6,720

Leonardtown, MD Homes

Section Image
    • 41474 Marwood Cir, Leonardtown, MD 20650
      41474 Marwood Cir, Leonardtown, MD 20650
      41474 Marwood Cir, Leonardtown, MD 20650
      /58

      Est $459,201

      Not Listed For Sale

      41474 Marwood Cir, Leonardtown, MD 20650

      • 3 Beds
      • 3.5 Baths
      • 2,522 Sq Ft
      • Built 2021
      41474 Marwood Cir, Leonardtown, MD 20650

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Cynthia Ballard Century 21 Redwood Realty

    • 41459 Dauber Way, Leonardtown, MD 20650
      41459 Dauber Way, Leonardtown, MD 20650
      41459 Dauber Way, Leonardtown, MD 20650
      /88

      Est $702,201

      Not Listed For Sale

      41459 Dauber Way, Leonardtown, MD 20650

      • 5 Beds
      • 4.5 Baths
      • 4,395 Sq Ft
      • Built 2011
      41459 Dauber Way, Leonardtown, MD 20650

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent Heather Foster RE/MAX One

    • 41432 Silver Charm Ct, Leonardtown, MD 20650
      41432 Silver Charm Ct, Leonardtown, MD 20650
      41432 Silver Charm Ct, Leonardtown, MD 20650
      /43

      Est $741,526

      Not Listed For Sale

      41432 Silver Charm Ct, Leonardtown, MD 20650

      • 5 Beds
      • 4 Baths
      • 5,074 Sq Ft
      • Built 2010
      41432 Silver Charm Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Joseph Hawkins Hawkins Real Estate Company

    • 40407 Breton View Dr, Leonardtown, MD 20650
      40407 Breton View Dr, Leonardtown, MD 20650
      40407 Breton View Dr, Leonardtown, MD 20650
      /19

      Est $403,060

      Not Listed For Sale

      40407 Breton View Dr, Leonardtown, MD 20650

      • 3 Beds
      • 4 Baths
      • 2,640 Sq Ft
      • Built 1991
      40407 Breton View Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 30 Days On Market

      Last Listing Agent Anne Davis CENTURY 21 New Millennium

    • 22540 Landing Way, Leonardtown, MD 20650
      22540 Landing Way, Leonardtown, MD 20650
      22540 Landing Way, Leonardtown, MD 20650
      /37

      Est $523,606

      Not Listed For Sale

      22540 Landing Way, Leonardtown, MD 20650

      • 3 Beds
      • 3.5 Baths
      • 2,764 Sq Ft
      • Built 2005
      22540 Landing Way, Leonardtown, MD 20650

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Trish Brow O'Brien Realty ERA Powered

    • 23331 Greenbrier Rd, Leonardtown, MD 20650
      23331 Greenbrier Rd, Leonardtown, MD 20650
      23331 Greenbrier Rd, Leonardtown, MD 20650
      /27

      Est $504,191

      Not Listed For Sale

      23331 Greenbrier Rd, Leonardtown, MD 20650

      • 3 Beds
      • 2 Baths
      • 1,880 Sq Ft
      • Built 2020
      23331 Greenbrier Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Kimberly Briscoe Berkshire Hathaway HomeServices PenFed Realty

    • 23350 Potato Hill Farm Ln, Leonardtown, MD 20650
      23350 Potato Hill Farm Ln, Leonardtown, MD 20650
      23350 Potato Hill Farm Ln, Leonardtown, MD 20650
      /64

      Est $1,105,268

      Not Listed For Sale

      23350 Potato Hill Farm Ln, Leonardtown, MD 20650

      • 5 Beds
      • 5.5 Baths
      • 6,508 Sq Ft
      • Built 2009
      23350 Potato Hill Farm Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Helen Mattingly Wernecke Berkshire Hathaway HomeServices PenFed Realty

