Northwest Side Homes under $500,000

**Discover the Charm of Northwest Side, Illinois**

Nestled within the vibrant heart of Cook County, the Northwest Side of Chicago is a hidden gem that offers a delightful blend of urban convenience and suburban tranquility. This diverse neighborhood is known for its rich history, lush green parks, and a strong sense of community, making it an ideal place for families, young professionals, and anyone looking to enjoy a balanced lifestyle.

One of the standout features of the Northwest Side is its affordability, with numerous homes available for under $500,000. Whether you’re searching for a cozy bungalow, a charming two-flat, or a modern condo, you’ll find a variety of options that cater to different tastes and budgets. Many of these homes boast classic architectural details, spacious layouts, and beautiful yards, perfect for enjoying the outdoors.

Residents of the Northwest Side benefit from an array of amenities, including local shops, delicious eateries, and vibrant cultural spots. The area is well-connected by public transportation, making commuting to downtown Chicago a breeze. For nature lovers, the nearby parks and recreational areas provide ample opportunities for outdoor activities, from jogging and biking to picnicking with family and friends.

With its welcoming atmosphere and affordable housing options, the Northwest Side is not just a place to live; it’s a community where you can truly thrive. Come explore the possibilities and make this charming neighborhood your new home!

Newest Northwest Side Homes under $500,000

$329,900

4 Beds ⋅ 2 Baths ⋅ 12793783 MLS ⋅ NEW Status

Meticulously renovated 4-bedroom, 2-bath single-family home in the heart of Austin with super low property taxes! The sun-filled main level features an open living and dining combination with premium hardwood flooring, perfect for everyday use and entertaining. The updated kitchen boasts stainless steel appliances, attached breakfast nook, and overlooks the backyard. The second level offers four well-appointed bedrooms. There's a attic on the third level which can be used as ample storage space. The lower level includes a fully finished basement completed with ceramic tile which is great for entertaining and extra living space, laundry and a utility room with ample storage. Hardwood floors, crown molding, and Central A/C with furnaces throughout. The fully fenced backyard features tons of yard space used for storing vehicles etc. Conveniently located near public transportation, dining, and shopping.

122 N Long Avenue, Chicago

$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

$435,000

3 Beds ⋅ 2 Baths ⋅ 12793565 MLS ⋅ NEW Status

Versatile Ranch Home with Excellent In-Law/Separate Living Potential! This spacious ranch offers the flexibility of a two-flat-style living arrangement, making it ideal for extended family, in-laws, or anyone looking for separate living spaces under one roof. Located in a convenient area close to shopping, transportation, restaurants, and everyday amenities. The main level features 3 bedrooms and a full bath, along with a formal living room and dining room highlighted by beautiful hardwood floors. The generously sized kitchen includes a comfortable dining area, providing plenty of space for family meals and entertaining. The fully finished basement offers exceptional additional living space and includes 2 bedrooms, a full bath, and a second kitchen, making it perfect for an in-law suite or separate living quarters. With two exterior exits, the basement provides added convenience and privacy. Outside, enjoy a nice-sized yard and a 2.5-car garage with plenty of room for parking and storage. A great opportunity for buyers looking for flexibility, space, and a home that can accommodate multiple generations or separate living arrangements. Come see the possibilities!

3836 N Oconto Avenue, Chicago

$439,900

5 Beds ⋅ 2 Baths ⋅ 12793088 MLS ⋅ NEW Status

A great find! Large two story bungalow in hot Portage Park. Five rooms three bedrooms on first floor, and four rooms two bedrooms on the second floor. Enclosed porches are not heated perfect for three season rooms or extra storage. Two separate furnaces, A/C units and electric meters. The home is perfect for large or extended family. Furnaces and A/C about three years old. Home has Lots of charm. Cabinet kitchens, original woodwork, trim and hardwood floors. all appliances and three ceiling fans stay. Estate sale. Sold in as-is condition. Owner needs a lease back after closing.

