11,415

Chesterton, IN Homes

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  • /18

    $254,000

    Under Contract
    • 3 Beds
    • 1 Bath
    • 1,177 Sq Ft

    207 Arrowhead Trail, Chesterton, IN 46304

    Welcome to this adorable, completely remodeled 3-bedroom ranch featuring a bright, open-concept floor plan and an extensive list of new updates. This move-in-ready home has been thoughtfully renovated from top to bottom, including a new roof, flooring, appliances, trim, doors, lighting, switches, outlets, crown molding, ceiling fans, and exterior lighting with motion sensors. The beautifully

    Nicole Scott Century 21 Affiliated

    207 Arrowhead Trail, Chesterton, IN 46304
  • /2

    $310,000

    Sold Jun 15, 2026

    309-311 W Morgan Ave, Chesterton, IN 46304

    • 6 Beds
    • 6 Baths
    • 1,824 Sq Ft
    • Built 1985

    Last Sold Summary

    • 11% Below List Price
    • $170/SF
    • 3 Days On Market

    Current Estimated Value $298,137

    Last Listing Agent Margaret Hite McColly Real Estate

    309-311 W Morgan Ave, Chesterton, IN 46304
    • /32

      Est $428,351

      Not Listed For Sale

      2230 Pinehurst Ave, Chesterton, IN 46304

      • 3 Beds
      • 3 Baths
      • 2,926 Sq Ft
      • Built 2003
      2230 Pinehurst Ave, Chesterton, IN 46304

      Last Sold Summary

      • 49 Days On Market

      Last Listing Agent Melanie Yagelski Coldwell Banker Real Estate Gr

  • /60

    $248,000

    Under Contract
    • 3 Beds
    • 1 Bath
    • 1,157 Sq Ft

    270 Woodlawn Ave, Chesterton, IN 46304

    Your everyday getaway begins here! Just 3 miles from the Lake Michigan shoreline, this updated 3-bedroom home offers an easygoing blend of comfort, convenience, and opportunity, ideally positioned on the border of Porter and Chesterton. Step inside to vaulted ceilings that create an unexpected sense of openness, complemented by a thoughtfully updated kitchen and bath, three generously sized

    Elisha Taylor @properties/Christie's Intl RE

    270 Woodlawn Ave, Chesterton, IN 46304
  • /3

    $2,050,000

    Sold May 29, 2026

    1700 Littler Dr, Chesterton, IN 46304

    • 5 Beds
    • 9.5 Baths
    • 17,178 Sq Ft
    • Built 2003

    Last Sold Summary

    • 31% Below List Price
    • $119/SF
    • 258 Days On Market

    Current Estimated Value $2,933,866

    Last Listing Agent Christina Harber Blackrock Real Estate Services

    1700 Littler Dr, Chesterton, IN 46304
    • /39

      Est $405,243

      Not Listed For Sale

      2321 Pepperbush Ave, Chesterton, IN 46304

      • 3 Beds
      • 2.5 Baths
      • 1,936 Sq Ft
      • Built 2004
      2321 Pepperbush Ave, Chesterton, IN 46304

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Christopher Pumroy Listing Leaders

  • /11

    $675,000

    • Land
    • 52.29 Acres
    • $12,909 per Acre

    0 W 1050 N, Chesterton, IN 46304

    Imagine the possibilities! 52 acres ready for your dreams to be built here! There's even a 2 acre stocked pond! Approximately 880ft. of frontage on 1050N, and 2,500 ft. frontage on 150W. Zoned R-1 Residential. Property is currently farmed and is subject to crop rights. Located minutes from access to commuter expressways, South Shore train station, Lake Michigan and the Indiana Dunes National

    Michelle Renninger Brokerworks Group

    0 W 1050 N, Chesterton, IN 46304
  • /57

    $389,900

    Sold Jun 10, 2026

    910 Read Dr, Chesterton, IN 46304

    • 3 Beds
    • 2.5 Baths
    • 2,364 Sq Ft
    • Built 1992

    Last Sold Summary

    • $165/SF
    • 3 Days On Market

    Current Estimated Value $385,963

    Last Listing Agent John Guest Coldwell Banker Realty

    910 Read Dr, Chesterton, IN 46304
    • /22

      Est $242,028

      Not Listed For Sale

      1866 Tower St, Chesterton, IN 46304

      • 3 Beds
      • 2 Baths
      • 1,382 Sq Ft
      • Built 1942
      1866 Tower St, Chesterton, IN 46304

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Kaylin Carullo Advanced Real Estate, LLC

  • /42

    $585,000

    Pending
    • 4 Beds
    • 4 Baths
    • 3,893 Sq Ft

    180 Primrose Cir, Chesterton, IN 46304

    This custom built, one owner home is it! Enjoy your beautifully covered full front porch on the radius of Primrose Circle. This dream home location incorporates a circular flow with large public spaces. Kitchen, living, dining, sitting rooms and 1/2 bath flow seamlessly together spilling out into the screened-in porch which steps onto the connecting deck. Efficiency is also a factor with the

