Northwest Side Homes under $500,000

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Newest Northwest Side Homes under $500,000

$498,900

3 Beds ⋅ 2 Baths ⋅ 12795079 MLS ⋅ NEW Status

2356 N Elston Court Unit #403, Chicago

$459,000

3 Beds ⋅ 3 Baths ⋅ 12795042 MLS ⋅ NEW Status

Welcome to 4818 N Menard, a 4 bedroom, 3 bath home on three levels in the heart of Jefferson Park, one of the Northwest Side's most convenient and welcoming neighborhoods. Set on a rare double lot, the property offers extra space you can actually use: a deck and big backyard made for weekend barbecues, with room for kids and pets to play, plus a roomy shed for additional storage. Inside, the traditional layout features a front sitting area, living room, and separate dining room, along with a spacious kitchen and a wood-paneled family room for extra gathering space. Three bedrooms upstairs have character, with sloped ceilings and distinct layouts. The finished basement offers additional living space, with its own kitchen, bedroom, bath, and separate entrance, giving the home two kitchens and a setup that's ready to work as an in-law suite, guest quarters, or space for extended family. The Jefferson Park transit center (Blue Line and Metra) and the expressway are close by, along with local restaurants, shops, and parks. Ready for your personal touch, this is a great place to settle in and grow.

4818 N Menard Avenue, Chicago

$499,900

4 Beds ⋅ 3 Baths ⋅ 12795018 MLS ⋅ NEW Status

Massive approximately 3800 sq ft solid brick home offers endless potential. Located in the heart of very desirable Albany Park Neighborhood. This home boasts charm and character that speaks to an era when homes were built to last. Offering 5 large bedrooms and 2 1/2 baths with 3 levels of living space. Additional features include hardwood floors throughout, arch doorways and crown moldings. The potential for this home is endless with its distinctive character and incredible amount of living space. A must see. Schedule your showing today.

5007 N Avers Avenue, Chicago

$460,000

6 Beds ⋅ 2 Baths ⋅ 12708548 MLS ⋅ NEW Status

Brick two-unit investment property located at 1928 N. Pulaski Rd. Both units are currently rented, offering immediate income potential. The basement includes bathrooms, additional rooms, and space for a kitchen, but requires renovation and is not represented as a legal dwelling unit. Property is being sold strictly as-is. Please contact LA with any questions.

Chicago

$324,900

3 Beds ⋅ 2 Baths ⋅ 12779352 MLS ⋅ NEW Status

Endless possibilities in this vintage, solid brick 2-unit in Chicago's Hermosa neighborhood! Great opportunity for an owner occupant or investor. Spacious 1 Bedroom / 1 Bath lower-level unit features high ceilings, ceramic tile flooring, in-unit laundry, and an English basement. The 2nd floor unit is 2 Bedroom / 1 Bath second-floor unit offers laminate flooring, separate in-unit laundry, and a rear deck overlooking the yard. Conveniently located near public transportation, major roadways, shopping, and more. Great location and investment opportunity!

1825 N Kildare Avenue, Chicago

$450,000

5 Beds ⋅ 3 Baths ⋅ 12794894 MLS ⋅ NEW Status

Exceptional turnkey investment opportunity in West Humboldt Park! Situated along the Chicago Avenue commercial corridor, this substantially renovated three-unit property offers an outstanding opportunity for investors seeking a versatile income-producing asset in a neighborhood experiencing significant public and private reinvestment. Thoughtfully updated throughout, the property features three legal residential units, including a distinctive first-floor residence offering incredible live/work potential. This unique space showcases soaring 12-foot ceilings, exposed brick, and an expansive open floor plan that combines industrial character with modern functionality. The second and third floors each feature spacious two-bedroom, one-bathroom apartments, providing multiple residential rental income opportunities. Strategically located near the Hamlin, Homan, and Chicago Avenue corridor, the property is positioned within an area benefiting from Chicago's INVEST South/West initiative, which is focused on revitalizing neighborhood commercial corridors through residential development, commercial investment, and infrastructure improvements. Nearby redevelopment includes The Ave, a major mixed-use project bringing new residential housing, commercial space, and community amenities to Chicago Avenue. With substantial renovations already completed, a flexible three-unit configuration, and convenient access to public transportation, neighborhood businesses, and major thoroughfares, this property presents a compelling opportunity for investors seeking immediate rental potential and long-term ownership value. Whether expanding an existing portfolio or acquiring a versatile multi-unit investment, this is a rare opportunity to own a renovated asset along one of West Humboldt Park's targeted redevelopment corridors.

