30

Drayden, MD Houses for Sale

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  • /27

    $499,999

    $15K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,138 Sq Ft

    20724 Hilton Run Ct, Lexington Park, MD 20653

    BACK TO ACTIVEWelcome to this exquisite four-bedroom, three-and-a-half-bath Colonial, where luxury meets comfort. Step inside to discover a beautifully designed interior with high-end finishes throughout. The open-concept main living area is filled with natural light and features engineered wood flooring in the kitchen and dining area, plush carpet, recessed lighting, fresh paint, and updated

    Agent Photo

    Vicki Alvey

    RE/MAX One

    20724 Hilton Run Ct, 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
  • /67

    $1,100,000

    Open Sat 1PM - 3PM
    • 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
  • /46

    $480,000

    • 3 Beds
    • 2 Baths
    • 1,604 Sq Ft

    48146 Mallard View Ln, Saint Inigoes, MD 20684

    Located just south of St. Mary's City, this 1,604 sq. ft. rambler sits on a private, open 3-acre lot with views of Church Cove. The property offers a rare combination of usable acreage, water views, and multiple outbuildings in a desirable location.The home features original hardwood floors, 2 full bathrooms, a glass-enclosed side porch, and a front porch overlooking Church Cove. Two detached

    Jennifer Goddard CENTURY 21 New Millennium

    48146 Mallard View Ln, Saint Inigoes, MD 20684
  • /75

    $1,174,998

    New Construction $225K 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
  • /42

    $724,900

    $24K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 1,440 Sq Ft

    16104 Piney Point Rd, Piney Point, MD 20674

    Welcome to your waterfront escape on the point of St. George Island, where the Potomac River meets the Chesapeake Bay.This home was built by the local Amish community for this family. This rare offering features 154 feet of riprapped shoreline, delivering sweeping water views and front-row seats to breathtaking sunrises, passing boats, and endless coastal serenity.The main home offers 4

    Debbie Buckingham Samson Properties

    16104 Piney Point Rd, Piney Point, MD 20674
  • /2

    $450,000

    Coming Soon
    • 4 Beds
    • 2.5 Baths
    • 2,262 Sq Ft

    16114 Thomas Rd, Piney Point, MD 20674

    Charming Cape Cod situated on a beautiful, private lot with serene water views and timeless appeal. Inside, warm hardwood floors add character and charm throughout, creating a welcoming atmosphere that feels like home from the moment you enter. Outdoor living takes center stage with expansive decking, a picturesque gazebo, and plenty of space to relax, entertain, or simply enjoy the peaceful

    Jenny Norris EXP Realty, LLC

    16114 Thomas Rd, Piney Point, MD 20674
  • /61

    $784,000

    $16K PRICE DROP
    • 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
  • /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
  • /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
  • /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
  • /36

    $699,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 2,465 Sq Ft

    17480 Lighthouse Commons Dr, Piney Point, MD 20674

    Brand-New Rambler Near Piney Point Lighthouse! Experience the perfect blend of modern comfort and coastal charm in this beautifully crafted new construction rambler. Featuring luxury vinyl plank flooring, quartz counters, two tone cabinets, stainless appliances & custom tiled shower. This thoughtfully designed home offers a spacious family room, separate dining room, and a large eat-in kitchen

    Carol Kalmus-Choporis Century 21 Redwood Realty

    17480 Lighthouse Commons Dr, Piney Point, MD 20674
  • /13

    $524,900

    • 4 Beds
    • 2.5 Baths
    • 2,552 Sq Ft

    46112 Slye Way, Drayden, MD 20630

    Tucked onto a private 1.17-acre lot in one of southern St. Mary's County's most desirable areas, this 4-bedroom, 2.5-bath home offers 2,552 square feet of comfortable living space and the kind of room to breathe that's hard to find. Best of all? The big-ticket items are already done — a newer roof and newer HVAC system mean you can move in with confidence and skip the surprises. Inside, a flowing

    Michelle Camaioni RE/MAX One

    46112 Slye Way, Drayden, MD 20630
  • /91

    $875,000

    • 4 Beds
    • 3.5 Baths
    • 3,106 Sq Ft

    17597 Whitestone Dr, Tall Timbers, MD 20690

    The Landings at Piney Point is a highly sought-after waterfront community offering exceptional amenities and a true coastal lifestyle. Residents enjoy one of the most beautiful private beaches in Southern Maryland, along with a community pool, tennis court, playground, harbor with boat slips, boat trailer storage, and more.Whether you enjoy boating, fishing, kayaking, or simply relaxing by

