28

Drayden, MD Homes for Sale with Acreage

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  • 19393 N Snow Hill Manor Rd, Lexington Park, MD 20653
    19393 N Snow Hill Manor Rd, Lexington Park, MD 20653
    19393 N Snow Hill Manor Rd, Lexington Park, MD 20653
    /83

    $1,900,000

    • 4 Beds
    • 3.5 Baths
    • 5,747 Sq Ft

    19393 N Snow Hill Manor Rd, Lexington Park, MD 20653

    Welcome to this truly exceptional, one-of-a-kind waterfront estate on the historic St. Mary’s River. Nestled on 1.72 beautifully landscaped acres, this property boasts 150 feet of private water frontage, along with an impressive private pier equipped with three boat lifts, electric, water, and approximately 10 feet of deep water—ideal for accommodating vessels of nearly any size.Designed for

    Sheri Goldman Long & Foster Real Estate, Inc.

    19393 N Snow Hill Manor Rd, Lexington Park, MD 20653
  • 17347 Whitaker Ct, Saint Inigoes, MD 20684
    17347 Whitaker Ct, Saint Inigoes, MD 20684
    17347 Whitaker Ct, Saint Inigoes, MD 20684
    /42

    $499,900

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,552 Sq Ft

    17347 Whitaker Ct, Saint Inigoes, MD 20684

    ONE-LEVEL LIVING + 2.43 ACRES + TWO GARAGES — NOW OFFERED UNDER $500K! Tucked at the end of a quiet cul-de-sac in St. Inigoes, this well-maintained 3-bedroom, 2-bath rambler offers a combination that's hard to find: space, privacy, exceptional garage capacity, and convenient access to Webster Field and NAS Patuxent River.Inside, 1,552 finished square feet are designed for easy everyday

    Connie Gunn CENTURY 21 New Millennium

    17347 Whitaker Ct, Saint Inigoes, MD 20684
  • 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

    Open Sat 1PM - 3PM
    • 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
  • 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
  • 47158 Amanda Way, Park Hall, MD 20667
    47158 Amanda Way, Park Hall, MD 20667
    /2

    $860,000

    Open Sat 10AM - 12PM Coming Soon Sep 26
    • 5 Beds
    • 3 Baths
    • 3,789 Sq Ft

    47158 Amanda Way, Park Hall, MD 20667

    Welcome to 47158 Amanda Way, a private 11.31-acre retreat offering exceptional versatility, extensive upgrades, and no HOA! This unique property features four bedrooms and two full bathrooms in the main wing of the home with a thoughtfully renovated in-law suite with its own kitchen, living room, bedroom, full bath, HVAC system, and water heater—ideal for multigenerational living, extended

    Samantha Bowling Samson Properties

    47158 Amanda Way, Park Hall, MD 20667
  • Lot 3 Seaside Ln, Ridge, MD 20680
    Lot 3 Seaside Ln, Ridge, MD 20680
    Lot 3 Seaside Ln, Ridge, MD 20680
    /7

    $250,000

    • Land
    • 1.55 Acres
    • $161,290 per Acre

    Lot 3 Seaside Ln, Ridge, MD 20680

    Waterfront living on your bucket list? Start now! Bring your ideas, build plans and lawn chairs. You will not want to miss the sunsets over the creek. Lot subdivision restrictions will not allow trailer/mobile homes. There are chickens on the neighbors lot, so be mindful of bringing your pets on the tour. I suggest you park and take the short walk back to the lot and not drive.

    Sheila Milburn Coldwell Banker Premier

    Lot 3 Seaside Ln, Ridge, MD 20680
  • 44911 Buck Redman Rd, Callaway, MD 20620
    44911 Buck Redman Rd, Callaway, MD 20620
    /2

    $325,000

    • 3 Beds
    • 1 Bath
    • 1,040 Sq Ft

    44911 Buck Redman Rd, Callaway, MD 20620

    Nestled on a serene 2.17-acre lot, this charming ranch-style home offers a perfect blend of comfort and nature. Surrounded by lush trees and partly wooded areas, the property provides a tranquil retreat, ideal for those seeking peace and privacy. Imagine sipping your morning coffee while enjoying views of the garden and woods from your rear yard, where you can create your own outdoor oasis.

    Sheila Milburn Coldwell Banker Premier

    44911 Buck Redman Rd, 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
  • 19166 N Porto Bello Dr, Drayden, MD 20630
    19166 N Porto Bello Dr, Drayden, MD 20630
    19166 N Porto Bello Dr, Drayden, MD 20630
    /50

    $776,220

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

    19166 N Porto Bello Dr, Drayden, MD 20630

    The PARKER Model, Elevation One ** Move in Ready** 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 Floor Bedrooms with private Bath *** OPEN

    Lisa Riggleman RE/MAX One

    19166 N Porto Bello Dr, Drayden, MD 20630
  • 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
  • 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

    $249,700

    $49K PRICE DROP
    • Land
    • 1.63 Acres
    • $153,190 per Acre

    46175 N Greens Rest Dr, Great Mills, MD 20634

    HANDICAP FRIENDLY AND ACCESSIBLE, both lot and house! 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. This desirable neighborhood offers a community park, ball fields, walking trails, picnic areas, and community pier.Conveniently, located close

