6,688

Properties in ZIP Code 20650

Section Image
    • 24308 Maypole Rd, Leonardtown, MD
      24308 Maypole Rd, Leonardtown, MD
      24308 Maypole Rd, Leonardtown, MD
      /3

      Not Listed For Sale

      24308 Maypole Rd, Leonardtown, MD

      24308 Maypole Rd, Leonardtown, MD

      Last Sold Summary

      • 299 Days On Market

      Last Listing Agent Justin Mika The Southside Group Real Estate

    • 23428 Lindsay Dr, Leonardtown, MD 20650
      23428 Lindsay Dr, Leonardtown, MD 20650
      23428 Lindsay Dr, Leonardtown, MD 20650
      /56

      Est $620,708

      Not Listed For Sale

      23428 Lindsay Dr, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 2,520 Sq Ft
      • Built 2023
      23428 Lindsay Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 181 Days On Market

      Last Listing Agent Jay Day LPT Realty, LLC

    • 41493 Fairwood Ct, Leonardtown, MD 20650
      41493 Fairwood Ct, Leonardtown, MD 20650
      41493 Fairwood Ct, Leonardtown, MD 20650
      /50

      Est $587,389

      Not Listed For Sale

      41493 Fairwood Ct, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 2,368 Sq Ft
      • Built 2023
      41493 Fairwood Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 69 Days On Market

      Last Listing Agent Lynn Smithburger CENTURY 21 New Millennium

    • 23432 Lindsay Dr, Leonardtown, MD 20650
      23432 Lindsay Dr, Leonardtown, MD 20650
      23432 Lindsay Dr, Leonardtown, MD 20650
      /57

      Est $650,631

      Not Listed For Sale

      23432 Lindsay Dr, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 3,625 Sq Ft
      • Built 2023
      23432 Lindsay Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 140 Days On Market

      Last Listing Agent Jay Day LPT Realty, LLC

    • 41403 Heritage Ln, Leonardtown, MD 20650
      41403 Heritage Ln, Leonardtown, MD 20650
      41403 Heritage Ln, Leonardtown, MD 20650
      /53

      Est $609,920

      Not Listed For Sale

      41403 Heritage Ln, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 3,340 Sq Ft
      • Built 2016
      41403 Heritage Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Wanda White CENTURY 21 New Millennium

    • 41499 Fairwood Ct, Leonardtown, MD 20650
      41499 Fairwood Ct, Leonardtown, MD 20650
      41499 Fairwood Ct, Leonardtown, MD 20650
      /5

      Est $684,895

      Not Listed For Sale

      41499 Fairwood Ct, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 3,568 Sq Ft
      • Built 2023
      41499 Fairwood Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 34 Days On Market

      Last Listing Agent Lynn Smithburger CENTURY 21 New Millennium

    • 23444 Lindsay Dr, Leonardtown, MD 20650
      23444 Lindsay Dr, Leonardtown, MD 20650
      23444 Lindsay Dr, Leonardtown, MD 20650
      /75

      Est $630,675

      Not Listed For Sale

      23444 Lindsay Dr, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 3,754 Sq Ft
      • Built 2023
      23444 Lindsay Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 197 Days On Market

      Last Listing Agent Jay Day LPT Realty, LLC

    • 41500 Fairwood Ct, Leonardtown, MD 20650
      41500 Fairwood Ct, Leonardtown, MD 20650
      41500 Fairwood Ct, Leonardtown, MD 20650
      /74

      Est $642,190

      Not Listed For Sale

      41500 Fairwood Ct, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 3,681 Sq Ft
      • Built 2023
      41500 Fairwood Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 58 Days On Market

      Last Listing Agent Kelly Padgett Century 21 Redwood Realty

    • 0 Point Lookout Rd Unit MDSM2013270, Leonardtown, MD 20650
      0 Point Lookout Rd Unit MDSM2013270, Leonardtown, MD 20650
      0 Point Lookout Rd Unit MDSM2013270, Leonardtown, MD 20650
      /25

      Not Listed For Sale

      0 Point Lookout Rd Unit MDSM2013270, Leonardtown, MD 20650

      0 Point Lookout Rd Unit MDSM2013270, Leonardtown, MD 20650

      Last Sold Summary

      • 60 Days On Market

      Last Listing Agent Livia Brow RE/MAX Realty Group

    • 23486 Watervale Dr, Leonardtown, MD 20650
      23486 Watervale Dr, Leonardtown, MD 20650
      23486 Watervale Dr, Leonardtown, MD 20650
      /73

      Est $689,314

      Not Listed For Sale

      23486 Watervale Dr, Leonardtown, MD 20650

      • 3 Beds
      • 2 Baths
      • 2,917 Sq Ft
      • Built 2023
      23486 Watervale Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Lynn Smithburger CENTURY 21 New Millennium

