View All Logan Square Chicago IL Homes with Garage Apartment Listings

$1,045,000
8 Beds 3 Baths 12711586 MLS ACTIVE Status
Exceptional investment opportunity in the heart of Logan Square! Situated on charming tree-lined Lyndale Street, this legal three-unit building offers the perfect blend of classic Chicago character and modern functionality in one of the city's most sought-after and rapidly growing neighborhoods. Just a short walk to Logan Boulevard, the Blue Line, parks, and a vibrant mix of restaurants, cafes, and nightlife. Two units features 3 bedrooms and 1 full bathroom & 1 unit 2 bedrooms and 1 full bathroom making the property ideal for both investors and owner-occupants. Updated kitchens and bathrooms complement the building's original charm, while three separate HVAC systems (gas forced heat and central air) provide comfort and efficiency for every unit. The first-floor apartment has been successfully operated as a longer-term Airbnb-style rental catering to working professionals. All indoor and outdoor furnishings shown are included, allowing a buyer to seamlessly continue this proven income model. The remaining units are unfurnished and well-suited for traditional long-term tenants, offering flexible rental strategies and strong income potential. Additional highlights include expansive rear decks, common area laundry in the lower level, and two exterior storage units located beneath the rear stairwells. The rear yard features a full concrete pad, pitched and engineered to support the future addition of an upper garage structure, along with an existing gated parking area accommodating two cars. The rental potential for the three units and parking is approximately $8,500-9,000 per month. Meticulously maintained and thoughtfully improved, this property delivers outstanding comfort, functionality, and long-term value - a rare turnkey multi-unit opportunity in one of Chicago's hottest neighborhoods. Unit 2 currently rented for $3,500 per month & unit 3 for $3,100 per month.

2516 W Lyndale Street, Chicago

$1,670,000
9 Beds 4 Baths 12592302 MLS CLOSED Status
Incredible opportunity to own this amazing income generating property w duplex down owners unit and three rental apartments in one of Chicago's most sought-after neighborhoods. This classic limestone and brick building showcases vintage charm, original woodwork trim, hardwood floors, high 10 foot ceilings, and excellent natural light throughout. The building has been updated while retaining its original character, making it both attractive to renters as well as a secure option for long-term ownership. This meticulously maintained, owner-occupied building features a massive 2,300 sq. ft. owner's duplex-down and two large, additional light-filled, 7-room rental units. The 25-foot-wide structure boasts a newly recoated white sealed roof. The spacious interior rooms feature preserved original vintage features, including 10' ceilings, hardwood floors, classic trim moldings and built-in china hutches. These historic details are seamlessly integrated with modern amenities, including individual central heat and A/C on all four floors (installed within 7 years), updated bathrooms and kitchens with stainless steel appliances and natural, hard-surface countertops. A significant 2024-2025 upgrade includes new energy-efficient Low-E, argon-insulated, foam-filled vinyl windows with exterior self-expanding foam for superior insulation and sound-deadening. The owner's duplex includes a professionally finished lower level featuring 8' ceilings and supplemental in-floor radiant heat. This level offers two bedrooms, a family room, a full bath with a spa-like rainfall walk-in shower, a second full kitchen, and a gorgeous wood-topped bar. The ADU garden apartment is a versatile space which easily converts into a "granny flat." This potential Granny Flat unit (ADU) is fully functioning and ready to go, just needs city docs filed & approval. The vintage-inspired first floor completes the duplex with living and dining areas, kitchen, an office or 4th bedroom, a full bath with a clawfoot tub, and another bedroom with a large walk-in closet and an enclosed sunroom. The two upper-level units each offer 7 rooms, with three bedrooms and one bath, fully updated and currently rented on a month-to-month basis for maximum owner flexibility. The building's exterior matches the interior quality, featuring a recently cleaned greystone facade, low-maintenance landscaping, and a large, beautifully treed yard. Exceptional infrastructure updates include three newer water heaters, re-sided and repaired enclosed porches, white-seal roof coating, high capacity gutter & heat tape to prevent ice damming. The property is rounded out with a 2-car garage with new doors and openers, plus a private driveway for two additional cars and a new combination-lock side gate for added security. Current rents are at market value with month to month leases presenting significant upside potential for investors or live in owners. Ideally located on quiet Spaulding Ave and Altgeld St. yet near Logan Square corridors, walk to popular restaurants, nightlife retail and major CTA transit lines for downtown access. Ideal flexibility as a live in investment opportunity.

