Northwest Side Homes under $750,000

Welcome to the Northwest Side of Chicago, a vibrant and diverse neighborhood that perfectly blends urban convenience with suburban charm. Nestled within Cook County, this area is known for its rich cultural heritage, beautiful parks, and a strong sense of community, making it an ideal place for families, young professionals, and anyone looking to enjoy the best of city living.

The Northwest Side boasts a variety of homes under $750,000, offering an excellent opportunity for buyers seeking affordability without sacrificing quality. Here, you’ll find an eclectic mix of single-family homes, cozy bungalows, and modern townhouses, each with its own unique character. Many properties feature spacious yards, updated interiors, and easy access to local amenities, allowing residents to enjoy both comfort and convenience.

Residents of the Northwest Side appreciate the abundance of green spaces, including the picturesque Humboldt Park and the expansive Riis Park, perfect for outdoor activities and family gatherings. The area is also well-connected by public transportation, with several train and bus lines providing easy access to downtown Chicago and beyond.

Culinary enthusiasts will love the diverse dining options available, from classic Chicago-style pizza to trendy cafes and international cuisine. Local shops and markets add to the neighborhood's charm, making it easy to support small businesses and enjoy a vibrant community atmosphere.

In the Northwest Side, you’ll find not just a home, but a welcoming community where neighbors become friends. Explore the possibilities today and discover your dream home in this dynamic and inviting neighborhood!

Newest Northwest Side Homes under $750,000

1656 N Bosworth Avenue Unit #2N, Chicago

$749,000

3 Beds ⋅ 2 Baths ⋅ 12776068 MLS ⋅ NEW Status

*Seller offering Buyer's 2/1 mortgage rate pay down for First Two Contracts! Experience the pinnacle of modern luxury in this fully reimagined 3-bedroom, 2-bathroom condominium, perfectly situated at the intersection of Bucktown and West Lincoln Park. Boasting direct private elevator access into the unit, this meticulously crafted residence blends seamless indoor-outdoor living with high-end, designer finishes. Step into a bright, open floor plan framed by brand-new, floor-to-ceiling European windows that offer excellent sound insulation and flood the home with natural light. The sophisticated living room is anchored by a stunning feature wall and elevated by custom trim work, solid-core 8-foot doors, and a tailored LED lighting package. You can also enjoy breathtaking skyline views from two private outdoor spaces, including a covered walk-out balcony that effortlessly extends your main living area. Entertain with ease in the culinary masterpiece of a chef's kitchen, featuring Italian-designed cabinetry, a premium stainless steel appliance package, and oversized quartz countertops complete with elegant waterfall edges. Retreat to optimized comfort in the spa-inspired designer bathrooms, fully outfitted with sleek oversized tile and heated floors. Perfectly situated in one of Chicago's most vibrant neighborhoods and within the highly coveted Burr Elementary School district, this home offers unparalleled access to trendy dining, boutique shopping, and local parks. With the Interstate 90/94 and the Milwaukee/Damen Blue Line just minutes away, city commuting is an absolute breeze. Don't miss this rare opportunity to own a truly exceptional residence in one of the city's most sought-after locations!

1656 N Bosworth Avenue Unit #2N, Chicago

$675,000

6 Beds ⋅ 3 Baths ⋅ 12776053 MLS ⋅ NEW Status

Prime Avondale location directly across from Avondale Park! Spacious 6-bedroom, 3-full-bath single-family home featuring hardwood floors throughout and a versatile floor plan. The upgraded kitchen features granite countertops, stainless steel appliances, and a stylish backsplash, along with a formal dining room, with an open layout leading to a huge deck, perfect for entertaining and outdoor dining. The primary bedroom and three additional bedrooms are located on the second floor, offering privacy and flexibility. The third bedroom can easily be used as a home office, while the fourth bedroom offers the flexibility to serve as a workout or meditation room. All three bathrooms feature newer vanities. The expansive basement family room provides additional living space with the flexibility to create an additional bedroom, home gym, recreation room. A 2.5-car detached garage provides convenient parking and storage. Ideally located near the Kimball Blue Line, with easy I-90 access to Downtown Chicago and O'Hare Airport. Close to shopping, dining, parks, and neighborhood amenities. A wonderful opportunity to own a spacious and versatile home in a highly desirable Avondale location!

3515 W School Street, Chicago

$549,900

6 Beds ⋅ 3 Baths ⋅ 12775979 MLS ⋅ NEW Status

Beautifully updated 2-story home offering 6 bedrooms, 3 full bathrooms, approximately 1,701 sq. ft. of above-grade living space, plus a partially finished basement! The owner has made extensive updates throughout, including new vinyl flooring, a new kitchen, updated bathrooms, and fresh improvements that give the home a bright, clean, move-in-ready feel. The spacious main level features a large living room, eating area, kitchen, bedrooms and a full bath. Upstairs offers additional bedrooms, another full bath and plenty of space for a variety of needs. The partially finished basement provides even more usable space with a recreation/family area, additional storage and a full bathroom. Central gas forced-air heating throughout the home, with central A/C serving the first floor and basement, NEW WINDOWS. Outside, enjoy a private long driveway, well-maintained yard and spacious 2.5-car detached garage. Conveniently located near shopping, dining, transportation and everyday amenities. A spacious, updated Chicago-area home with plenty of room and flexibility-ready for its new owner!

