Chesterton IN Real Estate & Homes for Sale

New construction home READY IN 60 DAYS located in the Preserve, located in Duneland School Corp. RESNET energy smart construction will save 1448 annually plus home has 10-year structural warranty! With over 2,200 sq ft of living space this floorplan is sure to please with its convenience & style! The main floor welcomes into the foyer, with a convenient powder bath tucked away, and past a den that serves as a multifunctional flex space to the large dining room, perfect for special occasions. The kitchen features white cabinets, a 48-inch prep island, quartz counters and tile backsplash. The kitchen has slider doors that lead out to a 8X12 patio. Finishing the main floor is a large great room. The second floor features a primary suite, equipped with a huge WIC and private full bath, 3 additional bedrooms, a full bath and 2nd floor laundry.

Prepare to be impressed! This semi-custom build in Stone Meadows is an absolute standout! This well crafted home offers 4 generous bedrooms, 2.5 baths, and a spacious 3-car garage. Just inside the front door, a versatile flex room welcomes you, ideal for a home office, formal dining, or even a main-floor guest space. The kitchen showcases stylish two-tone soft-close cabinetry paired with sleek modern marble-quartz countertops. Head upstairs to discover a dreamy primary suite featuring a tray ceiling, abundant natural light, and an expansive walk-in closet. The ensuite feels like a private spa with double vanities, an oversized soaking tub accented by soft champagne-tone fixtures, and a floor-to-ceiling tiled frameless shower. The backyard offers plenty of room to create your perfect outdoor retreat. Conveniently located near the South Shore Line and major highways! This home is also within the award winning Duneland School District. Schedule your private tour today!

Welcome to this beautifully maintained 3-bedroom, 2.5-bath home offering 2,167 sq ft of comfortable living in the heart of Porter! All three bedrooms are conveniently located upstairs, including a spacious primary suite complete with its own en suite bathroom and two separate closet areas. The additional bedrooms are generously sized, perfect for family, guests, or a dedicated home office. Enjoy an attached 2.5-car garage providing ample parking and storage, plus an inviting above-ground pool--ideal for summer relaxation and entertaining. Outdoor enthusiasts will love the location: just 5 miles from the stunning Indiana Dunes National Lakefront and only steps from the Prairie Duneland Trail, a favorite for walking, biking, and running. You're also just minutes from downtown Chesterton, known for its charming local restaurants, breweries, and vibrant community atmosphere.

This Turn of the Century Two Story located in Chesterton's Historic District has so much curb appeal. There is a 2.5 car newer garage, pvc fenced yard and a privacy fenced HOT TUB....nicely landscaped with mature fruit trees. Interior features 9' ceiling height, hardwood floors, spacious formal living and dining rooms, an enclosed front and back porch and large kitchen pantry. Bedrooms have walk-in closets and attached bathrooms.

Your Dream Home Awaits on a Quiet Cul-de-Sac! This stunning two-story with full basement offers everything today's buyers crave-- brand new carpet, cathedral ceilings, skylights, a cozy fireplace, and a master suite built for relaxation. Step out onto your oversized deck with pond views and enjoy the peace and privacy you deserve. 4 spacious bedrooms | 2.5 baths | 2.5-car garage- with a home warranty. Neutral decor, appliances included, basement plumbed for bath. Modern comforts: security system, stereo, sprinklers, cable & phone jacks in every room. Prime location near shopping, highways, South Shore train & top-rated Duneland Schools

Welcome Home to the Ruby on Lot 12 in 1100 Woods! This proposed construction is on one of the last tree lined lots left and features 4 generous sized bedrooms upstairs including a primary ensuite with walk in shower and soaking tub and walk in closet with additional den/office on main level. Open concept living room and island and pantry in kitchen. Price includes lot cost and lookout basement option. Full unfinished basement with lookout windows to your beautiful backyard trees! This community is located just across the street from Dogwood Park and walking distance to the Prairie Duneland trail!

Welcome to this stunning open-concept townhome perfectly located just minutes from the expressway--ideal for commuters! Featuring stainless steel appliances, granite countertops, and a spacious kitchen with plenty of room for cooking and entertaining, this home blends modern style with everyday functionality. The open living and dining area flows beautifully, offering a bright and inviting space for relaxing or hosting guests. The primary suite includes a large walk-in closet and a private master bath, creating a perfect retreat. With three bedrooms and three baths, there's plenty of room for everyone. Enjoy low-maintenance living in a convenient location close to shopping, dining, and everything you need.

