North Side Real Estate

North Side Real Estate

The North Side of Chicago, located in Cook County, Illinois, is a vibrant and diverse neighborhood that offers a unique blend of urban living and suburban charm. This area is renowned for its rich history, cultural attractions, and beautiful architecture.

One of the main highlights of the North Side is its proximity to Lake Michigan. Residents can enjoy stunning lakefront views, serene beaches, and a variety of recreational activities such as biking, jogging, and boating. The lakefront also hosts numerous festivals and events throughout the year, making it a popular destination for both locals and tourists.

In terms of housing, the North Side offers a wide range of options to suit different lifestyles and budgets. From historic brownstones and vintage apartments to modern high-rise condominiums, there is something for everyone. The neighborhood is also known for its tree-lined streets, well-maintained parks, and excellent schools, making it an ideal place for families.

The North Side is home to several iconic landmarks, including Wrigley Field, the historic home of the Chicago Cubs. This baseball stadium attracts fans from all over the country and adds to the vibrant atmosphere of the neighborhood on game days. Additionally, the North Side is known for its thriving arts and entertainment scene, with numerous theaters, music venues, and art galleries.

With its convenient location and diverse amenities, the North Side of Chicago offers a desirable living experience for those seeking a dynamic urban lifestyle with a touch of suburban tranquility. Whether you're looking for a trendy neighborhood with bustling nightlife or a peaceful retreat near the lake, the North Side has it all.

Newest Listings in North Side

$640,000
2 Beds ⋅ 2 Baths ⋅ 12750721 MLS ⋅ NEW Status
Welcome to this beautiful corner penthouse unit, located in a boutique all-brick building on one of Lincoln Park's most coveted and idyllic tree-lined streets. This one-of-a-kind home features 2BD/2BA, is flooded with natural light, and bursts with character. High ceilings, a sunny skylight, and hardwood floors greet you upon entering. A charming vintage fireplace with custom built-ins anchor the space, leading you into the cozy living room, all framed by oversized bay windows overlooking the lush greenery outside. The kitchen is a great size and offers ample storage and counter space. The primary suite is large, easily fitting a king bed, and is well appointed with double closets with custom organizers, plantation shutters, and a stylish renovated attached bathroom. The second bedroom offers sought-after flex space and can easily accommodate a guest room, office, or nursery. In-unit laundry, a full second bathroom, central a/c, and dishwasher all add to your everyday convenience. A private rooftop deck AND a newly rebuilt common rooftop deck give you options for enjoying the outdoors with stunning skyline views. A+ walker's paradise, nestled just a short stroll from Armitage Corridor, Halstead, North/Clybourn shopping district, and 2 different CTA stations. A stone's throw from numerous Chicago hot-spots, too many to list! Plus, a quick bike ride to the Lakefront Trail & North Avenue Beach. Top-rated Mayer Elementary school district. You could not ask for a better location! Large storage unit located in basement. Very well maintained building. Pictures do not do this unit justice, come see today!

1901 N Fremont Street Unit #3, Chicago
$2,000,000
12753636 MLS ⋅ NEW Status
Hillcrest Commons, located at 53rd Street and Grand Avenue, is available for sale. The property features 23,640 SF across two 11,820 SF multi-tenant buildings on 4.46 acres. This high-quality flex space includes both overhead and dock doors. Currently 0.635 occupied and priced at $84.60 PSF-well below replacement cost-it offers an excellent opportunity for a business owner to occupy part of the space while also gaining the benefits of a commercial investment property.

5217 & 5233 Grand Avenue, Davenport
$199,900
1 Baths ⋅ 12755945 MLS ⋅ NEW Status
Large studio, complete with your own private balcony on the 23rd floor in The New York building, a luxury high-rise bldg. Step out onto the balcony and enjoy Chicago/City skyline, Wrigley Field and west as far as the eye can see for those amazing sunsets. The kitchen features a sleek white subway backsplash, quartz countertops, modern white appliances, including a dishwasher & a large quartz breakfast bar. You have FOUR closets to choose from. Assessments include heat, AC, cable TV and internet. The New York Private Residences is a full-amenity building w/24-hr door staff, bike room, laundry room, sundeck, party room, dry cleaners, convenience store and it also connected to FFC gym. Lakefront living at its best and walkable to Wrigley Field, restaurants, grocery stores, Whole Foods and public transportation at your front door. Investor friendly building!

3660 N Lake Shore Drive Unit #2312, Chicago
$280,000
1 Beds ⋅ 1 Baths ⋅ 12744048 MLS ⋅ NEW Status
Updated and move-in ready! Enjoy stunning downtown, lake, and unobstructed city views from this high-floor unit. The open floor plan offers comfortable living and entertaining space, featuring a modern kitchen with ceiling-height cabinetry, quartz countertops, tile backsplash, French-door refrigerator, microwave, and engineered wide-plank wood flooring throughout. Expansive windows, window treatments, and a spacious bedroom with a full wall of closets and shelving complete the home. This full-amenity building offers on-site management and maintenance, 24-hour security, door staff, a fitness center, Olympic-size outdoor pool, expansive sundeck, picnic and grilling areas, community garden, remodeled party room, guest suites, dry cleaning services, laundry facilities, and an on-site grocery store with coffee shop. Ideally located near restaurants, shopping, the lakefront, golf, tennis, and public transportation, with excellent walkability. Rentals are permitted, though the building is currently at its rental cap.

