View All Chicago IL 2-Flats Listings

3 Beds ⋅ 2 Baths ⋅ 12715449 MLS ⋅ NEW Status

Clean, move-in ready 2-flat in the highly desirable Jefferson Park Pocket. Property features two units connected by an interior staircase and separated by a door, allowing flexible use as two separate units or one larger living space. Over the years, it has functioned both ways, making it ideal for an owner-occupant, investor, extended family, or multi-generational living. Main living areas are ready to enjoy, while the unfinished basement needs TLC and provides valuable space for storage, utilities, workshop use, or future ideas. Located near parks, transportation, shopping, restaurants, and neighborhood conveniences, with easy access to the Blue Line, Metra, I-90, and I-94. Adjacent curb-cut driveway lot at 4844 W. Gunnison is also available for sale and includes a 2-car garage with party door, creating a unique opportunity to purchase one or both properties. Property is being sold as-is.

4846 W Gunnison Street, Chicago

$199,000

6 Beds ⋅ 2 Baths ⋅ 12712513 MLS ⋅ NEW Status

Opportunity awaits with this vacant brick 2-unit in Chicago's Historic Auburn Gresham neighborhood! Already taken down to the studs, this property is ready for its next chapter, allowing you to skip the demolition and begin bringing your vision to life. Major exterior improvements have already been completed, including a new roof and tuckpointing, providing a solid foundation for your renovation plans. Whether you're looking to create a cash-flowing investment property, renovate for resale, or design an owner-occupied two-flat, the possibilities are endless. Conveniently located near parks, schools, shopping, public transportation, and major expressways. A head start on your next rehab project with key exterior improvements already completed.

8012 S Elizabeth Street, Chicago

$425,000

6 Beds ⋅ 2 Baths ⋅ 12715329 MLS ⋅ NEW Status

Welcome to West Englewood! Savvy investors and owner-occupants alike will appreciate this complete renovation of a beautiful, all brick 2-flat. Situated just minutes from the new Illinois Quantum and Microelectronics Park, this fully rehabbed building leaves nothing to but move in and decorate. The first floor features 3 bedrooms and one full bath on the main level. The kitchen is freshly updated with white, shaker cabinets, granite countertops and stainless steel appliances. Easy basement access from the kitchen will take you to the partially finished lower level. Enjoy a clean, dry and wide open basement for storage or future expansion. The second floor unit offers 4 bedrooms and 1 full bath, a brand new kitchen, walk in pantry and rear deck. Take advantage of the palpable momentum building on Chicago's SW side with this sound, turnkey investment.

6328 S Laflin Street, Chicago

$639,900

6 Beds ⋅ 2 Baths ⋅ 12714843 MLS ⋅ NEW Status

Fully renovated and leased with great tenants! Instant profit with above market rents, or occupy one unit yourself. Legal 2-flat featuring 3 bedroom 1 bath units. 2 car garage. Central Air, separate furnaces. Common area laundry. Quiet street in Forest Glen neighborhood. Nothing to do but collect the rent... Total rents 4975. Non-conforming unoccupied 1Bed unit in basement is vacant. In great shape but being offered AS IS.

4854 W Winnemac Avenue, Chicago

$760,000

7 Beds ⋅ 4 Baths ⋅ 12714975 MLS ⋅ NEW Status

Portage Park and Six Corners turnkey brick 2 flat with additional finished garden unit and detached 2.5 car garage with storage. The building has been impeccably cared for creating a low maintenance investment for the next owner. Large fenced lot and landscaped backyard and additional side yard with paver patio. Fully leased with excellent tenants and 6.1 cap rate (could easily be 7). Unit 1 is a bright garden 2 bedroom/1 bath, Unit 2 is a high first floor with 2 beds/1 bath (and opportunity to add 3rd bed), and Unit 3 is a top floor 3 bed/1 bath. So many updates! Key building features including a brand new roof in June 2026 on building and garage, two new hot water heaters, one new boiler (and another perfectly maintained). Updated street facing windows past few years and newer windows throughout (past 10). Updated bathrooms and kitchens along with much of the electrical and plumbing throughout. All units have new stainless refrigerators and include dishwashers. Hardwood floors (laminate kitchens) in upper two units and wood laminate floors in garden unit. Brand new garage door opening system. Middle unit has opportunity to add 3rd bedroom (dining are could be converted). Coin-op laundry in basement for added income. Unbeatable location with easy access to the highway, Metra and Blue line. Walk to charming shops, cafes and restaurants, Jewel, Aldi, Chipotle, Starbucks and more.

4912 W Berteau Avenue, Chicago

$579,999

4 Beds ⋅ 3 Baths ⋅ 12714777 MLS ⋅ NEW Status

Excellent opportunity to own a well-maintained 2-flat in the highly desirable Jefferson Park neighborhood, offering strong rental potential and an ideal setup for owner-occupants. This classic Chicago multi-unit features two spacious units, a finished basement, and shared laundry, making it a versatile investment in one of the city's most commuter-friendly areas. The first-floor unit offers 2 bedrooms and 1 bathroom with hardwood floors throughout, a bright and spacious living room that flows into a separate dining room, and a well-appointed kitchen with an eat-in breakfast area. This unit also includes central heating and air conditioning, providing year-round comfort. The second-floor unit features 1 bedroom and 1 bathroom with 9-foot ceilings. All wood floors throughout the first/Second floor. The layout includes a large living room, separate dining room, and a spacious kitchen with a walk-in pantry, along with a generous bedroom featuring a large walk-in closet. The finished basement offers additional living, recreation, or storage space and includes shared laundry and mechanicals, including the furnace, A/C, and water heater. Basement features full bedroom and bathroom. Significant exterior improvements include a newer roof, windows, siding, 2 car garage, concrete patio, and privacy fence, creating a low-maintenance investment with appealing outdoor space. Located in the heart of Jefferson Park, the property offers exceptional access to transportation and neighborhood amenities, including nearby **CTA Blue Line stations and multiple Metra lines for easy commuting to downtown Chicago. Residents are also within walking distance to everyday conveniences such as Mariano's, Target, and Starbucks, with quick access to Interstate 90 and Interstate 94. Jefferson Park is known for its strong rental demand, neighborhood charm, and unmatched transit connectivity, making this property an excellent choice for investors seeking steady income or buyers looking to live in one unit while generating rental income from the other. Home has a 2 car garage and parking pad next to garage. Fully fenced in yard. Click on 3d tour to walk though unit.

