20

Piney Point, MD Homes for Sale with Acreage

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  • 16252 Thomas Rd, Piney Point, MD 20674
    16252 Thomas Rd, Piney Point, MD 20674
    16252 Thomas Rd, Piney Point, MD 20674
    /7

    $224,900

    $75K PRICE DROP
    • Land
    • 3.36 Acres
    • $66,935 per Acre

    16252 Thomas Rd, Piney Point, MD 20674

    NEW PRICE — 3.36± ACRE WATERFRONT LOT NOW $199,000! A rare opportunity to own substantial waterfront acreage in beautiful Piney Point and create your own private Southern Maryland retreat, subject to applicable governmental approvals and permitting.EVEN BETTER — PURCHASE THIS LOT TOGETHER WITH THE ADJOINING NEW-CONSTRUCTION WATERFRONT HOME AT 16242 THOMAS ROAD FOR A COMBINED PRICE OF ONLY

    Payam Bakhaje Realty ONE Group Capital

    16252 Thomas Rd, Piney Point, MD 20674
  • 20098 Piney Point Rd, Callaway, MD 20620
    20098 Piney Point Rd, Callaway, MD 20620
    20098 Piney Point Rd, Callaway, MD 20620
    /67

    $1,100,000

    • 3 Beds
    • 2.5 Baths
    • 5,939 Sq Ft

    20098 Piney Point Rd, Callaway, MD 20620

    Want to live near your business?! This beautiful and classic 3 bedroom, 2 and half bathroom rancher has well-maintained curb appeal and the interior to match, beginning with the flower bed enriched porch. From the front door you are greeted with a spacious living room great for relaxing and enjoying the view from the large picturesque windows. This area also includes a separate kitchen/dining

    Shanita Kelley Samson Properties

    20098 Piney Point Rd, Callaway, MD 20620
  • 46461 Porto Bello Ct, Drayden, MD 20630
    46461 Porto Bello Ct, Drayden, MD 20630
    46461 Porto Bello Ct, Drayden, MD 20630
    /75

    $680,000

    • 5 Beds
    • 3 Baths
    • 3,430 Sq Ft

    46461 Porto Bello Ct, Drayden, MD 20630

    Welcome to Porto Bello Court, tucked away on a quiet cul-de-sac in the sought after Porto Bello Estates community of Drayden. This beautifully designed two-story home offers an abundance of natural light, creating a warm and inviting atmosphere throughout its spacious floor plan. Thoughtfully designed with versatility in mind, the expansive layout provides endless possibilities for today’s

    Diana Washabaugh CENTURY 21 New Millennium

    46461 Porto Bello Ct, Drayden, MD 20630
  • 16242 Thomas Rd, Piney Point, MD 20674
    16242 Thomas Rd, Piney Point, MD 20674
    16242 Thomas Rd, Piney Point, MD 20674
    /75

    $999,900

    New Construction Open Sun 1PM - 4PM $400K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,080 Sq Ft

    16242 Thomas Rd, Piney Point, MD 20674

    MAJOR PRICE IMPROVEMENT — NEW CONSTRUCTION WATERFRONT UNDER $1 MILLION! An exceptional opportunity to own a newly constructed waterfront retreat in beautiful Piney Point. Set on approximately 2 acres with expansive waterfront views, this thoughtfully designed home combines luxury, privacy and the relaxed Southern Maryland waterfront lifestyle.Wake up to beautiful SUNRISE VIEWS OVER THE

    Payam Bakhaje Realty ONE Group Capital

    16242 Thomas Rd, Piney Point, MD 20674
  • 18832 Piney Point Rd, Valley Lee, MD 20692
    18832 Piney Point Rd, Valley Lee, MD 20692
    18832 Piney Point Rd, Valley Lee, MD 20692
    /7

    $79,900

    • Land
    • 3.57 Acres
    • $22,381 per Acre

    18832 Piney Point Rd, Valley Lee, MD 20692

    Welcome to 18832 Piney Point Road! This property spans 3.57 acres and includes two lots within one parcel. Build your dream home in the peaceful waterfront community of Piney Point, Maryland. This exceptional parcel offers a rare opportunity to create a custom residence surrounded by natural beauty, privacy, and coastal charm. Nestled near the Potomac River, the property provides a serene setting

