Chesterton, IN Homes for Sale with Garage

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  $619,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,408 Sq Ft

  2500 Pradera Trail, Chesterton, IN 46304

  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

  Madison Young Brokerworks Group

  2500 Pradera Trail, Chesterton, IN 46304
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  $499,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,735 Sq Ft

  40 Karner Blue Ct, Chesterton, IN 46304

  New construction home in The Preserve in the Duneland School Corp. This 2,735 square foot home makes an unforgettable impression. Off the foyer, a private den with French doors offers a quiet, refined space for a home office or study, while a discreetly placed powder room at the front of the home adds convenience without interrupting the flow. The heart of the home unfolds into a spacious great

  Allen Edwin Homes Builder

  40 Karner Blue Ct, Chesterton, IN 46304
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  $329,900

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  225 Jefferson Ave, Chesterton, IN 46304

  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

  Cheryl Bonin CHERYL Real Estate Services, L

  225 Jefferson Ave, Chesterton, IN 46304
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  $739,999

  • 5 Beds
  • 6 Baths
  • 4,698 Sq Ft

  1874 Catkin Cir, Chesterton, IN 46304

  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

  Terri Recker @properties/Christie's Intl RE

  1874 Catkin Cir, Chesterton, IN 46304
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  $449,000

  • 3 Beds
  • 3 Baths
  • 2,952 Sq Ft

  2307 Legend Cir, Chesterton, IN 46304

  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,

  Michelle Gilbertsen McColly Real Estate

  2307 Legend Cir, Chesterton, IN 46304
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  $664,900 New Construction

  • 5 Beds
  • 4 Baths
  • 4,245 Sq Ft

  1010 Preserve Ln, Chesterton, IN 46304

  Stunning Brand New Home in The Preserves of Chesterton READY NOW!! Welcome to this exquisite, never-occupied residence nestled in the highly sought-after community of The Preserves of Chesterton. Built by a renowned builder who has proudly earned the Builder of the Year award for 12 consecutive years! This exceptional 4,200-square-foot home offers unparalleled craftsmanship and modern luxury.

  Holly Fisher Bach Investment Group

  1010 Preserve Ln, Chesterton, IN 46304
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  $529,900 Open Sat 12PM - 5PM

  • 4 Beds
  • 2.5 Baths
  • 2,241 Sq Ft

  2152 Redwood Ln, Chesterton, IN 46304

  Construction beginning March 2026-ready for move-in late summer! Introducing The Carmela floor plan! Boasting 4 bedrooms, 2.5 baths, main floor office, upstairs laundry room, and all 4 bedrooms have their own walk in closets! This fantastic floor plan checks every box! There's still time to make your own selections! On the main floor you'll find a convenient office, cozy living room with

  Michelle Renninger Better Homes and Gardens Real

  2152 Redwood Ln, Chesterton, IN 46304
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  $559,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  2218 Pradera Trail, Chesterton, IN 46304

  Introducing The Chestnut!This brand-new ranch model is under construction, and there's still time to personalize your finishes! Offering 3 bedrooms, 2 bathrooms, an open-concept kitchen with a large island, an unfinished basement, and a 3-car garage, this home is designed with both style and functionality in mind. Already featuring premium upgrades like LP siding, you'll also have hundreds of

  Madison Young Brokerworks Group

  2218 Pradera Trail, Chesterton, IN 46304
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  $349,900

  • 3 Beds
  • 2.5 Baths
  • 2,167 Sq Ft

  1346 Essex Dr, Chesterton, IN 46304

  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

  Jarrod Carr @properties/Christie's Intl RE

  1346 Essex Dr, Chesterton, IN 46304
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  $250,000

  • 3 Beds
  • 1 Bath
  • 1,440 Sq Ft

  305 E Jackson St, Chesterton, IN 46304

  Welcome Home to this Beautifully Renovated Open-Concept Ranch, Ideally Located Within Minutes from the Breathtaking Beaches and Trails of Indiana Dunes National Park and Indiana Dunes State Park. This Move-In Ready Home Offers Over 1400 Finished Square Feet of Thoughtfully Updated Living Space, Featuring 3 Spacious Bedrooms Plus a Versatile Den/Office-Perfect for Remote Work. A Playroom, or Guest

  Jamie Bond Listing Leaders

  305 E Jackson St, Chesterton, IN 46304
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  $899,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,850 Sq Ft

  2179 W 1100 N, Chesterton, IN 46304

  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

  Madison Young Brokerworks Group

  2179 W 1100 N, Chesterton, IN 46304
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  $349,900

  • 3 Beds
  • 2 Baths
  • 2,965 Sq Ft

  1012 N Meridian Rd, Chesterton, IN 46304

  TIMELESS ALL-BRICK RANCH WITH AN AFTERNOON SUN DRENCHED 20 x 24 SUN ROOM! Discover the perfect blend of classic elegance on a serene 0.83-acre lot. This 3-bedroom, 2-bathroom gem offers ultimate peace of mind with a whole-house generator (new in 2023), a new septic system (2016), 2 furnaces, 2 AC units, 2 sump pumps, and a newer water filtration system. The heart of the home is the spectacular 20

