Greater Grand Crossing, Chicago IL · Curated MLS Search

Homes for Sale in Greater Grand Crossing, Chicago IL

An editorially curated view of every active homes for sale listing in Greater Grand Crossing, Chicago IL. Updated in real time from the local MLS, presented without the noise.

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About Homes for Sale in Greater Grand Crossing, Chicago IL

Greater Grand Crossing sits on the South Side and doesn't hide its history. Brick two-flats. Greystones with real bones. Bungalows that have kept families under one roof for three and four generations. The pace is neighborly here, and that's not a brochure line: people know their block, they wave from the porch, and a swept front stoop still means something.

You'll meet longtime owners next door to newcomers chasing space and value they couldn't touch farther north. The housing leans classic Chicago, which means square footage and detail you won't find in anything freshly framed. Some homes need a hand. Others you could sleep in tonight. This neighborhood pays off for buyers who actually look.

Why Buy Homes for Sale in Greater Grand Crossing, Chicago IL?

Your dollar goes further here than most of the city, and that's the honest draw. The CTA's close, the Metra Electric runs a straight line downtown, and the lakefront and its parks sit within reach. But the real case is simpler than any of that. If you're tired of writing rent checks into somebody else's mortgage, this is where ownership stops being a someday.

Ready to find your ideal homes for sale in Greater Grand Crossing? Contact Chicago Real Estate Source today at (312) 788-7079 to schedule a showing or start your personalized home search.

Greater Grand Crossing, Chicago IL Market Snapshot

Inventory here shifts week to week. The listings on this page pull straight from the MLS, so what you see is what's actually for sale right now.

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Homes for Sale in Greater Grand Crossing, Chicago IL

$950,000

10 Beds ⋅ 4 Baths ⋅ 12751982 MLS ⋅ NEW Status

4-UNIT MULTIFAMILY INVESTMENT OPPORTUNITY FEATURING 10 BEDROOMS AND 4 BATHROOMS WITH ESTABLISHED RENTAL INCOME. EXTENSIVE RENOVATIONS AND IMPROVEMENTS COMPLETED IN 2021-2022, INCLUDING NEW WINDOWS AND WINDOW LINTELS, UPDATED ELECTRICAL SERVICE WITH INDIVIDUAL CIRCUIT BREAKERS FOR EACH UNIT, ALL-COPPER PLUMBING, HIGH-EFFICIENCY HVAC, AND INDIVIDUAL 40-GALLON POWER-VENT WATER HEATERS. ADDITIONAL IMPROVEMENTS INCLUDE HARDWOOD FLOORING, UPDATED KITCHENS WITH GRANITE AND QUARTZ COUNTERTOPS, FENCING, REAR PORCH, CONCRETE WORK, AND AN UPDATED MAIN ENTRANCE. CLEAN BASEMENT WITH POTENTIAL FOR FUTURE USE, SUBJECT TO ZONING AND APPROVALS. WELL-MAINTAINED, SUBSTANTIALLY IMPROVED PROPERTY WITH MULTIPLE INCOME-PRODUCING UNITS AND LONG-TERM INVESTMENT POTENTIAL.

6950 S Indiana Avenue, Chicago

$295,000

5 Beds ⋅ 3 Baths ⋅ 12752509 MLS ⋅ ACTIVE Status

Price to sell - Beautifully renovated and thoughtfully updated, this spacious home offers six bedrooms, three full bathrooms, and a two-car detached garage. The above-grade living space features five bedrooms and two full bathrooms, while the finished basement provides an additional bedroom, a third full bathroom, and versatile space ideal for recreation, entertaining, a home office, or extended-family living. Extensive improvements include a new HVAC system, new windows, updated electrical and plumbing systems throughout, a new sewer line, and a new sewer backflow-prevention valve. Modern finishes and a functional layout create a comfortable, move-in-ready home with plenty of room to accommodate a variety of lifestyles. Conveniently located in Chicago's Park Manor neighborhood near parks, schools, shopping, restaurants, public transportation, and major expressways. Although fully renovated, the property is being sold AS IS. Inspections are permitted for the buyer's informational purposes and personal satisfaction only. All room sizes, lot dimensions, and measurements are approximate and should be independently verified by the buyer.

