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$869,000
7 Beds ⋅ 3 Baths ⋅ 12736110 MLS ⋅ CONTINGENT Status
Welcome to 2323 W. Charleston - a fantastic Bucktown opportunity with incredible potential! This spacious 2-flat offers great bones, a flexible layout, and an oversized dormered attic featuring a full bath and multiple skylights. While the property needs work, the possibilities are endless and the property is ideally suited for a single-family conversion or an investor looking to create value in one of Chicago's most desirable neighborhoods. The property also offers a unique no-setback configuration, creating the opportunity for a generous yard area between the building and garage. Located just steps from Holstein Park, with easy access to neighborhood restaurants, shopping, transportation, and all that Bucktown has to offer. Bring your architect, contractor, and vision-this is a rare opportunity to transform a property with tremendous upside into something truly special. Easy to show!

2323 W Charleston Street, Chicago
$650,000
3 Beds ⋅ 2 Baths ⋅ 12732551 MLS ⋅ CONTINGENT Status
Bucktown Development & Renovation Opportunity.Rarely available opportunity in the heart of Bucktown! Located on a beautiful, tree-lined block of Cortland Street, this property offers exceptional potential for developers, rehabbers, investors, or buyers looking to create their dream home in one of Chicago's most sought-after neighborhoods.Bring your vision and transform this property through renovation, redevelopment, or a custom new construction project. The location is hard to beat-just blocks from the 606 Trail, Erhler Park, Churchill Park, the Blue Line, and the vibrant shopping, boutiques, cafes, and restaurants along Damen Avenue.Enjoy the true Bucktown lifestyle with popular neighborhood favorites, along with convenient access to parks, public transportation, the Metra, and major expressways. Set within a welcoming community and surrounded by ongoing investment and development, this is a fantastic opportunity to build or renovate in a prime Bucktown location.ATTENTION BUILDERS, DEVELOPERS & REHABBERS-bring your plans and create something exceptional on one of Bucktown's desirable tree-lined streets! This opportunity will not last. This two-level brick property offers a flexible layout and solid footprint, ready for renovation or customization. The main level features a traditional living and dining area with hardwood floors leading into the kitchen. Two bedrooms and a full bath complete the main level. The second floor is currently configured as a spacious primary suite with a large bedroom and private bath, offering additional flexibility for a variety of living arrangements. The property also includes a full basement.

2026 W Cortland Street, Chicago
$585,000
2 Beds ⋅ 2 Baths ⋅ 12732308 MLS ⋅ ACTIVE Status
Welcome to this beautiful 2 bedroom 2 bath unit on a quiet, tree-lined street in the heart of Bucktown, this spacious and light-filled residence offers an ideal combination of comfort, convenience, and value. The open layout features generous living and dining space with beautifully refinished hardwood floors and opens directly to a very large private deck, perfect for entertaining, grilling, or relaxing outdoors. The home has been freshly painted throughout and features new carpet in the bedrooms, giving it a clean, move-in-ready feel. Another standout feature is the garage parking, a rare convenience and one of the few units in the building to offer it. Low monthly assessments include Google Fiber high-speed internet, adding even more value while helping keep monthly ownership costs low. Enjoy easy access to Bucktown and Wicker Park restaurants, coffee shops, shopping, parks, nightlife, the 606 Trail, public transportation, and the expressway. A great opportunity to own a spacious, updated home with outdoor space, attached parking, and low assessments in one of Chicago's most desirable neighborhoods.

