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$599,000
5 Beds 3 Baths 12751156 MLS CONTINGENT Status
Classic yellow-brick, legal three-flat in Portage Park, situated on an oversized 31' x 125' lot. All three units are currently rented and occupied. The first- and second-floor units feature gorgeous original woodwork and detailing, along with two-bedroom, one-bath layouts, large dining rooms, hardwood floors, spacious kitchens, and generously sized rooms. The garden unit offers one bedroom and one bath. Recent building improvements include new windows, newer roofs on both the building and garage, lintel and masonry work, and updated landscaping. Each unit has its own boiler, and tenants pay their own utilities. The basement offers common-area coin-operated laundry and a bonus room ideal for storage, an art studio, crafts, or other uses. A large, landscaped backyard and detached two-car garage complete the property. Please refer to the showing schedule for prearranged showing times.

5057 W Newport Avenue, Chicago

$549,900
5 Beds 3 Baths 12748829 MLS CONTINGENT Status
** Multiple Offers ** Highest & Best due Tuesday @ 8pm *** Your Portage Park investment is ready for you to call home sweet home as you collect the rents or keep as the perfect arm chair investment! Don't miss your opportunity to invest in this well maintained legal 2 unit plus in-law near 6 corners! 1-2 blocks away! Nice size units with tall ceilings. 1st floor unit is spacious and bright with 2 bedrooms + Den ( was used as a 3rd bedroom), hardwood floors, eat in kitchen with an amazing living/dining space with fireplace. Spacious garden unit with hardwood flooring, large living space and recently upgraded bathroom with bathfitter surround. Many updates...HVAC is less than 6 years old, water heaters, windows, siding, roof, leafguard gutters and more. Deck off the main floor unit offers a great place to relax and entertain with view of the fenced in yard. 2.5 car garage with alley access. Laundry room and ample storage space. Current owner was doing some DIY projects inside the building but did not get a chance to finish. Needs some cosmetic work but the bones and exterior is in GREAT shape! Not many in the area I am sure you have looked. See you soon. Being Sold AS-IS

4823 W Grace Street, Chicago

$585,000
4 Beds 3 Baths 12748911 MLS CONTINGENT Status
Amazing brick 2-flat opportunity in Portage Park, situated on an oversized 35' x 125' lot. This property offers excellent upside potential by duplexing the first-floor unit into the lower level, which features good ceiling height and an existing bathroom. The front stairwell is configured to allow for a straightforward entryway modification, seamlessly connecting the two levels. Once completed, the duplex-down unit could offer either 3 beds / 2 baths or 4 beds / 2 baths. Both units are currently configured with 2 bedrooms and 1 bathroom. The second-floor unit features an enclosed rear porch that has been incorporated into the living space and works perfectly as an office or den. Additional highlights include basement laundry, a two-car detached garage, and a separate parking pad for a third vehicle. This property is an excellent alternative to a single-family home, with the added benefit of rental income to help balance ownership costs. The first-floor tenant will vacate at the end of September. Please refer to the showing schedule for prearranged showing times.

5051 W Berenice Avenue, Chicago

$609,000
5 Beds 3 Baths 12741864 MLS ACTIVE Status
Incredible opportunity to own a well-maintained legal two-flat with an additional garden unit! Each spacious unit features hardwood flooring, generous living rooms, formal dining areas, large kitchens, ample closet space, and wide enclosed porches. The first-floor unit offers two bedrooms plus a versatile den-perfect for a home office, guest room, or additional living space. Major improvements include a newer roof and water heater (2016), HVAC upgrades completed in 2021, and updated plumbing within the past two years. Situated on a wide lot with a side driveway and one-car garage, this property is conveniently located near restaurants, theaters, shopping, and public transportation. An excellent opportunity for an owner-occupant or investor!

5005 W Eddy Street, Chicago

$580,000
5 Beds 3 Baths 12741656 MLS ACTIVE Status
Seize the day with this Updated, Versatile two-flat in Portage Park offering Cash Flow and Value-add upside. The property features one duplex-down unit with 3 bedrooms and 2 baths, plus a 2nd floor Simplex apartment with 2-bedroom/1-bath. Separate utilities and private laundry for each unit add convenience and investor appeal. Fully fenced yard, plus a 2-car garage with potential for additional income. Ideally located near historic 38-acre Portage Park, with access to nature walks, Olympic-size pool with aquatics, team & individual sports, gymnasium facilities, and fieldhouses. Walk to neighborhood favorites including Binny's, Target, PetSmart, Jewel-Osco, Ross, restaurants, shopping, and everyday conveniences. Enjoy easy access to I-90/94, CTA, Metra, O'Hare Airport, and Downtown Chicago. Make your appointment today!

