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Your next favorite Chicago rooftop comes with a penthouse! And the penthouse makes quite a first impression: soaring ceilings, two walls of oversized windows, beautiful hardwood floors, and a sun-drenched corner living space with a fireplace and custom built-ins. Above it all? An incredible private rooftop retreat with an outdoor kitchen, pergola, fire pit, TV, putting green, and panoramic Chicago skyline views. Below? Your own private, attached, heated two-car garage. Two bedrooms, two baths, a boutique elevator building, and the best of Bucktown and Wicker Park just blocks away. Now that's a combination worth seeing in person. Inside, the light takes center stage. Oversized windows brighten a spacious, open living and dining area that's equally suited to quiet evenings and a house full of friends. A fireplace, flanked by custom cabinetry and shelving, adds warmth and character, while the generous dining area offers room to host a proper dinner party. The adjoining kitchen keeps everyone connected, with rich espresso cabinetry, granite countertops, stainless steel appliances and a Viking wine refrigerator. Upstairs, the rooftop is a destination all its own. This isn't simply a deck with a grill and a few chairs. It's an entire outdoor living experience, with distinct spaces for cooking, dining, relaxing, and entertaining. Fire up the built-in grill at the granite-topped outdoor kitchen, complete with beverage center. Gather with friends beneath the pergola to watch the game on the outdoor TV. Enjoy dinner with the skyline as your backdrop, settle around the fire pit as the city lights come on, or challenge someone to a little friendly competition on the putting green. Composite decking, custom lounge seating, built-in planters, and automatic irrigation complete this remarkable private retreat. It's the kind of space that makes staying home feel like going somewhere special. The spacious primary suite is a retreat of its own, with two custom-designed walk-in closets offering exceptional storage and organization. The ensuite bath features a double vanity, jetted tub, and separate walk-in shower. An oversized east-facing window brightens the second bedroom, where a Murphy bed makes switching between home office and guest accommodations effortless. Motorized shades, smart lighting, and a laundry room with custom storage add thoughtful everyday convenience. And then there's the garage-an exceptional added feature, not just two assigned parking spaces or a detached garage down the alley, but your own private, attached, heated two-bay garage. Park two cars, pair one car with a dedicated home gym, or use the space for a workshop, bikes, and gear. With an epoxy-finished floor and extensive organized storage, it's a remarkably versatile space that's yours to make your own. All of this in a boutique elevator building just a few blocks west of the Damen, North, and Milwaukee intersection. Some of Chicago's favorite restaurants, coffee shops, boutiques, music venues, and neighborhood gathering spots are practically at your doorstep. The rooftop might be what first catches your eye. The penthouse, the incredible natural light, and the convenience of your own garage are what make this a place you'll want to call home.

