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$45,000
Three adjoining lots (15, 16, and 17) are being offered together as a package sale, providing added space and flexibility for future plans. A unique opportunity to own multiple adjacent parcels in Longview Beach! Property owners current on HOA dues enjoy access to community amenities including the beach, boat ramp, fishing pier, basketball and tennis courts, playground, picnic areas, and discounted clubhouse rentals. Enjoy dining at the local Water View Inn with scenic Wicomico River views. Lot 16 retains the footprint from a prior home, and there once was an existing well and septic. Potential for building on all three lots (buyer to verify). Property conveyed as-is. Buyer to perform due diligence and verify all information. Great opportunity for potential building lots with access to waterfront community amenities.

36724 Fielding Dr, Chaptico

Listing courtesy of RE/MAX One. Contact: 4437718009
$125,000
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 living spaces. Even better, the perc is platted and approved, removing a major step from your pre-build checklist. With no HOA, you can bring your own builder and design with flexibility—whether you’re dreaming of a cozy one-level retreat, a weekend getaway, or a smart hold for the future. A rare find that appeals to multiple buyer profiles, from retirees seeking peaceful, private retirement living to builders recognizing strong demand for custom homes. Adding to the opportunity, a separately listed side-by-side companion parcel is also available, giving buyers the option to purchase this lot alone or expand their possibilities with two adjoining properties. Don’t miss your chance to secure a build-ready slice of Southern Maryland’s peace and quiet. Call for more information or to schedule your showing TODAY!

46080 Usher Ln, Valley Lee

Listing courtesy of EXP Realty, LLC. Contact: 8333357433
$6,900
Private and wooded! Make an offer on this residential lot before it’s too late! Located in the friendly and welcoming waterfront community of Longview Beach, this .27-acre lot is ready for clearing and a perc test. Longview Beach property owners who are up-to-date with the modest yearly HOA dues are granted access to community amenities, including the beach, boat ramp, fishing pier, basketball and tennis courts, playground and picnic areas, and discounted clubhouse rental rates. Grab a bite to eat at Longview Beach’s delicious Water View Inn while you enjoy spectacular views of the Wicomico River from the back deck! Listing Agent is also the owner of the property. Ask about other parcels available in the neighborhood. Property to be conveyed as-is. Buyer to perform due diligence and verify all information. Don’t miss this great opportunity to own a fantastic potential building lot, access amenities, diversify your investment portfolio, and become part of a wonderful community!

Upland Dr, Bushwood

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$244,998
Major Price Improvement- Highly motivated Seller. Bring your best reasonable offer and seize this opportunity.Rare buildable waterfront lot in sought-after Piney Point, Maryland. Located at 16252 Thomas Road, this expansive approximately 3.3-acre parcel offers approximately 348 feet of direct water frontage along a tidal creek, providing a serene setting and excellent potential for a custom waterfront residence. Convenient to nearby marinas, waterfront dining, and local amenities. Owner also has the adjacent property at 16242 Thomas Road (MLS #MDSM2028986) for sale and prefers to sell both, offering a unique opportunity for expanded privacy, waterfront living, or a combined development. Owner is an active licensed real estate agent.

16252 Thomas Rd, Piney Point

Listing courtesy of Realty ONE Group Capital. Contact: (202) 932-5100
$175,000
6+ acre lot zoned RPD in a prime location with approximately 600 ft of road frontage and high visibility potential. This is NOT currently a residential building lot because it failed a perc test in April 2005. However, the current Comprehensive Zoning Ordinance lists other “potential” uses that may not require on-site sewage disposal. The list includes but is not limited to:  Construction Materials and Equipment Storage, Equestrian Facility, Farmer’s Market, Fairgrounds & Flea Markets, Shows and Events, Outdoor, Animal Boarding - Sales & Service, Crop Production and Horticulture, Agricultural Industry - Minor and Roadside Stand. The lot is in the critical area and Flood Zone AE. Potential buyers must conduct their own due diligence and contact St. Mary’s County agencies. Information deemed Reliable but not Guaranteed.

St. Andrews Church Road, Leonardtown

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 4103940990
$149,900
Prime 1.44-Acre Buildable Lot in Leonardtown, MD Welcome to 20265 Hawks Way, a fantastic opportunity to build your dream home on a spacious 1.44-acre parcel on a quiet street. This generous lot offers a blank canvas — cleared and ready for construction — surrounded by other new construction homes that bring a sense of neighborhood and modern living while maintaining a peaceful, rural feel. Situated just minutes from local conveniences, shops, dining, parks, and top-rated schools, this property blends tranquility with accessibility. Enjoy country-living charm in a growing residential area while still having easy access to major commuter routes and all that Southern Maryland has to offer. Perfect for custom builders or homebuyers looking to craft their ideal home on a sizable lot — embrace the opportunity to imagine, design, and build your future here in Leonardtown!

20265 Hawks Way, Leonardtown

Listing courtesy of CENTURY 21 New Millennium. Contact: 4439689595
$135,000
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 test, platted and recorded, eliminates a critical development hurdle and allows you to move directly to the building phase with confidence. No HOA restrictions mean complete creative freedom in design and construction. For retirees, this expansive lot offers the peaceful, low-maintenance setting you've envisioned, surrounded by nature yet conveniently located with access to regional amenities. For builders and developers, the property represents a strategic opportunity in a market showing steady appreciation and strong demand for custom-built homes. The wooded landscape and privacy appeal strongly to discerning buyers, and the approved perc removes timeline risk from the development equation. Whether you're building your forever home, launching a construction project, or evaluating development potential, this exceptional lot offers the rare combination of readiness, privacy, and market-tested demand. Adding to its appeal, a separately listed adjoining lot is also available for purchase, and that companion parcel is already perc-approved as well—creating a rare chance to secure one exceptional homesite or expand your possibilities with two side-by-side build-ready properties. Don’t miss this opportunity to own a peaceful, private piece of Southern Maryland with room to dream even bigger. Call for more information or to schedule your showing TODAY!

