View All Lincoln Square Chicago IL Multi-Family Homes Listings

$1,247,500
7 Beds 4 Baths 12722849 MLS ACTIVE Status
SECOND CHANCE AT AN EXCEPTIONAL LINCOLN SQUARE PROPERTY! Back on the market after the previous buyers were unable to move forward. This beautifully maintained 2-unit property features a rare DUPLEX-UP + DUPLEX-DOWN configuration with 7 BEDROOMS, 4 FULL BATHS AND A 2-CAR GARAGE. The 4-bedroom duplex-up is NOW VACANT AND EASY TO SHOW, offering excellent upside potential for an owner-occupant or investor. Live in one unit and collect rent from the other, lease both DUPLEXES, or explore the conversion to a spectacular single-family home. Unit 1 is a spacious 3-bed/2-bath duplex-down with a renovated kitchen, stainless appliances, granite counters, island, updated baths and mudroom.The tenants for the DUPLEX-DOWN are currently finishing up a 2 year lease on 4/27, with large upside potential to significantly increase the monthly rent. Unit 2 is an expansive 4-bed/2-bath duplex-up with a renovated kitchen, breakfast island and separate dining area. Both units have IN-UNIT LAUNDRY. Enjoy a beautifully landscaped property, private gated backyard with custom pavers and a large entertaining/grilling area, plus a detached 2-CAR GARAGE. Fantastic location on a quiet, one-way, tree-lined street near Winnemac Park, restaurants, shopping, transportation and everything Lincoln Square has to offer including Lincoln Avenue. INCREASED RENT + VACANT DUPLEX-UP + PRIME LINCOLN SQUARE LOCATION. Easy to show - don't miss this opportunity!

4937 N Bell Avenue, Chicago

$1,241,000
6 Beds 3 Baths 12686346 MLS CLOSED Status
Exceptional opportunity to own one of Lincoln Square's most charming and architecturally significant greystones on one of the neighborhood's most picturesque, tree lined blocks. Beautifully maintained and thoughtfully updated over the years, this timeless two flat with an additional garden apartment showcases true pride of ownership while offering remarkable flexibility for investors, owner occupants, or those seeking the perfect house hacking opportunity in one of Chicago's most coveted neighborhoods. The first floor residence offers two spacious bedrooms and a beautifully renovated bathroom, complemented by an expansive floor plan featuring a gracious living room, sun filled den, formal dining room, and an updated eat in kitchen. Rich original oak hardwood floors, intricate millwork, and a stunning built in hutch have been meticulously preserved, highlighting the home's historic character. The renovated kitchen opens to a private rear porch, an ideal setting for morning coffee, al fresco dining, or entertaining guests. Generous storage can be found throughout the home. The second floor residence features three bedrooms, one updated bathroom, and a dedicated office just off the kitchen, perfect for today's work from home lifestyle. The spacious living room is flooded with beautiful southern sunlight, while the oversized formal dining room provides an inviting space for family gatherings and entertaining. The bright and welcoming garden apartment offers a well designed one bedroom, one bathroom layout with abundant natural light, creating an attractive option for additional rental income, extended family, or guest accommodations. The building has been exceptionally cared for, reflecting decades of thoughtful stewardship and meticulous maintenance. Additional storage and a shared laundry area are conveniently located in the basement. Outside, the professionally designed Zen inspired rear garden creates a peaceful urban retreat. The full masonry three car garage is crowned by an impressive finished rooftop deck, an extraordinary outdoor living space rarely found in the city. The location is simply unmatched. Just one block from the vibrant heart of Lincoln Square, you'll enjoy effortless access to beloved neighborhood restaurants, cozy cafes, boutique shopping, neighborhood taverns, parks, the CTA Brown Line, the Lincoln Square Farmers Market, the Chicago Riverwalk trail system and the year round concerts, festivals, and community events that make this one of Chicago's most treasured neighborhoods. Whether you're looking for a trophy investment, a multi generational home, or an owner occupied property with substantial income potential, this exceptional greystone offers timeless architecture, impeccable condition, enduring value, and outstanding future upside in one of Chicago's strongest and most sought after residential markets.

