Browse All Chicago IL Multi-Family Properties for Sale

9 Beds ⋅ 9 Baths ⋅ 12791692 MLS ⋅ NEW Status

Introducing one of Chicago's most exceptional new construction trophy investments-an architectural masterpiece that effortlessly blends sophisticated luxury, uncompromising craftsmanship, and extraordinary income-producing potential. Situated on an oversized lot in one of the city's fastest-appreciating neighborhoods, this spectacular three-unit building sets a new benchmark for modern multifamily living. Each expansive residence offers approximately 1,500 square feet of impeccably designed living space featuring three spacious bedrooms, three designer bathrooms, and an extraordinary floor plan that lives like a luxury single-family home. Every unit boasts two lavish primary suites with spa-inspired baths, creating an unparalleled level of comfort, flexibility, and privacy rarely found in today's market. Designed to impress from the moment you enter, the stunning open-concept interiors showcase exquisite finishes throughout, including custom designer cabinetry, premium quartz countertops, striking statement backsplashes, stainless steel appliances, expansive entertaining spaces, private balconies, abundant natural light, and convenient in-unit laundry hookups. Every finish has been thoughtfully curated to deliver a timeless blend of elegance, functionality, and modern sophistication. Built with exceptional attention to detail, this remarkable property features enhanced sound insulation between floors and exterior walls, providing superior privacy and an elevated living experience. A one-year builder warranty offers additional confidence and peace of mind. The outdoor living is equally impressive, featuring an expansive, fully fenced backyard designed for entertaining, gatherings, and everyday enjoyment, along with three dedicated exterior parking spaces. Perfectly positioned just moments from the CTA Green Line, only two blocks from Washington Park, and minutes from the transformative Obama Presidential Center, this extraordinary investment stands at the heart of one of Chicago's most exciting redevelopment corridors. Surrounded by billions of dollars in public and private investment-including the visionary 62-acre 78th Neighborhood development along the Chicago River-this location is poised for exceptional long-term appreciation and sustained demand. Whether you're a seasoned investor seeking a prestigious addition to your portfolio or an owner-occupant looking to offset your mortgage with substantial rental income, opportunities of this caliber are exceedingly rare. Every square foot reflects refined design, enduring quality, and exceptional craftsmanship. This is more than a multifamily property-it is a legacy investment, a trophy asset, and a statement of excellence that will captivate even the most discerning buyer.

5302 S Prairie Avenue, Chicago

$299,900

6 Beds ⋅ 2 Baths ⋅ 12791625 MLS ⋅ NEW Status

Outstanding investment or owner-occupant opportunity in Chicago's West Garfield Park neighborhood! This solid brick 2-flat offers a high-yield layout with great space and income potential. The spacious duplex-down Unit 1 spans the 1st floor and basement, featuring 4 full bedrooms and 1 bathroom-ideal for a primary residence or a high-capacity rental. Unit 2 provides a clean, functional layout with 2 bedrooms and 1 bathroom. Currently tenant-occupied on a flexible month-to-month basis, offering immediate rental income upon closing or room for full repositioning. Bring your updates and ideas to maximize market rents in a rapidly developing location near public transportation, local schools, and major roadways. Room counts and sizes are estimates. Sold AS-IS. Real estate taxes prorated. Seller will not provide survey or disclosures. Tenant occupied on a month-to-month lease; please do not disturb tenants. Showings require 24-48 hour advance notice. All buyers must submit proof of funds or a pre-approval letter with offers.

4441 W Congress Parkway, Chicago

$620,000

8 Beds ⋅ 5 Baths ⋅ 12789557 MLS ⋅ NEW Status

ATTENTION INVESTORS! LEGAL BRICK 3-FLAT IN GARFIELD RIDGE! Excellent investment opportunity! Solid, well-maintained brick 3-flat in Chicago's desirable Garfield Ridge neighborhood. The first and second floors each feature 3 bedrooms and 1.5 bathrooms. The garden-level unit offers two separate entrances, 2 bedrooms, a kitchen, living room, dining room, and a full updated bathroom. The property features a detached 2-car garage, separate electric meters for each unit, and separate gas meters for the first and second floors. The first-floor and garden units share a gas meter. Coin-operated laundry in the basement provides an additional source of income. Numerous updates and improvements include a remodeled second-floor unit in 2021, a remodeled garden unit in 2022, a boiler replaced in 2025, a sump pump replaced in 2024, both water heaters replaced in 2020, basement window blocks replaced in 2019, front windows on the first and second floors replaced in 2015, and recently completed tuckpointing. This property is in excellent condition and has been exceptionally well cared for. Fully rented and generating income from day one, it is an excellent opportunity for investors seeking a solid, income-producing property. Conveniently located near major highways, public transportation, shopping, restaurants, and other neighborhood amenities. Don't miss this outstanding investment opportunity!

5768 S Archer Avenue, Chicago

$935,000

9 Beds ⋅ 3 Baths ⋅ 12791226 MLS ⋅ NEW Status

Classic Chicago brick.Two Huge flats plus a finished in-law living basement,Each unit comes with 3 bedrooms and 1 bath with separate Living rooms and Dinning rooms and modern interior design with hardwood floors. Major Capital improvements already completed! These improvements feature brand-new copper plumbing, electrical wiring, mechanical systems, roof, windows and a new catch basin. Renovated kitchens and bathrooms, stainless steel appliances and hardwood floors create an inviting interior, while in-unit laundry, individually controlled central air and separate water heaters add everyday convenience. Gated access and three parking spaces complete the package. This is an outstanding opportunity for buyers seeking a place to call home with rental income, or for investors looking for updated finishes backed by substantial capital improvements.Blocks away from public transportation. Schedule your showing today Please allow 24-48 hours for viewing requests-Building is fully Occupied!

