Chesterton, IN Homes

• 

  

  

  /55

  $529,900

  $10K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,596 Sq Ft

  131 Beverly Dr, Chesterton, IN 46304

  Stunning, updated 2-story home nestled on a private, wooded 0.56-acre in-town lot in Chesterton! A grand 2-story entry welcomes you with luxury vinyl plank flooring extending throughout the main level, featuring a formal dining room. French doors from a den/office and flow into the family room, highlighted by a gas-start fireplace and a wall of windows showcasing the woods. The open-concept

  John Guest Coldwell Banker Realty

  131 Beverly Dr, Chesterton, IN 46304
• 

  

  

  /21

  $287,000

  Sold Aug 28, 2026

  812 Fox Point Dr, Chesterton, IN 46304

  • 3 Beds
  • 2 Baths
  • 1,632 Sq Ft
  • Built 1977

  Last Sold Summary

  • 3% Below List Price
  • $176/SF
  • 9 Days On Market

  Current Estimated Value $297,637

  Last Listing Agent Shawn Spaw Stray Dog Properties, LLC

  812 Fox Point Dr, Chesterton, IN 46304
• 

  

  

  /63

  Est $3,081,347

  Not Listed For Sale

  1712 Littler Dr, Chesterton, IN 46304

  • 8 Beds
  • 13 Baths
  • 17,922 Sq Ft
  • Built 2006

  1712 Littler Dr, Chesterton, IN 46304

  Last Sold Summary

  • 137 Days On Market

  Last Listing Agent Larry Hitz BHHS Indiana Realty
• 

  

  /2

  $599,900

  New Construction

  • 4 Beds
  • 2 Baths
  • 2,000 Sq Ft

  2246 Pradera Trail, Chesterton, IN 46304

  Welcome to 1100 woods! A beautiful community of 35 homes located in the heart of Chesterton and across the street from Dogwood Park and walking distance to the Prairie Duneland trail. The Windmill model is PROPOSED CONSTRUCTION on Lot 30. A sprawling ranch with an impressive great room and boasts 4 bedrooms and a full unfinished basement to give you 4,000 sqft of potential living space. Standard

  Madison Young Brokerworks Group

  2246 Pradera Trail, Chesterton, IN 46304
• 

  

  

  /6

  $110,000

  Sold Sep 24, 2025

  121 Franklin St, Chesterton, IN 46304

  • 2 Beds
  • 1 Bath
  • 1,048 Sq Ft
  • Built 1900

  Last Sold Summary

  • 15% Below List Price
  • $105/SF
  • 5 Days On Market

  Current Estimated Value $148,048

  Last Listing Agent Justin Higer Century 21 Circle

  121 Franklin St, Chesterton, IN 46304
• 

  

  /58

  Est $453,141

  Not Listed For Sale

  1341 Gossett Mill Ave, Chesterton, IN 46304

  • 4 Beds
  • 2.5 Baths
  • 2,410 Sq Ft
  • Built 2006

  1341 Gossett Mill Ave, Chesterton, IN 46304

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Ruza Jevtic Realty Executives Premier
• 

  

  /24

  $230,700

  $9K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  355 S Boo Rd, Chesterton, IN 46304

  Gorgeous renovated home top to bottom! The front door opens up to the Living room complete with beautiful hardwood floors. The kitchen features lots of cabinets, Quartz counters. New stainless steel appliances are included! The main level family room is a cozy place to relax with vaulted ceilings! Master Bedroom and bath with Patio sliding door to a 20x12 concrete patio. Great location for the

  Brian Waters Mentor Listing Realty, Inc.

