View All Wicker Park Chicago IL Homes with In-Law Suite Listings

$1,450,000
5 Beds 5 Baths 12753041 MLS NEW Status
Rare West Town/East Village offering combining the perfect bland of scale, architecture, design and outdoor living. This exceptional 4,000 Sq Ft, 5 bed, 4.5-bath home spans four finished levels and pairs soaring high ceilings, two primary suite options, a private south facing roof deck with postcard worthy skyline views, a fenced backyard, multiple outdoor entertaining spaces and an attached 2-car (tandem) garage. Extensively upgraded and impeccably maintained, this is sophisticated city living with room to spread out. From the moment you enter, the home reveals a thoughtful balance of architectural volume and refined, transitional design. White oak floors, modern tile, custom wall coverings, designer window treatments, upgraded lighting and organized closets create a cohesive and polished aesthetic throughout. The main level welcomes you with a gracious foyer and an abundance of storage before unfolding to a spacious in-law suite with a full bath. The suite opens out to the fenced backyard, recently refreshed with brand new artificial turf. An attached 2-car tandem garage w/ lofted storage completes this level. The 2nd floor is the architectural centerpiece, where 14' ceilings and southern exposure fill the expansive living spaces with natural light and frame tranquil views of tree-lined Superior St. The beautifully renovated kitchen combines crisp white & navy cabinetry with quartz countertops, a farmhouse sink, second prep sink, subway tile backsplash, new breakfast bar, upgraded plumbing fixtures, warming drawer, wet bar and pantry. The kitchen flows effortlessly into the oversized open-concept living and dining room, anchored by a new stone-surround fireplace and illuminated by soaring ceilings and double Juliet balconies. Just beyond, the rear deck extends the living space to the outdoors, creating an ideal setting for al fresco dining, grilling and entertaining. A sophisticated powder room featuring brass fixtures and chic designer wall coverings completes the level. Heading up, the 3rd floor introduces two generous guest bedrooms each with a walk-in closet, plus a hall bath and dedicated laundry room. The first of two primary suite possibilities offers an expansive walk-in closet and updated ensuite bath featuring a new vanity/ lighting, shower and Jacuzzi tub. At the top level, vaulted ceilings create a dramatic sense of volume and an entirely different experience. Use this exceptional space as a second oversized primary suite, family room, media lounge, home office, guest retreat or a combination of them all. The space opens directly to the private South facing roof deck, recently rebuilt (2023) and enhanced with new Trex decking. Here spectacular Chicago skyline views create the quintessential urban backdrop. A luxurious full bath with dual new vanities, updated shower and Jacuzzi tub, along with an XL walk-in closet, complete this level. THOUGHTFULLY INVESTED & BEAUTIFULLY MAINTAINED, recent improvements reflect a significant commitment to comfort and long-term ownership: 2026: New storm doors, new backyard turf, laundry moved to the third floor and venting completely rebuilt through the home. 2025: New LG front-load washer and dryer (both Wi-Fi enabled). 2023: Balcony roof completely rebuilt, Entire first floor fully re-tiled, including hallway and bedroom. New hot water heater, New Carrier 5-speed 16 SEER air conditioner/heat pump, New Carrier 96% efficient, two-stage 120,000 BTU furnace. 2022: New tear-off roof, Approx 350 SF of deteriorated plywood replaced, GAF FeltBuster Synthetic Roofing Felt, Grace Ice & Water Shield installed along roof perimeter, New drip edge & metal flashing as needed, and New GAF Timberline 30 yr architectural shingle roof. All of this and more set on a quiet tree-lined street- this home offers a rare combo of residential tranquility & neighborhood energy. Chicago Ave's acclaimed restaurants, cafes, boutiques, nightlife and everyday conveniences are just steps away.