    • 23265 Lindsay Dr, Leonardtown, MD 20650
      23265 Lindsay Dr, Leonardtown, MD 20650
      23265 Lindsay Dr, Leonardtown, MD 20650
      /59

      Est $439,767

      Not Listed For Sale

      23265 Lindsay Dr, Leonardtown, MD 20650

      • 3 Beds
      • 3.5 Baths
      • 2,306 Sq Ft
      • Built 2017
      23265 Lindsay Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Wayne & Christine Floyd RE/MAX Realty Group

    • 19112 Lake Dr, Leonardtown, MD 20650
      19112 Lake Dr, Leonardtown, MD 20650
      19112 Lake Dr, Leonardtown, MD 20650
      /32

      Est $387,407

      Not Listed For Sale

      19112 Lake Dr, Leonardtown, MD 20650

      • 3 Beds
      • 2 Baths
      • 1,580 Sq Ft
      • Built 1958
      19112 Lake Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 346 Days On Market

      Last Listing Agent Stephanie Corley CENTURY 21 New Millennium

    • 23492 Watervale Dr, Leonardtown, MD 20650
      23492 Watervale Dr, Leonardtown, MD 20650
      23492 Watervale Dr, Leonardtown, MD 20650
      /84

      Est $756,114

      Not Listed For Sale

      23492 Watervale Dr, Leonardtown, MD 20650

      • 5 Beds
      • 4.5 Baths
      • 4,441 Sq Ft
      • Built 2023
      23492 Watervale Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Mallory Bare CENTURY 21 New Millennium

    • 41523 Fairwood Ct, Leonardtown, MD 20650
      41523 Fairwood Ct, Leonardtown, MD 20650
      41523 Fairwood Ct, Leonardtown, MD 20650
      /3

      Est $606,059

      Not Listed For Sale

      41523 Fairwood Ct, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 2,031 Sq Ft
      • Built 2023
      41523 Fairwood Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Lynn Smithburger CENTURY 21 New Millennium

    • 41530 Fairwood Ct, Leonardtown, MD 20650
      41530 Fairwood Ct, Leonardtown, MD 20650
      41530 Fairwood Ct, Leonardtown, MD 20650
      /66

      Est $661,387

      Not Listed For Sale

      41530 Fairwood Ct, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 3,906 Sq Ft
      • Built 2023
      41530 Fairwood Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 179 Days On Market

      Last Listing Agent Jay Day LPT Realty, LLC

    • 41518 Fairwood Ct, Leonardtown, MD 20650
      41518 Fairwood Ct, Leonardtown, MD 20650
      41518 Fairwood Ct, Leonardtown, MD 20650
      /46

      Est $653,518

      Not Listed For Sale

      41518 Fairwood Ct, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 2,947 Sq Ft
      • Built 2023
      41518 Fairwood Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 42 Days On Market

      Last Listing Agent Mike Mason Long & Foster Real Estate, Inc.

    • 23498 Watervale Dr, Leonardtown, MD 20650
      23498 Watervale Dr, Leonardtown, MD 20650
      23498 Watervale Dr, Leonardtown, MD 20650
      /6

      Est $696,578

      Not Listed For Sale

      23498 Watervale Dr, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 3,080 Sq Ft
      • Built 2023
      23498 Watervale Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 96 Days On Market

      Last Listing Agent Lynn Smithburger CENTURY 21 New Millennium

    • 45025 Meadow St, Leonardtown, MD 20650
      45025 Meadow St, Leonardtown, MD 20650
      45025 Meadow St, Leonardtown, MD 20650
      /16

      Est $663,723

      Not Listed For Sale

      45025 Meadow St, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 3,055 Sq Ft
      • Built 2023
      45025 Meadow St, Leonardtown, MD 20650

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Laura Lee Hefley RE/MAX One

    • 41511 Fairwood Ct, Leonardtown, MD 20650
      41511 Fairwood Ct, Leonardtown, MD 20650
      41511 Fairwood Ct, Leonardtown, MD 20650
      /47

      Est $606,022

      Not Listed For Sale

      41511 Fairwood Ct, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 2,279 Sq Ft
      • Built 2023
      41511 Fairwood Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Lynn Smithburger CENTURY 21 New Millennium

    • 23260 Lindsay Dr, Leonardtown, MD 20650
      23260 Lindsay Dr, Leonardtown, MD 20650
      23260 Lindsay Dr, Leonardtown, MD 20650
      /15

      Est $661,825

      Not Listed For Sale

      23260 Lindsay Dr, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 3,119 Sq Ft
      • Built 2023
      23260 Lindsay Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Jay Day LPT Realty, LLC

