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

$850,000

3 Beds ⋅ 2 Baths ⋅ 12728938 MLS ⋅ NEW Status

Sun-drenched and immaculately finished, this exceptional 3-bedroom, 2-bathroom penthouse delivers incredible living indoors and out, complete with a private rooftop retreat. Like-new construction and an expansive, thoughtfully designed floor plan create a home that feels both sophisticated and wonderfully livable. Oversized windows fill the living room with natural light, while ample space for a true dining area creates an effortless transition into the spectacular eat-in kitchen. The kitchen features a grand quartz island with generous seating, striking custom cabinetry offering exceptional storage, high-end appliances and an abundance of prep and entertaining space. An interior staircase leads directly upstairs to your private rooftop oasis. Thoughtfully designed as a true extension of the home, this incredible outdoor retreat features Trex decking, a pergola, sweeping city views and generous space to create distinct areas for dining, lounging and play. An interior bar complete with a built-in beverage fridge and additional storage makes entertaining and daily life on the roof effortless. The serene primary suite offers a generous walk-in closet and spa-like ensuite bath with dual vanities, a separate shower, soaking tub and heated floors. Two additional bedrooms offer excellent flexibility for guests and/or a home office, with a beautifully appointed second full bath. Attached garage parking is included! Set within the highly sought-after Blaine Elementary School District, this home enjoys an incredible Lakeview location just moments from the Southport Corridor, beloved neighborhood restaurants and cafes, boutique shopping, parks and the Irving Park Brown Line. A truly special penthouse offering exceptional scale and sophisticated finishes in an unbeatable location.

1511 W Irving Park Road Unit #4E, Chicago

$1,400,000

6 Beds ⋅ 3 Baths ⋅ 12731167 MLS ⋅ NEW Status

Stunning and well-maintained two-flat in the heart of the Southport Corridor/ Blaine School. The owner's duplex-up spans the second and third floors with four bedrooms, two updated baths, and two bedrooms on each level. The bright main floor features a generous living room with high ceilings and a sunny kitchen with an island, gas cooking, and newer appliances. Two private decks and exclusive use of the beautifully landscaped backyard with paver patio provide exceptional outdoor space. The first-floor two-bedroom, one-bath apartment offers central heat and air, a private rear deck, basement storage, and free laundry. Two-car garage. Set on a tree-lined, community-focused block just steps from Southport Avenue, the Brown Line, shops, restaurants, Blaine, and an easy walk to Wrigley Field.

3719 N Janssen Avenue, Chicago

$525,000

3 Beds ⋅ 2 Baths ⋅ 12730466 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

$1,500,000

10 Beds ⋅ 5 Baths ⋅ 12728198 MLS ⋅ ACTIVE Status

Situated on a premier, tree-lined street in the highly coveted Blaine School District. Exceptionally rare Lakeview multi-family investment asset presenting an unrivaled turn-key opportunity for either a yield-focused portfolio investor or a live-in owner looking to substantially subsidize their mortgage. Brick 2 flat with a non-conforming basement apartment and a 2-unit coach house in the rear. All kitchens and baths have been updated. All separate gas forced air furnaces. Currently generating $125,580. gross income. With expenses at $38607. that's a net cash flow of $86973. or about a 5.7% cap rate. Rents as follows: Front building 1st floor $1910 6/27, 2nd floor $3000 Vac. Garden $1450. 6/27, Coach house 1st $1705. 6/27, Coach house 2 3 BR 2 bath $2850. 7/27. Multi million dollar homes up and down the block in this highly sought after location.

3709 N Bosworth Avenue, 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

$600,000

2 Beds ⋅ 2 Baths ⋅ 12704588 MLS ⋅ ACTIVE Status

3759 N Ashland Avenue Unit #2, 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

$629,900

2 Beds ⋅ 3 Baths ⋅ 12685068 MLS ⋅ PRICE CHANGE 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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