7408 W Argyle Street, Harwood Heights

6464 N Northwest Highway Unit #1E, Chicago

$122,500

1 Baths ⋅ 12775895 MLS ⋅ NEW Status

Rarely available! Large, Bright studio in excellent and convenient Edison Park location. Modern white kitchen with granite countertop. Hardwood floor in living room. Laundry on the same floor. One assigned parking and visitors parking available. Minutes to the Kennedy Expressway, (I-90), the Harlem Ave. Next to Norwood Park Metra stations to Chicago. Walk to all downtown Edison Park shopping, restaurants and specialty shops! Sliding glass doors from the living room to the 15' x 5' Large balcony. Sale AS IS. Great unit ready for you. Investors welcome.

6464 N Northwest Highway Unit #1E, Chicago

$529,900

2 Beds ⋅ 2 Baths ⋅ 12775966 MLS ⋅ NEW Status

3329 N Whipple Street Unit #1, Chicago

$325,000

4 Beds ⋅ 2 Baths ⋅ 12775122 MLS ⋅ NEW Status

Opportunity awaits in Harwood Heights! Whether you're looking for your next renovation project or a great lot to build your dream home, this property offers plenty of potential on a generous 49.8 x 134.5 lot. Ideal for builders, investors, rehabbers, or buyers ready to bring their own vision to life. The existing home features four bedrooms, including two on the main level and two upstairs, finished basement, and detached one-car garage (possibly two car tandem). Conveniently located close to shopping, fitness centers, and everyday conveniences, with the CTA Blue Line and Kennedy Expressway less than a mile away for easy access to the city. Located within the Pennoyer Elementary and Maine South High School districts. Property is being sold by the Cook County Public Guardian's Office in as-is condition and is subject to court approval. Buyer will be responsible for any and all Village of Harwood Heights inspection requirements and repairs. Bring your ideas and take advantage of the possibilities this property and location have to offer!

4925 N Odell Avenue, Harwood Heights

$500,000

4 Beds ⋅ 2 Baths ⋅ 12775947 MLS ⋅ NEW Status

Spacious 5-bedroom, 2-full-bath single-family home offering plenty of room for comfortable living. The functional layout features generous bedrooms, multiple living areas, and flexibility for a home office or guest space. Enjoy a large backyard and a finished basement offering additional living and storage space.Conveniently located in Chicago's Dunning neighborhood, close to parks, schools, shopping, restaurants, grocery stores, and everyday amenities. Easy access to Harlem Avenue, Irving Park Road, public transportation, and nearby forest preserves.

3755 N Nottingham Avenue, Chicago

$649,000

6 Beds ⋅ 2 Baths ⋅ 12775432 MLS ⋅ NEW Status

A rare opportunity in Old Irving Park! Built in 1887 by Addison J. Nowlen and in the same family since 1941, this distinctive Queen Anne Victorian offers nearly 2,700 square feet of living space on an exceptionally large approximately 50' x 174' lot. Rich in character, the home retains many beautiful stained-glass windows, original hardware and other period details, along with its prominent tower and expansive front porch. Offering 6 bedrooms and 2 full baths, the flexible floor plan reflects its history of once accommodating two family living areas, although it is now configured as a single-family residence with one kitchen. Features include a living room with fireplace, separate dining room, hardwood floors, central air, full basement, detached 2-car garage and a remarkable backyard. The kitchen and baths offer an opportunity for updating, while the size of the home and extraordinary lot provide tremendous potential for renovation, reconfiguration or expansion. Estate sale; property is being sold as-is. The home has been well maintained over the years and retains wonderful character, while offering the next owner an opportunity to update and reimagine the space to suit their needs. Convenient Old Irving Park location near transportation, shopping, dining and neighborhood amenities. A home with genuine history, substantial space and an uncommon amount of land.

