6,736

Leonardtown, MD Homes

Section Image
  • 23888 Hollywood Rd, Leonardtown, MD 20650
    23888 Hollywood Rd, Leonardtown, MD 20650
    23888 Hollywood Rd, Leonardtown, MD 20650
    /25

    $400,000 Sold Aug 15, 2025

    23888 Hollywood Rd, Leonardtown, MD 20650

    • 4 Beds
    • 2 Baths
    • 1,450 Sq Ft
    • Built 1972

    Last Sold Summary

    • $276/SF
    • 3 Days On Market

    Current Estimated Value $399,750

    Last Listing Agent Mark Frisco CENTURY 21 New Millennium

    23888 Hollywood Rd, Leonardtown, MD 20650
    • 43560 Ridge Ct, Leonardtown, MD 20650
      43560 Ridge Ct, Leonardtown, MD 20650
      43560 Ridge Ct, Leonardtown, MD 20650
      /80

      Est $664,358 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,702 Sq Ft

      43560 Ridge Ct, Leonardtown, MD 20650

      43560 Ridge Ct, Leonardtown, MD 20650
  • 23749 Coventry Dr, Leonardtown, MD 20650
    23749 Coventry Dr, Leonardtown, MD 20650
    23749 Coventry Dr, Leonardtown, MD 20650
    /64

    $739,900 Sold Apr 25, 2025

    23749 Coventry Dr, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 6,015 Sq Ft
    • Built 2013

    Last Sold Summary

    • $123/SF
    • 179 Days On Market

    Current Estimated Value $751,208

    Last Listing Agent Carol Kalmus-Choporis CENTURY 21 New Millennium

    23749 Coventry Dr, Leonardtown, MD 20650
    • 20510 Deer Wood Park Dr, Leonardtown, MD 20650
      20510 Deer Wood Park Dr, Leonardtown, MD 20650
      20510 Deer Wood Park Dr, Leonardtown, MD 20650
      /57

      Est $639,304 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,436 Sq Ft

      20510 Deer Wood Park Dr, Leonardtown, MD 20650

      20510 Deer Wood Park Dr, Leonardtown, MD 20650
  • 23220 Brandon Ct, Leonardtown, MD 20650
    23220 Brandon Ct, Leonardtown, MD 20650
    23220 Brandon Ct, Leonardtown, MD 20650
    /61

    $545,000 Sold Sep 26, 2025

    23220 Brandon Ct, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 2,102 Sq Ft
    • Built 2004

    Last Sold Summary

    • $259/SF
    • 3 Days On Market

    Current Estimated Value $545,379

    Last Listing Agent Jennifer Goddard CENTURY 21 New Millennium

    23220 Brandon Ct, Leonardtown, MD 20650
    • 41510 Reins Ct, Leonardtown, MD 20650
      41510 Reins Ct, Leonardtown, MD 20650
      41510 Reins Ct, Leonardtown, MD 20650
      /59

      Est $543,097 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,732 Sq Ft

      41510 Reins Ct, Leonardtown, MD 20650

      41510 Reins Ct, Leonardtown, MD 20650
  • 22798 Lawrence Ave, Leonardtown, MD 20650
    22798 Lawrence Ave, Leonardtown, MD 20650
    22798 Lawrence Ave, Leonardtown, MD 20650
    /46

    $350,000 Sold Sep 19, 2025

    22798 Lawrence Ave, Leonardtown, MD 20650

    • 3 Beds
    • 1.5 Baths
    • 1,160 Sq Ft
    • Built 1978

    Last Sold Summary

    • $302/SF
    • 28 Days On Market

    Current Estimated Value $345,998

    Last Listing Agent Barbara Click O'Brien Realty ERA Powered

    22798 Lawrence Ave, Leonardtown, MD 20650
    • 41575 Coach Ct, Leonardtown, MD 20650
      41575 Coach Ct, Leonardtown, MD 20650
      41575 Coach Ct, Leonardtown, MD 20650
      /31