2454 N Spaulding Avenue, Chicago

$1,680,000
6 Beds 6 Baths 12581855 MLS CLOSED Status
Brand new gut-rehab of an historic greystone in a prime Logan Square location. Set on an over-sized 30' wide lot, this home provides the best of both worlds: old world craftsmanship & style combined with brand new finishes and a generous open layout. The first floor is spacious and wide with a large entry vestibule leading to the living room and dining room with a full wet bar. At the rear of the home is the oversized kitchen, large family room as well as a mudroom leading to the back deck. The kitchen features quartz countertops, custom-built soft-close cabinetry, 48' Wolf Range, paneled fridge and dishwasher, a large functional island, and a walk-in pantry. Natural white oak floors throughout, as well as abundant windows create a bright and inspired home. Upstairs there are 4 spacious bedrooms and 3 bathrooms. The primary suite features a large walk-in closet and a beautiful bathroom with a freestanding soaking tub. The laundry room is conveniently located on the top floor with cabinetry and a sink. The lower level includes a large family room and a full bathroom, as well as space to add a bedroom wall if desired. At the back of the lower level is a small one bedroom apartment, perfect for additional income, Airbnb, or an au-pair. Gorgeous designer-specified finishes throughout. Step out the back of the home onto a large deck overlooking a spacious yard. The garage is a full 2.5 car garage with tons of storage space and a party door. The location is great; just steps to the Logan Square Monument with dining, shopping, and tree-line boulevards all within a short walk from your home. The Blue Line CTA station at Logan Square is just a short walk away. The home is still in the final stages of construction but can be shown anytime.

3305 W Wrightwood Avenue, Chicago

$1,625,000
4 Beds 4 Baths 12573818 MLS CLOSED Status
Welcome to your dream home in the heart of Logan Square, a modern single-family residence that blends luxury with thoughtful design. Perfectly situated on a corner lot, this 5-bedroom, 3.5-bath home offers the ideal balance of sophistication, comfort, and convenience. The chef's kitchen is a true showpiece, featuring a 60" Wolf range, SubZero refrigerator, Bosch dishwasher, dual sinks, and Italian countertops. Custom metalwork, designed exclusively for the home, frames the open-concept kitchen and living area, while custom cabinetry surrounds the refrigerator for a seamless, modern look. Elegant lighting and finishes from Restoration Hardware bring a refined touch of luxury throughout. Upstairs, 6 skylights fill the vaulted ceiling hallways and bedrooms with natural light, creating bright and airy spaces. Four spacious bedrooms provide room for family and guests, while the lower level extends the living space with a fifth bedroom, a sleek wet bar, and a dog wash station. A thoughtful detail for pet lovers, the back entrance even includes a "dog apartment," perfect for keeping paws clean and organized. Throughout the home, integrated speakers set the perfect ambiance for everyday living or entertaining. The exterior is equally impressive, with crisp white siding, bold black Marvin and steel windows, and striking black accents. Outdoor living abounds with a welcoming front entrance deck, a private balcony off the primary suite, a designer patio, and a spacious rooftop deck above the 2-car garage. Located near Palmer Square Park, the 606 Trail, and the vibrant dining and shopping scene of downtown Logan Square, this home offers both a family-friendly environment and sophisticated city living. Whether hosting a gathering or enjoying a quiet evening at home, this residence was designed for those who appreciate quality, style, and comfort.