2333 W St. Paul Avenue Unit #202, Chicago
$925,000
3 Beds ⋅ 4 Baths ⋅ 12729414 MLS ⋅ ACTIVE Status
Welcome to The Row in Bucktown - a 2016-built, 3-bedroom, 3.5-bath townhome pairing an attached two-car garage with a private roof deck with city views, just steps from the 606. Inside, true hardwood floors run through every level, and the sun-filled main living level flows front to back - living, dining, and kitchen wrapped in floor-to-ceiling windows, with a balcony off the living room. The chef's kitchen anchors it all with a Wolf range, Sub-Zero refrigerator, and an oversized island with seating. Upstairs, the serene primary suite offers a walk-in closet and a spa-inspired bath with a double vanity, heated floors, and a glass walk-in steam shower, while a second bedroom and full bath complete the level. The first level adds a third bedroom with its own full bath - ideal as a guest suite, home office, or gym. Custom window treatments and closet systems carry throughout. The roof deck crowns the home - perfect for hosting on a summer evening! An attached two-car garage with high ceilings and a gated front yard round out the home. The townhome association keeps ownership simple with a low monthly assessment. From the front door, you're steps to the Bloomingdale Trail (the 606), a short walk to the Damen Avenue dining and shopping corridor, and minutes to the Western Blue Line, the Clybourn Metra, and the I-90/94 onramp. The home sits in the Pulaski International School of Chicago attendance area - a perfect blend of townhome space, garage convenience, and trail-side Bucktown living.

1747 N Winnebago Avenue, Chicago
$679,000
2 Beds ⋅ 2 Baths ⋅ 12720078 MLS ⋅ CONTINGENT Status
Rare Bucktown townhome offering the space and privacy of a single-family home with condo-level pricing - and NO monthly assessments! Which means, zero rental restrictions - including short-term rentals. This townhome offers three full levels of living, two private outdoor spaces, and an attached 1.5-car garage plus an additional exterior parking pad. Inside, you'll find hardwood floors throughout, a wood-burning fireplace, generous storage, and a bright eat-in kitchen featuring quartz countertops, stainless steel appliances, an updated backsplash, and direct access to a quaint balcony. The lower-level den provides flexible space for a home office, guest suite, or potential third bedroom, while the oversized private patio offers the perfect setting for entertaining, grilling, or relaxing outdoors. Upstairs, two generously sized bedrooms are conveniently located on the same level as the full-size washer and dryer. Both bedrooms feature custom closet systems, providing excellent storage and organization. The attached garage offers additional storage space, while the exterior parking pad adds even more convenience. And the location is hard to beat - Bucktown Green is directly across the street, with the 606 Trail, Damen Blue Line, CorePower, Au Cheval, Aldi, Olivia's Market, and the neighborhood's incredible mix of restaurants, cafes, and shops along Milwaukee, Damen, and North all just steps away. A unique combination of space, outdoor living, parking, and an unbeatable Bucktown location - without the monthly HOA expense.

1741 N Wilmot Avenue, Chicago
$1,999,000
6 Beds ⋅ 6 Baths ⋅ 12681274 MLS ⋅ ACTIVE Status
WALK THE HOUSE ON THE VIRTUAL TOUR BUTTON! 99% NEW CONSTRUCTION (enjoy lower taxes) - 1 WALL LEFT TO GIVE THE HOME 2 FEET OF MORE WIDTH. RARE 3 LEVELS ABOVE GROUND HOME - OVER 4200 SQFT. 6 BED + 5.5 BATHS (4 BEDS ABOVE GRADE). RARE ZONING IN BUCKTOWN THAT IS 1 BLOCK AWAY FROM HOLSTIEN PARK. SHORT WALK TO BLUE LINE, PULASKI SCHOOL. QUIET STREET THAT ONLY RUNS 1 BLOCK (NO TRAFFIC). ALL HIGH LEVEL FINISHES - 1ST FLOOR HAS OPEN KITCHEN WITH LARGE HEART OF THE HOME THAT OPENS UP TO GRILL DECK AND THEN UP TO GARAGE ROOF TOP DECK. SECOND FLOOR HAS 2 ON SUIT BEDROOMS, LAUNDRY AND LARGE MASTER BEDROOM SUIET (EVERY BEDROOM HAS ITS OWN BATHROOM). 3RD FLOOR (BONUS FLOOR) HAS 3RD FAMILY ROOM W/ BAR THAT WALKS OUT TO EAST FACING ROOF TOP DECK WITH FULL BATHROOM AND LARGE BEDROOM (ALMOST LIKE ITS OWN APARTMENT ON THE 3RD FLOOR). LOWER LEVEL HAS LARGE FAMILY ROOM, ANOTHER WET BAR. WHOLE BASEMENT HAS RADIANT HEATED FLOORS, AND 2 BEDROOMS. IN ALL - 3 ROOF DECKS, 6 BEDROOMS, 3 FAMILY ROOMS, 2 WET BARS, 5 AND HALF BATHS AND 2 CAR GARAGE.