      Est $618,072 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,514 Sq Ft

      41575 Coach Ct, Leonardtown, MD 20650

      41575 Coach Ct, Leonardtown, MD 20650
  • 23392 Marview Ct, Leonardtown, MD 20650
    23392 Marview Ct, Leonardtown, MD 20650
    23392 Marview Ct, Leonardtown, MD 20650
    /40

    $434,900 Sold Sep 30, 2025

    23392 Marview Ct, Leonardtown, MD 20650

    • 3 Beds
    • 3.5 Baths
    • 2,306 Sq Ft
    • Built 2018

    Last Sold Summary

    • $189/SF
    • 28 Days On Market

    Last Listing Agent Ana Galvan CENTURY 21 New Millennium

    23392 Marview Ct, Leonardtown, MD 20650
    • 23960 R G Way, Leonardtown, MD 20650
      23960 R G Way, Leonardtown, MD 20650
      23960 R G Way, Leonardtown, MD 20650
      /56

      Est $714,319 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,788 Sq Ft

      23960 R G Way, Leonardtown, MD 20650

      23960 R G Way, Leonardtown, MD 20650
  • 22530 Bull Rd, Leonardtown, MD 20650
    22530 Bull Rd, Leonardtown, MD 20650
    22530 Bull Rd, Leonardtown, MD 20650
    /27

    $575,000 Sold Sep 12, 2025

    22530 Bull Rd, Leonardtown, MD 20650

    • 3 Beds
    • 3 Baths
    • 1,976 Sq Ft
    • Built 1971

    Last Sold Summary

    • $291/SF

    Current Estimated Value $570,813

    Last Listing Agent Carol Kalmus-Choporis CENTURY 21 New Millennium

    22530 Bull Rd, Leonardtown, MD 20650
    • 43210 Oakway Ct, Leonardtown, MD 20650
      43210 Oakway Ct, Leonardtown, MD 20650
      43210 Oakway Ct, Leonardtown, MD 20650
      /66

      Est $573,489 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,517 Sq Ft

      43210 Oakway Ct, Leonardtown, MD 20650

      43210 Oakway Ct, Leonardtown, MD 20650
  • 21897 Fairway Dr, Leonardtown, MD 20650
    21897 Fairway Dr, Leonardtown, MD 20650
    21897 Fairway Dr, Leonardtown, MD 20650
    /70

    $625,000 Sold Jul 02, 2025

    21897 Fairway Dr, Leonardtown, MD 20650

    • 5 Beds
    • 2.5 Baths
    • 3,664 Sq Ft
    • Built 1997

    Last Sold Summary

    • $171/SF
    • 69 Days On Market

    Current Estimated Value $650,969

    Last Listing Agent Matthew Burgan Infinitas Realty Group

    21897 Fairway Dr, Leonardtown, MD 20650
    • 22876 White Swan Way, Leonardtown, MD 20650
      22876 White Swan Way, Leonardtown, MD 20650
      22876 White Swan Way, Leonardtown, MD 20650
      /49

      Est $752,928 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,984 Sq Ft

      22876 White Swan Way, Leonardtown, MD 20650

      22876 White Swan Way, Leonardtown, MD 20650
  • 22186 Monterey Place, Leonardtown, MD 20650
    22186 Monterey Place, Leonardtown, MD 20650
    22186 Monterey Place, Leonardtown, MD 20650
    /30

    $510,000 Sold Sep 19, 2025

    22186 Monterey Place, Leonardtown, MD 20650

    • 4 Beds
    • 2 Baths
    • 2,935 Sq Ft
    • Built 1975

    Last Sold Summary

    • $174/SF
    • 54 Days On Market

    Current Estimated Value $516,734

    Last Listing Agent Barbara Stellway KW Metro Center

    22186 Monterey Place, Leonardtown, MD 20650
    • 42601 Wilderness Rd, Leonardtown, MD 20650
      42601 Wilderness Rd, Leonardtown, MD 20650
      42601 Wilderness Rd, Leonardtown, MD 20650
      /50