    • 22082 Daffodil Ct, Leonardtown, MD 20650
      22082 Daffodil Ct, Leonardtown, MD 20650
      22082 Daffodil Ct, Leonardtown, MD 20650
      /18

      Est $670,668

      Not Listed For Sale

      22082 Daffodil Ct, Leonardtown, MD 20650

      • 4 Beds
      • 3 Baths
      • 3,409 Sq Ft
      • Built 2023
      22082 Daffodil Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 175 Days On Market

      Last Listing Agent Laura Lee Hefley RE/MAX One

    • 23653 Hansel Ct, Leonardtown, MD 20650
      23653 Hansel Ct, Leonardtown, MD 20650
      23653 Hansel Ct, Leonardtown, MD 20650
      /82

      Est $711,028

      Not Listed For Sale

      23653 Hansel Ct, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 4,303 Sq Ft
      • Built 2010
      23653 Hansel Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Heather Foster RE/MAX One

    • 41367 Margrove Cir, Leonardtown, MD 20650
      41367 Margrove Cir, Leonardtown, MD 20650
      41367 Margrove Cir, Leonardtown, MD 20650
      /26

      Est $445,477

      Not Listed For Sale

      41367 Margrove Cir, Leonardtown, MD 20650

      • 3 Beds
      • 3.5 Baths
      • 2,402 Sq Ft
      • Built 2016
      41367 Margrove Cir, Leonardtown, MD 20650

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Ashley Brown O'Brien Realty ERA Powered

    • 41411 Real Quiet Dr, Leonardtown, MD 20650
      41411 Real Quiet Dr, Leonardtown, MD 20650
      41411 Real Quiet Dr, Leonardtown, MD 20650
      /21

      Est $718,832

      Not Listed For Sale

      41411 Real Quiet Dr, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 5,296 Sq Ft
      • Built 2013
      41411 Real Quiet Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Laura Lee Hefley RE/MAX One

    • 23266 Applewood Ln, Leonardtown, MD 20650
      23266 Applewood Ln, Leonardtown, MD 20650
      23266 Applewood Ln, Leonardtown, MD 20650
      /62

      Est $673,221

      Not Listed For Sale

      23266 Applewood Ln, Leonardtown, MD 20650

      • 6 Beds
      • 3.5 Baths
      • 3,912 Sq Ft
      • Built 2024
      23266 Applewood Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 35 Days On Market

      Last Listing Agent Jay Day LPT Realty, LLC

    • 40545 Breton Knolls Ct, Leonardtown, MD 20650
      40545 Breton Knolls Ct, Leonardtown, MD 20650
      40545 Breton Knolls Ct, Leonardtown, MD 20650
      /3

      Est $801,251

      Not Listed For Sale

      40545 Breton Knolls Ct, Leonardtown, MD 20650

      • Built 2025
      40545 Breton Knolls Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 323 Days On Market

      Last Listing Agent Mark Posey Greenmark Real Estate

    • 24633 Springhill Ln, Leonardtown, MD 20650
      24633 Springhill Ln, Leonardtown, MD 20650
      24633 Springhill Ln, Leonardtown, MD 20650
      /3

      Est $780,299

      Not Listed For Sale

      24633 Springhill Ln, Leonardtown, MD 20650

      • Built 2025
      24633 Springhill Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 503 Days On Market

      Last Listing Agent Mark Posey Greenmark Real Estate

    • 24668 Springhill Ln, Leonardtown, MD 20650
      24668 Springhill Ln, Leonardtown, MD 20650
      24668 Springhill Ln, Leonardtown, MD 20650
      /3

      Est $937,930

      Not Listed For Sale

      24668 Springhill Ln, Leonardtown, MD 20650

      • Built 2025
      24668 Springhill Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 503 Days On Market

      Last Listing Agent Mark Posey Greenmark Real Estate

    • 40641 Breton Knolls Ct, Leonardtown, MD 20650
      40641 Breton Knolls Ct, Leonardtown, MD 20650
      40641 Breton Knolls Ct, Leonardtown, MD 20650
      /3

      Est $896,617

      Not Listed For Sale

      40641 Breton Knolls Ct, Leonardtown, MD 20650

      • Built 2024
      40641 Breton Knolls Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 197 Days On Market

      Last Listing Agent Mark Posey Greenmark Real Estate

    • 24716 Trailside Ln, Leonardtown, MD 20650
      24716 Trailside Ln, Leonardtown, MD 20650
      24716 Trailside Ln, Leonardtown, MD 20650
      /27

      Est $1,276,182

      Not Listed For Sale

      24716 Trailside Ln, Leonardtown, MD 20650

      • 6 Beds
      • 7 Baths
      • Built 2023
      24716 Trailside Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Michele Posey RE/MAX Realty Group

