Northwest Side Homes under $300,000

Welcome to the charming Northwest Side of Chicago, a vibrant neighborhood nestled within Cook County, Illinois. Known for its rich cultural tapestry and family-friendly atmosphere, this area offers a delightful blend of urban convenience and suburban tranquility. The Northwest Side is characterized by its tree-lined streets, historic architecture, and a strong sense of community, making it an ideal place for both first-time homebuyers and those looking to settle down.

One of the most appealing aspects of the Northwest Side is the availability of homes under $300,000. This affordability is a rare gem in the bustling Chicago market, providing an excellent opportunity for buyers to invest in their future without breaking the bank. From cozy bungalows to charming two-flats, the housing options here cater to a variety of tastes and lifestyles. Many homes feature spacious yards and inviting interiors, perfect for creating lasting memories with family and friends.

Beyond the homes, the Northwest Side boasts an array of amenities that enhance the quality of life. Residents enjoy easy access to parks, local shops, and diverse dining options, showcasing the neighborhood's culinary richness. With convenient public transportation and major highways nearby, commuting to downtown Chicago is a breeze, allowing residents to enjoy the best of both worlds.

In the Northwest Side, you’ll find not just a house, but a place to call home. Come explore this inviting neighborhood and discover the perfect property that fits your lifestyle and budget!

Newest Northwest Side Homes under $300,000

$299,900

2 Beds ⋅ 2 Baths ⋅ 12793680 MLS ⋅ NEW Status

BUILDING OFFERS A TWO BEDROOM APARTMENT, A GOOD SIZE BACK YARD A TWO CAR GARAGE. AND AN OFFICE FRONT. RECENT UPDATES INCLUDE A NEW BATHROOM, NEW KITCHEN, AND NEW APPLIANCES, AND NEW CARPETING. THE ROOF ON THE BUILDING WAS REPLACED IN 2014.

5650 W Grand Avenue, Chicago

$170,000

4 Beds ⋅ 1 Baths ⋅ 12793073 MLS ⋅ NEW Status

*ENDLESS POSSIBILITIES AND ADDED VALUE* Bring your vision and creativity to this 4-bedroom, 1-bath home full of potential! Whether you're looking to renovate, customize, or invest, this property offers an opportunity to add value and make it your own. A newer furnace and A/C, both installed in 2024, are a great head start. The home needs work and is priced accordingly. Property to be conveyed **As-Is** Bring your ideas and unlock the possibilities! Situated on a great block, this is an opportunity you won't want to miss.

919 N Lorel Avenue, Chicago

$129,000

1 Baths ⋅ 12793350 MLS ⋅ NEW Status

Welcome to this charming Irving Park studio where classic Chicago character meets modern comfort in a handsome brick building on a peaceful, residential street. Whether you're a first-time buyer, city commuter, or looking for a convenient Chicago pied-a-terre, this inviting condo offers an ideal combination of location, flexibility, and value. Step inside to a bright and versatile living space filled with natural light from large windows. The open living/dining area provides plenty of flexibility for creating a comfortable home, dedicated dining area, or work-from-home setup. The updated kitchen is both stylish and functional, featuring stainless steel appliances, including a stove and dishwasher, quartz countertops, and sleek cabinetry-everything you need to prepare meals at home with ease. The refreshed full bathroom adds another touch of modern comfort. Location is a major highlight. You'll be just steps from the CTA Blue Line and Metra, with easy access to I-90/I-94, making commuting throughout Chicago and beyond remarkably convenient. When you're not on the go, enjoy nearby restaurants, coffee shops, local shops, and neighborhood favorites-all within easy walking distance. Additional amenities include coin-operated laundry conveniently located downstairs and access to a shared backyard, offering a pleasant outdoor space to relax, unwind, or socialize. Heat and water are included in the assessment, adding convenience and helping simplify monthly expenses. This is a wonderful opportunity to enjoy comfortable, connected Chicago living in a neighborhood with plenty to explore. Come see why this Irving Park studio is the perfect place to call home. Schedule your private tour today!

