Chicago Multi-Family Homes for Sale

Buying or Selling an apartment building in Chicago? We are your Chicago multifamily broker with over 20 years of experience in selling multi-family apartment buildings. Whether it's a 2 flat, 3 flat, or 10-unit building, we can help!

In Chicago, residential multi-family properties include properties with 2, 3, and 4 units. Apartment buildings with 5 or more units are considered commercial multi-family properties and will require a larger down payment.

Popular Neighborhoods in Chicago

Search ALL multi-family properties for sale in Chicago's most popular neighborhoods.

Multi-family Real Estate Searches

Search ALL multi-family properties for sale in Chicago by type.

Home Sellers, Are You Selling in 2026?

Highest Price for Your Building!

The high demand and low inventory for multi-family properties in Chicago are at their peak. This makes it the ideal time for property owners to sell and receive the maximum price for their property, regardless of condition.

How much is your investment property REALLY worth? Determining the value of a multi-family property takes more than just comparing sold properties in the area. Our approach is to not only focus on your property's current value but also recommend how to increase its value so you can achieve the Highest Price Possible!

Questions about selling an apartment building?

We've compiled a list of the most frequently asked questions about selling apartment buildings in Chicago.

We have Buyers ready to make you an offer!

We have active buyers looking for multi-family properties in the following neighborhoods. (Updated January 2026)

Portage Park
Jefferson Park
Logan Square - Preferably within .5 miles of the Blue line
Lincoln Park - Any condition.
West Town - Brick buildings in any condition
Avondale - Brick buildings, any condition
Roscoe Village

Schedule a Private Consultation Today!

Home Buyers, Let's Beat The Competition

Work with a Broker who specializes in multifamily real estate! The advantage is simple.

Properties are selling fast and at times properties are sold before they even hit the market because sellers prefer a quick sale to avoid any potential headaches with tenants. With years of experience in rehabbing and sales, we know what to look for during the 1st showing. Our advice will help you determine if the property is worth pursuing.

How to Finance a Multi-Family Property?

Financing options for Multi-family real estate in 2026 include the following:

FHA - Requires a minimum of 3.5% down payment
Conventional - Owner occupant requires 5% down, and investment requires 10%-20% down.
Veterans and Military families - 100% financing is available through the VA program.
Rehab Loan - Provides funding for acquisition and improvements. Down payment varies.

Chicago Multi-Family Real Estate Blog

Whether You're Buying or Selling, Let Our Experience Work For You!

Newest Multi-family Properties

$599,000

5 Beds ⋅ 3 Baths ⋅ 12751156 MLS ⋅ NEW Status

Classic yellow-brick, legal three-flat in Portage Park, situated on an oversized 31' x 125' lot. All three units are currently rented and occupied. The first- and second-floor units feature gorgeous original woodwork and detailing, along with two-bedroom, one-bath layouts, large dining rooms, hardwood floors, spacious kitchens, and generously sized rooms. The garden unit offers one bedroom and one bath. Recent building improvements include new windows, newer roofs on both the building and garage, lintel and masonry work, and updated landscaping. Each unit has its own boiler, and tenants pay their own utilities. The basement offers common-area coin-operated laundry and a bonus room ideal for storage, an art studio, crafts, or other uses. A large, landscaped backyard and detached two-car garage complete the property. Please refer to the showing schedule for prearranged showing times.

5057 W Newport Avenue, Chicago

$549,900

5 Beds ⋅ 3 Baths ⋅ 12748829 MLS ⋅ NEW Status

Your Portage Park investment is ready for you to call home sweet home as you collect the rents or keep as the perfect arm chair investment! Don't miss your opportunity to invest in this well maintained legal 2 unit plus in-law near 6 corners! 1-2 blocks away! Nice size units with tall ceilings. 1st floor unit is spacious and bright with 2 bedrooms + Den ( was used as a 3rd bedroom), hardwood floors, eat in kitchen with an amazing living/dining space with fireplace. Spacious garden unit with hardwood flooring, large living space and recently upgraded bathroom with bathfitter surround. Many updates...HVAC is less than 6 years old, water heaters, windows, siding, roof, leafguard gutters and more. Deck off the main floor unit offers a great place to relax and entertain with view of the fenced in yard. 2.5 car garage with alley access. Laundry room and ample storage space. Current owner was doing some DIY projects inside the building but did not get a chance to finish. Needs some cosmetic work but the bones and exterior is in GREAT shape! Not many in the area I am sure you have looked. See you soon.