5037 W Winona Street, Chicago

$245,000

4 Beds ⋅ 2 Baths ⋅ 12712270 MLS ⋅ NEW Status

Come grow your investment in the booming Brighton Park neighborhood with this 2-flat offering long-term income potential. Its convenient location near the expressway provides an easy downtown commute, while nearby shopping, restaurants, and everyday conveniences make it an attractive choice for tenants. Whether you're looking to live in one unit while renting the other or add an income-producing property to your investment portfolio, this property offers excellent upside. Both units are currently rented with below-market rents, providing immediate rental income today and strong potential for increased future returns. Offered as a long-term owner estate sale, this is a rare opportunity to acquire a well-located multi-unit property. It can be purchased separately or as part of a package with the neighboring buildings at 2858 W. 38th Place and 2856 W. 38th Place, creating an exceptional investment opportunity. Easy to buy and ready for its next owner-schedule your viewing today!

2854 W 38Th Place, Chicago

$480,000

10 Beds ⋅ 4 Baths ⋅ 12714475 MLS ⋅ NEW Status

Turnkey cash cow in North Lawndale! Don't miss this rare, fully occupied legal 3-flat generating immediate income with low property taxes! Each spacious unit features a bright 3-bedroom, 1-bath layout complete with hardwood floors, a formal living room, dedicated dining room, and an eat-in kitchen. Finished garden unit offers additional income. Separately metered utilities, including central A/C. Windows and porch installed within the last 15 years. Fully fenced backyard and a private 2-car garage. Minutes from I-290 for an effortless downtown commute. A rock-solid asset for all investors! SOLD AS-IS.

3819 W Fillmore Street, Chicago

$489,000

7 Beds ⋅ 3 Baths ⋅ 12714528 MLS ⋅ NEW Status

MULTIPLE OFFERS RECEIVED! SELLER IS REQUESTING HIGHEST & BEST OFFERS TO BE SUBMITTED BY SUNDAY, JULY 26th @ 7PM. Exceptional opportunity to own a beautiful classic Chicago style brick 2 flat located in the North Austin neighborhood. This 2 flat offers excellent space and versatility. This property features two spacious 3-bedroom units plus a garden apartment. Each unit boasts a large eat-in kitchen with plenty of cabinet space, bright and airy living and dining rooms and spacious bedrooms. The first floor bathroom has been recently remodeled. The units have been freshly painted for a clean, move in ready feel. Additional updates include new windows on the rear porch, enhancing energy efficiency. Whether you're an investor or owner occupant, this property is a fantastic opportunity in a desirable area.

5171 W Bloomingdale Avenue, Chicago

$699,900

8 Beds ⋅ 3 Baths ⋅ 12714422 MLS ⋅ NEW Status

Great investment opportunity !! Legal 3 flat located on quite cul-de-sac in sought after Albany Park, known for its strong rental market. Featuring 3 spacious unit. 1st and 2nd floor offers 3 bedrooms and 1 bath and garden apartment features 2 bedrooms and 1 bath. All units with separate utilities and HVAC system including first and second floor with central AC. Tenants are on a month to month basis, providing flexibility to increase rent. Each apartment is nicely updated and well maintained by long term tenants, featuring can lights, newer windows, hardwood floors, updated furnaces and modern kitchens. The fenced backyard offers tenants outdoor space for summer gatherings. Additional features include 2 car garage and parking pad for additional parking. An excellent opportunity for a savvy investor to increase rental income or for an owner occupant. Conveniently located walking distance to schools, bus stops, shopping, restaurants, El station and daily amenities. Washer and dryer not included

5038 N Harding Avenue, Chicago

$499,000

5 Beds ⋅ 3 Baths ⋅ 12714074 MLS ⋅ NEW Status

Super opportunity this 2-flat building with finished basement situated between Albany Park & Irving Park neighborhoods on the NW side of Chicago. It is a true value; an owner-occupied home + income or as a 2-3 units income investment. It can become a Single-Family conversion or total redevelopment. Either way this is a win win situation. The property offers two units 2bdr/1bth and the garden unit with 1bdr/1bth. Nice front yard and a beautiful flowery front porch for summer fun. An enclosed porch and 2 parking spaces in the back. Fenced yard and tons of security and privacy. Property sold "AS IS" but it has great bones and is waiting for your ideas. Located in amazing location: just steps from Montrose and blocks from Elston, within walking distance of Patrick Henry Elementary school, CTA busses & Kimball Brown Line and close to expressway. This building is in a very hot neighborhood where opportunities like this rarely arise!

4340 N Drake Avenue, Chicago

$750,000

8 Beds ⋅ 3 Baths ⋅ 12714047 MLS ⋅ NEW Status

Rare opportunity to acquire a meticulously maintained legal 3-flat in the heart of West Town, proudly owned and cared for by the same owner for more than 35 years. The two upper units offer flexible floor plans with either 3 bedrooms and 1 baths or 2 bedrooms plus a den/dining room and 1 baths. Each features spacious primary bedrooms with oversized walk-in closets and central air conditioning. The bright garden apartment boasts excellent ceiling height and a desirable 2-bedroom, 1-bath layout. Currently vacant, the garden unit has historically been easy to lease, providing immediate income potential or owner-occupant flexibility. Additional features include rear parking for two vehicles, coin-operated laundry, and abundant storage space on the garden level. Situated on a quiet, tree-lined street just steps from Eckhart Park, this unbeatable location offers convenient access to popular restaurants, shopping, and entertainment along Chicago, Ogden, and Milwaukee Avenues. Commuters will appreciate easy access to I-90/94 and the CTA Blue Line just two blocks away. An exceptional investment opportunity in one of Chicago's most sought-after neighborhoods.