    • 41326 Margrove Cir, Leonardtown, MD 20650
      41326 Margrove Cir, Leonardtown, MD 20650
      41326 Margrove Cir, Leonardtown, MD 20650
      /77

      Est $483,036

      Not Listed For Sale

      41326 Margrove Cir, Leonardtown, MD 20650

      • 3 Beds
      • 3.5 Baths
      • 2,645 Sq Ft
      • Built 2015
      41326 Margrove Cir, Leonardtown, MD 20650

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Jessica Raley CENTURY 21 New Millennium

    • 41436 Whimsical Ct, Leonardtown, MD 20650
      41436 Whimsical Ct, Leonardtown, MD 20650
      41436 Whimsical Ct, Leonardtown, MD 20650
      /65

      Est $627,235

      Not Listed For Sale

      41436 Whimsical Ct, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 3,209 Sq Ft
      • Built 2011
      41436 Whimsical Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 34 Days On Market

      Last Listing Agent Heather Foster RE/MAX One

    • 23267 Clarks Rest Rd, Leonardtown, MD 20650
      23267 Clarks Rest Rd, Leonardtown, MD 20650
      23267 Clarks Rest Rd, Leonardtown, MD 20650
      /66

      Est $729,651

      Not Listed For Sale

      23267 Clarks Rest Rd, Leonardtown, MD 20650

      • 5 Beds
      • 6 Baths
      • 5,213 Sq Ft
      • Built 2015
      23267 Clarks Rest Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Chris Hill CENTURY 21 New Millennium

    • 40315 Wathen Rd, Leonardtown, MD 20650
      40315 Wathen Rd, Leonardtown, MD 20650
      40315 Wathen Rd, Leonardtown, MD 20650
      /28

      Est $315,837

      Not Listed For Sale

      40315 Wathen Rd, Leonardtown, MD 20650

      • 3 Beds
      • 1 Bath
      • 1,040 Sq Ft
      • Built 1971
      40315 Wathen Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Brian Mayer Real Broker, LLC

    • 22809 Washington St, Leonardtown, MD 20650
      22809 Washington St, Leonardtown, MD 20650
      22809 Washington St, Leonardtown, MD 20650
      /51

      Est $554,991

      Not Listed For Sale

      22809 Washington St, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 2,840 Sq Ft
      • Built 1940
      22809 Washington St, Leonardtown, MD 20650

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Carol Kalmus-Choporis Century 21 Redwood Realty

    • 23061 Town Run Dr, Leonardtown, MD 20650
      23061 Town Run Dr, Leonardtown, MD 20650
      23061 Town Run Dr, Leonardtown, MD 20650
      /61

      Est $677,742

      Not Listed For Sale

      23061 Town Run Dr, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 3,620 Sq Ft
      • Built 2023
      23061 Town Run Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 295 Days On Market

      Last Listing Agent Laura Lee Hefley RE/MAX One

    • 23055 Town Run Dr, Leonardtown, MD 20650
      23055 Town Run Dr, Leonardtown, MD 20650
      23055 Town Run Dr, Leonardtown, MD 20650
      /85

      Est $703,042

      Not Listed For Sale

      23055 Town Run Dr, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 4,019 Sq Ft
      • Built 2021
      23055 Town Run Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Laura Lee Hefley RE/MAX One

    • 23049 Town Run Dr, Leonardtown, MD 20650
      23049 Town Run Dr, Leonardtown, MD 20650
      23049 Town Run Dr, Leonardtown, MD 20650
      /76

      Est $649,918

      Not Listed For Sale

      23049 Town Run Dr, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 2,707 Sq Ft
      • Built 2023
      23049 Town Run Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 300 Days On Market

      Last Listing Agent Laura Lee Hefley RE/MAX One

    • 23043 Town Run Dr, Leonardtown, MD 20650
      23043 Town Run Dr, Leonardtown, MD 20650
      23043 Town Run Dr, Leonardtown, MD 20650
      /73