  355 S Boo Rd, Chesterton, IN 46304
• 

  

  /32

  $426,000

  Sold Sep 02, 2026

  1452 Gossett Mill Ave, Chesterton, IN 46304

  • 4 Beds
  • 2.5 Baths
  • 2,031 Sq Ft
  • Built 2017

  Last Sold Summary

  • 2% Below List Price
  • $210/SF
  • 5 Days On Market

  Current Estimated Value $435,010

  Last Listing Agent Alex Nickla Realty Executives Premier

  1452 Gossett Mill Ave, Chesterton, IN 46304
• 

  

  /23

  Est $340,751

  Not Listed For Sale

  1030 N Old State Road 49, Chesterton, IN 46304

  • 4 Beds
  • 1.5 Baths
  • 1,660 Sq Ft
  • Built 1940

  1030 N Old State Road 49, Chesterton, IN 46304

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent David Delano Campbell Realty
• 

  

  /13

  $210,000

  $25K PRICE DROP Under Contract

  • 3 Beds
  • 1 Bath
  • 1,117 Sq Ft

  407 Michigami Trail, Chesterton, IN 46304

  Charming three bedroom, one bathroom ranch just steps from everything downtown Chesterton has to offer! Situated on a desirable corner lot, this home features a spacious fenced backyard and a screened-in patio- perfect for relaxing, entertaining, or enjoying quiet evenings outdoors. Inside, you'll find an updated kitchen, remodeled bathroom and newly installed central air, along with a

  Stephanie Cowger Blackrock Real Estate Services

  407 Michigami Trail, Chesterton, IN 46304
• 

  

  /42

  $275,000

  Sold Mar 20, 2026

  647 N Calumet Rd, Chesterton, IN 46304

  • 4 Beds
  • 2 Baths
  • 2,076 Sq Ft
  • Built 1996

  Last Sold Summary

  • 4% Below List Price
  • $132/SF
  • 26 Days On Market

  Current Estimated Value $287,573

  Last Listing Agent Lynn Palmer McColly Real Estate

  647 N Calumet Rd, Chesterton, IN 46304
• 

  

  /91

  Est $784,599

  Not Listed For Sale

  1437 Calais Ct, Chesterton, IN 46304

  • 4 Beds
  • 3.5 Baths
  • 5,255 Sq Ft
  • Built 1999

  1437 Calais Ct, Chesterton, IN 46304

  Last Sold Summary

  • 167 Days On Market

  Last Listing Agent Ali Fowler Seramur Properties, LLC
• 

  

  /23

  $179,000

  • 2 Beds
  • 1 Bath
  • 943 Sq Ft

  1972 Laura Ln, Chesterton, IN 46304

  Move-in ready 2-bedroom, 1-bath MAIN LEVEL Condo offering easy, low maintenance living! Beautifully updated throughout with all new flooring, updated lighting, and a stylish updated kitchen featuring quartz countertops and stainless steel appliances. The fully renovated bathroom offers a fresh, modern feel. Enjoy the convenience of an attached garage, private side entrance, and patio area perfect

  Sarah Perez Starz Realty, LLC

  1972 Laura Ln, Chesterton, IN 46304
• 

  /2

  $430,000

  Sold Jun 29, 2026

  808 Waverly Rd, Chesterton, IN 46304

  • 5 Beds
  • 3 Baths
  • 3,993 Sq Ft
  • Built 1916

  Last Sold Summary

  • $108/SF
  • 0 Days On Market

  Current Estimated Value $432,229

  Last Listing Agent Lisa Gaff White Hat Realty Group, LLC

  808 Waverly Rd, Chesterton, IN 46304
• 

  

  /30

  Est $723,346

  Not Listed For Sale

  1825 Bramble Trace, Chesterton, IN 46304

  • 4 Beds
  • 4.5 Baths
  • 4,506 Sq Ft
  • Built 2008

  1825 Bramble Trace, Chesterton, IN 46304

  Last Sold Summary

  • 223 Days On Market

  Last Listing Agent Larry Hitz BHHS Indiana Realty
• 

  /2

  $61,500

  • Land
  • 8,712 Sq Ft
  • $307,500 per Acre

  1032 Preserve Ln, Chesterton, IN 46304

  Lot 26 is for sale located in the Preserve Subdivision in Chesterton. This beautiful lot is bordered by the nature preserve on two sides and is ready for you to bring your builder and build your new home. Located near Chesterton High School, close to Lake Michigan's Indiana Dunes State Park, the South Shore Train and Indiana Toll Road. Lake Michigan water. All soil tests have been completed!

