18

Recently Sold Callaway Homes

Section Image
  • /4

    $249,500

    Sold Oct 27, 2025

    20861 Harlequin Ln, Callaway, MD 20620

    • 2 Beds
    • 2.5 Baths
    • 1,693 Sq Ft
    • Built 1988

    Last Sold Summary

    • $147/SF
    • 0 Days On Market

    Current Estimated Value $251,569

    Last Listing Agent Cathy Rose Samson Properties

    20861 Harlequin Ln, Callaway, MD 20620
  • /47

    $755,000

    Sold Aug 12, 2026

    44481 Boxwood Dr, Callaway, MD 20620

    • 5 Beds
    • 4 Baths
    • 4,764 Sq Ft
    • Built 2002

    Last Sold Summary

    • 1% Above List Price
    • $158/SF
    • 2 Days On Market

    Current Estimated Value $729,919

    Last Listing Agent Mariah Riedell O'Brien Realty ERA Powered

    44481 Boxwood Dr, Callaway, MD 20620
  • /49

    $469,900

    Sold Mar 27, 2026

    44913 Widgeon Place, Callaway, MD 20620

    • 4 Beds
    • 2.5 Baths
    • 2,430 Sq Ft
    • Built 2000

    Last Sold Summary

    • $193/SF
    • 67 Days On Market

    Current Estimated Value $472,131

    Last Listing Agent Jaye Hercules RE/MAX Realty Group

    44913 Widgeon Place, Callaway, MD 20620
  • /118

    $610,000

    Sold Nov 28, 2025

    44906 Golden Eye Ct, Callaway, MD 20620

    • 6 Beds
    • 5 Baths
    • 6,006 Sq Ft
    • Built 2006

    Last Sold Summary

    • $102/SF
    • 57 Days On Market

    Current Estimated Value $620,701

    Last Listing Agent Kelly Padgett Century 21 Redwood Realty

    44906 Golden Eye Ct, Callaway, MD 20620
  • /43

    $420,000

    Sold Nov 21, 2025

    20966 Black Duck Ct, Callaway, MD 20620

    • 3 Beds
    • 3.5 Baths
    • 2,264 Sq Ft
    • Built 1998

    Last Sold Summary

    • $186/SF
    • 88 Days On Market

    Current Estimated Value $425,256

    Last Listing Agent Farrah Fuchs Redfin Corp

    20966 Black Duck Ct, Callaway, MD 20620
  • /48

    $475,000

    Sold Feb 16, 2026

    44892 Golden Eye Ct, Callaway, MD 20620

    • 4 Beds
    • 2.5 Baths
    • 2,536 Sq Ft
    • Built 2002

    Last Sold Summary

    • $187/SF
    • 103 Days On Market

    Current Estimated Value $482,400

    Last Listing Agent Dawn Riley Deep Roots Real Estate

    44892 Golden Eye Ct, Callaway, MD 20620
  • /2

    $345,000

    Sold Feb 03, 2026

    20314 Brent Ln, Callaway, MD 20620

    • 3 Beds
    • 2 Baths
    • 1,580 Sq Ft
    • Built 1985

    Last Sold Summary

    • 1% Above List Price
    • $218/SF
    • 9 Days On Market

    Current Estimated Value $345,666

    Last Listing Agent Steven Carroll Berkshire Hathaway HomeServices PenFed Realty

    20314 Brent Ln, Callaway, MD 20620
  • /33

    $575,000

    Sold Jan 09, 2026

    44968 Hewitt Rd, Callaway, MD 20620

    • 3 Beds
    • 2 Baths
    • 792 Sq Ft
    • Built 1975

    Last Sold Summary

    • $726/SF
    • 5 Days On Market

    Last Listing Agent Florentina Killian CENTURY 21 New Millennium

    44968 Hewitt Rd, Callaway, MD 20620
  • /35

    $545,000

    Sold Sep 23, 2025

    45151 Knotts Dr, Callaway, MD 20620

    • 5 Beds
    • 4 Baths
    • 2,736 Sq Ft
    • Built 1996

    Last Sold Summary

    • $199/SF
    • 40 Days On Market

    Last Listing Agent Gina Gargeu Century 21 Downtown

    45151 Knotts Dr, Callaway, MD 20620
  • /25

    $280,000

    Sold Feb 13, 2026

    20801 Harlequin Ln, Callaway, MD 20620

    • 4 Beds
    • 2.5 Baths
    • 1,693 Sq Ft
    • Built 1987

    Last Sold Summary

    • $165/SF
    • 37 Days On Market

    Current Estimated Value $279,383

    Last Listing Agent Ben Kessie RE/MAX Galaxy

    20801 Harlequin Ln, Callaway, MD 20620
  • /52

