Grand Crossing Homes for Sale

Welcome to Grand Crossing, a vibrant neighborhood nestled in the heart of Chicago, Illinois. Known for its rich history and diverse community, Grand Crossing offers a unique blend of urban charm and suburban comfort. With tree-lined streets, local parks, and a variety of shops and eateries, this area is perfect for families, young professionals, and anyone looking to embrace the true essence of Chicago living.

One of the standout features of Grand Crossing is its accessibility. The neighborhood is well-connected to public transportation, making it easy to commute to downtown Chicago or explore the surrounding areas. Residents enjoy a strong sense of community, with local events and gatherings that bring neighbors together. The nearby parks, such as the expansive Grand Crossing Park, provide ample opportunities for outdoor activities, from picnicking to sports.

For those considering a move to Grand Crossing, you’ll be pleased to know that there are a variety of homes for sale, catering to different tastes and budgets. From charming single-family houses with character to modern condos, the real estate market here is diverse and inviting. Many properties feature spacious layouts, updated amenities, and beautiful yards, ideal for both relaxation and entertaining.

Whether you’re drawn to the rich cultural tapestry, the friendly atmosphere, or the appealing homes, Grand Crossing is a neighborhood that truly has it all. Explore the listings today and discover why so many are choosing to call this wonderful community home!

Newest Grand Crossing Homes for Sale

$215,000

3 Beds ⋅ 2 Baths ⋅ 12721299 MLS ⋅ NEW Status

Classic Chatham Brick Home With Character, Space & Serious Upside! Here's an opportunity that deserves a closer look. This 3-bedroom, 11/2-bath all-brick home in Chicago's historic Chatham neighborhood offers the kind of character, space, and major improvements that can be difficult to find at this price point. Step inside and you'll immediately notice the home's classic details, including beautiful hardwood floors, generous room sizes, distinctive wood trim, a formal dining room with an impressive decorative ceiling, and plenty of natural light throughout. The kitchen features abundant cabinetry, stainless steel appliances, a double-bowl sink, and opens toward an enclosed breakfast room, giving you additional everyday living space. Upstairs, three bedrooms provide plenty of room to create comfortable retreats, a home office, guest space, or whatever fits your lifestyle. Yes, the home could use some cosmetic updating and TLC, but that's exactly where the opportunity comes in. Bring your ideas and transform the existing character into something truly special without starting from scratch. Even better, several of the expensive items have already been addressed. The property features newer mechanicals, newer windows, a NEW 2.5-car garage, solid all-brick construction, and a newer rear deck conveniently located off the enclosed breakfast room. The backyard provides additional outdoor space for relaxing, entertaining, gardening, or enjoying Chicago summers. And then there's the location. Chatham offers convenient access to neighborhood dining, shopping, parks, transportation, and some of Chicago's most notable South Side destinations. Explore the newly opened Obama Presidential Center in Jackson Park, along with the Museum of Science and Industry, Jackson Park, Midway Plaisance, Stony Island Arts Bank, South Shore Cultural Center, and other cultural and recreational attractions throughout the surrounding South Side. Chatham itself is known for distinctive architecture, local restaurants, arts, culture, and a rich history. For the buyer who can see beyond paint colors and cosmetic updates, this one has the ingredients that matter: brick construction, newer major components, garage parking, outdoor space, hardwood floors, generous rooms, and the chance to add your own finishing touches. Don't overlook this one. Schedule your private showing and come see how much potential is waiting behind the front door!

