Grand Crossing Homes for Sale

• 

  

  

  /31

  $269,900

  • 3 Beds
  • 1.5 Baths
  • 1,703 Sq Ft

  7814 S Drexel Ave, Chicago, IL 60619

  Welcome home to this beautifully renovated 5-bedroom, 1.5-bath residence in Chicago's Greater Grand Crossing neighborhood. Offering a spacious and versatile layout, this move-in-ready home combines modern updates with the space today's buyers are looking for. The main level features three generously sized bedrooms, an inviting living area, and an updated kitchen complete with quartz countertops,

  

  Shanara Carter

  eXp Realty

  7814 S Drexel Ave, Chicago, IL 60619
• Explore Grand Crossing

• 

  

  

  /20

  $195,000

  $4K PRICE DROP

  • 5 Beds
  • 1.5 Baths
  • 1,000 Sq Ft

  911 E 76th St, Chicago, IL 60619

  BEAUTIFUL 5 BEDROOM HOME WITH 1.5 BATHROOMS BASEMENT, LAUNDRY HOOK UP NEW ROOF JUST INSTALLED FRESHLY PAINTED, NEW KITCHEN

  

  Maricela Wilson

  Smart Home Realty

  911 E 76th St, Chicago, IL 60619
• 

  

  

  /74

  $260,000

  $15K PRICE DROP Pending

  • 5 Beds
  • 3 Baths
  • 2,800 Sq Ft

  937 E 84th Place, Chicago, IL 60619

  Discover a spacious home boasting 5 bedrooms and 3 baths. Curb appeal with an outdoor Charming fenced in yard with neatly landscaped grounds. Bedrooms are generously sized with ample storage, including double closets. Fully finished basement featuring a welcoming family room, a full bathroom, and a 5th bedroom for guests or additional living space. Laundry room with abundant storage throughout

  

  LaShonda Williams

  Living Well Realty Co.

  937 E 84th Place, Chicago, IL 60619
• 

  

  

  /19

  $189,000

  $6K PRICE DROP

  • 3 Beds
  • 2 Baths

  7847 S Maryland Ave, Chicago, IL 60619

  Perfectly positioned in a residential neighborhood, use as an apartment upstairs with a business below, or, transform the current commercial space in to residential. Flexible building perfect for investment or personal use. Current use is a condo rental upstairs, hair salon and office (with separate hallway entrance) on first floor. Renters are on a month-to-month, both are long time tenants.

  

  Laraine Hanson

  Laraine Hanson

  7847 S Maryland Ave, Chicago, IL 60619
• 

  

  /2

  $124,999

  • 4 Beds
  • 2 Baths

  7327 S Kimbark Ave, Chicago, IL 60619

  Great investment opportunity with strong upside potential! This frame two-flat features two units, each offering 2 bedrooms and 1 bathroom, providing solid rental income possibilities. Both units are currently occupied with month-to-month tenants, making this an ideal option for investors looking for immediate cash flow. While the property does require repairs, it presents a fantastic chance to

  

  Conrad Carpenter

  City & Suburbs Realty, Inc.

  7327 S Kimbark Ave, Chicago, IL 60619
• 

  /2

  $80,000

  • Land
  • 0 Sq Ft

  7146 S University Ave, Chicago, IL 60619

  Great development opportunity! Vacant lot: 25X125 located in the Greater Grand Crossing near I90/94, public transportation, Lake Michigan, area shopping, restaurants and conveniences, Jackson Park and more! Easy access to downtown. Obama Presidential library coming soon. Great time to buy! Zoning RS-3

  

  Krystyna Soprych

  RE/MAX 10 in the Park

  7146 S University Ave, Chicago, IL 60619
• 

  

  /46

  $275,000

  Pending

  • 4 Beds
  • 2 Baths

  7134 S University Ave, Chicago, IL 60619

  Nestled in a dynamic and steadily growing neighborhood, this contemporary two-flat brick building offers an exceptional opportunity to invest in one of Chicago's most culturally vibrant areas. Just minutes away from the future Obama Presidential Library and Museum, the location promises both immediate convenience and long-term value. Residents will appreciate the easy access to public

  

  Rafay Qamar

  Real Broker LLC

  7134 S University Ave, Chicago, IL 60619
• 

  

  /27

  $275,000

  Pending

  • 6 Beds
  • 2 Baths

  7948 S Drexel Ave, Chicago, IL 60619

  Well-maintained brick 2-flat located in the desirable East Chatham. Each unit features 3 spacious bedrooms and 1 full bath, offering comfortable living space for owners or tenants alike. The finished basement is duplexed, providing additional living space - perfect for extended family, recreation, or added rental potential. Enjoy rear parking with space for 2 cars and convenient access to