  Tami Bianco @properties/Christie's Intl RE

  1012 N Meridian Rd, Chesterton, IN 46304
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  $799,900

  • 5 Beds
  • 3 Baths
  • 2,700 Sq Ft

  2102 Pradera Trail, Chesterton, IN 46304

  Welcome to this stunning luxury home in Chesterton, offering the perfect blend of elegance, comfort,and modern upgrades. This beautifully designed residence features five spacious bedrooms and three full bathrooms, ideal for both everyday living and entertaining. Step inside to soaring cathedral ceilings, gleaming hardwood floors and a thoughtfully designed layout that includes a formal dining

  Elias Quintero Bloom/Sanchez Realty Inc.

  2102 Pradera Trail, Chesterton, IN 46304
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  $549,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,820 Sq Ft

  2350 Pradera Trail, Chesterton, IN 46304

  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

  Madison Young Brokerworks Group

  2350 Pradera Trail, Chesterton, IN 46304
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  $575,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,524 Sq Ft

  2132 Pradera Trail, Chesterton, IN 46304

  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

  Ashley Tezak Realty Executives Premier

  2132 Pradera Trail, Chesterton, IN 46304
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  $249,500

  • 2 Beds
  • 1 Bath
  • 1,860 Sq Ft

  1198 N Babcock Rd, Chesterton, IN 46304

  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

  Brian Manning Listing Leaders

  1198 N Babcock Rd, Chesterton, IN 46304
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  $315,000

  • 3 Beds
  • 1.5 Baths
  • 1,560 Sq Ft

  103 Michigan St, Chesterton, IN 46304

  Step into this home at 103 Michigan Street, and be impressed with everything you see. Not only do you have a NEW Roof, Siding and Gutters on the outside, stepping inside this MOVE IN Ready 3 bedroom, 2 bath ranch, with everything done for you. Home has been freshly painted, with all new fixtures. Both bathrooms have been completely remodeled, with New toilets, sinks and tub. 2nd bath also

  Karen Miller Listing Leaders

  103 Michigan St, Chesterton, IN 46304
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  $444,900

  • 4 Beds
  • 2.5 Baths
  • 2,031 Sq Ft

  1452 Gossett Mill Ave, Chesterton, IN 46304

  Welcome to this beautiful 2-story home in Chesterton, IN! Built in 2017, this 4 bedroom, 3 bathroom residence offers modern living with an inviting open-concept main floor--perfect for everyday living and entertaining. The spacious kitchen is a highlight, featuring granite countertops, kitchen island, stainless steel appliances that stay, and a seamless flow into the dining and living areas. A

  Frank Ruvoli Century 21 Circle

  1452 Gossett Mill Ave, Chesterton, IN 46304
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  $989,900

  • 5 Beds
  • 5 Baths
  • 7,047 Sq Ft

  1040 Kilarney Rd, Chesterton, IN 46304

  Buyers won't believe the endless opportunities and space in this home! A stunning corner lot home with Georgian influence combines timeless brick architecture with welcoming Southern charm. Offering 6 beds, 5 baths and over 7,000 sq. ft. of luxurious living space, it is ideally situated in the prestigious gated community of Sand Creek. The inviting wraparound porch and classic details set the

  Stefanie Neal BHHS Indiana Realty

  1040 Kilarney Rd, Chesterton, IN 46304
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  $299,995

  • 4 Beds
  • 2.5 Baths
  • 1,758 Sq Ft

  829 Johnson St Unit B, Chesterton, IN 46304

  Modern Living Meets Parkside Perfection! Discover the perfect balance of space, convenience, and community in this charming 4-bedroom, 2.5-bath home with 1758 sq ft located in one of Porter's most sought-after pockets. Situated just steps from the expansive 60 acre Dogwood Park, this home offers generous square footage in a quiet neighborhood with mature trees. Step inside to an inviting

  Veronica Wilson McColly Real Estate

  829 Johnson St Unit B, Chesterton, IN 46304
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  $329,000

  • 3 Beds
  • 2 Baths
  • 1,820 Sq Ft

  1624 Fox Point Dr, Chesterton, IN 46304

  From the moment you pull into the driveway, you'll feel the warmth and welcome of this thoughtfully cared-for home. This well-cared-for 3 bedroom, 2 bath tri-level is perfectly situated in one of Chesterton's most convenient locations--just minutes from shopping, dining, parks, south shore train station, and top-rated schools. Step inside to a bright and inviting layout that offers comfortable

  Nicole Scott Century 21 Affiliated

  1624 Fox Point Dr, Chesterton, IN 46304

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