Bucktown Homes with South Exposure

Welcome to Bucktown, one of Chicago's most vibrant and eclectic neighborhoods, nestled in Cook County, Illinois. Known for its artistic spirit and rich cultural tapestry, Bucktown is a haven for those seeking a blend of urban convenience and community charm. The area boasts tree-lined streets, historic brownstones, and contemporary lofts, making it a perfect spot for families, young professionals, and artists alike.

As you stroll through Bucktown, you’ll be captivated by its unique boutiques, trendy cafes, and a thriving arts scene. The neighborhood is also home to several parks, providing ample green space for outdoor activities and relaxation. The iconic 606 Trail, an elevated park and bike path, runs through Bucktown, offering residents a scenic route for walking, running, or cycling while soaking in the neighborhood's artistic murals and installations.

For those seeking homes with south exposure, Bucktown offers a variety of options that maximize natural light and warmth. These properties are designed to enhance your living experience, providing bright and inviting spaces that create a welcoming atmosphere. Imagine waking up to sunlight streaming through your windows, illuminating your cozy living areas and inspiring your day-to-day activities.

With its vibrant community, artistic flair, and an array of homes designed to embrace the sun, Bucktown is more than just a neighborhood; it’s a lifestyle. Whether you’re looking to buy your first home or seeking a place to settle down, Bucktown awaits with open arms and endless possibilities. Come explore the charm and character of this remarkable Chicago gem!

Newest Bucktown Homes with South Exposure

$2,650,000

6 Beds ⋅ 6 Baths ⋅ 12785338 MLS ⋅ NEW Status

Stunning new construction home with 6 bedroom (4 bedrooms up), 4 bathrooms + 2 half baths in a fantastic Bucktown location. Efficient and well thought out floor plan adding in features like a mudroom with cubbies + bench and a walk-out covered deck that you don't typically find in homes like this. The heart of the home is a standout kitchen with off-white and pistachio green cabinetry, Sub-Zero and Wolf appliance package, walk-in pantry, butler's pantry, breakfast nook with built-in banquette and a coffee bar. Cozy family room with custom built-ins flanking the fireplace that leads out to a covered deck. The second floor is highlighted by a spacious master suite with double walk-in closet and spa-like bathroom featuring a steam room, heated floors, soaking tub, double sink vanity and separate water closet. Two secondary bedrooms with a shared bathroom, ensuite bedroom, linen closet and proper laundry room complete the second floor. In the lower level you'll be greeted by an expansive rec room with a wetbar, powder room, two bedrooms with a full bathroom, secondary laundry and tons of storage. Garage rooftop deck and 2 car garage. A+ location that is walking distance to the Metra stop as well as blue line L stop. Steps to the 606 Trail, Churchill Field Park, Bad Butter Bakery, Le Bouchon, Lottie's, coffee shops, and countless neighborhood restaurants, boutiques and cafes, with easy access to public transportation and 90/94. Estimated January 2027 delivery.

1824 N Wood Street, Chicago

2012 W Shakespeare Avenue Unit #1, Chicago

$989,000

4 Beds ⋅ 3 Baths ⋅ 12785559 MLS ⋅ NEW Status

Welcome home to this beautifully appointed 4-bedroom, 3-bath duplex-down in the heart of Bucktown, just a few blocks from Pulaski International School and across the street from Kaleido*Kids Childcare & Preschool! Situated on an oversized lot, this exceptional home offers a wider, more spacious floor plan than your typical duplex-down, making it a fantastic alternative to single-family living. From the moment you step inside, you'll appreciate the generous room sizes, abundance of natural light, and inviting blend of modern design and comfortable living. The main level features an expansive open-concept living, dining, and kitchen area with a cozy fireplace, spacious front porch, and beautifully designed custom kitchen with ample counter space and storage. Two bedrooms are located on the main level, including a spacious primary suite with a generous walk-in closet and spa-like bath featuring a steam shower, separate soaking tub, dual vanities, and heated floors. The lower level offers an equally impressive amount of living space, including a bright and inviting family room with a beverage center and plenty of room to relax or entertain. Two additional bedrooms, including one currently used as a home office with a Murphy bed, and a full bath with a spacious walk-in steam shower complete this level. With four bedrooms, three full baths, two separate living areas, and a noticeably wider layout, this home provides the space and flexibility that's often difficult to find in condo living. Two parking spaces, including one garage space and one exterior space, add everyday convenience. All of this in an unbeatable Bucktown location, just moments from Holstein Park and its outdoor swimming pool, neighborhood restaurants, charming boutiques, grocery stores, and the 606 Bloomingdale Trail. A rare opportunity to enjoy the space and comfort of a single-family home with the ease of condo living!

2012 W Shakespeare Avenue Unit #1, 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

$2,295,000

3 Beds ⋅ 4 Baths ⋅ 12738388 MLS ⋅ ACTIVE Status

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 views. A rooftop zen paradise awaits with several well-manicured flower gardens, built-in watering system, 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

$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

$1,949,500

4 Beds ⋅ 4 Baths ⋅ 12768858 MLS ⋅ ACTIVE Status

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

2315 W Wabansia Avenue Unit #1E, Chicago

$950,000

3 Beds ⋅ 3 Baths ⋅ 12763050 MLS ⋅ ACTIVE Status

Incredible extra wide duplex down on tree lined Wabansia Ave in the heart of Bucktown! This condo home provides about 2700 sq ft of living space beginning with the massive open main level kitchen, living, and dining spaces. Beautifully updated open concept kitchen with sage green cabinetry + brass pulls, new Calcutta counter tops, Krause facet, center island and hood create a a contemporary and inviting entertaining space. Newer kitchen appliances including an LG stove replaced in 2025. The living room features a gas fireplace and there are hardwood floors throughout. There are two bedrooms and bathrooms on the main level including a primary suite with walk-in closet and stunning bathroom with walk-in shower and separate soaking tub- all fully renovated in 2024. The lower level features an additional bedroom and bathroom (bedroom is currently used as a fully equipped home gym) and a second huge living room with an additional gas fireplace and built-in library. There are three private outdoor spaces including a large roof deck over the 3 car garage with direct access from your unit. Roof deck is a private city sanctuary with a pergola. Additional unit features include side by side washer and dryer and 1 heated garage parking spot. Furnace and AC have been recently serviced, ducts and vents cleaned, and 50 gal hot water heater was replaced and replumbed in 2023. Self managed building with lots of community participation and ample reserves. Unbeatable Bucktown location with easy access to the Blue Line, the 606, Milwaukee Ave, Western, and too many area hot spots to name! Seller is a licensed Illinois Real Estate Broker.

2315 W Wabansia Avenue Unit #1E, 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

$899,000

5 Beds ⋅ 3 Baths ⋅ 12740416 MLS ⋅ ACTIVE Status

Create an Income Property or turn into a Fabulous Chicago Bucktown Home you decide! This family estate sale once used as a multi generational home was broken up to accommodate multiple family members and now being sold. There are 5 bedrooms including 1 on the ground level 2 on the 1st and 2 on the 2nd floor. Can easily be converted to a 2 or 3 unit with the block being RT-4 Zoning. This All Brick Structure is in need of renovation but has endless potential! Plus a large back yard and 1.5 car garage which at one time in the past was a coach home. There is a tenant in the lower level of home that will be moving. Steps to the Clybourn Metra station, Damen/Western Blue Line CTA, and minutes to I-90/94. 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 is 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

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