745 N Throop Street, Chicago

$240,000

6 Beds ⋅ 2 Baths ⋅ 12713432 MLS ⋅ NEW Status

Opportunity knocks! Rehabber/investor special! A partnership dissolution during the renovation has created a rare opportunity, leaving this project ready for someone else to finish and capitalize on. This good-looking 2-flat is just waiting for the right buyer to bring it back to its glory days. The building offers two spacious 3-bedroom, 1-bath units, a full unfinished basement, a walk-up attic with future expansion potential, and a side drive. The property has already been cleaned out and the rehab has begun, including exterior painting, new drywall, and new interior doors. Kitchens and bathrooms have been removed, creating a blank canvas ready for your vision and finishing touches. Bring your contractor, your imagination, and your finishing touches! Cash and renovation loans only. Hard money financing is welcome; however, buyers using a hard money lender must have an established track record of successfully completing previous transactions with that lender. Easy to see and available for a quick closing so you can get this project back on track right away!

210 N Laramie Avenue, Chicago

$965,000

4 Beds ⋅ 2 Baths ⋅ 12710833 MLS ⋅ NEW Status

Prime Bucktown Location - Solid Brick 2-Flat! This meticulously maintained, solid-brick multi-unit building has been lovingly cared for by the same owner for many years. Featuring 8.5-foot ceiling heights in a very clean heated basement, it offers an excellent opportunity for a live-in landlord, duplex or a savvy investor looking to add a high-performing asset to their portfolio. Each of the two units boasts 2 bedrooms, an updated kitchen, and an updated bathroom. The building features a functional open floor plan filled with natural light, beautifully refinished hardwood flooring, and fresh paint throughout. Additional conveniences include a mudroom in each unit and separate forced-air heating and central air conditioning. Recent updates include: New tear-off roof (with new plywood) on the main building and garage New gutters, fascia, and soffits New siding on the rear of the building Newer windows throughout New cement slab and walkway leading to the basement Newer water heater Refinished hardwood floors Fresh paint throughout Additional highlights include in-unit laundry on the first floor (with basement laundry for the second floor), a spacious paved patio and backyard, low taxes, and RS-3 zoning. The attached garage also features a new tear-off roof, new siding, and a new cement slab.Located on a charming tree-lined street in desirable Bucktown, this home is within walking distance to Holstein Park, the 606 Trail, world-class cafes, restaurants, shops, and nightlife. Enjoy easy access to the El, Metra, buses, and the Kennedy Expressway. Comparable new-construction single-family homes in the area are selling for millions. This turnkey, vacant, and move-in-ready building is priced to sell-don't miss this rare opportunity!

2329 W Mclean Avenue, Chicago

$595,000

6 Beds ⋅ 4 Baths ⋅ 12664627 MLS ⋅ NEW Status

Desirable Mid-Century Modern solid brick 2-flat offering 3,236 sq ft of living space on a wide 35' x 124' lot available on a tree lined street surrounded by single family homes in West Ridge. Rare opportunity for investors & owner occupants looking to live in one of the units & generate income from the other. The 1st floor unit has 4-spacious bedrooms, all w/good closet space, the 2nd floor unit has 2 bedrooms - both units have 1.5 baths & their own HVAC units w/central air. The half baths have updated vanities & toilets, the full baths have original floors and wall tiles. The living & dining room layouts in both units are classic mid century modern, with plenty of space for various furniture arrangements. The basement is unfinished w/additional storage lockers, a newer washer/dryer, slop sink, 2 HVAC units, 2 hot water tanks & could be a duplex down opportunity. There's a 2.5 car garage w/an electric garage opener & newer side door. Prime location just blocks from Legion Park, w/51-acres that runs along the North Branch of the Chicago River, w/walking & bike trails, playgrounds & basketball. The building is centrally located halfway between LSD & the Edens for easy access to the Northern suburbs or Downtown. There's a Metra station on Peterson & Ridge 1.7 miles east of the property. Close by is the vibrant Devon Corridor, w/grocers, restaurants & clothing boutiques and Kedzie Ave w/ Middle Eastern cafes, restaurants & grocery stores. The building is located between Lincoln Square w/the CTA Brown Line & Andersonville/Edgewater w/the CTA Red Line. Both Lincoln Square and Andersonville have their own unique culture w/outdoor cafes, shops, restaurants, music venues, gyms, parks, the river and the lakefront. Bring your vision and make the most of this rare investment opportunity in a diverse thriving central city locale. The building is vacant and being sold As Is.

6025 N Sacramento Avenue, Chicago

$549,000

4 Beds ⋅ 3 Baths ⋅ 12713631 MLS ⋅ NEW Status

Perfect for owner occupant or investment opportunity! well-maintained Solid, custom built 2 flat on double lot in desirable location. Owner's unit features 3 large bedrooms, 2 baths, eat-in updated kitchen and duplexed family room in basement. Second floor unit is bright and sunny throughout with one large bedroom plus an additional room that is a perfect office space. Broiler about 5 years new, water tank 4 years new, windows 8 years. Side drive leads to a 2 car garage. Separate utilities and storage areas plus 2 washers/dryers in common basement area. Move right in! all loans are welcome. SOLD "AS IS"

2642 N Nordica Avenue, Chicago

$1,125,000

9 Beds ⋅ 6 Baths ⋅ 12713312 MLS ⋅ NEW Status

Magazine Caliber Simply Stunning, Massive Expansive footprint, with 3 car garage New Construction 3 flat all 3 bedroom 2 baths Exceptional Elegance, Intelligent Design, Professional Fully Appointed Kitchen Cabinetry, Integrated Appliances, Quartz Island Full Back splash, Fireplace with Custom Mill Work and indirect Lighting, Mud Rooms, Wide Plank Engineered Flooring, Accent Wall Cohesive Design offering relief from ordinary, sequestered primary suite, lifestyles primary bathroom offer Opulent over sized Shower w/ Frame less Glass, & Custom Mirrors and designer plumbing fixtures. Professional closet organizers throughout, 3 car Garage. Urban Intimacy w/ Hyper Convenience Experience excellence. Veteran developers of 25 + years, 1 year warranty included. Hyper Convenient, AAA Trophy Piece Perfect Turn key, Owner Occupied, Investor or 1031.This is exceptional property and location. IMMEDIATE Delivery. Pictures are from actual project. Projected Monthly $8950/ $107,400 Annual/7.5 CAP Move in ready

4841 S Prairie Avenue, Chicago

4 Beds ⋅ 2 Baths ⋅ 12712462 MLS ⋅ AUCTION Status

Fantastic opportunity in this unique legal 2 flat with great curb appeal! This large property offers generous square footage and endless potential with plenty of room to redesign, expand, and customize. Both units feature living room, formal dining room, kitchen, 2 bedrooms and full bathroom. Full basement, 2 car garage and nice size yard. Situated in the heart of Fernwood neighborhood, this home offers convenient access to schools, shopping, restaurants, parks, public transportation and Interstate 94 and 57. Don't miss it! Fire damage. Sold as is.

