757 houses for sale in Boystown

One-of-a-kind 5BR/3.1BA, currently configured as 4BR; seller has plans and will create a 5th bedroom with an accepted purchase price. 4,000 SF Bucktown home offering exceptional space and indoor/outdoor living at a compelling new price. Ideally situated on one of Bucktown's most desirable blocks, Wolcott offers the rare convenience of ample, non-permit street parking. Three distinct outdoor entertaining spaces include a freshly landscaped patio, sun-filled breezeway, and spectacular rooftop deck with custom resort-style cabana. Soaring ceilings, floor-to-ceiling windows, abundant natural light, and newly refinished hardwood floors. Chef's kitchen with custom cabinetry, Wolf Professional appliances, beverage center, and adjoining family room with wood-burning fireplace and built-in banquette. Luxurious primary suite with spa bath and walk-in closet. Finished lower level with hidden 100' theater, recreation room, 2 bedrooms, and full bath. Steps to the 606 Trail, Damen's restaurants and

Bucktown multi-unit investment opportunity on armitage avenue! Rare opportunity to own a distinctive greystone building in the heart of Bucktown. The property is a legal five-unit building with an additional non-conforming basement unit, offering six residential units in total: four 2-bedroom/1-bath units and two 1-bedroom/1-bath units. Each unit features central air conditioning and forced-air heat. Additional improvements include a new concrete parking pad and new fencing, providing valuable off-street parking and enhanced exterior appeal. Ideally located near Bucktown's restaurants, shopping, entertainment, transportation and parks. An excellent opportunity for investors seeking multiple income-producing units in one of Chicago's most desirable neighborhoods

Whole development 50% sold! Introducing cambridge phase 2. Additional eight row homes with estimated delivery of mid October through early November. A variety of floor plans are available, including select residences with two-car garages. Cambridge is Lincoln Park's newest luxury row home development, built by renowned builder Ogden Partners and designed by Booth Hansen Architects, known for their exceptional craftsmanship and thoughtfully designed residences. Cambridge offers luxury living in the heart of the city with timeless architecture, refined finishes, and spacious, functional layouts designed for modern city living. This beautifully appointed four-bedroom residence offers a seamless blend of modern style and everyday comfort. Spanning four thoughtfully designed levels, the home begins with an oversized heated attached garage, welcoming foyer, and a spacious bedroom with an en-suite bathroom. This space flows directly to a large private patio, providing the perfect setting for

Completed in 2021, this extra-wide (30') 4-bedroom, 3.5-bath single-family residence occupies a quiet, tree-lined Logan Square block 0.3 miles from the California Blue Line. Inside are 11-foot ceilings (12 foot in the lower level) and hardwood flooring throughout, finished with custom ceiling detailing, designer fixtures, modern hardware, and seven custom-built closets. The open living area is filled with light from oversized windows. A gas fireplace set in a floor-to-ceiling porcelain tile surround anchors the room, a shiplap accent wall carries a contemporary landscape mural, and Hunter Douglas window treatments are installed throughout. The kitchen is built around an oversized island with bar seating and has quartz counters, a deco-print tile backsplash, open shelving, a custom hood, and a JennAir appliance panel front suite with a gas range. It's soft-close cabinetry has under-counter lighting, and the same soft-close cabinetry is used throughout the home. A large butler's pantry w

Opportunity to purchase a large 3 unit building in a prime Wicker Park location. The top unit is a duplex-up with 3 large bedrooms and 2 bathrooms, multiple living spaces, and in-unit laundry. There are two bedrooms on the main level, with living, dining and kitchen; and the top level has a large bedroom and bathroom, with an additional living room that steps out to a private rooftop deck with great city views. The middle unit has 3 bedrooms and 2 baths and the lower unit has 2 beds and 1 bath. All units have hardwood floors, great ceiling height and abundant light, HVAC and access the laundry. The two car garage is built out with a common roofdeck. Walkable to all Wicker Park has to offer, including six corners, the Milwaukee corridor, the Damen and Division Blue Line stops. Perfect as an owner-occupant or investment play

