Chesterton, IN Homes

• 

  

  

  /19

  $425,000 Sold Jun 06, 2025

  • 3,803 Sq Ft
  • $112/SF
  • 33 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 2001

  476 Eagle Nest Dr, Chesterton, IN 46304

  Welcome to your forever home! Move right in and start living the good life in this beautifully updated property featuring brand-new carpet throughout and fresh, neutral paint that complements any decor. The sun-drenched great room is a true showstopper, boasting soaring cathedral ceilings, hardwood floors and a cozy gas fireplace, framed by windows that flood the space with natural light. Enjoy

  Susie Jaskowiak @properties/Christie's Intl RE

  476 Eagle Nest Dr, Chesterton, IN 46304
• 

  

  

  /14

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 916 Sq Ft

  120 Pine Dr Unit E, Chesterton, IN 46304

  120 Pine Dr Unit E, Chesterton, IN 46304
• 

  

  

  /31

  $489,900

  • 4 Beds
  • 2.5 Baths
  • 2,272 Sq Ft

  1471 Delos Marr Ave, Chesterton, IN 46304

  Completed in July 2017 by Oltof Homes this property offers 0.17 acres (7,541 sq. ft.) of space, including a lush lawn with professionally installed sod, a deck (added in 2018), and a pergola (installed in 2020) for outdoor relaxation. Inside, the 4-bedroom, 2.5-bathroom home features a thoughtfully designed open kitchen with high ceilings, high cabinets with molding, a marble countertop, and

  Ryan Peters StreetFront, LLC

  1471 Delos Marr Ave, Chesterton, IN 46304
• 

  

  

  /15

  $167,000 Sold Jun 05, 2025

  • 1,423 Sq Ft
  • $117/SF
  • 132 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1979

  1102 Saratoga Ln, Chesterton, IN 46304

  Discover this much-sought-after 3-bedroom, 3-bathroom townhouse nestled in a desirable neighborhood. Featuring a cozy fireplace perfect for relaxing evenings, this home boasts a spacious master suite with a private ensuite bathroom.Enjoy a bright and open floor plan that's ideal for entertaining, along with updated kitchen appliances and ample storage space. Plus, with a maintenance-free HOA, you

  Catherine Craigin Kasl Century 21 Circle

  1102 Saratoga Ln, Chesterton, IN 46304
• 

  

  

  /40

  Est $432,207 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,493 Sq Ft

  2314 Hickory Grove St, Chesterton, IN 46304

  2314 Hickory Grove St, Chesterton, IN 46304
• 

  

  /40

  $480,000

  • 5 Beds
  • 2.5 Baths
  • 3,208 Sq Ft

  221 Trailcreek Dr, Chesterton, IN 46304

  Welcome to this custom built 2 story home. A beautiful dual entry staircase greets you when you arrive, leading up to 5 bedrooms and 2 full baths. The main floor is great for entertaining as it has a large open concept living space with an eat in kitchen, large living room, and an adjoining dining room. Entertaining doesn't end here, just out the back door is a large 20x18 Covered Trex

  Erica Kendera @properties/Christie's Intl RE

  221 Trailcreek Dr, Chesterton, IN 46304
• 

  

  /31

  $130,000 Sold Jun 04, 2025

  • 1,734 Sq Ft
  • $75/SF
  • 8 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1972

  1920 Hale Ave, Chesterton, IN 46304

  Diamond in the rough that can become your home sweet home! Located in unincorporated Chesterton near shops, restaurants, Dunes State Park, and South Shore Train. Property sits on almost 1/2 acre with an extensive driveway. 3 bedrooms and 1.5 baths. Master ensuite, wood burning fireplace in the living room. This home has tons of potential for your ideas.

