Chesterton, IN Homes for Sale with Basement

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  $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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  /56

  $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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  /46

  $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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  /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

  $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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  /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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  $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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  /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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  /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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  /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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  /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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  /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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  $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

  $418,777

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

  2332 Hickory Grove St, Chesterton, IN 46304

  Beautifully Updated Home in Coffee Creek! Welcome to this stylish and move-in-ready home, that blends modern updates with comfortable everyday living. Step inside to find a freshly updated kitchen with sleek finishes, featuring brand-new stainless steel appliances and quartz counters offering space perfect for cooking and entertaining. Plus....plenty of cabinet space, with a list of convenient

  Valeri McClelland Realty Executives Premier

  2332 Hickory Grove St, 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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  $594,900 New Construction

  • 3 Beds
  • 4 Baths
  • 2,580 Sq Ft

  5 Golf Wood Rd, Chesterton, IN 46304

  Rare opportunity to own a special retreat situated along the boundary of the Indiana Dunes National Park, just one mile from the Lake Michigan shore. Wooded surroundings combine with a modern aesthetic and effortless access to the South Shore Line (Chicago to South Bend) to deliver peaceful living. The house has an open concept floorplan with large windows and light throughout. Three bedrooms

  Arlene Beglin Arlene Beglin Real Estate

  5 Golf Wood Rd, Chesterton, IN 46304
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  $449,000

  • 4 Beds
  • 4 Baths
  • 3,260 Sq Ft

  1521 Birdie Way, Chesterton, IN 46304

  WOW! Immaculate 2-Story with finished basement & 3-car garage in a great neighborhood. Main level offers an inviting foyer with coat closet, office, an open concept kitchen with an abundance of cabinets, granite countertops, island with electrical, undermount sink with window overlooking the backyard, pantry and all appliances included, dining area with sliders to composite decking, living room

  Judith Posiadlik McColly Real Estate

  1521 Birdie Way, Chesterton, IN 46304
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  $299,000

  • 4 Beds
  • 2 Baths
  • 2,375 Sq Ft

  511 E Morgan Ave, Chesterton, IN 46304

  This 4 bedroom 1 3/4 bathroom house in the Morgan Park area of Chesterton is ready for you to call it home! New roof, gutter and siding, newer total HVAC, new hot water heater, new electrical panel and new dishwasher make this house as solid as it gets! Beautiful hardwood floors throughout the main level in the huge living room, dining room and both spacious bedrooms. Eat in kitchen with brand

  Jessica Kish New Chapter Real Estate

  511 E Morgan Ave, Chesterton, IN 46304
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  /25

  $425,000

  • 4 Beds
  • 3.5 Baths
  • 2,950 Sq Ft

  1544 Colonial Dr, Chesterton, IN 46304

  Fantastic 2 story home in the sought after Villages of Sand Creek. Located in Duneland Schools and convenient to 80/94, 90 and the South Shore line this home checks all the boxes. hardwood floors throughout the main level, bright kitchen with pantry and granite tops, living room has fireplace and is flooded with natural light. Upstairs is 4 ample sized bedrooms. the fully finished basement has

  Alexis Metcalf Seramur Properties, LLC

  1544 Colonial Dr, Chesterton, IN 46304
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  /3

  $635,400 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,134 Sq Ft

  2519 Pradera Trail, Chesterton, IN 46304

  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

  Madison Young Brokerworks Group

  2519 Pradera Trail, Chesterton, IN 46304
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  /18

  $330,000

  • 4 Beds
  • 2 Baths
  • 1,924 Sq Ft

  525 S Calumet Rd, Chesterton, IN 46304

  Don’t miss your opportunity to view this charming four-bedroom, two-full-bath home located in Chesterton, Indiana! From the moment you step inside, you’ll fall in love with the character and warmth this home offers. One of the bedrooms is conveniently located on the main level, giving you great flexibility for guests, an office, or main-floor living. The location is truly ideal, situated in

  Shannon Lunetta RE/MAX OAK CREST -PLYMOUTH

  525 S Calumet Rd, Chesterton, IN 46304
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  /7

  $609,900 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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  $289,000

  • 3 Beds
  • 2 Baths
  • 1,046 Sq Ft

  399 Conestoga Dr, Chesterton, IN 46304

  This charming 3-bedroom, 2-bathroom home in the conveniently located Olde Towne Subdivision is waiting for you! Step inside and be greeted by an open living area featuring vaulted ceilings and a cozy gas fireplace, perfect for relaxing evenings. The kitchen comes fully equipped with all appliances included, making your move-in seamless. Just off the back of the house, a lovely wood deck overlooks

  Vince Kisala Coldwell Banker Real Estate Gr

  399 Conestoga Dr, Chesterton, IN 46304
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  /35

  $425,000

  • 4 Beds
  • 2.5 Baths
  • 2,820 Sq Ft

  604 Oakwood Dr, Chesterton, IN 46304

  Charming 2-story home conveniently located near downtown Chesterton. The original owner has well maintained the home, and in today's market cannot be duplicated at this price! On the first level is app. 1700 Sq Ft of active living space. A 16' X 30' room addition was added to the original footprint of the home in 2012. A formal living room has French doors. The original dining room was used as an

  Noreen Adams BHHS Executive Realty

  604 Oakwood Dr, Chesterton, IN 46304
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  /47

  $449,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 3 Baths
  • 2,913 Sq Ft

  1055 Mission Hills Ct, Chesterton, IN 46304

  Welcome to Mission Hills at Sand Creek! This end unit maintenance free townhome is move in ready with new carpet installed and professionally painted! You will love the upgrades of granite countertops, smart appliances, and 3 fireplaces. Main level living at its best with spacious primary en suite with custom closet, zero entry rain shower, double sink vanity and its own patio. Convenient Garage

  Madison Young Brokerworks Group

  1055 Mission Hills Ct, Chesterton, IN 46304
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  /47

  $429,900 New Construction

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

  28 Karner Blue Ct, Chesterton, IN 46304

  New construction home complete in December located 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! This is the largest new construction home available for under 450k in Duneland Schools! Welcome home, to over 2,700 sq. ft. of living space that seamlessly blends space with style. The large

  Eric Kovalak Copper Bay Realty, LLC

  28 Karner Blue Ct, Chesterton, IN 46304
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  /26

  $339,900

  • 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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  $749,999

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

  1874 Catkin Cir, Chesterton, IN 46304

  Welcome to a Home that Offers A Peaceful Neighborhood setting just Minutes from Downtown. Be in By the New Year, With 5 Bedrooms, 6 Baths, this Home is designed for Both Everyday Comfort and Memorable Gatherings. The Main Floor Has 3 Bedrooms. The Large Master Includes a Beautiful Master Bath with Double Walk in Closets, Double Sinks, A Whirlpool Tub and New Walk In Shower. The Master Bedroom Has

  Terri Recker @properties/Christie's Intl RE

  1874 Catkin Cir, Chesterton, IN 46304
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  $1,100,000

  • 3 Beds
  • 2.5 Baths
  • 3,538 Sq Ft

  474 E 1200 N, Chesterton, IN 46304

  Experience refined main-floor living on 10 private acres in prestigious Jackson Township. This custom residence offers nearly 2,800 sq ft on the main level, designed for comfort, elegance, and unforgettable first impressions. A spectacular, commercial-grade glass and wrought-iron entry door-complete with a screen system for effortless cross-ventilation-sets the tone from the moment you arrive.

  Susie Jaskowiak @properties/Christie's Intl RE

  474 E 1200 N, Chesterton, IN 46304
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  /24

  $454,000

  • 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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  /73

  $699,800 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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