A rare find and a fantastic opportunity for owner-occupant or investors: a magnificent jumbo vintage legal 3-flat plus garden unit in sought-after Ravenswood Manor. Beautiful apartments flooded with natural light (single family home to the south) and much vintage charm including decorative fireplaces, built-ins, and pier mirrors. 2nd and 3rd floor offer huge 3BR/1BA apartments with formal dining rooms, sunrooms, enclosed three season porches plus outdoor rear porches, with updated kitchens, each over 1600SF including enclosed rear porches. 1st floor is 2BR + Den (rear porch area on first floor is heated and insulated) with updated kitchen, condo quality appliances, and recently rehabbed bathroom with walk-in shower. Bright English Garden unit is a remodeled 700SF 1BR/1BA. Common basement space includes two laundry rooms, bike storage, and storage units. Rear yard boasts beautiful common deck, raised garden beds, and two-car brick garage. Set on a pretty tree-lined street among historic

Endless possibilities await at this classic two-unit property in the highly desirable location. Featuring a spacious duplex-up and duplex-down configuration, this building offers an outstanding opportunity for investors, rehabbers, or owner-occupants looking to build equity in one of Chicago's most sought-after neighborhoods. Both units offer generous living space and the convenience of in-unit laundry, providing an excellent foundation for a renovation or value-add project. With strong bones and an ideal layout, this property is ready for your vision. Renovate and maximize rental income, create stunning owner-occupied living with additional rental revenue, or update both units for long-term investment potential. Located in an unbeatable location, you'll enjoy easy access to restaurants, coffee shops, grocery stores, parks, entertainment, public transportation, and major expressways. Just minutes from Roscoe Village, Lakeview, Bucktown, and the Southport Corridor, the neighborhood cont

Opportunity meets location on this corner lot in west lakeview! Four residential apartments and one commercial office make up this corner building in one of Chicago's most in-demand rental pockets. All units are move-in ready. For the investor who wants to push harder, updated kitchens, baths, and finishes could bring the building to the top of the market. Proforma rents in the area are fantastic. The corner lot adds light and visibility, and the large back yard is a rare find for a property this size. The commercial office unit adds a second income stream and balances the building's cash flow. West Lakeview is known for its tree-lined streets, strong neighborhood identity, and easy access to shopping, dining, parks, and transit. Vacancy stays low because demand is steady, so there's less downtime between tenants and more confidence in your projections. Whether you're an investor seeking a value-add multifamily or an owner-occupant who wants the other units to help carry the mortgage,

Nestled on a quiet, tree-lined street, this exceptional all-brick, two-story residence offers an expansive, wider-than-average interior with 4 bedrooms and 3.5 baths, thoughtfully designed for both elegant living and effortless entertaining. The sun-drenched open floor plan showcases Noah's signature attention to detail, featuring rich hardwood floors, exquisite custom millwork, designer finishes, and a striking fireplace. At the heart of the home is a chef's kitchen appointed with premium Viking appliances, quartz countertops, an oversized island, and generous pantry storage. The luxurious primary suite serves as a private retreat, complete with a spa-inspired bath featuring heated floors, a separate steam shower, dual vanities, and a custom-designed makeup station. The finished lower level offers a spacious recreation room with a wet bar, a versatile bonus room, and abundant living space. Modern conveniences include surround sound wiring, an alarm system, security cameras, and an int

