Leonardtown MD Real Estate & Land for Sale

15 Properties Found

Sort Results:
1–15 of 15 properties displayed
Refine Property Search
Page 1 of 1    Prev | Next
Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
MDSM2032186
Type:
Land
Subdivision:
SINGLETREE
Lot size:
0.44 Acres
Courtesy: CENTURY 21 New Millennium 301-862-2169
View additional info

ADDITIONAL INFORMATION

Great building lot in the Leonardtown city limites with water and sewer available. Part of Singletree but no HOA dues. Currently staked for a house location. Property corners are not staked. See map in documents. Located across from the hospital, walking distance to down town.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDSM2032220
Type:
Land
Lot size:
0.25 Acres
Courtesy: EXP Realty, LLC 888-860-7369
View additional info

ADDITIONAL INFORMATION

Build your dream home in one of Leonardtown's most desirable locations! Welcome to Parcel 323, Tract 2, a newly created homesite just moments from the heart of historic downtown Leonardtown. Perfectly positioned to take advantage of beautiful water views of Breton Bay, this exceptional parcel offers the opportunity to enjoy the best of small-town coastal living. Imagine strolling to Leonardtown's charming shops, restaurants, coffee houses, wineries, and waterfront Wharf, where you'll enjoy year-round events, live music, kayaking, and breathtaking sunsets. Whether you're looking to build your primary residence or a weekend retreat, this property offers an unbeatable combination of convenience, scenic surroundings, and walkable lifestyle. A recent survey has already been completed by the sellers and markers are present and visible. Buyers are responsible for verifying all building requirements, permitted uses, utility connection and development plans with the Town of Leonardtown and the St. Mary's County Permitting Office. Don't miss this rare opportunity to build in one of Southern Maryland's most sought-after waterfront communities while enjoying the charm, history, and vibrant atmosphere of downtown Leonardtown.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDSM2032048
Type:
Land
Lot size:
23.44 Acres
Courtesy: RE/MAX One 443-771-8009
View additional info

ADDITIONAL INFORMATION

Finding the perfect lot offering a tranquil, secluded setting yet within an easy drive of historic Leonardtown, NAS Pax River, schools, and amenities can be a real whirlwind of an experience! No worries, as this is the ideal opportunity to achieve just that. This 23-acre parcel of raw land offers many possibilities, whether establishing an enduring farmette, subdividing to reap the rewards, or creating the family compound you've all been dreaming of. This beautiful land is conveniently positioned just off Rt. 5, in a prime location between St. Mary's State Park and the charming St. Mary's County seat, Leonardtown. Note that the location is not actually ON Whirlwind Rd; it is best accessed at the end of Redgate Ln. Future potential to create access from both Rt. 5 and Redgate Ln. Call for more details!

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDSM2031794
Type:
Land
Lot size:
4.11 Acres
Courtesy: Whitetail Properties Real Estate, LLC 217-285-9000
View additional info

ADDITIONAL INFORMATION

Nestled in the countryside of Leonardtown in St. Mary's County, this 4.11± acre wooded parcel on St. Andrews Church Road is a rare chance to build, invest, or settle into your own recreational retreat. The property already has a previous perc site in place for a conventional septic system. Soil stability testing will be required, but preliminary work points to favorable conditions. Buyers are encouraged to perform their own due diligence. Access comes off Honey Tree Lane. A good portion of the northern section sits flat, making an ideal homesite or recreational area, while the land rises toward the southern end, farthest from the road, topping out at roughly 90 feet in elevation. A small ditch runs through the middle of the property, adding character while supporting natural drainage. A network of trails winds throughout, offering easy access and plenty of room for ATV riding and exploring. The acreage is primarily wooded with a healthy mix of mature hardwoods and softwoods. This is where it gets exciting for the hunters, the property sees high deer traffic, with multiple trails and rubs throughout, and has already produced some nice bucks. Imagine building a homesite where you can walk out your front door and see deer moving through, or hunt right off the porch. That kind of opportunity doesn't come along often. Zoned residential, the property offers flexibility for a future homesite in a convenient Southern Maryland location. Aggressively priced, this is a rare opportunity to secure a 4.11± acre parcel for recreation, investment, or building the home you've been dreaming about.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDSM2031772
Type:
Land
Lot size:
15 Acres
Courtesy: Coldwell Banker Premier 301-645-1700
View additional info