4817 W Dakin Street, Chicago

$575,000
6 Beds 3 Baths 12693206 MLS ACTIVE Status
Tucked into Portage Park, this rare legal three-flat has been generating steady income for years and comes fully tenant-occupied from closing. Built in 1922 on a generous 31x126 lot, it offers three two-bedroom units, a two-car garage, and a fenced backyard, giving an investor solid fundamentals to build on or a house-hacker room to move into one unit while the others help carry the mortgage. This property offers the new owner has real flexibility, whether that means adjusting rents to market or eventually settling into one of the units. The location does a lot of the work here too, maximizing rentability, just steps from the Montrose Blue Line, the #152 bus, Metra's Mayfair stop, and the shops around Six Corners, with Chopin Park close by. Interior photos are being held back out of respect for current residents, but are available on request through the listing agent, who's happy to arrange a private tour. Please allow a minimum 48 hrs' notice for showings. Property is being conveyed as-is.

5357 W Waveland Avenue, Chicago

$569,000
3 Beds 2 Baths 12735726 MLS ACTIVE Status
WOW! amazing Well-maintained legal 2-flat in desirable Portage Park! Come see the classic charm of this 2 unit that has stained glass, built-ins original woodwork with crown molding. Also features forced heating and Central air for both units which is rare for this type of buildings The main floor has all beautiful hardwood floors, a spacious Spacious living room, formal dining room, also has additional sunroom that was finished and insulated which can be used for Den or Office! 1st floor has eat in kitchen with back porch that can be used for extra storage. The bright second-floor unit features large kitchen formal living and dining rooms all hardwood floors. Bathroom features beautiful bath tub and standup shower! Each unit has a separate forced air furnace and AC unit along with its own hot water heater! Outside, you'll find a good-sized yard with plenty of green space along with garage with o the yard-perfect for outdoor entertaining and gatherings. Building has all newer windows copper plumbing mechanicals are in good shape as well. This corner 2 unit is on a great block Conveniently located near shopping, public transportation, restaurants, parks, and more.

5258 W Dakin Avenue, Chicago

$419,900
3 Beds 2 Baths 12730049 MLS ACTIVE Status
Located in Chicago's highly sought-after Portage Park neighborhood, this multi-unit property offers an exceptional opportunity for investors and owner-occupants alike. Enjoy strong rental demand, convenient access to the CTA Blue Line, Metra, I-90/94, and O'Hare International Airport, along with nearby shopping, restaurants, schools, and the renowned Portage Park. The neighborhood's tree-lined streets, classic Chicago architecture make this an ideal long-term investment. **Priced well below market value to reflect the repairs and updates needed, this property presents tremendous upside for buyers looking to renovate and build equity. Whether you're expanding your investment portfolio or planning to live in one unit while generating rental income from the others, this property offers exceptional value in a highly desirable location. Property is being sold AS-IS. Don't miss this rare opportunity to own a multi-unit building with outstanding income and appreciation potential in one of Chicago's premier Northwest Side neighborhoods.

4256 N Meade Avenue, Chicago

$760,000
7 Beds 4 Baths 12714975 MLS CLOSED Status
Portage Park and Six Corners turnkey brick 2 flat with additional finished garden unit and detached 2.5 car garage with storage. The building has been impeccably cared for creating a low maintenance investment for the next owner. Large fenced lot and landscaped backyard and additional side yard with paver patio. Fully leased with excellent tenants and 6.1 cap rate (could easily be 7). Unit 1 is a bright garden 2 bedroom/1 bath, Unit 2 is a high first floor with 2 beds/1 bath (and opportunity to add 3rd bed), and Unit 3 is a top floor 3 bed/1 bath. So many updates! Key building features including a brand new roof in June 2026 on building and garage, two new hot water heaters, one newer boiler (and both perfectly maintained). Updated street facing windows past few years and newer windows throughout (past 10). Updated bathrooms and kitchens along with much of the electrical and plumbing throughout. All units have new stainless refrigerators and include dishwashers. Hardwood floors (laminate kitchens) in upper two units and wood laminate floors in garden unit. Brand new garage door opening system. Middle unit has opportunity to add 3rd bedroom (dining are could be converted). Coin-op laundry in basement for added income. Unbeatable location with easy access to the highway, Metra and Blue line. Walk to charming shops, cafes and restaurants, Jewel, Aldi, Chipotle, Starbucks and more.