1336 E 71St Place, Chicago

$249,900

3 Beds ⋅ 2 Baths ⋅ 12717404 MLS ⋅ NEW Status

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, shaker-style cabinetry, and stylish vinyl flooring throughout. A huge mudroom provides additional functionality and flexibility, making it the perfect space for storage, a home office, play area, or everyday organization. The second level offers two additional bonus rooms with plush carpeting, providing endless possibilities for bedrooms, guest rooms, hobby spaces, or work-from-home setups. Outside, enjoy a detached 2.5-car garage and backyard space ready for entertaining, gardening, or relaxing. Conveniently located near schools, parks, shopping, public transportation, and major expressways, this home offers an exceptional opportunity to own a fully renovated property at an affordable price. Don't miss your chance to make this beautifully updated Greater Grand Crossing home your own. Schedule your private showing today.

7814 S Drexel Avenue, Chicago

$160,000

2 Beds ⋅ 1 Baths ⋅ 12720146 MLS ⋅ NEW Status

Well maintained bungalow with an excellent floor plan. 2 bedrooms, renovated bathroom shower, updated kitchen, new furnace (2020), new water heater (2022), new appliances (2019) and new roof in 2010. Alarm system, ornamental fireplace, full unfinished basement. Two car garage, short block on a dead-end street (little traffic). Conveniently located near public transportation, and only a 7-minute drive to the new Obama Presidential Center. Property is being sold "as is."

1225 E 71St Place, Chicago

$269,999

4 Beds ⋅ 4 Baths ⋅ 12716705 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

$280,000

5 Beds ⋅ 3 Baths ⋅ 12704977 MLS ⋅ ACTIVE Status

Discover the incredible potential of this spacious brick home located in Chicago's Grand Crossing neighborhood. Offering 6 bedrooms and 3 full bathrooms, this property provides ample space for a growing family, multi-generational living, or an investor seeking their next renovation project. The classic brick exterior, generous floor plan, and full basement create the perfect foundation to customize and add value. The home is conveniently located near public transportation, schools, parks, shopping, and dining, with easy access to major roadways. Whether you're looking to restore its original charm or modernize it with your own design vision, this property presents an outstanding opportunity. Bring your ideas and unlock the full potential of this Chicago gem. Schedule your private showing today! Home sold AS-IS. Conventional loan or rehab loan.

1534 E 73Rd Place, Chicago

$299,900

4 Beds ⋅ 3 Baths ⋅ 12703459 MLS ⋅ ACTIVE Status

Welcome home to this beautifully updated 4-bedroom, 2.5-bath residence featuring modern upgrades, thoughtful design, and exceptional functionality throughout. The spacious primary suite is conveniently located on the main level and features a private ensuite bathroom with a stylish barn door entry. Step inside and be greeted by soaring ceilings and an open-concept main floor that offers plenty of room to relax, entertain, and create lasting memories. The chef-inspired kitchen boasts elegant quartz countertops, an abundance of white cabinetry, and a complete stainless steel appliance package including a French-door refrigerator, five-burner stove, space-saving microwave, dishwasher, and more. A convenient powder room completes the main level for guests. Upstairs, you'll find three generously sized bedrooms, additional storage space, and a large full bathroom featuring a luxurious heated floor. The fully finished lower level offers incredible versatility with dedicated spaces for gaming, media viewing, entertaining, a children's play or learning area, and even room for your yoga or fitness routine. A laundry room and mechanical room complete the basement level. This home has been extensively updated with a new roof, new windows, new air conditioning system, updated wood flooring throughout, and a brand-new 2.5-car garage. For added convenience and peace of mind, the property includes a professionally installed security system that will remain with the home. The rear entrance features an electronic keypad lock with smartphone app access, allowing owners to provide secure entry remotely without needing to be present. A Home Warranty is included for additional buyer confidence. Located in a Community Lending Area, qualified buyers may be eligible for mortgage rates discounts below standard market rates. VA and FHA financing are welcome. This move-in-ready home combines comfort, technology, and value schedule your showing today before it's gone!