2 Beds ⋅ 2 Baths ⋅ 12792434 MLS ⋅ NEW Status ⋅ Bucktown Commons BLDG.

Your next favorite Chicago rooftop comes with a penthouse! And the penthouse makes quite a first impression: soaring ceilings, two walls of oversized windows, beautiful hardwood floors, and a sun-drenched corner living space with a fireplace and custom built-ins. Above it all? An incredible private rooftop retreat with an outdoor kitchen, pergola, fire pit, TV, putting green, and panoramic Chicago skyline views. Below? Your own private, attached, heated two-car garage. Two bedrooms, two baths, a boutique elevator building, and the best of Bucktown and Wicker Park just blocks away. Now that's a combination worth seeing in person. Inside, the light takes center stage. Oversized windows brighten a spacious, open living and dining area that's equally suited to quiet evenings and a house full of friends. A fireplace, flanked by custom cabinetry and shelving, adds warmth and character, while the generous dining area offers room to host a proper dinner party. The adjoining kitchen keeps everyone connected, with rich espresso cabinetry, granite countertops, stainless steel appliances and a Viking wine refrigerator. Upstairs, the rooftop is a destination all its own. This isn't simply a deck with a grill and a few chairs. It's an entire outdoor living experience, with distinct spaces for cooking, dining, relaxing, and entertaining. Fire up the built-in grill at the granite-topped outdoor kitchen, complete with beverage center. Gather with friends beneath the pergola to watch the game on the outdoor TV. Enjoy dinner with the skyline as your backdrop, settle around the fire pit as the city lights come on, or challenge someone to a little friendly competition on the putting green. Composite decking, custom lounge seating, built-in planters, and automatic irrigation complete this remarkable private retreat. It's the kind of space that makes staying home feel like going somewhere special. The spacious primary suite is a retreat of its own, with two custom-designed walk-in closets offering exceptional storage and organization. The ensuite bath features a double vanity, jetted tub, and separate walk-in shower. An oversized east-facing window brightens the second bedroom, where a Murphy bed makes switching between home office and guest accommodations effortless. Motorized shades, smart lighting, and a laundry room with custom storage add thoughtful everyday convenience. And then there's the garage-an exceptional added feature, not just two assigned parking spaces or a detached garage down the alley, but your own private, attached, heated two-bay garage. Park two cars, pair one car with a dedicated home gym, or use the space for a workshop, bikes, and gear. With an epoxy-finished floor and extensive organized storage, it's a remarkably versatile space that's yours to make your own. All of this in a boutique elevator building just a few blocks west of the Damen, North, and Milwaukee intersection. Some of Chicago's favorite restaurants, coffee shops, boutiques, music venues, and neighborhood gathering spots are practically at your doorstep. The rooftop might be what first catches your eye. The penthouse, the incredible natural light, and the convenience of your own garage are what make this a place you'll want to call home.

1550 N Bell Avenue Unit #4A, Chicago

$625,000

Bright & spacious Bucktown/Wicker Park 2 Bed/2 Bath in boutique elevator building! This extra wide, sun-filled home features 11ft ceilings, hardwood floors, and crown molding throughout. 1600+ sf open floorplan features a chef's kitchen with SS appliances, 42" white cabinets, granite countertops, custom tile backsplash, & and an extra-long breakfast bar with pendant lighting. Huge living room/dining room combo features oversized windows, an entire wall of custom built in cabinets/shelving surrounding the wood burning fireplace with gas starter, and is wired for surround sound. The primary bedroom suite includes a luxurious spa-like bathroom with dual sinks, granite counters, steam shower, linen closet, and room for a large soaking tub, two professionally organized walk-in closets, motorized shades, and sliding doors that lead to a gigantic south facing private deck. Generously sized second bedroom also features a large professionally organized closet. Side by side front loading washer/dryer, one garage parking space included. Amazing Bucktown/Wicker Park location is close to tons of trendy restaurants, coffee shops, boutiques, gyms/workout studios, 606 trail, expressways, & Mariano's. Only three blocks to the Damen CTA Blue Line stop! Low assessments. Pet and investor friendly building.

2 Beds ⋅ 2 Baths ⋅ 12788212 MLS ⋅ NEW Status

Bright & spacious Bucktown/Wicker Park 2 Bed/2 Bath in boutique elevator building! This extra wide, sun-filled home features 11ft ceilings, hardwood floors, and crown molding throughout. 1600+ sf open floorplan features a chef's kitchen with SS appliances, 42" white cabinets, granite countertops, custom tile backsplash, & and an extra-long breakfast bar with pendant lighting. Huge living room/dining room combo features oversized windows, an entire wall of custom built in cabinets/shelving surrounding the wood burning fireplace with gas starter, and is wired for surround sound. The primary bedroom suite includes a luxurious spa-like bathroom with dual sinks, granite counters, steam shower, linen closet, and room for a large soaking tub, two professionally organized walk-in closets, motorized shades, and sliding doors that lead to a gigantic south facing private deck. Generously sized second bedroom also features a large professionally organized closet. Side by side front loading washer/dryer, one garage parking space included. Amazing Bucktown/Wicker Park location is close to tons of trendy restaurants, coffee shops, boutiques, gyms/workout studios, 606 trail, expressways, & Mariano's. Only three blocks to the Damen CTA Blue Line stop! Low assessments. Pet and investor friendly building.

