Grand Crossing Homes for Sale

• 

  

  

  /11

  $138,000

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft

  6945 S Dorchester Ave Unit 2S, Chicago, IL 60637

  Newly painted beautiful South Shore second floor unit with a secure gated entry. 3 Bedroom, 1 Bath condo with hardwood floors throughout. Large bright and spacious living room. Galley kitchen with an adjoining dining room area. Laminate countertops, 42 inch maple cabinets, stainless steel appliances. Laundry room hookup. Air conditioned. Marble bath. Plenty of street parking in front of the

  Evelyn Woods Coldwell Banker Realty

  6945 S Dorchester Ave Unit 2S, Chicago, IL 60637
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• 

  

  

  /23

  $215,000

  • 4 Beds
  • 2 Baths

  7533 S Dorchester Ave, Chicago, IL 60619

  South Shore Finest Vinyl 2 flat featuring 2 spacious apartments with 2 bedrooms each. The interior was renovated in 2023 with a living room / dining room combo, spacious kitchen and bedrooms. Each unit has individual heat, water heater and electric meter already in place. Newer front and rear porch with fencing in the front and rear yard with minor repairs to rear fence. There is a full basement

  David Johnson Kale Realty

  7533 S Dorchester Ave, Chicago, IL 60619
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  /10

  $900,000

  • 8,118 Sq Ft

  8001 S Maryland Ave, Chicago, IL 60619

  12-unit brick walk-up building located in Chicago's East Chatham neighborhood. The property features a well-balanced unit mix of six (6) one-bedroom / one-bath apartments and six (6) two-bedroom / one-bath apartments, catering to strong and consistent tenant demand in the submarket. The building has undergone significant recent capital improvements, positioning it as a turnkey investment

  Quinn Evans Essex 312, LLC

  8001 S Maryland Ave, Chicago, IL 60619
• 

  

  

  /17

  $65,000

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  854 E 82nd St Unit 2, Chicago, IL 60619

  Welcome to Affordable Luxury in Chicago! This charming 1-bedroom, 1-bath condo offers the perfect blend of comfort, convenience, and modern updates-all at a price designed to sell quickly. Step inside to find gleaming hardwood floors and an open, sun-filled living area that creates a warm and inviting atmosphere. The modern kitchen features stainless steel appliances, ample counter space, and

  Frank Montro Keller Williams Preferred Rlty

  854 E 82nd St Unit 2, Chicago, IL 60619
• 

  

  

  /13

  $169,700

  • 7 Beds
  • 2 Baths

  7340 S Maryland Ave, Chicago, IL 60619

  Investor opportunity in Chicago's Grand Crossing neighborhood! This 1893 frame 2-flat sits on a 27x125 lot and offers 1,877 square feet across two units with a full basement and separately metered utilities - a key value-add feature for any buy-and-rehab buyer. The property features dual electric meters, natural gas heat, and a rear deck with alley access. One unit shows partial updates including

  Henry Jones Manifest Homes Corporation

  7340 S Maryland Ave, Chicago, IL 60619
• 

  

  /13

  $419,000

  • 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
• 

  

  /4

  $15,000

  • Land
  • 0 Acre

  7300 S Dante Ave, Chicago, IL 60619

  Prime lot ready to go! Come with your plans for a new project or home.

  Derek Walvoord Exit Strategy Realty / EMA Management

  7300 S Dante Ave, Chicago, IL 60619
• 

  

  /18

  $294,900

  • 6 Beds
  • 2 Baths

  1229 E 71st St, Chicago, IL 60619

  AMAZING INVESTMENT OR OWNER-OCCUPANT OPPORTUNITY! THIS VACANT TWO-FLAT BUILDING IS READY FOR ITS NEXT CHAPTER-PERFECT FOR A SAVVY INVESTOR OR FIRST-TIME HOME BUYER LOOKING TO LIVE IN ONE UNIT AND RENT THE OTHER! CONVENIENTLY LOCATED NEAR RETAIL AND TRANSPORTATION, THIS SOLID BRICK 2-FLAT FEATURES A TOTAL OF 6 BEDROOMS AND 2 FULL BATHS, SITUATED ON A FULLY FENCED LOT WITH FRONT AND BACK YARDS, AN