6044 N Fairfield Avenue, Chicago

$199,000

5 Beds ⋅ 3 Baths ⋅ 12791197 MLS ⋅ NEW Status

Own a piece of History with this classic Pullman rowhouse! Currently 3 units (one per floor). Or restore and convert to a wonderful single family home. Solid property but units need a refresh to rent at market rate. Long time owner prefers to sell AS-IS.

11321 S Langley Avenue, Chicago

$270,000

6 Beds ⋅ 3 Baths ⋅ 12791283 MLS ⋅ NEW Status

Solid brick 3 flat in the Roseland neighborhood. Each unit boasts 2 bedrooms, 1 bathroom and a Detached garage. Property being sold in AS IS condition, no surveys nor disclosures, taxes prorated. This property is subject to a 3-Day First Look Period. Seller does not accept blind offers or escalation clauses.

619 E 102Nd Place, Chicago

$499,900

10 Beds ⋅ 4 Baths ⋅ 12772530 MLS ⋅ NEW Status

UNIQUE INVESTMENT OPPORTUNITY for both SEASONED INVESTORS and SAVVY HOMEOWNERS looking to LIVE FOR FREE while the other unit pays the mortgage. EXCEPTIONAL OVERSIZED 2-UNIT BUILDING, a rare find in today's market! Recently RENOVATED. GENEROUS Living Spaces in both units. MODERN AMENITIES. Each unit features 5 Bedrooms + 2 Full Baths + Beautiful Kitchen area. This property promises STRONG CASH FLOW! DON'T MISS OUT the opportunity!!! Schedule a showing TODAY and secure your future in Real Estate!

631 N Monticello Avenue, Chicago

$419,900

6 Beds ⋅ 3 Baths ⋅ 12790948 MLS ⋅ NEW Status

Discover the possibilities at 5539 W Adams Street in Chicago's Austin neighborhood! This brick two-unit property offers a unique opportunity for investors and owner-occupants alike, featuring two spacious apartments plus a beautifully updated garden-level living space. Each level offers two bedrooms and one bathroom, providing flexible living arrangements and income potential. The first-floor apartment features modern updates, while the finished garden level showcases contemporary finishes, updated flooring, a stylish kitchen with stainless steel appliances, and comfortable living areas. The second-floor apartment is occupied by a long-term tenant and retains its original vintage finishes and presents a tremendous renovation opportunity for a buyer ready to bring their vision to life and add equity over time. With modernization throughout, the second floor offers the potential to complement the property's already updated spaces. Additional highlights include three separate furnaces for each living level, a roof replaced in 2020, and a detached garage. The property is being offered in its current condition, allowing the next owner to determine the improvements that best suit their goals. Whether you're looking to expand your investment portfolio, explore owner-occupancy opportunities, or invest in a property with room for future improvements, 5539 W Adams offers an exciting combination of existing updates and untapped potential. Schedule your showing and explore the possibilities!

5539 W Adams Street, Chicago

$574,000

5 Beds ⋅ 3 Baths ⋅ 12791130 MLS ⋅ NEW Status

Excellent opportunity for an owner-occupant or investor at 5922 S Karlov Ave! This well-maintained 2-unit property offers an additional finished basement in-law arrangement, a 2-car garage, strong existing tenants, and a VACANT main-floor unit-perfect for a buyer looking to move in while generating rental income.The upper unit features a spacious 1-bedroom layout with a large living room, eat-in kitchen, and its own laundry room with washer and dryer. The main-floor unit offers 2 bedrooms, a combined living/dining area, and kitchen. The finished basement in-law arrangement adds 2 bedrooms, 1 full bath, and access to a shared coin-operated Speed Queen laundry system with convenient PayRange digital payment capability. Major improvements make this property even more attractive, including a NEW ROOF AND GUTTERS, newly installed drain-tile/flood-control system, central heating and cooling, newer water heater, remodeled basement bathroom, updated main-floor kitchen with newer appliances, cabinets and countertops, exterior motion lighting, and a newer rear exterior/storm door. With great tenants already in place, a vacant main unit ready for an owner-occupant, multiple living spaces, a 2-car garage, and significant recent improvements, this is a turnkey opportunity with flexibility and income potential. Schedule your showing today!

5922 S Karlov Avenue, Chicago

$420,000

7 Beds ⋅ 3 Baths ⋅ 12791173 MLS ⋅ NEW Status

Brick two flat offering a versatile opportunity for both owner occupants and investors looking to generate rental income in Chicago's Austin community. The first-floor unit features 2 bedrooms, while the second floor unit offers 3 bedrooms, with both showcasing spacious living and dining rooms, hardwood floors, and comfortable layouts. The finished basement provides additional living space with 2 additional rooms, a full updated bath, and laundry area. All three bathrooms have been updated with walk-in showers, complemented by refreshed flooring, modern fixtures, updated cabinetry, and appliances throughout. Major improvements include a brand-new roof completed May 2026, new drain tile and foundation water-protection system, select electrical updates, tuckpointing, and sidewalk improvements. Additional features include an enclosed rear porch, expansive backyard, brick 2-car garage, plus a carport providing parking for a third vehicle. Conveniently located with quick access to I-290 and nearby CTA bus and train options, this property combines space, updates, parking, and income-producing potential in one compelling package.Sold AS-IS

5037 W West End Avenue, Chicago

$110,000

8 Beds ⋅ 3 Baths ⋅ 12791165 MLS ⋅ NEW Status

Investor opportunity in the Back of the Yards area. This legal 3-flat features separate utilities and a 2-car detached garage, providing an opportunity for an investor or rehabber looking for their next multifamily project. This property presents an opportunity to renovate, improve, and potentially generate future rental income. PROPERTY IS BEING SOLD STRICTLY AS-IS. AS-IS RIDER REQUIRED. PROPERTY WILL NOT QUALIFY FOR FINANCING; CASH OFFERS ONLY. SELLER WILL NOT MAKE ANY REPAIRS OR PROVIDE A SURVEY OR PROPERTY DISCLOSURES.

