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$375,000
2 Beds 2 Baths
Welcome to this turn-key, single-story ranch home in Chesterton featuring 2 bedrooms and 2 full bathrooms. Meticulously maintained, immaculate, and completely move-in ready, this home offers effortless one-level living with stylish modern upgrades completed within the past year, including fresh paint throughout, a custom accent wall, custom blinds, updated lighting fixtures, and a custom organizer in the primary bedroom walk-in closet. The light-filled sunroom provides versatile additional living space that is perfect for a cozy morning coffee nook or a bright home office. Enjoy added value with all kitchen and laundry appliances as well as the main living room TV included with the sale, along with a fully enclosed backyard featuring a newly installed privacy fence for relaxation or outdoor gatherings. Conveniently located close to everything Chesterton has to offer, you are just minutes from local dining and shopping, the stunning Indiana Dunes National and State Parks, major highways, and the South Shore Line for an easy commute into Chicago or fun day trips.

1633 Gustafson Avenue, Chesterton

$849,000
4 Beds 4 Baths
Nestled on a private, wooded 4.5-acre lot in Chesterton's Jackson Township within the Duneland School District, this captivating multi-level home blends distinctive mid-century character with more than 4,300 square feet of versatile living space. Floor-to-ceiling windows, clean architectural lines, serene wooded and open views, and a year-round flowing creek create a peaceful setting that feels timeless and connected to nature. The main level offers a sunlit living room anchored by a dramatic Wisconsin Cascade stone fireplace, a formal dining room with updated lighting, and a fully equipped kitchen with new stainless steel appliances, updated fixtures, and a reverse osmosis water system. Upstairs, you'll find three bedrooms and two full baths--including a hall bath with radiant heated floors--plus a flexible office/flex space adjoined to the primary suite that can easily serve as a nursery, private sitting room, or expansive second walk-in closet. The main and lower levels provide additional living and entertaining space, featuring a fourth bedroom, half bath, family room with a second stone fireplace, and a spacious recreation room. Multiple bedrooms open to three private decks, while a screened porch overlooks the scenic grounds. A dedicated heated and cooled workshop with a private exterior entrance adds even more functionality. Recent improvements include a newer well pressure tank, Presby septic system, radon mitigation system, roof on the detached garage, kitchen reverse osmosis system, and an owned water softener. Outside, the property is a true retreat with parklike grounds, five garage bays, raised garden beds, fruit-bearing apple trees, mature woods, and picturesque outdoor spaces. All of this is located just minutes from downtown Chesterton, Indiana Dunes National Park, nearby beaches, and the South Shore Line with convenient access to Chicago.

1147 N 400 E, 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

$399,999
3 Beds 2 Baths
Looking for a place in Chesterton where you can actually breathe? This peaceful 2.2-acre country retreat offers the perfect balance of wide-open green space and a home designed for everyone to have their own corner. The main house features airy vaulted ceilings, a large country kitchen with stainless steel appliances, and oversized bedrooms with deep closets, plus extra attic storage in both garages. A standout feature is the clever "related living" setup: just close the French doors to create a fully private apartment complete with its own kitchen, laundry, and appliances. You can soak up the views year-round from the heated sunroom, which overlooks an above-ground pool with a wrap-around sun deck, or choose between the large party-sized fire pit and the smaller, cozy one for quieter nights. To top it all off, the property includes a massive 40' x 60' fully insulated pole barn with concrete floors, electric, and even a built-in bedroom and bathroom. With double barn doors and a drive-through exit for easy rear parking, this is the ultimate setup for hobbies, guests, or just enjoying the quiet life. Located in the award-winning Chesterton/Duneland School District, convenient to all major highways, don't wait - schedule your showing today!

141 W 900 N, 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

$399,000
3 Beds 2 Baths
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 three-car heated garage with epoxy flooring, this home provides both luxury and practicality. With an unfinished basement offering endless possibilities for expansion, this property is a dream for buyers looking to customize their space. Located near the Dunes National Lakeshore, marina, shores, and all that Chesterton has to offer, this home is a true gem in a prime location. Explore this model and other options for a seamless building process and a home that exceeds your expectations.

1178 Putman Place, Chesterton

Updated . Information deemed reliable but not guaranteed.