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Browse All Chicago IL Multi-Family Properties for Sale

$284,900
8 Beds ⋅ 3 Baths ⋅ 12713538 MLS ⋅ NEW Status

6505 S Peoria Street, Chicago
$249,900
5 Beds ⋅ 2 Baths ⋅ 12670882 MLS ⋅ NEW Status

10358 S Torrence Avenue, Chicago
$674,999
9 Beds ⋅ 3 Baths ⋅ 12713376 MLS ⋅ NEW Status
This brick multi-unit building in Albany Park is a rare house-hacker and investor opportunity, with 3 spacious 3-bedroom units, a fully finished lower level, and recent big-ticket upgrades already done. These large 3 bedroom units, each with a primary bedroom, formal dining, sunlit living room, and a bright sun room. Market rent runs approximately $2,300 to $2,600 per unit. Expansive finished lower level with its own kitchen and full bath, perfect for extended-family living, a private guest suite, or generous owner space. NEW building roof and NEW garage roof, so the major capital expenses are already handled. Detached garage plus an additional parking pad, opening the door to extra parking rental income. On-site coin-operated laundry for another stream of supplemental revenue. ADU upside: Zoned multi-unit residential, where Chicago's permanent Additional Dwelling Unit ordinance (effective April 2026) now permits ADUs by-right. Buyers may have a path to explore legalizing additional living space as a conforming ADU, adding a potential third income stream. Buyer to verify ADU eligibility and approvals with the City of Chicago Steps to the CTA Brown Line, Kedzie and Lawrence dining and shopping, Ronan Park, and the Chicago River trail, with fast access to downtown and the expressways. Albany Park is one of the city's most in-demand rental corridors, and tenants want to be here. Live in one unit, rent the others, and let parking and laundry pad your bottom line. Whether you are building generational wealth, buying your first investment, or growing a portfolio, this is the kind of Albany Park building that does not last. Schedule your private showing today.

4918 N Monticello Avenue, Chicago
$579,000
3 Beds ⋅ 3 Baths ⋅ 12713326 MLS ⋅ CONTINGENT Status
NEW CITY! Award winning developer Greenline Homes is rebuilding Chicago into a sustainable city with a vision of homes that work harder for their owners. Discover your dream home with this sun-fueled sanctuary, perfect for first-time buyers and those seeking ADA-accessible, affordable, and multigenerational living solutions. Built by award-winning Greenline Homes, this brand new all-electric two-flat combines elegant design with cutting-edge building science. The primary duplex-up unit offers a versatile bonus room, ideal for a high-end home office or gym, and a private rear porch for seamless indoor-outdoor living. The stunning ADA-accessible first-floor unit provides a spacious retreat, perfect for multi-generational living or generating high-value rental income to enhance affordability. No compromises here, custom cabinetry, designer quartz, and induction cooking in a home designed for the future. With triple-pane windows for ultimate thermal comfort and a fully paid-for solar PV system, enjoy near-zero utility costs without compromising on style. Every detail, from the premium Hardie Board exterior to the EV-ready garage and gated intercom security, is crafted for effortless, low-maintenance living. Experience a healthier, wealthier, and more comfortable lifestyle-your best life begins here. Best part....more to come!.

5217 S Bishop Street, 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
$799,000
9 Beds ⋅ 6 Baths ⋅ 12713309 MLS ⋅ NEW Status
Bronzeville Exceptionally Striking, Classic Iconic Chicago, 3 unit 3 Story 1890's Greystone set on oversized lot size 25 by 161 with 2 car garage. Mammoth Floorplan, Multiple Bays, Expansive footprints , offer (3) 3 bedroom 2 baths, separate GFA/CA, washer dryer in units, hardwood floors, high ceilings, fireplaces, significant mill work and built ins, full basements with opportunity for further expansion. Hyper Convenient 1/4 block to green line, minutes to Lakefront, Kenwood/Hyde Park, U of C Campus and much more. Perfect for owner occupant, investor or 1031 Candidate. Fully Stabilized with meat on the bone. Income $78,900/GRM Can also purchased as package with 4734

4736 S Prairie Avenue, Chicago
$382,000
12 Beds ⋅ 4 Baths ⋅ 12711821 MLS ⋅ NEW Status
Exceptional multifamily investment opportunity! This recently rehabbed 3-unit building offers spacious layouts and excellent income-producing potential. Unit 1 features 3 bedrooms and 1 full bathroom, Unit 2 offers 4 bedrooms and 1 full bathroom, and Unit 3 boasts 5 bedrooms and 2 full bathrooms. Recent renovations provide updated finishes while maintaining the property's character and functionality. The large yard offers additional outdoor space for tenants to enjoy. Whether you're looking to expand your investment portfolio or occupy one unit while generating rental income from the others, this property is an outstanding opportunity. Conveniently located near schools, parks, shopping, public transportation, and major expressways. Schedule your private showing today!