5338 S Wood Street, Chicago

$429,900

8 Beds ⋅ 3 Baths ⋅ 12790903 MLS ⋅ NEW Status

Spacious two-unit property featuring versatile living spaces and separate utilities. The second-floor apartment offers three bedrooms, a living room, a separate dining room, and a kitchen. The first-floor unit features a duplex layout with five bedrooms and two full bathrooms. Each unit has its own furnace and central heating system. The property also includes a two-car brick garage and one additional exterior parking space. Conveniently located across the street from CICS Basil (Chicago International Charter School). BROKER-OWNED. Owner is a licensed Managing Broker in the state of Illinois

1845 W Garfield Boulevard, Chicago

$179,900

5 Beds ⋅ 2 Baths ⋅ 12790949 MLS ⋅ NEW Status

Excellent Opportunity to own a solid brick 2 flat with finished basement. Featuring a side drive with a rear parking pad. With a little sweat equity you can sit back and watch the appreciation!! Sold completely as is, seller looking for a quick seamless closing. 2nd floor occupied by cash paying tenant, first floor vacant. ***Multiple Offers Received. Seller request highest and best offers due by Tuesday October 27, 2026 12pm. All offers must have POF or Pre Approval***

4508 W Maypole Avenue, Chicago

$1,099,000

5 Beds ⋅ 6 Baths ⋅ 12790750 MLS ⋅ NEW Status

Welcome to this exceptional Greystone vintage 2-unit building with a garden apartment on the lower level - offering 5 bedrooms, 5 full bathrooms, and 1 half bathroom, perfectly blending classic Chicago charm with modern comfort. Featuring beautiful landscaping, a fenced backyard, and thoughtfully designed living spaces, this remarkable property presents an outstanding opportunity for both homeowners and investors. A stunning hardwood staircase welcomes you through the main entrance, providing access to both the first- and second-floor units. Let's begin with the second-floor residence. As you enter, you're greeted by a bright and spacious living room, highlighted by a beautiful English skylight lantern above the foyer and oversized windows that fill the home with abundant natural light. Located just off the living room, the primary suite offers a private retreat with a separate sitting area, generous closet space, direct access to a private balcony, and large windows that create a warm and inviting atmosphere. On the opposite side of the living room, the second bedroom features a walk-in closet and ample living space. The unit includes two full bathrooms-one with a luxurious walk-in steam shower and the other with a relaxing soaking tub. Conveniently located between the bedrooms, the dedicated laundry room adds everyday comfort and functionality. Toward the rear of the home, the open-concept family room and kitchen create the perfect gathering space, centered around a cozy fireplace with both gas and wood-burning options. The kitchen is beautifully appointed with stainless steel appliances, a large center island with breakfast bar seating, pantry storage, and expansive windows that surround the space with exceptional natural light. The first-floor unit mirrors the upper-level layout, offering incredible flexibility for multi-generational living or rental income. It features its own fully equipped kitchen, two full bathrooms, a dedicated laundry room, and an added layer of security with alarm sensors installed on every window. From the rear staircase, you'll find access to the basement studio unit. Before entering the studio, you'll pass a spacious recreation room, utility area, and a separate laundry room dedicated exclusively to the lower-level residence. Inside the studio, you'll find a thoughtfully designed living space featuring a full kitchen with stainless steel appliances, a microwave, air fryer, and range hood. The studio also includes one full bathroom, one half bathroom, and generous closet space, creating a comfortable and functional living arrangement that's perfect for guests, extended family, or rental income. The rear staircase also provides convenient access to the rooftop, the first-floor unit, and the second-floor residence, making movement throughout the building both practical and efficient. Designed with long-term comfort and peace of mind, the property is equipped with multiple tankless water heaters, multiple zoned furnaces, multiple sump pumps, and a comprehensive security system, showcasing the exceptional care and quality invested throughout the home. Step outside to enjoy the beautifully landscaped, fenced backyard featuring a brick paver patio, mature landscaping, and multiple outdoor seating areas-an ideal setting for entertaining family and friends or simply relaxing outdoors. Conveniently located near public transportation, bus routes, restaurants, grocery stores, shopping, and everyday conveniences, this exceptional Greystone offers the perfect combination of timeless Chicago architecture, modern functionality, and outstanding investment potential. Don't miss this rare opportunity to own a versatile, meticulously maintained multi-unit property that seamlessly blends historic character, modern upgrades, and exceptional income potential-all in one of Chicago's most desirable neighborhoods.

4448 N Tripp Avenue, Chicago

$412,000

8 Beds ⋅ 3 Baths ⋅ 12790731 MLS ⋅ NEW Status

Located near Hyde Park, this classic Chicago brownstone is a true gem offering incredible space and potential. This two-story building with basement features 3 apartments, a total of 8 bedrooms, 3 full bathrooms. The first and second-floor units feature identical layouts, each offering 3 bedrooms, 1 full bathroom, separate living and dining rooms, generously sized bedrooms, and an eat-in kitchen. The basement apartment offers 2 bedrooms, 1 full bathroom, living room, and eat-in kitchen. A brand-new rear porch is one major improvement already completed. With spacious layouts throughout and three separate living spaces, this property offers tremendous potential for an owner-occupant or investor ready to bring their vision. Property is being sold AS-IS. Bring your vision and restore this classic brownstone to its full potential.