2239 W North Avenue Unit #2A, Chicago

$499,995

PARKING INCLUDED! Discover a boutique new-construction elevator building in the heart of Wicker Park, offering an exclusive collection of just 12 thoughtfully designed residences. Each light-filled corner two-bedroom, two-bath home features a spacious layout and access to an expansive rooftop terrace, complete with a private, dedicated area for every unit-perfect for relaxing or entertaining. Interiors showcase modern, curated finishes, including laminate hardwood flooring throughout, sleek custom kitchens with quartz countertops, and spa-inspired bathrooms designed with style and comfort in mind. Parking included! Ideally located just steps from the vibrant dining, shopping, and nightlife along Division Street and Milwaukee Avenue, this property delivers the best of city living. A rare opportunity to own new construction in one of Chicago's most sought-after neighborhoods. Explore every detail with the immersive 3D tour from the comfort of your home.

2 Beds ⋅ 2 Baths ⋅ 12779139 MLS ⋅ ACTIVE Status

PARKING INCLUDED! Discover a boutique new-construction elevator building in the heart of Wicker Park, offering an exclusive collection of just 12 thoughtfully designed residences. Each light-filled corner two-bedroom, two-bath home features a spacious layout and access to an expansive rooftop terrace, complete with a private, dedicated area for every unit-perfect for relaxing or entertaining. Interiors showcase modern, curated finishes, including laminate hardwood flooring throughout, sleek custom kitchens with quartz countertops, and spa-inspired bathrooms designed with style and comfort in mind. Parking included! Ideally located just steps from the vibrant dining, shopping, and nightlife along Division Street and Milwaukee Avenue, this property delivers the best of city living. A rare opportunity to own new construction in one of Chicago's most sought-after neighborhoods. Explore every detail with the immersive 3D tour from the comfort of your home.

1355 N Western Avenue Unit #2A, Chicago

1395 N Milwaukee Avenue Unit #3E, Chicago

$565,000

Positioned in the heart of Wicker Park, this 2-bedroom, 2-bathroom top floor unit offers stunning views of this beloved Chicago neighborhood. Easily accessible via elevator, this unit opens up into a beautiful open layout featuring Brazilian cherry floors, a granite lined gas-powered fireplace, and plenty of natural lighting from massive western facing windows. The kitchen features stainless steel appliances and a sweeping granite countertop that extends out into an eat-in bar and opens seamlessly into the combined living and dining spaces. Together they create a balance between every day comfortable living and hosting friends for a big game or a big dinner. When you're ready to call it a night you head back to your primary bedroom with natural light cascading in from the sliding glass doors, walk-in closet, and ensuite bathroom. The primary bath offers a dual vanity, separate shower, and whirlpool bath that will let you unwind after a long day. The secondary bedroom also has picturesque windows and a walk-in closet, and it's spacious enough to comfortably fit a queen-sized bed. Offering an abundance of storage throughout, an updated guest bath, and in-unit laundry this unit covers all the bases. Outdoor spaces include a large front balcony with plenty of room for grilling or gardening, a cozy private balcony off the back of the primary bedroom for some quiet morning coffee, and a shared access rooftop deck with sweeping unmatched views of the Chicago skyline. This unit offers the best combination of private convenience and public accessibility with an attached private 1 car garage and by being just 2 blocks away from the Damen or Ashland blue line stops. Milwaukee Avenue puts you steps away from all Wicker Park has to offer including the 606 trail, wonderful boutiques, nightlife, entertainment venues and incredible restaurants this neighborhood is known for.