4250 N Marine Drive Unit #2210, Chicago
$399,900
2 Beds ⋅ 2 Baths ⋅ 12755784 MLS ⋅ NEW Status
Welcome home to this incredibly charming 2-bedroom, 2-bathroom condo in the heart of Graceland West! Warm, inviting, and full of character, this home strikes the perfect balance between classic Chicago charm and everyday functionality. Beautiful hardwood floors run throughout the main living spaces, while exposed brick adds timeless character and makes the home feel truly special. The north-south exposure brings in wonderful natural light throughout the day, creating a cozy yet bright atmosphere. Additional storage is included, and easy street parking is a major bonus. Located on a tree-lined stretch of Cullom Avenue, you're tucked into the charm of Graceland West while still being just minutes from everything that makes this part of Lakeview so desirable. The CTA Brown Line at Montrose is just a few blocks away, making getting around the city a breeze. You're also close to Wrigleyville, Southport Corridor, Lincoln Square, and Andersonville, giving you the best of several vibrant neighborhoods right at your fingertips.

1515 W Cullom Avenue Unit #2, Chicago
$850,000
3 Beds ⋅ 3 Baths ⋅ 12754740 MLS ⋅ NEW Status
Located in sought-after Lincoln Park on picturesque Wrightwood Avenue, this expansive duplex condo has everything you need: 3 bedrooms, 3 full bathrooms, multiple living spaces, private outdoor space, and assigned parking. As you enter, you'll immediately notice the thoughtful layout that makes this home feel both spacious and polished. Natural light pours into the living room, which is centered by a beautiful fireplace and highlights a seamless flow between the living and dining areas. The living room doors lead out to a private outdoor space, ideal for al fresco dining or a breath of fresh air. The kitchen is the heart of this home, featuring Sub-Zero and Wolf range, ample cabinetry, and granite countertops, all overlooking the main living area. It's the perfect setting for hosting dinner parties or enjoying a quiet morning coffee. Toward the front of the main level, the primary suite serves as a peaceful retreat, featuring an oversized en-suite bathroom with a soaking tub and a double-sink vanity. Rounding out this level is an additional bedroom and full bathroom with handsome finishes. The lower level, with its extra-tall ceilings, offers incredible flexibility with an additional large family room. The level also has a gorgeous third bedroom, full bathroom, and dry bar perfect for coffee and tea, the layout provides plenty of room to welcome overnight guests. This home truly offers the best of both worlds: classic Lincoln Park charm paired with modern conveniences, including A/C (2024), in-unit laundry and abundant storage, including a separate storage room. The location is just as impressive. You'll enjoy some of Lincoln Park's favorite neighborhood spots just moments from your front door. Grab a coffee at Printer's Row Coffee, enjoy a meal at Galit, play with your pup at Jonquil Park, or spend an afternoon at one of the city's best gardens - North Pond. Commuting is simple with easy access to CTA stations and Lake Shore Drive. Come for the location. Stay for the space. Fall in love with the lifestyle.

859 W Wrightwood Avenue Unit #1, Chicago
$165,000
1 Baths ⋅ 12753656 MLS ⋅ NEW Status
FANTASTIC Opportunity in LAKEVIEW EAST! Don't miss this lakefront, LARGEST floor plan Studio, with LOVELY LAKE & CITYSCAPE VIEWS and plenty of room for living and dining! This freshly painted and fully renovated home is move-in ready! Designed to retain its mid-century modern character, this home was thoughtfullly curated and features warm hardwood parquet, tall wood toned cabintery, state of the art stainless appliances, generous counter space with breakfast bar, great closet space and large picture windows with lake and city views and fantastic natural light! The bathroom is large with a soaking tub, floor to ceiling tile and plenty of storage. All the major items are done incluing the risers! Low Taxes and Assessment includes all utilities except electricity. Storage Unit 338 is transferred with the sale. This is a FANTASTIC entry level price point and affords you the opportunity to stabilize your housing payment and live in one of the best locations in the city paying less than rent! With all of Chicago's world class amenities nearby, buy it for yourself, your college student or use it as your Pied-a-terre in the city! Close to downtown and Wrigley, the best of Lakeview is at your doorstep! Owner is allowed to rent the unit after 2 years of ownership. The building is well managed, full amenity complete with 24 hour door staff, on site maintenance and management, award winning patio with gas grills, rooftop deck, fitness rooms, convenience store and garage - ALL ON SITE! Building Information: Owner Occupancy 73% | Reserves $2,151,863 | Cats Permitted | Service or ESA Dogs Only | Move-In Fee $100. Located in desirable Lake View East, the stellar location is 10 minutes from downtown Chicago, steps to Chicago's famed lakefront, Wrigley, with the Express Bus to Downtown at the front door and Train close by - this property offers a convenient and easy lifestyle with the best of Lakeview shopping, dining and entertainment steps away. Don't miss it!

