30

Drayden, MD Homes for Sale with Acreage

Section Image Section Image
  • 0 Greens Crossing Way, Great Mills, MD 20634
    0 Greens Crossing Way, Great Mills, MD 20634
    /2

    $250,000

    • Land
    • 72.84 Acres
    • $3,432 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.

    Agent Photo

    Jimmy Hayden

    RE/MAX One

    (240) 262-0566

    0 Greens Crossing Way, Great Mills, MD 20634
  • 46369 Hattons Rest Ln, Lexington Park, MD 20653
    46369 Hattons Rest Ln, Lexington Park, MD 20653
    46369 Hattons Rest Ln, Lexington Park, MD 20653
    /50

    $1,850,000

    • 5 Beds
    • 6 Baths
    • 7,376 Sq Ft

    46369 Hattons Rest Ln, Lexington Park, MD 20653

    Welcome to The Retreat at Hattons Rest! A truly exceptional private waterfront estate set on a secluded 5.26-acre peninsula with an impressive 1,100 feet of pristine shoreline along the historic St. Mary's River. This magnificent 7,376-square-foot custom all-brick colonial home offers stunning water views from the kitchen and family room, where expansive windows perfectly capture the river's

    Agent Photo

    Gil Poudrier

    TTR Sotheby's International Realty

    (240) 655-8402

    46369 Hattons Rest Ln, Lexington Park, MD 20653
  • 16252 Thomas Rd, Piney Point, MD 20674
    16252 Thomas Rd, Piney Point, MD 20674
    16252 Thomas Rd, Piney Point, MD 20674
    /5

    $299,998

    • Land
    • 3.36 Acres
    • $89,285 per Acre

    16252 Thomas Rd, Piney Point, MD 20674

    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 waterfront residence.

    Payam Bakhaje Realty ONE Group Capital

    16252 Thomas Rd, Piney Point, MD 20674
  • 48683 Beachville Rd, Saint Inigoes, MD 20684
    48683 Beachville Rd, Saint Inigoes, MD 20684
    48683 Beachville Rd, Saint Inigoes, MD 20684
    /34

    $319,000

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    48683 Beachville Rd, Saint Inigoes, MD 20684

    4 acres w/ trailer, trailer sold AS-IS. Possible 3 additional buildable lots - all percs approved.

    Brooke Matthews RE/MAX One

    48683 Beachville Rd, Saint Inigoes, MD 20684
  • 16242 Thomas Rd, Piney Point, MD 20674
    16242 Thomas Rd, Piney Point, MD 20674
    16242 Thomas Rd, Piney Point, MD 20674
    /72

    $1,399,998 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,080 Sq Ft

    16242 Thomas Rd, Piney Point, MD 20674

    Exceptional waterfront residence set on 2.07 private acres in prestigious Piney Point, offering refined coastal living with breathtaking sunrises and glimpses of sunset over the water. This thoughtfully designed home features 3 bedrooms and 2.5 baths, anchored by a spectacular chef’s kitchen equipped with high‐end Café appliances, including a 36‐inch Café gas range, and an oversized island

    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
    /2

    $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. It offers a great opportunity to build or add to your investment portfolio.

    Jonathan Benya EXP Realty, LLC

    18832 Piney Point Rd, Valley Lee, MD 20692
  • 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

    • 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
  • 45903 Burns Dr, Valley Lee, MD 20692
    45903 Burns Dr, Valley Lee, MD 20692
    45903 Burns Dr, Valley Lee, MD 20692
    /40

    $444,900

    • 3 Beds
    • 2 Baths
    • 1,964 Sq Ft

    45903 Burns Dr, Valley Lee, MD 20692

    Welcome home! Nestled on a this 2+ private lot framed by mature trees, this spacious rambler offers the perfect blend of comfort and style. Generous family room with a stunning bay window that flows into the dining area and a bright, well-lit kitchen featuring maple cabinets with cherry finish, Corian counters, and a center island. Designed with a thoughtful split-bedroom floor plan, the generous

    Tracey Summers CENTURY 21 New Millennium

    45903 Burns Dr, Valley Lee, MD 20692
  • 19103 Windsor Ct, Drayden, MD 20630
    19103 Windsor Ct, Drayden, MD 20630
    19103 Windsor Ct, Drayden, MD 20630
    /45

