$198,985Average Value$122Average Price per Sq Ft41Homes For Sale
Home to community-focused residents and plenty of public transportation
Grand Crossing is a southside Chicago neighborhood bordered by Lake Michigan a few miles to the east and Oak Woods Cemetery directly north. Once a busy railway hub in the 1800s, the community is now a prime location for public transportation access and is near Chicago-based cultural hotspots. It is also home to community-focused residents looking to bring life into the somewhat industrial pocket. “What’s unique is its industrial feel juxtaposed by a residential feel, which is now starting to work together,” shares Yanira Doyle, Realtor with The Doyle Way at Compass and resident of the neighboring Chatham. “It’s a beautiful thing to see an old warehouse be made into a daycare for the youth.”
Harvest fresh produce or enjoy the lush plants at the local community garden in Grand Crossing.
Grand Crossing is a community-focused neighborhood with plenty of public transportation.
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Gatherings in Grand Crossing Park
The community’s namesake park is a hub for local gatherings, such as periodic Drum Circle nights and evening movies on the lawn. Residents also enjoy meeting with friends for a game of cards or letting the little ones run free on its padded playground. Less than a mile northeast sits Stony Island Arts Bank, which displays archived and contemporary art. They feature curated exhibits by local artists and run the Art Banks Cinema, a weekly free screening and discussion of films made by and for Black audiences. A few blocks west sits the Oak Woods Cemetery, where visitors enjoy peaceful walks while visiting the graves of greats like Jesse Owens and Ida B. Wells and several others.
Grand Crossing Park features many play structures.
Grand Crossing is a neighborhood rich with history.
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Grand Crossing's homes
From its sidewalks, it’s easy to recognize that the neighborhood is part of Chicago’s “Bungalow Belt,” as this style makes up most of the community. Alongside these are ranch and worker’s cottage-style homes, also built from the late 1800s through the 20th century, as well as brick-clad condo buildings. Though green spaces are absent throughout, mature white oak trees are dotted along streets, sitting within grassy medians, providing a bit of green in the somewhat industrial area. Prices for homes here are less than half the Chicago Metro Area’s average, a big pull for potential homebuyers. “It may be a good opportunity for homeowners to grow alongside the community and its market,” explains Doyle. It’s adjacent to the up-and-coming Woodlawn to the north, which U of C is heavily invested in, and will eventually overflow into the Grand Crossing area.” Home prices here range from $50,000 for homes in need of renovation to just below $400,000 for a larger, recently redone house.
Classic Chicago brick bungalows are well represented in Grand Crossing.
Colorful split level homes can be found throughout Grand Crossing.
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Brown Sugar Bakery sweets
For many, weekend mornings begin with southern-inspired baked goods from Brown Sugar Bakery, just ten blocks east, known for its cupcakes and caramel cake. Closer to home are the fresh subs and salads at The Wrap Bar on South Cottage Grove Avenue, also home to Dat Donut, a family-owned spot that’s served the area since 1994. For shopping, Jewel-Osco, K&G Fashion and Dollar General are located in the northeast corner, while Walgreens and local spots like Le Club Boutique sit in the southwest corner.
Stop by Brown Sugar Bakery, a renowned southern style bakeshop near Grand Crossing.
Grand Crossing families can get their groceries at Jewel Osco.
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Community events at Emil G. Hirsch Metropolitan High School
Students prekindergarten through 8th grade can attend Arthur R. Ashe Elementary School, which maintains a C-minus rating on Niche, before heading to Emil G. Hirsch Metropolitan High School. The home of the Huskies has a C-minus rating as well and holds several events for students and families throughout the year, including its Community Feeding & Giveaway holiday event. Those in attendance are welcomed with free food, music and games, get to take family snapshots and partake in toy and winter coat giveaways.
Emil Hirsch Metropolitan High School is a public four year magnet school in Grand Crossing.
Ashe Elementary School in Grand Crossing has 364 students in grades PK and K-8.
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Commuting from Grand Crossing
Much of the community uses public transportation for daily commutes to work. And though only 2 miles in length from north to south, Grand Crossing is home to four Metra stops, each a part of the red line. These lead into Chicago, making for 35-minute trips into downtown, which is also accessed along a 10-mile drive via the I-94 Expressway. Meanwhile, flights at Chicago Midway International Airport sit 9.1 miles away via East Marquette Road, and visits to South Shore Hospital are a short 2-mile drive along East 76th Street. Even closer to home is The University of Chicago’s Campus, which sits 1.2 miles north along South Ellis Avenue.
