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South Side Townhomes for Sale

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South Side Townhomes for Sale

Welcome to the vibrant South Side of Chicago, a neighborhood that beautifully blends rich history with modern charm. Nestled in Cook County, this dynamic area is renowned for its cultural diversity, strong community spirit, and an array of amenities that make it a desirable place to call home.

The South Side is steeped in a legacy of creativity and resilience, having been the birthplace of many influential figures in music, art, and civil rights. Residents enjoy a tapestry of cultural experiences, from the soulful sounds of jazz and blues to the stunning murals that adorn the streets. With lush parks, historic landmarks, and a variety of local eateries, the South Side offers a lively atmosphere that captures the essence of Chicago living.

For those seeking a new home in this thriving community, the market for townhomes for sale is particularly appealing. These modern residences combine style and comfort, providing an ideal setting for families, young professionals, and anyone looking to embrace the South Side lifestyle. Townhomes here often feature spacious layouts, contemporary finishes, and outdoor spaces perfect for entertaining or enjoying a quiet evening.

With convenient access to public transportation, shopping districts, and some of the city’s best schools, the South Side is not just a place to live but a place to thrive. Whether you’re drawn to the rich cultural heritage or the promise of a bright future, the South Side is ready to welcome you home. Explore the townhomes for sale today and discover your perfect slice of Chicago!

Newest South Side Townhomes for Sale

2502 S Calumet Avenue, Chicago image
2502 S Calumet Avenue, Chicago $499,999

Sophisticated Corner Townhome with Private Rooftop Deck! Welcome to this beautifully updated 2-bedroom + den, 2-bath corner townhome offering over 2,080 square feet of st...

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  • 2 Beds
  • 2 Baths
  • 12707918 MLS
  • NEW Status
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9155 S Cottage Grove Avenue Unit #B, Chicago image
9155 S Cottage Grove Avenue Unit #B, Chicago $135,000

Beautifully maintained 2-bedroom, 1.5-bath townhouse plus full basement, offering over 1,100 sq. ft. of comfortable living space. The main level features a spacious livin...

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  • 2 Beds
  • 2 Baths
  • 12717797 MLS
  • NEW Status
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2819 S Michigan Avenue, Chicago image
2819 S Michigan Avenue, Chicago $425,000

None

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  • 4 Beds
  • 3 Baths
  • 12526499 MLS
  • ACTIVE Status
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8610 S Ingleside Avenue, Chicago image
8610 S Ingleside Avenue, Chicago $99,900

Great Investment or Homeownership Opportunity! All brick two-story townhouse featuring 3 bedrooms, 1.5 bathrooms, full basement, and large, fenced yard. Conveniently loca...

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  • 3 Beds
  • 2 Baths
  • 12710745 MLS
  • ACTIVE Status
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710 E 51St Street Unit #710, Chicago image
710 E 51St Street Unit #710, Chicago $400,000

Amazing end unit TOWNHOUSE minutes from the U of CHICAGO, The OBAMA center, and the LAKEFRONT. This home feels like a single family home, as there's a fenced yard, an att...

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  • 4 Beds
  • 3 Baths
  • 12701689 MLS
  • ACTIVE Status
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4719 S Ingleside Avenue, Chicago image
4719 S Ingleside Avenue, Chicago $949,000

Move-in ready new construction at The Kenwood Reserve, an exclusive collection of just three boutique luxury residences on a quiet, tree-lined cul-de-sac in historic Kenw...

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  • 4 Beds
  • 4 Baths
  • 12698231 MLS
  • ACTIVE Status
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7410 S Wentworth Avenue, Chicago image
7410 S Wentworth Avenue, Chicago $79,900

Come see this 2-story townhome with fenced backyard, central AC and W/D hook-up in basement. This townhome boasts 3 bedrooms (BRs on 2nd level) and 1.5 bathrooms, eat-in ...

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  • 3 Beds
  • 2 Baths
  • 12696637 MLS
  • ACTIVE Status
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5210 S King Drive Unit #C, Chicago image
5210 S King Drive Unit #C, Chicago $424,900

Welcome to 8 on The Park in Washington Park! This premier 4 bedroom 2.1 bathroom three-story townhome was rehabbed in 2020 and has LOTS of features and amenities. The mai...

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  • 4 Beds
  • 3 Baths
  • 12696080 MLS
  • ACTIVE Status
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4442 S Drexel Boulevard Unit #G, Chicago image
4442 S Drexel Boulevard Unit #G, Chicago $649,800

Beautiful Townhome located off picturesque Drexel Blvd, available for immediate occupancy. This sophisticated home, crafted in 2023, offers a modern and impeccable design...

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  • 4 Beds
  • 4 Baths
  • 12694375 MLS
  • ACTIVE Status
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7931 S Dobson Avenue Unit #A, Chicago image
7931 S Dobson Avenue Unit #A, Chicago $108,000

Don't miss this nice two (2) bedroom townhome in this spacious, quiet area of Chatham. Freshly painted, rehabbed bath room, and laminated floors. Priced just right, and ...

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  • 2 Beds
  • 1 Baths
  • 12679569 MLS
  • ACTIVE Status
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4753 S Woodlawn Avenue, Chicago image
4753 S Woodlawn Avenue, Chicago $425,000

For the first time in 47 years, a rare value-add opportunity in the heart of historic Kenwood Mansion District. This spacious 4-bedroom, 1.1-bath townhome offers three le...

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  • 4 Beds
  • 2 Baths
  • 12675404 MLS
  • ACTIVE Status
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827 E 48Th Street Unit #C, Chicago image
827 E 48Th Street Unit #C, Chicago $164,000 ▲

Attention Buyers! What a bargain. This home is located in the Kenwood Historic district, and the area is federally targeted for home ownership. Some features that impact ...

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  • 2 Beds
  • 1 Baths
  • 12670926 MLS
  • ACTIVE Status
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