Southport Corridor Real Estate

Welcome to the Southport Corridor, one of Chicago's most vibrant and sought-after neighborhoods located in Cook County, Illinois. Nestled in the heart of the city, this charming area offers a unique blend of urban excitement and suburban tranquility, making it an ideal place for families, young professionals, and everyone in between.

The Southport Corridor is renowned for its tree-lined streets, boutique shops, and an eclectic mix of dining options that cater to every palate. Whether you're in the mood for a cozy café, an upscale restaurant, or a casual eatery, you'll find it all within walking distance. The local farmers' market, held weekly during the summer months, is a must-visit for fresh produce and artisanal goods, fostering a strong sense of community among residents.

For those who appreciate the arts, the Southport Corridor is home to a variety of theaters and galleries, showcasing local talent and providing entertainment options year-round. The area also boasts excellent schools and parks, making it a family-friendly neighborhood that prioritizes education and outdoor activities.

With its convenient access to public transportation, commuting to downtown Chicago or exploring nearby neighborhoods is a breeze. The Southport Corridor is not just a place to live; it's a lifestyle filled with cultural experiences, community engagement, and a welcoming atmosphere.

Discover the charm of the Southport Corridor and find your dream home in this delightful Chicago neighborhood. Experience the perfect blend of urban living and community spirit, where every day feels like a new adventure!

Newest Listings in Southport Corridor

$1,450,000

3 Beds ⋅ 4 Baths ⋅ 12772580 MLS ⋅ NEW Status

Chicago

$549,900

2 Beds ⋅ 2 Baths ⋅ 12771868 MLS ⋅ NEW Status

Perfectly positioned in the heart of Lakeview and nestled between the Southport Corridor and Roscoe Village, this extra-wide 2-bedroom, 2-bath condo offers generous living spaces and an unbeatable location near some of the neighborhood's best shopping, dining, and everyday conveniences. Situated on a 30-foot-wide lot, the home features hardwood floors throughout and a beautifully remodeled kitchen with 42-inch cabinetry, quartz countertops, stainless steel appliances, and plenty of space for cooking and entertaining. The spacious living room is anchored by a cozy fireplace, creating a warm and inviting space to relax or gather. The oversized primary suite features a sunny private deck, large walk-in closet, and en-suite bath with a jetted tub, separate glass-enclosed shower, and brand-new dual vanities. Additional highlights include side-by-side washer and dryer, updated in 2025, and one garage parking space. Located within the highly rated Hamilton Elementary School district and just two blocks from Whole Foods and the Southport CTA station, this home offers exceptional space and convenience with the Southport Corridor, Roscoe Village, and the best of Lakeview right outside your door.

3417 N Bosworth Street Unit #2, Chicago

$499,000

3 Beds ⋅ 2 Baths ⋅ 12771109 MLS ⋅ NEW Status

Welcome to this spacious 3-bedroom, 2-bathroom condo situated in Lake View, just a short distance to the popular Southport Corridor and within the top-rated Blaine School District! Set within a handsome brick building, this home boasts an expansive open-concept living and dining area featuring updated flooring, recessed lighting, and the first of two cozy tile-surround fireplaces. French doors lead directly out to one of two outdoor patio spaces, making indoor/outdoor entertaining seamless. The well-appointed kitchen overlooks the dining area with a convenient raised breakfast bar, crisp white cabinetry, granite counter space, and stainless steel appliances including a gas range, side-by-side refrigerator, dishwasher, and built-in microwave. All three bedrooms are generously sized, offering incredible flexibility for guest rooms or a dedicated home office. The primary suite is a comfortable retreat, complete with its own fireplace, French door access to the second outdoor patio, a walk-in closet, and an ensuite bath featuring a dual-sink vanity, deep soaking tub, and separate tiled walk-in shower. Additional home highlights include convenient in-unit laundry, great closet storage, and exterior outdoor parking for one vehicle. Conveniently located near several grocery stores, world-class dining, boutique shopping, CTA Brown Line access, and everything Lake View has to offer!

