Northwest Side Homes under $500,000

Welcome to the Northwest Side of Chicago, a vibrant neighborhood nestled within Cook County, Illinois, where charm meets convenience! Known for its rich cultural diversity and friendly community, the Northwest Side offers an inviting atmosphere for families, young professionals, and anyone looking to enjoy the best of city living.

This area is renowned for its beautiful tree-lined streets, well-maintained parks, and a variety of local shops and eateries that reflect the unique character of the neighborhood. Residents can enjoy leisurely strolls through the lush greenery of parks like Riis Park and Kelvyn Park, perfect for picnics, sports, or simply unwinding in nature. The Northwest Side also boasts a strong sense of community, with numerous events and festivals throughout the year that bring neighbors together.

For those looking to find their dream home without breaking the bank, the Northwest Side is an ideal choice! With a variety of homes available for under $500,000, potential buyers can discover everything from charming bungalows to modern condos, all offering great value. The area’s real estate market provides options for every taste and lifestyle, making it easier than ever to find the perfect place to call home.

Conveniently located near public transportation and major highways, commuting to downtown Chicago is a breeze, while a plethora of schools, grocery stores, and entertainment options are just around the corner. Experience the warmth and vibrancy of the Northwest Side, where your dream home awaits!

Newest Northwest Side Homes under $500,000

$335,000

3 Beds ⋅ 1 Baths ⋅ 12775871 MLS ⋅ NEW Status

**Welcome, first-time homebuyers and investors!** This all-brick Dunning ranch offers the perfect opportunity to make a home your own or add a solid investment to your portfolio. Situated on a desirable corner lot, this property is filled with potential. Step inside to a bright, sun-filled living room featuring beautiful hardwood floors. The tiled entryway leads into the spacious kitchen, complete with black granite countertops, a generous island, and a dedicated dining area. With three spacious bedrooms and one full bath, there's plenty of room to grow and make this home your own. Just off the kitchen, a convenient mudroom provides easy access to the backyard oasis, where you'll find an above-ground pool-perfect for summer entertaining and relaxing. The immaculate two-car garage offers plenty of storage and versatility, whether you need space for your favorite cars, hobbies, or an additional entertaining area. And the location is hard to beat! Located just across Cumberland Avenue from beautiful Schiller Woods and only a few blocks from Canty Elementary School, this home offers both convenience and access to some of the area's best outdoor amenities. **Bring your ideas and unlock the potential of this Dunning gem!**

3858 N Pontiac Avenue, Chicago

$255,000

2 Beds ⋅ 2 Baths ⋅ 12777111 MLS ⋅ NEW Status ⋅ River Front Condos BLDG.

Welcome to a well- maintained 2-bedroom and 2-bathroom second-floor unit in a modern, well-managed complex featuring open space and a private balcony overlooking a beautiful courtyard. This spacious home offers a large kitchen, and a living room combined with dining area create an inviting atmosphere perfect for everyday living and hosting guests. The primary bedroom includes a private bath and a wall-to-wall closet. Additional highlights include in-unit washer and dryer (installed in 2024), laminate flooring, water heater, furnace, bedroom windows, and updated lighting fixtures. Excellent closet space throughout plus extra storage room on the first floor. Includes 1 assigned parking space. FHA-approved building. Conveniently located near forest preserves, schools, shopping centers, I-90 and I-294, and CTA red line. A must-see sunny unit offering comfort, convenience, and open surroundings!

8700 W Evelyn Lane Unit #204, Chicago

$499,000

2 Beds ⋅ 2 Baths ⋅ 12771994 MLS ⋅ NEW Status

MOVE-IN READY, FIRST-FLOOR LIVING WITH NO STAIRS! This spacious 2-bedroom, 2-bath condo is ideally located in Irving Park, just one block from Horner Park and the dog park. Handicap accessible and situated on a quiet, tree-lined street, this home features hardwood floors throughout, soaring 12-foot ceilings, 6-panel wood doors, and a gas-burning fireplace. The kitchen offers an eat-in breakfast bar, new Kohler faucet, brand-new microwave, and wood blinds. The primary suite features a huge professionally designed walk-in closet by The Closet People and an updated bath with a high-end bidet, new glass shower enclosure, deep soaking tub, and new Kohler fixtures. Additional updates include a brand-new LG washer and dryer, new ceiling fans in the living and dining rooms, and updated faucets throughout. Enjoy the enclosed patio with a rain guard for added year-round use. Window treatments include honeycomb blinds in the living room and Silhouette horizontal shades in the bedrooms. One assigned parking space in the rear is included. Fantastic location with convenient access to downtown, the expressway, and the Irving Park and Ravenswood train stations. Truly move-in ready!