4122 N Kedvale Avenue, Chicago

$625,000

5 Beds ⋅ 3 Baths ⋅ 12774578 MLS ⋅ NEW Status

Rarely available and meticulously maintained by the same owners for over 25 years, this all-brick 2-flat with a finished in-law suite/garden unit in a highly sought-after Portage Park location offers an incredible turnkey opportunity for smart investors or live-in buyers. Boasting exceptional curb appeal on a generous 30 X 125 lot, this property radiates pride of ownership and lucrative investment potential. The first-floor unit (leased through 12/31/26) features a classic Chicago layout with a large living room, a separate formal dining room with gleaming hardwood floors, and a spacious eat-in kitchen equipped with stainless steel appliances, a gas stove, a dishwasher, and a large walk-in pantry. It also includes two bedrooms (with hardwood under the carpet), a dedicated office space, and a full bathroom. The top-floor unit (leased through 06/30/27) underwent a complete gut rehab in 2001 and is filled with abundance of natural light. It features beautiful hardwood floors throughout the extra-large living room, a separate formal dining room, and a modern, updated kitchen with custom cabinetry, stainless steel appliances, and a pantry. It also includes two bedrooms, a versatile bonus room perfect for a nursery, office or den, and an updated bathroom. The lower level includes a finished in-law suite/garden unit featuring hardwood floors, a spacious living room, and a large eat-in kitchen - perfect for additional rental income. The shared basement area offers separate mechanical infrastructure with three individual electric panels, a 7-to-8-year-old hot water heater, radiator heating, and a common laundry area complete with two washers, two dryers, and a utility sink. Additional features include a beautifully manicured backyard ideal for summer entertaining, a detached two-car garage, and new windows (2000) with a lifetime warranty. Perfectly situated in a prime, highly sought-after location, this property offers unbeatable transit access, minutes to the Jefferson Park CTA Depot, Metra stop, and I-90/94 for effortless commutes to both O'Hare and downtown. Enjoy being steps away from iconic Portage Park, boasting its Olympic-sized pool, tennis courts, playgrounds, a dog park, and bike paths, alongside fantastic local restaurants and shopping. While currently generating reliable income, current rents are well below market value, presenting a massive value-add opportunity to capture the significantly higher rental rates this booming area commands. This three-unit property offers incredible flexibility for owner-occupants and investors alike. Buyer to verify local zoning ordinances and building compliance. Don't miss your chance to own a well-maintained income-producing gem in Portage Park!

5316 W Pensacola Avenue, Chicago

$385,000

2 Beds ⋅ 2 Baths ⋅ 12774752 MLS ⋅ NEW Status

Beautifully updated Oriole Park townhome offering a warm, inviting interior, generous living space and a backyard designed for relaxing and entertaining. The main level features an open-concept layout with an updated kitchen featuring quartz countertops, stylish hardware and stainless steel appliances. Upstairs are two spacious bedrooms with custom blinds and ceiling fans, along with an updated full bath. The finished basement adds even more flexibility with a comfortable family room, laundry area and another beautifully updated bathroom. Outside, enjoy an extended brick paver patio, pergola, garden area and fully fenced backyard, creating a private space to gather, dine and unwind. A long side driveway with a new gate leads to a detached two-car garage. And...NO monthly assessments! Ideally located near Oriole Park School, park and library, with convenient access to the Blue Line and expressway. So many recent updates include: kitchen and baths complete renovation (2018); windows, entry doors, furnace, A/C and hot water tank updated (2018); driveway resurfaced (2018); privacy fence installed (2020); NEW roof (2024); NEW driveway gate; patio extended; NEW exterior pergola; interior paint; updated lighting fixtures and so much more! Don't miss this beauty!

5309 N Oconto Avenue, Chicago

$389,000

4 Beds ⋅ 2 Baths ⋅ 12775865 MLS ⋅ NEW Status

Welcome to 4833 W Gladys Ave, a stunning brick two unit property full of incredible potential and classic Chicago charm! Featuring generous multilevel layouts, rich architectural character and abundant natural light throughout each unit, this building offers solid fundamentals ready for personal design updates or steady rental income. Live comfortably in one unit while renting the other! Situated on a quiet residential block just steps from Columbus Park, local schools and neighborhood retail. The home also boasts excellent transit connectivity with quick access to the CTA Blue Line, multiple bus routes, and interstate 290 just minutes from downtown. Seller will provide a 2% credit to buyer's closing costs!

4833 W Gladys Avenue, Chicago

$449,000

4 Beds ⋅ 3 Baths ⋅ 12775802 MLS ⋅ NEW Status

Lovingly cared for by the same family for 60 years, this classic Edison Park bungalow is ready for its next chapter. With a solid layout, generous living spaces and plenty of room to bring your own style and ideas, this home offers the perfect opportunity to create something truly special. The first floor has everything you need, beginning with a bright living room filled with windows and natural light. The adjacent dining room flows seamlessly into the kitchen, creating a great setup for everyday living and entertaining. The kitchen offers plenty of space for a table and chairs, while two bedrooms and a full bath provide comfortable first-floor living. A cozy family room at the rear of the home leads directly to the backyard, making it an inviting spot to relax and enjoy the green space. Upstairs, you'll find two additional bedrooms and a convenient half bath between them. With its generous footprint, the second floor offers exciting potential to create a full bath or reimagine the space with a primary suite. The basement is where the possibilities really open up. Featuring a full wet bar, it's ready to become the ultimate entertainment space - think game nights, gatherings, a home theater or your own private retreat. Bring your vision and transform this space into something uniquely yours.Outside, the two-car garage and spacious green backyard provide room for entertaining, gardening, play and relaxation. And the location is hard to beat! Close to Ebinger School and within easy walking distance to the Metra, restaurants, shops and all that makes Edison Park such a wonderful place to call home.

6716 N Octavia Avenue, Chicago

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