  Daniel Walsh Prime Real Estate Group Inc

  1229 E 71st St, Chicago, IL 60619
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  /6

  $65,000

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft

  1301 E 71st Place Unit 2S, Chicago, IL 60619

  Welcome to 1301 E 71st Pl Unit 2S - Your Sunny South Shore Retreat! Step into this bright and warm 2-bedroom, 1-bathroom condo located in a charming courtyard building. The south-facing living room is flooded with natural light and offers serene views of the courtyard-perfect for relaxing or entertaining. The kitchen with ample cabinet storage and space for a small breakfast nook. Located just a

  Danielle Dowell Berkshire Hathaway HomeServices Chicago

  1301 E 71st Place Unit 2S, Chicago, IL 60619
• 

  

  /21

  $222,000

  • 4 Beds
  • 2 Baths

  8005 S Maryland Ave, Chicago, IL 60619

  Wonderful, 2-unit building on a city lot. Easily relax in any of the bedrooms. Both units feature 2 bedroom, 1 bathroom units. Classic hardwood floors. Both units having amazing living rooms with lots of natural light. Incredible kitchens with lots of cabinet and counter top space. Conveniently located on a quiet block near food, shopping, schools, and all of the conveniences Cottage Grove has to

  Derrick Jackson eXp Realty

  8005 S Maryland Ave, Chicago, IL 60619
• 

  

  /19

  $69,900

  • 2 Beds
  • 1 Bath
  • 975 Sq Ft

  8136 S Drexel Ave Unit 3, Chicago, IL 60619

  PERFECT FOR FIRST TIME HOME BUYER OR RENTAL INVESTMENT, THIS THIRD-FLOOR 2-BEDROOM, 1 FULL BATH, UPDATED CONDO OFFERS LOW TAXES AND LOW HOA FEES. MAKING IT AN EXCELLENT OPPORTUNITY FOR ALL SORTS OF BUYERS. INCLUDES IN-UNIT LAUNDRY AND CENTRAL AIR & HEAT. THE BATHROOM HAS BEEN COMPLETELY UPDATED PREVIOUSLY. THE CONDO FEATURES FRESH PAINT AND HARDWOOD FLOORS THROUGHOUT, CREATING A BRIGHT AND

  Daniel Walsh Prime Real Estate Group Inc

  8136 S Drexel Ave Unit 3, Chicago, IL 60619
• 

  

  /29

  $324,900 Open Sat 12PM - 2PM

  • 5 Beds
  • 2 Baths

  8026 S Dobson Ave, Chicago, IL 60619

  Welcome to 8026 S Dobson Ave, a walk-in ready revenue property located in the vibrant Chicago market. This well-maintained multi-unit building offers immediate income potential for investors or owner-occupants. The property was fully rehabbed in 2022, featuring refinished hardwood floors, new porcelain flooring, and completely updated bathrooms with modern tile work, new vanity cabinets, sinks,

  Jessica Macey Real Broker LLC

  8026 S Dobson Ave, Chicago, IL 60619
• 

  

  /20

  $79,900

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  1301 E 71st Place Unit 2, Chicago, IL 60619

  Neat and well-maintained 2-bedroom, 1-bath condo located in a charming courtyard building in the desirable Chatham area. This second-floor unit offers a functional layout, great natural light, and comfortable living space ideal for both homeowners and investors. Conveniently located near public transportation, including METRA and CTA bus lines, with easy access to I-90/94 for a quick commute.

  Grant Alexander Alexander & Associates Realty Group

  1301 E 71st Place Unit 2, Chicago, IL 60619
• 

  

  /27

  $359,900 Pre-Foreclosure

  • 9 Beds
  • 4 Baths

  7443 S Dante Ave, Chicago, IL 60619

  EXCEPTIONAL UNIQUE OPPORTUNITY - BRICK 2 FLAT + REAR COACH HOUSE NEAR OBAMA LIBRARY IN HISTORIC SOUTH SHORE NEIGHBORHOOD. MAIN PROPERTY FEATURES UPDATED 3 BED, 1 BATH UNIT AND UPDATED 2 BED, 1 BATH UNIT WITH FULL BASEMENT. EACH UNIT HAS ITS OWN FURNACE AND CENTRAL AIR. COACH HOUSE (4 BEDROOMS, 2 BATHS) NEEDS COMPLETE REHAB. EXCELLENT OPPORTUNITY FOR INVESTOR OR OWNER OCCUPANT. COACH HOUSE HAS

