5,228

Ridge, MD Homes

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    • /56

      Est $712,039 Not Listed For Sale

      21147 Catnip Ct, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 4,296 Sq Ft
      • Built 2002
      21147 Catnip Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 1% Above List Price
      • $164/SF

      Last Sold Price $705,000

      Last Listing Agent MaryAnne Crewse O'Brien Realty

  • /9

    $1,110,000 Open Sun 10AM - 12PM

    • 5 Beds
    • 4 Baths
    • 3,912 Sq Ft

    46118 Edgemore Way, Great Mills, MD 20634

    Tucked behind the trees in the heart of Southern Maryland, this remarkable 63-acre homestead offers privacy, natural beauty, and endless possibilities with no HOA! The main 15-acre estate features a spacious 5-bedroom, 4-bath home with flex room in the basement, has a two-car garage and is surrounded by the additional 48 acres of wooded land. Enjoy miles of ATV and riding trails, multiple

    Laura Holley O'Brien Realty ERA Powered

    46118 Edgemore Way, Great Mills, MD 20634
  • /27

    $515,000 Sold Aug 15, 2025

    20755 Deer Wood Park Dr, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 2,538 Sq Ft
    • Built 1996

    Last Sold Summary

    • $203/SF
    • 10 Days On Market

    Current Estimated Value $528,559

    Last Listing Agent Ebon Jackson EbonAries Realty Group, LLC.

    20755 Deer Wood Park Dr, Leonardtown, MD 20650
    • /80

      Est $612,870 Not Listed For Sale

      45475 Mount Olive Way, Valley Lee, MD 20692

      • 4 Beds
      • 3.5 Baths
      • 2,980 Sq Ft
      • Built 1994
      45475 Mount Olive Way, Valley Lee, MD 20692

      Last Sold Summary

      • 2% Above List Price
      • $201/SF
      • 28 Days On Market

      Last Sold Price $600,000

      Last Listing Agent Kelly Padgett Century 21 New Millennium

  • /2

    $125,000

    • Land
    • 2.58 Acres
    • $48,450 per Acre

    46080 Usher Ln, Valley Lee, MD 20692

    If you’re looking for a manageable homesite that still gives you breathing room, this 2.58-acre wooded lot in Valley Lee is a standout. Tucked into a quiet, natural setting, it offers the kind of privacy and space that’s getting harder to find—without feeling overwhelming. The parcel is partially cleared, making it easier to visualize your future home placement, driveway approach, and outdoor

    Robert Gauger EXP Realty, LLC

    46080 Usher Ln, Valley Lee, MD 20692
  • /48

    $475,000 Sold Feb 16, 2026

    44892 Golden Eye Ct, Callaway, MD 20620

    • 4 Beds
    • 2.5 Baths
    • 2,536 Sq Ft
    • Built 2002

    Last Sold Summary

    • $187/SF
    • 103 Days On Market

    Current Estimated Value $489,657

    Last Listing Agent Dawn Riley RE/MAX One

    44892 Golden Eye Ct, Callaway, MD 20620
    • /78

      Est $497,452 Not Listed For Sale

      45860 Ketch Ct, Lexington Park, MD 20653

      • 4 Beds
      • 3.5 Baths
      • 3,532 Sq Ft
      • Built 2005
      45860 Ketch Ct, Lexington Park, MD 20653

      Last Sold Summary

      • 6% Above List Price
      • $133/SF
      • 11 Days On Market

      Last Sold Price $469,900

      Last Listing Agent Kelly Padgett Century 21 New Millennium

  • /13

    $189,000

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

    20959 Redgate Ln, Leonardtown, MD 20650

    *Back on the market. 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

    Greg Jones Keller Williams Legacy

    20959 Redgate Ln, Leonardtown, MD 20650
  • /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 $545,884

    Last Listing Agent Carol Kalmus-Choporis CENTURY 21 New Millennium

    20955 Aster Dr, Callaway, MD 20620
    • /73

      Est $508,821 Not Listed For Sale

      19845 Fall Ct, Great Mills, MD 20634

      • 4 Beds
      • 3.5 Baths
      • 3,434 Sq Ft
      • Built 1998
      19845 Fall Ct, Great Mills, MD 20634

      Last Sold Summary

      • 19% Above List Price
      • $125/SF
      • 77 Days On Market

      Last Sold Price $428,000

      Last Listing Agent James Sapia Century 21 Downtown

  • /58

    $399,900 Pending

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

    19137 Lake Dr, Leonardtown, MD 20650

    If moody modern colors, classy, and close to the water is your vibe, this is the one. Tucked just steps from the shores of the majestic Potomac River, this updated coastal retreat features 3 bedrooms, 2.5 baths, and two fireplaces...one stone fireplace in the cozy living room and another in the owner’s suite. Inside, the home has been freshly painted in a warm, modern palette with deep blues,