Tucked away on 10 private wooded acres in Jackson Township, this custom home feels like a retreat from the moment you turn down the drive. It has the kind of presence that makes a first impression, beginning with the dramatic glass and wrought iron entry door that opens to let fresh air move easily through the home. Inside, the layout is both impressive and comfortable. The foyer is framed by a private office and formal dining room, leading into a great room with 12 foot ceilings, a floor to ceiling stone fireplace and expansive windows that keep the surrounding landscape in view year round. At the center of the home is a true gathering kitchen with an oversized granite island, abundant cabinetry, walk in pantry, and an eight burner professional range with double oven. The space opens naturally into a warm family room with a second fireplace so conversations never feel separated. The main floor primary suite is a peaceful retreat designed to wake up to nature. The spa style bath includes dual vanities, a dedicated makeup area, a tiled walk in shower, soaking tub, private water closet and a beautifully finished custom closet. Upstairs are two spacious bedrooms, a full bath and a large unfinished flex room ready for whatever you imagine whether that is a studio, bunk room, fitness space or additional living area. The walkout basement offers even more opportunity to expand as your needs change. Outdoor living is just as inviting with patios off the main living spaces and walkout level, giving you room to host gatherings or simply enjoy the quiet privacy of the wooded setting. With geothermal heating and cooling, whole house audio and a security system already in place, the home blends thoughtful efficiency with everyday comfort. This is the kind of property where you have space to breathe while still being minutes from town.

Escape to your own private paradise on this stunning 14+ acre property, where a tree-lined driveway winds gracefully through mature hardwoods, welcoming you home the moment you arrive. This is more than a home -- it's a lifestyle.The charming main farmhouse offers 4 spacious bedrooms and 2.5 baths, with an open and inviting floor plan centered around a gorgeous brand-new stone fireplace with efficient wood-burning insert -- perfect for cozy evenings. Recently upgraded with all-new Andersen windows featuring cutting-edge technology that blocks almost all harmful UV rays, your furniture, flooring, and curtains will stay vibrant for years. Crafted from patented Fibrex(r) composite material, these windows are twice as strong as vinyl and provide superior resistance to mold, fungal decay, and rot -- ensuring lasting beauty and low-maintenance performance even in Indiana's toughest weather. A detached garage includes a finished loft currently used as a private home office -- ideal for remote work or creative pursuits. The large pole barn, expansive pastures, and miles of trails are ready for horses, livestock, ATVs, or simply peaceful exploration. The partially remodeled guest house/in-law suite has most heavy work complete; just a small amount of finishing remains to create the perfect granny flat, rental, or multigenerational space. Step outside to your own mature orchard: producing trees of multiple apple varieties, pears, figs, nectarines, almonds, Bing cherries, and more -- enough bounty for fresh eating, canning, juicing, or a roadside farm stand for generations. A year-round creek meanders through the property, and the wooded acreage teems with deer and turkey -- your private hunting retreat just steps away. Whether you dream of a family compound, gentleman's farm, equestrian estate, or serene homestead with income potential and orchard abundance, this rare gem checks every box. Properties like this don't come along often. Schedule your private tour today!

Escape to your own 1.7-acre private retreat just minutes from Lake Michigan and the Indiana Dunes! This classic Cape Cod-style home blends cozy charm with incredible potential. Step inside to find two comfortable bedrooms plus a spacious open loft that's perfect for a home office, playroom, or easy conversion to a third bedroom. The flowing layout and natural light create a warm, inviting atmosphere ready for your personal touch. Outside, the possibilities are endless: a stocked fish pond for quiet evenings, a large tool shed for projects and storage, and a chicken coop (chickens not included!) for the hobby farmer in you. The expansive, mostly level lot offers plenty of room to garden, play, or simply enjoy peaceful country living. Zoned Residential-2, this rare property allows you to run a home-based business,all while living on-site. Conveniently located with quick access to I-94, the South Shore train, shopping, and the beach. Bring your vision--this diamond in the rough is brimming with opportunity for homeowners, investors, or entrepreneurs alike. Schedule your private tour today and see the potential for yourself!