    Dawn Wood O'Brien Realty ERA Powered

    17597 Whitestone Dr, Tall Timbers, MD 20690
  • /62

    $599,900

    • 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
  • /21

    $374,900

    $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    17863 2nd St, Tall Timbers, MD 20690

    Welcome to life in Tall Timbers — where peaceful surroundings, waterfront charm, and everyday comfort come together beautifully. This freshly updated 3-bedroom home is completely move-in ready with brand new carpet, newly refinished hardwood floors, and fresh paint throughout. The light-filled interior creates a warm and inviting feel from the moment you walk in. The spacious layout offers the

    Robin Cavallaro RE/MAX Realty Group

    17863 2nd St, Tall Timbers, MD 20690
  • /16

    $465,000

    • 3 Beds
    • 2 Baths
    • 1,667 Sq Ft

    18800 McKays Beach Rd, Leonardtown, MD 20650

    This 1,600+ square foot cottage offers the ultimate foundation for your custom coastal retreat. Nestled on the serene shores of McKays Cove, several major exterior capital improvements are already complete. The structure features a brand-new Amish-built roof, new gutters, and premium new Andersen windows throughout. Personal Boat Ramp: Private ramp for seamless watercraft launching and only one

    Chris Coughlan RE/MAX One

    18800 McKays Beach Rd, Leonardtown, MD 20650
  • /4

    $125,000

    $35K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    47923 Beachville Rd, Saint Inigoes, MD 20684

    Nestled in the peaceful countryside of St. Inigoes, this unique Beachville Road property offers the perfect blend of privacy, space, and opportunity in Southern Maryland. Surrounded by natural beauty and open skies, the setting provides the calm, relaxed lifestyle while still remaining within reach of local conveniences, waterfront recreation, and major commuter routes. The property presents an

    Anita Graham Realty One Group Performance, LLC

    47923 Beachville Rd, Saint Inigoes, MD 20684
  • /21

    $379,900

    $30K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,912 Sq Ft

    16320 Point Lookout Rd, Saint Marys City, MD 20686

    Nestled in a peaceful Southern Maryland setting, this private property offers the perfect blend of space, serenity, and convenience. Surrounded by open farmland, the home provides a quiet retreat while still being just minutes from St. Mary’s College. Major system updates offer true peace of mind, including a new roof, updated septic and well, replacement windows, and an upgraded heating system.

    Billy Rabbitt The Southside Group Real Estate

    16320 Point Lookout Rd, Saint Marys City, MD 20686
  • /46

    $333,300

    $17K 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

    $495,000

    $20K 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
  • /12

    $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
  • /62

    $550,000

    • 4 Beds
    • 1 Bath
    • 1,060 Sq Ft

    18167 River Rd, Tall Timbers, MD 20690

    Charming and original waterfront retreat nestled along the scenic Potomac River in the sought-after community of Tall Timbers on the Potomac, where coastal living and timeless character come together. This unique property offers sweeping water views and breathtaking sunsets. Open floorplan with four lovely bedrooms, a full bathroom and gleaming original hardwood floors throughout. From the

    Jenny Norris EXP Realty, LLC

    18167 River Rd, Tall Timbers, MD 20690
  • /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
  • /34

    $299,000

    • 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
  • /57

    $515,000

    • 3 Beds
    • 2 Baths
    • 1,260 Sq Ft

    17248 Gum Landing Rd, Saint Inigoes, MD 20684

    Waterfront on Smith Creek! Just in time for summer fun, this waterfront rambler, with private pier, will have you fishing and crabbing from morning until night. Hardwood flooring greets you upon entering and flows throughout most of the main level. Tilt-out windows and a screened porch ideal for relaxing and enjoying all the sights and sounds of living on the water. New paint and ceiling fans

    Robin Errington CENTURY 21 New Millennium

    17248 Gum Landing Rd, Saint Inigoes, MD 20684
  • /74

    $609,900

    • 3 Beds
    • 2.5 Baths
    • 2,142 Sq Ft

    16386 Ball Point Rd, Piney Point, MD 20674

    Wake up to breathtaking, mile long views of the St. Mary’s River, the Potomac River, and St. George’s Creek from this beautiful three-level waterfront home. Designed with a bright, open floor plan, this residence offers a great floorplan for everyday living and effortless entertaining.Step outside onto the expansive 42-foot Trex deck overlooking the water — an ideal setting for gatherings,

    Jennifer Goddard CENTURY 21 New Millennium

    16386 Ball Point Rd, Piney Point, MD 20674
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