      Est $699,904

      Not Listed For Sale

      23043 Town Run Dr, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 4,003 Sq Ft
      • Built 2023
      23043 Town Run Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 522 Days On Market

      Last Listing Agent Laura Lee Hefley RE/MAX One

    • 23037 Town Run Dr, Leonardtown, MD 20650
      23037 Town Run Dr, Leonardtown, MD 20650
      23037 Town Run Dr, Leonardtown, MD 20650
      /11

      Est $639,073

      Not Listed For Sale

      23037 Town Run Dr, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 2,701 Sq Ft
      • Built 2022
      23037 Town Run Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 285 Days On Market

      Last Listing Agent Laura Lee Hefley RE/MAX One

    • 23031 Town Run Dr, Leonardtown, MD 20650
      23031 Town Run Dr, Leonardtown, MD 20650
      23031 Town Run Dr, Leonardtown, MD 20650
      /22

      Est $690,153

      Not Listed For Sale

      23031 Town Run Dr, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 3,072 Sq Ft
      • Built 2023
      23031 Town Run Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 232 Days On Market

      Last Listing Agent Laura Lee Hefley RE/MAX One

    • 23013 Town Run Dr, Leonardtown, MD 20650
      23013 Town Run Dr, Leonardtown, MD 20650
      23013 Town Run Dr, Leonardtown, MD 20650
      /30

      Est $703,485

      Not Listed For Sale

      23013 Town Run Dr, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 4,463 Sq Ft
      • Built 2020
      23013 Town Run Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Laura Lee Hefley RE/MAX One

    • 23007 Town Run Dr, Leonardtown, MD 20650
      23007 Town Run Dr, Leonardtown, MD 20650
      23007 Town Run Dr, Leonardtown, MD 20650
      /28

      Est $715,490

      Not Listed For Sale

      23007 Town Run Dr, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 4,067 Sq Ft
      • Built 2023
      23007 Town Run Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 285 Days On Market

      Last Listing Agent Laura Lee Hefley RE/MAX One

    • 23001 Town Run Dr, Leonardtown, MD 20650
      23001 Town Run Dr, Leonardtown, MD 20650
      23001 Town Run Dr, Leonardtown, MD 20650
      /5

      Est $653,203

      Not Listed For Sale

      23001 Town Run Dr, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 2,878 Sq Ft
      • Built 2023
      23001 Town Run Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 452 Days On Market

      Last Listing Agent Laura Lee Hefley RE/MAX One

    • 23225 Spalding Ln, Leonardtown, MD 20650
      23225 Spalding Ln, Leonardtown, MD 20650
      23225 Spalding Ln, Leonardtown, MD 20650
      /34

      Est $344,531

      Not Listed For Sale

      23225 Spalding Ln, Leonardtown, MD 20650

      • 3 Beds
      • 2 Baths
      • 1,614 Sq Ft
      • Built 1951
      23225 Spalding Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 29 Days On Market

      Last Listing Agent Peggy Sheehan Patterson-Schwartz-Middletown

    • 42500 Saint Margarets Dr, Leonardtown, MD 20650
      42500 Saint Margarets Dr, Leonardtown, MD 20650
      42500 Saint Margarets Dr, Leonardtown, MD 20650
      /12

      Est $143,214

      Not Listed For Sale

      42500 Saint Margarets Dr, Leonardtown, MD 20650

      42500 Saint Margarets Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 76 Days On Market

      Last Listing Agent Kalee Kelly Infinitas Realty Group

    • 21865 Rose Bank Rd, Leonardtown, MD 20650
      21865 Rose Bank Rd, Leonardtown, MD 20650
      21865 Rose Bank Rd, Leonardtown, MD 20650
      /11

      Est $389,543

      Not Listed For Sale

      21865 Rose Bank Rd, Leonardtown, MD 20650

      • 3 Beds
      • 3 Baths
      • 1,640 Sq Ft
      • Built 1963
      21865 Rose Bank Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Christopher White Classic Select Inc

