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$1,099,000
MDSM2028174 MLS
Large parcel zoned Industrial directly across from NAS Pax River. Located in the Lexington Park Development District. The parcel requires Air Installations Compatible Use Zone (AICUZ) and Airport Environs (AE) Overlays to ensure land use compatibility with the air operations at NAS Pax River. Potential ​buyers MUST contact St. Mary's County LUGM for approved uses! "Potential" uses include but are not limited to: Agricultural, Government Facility, Public Maintenance Facility, Animal Hospital, Commercial Parking Facility, Financial Institution, Laboratory, Maintenance and Repair Service, Motor Vehicle Maintenance Service, Office, Research and Development Service, Personal Storage, Warehousing and Storage, Wholesaling and Distribution Center, and Production Industry.

Thames Ave, Lexington Park
$65,000
MDSM2028204 MLS
Coming soon...

28948 Autumnwood Dr, Mechanicsville
$599,900
4 Beds ⋅ 3 Baths ⋅ MDSM2028060 MLS
*** 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 ARUNDEL Model or ANY one of our offered floor plans *** Builder will CUSTOMIZE *** This is One of St. Mary’s county’s best locations. The community is over 300 ACRES *** Porto Bello offers a rare opportunity to live in a quiet OASIS of 1+ plus acre WOODED lots. Just minutes away from Rt. 2/4 located just south of Leonardtown, Maryland. Drayden, Maryland is a beautiful town that is bordered by water and CLOSE to the PAX base, shopping and entertainment ** PICTURES are for illustrative purposes and may contain upgrades not included in the base price ***

19163 Porto Bello, Drayden
$799,000
MDSM2027978 MLS
Discover an unparalleled opportunity to own a stunning 1.69-acre parcel of land nestled along the serene banks of Hickory Landing Creek. This exclusive waterfront property boasts an impressive 400 feet of pristine water frontage, offering breathtaking panoramic views that will captivate your senses and inspire your imagination. Imagine waking up to the gentle sounds of nature, with the shimmering waters just steps away. This idyllic location is a haven for water enthusiasts, providing private access for fishing, boating, kayaking, and swimming. Whether you seek tranquil afternoons on the water or exhilarating adventures, this property caters to your every desire. The lush landscape surrounding the creek creates a picturesque backdrop, perfect for crafting your dream retreat or luxurious residence. With riparian rights, you have the freedom to enhance your waterfront experience, including the potential for a private dock site, allowing for seamless access to your favorite water activities. Embrace the exclusive lifestyle that comes with this remarkable property, where every day feels like a vacation. The combination of natural beauty, water access, and the potential for luxurious development makes this land a rare gem in today's market. Don't miss your chance to create a legacy in this enchanting setting, where luxury meets nature in perfect harmony. Potential for 2 building sites with creek views. Original cabin still on property but not habitable. Previous septic system exits but cannot be used again and must be reperced for new system. Deep water and previously there was a pier on the shore. Truley one of the nicest lots on the water.

45410 Clarks Mill Rd, Hollywood
$499,900
2 Beds ⋅ 2 Baths ⋅ MDSM2027928 MLS
Enjoy waterfront living with this cottage style home offering breathtaking views of the Patuxent River and St. Thomas Creek. The open main-level floor plan of this 2BR 2FB home captures water views from most areas of the home, as does the rear of the fully finished walkout-level basement. The spacious walk-up attic could potentially offer future expansion into a third floor, perhaps maybe with dormers, to further expand living space with even more stunning panoramic views. Enjoy the outdoors from the large rear deck or take advantage of direct water access with a private pier, jet ski ramp, boat lift, pier-side storage shed, and small beach area at the water’s edge. The pier provides easy access to navigable waters, perfect for boating, fishing, and exploring the Patuxent River, the Solomons Island area and the many Chesapeake waterways. A detached screened patio with a wood burning stove invites outdoor dining or peaceful relaxation with picturesque water views. Set in a peaceful, private country setting, this property invites you to entertain or just simply relax and unwind while enjoying unforgettable sunrises and sunsets over the water, all from the comfort of your own backyard. Don't miss this rare opportunity to enjoy your own piece of waterfront paradise. The horse shoe style driveway with parking area offers plenty of off street parking. The home is being sold in as-is condition. Current septic system has failed and seller is in current contact with the St. Marys County Health Department determining what septic options will be available for buyer installation upon purchase. The cost of the system replacement could potentially be offset through the The Maryland Bay Restoration Fund. Interested purchasers may want to contact the St. Mary’s County Health Department’s Clear Water Program, which administers the Bay Restoration Fund (BRF) in St. Mary’s County, for further information.

