Browse All Bucktown IL Between $400K - $500K Properties for Sale

2042 N Winchester Avenue Unit #2E, Chicago

2 Beds ⋅ 2 Baths ⋅ 12787211 MLS ⋅ ACTIVE Status ⋅ Bucktown BLDG.

SHORT TERM RENTAL FRIENDLY HOA WITH NO RENTAL CAP OR MINIMUM LEASE REQUIREMENTS - RARE OPPORTUNITY! Sun-filled and full of character, this 2-bedroom, 2-bathroom duplex-up blends vintage Chicago charm with modern loft-style living in the heart of Bucktown. Soaring ceilings, exposed brick and beautiful hardwood floors create a warm, airy backdrop, while oversized windows and skylights fill the home with natural light. The updated kitchen features crisp white cabinetry, granite countertops, stainless steel appliances and a breakfast island that flows seamlessly into the living and dining space. A dramatic spiral staircase leads to the spacious lofted primary suite with vaulted ceilings and skylights. The second bedroom offers wonderful flexibility for guests or a home office, while two full baths and in-unit laundry add everyday convenience. Outside, a large private deck creates your own urban retreat. Central air, additional storage and deeded exterior parking complete this distinctive home in a prime Bucktown location steps from local retail shopping, restaurants, and the 606 trail. This fantastic home is perfect not only for owner-occupants but also presents an incredible, flexible investment opportunity, as this HOA allows short term rentals. Ask for details and schedule your showing today!

2042 N Winchester Avenue Unit #2E, Chicago

$499,000

2 Beds ⋅ 2 Baths ⋅ 12780677 MLS ⋅ CONTINGENT Status

Welcome home to this spacious 2-bedroom, 2-bathroom condo offering the perfect blend of comfort and sophistication. The gourmet kitchen boasts sleek stainless steel appliances and elegant granite countertops, ideal for everyday cooking or entertaining guests in style. Retreat to not one but two private balconies, perfect for morning coffee or evening unwinding in the open air. This home also includes two heated, tandem-configured garage parking spaces, a rare find offering secure, weather-protected parking year-round. Enjoy the ease of an elevator building, plus a location just steps from the vibrant restaurants and entertainment along North Ave, with public transportation right nearby, you'll have the best of the city at your doorstep. Upscale finishes, thoughtful layout, and an unbeatable location: this condo checks every box for modern city living.

1702 W North Avenue Unit #A2, Chicago

2012 W Saint Paul Avenue Unit #207, Chicago

$425,000

1 Beds ⋅ 1 Baths ⋅ 12774338 MLS ⋅ CONTINGENT Status ⋅ Willow Square BLDG.

Welcome to your new loft in prime Bucktown. Just steps from the 606, this spacious one bedroom offers the perfect blend of comfort, style, and convenience. The unit features beautiful hardwood floors, stainless steel appliances, a generous living area with a cozy fireplace, and a private patio with plenty of room for seating and a grill. The bedroom includes a large closet, while the conveniently designed bathroom can be accessed from both the bedroom and living area. Parking is included, along with a fitness center and rooftop deck. Prime location, great space, and everything you need to enjoy the best of Bucktown!

2012 W Saint Paul Avenue Unit #207, Chicago

2300 W Wabansia Avenue Unit #127, Chicago

$475,000

2 Beds ⋅ 2 Baths ⋅ 12768066 MLS ⋅ CONTINGENT Status

Welcome home to this rarely available and exceptionally maintained, true timber loft in the historic Clock Tower Lofts building! Situated in a fantastic Bucktown location on a quiet, tree-lined street, this spacious 2-bed, 1.5-bath home combines true loft character - soaring 14' original timber ceilings, exposed brick, oversized windows, a gas fireplace with custom built-in shelving, and hardwood floors - with modern comfort, smart updates, and vintage charm, featuring a large, private, fully-fenced outdoor patio perfect for entertaining or enjoying the fresh air. Enjoy the updated, open-concept kitchen with stainless steel appliances and granite countertops, and a large living room that is flooded with natural light from the wall of oversized windows. Large, split bedroom floor plan with custom closets and plenty of closet space throughout, along with in-unit laundry, central heat, and air. Very well-run building features a recently updated lobby, rooftop deck with outdoor furniture, grills, and fantastic skyline views, as well as an exercise room and attached garage parking. Incredible Bucktown location that is steps away from Wicker Park, the 606, parks, and the Blue Line, while also surrounded by some of the neighborhood's most popular restaurants, cafes, and bars, including Small Cheval, Ipsento 606, Piece Brewery & Pizzeria, Big Star, Stan's Donuts, Club Lucky, Le Bouchon, Map Room, Dark Matter Coffee, and more. 1 deeded garage parking space and additional storage included in the price. Look no further!

