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5222 W Berteau Avenue, Chicago
$625,000
4 Beds ⋅ 2 Baths ⋅ 12577470 MLS ⋅ CLOSED Status
Fully renovated multi-unit property in a prime Chicago location! This solid brick building has been thoughtfully updated from top to bottom, offering modern finishes and major mechanical improvements for peace of mind. Recent upgrades include new electrical system, new HVAC, windows, and refreshed interiors throughout. Each unit features bright living spaces, updated kitchens, and renovated bathrooms, making this an ideal opportunity for both owner-occupants and investors. Separate mechanicals provide efficiency and convenience. Move-in ready condition with strong rental potential. Tenants are willing to stay. Excellent location near schools, parks, shopping, and public transportation. A turnkey investment in a growing neighborhood - schedule your showing today!

5222 W Berteau Avenue, Chicago

5021 W Irving Park Road, Chicago
$455,000
5 Beds ⋅ 2 Baths ⋅ 12446005 MLS ⋅ CLOSED Status
Rare Portage Park Find! Beautiful American Four Square Legal 2-Flat with Exceptional Potential. Beautifully maintained and filled with charm, this classic American Four Square legal two-flat offers character, hardwood floors throughout, and thoughtful modern updates. Perfect for investors or owner-occupants seeking flexible living space and strong rental potential. First Floor Unit: 2 bedrooms, 1 bath, charming eat-in kitchen with large pantry, and in-unit washer/dryer. Second Floor Unit: 3 bedrooms plus den (currently used as a fourth bedroom), 1 bath, charming eat-in kitchen with spacious pantry room. Both units feature bright, spacious rooms, central air, separate gas forced-air heating and cooling systems, and separate 100-amp electrical service. The property includes a full, clean, dry basement and a full walk-up attic ideal for storage or future expansion. Additional improvements include a newer rear porch and a 2.5-car garage. Previously used by a School of Metaphysics, the building layout offers excellent flexibility. Maintain as a traditional two-flat, live in one unit and rent the other, or explore attic expansion possibilities. Fantastic location - move-in ready with room to grow. Property sold As-Is.

5021 W Irving Park Road, Chicago

3823 N Lavergne Avenue, Chicago
$810,000
8 Beds ⋅ 4 Baths ⋅ 12576924 MLS ⋅ CLOSED Status
Solid brick 4-unit building located near Six Corners. Each unit is about 900 SF and features 2 bedrooms and 1 bathroom. Unfinished basement includes coin operated laundry machines. 3 car garage space is fully rented. Building was remodeled in 2011 and has been consistently maintained. Recent improvements include tuck-pointing on the west side, above second floor windows (2025), tuckpointing on the north side, above second floor windows (2021), new water heaters (2022), new rubber roof (2021), and a few furnace/AC replacements in the last five years. All units are occupied with leases. Great investment opportunity! Convenient location close to shopping, dining, transportation, and everything the Six Corners area has to offer.

3823 N Lavergne Avenue, Chicago

5039 W Cullom Avenue, Chicago
$661,500
6 Beds ⋅ 2 Baths ⋅ 12567422 MLS ⋅ CLOSED Status
Beautifully maintained brick 2-flat in the heart of Portage Park! Both spacious 3-bedroom, 1-bath units feature gleaming hardwood floors, updated eat-in kitchens with white shaker cabinets and modern finishes, in-unit washer and dryer, updated windows, and separate HVAC systems. Each unit offers ample storage and is filled with natural light throughout. Enjoy a private backyard perfect for relaxing or entertaining, plus a two-car detached garage for convenient off-street parking. Located on a quiet tree-lined street with easy access to Portage Park, restaurants, shopping, public transit, and I-90/94. Ideal opportunity for owner-occupants or investors-live in one unit and rent the other or hold both for steady income.