Location, Location, Location! Highly sought-after neighborhood California and Armitage. Walk to Blue line on Milwaukee Ave. Solid large tall handsome 3 apartment Brick building with an English garden unit with 2 entrances. Lots of woodwork. Hardwood floors. Good size apartments. Formal living Room and Dining Room. Plenty of closets. Spacious garden apartment. Enclosed Porch. Wide backyard. Front iron fence. Beautiful three lined street. Walking distance to new stores, restaurants, parks and entertainment. Close to Logan, Bucktown and Humboldt Park. Easy Transportation: CTA on Armitage Ave and California. Walking distance to the blue line on Milwaukee Ave. Long term tenants. Rehab needed. Renovate and the value will increase. Great investment. An excellent opportunity with multiple options: live in one unit while generating income from the other 2 apartments, operate as a fully rented investment, or convert to a duplex or a single-family home

ATTENTION DEVELOPERS, BUILDERS & VISIONARY INVESTORS: Rare land and substantial re-development opportunity in prime Lincoln Square / Ravenswood Gardens. This property offers an expansive footprint with 1,946 square feet across two levels on a quintessential, tree-lined residential block. Unbeatable location: Just blocks to the CTA Western Brown Line'L' station, Welles Park, Sulzer Regional Library, and the vibrant Lincoln Avenue commercial district featuring local dining, boutique shopping, Davis Theater, and the Old Town School of Folk Music. Located within the top-tier Waters Elementary School and Amundsen High School boundaries. Bring your architect and contractor-this property is an Estate Sale being sold 100% strictly AS-IS, WHERE-IS. The home is currently a severe hoarding situation

Unique townhome in the highly sought-after Bucktown/Wicker Park neighborhood of Chicago that lives like a single-family home. Beautifully appointed four-level residence offering 3 bedrooms, 3.1 baths, a private rooftop deck, multiple exposures, exceptional natural light, and quality finishes throughout. The spacious living room boasts hardwood floors, and a cozy fireplace. The updated kitchen offers stainless steel appliances, granite countertops, ample cabinetry, and a separate, generously sized dining area ideal for entertaining. The second level features two spacious bedrooms and two updated full bathrooms, including a primary bath with a dual vanity, soaking tub, and separate shower. The second bedroom enjoys its own ensuite full bath. A convenient updated half bath is located on the main level. The lower level offers a flexible bedroom, office, or guest space, along with a third updated full bathroom and a spacious laundry room with side-by-side washer and dryer, sink, and abundan

Unique Opportunity in Bucktown to make this your own home. This family estate sale once used as a multi generational home was broken up to accommodate multiple family members and now being sold. There are 5 bedrooms including 1 on the ground level 2 on the 1st and 2 on the 2nd floor. Can easily be converted to a 2 or 3 unit with the block being RT-4 Zoning. This All Brick Structure is in need of renovation but has endless potential! Plus a large back yard and 1.5 car garage which at one time in the past was a coach home. There is a tenant in the lower level of home that will be moving. Steps to the Clybourn Metra station, Damen/Western Blue Line CTA, and minutes to I-90/94. 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 is RT-4 and single-family conversion potential draw

A rare and seamless blend of architectural history and sophisticated modern living. Situated on one of the neighborhood's most desirable blocks, this spectacular 5,500 square foot, 5-6 bedroom, 4.5 bathroom greystone has been meticulously renovated for a comfortable contemporary lifestyle while honoring its classic Gold Coast character. The handsome three-story stone exterior is capped by an ornate, original copper pediment and roof cresting. Welcoming one to the home's many well-preserved historic details. Inside, the expansive front living room offers an inviting layout with space for multiple seating arrangements, a stately fireplace, and a bright and large view, framing mature trees and beautiful Gold Coast architecture. The dining room features the second of the home's three original fireplaces and easily accommodates large family gatherings and dinner parties. The leaded-glass pocket doors provide an elegant partition between the dining room and the home's kitchen. Bathed in morn

Rarely available 3 level Ravenswood townhome that lives like a single family home complete with front & rear yard! Enter through the raised front entry way into an inviting living room with oversized picture window overlooking the front yard, dining area attached perfect for intimate or large gatherings. Gourmet chef's kitchen with 42' custom cabinetry & crown molding, tile backsplash, granite counters, stainless steel appliances and ceramic tiles. Gut rehabbed full bath finishes off the first floor. Second floor features palatial primary bedroom with an abundance of closet space, large second bedroom & second full bath. Lower level features family room, as well as laundry/utility room with exterior access. Private, fenced in yard with brick patio, great for bbq's and play area. One assigned parking space. Walking distance to Brown Line, Metra, parks, restaurants, retail & all that Ravenswood has to offer. No monthly assessments. Hurry this will not last!