10404 S Emerald Avenue, Chicago

$48,000

4 Beds ⋅ 2 Baths ⋅ 12712967 MLS ⋅ CLOSED Status

BRICK 2 FLAT WITH LOADS OF POTENTIAL. EACH UNIT HAS 2 BEDROOMS, FORMAL DINING ROOM, LIVING ROOM WITH FIREPLACE. GREAT LOCATION. BRING YOUR IMAGINATION. Needs rehab. property sold as is. No survey provided.

6711 S Union Avenue, Chicago

$199,000

5 Beds ⋅ 2 Baths ⋅ 12712783 MLS ⋅ NEW Status

Fully occupied 2-flat ready for a new owner. This property generates $3,350/mo in total monthly rents and offers multiple investment strategies: buy-and-hold, value add, or owner occupy / house hack. Both units feature hardwood floors, spacious living/dining areas and functional layouts. A full unfinished basement provides expansion potential, plus a detached 2-car garage. Conveniently located near I-57, transit, parks, and schools, this property benefits from strong rental demand and solid cash flow. A great addition to any investment portfolio.

11633 S Parnell Avenue, Chicago

$1,299,000

6 Beds ⋅ 4 Baths ⋅ 12695308 MLS ⋅ NEW Status

Rarely available, fully renovated jumbo 3-flat on an extra-wide lot in the heart of West Ridge (West Rogers Park), just moments from Warren Park and situated on a quiet one-way street that is minutes to Rogers Park Amenities. This exceptional investment or owner-occupant opportunity features a spacious first-floor duplex-down offering 2 bedrooms and 2 full baths, along with two additional 2-bedroom, 1-bath apartments, each with a unique floor plan, all thoughtfully updated with modern finishes . Extensive improvements include new windows, new rear decks and stairs, updated plumbing, electrical, HVAC systems, water heater, disposals, tuckpointing, heated floors, designer blinds throughout, and appliances. Each unit features its own high-efficiency furnace and central air conditioning, private in-unit washer and dryer, and separate utilities, providing the comfort and convenience today's tenants expect. The property also includes a 3-car garage, offering additional income potential and ample off-street parking. Unit 1 is vacant and move-in ready, making it ideal for an owner-occupant, while the remaining units are occupied by long-term tenants, creating immediate rental income. A rare opportunity to own a beautifully updated, low-maintenance, income-producing property in one of Rogers Park's most desirable neighborhoods. Estate Sale.

2215 W Arthur Avenue, Chicago

$449,000

8 Beds ⋅ 3 Baths ⋅ 12712027 MLS ⋅ NEW Status

Great opportunity to own a legal brick 3-flat in the heart of Chicago's Brighton Park community! This property is an ideal project for an investor, rehabber, or handyman looking to add value and create an income-producing asset. One unit is currently in move-in condition, while the other two units are in need of renovation, including the installation of new kitchens and bathrooms along with additional remodeling. Unit 1 and Unit 2 each offer 3 bedrooms and 1 bathroom, along with a kitchen, living room, and dining room. The basement unit features 2 bedrooms, 1 bathroom, and a living/kitchen area. The property also includes a full unfinished attic, offering potential for additional storage or future finished space. Additional features include a cozy backyard, 2-car garage, and newer concrete at the rear of the property. The roof (house), fascia, and gutters are approximately 5-7 years old, and the windows are approximately 10-15 years old. New 1-inch copper water service installed in 2024. This is a solid brick building with great potential for an investor looking to renovate and maximize rental income. Bring your vision and transform this property into a fantastic income-producing investment!

4225 S California Avenue, Chicago

$769,000

9 Beds ⋅ 6 Baths ⋅ 12712303 MLS ⋅ NEW Status

**$20,000 Grant Available Through the Cook County Land Bank!** Introducing this stunning new construction 3-flat in the heart of Humboldt Park, ideally located just off Franklin Boulevard - only 10 minutes from Downtown Chicago and 2 minutes from the Garfield Park Conservatory. This exceptional property offers a rare opportunity for owner-occupancy while generating strong rental income. Each spacious unit features 3 bedrooms and 2 full bathrooms, including a private primary suite with an en-suite bath. Designed with modern living in mind, the kitchens showcase sleek stainless-steel appliances, quartz countertops, custom slow-close cabinetry, and luxury flooring throughout. Foam insulation on exterior walls enhances energy efficiency and year-round comfort. Additional highlights include in-unit washer and dryer, low-maintenance new construction, and a 3-car parking pad in the rear. Conveniently located near shopping, public transportation, and local amenities, this turnkey investment is especially ideal for homeowners looking to gain equity in an up-and-coming neighborhood. *Interior and exterior photos shown are from a similar property located on the 500 block of Lawndale* **Expected delivery: October 2026.**

538 N Trumbull Avenue, Chicago

$295,000

4 Beds ⋅ 2 Baths ⋅ 12703184 MLS ⋅ ACTIVE Status

Check out this two-unit property, perfect for related living or a savvy investor! 2 units plus basement apartment. Each unit and the basement apartment feature its own separate furnace, gas meter, and electric meter. Whether you're seeking a stable rental income or a spacious place to call home, you need to check out this great investment opportunity in Chicago's Auburn Gresham Neighborhood! This all brick 2 flat has large units with laminated wood flooring throughout. The first-floor unit features 2 bedrooms and 1 bathroom with extended sunporch for office space or spare guest room. The second floor is 2 bedrooms and 1 bath. The basement is finished with an additional bedroom with its own living room, bathroom and kitchen. It can easily be reconfigured to add a second bedroom. Brick 2 car garage is a plus to this solid brick building. Don't miss out on this excellent opportunity. Schedule your showing appointment today! The property is being SOLD AS-IS.

