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South Shore Homes for Sale

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  • /11

    $72,000

    • 1 Bed
    • 1 Bath

    7337 S South Shore Dr Unit 1024, Chicago, IL 60649

    Welcome to this stunning condo, perfectly located right off the lake in one of Chicago's fastest-growing markets! This well-managed and exceptionally clean building offers top-tier amenities, including a dry cleaner, convenience store, laundry room, workout facility, sauna, and an event space with breathtaking lake views. Inside, you'll find a beautifully updated kitchen with sleek quartz

    Tom Sweeney Baird & Warner

    7337 S South Shore Dr Unit 1024, Chicago, IL 60649
  • /12

    $530,000

    • 6 Beds
    • 3 Baths

    6843 S Cornell Ave, Chicago, IL 60649

    Looking to become a homeowner and an investor at the same time? This classic brick three-flat in Chicago's red-hot South Shore neighborhood is your chance to live for less while your investment grows. Live and Invest in a Prime South Shore Location. Just steps from the beautiful Jackson Park Golf Course, the harbor, and the lakefront, this property puts you right in the heart of everything.

    Wayne Beals Exit Strategy Realty / EMA Management

    6843 S Cornell Ave, Chicago, IL 60649
  • /15

    $72,000

    • 1 Bed
    • 1 Bath
    • 850 Sq Ft

    7337 S South Shore Dr Unit 514, Chicago, IL 60649

    Welcome to Lake Terrace Condominiums! Large 1 bedroom condo with gorgeous views of the Lake! Well maintained unit with ample closet space for a 1 bedroom unit. Looking for more space? The adjacent 2 bedroom, Unit #515, is also on the market, presenting a unique opportunity to own 2 side-by-side residences with the possibility of combining them into one expansive 3 bedroom unit. Great potential

    Portia Hawkins Phenomenal Properties Inc

    7337 S South Shore Dr Unit 514, Chicago, IL 60649
  • /30

    $82,000

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft

    7337 S South Shore Dr Unit 515, Chicago, IL 60649

    Welcome to Lake Terrace Condominiums! Bright and spacious 2 bedroom condo with gorgeous views of the Lake from every window! The kitchen looks out into the living room and dining room combo area, which has a spacious, open layout. New stainless-steel refrigerator and new oven/range, new laminate flooring in the 2nd bedroom and unit freshly painted. The adjacent 1 bedroom, Unit #514, is also on

    Portia Hawkins Phenomenal Properties Inc

    7337 S South Shore Dr Unit 515, Chicago, IL 60649
  • /16

    $215,000

    • 4 Beds
    • 2 Baths
    • 2,000 Sq Ft

    7000 S Paxton Ave Unit 1N, Chicago, IL 60649

    Must see this HUGE 4 bedroom & Office, 2 bath south shore condo with DEEDED parking spot. Unit offers spacious living room, beautiful kitchen with wood cabinetry, granite countertops and center island. Hardwood floors, wood trimming, 43 feet long hallway with elegant light fixtures. This unit offers a lot of space for all your ideas. There is coin operated laundry in the building. Both bathrooms

    Elizabeth Mireles Our City Homes

    7000 S Paxton Ave Unit 1N, Chicago, IL 60649
  • /20

    $129,900

    • 2 Beds
    • 1.5 Baths
    • 936 Sq Ft

    7251 S Ridgeland Ave Unit E, Chicago, IL 60649

    Attention all first-time homebuyers and aspiring investors seeking the ideal rental or Airbnb property! This townhome has recently undergone a significant renovation as of June 17, 2025. As you step inside, you'll be welcomed by spacious living areas featuring elegant wood laminate flooring that adds a touch of sophistication. Head up to the upper level, where you'll find a luxurious updated

    Dawn Haley ASAGA Realty & Housing Development

    7251 S Ridgeland Ave Unit E, Chicago, IL 60649
  • /12

    $90,000

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    2234 E 70th Place Unit 1, Chicago, IL 60649

    Investors Dream ~ This 1st floor vintage South Shore Condo has a large livingroom including a quaint sunroom ~ a master bedroom which has access to the full bathroom ~ Spacious Diningroom with a small rear balcony overlooking the Southshore Community ~ The eat-in Kitchen has a unique footprint as well as ample pantry storage and access to the rear porch which provides a beautiful view of the

    Deborah Smiley DLS Realty Group, LLC.

