North Side Homes for Sale

North Side Homes for Sale

Welcome to the North Side of Chicago, Illinois, located in Cook County. This vibrant region is known for its diverse neighborhoods, rich history, and bustling real estate market. If you're looking for homes for sale, you've come to the right place.

The North Side offers a wide range of housing options to suit various lifestyles and budgets. Whether you're a first-time buyer, a growing family, or a seasoned investor, you'll find something that meets your needs. From charming single-family homes in tree-lined streets to modern condominiums with stunning city views, there's a perfect home waiting for you.

One of the advantages of living on the North Side is its convenient location. With easy access to downtown Chicago, you'll enjoy the best of both worlds – the tranquility of a residential area and the excitement of a bustling city. The North Side is also home to numerous parks, green spaces, and recreational facilities, providing ample opportunities for outdoor activities and relaxation.

In addition to its residential appeal, the North Side offers a vibrant cultural scene. From world-class museums and theaters to trendy boutiques and restaurants, there's always something to explore and experience. The neighborhood's diverse community creates a unique and welcoming atmosphere, making it an ideal place to call home.

So, if you're in the market for a new home, consider the North Side of Chicago. With its prime location, diverse housing options, and vibrant community, you're sure to find the perfect place to settle down and create lasting memories. Start your search for homes for sale today and make the North Side your new home.

Newest North Side Homes for Sale

$1,975,000
6 Beds ⋅ 5 Baths ⋅ 12756287 MLS ⋅ NEW Status
New construction in sought-after Ravenswood neighborhood, this exceptional 6-bedroom, 4.5-bath residence sits on an oversized 165-foot-deep lot, offering a level of space that is increasingly rare in today's market. Set on a picturesque tree-lined street with convenient transit access, acclaimed dining, and neighborhood parks nearby, the home delivers both luxury and everyday convenience in one of Chicago's most desirable neighborhoods. The main level is centered around a gourmet kitchen with custom cabinetry, premium appliances, and a large island designed for both daily living and effortless entertaining. Upstairs, the primary suite serves as a private retreat, featuring a spa-inspired bath with a soaking tub, heated floors, and a steam shower. Three additional bedrooms and two full baths provide ample flexibility for family, guests, or work-from-home needs, while a conveniently located second-floor laundry room adds to the home's thoughtful design. The fully finished 1,500-square-foot lower level offers exceptional versatility, with ample space for a recreation room, home gym, media lounge, guest suite, or all of the above. Outdoor living is equally impressive. Just off the main level, a covered back deck offers the opportunity to create a comfortable three-season room, extending enjoyment well beyond the summer months. The expansive backyard provides plenty of room for pets, play, gardening, or large gatherings. Crowning the home is a fully built-out rooftop deck, creating a spectacular setting for outdoor entertaining and taking in skyline views.

4844 N Hermitage Avenue, Chicago
$194,500
3 Beds ⋅ 1 Baths ⋅ 12755103 MLS ⋅ NEW Status
Welcome Home this split foyer updated 3-bedroom, 1-bath home in the heart of NW Davenport, designed for comfort & ease of living. This move-in-ready home features fresh paint & new carpeting throughout, providing a crisp, modern feel from the moment you step inside. The updated kitchen is a true standout, featuring white cabinetry & stainless steel appliances, perfect for everyday meals or hosting guests. With a spacious, unfinished walk-out basement, you have endless potential to customize the space, whether you are looking to finish it for additional living area or simply need extra storage. Complete with a semi attached 1-car garage, this home offers convenience, functionality, & updates in a desirable Davenport neighborhood. Per Seller: New Roof (2020), New Furnace (2024), New Electrical Panel (2026).