7836 S Marshfield Avenue, Chicago

$699,999

4 Beds ⋅ 2 Baths ⋅ 12712028 MLS ⋅ ACTIVE Status

Located in the heart of Avondale, 2926 N Avers Avenue is a full brick masonry two-flat that beautifully blends vintage charm with modern updates. Both spacious apartments feature 2 bedrooms and 1 bathroom, along with separate dining rooms, oversized bedrooms, large pantries, and generous three-season rooms. Original details can be found throughout the property, including beautiful wood trim, stained-glass windows, vintage doors, fireplaces, and other timeless architectural features. Updated windows add modern comfort while preserving the building's classic character. The second-floor unit features an updated kitchen with quartz countertops, custom cabinetry, and stainless steel appliances, along with an updated bathroom. The full basement offers excellent possibilities for additional storage or the potential to duplex down from the first-floor unit. Situated on an oversized lot, the property features a massive backyard with plenty of room to relax, garden, or entertain, as well as a two-car garage. This is an excellent opportunity for an owner-occupant, multigenerational household, or investor. Live in one unit while generating rental income from the other, or add a well-located multifamily property to your portfolio. Enjoy everything Avondale has to offer, with convenient access to Milwaukee Avenue, neighborhood restaurants, cafes, shopping, public transportation, the CTA Blue Line, and the Kennedy Expressway. A rare opportunity to own a spacious Chicago two-flat filled with original character, thoughtful updates, incredible outdoor space, and long-term potential.

2926 N Avers Avenue, Chicago

$781,000

12 Beds ⋅ 5 Baths ⋅ 12712021 MLS ⋅ ACTIVE Status

Location! Location!! Recently updated rarely available Jumbo legal 2 flat building & finished Garden / In law unit sits on a larger /wider lot. Each apt have beautiful, sunny & bright Huge living room, formal dinning room, refinished hardwood floor & wood floor lamination, updated kitchens, bathrooms, newer Roof, tuck pointing, painting & much more. This Jumbo building - 1st floor features larger living room, formal dinning room , 4 good size bedrooms and 1 & half bathrooms and New SS appliances . 2nd floor unit features also larger living room, formal dinning room , 5 good size bedrooms and 2 bathrooms. Garden unit features 3 good sized BR & 1 bathroom. 2.5 car garage & adjacent additional car parking pad. Fenced backyard for summer enjoyment, relax & BBQ. Close to public transportation ( Bus & Metra train station), parks, Devon area shopping, restaurants, beautiful Lake Michigan, Lake shore Drive & highways. Live one unit, rent other units while your tenant paid your mortgage.

6219 N Claremont Avenue, Chicago

$625,000

9 Beds ⋅ 3 Baths ⋅ 12711984 MLS ⋅ ACTIVE Status

Incredible investment opportunity in Hermosa! Situated on an extra-wide lot, this legal 3-flat offers exceptional income potential with spacious units, recent renovations, and ample parking. The building features a 2-bedroom, 1-bath first-floor unit, a 3-bedroom, 1-bath second-floor unit, and a 4-bedroom, 1-bath third-floor unit. An additional finished attic with access from Unit 3 provides excellent potential for added living space or future income opportunities. Almost the entire property has been extensively renovated, with all units except the tenant-occupied second-floor unit featuring refinished or new flooring, updated appliances, fresh paint, and renovated bathroom fixtures. Additional improvements include recently updated roofs, adding peace of mind for the next owner. Outside, you'll find a detached one-car garage plus a large parking pad with space for 4-5 additional vehicles, a rare feature in the area. Whether you're looking to expand your investment portfolio or occupy one unit while generating rental income from the others, this property offers tremendous flexibility and upside. Explore the property in 3D by clicking the 3D Tour button and walk through every detail from the comfort of your home.

2050 N Kenneth Avenue, Chicago

$149,000

4 Beds ⋅ 2 Baths ⋅ 12711472 MLS ⋅ PRICE CHANGE Status

This solid all-brick two-flat is a rare find-perfect for savvy investors or owner-occupants seeking rental income! Each spacious unit features 2 bedrooms and 1 bath, complemented by newer windows that enhance energy efficiency and curb appeal. The property includes a detached 2-car garage and a full basement offering additional storage or expansion potential.

8036 S Dobson Avenue, Chicago

$574,999

5 Beds ⋅ 3 Baths ⋅ 12711311 MLS ⋅ ACTIVE Status

BIG PRICE IMPROVEMENT With this Great looking Old Irving Park (3 Unit) Multi-family! ((POTENTIAL FOR OVER 50K IN INCOME PER YEAR!)) The property is a legal 2 flat for disclosure purposes but lives and breathes like a (3 unit). The property consists of the 1st and 2nd floor being (2) bed (1) bath units and the attic is a one bed one bath unit. The basement has one large storage area and two private storage units that can be locked off. The property is located on a beautiful and quiet Tree Line Street. The building has been updated with Hardwood Floors, Laminate Floors, Stainless Steel Appliances and Updated Kitchens. There is some VALUE ADD if you wanted to ADD dishwashers to each of the units and install AC units for the first and second floors. Currently the first and second floors have HVAC, furnaces but no AC units. The attic unit has a Furnace and AC for that space. All (3) units have electric and gas that are separated out for each unit. ((ALL UTILITIES ARE SEPERATE FOR EACH UNIT)) There is a privacy fence that goes all around the entire yard. The building currently has two long-term tenants on the second floor and attic and the first floor is currently vacant. This would make for a perfect opportunity for someone to purchase the property and live in the first floor and collect rent from the other two. Super easy street parking although you are landlocked and there is NO garage. The property is super close to Kilbourne park, shopping, restaurants, public transportation and super quick access to the highway.