2156 N Claremont Street, Chicago
$425,000
2 Beds ⋅ 2 Baths ⋅ 12730998 MLS ⋅ CONTINGENT Status
OPEN 8/16 CANCELLED -Live in the center of Wicker Park in this bright and spacious 2-bedroom, 1.5-bath condo offering an open floor plan, private outdoor space, and an unbeatable location just off Milwaukee Avenue. Southwest-facing exposures fill the home with natural light, while the generous living and dining area provides plenty of space to entertain, relax by the fireplace, or step outside to the private balcony and enjoy summer evenings. The open kitchen features maple cabinetry, a large island with ample prep space and storage, and newer stainless steel appliances, including a 2024 stove and microwave, 2023 dishwasher, and 2022 refrigerator. Recent updates continue throughout the home with newer flooring installed in 2023, fresh paint, upgraded light fixtures, and a new in-unit washer and dryer. The spacious primary bedroom features a walk-in closet and en-suite bath, while the second bedroom offers flexibility for guests, a home office, or additional living space. Central heat and air, in-unit laundry, and an elevator building add everyday convenience. Additional building features include secure Butterfly entry, a storage cage, common bike room, and pet-friendly policies. Rentals are permitted with a minimum 6-month lease, offering added flexibility for future owners. Low monthly assessments make this an especially attractive opportunity. Located just one block from the Damen Blue Line and a short walk to The 606, this home puts some of Wicker Park's best restaurants, coffee shops, boutiques, nightlife, and entertainment right outside your door. Heated, deeded garage parking is available for an additional $25k. Explore the home from anywhere-click the 3D tour to virtually walk through the property.

2045 W Concord Place Unit #307, Chicago
$895,000
3 Beds ⋅ 2 Baths ⋅ 12724749 MLS ⋅ CONTINGENT Status
Welcome to 1750 N Wolcott, Unit 102, a meticulously renovated three-bedroom, two-bath loft in Bucktown's most walkable location, steps from The 606 and situated on a quiet, tree-lined street. The essentials: Elevator building. Underground covered parking included. Well-proportioned floor plan, ideally laid out with three fully enclosed bedrooms and no shared bedroom walls. Expansive private outdoor space right off The 606. Eleven-foot ceilings, windows on two sides, in-unit laundry, and an oversized open kitchen. The third bedroom works equally well as a home office, playroom, or guest room. The renovation: Nora Mattingly Interiors transformed the residence while preserving the exposed brick, timber ceilings, columns, and industrial character of the original building. The result is contemporary but not trendy, with a warm, cohesive material palette designed to last. This is a turnkey residence ready for its next owners. The oversized kitchen features custom cabinetry, Caesarstone waterfall peninsula, new appliances, and substantial storage. Both bathrooms were fully rebuilt with custom millwork, Waterworks fixtures, terrazzo tile, and carefully selected lighting. The primary bath was reconfigured to create a large walk-in shower complete with dual shower heads and a linen closet. The fireplace surround was completely reconstructed, and the home also received refinished hardwood floors, an entirely new lighting package, painted ductwork, custom window treatments, and a redesigned laundry room. This is a true vintage loft that functions better than a new-build condominium: private bedrooms, an extra-wide layout, 11 foot ceilings, generous room proportions, abundant natural light, meaningful outdoor space, elevator access, included garage parking, and a well-funded HOA all in an unbeatable Bucktown location.

1750 N Wolcott Avenue Unit #102, Chicago
$565,000
2 Beds ⋅ 2 Baths ⋅ 12729154 MLS ⋅ PENDING Status
Set in an intimate six-unit building at the corner of Armitage and Damen, this extra-wide residence offers an exceptional floor plan in one of Bucktown's most sought-after locations. Thoughtfully designed for everyday living, the open-concept layout flows from the kitchen with breakfast bar into the dedicated dining area and expansive living room, where a fireplace creates a warm focal point and double glass doors open to a covered front balcony. Privately positioned, the primary suite feels tucked away from the rest of the home and features two walk-in closets, an ensuite bath with dual vanities, separate shower and soaking tub, and its own Juliet balcony. The second bedroom also includes a walk-in closet and is conveniently located next to a full bath, offering flexibility for guests, a home office, or everyday living. Additional highlights include hardwood floors throughout the home, in-unit laundry, semi-private rooftop deck, one garage parking space and a dedicated storage unit. Recent mechanical improvements include a Rheem water heater (~2020) and Lennox HVAC system (~2021). Outside your door, enjoy everything that makes Bucktown one of Chicago's most desirable neighborhoods. Walk to the 606 Trail, Churchill Field Park, Goddess and the Grocer, Le Bouchon, Lottie's, Starbucks, and countless neighborhood restaurants, boutiques and cafes, with easy access to public transportation and downtown. Please see additional info for property details.

