Chesterton, IN Homes

• 

  

  /2

  $219,000 Sold Jul 30, 2025

  • Land
  • 4.74 Acres
  • $46,203 per Acre

  • 2 Days On Market

  1015 Country Creek Ln, Chesterton, IN 46304

  Picture your dream home on 4+ beautiful acres, surrounded by nature. The tree-lined prairie meadow is nestled on a cul-de-sac and offers quiet privacy in a park-like setting. Enjoy the perfect blend of upscale country living with the convenience of being just minutes from downtown Chesterton shops and restaurants, as well as the Coffee Creek Watershed Preserve, the Toll Road and Dune Park South

  Dorothea Snyder Coldwell Banker Real Estate Gr

  1015 Country Creek Ln, Chesterton, IN 46304
• 

  

  

  /9

  Est $808,324 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 5,301 Sq Ft

  264 Stone Ridge Ct, Chesterton, IN 46304

  264 Stone Ridge Ct, Chesterton, IN 46304
• 

  

  

  /20

  $212,500

  • 3 Beds
  • 2 Baths
  • 1,338 Sq Ft

  1915 David Dr, Chesterton, IN 46304

  CAREFREE LIVING CONDO, ready for you! Step into this beautifully updated 3 bedroom 1 3/4 bath upstairs flat with one car garage. Over 1300 ft., this space provides you the ample accommodations and the room to move about. Kitchen appliances, Ring doorbell, and Nest smart thermostat to stay. Primary bedroom features, a large closet and a three-quarter en suite bath with shower. Enjoy the outdoor

  Matt Evans RE/MAX Lifestyles

  1915 David Dr, Chesterton, IN 46304
• 

  

  

  /4

  $311,991 Sold Jul 30, 2025

  • 1,558 Sq Ft
  • $200/SF
  • 249 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2024

  74 Fairmont Dr, Chesterton, IN 46304

  Discover Your Dream Home in the St. Andrews Community! This COMPLETED Nandina Plan boasts an open concept Kitchen, a Great room, and a charming dining area, perfect for living and entertaining. The kitchen boasts sleek cabinetry, granite countertops, and stainless steel appliances, including an electric smooth-top range, over-the-range microwave, and dishwasher. Retreat upstairs to find all

  Octavia Valencia WJH Brokerage IN, LLC

  74 Fairmont Dr, Chesterton, IN 46304
• 

  

  

  /63

  Est $2,864,008 Not Listed For Sale

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

  1712 Littler Dr, Chesterton, IN 46304

  1712 Littler Dr, Chesterton, IN 46304
• 

  

  /21

  $140,000

  • 3 Beds
  • 2 Baths
  • 1,459 Sq Ft

  209 S 15th St, Chesterton, IN 46304

  WOW! A fantastic opportunity for someone with vision! You've got a 2 Bed, 1 Bath, handyman special fixer-upper with tons of potential, PLUS a second 1 bed, 1 bath, home on the property that's already move-in ready. Don't forget the awesome location in the downtown area of Chesterton, perfect for someone who wants to live in one house while fixing up the other, or for investors looking to maximize

  Shelley Seely Realty Executives Premier

  209 S 15th St, Chesterton, IN 46304
• 

  

  /8

  $295,000 Sold Jul 29, 2025

  • 1,176 Sq Ft
  • $251/SF
  • 14 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1954

  1300 Waverly Rd, Chesterton, IN 46304

  Tucked away on 6.5 wooded acres in Porter, this all brick raised ranch offers 2 bedrooms, 2 baths and quiet privacy just minutes from the public transportation and the beaches of Lake Michigan. The home features an open layout with hardwood floors, a full walkout basement with overhead door access and a large patio in the front. The back of the property features some yard space and about 5

  Matt Seibal Coldwell Banker Market Connect

  1300 Waverly Rd, Chesterton, IN 46304
• 

  

  /63

  Est $736,037 Not Listed For Sale

  • 3 Beds
  • 5.5 Baths
  • 6,134 Sq Ft

  1311 Gossett Mill Ave, Chesterton, IN 46304

  1311 Gossett Mill Ave, Chesterton, IN 46304
• 

  

  /15

  $269,900

  • 3 Beds
  • 1 Bath
  • 1,281 Sq Ft

  260 Ivy St, Chesterton, IN 46304

  Welcoming and timeless, this 3-bedroom, 1-bath brick ranch sits in the heart of Chesterton. Step inside to a spacious foyer that opens seamlessly into the living and dining areas, with beautiful refinished hardwood floors in 2022, sets of French doors, and large windows that flood the space with natural light. The kitchen is both functional and stylish, offering plenty of cabinet and counter

  Kerri Burkus Better Homes and Gardens Real

  260 Ivy St, Chesterton, IN 46304
• 

  

  /23

  $389,900 Sold Jul 28, 2025

  • 1,859 Sq Ft
  • $210/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1990

  361 Watertower Dr, Chesterton, IN 46304

  Welcome to the sought-after Duneland Cove subdivision! This meticulously maintained ranch home sits on a beautiful 0.75-acre tree-lined lot, offering privacy and space just minutes from the Dunes National Park and the South Shore train. Inside, you'll find soaring ceilings, granite countertops, stainless steel appliances, and a spacious open layout perfect for everyday living and entertaining.

