5,228

Chaptico, MD Homes

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  • /45

    $635,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,240 Sq Ft

    19103 Windsor Ct, Drayden, MD 20630

    ** ONE ACRE Plus Wooded Level LOT *** The Stella Model or Select from one of our other Plans ** To Be Built ** Still time to Customize Selections and upgrades *** FABULOUS KITCHEN w/Super Island & Granite Counters *** Huge Pantry *** STAINLESS Appliances *** First Floor Primary Bedroom complete with walk in Closet *** Master Bath with Soak Tub and Walk in Shower *** Tow Additional Main Floor

    Lisa Riggleman RE/MAX One

    19103 Windsor Ct, Drayden, MD 20630
  • /41

    $541,000 Sold Jul 25, 2025

    20955 Aster Dr, Callaway, MD 20620

    • 4 Beds
    • 2.5 Baths
    • 2,356 Sq Ft
    • Built 1996

    Last Sold Summary

    • $230/SF
    • 17 Days On Market

    Current Estimated Value $538,794

    Last Listing Agent Carol Kalmus-Choporis CENTURY 21 New Millennium

    20955 Aster Dr, Callaway, MD 20620
    • /47

      Est $581,481 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 5,056 Sq Ft

      20860 Autumn Mill Ct, Great Mills, MD 20634

      20860 Autumn Mill Ct, Great Mills, MD 20634
  • /28

    $470,000 Under Contract

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

    45890 Skipjack Dr, Lexington Park, MD 20653

    Welcome to 45890 Skipjack Dr, a beautifully maintained home that offers comfort, convenience, and tremendous value in the heart of Lexington Park.This inviting property boasts a bright, functional layout featuring spacious living areas, a well-equipped kitchen, a cozy breakfast nook, a formal dining room, and a sun-filled morning room. Upstairs, you’ll find generously sized bedrooms,

    Angela Moore Keller Williams Preferred Properties

    45890 Skipjack Dr, Lexington Park, MD 20653
  • /91

    $589,000 Sold Jul 18, 2025

    21946 Short Bow Ct, California, MD 20619

    • 4 Beds
    • 3 Baths
    • 3,502 Sq Ft
    • Built 2003

    Last Sold Summary

    • $168/SF
    • 13 Days On Market

    Current Estimated Value $585,086

    Last Listing Agent John Gatton CENTURY 21 New Millennium

    21946 Short Bow Ct, California, MD 20619
    • /37

      Est $312,729 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,008 Sq Ft

      44874 Buck Redman Rd, Callaway, MD 20620

      44874 Buck Redman Rd, Callaway, MD 20620
  • /13

    $219,000

    • 3 Beds
    • 1 Bath
    • 1,026 Sq Ft

    20959 Redgate Ln, Leonardtown, MD 20650

    A True Hidden Gem just a few miles South of Downtown Leonardtown. Leonardtown, Maryland offers promising opportunities for both homebuyers and investors, driven by its growing real estate market and strategic economic initiatives over the years. This property may be best suited for an investor or seasoned buyer who has the vision and capacity to restore it with some well-deserved TLC. This

    Greg Jones Keller Williams Legacy

    20959 Redgate Ln, Leonardtown, MD 20650
  • /23

    $295,000 Sold May 14, 2025

    20235 Big Oak Ln, Leonardtown, MD 20650

    • 3 Beds
    • 1 Bath
    • 1,036 Sq Ft
    • Built 1934

    Last Sold Summary

    • $285/SF
    • 4 Days On Market

    Current Estimated Value $298,948

    Last Listing Agent Jan Kleponis O'Brien Realty ERA Powered

    20235 Big Oak Ln, Leonardtown, MD 20650
    • /37

      Est $464,799 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,026 Sq Ft

      45154 Lighthouse Rd, Piney Point, MD 20674

      45154 Lighthouse Rd, Piney Point, MD 20674
  • /7

    $772,000 Under Contract

    • 4 Beds
    • 4.5 Baths
    • 3,000 Sq Ft

    44798 Medleys Neck Rd, Leonardtown, MD 20650

    Other lots in the area, call us to discussTBB - Custom Home - Many other floor plans and locations - call to discuss

    Marie Jozwik RE/MAX Realty Group

    44798 Medleys Neck Rd, Leonardtown, MD 20650
  • /69

    $622,500 Sold Jul 21, 2025

    21143 Catnip Ct, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 2,642 Sq Ft
    • Built 2003

    Last Sold Summary

    • $236/SF
    • 16 Days On Market

    Current Estimated Value $624,800

    Last Listing Agent Melissa Rodriguez RE/MAX One

    21143 Catnip Ct, Leonardtown, MD 20650
    • /11

      Est $324,781 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,392 Sq Ft

      17854 Saint Georges Park Rd, Tall Timbers, MD 20690

      17854 Saint Georges Park Rd, Tall Timbers, MD 20690
  • /32

    $659,000

    • 3 Beds
    • 2 Baths
    • 1,834 Sq Ft

    18937 Hodges Ln, Leonardtown, MD 20650

    Are you dreaming of living on the water? This is your perfect opportunity! Well maintained rambler featuring waterfront, shared pier with boatlift, sunroom, 2-car attached garage, 1-car detached garage, 2-car carport. Gorgeous back yard, perfect for entertaining and spending those summer nights with friends and family. Get on your boat whenever the mood strikes you. This is the perfect home to