    2234 E 70th Place Unit 1, Chicago, IL 60649
  • /26

    $339,000

    • 4 Beds
    • 2 Baths
    • 3,600 Sq Ft

    7621 S Clyde Ave, Chicago, IL 60649

    Come fall in Love with this Beautiful Custom Home in one of Chicago's most highly sought out areas of the City. This beautifully remodeled brick bungalow with a dormer on top, spa like bathrooms and fully finished basement; just minutes away from Jackson park golf course, the lake and many of Chicago's main attractions! This four bedroom two bath home boast beautiful hardwood floors, modern

    David Thomas Blue Door Dave Inc

    7621 S Clyde Ave, Chicago, IL 60649
  • /5

    $635,000

    7727 S Colfax Ave, Chicago, IL 60649

    CRER is pleased to present 11-unit multifamily building located in the south side Chicago neighborhood of South Shore. The property includes a unit mix of (3) two bedroom and (8) one bedroom units. There is a laundry room and 11 exterior parking spaces on-site. The building is currently vacant and primed for an investor looking to add value. Each unit is in various stages of disarray and will

    Finley Askin Chicago Real Estate Resources

    7727 S Colfax Ave, Chicago, IL 60649
  • /14

    $595,000

    7528 S Coles Ave, Chicago, IL 60649

    7528 South Coles Avenue is a well-maintained, six-unit multifamily property located in Chicago's South Shore neighborhood-a rental-heavy market with strong occupancy fundamentals and steady tenant demand. This core asset features spacious 2-bedroom, 1-bathroom layouts averaging 900 square feet, offering both immediate cash ow and near-term upside through rent stabilization. Offered at $595,000

    Ryan Blake Nara Advisors, Inc

    7528 S Coles Ave, Chicago, IL 60649
  • /35

    $649,000 Open Sat 11:30AM - 1PM

    • 5 Beds
    • 4 Baths
    • 2,875 Sq Ft

    7440 S Oglesby Ave, Chicago, IL 60649

    Luxury not often found at twice the price! Welcome to 7440 South Oglesby Avenue, an extraordinary, masterfully reimagined brick bungalow nestled on a tranquil, tree-lined street. This remarkable residence, with its stunning blend of classic design and luxurious modern amenities, offers over 3,000 square feet of living space, five spacious bedrooms, and four spa-inspired bathrooms-perfect for a

    Wayne Beals Exit Strategy Realty / EMA Management

    7440 S Oglesby Ave, Chicago, IL 60649
  • /17

    $234,900

    • 3 Beds
    • 1 Bath
    • 1,154 Sq Ft

    7545 S Ridgeland Ave, Chicago, IL 60649

    Discover the charm and potential of this 3-bedroom, 1-bath brick bungalow located in the heart of South Shore-perfect for first-time buyers ready to build equity and create their dream space. Step into the welcoming front porch, a great spot to enjoy your morning coffee or unwind in the evening. Inside, you'll find a practical floor plan with modestly sized bedrooms, a comfortable living area,

    Tracey Royal Coldwell Banker Realty

    7545 S Ridgeland Ave, Chicago, IL 60649
  • /8

    $65,000

    • 1 Bed
    • 1 Bath
    • 675 Sq Ft

    7854 S South Shore Dr Unit 210, Chicago, IL 60649

    Bright and inviting unit steps from the lakefront! Located in the South Shore neighborhood.Spacious layout, abundant natural light, well-maintained building and easy access to transits, shops, and downtown. Schedule your showing today!