      Est $460,053 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,181 Sq Ft

      42601 Wilderness Rd, Leonardtown, MD 20650

      42601 Wilderness Rd, Leonardtown, MD 20650
  • 42439 Dean Forest Ct, Leonardtown, MD 20650
    42439 Dean Forest Ct, Leonardtown, MD 20650
    42439 Dean Forest Ct, Leonardtown, MD 20650
    /31

    $579,000 Sold Jun 26, 2025

    42439 Dean Forest Ct, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 2,519 Sq Ft
    • Built 2003

    Last Sold Summary

    • $230/SF
    • 7 Days On Market

    Current Estimated Value $580,529

    Last Listing Agent DJ Brady EXP Realty, LLC

    42439 Dean Forest Ct, Leonardtown, MD 20650
    • 20815 Chestnut Ridge Dr, Leonardtown, MD 20650
      20815 Chestnut Ridge Dr, Leonardtown, MD 20650
      20815 Chestnut Ridge Dr, Leonardtown, MD 20650
      /50

      Est $510,530 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,620 Sq Ft

      20815 Chestnut Ridge Dr, Leonardtown, MD 20650

      20815 Chestnut Ridge Dr, Leonardtown, MD 20650
  • 41326 Margrove Cir, Leonardtown, MD 20650
    41326 Margrove Cir, Leonardtown, MD 20650
    41326 Margrove Cir, Leonardtown, MD 20650
    /77

    $485,000 Sold May 15, 2025

    41326 Margrove Cir, Leonardtown, MD 20650

    • 3 Beds
    • 3.5 Baths
    • 2,645 Sq Ft
    • Built 2015

    Last Sold Summary

    • $183/SF
    • 0 Days On Market

    Current Estimated Value $485,158

    Last Listing Agent Jessica Raley CENTURY 21 New Millennium

    41326 Margrove Cir, Leonardtown, MD 20650
    • 43536 Bayberry Ct, Leonardtown, MD 20650
      43536 Bayberry Ct, Leonardtown, MD 20650
      43536 Bayberry Ct, Leonardtown, MD 20650
      /38

      Est $548,608 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,980 Sq Ft

      43536 Bayberry Ct, Leonardtown, MD 20650

      43536 Bayberry Ct, Leonardtown, MD 20650
  • 23242 Clarks Rest Rd, Leonardtown, MD 20650
    23242 Clarks Rest Rd, Leonardtown, MD 20650
    23242 Clarks Rest Rd, Leonardtown, MD 20650
    /52

    $589,000 Sold Nov 03, 2025

    23242 Clarks Rest Rd, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,296 Sq Ft
    • Built 2017

    Last Sold Summary

    • $179/SF
    • 69 Days On Market

    Last Listing Agent Matthew Burgan Infinitas Realty Group

    23242 Clarks Rest Rd, Leonardtown, MD 20650
    • 40613 Oakmont Ct, Leonardtown, MD 20650
      40613 Oakmont Ct, Leonardtown, MD 20650
      40613 Oakmont Ct, Leonardtown, MD 20650
      /67

      Est $580,091 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,507 Sq Ft

      40613 Oakmont Ct, Leonardtown, MD 20650

      40613 Oakmont Ct, Leonardtown, MD 20650
  • 41505 Knight Rd, Leonardtown, MD 20650
    41505 Knight Rd, Leonardtown, MD 20650
    41505 Knight Rd, Leonardtown, MD 20650
    /126