4320 S Marshfield Avenue, Chicago
$649,000
9 Beds ⋅ 4 Baths ⋅ 12712926 MLS ⋅ NEW Status
Attention investors Brick 3-flat in West Garfield Park!! Features 4 bd/1ba in each unit , good income all tenants are MTM

3822 W Maypole Avenue, Chicago
$594,990
8 Beds ⋅ 3 Baths ⋅ 12701934 MLS ⋅ NEW Status
Outstanding opportunity to own a solid multi-unit building in the heart of Bronzeville/Grand Boulevard, one of Chicago's most dynamic and evolving neighborhoods. Located on THEE sought-after South Indiana Avenue, this property offers the flexibility and potential that today's investors and owner-occupants are seeking. The building features spacious 3-bedroom units on both the first and second floors, along with a finished lower level offering additional bedroom and bathroom space. The versatile layout provides multiple options for income generation, including long-term rentals, owner-occupancy with supplemental rental income, or future value-add opportunities. Additional highlights include a garage, on-site parking, and separate tenant-paid utilities, enhancing operational efficiency and investment appeal. Ideally situated near the South Loop, Lake Michigan, downtown Chicago, Hyde Park, public transportation, and major ongoing neighborhood development, this property is well-positioned for both current income and long-term appreciation potential. A rare opportunity for investors and owner-occupants alike to secure a property in one of Chicago's most historic and revitalized communities. Buyer to independently verify zoning, unit legality, rents, taxes, leases, expenses, and all MLS information.

4016 S Indiana Avenue, Chicago
$1
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
$1,700,000
10 Beds ⋅ 4 Baths ⋅ 12686087 MLS ⋅ CONTINGENT Status
Located in the vibrant heart of Lakeview, 3423 N. Seminary is a well-maintained legal 3unit building featuring two spacious three-bedroom apartments and a four-bedroom duplex up. This property includes a two-car brick garage and offers excellent rental income, with all units leased through May and July 2027, generating a net operating income of $75,806.47 after expenses and property taxes. Pride of ownership shines through updates and care over the years. Each unit boasts a private balcony and access to a fenced backyard with a charming brick patio. Additional conveniences include a washer, dryer, and extra storage in the basement. Photos reflect the current condition, and the property is ready for new ownership with tenant leases in place. The building has been thoughtfully updated and offers a low-maintenance, turnkey investment in one of Chicago's most desirable neighborhoods. Rarely does an opportunity combine location, condition, and income potential with this level of flexibility.

3423 N Seminary Street, Chicago
$425,000
4 Beds ⋅ 2 Baths ⋅ 12712853 MLS ⋅ NEW Status

3517 S Lowe Avenue, Chicago
$575,000
6 Beds ⋅ 4 Baths ⋅ 12710213 MLS ⋅ NEW Status
Exceptional Multi-Unit Investment Opportunity in Logan Square Don't miss this outstanding opportunity to own a classic multi-unit building in the heart of Chicago's highly sought-after Logan Square neighborhood. Built in the late 1800s, this well-maintained property offers approximately 2,398 square feet of living space on a 25' x 125' lot, making it ideal for investors or owner-occupants looking to generate rental income. Perfectly situated on a tree-lined street, the property is just minutes from neighborhood restaurants, shopping, parks, schools, public transportation, and everything Logan Square has to offer. Whether you're looking to expand your investment portfolio or live in one unit while renting the others, this property offers incredible long-term potential in one of Chicago's strongest rental markets. With its classic Chicago character, desirable location, and income-producing possibilities, this is a rare opportunity to own a multi-unit building in a thriving neighborhood. Schedule your private showing today and discover the possibilities this property has to offer! Property is being sold AS IS

1922 N Central Park Avenue, Chicago
$1,250,000
5 Beds ⋅ 4 Baths ⋅ 12711940 MLS ⋅ NEW Status
This is a rare opportunity to own a legal 3-unit building in the heart of Roscoe Village. Featuring a stately facade and impressive curb appeal, the property sits on a beautiful, tree-lined block in one of Chicago's most desirable neighborhoods-offering the perfect blend of stability and upside for investors or owner-occupants alike. Each unit offers a well-designed layout with in-unit washer and dryer, individual heating and cooling expenses, separate hot water tanks, and private outdoor space-highly desirable features that attract and retain quality tenants. The building is consistently easy to rent, with thoughtfully structured leases that include detailed riders and built-in rent increases. As leases turn over, there is additional opportunity to further enhance income, as they are currently rented below market value. Rents listed are estimated market values. Current rents are $2695 for unit 1, $2375 for unit 2 including parking, and $2790 for unit 3, plus $165/month for the additional parking spot. The property also includes a backyard and a 2-car garage. For those seeking an owner-occupied option, the unique two-level top-floor unit presents an exceptional opportunity to live comfortably while generating income below.