Commuters can access the Metra at the 75th Street station in Grand Crossing.
Divvy bikes offer an eco friendly transportation option in Grand Crossing.
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C.H.A.M.P.S. youth programming
Grand Crossing has a 9 out of 10 for homicide, as well as a 7 out of 10 for both assault with a weapon and robbery, compared to the national average of 4 for each of these categories. Several organizations and local non-profits have worked to lower these numbers. For example, C.H.A.M.P.S., Culturally Helping And Making Positive Success, is a program that mentors young Black and Brown men on the city’s southside, including access to mental health support. Similarly, RPSA Youth Development programming provides an array of opportunities for the youth, while Habitat Chicago’s Neighborhood Grants Initiative is helping homeowners with minor repairs and, in return, increasing both home and community pride.
The Gary Comer Youth Center in Grand Crossing is a well recognized youth organization facility.
Locals chat at the Juneteenth Block Party in Grand Crossing.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
Are you familiar with the Grand Crossing neighborhood?
to let others know what life in this neighborhood is like.
Crime and Safety
1 - Low Crime, 10 - High Crime
Grand Crossing
US
Homicide
4
4
Sexual Assault
8
4
Assault with Weapon
7
4
Robbery
7
4
Burglary
4
4
Motor Vehicle Theft
4
4
Larceny
5
4
Crime Score
8
4
Source: WhatIsMyCrimeRisk.com
Grand Crossing Demographics and Home Trends
On average, homes in Grand Crossing, Chicago sell after 57 days on the market compared to the national average of 57 days. The median sale price for homes in Grand Crossing, Chicago over the last 12 months is $162,000, down 19% from the median home sale price over the previous 12 months.
***Minutes away from the Obama Presidential Library Complex****Beautifully maintained 3-bedroom, 2 full bath condominium, with open concept floor plan. Large living room with hardwood floors, and custom contemporary fireplace. Modern kitchen design with granite counter tops, free standing kitchen hood, and sleek light fixtures. Master bedroom includes full bathroom, other standout features
Perfectly positioned in a residential neighborhood, use as an apartment upstairs with a business below, or, transform the current commercial space in to residential. Flexible building perfect for investment or personal use. Current use is a condo rental upstairs, hair salon and office (with separate hallway entrance) on first floor. Renters are on a month-to-month, both are long time tenants.
Nestled in a dynamic and steadily growing neighborhood, this contemporary two-flat brick building offers an exceptional opportunity to invest in one of Chicago's most culturally vibrant areas. Just minutes away from the future Obama Presidential Library and Museum, the location promises both immediate convenience and long-term value. Residents will appreciate the easy access to public
Opportunity Awaits in East Chatham! This 3-bedroom, 2-bath single-family home offers great potential for the savvy investor or first-time homebuyer ready to build equity. Major updates have already been completed, including a new boiler, roof, and hot water tank (all replaced in 2022),along with a new stackable washer/dryer, providing peace of mind as you make this home your own. Enjoy extra
Well-maintained brick 2-flat located in the desirable East Chatham. Each unit features 3 spacious bedrooms and 1 full bath, offering comfortable living space for owners or tenants alike. The finished basement is duplexed, providing additional living space - perfect for extended family, recreation, or added rental potential. Enjoy rear parking with space for 2 cars and convenient access to
This town home gem offers an open concept floor plan with spacious dining room / living room, laundry, & kitchen on first floor. Second floor features 2 generous size bedrooms with plenty of windows allowing natural light & an updated bathroom. Private entrance and dedicated off-street parking. Located near shopping, transit options, parks, and dining, this home blends city accessibility with
Excellent cash-flowing investment opportunity on Chicago's South Side. This legal 2-unit property features two incredibly spacious units, each with 4 bedrooms and 1 bathroom, making it highly attractive for strong rental demand. Previously updated with modern finishes throughout, the units include 42-inch espresso kitchen cabinets, granite countertops, and stylish glass/stone backsplashes.
Great 2 bed/2 bath condo waiting for your rehab. Great location across from park and near the Metra station. Street parking only. Property sold AS-IS/WHERE-IS, no survey delivered, taxes paid through 2024 - with no tax prorations/payments for the 2025 or 2026 tax year or years thereafter. Seller's attorney drafted Seller rider is attached and is required to be signed by all parties.