3311 N Kostner Avenue, Chicago

$565,000

4 Beds ⋅ 4 Baths ⋅ 12711167 MLS ⋅ ACTIVE Status

Vintage two flat, with spacious duplex apartments. Located in booming Avondale, with new construction, residential and commercial development all around. Convenient location, offers easy access to downtown, O'Hare, Logan Square and beyond via the Blue Line and highway. Rents are below market value, representing long tenants. Please note: 1) Property As-Is. 2) Exterior and interior dimensions and square footage are estimates. 3) Property is within the jurisdiction of the Northwest Side Preservation Ordinance; tenants may exercise the right of first refusal. 4) Trust Owner Property. 5) Best and final offer on or before 7-28-2026.

3013 W Belmont Avenue, Chicago

$399,900

9 Beds ⋅ 6 Baths ⋅ 12673942 MLS ⋅ ACTIVE Status

Exceptional investment opportunity in Chicago's desirable South Shore neighborhood! This jumbo 3-flat features spacious, move-in-ready units with similar layouts, each offering 3 bedrooms, 2 full baths - including a primary suite with private ensuite bath - hardwood floors, formal dining room, and a bright living room with classic bay window. A defined foyer entry, walk-in pantry space, and generous room sizes throughout add to the appeal. Ideally located near Lake Michigan, Rainbow Beach, South Shore Cultural Center, Jackson Park, and neighborhood parks, offering easy access to recreation and outdoor amenities. Close to shopping, dining, schools, and public transportation - including CTA bus routes and Metra Electric - for a quick commute to Hyde Park, the University of Chicago, and Downtown Chicago. Whether you're expanding your portfolio or planning to owner-occupy while collecting rental income from the remaining units, this well-maintained multi-unit building offers strong long-term potential in one of Chicago's historic lakefront communities. Don't miss this rare opportunity in a location that continues to attract both residents and investors.

7537 S Phillips Avenue, Chicago

$735,000

5 Beds ⋅ 3 Baths ⋅ 12699054 MLS ⋅ ACTIVE Status

NORWOOD PARK Beautiful, well-maintained brick 2-flat with a STUNNING nonconforming garden apartment. The first and second floor units feature newer kitchens and baths, updated appliances and mechanicals, separate heating systems, spacious dining rooms, and breakfast nooks. Quiet residential location just a short distance from Rosedale Park and close to shopping, restaurants, public transportation, and expressways. Property taxes do not reflect any exemptions. Seller and broker make no representation as to the legality of the garden apartment. Strong rents and always on time tenants! A great opportunity for owner-occupants or investors. Seller nor broker make no representation as to the legality of the garden unit.

6150 W Thorndale Avenue, Chicago

$409,900

5 Beds ⋅ 2 Baths ⋅ 12709899 MLS ⋅ CONTINGENT Status

Great opportunity in the North Lawndale area! This solid brick 2-flat offers a versatile layout ideal for both investors and owner-occupants. The property features two spacious units: 1st floor unit has 2-bedrooms, 1-bath, living room, kitchen, and laundry; 2nd floor unit has 3-bedroom, 1-bath, living room, kitchen, and laundry. Both units each with comfortable living space and functional layouts. Both units are vacant, making it easy to move forward with rental plans or owner occupancy. Each unit includes a kitchen equipped with stove, refrigerator, and microwave, and tenants pay their own gas and electric, helping to reduce operating expenses. The property also includes a full unfinished basement, offering potential for additional storage or future expansion. Conveniently located near major streets, public transportation, schools, and local amenities. A great opportunity to build equity and generate income in a growing area.**One of the LLC members is an Illinois licensed Realtor (Not Listing Brokers)**

4046 W 21St Street, Chicago

$549,900

4 Beds ⋅ 2 Baths ⋅ 12701495 MLS ⋅ ACTIVE Status

Fantastic investment opportunity in the desirable Jefferson Park neighborhood-a well-maintained and updated 2-flat that offers both turnkey investment potential and the option for owner-occupancy. Each unit features 2 bedrooms and 1 bathroom, complemented by beautiful hardwood floors, central HVAC, and a bonus back porch. The main floor unit boasts modern upgrades, including stainless steel appliances, maple cabinetry, and new light fixtures. Both units have separate utilities, ensuring convenience and privacy. The unfinished lower level provides dedicated laundry spaces, mechanical systems, and open storage for each unit. Additionally, there is a detached 2.5 garage currently leased to a neighbor, adding extra income potential. Situated on a quiet, tree-lined street, this property is within walking distance to the Gladstone Park Metra station, offers quick highway access, and is close to schools, parks, restaurants, and shopping. Current tenant leases expire in December 2026 and June 2027.

5848 W Catalpa Avenue, Chicago

$240,000

7 Beds ⋅ 3 Baths ⋅ 12706492 MLS ⋅ ACTIVE Status

Owned by the same family for over 30 years, this solid brick 2-flat in Auburn Gresham offers two spacious units plus a finished basement with additional living space. The first-floor unit is occupied by a family member, while the second-floor unit and basement are vacant. Each unit features two generously sized bedrooms plus a third tandem bedroom at the rear, a spacious living room with adjacent dining room, and kitchen with exterior door access. The finished basement includes one bedroom, living room, kitchen, utility room, and a full bathroom providing flexible space for related living or an in-law arrangement. Units can be rent ready with some TLC offering excellent value-add potential. Whether you're an investor looking to increase rental income or an owner-occupant seeking to live in one unit while renting the other, this property presents a great opportunity. The property is part of an estate and is being sold as-is. 24 hour notice for Showings Requests.