1856 W Superior Street, Chicago

$1,400,000
3 Beds 4 Baths 12684291 MLS CLOSED Status
Welcome to this professionally designed 4-bedroom, 3.5-bath single-family home offering more than 3,100 square feet of beautifully finished living space in the heart of West Town. Thoughtfully renovated with high-end finishes and major capital improvements throughout, this move-in-ready residence combines modern luxury with exceptional functionality. The home features a handsome brick-front exterior, white oak hardwood floors throughout the first and second levels, all new mechanicals, a tankless hot water heater, a brand-new roof, new metal and treks decking, and a two-car garage. The expansive main level is designed for both everyday living and entertaining, offering spacious living and dining areas that flow seamlessly into a stunning eat-in chef's kitchen with a walk in pantry. Outfitted with high-end appliances, quartz countertops, abundant cabinetry, and a coffee bar, the kitchen serves as the centerpiece of the home. Upstairs, you'll find three generously sized bedrooms, including a luxurious primary suite featuring two walk-in closets and a spa-like bath with dual vanities, a soaking tub, walk-in shower, and heated floors for year-round comfort. The finished lower level provides incredible flexibility with a fourth bedroom, full bath, large family room, wet bar, and ample storage. With its separate living spaces, the lower level offers excellent potential for a guest suite or in-law arrangement. Outdoor living is equally impressive with a newly installed paver patio, perfect for relaxing, grilling, and entertaining. Ideally situated in one of Chicago's most vibrant neighborhoods, this home is just steps from Mariano's, acclaimed restaurants, nightlife, boutique shopping, and public transportation, including the Chicago and Damen bus lines. Enjoy quick access to downtown and everything the city has to offer while living in a turnkey home that delivers both style and substance.

2044 W Superior Street, Chicago

$785,000
4 Beds 3 Baths 12355564 MLS CLOSED Status
INCREDIBLE OPPORTUNITY - 3BR+2BA SINGLE-FAMILY RESIDENCE, PLUS 1BR+1BA MULTI-GENERATIONAL OR RENTAL UNIT (AIRBNB ALLOWED)...OR EASILY CONVERT PROPERTY BACK TO FULL SINGLE-FAMILY RESIDENCE! Nestled among million-dollar homes in the hidden gem of Smith Park in West Town, this one-of-a-kind property offers unmatched flexibility, income potential, and modern comfort. This residence is Airbnb/STR certified by the city and is just 13 minutes from downtown, 8 minutes from the United Center, and steps from the Metra. A thriving neighborhood filled with top-rated dining, coffee shops, and boutique shopping. The top floor unit is a showstopper with 30-ft ceilings, six stunning UV-treated stained-glass-style skylights, and an open-concept living space bathed in natural light. Hardwood floors and soaring ceilings create a grand yet inviting atmosphere. Luxurious primary suite with walk-in and second closet, spa-like ensuite bath with soaking tub and step-in shower. Chef's kitchen, 3 out-door spaces (new grill included), and even a 240-bottle wine area! The ground-floor unit is a bright and spacious 1BR+1BA retreat, ideal for rental income, an Airbnb investment, or an in-law suite. Property boasts newer roof, and newer mechanicals and features. Easy parking with permitted street parking (up to 5 spaces!) and free parking across the street at Smith Park. Enjoy the park's pool, tennis courts, dog-friendly playground, playing fields, walking track, and even chess tables. DON'T MISS THIS RARE FIND - CHCICAGO'S BEST KEPT SECRET!

708 N Rockwell Street, Chicago

$869,900
3 Beds 3 Baths 12212347 MLS CLOSED Status
Welcome to the epitome of modern living at 728 North Elizabeth Street, Unit 2, nestled in the vibrant neighborhood of West Town, Chicago. This stunning penthouse duplex condo embodies contemporary elegance and functionality, offering an open concept design that is both inviting and sophisticated. Step inside to discover white oak hardwood floors that lead you through a spacious living area, highlighted by a sleek modern fireplace. The custom kitchen, designed by Outline Interiors, features exquisite quartz countertops and high-end appliances, making it a culinary enthusiast's dream and perfect for entertaining guests. This home boasts three spacious bedrooms and three luxurious bathrooms, including a versatile in-law suite or guest bedroom. The primary bedroom serves as a true retreat, complete with a spa-like primary bath featuring a steam shower, heated floors, standalone soaking tub, and a private toilet room. A custom closet spans the entire width of the room, offering ample storage space. Exclusive rooftop rights with direct access from your unit elevate this home to new heights. Enjoy the rooftop level's wet bar and beverage center, perfect for hosting or unwinding with panoramic views of the city. Additional features include garage parking, central air conditioning, gas heating, and an in-unit washer/dryer for your convenience. This pet-friendly residence is just steps away from the Chicago El and the bustling Milwaukee corridor, ensuring you're always connected to the heart of the city. Garage parking is included in the price, adding to the convenience and value of this exceptional home. Experience the best of modern living in West Town-schedule your viewing today!

