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$359,900
3 Beds ⋅ 2 Baths
Welcome to this beautifully updated and thoughtfully maintained 3-bedroom, 1.5-bath home, perfectly situated on an expansive .48-acre lot within the highly sought-after Duneland School Corporation. With approximately 1,400 square feet of comfortable living space, this home offers the ideal blend of modern updates, functionality, and peaceful outdoor space. The home was completely taken down to the studs and renovated approximately five years ago, providing an impressive list of major improvements including new windows, roof, siding, furnace, air conditioning, vinyl flooring, well, septic system, and a newly paved driveway. The thoughtful updates continue with new storm doors in 2025 and, in 2026, a new shower with warranty, new shed, owned water softener, and new sump pump with a battery backup system. The stainless-steel appliances are included, and the versatile mudroom adds even more functionality with the flexibility to serve as a home office, den, or additional everyday living space. Step outside and enjoy the beauty and privacy of nearly half an acre. The spacious, well-maintained yard provides plenty of room for entertaining, gardening, pets, play, or simply enjoying your own outdoor retreat. With extensive updates, major systems already addressed, a beautiful lot, and the advantage of Chesterton schools, this is a home that offers both comfort and peace of mind. A wonderful opportunity to enjoy a move-in-ready property with nothing left to do but make it your own!

1430 N Veden Road, Chesterton
$649,500
3 Beds ⋅ 4 Baths
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, inviting floor plan with spacious living areas, abundant natural light, and a layout designed for both everyday living and entertaining. The well-appointed kitchen flows seamlessly into the dining and living spaces, creating a warm and welcoming atmosphere. The generous primary suite provides a private retreat, while additional living space offers flexibility for guests, a home office, or hobbies. Enjoy your morning coffee or unwind in the evening on your private patio while taking in the peaceful surroundings. Located within the prestigious Sand Creek community, you'll appreciate easy access to golf, walking paths, shopping, dining, top-rated Duneland schools, and the beautiful Indiana Dunes National Park and Lake Michigan shoreline. With convenient access to major highways and the South Shore Line, commuting to Chicago is also within easy reach.

1429 Calais Court, Chesterton
$395,000
4 Beds ⋅ 4 Baths
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 rental unit, now vacant, includes 2 bedrooms and 2 bathrooms, allowing you to choose the tenants and rents. The 455 side has a brand new air conditioner and new appliances last year. New windows were installed in 2025. Both units enjoy large, private backyards perfect for relaxing, entertaining, or gardening. Conveniently located just minutes from the beautiful beaches of Lake Michigan, charming downtown Chesterton, and the renowned European Market, this property also offers an easy commute with quick access to the South Shore Line and I-94, putting downtown Chicago within approximately 45 minutes. Whether you're looking to reduce your housing costs or expand your investment portfolio, this property offers the perfect combination of comfort, convenience, and income potential.

455 Woodlawn Avenue, Chesterton
$799,000
FULLY RENOVATED OFFICE/MEDICAL BUILDING CENTRALLY LOCATED, JUST ONE BLOCK OFF BROADWAY. Turn Key Property featuring 13 rooms/offices has been fully remodeled in past 3 years: New Flooring, Lighting, and Paint throughout. New Sinks/Vanities in each room. Newer Roof. Currently used as a medical facility, could easily be converted to traditional office spaces. Large Reception Desk and Lobby. Large Windows in rooms. Generac whole-building generator. 20 Parking spaces. Storage Shed stays, washer and dryer stay. 2 Bathrooms + shower room that could be a set up as a locker room.