4912 W Berteau Avenue, Chicago

$579,999
6 Beds 3 Baths 12712329 MLS ACTIVE 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

$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

$600,000
5 Beds 3 Baths 12682175 MLS CLOSED Status
Portage Park Legal 2-Flat with Finished Basement - Ideal for Extended Family or Additional Income Well-maintained legal 2-flat in desirable Portage Park featuring a finished basement with a full bath and two bonus rooms, offering excellent flexibility for extended family living, guest space, or potential additional income opportunities. The main floor showcases beautiful hardwood floors, a spacious eat-in kitchen with dinette area, formal dining room, granite countertops, and stainless-steel appliances. Freshly painted throughout and truly move-in ready. The bright and sunny second-floor unit features an open-concept kitchen and great room area, creating a comfortable and inviting living space. Outside, you'll find a 2-car garage with overhead doors on both the front and rear, providing convenient access to the yard-perfect for outdoor entertaining and gatherings. Conveniently located near shopping, public transportation, restaurants, parks, and more. Don't miss this versatile investment or owner-occupant opportunity in the heart of Portage Park!

5107 W Berenice Avenue, Chicago

$577,000
6 Beds 2 Baths 12679639 MLS CLOSED Status
2 flat in desirable Portage Park, with units substantial enough for an owner occupant, and 6.5 capitalization rate for investors. Rare opportunity to own this move in ready 2 flat, each boasts 3 bedrooms, 1 bathroom, central heat/air, generous kitchen size and storage. 1st floor has sleek granite chef's kitchen, luxe cabinetry, and two flex living/dining spaces, in unit laundry, with formal entryway/closet, and hardwood floors. 2nd floor has a large eat in kitchen, pantry, parquet and hardwood. Each unit has one bedroom that can fit king bed, one bedroom that will fit a queen bed, and updated bathrooms with shower/tub combo. 2 car garage with sunny yard, fresh landscaping out front. Proper stairway to unfinished attic, unfinished dry basement. Furnace/AC compressor, washer/dryer and most kitchen appliances have been replaced 2022-2025. Tenants pay all utilities, $4,350 monthly rent, tenants would like to stay. Amazing location close to the expressway, Metra Mayfair, and El Montrose blue line! Portage Park/Schurz neighborhood schools.

4825 W Hutchinson Street, 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

$610,000
6 Beds 3 Baths 12670781 MLS CLOSED Status
Investment or Conversion Opportunity in Portage Park This meticulously maintained and super clean 2-flat home in Portage Park is ready for immediate tenant occupancy OR unlimited potential to convert this to a combined spacious detached home. Located on a quiet one-way street, this sunny, 2-unit home sits on an extra-wide 30' x 125' lot, offering space to breathe both inside and out, along with a detached two-car garage for added income potential. The main floor unit features solid hardwood flooring, 3 bedrooms and 1 full bath. The upstairs unit, with two generously sized bedrooms and a full bath - features a walk-in pantry, large mudroom, plus new carpet for noise reduction - wood flooring protected below! Each unit has it's own water heater, electrical panel & central air compressor. Both units have interior access to shared laundry & additional basement storage that includes 1 additional full bath. Within blocks to Gray Elementary School and Portage Park, and minutes from Six Corners, I-90/94, and the Grayland Metra station. Enjoy easy access to coffee shops, farmer's market, tennis courts, baseball fields, swimming pool, playground, dog park, and more.

5337 W Berenice Avenue, Chicago

$835,000
8 Beds 4 Baths 12660369 MLS CLOSED Status
Portage Park/Dunning 4 unit buidling is conveniently located on the #80 bus line and across the street from beautiful Merrimac Park, which features a fieldhouse with a gymnasium, walking trails, baseball fields, a playgound and splash pool. This all-brick building features 4 identical 2 bedroom 1 bath units with individual central heat and air, individual water heaters and exterior parking spaces. Long term tenants, with below market rent. Yearly rental income 45,540. Yearly expenses 22,988. Roof replaced in 2008. Windows replaced in 2013. Furnaces 2010 (3) and 2021. Water heaters 2005, 2009, 2020, 2022. Sidewalks replaced in 2008 and parking lot repaved in 2011. Easy, low maintenance investment!

6252 W Irving Park Road, Chicago

$625,000
6 Beds 3 Baths 12599513 MLS CLOSED Status
Well-maintained legal 3-unit property offering a truly low-maintenance ownership opportunity. The property features a two-flat in the front and a separate coach house in the rear, equipped with its own heating and central air systems. Exterior work last completed in 2012, including new roofs, siding, gutters, and downspouts. Newer concrete sidewalks further enhance the property's curb appeal and functionality. Interior improvements include new sewer line (2020), new sump pumps (2020) and new electrical panels (2020) among other small improvements (property professionally managed during this ownership)! All 3 units have 2 bedrooms and 1 bathroom. Main house has full basement with coin laundry. Coach house has attic and basement with it's own laundry AND exterior parking space. Opportunity to live in the 1st floor unit that is currently vacant (market rent $1800/month). Oversized lot situated in a desirable neighborhood. Easy investment opportunity!