Turning onto this single block of North Fairfield, you immediately sense a visual change and a hush. Capped at both ends, this street feels like a hidden architectural enclave, a perfectly preserved stretch of classic Chicago jumbo bungalows sitting on rare, wide, deep lots. At 4929 North Fairfield, that sense of sanctuary carries right inside. Much of the original vintage character remains on the main level, where classic architectural details set a warm, welcoming tone. Upstairs, the roof was raised to create a full, sunlit second floor that expands the footprint while filling the home with natural light. Downstairs, an excavated basement creates true living spaces below, ideal for extended recreation or additional entertaining options. Combining grand modern square footage with a massive private yard, this property offers a rare combination of space, character, and room to write your own chapter. A detailed list of improvements and construction will be provided to interested parties

Located in the heart of Logan Square, this classic brick two-flat underwent a full gut renovation in 2020, thoughtfully preserving its original architectural details while introducing updated finishes, modern systems and functional living spaces. The result maintains the vintage charm of a traditional Chicago two-flat while offering the comfort and convenience of a fully renovated home. The first-floor duplex-down offers 3 bedrooms and 2 full baths across two levels. The main level features a living room with the original fireplace and mantel, a dedicated dining room, two bedrooms, a full bath and a fully appointed kitchen. The lower level expands the living space with a spacious family room, perfect as a media room, home office or additional flex space, along with a third bedroom and second full bath. The second-floor unit offers 3 bedrooms and 1 full bath with a comfortable, functional layout and its own original fireplace mantel, preserving another piece of the home's vintage charac

Welcome to 3041 N Leavitt, a new construction home in Roscoe Village Chicago. Offering 6-bedrooms, 5.1-bathrooms, double rooftops and an uncompromising level of craftsmanship, design, and luxury living. A stately brick and limestone facade, gated entry, and limestone steps create a sophisticated first impression. Inside, a striking checkered marble foyer sets the tone, leading to the front living room featuring 11-foot ceilings, custom millwork, a stone-surround fireplace, and abundant natural light. The adjoining dining room is framed by south-facing windows, creating an ideal setting for both intimate dinners and large-scale entertaining. The gourmet kitchen showcases top of the line Wolf and Sub-Zero appliances, custom cabinetry, stone countertops, a butler's pantry with beverage cooler, a walk-in pantry, and a dedicated breakfast area. The kitchen flows into the family room, where a coffered ceiling, custom built-ins, a second stone surround fireplace, and walls of east and north f

A Landmark Reimagined. *Italianate Residence, Circa 1878. Portions Predating the Great Chicago Fire. Set within Lincoln Park's Mid-North Historic District. A Chicago Landmark district since 1977, known for its exceptional continuity of scale and craftsmanship. This residence is a rare study in architectural preservation. In 2017, it received the. *Chicago Landmark Preservation Excellence Award*, recognition of a restoration led by Foster Dale Architects. Built in the 1880s, with portions predating the Great Chicago Fire, the home was once threatened with demolition. Its exterior has since been meticulously restored: a full-width front porch rebuilt from historical evidence, arched-top windows returned to their original configuration, and original cedar wood clapboard siding uncovered beneath decades of aluminum cladding and carefully repaired. Inside. *4,500 square feet*. Of living space offers an entirely different experience. Open, light-filled, and designed for modern life. The home