ADDITIONAL INFORMATION

Discover a prime 15-acre parcel of land, offering a unique investment opportunity with significant potential returns. This property features a serene backdrop of trees and wooded areas, providing a tranquil setting while ensuring privacy. The sloping terrain enhances the natural beauty and could be ideal for various development projects, from residential homes to recreational retreats. The wooded landscape adds aesthetic value. The natural surroundings and potential for development make it a compelling choice for those looking to maximize their investment in real estate. Don't miss out on this opportunity to secure a piece of land with both beauty and potential. 15 Acres in Leonardtown. This could be a great property for the right buyer. Lots of potential, could possibly be sub-divided. Has an old house on property, with failed septic system. (Please do not enter home for your safety)

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDSM2031258
Type:
Land
Lot size:
3.56 Acres
Courtesy: CENTURY 21 New Millennium 301-609-9000
View additional info

ADDITIONAL INFORMATION

UNIQUE BEAUTIFUL OPPORTUNITY to Unlock the potential of a lifetime with this rare and spectacular waterfront property! This stunning PENINSULA boasts approximately 1200 feet of waterfront, with its prime location fronting St. Clements Bay with protected coves/creeks on either side. There is some sandy beach on property in one section. This property offers breathtaking views and endless possibilities for waterfront living at its finest. It's a wonderful place to relax, entertain and make wonderful memories in the years to come! Build your dream house and enjoy gorgeous sunsets over the water. With a convenient Leonardtown location, this waterfront gem is a true treasure. Don't wait - seize this once-in-a-lifetime opportunity to own a piece of paradise with gorgeous views all around. There is an old abandoned big house on the property (helps with impervious surface requirements when you decide to build) - PLEASE DO NOT ENTER HOUSE - not structurally sound! Property sold AS-IS!! Schedule your showing today!"

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDSM2030598
Type:
Land
Lot size:
1.51 Acres
Courtesy: Redfin Corp 301-658-6186
View additional info

ADDITIONAL INFORMATION

Discover a rare opportunity to create your dream home just moments from the charm and culture of Leonardtown Historic Art District. Ideally situated within walking distance to local shops, dining, the scenic Leonardtown Wharf, and the United States Postal Service. This property offers the perfect balance of privacy and community living. Conveniently located within walking distance of highly rated private and public schools. Whether you're envisioning a custom-built residence tucked away in a peaceful setting or seeking a smart opportunity, this parcel delivers exceptional potential. Previously considered for a single family home with preliminary builder plans already drafted, the possibilities here are expansive. Enjoy the tranquility of your own space while being just outside the vibrant and growing arts and cultural scene of Leonardtown Arts District. This is your chance to secure a prime piece of land in a highly desirable location. where small-town charm meets modern convenience. Mortgage savings may be available for buyers of this listing.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDSM2030128
Type:
Land
Lot size:
10.2 Acres
Courtesy: CENTURY 21 New Millennium 301-862-2169
View additional info

ADDITIONAL INFORMATION

Discover the ultimate canvas for your vision at this 10.2-acre waterfront parcel overlooking Breton Bay. This rare offering combines natural beauty, privacy, and opportunity—an ideal setting to create your own waterfront retreat. With perc approval already in place, the property is ready for your dream home. The land features a mix of open fields and wooded areas, with views of the bay and abundant wildlife all around, creating a peaceful and scenic setting. For outdoor enthusiasts, this property offers deep water access suitable for larger boats, with easy access to Breton Bay and the lower Potomac River. Boating, fishing, and crabbing are all easily accessible. Located in the desirable Leonardtown area, the property is just minutes from Breton Bay Golf & Country Club and a short drive to Leonardtown Wharf and Town Square for dining, shopping, and local amenities. The property is currently under agricultural assessment and enrolled in the Forest Management Program, providing reduced property taxes. Access to local builders and preliminary pricing information is available to assist with planning and development. A unique opportunity to own a sizable waterfront parcel offering privacy, usable land, and water access.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDSM2029070
Type:
Land
Lot size:
6.24 Acres
Courtesy: Berkshire Hathaway HomeServices PenFed Realty 410-394-0990
View additional info

ADDITIONAL INFORMATION

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.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDSM2028774
Type:
Land
Subdivision:
Hawks Nest
Lot size:
1.44 Acres
Courtesy: CENTURY 21 New Millennium 443-968-9595
View additional info

ADDITIONAL INFORMATION

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!