    Ingrid Butler CENTURY 21 New Millennium

    18937 Hodges Ln, Leonardtown, MD 20650
  • /51

    $410,000 Sold May 01, 2025

    17364 Potomac Sands Dr, Piney Point, MD 20674

    • 4 Beds
    • 3 Baths
    • 1,848 Sq Ft
    • Built 1998

    Last Sold Summary

    • $222/SF
    • 56 Days On Market

    Current Estimated Value $408,331

    Last Listing Agent Kim Gosnell Redfin Corp

    17364 Potomac Sands Dr, Piney Point, MD 20674
    • /56

      Est $697,596 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,296 Sq Ft

      21147 Catnip Ct, Leonardtown, MD 20650

      21147 Catnip Ct, Leonardtown, MD 20650
  • /50

    $1,495,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,713 Sq Ft

    46502 Glen Mary Farm Rd, Park Hall, MD 20667

    Your Own Private Island; A 90-Minute Drive from Washington DC Even if our own experience was different, most of us can envision care-free summer days at the shore. Games on the beach, hiking in the forest; only coming back to the house at sunset when it was obvious that we were late for dinner. Now you and your family can create your own summer wonderland with the purchase of an idyllic island

    David DeSantis TTR Sotheby's International Realty

    46502 Glen Mary Farm Rd, Park Hall, MD 20667
  • /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 $289,162

    Last Listing Agent DJ Brady EXP Realty, LLC

    20903 Jo Marie Way, Callaway, MD 20620
    • /80

      Est $610,179 Not Listed For Sale

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

      45475 Mount Olive Way, Valley Lee, MD 20692

      45475 Mount Olive Way, Valley Lee, MD 20692
  • /23

    $324,000

    • 2 Beds
    • 2 Baths
    • 1,040 Sq Ft

    45394 Walnut St, Piney Point, MD 20674

    Welcome to Piney Point living at its finest—your chance to own a slice of waterfront charm on Maryland’s treasured St. George’s Creek. This beautifully maintained rambler delivers the perfect blend of comfort, convenience, and coastal lifestyle, all in a quiet, no-HOA community with DEEDED water access and front-yard water views.Step inside and feel instantly at home. The open-concept layout

    Michael Doyle Taylor Properties

    45394 Walnut St, Piney Point, MD 20674
  • /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 $411,668

    Last Listing Agent Christina Proctor HomeSmart

    20880 Ark Ct, Lexington Park, MD 20653
    • /20

      Est $254,343 Not Listed For Sale

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

      44834 Wood Duck Ln, Callaway, MD 20620

      44834 Wood Duck Ln, Callaway, MD 20620
  • /61

    $574,900

    • 4 Beds
    • 3.5 Baths
    • 4,104 Sq Ft

    46170 N Greens Rest Dr, Great Mills, MD 20634

    This 4 bed, 3.5 bath rambler features an open floor plan and one-level living in the respected Riverside Farms neighborhood. This home is well removed from the traffic and noise of Rte 235, offering a pleasant quiet in the rural setting by the river. The property features a level 1.39 acre lot, including a gazebo and storage shed, and it is situated just a short walk from the community pier and

    Danny Morris O'Brien Realty ERA Powered

    46170 N Greens Rest Dr, Great Mills, MD 20634
  • /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
    • /78

      Est $490,772 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,532 Sq Ft

      45860 Ketch Ct, Lexington Park, MD 20653

      45860 Ketch Ct, Lexington Park, MD 20653
  • /38

    $624,999

    • 5 Beds
    • 3.5 Baths
    • 6,877 Sq Ft

    45656 Edge Mill Ct, Great Mills, MD 20634

    Welcome to 45656 Edge Mill Ct, a stately 5‐bedroom, 3.5‐bath Colonial tucked on a quiet cul‐de‐sac in Great Mills’ desirable Woodland Park. With over 5,600 square feet of premium living space, this home is ideal for entertaining, everyday comfort, and multi‐generational living. Step inside the grand 2‐story foyer, where gleaming hardwood floors, crown molding, and wainscoting set a refined tone.

