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Chesterton, IN Homes for Sale — Page 2 | Realty.com
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62 listings

Homes for Sale in Chesterton, IN

Homes for Sale in Chesterton, IN

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24 of 62 Listings
Map

Homes for Sale in Chesterton, IN

24 of 62 Listings

Your local brokerage

SM

Steve Merritt

Realty.com

Lic. #RB21000412

Call Steve
  1. 131 Beverly Drive — photo55Active

    $519,900

    4 bd · 3 ba · 2,596 sqft

    131 Beverly Drive, Chesterton, IN

    John Guest · Coldwell Banker Realty

  2. 1776 Indian Boundary Road — photo50Active

    $399,500

    3 bd · 3 ba · 2,332 sqft

    1776 Indian Boundary Road, Chesterton, IN

    Lisa Gaff · White Hat Realty Group, LLC

  3. 2342 Westwood Lane — photo26Active

    $354,900

    4 bd · 2 ba · 1,828 sqft

    2342 Westwood Lane, Chesterton, IN

    Melissa Capellari · Coldwell Banker Real Estate Gr

  4. 1429 Calais Court — photo44Active

    $649,500

    3 bd · 4 ba · 3,780 sqft

    1429 Calais Court, Chesterton, IN

    Lisa Gaff · White Hat Realty Group, LLC

  5. 1913 David Drive — photo17Active

    $186,500

    2 bd · 2 ba · 1,165 sqft

    1913 David Drive, Chesterton, IN

    Edwin Negron · BluKey Realty

  6. 515 S Park Drive — photo21Active

    $259,900

    2 bd · 1 ba · 1,204 sqft

    515 S Park Drive, Chesterton, IN

    Diane Cline · McColly Real Estate

  7. 229 E Morgan Avenue — photo79Active

    $875,000

    5 bd · 5 ba · 6,360 sqft

    229 E Morgan Avenue, Chesterton, IN

    Alexis Metcalf · Seramur Properties, LLC

  8. 1600 Melanie Lane — photo13Active

    $449,900

    3 bd · 3 ba · 1,857 sqft

    1600 Melanie Lane, Chesterton, IN

    Michelle Renninger · Brokerworks Group

  9. 1602 Melanie Lane — photo13Active

    $449,900

    3 bd · 3 ba · 1,857 sqft

    1602 Melanie Lane, Chesterton, IN

    Michelle Renninger · Brokerworks Group

  10. 1003 Preserve Lane — photo2Active

    $519,900

    3 bd · 2 ba · 1,851 sqft

    1003 Preserve Lane, Chesterton, IN

    Paul Boyter · McColly Real Estate

  11. 1002 Preserve Lane — photo2Active

    $525,500

    3 bd · 2 ba · 1,894 sqft

    1002 Preserve Lane, Chesterton, IN

    Paul Boyter · McColly Real Estate

  12. 1036 Preserve Lane — photo6Active

    $529,900

    3 bd · 3 ba · 2,162 sqft

    1036 Preserve Lane, Chesterton, IN

    Paul Boyter · McColly Real Estate

  13. 961 Monterey Drive — photo58Active

    $529,900

    4 bd · 3 ba · 2,412 sqft

    961 Monterey Drive, Chesterton, IN

    Shelley Seely · Realty Executives Premier

  14. 1591 Hogan Avenue — photo46Active

    $649,900

    4 bd · 4 ba · 2,878 sqft

    1591 Hogan Avenue, Chesterton, IN

    Stefanie Neal · BHHS Indiana Realty

  15. 801 Ashwood Lane — photo3Active

    $575,000

    3 bd · 3 ba · 2,173 sqft

    801 Ashwood Lane, Chesterton, IN

    Tonia Dragon · Better Homes and Gardens Real

  16. 2645 W 1100 N — photo26Active

    $399,000

    3 bd · 2 ba · 1,488 sqft

    2645 W 1100 N, Chesterton, IN

    Debra Lightfoot · McColly Real Estate

  17. 1089 N 200 W — photo52Active

    $529,900

    4 bd · 4 ba · 2,970 sqft

    1089 N 200 W, Chesterton, IN

    Lauren Piazza · Realty Executives Premier

  18. 1035 Kilarney Road — photo38Active

    $839,900

    4 bd · 5 ba · 4,299 sqft

    1035 Kilarney Road, Chesterton, IN

    Stefanie Neal · BHHS Indiana Realty

  19. 397 E 1300 N — photo42Active

    $350,000

    3 bd · 3 ba · 1,941 sqft

    397 E 1300 N, Chesterton, IN

    Shawn Franz · Brokerworks Group

  20. 3624 Fairway Drive — photo47Active

    $353,900

    4 bd · 2 ba · 1,975 sqft

    3624 Fairway Drive, Chesterton, IN

    Geremy Rinker · @properties/Christie's Intl RE

  21. 117 Washington Avenue — photo27Active

    $364,999

    3 bd · 3 ba · 2,109 sqft

    117 Washington Avenue, Chesterton, IN

    Daniel Meyer · Listing Leaders

  22. 1245 Kilarney Road — photo78Active

    $979,999

    5 bd · 5 ba · 5,102 sqft

    1245 Kilarney Road, Chesterton, IN

    Alisha Fowler · Seramur Properties, LLC

  23. 1622 Port Cove Drive — photo17Active

    $327,500

    3 bd · 3 ba · 3,484 sqft

    1622 Port Cove Drive, Chesterton, IN

    Brian Manning · Listing Leaders

  24. 543 Windridge Drive — photo25Active

    $699,000

    4 bd · 5 ba · 3,983 sqft

    543 Windridge Drive, Chesterton, IN

    Lana Conroy · Coldwell Banker Realty

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Listing data & MLS disclosures

Northwest Indiana Association of REALTORS
Based on information submitted to the MLS GRID as of 2026-09-30 19:53:14 UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
  • Your local brokerage

    SM

    Steve Merritt

    Realty.com

    Lic. #RB21000412

    Call Steve

    Nearby areas

    ZIP codes

    • 46307 (308)
    • 46385 (167)
    • 46360 (151)
    • 46350 (133)
    • 46368 (126)
    • 46410 (124)
    • 46383 (111)
    • 46342 (99)

    Cities

    • Crown Point (290)
    • Valparaiso (276)
    • Gary (258)
    • Michigan City (135)
    • Portage (126)
    • La Porte (122)
    • Merrillville (121)
    • Hobart (101)

    Chesterton housing market

    August 2026 · This period is still settling

    Selling at 100.0% of asking price

    Sales here are closing essentially at asking. MLS · 19 sales · as of Aug 31, 2026

    Homes on the market · MLS, as of Aug 31, 2026

    Median list price
    $527,700
    Homes for sale
    58

    Price trend · Assessor repeat sales, as of Aug 31, 2026

    Year-over-year
    -34.2%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026

    Median home size
    1,992 sq. ft.

    Chesterton, IN community profile

    Population
    14,405
    Median income
    $86,088
    Housing units
    5,965
    People per sq. mi.
    233.1
    Area
    61.8 sq. mi.

    Source: HJN community data