2623 W 61St Street, Davenport
$350,000
4 Beds ⋅ 4 Baths ⋅ 12729814 MLS ⋅ NEW Status
Beautiful 2 story located in well established neighborhood of Oak Brook, Davenport IA. Updated throughout & located close to shopping, dining, schools, recreation, golf course & more! This main floor offers lots of space to gather many & entertain with the main floor amenities of living room with bow window (which would make a very nice dining room for larger table) plus an additional family room with cozy wood burning fireplace. The oversized kitchen with breakfast bar and eat-in table space has been updated in recent years and features ample cabinetry & counter top space for meal prep along with a quaint coffee bar/cabinet. If you need more the room the bright & cheery 3 season room with skylights is just through the sliding glass doors leading off the kitchen. Upstairs you will find 4 wonderful bedrooms & 2 updated full baths. The primary bedroom features a private full bath & an 8x6 walk-in closet and the additional 3 bedrooms have great closet space as well. Need more room....then expand to the finished lower level to find space for a recreation room or office space plus an updated 1/2 bath. Storage space includes the laundry area, mechanicals plenty of room to store your treasures. Step outside to enjoy the 20x9 back patio nestled in the privacy fenced yard to allow for outdoor fun, entertaining or just a safe place for the pets. Updates in recent/past years include: New furnace & Air 2023, New Roof 2020, Siding 2012, replacement windows, updated kitchen & baths, finished basement & so much more!!

5721 Fillmore Street, Davenport
$1,990,000
6 Beds ⋅ 5 Baths ⋅ 12756141 MLS ⋅ NEW Status
FINISHED & MOVE-IN READY. New construction on an extra-wide 30' lot in a tranquil North Side setting near the river, tucked between Bucktown and Roscoe Village. Built by an experienced luxury development team known for quality construction, this 6-bedroom, 4.1-bath residence reflects a thoughtful approach to design, exceptional craftsmanship, and meticulous attention to detail. A striking white-washed brick, stucco, and limestone exterior is complemented by professional landscaping, covered outdoor living, green space, and a detached 2.5-car garage with EV charging prep and generous storage. The main level features 10.5' ceilings, white oak hardwood floors, custom millwork, a fireplace, and an open-concept kitchen appointed with custom Natural Caramel cabinetry, a Wolf 48" eight-burner range, Thermador refrigerator, pot filler, built-in breakfast seating, and a butler's pantry with beverage bar. The second level offers four spacious bedrooms, three full bathrooms, a dedicated laundry room, and a primary suite with two walk-in closets and a spa-inspired bath featuring radiant heated floors, dual vanities, a soaking tub, and an oversized walk-in shower with rain head and body sprays. The finished lower level includes a spacious recreation room with fireplace, wet bar with dual-zone wine cooler, two additional bedrooms, a full bath, second laundry room, and abundant storage. A peaceful, tucked-away setting with easy access to the River Trail and miles of scenic walking and biking paths, kayaking and fishing, just a five-minute walk to Hamlin Park, and close to Midtown Athletic Club, neighborhood cafes and restaurants, Target, Costco, expressways, and public transportation.

2214 W Oakdale Avenue, Chicago
$299,900
4 Beds ⋅ 3 Baths ⋅ 12748602 MLS ⋅ NEW Status
Welcome to this meticulously maintained 4-bedroom split-level home, thoughtfully designed for comfortable living and entertaining. The inviting living room features a bay window with built-in shades, allowing for plenty of natural light and cozy ambience. The vaulted ceiling adds to the spacious feel, seamlessly connecting to the dining area. Enjoy cooking in the updated modern kitchen, equipped with newer appliances that are included with the sale. The dishwasher is new as of September 2026. Three well-appointed bedrooms and two full bathrooms are located upstairs, providing ample space for family and guests. The lower level features a large family room with neutral flooring and a charming fireplace, ideal for those cool fall evenings. An additional versatile space can serve as an in-law suite, guest suite, or second primary en suite-perfect for an in-home office or additional living space. A partially finished recreation room offers extra entertaining or storage space. Step outside through the sliding doors to your fenced backyard, featuring a spacious deck that has been extended for outdoor entertaining. A newer roof, replaced in 2023. A large shed provides convenient storage for all your garden tools. This home is a perfect blend of modern amenities and spacious living, waiting for you to make it your own. Don't miss out-schedule your private showing today!