7629 S Dante Avenue, Chicago

$44,900

3 Beds ⋅ 2 Baths ⋅ 12686659 MLS ⋅ ACTIVE Status

Investor Special - 3 Bed - 2 Bath - Full unfinished basement - and space to build a new garage. Rehab or Rebuild Opportunity. Attention experienced investors and builder, this 3-bedroom, 2-bath home suffers roof damage and a complete gut rehab is needed yet offers major upside potential for those ready to roll up their sleeves. Buyer responsible for 2025 second quarter taxes and all 2026 taxes - seller will not give any tax credits. All other back taxes will be paid at closing. Buyer responsible for any city violations & requirements and survey. Proceed with caution. This is an AS-IS sale and an excellent opportunity for experienced investors looking for their next profitable project. The home runs on gas for heat yet seller does not know if the furnace is working - sold as is. Proceed with caution & bring a flashlight.

1417 E 71St Street, Chicago

$74,900

3 Beds ⋅ 2 Baths ⋅ 12676314 MLS ⋅ ACTIVE Status

Investor special in the highly sought-after Woodlawn area! This property at 6912 S Woodlawn Ave presents a full gut rehab opportunity - perfect for experienced investors, contractors, or developers looking to bring their vision to life. This 2-story frame single-family home features 3 bedrooms, 2.1 baths, approximately 1,338 sq. ft., a full unfinished basement, and 2 exterior parking spaces. The property experienced fire damage and will require a complete renovation, including roof repairs, second-floor repairs, and water damage restoration throughout. Offering a blank slate for a fix-and-flip, rental portfolio addition, or full redevelopment opportunity. Property is vacant and being sold strictly as-is. Cash or hard money offers only.

6912 S Woodlawn Avenue, Chicago

$320,000

4 Beds ⋅ 2 Baths ⋅ 12656605 MLS ⋅ ACTIVE Status

1518 E 73Rd Place, Chicago

$95,000

3 Beds ⋅ 2 Baths ⋅ 12654956 MLS ⋅ ACTIVE Status

CALLING ALL INVESTORS!! Investor Special! Incredible opportunity to restore and reimagine this solid brick two-story single-family home with 2 car all-brick garage and a huge backyard, located just minutes from the Obama Presidential Center and South Shore. This fire damaged property is being sold AS-IS and offers a complete blank canvas for the next investor, developer, or visionary buyer ready to create something amazing. Ideal for seasoned rehabbers or investors looking for their next project in a rapidly developing area. No known violations. Bring your imagination and transform this property into a true gem.

7324 S Blackstone Avenue, Chicago

$289,900

2 Beds ⋅ 3 Baths ⋅ 12654898 MLS ⋅ ACTIVE Status

Fully renovated and situated in a prime location in the South Shore Community, this charming home is ready for its next homeowner! With beautiful, modern finishes throughout, this highly desired floor plan offers 3 large bedrooms, 2.5 bathrooms and a spacious living room / separate dining room. You'll love the abundance of natural sunlight this home receives while maintaining the charming and vintage nooks / archways throughout. Recent upgrades include brand new wide plank flooring, custom light fixtures, fresh paint, a Smart Home thermostat and a stunning remodeled kitchen that features tons of cabinet space and custom subway back splash. Tucked off of the kitchen is a full bedroom with large windows and convenient access to the backyard. This room is perfect for an at home office or in-law suite. The second floor offers 2 spacious bedrooms with walk-in closets and a gorgeous primary bathroom with an all glass shower, upgraded tile flooring and a dual sink vanity. The finished basement includes tall ceilings, recessed lighting and a full bathroom. No detail was spared with a fully fenced in front / backyard, 2 car garage and a brand new front staircase. Fantastic South Shore location close to grocery stores, shopping and public transportation!

7356 S Kenwood Avenue, Chicago

2 Beds ⋅ 1 Baths ⋅ 12642689 MLS ⋅ AUCTION Status

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 or future redevelopment in a location near parks, public transportation, shopping, dining, and major commuter routes. Don't miss this chance to invest in one of Chicago's most established South Side communities.

7715 S Maryland Avenue, Chicago

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