    Sheena Fisher Real People Realty

    7854 S South Shore Dr Unit 210, Chicago, IL 60649
  • /11

    $144,900

    • 2 Beds
    • 2 Baths
    • 1,850 Sq Ft

    2315 E 70th Place Unit 213, Chicago, IL 60649

    Come see this spacious beautiful unit, this unit has been renovated and it features laminated flooring in the living room and dining room areas. The kitchen features an opening into the dining room area which is great for entertaining guests. The kitchen has ample cabinet space and excellent storage and counter space. The bedrooms are huge and spacious with walk in closets and both bedrooms

    Brande Guilmette-Hampton Centered International Realty

    2315 E 70th Place Unit 213, Chicago, IL 60649
  • /19

    $49,900

    • 1 Bed
    • 1 Bath
    • 750 Sq Ft

    7205 S Yates Blvd Unit 1B, Chicago, IL 60649

    Welcome home to this spacious and bright 1-bed, 1-bath condo in the heart of South Shore! This home offers a galley kitchen with loads of storage and counter space, hardwood flooring, and a large bedroom with ample closet space. Unbeatable location just steps to Metra, shopping, Jackson Park, and the Lake. This is a must see. Sold as-is. Buyer may be responsible for 6-months past due HOA

    Anthony Disano Parkvue Realty Corporation

    7205 S Yates Blvd Unit 1B, Chicago, IL 60649
  • /19

    $85,000

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft

    7337 S South Shore Dr Unit 1107, Chicago, IL 60649

    Welcome to the Lake Terrace Condominiums! This large corner two bedroom condo has lake views from every window! Wake up to with the sun and hear the waves crashing while you sip a cup of coffee in the morning. Big main bedroom can easily fit a king size bed. Large living room with a kitchen bar, perfect for entertaining. This unit has been rehabbed in 2023. New kitchen counters. New kitchen tile

    Anna Rivtis Baird & Warner

    7337 S South Shore Dr Unit 1107, Chicago, IL 60649
  • /13

    $325,000

    • 4 Beds
    • 2 Baths

    7308 S Constance Ave, Chicago, IL 60649

    This property is well maintained and suitable for a homeowner who wants to live in one unit and rent out the other unit. Quiet block. Boiler is less than 3 years old, recent tuckpointing, and 10-year old roof. Large units and storage space in the basement.

    Georgina Mapp L. Upshaw Realty

    7308 S Constance Ave, Chicago, IL 60649
  • /37

    $350,000

    • 4 Beds
    • 1.5 Baths
    • 2,200 Sq Ft

    7422 S Coles Ave, Chicago, IL 60649

    SOUTH SHORE AT IT'S BEST, 7422 S. Coles is an Architectural GEM in the highly sought-after South Shore neighborhood. Let's also talk about the great addition to this deal; the sale includes a rear 2-story house on the same lot. Where else can you find 2 single-family homes on 1 double lot that can be used as separate units with only 1 tax bill? Look no further! This is a great deal - live in the

    Karen Goodar Century 21 Circle

    7422 S Coles Ave, Chicago, IL 60649
  • /26

    $129,900

    • 2 Beds
    • 1 Bath
    • 980 Sq Ft

    2430 E 73rd St, Chicago, IL 60649

    Buyers will love this beautiful, well-maintained 2-story townhome with W/D hook-up in walk-out basement. This townhome boasts 2 bedrooms and 1 bathroom (all upstairs). On a quiet corner, steps to public library, transportation, including Metra station. Blocks from South Shore Cultural Center, Lake Michigan, South Shore Drive, shopping and restaurants. No HOA fees and low property tax. Don't

    Carl Lowe Carl Lowe

    2430 E 73rd St, Chicago, IL 60649
  • /10

    $62,900

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft

    7337 S South Shore Dr Unit 819, Chicago, IL 60649

    Lake Michigan views from Living, Kitchen and Bedroom. Recent updates include wood kitchen cabinetry, double undermounted sink, 1 inch granite countertops and kitchen was opened to view Lake. Other updates in bathroom with ceramic tile walls and flooring and vanity cabinet. Priced to sell.