    $4,995,000 Sold Oct 08, 2025

    41505 Knight Rd, Leonardtown, MD 20650

    • 5 Beds
    • 8 Baths
    • 12,113 Sq Ft
    • Built 2012

    Last Sold Summary

    • $412/SF
    • 124 Days On Market

    Current Estimated Value $5,093,026

    Last Listing Agent Travis Gray Engel & Völkers Annapolis

    41505 Knight Rd, Leonardtown, MD 20650
    • 21818 Hazeltine Ct, Leonardtown, MD 20650
      21818 Hazeltine Ct, Leonardtown, MD 20650
      21818 Hazeltine Ct, Leonardtown, MD 20650
      /33

      Est $572,646 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,800 Sq Ft

      21818 Hazeltine Ct, Leonardtown, MD 20650

      21818 Hazeltine Ct, Leonardtown, MD 20650
  • 41572 Briarwood Cir, Leonardtown, MD 20650
    41572 Briarwood Cir, Leonardtown, MD 20650
    41572 Briarwood Cir, Leonardtown, MD 20650
    /80

    $505,000 Sold Jun 30, 2025

    41572 Briarwood Cir, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 2,850 Sq Ft
    • Built 2022

    Last Sold Summary

    • $177/SF
    • 55 Days On Market

    Current Estimated Value $506,134

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

    41572 Briarwood Cir, Leonardtown, MD 20650
    • 21821 Rosebank Ct, Leonardtown, MD 20650
      21821 Rosebank Ct, Leonardtown, MD 20650
      21821 Rosebank Ct, Leonardtown, MD 20650
      /105

      Est $899,617 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 4,200 Sq Ft

      21821 Rosebank Ct, Leonardtown, MD 20650

      21821 Rosebank Ct, Leonardtown, MD 20650
  • 20814 Deer Wood Park Dr, Leonardtown, MD 20650
    20814 Deer Wood Park Dr, Leonardtown, MD 20650
    20814 Deer Wood Park Dr, Leonardtown, MD 20650
    /53

    $560,000 Sold Oct 23, 2025

    20814 Deer Wood Park Dr, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 3,412 Sq Ft
    • Built 1996

    Last Sold Summary

    • $164/SF
    • 22 Days On Market

    Last Listing Agent Cynthia Crispell CENTURY 21 New Millennium

    20814 Deer Wood Park Dr, Leonardtown, MD 20650
    • 21829 Rosebank Ct, Leonardtown, MD 20650
      21829 Rosebank Ct, Leonardtown, MD 20650
      21829 Rosebank Ct, Leonardtown, MD 20650
      /56

      Est $879,357 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,428 Sq Ft

      21829 Rosebank Ct, Leonardtown, MD 20650

      21829 Rosebank Ct, Leonardtown, MD 20650
  • 21865 Rose Bank Rd, Leonardtown, MD 20650
    21865 Rose Bank Rd, Leonardtown, MD 20650
    21865 Rose Bank Rd, Leonardtown, MD 20650
    /11

    $311,000 Sold Feb 12, 2025

    21865 Rose Bank Rd, Leonardtown, MD 20650

    • 3 Beds
    • 3 Baths
    • 1,640 Sq Ft
    • Built 1963

    Last Sold Summary

    • $190/SF
    • 18 Days On Market

    Current Estimated Value $363,418

    Last Listing Agent Christopher White Classic Select Inc

    21865 Rose Bank Rd, Leonardtown, MD 20650
    • 22644 Quiet Ln, Leonardtown, MD 20650
      22644 Quiet Ln, Leonardtown, MD 20650
      22644 Quiet Ln, Leonardtown, MD 20650
      /8

      Est $404,555 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,712 Sq Ft

      22644 Quiet Ln, Leonardtown, MD 20650

      22644 Quiet Ln, Leonardtown, MD 20650
  • 20413 Scarlet Tanager Way, Leonardtown, MD 20650
    20413 Scarlet Tanager Way, Leonardtown, MD 20650
    20413 Scarlet Tanager Way, Leonardtown, MD 20650
    /34