  Lisa Gaff White Hat Realty Group, LLC

  361 Watertower Dr, Chesterton, IN 46304
• 

  

  /23

  Est $328,576 Not Listed For Sale

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

  1030 N Old State Road 49, Chesterton, IN 46304

  1030 N Old State Road 49, Chesterton, IN 46304
• 

  

  /28

  $349,900

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

  317 W Oak Hill Rd, Chesterton, IN 46304

  Welcome Home! This cozy 3-bedroom ranch sits perfectly on generous corner lot. The large living room with gas fireplace is open to the kitchen featuring an abundance of cabinet and counterspace, pantry, breakfast bar, and dining nook. There are 3 bedrooms including the master suite with attached 3/4 bath and WIC. Enjoy the bright sunroom-perfect for relaxing with your morning coffee, or

  Laurie Anderson Century 21 Alliance Group

  317 W Oak Hill Rd, Chesterton, IN 46304
• 

  

  /44

  $315,000 Sold Jul 28, 2025

  • 2,552 Sq Ft
  • $123/SF
  • 17 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1981

  1072 W 1100 N, Chesterton, IN 46304

  *Welcome to Your Dream Home!*This beautifully maintained 4-bedroom, 2.75-bath residence offers over 2,500 square feet of thoughtfully designed living space--perfect for anyone who values comfort, functionality, and room to grow.Located directly across from Chesterton High School, this home offers unmatched convenience for busy mornings, after-school activities, and community events--all just

  Lacey Lafata McColly Real Estate

  1072 W 1100 N, Chesterton, IN 46304
• 

  

  /95

  Est $871,078 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,743 Sq Ft

  1245 Kilarney Rd, Chesterton, IN 46304

  1245 Kilarney Rd, Chesterton, IN 46304
• 

  

  /26

  $284,900

  • 3 Beds
  • 2.5 Baths
  • 1,727 Sq Ft

  1239 Fox Hollow Dr, Chesterton, IN 46304

  Welcome to this spacious 3 bedroom, 2.5 bath, 2 car garage townhome in the desirable Summer Tree community of Porter. Offering 1,727 sq. ft. of living space, this home features an open-concept main floor with a bright living room, dining area, and kitchen perfect for entertaining. Main level 1/2 bath and a convenient upstairs laundry. The upper level includes a large primary suite with private

  Diana Gomez Listing Leaders

  1239 Fox Hollow Dr, Chesterton, IN 46304
• 

  

  /56

  $1,112,000 Sold Jul 28, 2025

  • 5,279 Sq Ft
  • $211/SF
  • 103 Days On Market

  • 6 Beds
  • 6.5 Baths
  • Built 2008

  1714 Sotogrande Ct, Chesterton, IN 46304

  A rare opportunity awaits in the Estates of Sand Creek gated subdivision! This custom all-brick home sits on over one acre in a private setting with a serene stream in the backyard and stunning western views. Upon entry, modern elegance greets you with a crystal chandelier, marble floors, marble trim details and Swarovski crystal fixtures, enhancing the luxurious ambiance. The desirable layout

  Stefanie Neal BHHS Executive Group RE

  1714 Sotogrande Ct, Chesterton, IN 46304
• 

  

  /91

  Est $792,966 Not Listed For Sale

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

  1437 Calais Ct, Chesterton, IN 46304

  1437 Calais Ct, Chesterton, IN 46304
• 

  

  /29

  $344,999

  • 5 Beds
  • 2.5 Baths
  • 2,300 Sq Ft

  1083 Pearson Rd, Chesterton, IN 46304

  Spacious and stylish 5-bedroom, 2.5-bath raised ranch set on an expansive private lot! This beautifully updated home features an open floor plan with a stunning kitchen complete with stainless steel appliances. The private master suite offers a relaxing retreat, while the newly refinished lower level boasts a large family room, additional bedroom, half bath, laundry room, and a versatile flex

  Frances Mari Lassalle Realty Executives Premier

  1083 Pearson Rd, Chesterton, IN 46304
• 

  

  /43

  $415,000 Sold Jul 28, 2025

  • 3,720 Sq Ft
  • $112/SF
  • 161 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2002

