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$1,200,000
8 Beds 4 Baths 12688343 MLS ACTIVE Status
A phenomenal Bucktown location, zero vacancy, and an incredible rent roll - this classic four-flat is a rare fully-leased investment opportunity, with all four units occupied at market rents and income in place from day one. Set a half-block west of Damen on a quiet residential street surrounded by single-family homes, the building offers four full-floor units, each with two bedrooms, one bath, hardwood floors throughout, in-unit laundry, and independently updated mechanicals - HVAC, electrical, and plumbing serving each unit separately. Several systems were replaced between 2019 and 2024, and Unit 1F was fully remodeled in 2020, keeping deferred maintenance light for years to come. Gated entry, a shared deck, and two to three exterior parking spaces at the rear round out the building. Location does the heavy lifting on rental demand here: the 606 Trail, Walsh Playground, and Mariano's all sit within a short walk, the Blue Line is under a mile away, and I-94 access is just blocks off - the kind of walkability that keeps units leased and turnover low. A walk-up of this vintage is some of Bucktown's most resilient building stock, ideally suited to a long-term hold. Strong bones, a strong corner of the city, and a stabilized, fully-performing asset in one of Chicago's most in-demand neighborhoods.

2040 W Charleston Street, 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

$6,500,000
12692470 MLS ACTIVE Status
A rare and exceptional opportunity to redevelop a prime site in the heart of Bucktown-truly a once-in-a-generation offering. Less than 2 blocks from the intersection of Armitage and Damen, this prominent site includes six buildings and multiple parking lots across 2135-2147 W. Armitage Ave. With 144 feet of frontage on Armitage and a total land area of 14,400 square feet (144x101), the site features approximately 23,632 square feet of existing building space. The mix includes a 3-story commercial mixed-use building at 2135, a 1-story commercial structure at 2137, 2-story mixed-use properties at 2139 and 2147, a partial 2-story commercial building at 2141, and a 2-story commercial property at 2145. Zoning includes RT-4 (2135, 2137, 2139, 2147) and C1-2 (2141, 2145), allowing for a wide range of future development uses, perfect for multi-family redevelopment site. Currently home to a USDA chicken processing and retail business as well as masonry 2-3 flats, the site also offers outdoor parking for 5 cars or 2 trucks. With strong demographics and unbeatable location, this site presents numerous possibilities for commercial, residential, or mixed-use redevelopment.

2135 W Armitage Avenue, Chicago

$6,500,000
12692365 MLS ACTIVE Status
A rare and exceptional opportunity to redevelop a prime site in the heart of Bucktown-truly a once-in-a-generation offering. Less than 2 blocks from the intersection of Armitage and Damen, this prominent site includes six buildings and multiple parking lots across 2135-2147 W. Armitage Ave. With 144 feet of frontage on Armitage and a total land area of 14,400 square feet (144x101), the site features approximately 23,632 square feet of existing building space. The mix includes a 3-story commercial mixed-use building at 2135, a 1-story commercial structure at 2137, 2-story mixed-use properties at 2139 and 2147, a partial 2-story commercial building at 2141, and a 2-story commercial property at 2145. Zoning includes RT-4 (2135, 2137, 2139, 2147) and C1-2 (2141, 2145), allowing for a wide range of future development uses, perfect for multi afamily redevelopment site. Currently home to a USDA chicken processing and retail business as well as masonry 2-3 flats, the site also offers outdoor parking for 5 cars or 2 trucks. With strong demographics and unbeatable location, this site presents numerous possibilities for commercial, residential, or mixed-use redevelopment.

2135 W Armitage Avenue, Chicago

$1,299,000
4 Beds 5 Baths 12684082 MLS ACTIVE Status
Exceptional investment opportunity in Chicago's Bucktown neighborhood. This fully rented three-unit walkup offers strong income potential and modern finishes throughout, making it an ideal addition to any investor's portfolio. The property consists of two 1-bedroom, 1-bathroom units and a spacious 2-bedroom, 2.5-bathroom duplex owner's unit. All three apartments feature stone countertops, stainless steel appliances, and the convenience of in-unit laundry. Separate gas and electric utilities for each unit help minimize owner expenses and provide efficient utility management. The building underwent a complete renovation in 2018, including a new roof, offering peace of mind and reduced near-term capital expenditure needs. Updated interiors, modern mechanicals, and contemporary finishes appeal to today's renters while supporting long-term occupancy and rental stability. Located in one of Chicago's most sought-after neighborhoods, residents enjoy easy access to Bucktown's vibrant dining, shopping, nightlife, and transportation options. With a desirable unit mix, strong rental demand, and significant capital improvements already completed, this turnkey asset presents a compelling opportunity for both seasoned and first-time multifamily investors.