    Sandra Patterson Coldwell Banker Realty

    7337 S South Shore Dr Unit 819, Chicago, IL 60649
  • /21

    $580,000

    • 3 Beds
    • 4 Baths
    • 2,580 Sq Ft

    7427 S Oglesby Ave, Chicago, IL 60649

    Welcome to this Stunning fully renovated 6-bedroom, 4 bathroom bungalow in the heart of South Shore! This expansive home has been completely upgraded from top to bottom. Featuring New Roof, New Plumbing, New electrical system with 200-ap new service, New Dual HVAC with Central Air and Furnace, Fresh Drywall, New Pavement & Much more! The designer kitchen features soft close cabinetry, sleek

    Jocelyne Cardona Realty of America, LLC

    7427 S Oglesby Ave, Chicago, IL 60649
  • /39

    $3,099,000

    7801 S South Shore Dr, Chicago, IL 60649

    Attractive 1960's era, 32 unit brick building in great location in booming South Shore. Appealing unit mix of 5 studios, 9-1/1's, 15-2/1's and 3-3/1's. Roof, Porches, Masonry/Tuckpointing, and Electrical work done within last 5-8 yrs. Every unit updated with Bath and Kitchen reno during same period. Laundry in basement area and outdoor parking in rear for 16-20 cars. Located 1/2 block from

    David McLennan Pearson Realty Group

    7801 S South Shore Dr, Chicago, IL 60649
  • /2

    $595,000

    Unlisted Address

    We are looking for a serious investor that is looking to add to their portfolio or start one! This beauty is 3 minutes from the beach close to South Shore Drive and public transportation in every direction. Parking is not an issue because this 6 unit building comes with a 2 car garage and 7 parking spaces in the rear of the building. It comes with 5- 3 bedroom units and 1- 2 bedroom. It has been

    Lisa Grandberry Keller Williams ONEChicago

    Unlisted Address
  • /14

    $215,000

    • 3 Beds
    • 2 Baths
    • 2,300 Sq Ft

    6727 S Merrill Ave Unit 3, Chicago, IL 60649

    Welcome to this must see, beautifully spacious 3-bedroom, 2-bathroom condo located in the heart of South Shore, just minutes from the lake, parks, the South Shore Cultural Center, and the upcoming Obama Presidential Center. The first thing you'll notice about this stunning vintage home is its incredible size. From the sun-drenched sunroom to the formal dining room, every space is designed with

    John Sciberras Coldwell Banker Realty

    6727 S Merrill Ave Unit 3, Chicago, IL 60649
  • /6

    $71,500

    • 4 Beds
    • 2 Baths

    2658 E 78th St, Chicago, IL 60649

    Investors and Rehabbors special. Two Flat with garage on quiet street in South Shore. Was a mixed use, is zoned RT-4 to be a residential two-flat. Brick building needs some work, has great bones. Two bedroom on second level. Lower level can be 3 bedroom. Diamond in the rough, and priced to sell. Great area, 2 blocks from the beach. Cash buyers, conventional and 203K FHA offers only.

    Kelley Golden Coldwell Banker Realty

    2658 E 78th St, Chicago, IL 60649
  • /10

    $26,900

    • Land
    • 0.1 Acre
    • $269,000 per Acre

    7826 S Marquette Ave, Chicago, IL 60649

    Welcome to 7826 South Marquette Avenue, a prime opportunity in a dynamic and evolving community. This oversized lot, measuring 30 by 159 feet, is situated in an area with RT4 zoning, offering a wealth of possibilities-whether you envision a multi-unit residence, a spacious single-family home, or a modern condo development. The flexibility of this zoning opens the door to a multitude of projects.

    Lisa Kahn Compass

    7826 S Marquette Ave, Chicago, IL 60649
  • /5

    $26,900

    • Land
    • 0.1 Acre
    • $269,000 per Acre

    7816 S Marquette Ave, Chicago, IL 60649

    Welcome to 7816 South Marquette Avenue, a prime opportunity in a dynamic and evolving community. This oversized lot, measuring 30 by 154 feet, is situated in an area with RT4 zoning, offering a wealth of possibilities-whether you envision a multi-unit residence, a spacious single-family home, or a modern condo development. The flexibility of this zoning opens the door to a multitude of projects.