1508 W 47Th Street, Davenport
$750,000
4 Beds ⋅ 3 Baths ⋅ 12755909 MLS ⋅ NEW Status
Welcome to this warm and spacious 5-bedroom, 3-bath home in the heart of Andersonville, offered for the first time in four decades. From the moment you step inside, soaring high ceilings and a gracious living room/dining room combo set the tone for comfortable everyday living. The eat-in kitchen features Stainless Steel Appliances NEW in 2020, oversized windows that bathe the space in natural light while framing views of the manicured backyard. The main level offers two bedrooms and a full bath, while upstairs you'll find two additional generously sized bedrooms, another full bath, and attic access. Thoughtfully maintained over the years with Electric updated in 2016, a tear-off roof in 2022, Washer and Dryer New in 2020. HVAC motor replaced in 2025. The basement adds incredible versatility with an "in-law" apartment - complete with a kitchenette, full bathroom, and a nicely sized bedroom bringing the total to 5 bedrooms and 3 full baths. (Legal status of the basement apartment cannot be verified.) This property has never had water intrusion in the basement. Detached 2 Car garage off alley. Prime Andersonville Location, The Waldorf School - just a block away. Chappell Elementary and Award-winning Amundsen High School - nearby. Andersonville's renowned shopping and dining district - moments from your door The Wednesday Farmer's Market and countless beloved local businesses and eateries. A very livable house with updates needed. Take your time living in it while you update. 5 total bedrooms and 3 bathrooms. Yard and 2 car garage. Wonderful schools like the highly rated Amundsen, Chappell, Waldorf school. Clark street shops and restaurants. Come and be a part of an amazing community and neighborhood (Andersonville) that ranked the coolest in the U.S. and the second-coolest in the world by Time Out!! Being sold strictly AS IS.

1721 W Foster Avenue, Chicago
$280,000
3 Beds ⋅ 2 Baths ⋅ 12744421 MLS ⋅ NEW Status
Picture pulling into Windsor Crest's best pocket, knowing you nailed location, condition, and value in one move. This updated 3-bedroom, 2-bathroom tri-level commands attention with a complete modern glow-up: crisp new paint, stylish fixtures, resilient new vinyl flooring, and plush new carpet. The main level flows into a refreshed kitchen with a built-in pantry. Upstairs features your full primary suite sanctuary alongside two additional bedrooms and a second main hall bath. Downstairs, the finished lower level sets the scene for host-worthy movie nights in the big rec room, plus a private office space for quiet workdays. Step onto the walk-out deck to take in an extraordinarily large, park-like yard built for summer BBQs. A turn-key home on a lot this impressive won't sit quiet for long. All that's left is to turn the key.

