Southwest Side Homes with Townhouse-2 Story Style

Welcome to the Southwest Side of Chicago, a vibrant neighborhood that beautifully blends urban convenience with a strong sense of community. Nestled within Cook County, this area is known for its rich history, diverse culture, and welcoming atmosphere, making it an ideal place to call home.

The Southwest Side boasts a variety of housing options, but perhaps the most charming are the stunning 2-story townhouses that dot the landscape. These homes are designed with both style and functionality in mind, offering spacious layouts that cater to modern living. With their inviting facades and well-thought-out interiors, these townhouses provide the perfect backdrop for family gatherings or quiet evenings at home.

Living in a 2-story townhouse in the Southwest Side means enjoying the best of both worlds. The lower level typically features an open-concept living space, perfect for entertaining or relaxing after a long day. The upper level often houses cozy bedrooms, providing a peaceful retreat for rest and rejuvenation. Many of these homes also come with private outdoor spaces, ideal for summer barbecues or morning coffee amidst the lush greenery.

The neighborhood is rich in amenities, with parks, schools, and shopping districts just a stone’s throw away. Residents appreciate the community spirit that thrives here, with local events and gatherings fostering connections among neighbors. If you're looking for a place that offers both charm and convenience, the Southwest Side of Chicago, with its delightful 2-story townhouses, is waiting to welcome you home.

Newest Southwest Side Homes with Townhouse-2 Story Style

$299,000

2 Beds ⋅ 3 Baths ⋅ 12769962 MLS ⋅ ACTIVE Status

Welcome to this solid and spacious 2-story townhome offering a versatile layout, generous living space, and a fully finished basement with a separate entrance-ideal for a variety of living arrangements. This property is a rare find with NO association fees and low taxes! Main Level: Step into a bright, open living space featuring rich hardwood floors throughout. The chef-inspired kitchen boasts raised, wrap-around granite eat-in countertops-perfect for entertaining. Off the living room, you'll find a dedicated home office with a half bath, overlooking an enclosed porch and private backyard. The office can easily be converted into a 3rd bedroom! Upper Level: Features 2 spacious bedrooms with ample closet space, hardwood flooring, and a full, beautifully appointed bathroom. Lower Level In-Law Suite: A fully finished basement set up as a private studio apartment with a separate entrance, dazzling Black Galaxy and White Granite tile flooring. Detached Garage & Workshop Potential: Extended 1-car detached garage equipped with 240V electric-ideal for electric vehicle charging or a workshop setup. Major Recent Upgrades Brand New Roof 2026 Soundproof Windows & Doors installed throughout 2016 Full Basement Renovation 2016 This turnkey home is a fantastic find whether you are buying your very first property, looking for more space for your growing family, or expanding your investment portfolio. Located in a highly sought-after Southwest Side neighborhood, it is completely ready for you to move right in. Book a private tour today to experience it in person!

6319 S Long Avenue, Chicago

$239,900

2 Beds ⋅ 1 Baths ⋅ 12784475 MLS ⋅ ACTIVE Status

Unreal townhome in Clearing - a fully rehabbed brick row home that's ready the day you close. Refinished hardwood floors run through the main and upper levels, where the living and dining area opens to a bright galley kitchen with white shaker cabinetry, quartz countertops, stainless steel appliances and a gas range. Two bedrooms and a full bath finished in marble-look tile, with a generous walk-in shower and hex mosaic floor. Downstairs, a finished lower level in luxury vinyl plank adds real living space - rec room, home office, or guest quarters - alongside a separate utility and storage area. Central air and gas forced-air heat. Out back, a private wood deck steps down to a fenced yard and a detached one-car garage off the alley. Grimes Elementary and Kennedy High School. Minutes from Midway, the 63rd Street corridor, and I-55/I-294 access. Turnkey, top to bottom - nothing left to do but move in.

6361 S Long Avenue, Chicago

$360,000

3 Beds ⋅ 2 Baths ⋅ 12766457 MLS ⋅ ACTIVE Status

Bridgeport townhouse middle unit with 3 bedrooms and 1 and half baths with full finished basement and outdoor assigned parking. No Assessment fee. Near 62 bus route.

3200 S Throop Street Unit #B, Chicago

$270,000

3 Beds ⋅ 2 Baths ⋅ 12764155 MLS ⋅ ACTIVE Status

Move right into this well-maintained brick duplex/single-family home in the desirable West Lawn/ Clearing neighborhood an incredible opportunity to own for less than renting, with no assessments! The main level features a spacious living room that flows seamlessly into the formal dining area, creating the perfect layout for everyday living and entertaining. Upstairs, you'll find three bedrooms and a full bathroom. The full finished basement offers additional living space with a comfortable family room, a second full bathroom, a large laundry area complete with a washer and dryer, ample storage, and exterior access. Enjoy a nicely sized backyard along with a finished concrete pad for parking. Low property taxes make this home an affordable and smart investment. Ideally located with easy access to Midway Airport, the Orange Line, Archer Avenue, and I-55, making commuting and travel a breeze.

