North Side Homes for Sale

North Side Homes for Sale

Welcome to the vibrant North Side neighborhood in Chicago, Illinois! Known for its rich history, diverse culture, and bustling community, North Side is a sought-after area for both residents and visitors alike.

Located in Cook County, North Side offers a variety of homes for sale to suit every lifestyle. Whether you're looking for a cozy condo, a charming townhouse, or a spacious single-family home, you'll find the perfect property to call your own in this dynamic neighborhood.

With tree-lined streets, beautiful parks, and a thriving dining and shopping scene, North Side has something for everyone. Enjoy a leisurely stroll along the Lakefront Trail, catch a game at Wrigley Field, or explore the many museums and galleries that dot the area.

North Side is also home to top-rated schools, convenient public transportation options, and a strong sense of community spirit. Whether you're a young professional, a growing family, or a retiree looking for a peaceful retreat, North Side has it all.

Don't miss out on the opportunity to make North Side your new home. Browse our listings of homes for sale in this fantastic neighborhood and start your next chapter in one of Chicago's most desirable areas.

Newest North Side Homes for Sale

$325,000
3 Beds ⋅ 3 Baths ⋅ 12739251 MLS ⋅ NEW Status
Welcome to Kimberly Village and all the wonderful amenities it offers. This well kept & updated 5 bedroom, 3 bath, ranch style home in Davenport IA is located close to shopping, dining, recreation & part of Kimberly Village with pool, playground, shelter house, dog park & more! The moment you enter from the large front porch/patio area you will feel at home. This gracious floor plan offers you the abiliitiy to gather & entertain many. The spacious kitchen with ample cabinetry & counter top space give you plenty of area to prep meals. Kitchen has a built in coffee bar and room for large table, breakfast bar, pantry and adjacent space to be used as an office or sun room with the large amount of windows. There is also a more formal dining space connected to the main floor living room with soaring vaulted ceilings, doors leading to the fenced back yard & a cozy floor to ceiling stone fireplace to snuggle up in front of. The convenient main floor primary bedroom features 2 closets & private full bath. Additionally there are 3 more large bedrooms on the main floor and another full bath. If you need more space to expand step down to the lower level to find another full bath and potentially 2 more non-conforming bedrooms that could also be used for home office space, craft rooms, play rooms, etc....you choose. The attached 2 car garage gives you room to keep your vehicles or toys out of the midwest elements. Many updates have been done here including but not limited to; Roof, bathrooms, paint, flooring & more. Check it out before it is too late. Inforamtion for Kimberly Village Homes Association such as Covenats & By Laws plus other detials can be found on line at Kimberly Village Homes Association website.

4308 Wittman Drive, Davenport
$3,299,990
6 Beds ⋅ 5 Baths ⋅ 12757125 MLS ⋅ NEW Status
Just completed. 2026 construction by Premiere Builder of Chicago LLC, an experienced and reputable Chicago builder. Located on a desirable one-way street in a premier Lincoln Park location, this exceptional single-family home features East-facing front and West-facing rear exposures, filling the home with natural light throughout the day. Offering 6 bedrooms, 4.1 bathrooms, and approximately 10-foot lower-level ceilings, the home combines timeless contemporary finishes with thoughtful design, functionality, and exceptional craftsmanship. The traditional yet modern open-concept floor plan features 4 bedrooms on the second level and 2 additional bedrooms in the finished lower level. The true chef's kitchen features commercial-grade Sub-Zero and Wolf stainless steel appliances, quartzite countertops, an oversized island with sink, wet butler bar with beverage refrigerator, walk-in pantry, and custom white shaker and white oak cabinetry. The impressive great room features white oak beams, a linear gas fireplace, and a dramatic wall of oversized West-facing windows. A spacious mudroom with heated floors provides direct access to the fenced backyard. The main level also includes a formal dining room and living room with linear gas fireplace. The expansive primary suite features vaulted ceilings and a custom walk-in closet. The luxurious primary spa bath includes premium marble, soaking tub, rain shower, body sprays, steam shower, heated floors, private water closet, and two solar-powered operable skylights. The second-floor bedroom suite features vaulted ceilings, a large closet, and ensuite marble bathroom. Bedrooms three and four also feature vaulted ceilings and share a Jack-and-Jill bath. All bathrooms feature heated floors. Second-floor laundry and lower-level laundry hookups provide added convenience. The bright finished lower level offers radiant heated floors, approximately 10-foot ceilings, two bedrooms, full bathroom, wet bar with beverage refrigerator and dishwasher, and extensive closet/storage space. Six strategically placed north- and south-facing skylights bring additional natural light throughout the home. Throughout the first and second floors are 4-inch white oak flooring with a natural light finish, custom millwork, and professionally organized closets. The large finished 2-car garage is built to the lot line and features a stone-paver rooftop deck, custom steel-and-wood pergola, and natural gas line. The fenced backyard includes turf and custom landscaping. The location is exceptional-just steps from the vibrant Lincoln Avenue and Southport retail corridors, offering an outstanding selection of restaurants, cafes, bars, boutiques, and neighborhood amenities, with convenient access to the Diversey Brown Line. Exceptional construction, sophisticated design, premium materials, and an unbeatable Lincoln Park location make this a truly special home.

