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1647 N Winchester Avenue Unit #A, Chicago
$900,000
3 Beds ⋅ 4 Baths ⋅ 12759819 MLS ⋅ CONTINGENT Status
Unique townhome in the highly sought-after Bucktown/Wicker Park neighborhood of Chicago that lives like a single-family home. Beautifully appointed four-level residence offering 3 bedrooms, 3.1 baths, a private rooftop deck, multiple exposures, exceptional natural light, and quality finishes throughout. The spacious living room boasts hardwood floors, and a cozy fireplace. The updated kitchen offers stainless steel appliances, granite countertops, ample cabinetry, and a separate, generously sized dining area ideal for entertaining. The second level features two spacious bedrooms and two updated full bathrooms, including a primary bath with a dual vanity, soaking tub, and separate shower. The second bedroom enjoys its own ensuite full bath. A convenient updated half bath is located on the main level. The lower level offers a flexible bedroom, office, or guest space, along with a third updated full bathroom and a spacious laundry room with side-by-side washer and dryer, sink, and abundant storage. The showstopping private rooftop deck features a pergola and beautiful herringbone decking-perfect for relaxing, dining, and entertaining. Nestled on a quiet, tree-lined street, this home enjoys an A+ location just steps from the Damen Blue Line, 606 Trail, restaurants, shops, and nightlife, with easy access to downtown and the expressways. A rare opportunity to enjoy exceptional indoor-outdoor living, generous space, natural light, and quality in one of Chicago's most desirable neighborhoods.

1647 N Winchester Avenue Unit #A, Chicago

2130 N Oakley Avenue Unit #2, Chicago
$369,900
2 Beds ⋅ 1 Baths ⋅ 12759622 MLS ⋅ CONTINGENT Status
Welcome home to this beautifully maintained condo situated in the heart of Bucktown, offering the perfect combination of classic Chicago character, tasteful updates, and a sought after location. From the moment you step inside, you'll appreciate the inviting interior featuring hardwood floors, tastefully painted walls, 7.5-inch white baseboards, six-panel solid doors, and elegant crown molding throughout. The spacious living room is filled with character, highlighted by exposed brick wall, recessed can lighting, and plenty of room to create comfortable living and entertaining spaces. The kitchen features freshly painted cabinetry, granite countertops, soft-close drawers, pendant lighting, and a convenient breakfast bar perfect for casual dining or additional seating. Just off the kitchen, enjoy direct access to the common balcony-an ideal spot to step outside and enjoy some fresh air. The primary bedroom offers crown molding and a generous walk-in closet, while the second bedroom is nicely sized and provides flexibility for guests, a home office, or additional living space. The full bathroom features freshly repainted cabinetry, and the convenience of in-unit laundry with washer and dryer completes the interior. Additional updates include a new A/C system installed in 2020, an approximately 10-year-old roof, and a rear fence updated approximately three years ago. Free street parking adds another welcome convenience. Enjoy an outstanding Bucktown location directly across from Holstein Park, offering an outdoor swimming pool, playground, baseball and softball fields, volleyball, and gymnasiums. You're also just minutes from neighborhood restaurants, coffee shops, and shopping. Convenient access to public transportation and nearby expressways makes getting around the city a breeze. A wonderful opportunity to enjoy the character, convenience, and neighborhood lifestyle that Bucktown has to offer!

2130 N Oakley Avenue Unit #2, Chicago

1767 N Hoyne Avenue Unit #K, Chicago
$999,990
3 Beds ⋅ 3 Baths ⋅ 12753122 MLS ⋅ CONTINGENT Status
Welcome to Willow Court, in the heart of Bucktown, an intimate enclave of 56 townhomes designed by award-winning architectural firm Pappageorge Haymes. Nestled around a private brick courtyard on a tranquil, cobblestone lane, this sophisticated three-bedroom, two-and-a-half-bath residence lives like a single-family home, blending thoughtful design with modern comfort. The open-concept main level showcases expansive custom built-ins that frame the living and dining areas, adding both style and exceptional storage. Floor-to-ceiling windows fill the space with natural light, complemented by bamboo hardwood flooring, Chilewich stair coverings, and Sonos sound wired throughout the home. The renovated kitchen opens to a private balcony and includes refinished cabinetry, a Bosch dishwasher, and a Zephyr beverage center set beneath quartz countertops. The primary bedroom offers a serene retreat with treetop views, a walk-in closet, and ensuite bath. This level also features a second bedroom, a full bath, and the convenience of laundry with upgraded LG smart washer and dryer. The first-floor bedroom is currently configured as a home theater, complete with projector, screen, and blackout shades, a flexible layout that works equally well as a guest room, gym, or office. The top level offers a bright, versatile office that opens to a private rooftop deck with sweeping skyline views and a direct view of the 606. The attached two-car garage features an epoxy-coated floor, custom California Closets storage, and a dedicated EV charging outlet. Professionally managed and pet-friendly, Willow Court includes landscaping, exterior maintenance, and snow removal. The location offers a rare blend of quiet residential living just steps from the 606 Trail, the CTA Blue Line, acclaimed restaurants, boutiques, and neighborhood amenities. Contemporary design, comfort, and convenience come together in one of Bucktown's most sought-after communities.

