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Newest Homes for Sale in Piney Point, MD

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  • /7

    $970,000

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 2,590 Sq Ft

    46200 Greens Rest Way, Great Mills, MD 20634

    Welcome to 46200 Greens Rest Way—a rare opportunity to own an exceptional 13-acre waterfront property with approximately 200 feet of frontage along the beautiful St. Mary’s River. Offering a wonderful combination of privacy, space, and waterfront living, this property provides a peaceful Southern Maryland retreat with a limited water view and direct access to the natural beauty of the riverfront

    Robin Errington CENTURY 21 New Millennium

    46200 Greens Rest Way, Great Mills, MD 20634
  • /75

    $680,000

    • 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
  • /2

    $177,000

    • Land
    • 4.01 Acres
    • $44,140 per Acre

    45168 Irvings Place, Callaway, MD 20620

    Build your dream home on this beautiful 4.01-acre homesite in Callaway! Primarily cleared and ready for your vision, the property offers plenty of open space while mature trees line the perimeter, providing a wonderful sense of privacy and a natural backdrop.A huge bonus—much of the groundwork is already in place! The property features an existing septic system, shared well, and

    Heather Heath Deep Roots Real Estate

    45168 Irvings Place, Callaway, MD 20620
  • /111

    $735,000

    • 3 Beds
    • 2.5 Baths
    • 3,507 Sq Ft

    17295 Oakwood Lodge Ln Unit 6, Piney Point, MD 20674

    Enjoy effortless waterfront living in Southern Maryland from this premier end-unit condominium on Oakwood Lodge Lane in Piney Point, offering expansive views across the Potomac River to Virginia and a white sandy beach just steps from your door. Nestled within an exclusive 6-unit condominium community, this maintenance-free waterfront retreat offers over 3,500 square feet of beautifully designed

    Jennifer Goddard CENTURY 21 New Millennium

    17295 Oakwood Lodge Ln Unit 6, Piney Point, MD 20674
  • /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
  • /74

    $699,900

    • 3 Beds
    • 2 Baths
    • 1,834 Sq Ft

    18937 Hodges Ln, Leonardtown, MD 20650

    If you've been dreaming of waterfront living, now is your chance. Whether you enjoy boating, fishing, crabbing, or simply relaxing while taking in breathtaking water views, this beautifully renovated home has it all. Step inside to discover a spacious, open-concept kitchen and family room designed for gathering and everyday living. The stunning backyard provides the perfect setting for

    Ingrid Butler CENTURY 21 New Millennium

    18937 Hodges Ln, Leonardtown, MD 20650
  • /2

    $399,900

    • 2 Beds
    • 1 Bath
    • 912 Sq Ft

    16102 Piney Point Rd, Piney Point, MD 20674

    Opportunity meets waterfront potential at 16102 Piney Point Road. Set in a distinctive coastal location, this property offers buyers the chance to create something truly special along the water. The existing structure is in need of substantial renovation and may also be considered a candidate for removal and replacement. This is not a cosmetic project. Buyers should expect a serious undertaking

    Michelle Camaioni RE/MAX One

    16102 Piney Point Rd, Piney Point, MD 20674
  • /35

    $599,900

    • 3 Beds
    • 1 Bath
    • 828 Sq Ft

    16101 Piney Point Rd, Piney Point, MD 20674

    Some properties are purchased for the house. Others are purchased for the place. Set on a narrow finger of land between two bodies of water, 16101 Piney Point Road offers an extraordinary waterfront setting with sunrise light on one side and spectacular sunset views on the other. The existing cottage provides an immediate place to enjoy life, watch the sky change, enjoy the water, and begin

    Michelle Camaioni RE/MAX One

    16101 Piney Point Rd, Piney Point, MD 20674
  • /28

    $469,900

    • 3 Beds
    • 3 Baths
    • 1,691 Sq Ft

    43954 Main Way Rd, Leonardtown, MD 20650

    Set on a level, open corner lot with a small view of the Potomac River—and best of all, **NO HOA**—this well-maintained split-foyer offers comfortable living, thoughtful updates, and a backyard designed for entertaining. A blacktop driveway provides a clean, finished approach to the oversized two-car garage, which accommodates two vehicles with plenty of additional room. The main level features

    Danny Martin Keller Williams Flagship

    43954 Main Way Rd, Leonardtown, MD 20650
  • /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
  • /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
  • /28

    $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
  • /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
  • /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
  • /36

    $629,900

    New Construction $70K PRICE DROP
    • 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
  • /22

    $160,000

    $35K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    16448 Ball Point Rd, Piney Point, MD 20674

    Have you always wanted a weekend retreat in a neighborhood surrounded by water? You might not have ever been to St Georges Island but you will be in for a treat! Community park, picnic area and boat ramps within about a mile of the property. Great for fishing, crabbing, boating and outdoor events. Water views from your back yard are already yours. Peaceful and quiet neighborhood, you will

    Agent Photo

    Gail Nyman

    RE/MAX United Real Estate

    16448 Ball Point Rd, Piney Point, MD 20674
  • /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
  • /21

    $349,900

    $45K 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

    Robin Cavallaro RE/MAX Realty Group

    17863 2nd St, Tall Timbers, MD 20690
  • /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
  • /43

