Homes for Sale near Chesterton Senior High School

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  /46

  $375,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 3 Baths
  • 2,988 Sq Ft

  71 Tanglewood Trail, Valparaiso, IN 46385

  Freshly updated beautiful Bi-Level set on a Half-Acre! Check out this spacious home with 3 bathrooms & 4 bedrooms with an option to convert the Den into a 5th bedroom. Newer updates include brand new carpet, newer windows, septic & updated bathrooms. Sprawling primary bedroom offers W.I.C. & attached suite with double sinks. Oversized 2.5 Car garage with additional storage area. Enjoy years of

  

  Nick Scalise

  Listing Leaders

  (219) 697-8609

  71 Tanglewood Trail, Valparaiso, IN 46385
• 

  Explore Chesterton Senior High School

• 

  

  

  /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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  /58

  $1,099,999

  • 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
• 

  

  

  /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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  /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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  /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) 506-3994

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

  $89,000

  • Land
  • 0.49 Acre
  • $181,633 per Acre

  V/L U S 20, Burns Harbor, IN 46304

  1/2 Acre LOT! Zoned 'Downtown' allowing multi-family, condo, commercial or single family. Amazing opportunity that can be combined with surround lots. Take a look at this site ready property with all utilities available. The Village in Burns Harbor is the perfect setting and is under 1 hour from Chicago with quick access to I-94 and the South Shore Train. This neighborhood centric community

  

  Nick Scalise

  Listing Leaders

  (219) 533-7976

  V/L U S 20, Burns Harbor, IN 46304
• 

  

  /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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  /4

  $150,000

  • Land
  • 4 Acres
  • $37,500 per Acre

  860 Quail Ridge Dr, Chesterton, IN 46304

  Welcome to the undeveloped phase of the desirable Hunters Glen Subdivision in Porter, Indiana--an excellent opportunity for builders or investors. This offering includes 8 spacious, wooded lots plus 2 additional parcels designated for roads and drainage infrastructure. Nestled in a peaceful, natural setting, this subdivision combines privacy with convenience. With easy access to I-94 and the

  

  Paul Boyter

  McColly Real Estate

  (219) 533-9620

  860 Quail Ridge Dr, Chesterton, IN 46304
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  /34

  $329,900

  • 4 Beds
  • 3.5 Baths
  • 1,792 Sq Ft

  1162 Chesterfield Ave, Burns Harbor, IN 46304

  This beautifully cared for two-story home is nestled in the vibrant Village of Burns Harbor, where neighborhood charm meets modern comfort. On the main level you'll find an office or 4th bedrooms, a formal dining room, half bath, large foyer and spacious kitchen and living room. Step into an airy open concept layout featuring a bright living room and eat-in kitchen with stainless steel

  

  David Taylor

  McColly Real Estate

  (219) 327-3527

  1162 Chesterfield Ave, Burns Harbor, IN 46304
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  /9

  $90,000

  • Land
  • 1.46 Acres
  • $61,644 per Acre

  000 Pinneys Ct, Chesterton, IN 46304

  Build your dream home on this rare 1.46 acre wooded corner lot with public utilities and the peaceful Coffee Creek running through the property. Located just a hop, skip, and a jump from everything Chesterton has to offer including the highly sought after Duneland School District, the charming downtown area and Dunes National Lakeshore! Whether you're heading to the city for work or play,

  

  Lisa Gaff

  White Hat Realty Group, LLC

  (219) 266-7620

  000 Pinneys Ct, Chesterton, IN 46304
• 

  

  /19

  $59,000

  • Land
  • 0.19 Acre
  • $310,526 per Acre

  1138 Weaver Way, Burns Harbor, IN 46304

  Amazing opportunity to build single family home, multi-unit, or commercial. Take a look at this site ready property with all utilities available, and backs up to a beautiful tree line. The Village in Burns Harbor is the perfect setting and is under 1 hour from Chicago with quick access to I-94 and the South Shore Train. This neighborhood centric community offers Parks, Gazebo, and open space