    Jonathan Benya EXP Realty, LLC

    18832 Piney Point Rd, Valley Lee, MD 20692
  • 45168 Irvings Place, Callaway, MD 20620
    45168 Irvings Place, Callaway, MD 20620
    /2

    $177,000

    • Land
    • 4.01 Acres
    • $44,140 per Acre

    45168 Irvings Place, Callaway, MD 20620

    Build your dream home on this beautiful 4.01-acre homesite in Callaway! Primarily cleared and ready for your vision, the property offers plenty of open space while mature trees line the perimeter, providing a wonderful sense of privacy and a natural backdrop.A huge bonus—much of the groundwork is already in place! The property features an existing septic system, shared well, and

    Heather Heath Deep Roots Real Estate

    45168 Irvings Place, Callaway, MD 20620
  • 46080 Usher Ln, Valley Lee, MD 20692
    46080 Usher Ln, Valley Lee, MD 20692
    46080 Usher Ln, Valley Lee, MD 20692
    /3

    $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
  • 46234 Stasha Ct, Drayden, MD 20630
    46234 Stasha Ct, Drayden, MD 20630
    46234 Stasha Ct, Drayden, MD 20630
    /32

    $679,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,643 Sq Ft

    46234 Stasha Ct, Drayden, MD 20630

    *** To Be Built *** ONE ACRE Plus Wooded Level LOT *** THE CANTERBURY II Model *** GARAGE ****FABULOUS KITCHEN w/Super Island & GRANITE Counters *** Pantry *** STAINLESS appliances *** Open Concept ** 1st Floor FAMILY ROOM open to the Kitchen *** full BASEMENT w/Rough in for a FULL BATH ** Optional REC ROOM and DEN *** INTERNET Available *** Street LIGHTS ** WARRANTY *** Pick this CANTERBURY II

    Lisa Riggleman RE/MAX One

    46234 Stasha Ct, Drayden, MD 20630
  • 19103 Windsor Ct, Drayden, MD 20630
    19103 Windsor Ct, Drayden, MD 20630
    19103 Windsor Ct, Drayden, MD 20630
    /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
  • 16146 Thomas Rd, Piney Point, MD 20674
    16146 Thomas Rd, Piney Point, MD 20674
    16146 Thomas Rd, Piney Point, MD 20674
    /70

    $799,900

    • 5 Beds
    • 3 Baths
    • 2,214 Sq Ft

    16146 Thomas Rd, Piney Point, MD 20674

    Live the Chesapeake Bay lifestyle on historic St. George Island! This beautifully renovated waterfront Colonial sits on 2.2 private acres with 40 feet of waterfront on St. George Creek, offering spectacular sunset views, a private pier (2019), and direct access to boating, fishing, crabbing, and kayaking. Originally built in 1927 and renovated in 2018, the property features a 3BR/2BA main home

    Conor Loughran CENTURY 21 New Millennium

    16146 Thomas Rd, Piney Point, MD 20674
  • 46175 N Greens Rest Dr, Great Mills, MD 20634
    46175 N Greens Rest Dr, Great Mills, MD 20634
    46175 N Greens Rest Dr, Great Mills, MD 20634
    /8

    $269,700

    $29K PRICE DROP
    • Land
    • 1.63 Acres
    • $165,460 per Acre

    46175 N Greens Rest Dr, Great Mills, MD 20634

    One of the few remaining pristine lots left in Riverside Farms! 1.63 acre lot with permits, approved site plan, grading, and foundation in for 4BR, 3-4 BA 3500+ sq. ft. custom rambler with basement. Handicap accessible! This desirable neighborhood offers a community park, ball fields, walking trails, picnic areas, and community pier.Conveniently, located close to Leonardtown and Pax River

    Joe and Judi Limerick CENTURY 21 New Millennium

    46175 N Greens Rest Dr, Great Mills, MD 20634
  • 19166 N Porto Bello Dr, Drayden, MD 20630
    19166 N Porto Bello Dr, Drayden, MD 20630
    19166 N Porto Bello Dr, Drayden, MD 20630
    /25

    $776,220

    New Construction
    • 3 Beds
    • 3.5 Baths
    • 2,253 Sq Ft

    19166 N Porto Bello Dr, Drayden, MD 20630

    The PARKER Model, Elevation One ** Please excuse our mess while construction is underway ** Wonderful Front Porch ** One Acre Plus WOODED Level Lot **FABULOUS KITCHEN w/Super Island & Granite Counters *** Huge PANTRY *** Upgraded STAINLESS Appliances *** First Floor Primary Bedroom complete with Custom Box Ceiling *** Master Bath with CUSTOM Walk in SHOWER w/Custom Seat ** Two Additional Main