5039 W Cullom Avenue, Chicago

5040 W Patterson Avenue, Chicago
$509,000
7 Beds ⋅ 4 Baths ⋅ 12565253 MLS ⋅ CLOSED Status
Bring your vision to this legal 2 unit, with basement option, on a 35x126 lot offering a rare opportunity to create your dream residence or investment property. This large property with great bones is truly a blank canvas, ideal for buyers, builders, or investors looking to customize and add value. Generous room sizes and flexible floor plans featuring a 3 bedroom, 2 bath first floor unit and a 2 bedroom, 1 bath second floor unit, complete with a 3 car garage for ample parking and storage. The lower level has 8' ceilings and another 2 bedroom, 1 bathroom unit. Building hasn't been renovated in awhile, but with improvements can bring in strong rents. Located in the desirable Portage Park/Dunning area, this home is surrounded by neighborhood conveniences including Shabbona Park, local restaurants, coffee shops, grocery stores, and shopping along Irving Park Road and Milwaukee Avenue. Enjoy easy access to public transportation with nearby CTA bus routes and the CTA Blue Line just minutes away for a convenient commute downtown or to O'Hare. Quick access to the Kennedy Expressway makes travel throughout the city and suburbs a breeze. An exceptional opportunity to renovate, redesign, and make this home your own in a well-established neighborhood.

5040 W Patterson Avenue, Chicago

4913 W Warwick Avenue, Chicago
$655,000
8 Beds ⋅ 3 Baths ⋅ 12548095 MLS ⋅ CLOSED Status
**multiple offers received. highest and best due 2/13 by 6pm**Located in Portage Park, this well-positioned 2-unit building is a smart play for buyers who want income to help with the mortgage or investors seeking a steady North Side asset. With roughly 2,282 sq ft across two units and a functional footprint, this property offers room to add value over time while benefiting from a convenient 60641 location near everyday amenities (6-corners) and commuter routes (CTA Blue line, Metra). This building has been lovingly occupied and cared for by one family for the past 22 years and is now ready for new owners. Property is being conveyed AS-IS. Please check back for photos. Building is fully occupied. Tenants rights in effect.

4913 W Warwick Avenue, Chicago

4954 W Byron Street, Chicago
$945,000
10 Beds ⋅ 5 Baths ⋅ 12546329 MLS ⋅ ACTIVE Status
Rare Portage Park multi-building property with 3 legal units across two renovated buildings, a good fit for investors, house-hackers, or multi-generational living. Total projected rent is $7,800/mo: the rear 3BD/2BA coach house at $3,000, the front 1st-floor 4BD/1BA plus office at $2,600, and the front 2nd-floor 2BD/1BA at $2,200. Improvements made within the last two years include new plumbing, updated HVAC with central A/C, modern kitchens and baths, newer appliances, newer porches, and a concrete patio/yard. Every unit has separate utilities, its own water heater, and in-unit laundry. The coach house has a dedicated flood-control system. Near Six Corners, CTA, and Portage Park amenities. 3D tours available.

4954 W Byron Street, Chicago

5030 W Roscoe Street, Chicago
$425,000
5 Beds ⋅ 3 Baths ⋅ 12517953 MLS ⋅ CLOSED Status
Multiple Offers Received. Highest and Best is due Tuesday, November 25, 2025 at 10am. In a vibrant, tree-lined community where opportunity meets charm, this classic two-flat live/investment property offers the perfect blend of income potential and long-term value. Each of the two distinct floors feature unique layouts-The first floor has two bedrooms and one bath and the second floor has three bedrooms and one bathroom. They have hardwood floors throughout, spacious living and dining rooms, large eat-in kitchens with pantries, and natural light that pours in from every angle. Whether you're a seasoned investor or a savvy buyer looking to live in one unit and rent the other, this setup is designed for flexibility and financial growth. The garage easily accommodates two vehicles with plenty of room left for storage, tools, or even a workshop. Downstairs, the mostly finished basement holds exciting potential-with a full bathroom already in place, it's a canvas for added living space, a rec room or lots of storage and laundry. Whether you're building equity or building dreams, this is the kind of opportunity that doesn't come around often. Come see the potential for yourself. Call today to schedule your private tour.