  Patty Phillips Listing Leaders

  1032 Preserve Ln, Chesterton, IN 46304
• 

  

  /27

  $775,000

  Sold Sep 18, 2026

  221 Bote Dr, Chesterton, IN 46304

  • 2 Beds
  • 2 Baths
  • 2,124 Sq Ft
  • Built 1988

  Last Sold Summary

  • $365/SF
  • 3 Days On Market

  Current Estimated Value $850,642

  Last Listing Agent Susie Jaskowiak @properties/Christie's Intl RE

  221 Bote Dr, Chesterton, IN 46304
• 

  

  /51

  Est $789,866

  Not Listed For Sale

  1125 Ryder Rd, Chesterton, IN 46304

  • 4 Beds
  • 5 Baths
  • 4,482 Sq Ft
  • Built 1999

  1125 Ryder Rd, Chesterton, IN 46304

  Last Sold Summary

  • 25 Days On Market

  Last Listing Agent Stefanie Neal BHHS Indiana Realty
• 

  

  /43

  $999,000

  $101K PRICE DROP Pending

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

  474 E 1200 N, Chesterton, IN 46304

  If you've been searching for privacy, nature, and room to breathe, this 10-acre wooded retreat in Jackson Township delivers it all. Tucked away down a private drive, this custom home makes a striking first impression with its dramatic glass and wrought iron entry door designed to welcome fresh air and natural light into the home. Inside, the layout is both impressive and comfortable. The foyer is

  Susie Jaskowiak @properties/Christie's Intl RE

  474 E 1200 N, Chesterton, IN 46304
• 

  

  /23

  $510,000

  Sold Jun 05, 2026

  140 N Jackson Blvd, Chesterton, IN 46304

  • 6 Beds
  • 6 Baths
  • 2,920 Sq Ft
  • Built 2022

  Last Sold Summary

  • 3% Below List Price
  • $175/SF
  • 163 Days On Market

  Current Estimated Value $383,161

  Last Listing Agent Paul Boyter McColly Real Estate

  140 N Jackson Blvd, Chesterton, IN 46304
• 

  

  /83

  Est $752,372

  Not Listed For Sale

  1825 Kilarney Rd, Chesterton, IN 46304

  • 4 Beds
  • 3.5 Baths
  • 3,780 Sq Ft
  • Built 2005

  1825 Kilarney Rd, Chesterton, IN 46304

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Christina Harber Blackrock Real Estate Services
• 

  

  /12

  $101,000

  $5K PRICE INCREASE

  • Land
  • 1.11 Acres
  • $90,966 per Acre

  135 Michael Dr, Chesterton, IN 46304

  Create the possible! These in town, Duneland Cove lots, have municipal water & sewer, gas and electric available. Convenient easy transit to highways, rails, shopping, schools, parks, playgrounds and within minutes to our beautiful Lake Michigan shoreline beaches, parks and trails. All permits required, No HOA, covenants and restrictions apply.

  Patty Raffin McColly Real Estate

  135 Michael Dr, Chesterton, IN 46304
• 

  

  /56

  $719,900

  Sold Aug 03, 2026

  1500 Nelson Dr, Chesterton, IN 46304

  • 6 Beds
  • 4 Baths
  • 4,789 Sq Ft
  • Built 1997

  Last Sold Summary

  • $150/SF
  • 26 Days On Market

  Current Estimated Value $758,717

  Last Listing Agent Stefanie Neal BHHS Indiana Realty

  1500 Nelson Dr, Chesterton, IN 46304
• 

  