Step into The Revere on Lot 9 in 1100 Woods, where a dramatic two-story foyer sets the tone for a home designed with flexibility in mind. The front formal dining room can easily transition into a home office or cozy sitting room--whatever fits your lifestyle. The kitchen features a spacious island and a bright dinette area that opens directly to the great room, creating an effortless flow for daily living and entertaining. A conveniently located coat closet and powder room sit centrally--easy to access yet thoughtfully tucked away near the garage entry. Speaking of the garage, The Revere includes an extra 60 square feet of bonus storage space, ideal for bikes, lawn equipment, or seasonal items. Upstairs, you'll find four generously sized bedrooms, two full baths, and a dedicated laundry room. The primary suite offers a stall shower, relaxing soaking tub, and a private water closet. Every bedroom includes a roomy closet, and the primary bedroom boasts two separate closets--because having your own space is always a win. This is proposed construction and photos are of previous build. You can fully customize this home to your preference and lifestyle!

New Spec home to begin construction! Still time to choose your finishes! Introducing the Aspen on Lot 4 in 1100 Woods! This is proposed construction with a 2026 building completion date. 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. Upstairs you will find 2 more bedrooms but can also add a 4th. Lots of upgrades to choose from! Don't delay- schedule an showing today to see how we can make this your dream home!

Don't miss this one!! See the updated pictures! Seller has been chipping away at his list! Welcome to your dream home in the heart of Chesterton, Indiana! This beautiful residence offers the perfect blend of charm and modern convenience. With three spacious bedrooms and two full baths, this home has some updates and is ready for your personal touch! Step inside and see the possibilities! The kitchen opens onto a delightful deck, perfect for al fresco dining or simply enjoying your morning coffee. The walk-out lower level provides additional living space, ideal for a family room, office, home gym or primary bedroom. The backyard offers a generous space for entertaining, gardening, or simply relaxing in your private oasis. Located just moments from downtown Chesterton, this home puts you in the heart of a vibrant community with a rich array of amenities. Enjoy weekends exploring the European Market, dining at local restaurants, or venturing to the nearby beaches of the Indiana Dunes National Park. Dogwood Park is just a short drive away, providing excellent recreational opportunities, including playgrounds, trails, and sports fields. Discover all that Chesterton has to offer--whether it's hiking, cycling, or simply soaking in the natural beauty of the area. Don't miss the chance to call this charming property your new home.

Nestled on 5 private acres, this spacious ranch offers four bedrooms (potentially five) plus a dedicated office and three bathrooms, with the convenience of an attached three-car garage and a detached two-car garage for hobbies, storage, or a workshop. The bright, open living spaces flow effortlessly to a well-appointed kitchen, while the split-bedroom layout provides privacy and comfort. With almost 2900 square feet of additional finished space, this home offers even more versatility and living area. Enjoy tranquil outdoor surroundings and room to roam, all just seven minutes from the Dunes National Lakeshore and five minutes into town--off the beaten path yet close to shopping, dining, and services. This versatile home is ideal for remote work, multi-generational living, or entertaining family and friends, combining country serenity with easy access to everyday amenities.

Move right in and enjoy easy, everyday living in this spacious three-bedroom ranch in Chesterton. Inside, a bright and welcoming layout features a large living room and an oversized kitchen with a dishwasher and plenty of room to cook, gather, and entertain. All three bedrooms offer comfortable proportions, including a generously sized primary suite measuring an impressive 19x11. A versatile flex room adds even more value, perfect for a home office, den, or additional living space. Ideally located on the north side of Chesterton just off Woodlawn Ave, this home delivers outstanding convenience--less than six minutes to the South Shore Line Duneland Station, Indiana Dunes National Park, and I-94, with shopping, dining, banking, and daily essentials close by. Situated in the highly regarded Duneland School District, with schools including Brummitt Elementary, Westchester Intermediate/Middle, and Chesterton High School. Conventional, FHA, and VA financing are all welcome, making this an accessible opportunity in a prime location. Don't miss your chance to see 319 Michigami Trail--affordable, well-located, and ready to call home.

Discover an enchanting NEW CONSTRUCTION paired home in the delightful beach community of Village in Burns Harbor. MOVE IN READY!! This inviting 3-bedroom, 1 and 3/4 bath residence is conveniently located just 60 miles from Chicago, offering the perfect blend of tranquility and accessibility. With easy access to major highways, this thoughtfully designed home provides a serene retreat without sacrificing convenience. The main bedroom on the first floor is perfect for guests or as a primary bedroom. Upstairs, find 2 additional bedrooms for guests or a home office, or turn one into a spacious walk-in closet. A 2-car detached garage provides convenience and lots of extra storage. Indulge in sun-soaked shores and soothing lake breezes, just moments away. Village in Burns Harbor is also a short drive to the marina for keeping your boat!