    Patty Raffin McColly Real Estate

    180 Primrose Cir, Chesterton, IN 46304
  • /57

    $1,995,000

    Sold Apr 29, 2026

    44 Circle Dr, Chesterton, IN 46304

    • 3 Beds
    • 2 Baths
    • 1,832 Sq Ft
    • Built 1946

    Last Sold Summary

    • $1,089/SF
    • 16 Days On Market

    Current Estimated Value $1,954,888

    Last Listing Agent Lesley Sweeney Jameson Sotheby's Intl Realty

    44 Circle Dr, Chesterton, IN 46304
    • /13

      Est $253,242

      Not Listed For Sale

      1873 Crocker St, Chesterton, IN 46304

      • 4 Beds
      • 2 Baths
      • 2,000 Sq Ft
      • Built 1927
      1873 Crocker St, Chesterton, IN 46304

      Last Sold Summary

      • 215 Days On Market

      Last Listing Agent Konnor Gaskin Listing Leaders

  • /17

    $89,000

    $11K PRICE DROP
    • Land
    • 1.54 Acres
    • $57,792 per Acre

    1300 N, Chesterton, IN 46304

    Build-ready wooded homesite in desirable Pine Township. This approximately 1.5 plus acre parcel offers privacy and natural surroundings while still being conveniently located near Chesterton, major highways, and the Indiana Dunes. Significant due diligence work has already been completed, including wetland delineation, septic feasibility investigation, and site planning identifying a viable

    Christina Lee The Lyons Group Real Estate

    1300 N, Chesterton, IN 46304
  • /21

    $436,145

    Sold Feb 19, 2026

    472 Magnolia Ln, Chesterton, IN 46304

    • 3 Beds
    • 2 Baths
    • 1,710 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Above List Price
    • $255/SF
    • 0 Days On Market

    Last Listing Agent Michelle Renninger Brokerworks Group

    472 Magnolia Ln, Chesterton, IN 46304
    • /35

      Est $220,983

      Not Listed For Sale

      1749 Tower St, Chesterton, IN 46304

      • 3 Beds
      • 1 Bath
      • 1,055 Sq Ft
      • Built 1949
      1749 Tower St, Chesterton, IN 46304

      Last Sold Summary

      • 42 Days On Market

      Last Listing Agent Nick Scalise Listing Leaders

  • /34

    $289,900

    $10K PRICE DROP Pending
    • 3 Beds
    • 2.5 Baths
    • 1,814 Sq Ft

    2215 Texas St, Chesterton, IN 46304

    Fresh updates and a convenient Chesterton location make this Park View Place townhome in the Duneland School Corporation district a home to see! Throughout the move-in ready home, you'll appreciate new flooring and updated bathrooms. The special features of this home include a grand living room with vaulted ceilings, a main-entrance custom seated closet, an impressive primary suite offering a

    Kaylin Carullo Advanced Real Estate, LLC

    2215 Texas St, Chesterton, IN 46304
  • /2

    $429,900

    Sold Feb 19, 2026

    28 Karner Blue Ct, Chesterton, IN 46304

    • 4 Beds
    • 2.5 Baths
    • 2,735 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $157/SF
    • 91 Days On Market

    Current Estimated Value $361,201

    28 Karner Blue Ct, Chesterton, IN 46304
    • /14

      Est $158,410

      Not Listed For Sale

      367 Melton Rd, Chesterton, IN 46304

      • 2 Beds
      • 1 Bath
      • 784 Sq Ft
      • Built 1941
      367 Melton Rd, Chesterton, IN 46304

      Last Sold Summary

      • 168 Days On Market

      Last Listing Agent Ryan Peters StreetFront, LLC

  • /30

    $295,000

    Under Contract
    • 5 Beds
    • 2 Baths
    • 1,768 Sq Ft

    210 Michigan St, Chesterton, IN 46304

    Don't miss this 5 Bedroom, 2 Bath hillside ranch with a WALK-OUT BASEMENT and PRIVATE BACKYARD OASIS just a 5 minute drive to the Indiana Dunes National Park! This property is also EXTREMELY CONVENIENT with near immediate access to major freeways and less than a 10 minute drive to the Dune Park SouthShore train station. The local elementary school and community library are both RIGHT AROUND THE