    Joe and Judi Limerick CENTURY 21 New Millennium

    46175 N Greens Rest Dr, Great Mills, MD 20634
  • 45776 Boothe Rd, Drayden, MD 20630
    45776 Boothe Rd, Drayden, MD 20630
    45776 Boothe Rd, Drayden, MD 20630
    /94

    $3,500,000

    • 3 Beds
    • 2 Baths
    • 4,541 Sq Ft

    45776 Boothe Rd, Drayden, MD 20630

    Welcome to Timerity, a natural sanctuary tucked away on an 189-acre waterfront estate where Southern Maryland history, productive farmland, mature woods and protected tidal waters come together in one extraordinary property.Documented by the Maryland Historical Trust as Timerity Farm, the property reflects the agricultural and maritime heritage of the Drayden area and the historic St.

    Sharon Cox Century 21 Redwood Realty

    45776 Boothe Rd, 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
    /92

    $970,000

    • 3 Beds
    • 2.5 Baths
    • 2,590 Sq Ft

    46200 Greens Rest Way, Great Mills, MD 20634

    Welcome to 46200 Greens Rest Way, a truly special waterfront retreat tucked away on more than 13 acres with approximately 200 feet of frontage along the beautiful St. Mary’s River. Surrounded by mature woodland, tidal marsh and meandering creeks, this peaceful setting offers exceptional privacy, abundant wildlife and a rare connection to nature.Inside, extensive windows and skylights fill

    Robin Errington CENTURY 21 New Millennium

    46200 Greens Rest Way, Great Mills, MD 20634
  • 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
  • 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

    **SELLER OFFERING $10,000 FLOORING CREDIT WITH ACCEPTABLE OFFER** 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,

    Jennifer Mullennix CENTURY 21 New Millennium

    19335 Greens Crossing Ct, Great Mills, MD 20634
  • 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
  • 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
  • 0 Piney Point Rd, Callaway, MD 20620
    0 Piney Point Rd, Callaway, MD 20620
    /2

    $85,000

    $10K PRICE DROP
    • 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
  • 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 Sep 30
    • 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
  • 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

    $499,000

    $150K PRICE INCREASE
    • Land
    • 10.41 Acres
    • $47,935 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

    Matthew Burgan Infinitas Realty Group

    0 Point Lookout Rd, Lexington Park, MD 20653
  • 48448 Mattapany Rd, Lexington Park, MD 20653
    48448 Mattapany Rd, Lexington Park, MD 20653
    48448 Mattapany Rd, Lexington Park, MD 20653
    /33

    $399,900

    $25K PRICE DROP
    • 7 Beds
    • 3 Baths
    • 2,530 Sq Ft

    48448 Mattapany Rd, Lexington Park, MD 20653

    Spacious and versatile home offering 7 bedrooms and 3 full baths in a convenient Lexington Park location. With 4 bedrooms upstairs and 3 on the lower level, this home provides plenty of room for multi-generational living, guests, or flexible work-from-home space. Enjoy an oversized attached two-car garage and a huge, flat backyard perfect for outdoor entertaining, recreation, or future

    Billy Rabbitt The Southside Group Real Estate

    48448 Mattapany Rd, Lexington Park, MD 20653
  • 15240 Point Lookout Rd, Saint Inigoes, MD 20684
    15240 Point Lookout Rd, Saint Inigoes, MD 20684
    15240 Point Lookout Rd, Saint Inigoes, MD 20684
    /24

    $299,000

    • 4 Beds
    • 3 Baths
    • 2,086 Sq Ft

    15240 Point Lookout Rd, Saint Inigoes, MD 20684

    This historic colonial farmhouse built in 1920 is ready for new owners to renovate in style. Set back off the road for privacy, on a very nice 1.5 acres with a combination of cleared lawn and wooded areas, it has a large fenced back yard for pets. Features include a wide front porch for evening relaxation, bow bump outs on both levels providing extra space and light in the LR and upper level BR,

    Juliet Brown Residential Plus Real Estate Services

    15240 Point Lookout Rd, Saint Inigoes, MD 20684
  • 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
  • 20594 Adkins Rd, Lexington Park, MD 20653
    20594 Adkins Rd, Lexington Park, MD 20653
    20594 Adkins Rd, Lexington Park, MD 20653
    /42

    $409,000

    • 3 Beds
    • 3 Baths
    • 1,807 Sq Ft

    20594 Adkins Rd, Lexington Park, MD 20653

    This 3 bed, 3 bath rambler is set on a 5 acre lot in central St. Mary's County. The home has just been updated with LVP flooring in the kitchen and dining area, the interior has been newly painted, and the rear deck has been refreshed with new deck boards from end to end. The rear deck overlooks the forest, and the screened-in front porch is surrounded by a carefully cultivated garden of flowers,

    Danny Morris O'Brien Realty ERA Powered

    20594 Adkins Rd, Lexington Park, MD 20653
Maryland St Marys County

Homes for Sale with Acreage in Drayden, MD

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