  

  Rafay Qamar

  Real Broker LLC

  7948 S Drexel Ave, Chicago, IL 60619
• 

  

  /34

  $99,000

  Open Sat 2PM - 4PM

  • 3 Beds
  • 1 Bath
  • 1,600 Sq Ft

  7141 S Woodlawn Ave, Chicago, IL 60619

  ***Investor Special - Prime South Shore Opportunity!*** Calling all investors, rehabbers, and visionaries! This 3-bed/1-bath brick single-family home with 2 floors, plus a basement, is a full-renovation project with outstanding upside in the rapidly growing South Shore neighborhood. Located just minutes from the University of Chicago campus, the Obama Presidential Library, Lake Michigan, Metra,

  Luminita Ispas Century 21 S.G.R., Inc.

  7141 S Woodlawn Ave, Chicago, IL 60619
• 

  

  /36

  $249,000

  Pending

  • 8 Beds
  • 2 Baths

  7524 S Ellis Ave, Chicago, IL 60619

  Excellent cash-flowing investment opportunity on Chicago's South Side. This legal 2-unit property features two incredibly spacious units, each with 4 bedrooms and 1 bathroom, making it highly attractive for strong rental demand. Previously updated with modern finishes throughout, the units include 42-inch espresso kitchen cabinets, granite countertops, and stylish glass/stone backsplashes.

  Dan Nelson Compass

  7524 S Ellis Ave, Chicago, IL 60619
• 

  

  /8

  $29,000

  Pending

  • 2 Beds
  • 2 Baths
  • 920 Sq Ft

  917 E 78th St Unit 102E, Chicago, IL 60619

  Great 2 bed/2 bath condo waiting for your rehab. Great location across from park and near the Metra station. Street parking only. Property sold AS-IS/WHERE-IS, no survey delivered, taxes paid through 2024 - with no tax prorations/payments for the 2025 or 2026 tax year or years thereafter. Seller's attorney drafted Seller rider is attached and is required to be signed by all parties.

  Laura McNellis McSully Properties LLC

  917 E 78th St Unit 102E, Chicago, IL 60619
• 

  

  /10

  $172,500

  $3K PRICE DROP Pending

  • 9 Beds
  • 3 Baths

  8223 S Ingleside Ave, Chicago, IL 60619

  Opportunity awaits with this vacant 3 unit brick building full of potential! Each spacious unit features 3 bedrooms and 1 full bath, offering generous layouts ideal for rental income or multi-generational living. The property also includes a basement, providing added storage or possible future improvements. This building is being sold AS IS and will require significant TLC. Bring your vision and

  Dennis Brim Prestige Partners Realty, Inc.

  8223 S Ingleside Ave, Chicago, IL 60619
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  /8

  $595,000

  $30K PRICE DROP

  • 9 Beds
  • 6 Baths

  1415 E 71st Place, Chicago, IL 60619

  Well-maintained and fully rented three-unit brick building offering strong in-place income with clear upside. Each unit features a consistent 3 bedroom, 2 bathroom layout with modern flooring, updated bathrooms, open living areas, and functional kitchens. Built in 2006 with solid construction, the property has a replaced roof and no known deferred maintenance. Units are occupied on year-to-year

  Newell Broadway Coldwell Banker Realty

  1415 E 71st Place, Chicago, IL 60619
• 

  /2

  $120,000

  Pending

  • 2 Beds
  • 1 Bath
  • 1,137 Sq Ft

  8007 S Blackstone Ave, Chicago, IL 60619

  Avalon Park 2, possibly 3 Bedroom Brick Bungalow. Work is needed throughout, but home has great potential. So many possibilities. Wonderful opportunity to fix and flip or hold on to.

  Denise Perkins Infiniti Properties, Inc.

  8007 S Blackstone Ave, Chicago, IL 60619
• 

  

  /13

  $79,900

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,324 Sq Ft

  7614 S Dante Ave, Chicago, IL 60619

  This large South Shore home is an excellent opportunity for a savvy investor!!! The property is located near shopping, public transit, schools, and parks. The full basement can be finished for additional living space.

