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Chesterton, IN Homes for Sale — Page 2 | Realty.com
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3 beds

Homes for Sale in Chesterton, IN

Homes for Sale in Chesterton, IN

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24 of 69 Listings
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Homes for Sale in Chesterton, IN

24 of 69 Listings

Your local brokerage

SM

Steve Merritt

Realty.com

Lic. #RB21000412

Call Steve
  1. 601 Long Bridge Drive — photo23Active

    $289,000

    4 bd · 2 ba · 1,945 sqft

    601 Long Bridge Drive, Chesterton, IN

    Neil Csonka · Listing Leaders MVPs

  2. 2201 W Morgan Avenue — photo36Active

    $345,000

    3 bd · 2 ba · 1,680 sqft

    2201 W Morgan Avenue, Chesterton, IN

    Katherine Phillips · McColly Real Estate

  3. 363 Ridgeview Drive — photo55Active

    $974,900

    3 bd · 4 ba · 2,775 sqft

    363 Ridgeview Drive, Chesterton, IN

    Alexander Nickla · Realty Executives Premier

  4. 2350 Pradera Trail — photo2Active

    $569,900

    4 bd · 3 ba · 1,820 sqft

    2350 Pradera Trail, Chesterton, IN

    Nickolas Witvoet · Listing Leaders Northwest

  5. 2519 Pradera Trail — photo2Active

    $749,900

    4 bd · 3 ba · 2,134 sqft

    2519 Pradera Trail, Chesterton, IN

    Nickolas Witvoet · Listing Leaders Northwest

  6. 1247 Dogwood Drive — photo19Active

    $359,000

    5 bd · 2 ba · 1,728 sqft

    1247 Dogwood Drive, Chesterton, IN

    Lana Conroy · Coldwell Banker Realty

  7. 1954 David Drive — photo19Active

    $168,000

    1 bd · 1 ba · 780 sqft

    1954 David Drive, Chesterton, IN

    Sarah Eenigenburg · Better Homes and Gardens Real

  8. 2555 Springdale Street — photo11Active

    $329,900

    3 bd · 2 ba · 1,512 sqft

    2555 Springdale Street, Chesterton, IN

    Tiffany Razo · New Chapter Real Estate

  9. 2941 Nautica Drive — photo10Active

    $585,000

    5 bd · 5 ba · 4,932 sqft

    2941 Nautica Drive, Chesterton, IN

    Susan Stevens · McColly Real Estate

  10. 1708 Tower Street — photo21Active

    $219,900

    2 bd · 1 ba · 1,250 sqft

    1708 Tower Street, Chesterton, IN

    Marcy Norman · Trendsetters Realty, LLC

  11. 201 S 8th Street — photo50Active

    $229,900

    3 bd · 2 ba · 2,348 sqft

    201 S 8th Street, Chesterton, IN

    Wendy Hammonds · Key Realty Indiana, LLC

  12. 376 Cherry Hills Drive — photo34Active

    $339,000

    4 bd · 2 ba · 2,535 sqft

    376 Cherry Hills Drive, Chesterton, IN

    Marina Klein · Blackrock Real Estate Services

  13. 1063 Frontage Road — photo24Active

    $199,900

    3 bd · 2 ba · 1,764 sqft

    1063 Frontage Road, Chesterton, IN

    Jared Gomez · Listing Leaders

  14. 1430 N Veden Road — photo41Active

    $349,900

    3 bd · 2 ba · 1,400 sqft

    1430 N Veden Road, Chesterton, IN

    Samantha Cheatham · Realty Executives Premier

  15. 2332 Dakota Street — photo40Active

    $425,000

    3 bd · 3 ba · 2,932 sqft

    2332 Dakota Street, Chesterton, IN

    Shelly Grimm · White Hat Realty Group, LLC

  16. 1927 Cory Lane — photo57Active

    $388,000

    4 bd · 3 ba · 2,372 sqft

    1927 Cory Lane, Chesterton, IN

    Marco Trevino · Listing Leaders

  17. 40 Karner Blue Court — photo41Active

    $399,900

    4 bd · 3 ba · 2,735 sqft

    40 Karner Blue Court, Chesterton, IN

    Eric Kovalak · Copper Bay Realty, LLC

  18. 762 Dunewood Drive — photo28Active

    $394,900

    4 bd · 3 ba · 2,380 sqft

    762 Dunewood Drive, Chesterton, IN

    Amy Redman · Dunes Realty, LLC

  19. 1910 Catkin Circle — photo58Active

    $599,000

    3 bd · 3 ba · 2,854 sqft

    1910 Catkin Circle, Chesterton, IN

    Vince Kisala · Coldwell Banker Real Estate Gr

  20. 1100 Saratoga Lane — photo15Active

    $164,900

    2 bd · 1 ba · 962 sqft

    1100 Saratoga Lane, Chesterton, IN

    Kelly White · McColly Real Estate

  21. 1100 Saratoga Lane Unit 1100 — photoPrice Reduced15Active

    $164,900

    2 bd · 1 ba · 962 sqft

    1100 Saratoga Lane Unit 1100, Chesterton, IN

    Kelly White · McColly Real Estate

  22. 2342 Westwood Lane — photo26Active

    $349,900

    4 bd · 2 ba · 1,828 sqft

    2342 Westwood Lane, Chesterton, IN

    Melissa Capellari · Coldwell Banker Real Estate Gr

  23. 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

  24. 1913 David Drive — photo17Active

    $179,999

    2 bd · 2 ba · 1,165 sqft

    1913 David Drive, Chesterton, IN

    Edwin Negron · BluKey Realty

123

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The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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Listing data & MLS disclosures

Northwest Indiana Association of REALTORS
Based on information submitted to the MLS GRID as of 2026-11-03 04:26:14 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 2026-10-30 18:17:03 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 (313)
    • 46385 (186)
    • 46360 (138)
    • 46368 (135)
    • 46350 (123)
    • 46410 (123)
    • 46383 (122)
    • 46342 (91)

    Cities

    • Valparaiso (308)
    • Crown Point (293)
    • Gary (261)
    • Portage (129)
    • Michigan City (126)
    • Merrillville (120)
    • La Porte (117)
    • Hobart (91)

    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

    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
    -13.3%

    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.