1767 N Hoyne Avenue Unit #K, Chicago

2240 W North Avenue Unit #2E, Chicago
$699,000
3 Beds ⋅ 2 Baths ⋅ 12753412 MLS ⋅ PENDING Status
Handsome 3-bedroom, 2-bath home in an unbeatable Bucktown/Wicker Park location! This beautifully designed residence offers an exceptional floor plan centered around a dramatic, high-ceiling great room with a fireplace that flows seamlessly into the spacious kitchen featuring a large island, solid-surface countertops, and abundant workspace-perfect for entertaining or everyday living. Rich hardwood floors run throughout the home, adding warmth and timeless appeal. The private primary suite is tucked away at the rear of the home and features a generous walk-in closet along with an oversized bath complete with dual vanities, a soaking tub, and a separate shower. A newer stacked washer and dryer are new in 2025 adds everyday convenience. AC and Furnace both replaced in last year and a half. The versatile third bedroom with French doors, easily transforms into a home office, fitness room, nursery, or den, while the second bedroom is ideally positioned next to the full hall bath for guests or family. Outdoor living is every bit as impressive. The front balcony stretches the entire width of the home, creating a wonderful extension of the living space. Even better, you'll enjoy your own private section of the rooftop deck-the perfect setting for sunset cocktails, grilling with friends, or taking in the sparkling Chicago skyline.Garage parking completes the package, while an exceptionally low HOA of just $275/month keeps ownership affordable. You're surrounded by some of Chicago's best restaurants, coffee shops, boutiques, and neighborhood favorites, with an easy commute to downtown and convenient access to public transportation. Competitively priced and offering the ideal blend of space, style, outdoor living, and location, this is truly the complete package.

2240 W North Avenue Unit #2E, Chicago

1808 W Armitage Street, Chicago
$1,450,000
7 Beds ⋅ 7 Baths ⋅ 12705248 MLS ⋅ ACTIVE Status
Rare opportunity to own a turnkey, legal all-brick 3-flat in the heart of Chicago's highly-coveted Bucktown neighborhood. Perfectly suited for an investor looking for premium rental yields or an owner-occupant looking to live in one unit while letting three others pay the mortgage. Each of the three spacious units features a highly rentable 2-bedroom, 2-bathroom layout, complete with central air, and abundant natural light. Originally rehabbed in 2002, the building has been meticulously maintained and upgraded: Decks and Porches were rebuilt in 2012. Seller does not make any representation on the legality of the garden unit, this unit was fully rehabbed in 2019, tuckpointing was professionally completed in 2021, and the HVAC systems were fully updated in 2025. Unmatched outdoor space includes private decks for every individual unit, plus an expansive common deck equipped with a private Jacuzzi-an entertainer's dream. To top it off, this property solves Chicago's toughest challenge by offering 6 dedicated parking spaces in addition to easy street parking. Located just steps from Bucktown's premier dining, boutique shopping, Mariano's, parks, and the Blue Line. Also steps from the Clybourn Metra stop which runs nonstop to the Ogilvie Transportation Center Exceptional cash flow potential in an A+ location!Tax Assessment has been successfully appealed for an expected reduction of $1,512.00.

1808 W Armitage Street, Chicago

1704 N Damen 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

2341 W Saint Paul Avenue Unit #1West, Chicago
$1,375,000
4 Beds ⋅ 4 Baths ⋅ 12587555 MLS ⋅ PENDING Status
New Construction, duplex down designed by Studio Group, delivering in September 2026. Offering 4 bedrooms, 3.5 bathrooms, two incredible private outdoor spaces at a premiere Bucktown location, this one of kind home blends bold design, elite craftsmanship at an unbeatable location. The main floor is anchored by a showpiece kitchen with Wolf and Sub-Zero appliances, bespoke Amish cabinetry, a 10' island with brass detailing, two stunning gold pendants and designer hardware. The family room is elevated by a fireplace and a stunning architectural pocket bar with custom fluted doors & millwork concealing two closets flanking the wet bar with a Sub-Zero refrigerator, bar sink, antique tile backsplash, whitewashed oak shelves and lighting from Rejuvenation. The rear family room walks out onto an elegant covered rear porch, one of two private outdoor space. The second outdoor space is the private roof deck of the 2 car garage. The primary suite features a stunning bathroom with custom designed floating dual vanity, oversized brass mirror flanked by two elegant sconces and open shelves with brass hardware. The primary bath also features a steam shower, heated floors, separate soaking tub and water closet. Two oversized closets complete the luxury primary suite. The two middle bedrooms feature large windows and designed to accommodate bedroom, office and/or fitness programs. The middle bedrooms served by a full bath with a tub and floating vanity, open shelves and a linen closet. The fourth bedroom has an on-suite bathroom perfect for overnight guests. Hot water radiant heat on the lower level, high efficiency HVAC system with smart thermostat, hardwired security system included and fully pre-wired for audio & technology upgrades. All of this in the heart of Bucktown, around the corner from the 606 trail, Blue Line stop and the Milwaukee Ave. restaurants & shopping corridor. Professionally designed, with thoughtfully curated, top of the line finishes throughout and meticulous attention to detail, this is truly a one of kind home.

2341 W Saint Paul Avenue Unit #1West, Chicago

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