Chicagorealestatesource.com Search Results

$599,000

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.

5 Beds ⋅ 3 Baths ⋅ 12751156 MLS ⋅ NEW 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

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.

5 Beds ⋅ 3 Baths ⋅ 12748829 MLS ⋅ NEW Status

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.

4823 W Grace Street, Chicago

$585,000

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.

4 Beds ⋅ 3 Baths ⋅ 12748911 MLS ⋅ NEW 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

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!

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

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!

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

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.

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

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.

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

$675,000

Welcome to historic Portage Park! This charming and spacious 2-flat sits on an oversized corner lot and blends classic character with modern updates. Both units feature 2 BR/1 bathroom and are tenant-occupied. Unfinished basement includes a setup for an additional bedroom and bathroom; can be converted to it's own in law unit or a duplex down from the first floor to increase bedroom/bath count and living space. Original details include beautiful wood trim and a built-in wood and glass hutch. 2 car garage plus privacy fence. A wonderful opportunity in a sought-after Portage Park location!

4 Beds ⋅ 3 Baths ⋅ 12707606 MLS ⋅ ACTIVE Status

Welcome to historic Portage Park! This charming and spacious 2-flat sits on an oversized corner lot and blends classic character with modern updates. Both units feature 2 BR/1 bathroom and are tenant-occupied. Unfinished basement includes a setup for an additional bedroom and bathroom; can be converted to it's own in law unit or a duplex down from the first floor to increase bedroom/bath count and living space. Original details include beautiful wood trim and a built-in wood and glass hutch. 2 car garage plus privacy fence. A wonderful opportunity in a sought-after Portage Park location!

5802 W Grace Street, Chicago

$419,900

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.

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

$579,999

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.

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

$549,900

Interesting Non Conforming Bungalow that has 2 Units that needs a lot of work sitting on a beautiful 58ft x 299.47ft lot in Portage Park. This property could easily be reconverted to a single family house. 10 Year old roof and furnaces. Second floor apartment has all new windows. First floor has hardwood floors and some new windows. Newer gutters with gutter guards. Finished Lower Level that is all above grade. Please call listing agent for all appointments or additional questions. Property is being sold "as is".

3 Beds ⋅ 3 Baths ⋅ 12698458 MLS ⋅ ACTIVE Status

Interesting Non Conforming Bungalow that has 2 Units that needs a lot of work sitting on a beautiful 58ft x 299.47ft lot in Portage Park. This property could easily be reconverted to a single family house. 10 Year old roof and furnaces. Second floor apartment has all new windows. First floor has hardwood floors and some new windows. Newer gutters with gutter guards. Finished Lower Level that is all above grade. Please call listing agent for all appointments or additional questions. Property is being sold "as is".

4060 N Mobile Avenue, Chicago

$995,000

Rare Portage Park multi-building compound featuring 3 legal units across two fully renovated buildings-ideal for high-yield investors, house-hackers, or multi-generational living with $7,800/mo total rental potential (rear 3BD/2BA coach house rented at $3,000/mo; front 1st-floor 4BD/1BA rented at $2,600/mo; front 2nd-floor 2BD/1BA projected at $2,200/mo). Complete capital improvements completed within the last two years include updated plumbing, updated HVAC with central A/C, modern kitchens and bathrooms, newer appliances, newer porches, and a concrete patio/yard area. All units feature separate utilities, individual water heaters, and in-unit laundry. The standalone rear coach house includes a dedicated flood-control system, while the front main unit offers additional expansion potential into the bright finished basement. Ideally located near Six Corners, CTA/Metra public transit, and Portage Park amenities, with zero immediate maintenance required.

10 Beds ⋅ 5 Baths ⋅ 12546329 MLS ⋅ ACTIVE Status

Rare Portage Park multi-building compound featuring 3 legal units across two fully renovated buildings-ideal for high-yield investors, house-hackers, or multi-generational living with $7,800/mo total rental potential (rear 3BD/2BA coach house rented at $3,000/mo; front 1st-floor 4BD/1BA rented at $2,600/mo; front 2nd-floor 2BD/1BA projected at $2,200/mo). Complete capital improvements completed within the last two years include updated plumbing, updated HVAC with central A/C, modern kitchens and bathrooms, newer appliances, newer porches, and a concrete patio/yard area. All units feature separate utilities, individual water heaters, and in-unit laundry. The standalone rear coach house includes a dedicated flood-control system, while the front main unit offers additional expansion potential into the bright finished basement. Ideally located near Six Corners, CTA/Metra public transit, and Portage Park amenities, with zero immediate maintenance required.

4954 W Byron Street, Chicago