3328 W Chicago Avenue, Chicago

$375,000

1 Beds ⋅ 1 Baths ⋅ 12787216 MLS ⋅ NEW Status

Real timber loft living on the corner of Damen and Wabansia in the heart of Bucktown. This sunny, south-facing, extra-spacious 1 bedroom (approx. 975 sq ft) in a 1926 brick warehouse conversion has the details loft buyers hunt for: exposed timber beams and ceilings, brick walls, oversized steel-framed windows and hardwood floors throughout. The open living room is anchored by a wood-burning fireplace with gas starter and opens to a private balcony set in the treetops. The kitchen offers granite counters, stainless steel appliances, a gas range and a large island with breakfast bar. Quiet bedroom overlooks the courtyard with a full wall of closets. Bath with double vanity, in-unit washer/dryer and central air. Exterior parking space and storage included. Shared roof deck with skyline views. Steps to The 606, the Damen Blue Line and the best of Bucktown dining, galleries and shopping.

1701 N Damen Avenue Unit #204, Chicago

$464,500

4 Beds ⋅ 3 Baths ⋅ 12726135 MLS ⋅ NEW Status

LARGE, BRICK 2 UNIT BUILDING WITH A FINISHED BASEMENT. EACH UNIT CONSISTS OF A LIVING ROOM, DINING ROOM, 2 BEDROOMS, KITCHEN TANDEM ROOM & 1 FULL BATHROOM. REAR PORCHES AND A 2 CAR GARAGE. HUGE YARD! INDIVIDUAL HEAT, WATER HEATERS AND CIRCUIT BREAKER ELECTRICAL SERVICE. 1ST FLOOR UNIT FEATURES REFINISHED HARDWOOD FLOORING THROUGHOUT UNIT. LAUNDRY HOOK UPS IN BASEMENT COMMON AREA.

1641 N Merrimac Avenue, Chicago

$449,900

4 Beds ⋅ 3 Baths ⋅ 12794711 MLS ⋅ NEW Status

Spacious 6-Bedroom, 3-bath Home in a Prime Belmont Cragin Location! Welcome to this spacious two-story frame home offering an abundance of living space, versatile room arrangements, and an unbeatable Northwest Side location! The first floor features an open-concept living and dining room, three bedrooms, an updated kitchen, and a full bathroom. The second floor offers one additional bedroom, a comfortable family room, and another full bathroom. The finished basement provides even more living space, with two additional bedrooms, a family area, and a large laundry room-ideal for accommodating extended family, guests, or creating a home office or recreation space. Quality updates include complete gut rehabs of the first floor and basement in 2012, featuring updated electrical, plumbing, kitchens, bathrooms, and flooring. The roof, olive-colored siding, and window capping were completed in 2014. Location is everything, and this home delivers! Just one block from the Galewood Metra station, with a CTA bus stop right at your front door. Enjoy being only two blocks south of Riis Park and close to the Brickyard and Bricktown shopping centers. Plus, O'Hare International Airport is approximately 20 minutes away, making commuting and travel convenient. A spacious home, extensive living options, and a fantastic location all in one! Don't miss this opportunity to make this Belmont Cragin property your next home.

2106 N Narragansett Avenue, Chicago

$379,999

6 Beds ⋅ 2 Baths ⋅ 12792104 MLS ⋅ NEW Status

Discover the possibilities in the heart of Hermosa! This 4-bedroom, 2-bath single-family home brings together space, potential, and a convenient Chicago location. Whether you're searching for a place to make your own or an opportunity to reimagine a property with your personal style, this home is ready for its next chapter. Four bedrooms offer flexibility for sleeping accommodations, a home office, or space dedicated to your favorite hobbies, while two bathrooms add everyday convenience. Bring your ideas and inspiration to create a home that reflects your vision. Enjoy access to the neighborhood's restaurants, shopping, entertainment, and schools, with nearby Metra transportation helping connect you to the city. The 606 trail adds another destination for outdoor recreation and exploring Chicago's surrounding neighborhoods. From discovering a favorite local dining spot to enjoying everything city living has to offer, this location puts a variety of options within reach. Space to personalize, a neighborhood to explore, and an opportunity to make your next move-come see what awaits in Hermosa. Schedule your private showing today! Property is being sold as-is.

2035 N Karlov Avenue, Chicago

$394,900

3 Beds ⋅ 3 Baths ⋅ 12794571 MLS ⋅ NEW Status

421 N Leclaire Avenue, Chicago

6249 N Northwest Highway Unit #3N, Norwood Park

$125,000

1 Baths ⋅ 12794497 MLS ⋅ NEW Status

Awesome 3rd floor Studio in Norwood Park! Walk to Metra, shopping and eateries. Hardwood floor. Balcony. New refrigerator in 2026, New range hood 2026. Laundry and storage in basement. One assigned parking spot included. Investors welcome. AS IS sale.

6249 N Northwest Highway Unit #3N, Norwood Park

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Northwest Side Homes under $500,000

Newest Northwest Side Homes under $500,000

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