1941 W Armitage Avenue Unit #2E, Chicago
$575,000
3 Beds ⋅ 2 Baths ⋅ 12728894 MLS ⋅ CONTINGENT Status
Sunny & spacious 3 bed / 2 bath condo with great natural light from 3 exposures on the corner of Wabansia and Western. This extra wide unit features two outdoor spaces and garage parking. As you enter you are met with a great open layout featuring high ceilings, hardwood flooring, Chef's kitchen w/ white cabinetry and quartz countertops along w/ SS appliances and a large island. The layout is great for entertaining with an open kitchen/ dining room and living room which also features a fireplace and french doors opening to the first bedroom which overlooks tree-lined Wabansia, as do the other bedrooms! First of two outdoor spaces is a balcony off of the living room. As you head through the unit you have the second bedroom which is spacious as well and a guest bathroom. Primary suite is private and set at the back of the unit featuring a large walk in closet and spa - like bath w/ separate shower with body sprays and rainfall showerhead, dual vanity and soaking tub. Private balcony off of primary bedroom as well. In unit laundry and easy access to everything you could need right outside your door! This Bucktown location is hard to beat, just steps from the blue line, 606, restaurants, bars, grocery stores, coffee, parks, nightlife, highway access and everything Bucktown and Wicker Park has to offer!

1717 N Western Avenue Unit #2, Chicago
$999,000
3 Beds ⋅ 3 Baths ⋅ 12728148 MLS ⋅ CONTINGENT Status
New-construction Bucktown duplex-down in an intimate 2-unit building with private garage rooftop deck. This 3 bed / 2.5 bath home delivers a rare outdoor-living setup with louvered pergola, privacy fencing, and built-in speakers. Inside: Thermador kitchen, custom cabinetry, white oak hardwood, zoned HVAC, integrated Wi-Fi, EV-ready garage parking, radiant heated primary suite floors, and spa bath with steam shower. Low $200/month HOA. Move-in ready with builder warranty. Ideal for buyers who want new construction, private outdoor space, garage parking, low-maintenance living, and a two-unit building feel without the price and maintenance of a single-family home.

2341 W Belden Avenue Unit #1, Chicago
$575,000
2 Beds ⋅ 2 Baths ⋅ 12714340 MLS ⋅ CONTINGENT Status
Welcome to 1872 N. Damen Ave. #3S, a beautifully updated 2-bedroom, 2-bath home surrounded by everything that makes Bucktown one of Chicago's most beloved neighborhoods. Tucked inside a boutique elevator building with just five residences, this home feels like a peaceful retreat in the middle of the city. Floor-to-ceiling windows frame mature tree-lined views and fill the home with natural light throughout the day. Soaring 10-foot ceilings, hardwood floors, and a bright, open layout create a home that feels warm, inviting, and easy to live in. The spacious kitchen features timeless white shaker cabinetry, a porcelain tile backsplash, updated hardware, newer stainless steel appliances, and an easy flow into the living and dining spaces anchored by a cozy gas fireplace. The primary suite is a standout. Two walk-in closets with custom Elfa organization systems provide exceptional storage, while the completely renovated primary bathroom (2026) features a double vanity, high-end finishes, and designer details throughout. The home also includes a large walk-in storage closet, providing even more room for everything from seasonal decor and luggage to everyday essentials. Accessible from the primary bedroom and hallway, the spacious private balcony feels like a tree-top oasis. Whether you're enjoying your morning coffee, grilling dinner outdoors, or simply unwinding at the end of the day, it's a space that quickly becomes part of your daily routine. One of the home's most valuable features is the incredible care and investment that's gone into maintaining and improving it over the years. Nearly every major mechanical system and many of the home's biggest-ticket items have already been replaced or thoughtfully updated, including a new furnace and A/C (2026), complete primary bathroom renovation (2026), new balcony flooring (2026), washer and dryer (2025), professionally painted doors, trim, and windows (2025), custom Elfa closet systems throughout (2024), dishwasher (2023), refrigerator (2022), updated kitchen backsplash, faucet, and hardware (2022), water heater (2021), and custom window treatments (2021). The expensive work has already been done, allowing the next owners to simply move in and enjoy. The home also includes attached heated garage parking, an additional exterior tandem parking space, and the convenience of an elevator building, an uncommon combination in Bucktown. Just steps from the 606 Trail, neighborhood coffee shops, Lottie's, the Wicker Park Farmers Market, parks, the Damen Blue Line, Metra, and countless local favorites, you'll quickly understand why so many people love calling this neighborhood home.

