Chesterton, IN Homes for Sale with Garage

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  /57

  $999,999

  • 6 Beds
  • 6.5 Baths
  • 7,047 Sq Ft

  1458 Spyglass Cir, Chesterton, IN 46304

  Golf Course Luxury in Sand CreekSet within the private, gated Sand Creek community, this stunning custom estate overlooks Lake Hole 1 and sits just steps from the clubhouse and its amenities.Spanning more than 7,000 square feet, the home offers 6 bedrooms and 6 baths, with a layout designed for both everyday living and impressive entertaining. The two-story foyer opens to a sun-filled great room

  

  Jason Moon

  Trueblood Real Estate, LLC

  (219) 257-0314

  1458 Spyglass Cir, Chesterton, IN 46304
• Explore Chesterton

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  /24

  $429,000

  • 4 Beds
  • 3.5 Baths
  • 2,992 Sq Ft

  2131 Pepperbush Ave, Chesterton, IN 46304

  Desirable Westwood Manor Subdivision in Chesterton!Located in the award-winning Duneland School District, this meticulously maintained and move-in-ready home offers 4 bedrooms, 4 bathrooms, a loft office area, and a finished basement with a flex room that could serve as a 5th bedroom, office, or game room.The main level features a spacious eat-in kitchen with a generous pantry and sliding doors

  

  Jason Moon

  Trueblood Real Estate, LLC

  (219) 348-8090

  2131 Pepperbush Ave, Chesterton, IN 46304
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  $419,900

  • 3 Beds
  • 2 Baths
  • 2,304 Sq Ft

  506 W Morgan Ave, Chesterton, IN 46304

  Completely remodeled top to bottom Cape Cod! As you walk through the new front door you'll appreciate the craftmanship & vision for the space. Enjoy the light filled kitchen with new cabs, appliances, & quartz tops. 2 bedrooms on the main floor, a living room, & full bathroom with a tub. Upstairs the large primary bedroom has a walk-in closet, full bathroom, & loft space that can be used for a

  

  Nick Scalise

  Listing Leaders

  (219) 587-7209

  506 W Morgan Ave, Chesterton, IN 46304
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  $599,000

  • 4 Beds
  • 3 Baths
  • 3,066 Sq Ft

  1650 Hogan Ave, Chesterton, IN 46304

  Located in the desirable Sand Creek community, this stunning 4-bedroom, 3-bath home seamlessly blends luxury, comfort, and modern updates. The home features LED lighting throughout, hardwood floors, crown molding, and a stone fireplace just five years old. The main floor and upper level both include convenient laundry areas, while the huge primary suite offers a tray ceiling, brand-new carpet,

  

  Paul Boyter

  McColly Real Estate

  (219) 342-2742

  1650 Hogan Ave, Chesterton, IN 46304
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  /2

  $290,000

  • 3 Beds
  • 2 Baths
  • 2,080 Sq Ft

  1807 W Porter Ave, Chesterton, IN 46304

  **Professional photos coming soon!!** Don't miss this one!! 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 been tastefully updated to meet the needs of today's discerning buyer. Step inside and admire the finishes, including a kitchen

  

  Lisa Gaff

  White Hat Realty Group, LLC

  (219) 306-8062

  1807 W Porter Ave, Chesterton, IN 46304
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  /15

  $499,900

  • 6 Beds
  • 6 Baths
  • 2,896 Sq Ft

  150 16th St, Chesterton, IN 46304

  This newly completed duplex was finished in 2024. This exceptional investment property features two spacious units--each offering 3 bedrooms, 3 bathrooms, and a convenient one-car garage. Both sides are currently leased, providing immediate rental income. The main level showcases durable LVP flooring, while the primary suite includes a generous walk-in closet. Quality finishes such as 6-panel oak

  

  Paul Boyter

  McColly Real Estate

  (219) 946-4328

  150 16th St, Chesterton, IN 46304
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  /36

  $299,900

  • 2 Beds
  • 1 Bath
  • 1,692 Sq Ft

  1325 Indian Boundary Rd, Chesterton, IN 46304

  This two-bedroom, one-bath ranch home sits on a spacious 3.94-acre lot with apple, pear, and cherry trees and offers a cozy, comfortable living space. Featuring a welcoming wood-burning fireplace in the living room, the home exudes warmth and character. The fenced backyard provides privacy and plenty of room for outdoor activities, while the enclosed porch is perfect for entertaining. With a

