Northwest Side Homes for Sale

Welcome to the charming Northwest Side of Chicago, a vibrant neighborhood that beautifully blends urban convenience with suburban tranquility. Known for its rich cultural heritage and tight-knit community, this area offers a diverse array of homes for sale, making it an ideal destination for families, young professionals, and anyone looking to enjoy the best of city living.

The Northwest Side is characterized by its tree-lined streets, historic architecture, and picturesque parks. With a variety of housing options ranging from classic bungalows to modern condos, there’s something for everyone here. Whether you’re seeking a cozy starter home or a spacious residence with plenty of room to grow, you’ll find an array of listings that cater to your unique lifestyle needs.

Residents of the Northwest Side enjoy easy access to public transportation, making commuting to downtown Chicago a breeze. The neighborhood is also home to excellent schools, a variety of local shops, and a thriving dining scene that highlights the diverse culinary landscape of the city. From bustling cafes to family-owned restaurants, there’s no shortage of delicious options to explore.

Outdoor enthusiasts will appreciate the abundance of parks and recreational spaces, including the beautiful Jefferson Park and the expansive Forest Preserve, perfect for weekend picnics, jogging, or simply enjoying nature.

With homes for sale in this inviting neighborhood, now is the perfect time to discover what makes the Northwest Side of Chicago such a sought-after place to call home. Don’t miss the opportunity to be part of this dynamic community—your dream home awaits!

Newest Northwest Side Homes for Sale

$350,000

4 Beds ⋅ 1 Baths ⋅ 12794567 MLS ⋅ NEW Status

Rehab opportunity in Albany Park! This 4-bedroom, 1-bath single-family home is ready for your vision, featuring hardwood floors throughout the first floor and an unfinished basement offering room to expand your living space. Mechanicals have been updated with a newer forced-air furnace with central air and a newer water heater. Outside, enjoy a large yard on a 30x125 lot (no garage), zoned RS-3 for potential new single-family construction, making it a strong fit for builders and end users alike. Located just north of Montrose and steps from Pulaski, with quick access to I-90/94, the Blue Line, and shops and dining along the Montrose commercial corridor.

4428 N Springfield Avenue, Chicago

$335,000

3 Beds ⋅ 2 Baths ⋅ 12789383 MLS ⋅ NEW Status

Sun & character filled 3-bedroom, 2-full-bath Dutch Colonial, perfectly situated on a desirable corner lot. Blending vintage charm with modern updates, this home features gleaming hardwood floors and abundant windows throughout. Newer kitchen with bright white wood cabinetry, stainless steel appliances, and a walk-in pantry. The clever floor plan includes two separate heating systems, offering the opportunity and layout for an in-law or related family arrangement. Home includes two sunrooms. Generous closet space throughout and a huge, dry basement for your extra storage needs. Step outside to a beautifully landscaped, fully fenced-in backyard-ideal for entertaining, gardening, and relaxing. An oversized 2-car garage, newer roof, furnaces and concrete in basement complete this exceptional and well-maintained home.

1156 N Keystone Avenue, Chicago

$1,995,000

5 Beds ⋅ 4 Baths ⋅ 12791623 MLS ⋅ NEW Status

Custom built by Noah Properties, this striking all-brick home pairs exceptional craftsmanship with thoughtfully updated interiors and standout outdoor living. An extra-wide corner lot allows for a spacious, light-filled floor plan, complemented by detailed millwork, coffered ceilings, two gas fireplaces, and LED ambient lighting. A Control4 smart home system and Lutron blinds bring everyday convenience throughout. The chef's kitchen features Wolf, Sub-Zero, and Miele appliances, refreshed in 2026 with new pendant lighting, wood hardware, and a filtered water system at the sink. Its open layout connects seamlessly to the living and dining spaces, creating an inviting setting for both everyday living and entertaining. The outdoor spaces are a true highlight. A custom Trex deck above the extra-wide 2.5-car garage features a hardtop cover, infrared electric heater, mini fridge, and cabinetry, extending its use well beyond summer. A separate rooftop offers city views and access to a wet bar, while the freshly landscaped backyard features cedars and ginkgo trees. The lower level provides a generous recreation room, an additional wet bar, and temperature-controlled storage for 300 bottles of wine-an ideal setting for movie nights or hosting guests. The primary suite offers a spa-inspired bath with a steam shower, heated floor, and soaking tub, along with an expansive custom walk-in closet by California Closets, complete with a newly added shade. Two additional bedrooms feature designer wallpaper. Recent improvements include a full repaint of all three levels in 2026, new runners on every stairwell, and a second laundry area with a washer and dryer added to the top floor. Thoughtfully integrated gates and locks accommodate children and pets and can be easily removed. Set on a quiet, tree-lined street near the best of Logan Square and Bucktown, just three blocks from Holstein Park, two blocks from the Blue Line, and close to expressway access. Beautifully finished and extensively upgraded, this home is even more impressive in person.

2504 W Palmer Street, Chicago

$550,000

3 Beds ⋅ 2 Baths ⋅ 12793055 MLS ⋅ NEW Status

Welcome to this beautifully updated 3-bedroom, 2-bath single-family home in desirable Old Irving Park! Inside, enjoy a brand-new kitchen featuring quartz countertops and all-new appliances, updated bathrooms, fresh flooring throughout the first level, and new carpet on the stairs. The unfinished basement offers endless potential to create additional living space, a home gym, or the perfect recreation area. Outside, the home shines with all-new siding and a new roof, plus a private backyard with fresh sod-ideal for relaxing or entertaining. A two-car garage with a classic Chicago-style party door completes the package. Combining modern updates, outdoor space, and incredible potential in a sought-after Chicago neighborhood, this home is a must-see!

