$371,644Average Value$190Average Price per Sq Ft79Homes For Sale
Small town living with big town amenities
Formerly known as “Coffee Creek” when it was first settled, the charming town of Chesterton is home to an array of locally owned businesses and serene parks. “Chesterton is a small town community with a big town atmosphere. The whole downtown area is walkable, people often frequent the town square, and we have great amenities, restaurants, and events,” says Dave Woodson, a local resident and associate broker with Dream Team Agents Real Estate, who has ten years of experience in the industry. It’s no surprise that Chesterton is ranked as the No. 1 spot to buy a house in the Chicago suburbs on Niche, emulating the true definition of a small, bustling town.
Chesterton is quiet community situated within a natural setting in Northern Indiana.
Locally owned shops line the walkable streets of downtown Chesterton.
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Eateries along South Calumet Road
Chesterton’s downtown has a range of locally owned restaurants and shops like Chesterton Toys and Tethan’s Candy & Confections. From Octave Grill with savory burgers to Round the Clock Restaurant with American classics, residents can enjoy various casual and upscale dining options. “Another well-known restaurant and a personal favorite is Lucrezia Café,” Woodson says, serving authentic Italian cuisine. For a drink after work, patrons can frequent the popular Chesterton Brewery for craft beers and cocktails or opt for a glass of wine and charcuterie board at Running Vines Winery. Residents can pick up their groceries and other necessities at the nearby Strack & Van Til, Aldi or Jewel-Osco. Other major retailers include CVS and Hopkin’s Ace Hardware.
Locals shop for toys at Chesterton’s beloved toy store downtown.
Historic downtown Chesterton offers walkable shopping and dining.
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Events in the town square
The town of Chesterton is known for its seasonal Chesterton European Market. The Duneland Chamber of Commerce hosts the market every Saturday from May to October along Broadway and Third Street. Here, residents can support a range of local vendors from across the region while shopping for locally grown produce, baked goods, handmade décor, and more. “There’s also the annual Wine and Beer Fest held in the same market square,” Woodson says. “It brings the whole community together with local restaurants, vendors and residents.”
Single-family homes for every price range
A wide range of home prices and styles are found within Chesterton. Although the town consists primarily of single-family homes, a few condominium and townhouse communities are sprinkled in between. Residential streets showcase a mix of modest ranch-style homes, Split-Levels, Cape Cods, 21st-century Colonial Revivals, and modern traditional houses. On the east side of town, gated communities surround the Sand Creek Country Club, boasting massive properties on spacious lots. Prices can range from the mid $100,000s for quaint bungalows to $1.6 million for large, modern homes near the country club. New subdivisions are continuously popping up, causing the town to expand toward the surrounding farmlands and open fields.
Colonial Revival homes can be found scattered throughout Chesterton.
Distinctive homes with sunrooms appear throughout Chesterton.
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A-rated schools in Chesterton
The Duneland School Corporation serves the town of Chesterton, scoring outstanding ratings on Niche. Students here attend A-rated schools like Brummitt Elementary School for kindergarten through fourth grade and Westchester Intermediate School for fifth and sixth grade. Students then progress to Chesterton Middle School with an A-minus and to Chesterton Senior High School, scoring an A. Chesterton High is known for its wide selection of course offerings, from printmaking and digital design to robotics and carpentry.
Brummitt Elementary School serves Chesterton’s youngest students.
Westchester Intermediate School is home to 462 students grades 5-6 and has an A rating on Niche.
Chesterton Middle School is a top rated school in the area with 908 students.
Chesterton High School offers academics and after-school sports.
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Hiking, golfing and beaching around Lake Michigan
Between Morgan Lake and Billington Lake, Sand Creek Country Club has two beautifully maintained golf courses with 27 holes combined. Besides the golf course, locals can flock to Indiana Dunes National Park and the many sandy beaches along Lake Michigan’s shores. Sports lovers can often be found at one of the numerous sports fields at Dogwood Park, while other smaller parks, like Coffee Creek Park, are an excellent spot for an afternoon picnic. Traveling along South 11th Street leads to Westchester Migratory Bird Sanctuary. On land that was once the local dump, the natural wetland habitat has been restored to provide a haven for migratory shorebirds, or head further south to Coffee Creek Watershed Preserve for an afternoon hike.