  Laurene Lemanski Briar Executive Realty

  1920 Hale Ave, Chesterton, IN 46304
• 

  

  /23

  Est $359,685 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,700 Sq Ft

  1573 Gustafson Ave, Chesterton, IN 46304

  1573 Gustafson Ave, Chesterton, IN 46304
• 

  

  /20

  $419,900

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

  237 Cessna Dr, Chesterton, IN 46304

  4Bdrm/2.5Bth, Newer Constructed, 2-Sty Home w/ Full Basement and PRIVATE, WOODED BACKDROP in Chesterton's Corlin's Landing Subdivision, which is situated within the DUNELAND SCHOOL DISTRIST, Minutes from 80/94 Access Ramp for EASY COMMUTING! Stone and Vinyl-sided Exterior w/ Covered Entryway WELCOMES YOU into Foyer w/ Laminate Wood Plank Flooring and Architectural Pillars w/ Wainscoting to

  Lisa Thompson @properties/Christie's Intl RE

  237 Cessna Dr, Chesterton, IN 46304
• 

  

  /18

  $72,500 Sold Jun 04, 2025

  • 825 Sq Ft
  • $88/SF
  • 2 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1955

  405 Strongbow Trail, Chesterton, IN 46304

  Expand your rental portfolio or find your next home flip right here at 405 Strongbow Trl. This home features three bedrooms, one full bathroom, a large living room, kitchen, and laundry closet. The outdoors features a one-car garage. This home needs a total makeover, but opportunity awaits. This home features an attractive location in Porter just a short drive from the interstates and the South

  Charles Vanderstelt Listing Leaders

  405 Strongbow Trail, Chesterton, IN 46304
• 

  

  /25

  Est $313,202 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,725 Sq Ft

  337 Kingsmill Dr, Chesterton, IN 46304

  337 Kingsmill Dr, Chesterton, IN 46304
• 

  

  /21

  $519,500

  • 4 Beds
  • 3.5 Baths
  • 3,917 Sq Ft

  378 Lake Vista Ct, Chesterton, IN 46304

  Sunlight floods this home which boasts 3,917 finished square feet of living space on a quiet cul-de-sac. Lake Pratt, a small lake that allows non motorized water craft such as rowing, kayaking and fishing is right outside the back yard of the home. The home site includes a wooded area that abuts a Shirley Heinz conservation area. The main floor primary bedroom with access to a full bathroom

  Mary K. Kaczka RE/MAX Lifestyles

  378 Lake Vista Ct, Chesterton, IN 46304
• 

  

  /32

  $284,900 Sold Jun 04, 2025

  • 1,120 Sq Ft
  • $254/SF
  • 3 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1960

  10 Hjelm Rd, Chesterton, IN 46304

  WOW!!! Located 1.5 miles from Lake Michigan. Only 1.7 miles from the entrance to the Indiana Dunes National Park and Porter Beach just off Waverly Rd. Only 0.8 mi to the South Shore Train Station.This home sits on a fenced double lot. Completely renovated 2021; a new roof, exterior doors, garage door and opener, furnace, water heater, plumbing and electric. All new 2021 stainless appliances,

  Nicole Pleasant Listing Leaders

  10 Hjelm Rd, Chesterton, IN 46304
• 

  

  /29

  Est $466,666 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,482 Sq Ft

  4081 Timberland Dr, Chesterton, IN 46304

  4081 Timberland Dr, Chesterton, IN 46304
• 

  

  /25

  $409,900

  • 3 Beds
  • 2 Baths
  • 1,739 Sq Ft

  1150 Stinson Dr, Chesterton, IN 46304

  **New price improvement**Here we have an amazing 3 Bedroom, 2 bath ranch home with basement, with an incredible layout! Nice wide foyer, leading to the open-concept living/kitchen/dining room area. Kitchen has a wet island and brand new dishwasher. The master bedroom has a WIC and private bath. In addition, the master bedroom is set for privacy with the other two bedrooms on the other end of

  Lynette Huber Advanced Real Estate, LLC

  1150 Stinson Dr, Chesterton, IN 46304
• 

  

