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The porch is the first clue. Cream-painted brick, black-framed windows, and a deep covered front step set the tone for a Portage Park bungalow that's been renovated with real care, floor by floor. Inside, hardwood runs underfoot, a rebuilt modern staircase turns up toward the light, and a chandelier hangs over a dining area that's ready for a full table. The heart of the house is the room at the back. An old Chicago brick addition has been opened into a second living space, with a green shiplap fireplace wall, exposed beams, a herringbone-tiled beverage bar with its own fridge, and cabinetry to spare. A second entrance steps straight down to the lower level, so people move through this house instead of getting stuck in it. It's the room everyone ends up in: holidays, game days, a Tuesday that turned into a party. The kitchen is built for the same kind of night. Honed Taj Mahal quartz wraps a waterfall peninsula, so the cook stays in the conversation. Upstairs, vaulted ceilings and a skylit landing give the top floor an airy feel. The bath is the one people will talk about: a huge fluted-tiled shower, a soaking tub, and a double vanity. And the rear bedroom opens onto a roughly 280-square-foot roof deck, with room for a grill, a few good chairs, and a slow Sunday morning. That's outdoor space tight Chicago lots rarely get. The lower level adds two more bedrooms, a long rec room under black-stained beams, a wine room, a laundry nook, and a full bath with a double vanity and a bench-seat walk-in shower. Dinner out is easy to get right. La Dolce Vita Cucina is about a ten-minute walk down Irving Park. The rest of the Northwest Side's best tables are just a short drive into Old Irving, Avondale, and Logan Square. Getting downtown is easy with the newly updated Grayland station, and the 54 Cicero is a three-minute walk. Six Corners and the landmark Portage Theater are about a half-mile North. Kilbourn Park, with its gym, track, and teaching greenhouse, is under a mile away. Make a night of it, then come home to your own roof deck. Six bedrooms, three baths, and a lot of house done well!

4 Beds ⋅ 3 Baths ⋅ 12803813 MLS ⋅ NEW Status

The porch is the first clue. Cream-painted brick, black-framed windows, and a deep covered front step set the tone for a Portage Park bungalow that's been renovated with real care, floor by floor. Inside, hardwood runs underfoot, a rebuilt modern staircase turns up toward the light, and a chandelier hangs over a dining area that's ready for a full table. The heart of the house is the room at the back. An old Chicago brick addition has been opened into a second living space, with a green shiplap fireplace wall, exposed beams, a herringbone-tiled beverage bar with its own fridge, and cabinetry to spare. A second entrance steps straight down to the lower level, so people move through this house instead of getting stuck in it. It's the room everyone ends up in: holidays, game days, a Tuesday that turned into a party. The kitchen is built for the same kind of night. Honed Taj Mahal quartz wraps a waterfall peninsula, so the cook stays in the conversation. Upstairs, vaulted ceilings and a skylit landing give the top floor an airy feel. The bath is the one people will talk about: a huge fluted-tiled shower, a soaking tub, and a double vanity. And the rear bedroom opens onto a roughly 280-square-foot roof deck, with room for a grill, a few good chairs, and a slow Sunday morning. That's outdoor space tight Chicago lots rarely get. The lower level adds two more bedrooms, a long rec room under black-stained beams, a wine room, a laundry nook, and a full bath with a double vanity and a bench-seat walk-in shower. Dinner out is easy to get right. La Dolce Vita Cucina is about a ten-minute walk down Irving Park. The rest of the Northwest Side's best tables are just a short drive into Old Irving, Avondale, and Logan Square. Getting downtown is easy with the newly updated Grayland station, and the 54 Cicero is a three-minute walk. Six Corners and the landmark Portage Theater are about a half-mile North. Kilbourn Park, with its gym, track, and teaching greenhouse, is under a mile away. Make a night of it, then come home to your own roof deck. Six bedrooms, three baths, and a lot of house done well!

4927 W Waveland Avenue, Chicago

$749,000

Classic Chicago charm and a prime corner setting define this well-maintained, all-brick four-unit building in the heart of Portage Park, held under the same ownership for nearly 80 years. Just steps from the neighborhood's 38-acre park, the property features two two-bedroom, one-bath apartments and two one-bedroom, one-bath apartments, plus a detached two-car brick garage, offering an appealing opportunity for investors and owner-occupants alike. The spacious apartments showcase hardwood floors, rich wood trim, crown molding, and decorative vintage brick fireplaces flanked by built-in bookcases. Separate dining rooms provide generous space for entertaining, while large windows fill the interiors with natural light. The two-bedroom layouts feature expansive living rooms with projecting window bays, adding architectural character and an open, airy feel. Kitchens offer ample cabinetry and large walk-in pantries with built-in shelving, complemented by generously sized bedrooms and closet space. The unfinished basement offers a blank canvas for your design ideas, including the possibility of duplexing the first-floor units into the lower level to expand living space and potentially increase rental income, subject to zoning and required approvals. With ample room for future customization, the basement also houses the building's common laundry facilities and additional storage. The handsome brick exterior features decorative masonry and a distinctive arched entry, creating welcoming curb appeal. Close to public transportation, shopping, dining, and the park's year-round recreational and cultural amenities, this Portage Park property combines timeless character, a long history of ownership, and exciting potential.

6 Beds ⋅ 4 Baths ⋅ 12784450 MLS ⋅ ACTIVE Status

Classic Chicago charm and a prime corner setting define this well-maintained, all-brick four-unit building in the heart of Portage Park, held under the same ownership for nearly 80 years. Just steps from the neighborhood's 38-acre park, the property features two two-bedroom, one-bath apartments and two one-bedroom, one-bath apartments, plus a detached two-car brick garage, offering an appealing opportunity for investors and owner-occupants alike. The spacious apartments showcase hardwood floors, rich wood trim, crown molding, and decorative vintage brick fireplaces flanked by built-in bookcases. Separate dining rooms provide generous space for entertaining, while large windows fill the interiors with natural light. The two-bedroom layouts feature expansive living rooms with projecting window bays, adding architectural character and an open, airy feel. Kitchens offer ample cabinetry and large walk-in pantries with built-in shelving, complemented by generously sized bedrooms and closet space. The unfinished basement offers a blank canvas for your design ideas, including the possibility of duplexing the first-floor units into the lower level to expand living space and potentially increase rental income, subject to zoning and required approvals. With ample room for future customization, the basement also houses the building's common laundry facilities and additional storage. The handsome brick exterior features decorative masonry and a distinctive arched entry, creating welcoming curb appeal. Close to public transportation, shopping, dining, and the park's year-round recreational and cultural amenities, this Portage Park property combines timeless character, a long history of ownership, and exciting potential.

3921 N Long Avenue, Chicago

$525,000

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

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