1714 Winding Hill Road, Davenport
$1,700,000
4 Beds ⋅ 5 Baths ⋅ 12755408 MLS ⋅ NEW Status
ATTACHED SINGLE-FAMILY HOME WITH PRIVATE YARD & GARAGE ROOFTOP DECK! Introducing RiverWard: Phase 3 - a collection of 9 new construction, attached single-family homes tucked along the north branch of the Chicago River. Perfectly situated along a tree-lined, cul-de-sac along the expanded RiverWalk, this idyllic location is second to none, yet offers easy access to Southport, Roscoe Village, and the expressway. Residence 2827 N Oakley (36-F) will deliver over 3698 SF of indoor and outdoor living space PLUS 1060 SF basement and wide, detached 2-car garage. Imagine living in a home that is wider than a single-family in the area, and with more storage space too. Designed by acclaimed-developer ZSD in conjunction with Sullivan, Goulette & Wilson, the EXTRA-WIDE (19 FEET!) home boasts sophisticated and functional design for today's homebuyer. Spanning three levels of living with gracious 10-ft ceilings, this 4-suite residence also includes a family room, upstairs game room, office, fenced-in private yard, and finished garage rooftop deck. At the heart of this home is a spacious, contemporary kitchen, with immense cabinet count and integrated appliances from Sub-Zero, Wolf, and Bosch, designed to cater to both the casual cook and the culinary enthusiast. The massive quartz waterfall peninsula and full-height cabinetry throughout provides the desired function and storage expected from a single-family home. This home includes an open-concept living and dining room and a private, fenced-in 360 SF private yard complete with gas, water, and electric. A separate Powder Room and oversize Family Room complete the large main level, leading to the private backyard. The impressive, extra-wide Primary Suite is designed as a personal retreat with large bedroom, MASSIVE dressing room, and "wet room" bathroom with European glass shower, standalone tub, and double vanity with quartz countertop. The second 255 SF family/game room and private office are located on the third level. The wide, detached 2 car garage with 300 SF finish paver rooftop rounds out the lifestyle perfectly. RiverWard: Phase 3 delivers adds more in-demand row homes and attached single-family homes with unparalleled access to the expanded Chicago RiverWalk. Early buyers will have the opportunity to personalize the home and select finishes. Construction pricing available from 1.7M to 1.85M. Contact Corwin Partners for a private in-person or virtual appointment at Sales Gallery at 2977 N Clybourn.

2915 N Oakley Avenue, Chicago
$1,800,000
4 Beds ⋅ 5 Baths ⋅ 12755346 MLS ⋅ NEW Status
ATTACHED SINGLE-FAMILY HOME WITH PRIVATE YARD & GARAGE ROOFTOP DECK! Introducing RiverWard: Phase 3 - a collection of 9 new construction, attached single-family homes tucked along the north branch of the Chicago River. Perfectly situated along a tree-lined, cul-de-sac along the expanded RiverWalk, this idyllic location is second to none, yet offers easy access to Southport, Roscoe Village, and the expressway. Residence 2827 N Oakley (36-F) sits on southeast corner of Oakley and Oakdale and will deliver over 3192 SF of indoor and outdoor living space PLUS 1060 SF basement and wide, detached 2-car garage. Imagine living in a home that is wider than a single-family in the area, and with more storage space too. Designed by acclaimed-developer ZSD in conjunction with Sullivan, Goulette & Wilson, the EXTRA-WIDE (19 FEET!) home boasts sophisticated and functional design for today's homebuyer. Spanning three levels of living with gracious 10-ft ceilings, this 4-suite residence also includes a family room, upstairs game room, office, fenced-in private yard, and finished garage rooftop deck. At the heart of this home is a spacious, contemporary kitchen, with immense cabinet count and integrated appliances from Sub-Zero, Wolf, and Bosch, designed to cater to both the casual cook and the culinary enthusiast. The massive quartz waterfall peninsula and full-height cabinetry throughout provides the desired function and storage expected from a single-family home. This home includes an open-concept living and dining room and a private, fenced-in 370 SF private yard complete with gas, water, and electric. A separate Powder Room and oversize Family Room complete the large main level, leading to the private backyard. The impressive, extra-wide Primary Suite is designed as a personal retreat with large bedroom, MASSIVE dressing room, and "wet room" bathroom with European glass shower, standalone tub, and double vanity with quartz countertop. The second 255 SF family/game room and private office are located on the third level. The wide, detached 2 car garage with 300 SF finish paver rooftop rounds out the lifestyle perfectly. RiverWard: Phase 3 delivers adds more in-demand row homes and attached single-family homes with unparalleled access to the expanded Chicago RiverWalk. Early buyers will have the opportunity to personalize the home and select finishes. Construction pricing available from 1.7M to 1.85M. Contact Corwin Partners for a private in-person or virtual appointment at Sales Gallery at 2977 N Clybourn.