528 E 46Th Place, Chicago

$265,000

5 Beds ⋅ 2 Baths ⋅ 12785292 MLS ⋅ NEW Status

Very Well maintained, Brown Brick 2-unit on a quiet residential street. The building has (1) 2BR/1BA unit and a (1) 3BR/1BA unit. Large classic Apartments, Hardwood floors, lots of natural light, dining rooms, full basement 2-car brick garage. Property is being sold As -Is

648 E 92Nd Street, Chicago

$1,199,999

9 Beds ⋅ 6 Baths ⋅ 12790800 MLS ⋅ NEW Status

Rock Star Location, Uncompromising Livability, Intentional Design, and Architectural Significance. This Newly built 3 -story full masonry building is ready for delivery whether you are looking for a spacious home to live in, or for an effortless investment opportunity. The site location is strategic--the property is located just 2 blocks from the elevated train line and not on top of it which makes it close enough, and yet far enough away( Access without the noise) The Architectural design was thought out and improved on to ensure each bedroom, kitchen, living area and bathroom was maximized for functionality and the highest form of livability. The site lines from the extra tall vaulted ceilings with massive front elevation windows, wide open spaces and natural light directed from all sides. The finishes have been thoughtfully curated and intentionally designed to make for a timeless and exceptional living experience rather than conforming to what is trending. Living space matters and so each unit offers a generous 1400 Sq ft floor plan. The outdoor space is proprietary to each floor and spans wide and runs deep coming in at about 14 x 10 for each balcony. There is a 3 car masonry garage to take the guess work out of where to park, and no car needs to settle for an outdoor space come winter! The garage was constructed with a higher load capacity truss system for your potential ideas to do so much more. The property lends itself to the owner/ user with an opportunity to capture additional income from the other two units, or serves as an ideal investment for an arm chair investor for incredible income potential. The property is brand new and so there is literally nothing to do but manage it. You can have it all, location, spacious living areas, outdoor space, full masonry structure, 3 car masonry garage and the peace and quiet you want and deserve! Experienced Development team with over 40 years building from the ground up, and so the property is backed by a warranty.

4217 S Indiana Avenue, Chicago

$565,000

9 Beds ⋅ 3 Baths ⋅ 12787657 MLS ⋅ NEW Status

Legal 2-Unit Property with Potential to legalize existing Third Unit in Woodlawn! Excellent investment opportunity in Chicago's Woodlawn neighborhood, near the Obama Presidential Center and surrounding development. Currently recognized as a legal 2-unit property, the building features two main residential units plus an existing garden apartment with potential for conversion to a legal third unit. Located in an RM-5 zoning district, the property offers an opportunity to pursue legalization of the basement unit, subject to applicable building code requirements, permits, and City of Chicago approvals. The basement meets the height requirements exit door requirements and 4 gas and electrical meters. The top-floor unit is currently occupied by tenants paying $1,800 per month, providing rental income that can help mortgage payments while offering additional income potential. Renovations completed in 2024 include updates to plumbing, electrical systems, and HVAC, along with modern interior finishes. This property presents an attractive value-add opportunity for investors or owner-occupants seeking rental income and future upside in an evolving South Side neighborhood.

6141 S Eberhart Avenue, Chicago

$429,900

6 Beds ⋅ 2 Baths ⋅ 12790624 MLS ⋅ NEW Status

4038 W Congress Parkway, Chicago

$498,800

7 Beds ⋅ 3 Baths ⋅ 12790565 MLS ⋅ NEW Status

Presenting a rare and one of kind architecturally designed French brick 2 unit residential building. Gut-renovated in 2000 (and updated between 2012-2014), this well-maintained 2-flat is ready for a new owner! Currently configured with a large (+/- 1,600 sf) 3/1 + den first floor simplex and a massive (+/- 2,700 sf) 4/2 + den duplex up. Both apartments feature hardwood floors, wood burning fireplaces and designer tilework throughout. Unit 2 has a dishwasher, stainless appliances and a 200 sf deck. The unfinished basement features 9 foot ceilings and a host of possibilities! This beautiful property presents an excellent opportunity for a live-in owner to reap the benefits of extra-large living while collecting healthy rent to help defray their cost of ownership. Alternatively, an astute investor may view this property as an excellent long or short-term rental opportunity given its favorable location near all that the Morgan Park & Beverley areas have to offer! Recent improvements include new hot water heaters in 2023 & 2024 and brand-new, complete 39K tear-off roofs (on the home and 2.5 car garage), including 6 skylights. Going somewhere? The CTA's #111 111th Street bus is practically at your front door, Metra's 111th Street station is literally across the street and when you need to get out of Dodge, I-57 & 94 are a short 2-minute drive! Area attractions include: The Beverly commercial corridor, the Beverly Arts Center and Prospect Park.

11127 S Homewood Avenue, Chicago

$279,900

6 Beds ⋅ 3 Baths ⋅ 12776435 MLS ⋅ NEW Status

LARGE BRICK 3 FLAT WITH SIDE DOOR ENTRANCE GARDEN. PROPERTY SOLD OCCUPIED / PROPERTY BEING SOLD AS IS CONDITION, NO SURVEYS NOR DISCLOSURES. BUYER TO BE RESPONSIBLE FOR BUILDING CODE VIOLATIONS (ROOM COUNTS / SIZES ARE ESTIMATES). THERE IS A FULL BASEMENT WITH HIGH CEILINGS. DONT MISS THIS ONE- SUBMIT HIGHEST AND BEST OFFERS. QUICK CLOSING

4930 W Washington Boulevard, Chicago

$250,000

4 Beds ⋅ 2 Baths ⋅ 12790393 MLS ⋅ ACTIVE Status

Brick Chatham 2 Flat on a real nice block! This building has lots to offer. Each unit is 2 Bed, 1 Bath with Dining Rooms and Enclosed Back Porches giving expansion options. Separate heat systems for each floor. 2 car garage and unfinished basement with 2 doors and utilities off to the side. This building is good as a rental property or for an owner occupant. Priced to build equity! Make your appointment for a private viewing to see if this is the building you have been waiting for!

