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$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
$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
$995,000
5 Beds ⋅ 7 Baths ⋅ MDSM2024870 MLS
Endless Possibilities on 20+ Private Acres in the Heart of California, MD! Discover a unique opportunity with this marvelous estate home set on over 20 secluded acres—offering the perfect blend of privacy and convenience. Located just minutes from PAX River NAS, Solomons Island, shopping, dining, theaters, and more, this property is a rare gem in Southern Maryland. Whether you're looking to invest, expand, or simply escape, this property delivers: Development Potential – Subdivide and sell off lots to recoup part of your investment. Multi-Generational Living – With multiple levels and expansive living areas, there's room for everyone. Income-Producing Layout – Apartment-style spaces are ideal for room rentals or potential Airbnb income (buyer to verify local regulations). Energy Efficiency – Built with 6-inch, insulation-packed walls for superior heating and cooling efficiency—more economical than traditional 4-inch wall homes. Freedom to Live Your Way – No HOA means no restrictions on how you use your land or home. Outdoor Lover's Paradise – Abundant wildlife including wild turkeys, deer, beavers, and bald eagles, plus plenty of space for RVs, boats, and all your recreational toys. If you’re dreaming of space, privacy, versatility, and potential income—all in a location that keeps you close to everything—this is it.

44605 Old St. Andrew's Church Rd., California
$635,900
3 Beds ⋅ 3 Baths ⋅ MDSM2023176 MLS
** 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 Bedrooms with a Jack & Jill Bath *** OPEN Floor Plan ***Full BASEMENT w/ Rough in Plumbing for a full bath *** Two Car Garage ** Internet Available *** Street Lights ** Warranty *** PICTURES are for illustrative purposes and may contain upgrades not included in this purchase **CUSTOMIZED" *** 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.

19103 Windsor, Drayden
$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
$15,000,000
6 Beds ⋅ 5 Baths ⋅ MDSM2022614 MLS
LUXURY PROPERTY AUCTION: 13 August - 27 August. Accepting starting bids through 27 August. Listed for $20M. Earn an incentive by 13 August. OPEN HOUSES EVERY WEEKEND SATURDAY AND SUNDAY 1-3 PM. PLEASE COME AND TAKE A LOOK AT THIS MAGNIFICENT 500 ACRE ESTATE WHERE THE FOUNDING FATHER'S ONCE MINGLED! Mulberry Fields is one of those rare places where the land itself tells the story. The mile-long cedar avenue announces the approach, its rows planted at an ever-widening angle to draw the eye toward the Potomac below, a feat of 18th-century landscape design so precise it has appeared in gardening textbooks for centuries. At the end of that drive stands the last surviving Georgian manor house in St. Mary’s County, a ca. 1755 brick estate where the center hall, great room, and dining room are paneled in raised wood from floor to ceiling, the original moldings, doors, and mantels intact after nearly 270 years. Beyond the manor, two Georgian brick dependencies anchor a formal north courtyard, and the grounds unfold across just under 500 acres of fertile land before meeting 1,700 feet of white sand Potomac riverfront. There is simply no other property like this on the Eastern Seaboard.

19700 Mulberry Fields Rd, Leonardtown
$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
$1,750,000
4 Beds ⋅ 2 Baths ⋅ MDSM2021304 MLS
Welcome to Bayside Road. Residents of Leonardtown believe this is THE place to live. This is a beautiful, well-maintained waterfront farm that is located a few minutes from historic Downtown Leonardtown. When you enter the property gates, you will see the most beautiful canopy of trees leading you through the whole farm. The Charming Cape Cod house is situated on 48.9 acres of gorgeous land. The house is well-kept with 4 Bedrooms and 2 Baths; a place-to-relax front porch; the master bedroom and the laundry room (washer and dryer included) are on the entry level. Also, a foundation for a 3,000+ square-foot house has been started near the water and has the electric meter installed. A pier on the farm is on the protected Cecil Creek where boaters and non-boaters can enjoy the tranquility and hours of fishing, crabbing, and just enjoying life. If it's hunting you want, many deer, turkeys, ducks and other waterfowls have been sighted on this sportsman's paradise. A 24-Hour Appointment Notice is necessary for all showings. To show/view the house, call the Listing Agent who will schedule an appointment for/with you.

Bayside Rd, Leonardtown
$1,070,000
6 Beds ⋅ 6 Baths ⋅ MDSM2021266 MLS
Investors dream! This is 2 houses with 4 additional waterfront lots deal! All furnishings convey! Big house has 4beds 3baths, small has has 2beds and 2.5bath! There are swings, gazebo, piers (more than 1) fire pits! Everything for you to enjoy this waterfront paradise and also generate airbnb income! Each waterfront lot alone is worth $175k! Current airbnb ratings are 4.5 star+. Great airbnb income! Don’t miss this awesome opportunity! This property is an active Airbnb, please follow specific showing instructions and DO NOT disturb the Airbnb guests!

