5,236

Chaptico, MD Homes

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    • /29

      Est $301,572 Not Listed For Sale

      17465 Poplar St, Piney Point, MD 20674

      • 3 Beds
      • 2 Baths
      • 1,552 Sq Ft
      • Built 1987
      17465 Poplar St, Piney Point, MD 20674

      Last Sold Summary

      • 28% Above List Price
      • $151/SF
      • 154 Days On Market

      Last Sold Price $235,000

      Last Listing Agent Jan Kleponis O'Brien Realty

  • /8

    $35,000 Under Contract

    • Land
    • 0.25 Acre
    • $140,000 per Acre

    0 Saint Georges Park Rd, Piney Point, MD 20690

    You don't want to miss this! This lot has many features including a flat land in a small quiet neighborhood and a short walking distance to water views. This lot includes 1 public EDU for sewer connection. Clear this lot and it is ready to be built on! There are 2 lots available next to each other. Buy 1 lot or buy them both! This parcel includes lot 8&10.

    Brittany Russell CENTURY 21 New Millennium

    0 Saint Georges Park Rd, Piney Point, MD 20690
  • /29

    $289,900 Sold Sep 15, 2025

    20903 Jo Marie Way, Callaway, MD 20620

    • 3 Beds
    • 2.5 Baths
    • 1,320 Sq Ft
    • Built 1998

    Last Sold Summary

    • $220/SF
    • 2 Days On Market

    Current Estimated Value $291,822

    Last Listing Agent DJ Brady EXP Realty, LLC

    20903 Jo Marie Way, Callaway, MD 20620
    • /70

      Est $653,329 Not Listed For Sale

      21380 Fairwood Ct, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 3,228 Sq Ft
      • Built 2008
      21380 Fairwood Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 1% Above List Price
      • $200/SF
      • 9 Days On Market

      Last Sold Price $645,000

      Last Listing Agent Jennifer Goddard Century 21 New Millennium

  • /2

    $218,000 Under Contract

    • Land
    • 11.96 Acres
    • $18,227 per Acre

    0 Flat Iron Rd, Valley Lee, MD 20692

    Almost 12 acres of flat, wooded peaceful sanctuary for your homesite in conveninelty located in Valley Lee near Aberdeen!! Mulitple perc sites and proposed access from Biscoe Lane means many possibilities for your dream home!! Call for more information.

    Charlotte Long EXP Realty, LLC

    0 Flat Iron Rd, Valley Lee, MD 20692
  • /39

    $404,990 Sold Jul 18, 2025

    20880 Ark Ct, Lexington Park, MD 20653

    • 4 Beds
    • 2.5 Baths
    • 2,332 Sq Ft
    • Built 1998

    Last Sold Summary

    • $174/SF
    • 55 Days On Market

    Current Estimated Value $426,391

    Last Listing Agent Christina Proctor HomeSmart

    20880 Ark Ct, Lexington Park, MD 20653
    • /87

      Est $625,315 Not Listed For Sale

      43610 Deer Run Ct, Leonardtown, MD 20650

      • 4 Beds
      • 3 Baths
      • 2,980 Sq Ft
      • Built 1997
      43610 Deer Run Ct, Leonardtown, MD 20650

      Last Sold Summary

      • $210/SF
      • 4 Days On Market

      Last Sold Price $625,000

      Last Listing Agent Jennifer Goddard Century 21 New Millennium

  • /64

    $399,999 Under Contract

    • 3 Beds
    • 3.5 Baths
    • 2,904 Sq Ft

    21165 Lizmill Way, California, MD 20619

    Heather Foster RE/MAX One

    21165 Lizmill Way, California, MD 20619
  • /7

    $25,000 Sold Jul 03, 2025

    11800 Point Lookout Rd, Scotland, MD 20687

    • Land
    • 0.87 Acre
    • $28,736 per Acre

    Last Sold Summary

    • 62 Days On Market

    Last Listing Agent Trish Wallmark RE/MAX One

    11800 Point Lookout Rd, Scotland, MD 20687
    • /42

      Est $553,416 Not Listed For Sale

      21120 Someday Farm Ln, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 3,100 Sq Ft
      • Built 1990
      21120 Someday Farm Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 6% Above List Price
      • $168/SF
      • 4 Days On Market

      Last Sold Price $520,000

      Last Listing Agent Christiana Keefer EXP Realty, LLC

  • /2

    $160,000

    • Land
    • 2.37 Acres
    • $67,511 per Acre

    Lot 6 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630

    Lot 6 of Mount Pleasant Farms Minor Subdivision off Drayden Road on Hebb Road. Build your dream home on this beautiful, lot and enjoy the peaceful tranquility of nature and the beauty of Southern Maryland sunsets at their finest. Ap5proved perc for septic, utilities to be installed underground, call with any questions.