7038 S King Drive, Chicago

$475,000

6 Beds ⋅ 4 Baths ⋅ 12752373 MLS ⋅ CONTINGENT Status

Welcome to 7316 S. Calumet Avenue, a beautifully gut-rehabbed two-unit property offering modern finishes and spacious layouts. Each unit features three bedrooms, two full bathrooms, gleaming hardwood floors, stainless-steel appliances, central air, in-unit laundry, and a bright sunroom providing flexible additional living space. The second-floor unit also includes a private balcony, perfect for relaxing outdoors. This move-in-ready property is perfect for an owner-occupant looking to live comfortably while generating rental income!

7316 S Calumet Avenue, Chicago

$450,000

7 Beds ⋅ 5 Baths ⋅ 12733872 MLS ⋅ CLOSED Status

Welcome to 7018 S Rhodes Avenue, a full gut rehab legal 2-flat offering the rare combination of turnkey condition, flexible living space, rental income potential, and permitted improvements in the Greater Grand Crossing neighborhood. Completed as a full gut rehab with City of Chicago permits, this approximately 3,404 sq. ft. brick two-unit has been thoughtfully redesigned from top to bottom. The 1st floor apartment is an expansive 5-bedroom, 3-bath duplex-down spanning approximately 2,230 sq. ft., giving an owner-occupant an impressive amount of private living space while retaining the income-producing benefits of a multi-unit property. The 2nd floor apartment offers approximately 1,174 sq. ft. with 4 bedrooms and 2 full baths. Both units feature bright open-concept living spaces, modern kitchens with quartz countertops and full-height backsplash, stainless steel appliances, shaker-style cabinetry, contemporary lighting, and clean modern finishes throughout. Beautifully renovated bathrooms feature floor-to-ceiling tile, upgraded vanities, LED mirrors, and designer fixtures. Central heating and air conditioning add year-round comfort. The duplex-down provides even more flexibility with a spacious finished lower level, additional bedrooms and baths, and a striking illuminated staircase connecting the two levels. Outside, enjoy newly constructed rear porches, a fenced yard, and a two-car concrete parking pad. For buyers searching for a renovated Chicago 2-flat, owner-occupied investment, or house-hack opportunity, 7018 S Rhodes delivers the space and finish of a newly renovated home with the added advantage of a separate income-producing residence. This property is eligible for the Cook County Land Bank Grant. Qualified buyers may receive up to $20,000 in purchase assistance, subject to buyer eligibility and program requirements.

7018 S Rhodes Avenue, Chicago

$624,900

10 Beds ⋅ 4 Baths ⋅ 12743268 MLS ⋅ ACTIVE Status

7141 S King Drive, Chicago

$499,900

12746651 MLS ⋅ ACTIVE Status

A rare opportunity to acquire a well-maintained multifamily asset that has been carefully owned and cared for by the same family for generations. The owners are now retiring, creating an excellent opportunity for a new investor to take advantage of this unique property. Each unit features a distinctive three-level townhome-style layout with 3 bedrooms and 1.1 baths, updated kitchens and bathrooms, individual hot water tanks, and forced-air furnaces. Durable brick and Flexicore construction, along with full basements, adds long-term value and functionality. The property also offers potential for increased rental income, making it an attractive opportunity for investors seeking both stability and upside. Proof of funds is required prior to scheduling a showing. Qualified buyers only.

6618 S Michigan Avenue, Chicago

$335,000

8 Beds ⋅ 2 Baths ⋅ 12742625 MLS ⋅ ACTIVE Status

Exceptional investment or house-hacking opportunity situated on a picturesque, tree-lined residential street in Chicago. This striking, legal two-unit brick Greystone offers two expansive residences, each featuring four bedrooms and one full bathroom, providing the space and flexibility. Each unit boasts a well-appointed kitchen with granite countertops and abundant cabinet storage, along with a full bathroom featuring a bathtub and exhaust fan for added comfort and convenience. Unit 2 has been beautifully refreshed with new flooring throughout, fresh paint, modern LED lighting, and brand-new stainless steel appliances, making it completely move-in ready. A full unfinished basement presents exciting value-add potential for a future duplex-down or possible third unit. Convenient access to public transportation and the expressway makes commuting throughout the city easy, while the nearby 71th Street and 75th Street commercial corridors offer a variety of shopping, dining, and everyday conveniences. Whether you are expanding your investment portfolio or looking to live in one unit while generating rental income from the other, this impressive Greystone offers outstanding space, versatility, and long-term potential.