Stunning 2026 brand-new construction in a prime Logan Square location! This exceptional 6 bed, 3.1 bath home offers thoughtfully designed living space, impressive finishes, and multiple outdoor spaces. The main level features soaring 10-foot ceilings, a beautiful open-concept layout, one of two gas fireplaces, and a chef's kitchen equipped with premium Wolf and Sub-Zero appliances. A convenient breezeway provides direct access to the detached 2-car garage, which is prepped for an EV charger. The second level offers the highly desirable layout of four bedrooms on one floor, including an impressive primary suite with a vaulted spa-like bath, oversized walk-in closet, and luxurious spa shower. Two additional linen closets and a fully built-out laundry room complete the second floor. The expansive lower level features 9-foot ceilings, radiant heated floors, a second gas fireplace, two additional bedrooms, and plenty of flexible living space. Enjoy incredible outdoor living with a covered r

Once in a lifetime opportunity to own a true urban oasis with majestic renovated greystone on 66.5'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 sid

An extraordinary opportunity to own a fully reimagined historic mansion in the heart of Chicago's coveted Gold Coast. This rare, turnkey residence is ideal for a private owner seeking effortless luxury or an investor looking to expand a portfolio of shortterm or AirBnB rentals. Originally crafted in 1887 by renowned architect John Wellborn Root, this timeless stone-and-brick villa blends rich architectural character with refined modern living-all just steps from the lake. Set on an oversized 24x130 lot, the home has undergone a comprehensive renovation, including a new roof, and offers more than 6,000 square feet across four beautifully finished levels. The main level centers around a stunning chef's kitchen with custom cabinetry, Wolf appliances, white quartz countertops, a mosaic backsplash, and an oversized island with integrated lighting. The grand dining area flows seamlessly into an elegant living room featuring two fireplaces, builtin shelving, and subtle undershelf illumination

Nothing to do but move in! Beautifully updated kitchen with quartz countertops, huge island, quality appliances. Luxury primary suite, hardwood flooring in excellent condition, gas fireplace in living room. Full finished basement with heated flooring offers additional living space, perfect for home office, family room, or TV / media room. Nice deck off kitchen. Convenient Logan Square / Palmer Square location, yet perfectly situated on a quiet tree-lined street. One block south of beautiful Palmer Square Park, just a few blocks to Milwaukee Avenue's shops, restaurants, and nightlife. Click on'additional information' for floor plan and survey

Set on a picturesque, tree-lined street in the sought-after Audubon School District, this beautifully appointed five-bedroom, 3.1-bath Roscoe Village residence delivers exceptional space, timeless character, and an effortless indoor-outdoor lifestyle. An elegant living room with a tray ceiling flows into the formal dining room, while rich hardwood floors, crown molding, custom millwork, and a striking iron-and-wood staircase add architectural distinction throughout. At the rear of the home, the expansive eat-in kitchen has been elevated with Taj Mahal quartzite countertops and backsplash, refinished maple cabinetry, updated hardware, stainless steel appliances, and a double-oven range. The kitchen opens seamlessly to an inviting family room anchored by a beautifully retiled fireplace, creating a sophisticated yet comfortable setting for everyday living and entertaining. French doors extend the space onto a large, sun-filled deck ideal for al fresco dining and relaxed summer gatherings.

This is the Lakeview home buyers have been waiting for: beautifully finished and ready to enjoy. Ideally located near Roscoe Village and Hamlin Park, this all-brick and limestone luxury single-family home combines timeless Chicago craftsmanship with a comprehensive 2025/2026 renovation. Offering 4 bedrooms, 3.1 baths, 3 fireplaces, a finished lower level and extraordinary outdoor living, this residence is truly move-in ready. The main level is designed for both everyday living and effortless entertaining, with a gracious living room featuring a gas fireplace, a formal dining room, and an inviting family room with a wood-burning fireplace and gas starter. The newly remodeled kitchen is a true centerpiece, showcasing quartzite countertops, Ann Sacks tile, custom cabinetry, an oversized island and breakfast bar. Premium appliances include a Viking 6-burner range and oven, microwave and refrigerator, along with a Bosch dishwasher and Miele warming drawer. A newly built butler's pantry with

