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$599,000
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
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

$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

$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

$995,000
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



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