2,931

Piney Point, MD Homes

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    • /16

      Est $1,035,867

      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

      • 20 Days On Market

      Last Listing Agent Christopher Guldi Keller Williams Flagship

  • /18

    $200,000

    • Land
    • 5.41 Acres
    • $36,969 per Acre

    18665 Hebb Way, Drayden, MD 20630

    5.4-Acre Homesite in Drayden, MD – Ready for Your Dream Home! Discover the perfect blend of open space and privacy with this beautiful 5.4-acre property in Drayden, Maryland. Featuring approximately 3.0 acres of level, open land and 2.4 acres of mature woods, this property offers endless possibilities for your custom home and outdoor lifestyle. The lot has already been perc-approved (documents

    Dorothy Bistransin Redfin Corp

    18665 Hebb Way, Drayden, MD 20630
  • /32

    $397,000

    Sold Dec 19, 2025

    45810 Aberdeen Ln, Valley Lee, MD 20692

    • 3 Beds
    • 2 Baths
    • 1,350 Sq Ft
    • Built 1987

    Last Sold Summary

    • $294/SF
    • 16 Days On Market

    Current Estimated Value $397,803

    Last Listing Agent Connie Gunn CENTURY 21 New Millennium

    45810 Aberdeen Ln, Valley Lee, MD 20692
    • /20

      Est $544,102

      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

      • 8 Days On Market

      Last Listing Agent Bill Harris Coldwell Banker Premier

  • /13

    $524,900

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,552 Sq Ft

    46112 Slye Way, Drayden, MD 20630

    Tucked onto a private 1.17-acre lot in one of southern St. Mary's County's most desirable areas, this 4-bedroom, 2.5-bath home offers 2,552 square feet of comfortable living space and the kind of room to breathe that's hard to find. Best of all? The big-ticket items are already done — a newer roof and newer HVAC system mean you can move in with confidence and skip the surprises. Inside, a flowing

    Michelle Camaioni RE/MAX One

    46112 Slye Way, Drayden, MD 20630
  • /44

    $324,900

    Sold Apr 28, 2026

    17262 Larimer St, Piney Point, MD 20674

    • 3 Beds
    • 2 Baths
    • 1,330 Sq Ft
    • Built 1942

    Last Sold Summary

    • $244/SF
    • 45 Days On Market

    Current Estimated Value $319,281

    Last Listing Agent Kristen Willets RE/MAX One

    17262 Larimer St, Piney Point, MD 20674
    • /41

      Est $592,771

      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

      • 23 Days On Market

      Last Listing Agent Mitchell Seifert RE/MAX One

  • /2

    $99,000

    • Land
    • 22,651 Sq Ft
    • $190,385 per Acre

    17377 Piney Point Rd, Piney Point, MD 20674

    Discover the opportunity to create your ideal home on this 22,782 square foot parcel (just over half an acre) located on Piney Point in scenic St. Mary's County. Identified as Adjusted Parcel 174, this property offers a peaceful setting with convenient access to the waterfront lifestyle that makes Piney Point such a desirable destination. With no existing improvements, the lot provides a blank

    Matthew Burgan Infinitas Realty Group

    17377 Piney Point Rd, Piney Point, MD 20674
  • /49

    $640,000

    Sold May 11, 2026

    18747 Vernon Ct, Drayden, MD 20630

    • 4 Beds
    • 2.5 Baths
    • 3,572 Sq Ft
    • Built 2005

    Last Sold Summary

    • 1% Below List Price
    • $179/SF
    • 7 Days On Market

    Current Estimated Value $642,410

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

    18747 Vernon Ct, Drayden, MD 20630
    • /47

      Est $291,081

      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

      • 4 Days On Market

      Last Listing Agent Jessica Abad CENTURY 21 New Millennium

  • /81

    $735,000

    • 3 Beds
    • 2.5 Baths
    • 3,507 Sq Ft

    17295 Oakwood Lodge Ln Unit 6, Piney Point, MD 20674

    Enjoy effortless waterfront living in Southern Maryland from this premier end-unit condominium on Oakwood Lodge Lane in Piney Point, offering expansive views across the Potomac River to Virginia and a white sandy beach just steps from your door. Nestled within an exclusive 6-unit condominium community, this maintenance-free waterfront retreat offers over 3,500 square feet of beautifully designed