4823 W Grace Street, Chicago

$585,000

6 Beds ⋅ 2 Baths ⋅ 12738628 MLS ⋅ NEW Status

Solid brick 2 flat in coveted Avondale/Belmont Garden area on quiet tree lined street. The building offers two spacious units each with living room, separate dining room, kitchen and 3 bedrooms, as well as storage in enclosed porches. Each unit also has large bathroom, separate GFA heat, electric and water heaters. The full basement is semi finished with drywalled ceiling and walls, as well as a roughed in bathroom. Owner has maintained and made recent improvements such as newer furnaces & hallway painting. Both 1st and 2nd floor units are tenant occupied with leases ending at end of 2026. Current rents are below market with room for increase with capital improvements such as kitchen and bath updates. This is a great opportunity for investors or owner occupants in a fast appreciating area.

4140 W Barry Avenue, Chicago

$585,000

4 Beds ⋅ 3 Baths ⋅ 12748911 MLS ⋅ NEW Status

Amazing brick 2-flat opportunity in Portage Park, situated on an oversized 35' x 125' lot. This property offers excellent upside potential by duplexing the first-floor unit into the lower level, which features good ceiling height and an existing bathroom. The front stairwell is configured to allow for a straightforward entryway modification, seamlessly connecting the two levels. Once completed, the duplex-down unit could offer either 3 beds / 2 baths or 4 beds / 2 baths. Both units are currently configured with 2 bedrooms and 1 bathroom. The second-floor unit features an enclosed rear porch that has been incorporated into the living space and works perfectly as an office or den. Additional highlights include basement laundry, a two-car detached garage, and a separate parking pad for a third vehicle. This property is an excellent alternative to a single-family home, with the added benefit of rental income to help balance ownership costs. The first-floor tenant will vacate at the end of September. Please refer to the showing schedule for prearranged showing times.

5051 W Berenice Avenue, Chicago

$609,000

5 Beds ⋅ 3 Baths ⋅ 12741864 MLS ⋅ ACTIVE Status

Incredible opportunity to own a well-maintained legal two-flat with an additional garden unit! Each spacious unit features hardwood flooring, generous living rooms, formal dining areas, large kitchens, ample closet space, and wide enclosed porches. The first-floor unit offers two bedrooms plus a versatile den-perfect for a home office, guest room, or additional living space. Major improvements include a newer roof and water heater (2016), HVAC upgrades completed in 2021, and updated plumbing within the past two years. Situated on a wide lot with a side driveway and one-car garage, this property is conveniently located near restaurants, theaters, shopping, and public transportation. An excellent opportunity for an owner-occupant or investor!

5005 W Eddy Street, Chicago

$580,000

5 Beds ⋅ 3 Baths ⋅ 12741656 MLS ⋅ ACTIVE Status

Seize the day with this Updated, Versatile two-flat in Portage Park offering Cash Flow and Value-add upside. The property features one duplex-down unit with 3 bedrooms and 2 baths, plus a 2nd floor Simplex apartment with 2-bedroom/1-bath. Separate utilities and private laundry for each unit add convenience and investor appeal. Fully fenced yard, plus a 2-car garage with potential for additional income. Ideally located near historic 38-acre Portage Park, with access to nature walks, Olympic-size pool with aquatics, team & individual sports, gymnasium facilities, and fieldhouses. Walk to neighborhood favorites including Binny's, Target, PetSmart, Jewel-Osco, Ross, restaurants, shopping, and everyday conveniences. Enjoy easy access to I-90/94, CTA, Metra, O'Hare Airport, and Downtown Chicago. Make your appointment today!

4817 W Dakin Street, Chicago

$575,000

6 Beds ⋅ 3 Baths ⋅ 12693206 MLS ⋅ ACTIVE Status

Tucked into Portage Park, this rare legal three-flat has been generating steady income for years and comes fully tenant-occupied from closing. Built in 1922 on a generous 31x126 lot, it offers three two-bedroom units, a two-car garage, and a fenced backyard, giving an investor solid fundamentals to build on or a house-hacker room to move into one unit while the others help carry the mortgage. This property offers the new owner has real flexibility, whether that means adjusting rents to market or eventually settling into one of the units. The location does a lot of the work here too, maximizing rentability, just steps from the Montrose Blue Line, the #152 bus, Metra's Mayfair stop, and the shops around Six Corners, with Chopin Park close by. Interior photos are being held back out of respect for current residents, but are available on request through the listing agent, who's happy to arrange a private tour. Please allow a minimum 48 hrs' notice for showings. Property is being conveyed as-is.