  Andre Bennett eXp Realty

  7614 S Dante Ave, Chicago, IL 60619
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  /9

  $269,000

  Pre-Foreclosure

  • 5 Beds
  • 2 Baths

  7828 S Greenwood Ave, Chicago, IL 60619

  Welcome home to this beautifully renovated gem located on a peaceful, quiet block! Every inch of this home has been thoughtfully updated, allowing you to move in with confidence and enjoy modern living from day one. Step inside to discover stylish luxury vinyl flooring throughout, fresh paint, abundant natural light, and a bright, open feel. Both levels feature completely remodeled kitchens with

  Gary Alveranga Real People Realty

  7828 S Greenwood Ave, Chicago, IL 60619
• 

  

  /10

  $395,000

  Pending

  8346 S Drexel Ave, Chicago, IL 60619

  TURNKEY 6-UNIT CASH-FLOWING INVESTMENT | SOLID BRICK | CHATHAM Welcome to 8346-48 S Drexel Ave, a rare 6-unit, income-producing brick building in one of Chicago's most consistently performing rental corridors. This is a true multifamily asset designed for immediate cash flow with long-term upside. This well-maintained building features six spacious units with strong rental demand, making it ideal

  Kimberly McClinton Keyed Realty Collective LLC

  8346 S Drexel Ave, Chicago, IL 60619
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  /32

  $209,999

  • 3 Beds
  • 2 Baths
  • 1,401 Sq Ft

  6823 S Dorchester Ave Unit 2, Chicago, IL 60637

  Welcome to this beautifully maintained 3-bedroom, 2-bath condominium offering the perfect combination of modern comfort, convenience, and long-term value. Built in 2007, this spacious residence features approximately 1,400 square feet of thoughtfully designed living space with an open-concept layout ideal for everyday living and entertaining. The inviting living and dining areas are accented by

  Nicole Blow HomeSmart Realty Group

  6823 S Dorchester Ave Unit 2, Chicago, IL 60637
• 

  

  /18

  $240,000

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

  6800 S Dante Ave Unit P2, Chicago, IL 60637

  Discover the opportunity to own in the highly sought-after South Shore neighborhood near the Obama Presidential Center area. This cozy yet spacious 3-bedroom, 2-bathroom unit offers the perfect blend of comfort and convenience, featuring in-unit laundry with a private washer and dryer, central air conditioning for year-round comfort, and one assigned parking space included. Ideally located just

  Gedeon Dansou Compass

  6800 S Dante Ave Unit P2, Chicago, IL 60637
• 

  

  /13

  $409,000

  Pending

  • 5 Beds
  • 2 Baths

  7144 S Ingleside Ave, Chicago, IL 60619

  Grand Crossing | 2-Unit Greystone | Airbnb Income | Third Unit Potential A rare opportunity to acquire a fully stabilized, income-producing grey stone two-flat in one of Chicago's most connected and fast-evolving neighborhoods. Meticulously maintained and recently remodeled throughout, this property delivers immediate above-market cash flow - with a third unit conversion opportunity that sets it

  Dalila Arellano A List Homes Realty

  7144 S Ingleside Ave, Chicago, IL 60619
• 

  /2

  $99,000

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  7302 S Dorchester Ave, Chicago, IL 60619

  Two-story brick townhouse in Chicago's South Shore neighborhood. This property is being sold AS IS and is priced accordingly. The unit needs TLC and offers a great opportunity for investors, rehabbers, or buyers looking to customize a home at a reduced price. Tenant occupied currently but they will be out by closing date.

  Aji Ojo Coldwell Banker Realty

  7302 S Dorchester Ave, Chicago, IL 60619
• 

  

  /21

  $269,900

  • 3 Beds
  • 2 Baths
  • 1,656 Sq Ft

  7642 S Dante Ave, Chicago, IL 60619

  Beautifully Updated 1.5-Story Home with Modern Upgrades! Welcome to this newly updated 3-bedroom home featuring a versatile den/office, 2 full baths, and a spacious backyard perfect for entertaining. Enjoy peace of mind with recent updates throughout, including newer plumbing, electrical, flooring, a modern kitchen, a newer roof, and much more! A 2-car detached garage provides plenty of parking

  Harry Ventimiglia Keller Williams Preferred Rlty

  7642 S Dante Ave, Chicago, IL 60619
• 

  

  /12

  $342,000

  $13K PRICE DROP Pending

  • 4 Beds
  • 2 Baths

  7922 S Ellis Ave, Chicago, IL 60619

  Exceptional house hacking opportunity, fully set up and ready to go. This beautiful, well maintained two unit building offers immediate income with a tenant occupied second floor and a vacant owner's unit, perfect for an owner occupant or investor ready to step right in. Each unit features full kitchens, hardwood floors throughout, and abundant natural light, creating warm and inviting living

  Yolanda Jeffries Lux Life Realty LLC

  7922 S Ellis Ave, Chicago, IL 60619
• 

  

  /21

  $419,900

  Pending

  • 2 Beds
  • 1 Bath

  8222 S Maryland Ave, Chicago, IL 60619

  Money-making brick three-unit investment opportunity with full basement and two-car garage! This solid, income-producing property features three spacious units, each offering two bedrooms and one full bathroom. Completely remodeled in 2020, the building showcases today's most popular design trends and modern hues throughout. Each unit offers updated kitchens, refreshed bathrooms, and stylish

  Kimberly Wirtz Wirtz Real Estate Group Inc.

