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Chesterton Real Estate

Chesterton, Indiana is located about 45 miles south of Chicago,  just south of the beautiful Indiana Dunes National Park and Indiana Dunes State Park in Northwest Indiana. Chesterton is a historic community with a beautiful Commercial Historic District. From summer cabins to year-round residences, there’s something for everyone in Chesterton. 

Scroll down to browse current real estate for sale in Chesterton, Indiana. Contact McColly Real Estate to schedule a showing or if you have any questions. Create an account to save your favorite Chesterton properties and to receive email notifications when similar properties become available. 

530 Pottawattomie Trail Chesterton IN 46304

MLS Number 482356

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,845
  • Acreage 0.38

Adorable 3-bedroom/2.5-bath with HUGE four-car (tandem) garage in Chesterton, featuring hardwood floors, a fenced backyard, stunning sun room, rec room with wood burning fireplace, covered front porch and so much more! Just minutes from downtown Chesterton, the Indiana Dunes National Lakeshore, South Shore Station and 80/94 and the toll road makes commuting to Chicago a breeze!

Listed by Keller Williams NW Indiana

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1920 Jacob Lane Chesterton IN 46304

Chesterton, IN1920 Jacob Lane

Price$389,900

Est. Mortgage: $/month

MLS Number 482378

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,234
  • Acreage 0.2

Custom built & well maintained! Premium lot backs up to wetlands. Hardwood floors, Jeldwen windows doors,75 gallon water heater, high end faucet, sink. Gourmet kitchen oversized bar counter, GE double oven, gas range top. Stainless steel refrigerator, dishwasher. Inviting living area open to kitchen/built in book case. Main floor office could be converted to 5th bedroom. Ceramic floors in mudroom/laundry/power rooms. Oversized 2.5 car garage/ pull down attic.Tiered deck/landscaped yard,3 ft Koi pond (hard flat design/brick patio) Extra wide staircase landing leads to 3 large bedrooms/hardwood closet floors. Romantic Master suite/French doors vaulted ceiling with fan. Private bath, double bowl vanity. Skylight heated floor  private office & walk in closet. Finished daylight basement views of pond/waterfall/ dry bar stools  Heated floors 4th bedroom,(insulated) media center. Nest, new sensor door lock. Close to downtown Chesterton Lake Michigan. Duneland schools.13 month home warranty.

Listed by BHHS Executive Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1087 N State Road 149 Chesterton IN 46304

Chesterton, IN1087 N State Road 149

Price$252,000

Est. Mortgage: $/month

MLS Number 482383

  • Residential
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,448
  • Acreage 0.43

A beautiful remodel you have to see to believe! Incredible finishes make this home extra special. Everything has been redone and the brand new septic is the icing on the cake! Full finished basement with a walkout to the garage! Brand new driveway! Beautiful floors throughout and a brand new, perfectly positioned, open concept kitchen! Come see this one for yourself! Schedule a showing today!

Listed by Realty Executives Premier

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1080 N 400 E Chesterton IN 46304

Chesterton, IN1080 N 400 E

Price$1,350,000

Est. Mortgage: $/month

MLS Number 482202

  • Residential
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 4,832
  • Acreage 3.65

This architecturally stunning home is nestled on 10 private acres and surrounded by 52 acres of the Save The Dunes preserve. Built into a wooded ravine with views of a stream fed small lake, this multi-level design combines flexible living spaces with exquisite entertaining areas. This home was designed for easy living with the main bedroom on the first floor. The guest suites upstairs are accompanied by a wonderful viewing room on the top floor to relax, read and enjoy the views. The open-plan living room, dining room, and kitchen are all graced with expansive floor to ceiling windows. The lower level features a great family room so all generations have a place to retreat, watch movies or work out. Enjoy the nighttime in the screened-in porch on the main level which overlooks the pond. This home is located less than 5 minutes away from Sand Creek Country Club. This home is truly amazing and so close to Chicago, yet it feels like you are worlds away.

Listed by Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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301 Primrose Circle Chesterton IN 46304

Chesterton, IN301 Primrose Circle

Price$369,900

Est. Mortgage: $/month

MLS Number 482196

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,356
  • Acreage 0.2

Look no further!  Better than new home in the heart of Chesterton!  Close to Lake Michigan, shopping, dining, parks, and entertainment.  Within walking distance to award-winning Duneland Schools.  Great location for commuters!  All within the last year: new roof and skylight, COMPLETE kitchen remodel with handcrafted hardwood floors, granite countertops, new island, lifetime warranty cabinets, new appliances, backsplash, and entire interior professionally painted.  Custom window coverings throughout entire home.  All 3 bathrooms have been beautifully updated.  The downstairs offers a large living space, 4th bedroom, full bath, and large laundry room.  Fenced in backyard.  Don't let this beautiful home pass you by, schedule your private showing today!

Listed by Listing Leaders

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1290 Monterey Drive Chesterton IN 46304

Chesterton, IN1290 Monterey Drive

Price$70,000

Est. Mortgage: $/month

MLS Number 482321

  • Land
  • Acreage 0.31
  • County Porter

Looking to build? Sand Creek Country Club Community is almost sold out!! Lots in one of the best phases of this subdivision are now available. The Highlands of Sand Creek is located on the eastern boarder. This is the lifestyle you have been searching for. Sand Creek Country Club offers amenities for everyone including world class golf, pool, tennis, fitness, dining, various programs and social activities. Golf course living at its finest.Come tour this amazing community located just minutes away from the beautiful shores of Lake Michigan featuring the newest NATIONAL PARK! Only an hour commute to Chicago or hop on the South Shore train, just minutes away, for a stress free commute.Award wining Duneland school system and a community you will love.LOT 15- reference subdivision map.