43979 Drum Cliff Rd, Hollywood
$45,000
MDSM2027770 MLS
Build your forever home or have a second home here in this quiet community. The Seller is willing to pay for a boundary survey within reason. He has already gotten a quote. Neatly tucked away. Minutes walk to the private pier, boating and fishing. Beautiful views of the Wicomico River. Come see the possibilities.

36685 Owens Dr, Chaptico
$200,000
MDSM2027768 MLS
**Prime Commercial Opportunity on 2.56 Acres with Excellent Visibility!** This **corner lot** boasts approximately 750 feet of road frontage on busy Route 235 northbound, offering fantastic visibility and accessibility for your business. Zoned **RCL**, this property provides a wide range of commercial possibilities (county verification required), making it a flexible choice for entrepreneurs and developers alike. Previously home to an older residence, the property may still have an existing well and septic system, though their condition is unknown due to the removal of the house by fire. With plenty of space and excellent exposure, you have the option to **build your dream home or bring your business vision to life**—the choice is yours! Seize this opportunity in a high-traffic area with significant commercial potential!

26350 Three Notch Road Rd, Mechanicsville
$12,000
MDSM2027604 MLS
Motivated Seller!!! Looking for a lot in a water access community? Take a look at this flat, mostly cleared lot in desirable Southern Maryland. The community has beach access, club house, boat ramp, and much more. Buyer to perform all due diligence.

Sunset Dr, Chaptico
$395,000
3 Beds ⋅ 3 Baths ⋅ MDSM2027554 MLS
This home offers an opportunity, a level of finish, and details that stand out. Featuring 3 bedrooms and 2.5 baths on one level, the layout feels open, spacious, and welcoming. Located in a USDA eligible area with no HOA, 100% financing may be available for qualified buyers. Major systems have been replaced, including electrical, plumbing, HVAC, and roof, providing added confidence. The kitchen features granite counters, soft-close cabinetry, island seating, a walk-in pantry, and upgraded stainless steel appliances, including a craft ice refrigerator. The owner’s suite includes a tiled shower, double vanity, and walk-in closet. Waterproof luxury vinyl plank flooring, fresh paint, wide baseboards, and recessed lighting create a clean, modern feel throughout. Additional features include a dedicated laundry room with cabinetry, ceiling fans in each bedroom, and attic storage with pull-down access. The well has passed water quality testing, and major well components have been replaced. A recent septic evaluation included a hydraulic load test with satisfactory observations, with some root intrusion noted in portions of the system. Schedule your showing to see everything this home has to offer.

41010 New Market Turner Rd, Mechanicsville
$474,000
4 Beds ⋅ 4 Baths ⋅ MDSM2027468 MLS
Beautiful almost new Townhome located in The Woods at Myrtle Point. End unit featuring upgraded finishes thru out this home . 3 bedrooms, 3 full and 1/2 baths , open main level with extended kitchen island with enough space for 6! Upscale builder kitchen package to include gas 5 burner cook top, granite, double ovens with air fryer . Dining area off the kitchen, large light living room, walk in pantry, coffee bar, The upper level primary suite complete with full bath, upgraded shower with glass doors and walk in closet. additional full bath and 2 more bedrooms and laundry area complete the upper level. The lower level features a mudroom off the 2 car garage, and additional recreation space/office or a 4th bedroom if needed. Full bath and built in murphy bed. Lower level walks out to a patio and the perfect amount of yard space. Garage has epoxy floor, More exterior upgrades include trex deck off the kitchen with steps down to the yard, fully fenced back and side yard, extra wide driveway. All of this and located minutes to Solomons Island , Pax River Air Base , Shopping and too many restaurants to count!

23628 Highliner Way, California
$5,000
MDSM2027410 MLS
ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 7/10/2026, 10:00 AM. Bidding ends 7/14/2026, 12:45 PM. The list price is the suggested opening bid. Deposit: $5,000. Lot of land located in Longview, MD within St. Mary’s County. The property is in close proximity to the Wicomico River, Long View Beach Club, and the 7th District waterfront. Major traffic arteries include Maddox Rd and Colton Point Rd, offering straightforward access to area amenities.

Skyview Dr, Bushwood
$540,000
MDSM2027344 MLS
32 residential lots for sale for future development. This section has not been opened at this time the are all recorded lots. A list of the lots & Tax ID'S are in documents. Some lots are waterfront, some 1 lot from the water & golf course lots. One of the best sources to view the lots is St. Mary,s Geographic Information System; https://www.stmaryscountymd.gov/it/gis/. Neighborhood offers Golf Course, Club house, Restaurant, public boat launch, pier for fishing, public park, playground & tennis courts.