8012 S Rhodes Avenue, Chicago

$1,450,000

8 Beds ⋅ 6 Baths ⋅ 12790334 MLS ⋅ ACTIVE Status

Meticulously maintained legal 3-unit brick building located in Lincoln Park. This well-kept investment property features a top-floor duplex up with 3 bedrooms and 2 baths including in-unit laundry, a 2-bedroom/2-bath unit on the second floor, and a 2-bedroom/2-bath unit on the first floor. All units have been thoughtfully updated throughout. Recent improvements include a new roof, new downspouts, and new electrical service, including new electrical panels. Detached 2-car garage plus a private backyard patio. Situated on a quiet, tree-lined residential street within walking distance of Wrightwood Park and Prescott Elementary School. Located in the coveted Lincoln Park school district. A turnkey building that shows pride of ownership inside and out.

2714 N Marshfield Avenue, Chicago

$1,550,000

6 Beds ⋅ 3 Baths ⋅ 12788493 MLS ⋅ ACTIVE Status

Lincoln Park- This turnkey, legal 3-unit building sits on a quiet tree-lined street in one of Chicago's most desirable neighborhoods. Just 4 blocks from the Diversey Brown Line and only a short walk to the lakefront with easy access to Lake Shore Drive as well, this building has never had a vacancy as the location simply can't be beaten! This property sits in one of Chicago's designated Additional Dwelling Unit Zones and has highly favorable RT-4 zoning and an exceptionally deep 162 ft lot. As such, building an additional dwelling unit/coach house is possible, as is future new development for condos or single-family home. Due to the large lot size, there is a very big back yard and 4-car parking pad with room to increase the number of parking spaces for additional income if so desired. Current rents are generating $111,600 per year but could be higher without any improvements as they are below market value. All three apartments have their own separate gas forced air heating and cooling systems with central air conditioning and all have updated kitchens with dishwashers, granite counters and 42' cabinetry. The top two apartments have spacious private back decks and the first-floor apartment has its own front patio. Tenants pay their own electric and gas bills keeping owner expenses low. Don't miss out on this exceptional investment opportunity in one of Chicago's most sought-after neighborhoods.

740 W Schubert Avenue, Chicago

$785,000

8 Beds ⋅ 4 Baths ⋅ 12790273 MLS ⋅ ACTIVE Status

Classic brick 3-unit in the highly sought-after Heart of Chicago neighborhood of Pilsen, offering an exceptional opportunity for investors or owner-occupants. The property features two 2 bedroom, 1 bath apartments on the first floor, front and rear units, plus an expansive 5-bedroom, 2-bath top-floor residence with outstanding potential. The top-floor unit offers interior access to a large unfinished attic, creating an exciting opportunity to duplex up and add additional living space, value, and rental income. Both the top-floor apartment and rear first-floor unit are currently occupied. The unfinished basement offers even more potential, with roughed-in plumbing for a bathroom, rear egress, and a common laundry area. Situated in one of Pilsen's most vibrant areas. Surrounded by restaurants, cafes, and neighborhood favorites. Enjoy convenient access to the Pink Line and short drive to expressways.

2420 S Oakley Avenue, Chicago

$479,900

9 Beds ⋅ 4 Baths ⋅ 12789063 MLS ⋅ ACTIVE Status

well maintained 4 flat

1044 W 48Th Street, Chicago

$670,000

6 Beds ⋅ 3 Baths ⋅ 12787200 MLS ⋅ ACTIVE Status

Wonderful Opportunity in the Heart of Jefferson Park! Discover the possibilities with this charming 2-flat situated on an oversized lot along a beautiful, tree-lined street in one of Chicago's sought-after Northwest Side neighborhoods. Whether you're an investor looking to expand your portfolio or an owner-occupant hoping to live in one unit while generating rental income from the other, this property offers flexibility and exciting potential. The generous lot provides additional outdoor space and opportunities to create your own backyard retreat. Enjoy the charm of an established neighborhood while being just moments away from everything you need. The location is truly a highlight! Conveniently situated near neighborhood parks, shopping, restaurants, Jewel-Osco, the CTA Blue Line, Metra, and I-90, with easy access to O'Hare International Airport. With its desirable location, oversized lot, and investment potential, this property is a wonderful opportunity to bring your vision to life and make it your own. Schedule your showings today!

5122 N Lotus Avenue, Chicago

$599,000

5 Beds ⋅ 2 Baths ⋅ 12779951 MLS ⋅ ACTIVE Status

Belmont Cragin beautiful remodeled, wainscot dining rooms, freshly sanded floors. Great owners unit, new luxury cabinets, stainless steel appliances, Large master bedroom with a sunroom. Very nice rental unit Show and sell.

4927 W Parker Avenue, Chicago

$540,000

6 Beds ⋅ 3 Baths ⋅ 12788881 MLS ⋅ ACTIVE Status

Beautifully maintained building in the desirable Jefferson Park/Gladstone Park area! Each floor features 2 bedrooms and one bathroom. The finished basement offers additional living space with an in-law arrangement, including two bedrooms and a full bathroom. The property is tenant-occupied, but easy to show. All tenants are on month-to-month leases, offering flexibility for investors or owner-occupants.