  

  Paul Boyter

  McColly Real Estate

  (219) 355-2358

  1325 Indian Boundary Rd, Chesterton, IN 46304
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  /22

  $400,000

  • 4 Beds
  • 2.5 Baths
  • 2,270 Sq Ft

  378 Ballenisle Ct, Chesterton, IN 46304

  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 Neutral decor,

  

  Jenny Zamora

  Coldwell Banker Market Connect

  (219) 706-4137

  378 Ballenisle Ct, Chesterton, IN 46304
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  /23

  $525,000

  • 6 Beds
  • 6 Baths
  • 2,920 Sq Ft

  140 N Jackson Blvd, Chesterton, IN 46304

  This newly completed duplex was finished in 2024. This exceptional investment property features two spacious units--each offering 3 bedrooms, 3 bathrooms, and a convenient one-car garage. Both sides are currently leased, providing immediate rental income. The main level showcases durable LVP flooring, while the primary suite includes a generous walk-in closet. Quality finishes such as 6-panel oak

  

  Paul Boyter

  McColly Real Estate

  (219) 402-3372

  140 N Jackson Blvd, Chesterton, IN 46304
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  /29

  $294,900

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  327 S 18th St, Chesterton, IN 46304

  Discover your dream home in Chesterton, just minutes from the scenic Indiana Dunes! This expansive tri-level residence boasts 3 generous bedrooms and 2 updated bathrooms. Enjoy two large living areas, perfect for entertaining or relaxing. The home features fresh flooring and new countertops throughout, adding a modern touch. Outside, a spacious fenced-in yard offers ample room for equipment

  

  Jeff McCormick

  McCormick Real Estate, Inc.

  (219) 247-7059

  327 S 18th St, Chesterton, IN 46304
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  /23

  $360,000

  • 3 Beds
  • 2 Baths
  • 2,115 Sq Ft

  401 S 15th St, Chesterton, IN 46304

  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

  

  Lisa Gaff

  White Hat Realty Group, LLC

  (219) 491-2354

  401 S 15th St, Chesterton, IN 46304
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  /21

  $390,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,276 Sq Ft

  Integrity 2280 Plan at The Preserve Indiana, Chesterton, IN

  The Integrity 2280 is a traditional 2-story floor plan with a footprint designed for optimal and inclusive living & storage.

  Allen Edwin Homes Builder

  0 the Preserve Indiana St Unit 36494274, Chesterton, IN
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  /29

  $411,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,393 Sq Ft

  Elements 2390 Plan at The Preserve Indiana - Elements, Chesterton, IN

  The Elements 2390 is a traditional 2-story floor plan with a footprint designed for optimal and inclusive living & storage.

  Allen Edwin Homes Builder

  0 Elements St Unit 36474213, Chesterton, IN
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  /12

  $400,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,246 Sq Ft

  Elements 2200 Plan at The Preserve Indiana - Elements, Chesterton, IN

  The Elements 2200 is a traditional 2-story floor plan with a footprint designed for optimal and inclusive living & storage.

  Allen Edwin Homes Builder

  0 Elements St Unit 36474152, Chesterton, IN
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  $2,950,000

  • 5 Beds
  • 9.5 Baths
  • 17,178 Sq Ft

  1700 Littler Dr, Chesterton, IN 46304

  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

  John Reagan Blackrock Real Estate Services

  1700 Littler Dr, Chesterton, IN 46304
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  $429,900 New Construction

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

  28 Karner Blue Ct, Chesterton, IN 46304

  New construction home in The Preserve, located in Duneland School Corp. RESNET energy smart construction will save owner over 1K yearly plus home has 10-year structural warranty! Welcome home, to over 2,700 sq. ft. of living space that seamlessly blends space with style. The large two-story foyer greets you and leads past a den or study continuing into the expansive great room and large dining

  Allen Edwin Homes Builder

  28 Karner Blue Ct, Chesterton, IN 46304
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  $379,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,393 Sq Ft

  24 Karner Blue Ct, Chesterton, IN 46034

  New construction home in The Preserve, located in Duneland School Corp. RESNET energy smart construction will save owner over 1K yearly plus home has 10-year structural warranty! Welcome home to over 2300 sq. ft. of open floor plan. The front entry greets guests and leads past a den, which will have French doors, and a powder bath, into a large great room, open to dining nook and kitchen. Dining

  Allen Edwin Homes Builder

  24 Karner Blue Ct, Chesterton, IN 46034
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  /4

  $437,900 New Construction

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

  Elements 2700 Plan at The Preserve Indiana - Elements, Chesterton, IN

  The Elements 2700 is a traditional 2-story floor plan with a footprint designed for optimal and inclusive living & storage.

