Bucktown Real Estate

Bucktown Real Estate

Welcome to Bucktown, a vibrant neighborhood nestled in the heart of Chicago, Illinois, within the lively Cook County. Known for its eclectic charm and artistic flair, Bucktown effortlessly blends historic character with modern urban living, making it one of the most sought-after locales in the Windy City.

As you stroll through Bucktown's tree-lined streets, you’ll discover a delightful mix of vintage brownstones, contemporary lofts, and chic single-family homes, each brimming with unique architectural details. The neighborhood is renowned for its strong sense of community, where neighbors become friends and local businesses thrive. Bucktown's bustling commercial district is a haven for foodies and shopaholics alike, featuring an array of trendy boutiques, artisanal coffee shops, and gourmet restaurants that cater to every palate.

Outdoor enthusiasts will love the proximity to the 606, an elevated trail that offers miles of scenic paths perfect for jogging, cycling, or leisurely walks. The neighborhood is also home to several parks, providing green spaces for picnics, playdates, and community events.

In addition to its artistic spirit, Bucktown is known for its vibrant cultural scene, hosting a variety of galleries, theaters, and music venues that showcase local talent. The annual Bucktown Arts Fest draws crowds from all over, celebrating the creativity that defines this dynamic neighborhood.

With its unique blend of community, culture, and convenience, Bucktown is not just a place to live; it’s a lifestyle. Come explore the charm of Bucktown and discover why so many choose to call this extraordinary neighborhood home!

Newest Listings in Bucktown

$599,000
3 Beds ⋅ 2 Baths ⋅ 12717521 MLS ⋅ NEW Status
Endless potential in the heart of Bucktown! This 3-bedroom, 1.5-bath townhome offers the opportunity to create your dream home with a cosmetic renovation. With the right vision, the home has the potential to be converted into a 3-bedroom, 2.5-bath layout, adding even more value and functionality. Inside, you'll find hardwood floors throughout, including original oak hardwood flooring on the upper level ready to be restored to its original beauty. The spacious upstairs bathroom features a large stand-up shower, and the full basement provides additional storage or future finishing possibilities. Enjoy outdoor living on the private rooftop deck, and take advantage of the detached 1-car garage. Located in one of Chicago's most sought-after neighborhoods, this is a rare opportunity for investors, renovators, or buyers looking to customize a home in an unbeatable Bucktown location.

2050 N Wolcott Street Unit #1, Chicago
$845,000
3 Beds ⋅ 2 Baths ⋅ 12717537 MLS ⋅ NEW Status
Rare opportunity to own the first resale in this boutique 2021-built luxury residence in the heart of Bucktown. Situated in an intimate three-unit building, Residence 301 offers an exceptional blend of modern design, abundant natural light, and effortless city living. Private elevator that opens directly into the residence, where dramatic floor-to-ceiling windows and unobstructed western views flood the expansive living and entertaining space with natural light throughout the day. White oak hardwood floors run throughout,creating a warm, contemporary backdrop for the home's thoughtfully curated finishes. At the center of the home is a stunning chef's kitchen featuring custom Aster Cucine cabinetry, Bosch and Fisher & Paykel appliances, and an oversized waterfall-edge island with seating for four and generous storage. Just off the main living area, a private balcony provides the perfect setting for morning coffee, evening cocktails, or casual outdoor dining. All three bedrooms offer generous proportions and exceptional closet space. The spacious primary suite serves as a private retreat, complete with a large walk-in closet and a spa-inspired bath featuring a double vanity and a glass-enclosed walk-in shower. An oversized walk-in laundry room adds everyday convenience, while the second full bath features floor-to-ceiling tile and a tub/shower combination. Additional highlights include attached heated garage parking with electric charging, smart-automatic blinds, and the low-maintenance lifestyle of a boutique elevator building. Ideally located just steps from The 606 trail and within easy walking distance of the Blue Line, neighborhood parks, acclaimed restaurants, cafes, boutiques, and everything that makes Bucktown and Wicker Park among Chicago's most sought-after neighborhoods.

1827 N Milwaukee Avenue Unit #301, Chicago
$410,000
2 Beds ⋅ 2 Baths ⋅ 12716555 MLS ⋅ NEW Status ⋅ Bucktown BLDG.
Step into this beautifully maintained, sun-filled condo just steps from the Western Blue Line and the 606 Bloomingdale Trail. Perfectly positioned amid Bucktown's best restaurants, nightlife, and boutiques, this home offers the ultimate blend of style, comfort, and city convenience. The open-concept living and dining area features hardwood floors, and direct access to private balcony-ideal for fresh air, morning coffee, or al fresco dining with sweeping neighborhood views. The primary bathroom offers spa-like finishes, while the in-unit laundry, large storage closet, and deeded garage parking add everyday ease. Enjoy peace of mind in a professionally managed building with assessments that include water, common insurance, exterior maintenance, and snow removal. This is an exceptional opportunity to own in one of Chicago's most desirable and appreciating neighborhoods, where vibrant urban living meets modern comfort.

1875 N Winnebago Avenue Unit #7, Chicago
$875,000
3 Beds ⋅ 2 Baths ⋅ 12714050 MLS ⋅ ACTIVE 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
$550,000
2 Beds ⋅ 2 Baths ⋅ 12709567 MLS ⋅ ACTIVE 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 ⋅ ACTIVE 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 ⋅ ACTIVE 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
$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
$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
$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
$850,000
3 Beds ⋅ 3 Baths ⋅ 12687064 MLS ⋅ ACTIVE Status ⋅ Bucktown BLDG.
Welcome to this stunning duplex-down located in Bucktown, offering the rare combination of newer construction quality, thoughtful design, and an unbeatable outdoor footprint. Built in 2019 with all-brick construction, this 3-bedroom, 2.5-bath residence delivers high-end finishes throughout. The main level features beautiful hardwood floors and an open-concept design connecting the living room, dining area, and a gorgeous chef's kitchen finished with flat-panel cabinetry, quartz countertops, a waterfall-edge island, and Bosch Stainless appliances. Open floor plan creates plenty of room for a full dining table plus island seating - perfect for entertaining. The inviting living room is warm and relaxing making it the perfect spot to unwind and recharge. Floor-to-ceiling windows fill the upper level with natural light. Step outside to your private outdoor oasis: a generous 765 Sq Ft of deck space directly off the main living area, complete with partial turf and lighting, allows for multiple areas of outdoor relaxation perfect for morning coffee; plus an additional rooftop deck with skyline views. The lower level expands your living space with a huge family room featuring a full wet-bar and a custom home office with built-in desk, shelving, and cabinetry - perfect for remote work! The primary suite is a true escape, with luxurious carpeting, a professionally organized walk-in closet, and a spa-like en-suite bath featuring a dual vanity, standup steam shower, and heated floors. The second and third bedrooms are generously sized with excellent closet space and share access to a well-appointed hall bath, including a tub. Additional features include 8-foot solid flat-panel interior doors which add a refined touch throughout the home, wiring for whole home audio, an Electrolux laundry center, abundant storage throughout, and garage parking for one car. Ideally situated in Bucktown with easy access to Logan Square, Wicker Park, Lincoln Park and Roscoe Village. Walking distance to three grocery stores and Midtown Health Club; plus easy access to expressway and public transportation.

2324 N Winchester Avenue Unit #102, Chicago
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