2127 N Winchester Avenue, Chicago

$4,850,000
9 Beds 8 Baths 12680780 MLS ACTIVE Status
Once in a lifetime opportunity to own a true urban oasis w/majestic renovated grey stone on 104'x126' vast city compound w/potential income from charming coach house and a 2BR/2BA garden unit in front half of basement overlooking picturesque garden in the desirable Bucktown neighborhood. This breathtaking dwelling was meticulously restored to celebrate the original fretwork, cove moldings, oval leaded glass windows, ceiling medallions, oak fireplaces w/antique mantels, original tiles, & oak mirror in entryway. The modern steel & glass additions of jaw dropping solarium off side of home, the glass rear staircase (fabricated by company that made the famous "Bean" in Millennium Park), & sleek chef's kitchen are a masterclass in juxtaposition to intricate original details showcasing the history of this 1896 abode which was brought into the 21st century. Greeted by a stately exterior w/relief carvings & gas lamps, a gracious foyer welcomes you into sunny double parlor living room w/original pocket doors separating formal dining room which boasts a double sided original hutch w/curved beveled glass & custom chandelier by artist Lucy Slivinski made from a tree on property. Legitimate chef's kitchen w/commercial grade appliances, unique natural stone countertops, pizza oven, room for large table, & fresh produce from the property's variety of fruit trees, vegetable garden, & delicious honey from bee hives on rare urban rooftop garden. The heart of the home is the extraordinary glass atrium solarium off of kitchen which transports you from an urban environment to being immersed in nature w/indoor koi pond & remarkable backdrop of blooming scenic landscaping. The staircase up to 2nd level features wood paneled art gallery to hang your favorites w/picture molding. Original fretwork meticulously restored & repositioned on this level to find awe-inspiring 19th century craftsmanship at every turn. Beautiful 2nd flr family rm w/original display shelving cabinet to anchor the room. Large primary suite boasts pendants which are works of art made from silk chrysalises, large sitting room w/curved glass windows & original fireplace, custom-built-ins, large walk-in closet w/custom built oval jewelry cabinet, & zen inspired bathroom w/stunning natural stone oversized shower, & antique fixtures such as Chinese soaking tub, vanity, pendants & door for a tranquil spa-like experience. Two-more bdrms w/shared en-suite bathroom complete the 2nd level. The lower level features radiant heated flooring, 2 addt'l bdrms, full bathroom w/steam shower, laundry, dog wash station, & abundant storage. Extra 2BR/2BA apt on basement level w/its own entrance & kitchen w/high end Sub Zero, Wolf, & Miele appliances ideal for au-pair or in-law suite. The home is equipped w/elevator which goes all the way to rooftop level (this renders the house fully wheelchair accessible) for special walk through a "garden in the sky" professionally landscaped by Intrinsic landscaping w/drip irrigation system w/native perennials & bee hives producing the most delicious diverse honey. The rear of the home has a doggie door leading to smaller fenced in dog yard, firepit, large patio w/amazing Zanzibar door as backdrop on the 2.5 car garage. Parking pad on side of charming 1874 coach house known to house celebrities filming here. This beloved coach house was picked up from behind house next door and moved to its current location with vast front yard and features original pine floors, wood burning fireplace, updated kitchen with Carrera Marble countertops, 2 bedrooms, 2 renovated bathrooms, & lower level family room with another Zanzibar door. The magical yard is filled w/intoxicating blooms from Magnolia trees, and includes apple trees, peach trees, raspberries, gooseberries, & blackberries all w/irrigation system. Located in historic district of Bucktown w/easy access to blue line, 606 Trail, dog park, and all of the best boutiques and restaurants in heart of Wicker Park and Bucktown.