407 W Indiana Avenue, Chesterton
$350,000
3 Beds ⋅ 3 Baths
Trade traffic for trailheads and design a home that completely reflects your soul. Tucked away on an expansive 2.03-acre wooded lot in Chesterton, this solid tri-level property is a dream canvas for the visionary buyer ready to bring a high-contrast, moody aesthetic to life. With 2,531 square feet, three bedrooms, and three bathrooms, plus a bonus room, the spacious layout features great architectural bones that practically beg for rich textures, deep color palettes, and a custom modern remodel. Location Highlights Outdoor Adventure: The Heron Rookery Trail and Dale B. Engquist Nature Preserve are practically at your doorstep. Spend your weekends exploring the Indiana Dunes State Park Nature Center or Coffee Creek Preserve. Top-Tier Education: Located within the highly desirable Duneland School Corporation boundaries. Easy Commuting: Enjoy the perfect balance of a secluded, peaceful retreat that is still highly connected--the Beverly Shores train station or by car is just a short drive away for effortless city trips. (approx. 40 minutes to the city). Outside, the massive yard is surrounded by trees, offering ultimate privacy for a stunning outdoor living area, a native garden, or quiet mornings listening to birdsong. Ample parking and a 2.5-car garage mean there's plenty of room for your weekend toys and guests. Opportunities that blend acreage, top schools, immediate trail access, and true renovation potential don't last long. Schedule your tour today. Home is being sold AS-IS.

397 E 1300 N, Chesterton
$248,500
3 Beds ⋅ 1 Baths
ENJOY PEACE, QUIET, & SERENITY from your charming 3-bedroom ranch with a detached 1.5-car garage plus off-street parking! This lovely home is set back, away from the roadway. Enjoy soothing, natural views from your back yard & screened porch. Set on a spacious landscaped lot next to a private wooded area, this unique home boasts low-maintenance exterior, spacious open living room/dining room combo (great for entertaining! And the master bedroom will accommodate your king-size bed)! Newer lighting; freshly painted in soft neutrals to match any decor! All appliances stay. Two storage sheds. Close to everything: lakes, parks, trails, shopping, restaurants! This well-maintained property is being sold as is. Schedule your showing today. Welcome home!

704 S 22nd Street, Chesterton
$1,500,000
Prime commercial opportunity with endless potential! Situated on just over an acre along a high-traffic roadway, this unique property features four buildings totaling nearly 6,500 square feet. Exceptional visibility and easy access make this an ideal location for a variety of business ventures, investment opportunities, retail, office space, storage, service industries, or mixed-use possibilities. The expansive lot offers ample parking, room for expansion, and flexibility to fit your vision. Whether you're looking to grow your business, start a new venture, or add to your investment portfolio, this property delivers location, exposure, and opportunity all in one package. Don't miss your chance to own a versatile commercial property in a prime location with unlimited potential!

1147 N Salt Creek Road, Chesterton
$859,900
3 Beds ⋅ 4 Baths
This exceptional all-brick ranch offers over 4,200 finished square feet of thoughtfully designed living space. A traditional floor plan welcomes you with a gracious foyer, rich Cherry hardwood floors, and crown molding that flow throughout the main living areas. The library/office--originally designed as a third main-floor bedroom--offers flexibility for work or additional guest accommodations. Formal living with elegant fireplace and dining room with convenient service bar, create an inviting setting for entertaining. The kitchen is appointed with stainless steel appliances and an island workspace and opens seamlessly to the breakfast room with access to the screened porch and adjoining keeping room featuring a slanted ceiling and bay windows that fill the space with natural light. Privately situated on the opposite side of the home, the bedroom wing includes a spacious primary suite with tiled shower, dual vanities, and walk-in closet, along with a guest bedroom featuring its own full ensuite bath. The walk-out lower level expands the home's versatility with a large great room anchored by a double-sided fireplace, wet bar with granite countertops, family room, game room, private bedroom suite, and a dedicated workroom ideal for planting, painting, crafts, or woodworking. Completing the property are a two-car garage and separate golf cart garage, perfectly suited for an active lifestyle. Enjoy the ease of a low-maintenance lifestyle while retaining the spacious feel and individuality of a traditional residence. The association provides lawn care and fertilization, irrigation, snow removal, and maintenance of common areas--allowing more time to enjoy life and less time worrying about exterior upkeep.

1340 Cantigny Court, Chesterton
$335,000
3 Beds ⋅ 2 Baths
Deal Fell Thru No Fault to Seller!!! Perfectly Located Just Minutes from the Indiana Dunes National Park and Lakeshore. This Classic Ranch is Nestled Among Mature Trees in a Quant Neighborhood, Offering a Rare Blend of Quality Craftsmanship and Commuter Convenience. The Open -Concept Design Features Vaulted Ceilings, Stunning Cedar Accents, and an Original 1963 Floor to Ceiling Brick Fireplace Extending to the Unfinished Basement, Serving as a Striking Mid- Century Focal Point. The Custom Kitchen Showcases Quartz Countertops and Handcrafted Cabinetry Made from a Single Tree, Offering Exceptional Character and Craftmanship. The Spacious Layout Includes 3 Bedrooms and 2 Baths, including a Private Primary Suite with Attached Bath and Your Very Own Sliding Door Leading to a secluded Patio. The Unfinished Basement Provides Endless Possibilities for Additional Living Space, Storage, or Recreation. Located in the Award -Winning Duneland School District with Convenient Access to the South Shore Train Station, Toll Road and Expressways- Perfect for Chicago Commuters.