  Allen Edwin Homes Builder

  0 Elements St Unit 36503155, Chesterton, IN
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  /21

  $389,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,276 Sq Ft

  30 Karner Blue Ct, Chesterton, IN 46304

  New construction home in The Preserve, located in Duneland School Corp. RESNET energy smart construction will save owner over 1000 yearly 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

  Allen Edwin Homes Builder

  30 Karner Blue Ct, Chesterton, IN 46304
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  $409,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,276 Sq Ft

  42 Karner Blue Ct, Chesterton, IN 46304

  New construction home located in the Preserve, located in Duneland School Corp. RESNET energy smart construction will save owner over 1000 yearly 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

  Eric Kovalak Copper Bay Realty, LLC

  42 Karner Blue Ct, Chesterton, IN 46304
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  /39

  $509,900 Open Sun 11AM - 1PM

  • 4 Beds
  • 3.5 Baths
  • 3,780 Sq Ft

  4131 Abercrombie Dr, Chesterton, IN 46304

  Lovely custom-built 1.5-story home on a beautifully landscaped lot in the desirable Abercrombie Woods subdivision, truly move-in ready! The main level welcomes you with a spacious foyer and features a freshly painted great room with vaulted ceilings, cozy electric fireplace, and new vinyl plank flooring. The great room opens to a generous dining area with sliding doors leading to your backyard

  Claudia Miller Forrest Century 21 Circle

  4131 Abercrombie Dr, Chesterton, IN 46304
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  $639,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,481 Sq Ft

  2005 Timberwood Ln, Chesterton, IN 46304

  Welcome Home! This gorgeous new construction home is all you could ever want. Stunning kitchen with GORGEOUS pantry, great room features the most charming fireplace and the primary is like no other! It features an amazing en-suite bathroom, huge closet that connects to the laundry room. A full unfinished basement offers so much potential. Don't miss this one!

  Megan Heckard Century 21 Alliance Group

  2005 Timberwood Ln, Chesterton, IN 46304
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  $439,900 Open Sat 1PM - 3PM

  • 3 Beds
  • 3 Baths
  • 2,636 Sq Ft

  1034 N 350 E, Chesterton, IN 46304

  Welcome to this beautifully updated bi-level home on a private 1-acre lot in Jackson Township! This property offers 3 spacious bedrooms and 3 baths, including a primary suite with walk-in closet and remodeled ensuite. Enjoy the open-concept floor plan featuring a modern kitchen (renovated in 2016) with sleek finishes, flowing into the dining and living areas--perfect for entertaining and family

  Jana Caudill eXp Realty, LLC

  1034 N 350 E, Chesterton, IN 46304
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  /16

  $542,650 New Construction

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

  706 Idlewild Ln, Chesterton, IN 46304

  Nestled on an expansive homesite, this fabulous ranch home offers everything you've dreamed of! Nestled amongst rolling streets, the newest phase of Easton Park is a quiet retreat located within minutes of award-winning schools, commuter expressways, and the IN Dunes National Lakeshore. The expanded Scottsdale floor plan offers over a spacious 1,800 sq. ft. on the main floor plus a full basement.

