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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.

2 Beds ⋅ 3 Baths ⋅ 12741038 MLS

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

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.

2 Beds ⋅ 3 Baths ⋅ 12767813 MLS

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

1737 N Paulina Street Unit #103, Chicago

$550,000

Rarely available timber loft duplex condo in the heart of Bucktown's sought-after Paulina Lofts. This spacious and updated 2-bedroom, 1.5 bathroom duplex layout includes dramatic 14-ft. ceilings, exposed brick, hardwood flooring and tons of natural light. The updated kitchen features solid oak cabinetry recently refinished to a lighter ash finish, white quartz countertops, stainless steel appliances, extra large kitchen sink and an exposed brick backsplash. Large open living and dining area with a gas fireplace surrounded by custom floor to ceiling built-ins and a West facing Juliet balcony. Large windows provide both eastern and western exposure on both levels. On the lower level, 2 oversized bedrooms, large full bathroom and side-by-side laundry with granite countertop and custom built-in storage cabinetry. The oversized primary bedroom features a limestone gas fireplace and 2 fully organized walk-in closets. The second bedroom features a West facing exposure, custom bookshelves and Elfa brand closet organizers. Situated steps from the 606 Trail and Walsh Park, this condo provides easy access to the Metra and Damen Blue Line, and quick access to 90/94 via Armitage. You'll love being close to everything Bucktown and Wicker Park have to offer, including trendy shops, vibrant nightlife, and diverse dining options. Don't miss this opportunity to own a beautiful, spacious, and updated condo in one of Chicago's most highly desirable neighborhoods.

2 Beds ⋅ 2 Baths ⋅ 12777802 MLS

Rarely available timber loft duplex condo in the heart of Bucktown's sought-after Paulina Lofts. This spacious and updated 2-bedroom, 1.5 bathroom duplex layout includes dramatic 14-ft. ceilings, exposed brick, hardwood flooring and tons of natural light. The updated kitchen features solid oak cabinetry recently refinished to a lighter ash finish, white quartz countertops, stainless steel appliances, extra large kitchen sink and an exposed brick backsplash. Large open living and dining area with a gas fireplace surrounded by custom floor to ceiling built-ins and a West facing Juliet balcony. Large windows provide both eastern and western exposure on both levels. On the lower level, 2 oversized bedrooms, large full bathroom and side-by-side laundry with granite countertop and custom built-in storage cabinetry. The oversized primary bedroom features a limestone gas fireplace and 2 fully organized walk-in closets. The second bedroom features a West facing exposure, custom bookshelves and Elfa brand closet organizers. Situated steps from the 606 Trail and Walsh Park, this condo provides easy access to the Metra and Damen Blue Line, and quick access to 90/94 via Armitage. You'll love being close to everything Bucktown and Wicker Park have to offer, including trendy shops, vibrant nightlife, and diverse dining options. Don't miss this opportunity to own a beautiful, spacious, and updated condo in one of Chicago's most highly desirable neighborhoods.

1737 N Paulina Street Unit #103, Chicago

$550,000

3 Beds ⋅ 1 Baths ⋅ 12721920 MLS

2118 W North Avenue Unit #3S, Chicago

$550,000

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!

2 Beds ⋅ 2 Baths ⋅ 12732844 MLS

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

$499,000

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.

2 Beds ⋅ 2 Baths ⋅ 12780677 MLS

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

2042 N Winchester Avenue Unit #2E, Chicago

$475,000

SHORT TERM RENTAL AND AIRBNB FRIENDLY - 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 investment opportunity, as this HOA allows short term and nightly vacation rentals. Ask for details and schedule your showing today!

2 Beds ⋅ 2 Baths ⋅ 12758906 MLS ⋅ Bucktown BLDG.

SHORT TERM RENTAL AND AIRBNB FRIENDLY - 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 investment opportunity, as this HOA allows short term and nightly vacation rentals. Ask for details and schedule your showing today!

2042 N Winchester Avenue Unit #2E, Chicago

2127 N Damen Avenue Unit #Commercial, Chicago

$450,000

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.

12654769 MLS

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

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.

12654798 MLS

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

2012 W Saint Paul Avenue Unit #207, Chicago

$425,000

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!

1 Beds ⋅ 1 Baths ⋅ 12774338 MLS ⋅ 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

1751 N Western Avenue Unit #303, Chicago

$399,000

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.