Wicomico Shores, Mechanicsville
$68,900
MDSM2027266 MLS
The perfect private setting in a very popular neighborhood; bring plans for your very own custom home and build your dream home exactly to your specifications! Per St Mary's County, lot was deeded before ordinance was put in place, so the building envelope is larger than that of the other lots in subdivision, approximately 5445 Square Feet (!), with 100 ft setback.

Lot 8 Section C Spring Lake Dr Dr, Lexington Park
$540,000
MDSM2026932 MLS

Wicomico Shores, Mechanicsville
$5,000
MDSM2026834 MLS
ONLINE AUCTION: This auction takes place on the Ashland Auction Group Website Bidding Platform. Bidding begins 7/10/2026, 10:00 AM. Bidding ends 7/14/2026, 12:40 PM. List Price is Suggested Opening Bid. Deposit: $5,000 This lot of land is located in Chaptico, MD within St. Mary’s County. The property is in close proximity to Wicomico Shores Golf Course, Christ Episcopal Church, Bachelor's Hope, and Deep Falls. Nestled just off Maryland Route 234, this property enjoys easy entry to a major roadway for regional connectivity, including swift westward access toward U.S. 301.

Lagoon, Chaptico
$44,900
MDSM2026728 MLS
0.71 Acres of Land for Sale: Hollywood, Maryland 20636 25106 Pinto Dr, Hollywood, MD 20636 Features: Land is Approximately 5.34 Miles Away from Patuxent River (See Aerial Map.) Land is Approx. a 39 Minute Drive to King George, Virginia. Zoning: Residential

25106 Pinto Dr, Hollywood
$184,500
3 Beds ⋅ 1 Baths ⋅ MDSM2026720 MLS
This rancher home, located in the community of Discovery, is seated in a spacious lot approximately 0.36 acres and is perfect for outdoor activities or relaxing in a private setting. This home with 3 bedrooms and a full bathroom is in close proximity to daily conveniences such as local restaurants, food market and shopping center. Additionally, it is a few minutes away from Patuxent Naval Center and the marina.

22144 Erickson Ct, Lexington Park
$2,895,000
MDSM2026698 MLS
Available - Raw Land (Parcel 331: 92 AC ±, Parcel 332: 40 AC ±, Total = 132 AC ±); Zoning: Parcel 331: RM (Residential Med), Parcel 332: RL (Residential Low)

Parcel 331 & 332, Willows Rd, Lexington Park
$345,000
MDSM2026648 MLS
Bring your vision and build the home you’ve always wanted on this expansive 12.33-acre lot in the heart of Mechanicsville. Offering privacy, space, and endless possibilities, this property is perfect for those looking to create their ideal lifestyle. Don’t wait—start planning your future today!

Sandys Acres Ln, Mechanicsville
$999,000
MDSM2026606 MLS
Beautiful 8 acre corner lot in Hollywood, Md. Over 1500 feet of road frontage on Rt 235 and Hollywood/Leonardtown Rd combined. Vacant home that possibly could be renovated. Presently zoned R but could be zoned commercial. May possibly be subdivided in to building lots. Many possible uses for this property. Private business, car dealership, etc. Do not enter house

24699 Hollywood, Hollywood
$50,000
MDSM2026574 MLS
ONLINE AUCTION: This auction takes place on the Ashland Auction Group Website Bidding Platform. Bidding begins 8/14/2026, 10:00 AM. Bidding ends 8/18/2026, 1:00 PM. List Price is Suggested Opening Bid. Deposit: $10,000. This lot of land is located in Ridge, Maryland within St. Mary's County. The property is in close proximity to the Seaside View Recreation Park, located along Jutland Creek, which filters into the Potomac River. It has easy access to major traffic arteries via Point Lookout Road.

48574 Smith, Ridge
$679,900
4 Beds ⋅ 3 Baths ⋅ MDSM2026548 MLS
*** 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 Model or ANY one of our offered floor plans *** Builder will CUSTOMIZE *** This is One of St. Mary’s county’s best locations. The community is over 300 ACRES *** Porto Bello offers a rare opportunity to live in a quiet OASIS of 1+ plus acre WOODED lots. Just minutes away from Rt. 2/4 located just south of Leonardtown, Maryland. Drayden, Maryland is a beautiful town that is bordered by water and CLOSE to the PAX base, shopping and entertainment ** PICTURES are for illustrative purposes and may contain upgrades not included in the base price ***

46234 Stasha, Drayden
$125,000
MDSM2026516 MLS
Emphasizing Key Features and Land Details: Discover the opportunity to own an expansive lot with an artisanal well on-site, offering over an acre of prime potential without HOA constraints. This level lot, previously home to a house, presents a clean canvas for your dream build. Adjacent property house is also available for sale, offering an extraordinary option for increased land ownership or development. Buyers are encouraged to explore septic possibilities for seamless construction.

