Browse All Bucktown IL Multi-Family Properties for Sale

4 Beds ⋅ 2 Baths ⋅ 12710833 MLS ⋅ NEW Status

Prime Bucktown Location - Solid Brick 2-Flat! This meticulously maintained, solid-brick multi-unit building has been lovingly cared for by the same owner for many years. Featuring 8.5-foot ceiling heights in a very clean heated basement, it offers an excellent opportunity for a live-in landlord, duplex or a savvy investor looking to add a high-performing asset to their portfolio. Each of the two units boasts 2 bedrooms, an updated kitchen, and an updated bathroom. The building features a functional open floor plan filled with natural light, beautifully refinished hardwood flooring, and fresh paint throughout. Additional conveniences include a mudroom in each unit and separate forced-air heating and central air conditioning. Recent updates include: New tear-off roof (with new plywood) on the main building and garage New gutters, fascia, and soffits New siding on the rear of the building Newer windows throughout New cement slab and walkway leading to the basement Newer water heater Refinished hardwood floors Fresh paint throughout Additional highlights include in-unit laundry on the first floor (with basement laundry for the second floor), a spacious paved patio and backyard, low taxes, and RS-3 zoning. The attached garage also features a new tear-off roof, new siding, and a new cement slab.Located on a charming tree-lined street in desirable Bucktown, this home is within walking distance to Holstein Park, the 606 Trail, world-class cafes, restaurants, shops, and nightlife. Enjoy easy access to the El, Metra, buses, and the Kennedy Expressway. Comparable new-construction single-family homes in the area are selling for millions. This turnkey, vacant, and move-in-ready building is priced to sell-don't miss this rare opportunity!

2329 W Mclean Avenue, Chicago

$1,200,000

8 Beds ⋅ 4 Baths ⋅ 12688343 MLS ⋅ NEW Status

A phenomenal Bucktown location, zero vacancy, and an incredible rent roll - this classic brick 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 brick 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

$899,000

5 Beds ⋅ 3 Baths ⋅ 12709298 MLS ⋅ ACTIVE Status

Prime Bucktown Renovation or Conversion Opportunity!Seize a rare chance to own an all-brick 3-unit building on a spacious 23x125 lot in the heart of Bucktown. Zoned RT-4, this 1919 classic boasts 5 bedrooms (including a studio garden unit), 3 full baths, 3 kitchens, an all-brick 1.5-car garage, and a huge backyard space. Sold AS-IS, this is the ultimate canvas for a complete modern rehab or a spectacular single-family home conversion. Unmatched Walkability & Local Amenities: Transit: Steps to the Clybourn Metra station, Damen/Western Blue Line CTA, and minutes to I-90/94. Parks & Play: 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/Potential: Mentioning 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

$849,000

4 Beds ⋅ 4 Baths ⋅ 12695476 MLS ⋅ CONTINGENT Status

2061 N Leavitt Street, Chicago

$1,310,000

9 Beds ⋅ 4 Baths ⋅ 12683078 MLS ⋅ CONTINGENT Status

Exceptional investment opportunity in the vibrant Bucktown neighborhood that's on the market for the first time in 27 years! This brick 3-flat plus charming coach house, is a rare find for investors seeking income-generating properties in a prime location. Each unit showcases its own unique charm, with varying upgrades throughout, providing a blend of modern comforts and classic character. This property offers good potential upside for a savvy investor with the flexibility to expand your portfolio or eventually live in one unit while renting out the others. Tenants pay their own electric, gas and heat. Each unit features hardwood floors, individual central gas forced heat, and individual water heaters. Unit #3 also includes central air conditioning. Situated in a prime location, this property is just steps from the epicenter of Wicker Park and Bucktown at North/Damen/Milwaukee with trendy restaurants, boutique shopping, and public transportation all within easy reach, making it a highly desirable spot for tenants. Don't miss this opportunity to own a versatile, income-producing property with significant upside potential. ** Note: The taxes have been successfully appealed with the Assessor's 2025 market value reduced to $1.325M from $1.6M. The 2024 taxes are based on the Assessor's $1.6M value.

1639 N Claremont 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

$1,275,000

8 Beds ⋅ 4 Baths ⋅ 12678300 MLS ⋅ CONTINGENT Status

Proud to present this sensational center entrance 4 flat opportunity. Extra Wide structure rests on a 48 x 47 lot just north of North Ave. The property is centered around Wicker Park's many restaurants, boutique shops, bars, cafe's and so much more. The classic victorian structure features the original masonry facade with its ornate bay windows, red brick exterior, stone lintels and architectural details. The two story structure offers a center entrance which enhances the interior floor plans, high ceilings, and full unfinished basements for potential expansion. Each unit is separately metered with its own utilities which means each tenant pays for electricity, gas, and heat as well as hot water. OPPORTUNITY: The opportunity to duplex down and create 3 bedroom 2 bath duplexes from the first floor to the basement is high. The ceiling heights are tall on each level and so this could provide a new owner with a $4000 per month projected rental rate for each of the first floor untis post rehab. The second floor two bedrooms could be made into 3 bedroom units by eliminating the dining room and converting it to a 3rd bedroom . Taking the HVAC systems out of the second floor hallway closet provides a new opening into the living space allowing for you to separate out the third bedroom and collect $3000 per month for each of the upstairs units. Add value, increase the already low rents for the property and enjoy this marquee property in Wicker Park! The walkability at this location is unparalleled, it is close enough to all forms of transportation, but far enough from it. This property has not traded hands in over 30 years, improvements have been made and it will be a pleasure to share this with you. Market rents are $2400-2500 per unit but do to long term tenancy the rents are below market at $2000 upstairs and downstairs lined up for $2500 per unit. . The asset is fully leased and so proper notice is required, however. NO parking at this location, there is effortless street parking, and the bus and train are a short walk away. The property takes up the majority of the land area to maximize the livability of each residence.

1609-11 N Wood Street, Chicago

$824,000

5 Beds ⋅ 2 Baths ⋅ 12634365 MLS ⋅ ACTIVE Status

Discover your sanctuary in the heart of Bucktown. Tucked away on a quiet, tree-lined one-way street, this beautifully renovated 2-flat perfectly blends vintage charm with sleek, modern luxury. Whether you're in the sun-drenched 3-bedroom top floor or the cozy 2-bedroom first floor unit, you'll find granite countertops, 42" cabinetry, and stainless steel appliances ready for your next dinner party. Soaring ceilings and a brand-new open porch-your new favorite spot for summer grilling or morning espresso. Both units' interiors were fully renovated in 2018/19, including behind-the-wall plumbing and electrical, as well as new windows and an entirely new HVAC system on the 1st floor. Value add opportunity by adding a garage, duplexing down, or possibly converting to a 3 flat under the new ADU ordinance. Step outside and you're minutes from the Western Blue Line and I-90, putting the best of the city at your doorstep while maintaining a peaceful retreat to come home to.

2333 W Montana Street, Chicago

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