Northwest Side Real Estate

Welcome to the Northwest Side of Chicago, a vibrant and diverse neighborhood nestled in Cook County, Illinois. Known for its rich cultural tapestry and strong community spirit, this area offers a delightful blend of urban convenience and suburban charm, making it a sought-after destination for families, professionals, and anyone looking to experience the best of city living.

The Northwest Side is characterized by its tree-lined streets, historic homes, and a plethora of parks and recreational spaces, providing residents with ample opportunities to enjoy the outdoors. From the scenic beauty of the expansive Humboldt Park to the family-friendly amenities of Kedzie Park, there’s no shortage of green space for picnics, sports, and leisurely strolls.

Culturally, the Northwest Side is a melting pot, with a variety of restaurants, shops, and markets reflecting the neighborhood's diverse heritage. Whether you're craving authentic Mexican cuisine, classic Italian dishes, or trendy cafes, the culinary scene here is sure to please every palate. Additionally, local boutiques and artisan shops add to the unique shopping experience, making it a perfect place to find one-of-a-kind treasures.

Education is a priority in the Northwest Side, with a selection of highly-rated public and private schools, as well as easy access to nearby universities. The area's strong sense of community is evident in its numerous local events, festivals, and farmers' markets, fostering connections among residents.

With excellent transportation options, including access to the Blue Line and major highways, commuting to downtown Chicago or other parts of the city is a breeze. Discover the charm and warmth of the Northwest Side—a neighborhood that truly feels like home.

Newest Listings in Northwest Side

$775,000

6 Beds ⋅ 3 Baths ⋅ 12790438 MLS ⋅ NEW Status

Sun-filled brick two-flat in a great East Albany Park location, just steps from Ravenswood Manor. Both units are freshly painted, vacant, and move-in ready. The first-floor duplex lives like a single-family home, offering 3 bedrooms, 2 baths, and an expanded eat-in kitchen with an open layout, quartz countertops, stainless steel appliances, and ample storage. The finished lower level features a large recreation room, additional storage, and access to the shared laundry room, with an additional laundry hookup in the unit for the option to add private laundry. The second-floor unit offers 3 bedrooms, 1 bath, refinished hardwood floors, separate living and dining rooms, and a large pantry. Both units feature high ceilings, natural light, original woodwork, and custom Elfa closet systems throughout. Major updates include plumbing, electrical, and HVAC improvements in 2013, a remodeled first-floor kitchen and bathroom in 2022, additional bathroom updates in recent years, a new furnace for the second-floor unit in 2025, and tuckpointing. The property also features private deck space for each unit, a backyard with brick paver patio, a detached two-car brick garage, and additional parking. Great opportunity for an owner-occupant to enjoy the space of a single-family home while generating rental income from the second unit, or rent both units as an investment property. An easy 5-minute walk to the CTA Brown Line, restaurants, and shopping, with convenient access to the Kennedy Expressway, approximately a 10-minute drive away.

4510 N Albany Street, Chicago

$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

$740,000

8 Beds ⋅ 5 Baths ⋅ 12796696 MLS ⋅ NEW Status

OVER $200,000 IN IMPROVEMENTS over the last three years! This is not a flip, just a well-managed and exceptionally improved opportunity in Jefferson Park featuring a legal 2-flat with a finished English garden unit. A rare find! Especially with BOTH upper units offering 3 bedrooms and 1.5 baths. Extensively updated in 2024-2025, this turnkey property delivers the space, condition, and income potential investors and owner-occupants are looking for. Both legal units feature spacious layouts, separate dining rooms, additional kitchen/dining areas, recessed lighting, and beautifully updated kitchens with quartz countertops, stainless steel appliances, and ample cabinetry. Updated bathrooms and modern finishes make these units stand out. The improvements go well beyond cosmetics, including a new roof, windows, gutters, tuckpointing, flooring, kitchens, bathrooms, and an upgraded rooftop deck over the garage-all completed in 2024-2025. Enjoy the benefits of substantial recent investment without the immediate expense of major renovations. The income is already working for you! Unit 1 is leased at $2,650/month, and Unit 2 at $2,400/month, generating $5,050/month or $60,600 annually in current gross rental income. The finished garden unit is currently vacant and offers 2 bedrooms and 1 full bath, presenting additional flexibility for an owner-occupant, extended household, or potential rental income, subject to applicable zoning, permits, and legal occupancy requirements. If approved for rental use, estimated rent of $2,300/month could bring potential gross income to $7,250/month or $87,000 annually. Explore the short-term rental opportunity! AirDNA market data provided by the seller indicates an average daily rate of $116 and 69% occupancy. At those market benchmarks, a qualifying short-term rental could generate approximately $29,200 in gross annual booking revenue for one unit. Combined with the existing leases, the property presents a potential gross revenue opportunity of approximately $89,800 annually, assuming the garden unit is legally approved for short-term rental use and achieves the stated market performance. Actual results will vary, and gross revenue excludes operating expenses. Additional features include rear decks, a rooftop deck over the 2-car garage, shared outdoor space, and coin-operated laundry. Enjoy convenient access to the Kennedy Expressway (I-90/I-94), O'Hare International Airport, and the Jefferson Park transportation hub, with CTA Blue Line and Metra connections. Nearby shopping and everyday conveniences include Jefferson Park Plaza, Gladstone Corners, Mariano's, and Jewel-Osco, along with neighborhood restaurants, cafes, parks, and local businesses.

