View All Portage Park Chicago IL 2-Flats Listings

$850,000
21 Beds 8 Baths 12697863 MLS CLOSED Status
Rare opportunity in highly desirable Portage Park! Set on an impressive 58' x 300' private lot, this one-of-a-kind property offers exceptional versatility for investors, owner-occupants, or multigenerational living.The front building is a legal two-flat featuring separate utilities for each unit. The first-floor unit offers 2 bedrooms, while the second-floor unit features 2 bedrooms, 2 full bathrooms, plus a dedicated office and central air conditioning. Both units have their own washer and dryer and storage space in the basement.The rear building is a separate single-family home offering flexible living arrangements. The main level features 3 bedrooms and 1 full bathroom, while the second floor includes a private 1-bedroom unit with its own entrance-ideal for extended family, guests, or related living. The home is equipped with two independently controlled furnaces and two central A/C units, all serviced by a single gas and electric meter. The basement includes a washer, dryer, and additional storage. A deck off the first-floor bedroom overlooks the expansive backyard.Completing the property is a rare side drive leading to a 4-car garage plus additional off-street parking. Conveniently located within walking distance to Wright College, shopping, parks, and public transportation, with easy access to I-90. A truly unique property offering endless posibilities in outstanding location.

4141 N Mobile Avenue, Chicago

$680,000
4 Beds 2 Baths 12677930 MLS CLOSED Status
***Multiple Offers Received. Highest & Best Offers Due Sunday 6/21/2026 @ 5pm*** Welcome to this Portage Park two-flat gem situated on an oversized lot! This beautifully maintained building features two spacious 2-bedroom, 1-bath apartments, each with newly installed in-unit laundry. The units offer nearly identical layouts and finishes, with a few unique touches: the second-floor unit includes an additional closet, while the first-floor unit features a charming built-in dining room hutch. Both apartments showcase beautiful hardwood floors, generous living spaces, a formal living room with decorative fireplaces, and a separate dining room. The fully remodeled kitchens feature white shaker cabinets, stainless steel appliances, subway tile backsplashes, and updated lighting. The updated bathrooms have been completely renovated with new tile, vanities, toilets, mirrors, lighting, and fixtures. Additional improvements include new windows throughout the entire building. All new wiring - replaced the old cloth wires - 100 AMP service. New light fixtures throughout. Freshly painted. Private deck areas overlook the large backyard, offering great outdoor space for relaxing or entertaining. Gas and electric utilities are separately metered, and while the property is currently owner-occupied, it is truly turnkey and ready for rental income after closing. Ideally located in one of the city's most sought-after neighborhoods, you'll enjoy easy access to I-90/94, the Metra, Blue Line, Six Corners, and Portage Park, along with an abundance of shopping, dining, and entertainment options. Whether you're an investor looking for a fantastic income property or a buyer seeking the perfect multi-generational home, this exceptional opportunity checks all the boxes. Don't miss your chance to make it yours-this one won't last long!

4908 W Pensacola Avenue, Chicago

$450,000
7 Beds 3 Baths 12468876 MLS CLOSED Status
This Gem in Chicago's Portage Park offers three spacious legal units in a distinctive brick building with a pitched roof, set on an oversized lot that's virtually unheard of in the city. Lack of parking would never be an issue with it's extra long side driveway which allows for many tandem spots that leads to a huge backyard-creating a private oasis ideal for outdoor living, expansion, or simply room to roam, you also have a 2 car garage for extra parking or income opportunity to offer to tenants. Each unit is thoughtfully laid out with oversized kitchens, original hardwood floors and natural woodwork, bring your ideas to make these incredible units your own, the generous spaces will make it easy to bring them to life and increase your rental income potential. The garden-level flat awaits your complete renovation vision, while the upper units offer solid function and charm. Long term tenants currently leasing mo/mo in units G and 2. Unit 1 is owner occupied. Several CTA bus lines (152, 91, 85) stop just a few minutes away on Cornelia, and a short walk leads to Metra lines MD-W, MD-N, and UP-NW, offering strong connectivity across the city. You're also just steps from Chopin Park. This unique building presents an outstanding canvas for investors or owner-occupied buyers ready to make it their own. Estate Sale being sold in AS-IS condition. Don't miss out on this unique opportunity, schedule your showing and submit your offers today!