5618 N Major Avenue, Chicago

$499,900

6 Beds ⋅ 3 Baths ⋅ 12789818 MLS ⋅ ACTIVE Status

Welcome to this charming multi-unit property located in the vibrant Gage Park neighborhood of Chicago, IL. This fantastic property offers two separate units, each featuring two spacious bedrooms and a well-appointed bathroom, making it an ideal investment opportunity. Basement is finished with two extra bedroom and a bathroom. Close to transportation, school and store.

5438 S Spaulding Avenue, Chicago

$659,900

6 Beds ⋅ 3 Baths ⋅ 12788995 MLS ⋅ ACTIVE Status

Welcome to 3441 N Ridgeway Ave in Chicago! This Multi-Unit property offers an excellent opportunity for homeowners and investors alike. Featuring expansive living space, a two-story layout with additional attic space, and a two-car garage, this property offers versatility in a desirable Northwest Side location. Situated near the vibrant Avondale neighborhood, this location offers nearby parks, public transportation, and convenient access to major expressways make getting around the city simple. Whether you're looking to owner-occupy, expand your investment portfolio, or explore the potential of a multi-unit property, this is an opportunity to enjoy the space, flexibility, and character of Chicago living in a neighborhood that continues to attract attention.

3441 N Ridgeway Avenue, Chicago

$475,000

6 Beds ⋅ 3 Baths ⋅ 12789803 MLS ⋅ ACTIVE Status

SOLID BRICK TWO FLAT IN BRIGHTON PARK FEATURING 3 BEDROOMS PER UNIT WITH FORMAL DINING ROOM PLUS BRICK 2 CAR GARAGE WITH ENCLOSED BACK YARD WITH ACTIVE PEAR TREE.UNITS FEATURE SOLID OAK WOOD DOORS,TRIM AND MOLDINGS.WALK IN CLOSETS AND PANTRY.TALL ATTIC FULL OF POTENCIAL.BASEMENT OFFERS A HALF BATHROOM,AMPLE LAUNDRY AREA EACH UNIT WITH SEPARATE WASHER AND DRYER HOOK UPS.EXTRA STORAGE ROOM, RECENTLY TUCK POINTED.VINYL REPLACED WINDOWS.GARAGE WITH NEW OPENER AND OVERHEAD DOOR.ONLY BLOCKS FROM PUBLIC TRANSPORTATION.CTA ORANGE LINE,ARCHER AVE.,SHOPS,SCHOOLS AND MUCH MORE.PER SELLERS REQUEST ONLY PRE-APPOVED BUYERS.

4437 S Talman Avenue, Chicago

$375,000

7 Beds ⋅ 3 Baths ⋅ 12789617 MLS ⋅ ACTIVE Status

Come and Get It! Welcome to 8034 S Aberdeen, where classic Chicago charm meets an opportunity to build your future at a great price. This inviting brick two-flat in Auburn Gresham features two spacious units, each offering three bedrooms and one bathroom. Beautiful hardwood floors, generous windows, and original architectural details create a warm, welcoming feel throughout. Whether you're looking to make one unit home or expand your investment portfolio, this property offers flexibility. Estimated market rents of $1,400-$1,800 per month for each unit provide income potential, with actual rents dependent on condition and lease terms. A nonconforming basement unit offers additional space; permitted use and legality should be independently verified. A two-car garage and additional outdoor space add everyday convenience and room to relax, while quick access to the Dan Ryan Expressway keeps you connected to the city. Take the next step toward homeownership and building equity-schedule your private showing today and explore the possibilities at 8034 S Aberdeen.

8034 S Aberdeen Street, Chicago

$499,900

5 Beds ⋅ 3 Baths ⋅ 12789574 MLS ⋅ ACTIVE Status

Welcome to one of the largest residential 2-flat properties you'll find in the highly sought-after North Lawndale neighborhood! This property has been fully rehabbed, with the renovation completed in August 2026, offering buyers the opportunity to own a beautifully updated multi-unit property with modern finishes and extensive improvements. Situated on double city lot, this unique property offers an abundance of land and flexibility rarely found in a multi-unit setting. The property sits on one lot with an additional lot on the north side of the property, providing exceptional outdoor space and plenty of room for parking, recreation, expansion, or storage. Business owners with multiple vehicles, work trucks, equipment, or additional parking needs-this could be the ideal property for you! The expansive lot configuration provides valuable space that is difficult to find in the city. Inside, the property features two beautifully remodeled 2-bedroom units, each offering one full bath, a kitchen, and a modern open-concept layout. The second-floor unit is duplexed into the attic, creating additional living flexibility and making the space ideal for an in-law suite, extended family, guests, or other living arrangements. The attic includes its own kitchen and bathroom while sharing central heat with the second-floor unit. The first- and second-floor living spaces each feature their own individual furnace and central heating, providing separate heating systems for each unit. All living areas have been thoughtfully remodeled with modern finishes and an inviting open-concept design. Located in the rapidly developing North Lawndale community, this property offers convenient access to Chicago's Medical District, downtown Chicago, major highways, dining, entertainment, and nightlife. Approximately a 15-minute drive to the Medical District and 25 minutes to downtown, making this an excellent location for both residents and commuters. Whether you're an investor looking for a versatile multi-unit property, an owner-occupant seeking additional living space, or a business owner in need of substantial parking and land, this property offers possibilities that are hard to find. Three lots. Two remodeled units. Recently completed rehab. Exceptional flexibility and space. Don't miss this opportunity-schedule your showing today! This one won't last long!