    Lisa Riggleman RE/MAX One

    19166 N Porto Bello Dr, Drayden, MD 20630
  • 46200 Greens Rest Way, Great Mills, MD 20634
    46200 Greens Rest Way, Great Mills, MD 20634
    46200 Greens Rest Way, Great Mills, MD 20634
    /7

    $970,000

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 2,590 Sq Ft

    46200 Greens Rest Way, Great Mills, MD 20634

    Welcome to 46200 Greens Rest Way—a rare opportunity to own an exceptional 13-acre waterfront property with approximately 200 feet of frontage along the beautiful St. Mary’s River. Offering a wonderful combination of privacy, space, and waterfront living, this property provides a peaceful Southern Maryland retreat with a limited water view and direct access to the natural beauty of the riverfront

    Robin Errington CENTURY 21 New Millennium

    46200 Greens Rest Way, Great Mills, MD 20634
  • 19335 Greens Crossing Ct, Great Mills, MD 20634
    19335 Greens Crossing Ct, Great Mills, MD 20634
    19335 Greens Crossing Ct, Great Mills, MD 20634
    /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
  • 45252 Happyland Rd, Valley Lee, MD 20692
    45252 Happyland Rd, Valley Lee, MD 20692
    45252 Happyland Rd, Valley Lee, MD 20692
    /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
  • 47558 Lucas Cove Ln, Lexington Park, MD 20653
    47558 Lucas Cove Ln, Lexington Park, MD 20653
    47558 Lucas Cove Ln, Lexington Park, MD 20653
    /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
  • 44939 Shore Dr, Tall Timbers, MD 20690
    44939 Shore Dr, Tall Timbers, MD 20690
    44939 Shore Dr, Tall Timbers, MD 20690
    /59

    $482,000

    $33K PRICE DROP
    • 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 Redwood Realty

    44939 Shore Dr, Tall Timbers, MD 20690
  • 19163 N Porto Bello Ln, Drayden, MD 20630
    19163 N Porto Bello Ln, Drayden, MD 20630
    19163 N Porto Bello Ln, Drayden, MD 20630
    /31

    $599,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,343 Sq Ft

    19163 N Porto Bello Ln, Drayden, MD 20630

    *** To Be Built *** ONE ACRE Plus Wooded Level LOT *** THE ARUNDEL Model, Elevation II*** 2 CAR GARAGE ****FABULOUS KITCHEN w/Super Island & GRANITE Counters *** Pantry *** STAINLESS appliances *** Open Concept ** 1st Floor FAMILY ROOM open to the Kitchen *** full BASEMENT w/Rough in for a FULL BATH ** Optional REC ROOM and DEN *** INTERNET Available *** Street LIGHTS ** WARRANTY *** Pick this

    Lisa Riggleman RE/MAX One

    19163 N Porto Bello Ln, Drayden, MD 20630
  • 45433 Drayden Rd, Valley Lee, MD 20692
    45433 Drayden Rd, Valley Lee, MD 20692
    45433 Drayden Rd, Valley Lee, MD 20692
    /28

    $2,250,000

    Coming Soon
    • 4 Beds
    • 4 Baths
    • 4,228 Sq Ft

    45433 Drayden Rd, Valley Lee, MD 20692

    Welcome to Mount Olive Farm! A breathtaking 39-acre horse farm featuring a beautifully restored manor home originally built in 1880. Rich in history and thoughtfully updated over the years, this exceptional estate seamlessly blends timeless character with modern amenities.The home features a stunning gourmet kitchen addition equipped with a commercial-grade range, Viking double ovens, a

    Carol Kalmus-Choporis Century 21 Redwood Realty

    45433 Drayden Rd, Valley Lee, MD 20692
  • 19285 Vanderhoof Ln, Valley Lee, MD 20692
    19285 Vanderhoof Ln, Valley Lee, MD 20692
    19285 Vanderhoof Ln, Valley Lee, MD 20692
    /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
Maryland St Marys County

Homes for Sale with Acreage in Piney Point, MD

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In Piney Point, there are currently 20 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in Piney Point, MD offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Piney Point and discover the potential and freedom that comes with owning your own piece of property.

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