5 Bedroom Homes for Sale in Chesterton, IN

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Welcome to your dedicated resource for 5 bedroom homes for sale in Chesterton, IN. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Chesterton, IN agent, Kimberly Sut Group specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the 5 bedroom properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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Search Chesterton, IN by Bedrooms

All 5 Bedroom Homes for Sale in Chesterton, IN

$875,000

5 Beds ⋅ 5 Baths ⋅ 842756 MLS ⋅ 6,360 SqFt. ⋅ Alexis Metcalf

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

Listing courtesy of Alexis Metcalf from Seramur Properties, LLC.

$979,999

5 Beds ⋅ 5 Baths ⋅ 840223 MLS ⋅ 5,102 SqFt. ⋅ Alisha Fowler

Highly desirable Sand Creek property!!!! Presenting this custom built, 5 bedroom, 4.5 bath home. The list of updates to this property are endless!!! New gourmet appliances, granite countertops, wood floors, carpet, new Spa like master bath, oversized heated 3 car garage, brand new finished basement, and the list goes on. Enjoy relaxing fireside at your secluded backyard oasis this home is an entertainer's dream!!!! Sand Creek is one of Northwest Indiana's premier gated subdivisions featuring 27-hole championship golf course, just steps from every amenity the country club has to offer. The Sand Creek lifestyle awaits you. Schedule your private tour today of this spectacular property within the gates of Sand Creek today!!!!!

1245 Kilarney Road, Chesterton

Listing courtesy of Alisha Fowler from Seramur Properties, LLC.

$1,199,900

5 Beds ⋅ 6 Baths ⋅ 834301 MLS ⋅ 7,084 SqFt. ⋅ Stefanie Neal

Perfectly positioned along the fairway in the gated Sand Creek community, this impressive custom residence blends grand scale living with thoughtful design and exceptional versatility. From the moment you enter, a dramatic two-story foyer sets the tone, opening to inviting living spaces and a sweeping catwalk overlooking the heart of the home. The two-story great room is anchored by a striking stone fireplace and windows framing picturesque golf course views. Designed for gathering, the kitchen offers premium appliances, a center island, walk-in pantry, and butler's pantry, all seamlessly connected to casual dining and living areas. Dual staircases provide both functionality and architectural interest throughout the home. The main-level primary suite offers a private retreat complete with a spa-inspired bath, steam shower, soaking tub, dual vanities, and walk-in closets. A home office or study with French doors is also located on the main. Upstairs, 3 spacious bedrooms each feature access to full baths, while a large bonus room offers endless possibilities as an additional bedroom, playroom, media lounge, creative studio, home office, fitness area, or hobby space -- truly adaptable to fit your lifestyle. Outdoor living shines with a 900-sq ft deck overlooking the large backyard and sweeping fairway views, creating the perfect setting for entertaining or quiet evenings at home. The finished daylight basement is designed with entertainment in mind, featuring a large recreation area, custom bar, theatre room, and hidden rooms cleverly tucked behind built-in shelving for a unique and memorable experience. The basement easily functions as a guest retreat or extended living quarters. Additional highlights include a heated 3-car garage, abundant storage throughout, and incredible flexibility to create anything you desire for your new home. Experience elevated living-where grand entertaining, everyday comfort, and breathtaking views create a truly unforgettable home.

1240 Ryder Road, Chesterton

Listing courtesy of Stefanie Neal from BHHS Indiana Realty.

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Updated . Information deemed reliable but not guaranteed.

Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker of MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some listings have been excluded from this website.