7735 S May Street, Chicago

$1,100,000

8 Beds ⋅ 5 Baths ⋅ 12707761 MLS ⋅ ACTIVE Status

ALL BRICK 2-FLAT WITH A GARDEN UNIT AND HUGE FENCED IN YARD. 1ST AND 2ND FLOOR HAVE IDENTICAL LAYOUTS WITH HARDWOOD FLOORS THROUGH-OUT WITH SEPARATE LIVING ROOM, DINING ROOM AND 3 LARGE BEDROOMS, UPDATED 1.1 BATHS, EAT-IN KITCHEN WITH SHAKER WHITE CABINETRY, STAINLESS STEEL APPLIANCES. BASEMENT COMES WITH 2 BEDS, 1 BATHROOM, CHERRY RED CABINETRY AND STAINLESS-STEEL APPLIANCES. ENTIRE BUILDING HAS FORCED AIR AND HEAT. UPDATES IN 2026 INCLUDE NEW ROOF, FULL EXTERIOR PAINT AND INTERIOR PAINT, BUILDING EXTERIOR DOORS, ENTIRE BUILDING HAS NEW FLOORS, APT 1 AND APT 2 NEW BATHS, NEW KITCHEN, ALL NEW LIGHT FIXTURES, DUCT CLEANING, DECK PAINTED, BASEMENT KITCHEN UPGRADED

2507 W Coyle Avenue, Chicago

$37,900

4 Beds ⋅ 2 Baths ⋅ 12709244 MLS ⋅ ACTIVE Status

TWO FLAT W/BASEMENT IN UPCOMING AREA OF THE CITY. Great potential for owner occupant or investor. Need extensive rehab to bring back to its former glory. Two 2 bedroom units with a basement that can be a duplex to the first floor or an in-law. Parking in the back for two cars, or there is room for a garage. Close to transportation and the lake. Sold as is. No survey provided. Two additional lots available at $40,000 each.

8847 S Burley Avenue, Chicago

$589,000

4 Beds ⋅ 3 Baths ⋅ 12708844 MLS ⋅ ACTIVE Status

Beautiful, Legal 2 Flat with in-law arrangement in the heart of Jefferson Park. Excellent building includes top floor unit 2 Bed 1 Bath. First floor unit 2 Bed 1 Bath and in-law down for an additional Bed and Bath. Bright open units each equipped with private rear porches. Pictures only reflect second floor unit but first floor is even bigger and more updated. Long time owner, solid and well maintained building. Excellent locations, located on a quiet street close to restaurants, shopping, parks, schools, train and highway! This home has it all! Don't miss out! HURRY!!

4923 N Mason Avenue, Chicago

$225,000

4 Beds ⋅ 2 Baths ⋅ 12709012 MLS ⋅ ACTIVE Status

OVERSIZED CORNER LOT!! BRICK 2 STORY 2 FLAT WITH FULL SEMI FINSHED BASEMENT!! 2 CAR DETACHED GARAGE WITH SIDE APRON!! 2 BEDROOMS EACH UNIT!! SEPARATE GAS FORCED AIR HEATING UNITS !! SPEPARATE ELECTRIC, CIRCUIT BREAKERS !! SPACIOUS YARD !!! 2 BLOCKS FROM PUBLIC TRANSPORTATION !!!

165 E 119Th Street, Chicago

$384,999

5 Beds ⋅ 2 Baths ⋅ 12708977 MLS ⋅ CONTINGENT Status

Discover 6018 S Sangamon Street-a stunningly updated greystone 2-flat, ideal for both investors and owner-occupants. Each unit boasts over 1,300 sq. ft. of living space, brand-new mechanicals and appliances and modern finishes throughout. Unit 1 offers 2 bedrooms and 1 bathroom, while Unit 2 provides 3 bedrooms and 1 bathroom. Enjoy LVP flooring and sleek kitchens featuring quartz countertops, custom cabinets, and stainless steel appliances. The clean, unfinished basement includes a shared laundry area and separate utility panels. Outside, a well-kept, low-maintenance yard. Whether you're house hacking your first home or seeking a fully turnkey addition to your rental portfolio, this property is move-in ready and an outstanding investment opportunity.

6018 S Sangamon Street, Chicago

$439,000

6 Beds ⋅ 2 Baths ⋅ 12708616 MLS ⋅ ACTIVE Status

Won't last long! 2-flat located in Chicago's rapidly appreciating Back of the Yards neighborhood each spacious unit offers a separate living room, formal dining room, 3 bedrooms and one full bath. Perfect for an owner-occupant looking to live in one unit while generating rental income from the other, or an investor seeking a strong cash-flow opportunity. Don't miss your chance to own this, Schedule your private showing!

5256 S Carpenter Street, Chicago

$835,000

8 Beds ⋅ 5 Baths ⋅ 12705609 MLS ⋅ ACTIVE Status

BEAUTIFULLY MAINTAINED BRICK 2-FLAT WITH A GARDEN APARTMENT IN THE MOST DESIRABLE NORWOOD PARK LOCATION BETTER THAN NEW, LESS 40 YEARS OLD. GREAT OPPORTUNITY FOR INVESTORS OR MULTI-FAMILY LIVING. JUST MINUTES AWAY FROM TOP-RATED SCHOOLS. FARNSWORTH ELEMENTARY SCHOOL AND TAFT HIGH SCHOOL. EACH OF THE 2 UNITS FEATURE 3 BEDROOMS AND 2 BATHS. LARGE KITCHEN WITH A DINETTE AREA AND SEPERATE UTILITIES. NEWER WINDOWS. 2.5 BRICK GARAGE. GARDEN APARTMENT (2 BEDROOMS 1 BATH) HAS BEEN COMPLETELY REMODELED IN 2026. FRESHLY PAINTED. BEAUTIFUL KITCHEN WITH 42" WHITE CABINETS, GRANITE COUNTERTOPS, NEW FLOOR AND NEW RECENT LIGHTING. COIN-OPERATED LAUNDRY LOCATED IN THE BASEMENT. THE PROPERTY IS WITHIN WALKING DISTANCE TO JEFFERSON PARK TRANSIT-CENTER PROVIDING ACCESS TO CTA BLUE LINE, METRA AND AMTRAK. CLOSE TO KENNEDY EXPRESS AND EDEN EXPRESSWAY. CLOSE TO DOWN TOWN CHICAGO AND O'HARE AIRPORT.