1872 N Damen Avenue Unit #3S, Chicago
$365,000
2 Beds ⋅ 1 Baths ⋅ 12710171 MLS ⋅ CONTINGENT Status
Experience one of Chicago's most sought-after neighborhoods from this bright, recently renovated top-floor apartment in the heart of Bucktown on Damen Avenue offering comfort, convenience, and easy access to everything the city has to offer. Located on the third floor of a traditional walk-up building, this sunny apartment features a thoughtfully designed split floor plan with exposed brick in living room, hardwood floors throughout, two nicely sized bedrooms, large bath with marble floors, kitchen with granite countertops and breakfast bar, and in-unit laundry. Relax on the cozy private patio or unwind in the comfortable living space. Nearby Holstein Park offers baseball fields, a playground, an outdoor basketball court, swimming pools, and hosts community events. Property is approximately 1/2 mile to the expressway for easy driving access and about 1 mile to the CTA Blue Line, providing a direct connection to downtown Chicago and O'Hare International Airport.

2100 N Damen Avenue Unit #3F, Chicago
$635,000
2 Beds ⋅ 2 Baths ⋅ 12713248 MLS ⋅ CONTINGENT Status ⋅ Clock Tower Lofts BLDG.
Incredibly unique 2bed/2bath top floor, south facing timber loft at the Clock Tower Lofts! This extra special renovated penthouse has tree-top views and offers loads of additional quality details. Lovingly maintained plus updated thoughtfully it includes oversized floor to ceiling south facing windows, a full row of skylights helping to flood the entire living space with gorgeous light throughout the day. The massive combined living and dining area boast 15+ foot ceilings and a wood burning fireplace (with gas starter), as well as a large lofted area with newer refinished wood floors which can be perfect for a guest room, office, gym, or whatever your needs may be! Off the living space is a large balcony surrounded by trees that is perfect for morning coffee, gardening or enjoying the outdoor. Back inside is your fully remodeled kitchen with all stainless steel appliances, quartz countertops, newer custom white cabinets carefully selected to hold all your cookware, coffee station and a perfectly appointed organized walk-in pantry. NOTE: the front area features additional space with a large closet and full bathroom that currently serves as an open foyer/office, but can be converted back to the additional bedroom if desired. The upstairs level offers a completely private second floor features your primary bedroom as its own perfect oasis. This area includes newer hardwood floors, an ensuite bathroom, large walk-in closet, additional storage, and more rows of skylights for you to gaze at the sky from bed all morning. Recent updates include new a/c 2024, new furnace 2024 with extended warranty, custom Vitsoe shelving and organized closets. One prime garage parking space #18 is included in the price. The building offers butterfly security system, roof deck, fitness and storage. On top of these wonderful features, this Bucktown location is just as spectacular. The building is located on a tree-lined street just steps away from the 606 trail, restaurants, bars, shops, grocery stores, public transportation, library and so much more. You won't want to miss this home!

