Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings

Save search

Map layers

Safety

Safety & registry resources

Review official public-safety information for any area from these government sources:

  • U.S. Dept. of Justice National Sex Offender Public Website (NSOPW)
  • FBI: state sex-offender registry directory
Chesterton, IN Homes for Sale | Realty.com
Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings
  • Rentals
  • Commercial

69 listings
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save search
3 beds

Homes for Sale in Chesterton, IN

Homes for Sale in Chesterton, IN

Hide Map
24 of 69 Listings
Map

Homes for Sale in Chesterton, IN

24 of 69 Listings

Your local brokerage

SM

Steve Merritt

Realty.com

Lic. #RB21000412

Call Steve
  1. 711 S 18th Street — photoNewOpen house Sat, Oct 17 · 11:00 AM34Active

    $342,000

    3 bd · 3 ba · 2,326 sqft

    711 S 18th Street, Chesterton, IN

    Bonnie Hawksworth · @properties/Christie's Intl RE

  2. 493 Magnolia Lane — photoNew10Active

    $524,900

    3 bd · 2 ba · 2,146 sqft

    493 Magnolia Lane, Chesterton, IN

    Madison Young · Brokerworks Group

  3. 350 Brown Court — photoNew21Active

    $280,000

    3 bd · 2 ba · 1,368 sqft

    350 Brown Court, Chesterton, IN

    Paul Boyter · McColly Real Estate

  4. 1720 Hale Avenue — photoNew16Active

    $130,000

    2 bd · 2 ba · 789 sqft

    1720 Hale Avenue, Chesterton, IN

    Keri Nevarez · VIA Realty

  5. 354 E 1300 N — photo46Active

    $525,000

    4 bd · 2 ba · 2,244 sqft

    354 E 1300 N, Chesterton, IN

    Krystal Bialata · Blackrock Real Estate Services

  6. 231 E 1200 N — photo21Active

    $249,900

    4 bd · 2 ba · 970 sqft

    231 E 1200 N, Chesterton, IN

    Melissa Yanez · Favela Real Estate, LLC

  7. 938 N 400 E — photo22Active

    $330,000

    3 bd · 2 ba · 1,812 sqft

    938 N 400 E, Chesterton, IN

    Hannah Villani · @properties/Christie's Intl RE

  8. 2221 Easton Park Drive — photoOpen house Sat, Oct 17 · 12:00 PM31Active

    $599,000

    4 bd · 3 ba · 2,611 sqft

    2221 Easton Park Drive, Chesterton, IN

    Madison Young · Brokerworks Group

  9. 817 Olde Towne Square — photo46Active

    $369,000

    4 bd · 3 ba · 2,165 sqft

    817 Olde Towne Square, Chesterton, IN

    Braedan Gallas · @properties/Christie's Intl RE

  10. 1580 Eagle Street — photo36Active

    $397,900

    4 bd · 3 ba · 2,364 sqft

    1580 Eagle Street, Chesterton, IN

    Jennifer Gregg · @properties/Christie's Intl RE

  11. 1137 N 475 E — photo50Active

    $1,350,000

    4 bd · 5 ba · 5,809 sqft

    1137 N 475 E, Chesterton, IN

    Lisa Gaff · White Hat Realty Group, LLC

  12. 35 E 900 N — photo31Active

    $325,000

    4 bd · 2 ba · 2,188 sqft

    35 E 900 N, Chesterton, IN

    Judith Posiadlik · McColly Real Estate

  13. 601 Long Bridge Drive — photo23Active

    $295,000

    4 bd · 2 ba · 1,945 sqft

    601 Long Bridge Drive, Chesterton, IN

    Neil Csonka · Listing Leaders MVPs

  14. 211 Trailcreek Drive — photo30Active

    $459,900

    3 bd · 3 ba · 3,147 sqft

    211 Trailcreek Drive, Chesterton, IN

    Brittany Cherry · Banga Realty, LLC

  15. 2201 W Morgan Avenue — photo36Active

    $360,000

    3 bd · 2 ba · 1,680 sqft

    2201 W Morgan Avenue, Chesterton, IN

    Katherine Phillips · McColly Real Estate

  16. 224 S Calumet Road — photoOpen house Sat, Oct 17 · 10:00 AM37Active

    $275,000

    3 bd · 2 ba · 1,324 sqft

    224 S Calumet Road, Chesterton, IN

    Heather Alexander · @properties/Christie's Intl RE

  17. 363 Ridgeview Drive — photo55Active

    $974,900

    3 bd · 4 ba · 2,775 sqft

    363 Ridgeview Drive, Chesterton, IN

    Alexander Nickla · Realty Executives Premier

  18. 2350 Pradera Trail — photo2Active

    $569,900

    4 bd · 3 ba · 1,820 sqft

    2350 Pradera Trail, Chesterton, IN

    Nickolas Witvoet · Listing Leaders Northwest

  19. 2519 Pradera Trail — photo2Active

    $749,900

    4 bd · 3 ba · 2,134 sqft

    2519 Pradera Trail, Chesterton, IN

    Nickolas Witvoet · Listing Leaders Northwest

  20. 1247 Dogwood Drive — photo19Active

    $359,000

    5 bd · 2 ba · 1,728 sqft

    1247 Dogwood Drive, Chesterton, IN

    Lana Conroy · Coldwell Banker Realty

  21. 1954 David Drive — photo19Active

    $168,000

    1 bd · 1 ba · 780 sqft

    1954 David Drive, Chesterton, IN

    Sarah Eenigenburg · Better Homes and Gardens Real

  22. 2555 Springdale Street — photo11Active

    $329,900

    3 bd · 2 ba · 1,512 sqft

    2555 Springdale Street, Chesterton, IN

    Tiffany Razo · New Chapter Real Estate

  23. 1708 Tower Street — photo21Active

    $249,000

    2 bd · 1 ba · 1,250 sqft

    1708 Tower Street, Chesterton, IN

    Marcy Norman · Trendsetters Realty, LLC

  24. 2941 Nautica Drive — photo10Active

    $585,000

    5 bd · 5 ba · 4,932 sqft

    2941 Nautica Drive, Chesterton, IN

    Susan Stevens · McColly Real Estate

123

Explore Chesterton homes

By price

  • Homes Under $400K
  • Homes Under $500K
  • Homes Under $600K
  • Homes Under $700K
  • Homes Under $800K

By bedrooms

  • 3 Bedroom Homes

By type

  • Single-Family Homes
Realty.com

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

Equal Housing OpportunityEqual Housing Lender

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.

© 2026 Realty.com. All rights reserved.·Privacy·Terms·California Privacy Rights·Accessibility·Licensing

Listing data & MLS disclosures

Northwest Indiana Association of REALTORS
Based on information submitted to the MLS GRID as of 2026-10-13 23:03:15 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 (302)
    • 46385 (171)
    • 46360 (146)
    • 46350 (135)
    • 46368 (128)
    • 46410 (109)
    • 46383 (106)
    • 46342 (99)

    Cities

    • Crown Point (282)
    • Valparaiso (277)
    • Gary (268)
    • Michigan City (134)
    • Portage (125)
    • La Porte (122)
    • Merrillville (107)
    • Hobart (98)

    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
    -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.