2230 W Leland Avenue, Chicago

$1,425,000
5 Beds 4 Baths 12610433 MLS CLOSED Status
Introducing 4822 N. Leavitt, a beautiful multi-unit home, located in the heart of Lincoln Square. This all-brick 2 flat has been meticulously maintained over the past 42 years, and its updated features are endless. The first-floor duplex boasts a stunning kitchen with custom cabinets, SS appliances and quartz countertops, 3 bedrooms plus a tandem sunroom, a cozy lower-level media room with gas fireplace, zoned surround sound, a 270-bottle Enofrigo wine chiller, office nook, laundry room/storage, replacement windows, tankless water-heater and central AC. The second-floor unit includes 2 bedrooms plus a tandem sunroom, an updated kitchen with pantry, decorative fireplace, replacement windows, and laundry hook-up. Step outside and experience your very own urban oasis. The private decks and rear stairs are made of steel and Ipe decking, and the paver patio, which is surrounded by flowering pear/cherry trees and a bubbling fountain, provides ample space for entertaining and relaxing. The 2-car garage includes a charging station. This 2-flat is ideal for the live-in owner who wants additional rental income or desires an in-law arrangement. Plus, there's expansion/conversion possibilities if you need more room to grow. The home's location is perfect with its tree-lined street and proximity to parks, exceptional public/private schools, public transportation, shopping, and dining. Come see why the WSJ calls Lincoln Square "one of the city's top destinations". The current owner uses the second-floor unit as a home office and guest accommodations. There are no current leases.

4822 N Leavitt Street, Chicago

$1,195,000
5 Beds 2 Baths 12589502 MLS CLOSED Status
Fantastic opportunity to own a classic Chicago gray stone in the heart of Lincoln Square. This well-maintained two-unit building offers incredible flexibility for investors or owner-occupants looking to house hack in one of the city's most sought-after neighborhoods. Brand new windows throughout and under warranty. The first-floor unit features two bedrooms and one bathroom with a spacious layout including a separate living room and dining room, hardwood floors, and excellent storage throughout. The unit also has a rear porch and access to laundry located in the basement. The second-floor unit offers three bedrooms and one bathroom and has been thoughtfully updated. The kitchen and bathroom have been fully remodeled, and the hardwood flooring has been beautifully refinished. This unit also features a large living room, separate dining room, front balcony (brand new metal), and in-unit washer and dryer located on the back porch. The top-floor unit is currently vacant, making it perfect for a buyer looking to move in and house hack the property. The unfinished basement provides additional value-add potential and could offer the opportunity to duplex down with the first-floor unit. Outside, you'll find a nice backyard space and a two-car garage, adding convenience and additional value. Located just one block from the heart of Lincoln Square, this property is steps from popular restaurants, shops, bars, parks, and the train, making it an incredibly desirable location for tenants and homeowners alike. This is a rare opportunity to own a beautiful gray stone in a prime Chicago neighborhood with strong rental potential and future upside.

2252 W Leland Avenue, Chicago

$1,002,000
5 Beds 2 Baths 12547286 MLS CLOSED Status
Bring your vision to this rare single-family home conversion opportunity on a beautiful, quiet, tree-lined street in sensational Lincoln Square location!! Pristine, updated, brick 2-flat on extra-wide lot. Traditional floor plans. Both units feature combination living room/sun rooms, separate dining rooms, kitchens with walk-in pantries, enclosed back porches, original hardwood flooring, vintage crown molding and original doors. Vacant first floor unit is 2BR/1BA (formerly 3/1; two smaller bedrooms have been combined into one large bedroom). Second floor (currently on month-to-month lease to family member at a rate that is significantly below market) is 3BR/1BA and also features a decorative fireplace and original built-ins. Kitchens and baths in both units updated in 1992. Full, unfinished basement features laundry facilities, work bench, two cedar-lined closets, an abundance of storage space and both interior & exterior access. New roof, new plumbing risers, and extensive tuck pointing (including lentils) in 2020. Sewer lines rodded in 2024. New boiler in 2025. Updated 100 amp electrical service with separate circuit breaker panels for each unit. Very well maintained overall. Detached, split garage. Property is zoned RS-3. This amazing location cannot be beat!! Literally only steps to the boutiques, restaurants and entertainment venues in the heart of Lincoln Square (think Warbler, Cobblestone Cafe & Bistro, Willow Cafe & Bistro, Jerry's, Gideon Welles Craft Beer Bar & Kitchen, Vaca's Creamery, Daily Bar & Grill, Caro Mio Italian Ristorante and on and on and on), local parks and CTA Brown Line trains and buses. Quick and easy access to equally hot Andersonville, Lincoln Park, the Lake Michigan beaches, the lakefront running/walking/biking path and the interstate highway system. This property is an estate sale. Further information is limited. The property is being sold "AS IS".