  Quin Puryear Elevated Realty LLC

  7443 S Dante Ave, Chicago, IL 60619
• 

  

  /35

  $324,000

  • 6 Beds
  • 2 Baths
  • 1,408 Sq Ft

  8305 S Maryland Ave, Chicago, IL 60619

  Spacious 2-story bungalow in the heart of Chatham featuring 6 bedrooms and 2 full baths. Enjoy an updated feel with a newer roof and heating unit. The large eat-in kitchen includes a oven, offering plenty of space for family meals. The home also features a generous private backyard and a 2-car garage. Conveniently located near schools, the bus line, and local shopping. Ready for its next owner to

  Frank Montro Keller Williams Preferred Rlty

  8305 S Maryland Ave, Chicago, IL 60619
• 

  

  /37

  $409,777

  • 4 Beds
  • 3.5 Baths
  • 2,245 Sq Ft

  7335 S Greenwood Ave, Chicago, IL 60619

  Welcome to this fully renovated 4-bedroom, 3.5-bath home located in Chicago's desirable Greater Grand Crossing / Park Manor. This move-in-ready property blends modern finishes with generous living space and incredible potential. The main level showcases a designer kitchen featuring quartz countertops, shaker-style cabinetry, stainless steel appliances, elegant wainscoting, fresh neutral paint,

  George Medina Realty of America

  7335 S Greenwood Ave, Chicago, IL 60619
• 

  

  /74

  $270,000

  • 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
• 

  

  /11

  $294,900

  • 8 Beds
  • 3 Baths

  7514 S Dante Ave, Chicago, IL 60619

  INCOME INCOME INCOME Producing property!! Come see this great 2-Unit with 3 beds on the first floor and 3 beds on the 2nd floor to maximize your earning potential. The basement is finished as well, great for an in-law suite! The property is fully occupied so you can come in and start earning!! There has been many updates done to the property come an see for yourself. Schedule a showing today!

  George Sierra RE/MAX LOYALTY

  7514 S Dante Ave, Chicago, IL 60619
• 

  

  /24

  $389,000

  • 7 Beds
  • 3 Baths

  7027 S Harper Ave, Chicago, IL 60637

  Cash-Flowing Greystone Oasis Near the Obama Library Exceptional opportunity to own a beautifully updated 2-flat greystone duplexed to the basement in one of Chicago's most active and rapidly transforming South Side neighborhoods. Located just minutes from the Obama Presidential Library and surrounded by new development and investor activity, this property offers both immediate income and

  Candice Payne 5th Group Corp

  7027 S Harper Ave, Chicago, IL 60637
• 

  

  /17

  $265,000

  • 3 Beds
  • 1.5 Baths
  • 2,016 Sq Ft

  7049 S Kimbark Ave, Chicago, IL 60637

  Charming and updated 3 bedroom, 1.5 bath home located on a quiet, low traffic block. This move-in-ready property features a modern kitchen with stainless steel appliances, updated finishes, spacious bedrooms and a convenient half bath and a bright, functional layout. Conveniently located near schools, shopping, dining, and transportation. This home is Perfect for homeowners or investors, don't

  Perdure Carter Realty of America, LLC

  7049 S Kimbark Ave, Chicago, IL 60637
• 

  /2

  $100,000

  • Land

  7821 S Stony Island Ave, Chicago, IL 60649

  This 5,000 Square Feet Vacant Land can be yours the seller is moving out of town and ready to make a Deal the Zoning is C2-2 So you can put almost anything on this site call agent for more details

  Glen Young F.J. Williams Realty LLC

  7821 S Stony Island Ave, Chicago, IL 60649
• 

  

  /20

  $170,000

  • 5 Beds
  • 2 Baths

  1002 E 76th St, Chicago, IL 60619

  Most of the heavy lifting has already been done! Prime opportunity for investors seeking a solid value add property. New roof, electrical, plumbing and HVAC have been updated. Each unit has an open concept featuring hardwood floors and updated bathrooms. The first floor unit is tenant-occupied on a month to month lease providing immediate income. With strategic updates, this property offers

  Deena Cooper-Hammond EXIT Strategy Realty

  1002 E 76th St, Chicago, IL 60619
• 

  

  /11

  $315,000

  • 5,736 Sq Ft

  1526 E 72nd Place, Chicago, IL 60619

  Maximize your ROI with this exceptional middle-income rental development opportunity! This solid Chicago brick building, complete with balconies, is strategically located in a transit-connected hub, blocks from Metra, Jackson Park, and the Obama Library site, and just a stone's throw from the lakefront. Though in need of a full rehab, the payoff is immense. Currently set up as six 2 Bed/1 Bath