3835 N Ashland Avenue Unit #1G, Chicago

$877,500

3 Beds ⋅ 3 Baths ⋅ 12770204 MLS ⋅ ACTIVE Status

OVERSIZED 3 bedrooms, 3 baths duplex down with two large private outdoor spaces (over 500 sq ft deck and balcony) in the Southport corridor. Renovated, spacious open floor plan. The kitchen boasts granite countertops and backsplash, 42'' tall cabinets, stainless steel appliances and a long breakfast bay. Western exposure allows for enviable natural light in both the dining and living room. No shortage of storage throughout the entire unit with an abundance of closet space. Crown molding, elegant fireplace and Brazilian cherry hardwood floors complete this inviting abode. The main floor hosts 2 bedroom, including a large primary bedroom with a spa-like ensuite bathroom with dual sink vanity, heated floors and separate shower and soaking tub. The lower level has tall ceilings, a very large family/rec room and the 3rd bedroom. Enjoy al fresco dining on either of the two private outdoor spaces, a balcony or a large roof top deck complete with an inviting pergola. This well built, low assessment building is perfectly located, within walking distance to restaurants, shops, parks and public transportation.

3713 N Ashland Avenue Unit #1N, Chicago

$799,000

3 Beds ⋅ 2 Baths ⋅ 12769933 MLS ⋅ ACTIVE Status

Discover this spacious condo located at 1500 W School St Apt 2, Chicago, IL 60657, offering a generous 1,570 square feet of living space. This inviting home features three bedrooms and two full bathrooms, providing ample space for comfortable living. The condo is designed to maximize both style and functionality, offering a layout that accommodates a variety of living arrangements. The property's location in the vibrant city of Chicago provides access to numerous amenities and conveniences. With its well-designed interiors, this condo accords a welcoming atmosphere for anyone seeking a home in the area. Enjoy the benefits of city living while having a serene retreat to call home.

1500 W School Street Unit #2, Chicago

3921 N Greenview Avenue Unit #1, Chicago

$1,450,000

5 Beds ⋅ 3 Baths ⋅ 12767401 MLS ⋅ ACTIVE Status

Nestled on a one-way street in the Southport Corridor, this 5-bedroom, 3-bathroom duplex down offers the space and functionality of a single-family home on an oversized 27' x 183' lot. The main level features separate living and dining areas anchored by a fireplace, flowing into a stunning remodeled chef's kitchen with white quartz countertops, Wolf oven, Sub-Zero refrigerator, and updated lighting. Three bedrooms are located on this level, including the primary suite with a walk-in closet, private rear balcony, and remodeled bath featuring marble tile, heated floors, dual vanity, soaking tub, and separate steam shower. All three bathrooms have been remodeled or updated. The lower level includes 10-foot ceilings, radiant heated floors, a family room with a second fireplace, wet bar, and built-in office area, along with two additional oversized bedrooms and a full bath. A laundry room with side-by-side washer and dryer, utility sink, and storage, plus a mudroom with direct access to the garage, provide everyday convenience. Outdoor spaces include a professionally landscaped private backyard with irrigation and a private garage rooftop deck with Ipe decking, pergola, and electric service. Additional features include all-brick masonry, custom millwork, two furnaces, garage parking plus exterior tandem parking, and an extra-large private storage unit in the basement. Located within the Blaine Elementary School boundaries and steps to Southport's restaurants, shops, parks, and neighborhood amenities, this home offers flexible living space in West Lakeview. A rare opportunity to enjoy the space of a single-family home with the convenience of condo living in the heart of the Southport Corridor.

3921 N Greenview Avenue Unit #1, Chicago

$6,200,000

5 Beds ⋅ 8 Baths ⋅ 12763305 MLS ⋅ ACTIVE Status

Award-Winning builder presents "La Maison," a new-construction single-family home opportunity unlike anything else in the area, set on an exceptionally rare 43-foot-wide lot and offering an impressive approximately 35-foot-wide interior. Spanning approximately 8,000 square feet across four levels, this remarkable residence features 7 bedrooms, 6 full baths, and 2 half baths, with extraordinary scale and functionality throughout. Thoughtfully designed for both everyday living and elevated entertaining, the home features an elevator servicing all levels, an attached breezeway with mudroom, and a smart, highly functional floor plan with extensive storage throughout. The chef's kitchen serves as the heart of the home, complete with a breakfast nook, oversized island with bar seating, butler's pantry, and top-of-the-line Sub-Zero, Wolf, and Miele appliances, flowing seamlessly into a spacious family room anchored by a custom-built media and fireplace feature wall that creates a striking focal point. A steel deck directly off the family room extends the living space outdoors for effortless entertaining. The luxurious primary suite includes a private sitting/TV lounge and a spa-inspired bath with dual vanities, soaking tub, steam shower, and smart commode. The top level offers a guest bedroom and recreation room with access to a partially covered rooftop patio ideal for relaxing or hosting. The expansive lower level is designed for lifestyle living, featuring a large recreation room with wet bar and wine room, along with a dedicated wellness room complete with sauna. Additional highlights include custom closets throughout, smart-home wiring, a garage rooftop deck with custom pergola, and a generous backyard. With its expansive floor plan, thoughtful design, and exceptional level of craftsmanship, La Maison presents a truly distinctive new-construction opportunity.