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDSM2027980
Type:
Land
Lot size:
2.28 Acres
Courtesy: Topside Realty 240-925-9431
View additional info

ADDITIONAL INFORMATION

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.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDSM2027738
Type:
Land
Lot size:
5 Acres
Courtesy: CENTURY 21 New Millennium 301-862-2169
View additional info

ADDITIONAL INFORMATION

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.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDSM2020046
Type:
Land
Subdivision:
None Available
Lot size:
3.85 Acres
Courtesy: CENTURY 21 Commercial New Millennium 703-753-7910
View additional info

ADDITIONAL INFORMATION

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.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDSM2009850
Type:
Land
Lot size:
7.58 Acres
Courtesy: Greenmark Real Estate 301-705-5000
View additional info

ADDITIONAL INFORMATION

Price Reduction! Only 5 lots left! Breton Knolls is a 24 lot subdivision in Leonardtown of 1-7.5 acre lots. HOA of $300 annually with a $500 initial capital contribution

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDSM2009842
Type:
Land
Lot size:
4.83 Acres
Courtesy: Greenmark Real Estate 301-705-5000
View additional info

ADDITIONAL INFORMATION

Breton Knolls is a 24-lot subdivision, conveniently located in Leonardtown, featuring lot sizes from 1 - 7 acres. Bring your own builder or ask us about one of our preferred builders. Breton Knolls HOA is $300 annually with an initial capital contribution of $500 per lot. Please contact us for additional information or to schedule a private showing.

Refine Property Search
Page 1 of 1    Prev | Next
1–15 of 15 properties displayed
Andrea Conner, Maryland License 667140, Xome Inc., License 667140, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, D.C. License BR200200783, Xome Inc., License CO98372739, [email protected], 844-400- 9663, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, PA License # RM425337, Xome Inc., PA License #RB067821, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, NJ License # 1758875, Xome Inc. NJ License # 2326449, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

© BRIGHT, All Rights Reserved - The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Xome Inc. participates, and is provided by BRIGHT through a licensing agreement. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale. Home sale information is not to be construed as an appraisal and may not be used as such for any purpose. BRIGHT MLS is a provider of home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors.



Leonardtown Real Estate

Leonardtown is located in Maryland. Leonardtown, Maryland has a population of 4,445. Leonardtown is more family-centric than the surrounding county with 66.19% of the households containing married families with children. The county average for households married with children is 35.05%.

The median household income in Leonardtown, Maryland is $126,472. The median household income for the surrounding county is $102,859 compared to the national median of $69,021. The median age of people living in Leonardtown is 32.3 years.

Leonardtown Weather

The average high temperature in July is 87.8 degrees, with an average low temperature in January of 28.4 degrees. The average rainfall is approximately 45.5 inches per year, with 14.3 inches of snow per year.

Leonardtown Map

Leonardtown Real Estate Market Conditions

  • Median sales price

    $540,000
    12.7%
    change since last quarter
  • # Active listings

    44
    30-day change

Leonardtown Schools and Demographics

Education near Leonardtown, MD

City County
High School Graduates 86.69 91.67
College Degree - 2 year 4.14 7.83
College Degree - 4 year 43.83 33.03
Graduate Degree 20.41 11.79
Expenditures per Student 15,242 15,242
Students per Teacher 15.9 15.9

Elementary Schools near Leonardtown, MD

Grades Students P/T Ratio ZIP
Benjamin Banneker Elementary School PK - 05 683 15 20656
Evergreen Elementary School PK - 05 795 19.3 20619
George Washington Carver Elementary School PK - 05 644 17 20634
Greenview Knolls Elementary School PK - 05 408 17.9 20634
Leonardtown Elementary School PK - 05 789 18.6 20650
Piney Point Elementary School PK - 05 529 18.7 20690

Middle Schools near Leonardtown, MD

Grades Students P/T Ratio ZIP
Leonardtown Middle School 06 - 08 933 15.9 20650

High Schools near Leonardtown, MD

Grades Students P/T Ratio ZIP
Great Mills High School 09 - 12 1,549 17.8 20634
Leonardtown High School 09 - 12 1,831 20.8 20650

Ungraded Schools near Leonardtown, MD

Grades Students P/T Ratio ZIP
Dr. James A. Forrest Career and Technology Center UG - UG 0 0 20650
St. Mary's County Evening High UG - UG 0 20650

Demographics near Leonardtown, MD

City County
Neighborhood Type Small town
Population 4,445 113,209
Population Density 1,169 316
Median Age 32.3 36.7
People per Household 2.8 2.8
Median Household Income 126,472 102,859
Average Income per Capita 41,923 44,208

Real estate near Leonardtown