    Lisa Kahn Compass

    7816 S Marquette Ave, Chicago, IL 60649
  • /27

    $695,000

    • 4 Beds
    • 2.5 Baths
    • 1,806 Sq Ft

    7316 S South Shore Dr, Chicago, IL 60649

    Charming Two-Story Home for Sale in Chicago, IL - South Shore Drive, Chicago, IL Step into this beautifully updated two-story home, located in a highly desirable neighborhood in Chicago, IL. This charming property offers ample space, modern amenities, and a fantastic location. With planned upgrades from the landlord, including the addition of a two-car garage, new exterior paint in the spring,

    John Knuth Landstar Realty Group Inc.

    7316 S South Shore Dr, Chicago, IL 60649
  • /19

    $160,000

    • 3 Beds
    • 3 Baths
    • 3,200 Sq Ft

    6901 S Oglesby Ave Unit 6C, Chicago, IL 60649

    Step into refined elegance in this full-floor residence located in one of South Shore's most architecturally distinguished and historic buildings. This unit offers a rare combination of vintage charm, spacious design, and modern convenience-positioned just steps from Lake Michigan and minutes from the future Obama Presidential Center. This expansive 3-bedroom, 3-bath unit features soaring

    Mark Saphir Re-CHRG Inc

    6901 S Oglesby Ave Unit 6C, Chicago, IL 60649
  • /16

    $340,000

    • 5 Beds
    • 2 Baths

    7846 S Bennett Ave, Chicago, IL 60649

    Welcome to 7846 S Bennett Ave, a charming two-flat on a quiet residential block in Chicago's South Shore neighborhood. This spacious brick building offers updated kitchens and baths, original hardwood floors, and generous living and dining areas in both units-perfect for owner-occupants or investors. Location Highlights: Convenient access to CTA buses and the Metra Electric 79th St. station makes

    Kelsey Kyser Baird & Warner

    7846 S Bennett Ave, Chicago, IL 60649
  • /4

    $249,900

    • 4 Beds
    • 2 Baths

    7300 S Bennett Ave, Chicago, IL 60649

    Solid brick 2-Flat that long time owner has lovingly maintained and updated over many years. Beautifully set on a corner lot that is close to everything! Great gleaming hardwood floors in living rooms & bedrooms. 1st floor unit has new cabinets & bath fixtures, that are ready and onsite for new owners to install. Large 2 car garage & full basement. Very clean! Great rent potential in this

    Shannon Daily HomeSmart Realty Group

    7300 S Bennett Ave, Chicago, IL 60649
  • /2

    $55,000

    • Land
    • 0 Acre

    7925 S Coles Ave, Chicago, IL 60617

    Great location close to Lake Michigan and new development. SOLD AS IS Where is

    Regina May-Hampton Hampton Realty & Associates

    7925 S Coles Ave, Chicago, IL 60617
  • /9

    $61,200

    • 3 Beds
    • 2 Baths
    • 1,250 Sq Ft

    7223 S Euclid Ave Unit 3B, Chicago, IL 60649

    Condo now available! 3 bedroom / 2 bath. This is what you are waiting for. Ideal for first time home buyers. Condo is located near parks, schools, public transportation, shopping, restaurants and so much more. Come and see it, don't miss it! This property is being sold as-is, property is lender-owned and US Bank is making no representations or warranties.

