Bucktown Homes under $750,000

Welcome to Bucktown, a vibrant neighborhood nestled in the heart of Chicago, Illinois. Known for its eclectic mix of artistic flair and urban charm, Bucktown is a haven for those seeking a dynamic lifestyle without sacrificing the comforts of home. This lively community is characterized by its historic brownstones, modern condos, and cozy single-family homes, many of which can be found for under $750,000, making it an attractive option for first-time buyers and young professionals alike.

As you stroll through the tree-lined streets of Bucktown, you’ll be captivated by the colorful murals and unique boutiques that line the avenues. The neighborhood boasts an impressive array of dining options, from trendy cafes to gourmet restaurants, ensuring that every palate is satisfied. On weekends, locals flock to the popular farmers' market, where fresh produce and handmade goods abound, fostering a strong sense of community.

Bucktown is also home to some of Chicago's best parks, providing ample green spaces for relaxation and recreation. The nearby 606 Trail offers a scenic pathway for biking, jogging, and leisurely walks, connecting you to the broader city. Families will appreciate the excellent schools and community programs that cater to all ages.

With its rich culture, artistic spirit, and diverse housing options, Bucktown is more than just a place to live; it’s a lifestyle. Discover your dream home in this charming neighborhood, where the heart of Chicago beats with creativity and community. Come experience the magic of Bucktown—your new home awaits!

Newest Bucktown Homes under $750,000

2333 W St. Paul Avenue Unit #202, Chicago

$575,000

2 Beds ⋅ 2 Baths ⋅ 12786849 MLS ⋅ NEW Status

Welcome to this beautiful updated 2 bedroom 2 bath duplex unit in the heart of Bucktown with an enormous patio off the main living room!! This spacious and light-filled residence offers an ideal combination of comfort, convenience, and value. The open layout features generous living and dining space with beautifully refinished hardwood floors and opens directly to your own very large private deck, perfect for entertaining, grilling, or relaxing outdoors. The home has been freshly painted throughout and features new carpet in the bedrooms, giving it a clean, move-in-ready feel. Another standout feature is the garage parking, a rare convenience and one of the few units in the building to offer it. Low monthly assessments include Google Fiber high-speed internet, adding even more value while helping keep monthly ownership costs low. Enjoy easy access to Bucktown and Wicker Park restaurants, coffee shops, shopping, parks, nightlife, the 606 Trail, public transportation, and the expressway. A great opportunity to own a spacious, updated home with outdoor space, attached parking, and low assessments in one of Chicago's most desirable neighborhoods.

2333 W St. Paul Avenue Unit #202, Chicago

2042 N Winchester Avenue Unit #2E, Chicago

$475,000

2 Beds ⋅ 2 Baths ⋅ 12787211 MLS ⋅ NEW 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

1656 N Bosworth Avenue Unit #2S, Chicago

$749,000

4 Beds ⋅ 2 Baths ⋅ 12786453 MLS ⋅ NEW Status

SPECIAL OFFER: Seller is offering a 2/1 mortgage rate buy-down for the first two contracts! Fully rehabbed in 2026, this reimagined 4-bedroom, 2-bathroom condominium represents the pinnacle of modern luxury. Perfectly situated at the intersection of Bucktown and West Lincoln Park, the residence features direct elevator entry and blends seamless indoor-outdoor living with two private outdoor spaces and 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 8-foot doors, and a tailored LED lighting package. A covered outdoor area seamlessly extends your living space and comes equipped with an outdoor grill. Entertain with ease in the chef's kitchen, showcasing Italian-designed cabinetry, a premium stainless steel appliance package, and an oversized quartz island complete with elegant waterfall edges. Unwind in the spa-inspired designer bathrooms, fully outfitted with sleek oversized tile and heated floors. Located in the highly coveted Burr Elementary School district, this home offers unparalleled access to trendy dining, boutique shopping, and local parks. With I-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 Chicago's most vibrant and sought-after locations!

1656 N Bosworth Avenue Unit #2S, Chicago

1656 N Bosworth Avenue Unit #2N, Chicago

$724,000

3 Beds ⋅ 2 Baths ⋅ 12786402 MLS ⋅ NEW Status

SPECIAL OFFER: Seller is offering a 2/1 mortgage rate buy-down for the first two contracts! Fully rehabbed in 2026, this reimagined 3-bedroom, 2-bathroom condominium represents the pinnacle of modern luxury. Perfectly situated at the intersection of Bucktown and West Lincoln Park, the residence features direct elevator entry and blends seamless indoor-outdoor living with two private outdoor spaces and 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 8-foot doors, and a tailored LED lighting package. A covered outdoor area seamlessly extends your living space and comes equipped with an outdoor grill. Entertain with ease in the chef's kitchen, showcasing Italian-designed cabinetry, a premium stainless steel appliance package, and an oversized quartz island complete with elegant waterfall edges. Unwind in the spa-inspired designer bathrooms, fully outfitted with sleek oversized tile and heated floors. Located in the highly coveted Burr Elementary School district, this home offers unparalleled access to trendy dining, boutique shopping, and local parks. With I-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 Chicago's most vibrant and sought-after locations!