2927 N Oakley Avenue, Chicago
$1,749,000
5 Beds ⋅ 4 Baths ⋅ 12752641 MLS ⋅ NEW Status
Turning onto this single block of North Fairfield, you immediately sense a visual change and a hush. Capped at both ends, this street feels like a hidden architectural enclave, a perfectly preserved stretch of classic Chicago jumbo bungalows sitting on rare, wide, deep lots. At 4929 North Fairfield, that sense of sanctuary carries right inside. Much of the original vintage character remains on the main level, where classic architectural details set a warm, welcoming tone. Upstairs, the roof was raised to create a full, sunlit second floor that expands the footprint while filling the home with natural light. Downstairs, an excavated basement creates true living spaces below, ideal for extended recreation or additional entertaining options. Combining grand modern square footage with a massive private yard, this property offers a rare combination of space, character, and room to write your own chapter. A detailed list of improvements and construction will be provided to interested parties.

4929 N Fairfield Avenue, Chicago
$425,000
2 Beds ⋅ 1 Baths ⋅ 12755450 MLS ⋅ NEW Status
Bring your toolbelt and your creativity! Located in Chicago's vibrant West Ridge neighborhood, this solid 2-bedroom, 1-bathroom home is a blank canvas awaiting your vision. Held by the same owner for many years, the property features excellent bones, a rock-solid masonry exterior, and classic layouts including a distinct living room, formal dining room, and full kitchen. The property includes an unfinished basement ready to double your living space, a detached brick garage, and a rear enclosed porch that is primed for rehab. The home is being sold strictly AS-IS. Incredible equity potential for the right buyer-bring your offers today!

2530 W Pratt Boulevard, Chicago
$1,995,000
5 Beds ⋅ 4 Baths ⋅ 12709204 MLS ⋅ NEW Status
Tucked into a quiet, coveted pocket of Lincoln Park, this exceptional single-family residence pairs architectural pedigree with a level of craftsmanship rarely found on the market. Five bedrooms, three full and one half bath, and a floor plan engineered for real life - four bedrooms conveniently on one level - set the stage for a home that feels as good to live in as it looks. Light pours through the front living room, where custom sheers, gallery-style art lighting, hand-detailed crown molding, and rich hardwood floors set an unmistakably elegant tone. At the heart of it all: a chef's kitchen outfitted with a curated suite of Bosch, Viking, KitchenAid, GE and Sub-Zero appliances, custom Valcucine cabinetry, and sleek stainless countertops - as beautiful as it is built to perform. The kitchen flows effortlessly into a sun-washed breakfast nook with custom banquette seating and a family room anchored by a dual-sided wood-burning fireplace, framed by a wall of Marvin French doors. Beyond those doors, an outdoor retreat awaits: built-in gas lines for grilling, a Solus fire pit, and fully landscaped, furnished living spaces that erase the line between indoors and out. Above it all, a sprawling rooftop terrace with a six-person hot tub delivers the kind of setting that turns ordinary evenings into occasions. Upstairs, the primary suite is a genuine retreat - a run of custom closets, a spa-caliber bath with dual vanities, a soaking tub, a glass-enclosed shower, and a new bidet toilet. Three additional bedrooms (one currently serving as a home office), a well-appointed hall bath, and bedroom-level laundry with a new Bosch washer/dryer complete this floor. The fully finished lower level is built for both productivity and play: a second family room with a custom workstation, a wet bar with wine fridge, and a versatile fifth bedroom with built-in shelving - ideal for guests, an au pair, or in-laws. A second laundry room with dual units, a sink, and an additional refrigerator round out this exceptional level. The details continue: a heated two-car garage with EV charging (2021) and custom organization, a mud room, skylights throughout, a heated slate foyer and walkway, and a full security system with cameras - every inch considered, every update intentional. (Full upgrade list available upon request.) Just steps from St. Alphonsus and Lincoln Park's celebrated dining scene, with Wrightwood Park and Jonquil Park moments away and the city's best shopping and culture within easy reach - this is Lincoln Park living, elevated.

2452 N Janssen Avenue, Chicago
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