4018 N Mozart Street Unit #1N, Chicago

$399,900

3 Beds ⋅ 2 Baths ⋅ 12771889 MLS ⋅ NEW Status

Great opportunity on an oversized 45x100 lot! This Georgian has lovely curb appeal and has been meticulously maintained for years by the same owner! As you walk in you are met with a spacious living room that flows into a formal dining room. Off the dining room is an updated kitchen w/ maple cabinets, SS appliances, granite countertops and plenty of storage. Main level also features a bedroom w/ full bath which a rare find in the area. Second level features 2 good sized bedrooms and a full bath as well. Basement is unfinished w/ laundry and plenty of room for storage with great potential to finish a rec room. Lovely sprawling yard with great light and greenspace as well as room to add a garage and driveway. All this just steps to Oriole Park School, Park and Library as well as easy access to the CTA Harlem stop, I-90, shops, restaurants, grocery stores, the Harlem Irving Mall and much more!

7350 W Summerdale Avenue, Chicago

$499,000

3 Beds ⋅ 2 Baths ⋅ 12763414 MLS ⋅ NEW Status

Welcome home to Big Oaks! Nestled on an oversized lot in Norwood Park's sought-after Big Oaks neighborhood, this move-in ready 3-bed, 2-bath home checks every box. The main level features a sun-filled living and dining room, gleaming hardwood floors, crown molding, and recessed lighting throughout. The kitchen was remodeled in 2021 with stainless steel appliances, quartz counters, a breakfast bar, and a pantry - plus custom dining room built-ins with a wine fridge. A flexible third bedroom off the living room is perfect as a home office or guest space, and a full bath completes this level. Upstairs, the spacious primary suite impresses with a walk-in closet and seating area, joined by a large second bedroom and updated hall bath. Out back, enjoy a spacious yard, patio, and a two-car garage with abundant storage. Major systems are all recently updated: new HVAC (2024), exterior doors (2024), garage door (2023), and hot water heater (2021) - offering true peace of mind for years to come.

5005 N Rutherford Avenue, Chicago

$494,500

4 Beds ⋅ 2 Baths ⋅ 12777114 MLS ⋅ NEW Status

Fantastic opportunity to own in Portage Park's sought-after Six Corners area! This beautiful, freshly painted two-story home features 4 bedrooms and 2 full bathrooms. Step inside to a spacious living/dining combo highlighted by refinished hardwood floors. The main level flows seamlessly into a large kitchen equipped with custom wood cabinets, granite countertops, and tile floors. Complete main-floor living includes one bedroom, a full bath, and dedicated first-floor laundry. The second level boasts new vinyl flooring throughout and three generous bedrooms, including a massive primary suite with ample space for a home office, gym, or custom walk-in closet, along with the second full bath. High ceilings on both levels enhance the open feel, complemented by modern recessed lighting and brand-new light fixtures. The unfinished basement with exterior entry provides abundant storage or fantastic potential to finish for something else. Step outside through the new sliding door to a low-maintenance, fully concrete backyard featuring a spacious wood deck and access to an oversized 3-car garage. Complete with central HVAC, vinyl windows, and an updated electrical panel. Unbeatable location-just two blocks from the vibrant Six Corners intersection, home to Target, Aldi, Marshalls, Chipotle, and upcoming spots like Burlington and Pita Inn!

4857 W Berenice Avenue, Chicago

$329,900

3 Beds ⋅ 2 Baths ⋅ 12775845 MLS ⋅ NEW Status

An incredible opportunity for investors or buyers looking to build instant sweat equity, this classic brick home in the highly desirable Jefferson Park neighborhood is packed with potential. Step inside to find original hardwood flooring running throughout the main level and a cozy fireplace anchoring the bright living room. The layout features 3 spacious bedrooms, 2 full baths, and a versatile finished basement ideal for a family room, home office, or extra storage. Complete with a detached 2-car garage and situated just minutes from top-rated schools, local parks, public transit, and vibrant shopping districts, this property offers unmatched convenience and value-schedule your showing today before it's gone!

3514 N Opal Avenue, Chicago

$249,900

2 Beds ⋅ 2 Baths ⋅ 12776540 MLS ⋅ NEW Status

Spacious & Bright Top-Floor 2 Bed / 2 Bath Condo - Prime Location! Meticulously maintained and filled with natural light, this top-floor condo offers comfort, convenience, and style. Located close to everything-grocery stores, public transportation, restaurants, and scenic forest preserve trails-this unit is perfect for modern living. Features include: living room with Juliet balcony, formal dining room ideal for entertaining, bright kitchen with white appliances: stove, refrigerator, and dishwasher, primary bedroom with private en-suite full bathroom, a couple years old central heating and air conditioning unit, In-unit washer and dryer, Heated garage parking space, Spacious storage unit. Don't miss this opportunity to own a beautiful, move-in-ready home in a highly desirable area!