19285 Vanderhoof Ln, Valley Lee

Listing courtesy of EXP Realty, LLC. Contact: 8333357433
$15,000
PRICE IMPROVEMENT!!*******Mills Point is Gorgeous! Looking for a lot in a water access community? Take a look at this lot. Buyer to perform all due diligence.

Bay Dr, Chaptico

Listing courtesy of KC Realty Group. Contact: info.kcrealtygroup@gmail.com
$85,000
Discover the perfect canvas for your dream home on this 1.5-acre parcel of land, nestled in a vibrant community that offers both tranquility and convenience. Imagine waking up each day surrounded by nature, with ample space to create your own private oasis while still being just moments away from local amenities. This prime piece of land is situated in an area known for its friendly atmosphere and strong sense of community. Enjoy leisurely strolls, where neighbors greet each other with a smile. Whether you're looking to walk, bike, or simply enjoy a picnic, the options are endless. Convenience is at your fingertips with nearby shopping centers, restaurants, and cafes that cater to every taste. Local farmers' markets offer fresh produce and artisanal goods, making it easy to embrace a healthy lifestyle. This land presents an incredible opportunity to build a residence tailored to your lifestyle, with enough space for gardens, outdoor entertaining, or even a workshop. The possibilities are limited only by your imagination. Don't miss your chance to secure this exceptional property in a neighborhood that truly feels like home. Embrace the lifestyle you've always dreamed of!

Piney Point Rd, Callaway

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169
$200,000
Rare opportunity to own prime land in Hollywood, MD! This vacant, flat, and open parcel sits at the high-visibility intersection of Three Notch Road and St. John’s Road, offering exceptional exposure and accessibility. Public water and sewer are adjacent to the property, creating outstanding development potential. Ideal for a variety of uses—including a farmers market, roadside produce stand, residential dwelling, garage, pole barn, day care facility, medical office, or church—this versatile property invites creativity and investment. Its convenient location provides quick access to the airport and commuter services, making it perfect for both personal and commercial needs. Don’t miss this unique chance to secure well-situated land in a rapidly growing area of St. Mary’s County!

Saint Johns Rd, Hollywood

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169
$65,000
Coming soon...

28948 Autumnwood Dr, Mechanicsville

Listing courtesy of CENTURY 21 New Millennium. Contact: 3016099000
$99,000
Discover 2.28 acres of level, open land offering a great opportunity to build your dream home or investment property. This property includes an existing septic system and nearby power supply. Enjoy privacy and space while still being within easy reach of local amenities and major routes. Buyer to verify all feasibility, utility connections, and intended use with the county.

40412 B Somerville Ln, Leonardtown

Listing courtesy of Topside Realty. Contact:

$799,000
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

Listing courtesy of United Real Estate Premier. Contact: 3017875000
$45,000
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

Listing courtesy of Samson Properties. Contact: 3018500255
$200,000
**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

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169
$190,000
PRICE IMPROVEMENT! Discover the potential of this beautiful parcel in the heart of Southern Maryland. Located on Medleys Neck Road in Leonardtown, this property offers the perfect opportunity to build your dream home or investment project in a highly desirable location. The lot features three active perc approvals, making it an attractive option for builders, developers, or anyone seeking flexibility for future use. With level topography, mature trees, and generous acreage, the property combines natural beauty with practical buildability. Enjoy the best of both worlds—peaceful country living just minutes from downtown Leonardtown. You’ll have quick access to schools, shopping, dining, and waterfront attractions, as well as an easy commute to NAS Patuxent River, St. Mary’s Hospital, and major commuter routes. Whether you’re envisioning a private estate, a family homestead, or a development opportunity, 43488 Medleys Neck Rd is a rare find in one of St. Mary’s County’s most sought-after areas.

43488 Medleys Neck Rd, Leonardtown

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169
$12,000
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

Listing courtesy of The Southside Group Real Estate. Contact: 3019703636
$7,500
POST AUCTION/BUY NOW: MAKE AN OFFER! 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

Listing courtesy of Ashland Auction Group LLC. Contact: 4104883124
$68,900
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

Listing courtesy of Keller Williams Capital Properties. Contact:

$7,500
POST AUCTION/BUY NOW: MAKE AN OFFER! 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

Listing courtesy of Ashland Auction Group LLC. Contact: 4104883124
$44,900
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

Listing courtesy of Rise Real Estate, LLC. Contact: 2025569721
$345,000
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

Listing courtesy of The Southside Group Real Estate. Contact: 3019703636
$999,000
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

Listing courtesy of United Real Estate Premier. Contact: 3017875000
$125,000
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

Listing courtesy of Home Towne Real Estate. Contact: 3018624000
$65,000
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

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$275,000
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

Listing courtesy of The Southside Group Real Estate. Contact: 3019703636
$450,000
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

Listing courtesy of The Southside Group Real Estate. Contact: 3019703636
$85,000
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

Listing courtesy of The Southside Group Real Estate. Contact: 3019703636
$175,000
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

Listing courtesy of Infinitas Realty Group. Contact: 2409252224
$10,000
Build your dream home on this lot in Chaptico.

Mill Point Rd, Chaptico

Listing courtesy of The Southside Group Real Estate. Contact: 3019703636