    • 25465 Point Lookout Rd, Leonardtown, MD 20650
      25465 Point Lookout Rd, Leonardtown, MD 20650
      25465 Point Lookout Rd, Leonardtown, MD 20650
      /58

      Est $311,249

      Not Listed For Sale

      25465 Point Lookout Rd, Leonardtown, MD 20650

      • 4 Beds
      • 2 Baths
      • 1,800 Sq Ft
      • Built 1948
      25465 Point Lookout Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 35 Days On Market

      Last Listing Agent Patrick Deighan CENTURY 21 New Millennium

    • 21549 Point Lookout Rd, Leonardtown, MD 20650
      21549 Point Lookout Rd, Leonardtown, MD 20650
      21549 Point Lookout Rd, Leonardtown, MD 20650
      /43

      Est $721,661

      Not Listed For Sale

      21549 Point Lookout Rd, Leonardtown, MD 20650

      • 5 Beds
      • 4 Baths
      • 3,153 Sq Ft
      • Built 2001
      21549 Point Lookout Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent MaryAnne Crewse O'Brien Realty ERA Powered

    • 25022 Meadowlark Ct, Leonardtown, MD 20650
      25022 Meadowlark Ct, Leonardtown, MD 20650
      25022 Meadowlark Ct, Leonardtown, MD 20650
      /62

      Est $680,192

      Not Listed For Sale

      25022 Meadowlark Ct, Leonardtown, MD 20650

      • 4 Beds
      • 3 Baths
      • 4,188 Sq Ft
      • Built 2021
      25022 Meadowlark Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Laura Lee Hefley RE/MAX One

    • 41434 Margrove Cir, Leonardtown, MD 20650
      41434 Margrove Cir, Leonardtown, MD 20650
      41434 Margrove Cir, Leonardtown, MD 20650
      /29

      Est $444,100

      Not Listed For Sale

      41434 Margrove Cir, Leonardtown, MD 20650

      • 3 Beds
      • 3.5 Baths
      • 2,356 Sq Ft
      • Built 2020
      41434 Margrove Cir, Leonardtown, MD 20650

      Last Sold Summary

      • 30 Days On Market

      Last Listing Agent Jonathan Boss RE/MAX One

    • 39922 Long Leaf Ln, Leonardtown, MD 20650
      39922 Long Leaf Ln, Leonardtown, MD 20650
      39922 Long Leaf Ln, Leonardtown, MD 20650
      /5

      Est $222,046

      Not Listed For Sale

      39922 Long Leaf Ln, Leonardtown, MD 20650

      39922 Long Leaf Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 218 Days On Market

      Last Listing Agent Connie Fitzgerald RE/MAX One

    • 22395 Hood Ln, Leonardtown, MD 20650
      22395 Hood Ln, Leonardtown, MD 20650
      22395 Hood Ln, Leonardtown, MD 20650
      /95

      Est $644,193

      Not Listed For Sale

      22395 Hood Ln, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 3,120 Sq Ft
      • Built 2011
      22395 Hood Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 42 Days On Market

      Last Listing Agent Jessica Raley CENTURY 21 New Millennium

    • 23636 Hansel Ct, Leonardtown, MD 20650
      23636 Hansel Ct, Leonardtown, MD 20650
      23636 Hansel Ct, Leonardtown, MD 20650
      /79

      Est $661,955

      Not Listed For Sale

      23636 Hansel Ct, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 3,129 Sq Ft
      • Built 2010
      23636 Hansel Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 151 Days On Market

      Last Listing Agent Chris Hill CENTURY 21 New Millennium

    • 40095 Greentree Dr, Leonardtown, MD 20650
      40095 Greentree Dr, Leonardtown, MD 20650
      40095 Greentree Dr, Leonardtown, MD 20650
      /90