5789 N Elston Avenue, Chicago

$159,000

6 Beds ⋅ 3 Baths ⋅ 12708488 MLS ⋅ PENDING Status

Prime Bridgeport location. Excellent investment opportunity for Investor/Rehabbers. 2 flat building with attached cottage with separate entrance. Needs significant improvements. 1st floor apartment has 2 bedroom 1 bath. 2nd floor 3 bedroom and 1 bath. Attached cottage 1 bedroom 1 bath. Sold as-is. Cash offers preferred. No blind offers accepted. No inspection requests. Buyers should do their inspections before submitting offers. Showings will begin 7/21 No offers will be considered until after 7/21 Multiple offers received. Highest and Best by 6pm Thursday 7/23. No escalation clauses.

2704 S Hillock Avenue, Chicago

$295,000

4 Beds ⋅ 2 Baths ⋅ 12704989 MLS ⋅ ACTIVE Status

Chicago Lawn brick 2-flat offering immediate rental income with both units fully occupied on month-to-month tenancies. Each unit features 2 bedrooms, 1 bath, and an enclosed rear sun porch. Recent improvements include a new front porch and new hot water tanks (2025), plus updates to the first-floor unit. Separate gas and electric utilities, a full basement with ample storage and space for a future laundry area (buyer to verify), and a large unfenced backyard. Conveniently located near schools, parks, shopping, public transportation, and major roadways. **Sold AS IS. Property is being conveyed subject to the rights of the current occupants. Buyer to assume existing tenancies upon closing.**

6515 S Artesian Avenue, Chicago

$629,900

12 Beds ⋅ 4 Baths ⋅ 12707427 MLS ⋅ ACTIVE Status

Frame 2 Flat with Basement Apartment and Coach House / Occupied / Property being sold occupied / Property being sold in AS IS condition, no surveys nor disclosures, taxes prorated / Seller will review offers after the property has been on the market for 7 days. (Room counts/sizes are estimates) First Floor Unit has 4 Bedrooms /1 Bathroom, Second Floor Unit has 3 Bedrooms /1 Bathroom, Basement Unit has 3 Bedrooms /1 Bathroom, Coach house has 2 Bedrooms / 1 Bathroom

644 N Albany Avenue, Chicago

$144,000

5 Beds ⋅ 2 Baths ⋅ 12708524 MLS ⋅ ACTIVE Status

Don't let this great opportunity pass you by!! Here's a great rehab project for both the seasoned rehabber/investor and owner-occupants! Two flat brick building, in the Greater Grand Crossing neighborhood. This large 2 unit building has 3 bedrooms on 1st floor and 2 bedrooms on 2nd floor, along with a full basement, large backyard and side drive, all close to transportation, schools, parks, and retail. Call to schedule your showing today! Property is sold in "as-is" condition, Seller makes no repairs or offers any repair credits. No Survey or termite inspection. Property conveyed with Special Warranty Deed and tax prorations at 100%. Please submit all offers with signed disclosures and proof of payment.

7530 S Eggleston Avenue, Chicago

$279,999

4 Beds ⋅ 2 Baths ⋅ 12708322 MLS ⋅ ACTIVE Status

Discover a prime turnkey opportunity in the heart of Chicago Lawn with this classic 2-flat brick property. Its perfectly suited for a savvy investor or a house-hacker looking to live comfortably while collecting rental income. Both spacious apartments feature functional two-bedrooms, one-bathroom layouts with excellent natural light. The 2nd floor is vacant and recently updated with modern finishes, fresh paint, and updated flooring. The main-level unit is currently occupied by a reliable and long-term tenant. Recent improvements are - new roof, tuck-pointing, new water heaters and replaced back porch. YOU'RE INVITED TO TOUR THIS BEAUTIFUL PROPERTY ON SUNDAY 3PM - 4PM.

6621 S Oakley Avenue, Chicago

$199,900

6 Beds ⋅ 2 Baths ⋅ 12707171 MLS ⋅ ACTIVE Status

Excellent opportunity to own a solid brick 2-flat in Chicago's sought-after Austin neighborhood, offering exceptional flexibility for both owner-occupants and investors. Each spacious unit features 3 bedrooms and 1 full bath, while the upper unit showcases beautiful hardwood floors, stunning coffered ceilings, abundant natural light, timeless character, and a private balcony overlooking the tree-lined street. The first-floor unit duplexes into a versatile partially finished basement complete with laundry, ample storage, and exterior access, creating flexible space that can be customized to suit a variety of needs. Separate gas and electric utilities provide added convenience, and the detached 2-car garage offers valuable off-alley parking. Ideally located with easy access to I-290, public transportation, Columbus Park, Oak Park, shopping, dining, and more. Whether you're looking to live in one unit while generating rental income from the other or lease both units for consistent cash flow, this property presents an outstanding opportunity with endless potential.

4818 W Jackson Boulevard, Chicago

$160,000

4 Beds ⋅ 2 Baths ⋅ 12707973 MLS ⋅ ACTIVE Status

This solid brick corner 2-flat presents a standout opportunity for those looking to add a high-potential asset to their portfolio. Each unit features a classic two-bedroom, one-bathroom layout highlighted by original hardwood floors and the modern comfort of individual forced air and A/C. The building has benefited from significant recent capital improvements, providing a strong foundation for the next owner. A brand-new roof was installed in early 2024, followed by a series of 2025 upgrades including a new water heater for Unit 2, updated bathtub plumbing in Unit 1, a new garage motor, and a refreshed front door frame and siding. The property includes a full basement with ample space for storage and laundry hookups. Outside, the corner lot provides both a side and rear yard, along with a convenient two-car garage. Units are currently occupied with tenant-owned appliances, generating immediate monthly income (Unit 1 at $800; Unit 2 at $750).

11514 S Yale Avenue, Chicago

$310,000

6 Beds ⋅ 2 Baths ⋅ 12705372 MLS ⋅ PENDING Status

Spacious brick 2 flat previously updated in 2019! Each unit offers 3 bedrooms, 1 full bath, spacious living and dining rooms, hardwood floors, and attractive kitchens featuring dark cabinetry, granite countertops, tile backsplash, stainless steel appliances, and tile flooring. Full partially finished basement provides excellent storage and future possibilities. Detached 2 car garage and fenced backyard. Conveniently located near schools, parks, shopping, public transportation, and Lake Michigan. Excellent opportunity to add value and make it your own. Sold as is. Equal Housing Opportunity.

7648 S Luella Avenue, Chicago

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