    Charlotte Long EXP Realty, LLC

    Lot 6 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630
  • /97

    $640,000 Sold Jun 29, 2025

    44114 Woodmont Dr, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,635 Sq Ft
    • Built 1999

    Last Sold Summary

    • $176/SF
    • 10 Days On Market

    Current Estimated Value $651,422

    Last Listing Agent Lori Jean Buongiovanni (Hethmon) EXP Realty, LLC

    44114 Woodmont Dr, Leonardtown, MD 20650
    • /34

      Est $362,654 Not Listed For Sale

      20440 Chingville Rd, Leonardtown, MD 20650

      • 3 Beds
      • 2 Baths
      • 1,776 Sq Ft
      • Built 1969
      20440 Chingville Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 2% Above List Price
      • $200/SF
      • 19 Days On Market

      Last Sold Price $355,000

      Last Listing Agent Michelle Camaioni RE/MAX

  • /139

    $20,000,000

    • 6 Beds
    • 4.5 Baths
    • 13,458 Sq Ft

    19700 Mulberry Fields Rd, Leonardtown, MD 20650

    Welcome to Historic Mulberry Fields, situated on just under 500 ac of fertile land with a mile-long view of the Potomac River’s white sand shoreline, truly one of a kind. As you drive along the cedar-lined driveway, you are transported back in time as the magnificent manor house appears in front of you. It is the only remaining Georgian manor house in St. Mary’s County today. From the south

    Kornelia Stuphan Long & Foster Real Estate, Inc.

    19700 Mulberry Fields Rd, Leonardtown, MD 20650
  • /42

    $906,500 Sold Jul 18, 2025

    42239 Riverwinds Dr, Leonardtown, MD 20650

    • 3 Beds
    • 2.5 Baths
    • 2,167 Sq Ft
    • Built 1980

    Last Sold Summary

    • $418/SF
    • 3 Days On Market

    Current Estimated Value $932,098

    Last Listing Agent Connie Fitzgerald RE/MAX One

    42239 Riverwinds Dr, Leonardtown, MD 20650
    • /90

      Est $681,240 Not Listed For Sale

      20746 Deer Wood Park Dr, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 3,748 Sq Ft
      • Built 1999
      20746 Deer Wood Park Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 2% Below List Price
      • $185/SF
      • 19 Days On Market

      Last Sold Price $695,000

      Last Listing Agent Lisa Riggleman RE/MAX

  • /2

    $175,000

    • Land
    • 2.45 Acres
    • $71,429 per Acre

    Lot 2 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630

    Lot 2 of Mount Pleasant Farms Minor Subdivision off Drayden Road on Hebb Road. Build your dream home on this beautiful, private, partially wooded lot and enjoy the peaceful tranquility of nature and the beauty of Southern Maryland sunsets at their finest. This lot has mostly woods and slopes down in the back, perfect for a home with a walk out basement. Approved perc for septic, utilities to be

    Charlotte Long EXP Realty, LLC

    Lot 2 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630
  • /56

    $549,000 Sold Oct 30, 2025

    20919 Ridge Path Way, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,465 Sq Ft
    • Built 1992

    Last Sold Summary

    • $158/SF
    • 69 Days On Market

    Current Estimated Value $559,390

    Last Listing Agent Matthew Burgan Infinitas Realty Group

    20919 Ridge Path Way, Leonardtown, MD 20650
    • /41

      Est $468,683 Not Listed For Sale

      45848 Stoney Ct, Great Mills, MD 20634

      • 5 Beds
      • 3 Baths
      • 2,520 Sq Ft
      • Built 1975
      45848 Stoney Ct, Great Mills, MD 20634

      Last Sold Summary

      • 4% Below List Price
      • $194/SF
      • 9 Days On Market

      Last Sold Price $490,000

      Last Listing Agent Michele Hughes Remax 100

  • /59

    $515,000

    • 4 Beds
    • 2 Baths
    • 2,108 Sq Ft

    44939 Shore Dr, Tall Timbers, MD 20690

    One level living with waterfront views are ready for you to move right in! This one story home includes 4 bedrooms and 2 full bathrooms. The home was renovated in 2016. As you enter the home, the open concept kitchen and main living area are perfect for hosting gatherings or entertaining. The kitchen has quartz counters, upgraded cabinets, stainless appliances, tile backsplash, upgraded lighting,

