Grand Crossing Real Estate

Welcome to Grand Crossing, a vibrant neighborhood nestled on the South Side of Chicago, Illinois, within Cook County. Known for its rich history and diverse community, Grand Crossing offers a unique blend of urban living and suburban charm that appeals to a wide range of residents.

Grand Crossing is steeped in cultural heritage, with its roots tracing back to the early 20th century. The neighborhood boasts an array of architectural styles, from classic bungalows to modern townhomes, making it a visually appealing area for potential homeowners. Tree-lined streets and well-maintained parks provide a serene atmosphere, perfect for families and individuals seeking a peaceful retreat within the bustling city.

The community is known for its strong sense of belonging, where neighbors come together to support local events and initiatives. Grand Crossing is home to a variety of amenities, including grocery stores, restaurants, and shops that cater to everyday needs. The nearby Grand Crossing Park offers recreational opportunities for all ages, featuring playgrounds, sports fields, and walking paths that encourage an active lifestyle.

Transportation is convenient, with easy access to public transit options, making commuting to downtown Chicago a breeze. The neighborhood is also strategically located near major highways, ensuring that residents can explore all that the Windy City has to offer.

Whether you’re a first-time homebuyer, a growing family, or looking to invest, Grand Crossing is a neighborhood that welcomes you with open arms. Experience the warmth of community living and discover your perfect home in this charming Chicago enclave!

Newest Listings in Grand Crossing

$215,000

3 Beds ⋅ 2 Baths ⋅ 12793369 MLS ⋅ NEW Status

**WOW! DON'T MISS THIS SOUTH SIDE GEM MINUTES FROM THE OBAMA PRESIDENTIAL CENTER!** Must see in-person. Discover an incredible opportunity to own this spacious, move-in-ready 3-bedroom, 2-bath condo in a prime Chicago location! Step inside to warm hardwood floors, an inviting living room with a decorative fireplace and balcony access, and a dedicated dining area perfect for entertaining or pure relaxation. The updated kitchen shines with modern finishes and newer appliances, making everyday cooking a breeze. Unwind in your impressive primary suite, complete with its own private balcony, a nice-sized closet, rich hardwood flooring, and a stunningly renovated ensuite bathroom featuring double vanities and a deep soaking tub. Two additional light-filled bedrooms offer nice-sized closets and share a beautifully updated second bathroom. In-unit laundry, interior storage, and a newer furnace deliver everyday comfort and ease. Enjoy dual balcony spaces along with secure, gated parking which is optional at an additional cost. **Beautiful condo and UNBEATABLE LOCATION!** Enjoy being moments from the Obama Presidential Center, historic Jackson Park, the University of Chicago, lakefront beaches, dining, and public transit. **DON'T WAIT-SCHEDULE YOUR PRIVATE TOUR TODAY!**

1419 E 68Th Street Unit #3, Chicago

$139,900

2 Beds ⋅ 1 Baths ⋅ 12787715 MLS ⋅ NEW Status

Attention all investors and savvy homeowners. Add instant sweat equity to this solid 2-bed, 1-bath bungalow with excellent potential. Many recent repairs have been completed and the home just needs to TLC to shine. Buyer responsible for all due diligence, inspections, violations, and any city requirements. Prime location near parks, public transportation, shopping, dining, and major commuter routes. Sold as-is. No survey.

7715 S Maryland Avenue, Chicago

$420,000

4 Beds ⋅ 4 Baths ⋅ 12790318 MLS ⋅ NEW Status

Welcome home! This charming single-family home is ready for its next chapter and a new family to make it their own! Offering 4 bedrooms, 3.5 bathrooms, and 2,245 square feet of living space, this home provides plenty of room for everyday living, entertaining, and creating lasting memories. With spacious accommodations and endless possibilities to make it your own, this home is the perfect place to begin your next chapter. Don't miss the opportunity to turn this house into your forever home!

7335 S Greenwood Avenue, Chicago

$249,000

3 Beds ⋅ 2 Baths ⋅ 12790694 MLS ⋅ NEW Status

DON'T MISS OUT!! This is an excellent opportunity to own a stunning, spacious, completely renovated 3 bedroom 2 bathroom home with a 2 car detached garage. This gorgeous home has new kitchen, new bathrooms, new flooring, new stainless steel appliances, new lighting, new windows, new HVAC, new water heater, spacious backyard for entertaining, and much much more - everything new, nothing left untouched. The property is located near schools, parks, retail, and public transportation. A must see!!

7145 S Ingleside Avenue, Chicago

$199,900

3 Beds ⋅ 3 Baths ⋅ 12789903 MLS ⋅ NEW Status

Welcome to this spacious 3 bedroom, 2.5 baths duplex condo offering approximately 2,000 sq. ft. of living space. Step inside to an open and inviting main level featuring beautiful hardwood floors, exposed brick, abundant natural light, and plenty of room for both living and dining. The kitchen offers granite countertops, stainless steel appliances, and a breakfast bar that opens to the living space. The lower level provides additional privacy and generous bedroom space. The primary bath features a jetted soaking tub plus a separate shower. With multiple levels of living space, 2.5 baths, and a flexible floor plan, this home offers the space of a house with the convenience of condo living. Conveniently located near the University of Chicago, Hyde Park, parks, public transportation, shopping, dining, and major routes. A great opportunity to make this spacious condo your own.

1425 E 68Th Street Unit #1, Chicago

$10,000

12786698 MLS ⋅ ACTIVE Status

BANKRUPTCY SALE! Priced to sell quickly. This is a CASH for Deed sale. Minimum of 60 days closing for court approval; Bankruptcy court order to remove liens and back taxes. The full purchase price funds are due within 10 days of acceptance of an offer. No survey, no title insurance provided.

