Southport Corridor Real Estate

Welcome to the Southport Corridor, a vibrant gem nestled in the heart of Chicago’s Lakeview neighborhood! Known for its charming tree-lined streets and a delightful blend of modern living and historic architecture, Southport Corridor is a thriving community that captures the essence of urban life while offering a warm, neighborhood feel.

As you stroll along Southport Avenue, you’ll discover an eclectic mix of boutique shops, trendy cafes, and award-winning restaurants that cater to every palate. Whether you're in the mood for a cozy brunch spot, a chic wine bar, or a gourmet burger joint, you'll find it all right here. The area is also home to a variety of local businesses, making it a hub for unique finds and personalized services.

Families will appreciate the excellent schools and parks in the vicinity, providing ample opportunities for outdoor activities and community events. The nearby Wrigley Field adds an iconic touch to the neighborhood, making it an exciting spot for sports enthusiasts and concert-goers alike.

Southport Corridor boasts a diverse housing market, with options ranging from classic brownstones to modern condos, appealing to a wide array of buyers. The community's welcoming atmosphere and strong sense of camaraderie make it an ideal place to call home.

With its perfect blend of convenience, culture, and charm, Southport Corridor is not just a neighborhood; it’s a lifestyle. Come experience the allure of this dynamic community and discover why so many are proud to call it home!

Newest Listings in Southport Corridor

$1,175,000

3 Beds ⋅ 3 Baths ⋅ 12714420 MLS ⋅ ACTIVE Status

This beautifully updated, affordable, move-in ready single family in coveted Blaine is a rare find! Situated ideally on the corner of quiet one-way streets Bosworth and Grace, this charming home is just a block from the elementary school and steps from all the amazing restaurants and shops along Southport. Enjoy a terrific floor plan with three bedrooms and two full bathrooms up, and an open and flexible main level with a powder room. Rich real hardwood floors throughout, along with brand higher-end carpet/runners on the stairs and in one bedroom upstairs. The bright chef's kitchen is thoughtfully renovated with quartz counters, farmhouse sink, custom-made Amish cabinetry, creative terracotta tile work and stainless steel appliances with beverage fridge. The dining room/area easily allows for a full-size dining table. Just off the kitchen is a huge (200+ sf or so) freshly-stained deck, ideal for entertaining, grilling and relaxing, along with a tranquil private yard that works well for small garden or meditation space. The lower level is with light and features new luxury vinyl flooring, terrific flexible space for recreation, and an additional bedroom/office/den. The utility room houses the side-by-side washer/dryer, along with the boiler and water heater. An ideal combination of radiant heat and newer central AC! The garden in front is freshly mulched; the parkways on Grace and Bosworth have been mulched and cleared and are ready for your ideas, with custom cedar fencing already in place. A curb cut allows for parking, and a garage or carport build may be possible. Don't sleep on this rare opportunity to get a terrific single family home in Blaine at a townhome price!

3757 N Bosworth Avenue, Chicago

$775,000

3 Beds ⋅ 3 Baths ⋅ 12712954 MLS ⋅ ACTIVE Status

Perfectly situated in Chicago's vibrant Southport Corridor, this sophisticated 3-bedroom, 2.5-bath residence is tucked away on the quiet side of the building opposite of Irving Park Rd offering an uncommon blend of privacy, tranquility, and walkable city living. This exceptionally spacious residence spans the entire south side of the building. Enjoy abundant natural light from desirable south, east, and west exposures, enhanced by expansive windows and two sliding glass doors leading to a private terrace measuring approximately 23' x 7'6".This impressive home features soaring 9.5-foot ceilings, a welcoming foyer with a large closet and convenient powder room. The open-concept kitchen is designed for both everyday living and entertaining, featuring ample cabinetry, generous counter space, a large island, and an adjacent dining area that flows seamlessly into the expansive living space where you'll find a beautiful gas start fire place that serves as the focal point . Additional highlights include hardwood floors throughout the main living area, a walk-in laundry room with a washer and dryer and HVAC/AC system. The spacious primary suite features walk-in closets and a luxurious bath with a separate shower and soaking tub. Offering the comfort and scale of a single-family home, this residence includes an elevator and indoor heated garage parking in the purchase price. Ideally located near public transportation, within the Blaine School District, and just moments from the shops, dining, and entertainment of the Southport Corridor. A rare opportunity to own an expansive and beautifully appointed home in one of the city's most sought-after neighborhoods.