8320 W Belmont Avenue Unit #11, Chicago

$244,900

3 Beds ⋅ 2 Baths ⋅ 12775752 MLS ⋅ NEW Status

Located in the highly sought after Galewood community, finding a home at this value in this area is rarer than hitting the lotto and you need to get inside today. Situated on a great lot, this charming bungalow style home features an expansive layout, the home features a larger first floor layout with two bedrooms and a full bath. Walk into the finished second floor space and you will find a very spacious third bedroom along with a den and half bathroom. If you are needing more space the basement is unfinished and features potential to add an additional family room and bedroom while raising equity. The home is in an ideal location, this can be a great value add home for an owner occupant or add value and rent out while values rise and equity builds. Do not miss this diamond in the rough as they rarely hit the market in this location.

1743 N Natchez Avenue, Chicago

7525 W Lawrence Avenue Unit #505, Harwood Heights

$349,900

2 Beds ⋅ 2 Baths ⋅ 12776899 MLS ⋅ NEW Status

Rare find 2-bedroom penthouse. Pleasant view from spacious balcony. Immaculate unit. Clean and move in condition. Two full bathrooms. Great closet space and extra storage space included. Newly remodeled bathroom and kitchen with quartz countertops. Luxury vinyl floors. Open concept kitchen, dining and living room. Brand new A/C unit. Laundry room on each floor. Excellent common area. New roof in the building. Covered parking space. Near shopping and transportation.

7525 W Lawrence Avenue Unit #505, Harwood Heights

6530 W Irving Park Road Unit #501, Chicago

$235,000

2 Beds ⋅ 1 Baths ⋅ 12776768 MLS ⋅ NEW Status ⋅ Merrimac Square BLDG.

Welcome to this beautifully appointed 2-bedroom condo offering comfort, convenience, and an unbeatable location just steps from Irving Park Road. This inviting home features large kitchen and bedrooms, in-unit laundry, central air conditioning, a private balcony, and an assigned parking space. Enjoy stunning sunset views from your balcony and the ease of having heat and cooking gas included in the HOA. The well-maintained, attractive elevator building with classic brick exterior offers additional storage conveniently located on the same floor. Ideally situated near public transportation, shopping, restaurants, and everyday amenities, this home provides the perfect blend of urban convenience and comfortable living. No rentals allowed, making this an excellent opportunity for an owner-occupant seeking a well-maintained home in a desirable location. The building is pet-friendly, so your four-legged companions are welcome too! A wonderful opportunity to own a stylish and conveniently located 2-bedroom condo. Schedule your private showing today!

6530 W Irving Park Road Unit #501, Chicago

$484,500

3 Beds ⋅ 2 Baths ⋅ 12776536 MLS ⋅ NEW Status

Welcome to 2710 W Haddon #3- this TOP FLOOR, SUN DRENCHED updated, TWO PARKING SPOTS INCLUDED IN PRICE and move-in-ready home on a beautiful tree-lined street perfectly positioned between Ukrainian Village, West Town and Humboldt Park. Inside, thoughtful upgrades give the home a fresh, modern feel. 2026 HVAC AND FURNACE SYSTEM , GAS STARTER FIREPLACE, The kitchen was completely renovated in 2022 with new cabinetry, quartz countertops, backsplash, sink, appliances and under-cabinet lighting-creating a clean, functional space that works just as well for entertaining as it does for everyday living. The primary bedroom features a custom closet completed in 2022, while both bathrooms were refreshed in 2024, including an updated primary bath and guest bath. A private deck, newly sealed in 2026, adds the perfect outdoor spot for grilling, dining or relaxing. Building has separate bike storage and individual storage closets. The location brings together some of the best of Chicago's West Side. Enjoy the neighborhood feel and architecture of Ukrainian Village, West Town's restaurants and local favorites, and the green space, trails and recreation of nearby Humboldt Park. Wicker Park is just minutes away, adding even more dining, shopping, coffee shops and nightlife to the mix. Convenient access to CTA buses and the Blue Line makes commuting downtown or getting around the city easy. Stylish updates, great outdoor space and a prime location surrounded by some of Chicago's most dynamic neighborhoods-this one checks all the right boxes.

2710 W Haddon Avenue Unit #3, Chicago

Start Your Search

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.