    $575,000 Sold Oct 29, 2025

    20413 Scarlet Tanager Way, Leonardtown, MD 20650

    • 4 Beds
    • 3 Baths
    • 3,094 Sq Ft
    • Built 1990

    Last Sold Summary

    • $186/SF
    • 1 Day On Market

    Last Listing Agent Carol Kalmus-Choporis CENTURY 21 New Millennium

    20413 Scarlet Tanager Way, Leonardtown, MD 20650
    • 41390 Philip Ln, Leonardtown, MD 20650
      41390 Philip Ln, Leonardtown, MD 20650
      41390 Philip Ln, Leonardtown, MD 20650
      /61

      Est $1,005,771 Not Listed For Sale

      • 6 Beds
      • 5 Baths
      • 5,846 Sq Ft

      41390 Philip Ln, Leonardtown, MD 20650

      41390 Philip Ln, Leonardtown, MD 20650
    • 42820 Lytle Ln, Leonardtown, MD 20650
      42820 Lytle Ln, Leonardtown, MD 20650
      42820 Lytle Ln, Leonardtown, MD 20650
      /42

      Est $392,800 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,872 Sq Ft

      42820 Lytle Ln, Leonardtown, MD 20650

      42820 Lytle Ln, Leonardtown, MD 20650
    • 21545 Breton View Ct, Leonardtown, MD 20650
      21545 Breton View Ct, Leonardtown, MD 20650
      21545 Breton View Ct, Leonardtown, MD 20650
      /98

      Est $1,165,794 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,980 Sq Ft

      21545 Breton View Ct, Leonardtown, MD 20650

      21545 Breton View Ct, Leonardtown, MD 20650
    • 41740 Eldon Ct, Leonardtown, MD 20650
      41740 Eldon Ct, Leonardtown, MD 20650
      41740 Eldon Ct, Leonardtown, MD 20650
      /50

      Est $510,318 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,791 Sq Ft

      41740 Eldon Ct, Leonardtown, MD 20650

      41740 Eldon Ct, Leonardtown, MD 20650
    • 22325 White Oak Rd, Leonardtown, MD 20650
      22325 White Oak Rd, Leonardtown, MD 20650
      22325 White Oak Rd, Leonardtown, MD 20650
      /79

      Est $662,083 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,975 Sq Ft

      22325 White Oak Rd, Leonardtown, MD 20650

      22325 White Oak Rd, Leonardtown, MD 20650
    • 40880 Cooper Dr, Leonardtown, MD 20650
      40880 Cooper Dr, Leonardtown, MD 20650
      40880 Cooper Dr, Leonardtown, MD 20650
      /51

      Est $648,613 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,156 Sq Ft

      40880 Cooper Dr, Leonardtown, MD 20650

      40880 Cooper Dr, Leonardtown, MD 20650
    • 40907 Cooper Dr, Leonardtown, MD 20650
      40907 Cooper Dr, Leonardtown, MD 20650
      40907 Cooper Dr, Leonardtown, MD 20650
      /56

      Est $472,514 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,226 Sq Ft

      40907 Cooper Dr, Leonardtown, MD 20650

      40907 Cooper Dr, Leonardtown, MD 20650
    • 22277 Cedar St, Leonardtown, MD 20650
      22277 Cedar St, Leonardtown, MD 20650
      22277 Cedar St, Leonardtown, MD 20650
      /49

      Est $410,500 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,300 Sq Ft

      22277 Cedar St, Leonardtown, MD 20650

      22277 Cedar St, Leonardtown, MD 20650
    • 40481 Old Breton Beach Rd, Leonardtown, MD 20650
      40481 Old Breton Beach Rd, Leonardtown, MD 20650
      40481 Old Breton Beach Rd, Leonardtown, MD 20650
      /64

      Est $627,000 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,144 Sq Ft

      40481 Old Breton Beach Rd, Leonardtown, MD 20650

      40481 Old Breton Beach Rd, Leonardtown, MD 20650

Showing Results 401 - 440, Page 11 of 18

Maryland St Marys County Leonardtown

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