Northwest Side Homes for Sale

Welcome to the vibrant and sought-after neighborhood of Northwest Side, located in the heart of Chicago, Illinois. Situated in Cook County, this area offers a fantastic blend of urban convenience and suburban charm. If you're looking for a place to call home, Northwest Side has an array of homes for sale that are sure to capture your interest.

With a diverse range of housing options, there is something to suit every lifestyle and budget in Northwest Side. From cozy condos and townhouses to spacious single-family homes, you'll find a variety of choices to meet your needs. Whether you're a first-time homebuyer or looking to upgrade, the real estate market in this area is filled with opportunities.

One of the key advantages of living in Northwest Side is its prime location. Residents enjoy easy access to downtown Chicago, making commuting a breeze. Additionally, the neighborhood boasts a plethora of amenities, including parks, shopping centers, restaurants, and entertainment venues. You'll never be far from the action when you call Northwest Side home.

If you're searching for a place to settle down in the Windy City, Northwest Side should be at the top of your list. The homes for sale in this area offer not only a place to live but also a vibrant community to be a part of. Don't miss out on the opportunity to make Northwest Side your new home.

Newest Northwest Side Homes for Sale

$1,649,000

4 Beds ⋅ 5 Baths ⋅ 12796800 MLS ⋅ NEW Status

Welcome to this exceptional custom luxury residence offering sophisticated design, impressive craftsmanship, and approximately 5,000+ square feet of thoughtfully designed living space across three levels. Situated on an expansive 50' x 165' lot offers generous outdoor space to complement its luxurious interior. The open-concept main level features 10-foot ceilings, 4-inch hardwood flooring, extra-wide staircases, 8-foot solid-core doors, formal living and dining rooms, a powder room, custom mudroom, walk-in pantry, and butler's pantry with direct dining-room access. The spectacular custom kitchen is designed for everyday living and entertaining, featuring high-end appliances, extensive custom cabinetry, under-cabinet lighting, quartz countertops, full-height quartz backsplash, and an oversized waterfall island with abundant seating, storage, and workspace. The kitchen flows seamlessly into the dining and family rooms, where a custom entertainment wall with quartz surround and electric fireplace creates a striking focal point. A large Trex deck extends the living space outdoors, overlooking a professionally landscaped yard enclosed by a 6-foot composite privacy fence. The finished, drywalled 3-car garage includes a double-width and single-width door, pull-down stairs to overhead storage, and a rear-facing party door leading to the backyard. The second floor offers 9-foot ceilings, four spacious bedrooms, 4-inch hardwood flooring, walk-in closets, and a convenient laundry room. The primary suite features a luxurious ensuite with heated floors, custom tilework, a large glass-enclosed shower, and a steam-shower system. Two bedrooms share a Jack-and-Jill bath, while the fourth bedroom offers its own private ensuite. The fully finished lower level features 8-foot ceilings, a full bath, custom wet bar, electric fireplace, temperature-controlled wine cellar with custom racks, and a versatile bonus room ideal for a fifth bedroom, home theater, exercise room, office, playroom, or recreation space. Built for comfort, efficiency, and modern living, this home includes new 400-amp electrical service, dual high-efficiency HVAC systems, tankless water heater, Nest smart thermostats, smart lighting dimmers, whole-house central vacuum, Ring video doorbells, extensive recessed lighting, ClimateGuard windows, custom glass shower enclosures, and enhanced insulation and sound-control features. A rare opportunity to own a truly exceptional custom home designed for luxury, comfort, and entertaining.