6947 S Wabash Avenue, Chicago

$579,000

3 Beds ⋅ 3 Baths ⋅ 12746871 MLS ⋅ ACTIVE Status

Built for the next 100 years, not the last. This brand-new two-unit building offers a superior living experience with enhanced comfort and library-quiet interior, enhanced affordability, a low-maintenance lifestyle, and a promising return on investment. Constructed by the renowned Greenline Homes, this brand-new all-electric two-flat delivers. The larger, primary, upstairs unit boasts a dining room-sized private rear balcony, an expansive great room with 10-foot ceilings, and seamless indoor-outdoor living, a perfect fit for your needs or a perfect opportunity to get peak market rental income. The stunning backyard-level first-floor rear unit provides a generous one-bedroom retreat, perfect for multi-generational living or an owner occupant seeking high-value rental income to improve affordability. Additionally, it's ADA accessible, featuring a zero-threshold bath. Enjoy designer-coordinated custom cabinetry, beautiful quartz countertops, and chef's-choice induction cooking in a home engineered for the next 100 years, not the last. Triple-pane windows and an enhanced building envelope ensure optimal thermal comfort, while a fully paid-for solar PV system results in ultra-low utility costs without compromising style. From the premium James Hardie fiber cement exterior to camera intercom with electronic front gate, every detail is meticulously considered and crafted for effortless, low-maintenance living. High-quality appliances like Frigidaire Gallery, Mitsubishi HVAC, and an EPA Air Quality Plus Certification cater to your lifestyle and wellness. Transform your experience into a healthier, wealthier, and far more comfortable home-your best life begins here. This building has been third-party certified, and performance verifications, including the HERS Score, are available for review. Save over $3,345 a year over a typical new construction building... enough to help buy that EV you can plug into the ready to go level 2 charger in the extra wide 2.5 car garage!

6747 S Langley Avenue, Chicago

$420,000

8 Beds ⋅ 4 Baths ⋅ 12745129 MLS ⋅ ACTIVE Status

Rare opportunity to own a legal, all-brick three-unit building in West Woodlawn! Each spacious unit features three bedrooms, a separate dining room, and independent utilities. Separate gas and electricity meters for each unit. Ideally positioned near the University of Chicago, Jackson Park, the newly opened Obama Presidential Center, and the planned Woodlawn Central mixed-use development. This property presents an excellent value-add opportunity for a new owner/investor. Perfect for an owner-occupant seeking to live in one unit while receiving rental income from the others, or an investor looking to expand their portfolio. Property is being sold as-is. Motivated seller!

6830 S Langley Avenue, Chicago

$300,000

12744098 MLS ⋅ ACTIVE Status

Own your building instead of renting it. Free-standing two-suite commercial property with private fenced parking lot on busy Cottage Grove Ave. Occupy the 1,500 SF suite - five private offices, reception, bath, separate entrance - and lease the adjoining 1,900 SF suite to supplement mortgage. Wrought iron fencing and on-site parking set this apart from storefront space in the area, and the private office layout is ready for professional, medical, insurance, tax or service-business use with minimal buildout. Excellent visibility and daily traffic. [SBA 504 financing may be available to qualified owner-occupants.] Creative Financing Strategies Available. Contact Listing Agent. Motivated seller. Sold as-is.

7318 S Cottage Grove Avenue, Chicago

$205,000

4 Beds ⋅ 2 Baths ⋅ 12740320 MLS ⋅ PRICE CHANGE Status

***Attention investors*** This is a perfect project for the savy investor. Two floors of living space with full basement. Great bones, beautiful hardwood floors, living room and formal dining room. Many of the contents will stay and sold with the property. This is a must see!!! Call today for your private showing.

