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4 Bedroom Homes in Chesterton, IN
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3 bedsNew constructionWith a pool

4 Bedroom Homes in Chesterton, IN

4 Bedroom Homes in Chesterton, IN

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24 of 28 Listings
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4 Bedroom Homes in Chesterton, IN

24 of 28 Listings

Your local brokerage

SM

Steve Merritt

Realty.com

Lic. #RB21000412

Call Steve
  1. 376 Cherry Hills Drive — photo33Active

    $349,000

    4 bd · 2 ba · 2,535 sqft

    376 Cherry Hills Drive, Chesterton, IN

    Marina Klein · Blackrock Real Estate Services

  2. 656 S 4th Street — photo18Active

    $285,000

    4 bd · 2 ba · 1,542 sqft

    656 S 4th Street, Chesterton, IN

    Jasmine Gonzalez · Coldwell Banker Realty

  3. 378 Ballenisle Court — photo17Active

    $389,000

    4 bd · 3 ba · 2,270 sqft

    378 Ballenisle Court, Chesterton, IN

    Branden Luna · Coldwell Banker Real Estate Gr

  4. 29 Karner Blue Court — photo35Active

    $459,000

    4 bd · 3 ba · 2,276 sqft

    29 Karner Blue Court, Chesterton, IN

    Jarrod Carr · @properties/Christie's Intl RE

  5. 1927 Cory Lane — photo57Active

    $399,900

    4 bd · 3 ba · 2,372 sqft

    1927 Cory Lane, Chesterton, IN

    Marco Trevino · Listing Leaders

  6. 419 S 9th Street — photo39Active

    $314,900

    4 bd · 3 ba · 2,396 sqft

    419 S 9th Street, Chesterton, IN

    Crystal Soliday · @properties/Christie's Intl RE

  7. 40 Karner Blue Court — photo41Active

    $419,900

    4 bd · 3 ba · 2,735 sqft

    40 Karner Blue Court, Chesterton, IN

    Eric Kovalak · Copper Bay Realty, LLC

  8. 762 Dunewood Drive — photo28Active

    $399,900

    4 bd · 3 ba · 2,380 sqft

    762 Dunewood Drive, Chesterton, IN

    Amy Redman · Dunes Realty, LLC

  9. 131 Beverly Drive — photo55Active

    $529,900

    4 bd · 3 ba · 2,596 sqft

    131 Beverly Drive, Chesterton, IN

    John Guest · Coldwell Banker Realty

  10. 2519 Pradera Trail — photo3Active

    $714,900

    4 bd · 3 ba · 2,134 sqft

    2519 Pradera Trail, Chesterton, IN

    Madison Young · Brokerworks Group

  11. 1719 S 23rd Street — photo2Active

    $699,900

    4 bd · 3 ba · 2,850 sqft

    1719 S 23rd Street, Chesterton, IN

    Madison Young · Brokerworks Group

  12. 2246 Pradera Trail — photo1Active

    $599,900

    4 bd · 2 ba · 2,000 sqft

    2246 Pradera Trail, Chesterton, IN

    Madison Young · Brokerworks Group

  13. 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

  14. 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

  15. 18 Blue Grass Way — photo56Active

    $679,000

    4 bd · 3 ba · 2,409 sqft

    18 Blue Grass Way, Chesterton, IN

    Madison Young · Brokerworks Group

  16. 2350 Pradera Trail — photo2Active

    $559,900

    4 bd · 3 ba · 1,820 sqft

    2350 Pradera Trail, Chesterton, IN

    Madison Young · Brokerworks Group

  17. 961 Monterey Drive — photo58Active

    $529,900

    4 bd · 3 ba · 2,412 sqft

    961 Monterey Drive, Chesterton, IN

    Shelley Seely · Realty Executives Premier

  18. 1591 Hogan Avenue — photo46Active

    $649,900

    4 bd · 4 ba · 2,878 sqft

    1591 Hogan Avenue, Chesterton, IN

    Stefanie Neal · BHHS Indiana Realty

  19. 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

  20. 1035 Kilarney Road — photo38Active

    $869,900

    4 bd · 5 ba · 4,299 sqft

    1035 Kilarney Road, Chesterton, IN

    Stefanie Neal · BHHS Indiana Realty

  21. 3624 Fairway Drive — photo47Active

    $359,900

    4 bd · 2 ba · 1,975 sqft

    3624 Fairway Drive, Chesterton, IN

    Geremy Rinker · @properties/Christie's Intl RE

  22. 543 Windridge Drive — photo25Active

    $699,000

    4 bd · 5 ba · 3,983 sqft

    543 Windridge Drive, Chesterton, IN

    Lana Conroy · Coldwell Banker Realty

  23. 769 S Calumet Road — photo23Active

    $300,000

    4 bd · 2 ba · 2,242 sqft

    769 S Calumet Road, Chesterton, IN

    Carla Ebert-Kienitz · Century 21 Circle

  24. 1162 (Lot 183) Putman Place — photo13Active

    $440,000

    4 bd · 3 ba · 1,953 sqft

    1162 (Lot 183) Putman Place, Chesterton, IN

    Lisa Gaff · White Hat Realty Group, LLC

12

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 2026-09-18 12:23:14 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.
  • 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

    Chesterton housing market

    August 2026 · This period is still settling

    Chesterton 12-month median sale price trend

    Selling at 100.0% of asking price

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

    Homes that sold · County records, as of Aug 20, 2026

    Median sale price
    $327,240$278,159–$489,850 typical range
    Price per sq. ft.
    $167
    Sales
    13
    Paid in cash
    0.0%

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

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

    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.