Browse All Logan Square IL 5 Bedroom Properties for Sale

5 Beds ⋅ 4 Baths ⋅ 12758681 MLS ⋅ CONTINGENT Status

Set on a tree-lined street in West Bucktown, this true five-bedroom, 3.1-bath home offers nearly 4,000 square feet across three finished levels. Cathedral ceilings, skylights, graceful columns, and a Juliet balcony give the home distinctive architectural character. The main floor begins with a formal entry, a living room with a gas fireplace, and a dining room that comfortably seats 12. The kitchen is designed for both daily use and entertaining, with quartz countertops, a large island, breakfast nook, separate butler's pantry, built-in banquette, and dedicated coffee and wine station. The adjoining family room has a second gas fireplace and access to the rear deck and yard. A cherry blossom tree provides a beautiful view each spring. The primary suite spans nearly the full width of the second floor and includes a substantial walk-in closet and a marble bath with a separate shower and private commode. Two additional bedrooms share a hall bath with a dual vanity. The full lower level offers two more bedrooms, a full bath, and a sink and refrigerator, giving guests, an au pair, or extended family space of their own. A recreation room with unusually high ceilings, a mudroom, a laundry and utility room, and extensive storage complete the level. The detached 2.5-car garage includes an EV charger and a new door with built-in security. Above the garage, a new composite roof deck with a privacy fence provides a second outdoor living area. Recent improvements include refreshed landscaping, two furnaces and two zoned AC systems installed in 2024, a battery-backed sump pump, and whole-home water filtration and Hipa air purification system. This home truly balances quiet and privacy with being part of a genuinely vibrant, walkable neighborhood. It is equally suited to peaceful nights in, busy mornings, or friends gathered around the fire. Ideally located within a 5-minute walk to the 606 Trail, the Milwaukee/Damen/North intersection with tons of shopping, restaurants, and bars. Ample public transit options and close access to I-90 make it a commuter's dream. A rare, true 5-bedroom footprint with the scale, storage, and character to match; this is West Bucktown living at its very best.

1644 N Campbell Avenue, Chicago

$659,000

5 Beds ⋅ 2 Baths ⋅ 12771573 MLS ⋅ CONTINGENT Status

Beautiful oversized two-unit building on a quiet cul-de-sac. The first-floor unit features two bedrooms, one bathroom, a living and dining area with a fireplace, and a kitchen with additional dining space. The bright second-floor unit offers three bedrooms, one bathroom with a Jacuzzi tub, a living and dining area, and a kitchen with its own dining space. Each unit has a private rear deck. Outside, a beautiful patio is perfect for entertaining, and a newer two-car garage adds convenience. Renovated in 2003, well maintained, and featuring a roof replaced in 2014, this property offers an opportunity for an owner-occupant or investor.

3614 W Shakespeare Avenue, Chicago

$1,325,000

5 Beds ⋅ 4 Baths ⋅ 12774854 MLS ⋅ PENDING Status

Experience ultra-premium modern living in the prestigious "Fibonacci Collection" on Humboldt Boulevard. Built in 2018 as part of an exclusive five-home enclave, this 5-bedroom, 3.5-bathroom contemporary masterpiece blends striking design with high-end functionality on a beautiful, tree-lined street. The Main Level Inviting Living & Dining: Gleaming hardwood floors flow seamlessly through an open-concept living and dining area. Chef's Kitchen: Equipped with a massive, white-quartz-wrapped breakfast island, Sub-Zero refrigerator, Wolf stove, and premium stainless steel appliances, all supported by a convenient butler's pantry pass-through and powder room. Great Room: A sun-drenched family space featuring a wall of windows, a dedicated drop zone, and clear views of the outdoor oasis. The Second Level Primary Suite: A private sanctuary complete with a generous walk-in closet, separate linen closet, and a spa-like ensuite bath featuring double vanities, a deep soaking tub, and a glass steam shower. Additional Bedrooms: Two more spacious bedrooms with hardwood floors, a shared full bathroom, and a dedicated laundry closet. Lower & Outdoor Living Lower Level: Fully tiled and designed for entertainment, hosting a large media/screening room, two additional bedrooms, and a full third bathroom. Rooftop Deck: A spectacular full-floor rooftop oasis offering breathtaking 360-degree views, a wet bar/pocket entertaining area with a mounted TV, and a spiral staircase. Backyard & Garage: The spiral staircase leads directly down to a private backyard entertaining area with a built-in fire pit. Includes a detached 2-car garage equipped with an EV charger, workbench station, and extensive storage.