6316 W Warwick Avenue, Chicago

$960,000
13 Beds 5 Baths 12648281 MLS CLOSED Status
Here is your opportunity to purchase a fully updated Courtyard Brick Apartment Building with 4 large units and a 5th non-conforming garden unit. Located on the city's Northwest Side, this Portage Park multi unit investment generates income of $107,894 annually. Rare, L-Shaped All Brick Building on oversized (40ftx133ft). Built in 1921, and freshly updated in 2020, all units feature white shaker cabinets, quartz countertops, new appliances, new paint, refinished floors and subway tiled bathrooms. Ideal for any arm-chair investor, this well-maintained, fully stabilized building is professionally managed for passive income with minimal time or experience required. Centrally located and accessible transportation via Bus/Train and easy access to Kennedy Expressway, nearby Entertainment, Dining & Shopping include Six Corners district, The Patio Theatre and Chicago Park District Portage Park make this area desirable for long-term tenants. Additional revenue can be captured with common laundry room converted to commercial machines + 4 rear exterior parking spaces to lease. Common Area features gated front entry offers residents outdoor seating and grilling, oversized lower level storage units. Central Heat.

4819 W Cornelia Avenue, Chicago

$560,000
5 Beds 3 Baths 12648607 MLS CLOSED Status
Rarely available, traditional two-unit brick building located in the highly sought-after Portage Park neighborhood, just half a block from Chopin Park and within walking distance to the vibrant Central and Belmont business district and the Portage Park Olympic Pool. This owner-occupied property offers an excellent opportunity for both homeowners and investors. Each of the main and second-floor units features two generously sized bedrooms plus a tandem room adjacent to the second bedroom, ideal for an office, nursery, or additional living space. Both units include formal living and dining rooms showcasing well-maintained original woodwork and decorative fireplaces. The second-floor unit boasts hardwood floors throughout. The spacious eat-in kitchens are equipped with 42-inch cabinets, ample natural light and included appliances with plenty of room for a kitchen table. There is a in unit washer dryer in bathroom. Enclosed porches on both levels provide additional living or storage space. The fully finished basement, accessible via two exterior entrances, features modern 12x24 gray ceramic tile throughout, one large bedroom with a spacious closet, a full bathroom with a stand-up shower, and a summer kitchen. Additional basement amenities include a dedicated laundry area with utility sink and a 9x10 workroom that can easily be converted into an extra bedroom or home office. Situated on an oversized 32x125 lot, the property offers a generous backyard complete with a large pool (included) and a newer oversized 2.5-car garage with abundant storage. A wrought iron gate encloses a concrete patio-perfect for outdoor entertaining or potential carport use. This well-maintained building offers solid construction with great bones and is ready for your updates and personal touch. With strong rental potential and continued development in the surrounding area, this is an excellent opportunity for first-time buyers, multi-generational living, or investors looking to expand their portfolio. Conveniently located just minutes from shopping, dining, parks,schools and transportation. Don't miss this exceptional opportunity.

5342 W Newport Avenue, Chicago

$672,000
8 Beds 3 Baths 12644330 MLS CLOSED Status
**Multiple offers received. Highest and best due by Saturday, May 16, at 5 pm.** This beautifully maintained all-brick legal 2-flat with an in-law garden unit in sought-after Portage Park is an incredible investment opportunity or ideal owner-occupied property. Live in one unit while generating rental income from the others. Each oversized unit offers hardwood floors, three spacious bedrooms, a full bath, generous closet space, and a rare front balcony, perfect for enjoying warm spring and summer evenings. The large kitchens open seamlessly into inviting family rooms, creating an ideal layout for entertaining and everyday living. The garden unit features two bedrooms and one bath. Additional highlights include a coin-operated laundry, an enclosed rear porch, and a detached 2-car garage with the opportunity for additional rental income from one or both garage spaces. Located just minutes from the Kennedy Expressway and steps from the Montrose Blue Line, this home offers unbeatable access to O'Hare Airport, restaurants, coffee shops, parks, schools, shopping, and neighborhood favorites like Bacci Pizza. Easy to show and truly move-in ready. Don't miss this!

4916 W Hutchinson Street, Chicago



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