$292,109Average Value$167Average Price per Sq Ft44Homes For Sale
Former farmland is now happy housing community
What used to be abundant farmland that supplied Chicagoans with fresh produce in the early 20th century is now a charming Indiana suburb. “Overall, this is a community with a really good mixture of people,” says Josh Fingers, a Realtor with Better Homes & Gardens who moved to the area about 8 years ago. “There are lots of families, young professionals and trades people. There are several thriving mills around Highland.”
The quiet residential streets are ideal for taking a bike ride in Highland.
One can enjoy the peace and quiet of suburban living in Highland.
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Reasonable homes and taxes
Housing styles in the area include townhomes, ranch-style, brick tri-levels and custom-builds. Homes with private driveways and garages sit back from tree-lined streets. Sidewalks are found throughout the area. Home prices in Highland range from about $170,000 for a small ranch to about $560,000 for a custom-built brick Colonial. “The people who come here from Illinois are always happy with how low the home prices and the taxes are,” says Fingers.
Modest ranch style homes are common in the Highland community.
Custom built homes with big yards and plenty of living space can be found in Highland.
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Persevering students
Public schools are served by the School Town of Highland district. Mildred Merkley Elementary holds a B-plus rating from Niche. Highland Middle School has a B rating. Highland High School holds a B-plus rating. In 2023, a fire destroyed a wing of the school. Students, teachers and administrators are making do and working around the challenges presented by the blaze. A bond referendum to rebuild the school has been approved, but construction will take time. Despite the challenges, students continue to flourish academically and athletically.
Mildred Merkley Elementary School is in the heart of Highland with a B plus rating on Niche.
Parents and students love Highland Middle School for its great after school activities.
Highland High School boasts a B plus rating from Niche and is home to one thousand students.
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Parks, playgrounds and sand dunes
With more than 22 parks in the community, residents are always close to a pleasant green space. Wicker Memorial Park provides 226 acres of outdoor fun, including a golf course, playground, miles of trails, a dog park and even a splash pad. When the weather is warm, locals head to Main Square to enjoy a summer concert series, a beer garden, food vendors and a playground for the little ones. Sheppard Park has a skate park for those who like to skate. For those who prefer the indoors, people of all ages come together at Lincoln Community Center for fitness courses, classes and cultural programs. “Highland is only 20 minutes from Indiana Dunes National Park,” says Fingers. “A lot of people love to go hiking there.” The national park borders Lake Michigan for 15 miles. For thousands of years, winds and waves have shaped the coastline and left a variety of habitats. Over 50 miles of trails lead through the park’s shifting sand dunes, prairies and woodlands.
Practice your skills at the skatepark within Sheppard Park in Highland.
Wicker Memorial Park in Highland offers plenty of shaded, grassy green space to enjoy a picnic.
Line up your golf shot at the 9 hole course at Wicker Park in Highland.
The Indiana Dunes are only 20 minutes from downtown Highland.
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A plethora of shopping and dining
Highland is surrounded by shopping options. Highland Grove Shopping Center is home to dozens of national retailers, including Target and Kohl. America’s Antique Mall is just the spot find the unusual and unique. The 55,000 square-foot shopping area features antique furniture, collectibles, home décor and one-of-a-kind wares. Browsers can stop by the in-house café for a coffee or wine while exploring the venue. When it is time to pick up groceries, residents are spoiled by choices between Aldi, Meijer, Strack & Van Til and Whole Foods, all within driving distance. Foodies will rejoice at the abundance of local restaurants in the city. Dan’s Pierogies offers 14 different flavors of pierogis. Town Club Restaurant and Lounge, off 45th Avenue, serves hand-cut Tomahawk Ribeye steaks with Truffle butter and giant, hand-shaken martinis. Sip Coffee House and Artisan Café presents a laidback experience and unique caffeine drinks.
Head to America’s Antique Mall in Highland, where you can spend hours getting lost amongst the vintage and rare items.
Highland Grove Shopping Center is in the heart of Highland and offers a variety of stores.
Stop in at Dans Pierogis in Highland and get fresh handmade meals.
Stop by Town Club Restaurant and Lounge in Highland for their famous Martinis.
The Sip Coffee House serves tasty and unique drinks as well as home made pastries.
For all of your grocery needs head to Whole Foods on the south end of Highland.
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Parades and pierogis
The City of Highland puts on events throughout the year, including a Downtown Restaurant Crawl, where participating restaurants feature five-dollar specials so neighbors can enjoy their local favorites while trying out new spots. Main Square Park holds family friendly events throughout the year, including a Twelfth Night Tree Burning in January and a Fourth of July Festival. Later in July, many Highlanders head to nearby Whiting for the annual Pierogi Fest. Besides an array of vendors selling pierogis and other food, this light-hearted event also includes a parade starring babushka-wearing grandmas and a sandals-and-socks-adorned lawnmower brigade.
Getting around the town
Highland is located 31 miles south of downtown Chicago and 41 miles southeast of Midway International Airport. Indianapolis Boulevard is the main thoroughfare that runs north-south through Highland and provides access to I-94. Bus and rail service are available. Highland is a walkable city.
Residents of Highland will commute to Chicago via 80 94.
Highland sits just 32 miles south of downtown Chicago.
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Written By
Tina Davis
Video By
Charles Kennedy
Interested in learning more about homes in this area?
Reach out to
Shena Penachio,
an experienced agent in this area.
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.
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On average, homes in Highland, IN sell after 28 days on the market compared to the national average of 56 days. The median sale price for homes in Highland, IN over the last 12 months is $267,950, up 3% from the median home sale price over the previous 12 months.
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Price improvement! Fixer upper on 2.5 acres! This solid 1940s house has great potential as a single family home. The home features 2 beds and 1 bath on the main floor with an eat-in kitchen. The upper floor features extra living space with 2 beds, living room, kitchen, and 1 bath. Or convert the living room or kitchen into more bedrooms. Hardwood floors throughout are ready to be brought back to
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Property Id: 2610940 Beautiful up- dated 2 bed 3 bath with attached garage. Large living room and dining room with cathedral ceilings. Eat in kitchen with stainless steel appliances. Sliding door leading to the patio. Primary bedroom is en-suite with updated bathroom and extra large closet. 2nd room has large closet and a great 5 foot nook of shelves. The lower level has an open view of
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This newly remodeled (2025) 1-bedroom, 1-bathroom apartment at 2013 45th St offers 942 square feet of living space. The living room features a fireplace, providing a cozy atmosphere, while the kitchen is equipped with a dishwasher for convenience. The bathroom includes standard fixtures and ample storage. The bedroom is spacious, allowing for comfortable living arrangements. Amenities include
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Spacious & Immaculate 2-Bedroom Apartment Near Downtown HighlandAvailable now and ready for immediate move-in! This exceptionally clean second-floor apartment offers 2 bedrooms, 1 bathroom, and plenty of comfortable living space near downtown Highland.Enjoy large bedrooms with oversized closets, a separate dining room, natural light, with kitchen appliances included. Residents
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