    Jason Shapiro RISING REALTY LLC

    7223 S Euclid Ave Unit 3B, Chicago, IL 60649
  • /27

    $64,900

    • 1 Bed
    • 1 Bath

    7337 S South Shore Dr Unit 326, Chicago, IL 60649

    Welcome to 7337 S South Shore Dr Unit 326-a charming 1-bedroom 1 -bathroom condo. Flooded with natural light, this unit is full of potential and ready for your personal touch. Whether you're looking to move right in or renovate to your style, this is an incredible opportunity in the vibrant and historic South Shore neighborhood. The building offers impressive amenities including a 24-hour

    Abigail Puentes Realty of America, LLC

    7337 S South Shore Dr Unit 326, Chicago, IL 60649
  • /6

    $48,000

    • 3 Beds
    • 1 Bath
    • 1,789 Sq Ft

    2650 E 77th St, Chicago, IL 60649

    ***Attention all investors/rehabbers*** This spacious 1,789 square foot 3-bed, 2.5-bath brick townhouse is in need of a full renovation, but has excellent potential. Prime South Shore location just steps to Rainbow Beach and Metra. This home is being sold as-is. No survey. Must take subject to any violations/code compliance requirements. All showings require a hold-harmless.

    Anthony Disano Parkvue Realty Corporation

    2650 E 77th St, Chicago, IL 60649
  • /13

    $210,000

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft

    7018 S Paxton Ave Unit 3N, Chicago, IL 60649

    Luxury, fully renovated top floor 3-bedroom home. Finishes include beautiful cherry hardwood floors throughout, custom hardwood cabinets, granite and stainless steel appliances. Custom Wainscoating paneling throughout the unit. Very large living and dining space, perfect for entertaining. Master suite features a large jacuzzi tub, shower, and double vanity. Proximity to public transit, shopping,

    Jon Crocilla HomeSmart Connect LLC

    7018 S Paxton Ave Unit 3N, Chicago, IL 60649
  • /15

    $202,500

    • 3 Beds
    • 2 Baths
    • 1,354 Sq Ft

    7724 S Chappel Ave, Chicago, IL 60649

    Welcome Home to 7724 S. Chappel Avenue! This home features 4 Bedrooms/2 Bathrooms, 2 car detached garage and approximately 1,354 square feet! Property is owned by the US Department of HUD. Case #137-955401. Seller makes no representations or warranties as to property condition. Seller may contribute to buyer's closing costs, upon buyer request at time of bid. SOLD AS-IS. Equal Housing Opportunity.

    Frank Rusin Four Seasons Realty, Inc.

    7724 S Chappel Ave, Chicago, IL 60649
  • /29

    $689,000

    7317 S Luella Ave, Chicago, IL 60649

    Hello! This magnificent residential multi-unit building in the south shore area is an exciting opportunity for investors/homeowners. The structure, which is regarded as a landmark, comprises six units in total, all in excellent condition. One unit is currently owner-occupied whereas the remaining five are rented out to long-standing tenants, all on a month-to-month lease basis. The beautiful

    Norma Lawson EXIT Strategy Realty

    7317 S Luella Ave, Chicago, IL 60649
  • /30

    $279,900

    • 5 Beds
    • 3 Baths

    7125 S Cornell Ave, Chicago, IL 60649

    Situated in the South Shore Neighborhood of Chicago & a short distance from South Shore Country Club & Obama Library! Well maintained 2-unit building! 1st floor features 2 Bedrooms, 1 Bath, dining & living room& back porch! 2nd floor features 3 bedroom, 1 bath dining & living room & back porch! Full, clean basement includes an additional bathroom & washer & dryer! Newer boiler! Perfect for owner

    Denise Hoekstra RE/MAX 1st Service

    7125 S Cornell Ave, Chicago, IL 60649
  • /23

    $420,000

    • 4 Beds
    • 3 Baths
    • 3,000 Sq Ft

    7427 S Bennett Ave, Chicago, IL 60649

    Welcome to South Shore!! Absolutely stunning rehabbed home. 5 bedroom, 3 bath with massive second story dormer open concept that has been thoughtfully redesigned from top to bottom. Meticulous attention to detail: design and custom finishes, custom millwork and expert craftsmanship! Main level features hardwood flooring throughout. Gourmet kitchen features custom white shaker cabinets, oversized

    Curtis Johnson Baird & Warner

    7427 S Bennett Ave, Chicago, IL 60649

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