Piney Point Homes for Sale

Piney Point Homes for Sale

Welcome to Piney Point, Maryland—a hidden gem nestled in the heart of St. Mary’s County. This charming waterfront community offers a unique blend of serene natural beauty and vibrant local culture, making it an ideal place to call home. Surrounded by the tranquil waters of the Potomac River and the Chesapeake Bay, Piney Point boasts stunning views, picturesque landscapes, and an abundance of recreational opportunities.

Piney Point is steeped in history, with roots dating back to colonial times, and its quaint, small-town charm is evident in its friendly residents and well-preserved architecture. Outdoor enthusiasts will revel in the area's offerings, from fishing and boating to hiking and birdwatching. The nearby Piney Point Lighthouse, one of the oldest lighthouses in the region, serves as a reminder of the area’s maritime heritage and provides a stunning backdrop for leisurely strolls along the shore.

For those seeking a new home, Piney Point presents an enticing selection of properties for sale. Whether you’re searching for a cozy cottage by the water or a spacious family home with modern amenities, this community has something for everyone. Many homes feature breathtaking waterfront views, private docks, and expansive outdoor spaces perfect for entertaining or simply soaking in the serene surroundings.

Explore the charm of Piney Point, where life slows down, and the beauty of nature takes center stage. Discover your dream home in this idyllic setting and experience the perfect blend of tranquility and community spirit. Your new adventure awaits in Piney Point!

Newest Piney Point Homes for Sale

$399,900
2 Beds ⋅ 1 Baths
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 and conduct their own due diligence regarding the home’s condition, renovation feasibility, permitting, utilities, and future building plans. What makes this property compelling is the setting. With waterfront or water views, an established homesite, existing improvements, and access to utilities, the groundwork is already here for a buyer with vision. Renovate the existing home, reimagine the site, or explore the possibility of building a new waterfront retreat tailored to the way you want to live. Properties with this combination of location, water, land, and future potential are increasingly difficult to find. Bring your contractor, architect, and imagination. The next chapter of 16102 Piney Point Road is ready to be written.

16102 Piney Point, Piney Point

Listing courtesy of RE/MAX One. Contact: 4102244400
$599,900
3 Beds ⋅ 1 Baths
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 imagining what might come next. Inside, the home is modest, comfortable, and full of personality, with water visible from several rooms, a spacious primary bedroom, two additional bedrooms, an updated full bath, central heating and air conditioning, laundry, and a simple kitchen with cooktop. Enjoy the property as your full-time residence or weekend retreat and explore the potential for future expansion designed to take fuller advantage of the remarkable setting and views, and over 400 linear feet of shoreline! Any future construction, expansion, elevation, or redevelopment is subject to governmental approvals and buyer verification. The neighboring properties at 16102 and 16104 Piney Point Road are also separately offered for sale, creating the rare possibility of acquiring the entire residential tip of Piney Point Road for a private family estate or multi-generational waterfront retreat. Each property is separately owned, listed, and offered for sale.

16101 Piney Point Rd, Piney Point

Listing courtesy of RE/MAX One. Contact: 4102244400
$609,900
3 Beds ⋅ 3 Baths
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, sunsets, and peaceful mornings. Inside, the light-filled kitchen features white cabinetry, granite countertops, stainless steel appliances, and a large center island perfect for cooking and conversation. The spacious main-level primary suite provides a private retreat with an upgraded tile bath, soaking tub, oversized tile shower, and double vanities. Hardwood floors enhance the main living areas, while the upper level offers two generously sized bedrooms and a full bath. The lower level includes a two-car garage with abundant workshop and storage space. Outdoors, enjoy your private beach on parcel 175 that conveys with the sale and offers the ideal location to build your private pier.

16386 Ball Point Rd, Piney Point

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169
$799,900
5 Beds ⋅ 3 Baths
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 with an open floor plan, cozy fireplace, water-view primary suite, and dedicated home office. Above the oversized detached garage is a private 1BR/1BA guest suite, perfect for guests, multigenerational living, a home office, or rental income. The oversized garage, attached carport, and expansive grounds provide plenty of space for hobbies, entertaining, boats, and outdoor toys. Qualified buyers may assume the seller's VA loan, offering a potential financing advantage. According to the sellers, flood insurance is not currently required, and the home has never flooded based on current and prior owner history. Conveniently located just 20 minutes from NAS Patuxent River, this is a rare opportunity to own a private waterfront retreat with the perfect balance of peaceful island living and everyday convenience.