2245 W Giddings Street, Chicago

$1,050,000
6 Beds 3 Baths 12171212 MLS CLOSED Status
Beautifully updated & expanded Brick 2-Flat in the heart of Lincoln Square, with finished basement and garage roof deck! This home has been meticulously maintained, and shows a true pride of ownership. If you're looking for a truly move-in ready property in the neighborhood, this is it! The owners' unit (floor 1) has gleaming hardwood floors, which start from the formal entry foyer & through the separate living & dining rooms. The renovated, white kitchen with granite counters and stainless steel appliances connects to its own laundry room - intelligently designed with built-ins surrounding the full-sized, stackable washer & dryer, in combination with your mudroom/rear entry. This floor enjoys 2 large bedrooms plus an updated bath, and has the flexibility to duplex to the lower level if you like. The second floor is light & bright, with a massive open living room that enjoys separate office alcove & steps out to a private balcony overlooking the tree-lined street. There's also a formal dining room, which leads to the updated kitchen: rich cabinetry, granite counters & stainless steel appliances. There's also two spacious bedrooms (both can fit a king sized bed), updated bathroom with window & in-unit laundry. Both units have separate central air/heat. The basement is the perfect additional/bonus living space. The current owners use it as an additional guest suite & home office: it has a large living/dining room area, with 2 bedrooms & updated full bathroom. There's also enough space to add a kitchen/kitchenette if you need. Outside, the improvements continue: New, extra-tall garage with (12) foot tall door is perfect for your camper vans, or to use as storage or workshop. It has soaring 14 foot ceilings. The roof deck atop it seemingly floats above the rest of the neighborhood, offering views of the tree-tops and the downtown skyline, with pergola for privacy. With the connection to the landscaped, fully enclosed backyard with stamped concrete patio, and the covered front porch, this home's abundance of outdoor spaces delivers! 2235 W. Leland is perfect as configured, but could also be converted to a single family home with its prime location: great for those wanting space & updates. Recent Updates: Roof (2019), Windows (2022), A/C (2023) plus solar panels (2021). The location is sublime: 1 block to Lincoln Avenue and all its terrific dining and shopping, Davis Movie Theater, plus easy access to the CTA Brown Line and Bus Stops on Western. Also convenient to the Chicago River, and with easy street parking. It's all here...come home!

2235 W Leland Avenue, Chicago

$1,025,000
8 Beds 3 Baths 12120158 MLS CLOSED Status
**OFFERS DUE MONDAY. JULY 29 @ NOON** Welcome to this stunning all brick two-flat located in the heart of Lincoln Square. This amazing home offers a rare 5Br/2Ba duplex down, plus a 3Br/1Ba on the top floor - live-in owner, Airbnb, intergenerational living, investment - the options are endless! Throughout the entire home you will find tons of original character and vintage details with the right amount of updates and modernization (including central AC, new boiler, in-unit laundry, and more). As you enter the first floor, you will notice the beautifully maintained vintage trim and crown molding throughout. Directly off of the entrance walk into a sun drenched living room. Further down the hall you will find the formal dining space, flanked by the first of three bedrooms on this level. Continue through the home past the original built-in hall storage and onto the 2nd bedroom and the completely renovated full bathroom. Pass through the wonderfully updated galley style kitchen with granite countertops and stainless steel appliances. And finally onto the amply sized primary bedroom with a massive walk-in closet. Down a short flight of stairs to the lower level takes you into an oversized family room. Further down the hall you will find the 2nd completely updated bathroom, two additional bedrooms, and a laundry room. Upstairs on the 2nd floor, you will find a classic Chicago 3Br/1Ba with a large living room room to the and a small bedroom/office at the front with its own private balcony. The formal dining room is to the left flanked by the 2nd bedroom. Pass by the 3rd bedroom and fully updated bathroom into the nicely updated eat-in kitchen, and then a rear sun room with its own in-unit laundry. At the back of the unit is a large, picturesque patio with space for dining, relaxing and grilling. Behind the home is a serene, landscaped backyard and patio area, along with a 2 car garage plus a carport for an extra parking space. The location of this property is unbeatable - just a short walk to Giddings Plaza, dining and boutique shopping along Lincoln Ave, as well as easy access to both the CTA Brown Line and Metra. Two of the City's best parks - Welles Park and Winnemac Park - are nearly equidistant walks or a quick bike ride.