23794, 23790 Saint Clair Rd, California
$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
$499,000
3 Beds ⋅ 2 Baths ⋅ MDSM2019188 MLS
JUST REDUCED THIS IS A DEAL = THIS 3 BEDROM 1 1/2 BATH CAPE COD NEEDS A LITTLE WORK ITS WATERFRONT ON INDIAN CREEK WITH A PIER.

30087 Cross Woods Dr, Mechanicsville
$399,000
3 Beds ⋅ 2 Baths ⋅ MDSM2019186 MLS
JUST REDUCED $100,000.00 WHAT A DEAL = HOME NEEDS SOME WORK = IT'S AN INVESTORS DREAM REMODLE AND SELL IT AND MAKE SOME MONEY= VACANT = WATERFRONT ON COLES CREEK.

26188 Skyview Dr, Hollywood
$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
$69,900
MDSM2013412 MLS
Large wooded 3.0 acre parcel that no perc has been attempted. Located near the main gate to Naval base. There are two additional lots for sale. Lot 2 and 3 they are 3 acres and 1.6 acres.

Grayson Rd, Saint Inigoes
$65,000
MDSM2013410 MLS
Large wooded 1.6 acre parcel that no perc has been attempted. Located near the main gate to Naval base. There are two additional lots for sale. Lot 2 and 4 are 3 acres each.

Grayson Rd Unit #LOT 3, Saint Inigoes
$69,900
MDSM2013408 MLS
Large wooded 3.00 acre parcel that no perc has been attempted. Located near the gate to Naval base. There is also another 3 acre lot and a 1.6 acre lot.

Lot 2 Grayson Rd, Saint Inigoes
$599,900
2 Beds ⋅ 2 Baths ⋅ MDSM2012154 MLS
GREAT OPPORTUNITY AWAITS - Would you like to own your own apartment complex, condos or small subdivision. This property is zoned ***High Intensity Mixed Use***It's all possible on this 22.28 +/- Acre parcel. This property is split on both sides of Pegg Rd , and has designated entrances already in place suitable for both residential or commercial development. There are endless possibilities with this tract of land. Not to mention that Public Water and Sewer is located within feet of this parcel. ***Do not enter upon the land on Louden Land without an Appointment***

21744 Louden Ln, Lexington Park
$599,900
MDSM2012152 MLS
GREAT OPPORTUNITY AWAITS - Would you like to own your own apartment complex, condos or small subdivision. This property is zoned ***High Intensity Mixed Use***It's all possible on this 22.28 +/- Acre parcel. This property is split on both sides of Pegg Rd , and has designated entrances already in place suitable for both residential or commercial development. There are endless possibilities with this tract of land. Not to mention that Public Water and Sewer is located within feet of this parcel.

21744 Louden Ln, Lexington Park
$150,000
MDSM2010414 MLS
1.75 cleared acres zoned commercial. The address of 45252 Happyland Rd was assigned after Commercial 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. Z10-02, this. Comprehensive Zoning Ordinance and its accompanying Official Zoning... 45 31.3. Purpose of the Rural Commercial Limited District (RCL). The regulations for the Rural Commercial Limited District accommodate existing, small-scale commercial uses serving localized markets in the County that are scattered along the highways and, in some cases, clustered at intersections... Where such existing uses are compatible in scale with the character of the rural area, and are devoted to a local market, their continued operation and opportunity for reasonable expansion… St. Mary’s County Comprehensive Zoning Ordinance Article 3.ZONING DISTRICTS is consistent with the policies of the Comprehensive Plan. RCL districts provide for the continuation and limited expansion of such uses... The regulations for the Rural Commercial Limited District accommodate existing, small-scale commercial uses serving localized markets in the County that are scattered along the highways and, in some cases, clustered at intersections. Where such existing uses are compatible in scale with the character of the rural area, and are devoted to a local market, their continued operation and opportunity for reasonable expansion is consistent with the policies of the Comprehensive Plan... RCL districts provide for the continuation and limited expansion of such uses... A detached structure containing a single dwelling unit. Dwelling may be either a site built structure meeting the St. Mary’s County Building Code or a modular structure for residential occupancy, conforming to the requirements of the Maryland Industrialized Building Act. Note: Mobile homes are regulated.

45252 Happyland Rd, Valley Lee
$4,100,000
MDSM2010372 MLS
Office Space Available to Lease - One Unit Left Investment Property -100% Leased CAP Rate 8% Contact Showing Agent Teresa Shasho for Confidentiality Disclosure for income figures.

22685 - 2295 Three Notch Rd, California