  Derek Walvoord Exit Strategy Realty / EMA Management

  1526 E 72nd Place, Chicago, IL 60619
• 

  /2

  $8,000

  • Land
  • 0 Acre

  6800 S Dante Ave Unit P15, Chicago, IL 60637

  Outdoor parking, 1 of 16 outdoor parking spots

  Steve Cotsirilos Lifestyle Properties

  6800 S Dante Ave Unit P15, Chicago, IL 60637
• 

  

  /13

  $245,000

  • 6 Beds
  • 4 Baths

  7407 S Kenwood Ave, Chicago, IL 60619

  Classic brick 2-flat offering income, space, and long-term potential. Each unit features 3 bedrooms, 1.5 baths, and separate utilities with solid structure throughout. Great option for an owner occupant or anyone looking to start building wealth through real estate ownership.

  David Bovyn Chicago Style

  7407 S Kenwood Ave, Chicago, IL 60619
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  /2

  $699,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 4,128 Sq Ft

  6538 S Kimbark Ave, Chicago, IL 60638

  New construction single-family home in Woodlawn featuring 3 bedrooms and 2.5 baths. Open-concept main level with spacious living room, dining area, and a modern kitchen with quality finishes. Inviting family room with an electric fireplace, perfect for everyday living and entertaining. The second floor offers generously sized bedrooms, including a primary suite with a private bath. 2-car garage

  Stephanie Sotelo @properties Christie's International Real Estate

  6538 S Kimbark Ave, Chicago, IL 60638
• 

  

  /16

  $249,000

  • 5 Beds
  • 3 Baths

  7421 S Dante Ave, Chicago, IL 60619

  RECENTLY REFRESHED BRICK 2 FLAT WITH BASEMENT INCLUDING TWO EXTRA FINISHED ROOMS AND A FULL BATHROOM. HARDWOOD FLOORS. SEPARATE HEATING SYSTEMS PER UNIT. 2 CAR GARAGE.

  Joseph Konney Top Care Realty LLC

  7421 S Dante Ave, Chicago, IL 60619
• 

  

  /4

  $38,500

  • Land
  • 0 Acre

  1401 E 71st Place, Chicago, IL 60619

  Vacant residential lot located in the Greater Grand Crossing neighborhood of Chicago. This parcel offers an opportunity for new construction in an established residential area with nearby homes and city infrastructure in place. Conveniently situated near Stony Island Avenue with access to public transportation, parks, schools, and neighborhood amenities. Buyer to verify zoning, permitted uses,

  Newell Broadway Coldwell Banker Realty

  1401 E 71st Place, Chicago, IL 60619
• 

  

  /4

  $40,000

  • 2 Beds
  • 1.5 Baths
  • 888 Sq Ft

  1309 E 75th St, Chicago, IL 60619

  Gut Rehab needed

  Yolanda Paramore Kingdom Builders Realty, LLC

  1309 E 75th St, Chicago, IL 60619
• 

  /2

  $45,000

  • Land
  • 0 Acre

  7542 S Ellis Ave, Chicago, IL 60619

  GREAT RESIDENTIAL PROPERTY READY TO BUILD!! MOTIVATED SELLER!! CALL TODAY!

  Steve Cotsirilos Lifestyle Properties

  7542 S Ellis Ave, Chicago, IL 60619
• 

  /2

  $104,900

  • 3 Beds
  • 1.5 Baths
  • 1,224 Sq Ft

  8610 S Ingleside Ave, Chicago, IL 60619

  Great Investment or Homeownership Opportunity! All brick two-story townhouse featuring 3 bedrooms, 1.5 bathrooms, full basement, and large, fenced yard. Conveniently located just north of the 87th Street corridor in East Chatham, this spacious corner unit offers easy access to schools, shopping, dining, services, transportation, and more. Inside, the open living and dining area combine original

  Sybil Hightower RLB Realty Group, Inc.