3434 W Palmer Street, Chicago

$1,050,000
7 Beds 4 Baths 12543412 MLS CLOSED Status
Prime West Bucktown investment opportunity just steps from the 606 Trail. This well-maintained legal 3-unit building plus a non-conforming 2BD/1BA garden apartment offers flexibility, upside, and long-term value in one of Chicago's fastest-growing corridors. Recently renovated with contemporary finishes, the property is ideal for a savvy investor seeking strong rental growth or an owner-occupant looking to live comfortably while building equity. West Bucktown continues to see rising demand, improving amenities, and upward rent trends-making this a smart, future-focused acquisition. Each unit features separate utilities, individual water heaters, and gas forced heat with newer furnaces. Unit 1 (owner's unit) offers new flooring, a remodeled bath, updated kitchen finishes, and in-unit laundry. Unit 2 features new flooring, a remodeled bath, and updated kitchen finishes. Both units showcase open floor plans and spacious bedrooms. Unit 3 (attic) is a bright 1BD with great natural light. The garden unit includes a private front entrance and rear exit. A shared washer/dryer is located in the basement for tenant convenience. Outdoor space and parking add to the appeal with a large yard, individual decks, and a 2-car garage. Unbeatable location just blocks from the Blue Line Western stop, surrounded by cafes, restaurants, boutiques, and nightlife. Enjoy alfresco dining at the newly opened Wolf & Company, sushi at Kyoten Next Door, artisanal lattes at Oromo Cafe, plus local favorites like Margie's Candies and Ava's Italian Ice. Ask agent for full list of improvements and rent roll.

1655 N Artesian Avenue, Chicago

$1,699,000
12 Beds 4 Baths 12539557 MLS CLOSED Status
This massive brick and limestone 3-flat on a 50 x 175 lot is one of the most stunning buildings in Logan Square. Large covered front balconies overlook the boulevard. The facade has amazingly ornate limestone and brick details. Large window openings and great setbacks flood the interior with natural light. The layouts are huge; with 4 bedroom apartments and multiple living spaces on each of the top two floors. The lower level has a finished 3 bedroom apartment in the front and common storage and laundry in the rear. The interiors include original features like hardwood floors with ornate inlays, radiant heat, handsome wood windows, stained glass, built-ins, and terracotta fireplaces. This oversized 50' x 175' lot has R4 zoning which allows for up to 8 apartments. There are beautiful gardens with outdoor space on the south side of the building and a large backyard. There is a 3-car brick garage with matching face brick and a side-drive leading to it. The garage could make a great ADU. The building lives wonderfully in its current 3 unit setup for maximum income, or as a single family with an in-law/au-pair/airbnb/additional rental unit. Located along stunning Humboldt Boulevard, and surrounded by historic homes and tree lined-streets this is not to be missed. Walk to Parson's, Giant, Scofflaw, Middlebrow, Gretel, Small Cheval and more. 12 minute walk to the CTA Blue Line, and just 1 block north of the 606 trail. Revered architect Hermann Gaul, famous for designing some of Chicago's most significant churches and schools, only drew a few residential buildings in the city and this is one of them.

1918 N Humboldt Boulevard, Chicago

$825,000
3 Beds 3 Baths 12497260 MLS CLOSED Status
Prime Investment or Live-In Opportunity Where Logan Square Meets Bucktown! This fully updated, turnkey two-unit property offers the ideal blend of strong rental potential and long-term value appreciation. Investors can maximize cash flow by renting both units, or choose to occupy the beautifully appointed duplex-up while collecting rental income from the English garden unit. The owner's duplex-up features 2 bedrooms and 2 bathrooms, with soaring ceilings, hardwood floors throughout, in-unit washer/dryer, and an open-concept living room leading into a fully renovated kitchen with island seating for four. The main level includes a spacious second bedroom, full bath, and laundry area. Upstairs, the large primary suite boasts a walk-in closet and en-suite bath. The first-floor English garden unit is a bright and updated 1-bedroom, 1-bathroom apartment with its own in-unit laundry-perfect for consistent rental demand. Property highlights include: Fully fenced lot with landscaped backyard and green space; expansive 20' x 20' rooftop deck over a two-car garage; numerous recent updates, making it move-in ready and low-maintenance. Utilities paid by tenants and both units are currently vacant, offering immediate leasing flexibility Located just steps from the Blue Line, residents enjoy acclaimed dining, boutique shopping, and vibrant nightlife across Bucktown, Logan Square, and Wicker Park. Quick access to I-90/94 ensures seamless connectivity throughout the city. This is a rare opportunity to secure a high-demand, income-producing property in one of Chicago's most desirable neighborhoods.

