View All Irving Park Chicago IL 2-Flats Listings

$750,000
4 Beds 3 Baths 12726630 MLS PENDING Status
AIRBNB OPPORTUNITY. Turnkey and professionally renovated in 2022, this rare 2-flat sits on one of the best tree-lined blocks in East Irving Park, just blocks from top schools, parks, and the 312 Trail along the Chicago River. The first-floor owner's unit offers 2 bedrooms and 2 baths, anchored by a primary suite with a full ensuite bath, a gourmet kitchen featuring a high-end SMEG gas range and custom-panel refrigerator, in-unit washer/dryer, and a spacious second bedroom. The second-floor unit delivers 2 bedrooms, 1 bath, an eat-in kitchen with a large pantry (with potential to add laundry), and dedicated basement laundry. An unfinished basement with a private entrance and 6.5-foot ceilings presents excellent value-add potential-easily finished as extra living space, a home gym, workshop, or even duplexed with the first floor as its own unit. (There is a bathroom rough in in basement) Outdoor living includes a deck overlooking a shared backyard with a detached 2-car garage for secure parking and additional storage. Minutes to Horner Park, two dog parks, and the 312 River Trail for walking, running, and biking, with the Blue Line, Brown Line, and expressways all within one mile for a quick commute to the Loop, O'Hare, and beyond-all surrounded by neighborhood shops, cafes, and restaurants. (PLEASE NOTE PHOTOS HAVE BEEN VIRTUALLY STAGED WITH FURNITURE TO SHOW YOU OPTIONS, FINISHES WERE NOT STAGED EXCEPT IN UNFINISHED BASEMENT TO SHOW AN EASY UPDATE)

3712 N Francisco Avenue, Chicago

$750,000
5 Beds 4 Baths 12711401 MLS PENDING Status
Exceptional opportunity to own a beautifully maintained and thoughtfully updated two-flat on one of Avondale's most desirable tree-lined streets. Whether you're an investor seeking a turnkey income property or an owner-occupant looking for a flexible multi-unit living arrangement, this property offers incredible versatility, thoughtful updates, and future upside. The sun-filled owner's unit lives like a single-family home, spanning the second and third floors and featuring 3 bedrooms, a den, 2 full bathrooms, two separate living rooms, a formal dining room, and in-unit laundry. The attic has been completely transformed into a luxurious primary suite complete with a spacious bedroom, full bathroom, laundry, and an additional living space-creating the perfect private retreat, home office, nursery, or lounge. The first-floor unit offers 2 bedrooms plus a den, a formal dining room, one full bathroom, basement laundry, and a private rear deck, making it an attractive rental or ideal space for extended family. Step outside and enjoy one of the home's most impressive features-a beautifully landscaped backyard with a large patio, perfect for entertaining, grilling, gardening, or simply relaxing on warm Chicago evenings. The property also includes one rear parking space, a valuable convenience in this sought-after neighborhood. It's a truly special outdoor space that's been lovingly cared for over the years. For buyers looking to add even more value, there is potential to duplex the first-floor unit into the basement (buyer to verify feasibility), creating additional living space and increasing future income potential. Perfectly situated in the heart of Avondale, you'll love being just minutes from neighborhood favorites including Brands Park, the Chicago Riverwalk Trail, Sleeping Village, Avondale Bowl, Revolution Brewing's Kedzie Taproom, Loaf Lounge, and an ever-growing collection of acclaimed restaurants, coffee shops, and breweries. Commuting is effortless with easy access to the CTA Blue Line, multiple bus routes, and I-90/94, putting downtown Chicago, Logan Square, and O'Hare all within easy reach. Sunny, spacious, meticulously maintained, and filled with opportunity, this is a rare chance to own a move-in-ready two-flat in one of Chicago's fastest-growing and most desirable neighborhoods. Whether you're looking for a turnkey investment, a flexible owner-occupied property, or a home with room for extended family, 3748 N. Spaulding is a property you won't want to miss.

