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$559,900
4 Beds ⋅ 3 Baths
Introducing the Aspen on Lot 4 in 1100 Woods! PROPOSED CONSTRUCTION***** Located in the heart of Chesterton across from Dogwood Park and the Prairie Duneland Trail. The Aspen model is ideal for those looking for a primary ensuite on main level with walk in closet, a large kitchen island for extra seating to gather, and plenty of storage. Kitchen over looks your great room and dining for an open concept.

2350 Pradera Trail, Chesterton
$519,900
3 Beds ⋅ 2 Baths
Introducing The Chestnut - A Brand New Custom Ranch Floorplan on Lot 6! This thoughtfully designed ranch offers the perfect blend of style and function, featuring an open-concept layout with a spacious great room with optional fireplace, dining area, and kitchen complete with quartz countertops and upgrade options available. The primary ensuite provides a private retreat, while generous guest bedrooms offer comfort and versatility. Enjoy the flexibility of a partial unfinished basement--ideal for future living space or ample storage. Located in the heart of Chesterton, this home is being built by one of the area's most highly regarded custom builders. Now is the perfect opportunity to personalize your selections and bring your dream home to life!

2420 Pradera Trail, 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
$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
$899,999
4 Beds ⋅ 3 Baths
The sought-after Madeleine Model is now available and MOVE IN READY! One of our most desirable floorplans and on one of the largest lots of the community, this home combines thoughtful design with high-end finishes throughout. Step inside to a grand foyer with wainscoting and stunning two-story views. The main level offers a private primary suite, tucked away from the main living areas, complete with a spa-inspired ensuite featuring a soaking tub, tiled shower, dual vanity, and a walk-in closet with customized storage. The open-concept great room boasts 11-foot ceilings, a cozy gas fireplace, and access to the expansive 20x16 covered patio--perfect for entertaining. At the heart of the home, the chef's kitchen showcases an oversized island, wine and coffee bar, upgraded stainless steel Frigidaire Professional appliances, built-in gas cooktop with custom wood range hood, double wall ovens, ceiling-height backsplash, and a spacious walk-in pantry. Upstairs, find two additional bedrooms, a loft, and an oversized bonus room. Throughout the home you'll notice luxury upgrades like engineered hardwood, Delta faucets, Quorum lighting, custom wall accents, and oversized 7 A1/4' baseboards. Additional features include: Main floor laundry with drop zone off the 3-car garage Full unfinished basement with 9-ft ceilings, ready to expand This home blends style, function, and comfort at every turn!

2179 W 1100 N, 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
$594,900
3 Beds ⋅ 2 Baths
This newly constructed ranch-style home presents an exceptional opportunity for buyers seeking quality craftsmanship and thoughtful design within the highly regarded Easton Park community. Encompassing approximately 1,892 square feet of well-appointed living space, the residence offers a refined single-story floor plan that balances elegance with everyday functionality. Upon entering, vaulted ceilings create an immediate sense of openness and architectural interest, establishing a welcoming atmosphere throughout the main living areas. The centerpiece of the home is a generously proportioned gourmet eat-in kitchen, complete with an oversized island that provides ample space for meal preparation, casual dining, and entertaining. The residence features three well-sized bedrooms and two tastefully finished bathrooms, each designed with attention to proportion and detail. The primary bedroom serves as a private retreat, complemented by a spa-like ensuite bathroom that incorporates premium fixtures and finishes designed to elevate daily routines into moments of genuine comfort and relaxation. As a new construction property, every element of this home remains in pristine condition. Prospective owners will benefit from modern building standards, updated systems, and contemporary finishes throughout -- with no prior wear or deferred maintenance to address. Each surface and system stands ready for its first owner. Properties of this quality in Easton Park are uncommon. Interested parties are encouraged to schedule a private showing at their earliest convenience.

840 Idlewild Lane, Chesterton
$499,900
6 Beds ⋅ 6 Baths
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 interior doors add warmth and character throughout. Ideally located near downtown Chesterton and Porter, the South Shore Train Station, and the breathtaking Indiana Dunes State Park, this property combines modern comfort with unbeatable access to Northwest Indiana's top amenities.

150-152 N 16th Street, Chesterton

Updated . Information deemed reliable but not guaranteed.