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Chesterton, IN Homes for Sale | Realty.com
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3 beds
67 listings
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New construction
With a pool

Homes for Sale in Chesterton, IN

Homes for Sale in Chesterton, IN

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23 of 67 Listings
Map

Homes for Sale in Chesterton, IN

23 of 67 Listings

Your local brokerage

SM

Steve Merritt

Realty.com

Lic. #RB21000412

Call Steve
  1. 419 S 9th Street — photoNew39Active

    $314,900

    4 bd · 3 ba · 2,396 sqft

    419 S 9th Street, Chesterton, IN

    Crystal Soliday · @properties/Christie's Intl RE

  2. NewActive

    $419,900

    4 bd · 3 ba · 2,735 sqft

    40 Karner Blue Court, Chesterton, IN

    Eric Kovalak · Copper Bay Realty, LLC

  3. 1592 Harrington Avenue — photo27Active

    $350,000

    2 bd · 1 ba · 1,458 sqft

    1592 Harrington Avenue, Chesterton, IN

    Tina Raffin · McColly Real Estate

  4. 762 Dunewood Drive — photo28Active

    $419,900

    4 bd · 3 ba · 2,380 sqft

    762 Dunewood Drive, Chesterton, IN

    Amy Redman · Dunes Realty, LLC

  5. 138 Jefferson Avenue — photo22Active

    $300,000

    4 bd · 2 ba · 2,079 sqft

    138 Jefferson Avenue, Chesterton, IN

    Kimberly Fowler · Blackrock Real Estate Services

  6. 1909 Catkin Circle — photo65Active

    $749,700

    3 bd · 4 ba · 4,284 sqft

    1909 Catkin Circle, Chesterton, IN

    Gabriel Mihut · Realest.com

  7. 1910 Catkin Circle — photo62Active

    $649,900

    3 bd · 3 ba · 2,854 sqft

    1910 Catkin Circle, Chesterton, IN

    Vince Kisala · Coldwell Banker Real Estate Gr

  8. 131 Beverly Drive — photo50Active

    $539,900

    4 bd · 3 ba · 2,596 sqft

    131 Beverly Drive, Chesterton, IN

    John Guest · Coldwell Banker Realty

  9. 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

  10. 803 Olde Towne Square — photo19Active

    $360,000

    3 bd · 3 ba · 1,979 sqft

    803 Olde Towne Square, Chesterton, IN

    Gina Florian · Realty Executives Premier

  11. 2519 Pradera Trail — photo3Active

    $714,900

    4 bd · 3 ba · 2,134 sqft

    2519 Pradera Trail, Chesterton, IN

    Madison Young · Brokerworks Group

  12. 1719 S 23rd Street — photo2Active

    $699,900

    4 bd · 3 ba · 2,850 sqft

    1719 S 23rd Street, Chesterton, IN

    Madison Young · Brokerworks Group

  13. 2274 Pradera Trail — photo2Active

    $614,900

    3 bd · 3 ba · 1,880 sqft

    2274 Pradera Trail, Chesterton, IN

    Madison Young · Brokerworks Group

  14. 2246 Pradera Trail — photo1Active

    $599,900

    4 bd · 2 ba · 2,000 sqft

    2246 Pradera Trail, Chesterton, IN

    Madison Young · Brokerworks Group

  15. 1100 Saratoga Lane — photo15Active

    $167,000

    2 bd · 1 ba · 962 sqft

    1100 Saratoga Lane, Chesterton, IN

    Kelly White · McColly Real Estate

  16. 1100 Saratoga Lane 1100 — photo15Active

    $167,000

    2 bd · 1 ba · 962 sqft

    1100 Saratoga Lane 1100, Chesterton, IN

    Kelly White · McColly Real Estate

  17. 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

  18. 2342 Westwood Lane — photo26Active

    $359,900

    4 bd · 2 ba · 1,828 sqft

    2342 Westwood Lane, Chesterton, IN

    Melissa Capellari · Coldwell Banker Real Estate Gr

  19. 1147 N 400 E — photo50Active

    $849,000

    4 bd · 4 ba · 4,028 sqft

    1147 N 400 E, Chesterton, IN

    Lesley Sweeney · Encore Sotheby's International

  20. 18 Blue Grass Way — photo56Active

    $679,000

    4 bd · 3 ba · 2,409 sqft

    18 Blue Grass Way, Chesterton, IN

    Madison Young · Brokerworks Group

  21. 1913 David Drive — photo17Active

    $186,500

    2 bd · 2 ba · 1,165 sqft

    1913 David Drive, Chesterton, IN

    Edwin Negron · BluKey Realty

  22. 1412 Essex Drive — photo29Active

    $309,000

    4 bd · 3 ba · 1,788 sqft

    1412 Essex Drive, Chesterton, IN

    Natalie Martin · Listing Leaders

  23. 2420 Pradera Trail — photo2Active

    $519,900

    3 bd · 2 ba · 1,800 sqft

    2420 Pradera Trail, Chesterton, IN

    Madison Young · Brokerworks Group

123

Explore Chesterton homes

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Listing data & MLS disclosures

Northwest Indiana Association of REALTORS
Based on information submitted to the MLS GRID as of 2026-09-01 15:37:14 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.
Midwest Real Estate Data (MRED)
Based on information submitted to the MLS GRID as of 2026-08-28 02:29:07 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.
  • By feature

    • New construction
    • With a pool

    Your local brokerage

    SM

    Steve Merritt

    Realty.com

    Lic. #RB21000412

    Call Steve

    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

    Nearby areas

    ZIP codes

    • 46307 (328)
    • 46385 (140)
    • 46360 (129)
    • 46350 (122)
    • 46410 (119)
    • 46383 (108)
    • 46342 (100)
    • 46368 (91)

    Cities

    • Crown Point (314)
    • Valparaiso (248)
    • Gary (246)
    • Merrillville (119)
    • Michigan City (118)
    • La Porte (112)
    • Hobart (100)
    • Portage (90)

    Chesterton housing market

    August 2026 · This period is still settling

    Selling at 99.2% of asking price

    Buyers here are paying below asking. MLS · 17 sales · as of Aug 28, 2026

    Homes on the market · MLS, as of Aug 28, 2026–Aug 31, 2026

    Median list price
    $527,700
    Homes for sale
    58
    Median days on market
    9 days

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

    Year-over-year
    -20.1%

    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.