2300 W Wabansia Avenue Unit #308, 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
$1,650,000
3 Beds ⋅ 4 Baths ⋅ 12720352 MLS ⋅ PENDING Status
Stately all brick four bedroom home situated on an extra wide 28' lot on idyllic Hoyne in the heart of Bucktown. Offering almost 4000 square feet of living space with soaring twelve foot ceilings on the main level, this single family is flooded with natural light and offers and ideal floor plan. Enter into the formal living room and dining room with a chic fire place and rich hardwood floors. The renovated kitchen provides a coastal vibe with white & blue cabinetry, a farm sink, quartz counter tops and brass hardware anchored with an oversized peninsula. The dedicated breakfast area has plenty of space for a table for six plus a pantry. The kitchen flows seamlessly to a large family room with a second fireplace, French doors leading to a back deck and a dedicated mud area leading to the attached 2.5 car garage! The back deck with a seating area directly off of the living room is ideal for grilling and entertaining and the brand new garage roof deck is outfitted with composite decking-installed July 2026. A large coat closet and powder room complete the main level. Three spacious bedrooms with hardwood floors comprise the second level. In the primary the bathroom the coastal vibe continues with freshly painted crisp blue cabinetry, white quartz counter tops, brand new brass plumbing fixtures, lighting & hardware, a large walk in shower and jacuzzi tub. The primary has a dedicated seating area plus a large walk in closet. Both of the roomy guest bedrooms have vaulted ceilings and walk in closets, skylights bathe the first and second level with natural light. The lower level has 9' ceilings with a dedicated outdoor space brining the outdoors in and creating a feeling of being above grade. The massive recreation room offers dedicated spaces for lounging, crafting or playing plus a work out area. A full wall of built ins and second fireplace line the walls, two large walk in closets provide additional storage. Brand new carpet, engineered wood flooring and fresh paint throughout the lower level. Oversized laundry/utility room, a full bathroom and huge fourth bedroom with two additional large closets and plenty of space for an office as well. Throughout the home, recent improvements include fresh paint, matte black door hardware, brass lighting, plumbing fixtures, new carpet/engineered wood flooring in the lower level, composite decking on the back deck and garage roof deck. Attached 2.5 car brick garage. A+ Bucktown location steps to Damen, Armitage shops, restaurants, the Blue Line, expressway and The 606.

1912 N Hoyne Avenue, Chicago
$999,000
4 Beds ⋅ 4 Baths ⋅ 12719166 MLS ⋅ CONTINGENT Status ⋅ Bucktown BLDG.
Located in the heart of Bucktown, this exceptional 4-bedroom, 3.5-bath duplex lives like a single-family home for under $1M. Perfectly blending timeless vintage charm with refined modern luxury, this home is nestled on a tree-lined block within an intimate, classic Chicago brick building and has been thoughtfully reimagined with designer finishes, custom craftsmanship, and an ideal floor plan for everyday living and entertaining. Sun-filled living spaces feature soaring ceilings, hardwood floors, elegant millwork, custom built-ins, and a stunning fireplace that creates a warm yet sophisticated focal point. The chef's kitchen showcases marble countertops, a full marble backsplash, custom cabinetry, premium Wolf and Sub-Zero appliances, and a butcher block island that seamlessly connects to the expansive living and dining areas. The main-level primary suite offers a peaceful escape with soaring ceilings, custom built-in wardrobes, and abundant natural light. Its spa-inspired bath features marble finishes, a spacious walk-in shower, a heated towel warmer, and a dual vanity with marble countertops. The lower level offers exceptional flexibility with a spacious family room, perfect for movie nights, and a second primary suite where extended-stay guests can enjoy the privacy of an en-suite bathroom. The third and fourth bedrooms provide ample space for everyday living, guests, or working from home. A PRIVATE rooftop deck above the garage creates the perfect outdoor setting for entertaining, while abundant storage and garage parking add everyday convenience. Just moments from award-winning restaurants, neighborhood cafes, boutique shopping, The 606 Trail, the Blue Line, and expressways, this home offers an exceptional opportunity to enjoy luxury living in one of Chicago's most sought-after neighborhoods, all within the highly sought-after Pulaski School district.