2248 S Kolin Avenue, Chicago

$647,555

6 Beds ⋅ 3 Baths ⋅ 12785787 MLS ⋅ ACTIVE Status

LOCATION! LOCATION! LOCATION! Welcome to this well maintained over-sized brick 3-flat in the great Portage Park neighborhood. Located on a peaceful, tree-lined street. Long term owner with long term tenants. 1st & 2nd units are over-sized with full living room & dining room, both units have 2 beds and 1 bath with eat-in kitchen. 2nd floor unit is lager with a bonus room which could be used for an office. Garden unit is also a 2 bed, 1 bath with large living space. Upgrades done include new copper plumbing, electrical and rubber roof with silver coating. Each unit has its own individual heat, with new Weil McLane boilers for 1st & 2nd floor units. Garden unit has electrical heat tenants pay heat and electrical. Coin washer & dryer located in basement which generates additional income. Detached garage also rented out for additional income. 48 hour notice required required for showings as building is tenant occupied. Don't miss out on this great opportunity to own a wonderful investment property!

4923 W Cullom Avenue, Chicago

$409,000

8 Beds ⋅ 4 Baths ⋅ 12788277 MLS ⋅ ACTIVE Status

Discover the potential of this versatile multi-unit property in Chicago's Marquette Park neighborhood. Ideal for investors, owner-occupants, or buyers seeking multiple living arrangements. The property features two huge living spaces with a duplex up to attic unit from 2nd floor and a full unfinished basement, offering a variety of possibilities for future use. The first-floor unit features 3 bedrooms, 1.5 bathrooms, hardwood flooring, a spacious living room, formal dining room, and an eat-in kitchen with a pantry. The second-floor unit offers a similar layout with 3 bedrooms and 1 full bathroom. The finished attic provides additional living space with 2 bedrooms, a full bathroom, and flexible room for a variety of needs. Additional highlights include separate utilities, updated boilers, and a detached 2-car garage. The building and garage roofs were reportedly replaced in 2014, and spot tuckpointing was completed approximately five years ago. The property is currently vacant, allowing the next owner to explore its potential and plan for future improvements. Conveniently situated near neighborhood parks, shopping, dining along 63rd Street, and public transportation, with access to major thoroughfares for commuting throughout Chicago. Property is being sold as-is. Bring your vision and explore the possibilities this multi-unit opportunity has to offer.

6734 S Maplewood Avenue, Chicago

$450,000

9 Beds ⋅ 3 Baths ⋅ 12789461 MLS ⋅ ACTIVE Status

7452 S. Colfax is comprised of (3) 3bd 1ba units boasting approximately 1500 sf of living space. All of the units and building was completed renovated in 2016, 2017 and 2026. All of the in-unit improvements included, but limited to: Kitchen Cabinets, granite Counter Tops & Mosaic Tile Backsplashes, New Engineered Hardwood Floors, Brush Nickel Faucets. GE Appliances, Bathrooms, light fixtures, and ceiling fans. The capital improvements include, but not limited to: new electrical service with GFCI's, plumbing, new windows, HVAC, trim, doors, new porches (2021), and more! This fantastic 3-flat provides an investor the opportunity to acquire their first property or a seasoned investor who wants to add more units with low-density and grow their exiting portfolio.

7542 S Colfax Avenue, Chicago

$449,900

7 Beds ⋅ 5 Baths ⋅ 12789424 MLS ⋅ ACTIVE Status

Recently updated extra large 2 flat on a quiet block. Modern finishes include - new white kitchen cabinets, granite counter tops, ceramic tile backsplash, new SS appliances new light fixtures, mirrors, faucets...... 2 bedrooms, 2 baths on first floor and 3 bedrooms 2 baths on the second. Finished basement duplexed to the first floor with additional 2 bedrooms and 1 bath creates extended living space. This house is perfect for a live-in owner or investor. Call for your appointment.

7129 S Perry Avenue, Chicago

10 Beds ⋅ 4 Baths ⋅ 12789352 MLS ⋅ AUCTION Status

Great opportunity to own this spacious 2-Flat in Chicago - This unique building features two large units, each offering 5 bedrooms and 2 full bathrooms. Large living room and dining room combo , kitchen with plenty of cabinets, master bedrooms have a full bath . Separate utilities . Ideal for Investors or Owner-Occupants!

8538 S Greenbay Avenue, Chicago

$299,990

6 Beds ⋅ 3 Baths ⋅ 12788745 MLS ⋅ ACTIVE Status

Welcome to 5126 S Spaulding Ave! A great opportunity to own a 2-unit property in Chicago's Gage Park neighborhood. Whether you're looking to house hack, add to your investment portfolio, or accommodate extended family, this multi-unit property offers plenty of potential. Conveniently located near public transportation, shopping, grocery stores, schools, parks, and everyday amenities, with easy access to major streets and the CTA Orange Line for commuting throughout the city. A solid opportunity in an established Southwest Side neighborhood-schedule your showing today and see the possibilities this property has to offer!

5126 S Spaulding Avenue, Chicago

$199,900

5 Beds ⋅ 2 Baths ⋅ 12789335 MLS ⋅ CONTINGENT Status

Very affordable two units property. 1st will be vacant at closing, easy to show. this property was rehab in 2020, with new plumbing, electric, Roof. 1st floor 2 bedrooms second floor has 3 bedrooms. Two car Garage. Sold As Is Condition.

1438 W 49Th Place, Chicago

$279,900

6 Beds ⋅ 4 Baths ⋅ 12788940 MLS ⋅ ACTIVE Status

Multiple offers received. Highest and best due Sunday, October 25 at 5:00 PM CT. Investor special! Solid 1920 masonry two-flat with a garden unit, offering three 2-bedroom units on a 3,877 sq ft lot in the Galewood/Austin area. The first floor is a 2-bedroom, 1-bath unit; the second floor is a 2-bedroom, 1-bath unit; and the garden level is a 2-bedroom, 1.5-bath unit. The building has very good bones but needs a full rehab throughout, making it an ideal opportunity for investors, rehabbers, or an owner-occupant with vision to add value and build serious equity. Once renovated, this could be a very, very nice property. Detached 2-car garage. Convenient to North Avenue shopping, dining and CTA bus, and area parks. Property is being sold strictly AS-IS.