7350 S Michigan Avenue, Chicago

$175,000

3 Beds ⋅ 2 Baths ⋅ 12738116 MLS ⋅ CONTINGENT Status

Don't miss this incredible opportunity to restore a stately brick home to its original grandeur in the very desirable Park Manor neighborhood of Greater Grand Crossing. Ideal for an investor looking for their next profitable flip or a savvy buyer looking to build equity in a long-term portfolio asset. A spacious main level has a generous layout featuring a light-filled living room, formal dining room, kitchen with an eat-in nook, and a cozy sunroom. Step outside to enjoy the massive, inviting front porch. The upper level sleeping quarters has 3 bedrooms and 1 full bath upstairs, plus a spacious attic ready to be expanded into, perhaps a primary suite. The lower level is awaiting your final touches. Features mini-split units for central air, updated 200-amp, and a boiler/hot water tank believed to be in working condition. Set on an approximately 33' x 160' deep lot boasting a massive backyard and space to rebuild the deck or start a patio from scratch. There is an oversized 2-car garage with an aaproximately a 9.5 ft tall overhead door, perfect for larger vehicles or extra storage. Garage has gas heater though gas line was capped and previously had an EV charger set up. The roof on the house and the garage were redone in 2024. Vinyl windows through out. CASH or Reconstruction mortgage for financing.

7324 S Calumet Avenue, Chicago

$449,000

6 Beds ⋅ 3 Baths ⋅ 12734070 MLS ⋅ CONTINGENT Status

Beautifully updated two-unit building in Chicago's desirable Woodlawn neighborhood, offering an excellent opportunity for both investors and owner-occupants. This well-maintained property features spacious units, modern updates, and flexible living arrangements. The duplexed-down main-level unit offers 4 large bedrooms and 2 full baths, while the upper-level unit features 3 bedrooms and an updated full bath. Both units offer bright, inviting living spaces, generous bedrooms, ample storage and renovated finishes throughout. The refreshed eat-in kitchens feature breakfast nooks, newer cabinetry, modern quartz countertops, stainless-steel appliances, and custom tiled backsplashes creating a clean, contemporary feel. Large windows fill the units with natural light, while updated flooring throughout adds to their move-in appeal. Classic Chicago architecture blends seamlessly with modern updates, creating a property that is both charming and practical. Ideally located near public transportation, parks, shopping, restaurants, and major roadways, this property provides convenient access to surrounding neighborhoods and downtown Chicago. Its proximity to the University of Chicago, Jackson Park, and the Obama Presidential Center further enhances its appeal. Whether you're looking to expand your investment portfolio or live in one unit while generating rental income from the other, this versatile property is an opportunity worth exploring.

7026 S Eberhart Avenue, Chicago

$240,000

4 Beds ⋅ 3 Baths ⋅ 12736131 MLS ⋅ CONTINGENT Status

Need space? This Deceptively large, brick, four bedroom home has it and is a bit more a block from the "el" stop. Original WOOD FLOORING in much of the home, fully functioning POCKET DOORS, tall ceilings, living room flows directly into the dining room with lighted built-in for bar, additional storage or picture gallery. Galley style kitchen features NEWER APPLIANCES, ample counter and storage space. In addition to the full bath and three bedrooms upstairs, there is 2nd floor laundry hook-up. Bathroom in the FINISHED BASEMENT provides great space for entertaining. Spacious yard is flanked on the west by a brick garage with a party door and on the east by an EXTRA LARGE DECK. BRAND NEW BOILER / GUTTERS on the north side of the building - approx 1 year / Brand new SEWER BACKFLOW PREVENTER. Peoples Gas just installed a new gas main. MULTIPLE OFFERS RECEIVED. HIGHEST & BEST DUE 3pm, Sept 2, 2026