16146 Thomas Rd, Piney Point

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169
$629,900
3 Beds ⋅ 2 Baths
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 perfect for gathering with family and friends. Vaulted ceilings create an open, airy feel, while the inviting front and rear porches provide the perfect spaces to relax and enjoy the surroundings. Quality craftsmanship and gorgeous finishes are evident throughout every detail of this home. Ideally located within walking distance of Piney Point Lighthouse and the scenic waterfront, this stunning property offers the best of Southern Maryland living. Don't miss your opportunity to own this exceptional new home!

17480 Lighthouse Commons Dr, Piney Point

Listing courtesy of Century 21 Redwood Realty. Contact: 5405331279
$649,900
5 Beds ⋅ 2 Baths
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 bedrooms and 1.5 baths, with water views from both the kitchen and living room, creating a daily backdrop that never gets old. The updated kitchen features granite countertops and an eat-in area, perfect for casual dining while overlooking the water. A wraparound screened porch invites you to relax, entertain, and enjoy the bay breeze in every season. For boating enthusiasts, the property is fully equipped with a private pier, electric, and boat lift, making it easy to get out on the water at a moment’s notice. Additional features include: Detached garage with apartment above and full bath – ideal for guests, rental income, or private workspace Carport and shed for added storage and functionality New HVAC systems in both the main home and garage Public sewer recently installed (approx. $48,000 investment) Deep well .36-acre lot with mature fruit trees Whether you're looking for a full-time residence, weekend retreat, or income-producing opportunity, this property offers the perfect blend of waterfront living, versatility, and long-term value. Opportunities like this—on the point, with this much frontage—don’t come around often.

16104 Piney Point Rd, Piney Point

Listing courtesy of Samson Properties. Contact: 4439757555
$769,900
4 Beds ⋅ 2 Baths
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. Mary's River, the Chesapeake Bay & the Potomac River! Home features: 4 bedrooms, 2 bathrooms. Spacious open floor plan with 9' ceilings. Great room ideal for entertaining. Bright kitchen with breakfast bar and new appliances. Charming front porch with stunning water views. Heat pump with oil backup (2022). Gas hot water heater (2016), well pump (2020), whole house generator (2022) ensures comfort during outages. Waterfront and Outdoor Amenities: Private pier with decking & stringers replaced in 2021. Water at pier; conduit installed for future electric. Perfect for boating, fishing , or enjoying tranquil sunsets over the water. Close proximity by car or boat to several local restaurants. Outbuildings & workshop space: 40' X 24' garage/shop with finished walls and 3 garage doors, 12 x 24 car port, 18' X 12' workshop with second story and built-in workbench 10'X20', & a shed for additional storage. This property offers a unique blend of waterfront living, workshop space and peaceful island charm - all under the care of its original owners. Whether you're looking for a full-time residence, weekend escape, or retirement retreat, this is a must-see!

16460 Sayre Point Ln, Piney Point

Listing courtesy of Century 21 Redwood Realty. Contact: 5405331279
$1,099,900
3 Beds ⋅ 3 Baths
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 high-end finishes, an open-concept floor plan, a gourmet chef’s kitchen, an elevator serving multiple levels, two gas fireplaces, spacious balconies, skylights, dual-zone HVAC, and two laundry areas for ultimate convenience. Wake up to spectacular sunrises, enjoy boating, fishing, kayaking, or simply relax while taking in the peaceful waterfront setting from your own backyard. Unlike older waterfront homes, this newly built residence offers the peace of mind that comes with modern construction, energy efficiency, and premium craftsmanship. The adjacent 3.36-acre waterfront lot is also available for purchase, creating an extraordinary opportunity for additional privacy, a future guest home (subject to approvals), or a multi-generational waterfront estate. Conveniently located within driving distance of Washington, DC, Northern Virginia, and Annapolis, this home is ideal as a primary residence, luxury weekend retreat, or vacation getaway. Significant price improvement. Schedule your private tour today and discover one of Southern Maryland’s most exceptional waterfront opportunities.

16242 Thomas Rd, Piney Point

Listing courtesy of Realty ONE Group Capital. Contact: (202) 932-5100
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