Northwest Side Real Estate

Welcome to the Northwest Side of Chicago, a vibrant and diverse neighborhood that beautifully blends urban convenience with suburban charm. Nestled within Cook County, this area is a true gem for those seeking a dynamic lifestyle with a strong sense of community.

The Northwest Side is renowned for its rich cultural tapestry, featuring a delightful mix of ethnic eateries, local shops, and family-owned businesses. From the aromatic delights of authentic Mexican cuisine in Logan Square to the quaint coffee shops and artisan bakeries in Jefferson Park, your taste buds are in for a treat. The neighborhood is also home to several parks, including the sprawling Humboldt Park and the serene Forest Glen Woods, providing ample opportunities for outdoor recreation, picnics, and leisurely strolls.

Families will appreciate the excellent schools and community programs that foster a nurturing environment for children. The area is well-connected to downtown Chicago via public transit, making commuting a breeze for professionals while still offering a peaceful retreat from the hustle and bustle of the city.

Real estate options in the Northwest Side are as diverse as its residents, ranging from charming bungalows and vintage two-flats to modern condos and single-family homes. Whether you’re a first-time homebuyer or looking to invest, this neighborhood offers something for everyone.

With its welcoming atmosphere, rich history, and vibrant community spirit, the Northwest Side of Chicago is not just a place to live—it’s a place to thrive. Come and discover the charm of this unique neighborhood and find your perfect home today!

Newest Listings in Northwest Side

$2,499,000

12739691 MLS ⋅ NEW Status

Rarely available investment opportunity in the famous 6 corners district! Corner property in prime location with private parking lot. Currently a long standing automotive business. Building features tall ceilings, private office, 4 overhead doors with private driveways and gated parking lot. B3-2 zoning. New developments all around! Here is your chance to own a piece of Chicago's prime real estate!

3914 N Milwaukee Avenue, Chicago

$480,000

3 Beds ⋅ 2 Baths ⋅ 12757591 MLS ⋅ NEW Status

852 N Trumbull Avenue, Chicago

$655,900

3 Beds ⋅ 4 Baths ⋅ 12757296 MLS ⋅ NEW Status

Beautiful 4BR/4BA home on a tree-lined residential street in the Bateman Elementary district, and just steps from Horner Park! Features multiple living spaces, zoned HVAC, and an upper level with 2 private en-suite bedrooms. The spacious kitchen boasts 42" maple cabinets, granite counters, an island, and stainless steel appliances. Enjoy seamless indoor-outdoor living with a charming front porch, a rear deck off the kitchen, and a large backyard. Move-in ready!

4150 N Whipple Street, Chicago

$549,900

4 Beds ⋅ 2 Baths ⋅ 12757629 MLS ⋅ NEW Status

Stunning Norwood Park expanded brick English, first time on market in 65 years, and in walk to Norwood Park Metra location!! Large sunny living room, updated eat-in kitchen with large picture window looking out to yard and 2 1/2 car garage with "French door"-party doors. Two large bedrooms on first floor with recently refinished hardwood floors. Two jumbo bedrooms on the second floor have original rare parquet flooring. Primary bedroom has Juliette balcony overlooking yard, lots of closets and full bath. All the "heavy lifting" has been done at this home: new furnace and central air-conditioning two years old, dishwasher four years old, washer and dryer three years old, roof, tuck-pointing, and new gutters seven years old, and new "gangway" sidewalk in between homes. Unusually large unfinished basement awaits your decorating and entertaining ideas. Flood control in place and updated electrical service. Some photos have been virtually staged while seller prepares to move.

6227 N Naper Avenue, Chicago

$175,000

12756980 MLS ⋅ NEW Status

AMAZING OPPORTUNITY IN CHICAGO'S MONT CLARE NEIGHBORHOOD! Bring your vision to this 25' x 125' RS-3 zoned property. The existing small frame single-family home has sustained fire damage, offering the opportunity to possibly salvage the foundation and some of the existing structure or tear it down and explore building a brand-new single-family home. Whether you're a developer, investor, or future homeowner looking to build your dream home, this property offers a few possibilities in the desirable and very soughtafter Mont Clare area. DON'T MISS THIS OPPORTUNITY TO RENOVATE, REBUILD, OR START FRESH!

2738 N Rutherford Avenue, Chicago

$359,900

3 Beds ⋅ 3 Baths ⋅ 12757584 MLS ⋅ NEW Status

Beautifully updated and modern 3-Bed/2.5-Bth tri-level townhome ready for new owners! The main level features a bright, open floor plan with a spacious living and dining area showcasing gorgeous hardwood floors, a cozy fireplace and sliders leading to your private balcony. The living room flows seamlessly into the eat-in kitchen, complete with crisp white cabinets and stainless steel appliances. Upstairs, you'll find two generously sized bedrooms, including the Primary suite with an en-suite bath and walk-in closet. The shared hall bath was beautifully updated in 2026 with modern finishes, and the second-floor laundry adds everyday convenience. The lower entry level features a versatile third bedroom that could also be used as an office, guest room or additional living space. Additional highlights include an attached 2-car garage and low monthly assessments with a self-managed HOA. Recent updates include new kitchen cabinets (2024), updated full bath (2026), new LVP flooring on the second floor (2023) and new carpet (2025), plus more. Ideally located near the Metra, public transportation, parks, shopping, restaurants and more. Don't miss this move-in ready home in a fantastic location - schedule your tour today!