3630 N Janssen Street, Chicago

$5,600,000

7 Beds ⋅ 9 Baths ⋅ 12755007 MLS ⋅ ACTIVE Status

Located on one of the most sought-after blocks in Southport Corridor and ideally situated on an extra-wide 37.5 foot lot, this architecturally significant, design inspired home has been thoroughly planned to provide a thoughtful layout and awe-inspiring features to enhance day-to-day life. With just over 7100ft of living space, the expansive floor plan provides 7 bedrooms, 7 full baths and 2 half baths. Throughout the home, you'll notice towering ceiling heights, oversized windows and rooms on a grand scale. The layout provides dedicated office space, a wellness center with a sauna and cold plunge, temperature controlled wine storage and an extra living room with a beautiful veranda that provides skyline views. Multiple private outdoor areas, ideal for entertaining. Directly off the great room you'll find a professional grade outdoor kitchen and fireplace with direct access to the oversized porcelain paved garage roof deck. The three car attached garage leads to a radiant heated breezeway with a custom built mudroom to catch all of you miscellaneous items. The professionally designed kitchen is the centerpiece of the home and anchors the great room. The oversized island is enveloped in beautiful, soft close cabinetry, exceptional natural stone and oversized, professional grade, subzero, and Wolf appliances. Designer finishes include custom millwork, white oak cabinetry, organized closets, beautiful natural stone, custom tile work and hardwired infrastructure for an AV system. Centrally located you are just minutes from top ranked Hamilton Elementary and everything Southport Corridor has to offer. The area is home to award-winning restaurants, shopping and entertainment. You'll be close, but not too close to Wrigley Field, steps to public transportation, and just a short distance to Lake Michigan. Upgrade available for optional elevator service to all levels. * Renderings and plans are intended to convey design vision and are for marketing purposes only. Final layouts, materials, and finishes may vary at the Seller's discretion. Buyer(s) and their representation should confirm all specifications and selections prior to purchase. Owner is licenced IL real estate agent. List agent is part of the development team.

3446 N Bosworth Avenue, Chicago

$1,835,000

6 Beds ⋅ 5 Baths ⋅ 12711301 MLS ⋅ ACTIVE Status

A+ location in the heart of Lakeview's coveted Southport Corridor! Situated within sought-after Hamilton Elementary school, this home is on an oversized 30-foot wide lot, creating an open, spacious layout. Paired with exceptional natural light from its floor to ceiling windows, soaring 12-foot ceilings and beautiful open-concept kitchen, living and dining, this home is ideal for entertaining and family gatherings. The gorgeous new kitchen was fully renovated in August 2025 and features custom cabinetry, a quartz island and countertops, marble herringbone backsplash, new KitchenAid appliances, and newly refinished hardwood floors throughout the entire main level. The home offers 6 bedrooms plus an office/den, 4.5 bathrooms, and flexible living spaces throughout. The second level includes 4 bedrooms, 3 full bathrooms (including 2 en-suites), and a conveniently located laundry room. The expansive lower level features a large recreation room, 2 additional bedrooms, a bonus room perfect for that 7th bedroom, office, or second laundry room (gas rough-in already in place), plus another spacious full bathroom. Enjoy exceptional indoor-outdoor living with a private patio, fire pit area, and garage party door. Additional parking spaces behind the garage offer potential income opportunities during events at nearby Wrigley Field. Just steps from Southport Corridor shopping, dining, and the Brown Line, and a short walk to Wrigley Field, this home combines generous living space, modern updates, and an unbeatable location. A rare opportunity in one of Chicago's most desirable neighborhoods.

1310 W Roscoe Street, Chicago

3615 N Ashland Avenue Unit #C1N, Chicago

$308,000

12684942 MLS ⋅ ACTIVE Status

Professionally designed street level office space. This is a fantastic opportunity to purchase a MOVE-IN-READY medical spa or to reimagine the space for your venture - Medical/Dental Practice, Health/Fitness, Service/Misc. The space includes a beautiful reception and client waiting area, 4 private exam rooms (2 with sinks), a semi private business office, bathroom, kitchenette, and a utility/storage area with washer and dryer. This commercial condo has great ground floor visibility on a busy street in the Lakeview neighborhood.

3615 N Ashland Avenue Unit #C1N, Chicago

$308,000

12633290 MLS ⋅ ACTIVE Status

3615 N Ashland Avenue Unit #C1N, Chicago

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