    $635,900 New Construction

    • 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

    • 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
    /16

    $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
  • 47558 Lucas Cove Ln, Lexington Park, MD 20653
    47558 Lucas Cove Ln, Lexington Park, MD 20653
    47558 Lucas Cove Ln, Lexington Park, MD 20653
    /35

    $588,500

    • 3 Beds
    • 2 Baths
    • 1,553 Sq Ft

    47558 Lucas Cove Ln, Lexington Park, MD 20653

    Waterfront Home with Local History on Lucas Cove Own a rare piece of waterfront property rich in local and family history. This charming home, lovingly maintained by a military couple who raised five children here, sits on a deep, protected cove just minutes from the St. Mary’s River and the Potomac River. Enjoy all the Chesapeake lifestyle offers — crabbing, fishing, and swimming from your

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    47558 Lucas Cove Ln, Lexington Park, MD 20653
  • 48712 Packer Ct, Saint Inigoes, MD 20684
    48712 Packer Ct, Saint Inigoes, MD 20684
    48712 Packer Ct, Saint Inigoes, MD 20684
    /55

    $595,000

    • 4 Beds
    • 3 Baths
    • 3,159 Sq Ft

    48712 Packer Ct, Saint Inigoes, MD 20684

    Tucked away on 5.74 peaceful acres backed by trees, this beautiful custom-built home offers the perfect blend of space, comfort, and privacy in the heart of Saint Inigoes.With over 3,100 finished square feet, this thoughtfully designed 4 bedroom, 3 bath home welcomes you with a warm and inviting open floor plan ideal for both everyday living and entertaining. The home features formal living

    Janet Weaver RE/MAX One

    48712 Packer Ct, Saint Inigoes, MD 20684
  • Lot 2 Grayson Rd, Saint Inigoes, MD 20684
    Lot 2 Grayson Rd, Saint Inigoes, MD 20684
    /2

    $69,900

    • Land
    • 3 Acres
    • $23,300 per Acre

    Lot 2 Grayson Rd, Saint Inigoes, MD 20684

    Large wooded 3.00 acre parcel that no perc has been attempted. Located near the gate to Naval base. There is also another 3 acre lot and a 1.6 acre lot.

    Gloria Abell Coldwell Banker Premier

    Lot 2 Grayson Rd, Saint Inigoes, MD 20684
  • 0 Grayson Rd, Saint Inigoes, MD 20684
    0 Grayson Rd, Saint Inigoes, MD 20684
    /2

    $65,000

    • Land
    • 1.6 Acres
    • $40,625 per Acre

    0 Grayson Rd, Saint Inigoes, MD 20684

    Large wooded 1.6 acre parcel that no perc has been attempted. Located near the main gate to Naval base. There are two additional lots for sale. Lot 2 and 4 are 3 acres each.

    Gloria Abell Coldwell Banker Premier

    0 Grayson Rd, Saint Inigoes, MD 20684
  • 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
  • 0 Piney Point Rd, Callaway, MD 20620
    0 Piney Point Rd, Callaway, MD 20620
    /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
  • 17475 Mount Zion Church Rd, Saint Inigoes, MD 20684
    17475 Mount Zion Church Rd, Saint Inigoes, MD 20684
    /2

    $99,900

    • Land
    • 1 Acre
    • $99,900 per Acre

    17475 Mount Zion Church Rd, Saint Inigoes, MD 20684

    Beautiful lot close to base and St Mary's college in beautiful St Mary's city. only a few minutes to restaurants and shopping. This lot has a Dug well and septic on property. Trailor on property is a tear down.

    Gloria Abell Coldwell Banker Premier

    17475 Mount Zion Church Rd, Saint Inigoes, MD 20684
  • 0 Snowhill Way, Lexington Park, MD 20653
    0 Snowhill Way, Lexington Park, MD 20653
    0 Snowhill Way, Lexington Park, MD 20653
    /12

    $175,000

    • Land
    • 8.93 Acres
    • $19,597 per Acre

    0 Snowhill Way, Lexington Park, MD 20653

    Discover the perfect opportunity to build your dream property on this 8.93-acre agricultural-zoned parcel, nestled in the picturesque and highly sought-after area of St. Mary’s City. Located at the end of a quiet cul-de-sac, this lot offers unparalleled privacy and tranquility, surrounded by nature and the charm of Southern Maryland. With ample space for farming, gardening, or simply enjoying the