  /35

  $385,000 Sold Jun 03, 2025

  • 2,236 Sq Ft
  • $172/SF
  • 33 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1997

  367 Kingsmill Dr, Chesterton, IN 46304

  Welcome to your dream home in the beautifully maintained Villages of Sand Creek subdivision. This stunning 2-story, 4-bedroom, 2.5-bath home (full basement is plumbed for a 4th), offers an abundance of space and style. Three of the bedrooms have walk-in closets with the master having two. Soak away after a long day in the huge whirlpool tub, located in the en-suite bath of the master bedroom.

  Shelley Seely Realty Executives Premier

  367 Kingsmill Dr, Chesterton, IN 46304
• 

  

  /28

  Est $539,036 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,585 Sq Ft

  2025 Spruce Ln, Chesterton, IN 46304

  2025 Spruce Ln, Chesterton, IN 46304
• 

  

  /42

  $529,900

  • 4 Beds
  • 2.5 Baths
  • 3,822 Sq Ft

  981 Michael Dr, Chesterton, IN 46304

  Stunning 4-Bedroom Home on Expansive Corner Lot - Ideal for Entertaining!Welcome to this beautifully appointed 4-bedroom, 2.5-bath home nestled in a prime location within the highly rated Duneland School System. Featuring a brand-new roof upon closing, this home offers peace of mind, and space to spread out! Inside, discover 9-ft ceilings with exquisite crown molding, rich hardwood flooring, and

  David Gring Century 21 Alliance Group

  981 Michael Dr, Chesterton, IN 46304
• 

  

  /18

  $330,100 Sold Jun 02, 2025

  • 2,348 Sq Ft
  • $141/SF
  • 4 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1992

  429-431 Woodlawn Ave, Chesterton, IN 46304

  Fantastic opportunity in Chesterton - this full bi-level duplex at 429 & 431 Woodlawn Avenue offers flexibility, income potential, and a smart long-term investment. Each side features two bedrooms, one and a half bathrooms, a comfortable living area, functional kitchen, dining space, and a convenient laundry room.One unit is currently leased, providing immediate rental income, while the other is

  Kaylin Carullo Advanced Real Estate, LLC

  429-431 Woodlawn Ave, Chesterton, IN 46304
• 

  

  /79

  Est $950,849 Not Listed For Sale

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

  1040 Kilarney Rd, Chesterton, IN 46304

  1040 Kilarney Rd, Chesterton, IN 46304
• 

  

  /41

  $450,000

  • 4 Beds
  • 2 Baths
  • 2,450 Sq Ft

  333 Mount Jackson Ave, Chesterton, IN 46304

  An ideal, peaceful 1-acre home on a wooded cul-de-sac! Updated kitchen & full bathrooms; newer furnace, A/C, & hot water heater; great closet & storage space. Home offers a Generac natural gas generator, vinyl fence for backyard privacy, Amish-made gazebo, large storage shed; 2.5 car attached garage, spacious 4-car detached garage & off-street parking; newer furnace, A/C & hot water heater. All

  Lauren Defauw McColly Real Estate

  333 Mount Jackson Ave, Chesterton, IN 46304
• 

  

  /49

  $1,050,000 Sold Jun 02, 2025

  • 3,766 Sq Ft
  • $279/SF
  • 4 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1978

  460 Bote Dr, Chesterton, IN 46304

  A HOUSE WITH A VIEW! Discover the ultimate lakeside retreat perched on an Indiana Dune along the southern shore of Lake Michigan. This exquisite home boasts breathtaking lake views from nearly every north-facing window. Entering the main entrance, you'll be welcomed by a Great Room featuring vaulted wood beam ceilings, adjustable spotlights, a built-in bookcase, and a cozy wood-burning fireplace.