3748 N Spaulding Avenue, Chicago

$695,000
4 Beds 3 Baths 12545636 MLS CLOSED Status
MULTIPLE OFFERS RECEIVED, HIGHEST & BEST DUE 01/29/26 AT 10 AM. Classic all-brick Chicago two-flat offering solid construction, generous room sizes, and meaningful long-term upside. Located on a 36 x 126 lot, the property includes a two-car detached garage and a rear yard, providing valuable off-street parking and outdoor space. Both units feature traditional, well-proportioned layouts with separate living and dining rooms, hardwood floors, original wood trim, and excellent natural light throughout. The kitchens offer eat-in space, and the bedrooms are comfortably sized, making the layouts functional today while presenting clear opportunities for cosmetic updates and future rent growth. Original architectural details remain intact, preserving the character typical of classic Chicago masonry construction. The partially finished basement includes recreation space, multiple storage rooms, workshop and utility areas, and an additional bathroom. The lower level offers flexibility and potential to be incorporated into a duplex-down configuration or explored as a future garden-level unit, subject to zoning, permits, and buyer due diligence. The property currently provides stable income with built-in flexibility. Unit 1 is leased at $1,400 per month on a month-to-month basis, while Unit 2 is leased at $1,400 per month with a lease in place through September 2026. Total monthly income is $2,800, or $33,600 annually, allowing a buyer to generate cash flow while planning future improvements or occupancy. The property is being offered for sale in as-is condition. Conveniently located near parks, public transportation, restaurants, and neighborhood amenities, with easy access to surrounding North Side communities.

3738 N Richmond Street, Chicago

$655,000
5 Beds 2 Baths 12453689 MLS CLOSED Status
Classic Chicago brick 2-flat in the heart of Avondale/Irving Park! This traditional building combines timeless character with modern updates, making it a smart choice for investors or owner-occupants alike. The first-floor unit offers 2 bedrooms, 1 bath, and spacious living and dining rooms with a brand-new heating system installed in 2023. The second-floor unit features 3 bedrooms and 1 bath, currently home to a long-term tenant of more than 10 years. Both units enjoy natural light, functional layouts, and the vintage charm that makes these Chicago flats so desirable. Exterior improvements include tuckpointing on three sides of the building, with only the south wall remaining-an excellent opportunity for the next owner to add value. A full basement provides storage and laundry, while the 2-car garage adds convenience and rental appeal. Both units are on month-to-month leases, offering flexibility for investors looking to reposition rents or for an owner-occupant ready to make this their own. Located on a tree-lined residential street, the property is ideally situated near public transit, parks, shopping, and dining, with easy access to the Kennedy Expressway and nearby neighborhoods including Logan Square, Irving Park, and Avondale. Don't miss this opportunity to own a well-maintained, traditional Chicago 2-flat in a thriving neighborhood-perfect for building wealth, creating long-term rental income, or enjoying multi-generational living.

3657 N Bernard Street, Chicago

$699,000
5 Beds 3 Baths 12407902 MLS CLOSED Status
THIS ONE IS A WINNER! ABSOLUTELY IMMACULATE 2-FLAT WITH FINISHED BASEMENT IN IRVING PARK RIGHT ON THE AVONDALE CUSP! THIS ENTIRE BULDING WAS REDONE IN 2015, AND VERY LITTLE FROM BEFORE THEN STILL EXISTS IN THE HOME! COMPLETELY REMODELED UNITS WITH ALL HARDWOOD FLOORS, HIGH CEILINGS AND SEPARATE DINING ROOMS! GORGEOUS KITCHENS WITH GRANITE COUNTERTOPS AND FULLY APPLIANCED, INCLUDING DISHWASHERS IN UNITS. SECOND FLOOR OWNER'S UNIT HAS BEAUTIFUL HARDWOOD FLOORING, GREAT BEDROOM SIZES, AND TONS OF GREAT CLOSET SPACE! 2nd FLOOR FRIDGE (2024). GORGEOUS NEWER BATH WITH STUNNING TILE AND JACUZZI SOAKER TUB. 1st FLOOR UNIT IS EXCELLENT LONG TIME TENANT OCCUPIED WITH HW FLOORS, SEPARATE DINING ROOM, AND IN UNIT WASHER DRYER! GREAT BEDROOM SIZES AND BEAUTIFUL REMODELED KITCHEN. STUNNING DECKS/BALCONIES (2015) ON BOTH UNITS, PLUS AN AMAZING FULLY FENCED BACK YARD, MANICURED TO PERFECTION! THE YARD IS BEYOND WONDERFUL, COMPLETE WITH AMAZING ROSE BUSHES! ALL CONCRETE AROUND THE HOME REDONE IN 2020. EXCELLENT 2-CAR FLAT TOP GARAGE (FOR FUTURE ROOF DECK?)! FULL FINISHED BASEMENT WITH SEPARATE ENTRANCES, FULL BATH, COOKTOP AND FRIDGE. NEWER WASHER/DRYER IN BASEMENT (SHARED) PLUS EXTRA STORAGE, AS WELL! THIS BUILDING HAS IT ALL! ROOF (2015), FURNACES (2015), UNIT2 A/C (2015), UNIT1 A/C (2023), ALL WINDOWS (2015), PLUMBING (2015), ELECTRIC (2015), FLOOD CONTROL (2001), PERMASEAL WITH LIFETIME WARRANTY (2015), NEW SUMP PUMP & BATTERY (2022), LEAF FILTER GUTTERS (2015). THE LIST GOES ON AND ON! ALL OF THIS IN A FANTASTIC LOCATION CLOSE TO SHOPPING, RESTAURANTS, BLUE LINE, 90/94. DON'T MISS THIS ONE!