1742 W School Street, Chicago
$424,000
11 Beds ⋅ 6 Baths ⋅ 12712792 MLS ⋅ NEW Status
Turn key investment opportunity in the form of a handsome Greystone with 4 rentable units. Legal 3 unit + bonus unit in basement. 10 total bedrooms and 6 total bathroom. 2 of 4 units are occupied. In unit washer / dryer, individual water heater and tenant paid utilities. Potential for owner occupy "house hack" to live in the building or use as pure investment and realize the potential $6500/mo gross rent. Large fenced backyard and parking pad.

1330 S Lawndale 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
$930,000
9 Beds ⋅ 6 Baths ⋅ 12712761 MLS ⋅ NEW Status
Introducing a stunning newer construction 3-unit building in the heart of Woodlawn-an exceptional, income-producing investment opportunity in one of Chicago's most rapidly evolving neighborhoods. With two units currently rented and Unit #3 vacant, this property offers immediate cash flow with the added flexibility for an owner-occupant or premium lease-up. This beautifully designed building features a total of 9 bedrooms and 6 bathrooms, thoughtfully crafted to blend modern sophistication with everyday functionality. Each unit showcases design-forward interiors, including curated kitchens with custom cabinetry, decorative wood panel accents, professional-grade appliances, quartz countertops, and sleek designer backsplashes. Engineered hardwood flooring flows throughout, creating a cohesive and elevated living experience. The spacious primary suites serve as a true retreat, complete with spa-inspired bathrooms featuring oversized frameless glass showers and high-end fixtures. Additional highlights include closet systems, sprinkler systems, and dedicated parking. Perfectly positioned on a picturesque Woodlawn block, this property offers unbeatable access to some of Chicago's most iconic destinations, including the University of Chicago, Jackson Park harbor, the lakefront and beaches. Just moments away, the highly anticipated Obama Presidential Center continues to drive growth and long-term value in the area. Residents will also enjoy proximity to local dining, coffee shops, grocery stores, and the vibrant energy of nearby Hyde Park. Whether you're expanding your portfolio or seeking a turnkey investment with strong rental potential, this is a rare opportunity to own a high-performing asset in a thriving community. Photos are of the model unit at 6508 S. Ingleside Additional offering: 6500-6508 S. Ingleside Ave. is also available, consisting of four (4) luxury, new construction 3-unit buildings featuring spacious 3 bed / 2 bath layouts with condo-quality finishes throughout. The properties may be purchased individually or as a portfolio package of two, three, or all four buildings-presenting a unique opportunity to scale in one of Chicago's most promising submarkets. Contact me today to schedule your private showing!

6506 S Ingleside Avenue, Chicago
$349,999
6 Beds ⋅ 3 Baths ⋅ 12704026 MLS ⋅ NEW Status
Located at 3825 W Adams Street, just one block from Independence Boulevard and Chicago's historic Park Boulevard System, this 1910 multifamily property offers investors and owner-occupants a rare combination of cash flow, preserved character, and long-term upside. The building contains three separately metered residential units, allowing tenants to cover their own gas and electric and helping reduce the owner's utility expenses. Current rents are below market value, providing an opportunity to increase rental income over time as leases turn over and improvements are made.Built with the craftsmanship that defines Chicago's historic greystones, the property features a brick and limestone exterior, hand-carved stone detailing, a wrought iron gate, manicured front lawn, and covered stone portico with classical columns. Inside, each apartment retains much of its original 1910 character. Refinished hardwood floors extend throughout the units, while deep-set windows and bay windows bring in abundant natural light. The main living areas feature arched decorative fireplaces framed with white tile and flanked by built-in bookcases. Several rooms also include original stained-glass transom windows with jewel-toned detailing. The first-floor apartment offers additional features that are difficult to find in a building of this age, including a private foyer, covered deck off the kitchen, and an in-unit laundry closet with a stacked washer and dryer. A full unfinished basement with exterior access provides three separate storage rooms and a large amount of open space. The basement may offer future potential to duplex the first-floor unit or explore the creation of an additional dwelling unit. The location provides convenient access to the CTA Green Line, I-290 Eisenhower Expressway, downtown Chicago, and surrounding West Side neighborhoods. The property is also near the Garfield Park Conservatory, Garfield Park, local schools, neighborhood businesses, and Chicago's historic boulevard system. Whether you are an investor looking to expand your Chicago multifamily portfolio, an owner-occupant interested in living in one unit while renting the others, or a buyer seeking a value-add income property with original architectural character, 3825 W Adams Street offers multiple paths toward stronger future performance. Schedule your private tour now.