  Tami Bianco @properties/Christie's Intl RE

  460 Bote Dr, Chesterton, IN 46304
• 

  

  /70

  Est $475,124 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,780 Sq Ft

  2350 Arndt St, Chesterton, IN 46304

  2350 Arndt St, Chesterton, IN 46304
• 

  

  /26

  $419,900

  • 4 Beds
  • 3 Baths
  • 2,808 Sq Ft

  108 Washington Ave, Chesterton, IN 46304

  Beautifully maintained 4 bedroom, 3 bath ranch home with finished basement, over 2800 square feet of living space and no HOA dues! Main level includes 3 bedrooms, 2 bathrooms, dining room, and kitchen open to the living room. Basement has a huge recreational space, wet bar, fourth large bedroom, full bathroom and ample storage area. Backyard is private with fencing, charming pergola and your own

  Amy Redman Dunes Realty, LLC

  108 Washington Ave, Chesterton, IN 46304
• 

  

  /9

  $196,500 Sold Jun 02, 2025

  • 816 Sq Ft
  • $241/SF
  • 3 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1957

  308 Michigan St, Chesterton, IN 46304

  This 2 BR, 1 Bath Ranch with partially finished walkout lower level is ready for it's next owner! The kitchen has high resolution counter tops, attractive back splash, lots of cabinet space and the all appliances, including the washer and dryer stay. Hardwood floors throughout the main level. In 2020, the exterior was painted, new windows were installed and the bath was updated, (excludung the

  Debra Lightfoot McColly Real Estate

  308 Michigan St, Chesterton, IN 46304
• 

  

  /5

  Est $53,500 Not Listed For Sale

  375 Lost Tree Dr, Chesterton, IN 46304

  375 Lost Tree Dr, Chesterton, IN 46304
• 

  

  /48

  $425,000

  • 5 Beds
  • 2.5 Baths
  • 2,984 Sq Ft

  530 S 23rd St, Chesterton, IN 46304

  An amazing addition to this completely renovated house by a proven professional builder! Now nearly 3,000 SF--a tremendous opportunity as your new home! New kitchen with breakfast nook, quartz countertops, new cabinetry, new appliance package, and a classy contemporary feature wall. Living room blends into nicely sized dining space. Main floor bedroom next to 3/4 hall bath. 3 bedrooms upstairs

  Matt Evans RE/MAX Lifestyles

  530 S 23rd St, Chesterton, IN 46304
• 

  

  /28

  $220,000 Sold Jun 02, 2025

  • 1,707 Sq Ft
  • $129/SF
  • 44 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1999

  216 Summertree Dr, Chesterton, IN 46304

  This charming two-bedroom, two-bathroom townhome offers maintenance-free living with 1,707 sq. ft. of finished space. Enjoy an open layout with a main-level bedroom and bath, a four-seasons room with heated flooring, and a deck overlooking a wooded lot. The upstairs office can serve as a third bedroom, with an additional closet space for another office and a 120 sq. ft. storage room. Appliances

  Paul Boyter McColly Real Estate

  216 Summertree Dr, Chesterton, IN 46304
• 

  

  /70

  Est $940,623 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 6,304 Sq Ft

  1160 Ryder Rd, Chesterton, IN 46304

  1160 Ryder Rd, Chesterton, IN 46304
• 

  

  /43

  $439,900

  • 4 Beds
  • 3.5 Baths
  • 3,720 Sq Ft

  437 Lost Tree Dr, Chesterton, IN 46304

  Discover this stunning 4 (or 5!) bedroom, 3.5 bath home nestled on a serene, wooded lot in the highly sought-after Villages of Sand Creek. The main floor boasts a grand foyer entrance leading to a formal living space with a cozy fireplace, a spacious dining room, and a private home office. The eat-in kitchen, featuring stainless steel appliances and ample counter space, is both functional and

  Stefanie Neal BHHS Executive Group RE

  437 Lost Tree Dr, Chesterton, IN 46304
• 

  

