35

Drayden, MD Homes for Sale with Acreage

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  • /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
  • /7

    $244,998

    $55K PRICE DROP
    • Land
    • 3.36 Acres
    • $72,916 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
  • /41

    $510,000

    • 3 Beds
    • 2 Baths
    • 1,552 Sq Ft

    17347 Whitaker Ct, Saint Inigoes, MD 20684

    Nestled on over 2 private acres at the end of a quiet cul-de-sac in St. Inigoes, this beautifully maintained 3-bedroom, 2-bath home offers the perfect blend of comfort, functionality, and outdoor enjoyment. Conveniently located just 5 minutes from Webster Field and 15 minutes from Patuxent River Naval Air Station, this property provides both privacy and accessibility. Step inside to an inviting

    Connie Gunn CENTURY 21 New Millennium

    17347 Whitaker Ct, Saint Inigoes, MD 20684
  • /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
  • /75

    $1,099,900

    New Construction $300K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,080 Sq Ft

    16242 Thomas Rd, Piney Point, MD 20674

    PRICE IMPROVEMENT! Experience an exceptional waterfront lifestyle in this newly constructed custom home, thoughtfully designed with luxury, comfort, and breathtaking water views in mind. Situated on over 2 private acres with approximately 340 feet of waterfront, this one-of-a-kind residence offers a rare opportunity to own a truly distinctive property in Southern Maryland. Inside, you’ll find

    Payam Bakhaje Realty ONE Group Capital

    16242 Thomas Rd, Piney Point, MD 20674
  • /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
  • /3

    $550,000

    Coming Soon
    • 4 Beds
    • 3.5 Baths
    • 2,600 Sq Ft

    19201 S King James Pkwy, Lexington Park, MD 20653

    Experience peaceful Southern Maryland living with room to relax, entertain, and enjoy the outdoors. Located in the St. James community, you'll love the large homesites, neighborhood pool, and convenient access to schools, shopping, dining, and NAS Patuxent River. New HVAC systems and a newer roof, new flooring, fresh painting. The basement has a full bath and a room; if you add door, then you can

    Natalya Ford RE/MAX One

    19201 S King James Pkwy, Lexington Park, MD 20653
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /50

    $3,500,000

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

    45776 Boothe Rd, Drayden, MD 20630

    Welcome to a rare opportunity to acquire one of Southern Maryland's truly exceptional waterfront estates.Steeped in history that dates back to the mid-19th century, this remarkable property, historically known as Timerity Farm (also referred to as Westbury Farm), encompasses approximately 189 acres of farmland, mature woodland, and protected waterfront along School House Branch, with direct

    Sharon Cox Century 21 Redwood Realty

    45776 Boothe Rd, 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
  • /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
  • /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
  • /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
  • /9

    $259,900

    $20K PRICE DROP
    • Land
    • 15 Acres
    • $17,327 per Acre

    45291 Take It Easy Ranch Rd, Callaway, MD 20620

    15 Acres with Two Approved Building Lots – Ready to Build Exceptional opportunity to own 15 acres comprised of two approved building lots, offering flexibility for building, investment, or a family compound. Lot 1: 5-acre parcel, mostly cleared, with an approved perc site, ready for your custom home.Lot 2: 10-acre parcel featuring both cleared and wooded areas, an existing septic system,

    Carol Kalmus-Choporis Century 21 Redwood Realty

    45291 Take It Easy Ranch Rd, Callaway, MD 20620
  • /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
  • /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
  • /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

    $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
  • /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
  • /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
  • /12

    $175,000

    $51K PRICE DROP
    • 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
  • /46

    $299,000

    $51K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,086 Sq Ft

    15240 Point Lookout Rd, Saint Inigoes, MD 20684

    A RARE FIND! Vintage Historic 1920 Victorian Styled Home on a terrific level 1.5-acre lot minutes from NESEA and just south of Saint Mary's City. All systems go! Newer roof, 2-year-old updated septic, 2-year-old heating/ac system. Extra-large rooms. Pleasantly Liveable but available for 21st Century updates and restoration. Three original Chimneys are blocked but easily revived. Beautiful lot

    Carl Franzen Franzen Realtors, Inc.

    15240 Point Lookout Rd, Saint Inigoes, MD 20684
  • /59

    $482,000

    Open Sun 1PM - 3PM $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
  • /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
  • /13

    $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
  • /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
  • /2

    $425,000

    Coming Soon
    • 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
  • /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
  • /34

    $279,000

    $20K PRICE DROP
    • 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
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