1248 Dogwood Drive, Chesterton
$235,000
Beautiful office condo on second floor. Modern, stylish decor, move-in ready. Includes hard wood floors and recessed lighting. Bathroom also features a shower. Private entrance off street. Three spacious private offices overlooking Coffee Creek. Large administrative area. Open floor plan with plenty of natural light. Professionally managed by First American Property Management. Call to see today.

830 E Sidewalk Road, Chesterton
$450,000
Attention train lovers! This is the opportunity of a lifetime...you can own and operate your own business out of four train cars. There is a building in the middle that connects all four cars. In between the cars is an eighty foot deck on each side. The building is just across the tracks from a train bed and breakfast, the Duneland Chamber of Commerce(where the European Market is held and has as many as 3,000 visitors per weekend), and quaint downtown Chesterton. There's even a public bathroom in a train car in the park. Across Fourth Street is the 4th Street Theater. Lake Michigan, Porter Beach, the South Shore Train Station, the Indiana Toll Road, I-94, and the Indiana Dunes National Park(over four million visitors in 2022) are within minutes of this stellar location. This property lies within the Chesterton Riverfront Development Project, which you can apply for a liquor license.

301 Grant Avenue, Chesterton
$1,339,000
FOR SALE - 20,528 SF Commercial Flex building on Broadway in Chesterton, IN. Unlock the possibilities with this expansive and adaptable 20,528 sq ft fully sprinkled commercial building, Zoned B-2. Ideally situated on Broadway, a high-visibility east -west corridor through the heart of Chesterton., Indiana. This versatile property is zoned B-2 and supports a broad range of potential commercial use including retail, office, flex, showroom and storage. The property includes 36 parking spaces, 24 on a private lot, and 12 on street. Two staircases, freight lift to 2nd floor, Netnitco fiber, cameras, over 95 percent LED lighting, with 400-amp 3 phase incoming power.

700 Broadway Avenue, Chesterton
$345,000
3 Beds ⋅ 3 Baths
Set on nearly an acre and within 5 minutes of the Indiana Dunes National Lakeshore, this well-maintained and spacious 3-bedroom, 2.5-bath home offers the perfect blend of comfort, flexibility, and convenience to parks, beaches and transportation. With its location and layout, it presents not only as a wonderful single family home but also an excellent investment opportunity as a vacation home or potential short-term rental. The expansive country kitchen is ideal for both everyday living and gathering with family and friends, while the large formal dining room provides an inviting space for entertaining and special occasions. Sliding doors off the kitchen open to a large deck overlooking the expansive backyard, perfect for outdoor gatherings or gardening and an abundance of space for outdoor entertainment. Two generously sized bedrooms and a full bath are conveniently located just off the expansive dining room. Beyond the kitchen, the large living space provides opportunity for relaxing, entertaining, or even creating a home office area. A nearby half bath leads to the impressive, extra-large, primary suite, complete with a private en-suite. Skylights and large windows bathe the home in abundant natural light. A detached tandem 3 car garage provides plenty of room for vehicles and more! Additional features include two separate unfinished basements offering exceptional storage potential, dual furnaces and central air units for enhanced efficiency, and separate electrical panels. Ideally located just minutes from Indiana Dunes National Park, Lake Michigan beaches, and the Dune Park South Shore train station, this property offers convenient access to major highways for easy commuting to Chicago or Southwest Michigan. Electric fireplace, washer and dryer do not stay. All measurements are deemed accurate but subject to buyer verification. Seller has selected Acuity Title Insurance Company to provide insurance underwriting for the Owner's Policy.

1395 Waverly Road, Chesterton

Updated . Information deemed reliable but not guaranteed.