    Sarah Mulford-Martin EXP Realty, LLC

    19137 Lake Dr, Leonardtown, MD 20650
  • /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 $587,740

    Last Listing Agent John Gatton CENTURY 21 New Millennium

    21946 Short Bow Ct, California, MD 20619
    • /81

      Est $498,724 Not Listed For Sale

      45844 Ketch Ct, Lexington Park, MD 20653

      • 6 Beds
      • 3.5 Baths
      • 4,530 Sq Ft
      • Built 2006
      45844 Ketch Ct, Lexington Park, MD 20653

      Last Sold Summary

      • 10% Above List Price
      • $100/SF
      • 19 Days On Market

      Last Sold Price $455,000

      Last Listing Agent Jessica Raley Century 21 New Millennium

  • /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
  • /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 $295,517

    Last Listing Agent Jan Kleponis O'Brien Realty ERA Powered

    20235 Big Oak Ln, Leonardtown, MD 20650
    • /16

      Est $1,119,035 Not Listed For Sale

      44477 Tall Timbers Rd, Tall Timbers, MD 20690

      • 8 Beds
      • 4.5 Baths
      • 5,513 Sq Ft
      • Built 1927
      44477 Tall Timbers Rd, Tall Timbers, MD 20690

      Last Sold Summary

      • 31% Above List Price
      • $155/SF
      • 20 Days On Market

      Last Sold Price $854,000

      Last Listing Agent Christopher Guldi Keller Williams Flagship

  • /23

    $314,000

    • 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
  • /2

    $345,000 Sold Feb 03, 2026

    20314 Brent Ln, Callaway, MD 20620

    • 3 Beds
    • 2 Baths
    • 1,580 Sq Ft
    • Built 1985

    Last Sold Summary

    • 1% Above List Price
    • $218/SF
    • 9 Days On Market

    Current Estimated Value $336,699

    Last Listing Agent Steven Carroll Berkshire Hathaway HomeServices PenFed Realty

    20314 Brent Ln, Callaway, MD 20620
    • /68

      Est $674,373 Not Listed For Sale

      42990 Baywood Place, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 2,724 Sq Ft
      • Built 2009
      42990 Baywood Place, Leonardtown, MD 20650

      Last Sold Summary

      • 2% Above List Price
      • $242/SF
      • 2 Days On Market

      Last Sold Price $660,000

      Last Listing Agent Farrah Fuchs Redfin Corp

  • /43

    $324,900 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,330 Sq Ft

    17262 Larimer St, Piney Point, MD 20674

    OPEN HOUSE - Saturday, February 14th from 9:30-11:30! Welcome home to your beautiful move in ready home with WATER ACCESS! This home features 3 bedrooms and 2 full bathrooms. As you enter, you will love the open concept feel of the kitchen, dining, and living room. The kitchen features concrete countertops and a new stove (2025). The living room features a built in electric fireplace. The large

    Kristen Willets RE/MAX One

    17262 Larimer St, Piney Point, MD 20674
  • /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 $623,267

    Last Listing Agent Melissa Rodriguez RE/MAX One

    21143 Catnip Ct, Leonardtown, MD 20650
    • /20

      Est $551,621 Not Listed For Sale

      45192 Loblolly Ct, Tall Timbers, MD 20690

      • 4 Beds
      • 2.5 Baths
      • 2,950 Sq Ft
      • Built 2003
      45192 Loblolly Ct, Tall Timbers, MD 20690

      Last Sold Summary

      • 72% Above List Price
      • $108/SF
      • 8 Days On Market

      Last Sold Price $320,000

      Last Listing Agent Jennifer Goddard Century 21 New Millennium

  • /44

    $549,900 Under Contract

    • 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
  • /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 $407,590

    Last Listing Agent Kim Gosnell Redfin Corp

    17364 Potomac Sands Dr, Piney Point, MD 20674
    • /30

      Est $503,148 Not Listed For Sale

      20861 Harvest Mill Ct, Great Mills, MD 20634

      • 4 Beds
      • 3.5 Baths
      • 3,130 Sq Ft
      • Built 2008
      20861 Harvest Mill Ct, Great Mills, MD 20634

      Last Sold Summary

      • 10% Above List Price
      • $147/SF
      • 5 Days On Market

      Last Sold Price $459,000

      Last Listing Agent Sonia Roy Century 21 New Millennium

  • /2

    $160,000 Pending

    • Land
    • 2.49 Acres
    • $64,257 per Acre

    Lot 4 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630

    Lot 4 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. Approved perc for septic, utilities to be installed underground, call with any questions.