    Kelly Padgett CENTURY 21 New Millennium

    44939 Shore Dr, Tall Timbers, MD 20690
  • /47

    $488,000 Sold Feb 13, 2026

    19809 Point Lookout Rd, Lexington Park, MD 20653

    • 4 Beds
    • 2.5 Baths
    • 3,268 Sq Ft
    • Built 1940

    Last Sold Summary

    • $149/SF
    • 163 Days On Market

    Current Estimated Value $488,866

    Last Listing Agent Jimmy Hayden RE/MAX One

    19809 Point Lookout Rd, Lexington Park, MD 20653
    • /46

      Est $395,270 Not Listed For Sale

      17288 Crab Pot Ln, Piney Point, MD 20674

      • 3 Beds
      • 2 Baths
      • 1,600 Sq Ft
      • Built 2001
      17288 Crab Pot Ln, Piney Point, MD 20674

      Last Sold Summary

      • 3% Above List Price
      • $241/SF
      • 6 Days On Market

      Last Sold Price $385,000

      Last Listing Agent Heather Hooper BHHS PenFed (actual)

  • /10

    $205,000

    • Land
    • 5 Acres
    • $41,000 per Acre

    43488 Medleys Neck Rd, Leonardtown, MD 20650

    PRICE IMPROVEMENT!Discover the potential of this beautiful parcel in the heart of Southern Maryland. Located on Medleys Neck Road in Leonardtown, this property offers the perfect opportunity to build your dream home or investment project in a highly desirable location. The lot features three active perc approvals, making it an attractive option for builders, developers, or anyone seeking

    Bill Oosterink CENTURY 21 New Millennium

    43488 Medleys Neck Rd, Leonardtown, MD 20650
  • /24

    $247,000 Sold Jul 24, 2025

    17253 Larimer St, Piney Point, MD 20674

    • 2 Beds
    • 1 Bath
    • 700 Sq Ft
    • Built 1942

    Last Sold Summary

    • $353/SF
    • 32 Days On Market

    Current Estimated Value $231,769

    Last Listing Agent Juan Aranda CENTURY 21 New Millennium

    17253 Larimer St, Piney Point, MD 20674
    • /43

      Est $525,585 Not Listed For Sale

      21108 Arbor Ct, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 2,412 Sq Ft
      • Built 1991
      21108 Arbor Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 5% Above List Price
      • $207/SF
      • 5 Days On Market

      Last Sold Price $500,000

      Last Listing Agent Cheryl Bare Century 21 New Millennium

  • /28

    $495,000

    • 4 Beds
    • 2.5 Baths
    • 2,021 Sq Ft

    45546 Bethson St, California, MD 20619

    Awesome 4 br. 2.5 bath with lots of upgrades and unique features. Upgraded hardwood floors, granite countertops, stainless steel appliances, cabinets, alarm system, sprinkler system and fenced in backyard. Enjoy this single owner home in a popular neighborhood minutes from NAS PAX RIVER. Home has been immaculately kept and ready for a buyer.

    Ross Simone RE/MAX Realty Group

    45546 Bethson St, California, MD 20619
  • /28

    $470,000 Sold Jan 07, 2026

    45890 Skipjack Dr, Lexington Park, MD 20653

    • 4 Beds
    • 4 Baths
    • 3,402 Sq Ft
    • Built 2001

    Last Sold Summary

    • $138/SF
    • 14 Days On Market

    Current Estimated Value $478,807

    Last Listing Agent Angela Moore Keller Williams Preferred Properties

    45890 Skipjack Dr, Lexington Park, MD 20653
    • /39

      Est $614,885 Not Listed For Sale

      21136 Catnip Way, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 3,748 Sq Ft
      • Built 2002
      21136 Catnip Way, Leonardtown, MD 20650

      Last Sold Summary

      • 2% Below List Price
      • $167/SF
      • 51 Days On Market

      Last Sold Price $624,999

      Last Listing Agent Kaitlyn Boas Infinitas Realty Group

  • /3

    $135,000

    • Land
    • 4.24 Acres
    • $31,840 per Acre

    19285 Vanderhoof Ln, Valley Lee, MD 20692

    Rare 4.239-acre wooded sanctuary with approved perc in Valley Lee, the perfect canvas for your dream retirement home or development opportunity. This pristine parcel combines natural serenity with practical build-ready advantages. Mature trees provide exceptional privacy and natural cooling, ideal for a one-level custom home designed for comfortable retirement living. The approved percolation

    Robert Gauger EXP Realty, LLC

    19285 Vanderhoof Ln, Valley Lee, MD 20692
  • /35

    $329,000 Sold Aug 08, 2025

    44964 Hewitt Rd, Callaway, MD 20620

    • 3 Beds
    • 1 Bath
    • 1,242 Sq Ft
    • Built 2012

    Last Sold Summary

    • $265/SF
    • 60 Days On Market

    Current Estimated Value $340,058

    Last Listing Agent Alan Smith CENTURY 21 New Millennium

    44964 Hewitt Rd, Callaway, MD 20620
    • /31

      Est $329,721 Not Listed For Sale

      19415 Point Lookout Rd, Lexington Park, MD 20653

      • 3 Beds
      • 1 Bath
      • 1,308 Sq Ft
      • Built 1958
      19415 Point Lookout Rd, Lexington Park, MD 20653