5030 W Roscoe Street, Chicago

5913 W Addison Street, Chicago
$599,000
5 Beds ⋅ 3 Baths ⋅ 12495938 MLS ⋅ CLOSED Status
This legally zoned 3-unit in Portage Park is a great opportunity to either move in and house-hack while renting two of the other units or use as an investment (units currently owner occupied and top is rented below market to long-term tenant). The upper two units have the same floor plan featuring a large living room in front, a kitchen with adjoining dining nook / breakfast nook in back, and two spacious bedrooms. The lower level unit features a long bedroom next to the living room and kitchen and a surprising number of closets. There is also a large laundry area and mechanical room in the back of the basement, a deck off the first floor unit, and a nice yard space before the 2-car garage. The owner has addressed much of the system updates and there is opportunity for the next owner to upgrade kitchens and baths to optimize rent. It's less than a 5 min drive to the amenities in Portage Park (the park), restaurants around the corner on Central, and conveniently close to Tony's Fresh Market a few blocks south and CVS down the street. Come check it out!

5913 W Addison Street, Chicago

5436 W Dakin Street, Chicago
$695,000
5 Beds ⋅ 3 Baths ⋅ 12469735 MLS ⋅ CLOSED Status
Beautifully maintained Portage Park 2-flat with garden in-law unit. Across from Portage Park, steps to Portage Cafe, Ciao Ciao Cafe and Sutherlands. Each floor has two good size bedrooms plus tandem room. Formal dining room, living room, hardwood floors, ss appliances in each unit. First floor is a 2-bedroom, 1-bath with separate living and dining room. Second floor apartment is a 2-bedroom, 1-bath with separate living and dining room fully rehabbed in 2018 with washer/dryer in unit. Radiator heat on first and second floor. Original wood floors and trim. Finished garden in-law unit is a 1-bedroom, 1-bath fully rehabbed in 2018. Laundry room and additional storage in basement. 2 1/2 car garage, good size finished deck for entertainment & kids swing and climbing set. Owner Occupiers or Investors alike will see the value in this Portage Park gem.

5436 W Dakin Street, Chicago

4912 W Cornelia 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

4130 N Mason Avenue, Chicago
$485,000
4 Beds ⋅ 3 Baths ⋅ 12469868 MLS ⋅ CLOSED Status
Portage Park 2-flat on a quiet tree-lined street with brand new tear-off roof (September 2025). This well-maintained building features two spacious 2 bed/1 bath units, each offering a classic layout with a bright living room, separate dining room, hardwood floors, and central air. The first-floor unit boasts a cozy fireplace, and the second-floor kitchen was updated in 2017, adding modern functionality to vintage charm. The partially finished basement includes another bath, bedroom, laundry area, and ample storage space. Enjoy the outdoors in the fenced backyard with a patio, or take advantage of the two-car detached garage. Central air in both units adds comfort year-round. Located near beautiful Portage Park, with easy access to public transportation, shopping, and dining. Recent updates include new front steps, furnaces replaced in 2023/2024, and an A/C condenser in 2024. Full of opportunity!

4130 N Mason Avenue, Chicago

5000 W Grace Street, Chicago
$689,000
6 Beds ⋅ 4 Baths ⋅ 12462547 MLS ⋅ CLOSED Status
5000 W Grace is a welcoming brick multi-unit residence nestled on a sunny 29' wide south facing corner lot in prime Portage Park. A spacious 3-flat brick building, it boasts two vintage 2 bed/1 bath units each with large living rooms, dining rooms, updated bathrooms, sun porches, and hardwood floors. The in-law basement suite has 2bd/1ba and updated kitchen. This classic vintage Chicago building has tons of architectural charm, high ceilings, spacious common areas, large windows and has been lovingly maintained and owner occupied. Many improvements and updates have been done over the years, including back porch interiors and exterior siding and gutters, sewer back stop and clean out install, bathroom updates, new windows throughout, refinished hardwood floors, regularly maintained HVAC, new privacy fence, all copper pipes and more. Top floor and basement units are occupied until 9/30 and first floor unit is vacant and ready for a new live-in owner or tenant. Keep the current tenants or fill the units with your family, friends, or new leases. 5000 W Grace St is a perfect blend of classic charm and modern amenities, ready to welcome its new owner!

5000 W Grace Street, Chicago

5253 W Cullom Avenue, Chicago
$552,200
5 Beds ⋅ 3 Baths ⋅ 12451350 MLS ⋅ CLOSED Status
Expansive, updated 2-flat on oversized lot with modern kitchens and baths and versatile living options. The spacious top-floor unit features 3 bedrooms + den-ideal for strong rental income. The main-floor unit offers 2 bedrooms + den and space to offer 3rd bedroom. Option to maximize rent with duplex down or create an in-law suite in the basement. Solid building with lots of newer updates: Garage with party door and concrete (2021), fence (2022), Tuckpointing and new gutters w leaf guard (2020), roof and windows (2015). This property is perfect for investors or owner-occupants seeking extra income. Basement is roughed in with toilet in place making renovation easier. Walking distance to picturesque Portage Park and schools. Close to 90/94, Metra, Blue Line.