3825 W Adams Street, Chicago
$299,000
6 Beds ⋅ 3 Baths ⋅ 12711608 MLS ⋅ NEW Status
Investor opportunity at 8012 S Marshfield! This legal brick 3-unit features classic Chicago architecture, distinctive front bay windows and solid value-add potential in a fast-moving multifamily market. The property has been fully cleaned out, giving the next owner a clearer path to begin renovations. The garage has also received extensive repairs and improvements. The basement offers additional upside, featuring 87-inch ceiling height with both front and rear egress already in place. Offered at $299,000, with a projected ARV of $530,000. Whether the strategy is to renovate and resell or reposition as a four-income-unit rental property, the spread is here. Bring your contractor, run your numbers and move quickly-well-priced brick multifamily opportunities are not sitting around waiting for committee approval. Sold as-is.

8012 S Marshfield Avenue, Chicago
$525,000
6 Beds ⋅ 4 Baths ⋅ 12703033 MLS ⋅ NEW Status
Rare opportunity to purchase a legal 4 unit in Jefferson Park in highly sought after Beaubien elementary! A well maintained building that has been cared for over 30 years by the current owners, the property offers (two) 2 bed 1 bath units and (two) smaller 1 bed 1 bath units. The top front unit has in unit washer/dryer and is a duplex up that expands to the attic with 2nd bedroom, skylight, and huge walk in closet. Very attractive building with below market rents and separate utilities with tenants paying their own gas and electric. Each unit is equipped with newer wall furnaces, newer hot water tanks, and hardwood floors or LVP/laminate. Solid architectural shingled roof that is 13 years old, mostly vinyl windows, 200 amp electrical, and most waterlines have been upgraded to copper with booster pump. Tall two car garage is leased for $250/month for additional income. Incredible Jefferson Park location with easy highway access and nearby Metra and CTA Blue Line.

4849 W Ainslie Street, Chicago
$1,200,000
8 Beds ⋅ 4 Baths ⋅ 12688343 MLS ⋅ NEW Status
A phenomenal Bucktown location, zero vacancy, and an incredible rent roll - this classic brick four-flat is a rare fully-leased investment opportunity, with all four units occupied at market rents and income in place from day one. Set a half-block west of Damen on a quiet residential street surrounded by single-family homes, the building offers four full-floor units, each with two bedrooms, one bath, hardwood floors throughout, in-unit laundry, and independently updated mechanicals - HVAC, electrical, and plumbing serving each unit separately. Several systems were replaced between 2019 and 2024, and Unit 1F was fully remodeled in 2020, keeping deferred maintenance light for years to come. Gated entry, a shared deck, and two to three exterior parking spaces at the rear round out the building. Location does the heavy lifting on rental demand here: the 606 Trail, Walsh Playground, and Mariano's all sit within a short walk, the Blue Line is under a mile away, and I-94 access is just blocks off - the kind of walkability that keeps units leased and turnover low. A brick walk-up of this vintage is some of Bucktown's most resilient building stock, ideally suited to a long-term hold. Strong bones, a strong corner of the city, and a stabilized, fully-performing asset in one of Chicago's most in-demand neighborhoods.

2040 W Charleston Street, Chicago
$540,000
9 Beds ⋅ 3 Baths ⋅ 12711740 MLS ⋅ NEW Status
Albany Park 3 flat. Family owned for over 30 years. Large Units 3 bdrm 1 bath. Being sold as-is. Needs updating. Building is unoccupied. Great investment opportunity.

4924 N Saint Louis 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
$289,900
5 Beds ⋅ 2 Baths ⋅ 12712506 MLS ⋅ NEW Status
Discover the immense potential of this stately brick two-unit, perfectly positioned for a high-end restoration. The versatile first-floor layout features 2 bedrooms and 1 bath, offering the unique opportunity to duplex into the basement for a sprawling owner's suite. The second floor provides a generous 3-bedroom, 1-bath residence bathed in natural light. Set on a serene, tree-lined block within a rapidly appreciating pocket of the city, this property is a canvas for your architectural vision. Outdoors, enjoy a deep, fenced backyard and a secure 2-car garage. Sold as-is, this is a strategic acquisition for the discerning investor or an owner-occupant looking to customize their dream residence from the ground up.

