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$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
$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
$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
$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
$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
$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
$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
$450,000
MDSM2024936 MLS
Waterfront property located in Dameron in the Bay Meadows Neighborhood. 4.85 acres. Bring your plans to fruition and build your dream home! Book your showing today to tour the lot.

18500 Shipwreck Way, Dameron
$85,000
MDSM2023116 MLS
Two stunning lots are now available in Charlotte Hall, offering the perfect blend of community charm and serene privacy. Situated at the end of a peaceful cul-de-sac, these properties span a total of 5.77 acres, surrounded by lush wooded areas. Enjoy the tranquility of nature while still embracing the warmth of a neighborhood setting.

Serenity Ln, Charlotte Hall
$175,000
MDSM2022058 MLS
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 expansive land, this property is ideal for those seeking a peaceful rural lifestyle while still being close to historic landmarks, waterways, and modern conveniences. Don’t miss this chance to own a piece of St. Mary’s City—a truly unique setting to create your vision.

E Snow Hill, Lexington Park
$10,000
MDSM2021962 MLS
Build your dream home on this lot in Chaptico.

Mill Point Rd, Chaptico
$250,000
MDSM2021686 MLS
Beautiful waterfront property on the Chesapeake Bay with 250FT of sandy beach. Another 400FT of water frontage on Deep Creek. Lot 15A plus additional acreage on the northern half of the Deep Creek inlet. The total acreage is approx. 4.69 acres. Come tour this beautiful beach and property. The perfect spot for crabbing, fishing, sun & sand, camping and relaxation.

15399 Holly Dr, Scotland
$26,500
MDSM2021558 MLS
*POTENTIAL FOR SUBDIVISION, DOCUMENTS ARE AVAILABLE**

Owens Dr, Bushwood
$125,000
MDSM2020876 MLS
New price, same great location! Build your new home in the heart of Sevent District. Southern Maryland tranquility awaits you in this most convenient setting. One mile to post office, one mile to school. Community park close by. Marinas, boat ramps, and historical sites all abound in 7D. Property has already been perced. The first step to building your dream home is having the land to build on. It's right here waiting for you.

00000 Bushwood, Bushwood
$110,000
MDSM2020784 MLS
WATERVIEW! Ready to build your dream home! This prime lot is 100% construction-ready, with well and septic approved. All permits completed and APPROVED. Time and Money have been invested to ensure the land is fully approved and prepped for new construction. Waterview. Across the bridge from Soloman's Island. Offering a clean slate for your custom build with a Roof DECK. Pick out your finishes. Don’t miss this rare opportunity to start building immediately without the hassle of permits and prep work. Owner/Agent

24250 N Patuxent Beach Rd, California
$550,000
MDSM2020678 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.****

Mechanicsville Rd, Mechanicsville
$1,740,000
MDSM2020046 MLS
This listing is 3.85 acres of a total 6-acre commercial property in Leonardtown, Maryland. Don't miss the chance to invest in this thriving and picturesque community. Whether you're looking to create a retail haven, upscale office space, or a dining destination, this property has all the ingredients for success. With its size and location near Patuxent Naval Air Station, this property is a blank canvas, ready to be developed according to your vision. Located near schools, a hospital, and a college, this property is also perfectly poised to cater to the needs of students, faculty, and staff. This offers great opportunities for businesses focused on education and healthcare services.

25845 Point Lookout Rd, Leonardtown
$395,000
MDSM2016996 MLS
3+ acres of CMX property located off Millstone Landing Road and behind the brand new 7-11 on Rt. 235.

Millstone Landing Rd, Lexington Park
$99,900
MDSM2015012 MLS
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.

17475 Mount Zion Church Rd, Saint Inigoes
$269,700
MDSM2015148 MLS
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 base.

46175 Greens Rest, Great Mills