5357 W Waveland Avenue, Chicago

$624,000

5 Beds ⋅ 3 Baths ⋅ 12739226 MLS ⋅ ACTIVE Status

Excellent Investment or Owner-Occupant Opportunity in Chicago! This Well-Maintained Two-flat offers Two Spacious Residences plus a versatile In-law Garden Unit. The Main-Level Unit features a Large Living Room, Separate Dining Room, Eat-in Kitchen, Primary Bedroom, Secondary Bedroom with Adjoining Sitting Room / Office, One Full Bathroom and an Entry Area with Stairs that lead to the One Bedroom, One Bathroom In-Law Garden Unit with Family Room, Office, and Kitchen. The Upper-Level Unit features a Large Living Room, Separate Dining Room, Eat-in Kitchen, Primary Bedroom, Secondary Bedroom with Adjoining Sitting Room / Office, and One Full Bathroom. With Flexible Accommodations across Three Levels, this Property offers Outstanding Potential for Multigenerational Living and/or Rental Income with a Fantastic Opportunity to live in one unit while generating income from the others! There is a Fenced Backyard and a Two Car Garage! The Prime Location is Moments to: CTA Bus Stops, Wrigley Field, Montrose Beach, Local Parks, Tons of Dining Options, Shopping and Nightlife. This is an Estate Sale and Property is sold As-Is and Hold Harmless. Sellers does not provide survey or disclosures - please verify all details on your own.

5105 W School Street, Chicago

$629,900

4 Beds ⋅ 3 Baths ⋅ 12728185 MLS ⋅ ACTIVE Status

Location, location, and location. Just across from Irving Park Blueline and Metra stations. Great investment opportunity. Rare model duplex townhouse in Old Irving Park near expressway I-90/94. This beautiful townhouse consists of two legal units with individual HVAC systems, two offstreet parking spots, common courtyard patio, storage area in the basement. The rental income of one unit covers the monthly expenses of the townhouse or live in one unit and use another one as an in-law unit. Monthly HOA fee of $150 covers common area maintenance including but not limited to parking lot, sidewalk, snow removal, garbage pickup, reserve for repairs of sewer and water service lines in the common area, and insurance. Unit #1: Aprox. 683 sq ft - One bedroom one bath garden unit with open concept, 10x12 bedroom, full size kitchen and dining, one full bath, newer HVAC system with central air, washer and dryer in the basement. Unit was freshly painted in July, 2026. Unit #2: Aprox. 1365 sq ft- Three bedrooms one and a half baths in second and third level. 11x17 master bedroom, spacious living room(13x18), updated eat-in kitchen with 42" maple cabinets, quartz countertops, and stainless steel appliances, in-unit washer and dryer, newer HVAC system with central air. Unit was freshly painted in June, 2026. Sold "As-Is".

4035 N Keystone Avenue, Chicago

$569,000

3 Beds ⋅ 2 Baths ⋅ 12735726 MLS ⋅ ACTIVE Status

WOW! amazing Well-maintained legal 2-flat in desirable Portage Park! Come see the classic charm of this 2 unit that has stained glass, built-ins original woodwork with crown molding. Also features forced heating and Central air for both units which is rare for this type of buildings The main floor has all beautiful hardwood floors, a spacious Spacious living room, formal dining room, also has additional sunroom that was finished and insulated which can be used for Den or Office! 1st floor has eat in kitchen with back porch that can be used for extra storage. The bright second-floor unit features large kitchen formal living and dining rooms all hardwood floors. Bathroom features beautiful bath tub and standup shower! Each unit has a separate forced air furnace and AC unit along with its own hot water heater! Outside, you'll find a good-sized yard with plenty of green space along with garage with o the yard-perfect for outdoor entertaining and gatherings. Building has all newer windows copper plumbing mechanicals are in good shape as well. This corner 2 unit is on a great block Conveniently located near shopping, public transportation, restaurants, parks, and more.

5258 W Dakin Avenue, Chicago

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