1223 E 70Th Street, Chicago

$199,900

2 Beds ⋅ 2 Baths ⋅ 12776017 MLS ⋅ ACTIVE Status

Greater Grand Crossing Community - Brick Single Family Home. Main level features 2 bedrooms, 1 bath, living room, dining room & kitchen. Basement level: 1 bedroom, sitting room, laundry area with plenty of storage space. Great yard space, no garage & 2 rear parking spaces. Short drive to The Obama Presidential Center and lake front amenities.

7355 S University Avenue, Chicago

$285,000

6 Beds ⋅ 4 Baths ⋅ 12783867 MLS ⋅ ACTIVE Status

Welcome to 7844 S Greenwood Ave, a spacious Chicago 2-flat located in the Greater Grand Crossing neighborhood, offering an excellent opportunity for real estate investors, owner-occupants, and buyers looking to house hack while building long-term equity. This South Side Chicago multi-family property features two generously sized 3-bedroom units, each offering approximately 1,000 square feet of living space, bright and inviting living rooms, attractive flooring, functional layouts, and convenient in-unit laundry. Ideal for multi-generational living or generating rental income, this property provides flexibility and investment potential. Recent improvements include partial roof repairs completed in 2026, a newly installed rear deck in 2026, a replaced exterior gate in 2026, and a basement furnace approximately one year old. Additional highlights include a private backyard, two dedicated exterior parking spaces, ample street parking, and an unfinished basement with separate exterior access, providing generous storage and potential for future improvements. Conveniently situated near the 79th Street/Chatham Metra Electric Station, CTA bus routes, I-90, and the Chicago Skyway, this property offers accessibility to Downtown Chicago and surrounding neighborhoods. Enjoy proximity to Grand Crossing Park, the South Shore Cultural Center, the University of Chicago, shopping, dining, schools, and everyday conveniences. Whether you're searching for a Chicago 2-flat for sale, an income-producing multi-family investment, or an owner-occupied property with rental income potential, 7844 S Greenwood Ave delivers an appealing combination of spacious living, recent updates, off-street parking, commuter convenience, and long-term investment opportunities. Don't miss your chance to own this versatile Greater Grand Crossing investment property. Schedule your private showing today!

7844 S Greenwood Avenue, Chicago

6318 - 24 S Kimbark Avenue Unit #105, Chicago

$48,500

1 Beds ⋅ 1 Baths ⋅ 12783149 MLS ⋅ ACTIVE Status

Welcome Home to 6318-24 S. Kimbark, Unit 105! This condo features one parking space! This is a Fannie Mae HomePath property. Sold AS-IS. Equal Housing Opportunity.

6318 - 24 S Kimbark Avenue Unit #105, Chicago

$359,000

3 Beds ⋅ 3 Baths ⋅ 12782771 MLS ⋅ PRICE CHANGE Status

Built on an oversized lot with fruit trees and 2-car garage, this house is within minutes of the award-winning Stony Island Arts Bank, acclaimed Obama Presidential Center, Kenwood Gardens, historic Jackson Park, Lake Michigan and the University of Chicago. The house has an open floor plan with abundant natural light, hardwood flooring on the main level, living room gas log fireplace and stairwell skylight. The eat-in kitchen features an island, pantry and stainless steel appliances, including an oversized newer refrigerator. The primary suite and two other bedrooms are on the second level and a spacious fourth bedroom is on the lower level. The lower level also offers space for a recreation room or home gym. This house offers complete privacy as no window looks into another residence. The location is within the Wadsworth school district, a public magnet school (K-8) noted for a curriculum heavily focused on science, technology, engineering, and mathematics (STEM).

6732 S Dorchester Avenue, Chicago

$266,999

4 Beds ⋅ 4 Baths ⋅ 12778989 MLS ⋅ ACTIVE Status

Welcome to this COMPLETELY RENOVATED home where EVERYTHING IS BRAND NEW! Featuring 4 spacious bedrooms, 3.5 stunning bathrooms, and a bright, open-concept layout, this home was thoughtfully redesigned with modern style and quality craftsmanship throughout. Enjoy the peace of mind that comes with a NEW ROOF, NEW FURNACE, NEW A/C UNIT, NEW HOT WATER TANK, and countless additional upgrades from top to bottom. The expansive finished basement provides the perfect space for entertaining, a home theater, recreation room, home office, or guest accommodations. The luxurious primary suite offers a beautifully designed en-suite bathroom and direct access to a private patio, perfect for enjoying your morning coffee or relaxing at the end of the day. Conveniently located near parks, shopping, restaurants, public transportation, and major expressways, this MOVE-IN READY home is the perfect combination of comfort, style, and convenience. Don't miss your opportunity to make this exceptional home yours!

7116 S University Avenue, Chicago

$200,000

5 Beds ⋅ 3 Baths ⋅ 12774163 MLS ⋅ ACTIVE Status

This vacant property offers the flexibility to begin improvements immediately. The second floor is already framed and ready for finishes. The first floor is in habitable condition with the original wood work preserved and is awaiting a rehab for modernization to make it a perfect owners unit. Interior staircase and basement bath already roughed in offers the opportunity to duplex down and have an expanded living space. Contact LA for interior photos. Bring your vision and explore the potential for your next family home, investment project or rental portfolio addition.

7359 S Dante Avenue, Chicago

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Grand Crossing Real Estate

Newest Listings in Grand Crossing

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