  Michelle Renninger Better Homes and Gardens Real

  706 Idlewild Ln, Chesterton, IN 46304
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  /23

  $419,900 New Construction

  • 3 Beds
  • 3 Baths
  • 1,954 Sq Ft

  1617 Melanie Ln, Chesterton, IN 46304

  PRIME LOCATION! Discover luxurious living in this highly desirable golf course community. This fabulous new listing boasts 3 bedrooms, 3 bathrooms, a perfect mix of sophistication, coziness, and awe-inspiring views! Get ready to be amazed by the grand master suite with its high cathedral ceilings and spacious walk-in closet. Indulge in the luxurious custom tile shower with a sleek glass enclosure

  Stacey Matthys Brokerworks Group

  1617 Melanie Ln, Chesterton, IN 46304
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  /20

  $173,900

  • 2 Beds
  • 1 Bath
  • 1,228 Sq Ft

  2121 Tupelo Ln, Chesterton, IN 46304

  Move-in ready, maintenance-free main-floor condo with a 1-car garage! A bright, open-concept living area features a cozy gas fireplace, and two new sliding doors to a private patio & your new backyard. The updated kitchen offers a brand-new quartz countertop, deep sink, pantry, and abundant cabinetry. Down the hall are two generous bedrooms, including a primary bedroom with a walk-in closet, an

  Nikola Trajceski Listing Leaders

  2121 Tupelo Ln, Chesterton, IN 46304
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  /2

  $315,000

  • 4 Beds
  • 2.5 Baths
  • 2,250 Sq Ft

  322 Sherman Ave, Chesterton, IN 46304

  Welcome to 322 Sherman Ave in Burns Harbor -- a comfortable, well-located home designed for easy, everyday living and flexibility. Tucked into a community that values space, access to nature, and convenience, this property offers a lifestyle that balances calm residential living with quick connections to everything Northwest Indiana has to offer. Enjoy proximity to Lake Michigan, nearby parks,

  Erin Booker E & V Indianapolis, LLC

  322 Sherman Ave, Chesterton, IN 46304
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  /21

  $599,900

  • 3 Beds
  • 2 Baths
  • 2,417 Sq Ft

  359 E Burdick Rd, Chesterton, IN 46304

  Welcome home to this attractive, well maintained 3 BR/2BA Chalet style home in Jackson Township. This property features a detached garage with a 2 Bedroom upper level apartment that is currently vacant. The apartment has seperate utilities and it's own well and septic system. The home exterior boasts over 700 sq.ft. of decking, 4.35 acres of land and includes a pond. The interior of the home

  Cheryl Bonin CHERYL Real Estate Services, L

  359 E Burdick Rd, Chesterton, IN 46304
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  /71

  $875,000

  • 6 Beds
  • 4 Baths
  • 4,789 Sq Ft

  1500 Nelson Dr, Chesterton, IN 46304

  Timeless Elegance in Sand Creek - A Rare OpportunityFor the first time ever, this one-owner estate in the prestigious Estates of Sand Creek is available, offering a rare blend of sophistication, comfort, and impeccable craftsmanship. Set on a lush 3/4-acre lot, this 6-bedroom, 4-bathroom residence boasts 4789 square feet of refined living space, designed to accommodate both grand entertaining and

  Valerie Rosenblum McColly Real Estate

  1500 Nelson Dr, Chesterton, IN 46304
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  /31

  $350,000

  • 4 Beds
  • 2.5 Baths
  • 3,828 Sq Ft

  975 N 250 E, Chesterton, IN 46304

  BRING OFFER - GENUINE COUNTRY FEEL!!! Days gone by are back!!! This updated country Farmhouse is situated on almost TWO ACRES in JACKSON TOWNSHIP!!!! Over 3000 sq ft - many many many POSSIBILITIES HERE! Unique set up so Bring your imagination and ideas.. Once was a two unit home - there is Room enough to grow and then some - FIVE bedrooms - THREE baths. NEW ROOF - NEW FURNACE - NEW DRIVE AND

  Karen Maynard McColly Real Estate

  975 N 250 E, Chesterton, IN 46304
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  /25

  $675,000

  • 0.5 Baths

  1038 N Meridian Rd, Chesterton, IN 46304

  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

  Erin Johnson Boulder Bay Realty Group

  1038 N Meridian Rd, Chesterton, IN 46304
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  $275,000

  • 2 Beds
  • 1.5 Baths
  • 1,506 Sq Ft

  422 Jefferson Ave, Chesterton, IN 46304

  Old-World Charm Meets Modern Comfort in a Prime Location! Step back in time while enjoying every modern convenience in this absolutely charming 1.5-story Cape Cod home, built in 1910. This home perfectly blends old-world flair with contemporary living, offering 2 bedrooms and 1.5 bathrooms in a highly sought-after area. Inside, you'll be captivated by the architectural details. The open-concept