Well-maintained and fully rented three-unit brick building offering strong in-place income with clear upside. Each unit features a consistent 3 bedroom, 2 bathroom layout with modern flooring, updated bathrooms, open living areas, and functional kitchens. Built in 2006 with solid construction, the property has a replaced roof and no known deferred maintenance. Units are occupied on year-to-year
This large South Shore home is an excellent opportunity for a savvy investor!!! The property is located near shopping, public transit, schools, and parks. The full basement can be finished for additional living space.
Step into this fully renovated 4-bed, 2-bath brick home on a quiet, tree-lined block. The bright, open main level features luxury vinyl plank floors, a modern fireplace, and three bedrooms. Entertain in the designer kitchen, complete with white shaker cabinets, quartz waterfall countertops, and stainless steel appliances. Downstairs, the finished basement expands your living space with a family
Welcome to this classic raised two-story Chicago brick home offering versatility, functionality, and serious value. If you're looking for a property that gives you options, whether for living, investing, or multi-generational flexibility, this one deserves a look. The main level features a bright living space with updated flooring and a refreshed kitchen showcasing white cabinetry, modern
Come tour this Spacious 2 Bedroom, 1 Full Bath, updated apartment Ready for Immediate Move In. Enjoy Hardwood Floors throughout this 2nd floor unit. Open to All Income Types. Viewings Fridays from 2-3pm or call to make an appointment.
8222 S Ingleside is a newly rehabbed 32 unit building located in the rapidly growing Chatham community of Chicago. This property features 1-2 bedrooms with great amenities. Public transit is easily accessible via ME Metra Electric, CTA Red Line as well as 4 Cottage Grove and 79th Bus lines. Call to set a showing today!
Come tour this Spacious 2 Bedroom, 1 Full Bath, updated apartment Ready for Immediate Move In. Enjoy Hardwood Floors throughout this 2nd floor unit. Open to All Income Types. Viewings open Fridays from 2-3pm.
Large rehab apartment. HEAT INCLUDED. FIRST FLOOR in a quiet laundry in the basement. CHA Welcome, subsidies welcome, NO first time renters no pets allowed credit score 600 minimum verifiable increments of 4 to 5 years.
$1,870 per month
3 Beds
2 Baths
1,100 Sq Ft
Need space? This refreshed 3-bedroom, 2-bath townhouse offers approximately ample comfortable living space with upgrades designed for convenience and peace of mind. Enjoy fresh paint throughout, brand-new flooring on the second floor, a new smart security system, smart doorbell, and commercial-grade door locks that make this inviting home even more appealing. Spacious, updated, and move-in ready,
Beautifully updated apartments in the Chatham neighborhood, offering modern comfort with essential utilities included. With spacious layouts and recent updates, this building is perfect for renters who want value, convenience, and a strong community feel.Features & Amenities:Large floor plans with practical layoutsHardwood floors in select unitsUpdated kitchens and
This modern style apartment was completely remodeled in 2020 and showcases modern design with beautiful hardwood floors throughout. It’s a spacious three-bedroom, one-bath apartment. The unit offers storage space, basement laundry facility and includes one dedicated parking space. In a quiet building run by ZERO TOLERANCE ownership. Showings begin Dec 11, 2025 call to schedule a showing.
Welcome to your new home at 7808 S Greenwood Ave, a charming 3-bedroom, 2-Bath nestled in the vibrant neighborhood of Chicago! This spacious 1,900 square foot apartment is perfect for those seeking comfort and convenience, featuring modern amenities and a pet-friendly environment for your small furry friends.Step inside to discover:- 3 cozy bedrooms and 2 full bathrooms, providing
Property Id: 2496684Welcome to your new home at 7537 S Kenwood Ave in Chicago! This charming 3 bedroom, 1 bathroom unit features modern amenities such as a washer/dryer, security cameras, and central heating. Enjoy the convenience of a secure building, hardwood floors, and a beautifully manicured lawn. Don't miss out on this opportunity to live in style for $1800/month. Schedule a viewing
Property Id: 2455403Located near Grand Crossing, we have a four bedroom apartment available for rent. This unit features dark hardwood flooring, granite countertops, stainless steel appliances and is conveniently located near expressways, shopping centers, and delicious local restaurants.One year leaseTenant pays heating/cooking gas and electricGarage parking available for
Property Id: 2184466Located in the Chatham area, we have a two bedroom that features granite countertops, dark cabinetry, hardwood and vinyl flooring, a mock fireplace, ceiling fans and recessed lighting. Public transportation and expressways conveniently located nearby.Tenant pays electric and cooking gasPets allowed up to 40 lbs (adult weight; breed restrictions
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