areas, and collaborative environments. Elevator access to all three levels, integrated speakers, high-end architectural lighting, all-gender restrooms, and thoughtfully designed support spaces provide both functionality and sophistication. At the heart of the building, a dramatic multi-story atrium and expansive central skylight flood the interior with natural light, while floor-to-ceiling glass at both the front and rear of the property creates an open, airy atmosphere rarely found in commercial spaces. Every level overlooks the atrium, creating a unique sense of connection, architectural drama, and visual impact. Perfectly positioned along one of Bucktown's most vibrant stretches of Damen Avenue, the property enjoys exceptional visibility and pedestrian traffic while surrounded by some of the neighborhood's most celebrated restaurants, cafes, boutiques, and creative businesses. Whether serving as a corporate headquarters, design studio, professional office, wellness practice, gallery, showroom, educational space, or creative workspace, this exceptional property offers remarkable versatility within an unforgettable architectural setting. A true landmark opportunity where timeless design, abundant natural light, and an inspiring environment come together in one of Chicago's most desirable neighborhoods.

1704 N Damen Avenue, Chicago
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