5937 S Maplewood 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
$622,000
5 Beds ⋅ 4 Baths ⋅ 12712061 MLS ⋅ NEW Status
Exceptional opportunity to own this well-maintained 2-unit building with a full finished basement on an oversized lot in the highly desirable Montclare area of Chicago. The first-floor unit features 3 bedrooms, 2 full bathrooms, and beautiful hardwood floors throughout. The second-floor unit offers 2 bedrooms and 1 full bath, while lower level includes additional rooms and bath. Recent updates include new plumbing throughout the entire building and a 2-car garage with a new overhead door. The oversized lot also offers 2 additional exterior parking spaces, a rare find with plenty of room for entertaining and outdoor enjoyment. Perfect for owner-occupants or investors seeking strong rental income potential in a versatile multi-unit property. Conveniently located near schools, shopping, restaurants, parks, public transportation.

7030 W Wrightwood Avenue, Chicago
$349,900
5 Beds ⋅ 2 Baths ⋅ 12694236 MLS ⋅ NEW Status
Welcome to 3532 W Van Buren St, a renovated brick two-flat in the heart of Garfield Park! This classic Chicago gem is perfect for investors looking for solid rental potential or owner-occupants interested in multi-unit living. The first-floor unit features two bright bedrooms, one full bath, and an expansive living room adorned with almost floor-to-ceiling windows that flood the space with natural light. A beautiful fireplace serves as a stunning focal point, offering both warmth and character. This unit also includes a formal dining room for those who love to entertain, an eat-in kitchen with ample space, and a private enclosed porch perfect for morning coffee or evening relaxation. The second-floor unit mirrors the first, but with three well-sized bedrooms. Plus, the full unfinished basement holds incredible potential-it's already roughed in for a bathroom and includes laundry hookups and abundant storage space. Previously used as an apartment, it could be transformed into a third unit, making this property a savvy investment. Located near the park and easily accessible to public transit, this property blends convenience with classic Chicago style. Don't miss your chance to secure this versatile, income-generating property before the holidays-3532 W Van Buren St is ready to welcome its new owner!

3532 W Van Buren Street, Chicago
$589,999
6 Beds ⋅ 3 Baths ⋅ 12712329 MLS ⋅ NEW Status
Welcome to this legal 3 unit property located in the heart of the highly desirable Portage Park neighborhood. Enjoy the perfect blend of vintage charm and modern updates in this bright, spacious building on tree-lined Byron Street. Perfectly suited for an investor looking for strong rental yields or an owner-occupant looking to house-hack and have their tenants pay the mortgage! New siding (2026), Roof (2025), and all kitchens have been redone in the last 5 years! Unit 2 is vacant for an owner occupied buyer and Unit 1 and Unit G are leased through May 2027. Outdoors, you'll find a fully fenced-in backyard-ideal for summer gatherings or pets-and a secure, detached 2-car garage. An absolute walker's paradise! Enjoy an unbeatable location just a short stroll away from the historic Six Corners shopping, dining, and entertainment district. Commuting is a breeze with easy access to I-90/94, multiple Blue Line stations, and the Grayland Metra station just minutes away. Best of all, you are blocks from the expansive 40-acre Portage Park, featuring magnificent green space, playgrounds, athletic fields, and its famous Olympic-size pool. Don't miss out on adding this turnkey gem to your portfolio! Owner is a licensed real estate broker.

4824 W Byron Street, 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
$395,000
8 Beds ⋅ 4 Baths ⋅ 12708428 MLS ⋅ NEW Status
Exceptional opportunity to own a solid four-unit building in the heart of Chicago's vibrant Back of the Yards neighborhood. Whether you're an investor seeking strong income potential or an owner-occupant looking to live in one unit while the other three help pay your mortgage, this property offers incredible value and long-term upside. Each of the four units features two bedrooms, one full bathroom, comfortable living areas, and layouts designed for everyday living. Additional highlights include a walk-up attic with a washer and dryer, a two-car garage, and excellent storage space. Ideally located at 4318 S. Hermitage Ave., this property is just minutes from Downtown Chicago with easy access to I-90/94, I-55, CTA bus routes, and the Orange Line. Enjoy being close to UIC, Pilsen, Chinatown, Guaranteed Rate Field, McKinley Park, schools, shopping, restaurants, and countless neighborhood amenities. This is a rare opportunity to own a versatile, income-producing property in a location with strong rental demand and continued growth. Whether you're expanding your investment portfolio or purchasing your first multifamily property, this one checks all the boxes. Don't miss your chance to secure this outstanding investment-schedule your private showing today!