2 Beds ⋅ 2 Baths ⋅ 12761405 MLS

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

$325,000

1,640 SF commercial condo in Bucktown/Wicker Park area. Finished office unit with multiple private rooms, conference room, reception area, and a kitchen. Excellent location with immediate access to I-90/94 and North Avenue. Walk to restaurants/shopping of Wicker Park/Bucktown. Steps to North/ Ashland buses, walking distance to 606 Trail, 5 blocks to Clybourn Metra, 6 blocks to Division Blue line. The average household income within a 1 mile radius is $181,951.

12604896 MLS

1,640 SF commercial condo in Bucktown/Wicker Park area. Finished office unit with multiple private rooms, conference room, reception area, and a kitchen. Excellent location with immediate access to I-90/94 and North Avenue. Walk to restaurants/shopping of Wicker Park/Bucktown. Steps to North/ Ashland buses, walking distance to 606 Trail, 5 blocks to Clybourn Metra, 6 blocks to Division Blue line. The average household income within a 1 mile radius is $181,951.

1636 N Bosworth Avenue, Chicago

1727 N Western Avenue Unit #C-1, Chicago

$199,000

BUCKTOWN COMMERCIAL CONDO/ RETAIL; APPROX 1,100 SQ; ON PRIME WESTERN AVE. GREAT VISIBILITY; WALKING TRAFFIC; CLOSE TO EL. B3-2 ZONING. 11 FOOT CEILING HEIGHT. , ONE OUTSIDE PARKING SPACE INCLUDED.

12724005 MLS

BUCKTOWN COMMERCIAL CONDO/ RETAIL; APPROX 1,100 SQ; ON PRIME WESTERN AVE. GREAT VISIBILITY; WALKING TRAFFIC; CLOSE TO EL. B3-2 ZONING. 11 FOOT CEILING HEIGHT. , ONE OUTSIDE PARKING SPACE INCLUDED.

1727 N Western Avenue Unit #C-1, Chicago

2310 W Saint Paul Avenue Unit #PB-4A, Chicago

$28,000

There are 107 total parking spaces for this complex, half of them are outdoors and half indoors. This spot is 9.18 feet wide and one side is against a wall where most spots are 8.3 feet wide.

11466995 MLS

There are 107 total parking spaces for this complex, half of them are outdoors and half indoors. This spot is 9.18 feet wide and one side is against a wall where most spots are 8.3 feet wide.

2310 W Saint Paul Avenue Unit #PB-4A, Chicago

2300-2324 W Bloomingdale Avenue Unit #P-3, Chicago

$15,000

One of only four limited outdoor Parking Spaces available within the Chicago Safe Citihomes Condominium Complex in Bucktown Neighborhood. This parking space is located on the west end or the complex.

11184438 MLS

One of only four limited outdoor Parking Spaces available within the Chicago Safe Citihomes Condominium Complex in Bucktown Neighborhood. This parking space is located on the west end or the complex.

2300-2324 W Bloomingdale Avenue Unit #P-3, Chicago

2300-2324 W Bloomingdale Avenue Unit #P-4, Chicago

$15,000

One of only four limited outdoor Parking Spaces available within the Chicago Safe Citihomes Condominium Complex in Bucktown Neighborhood. This parking space is located on the west end or the complex. Special assessment of $8.73 per month for this parking spot.

11184429 MLS

One of only four limited outdoor Parking Spaces available within the Chicago Safe Citihomes Condominium Complex in Bucktown Neighborhood. This parking space is located on the west end or the complex. Special assessment of $8.73 per month for this parking spot.

2300-2324 W Bloomingdale Avenue Unit #P-4, Chicago

$9,500

Indoor heated garage PARKING SPACE located in prime location - Attached to condo building. Desirable Wicker park location near the 606 trail, restaurants and shops. Amazing opportunity to own a parking space if you live close by or have an extra car that needs to be stored. Investors can purchase the parking space without having to own a condo in the building.

12256948 MLS

Indoor heated garage PARKING SPACE located in prime location - Attached to condo building. Desirable Wicker park location near the 606 trail, restaurants and shops. Amazing opportunity to own a parking space if you live close by or have an extra car that needs to be stored. Investors can purchase the parking space without having to own a condo in the building.

1751 N Western Avenue Unit #P1, Chicago