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5 Bathroom Homes for Sale in Chesterton, IN

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Welcome to your dedicated resource for 5 bathroom 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, Listing Leaders specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the 5 bathroom properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All 5 Bathroom Homes for Sale in Chesterton, IN

2227 W 1100 N, Chesterton
$899,900
6 Beds ⋅ 5 Baths
SIGNIFICANT PRICE IMPROVEMENT! Now offered substantially below appraised value, this stunning NEW CONSTRUCTION home presents an opportunity to own one of Chesterton's most impressive luxury residences. Overlooking Dogwood Park and situated on nearly half an acre, this extraordinary 6-bedroom, 4.5-bath home offers over 5,000 square feet of thoughtfully designed living space. Luxury upgrades and designer finishes are showcased throughout. The main-level primary suite provides a private retreat featuring a soaking tub, custom tiled shower, dual vanity, walk-in closet, and dedicated laundry area. The open-concept great room boasts soaring 11-foot ceilings and flows seamlessly to a spacious 20' x 16' covered patio, perfect for entertaining or relaxing. The chef-inspired kitchen is truly the heart of the home, highlighted by an oversized island, Cafe matte white appliances, double ovens, high-efficiency double-drawer dishwasher, instant hot water dispenser, beverage center, ceiling-height backsplash, and an expansive walk-in pantry with built-in desk area. The main floor also features a dramatic two-story foyer, sun-filled den, generous dining area, convenient half bath, and a unique dog-washing station just inside the garage entry. Upstairs, you'll find a second private ensuite complete with dual vanity and laundry area, two additional bedrooms, a full hall bath, and a comfortable loft overlooking the park. The finished lower level offers 9-foot ceilings, a large recreation space, two additional bedrooms, a full bath, dedicated laundry room, and abundant unfinished storage space. Additional highlights include custom window treatments throughout, a 3-car garage with heated and cooled dog room, security system, and immediate availability. Ideally located directly across from Dogwood Park and within walking distance of Chesterton High School. Close to the Indiana Dunes National Park, expressways and less than an hour from downtown Chicago. Award-winning Duneland Schools.

2227 W 1100 N, Chesterton
1137 N 475 E, Chesterton
$1,350,000
4 Beds ⋅ 5 Baths
15.67 Private Acres | 4 Bed, 5 Bath All-Brick Estate | Pool, Pond & Sunroom | Duneland Schools *THE INTERIOR IS BEING PAINTED A BEAUTIFUL CREAMY WHITE* NEW PICS COMING! Tucked away on 15.67 sprawling acres in Jackson Township, this all-brick estate feels less like a home and more like a private escape -- where luxury, space, and nature meet in perfect balance. With 4 bedrooms and 5 bathrooms across a layout built for both quiet evenings and unforgettable gatherings, every room here earns its place. The kitchen is the heart of the show: granite counters, stainless appliances, and a 6-burner cooktop with griddle ready for anything from Sunday brunch to a full holiday spread. Just off the kitchen, a huge, light-filled family room offers the flexibility to suit however you live -- set it up as a game room for movie nights and gatherings, or dress it up as a formal dining space for holiday entertaining; the choice is yours. The primary suite is a true retreat, with a spacious en suite bath designed for unwinding, while two more bedrooms come with their own private en-suite baths -- comfort and privacy for family or guests alike. A sunroom with a built-in hot tub turns any season into relaxation season, and a dedicated bathroom just steps from the pool keeps pool days effortless. Outside, the estate transforms into a personal resort: dive into the in-ground pool, host under the stars on the expansive deck, or wander private walking trails through mature woods. The stocked pond rounds things out -- perfect for a lazy afternoon of fishing or simply soaking in the scenery. Downstairs, an unfinished basement is a blank canvas waiting for a home theater, gym, extra living space, or guest suite. Zoned for Duneland School Corporation and just minutes from the beaches of Indiana Dunes National Lakeshore, with the South Shore Railway offering an easy ride into Chicago, this is countryside living without giving up the convenience of the city. Schedule your private tour today!

1137 N 475 E, Chesterton
2941 Nautica Drive, Chesterton
$585,000
5 Beds ⋅ 5 Baths
Welcome Home to space, comfort, and community await you at 2941 Nautica Drive. This exceptional 5-6 Bedroom, 4 bathroom, single-family home features over 4,500 square feet of functional living space designed for a modern lifestyle. A massive kitchen, oversized island, dining area, living room with fireplace and 2 bedrooms on the main level. 2nd level offers oversized main bedroom suite with Full bathroom and walk-in closets and 3 additional bedrooms. 3rd level offers a bonus room (currently used as a bedroom suite). Finished basement offers so much more living space. 2 family room areas, Open Concept, 3/4 bath with walk-in shower, another bedroom/office area, storage and more. Enjoy a large 0.44 acre yard perfect for outdoor fun and your very own basektball court, attached 3 car garage with extra storage area. Nestled within a highly desired neighborhood, this home is a rare find. Here is an added bonus, this home was custom built with it's own Storm Shelter Room in the basement, Priced Below Market value. Call today for a private showing and make this your new home tomorrow!

2941 Nautica Drive, Chesterton
229 E Morgan Avenue, Chesterton
$875,000
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
1245 Kilarney Road, Chesterton
$979,999
5 Beds ⋅ 5 Baths
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
543 Windridge Drive, Chesterton
$699,000
4 Beds ⋅ 5 Baths
Light, bright and thoughtfully designed, this custom-built brick home offers over 4,000 square feet of exceptional living space in the heart of Chesterton. The inviting main level showcases beautiful hardwood floors, a cozy fireplace an open concept living area, a separate den that could be turned into a fifth bedroom and a formal dining room. The well-appointed kitchen offers abundant cabinetry, a large pantry, center island and brand-new stove and refrigerator. Step outside to the lovely screened in porch and enjoy peaceful views of nature while listening to the birds sing. Upstairs, two bedrooms feature private en-suites while the remaining bedrooms share a convenient jack and jill bathroom. A hidden bonus room adds a touch of charm and creativity, offering the perfect space for a playroom, gaming room, office, craft room or additional den. The finished lower level is an entertainers dream, complete with a spacious rec room, pool table and wet bar. Major updates include a new roof in 2025, furnace and central air in 2022 and the peace of mind of a whole house generator. This one-of-a-kind property combines space, character, and functionality in a location you will love to call home.

543 Windridge Drive, Chesterton
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