4318 S Hermitage 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
$360,000
7 Beds ⋅ 2 Baths ⋅ 12712082 MLS ⋅ ACTIVE Status
Beautifully renovated all-brick 2-unit building in the heart of Back of the Yards! An excellent opportunity for investors or owner-occupants, with one unit currently rented for $1,650/month, providing immediate rental income. Each spacious unit features stainless steel appliances, in-unit washer and dryer, and modern finishes throughout. Major improvements include updated HVAC systems, water heaters, electrical panels, insulation, tuckpointing, waterproofing, gutters, partial roof replacement, foundation evaluation, and more, offering peace of mind for years to come. Conveniently located near schools, parks, shopping, dining, public transportation, and major expressways. This move-in-ready property is the perfect addition to your investment portfolio or your next home with built-in income potential.

5206 S May Street, 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
$385,000
6 Beds ⋅ 2 Baths ⋅ 12711992 MLS ⋅ ACTIVE Status
Two-Unit Brick Beauty - Perfect for Owner-Occupants or Investors! Solidly built and well-maintained, this all-brick two-family home is full of potential and ready for its next chapter. Each unit offers a spacious layout featuring cathedral ceilings, a separate living room and dining room, an eat-in kitchen, three bedrooms, and one full bath. An enclosed back porch on each unit adds extra living space perfect for relaxing or storage. The full-length basement runs the entire footprint of the building and offers exciting potential to be duplexed down from the first-floor unit a great opportunity for a buyer looking to expand their living space or add value. This home needs just a small bit of TLC, making it an ideal fit for a first-time homebuyer ready to put their personal touch on a place to call home, or an investor looking for solid bones in a well-built brick building. Don't miss this opportunity to own a versatile, character-filled two-family home!

3027 W Flournoy Street, 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
$410,000
5 Beds ⋅ 2 Baths ⋅ 12706983 MLS ⋅ ACTIVE Status
Exceptional turn-key investment opportunity in the heart of Brighton Park! Both units are currently tenant occupied, providing immediate rental income. The front unit features 2 bedrooms and 1 bath, while the rear unit offers 3 bedrooms, 1 bath, and in-unit washer & dryer. Ideal for investors seeking a stabilized asset with excellent long-term upside. Positioned along the highly desirable 47th Street corridor, this property is just steps from a CTA bus stop and directly benefits from the area's continued investment. Located near Mansueto High School, Acero Officer Donald J. Marquez Elementary School, and the Esperanza Health Centers Brighton Park campus, the location offers outstanding convenience for residents with access to education, healthcare, shopping, restaurants, and everyday amenities. Less than 15 minutes from Midway Airport with easy access to major expressways. Zoned B3-1 Community Shopping District, this property offers immediate cash flow today with exciting future potential. The flexible zoning may allow for future mixed-use or commercial redevelopment opportunities (buyer to verify all zoning and permitted uses). Please do not disturb tenants. Contact listing agent for rent roll, financials, and showing instructions.

2746 W 47Th Street, Chicago
$249,900
4 Beds ⋅ 3 Baths ⋅ 12710600 MLS ⋅ ACTIVE Status
Chicago legal 2 unit. 1st floor featuring 2 bedrooms, 1 bath. 2nd floor offers 2 bed 2 bath, with in-law arrangement. Property being Sold in AS-IS Condition.

4229 W 25Th Street, Chicago
$147,000
4 Beds ⋅ 2 Baths ⋅ 12711748 MLS ⋅ ACTIVE Status
**Investor Special - Historic Chicago Greystone | Full Gut Renovation Opportunity!** Attention investors, rehabbers, and builders! This **Historic Chicago Greystone featuring Classical Revival architecture** offers an exceptional opportunity to restore a timeless piece of Chicago history. This property is a **complete gut-rehab** and is ready for a full renovation, allowing you to bring your vision to life while preserving its historic character. **Drive-by only due to the property's poor condition.** The property is being sold **AS-IS**, and entry will only be permitted upon an accepted offer. **Cash or renovation financing is required.** Ideally located near I-290, public transportation, parks, schools, and downtown Chicago, this property offers tremendous potential for restoration or redevelopment. Don't miss this rare opportunity to transform a classic Chicago Greystone into a stunning home or investment property.

3332 W Congress Parkway, Chicago
$439,000
6 Beds ⋅ 3 Baths ⋅ 12710562 MLS ⋅ ACTIVE Status
Excellent opportunity to own this updated multi-unit property in a prime location and lots of updates! The building features two, 2-bedroom units, each offering a comfortable layout with bright living areas, eat-in kitchens, and generous room sizes. The garden level offers additional living space with 2 bedrooms. Newer flooring, utilities including a brand new central HVAC system, brand new appliances and freshly painted throughout. Separate utilities. Outside, you'll find a nice backyard and a oversized detached garage, providing ample parking and storage. Conveniently located on South Pulaski Avenue with public transportation just steps away, and close to shopping, restaurants, schools, parks, and major expressways. Whether you're looking to live in one unit and generate rental income or add to your investment portfolio, this property offers outstanding value and versatility in a highly convenient location.