1656 N Bosworth Avenue Unit #2N, Chicago

2247 W Wabansia Avenue Unit #204, Chicago

$685,000

2 Beds ⋅ 2 Baths ⋅ 12783366 MLS ⋅ NEW Status

Beautifully renovated Bucktown condo with THREE incredible outdoor spaces, including an elevator inside the unit to the garage and a dedicated spacious rooftop deck! Thoughtfully updated throughout by the current owner, this stunning home offers the perfect blend of modern finishes, inviting living spaces, and exceptional outdoor entertaining. The redesigned kitchen features crisp white cabinetry, sleek countertops, stainless steel appliances (2020), updated hardware and a spacious island with bar seating. The sun-filled living room offers refinished hardwood floors, a cozy fireplace, and a stylish built-in bar, creating the perfect space for everyday living and entertaining. The primary bedroom suite is large enough for a king bed + desk and features a custom-outfitted closet, access to its own outdoor space and stunning primary bath (fully renovated in 2020) with walk-in shower and dual sinks. The second bedroom is perfect for guests, nursery, office space and the 2nd full bath was completely renovated in 2024. Outdoor living truly sets this home apart! Enjoy three distinct outdoor spaces, highlighted by elevator access from inside the unit to an expansive dedicated rooftop deck with plenty of room for dining, lounging, and entertaining. A beautifully refreshed rear balcony and an additional front patio for grilling offer even more opportunities to enjoy fresh air and indoor-outdoor living. The elevator also goes down to the attached, extra-wide, prime heated garage parking space. Additional storage checks the remaining boxes. Enjoy the best of Bucktown living with neighborhood favorites like Ibsento, the 606, Wolf & Co, Western Blue Line and everything Bucktown / Wicker Park have to offer right outside your door. An incredible opportunity to enjoy beautifully updated living, exceptional outdoor space, and everything that makes Bucktown such a desirable place to call home!

2247 W Wabansia Avenue Unit #204, Chicago

$499,000

2 Beds ⋅ 2 Baths ⋅ 12780677 MLS ⋅ ACTIVE 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

1751 N Western Avenue Unit #303, Chicago

$399,000

2 Beds ⋅ 2 Baths ⋅ 12761405 MLS ⋅ ACTIVE Status

EXPOSED BRICK, TIMBER BEAMS, AND SOARING CEILINGS give this two-bedroom home at Electric Company Lofts the character that makes Chicago loft living so appealing. Oversized windows bring natural light into the open living and dining area, where hardwood floors and a gas fireplace create a comfortable space for everyday living and entertaining. The primary bedroom offers generous closet space, while the second bedroom provides flexibility for a guest room, home office, or both. A private balcony extends the living space outdoors, with a shared rooftop deck offering even more room to enjoy the city. Located along The 606 and just a few blocks from the Blue Line, this Bucktown address puts you close to some of the neighborhood's favorite restaurants, coffee shops, and shopping, with Wicker Park just minutes away. An elevator building with additional storage and heated garage parking completes the package. A true Chicago loft with the space, character, and location to match.

1751 N Western Avenue Unit #303, Chicago

$650,000

2 Beds ⋅ 3 Baths ⋅ 12741038 MLS ⋅ ACTIVE Status

2 Bed 2.5 Bath. Top-floor duplex-up on tree-lined Oakley Avenue, in a Wicker Park boutique building. If you're tired of an apartment that feels more like a hallway, this is the right space for you. No overhead neighbors, dual exposures (primary southern light), and a structural layout that maximizes its footprint across two distinct levels by an interior staircase. Two private balconies plus designated private rooftop space - three outdoor spaces in one home! Hardwood floors, stainless/quartz kitchen, dual-vanity primary bath, in-unit laundry. One exterior parking space. $257/month HOA, no specials. Minutes to the Blue Line and the 606 Trail.