The Marquette Trail offers miles of scenic pathways for hikers.
Golfers enjoy 27 holes at Sand Creek Country Club in Chestertoncourse.
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Commutes to Chicago
Nearby Interstates 94, 80, and 90 lead commuters to Chicago, about 45 miles away. Alternatively, locals can head to the South Shore Commuter Rail Line 3 miles away at Dune Park train station. Employees who work in the manufacturing industries along the shores of Lake Michigan are within easy commuting distance. For international travelers, Chicago Midway International Airport is 45 miles away, while the nearest hospital for emergencies and primary care is Northwest Health–Porter in neighboring Valparaiso.
Interstate 94 is the main travel vein running through West Chesterton.
Hop on the South Shore Line and beat the traffic to Chicago.
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Written By
Jeff Stapleton
Photography Contributed By
Jace Hirosky
Interested in learning more about homes in this area?
Reach out to
Bill Vossos,
an experienced agent in this area.
GreatSchools:
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On average, homes in Chesterton, IN sell after 52 days on the market compared to the national average of 55 days. The median sale price for homes in Chesterton, IN over the last 12 months is $360,000, up 7% from the median home sale price over the previous 12 months.
NOW OPEN! Introducing the stunning "Driftwood" model, a brand-new two-story home in the desirable Duneland school district. Boasting modern custom cabinetry, a full refrigerator and freezer, a coffee bar, and an expansive island, this move-in-ready property is perfect for those seeking sleek and convenient living. Featuring a main floor bedroom and two additional bedrooms upstairs, as well as a
Welcome home to this beautiful 4-bedroom, 2.5-bath two-story in the desirable Village of Burns Harbor community! This thoughtfully designed home features an open-concept layout filled with natural light, a spacious kitchen with quartz countertops and stainless steel appliances, and plenty of room for entertaining. Upstairs you'll find generously sized bedrooms including a comfortable primary
Welcome to 3624 Fairway Drive in Chesterton's desirable Golfview Estates! Offering nearly 2,000 square feet of living space, this 4-bedroom, 2-bath quad-level home provides the room and flexibility today's buyers are looking for. The home's multi-level design creates distinct spaces for gathering, relaxing, entertaining, working from home, or simply spreading out. Step inside to vaulted ceilings,
Phase 3 is now open and ready for building. Lot 69 in one of Chesterton's newest neighborhoods. Conveniently located near the Chesterton High School and close to the South Shore Train, Indiana Toll Road, and Lake Michigan Indiana Dunes State Park. Drive out to see Where Nature is Your Neighbor.
Phase 3 is now open and ready for building. Lot 86 in one of Chesterton's newest neighborhoods. Conveniently located near the Chesterton High School and close to the South Shore Train, Indiana Toll Road, and Lake Michigan Indiana Dunes State Park. Drive out to see Where Nature is Your Neighbor.
Welcome to the undeveloped phase of the desirable Hunters Glen Subdivision in Porter, Indiana--an excellent opportunity for builders or investors. This offering includes 8 spacious, wooded lots plus 2 additional parcels designated for roads and drainage infrastructure. Nestled in a peaceful, natural setting, this subdivision combines privacy with convenience. With easy access to I-94 and the
Welcome to your private Northwest Indiana retreat in desirable Jackson Township--where space, luxury, and nature come together on just over 15 stunning acres. This all-brick estate offers the perfect blend of elegance and outdoor adventure, featuring 4 bedrooms and 5 bathrooms, thoughtfully designed for both everyday living and unforgettable entertaining. Inside, you'll find a generously sized
Phase 3 is now open and ready for building. Lot 93 in one of Chesterton's newest neighborhoods. Conveniently located near the Chesterton High School and close to the South Shore Train, Indiana Toll Road, and Lake Michigan Indiana Dunes State Park. Drive out to see Where Nature is Your Neighbor.