5759 N Elston Avenue, Chicago

$895,000

7 Beds ⋅ 4 Baths ⋅ 12746673 MLS ⋅ NEW Status

A turnkey investment and owner-occupant opportunity in Portage Park! This completely renovated 3-flat spans four levels and has been thoughtfully updated throughout. The property features a spacious duplex 3-bedroom, 2-bath residence, ideal for an owner-occupant, plus two generous 2-bedroom, 1-bath units offering excellent rental potential. Each residence features a modern, cohesive design with gray shaker cabinetry, a full stainless steel appliance package, Carrara marble baths, and the convenience of in-unit laundry. Outside, enjoy a large backyard with plenty of room to relax and entertain, plus a parking pad accommodating up to three cars. Located in the heart of Portage Park near neighborhood shopping, dining, parks, and the Six Corners shopping district. Commuters will appreciate convenient access to CTA bus routes, the CTA Blue Line, Metra service, and the Kennedy Expressway (I-90/94), providing easy connections to downtown, O'Hare, and surrounding neighborhoods. A beautifully renovated multi-unit offering modern finishes, flexible living options, rental income potential, outdoor space, and parking in a well-connected Northwest Side location.

4908 W Byron Street, Chicago

$250,000

1 Beds ⋅ 1 Baths ⋅ 12794902 MLS ⋅ NEW Status

Welcome home to effortless luxury! This completely turn-key 1BD/1BA condo features gleaming hardwood floors and an open layout. The chef's kitchen boasts quartz countertops, custom white cabinets, high-end stainless steel appliances, and a beverage fridge. The spa-like bath includes porcelain tile, a walk-in shower, and a deep soaking tub. Additional highlights: in-unit laundry, custom closet organizers, 1 garage parking space, 1 exterior parking space, and a storage locker. Pet-friendly and rental-friendly building!

6559 W George Street Unit #403, 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

$1,025,000

9 Beds ⋅ 4 Baths ⋅ 12796110 MLS ⋅ NEW Status

Logan Square 3 flat, needs gut rehab. Each unit offers 3 bedrooms/1 bath. Building features 9-1/2 ft. high ceilings, original oak trim/woodwork, decorative fireplaces, hardwood floors and built-in china hutches. Property has a large backyard, two-car garage and an adjacent carport. The building location is close to the CTA Logan Square Blue Line, providing easy access to the downtown area as well as O'Hare airport. Property is being sold "as-is".

2529 N Kimball Avenue, Chicago

$749,900

8 Beds ⋅ 3 Baths ⋅ 12794926 MLS ⋅ NEW Status

Approximately 4,000 square feet of living space, multiple monthly income streams and an exciting opportunity to purchase the adjacent corner lot! This mid-century brick legal 3-flat in Portage Park offers excellent potential for investors or an owner-occupant looking to offset expenses with rental income. With only two owners since construction and a new roof across the entire property, there's plenty to appreciate. The bright top-floor apartment features 3 bedrooms and 1 bath, while the middle-floor unit offers 3 bedrooms plus a tandem 4th bedroom and 1 bath. The spacious 1-bedroom, 1-bath garden apartment has a long-term tenant. All three units feature large and bright living rooms, separate dining rooms, eat-in kitchens, plus loads of closet space and hardwood floors (under carpet on top level). Monthly income extends beyond the three apartments: the 2.5-car garage with attached rear workshop is currently rented, as is a separate approximately 250-square-foot workshop/storage room with plumbing and electricity. Three boilers, three separate water heaters and individually metered gas and electric add convenience. Enjoy nearby Six Corners shopping including Jewel, Aldi, Target, restaurants, coffee shops, the Northwestern Hospital Irving Park campus, plus short walk to El and Metra trains, buses and right off of I-90/94 for commuters. The adjacent corner lot at 4902 is offered separately-purchase both to create an impressive combined parcel and a hard-to-find opportunity in Portage Park! Property conveyed AS-IS.

4900 W Berteau 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

$899,900

6 Beds ⋅ 3 Baths ⋅ 12796415 MLS ⋅ NEW Status

3230 N Keating Avenue, Chicago

2315 W Wabansia Avenue Unit #1E, Chicago

$950,000

3 Beds ⋅ 3 Baths ⋅ 12795451 MLS ⋅ NEW Status

2315 W Wabansia Avenue Unit #1E, Chicago

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Northwest Side Real Estate

Newest Listings in Northwest Side

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