728 N Elizabeth Street Unit #2, Chicago

$899,000
4 Beds 3 Baths 12150893 MLS CLOSED Status
Welcome to your new home in the heart of Chicagos West Town Neighborhood! This beautifully updated single-family residence with lower level in-law unit combines classic charm with contemporary convenience. As you step inside, you'll be greeted by an inviting open floor plan that bathes in natural light, highlighting the gorgeous hardwood floors throughout. The spacious living room is perfect for both relaxing and entertaining. You'll enjoy the gorgeous wood and gas burning fireplace. The modern kitchen features updated appliances, including a Wolf stove, sleek granite countertops, and white shaker cabinets with ample space. The adjacent dining area and living room flow seamlessly, creating a perfect space for gatherings. This home offers four bedrooms, including a large primary suite with a Jack and Jill bath. The lower level features a separate in-law suite, complete with its own living area, two bedrooms, laundry room with washer and dryer and full bathroom with Kohler Jacuzzi bathtub-ideal for guests, extended family, or even as a potential rental space. Outside, you'll find a 2-car garage with a unique deck and cedar pergola on top. The deck is composite and was fully replaced two years ago. This area offers a serene space for outdoor relaxation and entertainment. Located in a vibrant West Town neighborhood, this home provides easy access to local amenities, parks, and transportation. Don't miss your chance to own this modern gem with all the charm and convenience you could wish for! Schedule your tour today and make this dream home yours!

540 N Hermitage Avenue, Chicago

$1,095,000
4 Beds 3 Baths 11966086 MLS CLOSED Status
Welcome to 2224 W Huron! This beautiful south-facing home is located on a quiet, tree-lined, one-way street in the heart of Ukrainian Village. It boasts high ceilings, elegant hardwood floors, and oversized windows that let in plenty of natural light. The home underwent a comprehensive renovation in 2018, making it a perfect blend of vintage charm and modern convenience. The main level of the house features an open-concept living area, complete with a custom stone fireplace and a generous dining space. The living area flows seamlessly into the kitchen, which is a culinary dream come true. It features a spacious island with beautiful quartz countertops, a built-in sink, a convenient pop-out microwave, a SubZero fridge, and a Wolf 4 burner range with a griddle. There is also a custom wet bar with quartz counters and a backsplash, as well as a coffee station with a sink, a beverage fridge, and an ice maker. The newly revamped kitchen opens to a deck, a yard, and a rooftop oasis atop the garage. On this level, there is also a full bedroom and bathroom, perfect for guests or as an in-law suite. Upstairs, you will find the expansive primary bedroom, which offers ample walk-in closets and a luxurious primary bathroom with a floating double vanity. There are two more bedrooms on the second floor, each with spacious closets featuring custom-built ins. They share a full bathroom. There is also a washer and dryer conveniently located on the second-level hallway, along with extra storage. This stunning home has plenty of outdoor space to offer: a deck and a large backyard perfect for outdoor gatherings. The real highlight is the rooftop garage deck, featuring artificial turf, a stylish pergola, and adjustable louvers that allow you to create the perfect outdoor oasis. State-of-the-art Smart Home Control4 system lets you manage the lighting, HVAC, audio surround sound, and security features from your smartphone. Conveniently located near Mariano's and surrounded by the vibrant culinary, shopping, and entertainment scenes of West Town and Ukrainian Village, this gem is also within the sought-after Mitchell Elementary School district. Recent updates include a new roof (2021), renovated parapet walls (2021), a kitchen makeover (2021), replacement of the concrete sidewalk (2023), as well as the addition of the rooftop garage (2022). 240v electric to the garage.

2224 W Huron Street, Chicago

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Wicker Park, Chicago IL · Curated MLS Search

Homes with In-Law Suite in Wicker Park, Chicago IL

An editorially curated view of every active homes with in-law suite listing in Wicker Park, Chicago IL. Updated in real time from the local MLS, presented without the noise.

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