  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
• 

  

  /32

  Est $676,401 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,996 Sq Ft

  1945 Bramble Trace, Chesterton, IN 46304

  1945 Bramble Trace, Chesterton, IN 46304
• 

  

  /22

  $309,000

  • 3 Beds
  • 2 Baths
  • 2,023 Sq Ft

  309 E 1400 N, Chesterton, IN 46304

  Welcome to endless possibilities in the country like setting in Chesterton. This home has so much to offer with the right touches to make it your own. Large 1.40 Acre lot, above ground pool, storage shed and wrap around deck. Nearby Shopping, Lake Michigan and so many things. SOLD AS IS

  Amy Blind Pine Lake Realty

  309 E 1400 N, Chesterton, IN 46304
• 

  

  /14

  $414,900 Sold Jul 25, 2025

  • 2,393 Sq Ft
  • $173/SF

  • 4 Beds
  • 2.5 Baths
  • Built 2025

  31 Karner Blue Ct, Chesterton, IN 46034

  COMPLETE IN 30 DAYS! New construction home on a Semi-Private Lot in The Preserve, located in Duneland School Corp. This is the only new construction in Chesterton for less than 182$ a sq ft. RESNET energy smart construction will save owner over $1000 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

  Allen Edwin Homes

  31 Karner Blue Ct, Chesterton, IN 46034
• 

  

  /30

  Est $729,062 Not Listed For Sale

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

  1825 Bramble Trace, Chesterton, IN 46304

  1825 Bramble Trace, Chesterton, IN 46304
• 

  

  /27

  $299,999

  • 3 Beds
  • 1 Bath
  • 1,580 Sq Ft

  1730 S 11th St, Chesterton, IN 46304

  NEW LOWERED PRICE! Updated, stone, ranch-style home on half an acre features 3 bedrooms, 1.25 baths, a wood-burning fireplace, and new 3/4" hardwood flooring. All main floor updates have been made within the last few years. Includes above-ground, heated pool that measures 18'x34'. The kitchen includes lots of cabinet space, solid surface countertops, a stainless steel farmhouse sink, stainless

  Bridget Kipta Listing Leaders

  1730 S 11th St, Chesterton, IN 46304
• 

  

  /43

  $490,000 Sold Jul 25, 2025

  • 2,524 Sq Ft
  • $194/SF
  • 10 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1959

  790 Graham Dr, Chesterton, IN 46304

  EXPERIENCE THE BEAUTY OF NATURE! This stunning mid-century modern home is nestled on 1.90 acres of professionally designed "four seasons" gardens, pond views, and untouched woodlands, offering an extraordinary oasis of tranquility. Escape the chaos of everyday life and immerse yourself in a serene retreat that invites relaxation and inspiration. Don't miss the chance to embrace this remarkable

  Tami Bianco @properties/Christie's Intl RE

  790 Graham Dr, Chesterton, IN 46304
• 

  

  /83

  Est $758,551 Not Listed For Sale

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

  1825 Kilarney Rd, Chesterton, IN 46304

  1825 Kilarney Rd, Chesterton, IN 46304
• 

  /2

  $310,000

  • Land
  • 40 Acres
  • $7,750 per Acre

  425 E 1400 N, Chesterton, IN 46304

  40 Acres ...Porter County Parcel!! Woods, some wetlands. Large Corner Parcel! Bring your builder? Perfect for the people who want to Live in the Country. Low Taxes!

  Mary Willis Monty Willis Team PC

  425 E 1400 N, Chesterton, IN 46304
• 

  

  /29

  $330,000 Sold Jul 25, 2025

  • 2,960 Sq Ft
  • $111/SF
  • 94 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1977

  1241 Sunset Ln, Chesterton, IN 46304

  Nestled on nearly 2 acres in the Duneland School District, this spacious quad-level home offers endless potential! Boasting almost 3000 sq. ft. of living space, this home features 4 bedrooms, 3 bathrooms, a wood burning fireplace, and soaring vaulted ceilings that enhance its open and airy feel. Brand new roof and gutters so a major expense is covered and fresh paint throughout!The fenced-in

  Kelly Royster Listing Leaders

  1241 Sunset Ln, Chesterton, IN 46304
• 

  

  /17

  Est $256,946 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,647 Sq Ft

  1079 N 100 E, Chesterton, IN 46304

  1079 N 100 E, Chesterton, IN 46304
• 

  

  /3

  $139,900

  • Land
  • 0.79 Acre
  • $177,089 per Acre

  1600-1602 Melanie Ln, Chesterton, IN 46304

  Last homesite available in the desirable Villages in Chesterton! Located across the street from the prestigious Sand Creek Country Club, and just minutes from IN Dunes National Lakeshore and commuter expressways. This homesite is surrounded by lush wooded landscape. The Villages is a quaint 12-building community with access to the Villages of Sand Creek which offers walking trails throughout.

