Grand Crossing Homes under $400,000

**Discover the Charming Neighborhood of Grand Crossing, Chicago**

Nestled in the heart of Chicago, Grand Crossing is a vibrant neighborhood that beautifully blends urban convenience with suburban charm. Known for its rich history and diverse community, this area is an ideal destination for families, young professionals, and anyone seeking a welcoming environment.

One of the standout features of Grand Crossing is its affordability. With homes available for under $400,000, it presents a fantastic opportunity for first-time buyers and investors alike. You'll find a variety of housing options, from classic bungalows to modern townhomes, each exuding character and warmth. The neighborhood’s real estate market is not only accessible but also offers a chance to invest in a community that is on the rise.

Grand Crossing boasts a plethora of local amenities, including parks, schools, and shops, making it a convenient place to call home. The lush greenery of the nearby parks provides the perfect backdrop for outdoor activities, while local eateries and shops contribute to the neighborhood's vibrant atmosphere. Residents enjoy easy access to public transportation, connecting them to downtown Chicago and other parts of the city.

As you explore Grand Crossing, you’ll discover a strong sense of community, with friendly neighbors and local events that foster connections. Whether you’re looking to settle down or find a rental property, Grand Crossing offers an inviting environment that combines affordability, accessibility, and a sense of belonging. Come and experience the charm of Grand Crossing—your new home awaits!

Newest Grand Crossing Homes under $400,000

$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

$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

$365,900

3 Beds ⋅ 3 Baths ⋅ 12782771 MLS ⋅ ACTIVE 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

$199,900

3 Beds ⋅ 2 Baths ⋅ 12776714 MLS ⋅ ACTIVE Status

WELCOME HOME! Come take a look at this beautifully updated 3-bedroom, 2.5-bath single-family home featuring a spacious layout, modern finishes, and plenty of room for comfortable living. The main level welcomes you with a bright living room featuring beautiful hardwood floors, a formal dining room with matching hardwood flooring, and a fully updated kitchen with white Shaker-style cabinets, ample storage, and a clean, modern look. The main floor also includes an upgraded half bath, along with new doors and trim throughout the home. Upstairs, you'll find two generously sized bedrooms with ample closet space and a fully updated full bathroom. The lower level offers even more living space with a large family room, laundry room, and utility room, plus convenient exterior access to the spacious backyard-perfect for entertaining, relaxing, or enjoying outdoor activities. With its thoughtful updates, functional floor plan, and generous living space, this home is ready for its next owner. Don't miss the opportunity to make this your next home-schedule your showing today!

7645 S Drexel Avenue, Chicago

$300,000

3 Beds ⋅ 3 Baths ⋅ 12766709 MLS ⋅ ACTIVE Status

This beautifully rehabbed 1.5 story modern cottage style home in Chicago's Greater Grand Crossing neighborhood, within Hyde Park Township, blends modern luxury with cozy living. The open-concept main level features pristine hardwood oak flooring, custom-built kitchen equipped with premium stainless steel appliances, bright living room with electric fireplace, dining area and foyer lounge with dry bar. The main floor also offers a convenient bedroom and full bath, while the second level boasts two spacious bedrooms, including one with a cozy electric fireplace, and full hallway bathroom. Downstairs, the nine-foot-tall English basement provides large family room with a wet bar, perfect for entertaining, bedroom and full bathroom. Ideally located within short distance to public transportation and expressway, local amenities and businesses! This luxurious home is your real estate dream coming true!

7521 S Ingleside Avenue, Chicago

$154,900

4 Beds ⋅ 2 Baths ⋅ 12711800 MLS ⋅ ACTIVE Status

Bright & airy house. Spacious home can be used as a single family, a 2 unit or as related living home. 9 rooms, 4 bedrooms & 2 baths. House had many updates in 2018: electrical, windows, kitchen, both baths, doors, trim & siding and more. Kitchen had new cabinets, counter & flooring. Both baths were a full remodel. Hot water tank & boiler are newer. Newer lights, outlets & switches and some electrical lines All hardwood floors. Full basement. 2 car garage slab in back. Double lot. comes with an extra side lot. House does need a deep cleaning. Upstairs can be a legal apartment, if desired. Walk to commuter train or commuter bus. Immediate possession. House is sold in as-is condition.

7837 S Dobson Avenue, Chicago

$75,000

2 Beds ⋅ 1 Baths ⋅ 12756470 MLS ⋅ ACTIVE Status

House is in need of repair and it is boarded up. House site on back of lot and is great for rehabber. property sold as is, seller will not make any repairs

7744 S Drexel Avenue, Chicago

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Grand Crossing Homes under $400,000

Newest Grand Crossing Homes under $400,000

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