4642 W Warwick Avenue, 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

$1,750,000

3 Beds ⋅ 4 Baths ⋅ 12788858 MLS ⋅ NEW Status

A rare Bucktown single-family home with two primary suites, an attached heated 3-car garage, a garage-top deck, and a private rooftop terrace. This 3-bedroom, 3.1-bath home plus a top-floor office/4th bedroom offers flexible space for living, working, and entertaining. On the main level, steel-framed windows and a floating open-tread staircase set a modern tone. The living and dining room features custom millwork, a marble fireplace with built-in shelving, and 1920s vintage pendants. The kitchen is centered on an oversized square natural stone island with a waterfall edge, prep sink, and seating on three sides, along with a Viking range, stainless appliances, a coffee/wine bar, and abundant cabinetry. Off the kitchen, the deck above the garage offers two distinct zones: a sunny dining and grilling area, and a covered pergola lounge with a ceiling fan and gas fireplace. A retractable screen on the back of the house turns the deck into an outdoor movie theater. An updated powder room completes the level. The second floor is home to two primary suites, each with a private bath and custom California Closets. The south suite has a walk-in closet and a bath with dual vanity and a steam shower with body sprays and bench. The north suite has room for a sitting area around its fireplace, sliding doors to the deck, and a bath with a glass walk-in shower and smart heated towel bar. The top-floor office, renovated in 2021, has a wet bar with refrigerator, reclaimed-wood accent wall, its own heating/cooling, and sliding doors to a private turf rooftop terrace. The space offers flexibility as a 4th bedroom, den, studio, or retreat. The lower level is made for movie nights, with an oversized media room featuring a 150-inch projection screen and projector. It also has a third bedroom that fits a king bed and desk, a full bath with walk-in shower, and laundry with full-size machines. Smart light switches run throughout the living spaces, and hardwired enterprise Wi-Fi access points extend coverage outdoors to the pergola. The insulated, heated garage includes an EV charger and extensive storage. The home is in the Pulaski Elementary attendance area, close to Bucktown's restaurants and shops and the Damen and Western Blue Line stations.

2112 W Dickens 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

$1,850,000

5 Beds ⋅ 4 Baths ⋅ 12794562 MLS ⋅ NEW Status

Spectacular architectural masterpiece built new from the ground up in 2021 with charm and character, all with ultra high quality and detail. Located in Chicago's highly desirable Old Irving Park neighborhood, this custom luxury residence blends transitional elegance with master craftsmanship. From the moment you step inside, the home shows off with incredible scale, boasting 10-foot main level ceilings, a magnificent 17-foot cathedral ceiling in the great room, and beautiful 5-inch-wide, rift and quartered White Oak flooring. The show-stopping chef's kitchen anchored by a massive ten-foot custom island with leather-finished Quartzite countertops, a full-height matching backsplash, and an elite appliance suite. Transition seamlessly to outdoor entertaining through 10-foot-wide Kolbe& Kolbe patio doors opening to a large, covered rear deck finished with ultra-luxe Thermory decking and a fully fenced backyard. Upstairs, the primary suite serves as a spa-inspired sanctuary featuring shiplap ceilings, custom closets, a Velux skylight, and a lavish bath equipped with a 20" Grohe rain head shower, an air bath hydro-massage soaker tub, a heated towel rack, and wi-fi controlled heated flooring. The sprawling lower level offers 9-foot ceilings, a spacious recreation room, a custom wet bar with a dedicated wine cooler and dishwasher, and the home's 4th and 5th bedrooms. Uncompromising mechanical excellence defines this home, including a rare 3-car garage with attic storage, dual-zone high-efficiency Carrier furnaces and A/C units, full spray foam insulation, a hardwired Ring video security system, and heated gutters. Enjoy absolute turnkey luxury in a quintessential tree-lined enclave with unparalleled access to top-rated parks, the Blue Line, Metra, Northwestern Medicine's new outpatient center, and the I-90/94 expressway

4130 N Kenneth 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

$799,900

5 Beds ⋅ 4 Baths ⋅ 12794374 MLS ⋅ NEW Status

Rarely available and renovated from top to bottom within the last five years, this five bedroom offering provides the perfect blend of timeless character and contemporary, steps from all the energy and convenience of Division. Situated on one of the neighborhood's most picturesque tree-lined streets, this unique residence boats abundant natural light, and an expansive open-concept layout designed for effortless everyday living and entertaining. The heart of the home is the designer chef's kitchen, appointed with sleek modern cabinetry, quartz countertops, a striking tile backsplash, premium stainless steel appliances and an island. Kitchen flows seamlessly into the light and bright family room with soaring ceilings! Enjoy your private backyard retreat. Please find the primary suite on the second level featuring oversized windows, and a spa-inspired ensuite bath with dual vanities, a steam shower, soaking tub, and designer finishes. An additional spacious bedroom and full bathroom complete the second floor. Three bedrooms and another beautifully appointed full bathroom providing exceptional flexibility on the top floor! Ideally located in one of Chicago's most desirable neighborhoods, you'll enjoy an unbeatable walkable lifestyle just steps from the acclaimed restaurants, cafes, boutiques, and nightlife along Division Street and Chicago Avenue. Nearby parks, neighborhood festivals, public art, and convenient access to the CTA Blue Line, bus routes, and downtown make Ukrainian Village one of the city's most vibrant and connected communities.

2534 W Haddon Avenue, 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.

Northwest Side Homes for Sale

Newest Northwest Side Homes for Sale

How much is your home worth?

How much is your home worth?