5844 N Navarre Avenue, Chicago

$598,000

3 Beds ⋅ 4 Baths ⋅ 12796736 MLS ⋅ NEW Status

One-of-a-Kind Extra-Large Raised Ranch in Prime Portage Park! Located on a beautiful tree-lined street, this impressive 6-bedroom, 4-bath raised ranch sits on an oversized 45' x 125' corner lot and offers exceptional space, flexibility, and functionality. Completely updated in 2014, the home features a thoughtfully designed main level with 3 bedrooms, 2 full bathrooms, and beautiful hardwood flooring throughout. The spacious primary bedroom includes a large private bathroom. A bright and expansive living room offers abundant natural light, creating a warm and inviting atmosphere. The well-appointed kitchen provides generous cabinet space, granite countertops, and a full suite of stainless-steel appliances, including a refrigerator, range, exhaust hood, and dishwasher. The main level also provides direct access to the extra-large 2.5-car attached garage, offering excellent storage and convenience. The fully finished basement adds even more living space, featuring 3 additional bedrooms and 2 full bathrooms, including a private suite. A second kitchen and spacious entertainment area make the lower level ideal for extended family, guests, or an in-law arrangement. A large laundry room completes the basement. Additional features include central heating and cooling and a security system covering the entire house, providing year-round comfort and added peace of mind. Conveniently located near shopping, dining, transportation, schools, parks, and other neighborhood amenities. Don't miss this rare opportunity-schedule your private showing today!

5701 W Henderson Street, Chicago

$299,900

5 Beds ⋅ 1 Baths ⋅ 12795686 MLS ⋅ NEW Status

OFFERED AS-IS AT $299,900. Brick Chicago bungalow built in 1921, located in Chicago's Austin community. This 1.5-story residence offers eight rooms, including five bedrooms as currently configured and one full bathroom. The main level includes a living room, separate dining room, bedrooms, kitchen with walk-in pantry, hardwood flooring and original interior wood trim. The finished attic provides two additional bedrooms with closets. Public records do not identify the finished attic space in the reported square footage. Additional features include a full unfinished basement with exterior access, an enclosed rear porch and a detached two-car garage with alley access. The property is situated on an approximately 3,840-square-foot lot. The residence retains several original architectural features and requires repairs and updating. Property is being sold strictly AS-IS by the estate, with no seller repairs. Located near Division Street, North Avenue and Cicero Avenue, with access to CTA bus routes, neighborhood retail establishments, restaurants, schools, parks and other community services. The area also provides connections to surrounding Chicago neighborhoods and major transportation corridors. La Follette Park is located at 1333 N. Laramie Ave. and the North Austin Chicago Public Library branch on North Ave. Buyers are encouraged to verify room dimensions, square footage, bedroom configuration, permits and property information independently.

1453 N Long Avenue, Chicago

$435,000

2 Beds ⋅ 2 Baths ⋅ 12796428 MLS ⋅ NEW Status

Welcome to this beautifully updated 4-bedroom, 2-bathroom home offering modern comfort, versatile living space, and exceptional everyday functionality. Thoughtfully renovated throughout, this move-in-ready home combines stylish updates with a practical layout designed for today's lifestyle. The main level features two generously sized bedrooms, a full bathroom, a spacious living room, and a brand-new kitchen with modern finishes and new appliances. The bright and inviting living room features large windows that fill the space with abundant natural light, creating a warm and comfortable setting for relaxing or entertaining. The well-proportioned bedrooms offer comfortable space for family members, guests, or a home office. The newly renovated basement adds two additional bedrooms and a full bathroom, providing valuable additional living space for a growing family, guests, extended family, or a work-from-home setup. The basement has been thoughtfully updated with new flooring and fresh finishes, creating a clean, comfortable, and functional living area. Additional updates include new windows throughout the entire home and new window A/C units, providing added comfort and energy efficiency throughout the seasons.Step outside to enjoy the private backyard, ideal for outdoor dining, summer gatherings, gardening, or simply relaxing. A 2-car detached garage provides convenient off-street parking and additional storage space. Located in a convenient and established Chicago neighborhood, this home offers easy access to nearby schools, parks, shopping, dining, public transportation, and major roadways, making everyday commuting and errands convenient. Enjoy the benefits of a residential setting while remaining within easy reach of the city's amenities and attractions.