    Jennifer Goddard CENTURY 21 New Millennium

    17295 Oakwood Lodge Ln Unit 6, Piney Point, MD 20674
  • /2

    $99,000

    Sold Apr 08, 2026

    17778 Rosecroft Rd, Lexington Park, MD 20653

    • Land
    • 1 Acre
    • $99,000 per Acre

    Last Sold Summary

    • 36 Days On Market

    Current Estimated Value $98,799

    Last Listing Agent Cathy Rose Samson Properties

    17778 Rosecroft Rd, Lexington Park, MD 20653
    • /38

      Est $672,101

      Not Listed For Sale

      16434 Piney Point Rd, Piney Point, MD 20674

      • 3 Beds
      • 1.5 Baths
      • 1,908 Sq Ft
      • Built 1949
      16434 Piney Point Rd, Piney Point, MD 20674

      Last Sold Summary

      • 97 Days On Market

      Last Listing Agent Jake Grier Baldus Real Estate, Inc.

  • /91

    $875,000

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

    17597 Whitestone Dr, Tall Timbers, MD 20690

    The Landings at Piney Point is a highly sought-after waterfront community offering exceptional amenities and a true coastal lifestyle. Residents enjoy one of the most beautiful private beaches in Southern Maryland, along with a community pool, tennis court, playground, harbor with boat slips, boat trailer storage, and more.Whether you enjoy boating, fishing, kayaking, or simply relaxing by

    Dawn Wood O'Brien Realty ERA Powered

    17597 Whitestone Dr, Tall Timbers, MD 20690
  • /47

    $375,000

    Sold Mar 31, 2026

    19830 Fall Ct, Great Mills, MD 20634

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Built 2001

    Last Sold Summary

    • $268/SF
    • 4 Days On Market

    Current Estimated Value $374,674

    Last Listing Agent Donna Lacey CENTURY 21 New Millennium

    19830 Fall Ct, Great Mills, MD 20634
    • /29

      Est $317,746

      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

      • 154 Days On Market

      Last Listing Agent Jan Kleponis O'Brien Realty ERA Powered

  • /98

    $620,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,698 Sq Ft

    16144 Thomas Rd, Piney Point, MD 20674

    Welcome to Willow Cottage on St. George Island, where timeless coastal charm meets exceptional waterfront living. Perfectly positioned with sweeping views of Island Creek, St. George’s Creek and the St. Mary’s River with 169 feet of waterfront, this custom-designed retreat offers the ideal blend of comfort, craftsmanship, and relaxed elegance. From the moment you arrive, you’ll be captivated by

    Jenny Norris EXP Realty, LLC

    16144 Thomas Rd, Piney Point, MD 20674
  • /44

    $560,000

    Sold Mar 16, 2026

    17490 Lighthouse Commons Dr, Piney Point, MD 20674

    • 4 Beds
    • 2.5 Baths
    • 2,400 Sq Ft
    • Built 2025

    Last Sold Summary

    • $233/SF
    • 77 Days On Market

    Current Estimated Value $563,501

    Last Listing Agent Carol Kalmus-Choporis Century 21 Redwood Realty

    17490 Lighthouse Commons Dr, Piney Point, MD 20674
    • /75

      Est $622,233

      Not Listed For Sale

      46080 N Greens Rest Dr, Great Mills, MD 20634

      • 4 Beds
      • 3.5 Baths
      • 3,646 Sq Ft
      • Built 2004
      46080 N Greens Rest Dr, Great Mills, MD 20634

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Mary-Blake Summerlin Century 21 Redwood Realty

  • /62

    $585,000

    $15K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,436 Sq Ft

    19335 Greens Crossing Ct, Great Mills, MD 20634

    Classic colonial in desirable The Crossing at Riverside Farms neighborhood. Feel like you're in the country on this 1+ acre lot but only minutes to shopping, schools, parks and Pax River Base. Nice open floor plan features a generous open floor plan with spacious kitchen that has ample cabinet and counter space, walk-in pantry, large island and sun room overlooking the fenced backyard. All flow