Presenting an unparalleled opportunity to acquire one of Chicago's most distinguished estates. An historic residence offering over 25,000 square feet of total living space, set on nearly one-third of an acre along the Gold Coast's prestigious Astor Street. This is an exceptionally wide and long lot like no other. Originally designed by acclaimed architect Howard Van Doren Shaw for the Goodman Family, this extraordinary property is being offered for the first time in 40 years. A true masterpiece, this estate stands as a defining example of neo-classical and Georgian Revival design and spans an impressive 80 feet across and embodying Chicago's rich architectural heritage. At the center of the estate lies an exceptional private courtyard meticulously landscaped with formal gardens and fountains. This serene outdoor space evokes the tranquility of the Italian countryside, creating a private sanctuary within one of the city's most vibrant neighborhoods. Originally a single-family home, now

Own the pinnacle of Chicago elegance in this 7880 sq ft duplex penthouse, formerly home to Vince Vaughn and the original headquarters of Hugh Hefner's Playboy enterprise. The Palmolive Building is a true Art Deco icon. Its historic beacon once lit the skies to guide pilots to Midway Airport and today it shines as one of the most distinguished addresses in the city. This two-story residence is the ultimate blend of heritage and sophistication. The upper level features soaring 14-foot ceilings, timeless wood paneling in the original executive office, now reimagined as a show stopping primary suite with a lavish bathroom, an office, game. Room and extensive storage. Downstairs you'll find a massive chef's kitchen, perfect for entertaining, along with formal living and dining rooms and a guest suite with its own bath. A custom temperature-controlled wine room, part of a meticulous multi-million dollar renovation, elevates this already extraordinary home. Enjoy three private terraces, a pri

Offers due on monday, 9/14 at 1 pm. Please email sarah with questions. *. Sleek and sophisticated, this exceptional end-unit townhome offers a one-of-a-kind loft-style living experience in the heart of historic Ravenswood, surrounded by multi-million-dollar single-family homes. With a private entrance, attached two-car garage with EV charger, abundant natural light, soaring ceilings, and only one shared wall, this distinctive and architecturally significant residence combines contemporary design with exceptional functionality. The dramatic main level features newer aluminum-clad Marvin floor-to-ceiling south-facing windows, dark-stained matte-finish hardwood floors, and an expansive open-concept living and dining space anchored by a fireplace. The spacious kitchen offers 42-inch white cabinetry, quartz countertops, a generous 9.5-foot island with breakfast-bar seating, and a Whirlpool appliance package. The spacious dining area comfortably accommodates an oversized formal dining table.

Commanding a rare 30' x 150' corner parcel on one of the Gold Coast's most coveted blocks, this extraordinary landmark residence represents a rare opportunity to own a trophy property of historical significance. Listed on the National Register of Historic Places, the estate has undergone a masterful, two-year restoration. The result is a seamless fusion of timeless nineteenth-century elegance and state-of-the-art modern refinement, defined by soaring proportions, sun-drenched interiors, and impeccable artisan craftsmanship. The main level opens into a dramatic, gallery-like entrance foyer adorned with bespoke lighting, designer wallcoverings, and meticulously crafted flooring that sets the tone for the entire home. The formal living room features a stunning fireplace, incomparable millwork, and expansive bay windows overlooking Dearborn Street. This space flows effortlessly into a gracious family room anchored by an original Eastlake-styled mantel over a gas fireplace, flanked by floor

RARE 4 unit in Logan Square, fully rented. Basement has opportunity for a 5th unit. Located in the Logan Square Historic District and just steps away from the beautiful 606 trail. Seller has performed many updates to the building, and there is still potential for significant rental growth here. Move in ready, great opportunity for live-in owners with instant rental income or investors! Incredible location, near so much that Logan and Palmer Square have to offer