5253 W Cullom Avenue, Chicago

4107 N Monitor Avenue, Chicago
$615,000
5 Beds ⋅ 3 Baths ⋅ 12397302 MLS ⋅ CLOSED Status
Turnkey brick two flat brick on a 30' X 125' lot in prime Portage Park! Quaint tree-lined street features pride of ownership up and down the block. Two well maintained 2 bed / 1 bath units plus an unofficial garden apartment for added income. Well maintained building features oak hardwood flooring in both flats, updated kitchens, newer appliances & remodeled baths. Each flat has a huge living room, formal dining room, and extra sun room which could function as an additional bedroom. Each unit has separate metered electricity and gas & is outfitted with individual furnaces along with central air conditioning. In-unit laundry in each unit and common laundry room in basement apartment. Detached 2 car garage and grassy yard in the rear of the lot. Ample street parking. Near CTA, shopping, restaurants, beautiful Portage Park, schools, and easy access to expressways & O'Hare/downtown. Building in great condition but is being sold as-is. Fully rented, low maintenance property makes this an ideal investment in a high demand rental neighborhood!

4107 N Monitor Avenue, Chicago

4039 N Melvina Avenue, Chicago
$597,500
5 Beds ⋅ 3 Baths ⋅ 12438835 MLS ⋅ CLOSED Status
Opportunity is knocking. Don't miss out on this impeccably maintained frame 2 unit, with fantastic curb appeal, located on a spacious, oversized lot, in the highly desirable Portage Park/Dunning neighborhood. Unit 1 offers an extra large, duplexed, 8 room, 3 bedroom, 2 full baths, family room, storage and rear exterior porch. Second floor unit is a sun filled, 6 room, 2 bedroom, plus office, full bath, pantry and relaxing exterior porch. Recent updates include separate forced air heat, decking, fresh exterior paint, concrete walks, patio, parking pad, windows, appliances, electric, copper plumbing, roof, gutters, attic storage, 2 car garage, shared laundry area with washer, dryer and more. Incredible income possibilities including 2 car garage and 2 car parking pad rental. Move in or rent, with so much to offer this one can't be beat.

4039 N Melvina Avenue, Chicago

4854 W Addison Street, Chicago
$609,000
4 Beds ⋅ 4 Baths ⋅ 12431830 MLS ⋅ CLOSED Status
Charming Multi-Use Property with Income Potential! Welcome to this one-of-a-kind, income-generating gem in a prime location! Offering just over 4,000 square feet of versatile space, this beautifully maintained property includes one commercial unit and two residential units, making it a rare find for savvy investors or business owners looking for flexibility and strong returns. The third floor features a bright and inviting 2-bedroom, 1- bath residential unit, ideal for tenants or a comfortable owner's retreat. Enjoy deck access and in-unit laundry. (Currently leased through August.) On the second floor, you'll find a stylish 2-bedroom, 1-bath unit, fully remodeled in 2023 and now vacant-ready for your next tenant or personal use. This unit also enjoys private deck access, with laundry conveniently located just downstairs. The first floor commercial space is a standout, offering prime visibility and thoughtful design for any business. It includes three private offices, a spacious conference room, an open front office area, and a fullyequipped kitchen with a stove, fridge, and sink. The bathroom is smartly split into separate rooms for the toilet, sink, and shower-perfect for clientfacing businesses. Recent updates include: Second floor remodel (2023), Brand new front deck (2024), Commercial space flooring (2020), Two-car garage (approx. 10 years old), currently used for storage, New roof (rolled tar, 2017), Completed tuck-pointing in recent years. This property blends classic charm with thoughtful updates, offering a unique opportunity for owner-occupants, investors, or business owners seeking multi-use flexibility. With existing rental income and commercial potential, this is a rare chance to secure a strong return in a highly desirable location!

4854 W Addison Street, Chicago



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