2714 N Magnolia Avenue, Chicago
$2,095,000
6 Beds ⋅ 4 Baths ⋅ 12385258 MLS ⋅ NEW Status
This charming 1893 brick row house on one of Lincoln Park's most coveted tree-lined blocks offers a rare blend of timeless architectural pedigree and thoughtfully updated modern living - ready for its next owner to move in immediately, or reimagine entirely. Spanning three full floors above grade, the residence offers 6 bedrooms, 4 bathrooms, soaring ceilings, 3 fireplaces, 3 private decks, 2 kitchens, and a private sauna - a rare combination of scale and versatility. Step through a striking Art Deco entry foyer into a sun-filled living and entertaining space, anchored by a brick wood-burning fireplace and custom-built-in bookshelves. Two bedrooms, a full contemporary bathroom, and a second kitchen complete the first floor - a layout with immediate flexibility to reimagine the kitchen as a striking wine cellar or wet bar, extending the entertaining space seamlessly into a charming brick-paved backyard. The second floor unfolds into a gracious family room and an enclosed spacious kitchen, complete with a double wall oven and space for a casual breakfast table. The kitchen opens directly onto an oversized deck overlooking the backyard and adjacent green space - an idyllic setting for morning coffee, alfresco dining, or evening entertaining. A bedroom and a professionally remodeled bathroom round out this level. The entire third floor is reserved as a private owner's retreat. The primary suite is a true sanctuary, featuring a double vanity, steam shower, walk-in closet, and its own wood-burning fireplace. Two additional bedrooms share a beautifully remodeled bathroom with a double vanity and sauna, while a private third-floor deck offers yet another serene outdoor escape. Recent substantial improvements - including a new roof, HVAC system, water heaters, and numerous additional upgrades - ensure this home is truly move-in ready, allowing its next owner to enjoy immediate comfort while envisioning future personalization. Perhaps most compelling is the home's potential for a two-residence configuration, with two kitchens and two separate utility meters already in place - ideal for multi-generational living, an in-law suite, private guest quarters, or an income-generating rental unit, or simply enjoyed as one expansive single-family estate. deally situated next to DePaul University and top-rated neighborhood schools, and just steps from the boutiques, cafes, and restaurants of Armitage and Halsted, with effortless access to the Red, Purple, and Brown Lines - this is city living at its most connected and convenient. A unique opportunity to own a one-of-a-kind Lincoln Park home that connects Chicago's architectural history with modern urban living, offering exceptional space, flexibility, comfort, and convenience.

2254 N Fremont Street, Chicago
$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.

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 with Sullivan, Goulette & Wilson, the EXTRA-WIDE (19 FEET!) home from ZSD 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.

2927 N Oakley Avenue, Chicago
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