    Matthew Burgan Infinitas Realty Group

    0 Snowhill Way, Lexington Park, MD 20653
  • 16530 Piney Point Rd, Piney Point, MD 20674
    16530 Piney Point Rd, Piney Point, MD 20674
    16530 Piney Point Rd, Piney Point, MD 20674
    /67

    $775,000

    • 3 Beds
    • 2.5 Baths
    • 2,040 Sq Ft

    16530 Piney Point Rd, Piney Point, MD 20674

    Nestled along the Maryland shore of the Potomac River near its convergence with the Chesapeake Bay, St. George Island is rich in early Maryland history and renowned for its natural beauty—especially the dramatic sunsets over the Potomac. Situated in the heart of the island, Island House is a distinctive architectural gem. This two-story residence showcases an expansive glass frontage and a

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    16530 Piney Point Rd, Piney Point, MD 20674
  • 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
  • 0 Jutland Rd Unit MDSM2029176, Saint Inigoes, MD 20684
    0 Jutland Rd Unit MDSM2029176, Saint Inigoes, MD 20684
    0 Jutland Rd Unit MDSM2029176, Saint Inigoes, MD 20684
    /11

    $450,900

    • Land
    • 25.28 Acres
    • $17,836 per Acre

    0 Jutland Rd Unit MDSM2029176, Saint Inigoes, MD 20684

    Exceptional opportunity to own a 25.28-acre unrestricted waterfront parcel on Jutland Road near Saint Inigoes in St. Mary’s County, outside city limits with no HOA. Paved road access and direct tidal water frontage provide privacy and scale. Zoned RPD for low-density residential and recreational use, allowing site-built homes, modular or manufactured homes, barndominiums, and single- or

    Joseph Hawkins Hawkins Real Estate Company

    0 Jutland Rd Unit MDSM2029176, Saint Inigoes, MD 20684
  • 0 Sea Side View Rd Unit MDSM2025850, Ridge, MD 20680
    0 Sea Side View Rd Unit MDSM2025850, Ridge, MD 20680
    /2

    $59,000

    • Land
    • 1.8 Acres
    • $32,778 per Acre

    0 Sea Side View Rd Unit MDSM2025850, Ridge, MD 20680

    Katherine Dean RE/MAX One

    0 Sea Side View Rd Unit MDSM2025850, Ridge, MD 20680
  • 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
  • 44939 Shore Dr, Tall Timbers, MD 20690
    44939 Shore Dr, Tall Timbers, MD 20690
    44939 Shore Dr, Tall Timbers, MD 20690
    /59

    $515,000

    • 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 New Millennium

    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
  • 0 Point Lookout Rd, Lexington Park, MD 20653
    0 Point Lookout Rd, Lexington Park, MD 20653
    0 Point Lookout Rd, Lexington Park, MD 20653
    /3

    $349,000

    • Land
    • 10.41 Acres
    • $33,525 per Acre

    0 Point Lookout Rd, Lexington Park, MD 20653

    Discover the potential of this expansive 10.39-acre parcel ideally positioned along Point Lookout Rd in Lexington Park, within St. Mary's County. Zoned Agricultural, this beautiful stretch of land offers a rare opportunity to create the rural lifestyle you’ve been dreaming of while remaining conveniently connected to nearby amenities. With over 452,000 square feet of space, the property provides

    Matthew Burgan Infinitas Realty Group

    0 Point Lookout Rd, Lexington Park, MD 20653
  • 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
  • 47843 Yaocomico Ln, Lexington Park, MD 20653
    47843 Yaocomico Ln, Lexington Park, MD 20653
    47843 Yaocomico Ln, Lexington Park, MD 20653
    /4

    $449,000 Coming Soon

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

    47843 Yaocomico Ln, Lexington Park, MD 20653

    If you’ve been looking for a home that feels tucked away from it all — yet still just 1.7 miles from the St. Mary’s college, 9 minute bike ride or a 3 minute drive — this custom-built brick retreat may be exactly what you’ve been waiting for. With no HOA and a peaceful setting, it offers the kind of privacy that’s hard to find.Step inside and you’ll quickly realize this home is far larger

    Jessica Raley CENTURY 21 New Millennium

    47843 Yaocomico Ln, Lexington Park, MD 20653
Maryland St Marys County Drayden

Homes for Sale with Acreage in Drayden, MD

How to Buy a Home How to Finance a Home How to Sell a Home

In Drayden, there are currently 30 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 Drayden, MD offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Drayden and discover the potential and freedom that comes with owning your own piece of property.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group