2112 W Cortland Street Unit #1, Chicago
$550,000
2 Beds ⋅ 2 Baths ⋅ 12718656 MLS ⋅ CONTINGENT Status
Beautifully updated 2-bedroom, 2-bath home offering designer finishes and an inviting open-concept layout in the heart of Bucktown! As you step inside, you're welcomed by an abundance of natural light, soaring ceilings, Brazilian cherry hardwood floors, and a stunning floor-to-ceiling custom fireplace wrapped in oversized marble-look tile, creating a striking focal point. The newly renovated kitchen has been thoughtfully redesigned with updated cabinetry, quartz countertops, a large center island with breakfast bar seating, stainless steel appliances, designer lighting, and a stylish herringbone backsplash. The spacious primary suite features a walk-in closet and a luxurious en-suite bath with dual vanities, a whirlpool tub, and a separate shower. Additional highlights include in-unit laundry, surround sound, generous storage, a private outdoor deck, low assessments, and garage parking included. Located on one of Bucktown's most desirable tree-lined streets, this exceptional home is just moments from Holstein Park, Mariano's, The 606, the CTA Blue Line, and the neighborhood's renowned restaurants, boutiques, and coffee shops. Don't miss this Bucktown gem!

2220 N Seeley Avenue Unit #2, Chicago
$550,000
3 Beds ⋅ 2 Baths ⋅ 12717521 MLS ⋅ ACTIVE Status
Endless potential in the heart of Bucktown! This 3-bedroom, 1.5-bath townhome offers the opportunity to create your dream home with a cosmetic renovation. With the right vision, the home has the potential to be converted into a 3-bedroom, 2.5-bath layout, adding even more value and functionality. Inside, you'll find hardwood floors throughout, including original oak hardwood flooring on the upper level ready to be restored to its original beauty. The spacious upstairs bathroom features a large stand-up shower, and the full basement provides additional storage or future finishing possibilities. Enjoy outdoor living on the private rooftop deck, and take advantage of the detached 1-car garage. Located in one of Chicago's most sought-after neighborhoods, this is a rare opportunity for investors, renovators, or buyers looking to customize a home in an unbeatable Bucktown location.

2050 N Wolcott Street Unit #1, Chicago
$410,000
2 Beds ⋅ 2 Baths ⋅ 12716555 MLS ⋅ CONTINGENT Status ⋅ Bucktown BLDG.
Step into this beautifully maintained, sun-filled condo just steps from the Western Blue Line and the 606 Bloomingdale Trail. Perfectly positioned amid Bucktown's best restaurants, nightlife, and boutiques, this home offers the ultimate blend of style, comfort, and city convenience. The open-concept living and dining area features hardwood floors, and direct access to private balcony-ideal for fresh air, morning coffee, or al fresco dining with sweeping neighborhood views. The primary bathroom offers spa-like finishes, while the in-unit laundry, large storage closet, and deeded garage parking add everyday ease. Enjoy peace of mind in a professionally managed building with assessments that include water, common insurance, exterior maintenance, and snow removal. This is an exceptional opportunity to own in one of Chicago's most desirable and appreciating neighborhoods, where vibrant urban living meets modern comfort.

1875 N Winnebago Avenue Unit #7, Chicago
$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
$949,900
3 Beds ⋅ 3 Baths ⋅ 12711165 MLS ⋅ PENDING Status
Beautifully updated 3 bedroom townhome in prime Bucktown location on a lovely, tree lined Hoyne featuring a private roof deck, 2 living areas and a coveted ATTACHED 2 car garage. This bright, incredibly custom 4 level home offers an open floor plan with floor to ceiling bay windows that flood the living space with natural light, a gas fireplace, and hardwood floors. The classically chic and updated kitchen was remodeled in 2020 and features new quartz countertops, backsplash, new cabinetry that goes to the ceiling, updated hardware, stainless steel appliances, and marble countertop island, etc. The space flows seamlessly into the living and dining area, creating an ideal layout for both everyday living and entertaining with a cozy fireplace with a new tile surround. The primary suite features a very spacious professionally organized walk-in closet with full custom built-in organization system and a remodeled primary ensuite bath with modern finishes. The second bathroom was refreshed with updated vanity counter, lighting, and faucet and sits adjacent to the guest bedroom. The flexible first floor bedroom works perfectly as a guest room or office and has powder room access on same level. The top level family room opens to two fantastic roof top outdoor spaces perfect for relaxing or hosting with wet bar with spacepac for added comfort. Hardwood floors extend throughout all the bedrooms. Additional improvements include all new light fixtures and ceiling fans throughout the home. Attached two car garage with space for storage. All of this in an unbeatable Bucktown location just blocks from the Clybourn Metra as well as Blue line (to O'Hare or Loop), Pulaski International School, plentiful daycares, shops, restaurants, and nightlife along the Damen corridor. Less than a mile to Marianos grocery, Chicago's premier fitness club, Midtown and SO much more!