1453 W Irving Park Road Unit #305, Chicago

$1,885,000

6 Beds ⋅ 5 Baths ⋅ 12711301 MLS ⋅ ACTIVE Status

Welcome to 1310 W. Roscoe Street, a move-in-ready single-family home in the heart of Lakeview's coveted Southport Corridor and within sought-after Hamilton Elementary boundaries. Situated on an oversized 30-foot-wide lot, this spacious home offers exceptional natural light, soaring 12-foot ceilings, and an ideal open-concept layout. The stunning kitchen was fully renovated in August 2025 and features custom cabinetry, a quartz island, marble herringbone backsplash, new KitchenAid appliances, and newly refinished hardwood floors. The home offers 6 bedrooms plus an office/den, 4.5 bathrooms, and flexible living space 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 ideal for a 7th bedroom, office, or second laundry room (gas rough-in already in place), and another 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

$389,000

2 Beds ⋅ 1 Baths ⋅ 12692363 MLS ⋅ ACTIVE 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

$679,999

2 Beds ⋅ 3 Baths ⋅ 12702437 MLS ⋅ ACTIVE Status

Highly sought after southport Corridor location! Bright, extra wide, south facing duplex up with 2 bedrooms, 2.5 baths, and a private two car garage that lives like a single family home. Located on the second and third floors, this spacious home features soaring 11-foot ceilings, a 23' front Trex balcony perfect for grilling, and generously sized bedrooms. The primary suite offers a walk in closet and a beautifully updated ensuite bath with a whirlpool tub/shower and dual vanity. Entire home updated in 2020 to include new paint, new carpet, new gas fireplace with surrounding tile, new toilet vanities, mirrors and light fixtures, all new Bosch stainless steel appliances in Kitchen, an LG front-load washer and dryer, and Nest thermostat. This home is just 2 blocks to Whole Foods, 4 blocks to the Southport brown line, and Belmont red/purple line. Just steps away from the best restaurants southport has to offer! Quarterly assessments are $778.31 (approximately $259/month). No special assessments.

1350 W Belmont Avenue Unit #A, Chicago

$600,000

2 Beds ⋅ 2 Baths ⋅ 12704588 MLS ⋅ ACTIVE Status

3759 N Ashland Avenue Unit #2, Chicago

$2,949,999

6 Beds ⋅ 7 Baths ⋅ 12693520 MLS ⋅ ACTIVE Status

3711 N Magnolia Avenue, Chicago

$338,000

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

$649,000

2 Beds ⋅ 3 Baths ⋅ 12685068 MLS ⋅ ACTIVE Status

Welcome to this sun-drenched, south-facing brick townhome nestled in the heart of the Southport Corridor. Offering 2 bedrooms, 2.5 bathrooms, a thoughtfully designed multi-level layout, and a private rooftop deck with stunning city and neighborhood views, this home truly has it all. The main level sets the tone with hardwood floors, a generous living room anchored by a fireplace with a classic wood mantle, and floor-to-ceiling Juliet balconies that flood the space with natural light. The eat-in kitchen is a showstopper featuring quartz countertops, a large center island, custom cabinetry & backsplash, stainless steel appliances, and a charming farmhouse sink (perfect for both everyday cooking and entertaining ). A convenient half bath is located on the first floor level, along with access to the attached one-car garage. A stunning primary suite awaits on the third level, complete with a spa-inspired ensuite featuring a freestanding soaking tub and a separate shower. In-unit laundry is also ideally located on this level. The upper level offers flex space (could be used as an office or sitting area) and includes the second bedroom and a full bathroom, with spiral staircase access to the oversized private rooftop deck. Whether you're grilling, entertaining, or simply soaking in the skyline, this outdoor space is truly one of a kind. Located in the Blaine Elementary School district and just steps from the best of Southport Corridor and Wrigleyville, Music Box Theatre, restaurants, grocery stores, and both the Brown and Red Line trains. This meticulously maintained home is move-in ready and not to be missed!

1350 W Byron Street Unit #7, Chicago

$1,299,000

8 Beds ⋅ 3 Baths ⋅ 12666976 MLS ⋅ ACTIVE Status

Exceptional opportunity to own a classic Chicago Greystone in one of Lakeview's most sought-after locations. Situated just steps from Wrigley Field, the Southport Corridor, CTA transit, shopping, dining, and entertainment. This well-maintained investment property offers the perfect blend of historic charm, stable income, and long-term upside. The building consists of two spacious 3-bed / 1-bath apartments plus a non-conforming 2-bed garden unit. All the units showcase features that tenants love, including hardwood floors, good room sizes, separate living & dining rooms, Washer & Dryer in each unit. Additional features include gas-forced heat and central A/C, rear porches, and 3 tandem parking spaces accommodating up to six vehicles. Investors will appreciate the opportunity to increase rents through strategic updates, while owner-occupants may explore future renovation, duplexing, or conversion possibilities. Whether you're seeking a turnkey investment, a value-add opportunity, or a chance to own a piece of classic Chicago architecture, this Lakeview Greystone delivers location, character, and exceptional potential in one of the city's most enduring neighborhoods.

1513 W Addison Street, Chicago

$318,000

12633290 MLS ⋅ ACTIVE Status

3615 N Ashland Avenue Unit #C1N, Chicago

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