  8222 S Maryland Ave, Chicago, IL 60619
• 

  

  /3

  $37,000

  $11K PRICE DROP

  • Land
  • 3,920 Sq Ft
  • $411,111 per Acre

  1257 E 75th St, Chicago, IL 60619

  C1-2 Neighborhood Commercial District Zoning.

  Jerome Harper Keller Williams ONEChicago

  1257 E 75th St, Chicago, IL 60619
• 

  

  /40

  $285,000

  $20K PRICE DROP Pending

  • 7 Beds
  • 3 Baths

  1428 E 71st Place, Chicago, IL 60619

  Come see this spacious two-unit building which has over 4,000 square feet of living space. This building offers great potential for both investors and owner-occupants. Each unit features a comfortable living room and a separate dining room, providing a functional layout with plenty of space for everyday living and entertaining. The first unit offers 3 bedrooms, an updated kitchen and bathroom,

  Chanan Dozier Compass

  1428 E 71st Place, Chicago, IL 60619
• 

  

  /26

  $119,900

  • 6 Beds
  • 2 Baths

  7339 S Kimbark Ave, Chicago, IL 60619

  Attention all investors and savvy homeowners. Add instant sweat equity to this solid frame duplex in South Shore!! This property offers sun-filled living rooms, formal dining areas, large eat-in kitchens, and spacious bedrooms. Prime location close to Metra, shopping, dining, and the Lakefront! This is a must see. Sold as-is. No survey. Buyer to verify zoning and must take subject to any

  Anthony Disano Parkvue Realty Corporation

  7339 S Kimbark Ave, Chicago, IL 60619
• 

  /2

  $8,000

  • Land
  • 0 Sq Ft

  6800 S Dante Ave Unit P13, Chicago, IL 60637

  Outdoor parking, 1 of 16 outdoor parking spots

  Steve Cotsirilos Lifestyle Properties

  6800 S Dante Ave Unit P13, Chicago, IL 60637
• 

  

  /4

  $144,900

  $5K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 820 Sq Ft

  7715 S Maryland Ave, Chicago, IL 60619

  Attention investors! Opportunity awaits in the sought-after Hyde Park neighborhood. This occupied 2-bedroom, 1-bath property is being sold via auction with no interior access available. Exterior drive-by only. Property is sold as-is, where-is, with occupants in place. Buyer responsible for all due diligence, inspections, violations, and any city requirements. Excellent potential for rental income

  Anthony Disano Parkvue Realty Corporation

  7715 S Maryland Ave, Chicago, IL 60619
• 

  

  /50

  $103,500

  Pending

  • 2 Beds
  • 1.5 Baths
  • 1,008 Sq Ft

  1140 E 81st St Unit F, Chicago, IL 60619

  Well-maintained and spacious 2-bed, 1.5 bath townhouse offering comfort, convenience, and incredible value-all with NO HOA! This thoughtfully designed home features a functional layout with a bright and open living area that flows seamlessly into the dining space, perfect for both everyday living and entertaining. The kitchen offers ample cabinet and counter space, making it easy to cook and host

  Aaron Gaines Keller Williams Preferred Realty

  1140 E 81st St Unit F, Chicago, IL 60619
• 

  

  /24

  $595,000

  • 3,952 Sq Ft

  8624 S Maryland Ave, Chicago, IL 60619

  Exceptional investment opportunity! This well-maintained 6 unit multi-family property offers a total of 10 bedrooms and 6 bathrooms, making it ideal for both long term and short term rental strategies. Each unit features its own kitchen, living room, and dining area, offering comfortable, fully independent living spaces for tenants or guests. The property is equipped with a 24 hour security

  Harry Ventimiglia Keller Williams Preferred Rlty

  8624 S Maryland Ave, Chicago, IL 60619
• 

  

  /17

  $159,000

  Pending

  • 4 Beds
  • 2 Baths
  • 1,613 Sq Ft

  7403 S Dante Ave, Chicago, IL 60619

  Welcome to this spacious 4 Bedroom, 2 bathroom single family home located in the vibrant South Shore neighborhood of Chicago. This property offers incredible potential for investors or owner occupants looking to bring their vision to life. The home features a generous floor plan with 4 well sized bedrooms and 2 full bathrooms providing ample living space. A full unfinished basement offers