    Katherine Stirling Listing Leaders

    210 Michigan St, Chesterton, IN 46304
  • /39

    $378,000

    Sold Jul 17, 2026

    3451 Fairway Dr, Chesterton, IN 46304

    • 3 Beds
    • 3 Baths
    • 2,525 Sq Ft
    • Built 2005

    Last Sold Summary

    • 1% Above List Price
    • $150/SF
    • 3 Days On Market

    Current Estimated Value $380,842

    Last Listing Agent Jason Utesch Realty Executives Premier

    3451 Fairway Dr, Chesterton, IN 46304
    • /19

      Est $258,911

      Not Listed For Sale

      1137 Harbor Way, Chesterton, IN 46304

      • 4 Beds
      • 2.5 Baths
      • 1,412 Sq Ft
      • Built 2004
      1137 Harbor Way, Chesterton, IN 46304

      Last Sold Summary

      • 154 Days On Market

      Last Listing Agent Kathleen Bieker @properties/Christie's Intl RE

  • /51

    $399,999

    $60K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 2,088 Sq Ft

    141 W 900 N, Chesterton, IN 46304

    Looking for a place in Chesterton where you can actually breathe? This peaceful 2.2-acre country retreat offers the perfect balance of wide-open green space and a home designed for everyone to have their own corner. The main house features airy vaulted ceilings, a large country kitchen with stainless steel appliances, and oversized bedrooms with deep closets, plus extra attic storage in both

    Vince Kisala Coldwell Banker Real Estate Gr

    141 W 900 N, Chesterton, IN 46304
  • /2

    $380,000

    Sold Mar 03, 2026

    113 S 15th St, Chesterton, IN 46304

    • 6 Beds
    • 3 Baths
    • 2,168 Sq Ft
    • Built 1993

    Last Sold Summary

    • $175/SF
    • 0 Days On Market

    Current Estimated Value $355,142

    Last Listing Agent Crystal Soliday @properties/Christie's Intl RE

    113 S 15th St, Chesterton, IN 46304
    • /19

      Est $258,959

      Not Listed For Sale

      1153 Harbor Way, Chesterton, IN 46304

      • 2 Beds
      • 2 Baths
      • 1,120 Sq Ft
      • Built 2009
      1153 Harbor Way, Chesterton, IN 46304

      Last Sold Summary

      • 103 Days On Market

      Last Listing Agent Kathy Lampert eXp Realty, LLC

  • /50

    $859,900

    • 3 Beds
    • 3.5 Baths
    • 4,274 Sq Ft

    1340 Cantigny Ct, Chesterton, IN 46304

    This exceptional all-brick ranch offers over 4,200 finished square feet of thoughtfully designed living space. A traditional floor plan welcomes you with a gracious foyer, rich Cherry hardwood floors, and crown molding that flow throughout the main living areas. The library/office--originally designed as a third main-floor bedroom--offers flexibility for work or additional guest accommodations.

    Larry Hitz BHHS Indiana Realty

    1340 Cantigny Ct, Chesterton, IN 46304
  • /18

    $643,621

    Sold Dec 22, 2025

    602 Idlewild Ln, Chesterton, IN 46304

    • 6 Beds
    • 4 Baths
    • 4,008 Sq Ft
    • Built 2025

    Last Sold Summary

    • 3% Above List Price
    • $161/SF
    • 0 Days On Market

    Last Listing Agent Michelle Renninger Brokerworks Group

    602 Idlewild Ln, Chesterton, IN 46304
    • /40

      Est $429,646

      Not Listed For Sale

      321 Sherman Ave, Chesterton, IN 46304

      • 4 Beds
      • 5 Baths
      • 3,353 Sq Ft
      • Built 2006
      321 Sherman Ave, Chesterton, IN 46304

      Last Sold Summary

      • 105 Days On Market

      Last Listing Agent Shelley Seely Realty Executives Premier

  • /5

    $55,000

    • Land
    • 7,840 Sq Ft
    • $305,556 per Acre

    1181 Monterey Dr, Chesterton, IN 46304

    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

    Christina Harber Blackrock Real Estate Services

    1181 Monterey Dr, Chesterton, IN 46304
  • /50

    $1,300,000

    Sold Jun 03, 2026

    5 Cypress Ln, Chesterton, IN 46304

    • 4 Beds
    • 2.5 Baths
    • 3,264 Sq Ft
    • Built 2002

    Last Sold Summary

    • $398/SF
    • 4 Days On Market

    Current Estimated Value $1,263,522

    Last Listing Agent Tami Bianco @properties/Christie's Intl RE

    5 Cypress Ln, Chesterton, IN 46304
    • /28

      Est $263,005

      Not Listed For Sale

      358 Marilyn Rd, Chesterton, IN 46304

      • 3 Beds
      • 2 Baths
      • 1,104 Sq Ft
      • Built 2005
      358 Marilyn Rd, Chesterton, IN 46304