    Jennifer Mullennix CENTURY 21 New Millennium

    19335 Greens Crossing Ct, Great Mills, MD 20634
  • /64

    $419,999

    Sold Jan 09, 2026

    45044 Deagles Boatyard Rd, Tall Timbers, MD 20690

    • 4 Beds
    • 3 Baths
    • 2,106 Sq Ft
    • Built 1940

    Last Sold Summary

    • 2% Below List Price
    • $199/SF
    • 139 Days On Market

    Current Estimated Value $419,850

    Last Listing Agent Mike Jordan CENTURY 21 New Millennium

    45044 Deagles Boatyard Rd, Tall Timbers, MD 20690
    • /42

      Est $382,948

      Not Listed For Sale

      45975 Bates Rd, Great Mills, MD 20634

      • 3 Beds
      • 2 Baths
      • 1,664 Sq Ft
      • Built 1975
      45975 Bates Rd, Great Mills, MD 20634

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Karen Taylor JPAR Real Estate Professionals

  • /2

    $60,000

    • Land
    • 12,196 Sq Ft
    • $214,286 per Acre

    0 Holly St, Piney Point, MD 20674

    Build a new home on this 12000 Sg ft lot located in Piney Point. Maryland. Public sewer available for hookup.

    Mike Jordan CENTURY 21 New Millennium

    0 Holly St, Piney Point, MD 20674
  • /2

    $152,000

    Sold Mar 13, 2026

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

    • Land
    • 2.49 Acres
    • $61,044 per Acre

    Last Sold Summary

    • 1,244 Days On Market

    Last Listing Agent Charlotte Long EXP Realty, LLC

    Lot 4 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630
    • /46

      Est $411,717

      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

      • 6 Days On Market

      Last Listing Agent Heather Hooper Berkshire Hathaway HomeServices PenFed Realty

  • /21

    $349,900

    $45K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    17863 2nd St, Tall Timbers, MD 20690

    Welcome to life in Tall Timbers — where peaceful surroundings, waterfront charm, and everyday comfort come together beautifully. This freshly updated 3-bedroom home is completely move-in ready with brand new carpet, newly refinished hardwood floors, and fresh paint throughout. The light-filled interior creates a warm and inviting feel from the moment you walk in. The spacious layout offers the

    Robin Cavallaro RE/MAX Realty Group

    17863 2nd St, Tall Timbers, MD 20690
  • /2

    $365,000

    Sold Apr 30, 2026

    44731 Blake Creek Rd, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 1,644 Sq Ft
    • Built 1976

    Last Sold Summary

    • $222/SF
    • 0 Days On Market

    Current Estimated Value $362,883

    Last Listing Agent Sarah Mulford-Martin EXP Realty, LLC

    44731 Blake Creek Rd, Leonardtown, MD 20650
    • /19

      Est $351,136

      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

      • 2 Days On Market

      Last Listing Agent Karen Alford-Brooks CENTURY 21 New Millennium

  • /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
  • /35

    $340,000

    Sold Nov 21, 2025

    20035 Piney Point Rd, Callaway, MD 20620

    • 3 Beds
    • 2 Baths
    • 1,488 Sq Ft
    • Built 1970

    Last Sold Summary

    • $228/SF
    • 13 Days On Market

    Current Estimated Value $346,380

    Last Listing Agent Connie Gunn CENTURY 21 New Millennium

    20035 Piney Point Rd, Callaway, MD 20620
    • /14

      Est $360,712

      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

      • 20 Days On Market

      Last Listing Agent Barbara Jordan Vylla Home

  • /43

    $529,000

    • 3 Beds
    • 2 Baths
    • 1,371 Sq Ft

    47558 Lucas Cove Ln, Lexington Park, MD 20653

    Welcome to 47558 Lucas Cove Lane, where peaceful waterfront living meets endless potential. Tucked away on a private, wooded double lot overlooking scenic Lucas Cove, just off the beautiful St. Mary's River, this charming 3-bedroom, 2-bath home offers a rare opportunity to enjoy the best of Southern Maryland's waterfront lifestyle. Designed to maximize its exceptional setting, the home is

