Chesterton, IN Real Estate Search

Chesterton, IN 5 Bathroom Homes for Sale

Our website features the best real estate search for 5 bathroom homes available in Chesterton, IN and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in the Chesterton, IN real estate market? Sign up for a Chesterton, IN Real Estate Market Report to see what’s active, under contract, and sold!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Newest Chesterton, IN 5 Bathroom Homes for Sale

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

4 Beds ⋅ 5 Baths

Behind the gates of prestigious Sand Creek, this beautiful custom residence blends timeless architecture with thoughtfully curated designer updates, creating a home that is both elegant and inviting. Rich hardwood flooring, extensive millwork, designer selected custom lighting, and refined finishes elevate every space while offering exceptional comfort. At the heart of the home, the fully renovated kitchen showcases custom cabinetry, quartz countertops, a designer tile backsplash, stainless steel appliances, combination microwave and double wall ovens, gas cooktop, and kitchen island. It flows seamlessly into the breakfast area, sunroom, formal dining room, and great room featuring exposed wood beams, custom built-ins, and a striking floor-to-ceiling stone fireplace, creating an open concept feel. The main-level primary suite is a true retreat with private access to the expansive deck and a stunning spa-inspired bath featuring a steam shower, oversized tile, dual sink vanity, premium fixtures, and an oversized walk-in shower with multiple shower heads along with a custom designed closet. Upstairs offers three spacious bedrooms, two full baths, and a large bonus room ideal for a home office or flexible living space. The finished daylight basement is designed for entertaining with a spacious family room, stone fireplace, custom wet bar, recreation area, full bath, and abundant storage. Outdoor living is equally impressive with an expansive deck, screened gazebo, hot tub, paver patio, mature landscaping, and irrigation system, creating a private setting for entertaining or relaxing. Additional highlights include finished three-car garage with custom storage and the close proximity to easily join Sand Creek Country Club for its exceptional amenities, including championship golf, swimming, fitness, tennis, dining, and year-round social events. Thoughtfully updated, timeless design and modern luxury, this exceptional home offers a lifestyle at an exceptional value!

1035 Kilarney Road, Chesterton

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

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

4 Beds ⋅ 5 Baths

This is more than a home--it's a lifestyle. Located in one of the most desirable locations within the gated Sand Creek community, just steps away from the clubhouse, pool, and tennis courts, this home offers an exceptional setting located between two major highways, making any commute easy and placing you within an hour of Chicago, while also being just minutes from Indiana Dunes National Park. Beautiful golf course views serve as the backdrop from nearly every room, creating an incredible setting for both everyday living and entertaining. Over 500k in thoughtful renovations have transformed this home, giving it the feel and quality of new construction while still offering the character and mature landscaping that are difficult to replicate. The spacious main-level suite provides amazing golf course views and includes dual walk-in closets. Fully renovated bathrooms, ample-sized bedrooms, and an open layout flowing into the kitchen create a functional yet elegant design. The main floor also features a library with built-in bookshelves, a formal dining room ideal for gatherings, and a thoughtfully designed mudroom/laundry room with a desk area and built-in storage nooks. The finished lower level offers exceptional additional living space with a full kitchen, expansive rec area, additional family room, and a gas fireplace, making the home ideal for entertaining, guests, or related living. This home is priced to sell, and opportunities like this within Sand Creek rarely become available.

1419 Snead Avenue, Chesterton

6 Beds ⋅ 5 Baths

Exceptional, New Construction 6 Bedroom, 4.5 bath home with over 5000 square feet of living space overlooking Dogwood Park in Chesterton! Home is situated on almost half an acre, on one of the few large, premium lots in the community. Home is filled with luxury upgrades and high-end finishes. Main floor offers a private primary ensuite complete with soaking tub, tiled shower, dual vanity, and walk-in closet with laundry area. Great room is open-concept with 11-foot ceilings leading to an expansive 20 x 16 covered patio - perfect for relaxing and unwinding. The chef's kitchen is one of the most stunning areas of the home with an oversized island, Cafe matte white appliances, double oven, high efficiency double drawer dishwasher, instant hot water dispenser, beverage center, ceiling-height backsplash, and walk-in pantry with desk area. The main level also boasts a two-story foyer, spacious dining area, den filled with natural light, half bath, and convenient dog shower inside garage entry. Upstairs is a second ensuite with dual vanity and laundry area, two additional bedrooms, a hall bathroom, and a cozy loft area with park views. The finished basement offers 9-foot ceilings with large rec area, two bedrooms, a bathroom, a laundry room, and ample unfinished space for storage. Custom window treatments on every window in the home. Extensive recessed lighting throughout. 3-car attached garage with heated/cooled dog room and dog shower. Whole house security system. Ideal Chesterton location across from the park and within walking distance of Chesterton High School. Close to shopping, festivals, markets, train, expressways and of course the Indiana Dunes! Less than an hour from Chicago. Award-winning Duneland Schools. Incredible opportunity to own this gorgeous, newly constructed home with immediate availability!

2227 W 1100 N, Chesterton

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

Start Your Search

Updated . Information deemed reliable but not guaranteed.