  8610 S Ingleside Ave, Chicago, IL 60619
• 

  /2

  $80,000

  • Land
  • 0 Acre

  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
• 

  

  /16

  $155,000

  • 4 Beds
  • 2 Baths

  8036 S Dobson Ave, Chicago, IL 60619

  This solid all-brick two-flat is a rare find-perfect for savvy investors or owner-occupants seeking rental income! Each spacious unit features 2 bedrooms and 1 bath, complemented by newer windows that enhance energy efficiency and curb appeal. The property includes a detached 2-car garage and a full basement offering additional storage or expansion potential.

  Tony Catchings Pearson Realty Group

  8036 S Dobson Ave, Chicago, IL 60619
• 

  

  /15

  $270,000

  • 7 Beds
  • 2 Baths

  7614 S Maryland Ave, Chicago, IL 60619

  Discover this solid, well-maintained brick two-flat that perfectly blends vintage Chicago charm with modern investment potential. Whether you are looking for an owner-occupant "house-hack" or a reliable passive income stream, 7614 S. Maryland Ave is a standout choice in a high-demand rental corridor.

  Lucretia Martin Chicago Style Management LLC

  7614 S Maryland Ave, Chicago, IL 60619
• 

  

  /15

  $425,000

  • 7 Beds
  • 2 Baths

  7326 S Woodlawn Ave, Chicago, IL 60619

  Welcome to this newly remodeled gem located in Woodlawn next to south shore. the property is within five minutes of Barack Obama's new presidential library and ten minutes from the beach. This lovely building boast 7 bedrooms and two baths.. Beautiful kitchens with white and black quartz countertops, sleek modern kitchen cabinets and stainless steel appliances in both units. both bathrooms

  Ryan Cherney Circle One Realty

  7326 S Woodlawn Ave, Chicago, IL 60619
• 

  

  /8

  $54,900

  • 6 Beds
  • 3 Baths
  • 1,350 Sq Ft

  7629 S Maryland Ave, Chicago, IL 60619

  Large Frame home on quiet block featuring 6 bedrooms and 3 full baths. Needs a full rehab. Perfect for your next project. Large back yard. Sold as is. No survey provided.

  David Williamson Choice Realty Group Inc.

  7629 S Maryland Ave, Chicago, IL 60619
• 

  /2

  $40,000

  • Land
  • 0 Acre

  8016 S Kimbark Ave, Chicago, IL 60619

  Prime Vacant Lot Ready for Your Next Build: Opportunity begins at 8016 S. Kimbark. This 3,144 sq ft vacant lot offers a clean slate in an established South Side neighborhood, giving buyers the freedom to design, build, and create long-term value. Whether you're a developer looking for your next new construction project, an investor seeking land in a growing corridor, or a future homeowner ready

  Elijah Reese Serene Realty, Inc.

  8016 S Kimbark Ave, Chicago, IL 60619
• 

  

  /26

  $395,000

  • 5 Beds
  • 2 Baths

  7353 S Blackstone Ave, Chicago, IL 60619

  Step into ownership with this newly renovated multi-unit in the South Shore community. Perfect for first-time buyers looking to live in one unit while generating rental income from the other. Conveniently located near the Metra and the future Obama Presidential Library, this property offers both accessibility and long-term value. Each unit is spacious and thoughtfully updated, featuring luxury

  Bryant Triplett RE/MAX 10

  7353 S Blackstone Ave, Chicago, IL 60619
• 

  

  /9

  $49,900

  • 4 Beds
  • 2 Baths
  • 1,606 Sq Ft

  7350 S Dante Ave, Chicago, IL 60619

  Attention rehabbers and savvy investors! Great opportunity in the south after South Shore neighborhood. This 1 1/2 story frame home offers sold potential with 4 bedrooms and 2 bathrooms, plus a full basement providing additional space for storage or future expansion. Room sizes are estimates. Work has already begun on the property, making it the perfect project for buyers ready to bring their

  Michael Olszewski Area Wide Realty

  7350 S Dante Ave, Chicago, IL 60619
• 

  

  /20

  $335,000

  • 3 Beds
  • 4 Baths

  7915 S Dobson Ave, Chicago, IL 60619

  Time to get off the sidelines!!! Recently updated FOUR unit brick building located in the highly appreciating neighborhood of Chatham! 3/4 Units occupied leaving one unit for your creative ideas. Property has been professionally managed by a seasoned company for the past few years. Very responsible owner who tends to the building. SUPER LOW TAXES & a highly appreciating neighborhood makes for a

  Dexter Harper Coldwell Banker Realty

  7915 S Dobson Ave, Chicago, IL 60619

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