3005 S Pulaski Road, Chicago
$499,999
5 Beds ⋅ 4 Baths ⋅ 12710826 MLS ⋅ ACTIVE Status
Classic Chicago bungalow offering the versatility of a legal 2-unit plus a finished basement, providing exceptional flexibility for owner-occupants, multigenerational living, or investors alike. This home blends the timeless appeal of a classic Chicago bungalow with the practical layout of a multi-unit property. Each unit offers comfortable living space filled with natural light, while the finished basement adds valuable space for recreation, a home office or storage. Ideally located with convenient access to the multiple CTA bus routes, and the Kennedy Expressway (I-90/94), commuting throughout the city is simple. Enjoy nearby neighborhood favorites including Riis Park, along with a growing collection of local restaurants, coffee shops, breweries, and boutiques that continue to make this area one of Chicago's most desirable neighborhoods. Whether you're looking for rental income, or expand your investment portfolio, this well-located property presents an outstanding opportunity in a thriving Chicago community.

2341 N Merrimac Avenue, Chicago
$315,000
6 Beds ⋅ 4 Baths ⋅ 12711039 MLS ⋅ ACTIVE Status
Nestled in the desirable Greater Grand Crossing neighborhood, this classic Greystone two-unit building offers an exceptional opportunity for both investors and owner-occupants. Each spacious unit features 3 bedrooms w/ original hardwood floors. The first-floor unit includes 1 full bathroom plus a convenient half bath, while the second-floor unit boasts 2 full bathrooms and formal dining room providing added comfort and functionality. Each unit is equipped with its own in-unit washer and dryer hookups, along with separate furnaces and water heaters, allowing for independent utilities and added convenience. A full, unfinished basement offers endless potential for storage or future expansion, while the detached 2-car garage provides secure off-street parking. Sold As-Is

7236 S Vernon Avenue, Chicago
$599,999
3 Beds ⋅ 2 Baths ⋅ 12710112 MLS ⋅ ACTIVE Status
City-certified two-flat in the heart of Gladstone Park offering exceptional flexibility for investors, owner-occupants, or multi-generational living. Thoughtfully updated over the years, this well-maintained property features remodeled kitchens and bathrooms on both the first and second floors, along with an updated first-floor primary bedroom. Each unit offers comfortable living space, while the second-floor apartment features two private entrances and an expanded rear deck overlooking the beautifully landscaped yard. A partially finished basement includes an in-law suite, providing additional flexible living space. Outside, you'll find a true urban oasis with raised garden beds, fruit trees, a patio, and mature landscaping that creates a private retreat. The insulated 2.5-car garage was fully rehabbed in 2023 and offers excellent storage or workshop potential. Additional improvements include newer windows, hardwood floors, and numerous updates throughout. Interior stairs connecting the first and second floors remain behind the dining room wall, offering the potential for a future single-family conversion if desired. This versatile property combines income potential, beautifully maintained outdoor space, and a prime Gladstone Park location. Property is being sold As-Is.

5942 W Thorndale 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
$1,045,000
8 Beds ⋅ 3 Baths ⋅ 12711586 MLS ⋅ ACTIVE Status
Exceptional investment opportunity in the heart of Logan Square! Situated on charming tree-lined Lyndale Street, this legal three-unit building offers the perfect blend of classic Chicago character and modern functionality in one of the city's most sought-after and rapidly growing neighborhoods. Just a short walk to Logan Boulevard, the Blue Line, parks, and a vibrant mix of restaurants, cafes, and nightlife. Two units features 3 bedrooms and 1 full bathroom & 1 unit 2 bedrooms and 1 full bathroom making the property ideal for both investors and owner-occupants. Updated kitchens and bathrooms complement the building's original charm, while three separate HVAC systems (gas forced heat and central air) provide comfort and efficiency for every unit. The first-floor apartment has been successfully operated as a longer-term Airbnb-style rental catering to working professionals. All indoor and outdoor furnishings shown are included, allowing a buyer to seamlessly continue this proven income model. The remaining units are unfurnished and well-suited for traditional long-term tenants, offering flexible rental strategies and strong income potential. Additional highlights include expansive rear decks, common area laundry in the lower level, and two exterior storage units located beneath the rear stairwells. The rear yard features a full concrete pad, pitched and engineered to support the future addition of an upper garage structure, along with an existing gated parking area accommodating two cars. The rental potential for the three units and parking is approximately $8,500-9,000 per month. Meticulously maintained and thoughtfully improved, this property delivers outstanding comfort, functionality, and long-term value - a rare turnkey multi-unit opportunity in one of Chicago's hottest neighborhoods. Unit 2 currently rented for $3,500 per month & unit 3 for $3,100 per month.