2220 W Giddings Street, Chicago

$1,081,000
6 Beds 4 Baths 12078258 MLS CLOSED Status
Step into the elegance of this meticulously restored Victorian 2-Flat, duplexed gem nestled in the heart of Chicago's sought-after Lincoln Square neighborhood. Boasting a complete rehabilitation and situated on an oversized lot, this stunning multi-family 2-unit residence lives like a SFH, exudes timeless charm and modern sophistication. From the moment you approach its tree-lined street, the allure of this home is undeniable. Each unit offers a unique blend of classic architectural details and contemporary luxury, providing a harmonious balance between old-world charm and modern convenience. The upper duplex unit, a spacious 4-bedroom, 2-bathroom retreat, is a sanctuary of intimate living. With high-end finishes, including a gourmet kitchen with stainless steel appliances and granite countertops, this unit is designed for those who appreciate the comforts of home. The primary suite occupies the entire top floor and is a haven of tranquility - from the custom millwork and cabinetry to the private full bathroom - it even features a discreet built-in desk for those embracing the work-from-home lifestyle. The lower 2-Bed, 2-Bath duplex unit offers the perfect opportunity for additional rental income (or an owner residence) and does not compromise on quality. With its own distinct charm and updated amenities, it presents a comfortable and inviting living space, along with a bonus room den/office situated in the fully finished lower level. Enjoy a spacious and enclosed backyard with detached 2-car garage, green space and a brick laid patio area for outdoor entertainment. Beyond its exquisite interiors, this home also boasts practical upgrades, including new AC, Furnace, Water Heater (20-22) newer copper plumbing, wiring & windows ensuring both beauty and functionality for years to come. Conveniently located within walking distance to public transportation, dining options, and parks, this residence offers the quintessential Chicago lifestyle. Whether you're seeking a luxurious owner's retreat or a lucrative investment opportunity, this Victorian masterpiece delivers on every front.

4943 N Bell Avenue, Chicago

$875,000
4 Beds 2 Baths 12010594 MLS CLOSED Status
This beautifully renovated 2-flat in the heart of Lincoln Square offers a rare opportunity to own a classic Chicago red brick building on a 30 ft wide lot, nestled on a picturesque tree-lined street. The property is ADU approved, providing flexibility to convert it into a 3-flat or add a duplex down. Unit one boasts 2 bedrooms and 1 bathroom, featuring a formal dining area with original built-ins and a living room adorned with a charming brick fireplace. Recently renovated, it showcases brand new vinyl windows, HVAC, venting, A/C, hot water heater, and a chef's kitchen equipped with high-end appliances. Unit two comprises 3 bedrooms and 1 bathroom, with the option to enclose the third bedroom which currently opens up into the living area. The second-floor living space is bathed in natural light and leads to a front balcony, offering a delightful retreat. The formal dining space boasts tray ceilings and original built-ins. Unit 2 upgrades include new HVAC, A/C, hot water heater, light fixtures, smart locks, and washer/dryer hookups. The basement, currently unfinished and used for storage, features a brand new washer and dryer. Both units have been freshly painted and offer rear decks leading to a beautifully landscaped backyard. The outdoor space includes a large flagstone patio with a fire pit and a small garden, leading to the 2-car garage. Situated just half a block from Lincoln Ave's vibrant amenities, including coffee shops, the Davis Theater, amazing restaurants, Wells Park, shopping, and public transportation, this property is a must-see for those seeking the perfect blend of classic charm and modern convenience in Lincoln Square.

2229 W Leland Avenue, Chicago

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Lincoln Square, Chicago IL · Curated MLS Search

Multi-Family Homes in Lincoln Square, Chicago IL

An editorially curated view of every active multi-family homes listing in Lincoln Square, Chicago IL. Updated in real time from the local MLS, presented without the noise.

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