  

  Nick Scalise

  Listing Leaders

  (219) 533-9389

  1138 Weaver Way, Burns Harbor, IN 46304
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  /17

  $149,000

  • Land
  • 0.75 Acre
  • $198,667 per Acre

  0 Burns Blvd, Burns Harbor, IN 46304

  A3/4 Acre Wooded Lot! Amazing opportunity to build single family home, multi-unit, or commercial. Take a look at this site ready property with all utilities available, backing up to a tree lined back yard. The Village in Burns Harbor is the perfect setting and is under 1 hour from Chicago with quick access to I-94 and the South Shore Train. This neighborhood centric community offers Parks,

  

  Nick Scalise

  Listing Leaders

  (219) 533-7443

  0 Burns Blvd, Burns Harbor, IN 46304
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  /14

  $54,000

  • Land
  • 0.19 Acre
  • $284,211 per Acre

  1005 Preserve Ln, Chesterton, IN 46304

  Phase 3 is now open and ready for building. Lot 93 in one of Chesterton's newest neighborhoods. Conveniently located near the Chesterton High School and close to the South Shore Train, Indiana Toll Road, and Lake Michigan Indiana Dunes State Park. Drive out to see Where Nature is Your Neighbor.

  

  Paul Boyter

  McColly Real Estate

  (219) 419-4506

  1005 Preserve Ln, 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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  /2

  $54,000

  • Land
  • 0.19 Acre
  • $284,211 per Acre

  43 Karner Blue Ct, Chesterton, IN 46304

  Phase 3 is now open and ready for building. Lot 88 in one of Chesterton's newest neighborhoods. Conveniently located near the Chesterton High School and close to the South Shore Train, Indiana Toll Road, and Lake Michigan Indiana Dunes State Park. Drive out to see Where Nature is Your Neighbor.

  

  Paul Boyter

  McColly Real Estate

  (219) 351-8110

  43 Karner Blue Ct, 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
• 

  

  /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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  /17

  $386,000

  • Land
  • 1.9 Acres
  • $203,158 per Acre

  1 Burns Blvd, Burns Harbor, IN 46304

  Amazing Mixed-Use opportunity with this site-ready primary platted 2 acres zoned for single-family, multi-family, & commercial. Located at the entrance of The Village in Burns Harbor community. Turn-key development with all city utilities available. The Village in Burns Harbor is an established community and the perfect setting and is under 1 hour from Chicago with quick access to I-94 and the

  

  Nick Scalise

  Listing Leaders

  (219) 695-8075

  1 Burns Blvd, Burns Harbor, IN 46304
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  /36

  $309,000

  • 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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  /6

  $274,900 New Construction

  • 2 Beds
  • 1 Bath
  • 1,010 Sq Ft

  1177 Harbor Way, Burns Harbor, IN 46304

  Discover an enchanting NEW CONSTRUCTION paired home in the delightful beach community of Village in Burns Harbor. See updates for move in day! It's ALMOST ready!!! 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

  

  Lisa Gaff

  White Hat Realty Group, LLC

  (219) 419-9209

  1177 Harbor Way, Burns Harbor, IN 46304
• 

  

  /20

  $304,900 Open Sat 10AM - 4PM

  • 3 Beds
  • 2 Baths
  • 1,354 Sq Ft

  1183 Harbor Way, Burns Harbor, IN 46304

  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

  

  Lisa Gaff

  White Hat Realty Group, LLC

  (219) 516-6749

  1183 Harbor Way, Burns Harbor, IN 46304
• 

  

  /23

  $320,000 Open Sat 10AM - 4PM

  • 2 Beds
  • 1 Bath
  • 982 Sq Ft

  1180 Harbor Way, Burns Harbor, IN 46304

  Discover an enchanting NEW CONSTRUCTION paired home in the delightful beach community of Village in Burns Harbor. Ready to move right NOW! 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