6836 S Michigan Avenue, Chicago

$345,000

5 Beds ⋅ 3 Baths ⋅ 12670670 MLS ⋅ CLOSED Status

7208 S Calumet Avenue, Chicago

$225,000

7 Beds ⋅ 2 Baths ⋅ 12715115 MLS ⋅ CONTINGENT Status

ATTENTION: INVESTORS & REHABBERS! This solid brick 2-flat with a full basement on an oversized lot is ready for its transformation. REHABBED in 2015 with NEW infrastructure including electrical, plumbing, and ductwork. The first-floor unit features 3 bedrooms and 1 bathroom, while the second-floor unit offers 4 bedrooms and 1 bathroom. Both units boast neutral-colored walls and white trim, creating a clean backdrop for contemporary finishes and design. Gas and electric utilities for EACH unit are SEPARATELY metered for added convenience. The unfinished basement with exterior access provides additional space, while the fenced yard features a concrete parking pad with 2 exterior parking spaces. Conveniently located near the Interstate 90/94, public transit including the CTA Red Line, shopping, dining, parks, and other neighborhood amenities, with easy access to downtown Chicago and surrounding communities.

7007 S Wabash Avenue, Chicago

$133,500

4 Beds ⋅ 3 Baths ⋅ 12727151 MLS ⋅ PENDING Status

This spacious cape cod is the ideal home which was renovated over the last 3 years and is move in ready! If you are looking for your first home and want to move right in or if you are a passive investor looking for a turnkey rental this building is for you as well! Hardwood floors run throughout this home and The layout of the home is ideal with three bedrooms on the first floor and a full bathroom on the first floor, there is a dining room off the spacious kitchen which has been updated with newer white cabinets and SS appliances. The second floor features an additional bedroom with full bathroom and a loft which can be used as an office or den! If you are needing more space the basement is finished which is ideal for a larger family or more space! Get inside this home today, at this value with these updates this home will not last long!

7430 S Champlain Avenue, Chicago

$449,900

6 Beds ⋅ 4 Baths ⋅ 12730101 MLS ⋅ ACTIVE Status

Exceptional 4-Unit Investment Opportunity in Park Manor! Welcome to 7348 S. Vernon Avenue, a spacious all-brick multifamily property offering an outstanding opportunity for investors looking to expand their Chicago real estate portfolio. This well-maintained building features four residential units with a total of 6 bedrooms and 4 full bathrooms, plus a full basement offering additional storage and future possibilities. The property underwent significant improvements, including an updated boiler, electrical wiring, plumbing, kitchens, bathrooms, appliances, beautifully refinished hardwood flooring, and improvements to the enclosed porch area. Throughout the building, you'll find generously sized living spaces, hardwood floors, and beautiful original woodwork that preserves the character and craftsmanship of this classic Chicago property. Situated on a residential block in the desirable Park Manor community, the property offers convenient access to public transportation, neighborhood amenities, and major expressways, including I-90/I-94.The landlord currently pays gas and electric for the building/tenants, except Unit 1F pays its own electric. Whether you're an experienced investor or looking to add your next multifamily property to your portfolio, 7348 S. Vernon offers space, character, location, and income-producing potential all under one roof. Opportunities to acquire a four-unit brick building like this don't come along every day-schedule your private showing and discover the possibilities! The RENT ROLL is in the Document Section.

7348 S Vernon Avenue, Chicago

$150,000

3 Beds ⋅ 3 Baths ⋅ 12729719 MLS ⋅ ACTIVE Status

7259 S Vernon Avenue, Chicago

$399,900

6 Beds ⋅ 2 Baths ⋅ 12727926 MLS ⋅ CONTINGENT Status

Attention house hackers! Live in one unit and rent the other. Previously renovated, this spacious two-flat already has one tenant (section 8) in place in the 2nd floor unit and is collecting $1,850. Each unit features 3 bedrooms, 1 bath, and separate heating. Offering flexibility for both owner-occupants and investors. The property also includes a detached 2-car garage and a cozy backyard. Conveniently located between I-94 and the Chicago Skyway, you'll enjoy easy access to both downtown Chicago and Northwest Indiana. A great investment opportunity!

7227 S Rhodes Avenue, Chicago

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