  /5

  $70,000 Sold Jun 02, 2025

  • Land
  • 0.31 Acre
  • $225,806 per Acre

  • 240 Days On Market

  1850 Toms Ct, Chesterton, IN 46304

  Build your dream home in the upscale, gated community of Sand Creek on this .31A lot on Toms Court. Enjoy all Sand Creek has to offer including a championship 27-hole golf course, clubhouse with fine dining, swimming pool, tennis courts, basketball courts, fitness center and so much more. Only 1 hour to Chicago, 30 minutes to New Buffalo, close to major highways, train station, medical

  Don Janes McColly Real Estate

  1850 Toms Ct, Chesterton, IN 46304
• 

  

  /19

  Est $346,708 Not Listed For Sale

  • 3 Beds
  • 1,792 Sq Ft

  1385 N 375 E, Chesterton, IN 46304

  1385 N 375 E, Chesterton, IN 46304
• 

  

  /7

  $381,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,977 Sq Ft

  ESSEX, 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

  ESSEX, Chesterton, IN 46304
• 

  

  /26

  $374,900 Sold May 30, 2025

  • 1,648 Sq Ft
  • $227/SF
  • 14 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2017

  1612 Harrington Ave, Chesterton, IN 46304

  Discover effortless one-level living in the desirable Morgans Corner at Coffee Creek neighborhood of Chesterton, IN. This charming 1,648 sq ft ranch on a slab welcomes you with an open-concept great room and kitchen--ideal for both everyday life and entertaining. Natural light floods the space from oversized windows, highlighting the gracious island and crisp, neutral finishes.Step into the

  Katie Phillips McColly Real Estate

  1612 Harrington Ave, Chesterton, IN 46304
• 

  

  /52

  Est $451,159 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,755 Sq Ft

  1103 S 23rd St, Chesterton, IN 46304

  1103 S 23rd St, Chesterton, IN 46304
• 

  

  /7

  $326,990 New Construction

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

  NANDINA, 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

  NANDINA, Chesterton, IN 46304
• 

  

  /34

  $880,000 Sold May 30, 2025

  • 5,262 Sq Ft
  • $167/SF
  • 4 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2007

  1023 Country Creek Ln, Chesterton, IN 46304

  Welcome home to this stunning, exceptionally constructed custom American Craftsman style RANCH on 2+ acres. Nestled on a secluded cul-de-sac in highly desirable Jackson Township. Many views of mature trees and 1-acre stocked, aerated pond. Exterior of stone, Cyprus siding, exposed timbers. Radiant floor heat under white oak and stone floors throughout the home, including basement and garage!

  Dorothea Snyder Coldwell Banker Real Estate Gr

  1023 Country Creek Ln, Chesterton, IN 46304
• 

  

  /5

  Est $147,524 Not Listed For Sale

  1030 Monterey Dr, Chesterton, IN 46304

  1030 Monterey Dr, Chesterton, IN 46304
• 

  

  /7

  $358,990 New Construction

  • 4 Beds
  • 3 Baths
  • 1,774 Sq Ft

  DUPONT, Chesterton, IN 46304

  4 bed | 3 bath | 2-bay | 1774 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

  DUPONT, Chesterton, IN 46304
• 

  

  /38

  $475,000 Sold May 30, 2025

  • 2,300 Sq Ft
  • $207/SF
  • 8 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2017

  889 Saint Andrews Dr, Chesterton, IN 46304

  Welcome to St. Andrews, where you'll find this beautiful two-story. Built with years of homebuilding excellence in NWI, this semi-custom residence delivers the quality craftsmanship and thoughtful design you've been seeking. Featuring four bedrooms, two-and-a-half baths, and an oversized three-car garage that's fully finished and insulated--complete with 8-foot doors--this home is ready to

  Andrew Knies Brokerworks Group

  889 Saint Andrews Dr, Chesterton, IN 46304

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