  

  Lisa Gaff

  White Hat Realty Group, LLC

  (219) 529-1666

  1180 Harbor Way, Burns Harbor, IN 46304
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  /6

  $279,000 Open Sat 10AM - 4PM

  • 2 Beds
  • 1 Bath
  • 1,010 Sq Ft

  1178 Harbor Way, Burns Harbor, IN 46304

  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

  

  Lisa Gaff

  White Hat Realty Group, LLC

  (219) 516-6678

  1178 Harbor Way, Burns Harbor, IN 46304
• 

  

  /21

  $309,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,354 Sq Ft

  1181 Harbor Way, Burns Harbor, IN 46304

  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

  

  Lisa Gaff

  White Hat Realty Group, LLC

  (219) 529-2528

  1181 Harbor Way, Burns Harbor, IN 46304
• 

  

  /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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  /29

  $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
• 

  

  /22

  $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
• 

  

  /13

  $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
• 

  

  /30

  $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
• 

  

  /5

  $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
• 

  $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
• 

  

  /29

  $344,998

  • 3 Beds
  • 2.5 Baths
  • 2,552 Sq Ft

  834 N 500 E, Valparaiso, IN 46383

  Jackson Twp Home.... Duneland Schools. 1 Acre private lot. 2552 finished square feet. You will absolutely love the sunroom... It is one of the highlights of this home. Open Living, Dining & Kitchen areas. Stainless Steel appliances stay! Primary Bedroom has a private 3/4 bath with large shower! Two more bedrooms and full bath finish out main level. Lower level has a family room with fireplace.

  Mary Willis Monty Willis Team PC

  834 N 500 E, Valparaiso, IN 46383
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  /49

  $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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  /52

  $479,999

  • 5 Beds
  • 3.5 Baths
  • 3,170 Sq Ft

  49 Steinbeck Dr, Valparaiso, IN 46383

  This beautifully maintained 5-bedroom, 3-bathroom home sits in a highly desired subdivision within the Duneland School District and offers a bright, open layout with abundant natural light. The finished basement provides versatile living space, perfect for a family media room, play area, or additional bedroom. While the spacious kitchen features ample cabinet and counter space for easy

  Christina Harber Blackrock Real Estate Services

  49 Steinbeck Dr, Valparaiso, IN 46383
• 

  

  /47

  $229,000

  • 3 Beds
  • 2.5 Baths
  • 1,524 Sq Ft

  147 Mallard Pointe Dr, Valparaiso, IN 46385

  Welcome to 147 Mallard Pointe, a beautifully updated and move-in-ready 3-bedroom, 2.5-bath condo offering light, space, and modern comfort throughout. Recently refreshed from top to bottom, this home features new flooring, new carpet, fresh neutral paint, and a brand-new dishwasher, creating a clean and inviting feel the moment you walk in. The main level offers a bright, open layout with large

  Angela Forystek McColly Real Estate

  147 Mallard Pointe Dr, Valparaiso, IN 46385
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  /37

  $449,900

  • 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
• 

  

  /33

  $514,000

  • 4 Beds
  • 3 Baths
  • 2,782 Sq Ft

  860 N 550 E, Westville, IN 46391

  Looking for a small animal hobby farm? Wanting to bring home a horse or two? Look no further than this 4 bedroom, 3 full bathroom home located in the highly sought after Jackson Township & Duneland School District! Upon approaching, you will be welcomed by a large covered front deck. As the front door opens, you will find a coat closet along with generously sized living room. The large eat-in

  Cami Martin New Chapter Real Estate

  860 N 550 E, Westville, IN 46391
• 

  

  /53

  $559,900

  • 4 Beds
  • 3 Baths
  • 2,872 Sq Ft

  1329 N 375 E, Chesterton, IN 46304

  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

  Elizabeth Garcia Blackrock Real Estate Services

  1329 N 375 E, Chesterton, IN 46304
• 

  

  /58

  $459,000

  • 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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