4847 W Newport 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

$399,000

2 Beds ⋅ 2 Baths ⋅ 12793286 MLS ⋅ NEW Status

Desirable Norwood Park Location, Suburban Charm, City Convenience. Enjoy the best of both worlds in this desirable Norwood Park location, offering suburban-style living with the convenience of a Chicago address. This charming brick home features 2 bedrooms, 1.5 bathrooms, a spacious fenced backyard, and a detached two-car garage. Fully renovated in 2020 and recently refreshed with new paint and additional updates, this home offers a welcoming, move-in-ready feel. Inside, a separate living room with recessed lighting, a dining area, and a kitchen with white cabinetry, stainless steel appliances, and a subway tile backsplash create an inviting setting. Both bedrooms offer walk-in closets, while the basement provides laundry and utility space. The privacy-fenced backyard and patio offer space to relax, entertain, or enjoy outdoor dining. The detached two-car garage adds convenient parking and storage. Enjoy convenient access to the CTA Blue Line, I-90, and O'Hare International Airport, along with the dining, shopping, and entertainment options of nearby Edison Park and downtown Park Ridge. A charming neighborhood setting with connections to everything the city has to offer.

7743 W Ardmore Avenue, 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

$475,000

9 Beds ⋅ 3 Baths ⋅ 12793186 MLS ⋅ NEW Status

Beautiful all brick legal 3 Flat on an extra wide 35 foot lot in West Humboldt Park! 1st floor unit offers 3 bedrooms, a living room connected to a large dining room, kitchen and an updated bathroom and an extra room that is currently being used as a bedroom; 2nd floor unit also offers a living room flowing into a separate dining room, hardwood floors throughout. 3 bedrooms and a huge eat in kitchen and a sun room in the back plus a large walk in pantry; 3rd floor unit is currently occupied by the owner and offers a very spacious and bright living room connected to a separate dining room, 3 large bedrooms with their own closets and a large walk in pantry! In the last 4 years NEW WINDOWS have been installed (minus the one in the stairwell) couple) as well as a NEW BOILER; due to the extra width of the lot the building comes with a beautiful side yard, plus regular back yard and a 2 Car Garage and a beautiful side yard! Located on Kedvale between Grand and North Ave this pocket of West Humboldt Park is booming; new construction just a few doors down North of the building; Close to the actual Humboldt Park, grocery store walking distance, close to all kinds of shopping, restaurants and most importantly convenient public transportation! BUILDING WILL BE SOLD AS IS.

1465 N Kedvale Avenue, Chicago

$474,990

8 Beds ⋅ 3 Baths ⋅ 12767192 MLS ⋅ NEW Status

INCREDIBLE OPPORTUNITY TO OWN BEAUTIFUL BUILDING IN DESIRABLE MUCH SOUGHT AFTER HERMOSA! ENJOY AMENITIES INCLUDING THOUGH NOT LIMITED TO: LARGE ROOM SIZES, OPEN FLOOR PLAN, HIGH CEILINGS, UPDATED APPLIANCES & BATHROOMS, NEW WINDOWNS 2023, CENTRAL HEAT, NEW FURNACE 2023, 2 NEW HOT WATER HEATERS 2022, BRAND NEW FLOORING 2026, NEW INSULATION & DRYWALL, NEWER DRIVEWAY/PATIO & SO MUCH MORE! THIS WONDERFUL PROPERTY HAS A LOVELY PRIVATE YARD WITH A LARGE DECK FOR ALL OF YOUR ENTERTAINING NEEDS!! THIS AMAZING PROPERTY HAS BEEN FRESHLY PAINTED AND IS IN ABSOLUTE MOVE-IN-CONDITION! BRING YOUR MOST DISCERNING CLIENTS! WOW!

1644 N Kildare Avenue, 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

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Northwest Side Homes under $500,000

Newest Northwest Side Homes under $500,000

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