  Michael Olszewski Area Wide Realty

  7403 S Dante Ave, Chicago, IL 60619
• 

  

  /17

  $136,000

  $4K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 888 Sq Ft

  7500 S Kenwood Ave Unit B, Chicago, IL 60619

  This town home gem offers an open concept floor plan with spacious dining room / living room, laundry, & kitchen on first floor. Second floor features 2 generous size bedrooms with plenty of windows allowing natural light & an updated bathroom. Private entrance and dedicated off-street parking. Located near shopping, transit options, parks, and dining, this home blends city accessibility with

  Miguel Perea Open Path Realty

  7500 S Kenwood Ave Unit B, Chicago, IL 60619
• 

  

  /34

  $394,900

  • 4 Beds
  • 4 Baths
  • 2,500 Sq Ft

  8015 S Avalon Ave, Chicago, IL 60619

  Fully permitted & meticulously reimagined Avalon Park Bungalow featuring a massive full addition. This 4BD/4BA gem offers a "new construction" feel with all-new electric, HVAC, plumbing, roof, windows, and hardwood floors. An airy, open layout leads to a lovely kitchen with all new quartz countertops, an island, and stainless appliances. The second level is a dedicated retreat, boasting a

  Alphonso Johnson Oak Realty of Chicago, Inc.

  8015 S Avalon Ave, Chicago, IL 60619
• 

  

  /22

  $250,000

  Pending

  • 5 Beds
  • 2 Baths

  7728 S Maryland Ave, Chicago, IL 60619

  Great investment opportunity in the desirable Greater Grand Crossing neighborhood! This two-unit building was newly renovated in 2023 and offers excellent potential for both investors and owner-occupants alike. The first-floor unit features 2 bedrooms, while the second-floor unit offers a spacious 3-bedroom layout, providing flexibility and strong rental potential. Whether you're an investor

  Amaiya Smith eXp Realty

  7728 S Maryland Ave, Chicago, IL 60619
• 

  /2

  $8,000

  • Land
  • 0 Sq Ft

  6800 S Dante Ave Unit P14, Chicago, IL 60637

  Outdoor parking, 1 of 16 outdoor parking spots

  Steve Cotsirilos Lifestyle Properties

  6800 S Dante Ave Unit P14, Chicago, IL 60637
• 

  

  /20

  $325,000

  Pending

  • 5 Beds
  • 3 Baths

  7439 S Ellis Ave, Chicago, IL 60619

  Rehabbed brick 2 flat in the heart of the Park Manor community, this 2 flat offers exceptional space, modern updates, and income generating potential. The 2nd floor- 2bd/1 bath features a chef's kitchen with high-end appliances, custom cabinetry, and an open flow into a spacious family & bonus room. A massive front primary bedroom anchors the unit, providing flexibility to easily convert the

  Lisa Postell @properties Christie's International Real Estate

  7439 S Ellis Ave, Chicago, IL 60619
• 

  

  /51

  $374,900

  Pending

  • 8,544 Sq Ft

  8620 S Drexel Ave, Chicago, IL 60619

  Classic Chicago-style brick 6-unit building with a full basement with storage lockers and mechanicals and a detached 4C-Garage. Spacious six units with separate living room and dining room. A galley type kitchen, 2 bedrooms and 1 bathroom in each unit. Property is ready for creative ideas and rental potential. Seller will not complete any repairs to the subject property, either lender or buyer

  Julian Taylor O'Donnell Partners

  8620 S Drexel Ave, Chicago, IL 60619
• 

  

  /9

  $119,900

  Pending

  • 5 Beds
  • 2 Baths

  7216 S Dobson Ave, Chicago, IL 60619

  Attention experienced rehabbers and investors! This property presents an exceptional opportunity, though require some work. Buyers will be responsible for full property clean-out and any necessary repairs. The property is being sold strictly "as is," with no survey provided. All offers must include proof of funding and a pre-approval letter. The purchase options for this remarkable property are

  David Williamson Choice Realty Group Inc.

  7216 S Dobson Ave, Chicago, IL 60619
• 

  /2

  $30,000

  • Land
  • 0 Sq Ft

  814 E 74th St, Chicago, IL 60619

  Looking for Vacant Land, here it is. Hurry wont last long!

  Deetreal Perteet Deetreal Perteet

  814 E 74th St, Chicago, IL 60619

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