1652 N Leavitt Street, Chicago

$4,850,000
7 Beds 7 Baths 12680743 MLS ACTIVE Status
Once in a lifetime opportunity to own a true urban oasis with majestic renovated greystone on 104'x126' vast city compound with charming coach house overlooking picturesque garden in the desirable Bucktown neighborhood. This breathtaking dwelling was meticulously restored to celebrate the original fretwork, cove moldings, oval leaded glass windows, ceiling medallions, oak fireplaces w/antique mantels, original tiles, & oak mirror in entryway. The modern steel & glass additions of jaw dropping solarium off side of home, the glass rear staircase (fabricated by company that made the famous "Bean" in Millennium Park), & sleek chef's kitchen are a masterclass in juxtaposition to intricate original details showcasing the history of this 1896 abode which was brought into the 21st century. Greeted by a stately exterior w/relief carvings & gas lamps, a gracious foyer welcomes you into sunny double parlor living room w/original pocket doors separating formal dining room which boasts a double sided original hutch w/curved beveled glass & custom chandelier by artist Lucy Slivinski made from a tree on property. Legitimate chef's kitchen w/commercial grade appliances, unique natural stone countertops, pizza oven, room for large table, & fresh produce from the property's variety of fruit trees, vegetable garden, & delicious honey from the bee hives on rare urban rooftop garden. The heart of the home is the extraordinary glass atrium solarium off of the kitchen which transports you from an urban environment to being immersed in nature with indoor koi pond and remarkable backdrop of blooming scenic landscaping. The staircase up to 2nd level features wood paneled art gallery to hang your favorites with picture molding. Original fretwork meticulously restored and repositioned on this level to find awe-inspiring 19th century craftsmanship at every turn. Beautiful 2nd floor family room with original display shelving cabinet to anchor the room. Large primary suite boasts pendants which are works of art made from silk chrysalises, large sitting room with curved glass windows and original fireplace, custom-built-ins, large walk-in closet with custom built oval jewelry cabinet, & zen inspired bathroom w/stunning natural stone oversized shower, & antique fixtures such as Chinese soaking tub, vanity, pendants & door for a tranquil spa-like experience. Two-more bedrooms w/shared en-suite bathroom complete the 2nd level. The lower level features radiant heated flooring, 2 additional bedrooms, full bathroom w/steam shower, laundry, dog wash station, & abundant storage. Extra 2BR/2BA apartment on basement level w/its own entrance & kitchen w/high end Sub Zero, Wolf, & Miele appliances ideal for au-pair or in-law suite. The home is equipped w/elevator which goes all the way to rooftop level (this renders the house fully wheelchair accessible) for special walk through a "garden in the sky" professionally landscaped by Intrinsic landscaping w/drip irrigation system w/native perennials & bee hives producing the most delicious diverse honey. The rear of the home has a doggie door leading to smaller fenced in dog yard, firepit, large patio w/amazing Zanzibar door as backdrop on the 2.5 car garage. Parking pad on side of charming 1874 coach house known to house celebrities filming here. This beloved coach house was picked up from behind house next door and moved to its current location with vast front yard and features original pine floors, wood burning fireplace, updated kitchen with Carrera Marble countertops, 2 bedrooms, 2 renovated bathrooms, & lower level family room with another Zanzibar door. The magical yard is filled w/intoxicating blooms from Magnolia trees, and includes apple trees, peach trees, raspberries, gooseberries, & blackberries all w/irrigation system. Located in historic district of Bucktown w/easy access to blue line, 606 Trail, dog park, and all of the best boutiques and restaurants in heart of Wicker Park and Bucktown.

1646 N Leavitt Street, Chicago

$895,000
3 Beds 3 Baths 12648005 MLS ACTIVE Status
Stunning Bucktown/Wicker Park penthouse duplex with 3 bedrooms, 2.5 baths, attached heated garage parking, multiple private outdoor spaces, and impressive skyline views. This bright top-floor home features wide-plank hardwood floors, high ceilings, two gas fireplaces, custom stone fireplace surround, plantation shutters, and built-in audio/surround-sound wiring. The main level offers an open living/dining area with a south-facing terrace, plus a chef's kitchen with custom soft-close cabinetry, large center island, white quartz counters, and high-end Thermador appliances, including a 36-inch range. The main-level primary suite includes a private balcony, walk-in closet with custom organizers, second gas fireplace, and spa-like bath with heated floors, steam shower with body sprays/rainfall showerhead, soaking tub, double vanity, and bidet. The lower level includes two additional bedrooms, a full bath with jetted/whirlpool tub, and in-unit Electrolux washer/dryer. The roof-level lounge features a wet bar and beverage center and opens to an expansive private rooftop area with gas/electric connections, exterior speaker wiring, newer white membrane roof surface, and outstanding Chicago skyline views. The prior rooftop deck surface was removed during roof repair, creating an opportunity for the next owner to design and finish the rooftop outdoor space to their taste. Boutique, owner-occupied 5-unit self-managed association with garage parking included. Prime Bucktown/Wicker Park location near restaurants, shops, parks, transit, and the Damen/Armitage corridor.

1821 W Armitage Avenue Unit #3W, Chicago

$1,449,950
12603088 MLS ACTIVE Status
Excellent opportunity to acquire a 5,185 SF split-level commercial property located on W North Ave in the heart of Chicago's Wicker Park / Bucktown corridor. This highly visible property offers strong frontage, excellent street presence, and exposure along one of Chicago's most active retail corridors. Surrounded by dense residential housing, established retailers, restaurants, and neighborhood activity, the location is ideal for a wide range of commercial users. The property is well-suited for an owner-user, investor, or future occupant seeking a prime storefront presence in one of Chicago's most desirable trade areas. Potential uses include boutique retail, fitness studio, wellness concept, spa, showroom, medical / med spa, neighborhood service use, and other commercial concepts. Offered For Sale at $1,449,950

1910 W North Avenue, Chicago

$780,000
12519107 MLS ACTIVE Status
Prime Bucktown-Wicker Park Location! Unbeatable spot on Milwaukee Avenue between Armitage & North, just steps from The 606 / Bloomingdale Trail. Surrounded by some of Chicago's most dynamic restaurants, cafes, boutiques, and art spaces, this property is perfect for a creative or lifestyle-driven concept. Ideal for: Trendy restaurant, cafe, or bar, Boutique retail storefront, Artist gallery or studio, Bicycle or motorcycle showroom/repair, Fitness studio or gym, Wellness clinic or dental office. With high visibility and strong foot traffic, this property is a rare opportunity to plant your business in one of Chicago's most vibrant neighborhoods. AI generated photos for potential uses. Property is also available for rent ($5,000 a month)

1893 N Milwaukee Avenue, Chicago



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