24984 Sotterley Rd, Hollywood
$35,000
MDSM2026244 MLS
You don't want to miss this! This lot has many features including a flat land in a small quiet neighborhood and a short walking distance to water views. This lot includes 1 public EDU for sewer connection. Clear this lot and it is ready to be built on! There are 2 lots available next to each other. Buy 1 lot or buy them both! This parcel includes lot 8&10.

Saint Georges Park Rd, Piney Point
$45,000
MDSM2026242 MLS
You don't want to miss this! This lot has many features including a flat lot in a small quiet neighborhood and a short walking distance to water views. This lot includes 1 public EDU for sewer connection and a well will be required. Clear this lot and it is ready to be built on! There are two lots available next to each other- Buy 1 lot or buy them both! This parcel includes lot 12, 14, and 16.

Saint Georges Park Rd, Piney Point
$550,000
MDSM2026016 MLS
****looking for a spot for your new business . . . 5.96 Acres of Commercial property. This was perked in 2010 but is expired. The property has many possibilities. There was a feasibility study done in the past and is now expired. I will be obtaining this information and any other past information and providing it online in the document section. ****ASK ABOUT OWNER FINANCING Available with down payment.**** PLEASE VERIFY USES FOR THIS PROPERTY; CROSS LISTED IN LAND ALSO

Mechanicsville Rd, Mechanicsville
$65,000
MDSM2025968 MLS
YES You can build on this parcel! 2 acres of Perc'd land with a sewage plan on file! This land is ready for your vision, and priced to sell! Tucked away on a quiet cul-de-sac, this mostly wooded lot offers the perfect blend of privacy and natural beauty, making it an ideal setting for your custom dream home. Whether you’re envisioning a charming country retreat or a spacious family estate, this property provides the space and flexibility to bring your vision to life.

26400 Hummingbird Way, Mechanicsville
$275,000
MDSM2025616 MLS
Bring your vision to life with this unique opportunity in Great Mills! This offering includes four separate parcels, all zoned commercial—ideal for a wide range of business ventures. Access to public water and sewer. With access on both Route 5 and Flat Iron Road, the property offers exceptional visibility and access in a high-traffic area. Don’t miss the chance to invest in a prime location with incredible potential. Addresses Include: 20225 Point Lookout Rd, Great Mills, MD 20634-Tax ID 1902006677- 0.1980 acres, Flat Iron Rd, Great Mills, MD 20634- Tax ID 1902025337- 0.0350 acres, Point Lookout Rd, Great Mills, MD 20634- Tax ID 1902035405- 0.1440 acres, Flat Iron Rd, Great Mills, MD 20634- Tax ID- 1902035391- 0.1900 acres, Total Acreage of all lots combined- 0.567 acres

20225 Point Lookout Rd, Great Mills
$540,000
MDSM2025322 MLS
Investment 32 Lots being sold together. Some are waterfront and some are 1 block away from the water and some are on the golf course in Wicomico Shores. The neighborhood offer a Golf Course, Club House, Restaurants, public boat launch, pier for fishing, public park, playground and tennis courts. This is a wonderful opportunity for your future. To view the lots on tax records you can use St Mary's County Geographic Information System at https://www.stmaryscountymd.gov//it/gis/

Wicomico Shores Lots, Mechanicsville
$525,000
2 Beds ⋅ 2 Baths ⋅ MDSM2025048 MLS
Renovated kitchen boasting granite counters and white cabinets. Open floorpan with extensive patio pavers to make a beautiful sitting area to take in the views of Patuxent River. New HVAC unit installed Aug 2025! DIRECT RIVER ACCESS with your private pier with electric and jet ski lift. Perfectly appointed two bedrooms with two full bathrooms, large and open great room off the kitchen with a large and open great room off the kitchen with unobstructed water views with your own private pier. •••Please note, the detached garage with screened in porch belongs to the neighbors home. It is not on this property, please do not enter••• The shed that opens to the patio does belong to this home. Appraisal in hand for $600,000

45991 Clarks Rd, California