2418 W Charleston Street, Chicago

$1,140,000
5 Beds 4 Baths 12357565 MLS CLOSED Status
Architecturally rich and design-driven, this stunning West Bucktown/Logan Square two-unit seamlessly blends historic character with sophisticated modern updates. Set on a wide, sunlit corner lot, every detail has been thoughtfully curated to deliver exceptional style, comfort, and functionality. The owner's duplex-down is a true standout, featuring an expansive front living room and family room, filled with natural light and framed by oversized windows and hardwood floors. The beautiful and bright kitchen sits toward the rear of the home, adjacent to the dining room, and is complete with a picturesque window over the sink, abundance of storage including a butler's pantry and oversized island, designed for both ease and elegance. The lower bedroom level impresses with a newly designed layout and complete 2021 gut renovation. A stunning front bedroom greets you, framed with custom Crystalia Glass steel windows and doors, creating a flexible room - perfect for home office, guest room and more. Two additional bedrooms and two completely remodeled designer, luxurious bathrooms. Porcelain tile flooring, solid core doors throughout the lower level and a side-by-side laundry area with great storage complete this level. The second-floor apartment is the perfect rental or guest unit and offers excellent versatility with two bedrooms plus a den, a fully updated kitchen and bath, abundant natural light, and its own private laundry. Additional upgrades include brand-new electrical with updated panels, copper plumbing, high-efficiency HVAC with new venting, and separate utilities for each unit. A 2-car garage with overhead storage completes this incredible offering. Perfectly located steps from the Western Blue Line and some of the city's best dining, shopping, and nightlife, this is a rare opportunity to own a truly special property in one of Chicago's most vibrant neighborhoods.

2426 W Mclean Avenue, Chicago

$1,800,000
6 Beds 5 Baths 12320809 MLS CLOSED Status
Gorgeous, fully rehabbed 2-flat on beautiful Humboldt Boulevard. This historic Queen Anne Victorian seamlessly blends classic charm with modern luxury. You must tour to appreciate the quality and thoughtfulness of this rehab. Located on an oversized 29 x 125 lot, this building lives like a single-family home while offering the potential to realize great passive income through renting or an Airbnb. The duplex down unit has 3 bedrooms and 2.5 bathrooms. The first floor provides multiple living, entertaining and dining spaces. Enjoy a drink from the entertaining bar in the living room while sitting by the fireplace and admiring your boulevard views. The kitchen is fantastic with chef's quality finishes, a huge eat-in island, and custom-built walk-in pantry. There is also a true mudroom at the rear entrance and laundry room below. Downstairs there are 3 bedrooms and 2 bathrooms including a large primary suite with a walk-in closet. The duplex up unit has 2 bedrooms + office and 2 bathrooms. Enjoy treetop views and abundant sunlight throughout this exceptional apartment. The main level features open-concept living with a lovely living, dining and kitchen area. The office, saturated in hunter green, functionally opens to the living room via glass french doors; perfect for working from home. Upstairs, the primary suite offers a private retreat complete with 2 walk-in closets, a large bedroom with sunset views, and a spa-like bathroom with a soaking tub. Both apartments step out onto a rear porch perfect for grilling or relaxing. Thoughtfully designed with beautiful trim, professional lighting, and elevated finishes that bring a sense of polish and sophistication throughout. 2-car detached garage includes a 240V outlet-EV-ready for home charging. The boulevard is gorgeous. An amazing assembly of historic homes on one of Chicago's most prestigious streets. Walk to many great Logan Square and Humboldt Park options. The 606 trail is just 1.5 blocks away, and Armitage Street, with all of its charming restaurants and shopping, is just 3.5 blocks. The 200+ acre Humboldt Park is just outside your door. Easy access to Bucktown and Wicker Park.