  /93

  Est $952,731

  Not Listed For Sale

  1840 Dickinson Rd, Chesterton, IN 46304

  • 4 Beds
  • 3.5 Baths
  • 5,381 Sq Ft
  • Built 1987

  1840 Dickinson Rd, Chesterton, IN 46304

  Last Sold Summary

  • 163 Days On Market

  Last Listing Agent Amy Redman Dunes Realty, LLC
• 

  

  /13

  $449,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,857 Sq Ft

  1602 Melanie Ln, Chesterton, IN 46304

  Nestled on an absolutely stunning wooded homesite, this brand new 3 bedroom home is sure to impress! Completion November-just in time for the holidays! Come and enjoy the maintenance-free lifestyle, where all of your snow removal and landscaping is taken care of for you. Upon entrance you'll find a spacious mudroom with plenty of room for storage, and a convenient desk space for a home office. On

  Michelle Renninger Brokerworks Group

  1602 Melanie Ln, Chesterton, IN 46304
• 

  

  /21

  $359,900

  Sold Nov 20, 2025

  26 Karner Blue Ct, Chesterton, IN 46304

  • 4 Beds
  • 2.5 Baths
  • 2,276 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $158/SF
  • 27 Days On Market

  Current Estimated Value $318,431

  26 Karner Blue Ct, Chesterton, IN 46304
• 

  

  /34

  Est $231,571

  Not Listed For Sale

  1073 N 100 E, Chesterton, IN 46304

  • 3 Beds
  • 1.5 Baths
  • 1,156 Sq Ft
  • Built 1950

  1073 N 100 E, Chesterton, IN 46304

  Last Sold Summary

  • 146 Days On Market

  Last Listing Agent Frank Ennis McColly Real Estate
• 

  

  /22

  $375,000

  • 2 Beds
  • 2 Baths
  • 1,530 Sq Ft

  1633 Gustafson Ave, Chesterton, IN 46304

  Welcome to this turn-key, single-story ranch home in Chesterton featuring 2 bedrooms and 2 full bathrooms. Meticulously maintained, immaculate, and completely move-in ready, this home offers effortless one-level living with stylish modern upgrades completed within the past year, including fresh paint throughout, a custom accent wall, custom blinds, updated lighting fixtures, and a custom

  Nicole Szymanski Better Homes and Gardens Real

  1633 Gustafson Ave, Chesterton, IN 46304
• 

  

  /36

  $305,000

  Sold Oct 29, 2025

  2472 Springdale St, Chesterton, IN 46304

  • 2 Beds
  • 2 Baths
  • 1,475 Sq Ft
  • Built 2021

  Last Sold Summary

  • 1% Below List Price
  • $207/SF
  • 2 Days On Market

  Current Estimated Value $310,131

  Last Listing Agent Stephanie Cowger Blackrock Real Estate Services

  2472 Springdale St, Chesterton, IN 46304
• 

  

  /57

  Est $600,615

  Not Listed For Sale

  1618 Sarazen Dr, Chesterton, IN 46304

  • 5 Beds
  • 3.5 Baths
  • 3,120 Sq Ft
  • Built 1995

  1618 Sarazen Dr, Chesterton, IN 46304

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Stefanie Neal BHHS Indiana Realty
• 

  /2

  $600,054

  New Construction Pending

  • 3 Beds
  • 2 Baths
  • 1,985 Sq Ft

  604 Tanglewood Ln, Chesterton, IN 46304

  Presold before construction

  Zachary Robinson Brokerworks Group

  604 Tanglewood Ln, Chesterton, IN 46304
• 

  /2

  $37,000

  Sold Oct 30, 2025

  376 Melton Rd, Chesterton, IN 46304

  • Land
  • 37,026 Sq Ft
  • $43,529 per Acre

  Last Sold Summary

  • 26% Below List Price
  • 272 Days On Market

  Current Estimated Value $284,167

  Last Listing Agent Tom Cummings Keller Williams Preferred Real

  376 Melton Rd, Chesterton, IN 46304
• 

  