Discover an enchanting NEW CONSTRUCTION paired townhome in the delightful beach community of Village in Burns Harbor. MOVE IN READY!!!! This inviting 3-bedroom, 1 and 3/4 bath residence is conveniently located just 60 miles from Chicago, offering the perfect blend of tranquility and accessibility. With easy access to major highways, this thoughtfully designed home provides a serene retreat without sacrificing convenience. The main bedroom on the first floor is perfect for guests or as a primary bedroom. Upstairs, find 2 additional bedrooms for guests or a home office, or turn one into a spacious walk-in closet. A 2-car detached garage provides convenience and lots of extra storage. Indulge in sun-soaked shores and soothing lake breezes, just moments away. Village in Burns Harbor is also a short drive to the marina for keeping your boat! Stop by today!

MOVE RIGHT IN!!!!! Discover an enchanting NEW CONSTRUCTION paired home in the delightful beach community of Village in Burns Harbor. This inviting 2-bedroom, 1 bath RANCH residence is conveniently located just 60 miles from Chicago, offering the perfect blend of tranquility and accessibility. With easy access to major highways, this thoughtfully designed home provides a serene retreat without sacrificing convenience. A 2-car attached garage provides convenience and lots of extra storage. Indulge in sun-soaked shores and soothing lake breezes, just moments away. Village in Burns Harbor is also a short drive to the marina for keeping your boat!

Come see this picturesque 10 acres in a prime location with a blank slate for your imagination! The value lies in the land, but there could also be potential with this old farmhouse just steps from Chesterton High School. The farmhouse has 1008 Unfinished square footage on the Main level and the same for the Unfinished Basement. The house has been stripped bare and is ready for some big dreams to change it, or to be torn down and something new created. Several outbuildings are ready for your equipment and chickens if a hobby farm is part of your plan! Current home has well and septic, but sewer and water both run along the north side of the land.

The sought-after Madeleine Model is now available! 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 1/4" 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!

Welcome to this beautifully updated ranch home in the top-rated Duneland School District, offering a sunny, open concept, flexible living space, and a backyard oasis perfect for family fun or quiet relaxation. Step inside to discover a meticulously maintained interior featuring solid hardwood and new engineered hardwood floors throughout. The main level includes three spacious bedrooms, including a private primary suite with a rainfall shower. The remodeled basement includes new upgrades such as an egress window, sump pump, and updated heating and cooling, providing endless possibilities -- create a rec room, home office, or add a fourth bedroom to suit your family's needs. Outdoors, enjoy the newer heated pool, established perennial landscape with year-round blooms of color, and organic vegetable garden. A fenced-in yard and built-in dog door with a steel bolt cover adds both convenience and security. The heated two-car detached garage, complete with generous cabinetry and a full attic, offers comfort year-round and can double as a workshop, gym, or entertainment space. Located just minutes from Indiana Dunes National Park, Downtown Chesterton, and the upcoming Duneland Family YMCA Healthy Living Campus, this home perfectly blends convenience, community, and modern living. Move-in ready and full of thoughtful updates, this home is truly a place to relax, grow, and find peace of mind knowing your home fits your lifestyle and your budget.

Absolutely beautiful 3/3 townhome offering in the ever-popular Village Green of Coffee Creek! This amazing ranch layout has nearly 3000 fin sq ft of living space. Upon entering, you are greeted with an airy, bright, and modern open-concept bed2/living/dining/kitchen, all moving towards the spacious 19x14 deck for your outdoor relaxation. This main level concludes with the cozy master suite, laundry, a full bath, and access to the heated garage. Next - the finished daylight basement has a massive amount of room for your hobbies and entertainment w/plumbing rough-in for wet bar/kitchenette! Add in another bedroom, bathroom, and ample unfinished space for your needed storage! This community prides itself on its connection to nature, as Coffee Creek Preserve presents year-round scenic beauty of wooded and waterside trails and picnic areas. VG is in the Duneland School system, and is in close proximity to shopping/restaurants, interstates, South Shore Train, and our beautiful Lake Michigan beaches!