4912 W Cornelia Avenue, Chicago

$850,000
6 Beds 5 Baths 12372167 MLS CLOSED Status
Amazing custom built all brick gigantic 2 flat on a 60x125 lot! This is not your typical 2 flat! Be sure to look at the floor plans and you'll notice the grand room sizes and well thought out layout for spacious, comfortable living. The 1st floor owner's unit features newer wood flooring, an updated kitchen with granite countertops and backsplash, reverse osmosis water filter, 4 month new stainless refrigerator; the stainless stove, dishwasher, & microwave are approximately 4 years old. Each unit has a living room, family room, separate dining room, kitchen with eating area, primary bedroom with its own bath and vanity dressing area, 2 more bedrooms and another full bath. . Generous closet space throughout. The 2nd floor, currently rented, has carpeting over plywood, is in need of updating, but is in overall good condition. There's a large rec room and half bath in the basement, large closets, and a front load washer and dryer. 2 furnaces with humidifiers, 2 central air units, and 2 hot water heaters. 1 year NEW roof was a complete tear-off with the underlying plywood replaced. Oversized 2 1/2 car ATTACHED garage with a workbench area and direct entry into the building. The owner is providing an American Home Shield 1 year Warranty free to the buyer covering the mechanicals and appliances. Private big side yard with patio. Wonderful location in the Portage Park-Jefferson Park neighborhood. Short walk to Jewel and Portage Park for tennis courts, ball fields, an Olympic size pool, and adult & children's sports & activities. Jeff Park terminal with blue line L and Metra approximately 1.5 miles away.

5639 W Montrose Avenue, Chicago

$530,000
3 Beds 2 Baths 12345882 MLS CLOSED Status
Located just a short stroll from the vibrant Six Corners shopping and dining district, this beautifully maintained legal 2-flat offers endless potential. The spacious main floor unit features two generously sized bedrooms and a large, updated bathroom. Gorgeous hardwood floors run throughout the open-concept living and dining areas, highlighted by a stunning bay window that floods the space with natural light. The kitchen is a cook's dream with stone countertops, a stylish backsplash, stainless steel appliances, and ample cabinetry. A large walk-in pantry adds extra storage, and the adjoining 4-season back porch opens onto a lush, landscaped yard-perfect for gardening or relaxing on the oversized deck. A 2-car garage completes the backyard oasis. The garden-level unit is legal and features impressive ceiling height and oversized windows, making it feel bright and airy. Currently tenant-occupied on a month-to-month lease (tenant pays their own utilities), it provides excellent rental income or in-law potential. Looking for more space? The unfinished attic offers high ceilings and the potential to add an office, bedroom, or studio-bring your ideas! Conveniently located near the Grayland Metra station and just a short ride to the Irving Park Blue Line, this property is ideal for commuters. Sold AS-IS. Don't miss this opportunity to own a versatile and character-filled property in a prime Chicago location!