Discover the perfect setting to build your dream home on this beautiful 0.60-acre wooded homesite in the highly desirable lakeside community of Beverly Shores. Nestled among mature trees and the area's iconic rolling dunes, this property offers the ideal blend of privacy, natural beauty, and an unbeatable location. Surrounded by the breathtaking landscapes of Indiana Dunes National Park, you'll
This newly completed duplex was finished in 2024. This exceptional investment property features two spacious units--each offering 3 bedrooms, 3 bathrooms, and a convenient one-car garage. Both sides are currently leased, providing immediate rental income. The main level showcases durable LVP flooring, while the primary suite includes a generous walk-in closet. Quality finishes such as 6-panel oak
Charming Duneland Schools Townhome: Welcome home to 318 Village Square, a beautifully maintained 3-bedroom, 1.75-bath townhome tucked inside The Village in Burns Harbor -- Northwest Indiana's award-winning, walkable neighborhood.This low-maintenance townhome offers the perfect blend of comfortable everyday living and small-town charm, all within the highly rated Duneland School District. Step
Here's your opportunity to enjoy homeownership while generating rental income! This well-maintained duplex offers an ideal owner-occupied investment, with the neighboring rental unit helping offset your monthly mortgage payment. The spacious owner's residence features 2 bedrooms, 2 bathrooms, and a finished basement that provides plenty of additional living and entertaining space. The adjoining
Phase 3 is now open and ready for building. Lot 91 in one of Chesterton's newest neighborhoods. Conveniently located near the Chesterton High School and close to the South Shore Train, Indiana Toll Road, and Lake Michigan Indiana Dunes State Park. Drive out to see Where Nature is You Neighbor.
Great location right in the heart of Duneland, near the new YMCA Healthy Living Campus! This move-in ready ranch features 4 bedrooms, 2.5 baths, a brand-new roof, and new gutters for total peace of mind. Step inside to a bright, inviting living room with oversized windows that flood the space with natural light and highlight the newly refinished wood floors flowing into the office area. The
Welcome to 1429 Calais Court, a beautifully maintained paired home nestled in the CHATEAUX DU CHAMBORDE area in the sought-after Sand Creek community of Chesterton. Offering the perfect blend of comfort, convenience, and low-maintenance living, this home is ideal for anyone looking to enjoy a relaxed lifestyle in one of Northwest Indiana's premier neighborhoods. Step inside to find a bright,
FOR RENT OR FOR SALE! Charming Duneland Schools Townhome: Welcome home to 318 Village Square, a beautifully maintained 3-bedroom, 1.75-bath townhome tucked inside The Village in Burns Harbor -- Northwest Indiana's award-winning, walkable neighborhood.This low-maintenance townhome offers the perfect blend of comfortable everyday living and small-town charm, all within the highly rated Duneland
Inside beautiful Coffee Creek is a luxury community like no other. We are ideally situated and near all shopping, dining, and between I-80/90 Toll Rd and I-94. Appointed with numerous luxurious details, ease of living, privacy, and style.
Heat, water, garbage, sewer and cooking gas included with rent. Deer Run is conveniently located within the beautiful town of Chesterton, but is surrounded by woods. Residents enjoy the peace and quiet of nature, while still having the convenience of nearby shopping. Many residents take advantage of the quick access to I 94 and the South Shore Rail line to Chicago.This community features
TWO BEDROOM TOWNHOUSE WITH DETACHED ONE CAR GARAGEThis unique and spacious townhome features stainless steel appliances and granite countertops. A private entry with a welcoming front porch.All the comforts you expect with central heat/air, ceiling fans in the living room and master bedroom ensuring a cool and comfortable year round atmosphere. The open living space downstairs has a
Move-in ready 2-bedroom, 1-bath apartment available now at Porter Ridge Apartments in Chesterton. This spacious unit features a private balcony, perfect for enjoying the outdoors. Rent includes water, sewer, and trash, plus a storage locker conveniently located in the laundry room with coin-operated washer/dryer access. Rent: 1,300/month Security Deposit: 1,300 Pets welcome with 25/month fee
- Central AC- BasementRental requirements:- Minimum Credit Score: 600- Minimum Income: 3.0 x monthly gross- Security Deposits:1 time rent amount- No evictions or debt from previous landlords in the past 3 yrs- No bankruptcies- No smokers- No felonies- Tenant are responsible for all utilities(water/electric/gas), garbage, and sewer
Spacious 5 bed, 3 bath bi-level on just over a 1/2 acre lot, just minutes from the beach, shopping and food. Recently renovated with a modern feel. Tenant responsible for lawn care and utilities. Spacious 5 bed, 3 bath bi-level on just over a 1/2 acre lot, just minutes from the beach, shopping and food. Recently renovated with a modern feel. Tenant responsible for lawn care and utilities.
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