1734 N Humboldt Boulevard, Chicago

$890,000

5 Beds ⋅ 3 Baths ⋅ 12770505 MLS ⋅ ACTIVE Status

Wonderful fully rented three-flat in a highly sought-after neighborhood offering immediate income with significant upside potential. Current rents are below market, providing an excellent opportunity for increased cash flow and future value growth. Ideally located just steps from the 606 Trail and within walking distance of the CTA Western Blue Line, with convenient access to I-90/94, this property is positioned in one of Chicago's most desirable rental markets. The building has been well maintained and features numerous updates throughout. Each unit is separately metered and equipped with its own gas-forced air furnace, central air conditioning, and water heater. All units include granite countertops, refrigerator, oven/range, dishwasher, and microwave. Units 1 and 2 feature hardwood flooring, while the garden unit offers durable epoxy floors. Additional income is generated by the detached two-car brick garage, currently leased separately for $350 per month. Residents also enjoy front and rear outdoor spaces, along with on-site Speed Queen commercial laundry featuring a convenient cashless mobile payment system. A turnkey investment opportunity in a premier Chicago neighborhood with strong rental demand and excellent long-term appreciation potential.

1851 N Fairfield Avenue, Chicago

$739,000

5 Beds ⋅ 3 Baths ⋅ 12760347 MLS ⋅ CONTINGENT Status

Logan Square Multi-Unit Brick Building with 1,700 Sq Ft units on the 1st & 2nd floor levels. Large Spacious units with no small rooms at all, Living Room, Kitchen, Dining Room, 2 Bedrooms, Rear heated Sunroom which can possibly be turned into a 3rd Bedroom to maximize use and rental income. Basement Unit fully renovated: Living Room, Kitchen, One Bedroom, plus an additional room at the rear of the building for laundry room potential. All utilities are separate: 3 Boilers (Base-Board Heating), 3 Water Heaters, 3 Electrical Panels. Good sized rear yard and a 2 Car Garage. Walking distance to a Super Market, Restaurants, Shops & Retail. Healy Metra Train Station a short distance away. Blue Line Train Station 1.2 miles.

2328 N Lawndale Avenue, Chicago

$1,200,000

5 Beds ⋅ 3 Baths ⋅ 12748261 MLS ⋅ ACTIVE Status

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 character. Both units feature enclosed porches, central heat and air conditioning, and updated interiors that complement the building's original details. A shared laundry area is conveniently located on the lower level, and the property also includes a shared backyard and detached 2-car garage. Ideally situated near Logan Square's restaurants, cafes, shopping, entertainment, parks and neighborhood amenities, this turnkey two-flat offers versatility for an owner-occupant, investor or multigenerational living. Located within the Northwest Side Housing Preservation Area, with two updated units, flexible living spaces and a prime neighborhood location, this is a unique opportunity to own a classic Chicago two-flat that has already undergone a comprehensive renovation. Photos from 2020 renovation, new photos coming soon!

2428 N Rockwell Street, Chicago

$1,695,000

5 Beds ⋅ 4 Baths ⋅ 12753514 MLS ⋅ PENDING Status

A remarkable designer residence where timeless architecture, exceptional craftsmanship, and sophisticated interiors come together in one of Logan Square's premier locations. Originally built in 2021 and thoughtfully imagined by acclaimed designer London Walder Interior Design, this exceptional five-bedroom, three-and-a-half-bath home offers luxurious finishes, cutting-edge technology, and beautifully curated living spaces throughout. Designed for both everyday living and effortless entertaining, the open-concept main level centers around a stunning chef's kitchen featuring custom cabinetry, an impressive 11-foot waterfall island, hand-picked natural marble countertops, a 48-inch Wolf range, paneled Sub-Zero refrigerator, paneled Thermador dishwasher, open shelving, and a spacious walk-in pantry. The adjoining living room, anchored by a fireplace, opens seamlessly to the home's exceptional outdoor living spaces. The second level offers three spacious bedrooms, including a luxurious primary suite featuring architectural ceiling beams, a generous walk-in closet, and a spa-inspired bath with radiant heated floors. Two additional bedrooms share a beautifully appointed Jack-and-Jill bath. The finished lower level provides exceptional flexibility with a spacious recreation room, wet bar, two additional bedrooms, a full bath, and radiant heated floors, creating the perfect space for entertaining, guests, fitness, or a home office. Outdoor living is equally impressive. The professionally designed backyard features a private entertaining blue stone patio complete with a built-in grilling station, gas fire pit, and multiple seating areas. Above the heated two-car garage, the expansive pergola covered rooftop deck is equipped with gas, water, and electric service, offering endless possibilities for outdoor dining and entertaining. The heated garage also includes a 240-volt EV charging outlet with 40-amp service. Every detail has been thoughtfully considered, from integrated smart home technology and Lutron lighting with automated shades throughout to the gated entry and premium finishes that define every space. Ideally located on one of Logan Square's most desirable residential streets, just moments from Milwaukee Avenue's acclaimed restaurants, neighborhood boutiques, parks, and the Blue Line, this exceptional home offers an elevated lifestyle in one of Chicago's most vibrant neighborhoods.