2 Beds ⋅ 2 Baths ⋅ 12759031 MLS ⋅ ACTIVE Status

Positioned in the heart of Wicker Park, this 2-bedroom, 2-bathroom top floor unit offers stunning views of this beloved Chicago neighborhood. Easily accessible via elevator, this unit opens up into a beautiful open layout featuring Brazilian cherry floors, a granite lined gas-powered fireplace, and plenty of natural lighting from massive western facing windows. The kitchen features stainless steel appliances and a sweeping granite countertop that extends out into an eat-in bar and opens seamlessly into the combined living and dining spaces. Together they create a balance between every day comfortable living and hosting friends for a big game or a big dinner. When you're ready to call it a night you head back to your primary bedroom with natural light cascading in from the sliding glass doors, walk-in closet, and ensuite bathroom. The primary bath offers a dual vanity, separate shower, and whirlpool bath that will let you unwind after a long day. The secondary bedroom also has picturesque windows and a walk-in closet, and it's spacious enough to comfortably fit a queen-sized bed. Offering an abundance of storage throughout, an updated guest bath, and in-unit laundry this unit covers all the bases. Outdoor spaces include a large front balcony with plenty of room for grilling or gardening, a cozy private balcony off the back of the primary bedroom for some quiet morning coffee, and a shared access rooftop deck with sweeping unmatched views of the Chicago skyline. This unit offers the best combination of private convenience and public accessibility with an attached private 1 car garage and by being just 2 blocks away from the Damen or Ashland blue line stops. Milwaukee Avenue puts you steps away from all Wicker Park has to offer including the 606 trail, wonderful boutiques, nightlife, entertainment venues and incredible restaurants this neighborhood is known for.

1395 N Milwaukee Avenue Unit #3E, Chicago

2136 W Evergreen Avenue Unit #1B, Chicago

$659,900

Must see duplex in the heart of Wicker Park, featuring 3 bedrooms, 3 full bathrooms, and a full finished basement. Enjoy an unbeatable location near the Blue Line, great restaurants, shopping, nightlife, and everything the Wicker Park neighborhood has to offer. The main level features a ideal, functional layout with fresh paint, gleaming hardwood floors, and updated lighting throughout to. The updated kitchen offers stainless steel appliances, 42-inch cabinets with crown moulding, granite counters, and eat-in table space / dining area. The living area features a corner gas fireplace and access to a private balcony. The primary ensuite includes a beautifully remodeled private bathroom completed in 2025 & large walk-in closet! The additional main-level bathroom features heated floors. The full finished basement provides additional living space with a versatile room perfect for a home office, gym, or flex space, along with a full bathroom remodeled in 2019 with heated floors. Additional updates include the furnace, A/C, and water heater in 2019, plus a UV furnace filter. A great opportunity to enjoy plenty of space in one of Chicago's most desirable neighborhoods.

2 Beds ⋅ 3 Baths ⋅ 12734964 MLS ⋅ ACTIVE Status

Must see duplex in the heart of Wicker Park, featuring 3 bedrooms, 3 full bathrooms, and a full finished basement. Enjoy an unbeatable location near the Blue Line, great restaurants, shopping, nightlife, and everything the Wicker Park neighborhood has to offer. The main level features a ideal, functional layout with fresh paint, gleaming hardwood floors, and updated lighting throughout to. The updated kitchen offers stainless steel appliances, 42-inch cabinets with crown moulding, granite counters, and eat-in table space / dining area. The living area features a corner gas fireplace and access to a private balcony. The primary ensuite includes a beautifully remodeled private bathroom completed in 2025 & large walk-in closet! The additional main-level bathroom features heated floors. The full finished basement provides additional living space with a versatile room perfect for a home office, gym, or flex space, along with a full bathroom remodeled in 2019 with heated floors. Additional updates include the furnace, A/C, and water heater in 2019, plus a UV furnace filter. A great opportunity to enjoy plenty of space in one of Chicago's most desirable neighborhoods.

2136 W Evergreen Avenue Unit #1B, Chicago

$575,000

Experience loft living at its best in the heart of Wicker Park! This spacious 2-bedroom, 2-bathroom brick-and-timber loft is located in an elevator building and features an open-concept floor plan, soaring 14-foot ceilings, and beautiful hardwood floors throughout. The flexible layout offers plenty of room for comfortable living and dining, plus a dedicated home office space. A truly rare feature: this is the only unit in the building with a private interior staircase leading directly to the rooftop, offering the opportunity to create your own private rooftop retreat or dream deck. The well-appointed kitchen includes a convenient pantry, and the spacious primary suite features a large walk-in closet. In-unit laundry and included heated garage parking add everyday convenience. Ideally situated in the heart of Wicker Park, you're just steps from exceptional shopping, dining, entertainment, and multiple public transportation options. With its distinctive character, generous living space, private rooftop potential, and unbeatable location, lofts like this rarely come to market!