    $620,000

    $129K 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

    Debbie Buckingham Samson Properties

    16104 Piney Point 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
  • /59

    $482,000

    $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
  • /2

    $99,000

    • Land
    • 22,651 Sq Ft
    • $190,385 per Acre

    17377 Piney Point Rd, Piney Point, MD 20674

    Discover the opportunity to create your ideal home on this 22,782 square foot parcel (just over half an acre) located on Piney Point in scenic St. Mary's County. Identified as Adjusted Parcel 174, this property offers a peaceful setting with convenient access to the waterfront lifestyle that makes Piney Point such a desirable destination. With no existing improvements, the lot provides a blank

    Matthew Burgan Infinitas Realty Group

    17377 Piney Point Rd, Piney Point, MD 20674
  • /2

    $60,000

    • Land
    • 12,196 Sq Ft
    • $214,286 per Acre

    0 Holly St, Piney Point, MD 20674

    Build a new home on this 12000 Sg ft lot located in Piney Point. Maryland. Public sewer available for hookup.

    Mike Jordan CENTURY 21 New Millennium

    0 Holly St, Piney Point, MD 20674
  • /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
  • /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
  • /2

    $12,500

    • Land
    • 4,356 Sq Ft
    • $125,000 per Acre

    LOT 4 Spotsylvania Dr, Hague, VA 22469

    Wonderful .10 acre lot to build your vacation home or weekend getaway at Ragged Point Beach! Just 4 Miles from Coles Point Marina, where you'll have access to campgrounds, bungalows, and boat storage. Just 2 blocks from the beach!

    Alex Belcher Belcher Real Estate, LLC.

    LOT 4 Spotsylvania Dr, Hague, VA 22469
  • /7

    $224,900

    $75K PRICE DROP
    • Land
    • 3.36 Acres
    • $66,935 per Acre

    16252 Thomas Rd, Piney Point, MD 20674

    NEW PRICE — 3.36± ACRE WATERFRONT LOT NOW $199,000! A rare opportunity to own substantial waterfront acreage in beautiful Piney Point and create your own private Southern Maryland retreat, subject to applicable governmental approvals and permitting.EVEN BETTER — PURCHASE THIS LOT TOGETHER WITH THE ADJOINING NEW-CONSTRUCTION WATERFRONT HOME AT 16242 THOMAS ROAD FOR A COMBINED PRICE OF ONLY

    Payam Bakhaje Realty ONE Group Capital

    16252 Thomas Rd, Piney Point, MD 20674
  • /75

    $999,900

    New Construction Open Sun 1PM - 4PM $400K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,080 Sq Ft

    16242 Thomas Rd, Piney Point, MD 20674

    MAJOR PRICE IMPROVEMENT — NEW CONSTRUCTION WATERFRONT UNDER $1 MILLION! An exceptional opportunity to own a newly constructed waterfront retreat in beautiful Piney Point. Set on approximately 2 acres with expansive waterfront views, this thoughtfully designed home combines luxury, privacy and the relaxed Southern Maryland waterfront lifestyle.Wake up to beautiful SUNRISE VIEWS OVER THE

    Payam Bakhaje Realty ONE Group Capital

    16242 Thomas Rd, Piney Point, MD 20674
  • /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
  • /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
  • /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
  • /2

    $24,500

    • Land
    • 7,840 Sq Ft
    • $136,111 per Acre

    Lot23&24 Hazel Dr, Hague, VA 22469

    Bonny M. Townsend Historyland Realty LLC

    Lot23&24 Hazel Dr, Hague, VA 22469
  • /38

    $749,500

    • 4 Beds
    • 5 Baths
    • 3,001 Sq Ft

    27 Orange Dr, Hague, VA 22469

    Bonny M. Townsend Historyland Realty LLC

    27 Orange Dr, Hague, VA 22469
  • /15

    $199,500

    • 3 Beds
    • 2 Baths
    • 1,092 Sq Ft

    57 Hazel Dr, Hague, VA 22469

    Bonny M. Townsend Historyland Realty LLC

    57 Hazel Dr, Hague, VA 22469
  • /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
  • /15

    $19,900

    $10K PRICE DROP
    • Land
    • 11,761 Sq Ft
    • $73,704 per Acre

    0 Third St, Piney Point, MD 20690

    Looking for the perfect spot to build your future dream home? This 0.27-acre (12,000 sq. ft.) lot in Tall Timbers, MD offers an excellent buy-and-hold opportunity while awaiting potential sewer availability. With the major OAG project bringing jobs to the area and the Lighthouse development underway nearby, sewer service may be coming sooner rather than later—potentially increasing property

    Krista Depenthal Lands2Love

    0 Third St, Piney Point, MD 20690
  • /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
  • /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

Frequently Asked Questions

What are the most popular zip codes in Piney Point, MD?
The most popular zip codes in Piney Point, MD include 20674, 20690, 20692, 20650 and 20630.
What are the most popular neighborhoods near Piney Point, MD?
The most popular neighborhoods near Piney Point, MD are Piney Point, Saint George Island, Callaway and Newburg.
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