1621 N Meade Avenue, Chicago

$524,900

7 Beds ⋅ 3 Baths ⋅ 12789213 MLS ⋅ ACTIVE Status

Brick two-flat plus garden unit, delivered fully vacant. New roof, recent tuckpointing, updated electrical and plumbing, central heat - the expensive work is done. Remaining scope is cosmetic: finishing touches and a washer/dryer. Full control from day one - buy-and-hold, light value-add, or house hack. Minutes from the 606 Trail and bordering Hermosa, one of the strongest pockets of price growth and tenant demand on the Northwest Side.

1508 N Monticello Avenue, Chicago

$399,000

7 Beds ⋅ 5 Baths ⋅ 12789169 MLS ⋅ ACTIVE Status

Exceptional investment opportunity! Legal 4-unit building with an additional non-conforming owner suite unit, potentially offering 5 total income streams. Ideal for investors or owner-occupants seeking strong cash flow with value-added potential. This property has so much potential for overall income and cap rate. Property features a full unfinished basement, brick 4-car garage, and a concrete car pad secured by a wrought iron gate for additional parking or storage. Two adjacent lots included in the sale. The fenced in lots features an open green space-perfect for outdoor enjoyment today with long-term potential for development, expansion, or additional income opportunities. Ideally located just minutes from the Illinois Quantum and Microelectronics Park, positioning the property for long-term growth and increased demand. Sold as-is.

9655 S Commercial Avenue, Chicago

$285,000

4 Beds ⋅ 2 Baths ⋅ 12789187 MLS ⋅ ACTIVE Status

**$10,000 closing cost credit with a full price offer*** Rare opportunity to own a spacious two-unit building in the highly sought-after Beverly neighborhood with the additional lot to the north of the property included! Whether you're an investor looking to add to your portfolio or a homeowner interested in house hacking, this property offers incredible potential. Each unit features 2 bedrooms, 1 full bath, a large living room, separate dining room, and an eat-in kitchen. The first-floor unit is duplexed to the basement, providing additional living space and endless possibilities. Both units are tenant-occupied on month-to-month leases, offering flexibility for investors or future owner-occupants. The property has been well maintained and is in good condition, while still providing the opportunity to add your personal updates and build equity. Conveniently located near the Metra station and I-57, commuting to downtown Chicago is quick and easy. Tenants pay their own utilities, helping to maximize your investment returns. Don't miss this rare Beverly two-flat with excellent income potential and owner-occupant appeal! Sold "as is"

10538-10540 S Vincennes Avenue, Chicago

$835,000

3 Beds ⋅ 4 Baths ⋅ 12789059 MLS ⋅ CONTINGENT Status

Explore the possibilities of this brick 4-unit building in prime Bucktown. Set on a 24x100 lot, the property offers four south-facing apartments: three 1-bed/1-bath units plus a garden-level studio, renovated two years ago with a new kitchen and central air. All units feature hardwood floors and individual gas forced-air heat. Strong rental demand offers immediate upside through cosmetic updates and rent optimization. An excellent fit for an owner-occupant, an investor, or a buyer looking to deconvert into a luxury single-family home. Unbeatable location just steps from the 606 Trail, Damen Blue Line, top restaurants, boutiques, and coffee shops, with easy expressway access. A rare opportunity to own in one of Chicago's most desirable neighborhoods. Sold As-Is.

2038 W Churchill Street, Chicago

$420,000

4 Beds ⋅ 2 Baths ⋅ 12788933 MLS ⋅ ACTIVE Status

Great investment Opportunity, building in a uphill are, each apartment has 2 bedrooms kitchen, living room and dining room, a brick 2 car garage, the property is sold as is conditions, the basement is in good size, is going to be easy to do another apartment and make it a 3 legal Building.

1851 N Lowell Avenue, Chicago

$200,000

4 Beds ⋅ 3 Baths ⋅ 12788984 MLS ⋅ ACTIVE Status

Auburn Gresham brick 2-flat. Each unit consists of 2 bed / 1 bath with the possibility of reconfiguring into 3 bedroom units. Full partially finished basement has additional full bath. Solid bones. Needs updating. All offers must include the Fiduciary Rider found in Additional Info. BEING SOLD AS-IS

8507 S May Street, Chicago

10 Beds ⋅ 5 Baths ⋅ 12786665 MLS ⋅ AUCTION Status

Rarely does a multi unit in the gage park community and this brick multi unit is not one you will want to overlook! This property is currently being used as a 4 unit but the city wants this converted to a 3 unit. The seller is marketing the home in the as-is condition, the home is being marketed through auction dot com. The home is being sold as occupied, we have no access and can not provide access, the buyer will be buying sight unseen. All information is estimated.

5303 S Washtenaw Avenue, Chicago

$549,900

4 Beds ⋅ 2 Baths ⋅ 12785670 MLS ⋅ ACTIVE Status

Charming Gladstone Park two-flat situated on a desirable corner lot directly across from Gladstone Park! This well-maintained property features two updated units with separate utilities, refreshed kitchens, tile baths, and refinished hardwood floors. The first-floor unit offers an inviting open living space, forced-air heat, and central air conditioning, while the second-floor unit features gas hot water heat and a wall-mounted AC unit. Enjoy a spacious front porch, a lovely yard, and a two-car garage with a covered patio. Conveniently located within walking distance of the Blue Line and Metra, offering easy access to downtown Chicago. A fantastic opportunity for investors or owner-occupants in a great neighborhood! Additional income: $250/month for garage and approx $50/mo for laundry.

5377 N Magnet Avenue, Chicago

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