  Michelle Renninger Better Homes and Gardens Real

  1600-1602 Melanie Ln, Chesterton, IN 46304
• 

  

  /25

  $546,259 Sold Jul 25, 2025

  • 2,436 Sq Ft
  • $224/SF
  • 91 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2024

  2225 Easton Park Dr, Chesterton, IN 46304

  Construction beginning December 2024-move in April 2025-hurry to make your own custom selections! The popular Michael floor plan offers all of the spaces that you need, nestled on a picturesque private lot with abundant backyard space overlooking great green space with no neighbors directly behind! On the main floor you'll find an office, powder room, mudroom with built-in bench, living room with

  Michelle Renninger Better Homes and Gardens Real

  2225 Easton Park Dr, Chesterton, IN 46304
• 

  

  /117

  Est $1,132,347 Not Listed For Sale

  • 4 Beds
  • 5.5 Baths
  • 6,610 Sq Ft

  1580 Spyglass Cir, Chesterton, IN 46304

  1580 Spyglass Cir, Chesterton, IN 46304
• 

  

  /15

  $180,000

  • 2 Beds
  • 1 Bath
  • 962 Sq Ft

  2111 Tupelo Ln, Chesterton, IN 46304

  MOTIVATED SELLER!! Welcome to this charming 2-bedroom, 1-bath MAIN-level condo in the heart of Chesterton! Situated on a desirable corner unit, this home offers extra privacy and maintenance-free living -- say goodbye to lawn care and snow removal. Step inside and you'll love the bright and open feel, with newer LVP flooring flowing throughout. The kitchen is stocked with plenty of cabinet

  Jacquelyn Brubaker Coldwell Banker Real Estate Gr

  2111 Tupelo Ln, Chesterton, IN 46304
• 

  

  /25

  $390,000 Sold Jul 24, 2025

  • 1,739 Sq Ft
  • $224/SF
  • 42 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2020

  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
• 

  

  /94

  Est $837,137 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 5,022 Sq Ft

  1534 Spyglass Cir, Chesterton, IN 46304

  1534 Spyglass Cir, Chesterton, IN 46304
• 

  

  /19

  $290,000

  • 3 Beds
  • 1.5 Baths
  • 2,064 Sq Ft

  131 N 18th St, Chesterton, IN 46304

  Adorable Bungalow Alert! Prepare to be charmed by this delightful bungalow nestled on a sought-after corner lot in the heart of downtown Chesterton! With 3 generously sized bedrooms and 1.5 baths, this home is perfect for families or anyone in need of extra room. As you enter, you'll be greeted by a spacious, modern kitchen that is simply divine. The cozy den and private office space create the

  Stacey Matthys Brokerworks Group

  131 N 18th St, Chesterton, IN 46304
• 

  

  /51

  $905,000 Sold Jul 22, 2025

  • 2,775 Sq Ft
  • $326/SF
  • 118 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2022

  363 Ridgeview Dr, Chesterton, IN 46304

  This stunning 2,775 sq ft ranch home offers exceptional craftsmanship and design. Featuring 3 spacious bedrooms and 3.5 bathrooms, including a luxurious master suite with a custom 2-tier tray ceiling, this home is both elegant and functional. The vaulted ceiling in the Great Room and the red oak stairs add timeless charm, while the 3 fireplaces provide warmth and ambiance throughout. The gourmet

  Paul Boyter McColly Real Estate

  363 Ridgeview Dr, Chesterton, IN 46304
• 

  

  /57

  Est $570,614 Not Listed For Sale

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

  1618 Sarazen Dr, Chesterton, IN 46304

  1618 Sarazen Dr, Chesterton, IN 46304
• 

  

  /51

  $759,999

  • 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. 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 Sliders to the Back Deck

  Terri Recker @properties/Christie's Intl RE

  1874 Catkin Cir, Chesterton, IN 46304
• 

  

  /26

  $339,000 Sold Jul 21, 2025

  • 1,896 Sq Ft
  • $179/SF
  • 25 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2004

  300 Carmody Dr, Chesterton, IN 46304

  No projects to concern yourself with in this well kept turnkey home with a fully finished basement in a quiet desirable area of Chesterton. Complete with 3/4 inch hardwood maple flooring throughout the living room to the main bedroom, Travertine floors in the kitchen, Maple cabinetry. Too many upgrades to list. Close to shopping, restaurants, Indiana Dunes and major highways. You will be glad you

  Angela Choucalas Listing Leaders Lifestyles, LL

  300 Carmody Dr, Chesterton, IN 46304

Showing Results 161 - 200, Page 5 of 18