1605 N Oakley Avenue Unit #3S, Chicago

$600,000

2 Beds ⋅ 3 Baths ⋅ 12767813 MLS ⋅ ACTIVE Status

PRICE REDUCTION! NOW $600,000 in the heart of Bucktown! Recently renovated rooftop deck and outdoor space with an amazing view of the Chicago skyline! Timeless vintage charm meets thoughtful modern updates in this beautifully maintained Bucktown condo residence, ideally situated on a quiet, tree-lined street just steps from the Damen Blue Line. Located in a classic 1906 building, this home offers the perfect blend of historic character and today's conveniences in one of Chicago's most sought-after neighborhoods. A parking space is available for purchase with this unit by assignment with the owner transferring their rights to the buyer. Inside, you'll find hardwood floors throughout, an inviting open-concept floor plan, and a redesigned entry featuring a relocated coat closet that enhances both functionality and spaciousness. The updated kitchen opens seamlessly to the living area and features a center island, new stainless-steel refrigerator (2025), SS dishwasher, SS stove, and abundant space for cooking and entertaining. Home features two fireplaces, one in the living room and another in the spacious master bedroom that adds warmth, charm, and character rarely found in today's homes. The primary bathroom was beautifully renovated in 2022 and includes heated flooring, custom granite countertops, floating vanity, custom hair bone tiling and a glass shower with sliding door, while additional recent improvements include new carpeting (2022), new furnace and whole-home humidifier (2022), new water heater (2021), new in-unit washer and dryer (2024), and a new roof installed in 2025. Pets are welcome. Location is everything, and this home delivers. Just moments from the Damen Blue Line, enjoy an easy commute-approximately 15 minutes to the Loop and about 45 minutes to O'Hare International Airport. It's an easy walk to Wicker Park, the 606 Trail, two nearby dog parks, and countless neighborhood favorites including the historic Robey Hotel with public pool access, Stan's Donuts, Barnes & Noble, Aldi, the Chicago Public Library, boutique shopping, award-winning restaurants, coffee shops, breweries, fitness studios, and vibrant nightlife. Whether you're enjoying a quiet evening at home or taking advantage of everything Bucktown and Wicker Park have to offer, this exceptional home places the very best of Chicago right outside your door. A rare opportunity to own a beautifully updated vintage home in one of Chicago's most walkable, transit-friendly, and desirable neighborhoods. Monthly average electric costs for 2025-26: $95.44. Monthly average gas costs for 2025-26: $138.97.

2013 W Concord Place Unit #A, Chicago

1617 N Hermitage Avenue Unit #3N, Chicago

$669,000

2 Beds ⋅ 2 Baths ⋅ 12762714 MLS ⋅ PRICE CHANGE Status

This stunning 2-bedroom, 2-bath Penthouse showcases soaring 11-foot ceilings, two skylights, beautiful custom poplar woodwork, dramatic coffered ceilings, custom built-in bookshelves, shiplap accents, a charming window seat with built-in storage, and a wood-burning fireplace surrounded by custom millwork with integrated LED lighting. Hardwood floors run throughout the home, creating a warm and timeless feel. The thoughtfully designed kitchen offers abundant cabinetry, generous counter space, and a functional layout perfect for both everyday living and entertaining. Both bathrooms feature clean, modern finishes, while each bedroom includes a large custom closet with built-in shelving and organizers. Enjoy exceptional outdoor living with two private decks, including a spacious deck off the kitchen and exclusive roof rights with a permitted cedar rooftop deck offering incredible skyline views. Additional highlights include two deeded parking spaces-one garage and one secured courtyard space - as well as an oversized (8 x 14) private storage room in the basement. Perfectly situated on a quiet, tree-lined street in the heart of Bucktown, you'll be just steps from the 606 Trail, the Damen Blue Line, the newly opened Bad Butter Bakery, boutique shopping, neighborhood parks, fitness studios, and some of Bucktown and Wicker Park's most popular restaurants, cafes, and nightlife. This is not your typical condo-it's a home filled with custom craftsmanship, architectural character, thoughtful storage, incredible outdoor space, and an unbeatable location. Don't miss this one!

1617 N Hermitage Avenue Unit #3N, Chicago

$550,000

3 Beds ⋅ 1 Baths ⋅ 12721920 MLS ⋅ ACTIVE Status

2118 W North Avenue Unit #3S, Chicago

$550,000

2 Beds ⋅ 2 Baths ⋅ 12732844 MLS ⋅ ACTIVE Status

Beautiful sun drenched 2 bed/2 bath penthouse walk-up condo in the heart of Bucktown. Modern floor plan with open-concept living/dining room, high ceilings, hardwood floors, low-profile gas fireplace, designated office space, and floor-to-ceiling windows with French doors accessing a 22' wide east facing balcony with skyline views. European chef's kitchen features quartz countertops, custom-glazed and natural wood-finished cabinets, and stainless Fisher-Paykel appliances including a five-burner cooktop, separate double oven, double-drawer dishwasher, and wall-mounted pot filler. Spacious primary bedroom features tray ceiling, second private balcony, walk-in closet, and an en suite spa bath with a dual vanity, jetted tub, and a glass-encased steam shower. Generously sized second bedroom. Full shared hall bath features cast-wave tiled walls and floating vanity. Full-size in-unit LG ThinQ washer/dryer. Designer light fixtures throughout and flush-mounted in-ceiling surround sound speakers. Exterior parking space is included in sale. 1.5 blocks from the 606 Trail, six blocks from the Damen CTA Blue Line, easy access to I-90/94, and surrounded by cafes, boutiques, shops, coffee houses, restaurants, and everything Bucktown has to offer!

1866 N Damen Avenue Unit #4, Chicago

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