4134 N Keystone Avenue Unit #G, Chicago

$289,000

3 Beds ⋅ 2 Baths ⋅ 12793100 MLS ⋅ NEW Status

Discover this updated brick raised ranch in Chicago's historic Austin neighborhood, just minutes from Columbus Park! Located at 5439 W. Congress Parkway, this move-in-ready home offers the ideal combination of classic Chicago architecture, modern interior finishes, and two levels of versatile living space. The sun-filled main level features hardwood flooring, a spacious living room, two bedrooms, and an updated full bathroom. The refreshed kitchen showcases white cabinetry, contemporary countertops, stainless steel appliances, and an adjoining dining area. The finished lower level adds exceptional flexibility with a generous recreation room, a 3rd bedroom, a second bathroom, and a dedicated laundry and utility area. Whether you're entertaining, creating a home office, or simply looking for extra room to spread out, this layout delivers space and functionality beyond the main level. Outdoor living is equally inviting, with a covered rear deck overlooking the backyard, perfect for dining outdoors, relaxing, or hosting gatherings. A detached garage provides additional parking and storage. One of this home's standout advantages is its location near historic Columbus Park, a 140-acre National Historic Landmark designed by renowned landscape architect Jens Jensen. Enjoy access to scenic walking paths, a lagoon, golf, athletic facilities, and recreational spaces. Austin's rich architectural heritage, neighborhood parks, local businesses, and convenient connections to the Eisenhower Expressway and public transportation add to the appeal. If you're searching for an updated Chicago raised ranch with a finished basement, outdoor entertaining space, and convenient West Side access, 5439 W. Congress Parkway deserves a closer look. Schedule your private showing today!

5439 W Congress Parkway, Chicago

$259,900

4 Beds ⋅ 2 Baths ⋅ 12787359 MLS ⋅ NEW Status

Welcome home to this fantastic 4-bed, 2-bath brick bungalow with many recent updates throughout!! This home offers a large sun-filled living room with gleaming hardwood floors, a formal dining room, a stunning kitchen with shaker cabinets and quartz counters, fully updated and stylish bathrooms, spacious bedrooms, a finished basement and detached 2-car garage. Prime location just steps to Columbus Park and transportation. Sold as-is. No survey.

5418 W Flournoy Street, Chicago

$300,000

5 Beds ⋅ 3 Baths ⋅ 12790958 MLS ⋅ NEW Status

Brick 2-flat in Chicago's Austin neighborhood offering spacious living in both units, along with plenty of potential to make the property your own. The 1st-floor apartment features a living room, dining room, kitchen, 2 bedrooms, a full bathroom, and an enclosed porch. The 2nd-floor unit offers a living room, dining room, kitchen, 3 bedrooms, a full bathroom, and an enclosed porch. The mostly unfinished basement includes an additional full bathroom and awaits your ideas for future use. A nice-sized backyard and a detached 2-car garage complete the property. Conveniently located near shopping, public transportation, and everyday amenities. Cash or conventional financing only. No additional credits will be provided after contract acceptance. Confirmation of showing will only be for the first floor and basement. Please see pics of the second floor. Once a contract is submitted, the second floor and garage will be shown. Please do not lock the iron gate at the front of the property.

916 N Lavergne Avenue, Chicago

4545 N Milwaukee Avenue Unit #6D, Chicago

$230,000

2 Beds ⋅ 2 Baths ⋅ 12792997 MLS ⋅ NEW Status

Welcome to 4545 N Milwaukee Ave #6D, a beautifully refreshed 2-bedroom, 1.1 bathroom home in the heart of Jefferson Park. This inviting residence features an open-concept layout that seamlessly connects the living, dining, and kitchen areas-perfect for both comfortable everyday living and entertaining. Enjoy modern conveniences including central air (replaced in 2023), abundant closet space, and a private balcony (sliding door replaced 2023) ideal for relaxing or enjoying your morning coffee. The thoughtfully updated interior offers a clean, contemporary feel throughout. Additional perks include laundry and a spacious storage unit located in the building. Low monthly assessments cover water, trash service, snow removal, storage, and one assigned parking space-adding both value and convenience. Ideally located just moments from Jefferson Park's vibrant mix of restaurants, shops, and cafes, as well as the Blue Line, Metra, and easy access to I-90 and I-94-making commuting a breeze. A fantastic opportunity to own a move-in-ready home in a highly accessible neighborhood.