2657 W Belden Avenue, Chicago

$549,000

5 Beds ⋅ 2 Baths ⋅ 12738174 MLS ⋅ ACTIVE Status

3556 W Dickens Avenue, Chicago

$2,195,000

5 Beds ⋅ 4 Baths ⋅ 12729706 MLS ⋅ ACTIVE Status

Welcome to 2330 North Kedzie Boulevard -- A Historic Landmark in Logan Square. Step into a piece of history with this extraordinary 6,178 - square-foot home, designed by renowned architects Kley & Schaub in 1903. Situated on an oversized 50'x212' lot within the coveted Logan Square Historic District, this remarkable home exudes timeless elegance and offers a perfect blend of classic charm and modern luxury. Boasting 5 spacious bedrooms and 4 bathrooms, including 4 bedrooms on the same level, this home is both grand and inviting. The newly designed, professionally crafted kitchen is a culinary masterpiece, featuring luxurious quartzite natural stone countertops with full-height backsplash, Sub-Zero refrigerator, wine refrigerator, Wolf range, Bosch dishwasher, Kohler farm sink, and Dornbracht faucet. Every detail has been carefully considered for functionality and style. The first floor library is a true highlight, with floor-to-ceiling bookcases and a Putnam rolling ladder that brings a touch of scholarly charm. On the third floor, vaulted ceilings and expansive windows fill the family room, game room, and bar area with abundant natural light, creating a welcoming space for relaxation and entertainment. This home is a true celebration of classic architectural details, from quarter-sawn white oak flooring, intricate crown molding and wainscoting to stained-glass windows, and antique light fixtures. Recent updates include a new slate and copper roof, updated electrical, plumbing and HVAC systems, ensuring modern comfort while preserving the home's historic integrity. The professionally landscaped yard provides an ideal setting for outdoor entertainment, featuring seating areas, fire pit, sound system speakers, and garden lighting to enhance the ambiance. A two-car masonry garage and private side driveway with space for three vehicles offer added convenience. Located just a short stroll from Palmer Square, the Logan Monument, the vibrant shops and dining options of Logan Square, this exceptional home offers an unparalleled lifestyle in one of Chicago's most desirable neighborhoods.

2330 N Kedzie Boulevard, Chicago

1728 N Sawyer Avenue Unit #Front, Chicago

$999,000

5 Beds ⋅ 4 Baths ⋅ 12699819 MLS ⋅ ACTIVE Status

An exceptional value for under $1 million, this newly constructed townhome is one of two residences on an oversized 177-foot-deep lot in the heart of Logan Square. Offering approximately 3,100 square feet, it lives like a single-family home with three levels of thoughtfully designed living space, five bedrooms, 3.5 baths, generous private outdoor space, a rooftop deck with gas and water connections plus skyline views, and garage parking. Built by a developer with extensive experience constructing luxury homes in Lincoln Park and Lakeview, each residence showcases wide-plank white oak flooring, 10-foot ceilings on the main level, and an extra-wide staircase. The eat-in kitchen features custom cabinetry with extra-tall upper cabinets, quartz countertops, a full-height backsplash, a custom built-out walk-in pantry, and a luxury Bosch and Thermador Professional Series appliance package. The primary bath includes a custom floating vanity with quartz countertops and Kohler fixtures, while the secondary baths are finished to the same high standard. The lower-level family room is outfitted with a wet bar w/beverage refrigetor and floating shelves. Additional features include a dedicated laundry room, hydronic radiant heat, zoned HVAC, and abundant custom closets and storage space. Located just one block from the 606 Trail, these townhomes offer easy access to Logan Square's acclaimed restaurants, neighborhood cafes, boutiques, parks, and playgrounds. The CTA Blue Line and multiple bus routes are nearby, providing convenient access to downtown, O'Hare, and surrounding neighborhoods.

