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$900,000
5 Beds ⋅ 5 Baths
Step into a timeless masterpiece where history, craftsmanship, and tradition come together in one of Chesterton's most iconic neighborhoods. Proudly positioned at the heart of this cherished community on ONE ACRE this extraordinary three-story residence has been lovingly preserved while offering the space and amenities desired for modern living. Rich in architectural character, the home showcases stunning original details including exquisite tilework, handcrafted wood paneling, custom cabinetry, and elegant millwork that speak to a bygone era of unparalleled craftsmanship. Grand entertaining spaces include a stately formal dining room, a classic butler's pantry, and beautifully proportioned living areas designed for memorable gatherings. Offering 5 spacious bedrooms and 5 baths, the home seamlessly blends historic elegance with exceptional comfort. A rare indoor pool provides year-round enjoyment, while the enchanting English garden creates a private sanctuary of manicured beauty and quiet reflection. More than a home, this is a time honored property--a place where generations have celebrated holidays, hosted gatherings, and created lasting memories. Opportunities to own a residence of this significance are exceptionally rare. For those who appreciate history, timeless architecture, and the privilege of becoming the next steward of an extraordinary legacy, this is truly a once-in-a-lifetime offering.

229 E Morgan Avenue, Chesterton
$2,795,000
5 Beds ⋅ 5 Baths
Perched high atop a natural sand dune along the coveted Indiana Dunes shoreline, this extraordinary lakeview estate is a rare architectural masterpiece designed for elevated coastal living. With panoramic, obstructed views of Lake Michigan stretching endlessly beyond walls of glass, this one-of-a-kind retreat offers an unparalleled blend of sophistication, serenity, and timeless design. Encompassing over 8,700 square feet of finished living space, the estate includes a spectacular main residence, an expansive seasonal bunkhouse accommodating 12+ guests, and a private guest cottage -- creating a secluded compound ideal for luxurious entertaining and multigenerational living. Inside the main residence, soaring vaulted ceilings and dramatic floor-to-ceiling windows frame breathtaking dune and lake vistas from nearly every room. The grand living area is anchored by a stunning floor-to-ceiling stone fireplace, while expansive sliding glass doors open seamlessly to wraparound decks, a screened porch, and an outdoor fireplace designed for unforgettable sunset evenings. Curated with exceptional craftsmanship and premium finishes throughout, the home features Poggenpohl cabinetry, top-tier Miele appliances, an elegant catering kitchen, spa-inspired baths, an onyx-clad primary bath retreat, steam shower, geothermal HVAC, elevator access, and a state-of-the-art fire suppression system -- every detail thoughtfully designed to deliver comfort, luxury, and peace of mind. Beyond the residence, enjoy direct access to sandy beaches, tranquil dune landscapes, and some of the most breathtaking sunsets on the Lake Michigan shoreline. Nestled within one of the most prestigious and private communities in the Indiana Dunes, this remarkable property offers a lifestyle defined by natural beauty, exclusivity, and refined coastal elegance. A truly exceptional offering where luxury meets the shoreline.

12 Ridge Drive, Dune Acres
$64,900
Nature lover's paradise. Beautiful 1.46 acres lot in town. Coffee Creek runs through the south and west of the property. Coffee Creek is a tributary of Lake Michigan. Take a short kayak ride from Coffee Creek in your yard to the Calumet River and then on to Lake Michigan. Go catch some fresh salmon, see deer, beavers and a host of other nature sights. Build a new home on this property and enjoy Duneland Schools and all of the benefits of living in the country right in town. Zoned R2 . You an also build a duplex, nursing home or retirement community. There are so many possibilities. Close to beaches, Dunes National Lakeshore, SouthShore Line, shopping and restaurants.

000 Grady Street, Chesterton
$1,479,999
4 Beds ⋅ 5 Baths
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 kitchen with granite counters and stainless appliances, including a 6-burner cooktop with a griddle. 4 bedrooms include a spacious primary suite that serves as a true sanctuary, complete with a large en suite bath and plenty of room to unwind. Two additional bedrooms also feature private en-suite bathrooms, providing comfort and privacy for family or guests. The home offers many living spaces filled with natural light, including a beautiful sunroom with a hot tub--the perfect place to relax year-round. Conveniently located nearby is a dedicated bathroom designed to service the pool area. Step outside and experience a property that truly feels like a personal resort. Enjoy summers by the in-ground pool, host gatherings on the expansive deck, or explore your own private walking trails and mature woods. The stocked pond adds to the peaceful setting and creates the perfect spot for fishing, quiet reflection, or simply taking in the scenery. The unfinished basement provides incredible opportunity for future expansion--whether you envision a home theater, gym, additional living space, or guest quarters. Located in the highly sought-after Duneland School District, this property offers the perfect balance of privacy and convenience. Just minutes away, you'll find the breathtaking beaches and trails of the Indiana Dunes National Lakeshore, while the South Shore Railway provides an easy commute to downtown Chicago.

1137 N 475 E, Chesterton

Updated . Information deemed reliable but not guaranteed.