  /40

  Est $525,714

  Not Listed For Sale

  1570 Hogan Ave, Chesterton, IN 46304

  • 4 Beds
  • 3.5 Baths
  • 3,687 Sq Ft
  • Built 1994

  1570 Hogan Ave, Chesterton, IN 46304

  Last Sold Summary

  • 29 Days On Market

  Last Listing Agent Pat Mathews-Janasiak Blackrock Real Estate Services
• 

  

  /38

  $869,900

  • 4 Beds
  • 4.5 Baths
  • 4,299 Sq Ft

  1035 Kilarney Rd, Chesterton, IN 46304

  Within the gated Sand Creek community, this beautiful custom residence blends timeless architecture with thoughtfully curated designer updates, creating a home that is both elegant and inviting. Rich hardwood flooring, extensive millwork, designer selected custom lighting, and refined finishes elevate every space while offering exceptional comfort. At the heart of the home, the fully renovated

  Stefanie Neal BHHS Indiana Realty

  1035 Kilarney Rd, Chesterton, IN 46304
• 

  

  /24

  $370,000

  Sold Mar 31, 2026

  1008 Preserve Ln, Chesterton, IN 46304

  • 5 Beds
  • 3 Baths
  • 2,232 Sq Ft
  • Built 2023

  Last Sold Summary

  • 6% Below List Price
  • $166/SF
  • 45 Days On Market

  Current Estimated Value $382,947

  Last Listing Agent Veronica Wilson McColly Real Estate

  1008 Preserve Ln, Chesterton, IN 46304
• 

  

  /51

  Est $1,068,789

  Not Listed For Sale

  1517 Sand Creek Dr, Chesterton, IN 46304

  • 7 Beds
  • 5.5 Baths
  • 7,694 Sq Ft
  • Built 2001

  1517 Sand Creek Dr, Chesterton, IN 46304

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Anthony Sobczak VIA Realty
• 

  

  /79

  $949,900

  New Construction $25K PRICE DROP

  • 6 Beds
  • 4.5 Baths
  • 5,003 Sq Ft

  2227 W 1100 N, Chesterton, IN 46304

  Exceptional, New Construction 6 Bedroom, 4.5 bath home with over 5000 square feet of living space overlooking Dogwood Park in Chesterton! Home is situated on almost half an acre, on one of the few large, premium lots in the community. Home is filled with luxury upgrades and high-end finishes. Main floor offers a private primary ensuite complete with soaking tub, tiled shower, dual vanity, and

  Amy Redman Dunes Realty, LLC

  2227 W 1100 N, Chesterton, IN 46304
• 

  

  /37

  $305,000

  Sold Jun 23, 2026

  103 Michigan St, Chesterton, IN 46304

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • Built 1908

  Last Sold Summary

  • 2% Below List Price
  • $196/SF
  • 11 Days On Market

  Current Estimated Value $298,139

  Last Listing Agent Amy Wright @properties/Christie's Intl RE

  103 Michigan St, Chesterton, IN 46304
• 

  

  /64

  Est $422,891

  Not Listed For Sale

  1165 N 150 E, Chesterton, IN 46304

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 1957

  1165 N 150 E, Chesterton, IN 46304

  Last Sold Summary

  • 62 Days On Market

  Last Listing Agent Stephanie Cowger Blackrock Real Estate Services
• 

  

  /11

  $329,900

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  2555 Springdale St, Chesterton, IN 46304

  Step into this nearly new Move-In ready 3- Bedroom, Maintenance-Free Ranch Duplex in Springdale! Open Concept layout with lots of natural light and beautiful Vinyl flooring. Enjoy a cozy night by the fireplace in the Great Room while making dinner or watching a movie. Kitchen has Maple cabinets, granite countertops and stainless steel appliances. The Master has an en suite with a double vanity

  Tiffany Razo New Chapter Real Estate

  2555 Springdale St, Chesterton, IN 46304

Showing Results 161 - 200, Page 5 of 18