5214 W Schubert Avenue, Chicago

$274,999

3 Beds ⋅ 2 Baths ⋅ 12796237 MLS ⋅ NEW Status

5242 W Monroe Street, Chicago

$599,000

4 Beds ⋅ 2 Baths ⋅ 12788756 MLS ⋅ NEW Status

Set on a fenced double lot in Gladstone Park, this corner Dutch Colonial pairs historic character with inviting outdoor spaces. Enjoy the large front porch, sun deck, covered patio, and private, landscaped yard with raised garden beds, raspberry and rose bushes, seasonal flowers, and a shaded hammock area. Inside, the home offers natural light, refinished hardwood floors, a renovated kitchen with soft-close drawers, a primary bedroom with ensuite bath, and a full unfinished basement. The roof and siding were updated in 2015, and the furnace and central air conditioning were installed in 2016 and serviced in September 2026. Additional features include a GE range (2022), Frigidaire dishwasher (2020), and Whirlpool refrigerator (2021). With room to garden and walk around the entire home, easy street parking for guests, and convenient access to the Jefferson Park Blue Line, Metra, expressways, O'Hare, the North Branch River bike path, parks, Whealan Pool Aquatic Center, and restaurants along Milwaukee and Elston, this home offers a distinctive blend of space, charm, and location.

5935 W Thorndale Avenue, Chicago

$439,000

2 Beds ⋅ 2 Baths ⋅ 12779983 MLS ⋅ NEW Status

Welcome to 3901 N New England Ave, Chicago, IL. Turnkey and completely updated in 2021, this 3-bedroom, 2-bath home is ready for you to move right in. Gleaming hardwood floors and new (2021) energy-efficient windows set the tone, while the updated plumbing and full electrical overhaul with a new panel mean the big-ticket work is already done. Both the home and garage roofs were replaced in 2016, and the second floor is already stubbed with plumbing and electrical, so you can expand whenever you want more space. Two beautifully remodeled kitchens, each with open layouts and a full set of stainless steel appliances, give this home rare flexibility. The main level offers two spacious bedrooms, while the finished basement adds a third bedroom and a second kitchen with a locking privacy door. Use it as a private suite, or extra living space. Out back, soak up the sun, cool off in the above-ground pool, and take advantage of the detached 2.5 -car garage. Location is a standout too. Bridge Elementary is right across the street, Taft High School is an easy walk, and the shopping and dining at HIP Mall and Dunning Square are just minutes away.

3901 N New England Avenue, Chicago

$1,800,000

4 Beds ⋅ 4 Baths ⋅ 12794987 MLS ⋅ NEW Status

Absolutely stunning renovation of a Historic Boulevard home in Logan Square on an expansive 50'x150' double lot for a true urban oasis experience. Award-winning restoration providing a perfect blend of timeless charm and modern amenities, professionally designed with beautiful wall coverings, extensive millwork, custom window treatments and designer lighting throughout. Gorgeous entryway with grand formal foyer welcomes you into this special bright and airy floorplan. Large windows fill the living room with natural light, offering views of the picturesque boulevard. Dining room with serene wall coverings and large south facing windows bringing the nature outside in. Sleek custom kitchen featuring large island with skylights above, Sub-Zero fridge and wine fridge, Miele double oven, and Miele built-in coffee machine. A well-appointed walk-in pantry/mudroom with 2nd fridge adds convenience and additional storage. 2nd level features 3 bedrooms and 2 bathrooms including a spa-like primary suite with sizeable walk-in closet, built-in upholstered headboard and side tables for a California King, luxurious primary bath with separate shower and japanese soaking tub. Lower level with family room, wet bar with full size wine fridge, exercise area, guest bedroom, full bathroom, laundry room, and abundant storage. Extraordinary outdoor spaces: wrap-around Ipe porch, sliding doors off kitchen leading to large deck, professionally landscaped yard and patio spaces by Christy Webber, vegetable garden, and cozy fire pit area. 2 car garage plus additional gated parking pad for 3rd car. Located just a block from the 606 Trail and within walking distance to neighborhood favorites like Parson's, Middle Brow, Osteria Langhe, Scofflaw, Giant, and Armitage's bustling restaurant row, you'll enjoy easy access to both nature and nightlife. Stroll or bike along historic boulevards to Palmer Square or Humboldt Park. This one-of-a-kind home is a rare opportunity to own a piece of Chicago history-modernized for today's lifestyle.