    Samantha Porter Keller Williams Preferred Properties

    45656 Edge Mill Ct, Great Mills, MD 20634
  • /45

    $420,000 Sold Jan 10, 2025

    21819 Magnolia Dr, California, MD 20619

    • 5 Beds
    • 3 Baths
    • 2,164 Sq Ft
    • Built 1983

    Last Sold Summary

    • $194/SF
    • 4 Days On Market

    Current Estimated Value $429,423

    Last Listing Agent Conor Loughran CENTURY 21 New Millennium

    21819 Magnolia Dr, California, MD 20619
    • /73

      Est $497,523 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,434 Sq Ft

      19845 Fall Ct, Great Mills, MD 20634

      19845 Fall Ct, Great Mills, MD 20634
  • /58

    $859,900 Coming Soon

    • 5 Beds
    • 3.5 Baths
    • 3,127 Sq Ft

    18688 Hebb Rd, Valley Lee, MD 0

    Are you searching for a custom home. Look no further! This stunning custom-built residence, to be constructed by the highly acclaimed Litz Custom Homes, is designed for modern living in a serene setting. Situated on a spacious 2.5-acre lot in Drayden, this exquisite property comes with no HOA, offering you the freedom to enjoy your space. The Jackson floor plan seamlessly blends the charm of a

    Michele Posey RE/MAX Realty Group

    18688 Hebb Rd, Valley Lee, MD 0
  • /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 $637,552

    Last Listing Agent Lori Jean Buongiovanni (Hethmon) RE/MAX Realty Group

    44114 Woodmont Dr, Leonardtown, MD 20650
    • /81

      Est $490,271 Not Listed For Sale

      • 6 Beds
      • 3.5 Baths
      • 4,530 Sq Ft

      45844 Ketch Ct, Lexington Park, MD 20653

      45844 Ketch Ct, Lexington Park, MD 20653
  • /32

    $440,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,732 Sq Ft

    43543 Bayberry Ct, Leonardtown, MD 20650

    Welcome to this charming single-family rambler nestled in the peaceful Chestnut Ridge subdivision, and only a short drive to downtown Leonardtown. This home blends convenience, comfort, accessibility, and serene country living. Step inside to a spacious, open floor plan with a kitchen perfect for gathering and everyday living. Next to the kitchen is a formal dining room with beautiful wood floors

    Colin McHugh O'Brien Realty ERA Powered

    43543 Bayberry Ct, 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 $896,306

    Last Listing Agent Connie Fitzgerald RE/MAX One

    42239 Riverwinds Dr, Leonardtown, MD 20650
    • /16

      Est $1,118,881 Not Listed For Sale

      • 8 Beds
      • 4.5 Baths
      • 5,513 Sq Ft

      44477 Tall Timbers Rd, Tall Timbers, MD 20690

      44477 Tall Timbers Rd, Tall Timbers, MD 20690
  • /29

    $559,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    17490 Lighthouse Commons Dr, Piney Point, MD 20674

    Brand new home is ready and waiting for you! This popular 4-bedroom home, thoughtfully upgraded for modern living. Highlights include quartz countertops, stainless steel appliances, and luxury vinyl plank flooring throughout the main level. The master suite features a custom-tiled shower, while 9' ceilings add an airy feel. Exterior upgrades include a sodded lawn with an in-ground sprinkler

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    17490 Lighthouse Commons Dr, Piney Point, MD 20674
  • /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

    Last Listing Agent Matthew Burgan Infinitas Realty Group

    20919 Ridge Path Way, Leonardtown, MD 20650
    • /68

      Est $670,976 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,724 Sq Ft

      42990 Baywood Place, Leonardtown, MD 20650

      42990 Baywood Place, Leonardtown, MD 20650
  • /48

    $850,000

    • 4 Beds
    • 3 Baths
    • 1,900 Sq Ft

    924 Blackbeard Pond Rd, Hague, VA 22469

    New Beginnings! - Charming shoreline beach house located in the Ragged Point subdivision, less than a mile from Coles Point Marina and RV Resort! This property features your very own sandy beach, boasting over 100 feet of water frontage and a panoramic view of the lower Potomac River. This is a perfect beach for volleyball! You can enjoy your own private dock for fishing, crabbing, swimming,

    Dale Brandon Samson Properties

    924 Blackbeard Pond Rd, Hague, VA 22469
  • /23

    $285,000 Sold Mar 20, 2025

    22239 Point Lookout Rd, Leonardtown, MD 20650

    • 3 Beds
    • 2.5 Baths
    • 1,669 Sq Ft
    • Built 1966

    Last Sold Summary

    • $171/SF
    • 3 Days On Market

    Current Estimated Value $317,620

    Last Listing Agent John Gatton CENTURY 21 New Millennium

    22239 Point Lookout Rd, Leonardtown, MD 20650
    • /20

      Est $540,731 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,950 Sq Ft

      45192 Loblolly Ct, Tall Timbers, MD 20690

      45192 Loblolly Ct, Tall Timbers, MD 20690
  • /64

    $419,999 Under Contract

    • 4 Beds
    • 3 Baths
    • 2,106 Sq Ft

    45044 Deagles Boatyard Rd, Tall Timbers, MD 20690

    Charming Cottage Home with Detached Workshop & Apartment in the St. Georges Beach Neighborhood. Welcome to this inviting 3-bedroom, 2-bath cottage nestled on a spacious corner lot in the St. Georges Beach neighborhood. Full of character and charm, this property offers a unique combination of comfortable living and versatile bonus spaces. The main home features a warm and functional layout,

    Mike Jordan CENTURY 21 New Millennium

    45044 Deagles Boatyard Rd, Tall Timbers, MD 20690

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