    • 24761 Trailside Ln, Leonardtown, MD 20650
      24761 Trailside Ln, Leonardtown, MD 20650
      24761 Trailside Ln, Leonardtown, MD 20650
      /4

      Est $1,060,208

      Not Listed For Sale

      24761 Trailside Ln, Leonardtown, MD 20650

      • Built 2024
      24761 Trailside Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 345 Days On Market

      Last Listing Agent Patricia Nicely JPAR Real Estate Professionals

    • 24749 Trailside Ln, Leonardtown, MD 20650
      24749 Trailside Ln, Leonardtown, MD 20650
      24749 Trailside Ln, Leonardtown, MD 20650
      /4

      Est $521,000

      Not Listed For Sale

      24749 Trailside Ln, Leonardtown, MD 20650

      24749 Trailside Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 818 Days On Market

      Last Listing Agent Patricia Nicely JPAR Real Estate Professionals

    • 24737 Trailside Ln, Leonardtown, MD 20650
      24737 Trailside Ln, Leonardtown, MD 20650
      24737 Trailside Ln, Leonardtown, MD 20650
      /4

      Est $216,594

      Not Listed For Sale

      24737 Trailside Ln, Leonardtown, MD 20650

      24737 Trailside Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 401 Days On Market

      Last Listing Agent Patricia Nicely JPAR Real Estate Professionals

    • 24713 Trailside Ln, Leonardtown, MD 20650
      24713 Trailside Ln, Leonardtown, MD 20650
      24713 Trailside Ln, Leonardtown, MD 20650
      /15

      Est $1,017,762

      Not Listed For Sale

      24713 Trailside Ln, Leonardtown, MD 20650

      • 5 Beds
      • 4.5 Baths
      • Built 2023
      24713 Trailside Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Michele Posey RE/MAX Realty Group

    • 40624 Breton Knolls Ct, Leonardtown, MD 20650
      40624 Breton Knolls Ct, Leonardtown, MD 20650
      40624 Breton Knolls Ct, Leonardtown, MD 20650
      /4

      Not Listed For Sale

      40624 Breton Knolls Ct, Leonardtown, MD 20650

      40624 Breton Knolls Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 593 Days On Market

      Last Listing Agent Patricia Nicely JPAR Real Estate Professionals

    • 25241 Ledgewood Way, Leonardtown, MD 20650
      25241 Ledgewood Way, Leonardtown, MD 20650
      25241 Ledgewood Way, Leonardtown, MD 20650
      /4

      Est $832,424

      Not Listed For Sale

      25241 Ledgewood Way, Leonardtown, MD 20650

      • Built 2025
      25241 Ledgewood Way, Leonardtown, MD 20650

      Last Sold Summary

      • 533 Days On Market

      Last Listing Agent Patricia Nicely JPAR Real Estate Professionals

    • 23278 Applewood Ln, Leonardtown, MD 20650
      23278 Applewood Ln, Leonardtown, MD 20650
      23278 Applewood Ln, Leonardtown, MD 20650
      /47

      Est $677,743

      Not Listed For Sale

      23278 Applewood Ln, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 4,306 Sq Ft
      • Built 2022
      23278 Applewood Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Jonathan Benya EXP Realty, LLC

    • 23445 Grovewood Ct, Leonardtown, MD 20650
      23445 Grovewood Ct, Leonardtown, MD 20650
      23445 Grovewood Ct, Leonardtown, MD 20650
      /61

      Est $447,782

      Not Listed For Sale

      23445 Grovewood Ct, Leonardtown, MD 20650

      • 3 Beds
      • 3.5 Baths
      • 2,379 Sq Ft
      • Built 2022
      23445 Grovewood Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 46 Days On Market

      Last Listing Agent John Gatton CENTURY 21 New Millennium

    • 23433 Grovewood Ct, Leonardtown, MD 20650
      23433 Grovewood Ct, Leonardtown, MD 20650
      23433 Grovewood Ct, Leonardtown, MD 20650
      /78

      Est $516,592

      Not Listed For Sale

      23433 Grovewood Ct, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 2,804 Sq Ft
      • Built 2022
      23433 Grovewood Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Wayne & Christine Floyd RE/MAX Realty Group

    • 41469 Charismatic Way, Leonardtown, MD 20650
      41469 Charismatic Way, Leonardtown, MD 20650
      41469 Charismatic Way, Leonardtown, MD 20650
      /68

      Est $660,323

      Not Listed For Sale

      41469 Charismatic Way, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 3,420 Sq Ft
      • Built 2015
      41469 Charismatic Way, Leonardtown, MD 20650

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Heather Foster RE/MAX One

Showing Results 241 - 280, Page 7 of 18

Maryland St Marys County Leonardtown

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