4821 W Grace Street, Chicago

$675,000
5 Beds 2 Baths 12254421 MLS CLOSED Status
Wonderfully maintained 2-flat on a double lot with numerous updates and exceptional features. Both units feature hardwood floors throughout, newer appliances, and excellent natural light. Each unit includes a sunroom off the living room and an extra sun porch or office space off the primary bedroom, providing versatile living options. The first-floor unit has a large deck off the back, perfect for relaxing or entertaining. Recent updates include a new roof, a new 400 amp electrical panel, a backflow prevention system for the sewer, washer/dryer in the upstairs unit, and the addition of central air and heat in both units. The all-brick construction adds durability and security, and the absence of a back alley creates an enhanced sense of privacy. The unfinished basement offers incredible flexibility, with two sets of washers and dryers, lockable storage spaces, and plenty of room for additional storage or future possibilities. The oversized 2.5-car garage, built in 2014, features an extra-thick concrete slab, 2-inch insulation, a fully insulated and drywalled interior, a separate 100 amp electric panel, and an 8-foot door. The double lot provides a spacious backyard with ample room for outdoor activities, as well as a side drive for additional parking. The home also has great natural light, which adds warmth and appeal. Current upstairs tenants paying $2,000 per month and would prefer to stay beyond their current lease, which runs until Aug. 31, 2025. This location offers easy access to transportation, with the Metra, Blue Line, and multiple bus routes, including Montrose, Cicero, Milwaukee, and Pace, all within walking distance. Parks, schools, restaurants, and entertainment are also nearby, making daily life convenient. This 2-flat offers a perfect blend of updates, versatility, and a prime location. Don't miss out on this fantastic opportunity!

4914 W Pensacola Avenue, Chicago

$745,000
8 Beds 3 Baths 12180870 MLS CLOSED Status
You will not find a nicer building than this classic large yellow brick 3 flat right across the street from Portage Park. Current owner has updated and meticulously maintained this property for many years. Two spacious 6 room 3-bedroom units and a large 2-bedroom legal garden apartment all loaded with old world charm, hardwood floors and natural wood trim throughout. Kitchens and baths have all been updated. Owner's unit features a gorgeous island kitchen with top-of-the-line appliances (stove refrigerator, dishwasher, microwave and disposal). Check out the room sizes! LR 17x14, DR 15x13, Kit 17x13, Br 17x12 Br 14x12 and 19x12. Master bedroom truly large enough for king size set plus plenty of closet space. Extra-large 3rd bedroom. Roof complete tear off with new rubber roof and rebuilt parapet walls about 5 years ago. All newer windows and newer appliances. Great location across from the park that offers both indoor and Olympic size outdoor pool, tennis, jogging, dog park and an array of activities all year long. Easy access to schools, (1.5 block walk to elementary school), shopping and public transportation. Lovely yard and a 2 car brick garage. Perfect for a home and investment. Rents are low should be $1900 each for 1st and second and $1400 for garden plus $300 for garage would total $5500 monthly or gross $66,000 yearly. Less expenses of $17046 would equal $48854 net or a 6.5% return!! This is a great property. Well maintained ready for its new owner. Any questions regarding this listing please contact Norbert Mika. Text or email preferred. Thank you.

5528 W Berteau Avenue, Chicago

$529,000
4 Beds 3 Baths 12152933 MLS CLOSED Status
This impeccably maintained 2-flat is a rare find, offering a blend of modern conveniences and classic charm. Each bright, sunny apartment features gleaming refinished hardwood floors and spacious eat-in kitchens with updated appliances. The building, completely painted in 2023, showcases a meticulous attention to detail, including recessed radiators that maximize room space usage. Nestled in a highly desirable location, this property boasts a large, lush yard with ample green space, perfect for outdoor activities, along with a 2-car garage. It's just steps away from Chopin Park, where you can enjoy tennis, basketball, baseball, and more, and it's also close to Portage Park and the scenic lakefront. The building has a rich history, having been family-occupied for many years. The layout includes ample closet space, ceramic tile baths, and a large common basement with a convenient washer and dryer, plus an additional bathroom. The property also features separate heating systems and water tanks for each unit, ensuring comfort and efficiency. With mostly newer windows, an atrium window on the first floor, and three air conditioning units in each unit, this property is move-in ready. The 2nd floor apartment is currently leased until August 2025, while the 1st floor is vacant and ready for immediate occupancy. The entire yard is fully fenced, offering both privacy and security. This home is perfectly located within a short walk to local parks, grocery stores, and the Addison Street Kennedy expressway entrance, making it a convenient and attractive option for both tenants and homeowners alike. Don't miss out on this exceptional opportunity! Owner related to agent.

5310 W Eddy Street, Chicago

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Portage Park, Chicago IL · Curated MLS Search

2-Flats in Portage Park, Chicago IL

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

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