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Kayla Jones Listing Leaders

  • /18

    $569,900

    New Construction Pending
    • 4 Beds
    • 2.5 Baths
    • 2,365 Sq Ft

    2206 Redwood Ln, Chesterton, IN 46304

    Introducing The Carmela floor plan in the desirable community of Easton Park! Boasting 4 bedrooms, 2.5 baths, main floor office, upstairs laundry room, and all 4 bedrooms have their own walk in closets! This fantastic floor plan checks every box! On the main floor you'll find a convenient office, cozy living room with fireplace, and expansive kitchen with an abundance of cabinets and countertops

    Michelle Renninger Brokerworks Group

    2206 Redwood Ln, Chesterton, IN 46304
  • /27

    $567,699

    Sold Nov 10, 2025

    829 Idlewild Ln, Chesterton, IN 46304

    • 4 Beds
    • 2.5 Baths
    • 2,521 Sq Ft
    • Built 2025

    Last Sold Summary

    • 7% Above List Price
    • $225/SF
    • 68 Days On Market

    Last Listing Agent Michelle Renninger Brokerworks Group

    829 Idlewild Ln, Chesterton, IN 46304
    • /19

      Est $264,183

      Not Listed For Sale

      366 Marilyn Rd, Chesterton, IN 46304

      • 3 Beds
      • 2 Baths
      • 1,152 Sq Ft
      • Built 2005
      366 Marilyn Rd, Chesterton, IN 46304

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Tyler Niven Brokerworks Group

  • /33

    $307,500

    $12K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,310 Sq Ft

    701 Pearson Rd, Chesterton, IN 46304

    Nestled on approximately 1.16 acres of beautifully sized grounds, this 3-bedroom, 1.5-bath home offers a distinctive split level mid-century modern-inspired aesthetic clean lines, expansive windows, and an abundance of natural light throughout. The spacious living room features a limestone hearth fireplace, creating a warm focal point for the main living area. The kitchen offers a generous amount

    Matt Evans RE/MAX Lifestyles

    701 Pearson Rd, Chesterton, IN 46304
  • /32

    $175,000

    Sold Aug 14, 2026

    118 S 13th St, Chesterton, IN 46304

    • 3 Beds
    • 1 Bath
    • 1,804 Sq Ft
    • Built 1950

    Last Sold Summary

    • 15% Below List Price
    • $97/SF
    • 32 Days On Market

    Current Estimated Value $282,385

    Last Listing Agent Debra Lightfoot McColly Real Estate

    118 S 13th St, Chesterton, IN 46304
    • /41

      Est $314,447

      Not Listed For Sale

      1164 Carol St, Chesterton, IN 46304

      • 3 Beds
      • 2 Baths
      • 2,368 Sq Ft
      • Built 2006
      1164 Carol St, Chesterton, IN 46304

      Last Sold Summary

      • 43 Days On Market

      Last Listing Agent Jason Chatwell The Chatwell Group Real Estate

  • /20

    $274,500

    $16K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    322 Village Square, Chesterton, IN 46304

    Beautiful two-story townhome located in the desirable Chesterton School District! This well-maintained home features 3 spacious upper-level bedrooms, each equipped with ceiling fans and ample closet space. The main level offers a convenient laundry room with additional storage cabinets, a spacious living room with a cozy fireplace, and a beautifully designed kitchen with dining area, Corian

    Tysheea Liggins McColly Real Estate

    322 Village Square, Chesterton, IN 46304
  • /15

    $267,000

    Sold Oct 20, 2025

    260 Ivy St, Chesterton, IN 46304

    • 3 Beds
    • 1 Bath
    • 1,281 Sq Ft
    • Built 1922

    Last Sold Summary

    • 1% Below List Price
    • $208/SF
    • 8 Days On Market

    Current Estimated Value $286,161

    Last Listing Agent Kerri Burkus Better Homes and Gardens Real

    260 Ivy St, Chesterton, IN 46304
    • /28

      Est $342,838

      Not Listed For Sale

      358 W North Boo Rd, Chesterton, IN 46304

      • 4 Beds
      • 2.5 Baths
      • 2,718 Sq Ft
      • Built 1957
      358 W North Boo Rd, Chesterton, IN 46304

      Last Sold Summary

      • 157 Days On Market

      Last Listing Agent Josh Biggs Coldwell Banker Realty

  • /23

    $300,000

    $49K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,242 Sq Ft

    769 S Calumet Rd, Chesterton, IN 46304

    Step into this FABULOUS, charming home sitting on a CORNER LOT, offering 4 bedrooms, or 3 bedrooms plus an office, with character, space, and comfort throughout! The beautiful gourmet kitchen with cabinets galore is just waiting for you to host that special dinner party. The stunning formal dining room is perfect for entertaining, while the large living room with a spectacular fireplace creates

    Carla Ebert-Kienitz Century 21 Circle

    769 S Calumet Rd, Chesterton, IN 46304

Showing Results 281 - 320, Page 8 of 18

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