    Matthew Burgan Infinitas Realty Group

    47558 Lucas Cove Ln, Lexington Park, MD 20653
  • /2

    $1,330,000

    Sold May 27, 2026

    16363 Ball Point Rd, Piney Point, MD 20674

    • 4 Beds
    • 3 Baths
    • 4,080 Sq Ft
    • Built 2003

    Last Sold Summary

    • 3% Above List Price
    • $326/SF
    • 2 Days On Market

    Current Estimated Value $1,281,101

    Last Listing Agent Carol Kalmus-Choporis Century 21 Redwood Realty

    16363 Ball Point Rd, Piney Point, MD 20674
    • /51

      Est $419,207

      Not Listed For Sale

      17364 Potomac Sands Dr, Piney Point, MD 20674

      • 4 Beds
      • 3 Baths
      • 1,848 Sq Ft
      • Built 1998
      17364 Potomac Sands Dr, Piney Point, MD 20674

      Last Sold Summary

      • 56 Days On Market

      Last Listing Agent Kim Gosnell Redfin Corp

  • /16

    $465,000

    • 3 Beds
    • 2 Baths
    • 1,667 Sq Ft

    18800 McKays Beach Rd, Leonardtown, MD 20650

    This 1,600+ square foot cottage offers the ultimate foundation for your custom coastal retreat. Nestled on the serene shores of McKays Cove, several major exterior capital improvements are already complete. The structure features a brand-new Amish-built roof, new gutters, and premium new Andersen windows throughout. Personal Boat Ramp: Private ramp for seamless watercraft launching and only one

    Chris Coughlan RE/MAX One

    18800 McKays Beach Rd, Leonardtown, MD 20650
  • /59

    $528,000

    Sold Jun 30, 2026

    17615 Driftwood Dr, Tall Timbers, MD 20690

    • 3 Beds
    • 2.5 Baths
    • 2,945 Sq Ft
    • Built 1996

    Last Sold Summary

    • $179/SF
    • 357 Days On Market

    Current Estimated Value $657,333

    Last Listing Agent Matthew Burgan Infinitas Realty Group

    17615 Driftwood Dr, Tall Timbers, MD 20690
    • /74

      Est $407,275

      Not Listed For Sale

      17294 Crab Pot Ln, Piney Point, MD 20674

      • 3 Beds
      • 2 Baths
      • 1,600 Sq Ft
      • Built 2002
      17294 Crab Pot Ln, Piney Point, MD 20674

      Last Sold Summary

      • 32 Days On Market

      Last Listing Agent Jennifer Mullennix CENTURY 21 New Millennium

  • /67

    $460,000

    • 4 Beds
    • 2 Baths
    • 2,001 Sq Ft

    17773 Piney Point Rd, Tall Timbers, MD 20690

    Discover the perfect blend of refined country living and everyday comfort in this beautifully maintained single-story home. Ideally situated on a picturesque, level homesite. Designed for effortless one-level living, this thoughtfully crafted home features a bright, open floor plan enhanced by brand-new energy-efficient windows that flood the interior with natural light and showcase the

    Connie Gunn CENTURY 21 New Millennium

    17773 Piney Point Rd, Tall Timbers, MD 20690
  • /3

    $676,917

    Sold Dec 03, 2025

    46213 Stasha Ct, Drayden, MD 20630

    • 4 Beds
    • 3.5 Baths
    • Built 2025

    Last Sold Summary

    • 0 Days On Market

    Current Estimated Value $675,480

    Last Listing Agent Lisa Riggleman RE/MAX One

    46213 Stasha Ct, Drayden, MD 20630
    • /72

      Est $518,588

      Not Listed For Sale

      46599 Dockside Ln, Drayden, MD 20630

      • 4 Beds
      • 3 Baths
      • 2,821 Sq Ft
      • Built 1981
      46599 Dockside Ln, Drayden, MD 20630

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Jessica Raley CENTURY 21 New Millennium

Showing Results 81 - 120, Page 3 of 18

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