1634 N Humboldt Boulevard, Chicago

$550,000
2 Beds 3 Baths 12014937 MLS CLOSED Status
This east facing single family home in the desirable Avondale neighborhood has great curb appeal. The exterior features newer siding (2016), a refinished parkway area, a locked front wrought-iron gate and fence and outside security lights that turn on via photo-cell. You walk into this home into the entrance-way and into the living room, dining room, kitchen, separate table eating-area in the kitchen, full bathroom, walk-in closet. Recent upgrades to the main level include fresh paint throughout, custom blinds, refinished hardwood floors, and upgraded bath including new tile, vanity, cabinetry, and toilet. The old-world charm staircase which takes you upstairs to the large master bedroom and a second bedroom, both with ceiling fans and a full bathroom. The 1 bed 1 bath in-law apartment on the garden level is perfect for related living. This space features front and back exits, new vinyl plank flooring installed in May 2023, an upgraded bathroom, and a modern open layout. The kitchen was also updated in May 2023 with new white shaker cabinets, countertops, and sink. The bedroom can easily accommodate a queen-size bed. Drain tiles were added in 2020 by a well-known water proofing company with a warranty until 2026. Behind, and next to the in-law apartment is the laundry room with its (new: 2016), whole-house A/C, furnace, hot water tank; as well as the water-proofing company's sump pump (2020). ALL double-pane windows were replaced in the living room, dining room and master bedroom, as other windows were, as needed. The backyard, with its locked gate and fenced-in yard and security lights, that also turn on via photo-cell, has a spacious patio perfect for entertaining. There is also a separate plant-growing area (or sandbox for the kids), and as you walk further back, you encounter either the one car garage with remote for the overhead door, and an attached office or storage space. Two additional off street parking spaces, are directly next to the garage on the property. Efforts were made to maintain the old charm of this single family home with the now modern mechanicals of the present. Excellent location within close proximity to Belmont Blue Line stop, expressway, 3 strip malls including Aldi's, a Walgreens, the nightlife & entertainment of Logan Square & Avondale, and much more. Based on location, the property qualifies for a community lending program that offers below average interest rates!

3120 N Kimball Avenue, Chicago

$850,000
8 Beds 3 Baths 11976221 MLS CLOSED Status
Come and see this duplex-down that is the size of a single family home, with a great income stream from the lovely apartment upstairs! An extra wide brick 2-flat on a 40-foot wide lot, located on a fantastic block in Logan Square! Such a lovely tree-lined street with a curated mix of Victorian single-family homes and traditional brick 2-flats, all on oversized lots. The first floor and basement are duplexed with 5+ bedrooms and 2 bathrooms and good ceiling height. Nicely updated with newer finishes throughout. The kitchen features stone countertops, stainless steel appliances and an additional island for eating & prep. Enjoy a huge walk-in pantry and laundry is also located right off the kitchen. The top floor is a 3 bedroom 1 bathroom apartment with updated finishes, generous bedroom sizes, and great natural light. Enjoy the eat-in kitchen with a walk-in pantry and full laundry room. Outside there is a wonderfully landscaped front and side yard, providing fantastic curb appeal and plenty of space for a vegetable garden and yard. Behind the home is a paved hangout area, including a covered awning from the garage which provides abundant summertime shade. Enjoy BBQs and weather-protected play on this large back patio. 3 car garage and an additional 1 car outdoor parking pad. Excellent location, walking distance to the lovely retail corridor along Wrightwood avenue (Necessary & Sufficient Coffee, Sugarmoon Bakery), the bars and restaurants along Fullerton (Park & Field, Monster Ramen), and a tree-lined walk to the Logan Square Monument and CTA Blue Line. Massive Airbnb potential from the upstairs apartment. This is a great single family alternative.