7002 W Belden Avenue, Chicago

$515,000

12734954 MLS ⋅ NEW Status

Excellent investment opportunity in the heart of West Humboldt Park! This Mixed-use C1-1 zoned property offers a versatile configuration with TWO- 2 bedroom, 1 bath apartments, a 380 sqft storefront, a finished garden apartment with 2 bedrooms, 1.5 bathrooms, and an oversized 2 car garage with approximately 13-ft ceilings. The garage is equipped with gas, water, and its own electrical panel, offering exceptional flexibility for storage, business use, workshop space, or other possibilities. Each apartment features separate utilities, providing added convenience for owners and investors. The building is equipped with central heat, and the ability to add central AC. The C1-1 zoning opens the door to a variety of residential and commercial uses, making this a unique opportunity for an owner-user, investor, or entrepreneur looking to maximize the property's potential. Recent improvements include a NEW garage door (2024), MyQ smart garage door opener, NEWER gates, NEW front door, and NEW security camera system. Ideally located near public transportation, the 606 Trail, and neighborhood amenities. A rare opportunity to own a flexible mixed-use property in an area with exciting potential for future growth!

4229 W Division Street, Chicago

$399,999

3 Beds ⋅ 1 Baths ⋅ 12737411 MLS ⋅ NEW Status

Welcome to a well-loved classic Chicago bungalow that is located on a beautiful tree-lined street and on the market for the first time in decades. This lovely home has tons of natural sunlight and gives you the rare opportunity to own a classic property with lots of character, great space and the chance to make it your own. Inside you will find beautiful refinished hardwood floors throughout and a home that is freshly painted that gives a warm bright appearance. There are 3 bedrooms and 1 bathroom and the basement provides an additional bedroom along with valuable space that is ideal for storage, a rec room or home office. The home also has the space and some rough plumbing to create a second bathroom which can provide more functionality and add value. The enclosed porch adds even more usable space and provides versatility. Outside is a backyard with a concrete patio for entertaining, and no more looking for parking with the convenience and luxury of a 2.5 car garage. The location is very appealing with access to public transportation, the Blue Line, shopping, schools and a major expressway. Offered As Is in its present condition. Schedule your private showing today and experience this wonderful home for yourself.

4537 N Keystone Avenue, Chicago

$249,900

2 Beds ⋅ 1 Baths ⋅ 12756896 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

$875,000

8 Beds ⋅ 3 Baths ⋅ 12757504 MLS ⋅ NEW Status

Great brick 3 flat...great Norwood Park location. First and second floors are 3 bdrm 1 bath, unit G is 2 bdrm 1 bath. All above grade units have hardwood floors. First floor unit has remodeled kitchen and bath. The garden is remodeled too. Boilers and water heaters replaced in 2013. 3 car brick garage. Meticulously maintained.

6545 N Natoma Street, Chicago

$1,100,000

5 Beds ⋅ 4 Baths ⋅ 12757167 MLS ⋅ NEW Status

Rarely available all-brick 2-unit building in an unbeatable Wicker Park location, just steps from Colectivo Coffee! Situated on a 24' x 120' lot, this property offers more than 1,300 SF per floor, vintage curb appeal, generous ceiling heights, excellent outdoor space, and a highly desirable layout. Zoned RT-4 and not located in a landmark district. The tenant occupied top-floor 2BD/1BA simplex features approximately 10' ceilings, beautiful parquet wood flooring, an exceptionally spacious living/dining area, covered private rear deck, and a massive bedroom easily accommodating a king-size bedroom set plus additional furnishings. Newer in-unit washer/dryer in a dedicated closet, tankless hot water, furnace, and central A/C. The 3BD + den/3BA duplex-down is ready for immediate occupancy and offers an impressive blend of vintage character and thoughtful updates. The upper level showcases exposed brick and timber details in the front living area, approximately 10' ceilings, and a dramatic skylight that floods the open-concept kitchen with natural light. The enormous kitchen offers an extraordinary amount of cabinetry and counter space, with beautiful granite countertops, plus a pantry closet. The oversized primary suite features abundant closet storage and a jetted tub, while the second full bath on this level also includes a jetted tub. Upper-level flooring has just been refinished. The newly finished lower level features quality new vinyl plank flooring, a laundry room with oversized side-by-side washer/dryer, a third full bathroom with steam shower and body sprays, and a versatile rear bonus room. The middle walk-through bedroom includes an enormous walk-in closet. A new comprehensive waterproofing system (drain tile and sump pump) was added when the owner created the duplex unit about a decade ago and the basement has been bone dry. Each unit has its own furnace, central A/C, and in-unit laundry. Incredible oversized backyard, extra-wide 2-car garage, and classic all-brick facade with serious vintage curb appeal. Despite being on a main road, street noise is remarkably well contained inside. An exceptional opportunity to own a distinctive Wicker Park 2-flat with strong owner-occupant and investment appeal, just approximately 100 feet north of Colectivo Coffee and surrounded by the neighborhood's renowned restaurants, shops, nightlife, and transportation.

1219 N Damen Avenue, Chicago

$515,000

6 Beds ⋅ 4 Baths ⋅ 12731188 MLS ⋅ NEW Status

4229 W Division Street, 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.