    $505,000

    Sold May 15, 2026

    21027 Hunting Quarter Dr, Callaway, MD 20620

    • 4 Beds
    • 2.5 Baths
    • 2,368 Sq Ft
    • Built 1999

    Last Sold Summary

    • $213/SF
    • 13 Days On Market

    Current Estimated Value $502,648

    Last Listing Agent Diana Washabaugh CENTURY 21 New Millennium

    21027 Hunting Quarter Dr, Callaway, MD 20620
  • /30

    $289,900

    Sold Jan 15, 2026

    44895 Canvas Back Dr, Callaway, MD 20620

    • 3 Beds
    • 1.5 Baths
    • 1,488 Sq Ft
    • Built 1991

    Last Sold Summary

    • $195/SF
    • 8 Days On Market

    Current Estimated Value $284,793

    Last Listing Agent Michelle Camaioni RE/MAX One

    44895 Canvas Back Dr, Callaway, MD 20620
  • /35

    $340,000

    Sold Nov 21, 2025

    20035 Piney Point Rd, Callaway, MD 20620

    • 3 Beds
    • 2 Baths
    • 1,488 Sq Ft
    • Built 1970

    Last Sold Summary

    • $228/SF
    • 13 Days On Market

    Current Estimated Value $346,380

    Last Listing Agent Connie Gunn CENTURY 21 New Millennium

    20035 Piney Point Rd, Callaway, MD 20620
  • /36

    $465,000

    Sold Nov 21, 2025

    44504 Watson Ln, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 2,304 Sq Ft
    • Built 2003

    Last Sold Summary

    • $202/SF
    • 17 Days On Market

    Current Estimated Value $470,605

    Last Listing Agent Danny Morris O'Brien Realty ERA Powered

    44504 Watson Ln, Leonardtown, MD 20650
  • /2

    $399,000

    Sold Sep 19, 2025

    20904 Hunting Quarter Dr, Callaway, MD 20620

    • 3 Beds
    • 3 Baths
    • 1,222 Sq Ft
    • Built 1994

    Last Sold Summary

    • $327/SF
    • 0 Days On Market

    Current Estimated Value $403,782

    Last Listing Agent Matthew Burgan Infinitas Realty Group

    20904 Hunting Quarter Dr, Callaway, MD 20620
  • /15

    $255,000

    Sold May 31, 2026

    20835 Harlequin Ln, Callaway, MD 20620

    • 3 Beds
    • 2.5 Baths
    • 1,693 Sq Ft
    • Built 1988

    Last Sold Summary

    • 4% Below List Price
    • $151/SF
    • 16 Days On Market

    Current Estimated Value $253,173

    Last Listing Agent Clara Cretsinger Century 21 Redwood Realty

    20835 Harlequin Ln, Callaway, MD 20620
  • /21

    $261,000

    Sold Apr 17, 2026

    44826 Wood Duck Ln, Callaway, MD 20620

    • 3 Beds
    • 1.5 Baths
    • 1,188 Sq Ft
    • Built 1990

    Last Sold Summary

    • 2% Below List Price
    • $220/SF
    • 3 Days On Market

    Current Estimated Value $260,638

    Last Listing Agent Clara Cretsinger Century 21 Redwood Realty

    44826 Wood Duck Ln, Callaway, MD 20620
  • /2

    $50,000

    Sold Jan 23, 2026

    44646 Medleys Neck Rd, Leonardtown, MD 20650

    • 3 Beds
    • 1 Bath
    • 924 Sq Ft
    • Built 1999

    Last Sold Summary

    • $54/SF
    • 229 Days On Market

    Last Listing Agent Ron Lord Home Towne Real Estate

    44646 Medleys Neck Rd, Leonardtown, MD 20650

Frequently Asked Questions

What is the average time to sell a house in Callaway, MD?
The houses for sale in Callaway, MD spend an average of 31 days on the market.
What is the number of active homes for sale in Callaway, MD?
There are 5 active homes for sale in Callaway, MD.

Home Price Trends

Median Sale Price
$420,000
Median Single Family Sale Price
$469,900
Median Townhouse Sale Price
$258,000
Median 2 Bedroom Sale Price
$249,700
Average Price Per Sq Ft
$211
Number of Homes for Sale
18
Last 12 months Home Sales
17
Months of Supply
3.50
Median List Price
$435,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-6%
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