3623 N Christiana Avenue, Chicago

$887,000
5 Beds 3 Baths 12263315 MLS CLOSED Status
This classic all-brick two-flat in Chicago's sought-after Irving Park neighborhood is a true gem. Sitting on a double lot, the home has been meticulously maintained and restored to ensure its durability for another century. The property offers a prime location with proximity to top-rated schools like Murphy Elementary and Disney II Magnet, as well as the expansive Independence Park. Residents can enjoy the park's various amenities, including a playground, tennis and pickleball courts, baseball diamonds, a water spray area, fitness center, and an indoor pool. Commuters will love the convenient access to transportation, with the Irving Park Metra station, Blue Line, and Kennedy Expressway all just a few blocks away. This building presents endless possibilities for its next owner. The current layout includes a stunning 3-bedroom, 2-bathroom duplex down, perfect for a live-in owner. Alternatively, the property could be converted into a single family home, taking full advantage of the expansive 50-foot-wide lot. For those looking to build, there's potential to construct two new homes, as the property currently has two separate PIN numbers, each zoned RS-3. The flexible zoning and size of the lot make this an exceptional investment opportunity in a prime location. Upon entering the first-floor unit, you'll immediately appreciate the preserved charm, including the original woodwork, moldings, and entry tile. The spacious living room and separate dining room both feature hardwood floors and overhead lighting. The dining room is highlighted by an original built-in hutch, perfect for displaying your favorite items. The unit includes two bedrooms, one of which is an expanded primary bedroom, as well as a full bathroom with a tub/shower and an interior linen closet. The large kitchen boasts white cabinetry and all-new appliances, installed in 2019. Private deck located off the kitchen. A staircase from the front foyer leads to the lower level, where you'll find high ceilings and large full windows that flood the space with natural light. This level offers a huge family room, perfect for additional living space, a third bedroom, storage/mechanical room, and a second full bathroom with a stand-up shower. In addition, the lower level has a shared laundry room with additional storage. Pristine 3 bedroom/1 bathroom 2nd floor unit with hardwood floors throughout, overhead lighting in every room, white kitchen with newer appliances, and a private back deck. The backyard includes an expansive brick paver patio, detached 2.5 car garage, and a parking pad for additional cars.

3849-3853 N Hamlin Avenue, Chicago

$445,000
5 Beds 3 Baths 11939091 MLS CLOSED Status
Investment opportunity in the highly desired East Irving Park location! This legal 2-flat offers two units along with a spacious basement. The first unit, situated on the main floor, features 3 generously sized bedrooms and 1 bathroom, while the second unit, on the 2nd floor, offers 2 comfortable bedrooms and 1 bathroom. Each unit is equipped with its own individual Gas and Electric meters with efficient and separate forced central heat. The property's prime location is truly a gem, with easy access to everything Irving Park has to offer, including an array of restaurants, nearby parks, reputable schools, a newly established LA Fitness center, shopping venues, the iconic Wrigley Field, convenient access to CTA and Metra transportation, and swift routes via the I-90 and I-94 expressways. For added convenience, there is a washer and dryer hookup available in the full, finished basement, along with dedicated storage rooms for each unit and the third full bath. In the rear of the property, you'll find a spacious 2-car parking pad with off-street access and plenty of room to build a spacious new garage. The lot size measures a substantial 36 x 125 and offers 4500 sqft of space. Perfect for a savvy investor, or owner occupant who wants to duplex down and offset the mortgage with rental income. Previously zoned as a SFH but currently zoned as a 2-flat there is potential to rehab and convert it back into a dream come true single family home. Neighboring SFH rehabbed homes selling for well over $1M. Current taxes do not reflect any exemptions which can offer additional savings for an owner occupant. Don't miss the opportunity to own this remarkable property offering endless possibilities in a highly sought-after location!