1728 N Sawyer Avenue Unit #Front, Chicago

1728 N Sawyer Avenue Unit #Rear, Chicago

$1,095,000

5 Beds ⋅ 4 Baths ⋅ 12703999 MLS ⋅ ACTIVE Status

Introducing two newly constructed townhomes on an oversized 177-foot-deep lot in the heart of Logan Square. Each 3,100-square-foot residence lives like a single-family home, offering three levels of thoughtfully designed living space with five bedrooms, 3.5 baths, generous private outdoor space, a rooftop deck with gas and water connections plus skyline views, and garage parking. The rear residence also features a huge backyard and roof rights for a future garage-top deck. Built by a developer with extensive experience constructing luxury homes in Lincoln Park and Lakeview, each residence showcases wide-plank white oak flooring, 10-foot ceilings on the main level, an extra-wide staircase with continuous wrought iron rail, and beautiful custom closets throughout. The eat-in kitchen features custom cabinetry with extra-tall upper cabinets, quartz countertops, a full-height backsplash, a fully outfitted walk-in pantry, and a Thermador Professional Series appliance package. The primary bath includes a custom floating vanity with quartz countertops and Kohler fixtures, while the secondary baths are finished to the same high standard. The lower-level family room is outfitted with a wet bar with a beverage center. Additional features include a dedicated laundry room, hydronic radiant heat, zoned HVAC, and abundant custom closets and storage space. Located just one block from the 606 Trail, these townhomes offer easy access to Logan Square's acclaimed restaurants, neighborhood cafes, boutiques, parks, and playgrounds. The CTA Blue Line and multiple bus routes are nearby, providing convenient access to downtown, O'Hare, and surrounding neighborhoods.

1728 N Sawyer Avenue Unit #Rear, Chicago

$1,490,000

5 Beds ⋅ 6 Baths ⋅ 12694881 MLS ⋅ PENDING Status

Great opportunity to own this amazing 6 bedrooms and 5 1/2 bathrooms two-level single family located on 3 city lots - providing over 6400 square feet of luxurious living space. This home provides all of the elements for a relaxing comfortable lifestyle. The first floor is comprised of a living room, formal dining room, modern kitchen features 2 dishwashers, 2 ovens, a large refrigerator and wet bar with a wine cooler. Open concept family room next to kitchen with dual gas and wood-burning marble fireplace and a half bath. Also a private in-law suite with full bathroom. Staircase leads to the upper level, where you will find four good size ensuite bedrooms, each with their own bathroom and walk-in closets. Also 2nd level laundry room. The master bedroom offers a great outside view with wall-to-wall windows, enormous walk-in closet and a huge ensuite bathroom with a jacuzzi tub and separate shower. The lower level includes an entertainment area with a wet bar, open concept theater room, exercise room and a sixth bedroom with a full bathroom, can be used as a home-office or to host guests who prefer privacy. backyard with a large deck for entertainment and relaxing. An oversized attached 2 1/2 car garage with it's own driveway. This property is unlike anything in Chicago. A great place to call Home. Around the corner is the entrance to the gorgeous Humboldt Park and the Bloomingdale 606 Trail. All the great restaurants and entertainment in Wicker Park, Logan Square and Humboldt Park are just minutes away. Seller purchase another property, he must sell.

1725 N Troy Street, Chicago

$760,000

5 Beds ⋅ 2 Baths ⋅ 12689776 MLS ⋅ ACTIVE Status

PRIME LOCATION in Logan Square! Endless possibilities await with this unique multi-unit property! Whether you're looking to tear down and build new, add to your investment portfolio, or owner-occupy one unit while generating rental income from the other, this property offers exceptional flexibility. Situated on an oversized 25' x 177' lot, the building was extensively rebuilt in 2018 with major updates including electrical, plumbing, HVAC, windows, exterior siding, roof, porches, and the addition of an exterior ELEVATOR providing access to the second-floor unit. Both units feature open-concept floor plans with spacious living rooms, well-appointed kitchens, and tastefully updated full bathrooms. The second-floor unit offers even more living space with an additional upper level featuring two bedrooms and a bonus room. Each level has its own rear exterior access for added convenience. The expansive backyard provides plenty of room for entertaining, gardening, or simply relaxing outdoors. Ideally located just one block from access to the 606 Trail and close to popular dining, shopping, and entertainment. A rare opportunity with tremendous potential for investors, owner-occupants, and developers alike!

1814 N Sawyer Avenue, Chicago

$620,000

5 Beds ⋅ 2 Baths ⋅ 12480506 MLS ⋅ CONTINGENT Status

Property listed at lender-suggested price. Please note: a burst pipe has caused significant water damage throughout the home. Listing photos reflect the property's condition prior to the damage. Repairs will be needed. Property is being sold as-is.

2506 N Monticello Avenue, Chicago

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Browse All Logan Square IL 5 Bedroom Properties for Sale

5 Bedroom Logan Square Real Estate

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