2516 W Lyndale Street, Chicago
$949,000
3 Beds ⋅ 4 Baths ⋅ 12711516 MLS ⋅ ACTIVE Status
NEW PRICE. Rare turnkey opportunity for an operator or investor seeking a fully renovated, PPA-licensed venue with uncommitted VGT potential in a prime Chicago corridor - includes Real Estate, Business, and Assets. Unlike standard restaurant offerings, this 4,055 SF freestanding corner asset includes a rare Public Place of Amusement (PPA), Liquor, and Food license, enabling the owner to collect cover charges or donations for ticketed events, raffles, live music, comedy, and more - creating multiple high-margin revenue streams beyond traditional food and beverage. The VGT-ready game room is currently uncommitted to any gaming operator, giving a new owner full leverage to negotiate their own terminal operator agreement and signing incentives. The restaurant was fully gut-rehabbed in late 2024, offering a new dining & bar space that seats 95 and a brand-new fully equipped commercial kitchen featuring pizza ovens, extended range, stove, prep areas, a walk-in cooler, and much more. The property functions as a clean, SBA-compliant operating shell primed for immediate occupancy - a true plug-and-play asset priced to bypass construction and permitting delays, minimize capital requirements, and facilitate a seamless acquisition of all existing licenses and FF&E. Situated on a 0.16-acre lot, the property features a 3,125 SF main level, a dedicated +15-car parking lot with ample street parking, and a 930 SF 3-bedroom residential unit for additional income. The site offers prime frontage on Irving Park Road near Harlem Avenue and the Harlem-Irving Plaza (HIP), capturing high visibility from over 26,000 vehicles per day (VPD) within a densely populated residential corridor. Contact Listing Agent for showings and details.

7455 W Irving Park Road, 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
$1,499,000
9 Beds ⋅ 7 Baths ⋅ 12706870 MLS ⋅ ACTIVE Status
Exceptional, fully leased legal 3-unit brick building in hot West Town near Fulton Market, situated on a peaceful, tree-lined block. Offers over 3,650 sq ft of above-grade living space plus an expansive finished basement. Perfect for turn-key investors or owner-occupants. Unit 1 is a massive 3BR/3BA duplex down. Units 2 & 3 feature identical, spacious 3BR/2BA layouts. All units boast in-unit W/D, sun-drenched living spaces, private rear decks, hardwood floors, updated kitchens/baths, fireplaces, plus recent furnaces, A/C units, and tankless water heaters. Secure perimeter fencing with electronic lock door. Fully leased with a strong day-one cash flow of almost $10k/month and stable leases at below-market rents. Massive upside to transition to market rates in 2027. Built in 1993, it features copper plumbing, high grade electrical systems, panels, and a modern architectural layout. Newer Roof (2022) Ultra-low owner overhead: tenants pay separate utilities via individual gas/electric meters and dedicated HVAC systems. Rear 3-car parking footprint offers prime value-add potential: monetize for monthly revenue with lease renewals, build a private 2-car garage, or construct a coach house/ADU for a lucrative fourth income stream (buyer to verify zoning/ADU compliance with the City). Unmatched location central to major upcoming neighborhood developments: Bally's Casino (0.6mi), Fulton Market Expansion (0.5mi), $7B United Center Expansion (2mi), and Grand/Chicago Ave commercial upgrades (0.3mi). A commuter's dream with effortless access to the city and suburbs: 5-min walk to CTA train, 2-min walk to bus, 0.4 mi to I-90, and 1.2 mi to I-290. Minutes from world-class Michelin-starred dining, trendy cocktail lounges, vibrant nightlife, and premier sports hubs. Walking distance to reputed Noble Charter Golder College Prep school.

1214 W Ohio Street, Chicago
$949,000
8 Beds ⋅ 4 Baths ⋅ 12652839 MLS ⋅ ACTIVE Status
Brick 4 unit in Hot Humboldt Park location fully rehabbed in 2015. Rehab included new copper plumbing, new HVAC systems, new electrical systems, separate water tanks, new roof and tuck pointing. All work done with plans and permits. All 2 bedroom units consist of stainless steel appliances, granite countertops and hardwood floors. Private parking spaces, laundry room and storage space. 4th unit used to be a commercial space years ago. Very well maintained building with professional management.

3741 W Le Moyne Street, Chicago
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