1909 N Humboldt Boulevard, Chicago

$249,000

3 Beds ⋅ 3 Baths ⋅ 12796079 MLS ⋅ NEW Status

Calling All Rehabbers & Contractors - Full Brick Dutch Colonial on a Massive Corner Lot in west Galewood! Rare opportunity to transform an all-brick two-story Dutch Colonial with a classic center hall layout in one of west Galewood's most desirable pockets. This home has been totally gutted and is ready for your vision - bring your crew and your imagination. Full brick construction and the totally gutted interior gives you a blank canvas with no demo required. The real standout here is the lot: an oversized corner parcel measuring 37' x 199', offering exceptional width and depth rarely found in the city, with room to expand or maximize outdoor living space. The garage is newer, adding real value to a rehab. Location seals the deal - a prime west Galewood address within walking distance of the commuter train, in an established neighborhood of well-kept homes. This is a rehabber's dream: brick shell, unbeatable lot size, a newer garage already in place, and a location that will always be in demand. Structure, square footage, and lot dimensions make this one of the better rehab opportunities to hit the market in west Galewood recently. Sold strictly as-is.

2158 N Nordica Avenue, Chicago

$574,900

5 Beds ⋅ 2 Baths ⋅ 12792419 MLS ⋅ NEW Status

Beautifully updated and thoughtfully designed, this exceptional home offers a versatile floor plan, stylish finishes, and an abundance of living space across three levels. The bright and airy main level features gorgeous engineered hardwood floors and western exposure that fills the home with natural light. Two bedrooms are conveniently located on this level, including a spacious bedroom with a walk-in closet and direct access to a stunning full bathroom. The second bedroom offers excellent flexibility as a home office, guest room, or additional bedroom. A dedicated dining room provides the perfect setting for entertaining, while the completely modern kitchen impresses with quartz countertops, a custom range hood, and new appliances. Just off the back of the home, a functional mudroom with built-in storage keeps everyday living organized. The main-level bathroom is beautifully finished with a tub and shower combination accented by stunning tile work. The spacious upper level offers two additional bedrooms, a full bathroom with a walk-in shower, and thoughtful storage throughout. The finished basement expands the possibilities even further, featuring additional living space, a bonus bedroom, and full-size side-by-side laundry. Major updates include basement drain tile, new AC and Furnace, water heater, flooring, windows, roof, and exterior siding, offering peace of mind for years to come. An extra-deep two-car garage provides exceptional parking and storage. Enjoy the best of West Logan Square, with easy access to the neighborhood's vibrant dining scene, popular bars, local parks, and neighborhood favorites. From the acclaimed restaurants and lively gathering spots along the Logan Square corridor to the green spaces and community feel that make the Northwest Side so special, this beautifully renovated home delivers the perfect combination of style, space, flexibility, and location. A truly standout home you won't want to miss!

2023 N Kedvale Avenue, Chicago

$849,000

4 Beds ⋅ 3 Baths ⋅ 12796064 MLS ⋅ NEW Status

Welcome to 1522 N Avers Ave, a newly rehabbed home completed in August 2026 offering modern style comfort. This impressive 4-bedroom, 3-bathroom residence has been thoughtfully updated to provide a fresh, contemporary living experience. The home boasts an open-concept kitchen designed with white quartz counters, high-end Bosch stainless steel appliances, and 42" white shaker cabinets. The 4 spacious bedrooms provide flexibility for family, guests, a home office, or additional living space. Retreat to a spacious, modern Master Suite designed for comfort and relaxation complemented by a private full bathroom featuring heated floors, a soaking tub, and sleek contemporary finishes. Enjoy the peace of mind that comes with vital installations such as an all-new roof, windows, mechanical systems, HVAC, plumbing, electrical system, and sump pump, offering modern efficiency and reliability. Enjoy a brand-new deck and lush landscaping creating the perfect setting for summer grilling, outdoor dining, and entertaining guests. Completing this exceptional outdoor space is a brand new two-car garage. Schedule your private showing today and experience this beautifully renovated Chicago home for yourself!

1522 N Avers Avenue, Chicago

$209,900

3 Beds ⋅ 2 Baths ⋅ 12787332 MLS ⋅ NEW Status

***Attention all investors and savvy home owners*** Add your personal touch and gain instant sweat equity with this solid brick bungalow. This home has many recent updates throughout and offers a large sun-filled living room, and open concept kitchen area, 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. Cash or renovation loans only. Utilities will not be activated.

5425 W Harrison Street, Chicago

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Northwest Side Homes for Sale

Newest Northwest Side Homes for Sale

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