20

Piney Point, MD Homes for Sale with Acreage

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  • 19305 Greens Crossing Ct, Great Mills, MD 20634
    19305 Greens Crossing Ct, Great Mills, MD 20634
    19305 Greens Crossing Ct, Great Mills, MD 20634
    /3

    $725,000

    Coming Soon
    • 4 Beds
    • 3.5 Baths
    • 4,588 Sq Ft

    19305 Greens Crossing Ct, Great Mills, MD 20634

    Experience luxury and comfort in this stunning 4-bedroom, 3.5-bath home built in 2015, offering exceptional space, elegant upgrades, and resort-style outdoor living in beautiful Saint Mary's County. From the moment you enter, you’ll love the beautiful hardwood flooring, open-concept layout, and fresh new paint throughout. The heart of the home is the oversized gourmet kitchen featuring a gas

    Heather Heath RE/MAX One

    19305 Greens Crossing Ct, Great Mills, MD 20634
  • 16460 Sayre Point Ln, Piney Point, MD 20674
    16460 Sayre Point Ln, Piney Point, MD 20674
    16460 Sayre Point Ln, Piney Point, MD 20674
    /61

    $799,900

    • 4 Beds
    • 2 Baths
    • 2,322 Sq Ft

    16460 Sayre Point Ln, Piney Point, MD 20674

    Waterfront property on Saint George Island - Original owners are offering this rare opportunity to own a beautifully maintained waterfront home on sought-after St. George Island. Situated on a combined 1.4-acre parcel that includes both the waterfront lot and house lot. This property offers serene views, and direct access to St. George's Creek via a private pier with easy access by boat to ST.

    Carol Kalmus-Choporis Century 21 Redwood Realty

    16460 Sayre Point Ln, Piney Point, MD 20674
  • 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
  • 16146 Thomas Rd, Piney Point, MD 20674
    16146 Thomas Rd, Piney Point, MD 20674
    16146 Thomas Rd, Piney Point, MD 20674
    /57

    $889,900

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

    16146 Thomas Rd, Piney Point, MD 20674

    Experience the timeless charm of Chesapeake Bay living at this beautifully renovated waterfront Colonial on historic St. George Island. Built in 1927 and updated in 2018, this 4BR/3BA property sits on 2.2 private acres along St. George Creek with 40 feet of waterfront, stunning sunset views, and a private pier (2019) ready for embracing SOUTHERN MARYLAND ISLAND LIFE—boating, fishing, crabbing,

    Conor Loughran CENTURY 21 New Millennium

    16146 Thomas Rd, Piney Point, MD 20674
  • 16252 Thomas Rd, Piney Point, MD 20674
    16252 Thomas Rd, Piney Point, MD 20674
    16252 Thomas Rd, Piney Point, MD 20674
    /7

    $274,998

    $25K PRICE DROP
    • Land
    • 3.36 Acres
    • $81,845 per Acre

    16252 Thomas Rd, Piney Point, MD 20674

    Major Price Improvement- Highly motivated Seller. Bring your best reasonable offer and seize this opportunity.Rare buildable waterfront lot in sought-after Piney Point, Maryland. Located at 16252 Thomas Road, this expansive approximately 3.3-acre parcel offers approximately 348 feet of direct water frontage along a tidal creek, providing a serene setting and excellent potential for a custom

    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

    Open Sat 11AM - 2PM
    • 3 Beds
    • 2.5 Baths
    • 5,939 Sq Ft

    20098 Piney Point Rd, Callaway, MD 20620

    Welcome to Ms. Piney Point! 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 room area

    Shanita Kelley Samson Properties

    20098 Piney Point Rd, Callaway, MD 20620
  • 16242 Thomas Rd, Piney Point, MD 20674
    16242 Thomas Rd, Piney Point, MD 20674
    16242 Thomas Rd, Piney Point, MD 20674
    /75

    $1,249,998

    New Construction $150K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,080 Sq Ft

    16242 Thomas Rd, Piney Point, MD 20674

    MAJOR PRICE IMPROVEMENT – BEST VALUE ON THE WATER!Seller offering up to $20,000 in buyer incentives—use toward closing costs or interest rate buydown to reduce your monthly payment. Welcome to an exceptional opportunity to own a brand-new waterfront home set on over 2 private acres in scenic Piney Point. Designed to capture breathtaking sunrise views and peaceful water surroundings, this home

    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
  • 46195 Kayak Ct, Great Mills, MD 20634
    46195 Kayak Ct, Great Mills, MD 20634
    46195 Kayak Ct, Great Mills, MD 20634
    /75

    $629,000

    • 5 Beds
    • 3.5 Baths
    • 3,380 Sq Ft

    46195 Kayak Ct, Great Mills, MD 20634

    Built in 2019 and perfectly situated on a large, private lot, this stunning 5-bedroom home offers the ideal blend of modern finishes and peaceful living. A long driveway leads to an oversized garage and sets the tone for the privacy this home provides. Inside, you'll find a bright and open layout designed for both everday living and entertaining. The spacious kitchen is the heart of the home,

    Jesieryl Hartzer CENTURY 21 New Millennium

    46195 Kayak Ct, Great Mills, MD 20634
  • 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
  • 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
  • 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
  • Lot 6 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630
    Lot 6 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630
    /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
  • 45954 Burns Dr, Valley Lee, MD 20692
    45954 Burns Dr, Valley Lee, MD 20692
    45954 Burns Dr, Valley Lee, MD 20692
    /44

    $594,900

    • 5 Beds
    • 2.5 Baths
    • 2,430 Sq Ft

    45954 Burns Dr, Valley Lee, MD 20692

    Charming and Stately Home on TWO Lots! The home sits on a lovely 1.67 acres and the fully treed lot next door (another 1.19 acres!!) sits to the right of the home, on a quiet Cul-De-Sac neighborhood, close to Shopping, Restaurants and only 15 Minutes from PAX Naval Air Station! Nicely proportioned, a Covered Front Porch Welcomes Guests at the front and a Brand New 25x25ft raised deck off the

    Belinda Taylor EXP Realty, LLC

    45954 Burns Dr, Valley Lee, MD 20692
  • Lot 2 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630
    Lot 2 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630
    /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
  • 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
  • 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
  • 0 Greens Crossing Way, Great Mills, MD 20634
    0 Greens Crossing Way, Great Mills, MD 20634
    /2

    $210,000

    $65K PRICE DROP
    • Land
    • 72.84 Acres
    • $2,883 per Acre

    0 Greens Crossing Way, Great Mills, MD 20634

    73.30 total acres consisting of 2 lots. All wooded. Great for hunting or exploring nature as it gets very close to the St. Mary's River. This is an Open Space parcel so no building permitted. Great price for a LOT of land.

    Jimmy Hayden RE/MAX One

    0 Greens Crossing Way, Great Mills, MD 20634
Maryland St Marys County Piney Point

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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