$293,390Average Value$169Average Price per Sq Ft42Homes 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
Erika Avitia,
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 55 days. The median sale price for homes in Highland, IN over the last 12 months is $265,000, down 1% from the median home sale price over the previous 12 months.
Motivated Seller + Maintenance-Free Living in Parkway Manor! Welcome home to this beautifully maintained 1,350 sq. ft. second-level condo offering the perfect blend of comfort, style, and convenience. Step inside to a freshly painted interior and an open-concept layout that makes entertaining a breeze. The inviting living area features a cozy gas-burning fireplace, perfect for chilly evenings.
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Welcome home to this beautifully updated, move-in-ready townhome! Featuring brand-new flooring throughout, all-new appliances, a remodeled kitchen and bathroom, new fixtures throughout, and a brand-new water heater, this home offers a fresh, modern feel from the moment you step inside. The roof is also only four years old, providing added peace of mind. The open-concept layout flows effortlessly,
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Welcome to easy, low-maintenance living in desirable Highland! This well-maintained condo offers comfort, convenience, and a fantastic location. Step inside to find a spacious and inviting layout with abundant natural light, a generously sized living area, and a functional kitchen perfect for everyday living or entertaining. The bedrooms are comfortably sized with ample closet space, and the unit
Spacious Ranch in Highland That Joins City and Country Living! Tranquil Front Porch at Entry of Home Brings that "Welcoming" Feeling. Living Room Offers Abumdant Livng Space and Enhanced with a Beautiful FIreplace. Easy Prep in The Kitchen with a Neat Butcher Block Island! Plenty of Room in the Eat In Area for Every Day Dining and for Entertaining at the Holidays if Needed. Three Bedrooms on the
Charming & Updated 2-Bedroom Home in Highland, IN - A Must-See! Welcome to this beautifully updated 2-bedroom, 1-bathroom home located in the highly sought-after community. Whether you're a first-time homebuyer or looking for a cozy home to downsize into, this property offers a perfect blend of modern updates and classic charm. Prior to updates, this was a great rental for the last decade. Super
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Price improvement! Bring an offer! Motivated seller. 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
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Welcome to Prairie Square LLC in Highland, IN! Our apartments feature convenient amenities such as a washer and dryer in each unit, a gas range for easy cooking, and gas heat for comfort during the colder months. Residents can enjoy the clubhouse for gatherings and events, as well as the on-site cafe with free Wi-Fi for remote work or catching up with friends. Located near I-80/94, Whole Foods,
Welcome to Hampton in Highland Apartments! We invite you to explore our charming residential community. Thoughtfully designed 1 and 2 bedroom apartment homes provide the perfect fit for your lifestyle. Paired with our convenient location and fantastic resident amenities, Hampton in Highland is the ideal place to call home!
Cute & Cozy 2nd floor 1 bedroom/1 bath condo unit available for rent!Kitchen freshly painted w/ plenty of cabinets & GE appliances. LR/DR combo w/ sliding doors leading to private balcony. Unit offers a spacious bedroom w/ HUGE walk-in closet. EXCELLENT LOCATION, short distance to all MAJOR shopping, near 41/Wicker Ave. Owner has an IL RE license; owner is directly related to IL. & IN.
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
This beautiful 1st floor unit is newly remodeled (June/2026) throughout. Storage room & laundry room within building. Newly inground pool within walking distance from unit.
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