2 Beds ⋅ 2 Baths ⋅ 12735341 MLS ⋅ ACTIVE Status

Experience loft living at its best in the heart of Wicker Park! This spacious 2-bedroom, 2-bathroom brick-and-timber loft is located in an elevator building and features an open-concept floor plan, soaring 14-foot ceilings, and beautiful hardwood floors throughout. The flexible layout offers plenty of room for comfortable living and dining, plus a dedicated home office space. A truly rare feature: this is the only unit in the building with a private interior staircase leading directly to the rooftop, offering the opportunity to create your own private rooftop retreat or dream deck. The well-appointed kitchen includes a convenient pantry, and the spacious primary suite features a large walk-in closet. In-unit laundry and included heated garage parking add everyday convenience. Ideally situated in the heart of Wicker Park, you're just steps from exceptional shopping, dining, entertainment, and multiple public transportation options. With its distinctive character, generous living space, private rooftop potential, and unbeatable location, lofts like this rarely come to market!

1725 W North Avenue Unit #402, Chicago

$599,000

Top tier location! 1,650 sqft jumbo wide 2 bedroom! Most 2-bedrooms in this neighborhood give you 1,400 square feet, arranged front to back. This one is different. At 1,650 square feet, the 21' wide living room and dining room sit side by side, and the difference is immediate the moment you walk in. There's room to breathe, room for a proper dinner party, room to have two conversations happening at once. The open living space anchors around a gas fireplace and hardwood floors throughout. room for more than a sectional. The kitchen is the heart of the home with beverage fridge and open with large peninsula for drinks and charcuterie. Two 21-ft private outdoor spaces: a covered rear deck for morning coffee and a front balcony that runs the full length of the condo, with front-row views of one of the most walkable stretches in Chicago. Both bedrooms are unusually generous. The primary suite is exceptional for this price point, a true retreat with a jumbo deep walk-in closet. Primary spa bath featuring double vanity, soaking tub, and separate glass shower. The second bedroom comfortably fits a king, plus a desk or peloton. New washer/dryer, central HVAC, 1 exterior parking included. Steps from the Blue Line, Paradise Park, hot new Deliz Italian Steakhouse, Stan's Donuts, Big Star, and Dove's Luncheonette. Walk to the Wicker Park farmers market and dog park, the Robey hotel and cafe, the new Barnes and Noble, and the 606 Trail. The full energy of one of Chicago's most walkable neighborhoods, right outside your door. Can be sold furnished.

2 Beds ⋅ 2 Baths ⋅ 12657313 MLS ⋅ ACTIVE Status

Top tier location! 1,650 sqft jumbo wide 2 bedroom! Most 2-bedrooms in this neighborhood give you 1,400 square feet, arranged front to back. This one is different. At 1,650 square feet, the 21' wide living room and dining room sit side by side, and the difference is immediate the moment you walk in. There's room to breathe, room for a proper dinner party, room to have two conversations happening at once. The open living space anchors around a gas fireplace and hardwood floors throughout. room for more than a sectional. The kitchen is the heart of the home with beverage fridge and open with large peninsula for drinks and charcuterie. Two 21-ft private outdoor spaces: a covered rear deck for morning coffee and a front balcony that runs the full length of the condo, with front-row views of one of the most walkable stretches in Chicago. Both bedrooms are unusually generous. The primary suite is exceptional for this price point, a true retreat with a jumbo deep walk-in closet. Primary spa bath featuring double vanity, soaking tub, and separate glass shower. The second bedroom comfortably fits a king, plus a desk or peloton. New washer/dryer, central HVAC, 1 exterior parking included. Steps from the Blue Line, Paradise Park, hot new Deliz Italian Steakhouse, Stan's Donuts, Big Star, and Dove's Luncheonette. Walk to the Wicker Park farmers market and dog park, the Robey hotel and cafe, the new Barnes and Noble, and the 606 Trail. The full energy of one of Chicago's most walkable neighborhoods, right outside your door. Can be sold furnished.

1909 W North Avenue Unit #2, Chicago

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