4545 N Milwaukee Avenue Unit #6D, Chicago

$249,900

5 Beds ⋅ 2 Baths ⋅ 12789808 MLS ⋅ NEW Status

Classic Chicago brick construction and impressive investment potential make this two-unit property a great opportunity for buyers ready to bring their vision to life. Offering 5 bedrooms and 2 bathrooms across both units, the home features spacious living rooms, separate dining areas, and eat-in kitchens with plenty of room for customization. Generous windows bring natural light into the living spaces, while enclosed rear porches add additional flexibility. A full unfinished basement provides valuable storage space, and the detached two-car garage adds everyday convenience. With its traditional character and spacious layout, this property offers exciting possibilities for renovation, rental income, or owner-occupied living. Conveniently located near neighborhood parks, schools, shopping, dining, public transportation, and major roadways with easy access throughout Chicago's West Side and surrounding communities.

5246 W Congress Parkway, Chicago

$215,000

3 Beds ⋅ 1 Baths ⋅ 12792911 MLS ⋅ NEW Status

Discover the potential of this 3-bedroom, 1-bathroom bungalow in Chicago's Austin neighborhood. Featuring a spacious layout, generous closet space, unfinished basement, and 2-car garage. This property offers huge potential for investors, rehabbers, and handy buyers looking to add value and make it their own. Bring your vision and transform this home into a great investment or personal residence. Sold As-Is.

5500 W Haddon Avenue, Chicago

$279,900

5 Beds ⋅ 2 Baths ⋅ 12791482 MLS ⋅ NEW Status

Excellent Investment Opportunity in Chicago's Austin Neighborhood! Welcome to this well-maintained two-unit property located on a desirable block in Chicago's Austin neighborhood, near Oak Park. Both units offer generous living space, present well, and are currently occupied by tenants. Each unit features an eat-in kitchen and a full bathroom, while the second-floor unit includes three bedrooms. The exterior offers a spacious backyard and a concrete parking pad with room for multiple vehicles. The full basement requires renovation but provides an excellent opportunity to add value and customize the space to suit your needs. Whether you're an investor looking to grow your rental portfolio or an owner-occupant seeking a property with future potential, this two-flat presents a variety of possibilities. Enjoy a neighborhood setting with a suburban feel while remaining in the heart of Chicago, conveniently located near Oak Park and local amenities.

329 N Long Avenue, Chicago

$199,000

2 Beds ⋅ 1 Baths ⋅ 12791893 MLS ⋅ NEW Status

HOT LOGAN SQUARE 3RD FLOOR WALK UP CONDO READY FOR YOUR BUYERS! THIS 2 BED UNIT HAS A FLEXIBLE LAYOUT. THE PRIMARY BEDROOM IS VERY SPACIOUS WITH LOTS OF WINDOWS FOR NATURAL LIGHT. THE 2ND BEDROOM IS A FLEXIBLE SPACES THAT CAN BE USED AS A FAMILY ROOM OR AN OFFICE/DEN. IT IS SEPARATED FROM THE MAIN HALL WITH NICE FRENCH DOORS. THE UNIT BOASTS HARDWOOD FLOORS THROUGHOUT. THE KITCHEN FEATURES MAPLE CABINETS, STAINLESS STEEL APPLIANCES. CLASSIC LOOK FOR THIS UNIT WITH MODERN UPDATES. LAUNDRY IN UNIT. AS-IS SALE.

3608 W Dickens Avenue Unit #3, Chicago

4306 N Keystone Avenue Unit #303, Chicago

$164,900

1 Beds ⋅ 1 Baths ⋅ 12791868 MLS ⋅ NEW Status

Fantastic opportunity in the heart of Old Irving Park! This freshly painted, 3rd-floor, 1-bedroom condo features hardwood floors throughout, an open-concept layout, a spacious kitchen with abundant counter space, and a ceramic-tile bathroom. Additional highlights include assigned parking and convenient on-site laundry. Investor-friendly building located on a quiet side street, just minutes from the CTA Blue Line, Metra, I-90, shopping, dining, downtown Chicago, and O'Hare Airport. A great place to call home or an excellent investment opportunity. Sold As-Is Condition.

4306 N Keystone Avenue Unit #303, Chicago

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Northwest Side Homes under $300,000

Newest Northwest Side Homes under $300,000

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