      Est $954,839

      Not Listed For Sale

      40095 Greentree Dr, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 4,416 Sq Ft
      • Built 2022
      40095 Greentree Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Sarah Mulford-Martin EXP Realty, LLC

    • 22395 Gore St, Leonardtown, MD 20650
      22395 Gore St, Leonardtown, MD 20650
      22395 Gore St, Leonardtown, MD 20650
      /27

      Est $378,577

      Not Listed For Sale

      22395 Gore St, Leonardtown, MD 20650

      • 3 Beds
      • 2 Baths
      • 1,456 Sq Ft
      • Built 1982
      22395 Gore St, Leonardtown, MD 20650

      Last Sold Summary

      • 53 Days On Market

      Last Listing Agent Billy Rabbitt The Southside Group Real Estate

    • 22890 Duke St, Leonardtown, MD 20650
      22890 Duke St, Leonardtown, MD 20650
      22890 Duke St, Leonardtown, MD 20650
      /15

      Est $216,727

      Not Listed For Sale

      22890 Duke St, Leonardtown, MD 20650

      • 2 Beds
      • 1 Bath
      • 780 Sq Ft
      • Built 1950
      22890 Duke St, Leonardtown, MD 20650

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent The Burks-Sutten Team Century 21 Redwood Realty

    • 40606 Crimson Way, Leonardtown, MD 20650
      40606 Crimson Way, Leonardtown, MD 20650
      40606 Crimson Way, Leonardtown, MD 20650
      /9

      Est $376,667

      Not Listed For Sale

      40606 Crimson Way, Leonardtown, MD 20650

      • Built 2025
      40606 Crimson Way, Leonardtown, MD 20650

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Jessica Raley CENTURY 21 New Millennium

    • 43035 Bluejay Ln, Leonardtown, MD 20650
      43035 Bluejay Ln, Leonardtown, MD 20650
      43035 Bluejay Ln, Leonardtown, MD 20650
      /81

      Est $645,894

      Not Listed For Sale

      43035 Bluejay Ln, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 2,614 Sq Ft
      • Built 2021
      43035 Bluejay Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Laura Lee Hefley RE/MAX One

    • 43012 Bluejay Ln, Leonardtown, MD 20650
      43012 Bluejay Ln, Leonardtown, MD 20650
      43012 Bluejay Ln, Leonardtown, MD 20650
      /9

      Est $743,996

      Not Listed For Sale

      43012 Bluejay Ln, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 3,440 Sq Ft
      • Built 2021
      43012 Bluejay Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Robin Errington CENTURY 21 New Millennium

    • 41451 Charismatic Way, Leonardtown, MD 20650
      41451 Charismatic Way, Leonardtown, MD 20650
      41451 Charismatic Way, Leonardtown, MD 20650
      /47

      Est $688,958

      Not Listed For Sale

      41451 Charismatic Way, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 4,598 Sq Ft
      • Built 2014
      41451 Charismatic Way, Leonardtown, MD 20650

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Anne Davis CENTURY 21 New Millennium

    • 39990 Bluegrass Ln, Leonardtown, MD 20650
      39990 Bluegrass Ln, Leonardtown, MD 20650
      39990 Bluegrass Ln, Leonardtown, MD 20650
      /4

      Est $707,078

      Not Listed For Sale

      39990 Bluegrass Ln, Leonardtown, MD 20650

      • Built 2025
      39990 Bluegrass Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 78 Days On Market

      Last Listing Agent Kimberly Scott Century 21 Redwood Realty

    • 23546 Watervale Dr, Leonardtown, MD 20650
      23546 Watervale Dr, Leonardtown, MD 20650
      23546 Watervale Dr, Leonardtown, MD 20650
      /36

      Est $675,319

      Not Listed For Sale

      23546 Watervale Dr, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 4,294 Sq Ft
      • Built 2014
      23546 Watervale Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Charlotte Long EXP Realty, LLC

Showing Results 601 - 640, Page 16 of 18

Maryland St Marys County

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group