      Last Sold Summary

      • 7% Above List Price
      • $235/SF
      • 22 Days On Market

      Last Sold Price $308,000

      Last Listing Agent Stacey Uhler Samson Properties

  • /21

    $265,000 Under Contract

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

    44826 Wood Duck Ln, Callaway, MD 20620

    Charming Dutch Colonial end-unit townhome featuring 3 bedrooms and 1.5 baths. This home offers new carpet, fresh interior paint, and an aesthetically pleasing interior that creates a warm and inviting feel throughout. The property also includes a nicely sized, fenced backyard with a refurbished shed, providing additional storage and outdoor space. Conveniently located and move-in ready, this

    Clara Cretsinger CENTURY 21 New Millennium

    44826 Wood Duck Ln, Callaway, MD 20620
  • /69

    $591,500 Sold Sep 04, 2025

    19201 Nelson Ct, Valley Lee, MD 20692

    • 4 Beds
    • 3.5 Baths
    • 2,953 Sq Ft
    • Built 2002

    Last Sold Summary

    • $200/SF
    • 56 Days On Market

    Current Estimated Value $597,572

    Last Listing Agent Melissa Rodriguez RE/MAX One

    19201 Nelson Ct, Valley Lee, MD 20692
    • /19

      Est $350,925 Not Listed For Sale

      43950 Blake Creek Rd, Leonardtown, MD 20650

      • 3 Beds
      • 2 Baths
      • 1,412 Sq Ft
      • Built 1995
      43950 Blake Creek Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 13% Above List Price
      • $220/SF
      • 2 Days On Market

      Last Sold Price $310,000

      Last Listing Agent Karen Alford-Brooks Century 21 New Millennium

  • /6

    $49,000

    • Land
    • 0.18 Acre
    • $272,222 per Acre

    17860 3rd St, Tall Timbers, MD 20690

    Discover the opportunity to build your dream home on this .184-acre wooded lot in Tall Timbers, Maryland! Tucked away in a peaceful setting, this property offers the perfect blend of privacy and natural beauty while still being conveniently located near local amenities, marinas, and waterfront recreation. The lot features public sewer availability, helping simplify the building process, while a

    Brittany Russell CENTURY 21 New Millennium

    17860 3rd St, Tall Timbers, MD 20690
  • /37

    $678,830 Sold Jun 13, 2025

    19112 Windsor Ct, Drayden, MD 20630

    • 4 Beds
    • 3.5 Baths
    • 2,683 Sq Ft
    • Built 2025

    Last Sold Summary

    • $253/SF
    • 0 Days On Market

    Current Estimated Value $714,973

    Last Listing Agent Lisa Riggleman RE/MAX One

    19112 Windsor Ct, Drayden, MD 20630
    • /14

      Est $367,065 Not Listed For Sale

      45750 Stoney Run Dr, Great Mills, MD 20634

      • 3 Beds
      • 3 Baths
      • 1,792 Sq Ft
      • Built 2003
      45750 Stoney Run Dr, Great Mills, MD 20634

      Last Sold Summary

      • 35% Above List Price
      • $151/SF
      • 20 Days On Market

      Last Sold Price $271,000

      Last Listing Agent Barbara Jordan Vylla Home

  • /38

    $497,600 Sold Aug 15, 2025

    20937 Sawgrass Dr, Lexington Park, MD 20653

    • 4 Beds
    • 3.5 Baths
    • 2,440 Sq Ft
    • Built 2004

    Last Sold Summary

    • $204/SF
    • 40 Days On Market

    Current Estimated Value $485,442

    Last Listing Agent LaTanya Drayton United Real Estate Premier

    20937 Sawgrass Dr, Lexington Park, MD 20653
    • /60

      Est $532,792 Not Listed For Sale

      42055 Starlight Dr, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 2,288 Sq Ft
      • Built 2004
      42055 Starlight Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 20% Above List Price
      • $194/SF
      • 6 Days On Market

      Last Sold Price $445,000

      Last Listing Agent Iris McCollam EXP Realty, LLC

  • /58

    $405,000 Sold Feb 25, 2026

    19137 Lake Dr, Leonardtown, MD 20650

    • 3 Beds
    • 2.5 Baths
    • 1,308 Sq Ft
    • Built 2006

    Last Sold Summary

    • 1% Above List Price
    • $310/SF

    Current Estimated Value $398,755

    Last Listing Agent Sarah Mulford-Martin EXP Realty, LLC

    19137 Lake Dr, Leonardtown, MD 20650

Showing Results 121 - 160, Page 4 of 18

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