  Derek Durish Haven Realty

  422 Jefferson Ave, Chesterton, IN 46304
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  $435,000

  • 3 Beds
  • 2.5 Baths
  • 2,151 Sq Ft

  1351 Gossett Mill Ave, Chesterton, IN 46304

  Welcome to 1351 Gossett Mill Avenue, where comfort, flexibility, and thoughtful updates come together. This home offers three bedrooms and two and a half bathrooms, including a convenient Jack-and-Jill bathroom, providing functionality for everyday living. Enjoy relaxing on the covered porch or spending time outdoors on the newly rebuilt deck, perfect for entertaining or unwinding. The home

  Barry Skalski Michiana Realty LLC

  1351 Gossett Mill Ave, Chesterton, IN 46304
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  /2

  $499,900 New Construction

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

  2420 Pradera Trail, Chesterton, IN 46304

  Introducing The Chestnut - A Brand New Custom Ranch Floorplan on Lot 6!This thoughtfully designed ranch offers the perfect blend of style and function, featuring an open-concept layout with a spacious great room with optional fireplace, dining area, and kitchen complete with quartz countertops and upgrade options available. The primary ensuite provides a private retreat, while generous guest

  Madison Young Brokerworks Group

  2420 Pradera Trail, Chesterton, IN 46304
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  /37

  $394,900

  • 4 Beds
  • 2.5 Baths
  • 2,044 Sq Ft

  237 Cessna Dr, Chesterton, IN 46304

  MOTIVATED SELLER!!! SELLER IS OFFERING BUYERS ALLOWANCE TOWARDS CLOSING COST!! SELLER IS OPEN TO ALL OFFERS!! Welcome to this spacious 2 story HOME with 4 bedrooms, 2.5 bath in the great Chesterton's Corlin's Landing Subdivision. Step into the inviting foyer and find a versatile den to your right--perfect for an office or reading nook. The main level features an open concept living room, dining

  Jasmina Tinoko New Chapter Real Estate

  237 Cessna Dr, Chesterton, IN 46304
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  /7

  $328,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,558 Sq Ft

  NANDINA Plan at St. Andrews, Chesterton, IN 46304

  3 bed | 2.5 bath | 2-bay | 1558 sqft Floor plan includes unfinished basement. Basement features, such as egress window location, are specific to homesite. Please see sales consultant for details.

  Century Complete Builder

  70 Fairmont Dr Unit 36583377, Chesterton, IN 46304
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  /7

  $103,000

  • 3 Beds
  • 1.5 Baths
  • 1,336 Sq Ft

  304 E Jackson St, Chesterton, IN 46304

  Investment/Fixer Upper two-story + 2-car garage on two lots. 3-bed/2-bath, kitchen, living, laundry. Home has strong potential - bring your vision, labor, and upgrades! 3 Miles from Lake Michigan! See private remarks for pertinent info.

  Michelle Gilbertsen McColly Real Estate

  304 E Jackson St, Chesterton, IN 46304
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  $925,000

  • 4 Beds
  • 2.5 Baths
  • 2,494 Sq Ft

  450 E Greening Rd, Chesterton, IN 46304

  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

  Kalahni Krygier New Chapter Real Estate

  450 E Greening Rd, Chesterton, IN 46304
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  /21

  $369,900 New Construction

  • 3 Beds
  • 3 Baths
  • 1,954 Sq Ft

  1615 Melanie Ln, Chesterton, IN 46304

  Check out our new screened-in porch in the newest building -now complete! The open concept living spaces you'll find soaring cathedral ceilings, fireplace, stylish floors underfoot, abundant soft-close cabinetry with 42'' uppers, elegant quartz countertops, all of your kitchen appliances, and triple sliding door overlooking the golf-course views. In the master you'll find a stunning custom tile

  Michelle Renninger Better Homes and Gardens Real

  1615 Melanie Ln, Chesterton, IN 46304
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  /2

  $383,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,014 Sq Ft

  ESSEX Plan at St. Andrews, Chesterton, IN 46304

  4 bed | 2.5 bath | 2-bay | 2014 sqft Floor plan includes unfinished basement. Basement features, such as egress window location, are specific to homesite. Please see sales consultant for details.

  Century Complete Builder

  70 Fairmont Dr Unit 36583376, Chesterton, IN 46304

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