3600 N Lake Shore Drive Unit #2209, Chicago
$374,900
2 Beds ⋅ 1 Baths ⋅ 12755024 MLS ⋅ NEW Status ⋅ Roscoe Manor BLDG.
Welcome to 1249 W. Roscoe- located on a beautiful tree lined street just steps to Southport Corridor! This 2-bedroom home combines the perfect mix of vintage charm and modern updates, offering everything you need for comfortable city living. Inside, you'll find beautiful Brazilian cherry hardwood floors throughout, and exposed brick. The open-concept kitchen features a custom subway tile backsplash, granite countertops, and stainless steel appliances. The primary bedroom is spacious and easily fits a queen sized bed with lots of space for furnishings. The guest bedroom is full/queen sized or could make an excellent office! The bathroom includes a tub/shower combo. Enjoy in-unit washer/dryer, central heat & NEW AC, extra storage in basement 4'Hx3'Wx3'D. Easy street parking and bike storage add extra convenience. With an unbeatable location, in between the vibrant Southport Corridor and Wrigleyville, you'll be just steps away from the iconic Wrigley Field, Gallagher Way, and a wide variety of incredible restaurants, bars, coffee shops, bakeries, and more. With easy access to the brown line, you'll be just minutes away from downtown Chicago and all the best of what the city has to offer, making this condo the ideal home for anyone who loves the energy and convenience of city living. Don't miss your chance to own this fantastic condo in one of Chicago's most desirable neighborhoods!

1249 W Roscoe Street Unit #1, Chicago
$141,500
1 Beds ⋅ 1 Baths ⋅ 12754588 MLS ⋅ NEW Status
Discover your new home in this delightful 1-bedroom, 1-bathroom first-floor unit, where comfort meets convenience! This stylish residence features a private balcony, perfect for enjoying your morning coffee or relaxing in the evening. Inside, you'll find an in-unit washer/dryer for ultimate convenience, along with ample storage space provided by numerous large closets and additional storage room. The spacious kitchen boasts beautiful maple cabinets, while hardwood floors throughout add warmth and character to this inviting space. Located close to public transportation, near the Red Line train, shopping, and dining. With low taxes and low monthly HOA fees, this investment is a must-see! Don't miss your chance to own this condo -schedule a showing today!

7420 N Winchester Avenue Unit #1B, Chicago
$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
$345,000
2 Beds ⋅ 2 Baths ⋅ 12752134 MLS ⋅ NEW Status
Rarely available top-floor penthouse in West Rogers Park, where timeless character meets comfortable modern living. From the moment you enter, you're welcomed by a charming stone fireplace, floor-to-ceiling windows, and beautifully preserved original architectural details. Rich wood moldings, custom woodwork, hardwood floors, and cherry cabinetry create a warm and distinctive sense of character throughout the open-concept living space. The spacious kitchen features abundant cabinetry, granite countertops, stainless steel appliances, and a generous breakfast bar that opens to the main living area. The thoughtfully designed floor plan offers two bedrooms and two full baths, along with the convenience of in-unit laundry. The primary bedroom opens to a private deck, creating an ideal spot for morning coffee or evening relaxation surrounded by mature trees and neighborhood views. Additional highlights include garage parking and exterior storage, making city living that much easier. Set on a tree-lined residential street in West Rogers Park, the home offers a neighborhood feel with convenient access to local restaurants, cafes, shops, parks, and the diverse dining and shopping along Devon Avenue. Public transportation is readily accessible, with CTA bus service nearby and the Morse Red Line station providing convenient rail access to downtown and the North Side. A distinctive top-floor residence with original character, generous living space, private outdoor space, and the convenience today's buyers are looking for.

2049 W Morse Avenue Unit #4W, Chicago
$950,000
3 Beds ⋅ 2 Baths ⋅ 12755857 MLS ⋅ NEW Status
Rarely available Lakeview duplex penthouse with two private outdoor spaces including an incredible private rooftop deck with skyline and sunset views. This is anything but a cookie-cutter condo, with a distinctive, collected feel and a flexible floor plan that lives more like a home. The main level features hardwood floors throughout and a open floor plan with a gas fireplace and windows on multiple exposures. The renovated kitchen features abundant cabinetry, quartz countertops, island with seating and stainless steel appliances. The primary bedroom opens directly to a private deck, while a second bedroom and two full baths complete the main level. Upstairs, a dramatic family room offers incredible flexibility as a third bedroom, office, studio or additional entertaining space. Vaulted ceilings, hardwood floors and multiple skylights fill the room with natural light, while sliding doors provide direct access to the showpiece of the home: an enormous private rooftop deck with gas and water lines, multiple seating and dining areas, skyline views and incredible western sunsets. Additional highlights include newer HVAC, skylights, in-unit laundry, additional basement storage and one garage parking space. All of this in a prime Lakeview location convenient to the Southport Corridor, Wrigley Field, restaurants, shopping, parks and both the Belmont and Southport CTA stations. A truly unique penthouse with exceptional indoor/outdoor living in the heart of Lakeview.

3306 N Clifton Avenue Unit #3N, Chicago
Start Your Search



The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.