2300 W Wabansia Avenue Unit #127, Chicago

$425,000

1 Beds ⋅ 2 Baths ⋅ 12768555 MLS ⋅ CONTINGENT Status

Slick, spacious top-floor 1-bedroom, 1.5-bath brick-and-timber loft at Willow Square Lofts in the heart of Bucktown-formerly the Ludwig Drum Factory. This exceptional home pairs the warmth and character of a late-19th/early-20th-century commercial loft building with impeccable 21st-century style. Beautiful hardwood floors, soaring 11-foot ceilings, and exposed brick create an inviting architectural backdrop throughout. The thoughtfully customized kitchen features quartz countertops, sleek white cabinetry, a Wolf range, Fisher & Paykel dishwasher, Franke sink, and Liebherr counter-depth refrigerator. The expansive living and dining area is anchored by a cozy wood-burning fireplace and opens directly onto a long, east-facing balcony overlooking a serene, landscaped courtyard. The generous bedroom suite easily accommodates a king-size bed and features a large walk-in closet and a beautifully appointed bath with a Kohler soaking tub with glass enclosure, custom extra large vanity, and Toto toilet. The owners have upgraded the home with new solid-core doors throughout, along with architectural glass above the loft walls that fully enclose the bedroom while preserving the loft's visual openness and the continuity of the warm wood ceiling flowing throughout the home. Just off the entry is a powder room and excellent storage including a utility closet, large coat closet and laundry with high-end front loading stackable. An exterior gated parking space and large storage cage are included. Willow Square Lofts is a well-managed, pet-friendly building with a fantastic roof deck and fitness center. And the location is hard to beat: just north of the 606, a quick walk to the Damen Blue Line, and surrounded by everything Bucktown, Logan Square, and Wicker Park have to offer, with easy highway access. Call this sophisticated, character-rich loft in one of Chicago's most vibrant neighborhoods your new home!

2021 W Willow Street Unit #204, Chicago

1670 N Claremont Avenue Unit #205, Chicago

$455,000

2 Beds ⋅ 2 Baths ⋅ 12754825 MLS ⋅ CONTINGENT Status

Inviting timber Loft in Bucktown! Located on a quiet tree lined street steps from shopping, restaurants the blue line and the 606. Corner 2 bedroom with plenty of natural sunlight throughout! Gleaming hardwood floors , soaring ceilings and exposed brick ! The spacious, open-concept living area is anchored by a charming wood-burning fireplace - perfect for cozy Chicago evenings. Entertain on your private balcony! Amazing kitchen with granite island, plenty of cabinetry space and SS appliances. Spacious master suite with bath and closet. 2nd bedroom/den is adjacent to the hallway. Hallway 1/2 bath for guests.View the fireworks and gather with friends on the common 1,000 sq.ft. rooftop deck with skyline views. One heated garage spot included in the price!Don't miss this unique and exceptional condo in Bucktown! Financially solid building!

1670 N Claremont Avenue Unit #205, Chicago

2127 N Damen Avenue Unit #Commercial, Chicago

$450,000

12654798 MLS ⋅ ACTIVE Status

Commercial condo available for sale in a brand-new development. Delivered as a shell space, this unit offers a rare opportunity to design and customize the ideal layout for your boutique office or retail business. Perfect for entrepreneurs, investors, or established brands seeking a modern space tailored to their vision in the heart of Bucktown.

2127 N Damen Avenue Unit #Commercial, Chicago

$450,000

12654769 MLS ⋅ ACTIVE Status

2127 N Damen Avenue Unit #Commercial, Chicago

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Browse All Bucktown IL Between $400K - $500K Properties for Sale

Between $400K - $500K Bucktown Real Estate

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