5242 W 63Rd Place, Chicago

$515,000

4 Beds ⋅ 3 Baths ⋅ 12674875 MLS ⋅ ACTIVE Status

Rarely available and truly one-of-a-kind in the heart of Chinatown! Built in 1995, this newer-construction all-brick townhome is a rare find in a neighborhood known for its older housing stock. With no HOA, only one shared wall, and multiple private outdoor spaces, it lives much like a single-family home. The bright and airy interior features dramatic 19-foot ceilings, oversized windows, marble flooring throughout the main living levels, and hardwood flooring throughout the upper levels. The thoughtfully designed layout offers 4 bedrooms and 3 full bathrooms, including two private en-suite primary bedrooms on separate levels, providing exceptional flexibility for multigenerational living, extended family, or guests. The finished English basement was beautifully renovated in 2024. Major updates provide exceptional peace of mind, including new roof (2025), new A/C (2025), new furnace (2023), and renovated basement (2024). Enjoy an unmatched combination of outdoor spaces rarely found in Chinatown: a private second-floor garden terrace, a third-floor balcony overlooking the neighborhood park, and a private rear yard perfect for gardening, entertaining, or relaxing. One of the few newer all-brick townhomes in Chinatown offering no HOA, two en-suite primary bedrooms, abundant natural light, multiple outdoor living areas, and a floor plan that truly feels like a single-family home.

2805 S Stewart Avenue, Chicago

$310,000

3 Beds ⋅ 2 Baths ⋅ 12720648 MLS ⋅ ACTIVE Status

Turnkey End ready! Welcome home to 5215 W 63rd Pl a beautifully refreshed 3-bedroom, 2 bathroom end-unit townhome that blends space, major functional updates, and prime West Lawn/Clearing location benefits. The main level offers an effortless layout designed for modern living and entertaining. A bright, sun-filled living room opens seamlessly into the dining area, anchored by a modern kitchen featuring rich cabinetry, sleek countertops, stainless steel appliances, and custom matching built-ins that elevate the dining space. Upstairs, you'll find three generous bedrooms and a full bath, with abundant closet space throughout the bedrooms and main hallway to keep everything organized. The fully finished basement adds versatile living space complete with a cozy family room, second full bathroom, dedicated laundry room, and extra storage options. Outside, step into your large, fully fenced yard ideal for pets, outdoor dining, and relaxing leading to an oversized garage. Best of all, your backyard literally opens up to Lawler Park!

5215 W 63Rd Place, Chicago

$369,900

3 Beds ⋅ 3 Baths ⋅ 12688436 MLS ⋅ ACTIVE Status

Beautifully up-kept townhouse in the Chicago land area. Home offers natural light throughout. Incredibly high 13ft ceilings give the home a very open feel. This house offers 3 bed and 2.1 baths so tons of space for a large family to indulge in. You can find granite countertops, vaulted ceilings, a fireplace, Jacuzzi, and much more in your next home. Washer and dryer in unit can be found on the 3rd floor conveniently placed next to all the bedrooms. Finished basement with plenty of space for activities and/or parties. Plenty of storage space throughout the house with many closets to store your items. Bedrooms have walk-in closets for easy organization. This home is close to Midway airport, train stations, and both major expressways. Turn key ready all you need to do is move in! Do not miss this opportunity.

6816 W 65Th Street Unit #5, Chicago

$729,000

3 Beds ⋅ 4 Baths ⋅ 12603933 MLS ⋅ ACTIVE Status

NEW CONSTRUCTION AAA RESIDENCES TOWNHOUSE!! This fantastic home has bright and open design styles with 3 beds 3.5 baths, and 2000 SF with masonry brick construction. Fully equipped with high-end cabinets, stainless steel appliances, granite top, and red oak hardwood floors throughout main and second floors. A fully finished basement offers additional space for entertaining or office, etc. High-efficiency HVAC, 2-Car garage. Outdoor deeded parking spaces can be purchased for $25000 each. Tile and cabinets from builder selection. Two layout options available for the kitchen and living room.

2631 S Throop Street Unit #E, Chicago

$739,000

3 Beds ⋅ 4 Baths ⋅ 12603649 MLS ⋅ ACTIVE Status

2631 S Throop Street Unit #A, Chicago

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Southwest Side Homes with Townhouse-2 Story Style

Newest Southwest Side Homes with Townhouse-2 Story Style

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How much is your home worth?