2009 N Hoyne Avenue, Chicago
$849,000
4 Beds ⋅ 4 Baths ⋅ 12695476 MLS ⋅ PENDING Status

2061 N Leavitt Street, Chicago
$1,150,000
2 Beds ⋅ 2 Baths ⋅ 12687138 MLS ⋅ CONTINGENT Status ⋅ Signature Lofts BLDG.
Elevated style and modern luxury define this stunning 2-bedroom, 2-bath brick-and-timber loft in the iconic former Kuppenheimer Suit Factory. Located in the boutique elevator building, Signature Lofts, this one-of-a-kind residence is perfectly situated in the heart of Bucktown. Just steps from the 606 Trail, it offers the ideal blend of historic character, contemporary design, and unbeatable urban convenience. Inside, striking original architectural details include exposed brick, authentic timber beams, soaring 16-foot ceilings, and an expansive wall of oversized windows that flood the home with natural light. Maple hardwood floors flow throughout the open-concept living and dining areas, creating a warm yet sophisticated atmosphere ideal for both everyday living and entertaining. The thoughtfully remodeled kitchen is both stylish and functional, featuring sleek cement countertops, abundant prep space, a premium Bosch refrigerator, and a coveted Wolf range-perfect for home chefs and effortless entertaining. The spacious primary suite is a true retreat, complete with a beautifully renovated, spa-inspired bath featuring heated floors, a dual vanity, an oversized walk-in shower, and a luxurious soaking tub. The versatile second bedroom includes a custom Murphy bed, making it ideal as a guest room, home office, or flexible living space. A true highlight of the home is the oversized private deck overlooking the lush greenery of the 606 Trail, creating a peaceful outdoor oasis for al fresco dining, entertaining, lounging in the sun, or gardening. Residents also enjoy access to a shared rooftop deck with sweeping skyline views. Heated garage parking is included. Enjoy one of Bucktown's most coveted locations with direct access to the 606 Trail, Churchill Park just across the street, and North Avenue only two blocks away. The neighborhood offers an exceptional lifestyle for all stages of life, with nearby parks, playgrounds, childcare options, and access to highly regarded local schools including Drummond School. You're moments from the acclaimed restaurants, boutiques, cafes, and nightlife of Bucktown, Wicker Park, and Logan Square, with convenient access to Lincoln Park, downtown, and major expressways. Offering timeless architectural character, designer finishes, exceptional outdoor living, and an unbeatable location, this is a rare opportunity to own a distinctive piece of Chicago history while enjoying all the comforts of modern loft living. CALL TRUNG FOR PRIVATE SHOWING.

1750 N Wolcott Avenue Unit #304, Chicago
$800,000
2 Beds ⋅ 2 Baths ⋅ 12693413 MLS ⋅ CONTINGENT Status
Welcome home to this absolutely charming sun-drenched Bucktown single family home on a quiet, tree-lined street. Note: This home is listed for less than what some Bucktown two-bed CONDOS have recently sold for in the area. Features include: hardwood floors, ceiling fans, bright 'n cheery kitchen, tons of natural light, washer/dryer, and the preferred layout with bedrooms upstairs and living areas on the main floor. The home has two full baths and an unfinished basement. An impeccable backyard garden oasis and two car garage awaits as well - and expanding the current home could be well worth it for the right buyer! Nestled in the center of Bucktown - close to the action yet secluded from the hussle & bustle. Walking distance to both the el and Metra. Steps from parks, boutique shopping, entertainment/nightlife, upscale grocery, and in one of the most vibrant foodie neighborhoods throughout the entire city! Easy highway access for those needing to use the Kennedy as well. 100' deep lot. An unbeatable home!

2130 N Hoyne 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
$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



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