Listed by Blackrock Real Estate Services

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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981 Monterey Drive Chesterton IN 46304

Chesterton, IN981 Monterey Drive

Price$57,000

Est. Mortgage: $/month

MLS Number 482322

  • Land
  • Acreage 0.2
  • County Porter

Looking to build? Sand Creek Country Club Community is almost sold out!! Lots in one of the best phases of this subdivision are now available. The Highlands of Sand Creek is located on the eastern boarder. This is the lifestyle you have been searching for. Sand Creek Country Club offers amenities for everyone including world class golf, pool, tennis, fitness, dining, various programs and social activities. Golf course living at its finest.Come tour this amazing community located just minutes away from the beautiful shores of Lake Michigan featuring the newest NATIONAL PARK! Only an hour commute to Chicago or hop on the South Shore train, just minutes away, for a stress free commute.Award wining Duneland school system and a community you will love.LOT 2- reference subdivision map.

Listed by Blackrock Real Estate Services

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

999 Monterey Drive Chesterton IN 46304

Chesterton, IN999 Monterey Drive

Price$62,000

Est. Mortgage: $/month

MLS Number 482323

  • Land
  • Acreage 0.25
  • County Porter

Looking to build? Sand Creek Country Club Community is almost sold out!! Lots in one of the best phases of this subdivision are now available. The Highlands of Sand Creek is located on the eastern boarder. This is the lifestyle you have been searching for. Sand Creek Country Club offers amenities for everyone including world class golf, pool, tennis, fitness, dining, various programs and social activities. Golf course living at its finest.Come tour this amazing community located just minutes away from the beautiful shores of Lake Michigan featuring the newest NATIONAL PARK! Only an hour commute to Chicago or hop on the South Shore train, just minutes away, for a stress free commute.Award wining Duneland school system and a community you will love.LOT 3- reference subdivision map.

Listed by Blackrock Real Estate Services

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

1291 Monterey Drive Chesterton IN 46304

Chesterton, IN1291 Monterey Drive

Price$56,000

Est. Mortgage: $/month

MLS Number 482331

  • Land
  • Acreage 0.2
  • County Porter

Looking to build? Sand Creek Country Club Community is almost sold out!! Lots in one of the best phases of this subdivision are now available. The Highlands of Sand Creek is located on the eastern boarder. This is the lifestyle you have been searching for. Sand Creek Country Club offers amenities for everyone including world class golf, pool, tennis, fitness, dining, various programs and social activities. Golf course living at its finest.Come tour this amazing community located just minutes away from the beautiful shores of Lake Michigan featuring the newest NATIONAL PARK! Only an hour commute to Chicago or hop on the South Shore train, just minutes away, for a stress free commute.Award wining Duneland school system and a community you will love.LOT 10- reference subdivision map.

Listed by Blackrock Real Estate Services

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

1271 Monterey Drive Chesterton IN 46304

Chesterton, IN1271 Monterey Drive

Price$55,000

Est. Mortgage: $/month

MLS Number 482328

  • Land
  • Acreage 0.25
  • County Porter

Looking to build? Sand Creek Country Club Community is almost sold out!! Lots in one of the best phases of this subdivision are now available. The Highlands of Sand Creek is located on the eastern boarder. This is the lifestyle you have been searching for. Sand Creek Country Club offers amenities for everyone including world class golf, pool, tennis, fitness, dining, various programs and social activities. Golf course living at its finest.Come tour this amazing community located just minutes away from the beautiful shores of Lake Michigan featuring the newest NATIONAL PARK! Only an hour commute to Chicago or hop on the South Shore train, just minutes away, for a stress free commute.Award wining Duneland school system and a community you will love.LOT 9- reference subdivision map.

Listed by Blackrock Real Estate Services

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

1181 Monterey Drive Chesterton IN 46304

Chesterton, IN1181 Monterey Drive

Price$55,000

Est. Mortgage: $/month

MLS Number 482325

  • Land
  • Acreage 0.18
  • County Porter

Looking to build? Sand Creek Country Club Community is almost sold out!! Lots in one of the best phases of this subdivision are now available. The Highlands of Sand Creek is located on the eastern boarder. This is the lifestyle you have been searching for. Sand Creek Country Club offers amenities for everyone including world class golf, pool, tennis, fitness, dining, various programs and social activities. Golf course living at its finest.Come tour this amazing community located just minutes away from the beautiful shores of Lake Michigan featuring the newest NATIONAL PARK! Only an hour commute to Chicago or hop on the South Shore train, just minutes away, for a stress free commute.Award wining Duneland school system and a community you will love.LOT 5- reference subdivision map.

Listed by Blackrock Real Estate Services

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

1171 Monterey Drive Chesterton IN 46304

Chesterton, IN1171 Monterey Drive

Price$58,000

Est. Mortgage: $/month

MLS Number 482324

  • Land
  • Acreage 0.31
  • County Porter

Looking to build? Sand Creek Country Club Community is almost sold out!! Lots in one of the best phases of this subdivision are now available. The Highlands of Sand Creek is located on the eastern boarder. This is the lifestyle you have been searching for. Sand Creek Country Club offers amenities for everyone including world class golf, pool, tennis, fitness, dining, various programs and social activities. Golf course living at its finest.Come tour this amazing community located just minutes away from the beautiful shores of Lake Michigan featuring the newest NATIONAL PARK! Only an hour commute to Chicago or hop on the South Shore train, just minutes away, for a stress free commute.Award wining Duneland school system and a community you will love.LOT 4- reference subdivision map.

Listed by Blackrock Real Estate Services

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

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