    Charlotte Long EXP Realty, LLC

    Lot 4 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630
  • /33

    $575,000 Sold Jan 09, 2026

    44968 Hewitt Rd, Callaway, MD 20620

    • 3 Beds
    • 2 Baths
    • 792 Sq Ft
    • Built 1975

    Last Sold Summary

    • $726/SF
    • 5 Days On Market

    Last Listing Agent Florentina Killian CENTURY 21 New Millennium

    44968 Hewitt Rd, Callaway, MD 20620
    • /41

      Est $593,538 Not Listed For Sale

      19370 Greens Crossing Ct, Great Mills, MD 20634

      • 5 Beds
      • 3.5 Baths
      • 3,044 Sq Ft
      • Built 2008
      19370 Greens Crossing Ct, Great Mills, MD 20634

      Last Sold Summary

      • 9% Above List Price
      • $179/SF
      • 23 Days On Market

      Last Sold Price $545,000

      Last Listing Agent Mitchell Seifert RE/MAX

  • /45

    $564,900 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,594 Sq Ft

    20753 Chestnut Ridge Dr, Leonardtown, MD 20650

    Nestled within one of the most desirable subdivisions, this classic two-story Colonial welcomes you home with charm and a sense of privacy on two wooded acres. Quality construction throughout from the sunroom to the kitchen remodel you will see the workmanship!Once inside you will feel the warmth of meticulously cared-for details : gleaming hardwood floors through the main level, a spacious

    Tracey Summers CENTURY 21 New Millennium

    20753 Chestnut Ridge Dr, Leonardtown, MD 20650
  • /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 $288,495

    Last Listing Agent DJ Brady EXP Realty, LLC

    20903 Jo Marie Way, Callaway, MD 20620
    • /31

      Est $601,061 Not Listed For Sale

      21084 Rosebay St, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 3,505 Sq Ft
      • Built 2003
      21084 Rosebay St, Leonardtown, MD 20650

      Last Sold Summary

      • 18% Above List Price
      • $146/SF
      • 30 Days On Market

      Last Sold Price $510,000

      Last Listing Agent Josh Yowell EXP Realty, LLC

  • /5

    $150,000

    • Land
    • 1.75 Acres
    • $85,714 per Acre

    45252 Happyland Rd, Valley Lee, MD 20692

    1.75 cleared acres zoned commercial. The address of 45252 Happyland Rd was assigned afterCommercial Outparcel C had an approved Perc. St. Mary’s County zoning is Rural Commercial Limited(RCL). Find information on uses of an RCL lot online at St. Mary's County comprehensive zoning ordinance. Excerpt from ordinance (RCL Jul 24, 2007... By the enactment of County Commissioners Ordinance No.

    Lawrence Lessin Save 6, Incorporated

    45252 Happyland 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 $419,317

    Last Listing Agent Christina Proctor HomeSmart

    20880 Ark Ct, Lexington Park, MD 20653
    • /47

      Est $285,063 Not Listed For Sale

      17254 Larimer St, Piney Point, MD 20674

      • 2 Beds
      • 1.5 Baths
      • 1,024 Sq Ft
      • Built 1944
      17254 Larimer St, Piney Point, MD 20674

      Last Sold Summary

      • 3% Below List Price
      • $288/SF
      • 4 Days On Market

      Last Sold Price $295,000

      Last Listing Agent Jessica Abad Century 21 New Millennium

  • /6

    $250,000 Under Contract

    • Land
    • 17.9 Acres
    • $13,966 per Acre

    18465 Cherryfield Rd, Drayden, MD 20630

    Discover the perfect setting for your dream home on this beautiful 17.90-acre wooded lot in Drayden. Tucked away in a peaceful, rural setting, this expansive property offers privacy, natural beauty, and endless possibilities. Mature trees and serene surroundings create a tranquil backdrop, while the generous acreage provides ample space for a custom home, outdoor living areas, recreational

    Karen Taylor JPAR Real Estate Professionals

    18465 Cherryfield Rd, Drayden, MD 20630
  • /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
    • /36

      Est $382,388 Not Listed For Sale

      20725 Wolftrap St, Lexington Park, MD 20653

      • 3 Beds
      • 2.5 Baths
      • 1,776 Sq Ft
      • Built 1993
      20725 Wolftrap St, Lexington Park, MD 20653

      Last Sold Summary

      • 9% Above List Price
      • $197/SF
      • 36 Days On Market

      Last Sold Price $349,900

      Last Listing Agent Sandy Ludka Capps O'Brien Realty

  • /2

    $85,000

    • Land
    • 1.5 Acres
    • $56,667 per Acre

    0 Piney Point Rd, Callaway, MD 20620

    Discover the perfect canvas for your dream home on this 1.5-acre parcel of land, nestled in a vibrant community that offers both tranquility and convenience. Imagine waking up each day surrounded by nature, with ample space to create your own private oasis while still being just moments away from local amenities. This prime piece of land is situated in an area known for its friendly atmosphere

    Jessica Raley CENTURY 21 New Millennium

    0 Piney Point Rd, Callaway, MD 20620
  • /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 $643,966

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

    44114 Woodmont Dr, Leonardtown, MD 20650
    • /45

      Est $448,309 Not Listed For Sale

      21126 Arbor Ct, Leonardtown, MD 20650

      • 3 Beds
      • 2.5 Baths
      • 1,728 Sq Ft
      • Built 1997
      21126 Arbor Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 15% Above List Price
      • $226/SF
      • 63 Days On Market

      Last Sold Price $389,990

      Last Listing Agent Gabriela Montgomery Remax 100

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