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

Registered offenders on the map

Save search

Registered offenders on the map

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
Homes Under $500K in Charlestown, IN
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

Registered offenders on the map

171 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 bedsNew constructionWith a pool

Homes Under $500K in Charlestown, IN

Homes Under $500K in Charlestown, IN

Hide Map
24 of 171 Listings
Map

Homes Under $500K in Charlestown, IN

24 of 171 Listings

Your local brokerage

SM

Steve Merritt

Realty.com

Lic. #RB21000412

Call Steve
  1. 6510 Deerfield Drive — photoNew39Active

    $369,900

    3 bd · 3 ba · 2,673 sqft

    6510 Deerfield Drive, Charlestown, IN

    Nathan Petras · Schuler Bauer Real Estate Services ERA Powered (N

  2. 202 Whitsett Way — photoNew29Active

    $229,900

    3 bd · 1 ba · 1,026 sqft

    202 Whitsett Way, Charlestown, IN

    Christopher A Fox · FC Tucker Kentuckiana

  3. 2026 Harmony Lane — photoNew23Active

    $259,900

    3 bd · 2 ba · 1,402 sqft

    2026 Harmony Lane, Charlestown, IN

    Jared Housier · Southern Homes Realty

  4. 6613 Deerfield Drive — photo57Active

    $369,000

    5 bd · 3 ba · 3,139 sqft

    6613 Deerfield Drive, Charlestown, IN

    Staci Flispart · Lopp Real Estate Brokers

  5. 5814 & 5816 Bethany Road — photo63Active

    $329,900

    3 bd · 1 ba · 1,176 sqft

    5814 & 5816 Bethany Road, Charlestown, IN

    Brenda Bennison · Ward Realty Services

  6. 132 Church Street — photo43Active

    $270,000

    4 bd · 2 ba · 1,714 sqft

    132 Church Street, Charlestown, IN

    Lisa Lander-Delap · Coldwell Banker McMahan

  7. 5004 Bolton Drive — photo50Active

    $425,399

    4 bd · 3 ba · 2,143 sqft

    5004 Bolton Drive, Charlestown, IN

    Elliott Quillo · RE/MAX Plus

  8. 9015 Woodford Drive — photo27Active

    $324,900

    4 bd · 3 ba · 2,499 sqft

    9015 Woodford Drive, Charlestown, IN

    Justin Dabney · Bridge Realtors

  9. 117 Sunnyside Drive — photo19Active

    $224,900

    2 bd · 2 ba · 1,200 sqft

    117 Sunnyside Drive, Charlestown, IN

    Susan R Anderson · Century 21 River Valley

  10. 6409 Sunset Loop — photoPrice Reduced41Active

    $269,999

    3 bd · 2 ba · 1,620 sqft

    6409 Sunset Loop, Charlestown, IN

    Jonathan Jackson · KGF Realty, LLC

  11. 9509 Glenmore Court — photo59Active

    $382,500

    3 bd · 2 ba · 1,630 sqft

    9509 Glenmore Court, Charlestown, IN

    Julie Dulaney · Real Estate Unlimited

  12. 216 Delta Drive — photo9Active

    $259,000

    4 bd · 3 ba · 2,050 sqft

    216 Delta Drive, Charlestown, IN

    Josh Gregory · Josh Gregory Real Estate

  13. 8212 Zachary Drive — photo45Active

    $320,000

    3 bd · 2 ba · 1,759 sqft

    8212 Zachary Drive, Charlestown, IN

    Kara Whalin · Green Tree Real Estate Services

  14. 338 Berkley Road — photo57Active

    $284,900

    4 bd · 3 ba · 2,030 sqft

    338 Berkley Road, Charlestown, IN

    Jay Usher · Usher Realty Group, LLC

  15. 6610 Deerfield Drive — photo58Active

    $359,900

    5 bd · 2 ba · 2,034 sqft

    6610 Deerfield Drive, Charlestown, IN

    William Andes · eXp Realty, LLC

  16. 5503 Sky Ridge Road — photo43Active

    $339,000

    3 bd · 3 ba · 2,657 sqft

    5503 Sky Ridge Road, Charlestown, IN

    Zachary Robbins · eXp Realty, LLC

  17. 218 Whitsett Way — photoPrice Reduced28Active

    $194,900

    3 bd · 1 ba · 1,026 sqft

    218 Whitsett Way, Charlestown, IN

    Chris Koerner · Property Advancement Realty

  18. 8107 Lucas Lane — photo72Active

    $369,900

    6 bd · 3 ba · 2,704 sqft

    8107 Lucas Lane, Charlestown, IN

    Tonja Aaron-Wells · Keller Williams Louisville

  19. 6300 Sunset Loop — photoPrice Reduced78Active

    $400,000

    3 bd · 3 ba · 2,416 sqft

    6300 Sunset Loop, Charlestown, IN

    Samantha Hernandez · Green Tree Real Estate Services

  20. 7604 Melrose Lane Lot 527 — photo46Active

    $469,900

    4 bd · 3 ba · 2,425 sqft

    7604 Melrose Lane Lot 527, Charlestown, IN

    Troy Stiller · Schuler Bauer Real Estate Services ERA Powered (N

  21. 6023 Redberry Juniper Drive — photo36Active

    $314,999

    4 bd · 3 ba · 1,850 sqft

    6023 Redberry Juniper Drive, Charlestown, IN

    David Branham · KGF Realty, LLC

  22. 7609 Melrose Lane Lot 520 — photo34Active

    $479,900

    4 bd · 3 ba · 2,484 sqft

    7609 Melrose Lane Lot 520, Charlestown, IN

    Troy Stiller · Schuler Bauer Real Estate Services ERA Powered (N

  23. 326 Level Street — photo25Active

    $175,000

    2 bd · 1 ba · 777 sqft

    326 Level Street, Charlestown, IN

    Shane Rojas · Lopp Real Estate Brokers

  24. 229 Saddleback Drive — photo40Active

    $329,900

    3 bd · 3 ba · 2,413 sqft

    229 Saddleback Drive, Charlestown, IN

    Detra D Daugherty-Striegel · Lopp Real Estate Brokers

12…8

Explore Charlestown homes

By price

  • Under $300K
  • Under $500K
  • Under $700K
  • Luxury

By bedrooms

  • 2 beds
  • 3 beds
  • 4 beds
  • 5 beds

By type

  • Single family
  • Townhomes
  • Condos
  • Manufactured homes
  • Multi-family homes
  • Co-ops
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

Southern Indiana REALTORS Association
IDX information is provided exclusively for consumers’ personal, noncommercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is deemed reliable but is not guaranteed accurate by the SIRA MLS.
Listing information ©2026 Southern Indiana Realtors(R) Association, Inc®. All Rights Reserved. Last Updated: 2026-09-18 23:37:56 UTC
  • By feature

    • New construction
    • With a pool

    Your local brokerage

    SM

    Steve Merritt

    Realty.com

    Lic. #RB21000412

    Call Steve

    Charlestown, IN community profile

    Population
    8,265
    Median income
    $76,641
    Housing units
    3,441
    People per sq. mi.
    100.4
    Area
    82.3 sq. mi.

    Source: HJN community data

    Charlestown housing market

    August 2026 · This period is still settling

    Selling at 100.0% of asking price

    Sales here are closing essentially at asking. MLS · 29 sales · as of Aug 31, 2026

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

    Median list price
    $345,992
    Homes for sale
    107

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

    Median home size
    1,605 sq. ft.