2509 N Drake Avenue, Chicago

$786,250
6 Beds 3 Baths 11910724 MLS CLOSED Status
2-unit building on large parcel measuring 185' deep x 31' wide. LOCATED on a quiet one-way street two blocks from the Logan Square Blue Line stop, Lula Cafe, The Logan Theater, and is within the Northwest Zone Accessory Dwelling Unit (ADU) pilot area. MAINTAIN this building as 2-units, convert to a single-household building with an in-law arrangement, and/or add a third unit above the garage pending City approval. GUT RENOVATION designed by BauerLatoza Studio in the 1990s and since updated including triple pane windows, siding, roof (~ 2010), granite kitchen countertop in Unit 2 (2022), painted interiors, 40-gallon water heater (2014), American Standard furnace (2010), and AC (~2022). Shared laundry is in the mechanical room. Bosch front load washer and dryer. Sewer scoped and rodded out annually. Electric and plumbing completed updated in the mid-1990s. TOP UNIT occupies the first and second levels, is approximately 2,050 sq ft, and features 5 bedrooms, 1.1 bathrooms, has open floor plan, and high ceilings. Two of the bedrooms and the full bathroom are on the first level. Red oak and hardwood floors in most rooms. Architectural details include a barrel vaulted ceiling in the dining room, series of square transom spaces in a first-floor bedroom, and Iowa barn wood lined walls and vaulted ceilings designed by notable artist on the top floor. Fully rehabbed and insulated second level with abundant skylights and storage. Kitchen features granite countertops (2022), dual stainless steel sink (2022), and stainless-steel appliances including Franklin Chef commercial stove with side broiler oven, Maytag refrigerator (2010), and Bosch dishwasher (2013). Additional storage offered in the Breakfast Room built-in shelving, mud room, and foyer with ceramic tile floors. Large deck with lift is accessible through the backyard and mud room. Single level living here is possible because of the lift, full bathroom, and two bedrooms on the main level. Tenant occupied first floor through January 2024. WALK-OUT GARDEN UNIT is approximately 540 sq ft and features 1 bedroom, a large tandem room currently used as a large walk-in closet, 1 bathroom, kitchen, foyer, and living room with great daylight. Tenant occupied through early November 2023. BASEMENT is finished; inside stairway connects to basement apartment, includes shared Bosch side-by-side washer and dryer, laundry sink, mechanicals, work room, storage space, and exterior access to the backyard. Don't worry about parking again as this property features 1 outdoor parking space on the private parking pad and two interior garage spaces. The large attic with walk-up stairs in the garage is an ideal storage space, work space, and potential living space pending City approval. Abundant green space within the fenced yard, shed for extra storage, and deck. Move Confidently!

2436 N Sawyer Avenue, Chicago

$775,000
8 Beds 3 Baths 11874525 MLS CLOSED Status
ATTENTION: INVESTORS, DEVELOPERS, RESIDENTIAL HOME BUYERS, or anyone looking for a two-unit w/Garden-In-Law arrangement in HOT! sought after Logan Square, is near the popular 606 Trail. * This beautifully maintained Red brick turn-key building provides versatile living options catering to homeowners, developers, and investors. * Both first and second-floor apartments have three bedrooms, fully tiled bathrooms, spacious living and dining rooms, and large, well-equipped kitchens. * The First floor boasts hardwood flooring, granite countertops, an eat-in peninsula area, oak cabinets, and black steel appliances. * The second floor features hardwood flooring, Formica countertops, an eat-in peninsula area, oak cabinets, and stainless-steel appliances. * The Garden In-Law arrangement apartment is an attractive rental or in-law option, offering vinyl and carpeted flooring, a large foyer, a spacious living room, two sizable bedrooms, a fully tiled bath, and a well-equipped kitchen with granite countertops, shaker cabinets, and stainless-steel appliances. * Security system with cameras throughout the building * The back of the building offers exterior lighting throughout, and a large yard that is suitable for cookouts and family gatherings. * The Garage and carport accommodate 3 cars, have extra overhead storage, and three overhang garage doors; one "Party garage door" that leads to the backyard all of which can be used for a large family or rented to collect additional rental income. * An investment opportunity just waiting for you and a chance to own your first starter home with rental income potential, or a great property that may be converted over to condos.

3523 W Dickens Avenue, Chicago

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Logan Square, Chicago IL · Curated MLS Search

Homes with Garage Apartment in Logan Square, Chicago IL

An editorially curated view of every active homes with garage apartment listing in Logan Square, Chicago IL. Updated in real time from the local MLS, presented without the noise.

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