Beautifully Updated Colonial-Style Home on 1.42 Acres - Move-In Ready! LISTED BELOW APPRAISED VALUE!!! Appraisal on hand upon request. BONUS INCOME - Parcel comes with Billboard Rental Income contract transferable with the sale! CALL NOW!! Welcome to this stunning 3,440 sq ft Colonial-style home, originally built in 2002 and thoughtfully updated throughout. Inside, you'll find 5 bedrooms and 4 bathrooms, including a main-floor bedroom with a handicap-accessible ensuite. Work from home in the office on the main level. Every bedroom features large walk-in closets, and two upstairs bedrooms are connected by a Jack & Jill bath and shared closet. One upstairs bedroom could easily be converted into a kitchenette--ideal for extended guests. The open-concept main floor boasts luxury plank flooring and elegant Spanish lace drywall. The heart of the home is a beautifully updated kitchen with solid oak cabinets and countertops, perfect for entertaining or gatherings. Enjoy added convenience with two laundry rooms (one on each floor), a dedicated home office, and dual sunrooms--one on each level--for year-round enjoyment. The primary suite is a true retreat, featuring a large jetted tub, glass block walk-in shower, laundry and extra large closet space. Outside, you'll find a 3-car garage with handicap accessibility and abundant storage above, a large fenced backyard, a 10x20 storage shed, covered front and back porches, and a 14.7 x 7.11 upstairs balcony overlooking the scenic acreage. Nestled in a peaceful rural setting with convenient access to R49, the Toll Road, and I-94, this spacious property offers both comfort and versatility for modern living. Don't miss this rare combination of updated elegance, flexible space, accessibility features, and passive income--all on over an acre of land. Schedule your private tour today!

Motivated Seller! Rare related-living home with private pool in Chesterton. Flexible related living meets private staycation living in this expansive 4,600+ sq. ft. home located in the sought-after Tamarack subdivision. Thoughtfully designed for multi-generational living, hybrid work, and long-term flexibility, the home features a finished basement that functions as a private suite with direct garage access, French doors, an accessible bath with walk-in tub, and additional flex rooms ideal for offices, fitness, or guest space. The main level offers three bedrooms including a primary suite with double walk-in closets, whirlpool tub, and a brand-new walk-in shower, while the finished upper level provides a secondary private suite with full bath, sitting area, and expansive bonus space. Outdoor living is effortless with a heated in-ground pool with slide, elevated deck, fire pit, and a convenient half bath accessible directly from the deck, making entertaining easy and contained. Designed for today's evolving households, this home offers rare space, privacy, and adaptability, minutes from the South Shore Line for an easy Chicago commute and located within the top-rated Duneland School district. Tax information: Current taxes reflect no exemptions; owner-occupants may qualify for Indiana Homestead and other exemptions, which can significantly reduce annual property taxes. Homes offering this level of flexibility, privacy, and outdoor living in Chesterton are rare - schedule your private tour of 1874 Catkin today.

Experience Unparalleled Luxury in This 17,178 Sq. Ft. Sand Creek Estate Sophistication, craftsmanship, and prestige define this extraordinary 5-bedroom, 10-bathroom estate, located just one hour from Chicago in the exclusive Sand Creek community. Designed and built in 2003 by renowned interior designer and architect David Julian, this custom masterpiece offers breathtaking golf course views of Hole 5 and an unmatched blend of elegance and comfort. Step into a grand two-story marble foyer, where a sweeping staircase draws the eye to a coffered ceiling and an impressive musician's bridge. The formal living room is bathed in natural light through a dramatic wall of windows, creating a perfect setting for gatherings. The lower-level guest quarters feature a private living room, full kitchen, and game room--ideal for extended stays. Indoor luxury abounds with a massive heated pool, spa-style hot tub, club room with full bar, and a climate-controlled wine cellar. Outdoor spaces are equally captivating, offering serene golf course vistas and beautifully landscaped grounds. Whether hosting grand events or enjoying intimate evenings, this Sand Creek estate delivers the ultimate luxury lifestyle. Keywords for SEO impact: Luxury golf course home for sale Sand Creek, Indiana luxury real estate, Chicago area estate, custom-designed home, indoor pool luxury property, golf course view home, high-end Sand Creek residence, David Julian architecture, Midwest luxury home with wine cellar, resort-style living near Chicago.