$659,546Average Value$151Average Price per Sq Ft2Homes For Sale
Jackson Park Highlands has lakeside parks and a tight-knit community
Nestled against an expansive lakeside park, the Jackson Park Highlands neighborhood is home to quiet, elm-lined streets and beautifully manicured front lawns. Construction in the neighborhood began in 1905, with developers planning on making a selection of model homes overlooking Jackson Park. By the 1920s, it was one of only three model neighborhoods in Chicago. “It’s a lovely area with larger homes,” says local resident and Realtor Derek Walvoord . “And the community is super tight-knit. Locals will host what we call ‘flamingo Friday’s’ where neighbors can come over to enjoy a cocktail at the end of the work week.”
The Jackson Park Highlands neighborhood is home to quiet, beautifully manicured front lawns.
Fishers have many spots to take advantage of near Jackson Park Highlands.
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Spacious homes and privacy on Chicago’s South Side
Homes in Jackson Park Highlands were largely built in the early 20th century, with common styles including American Foursquare homes, Colonial Revivals, Tudors and prairie style builds. Homes in the area differ from those in surrounding neighborhoods due to the strict property guidelines put in place when the area was first developed. In the 1920s, it was required for homes in the neighborhood to have a minimum of 50-foot-wide front lots, and a minimum of 30 feet between the front of the home to the property line. These standards provide the residents of Jackson Park Highlands with a degree of privacy and a feeling of separation from Chicago’s busy city center, located 9 miles to the north. The neighborhood’s home prices tend to be higher than those in surrounding areas, with prices ranging from $250,000 fixer-uppers to $900,000 elegant, French-inspired homes.
Common home styles in Jackson Park Highlands include prairie-style builds.
Pristine lawns and beautiful rows of houses adorn the Jackson Park Highlands neighborhood.
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A walkable haven for boaters, golfers and beachgoers
Living in Jackson Park Highlands means that parklands and lakefront beaches are within walking distance from your doorstep. Bordering the neighborhood to the north is the expansive Jackson Park. Here, you’ll find an abundance of recreational offerings and sports facilities, including soccer fields, baseball diamonds, tennis courts and the Jackson Park Golf Course. Boat owners can store their power boats at one of Jackson Park’s harbors or use the boat launch for a day out on the lake. You’ll also find miles of paved trails that will take you over the park’s lagoon and through its beautifully maintained Japanese garden. On a warm summer day, residents can be found flocking to South Shore Beach and 63rd Street Beach to relax on the sand or cool off in the refreshing waters of Lake Michigan.
Jackson Park Highlands residents can enjoy themselves on one of the many beaches nearby.
Jackson Park Highlands residents can take in the many beautiful scenes of Jackson Park.
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Quiet living with a direct line to the Loop
Many residents of Jackson Park Highlands travel to downtown Chicago for work, and proximity to the Bryn Mawr train station allows for an easy commute. Downtown is less than 10 miles away.
Neighborhood school honors a pioneer of Chicago’s kindergarten system
Local parents can send their young learners to one of the numerous nearby schools. On Merrill Avenue, you’ll find O’Keeffe School of Excellence. The school has served the South Shore area since 1925, and is named for Isabelle C. O’Keeffe, an educator and advocate for the founding of the kindergarten system throughout Chicago schools.
The O'Keeffe School Of Excellence serves students in the Jackson Park Highlands neighborhood.
Mount Carmel High School has a great atmosphere for learning in Jackson Park Highlands.
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Barbecue, pizza and groceries all within a short stroll
Walking along 71st Street, which serves as the neighborhood’s southern boundary, will take you past numerous local restaurants and convenient amenities. Visit Slab Barbecue to savor delectable dishes like St. Louis Ribs, turkey legs, burgers and fried wings, alongside classic southern sides from baked beans to coleslaw. Across the street, you’ll find Italian Fiesta Pizzeria, which has been serving the community since the 1940s with classic thin crust slices, pasta dishes and hot Italian subs. After grabbing a bite to eat, you can pick up your groceries and other day-to-day essentials at Local Market Foods.
71st Street in Jackson Park Highlands is home to a number of local restaurants.
Jackson Park Highlands residents head to Slab Barbecue to savor delectable barbecue dishes.
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
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Crime and Safety
1 - Low Crime, 10 - High Crime
Jackson Park Highlands
US
Homicide
5
4
Sexual Assault
9
4
Assault with Weapon
8
4
Robbery
7
4
Burglary
4
4
Motor Vehicle Theft
4
4
Larceny
5
4
Crime Score
8
4
Source: WhatIsMyCrimeRisk.com
Jackson Park Highlands Demographics and Home Trends
On average, homes in Jackson Park Highlands, Chicago sell after 63 days on the market compared to the national average of 53 days. The median sale price for homes in Jackson Park Highlands, Chicago over the last 12 months is $497,500, down 5% from the median home sale price over the previous 12 months.
Price reduced to account for a planned 2026 special assessment to replace the passenger elevator, creating an exceptional opportunity for a buyer to get into this beautiful unit at a fantastic value. With the freight elevator fully operational and major improvements on the horizon, this is a chance to build equity quickly. Vintage Elegance Meets Modern Comfort! This expansive 2,500 sq. ft.
The Jackson Park Highlands is one of the city's best kept secrets. This amazing area of Land Mark Status homes features tree lined streets, well-manicured lawns, deep set backs and no alleys. It epitomizes suburban living within the city. Now offering for sale one of its most stately residences. A majestic English Tudor home with tall ceilings and spacious sun filled rooms. There are four
Shirley AmicoBerkshire Hathaway HomeServices Chicago
Property Id: 2272668Spacious 3BD/3BA Apartment in South Shore Updated, Sun-Filled, and Move-In Ready! Welcome home to this beautifully updated 3-bedroom, 3-bathroom apartment located at 6830 S. Jeffrey Blvd in Chicago's South Shore neighborhood. This oversized floor plan offers exceptional space, modern finishes, and the comfort of having a full bathroom for every bedroom perfect for
Property Id: 1519845Come and check out this very quite building located in the south shore area. This property is the only apartment building on this col de sac block, very quite and clean area and property. This unit comes with hardwood floors throughout the entire living spaces, black appliances and tile floors in the kitchen. Heat, water and trash included in the rent - tenant will be
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