3601 N Sacramento Avenue, Chicago

$525,000
4 Beds 2 Baths 11925807 MLS CLOSED Status
WANTED: "Live in Investor." Own this Classic Chicago two flat with 3.5% Down! Unit #1 features a "Fresh" 2023 Makeover with NEW refurbished hardwood floors! BRAND NEW Kitchen: featuring white cabinets, Quartz counters and stainless appliances. Great floor plan for this two-bedroom, one bath "condo quality" apartment with living room, dining room, sunroom, walk in pantry and massive back yard with room for a garden, play set, pets and more! Unit #2 was remolded in 2016 and features two bedrooms and one bath. BONUS: Garden unit with one bedroom and one bath provide extra income. Updated laundry facilities with washer & dryer for the entire building. Rents are under market value. Potential to collect $2,000 gross rent per month as live in investor or $3,600 gross rent per month as a landlord. Conveniently located near all the great restaurants, shops and pubs on and near Irving Park, North Center, and Lincoln Square. Walk to Irving Park/Kedzie CTA Brown Line or take the CTA Bus to Irving Park Metra and CTA Blue Line. Three parks to choose from! Walk, bike or run to Horner Park, Independence Park and Paul Revere Park. Ice skate at McFetridge Sports Center. Located across the street from Cleveland Elementary and close to academic powerhouse Lane Tech & DePaul College Prep. This is the perfect "turnkey" opportunity to start your "Monopoly" in Chicago Real Estate! This is easy living in the Big City!

3846 N Troy Street, Chicago

$565,000
5 Beds 2 Baths 11872566 MLS CLOSED Status
Updated brick 2 flat on a 30' wide lot in Irving Park! SOLID INVESTMENT! And Peace of Mind with big ticket items already taken care of including central heat and AC, tuck-pointing (2019/2020), roof (2016), gutters soffit and fascia (2017), garage roof/siding 2015, plus updated windows, plumbing and electric! Updated kitchen (#1) and baths, plus, many charming desirable vintage features intact such as original crown molding & hardwood floors. Units are wide & spacious with bonus space including covered front balconies, rear enclosed sun porches, & central Heat/AC. Top floor unit has 3 beds and 1 bath that was gutted in 2019 including new bathtub, new subfloor, new floor, new tile, new vanity, new toilet, new plumbing, and rents at $1900/month. Unit 2's kitchen is spacious & clean, with a new SS French Door refrigerator (2021) & space for a breakfast table. 1st flr was owners unit with 2 bed, 1 bath and has undergone full kitchen renovation in 2021 with custom cabinets, Island/breakfast bar, quartz countertops, new flooring, new SS appliances, and walk in pantry. Bath was gutted in 2020 with new bathtub, new walls, new plumbing, new vanity, new toilet, new subfloor, floor and tile. Central AC was added to this unit in 2020. Has tremendous value-add opportunity with interior staircase access to basement, making it a perfect candidate to duplex down and double the living space. Unit 1 Currently rents at $1800/month. Basement is clean with good ceiling height & has washer/dryer & tons of storage. Fenced in back yard with flagstones and fire pit, & a 2 car garage complete this stellar property. Property has been impeccably maintained & is in great shape, Sold As-Is.

3930 N Kimball Avenue, Chicago

$670,000
6 Beds 3 Baths 11868508 MLS CLOSED Status
Your new home awaits in this expanded brick bungalow 2-flat with duplex down owner's unit in the Independence Park neighborhood. This home sits on a 50-foot-wide lot with a side drive and a 2-car garage that leaves plenty of room for a large backyard with mature plants and an expansive deck. Each unit enjoys its own private entrance. The first-floor owner's unit enters into a large foyer with arched doorways. The foyer opens to a generous living room anchored by a decorative brick fireplace flanked by built-in bookcases and flooded with light by eight large windows with exposure on 3 sides. A separate formal dining room offers plenty of space for entertaining. The updated eat-in kitchen provides tons of storage and opens to a breakfast room overlooking the sunny backyard. The convenient floor plan in the owner's unit features two bedrooms with a full bath on the main level and two bedrooms with a full bath on the lower level as well as a lower-level recreation room, laundry/mechanical room and tons of storage. The upstairs unit features two nicely sized bedrooms, separate dining and living rooms with plenty of windows as well as a large kitchen with white cabinets to the ceiling and in-unit w/d. A sunroom off the kitchen connects to a private back deck. Walk to Independence Park, Athletic Field Park, the Addison Blue Line, the Independence Park Branch Library, and tons of shopping, restaurants and retail.

3738 N Lawndale Avenue, Chicago

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Irving Park, Chicago IL · Curated MLS Search

2-Flats in Irving Park, Chicago IL

An editorially curated view of every active 2-flats listing in Irving Park, Chicago IL. Updated in real time from the local MLS, presented without the noise.

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