The median home value in Leonardtown, MD is $449,800.
This is
higher than
the county median home value of $358,100.
The national median home value is $338,100.
The average price of homes sold in Leonardtown, MD is $449,800.
Approximately 47.7% of Leonardtown homes are owned,
compared to 42.8% rented, while
9.5% are vacant.
Leonardtown real estate listings include condos, townhomes, and single family homes for sale.
Commercial properties are also available.
If you see a property you’re interested in, contact a Leonardtown real estate agent to arrange a tour today!
Unique property : Residential AND Commercial !!! Both are presently rented. The two story home has 3 bedrooms, one bath, replaced furnace, window AC units, storage, partial unfinished basement. Needs updating. The former Doctor's office has had some updating recently. New heat pump last year. Both are on separate electric meters, heating and cooling systems. Ample parking behind building for both units. Showings by appointments only.
Why wait for new construction? This like-new modern farmhouse is move-in ready and loaded with upgrades! Built by the highly requested Mednick Construction, this sale includes two lots totaling nearly 7 acres, offering ample space and privacy just outside downtown Leonardtown. With over 4,000 finished square feet of living space, a fabulous layout, and incredible potential in the huge unfinished walk-out basement, ready to be transformed into a private apartment, home theater, or gaming area—this home has it ALL! Perfectly situated on a cul-de-sac, this home has amazing curb appeal! Don’t worry about keeping your lawn looking fresh and green during the hot summer months; a lawn irrigation system is included! Step inside to a bright, airy, and perfect floor plan! Beaming with natural. light, you can relax in a cozy family room with a stone gas fireplace and a stunning coffered ceiling, offering breathtaking views of the expansive front yard and fenced private backyard. The modern gourmet kitchen sets the stage for culinary creations, featuring gas cooking, double wall ovens, custom cabinetry, and a huge walk-in pantry! Working from home or studying is a breeze in the private main floor office! The main-floor owner’s suite features a en suite bath, a massive walk-in closet, its own private laundry room, and private access to the back porch! Bring your furry friends and all the backpacks, because this home features a massive mudroom with custom cabinetry, a doggie shower, a built-in kennel, and a laundry hookup! Upstairs, you’ll find three additional bedrooms, two of which share a Jack-and-Jill bath, while the third has its own bathroom. A loft area provides the perfect space for a playroom, teen hangout, or additional home office, while the FROG room (family room over the garage) offers endless possibilities as a second primary suite, game room, or massive home office. A huge 3-car attached garage provides ample space for all your toys, storage, and parking needs. This home also features a total of 3 laundry hookups, ensuring convenience on every level! The outdoor space is equally impressive, with an expansive front porch, a huge screened-in rear porch, a custom brick patio with a fire pit, accented with landscape lighting, and a fenced rear yard! Don’t miss out—this home is filled with so much natural light, you’ll be happy every day you spend here! You can’t build this home for this price today—this is an incredible opportunity! The assumable VA loan at 5% (for a qualified VA buyer) and the numerous beautiful upgrades added by the current owners make this property truly exceptional. Schedule your private tour today!
Formally a doctors office. Reception area with built in reception desk, three private rooms /individual sinks. Two locked storage areas, 2 half baths, Utility room, and small galley kitchen area. Call for details. Parking behind building. Attached home has three bedrooms, one bath. Needs updating. Both units have leases. Call for details.
Everything you can ask for is in quick walking distance of this classic home. Just a two minute walk to downtown Leonardtown. Walk to restaurants, shopping, post office, bank, & entertainment. Unwind on your recently re-screened porch, or by your fireplace. Oil burning furnace is less than five years old. Roof is new, too! Shed is less than two years old. Extra large laundry room. There is so much to like about this home. Schedule your visit today!
Welcome to your new home in the lovely Avenmar Community! Upon entering your new home you’re greeted by a stunningly adorned 2 story foyer. As you make your way around the lower level you will find a formal living and dining room with a timeless trim work design and new LVP installed in 2022. Walking into the kitchen you have an open concept flowing seamlessly into your family room where you will find a gas fireplace to keep you and your family cozy all winter long. As you go out the back door to your beautiful stamped concrete patio that was made for entertaining and you’ll find a walkway to your outdoor fire pit and be able to take in the views of your wooded 2 acre lot. Heading back inside and moving upstairs you’ll find 4 large bedrooms. The primary suite is a true escape with a walk in closet that provides an abundance of room and en-suite bathroom featuring a separate toilet room and a large soaking tub perfect for relaxing after a long day! You can have peace at mind with a new roof installed in 2023, sump pump with battery back up (2022), washing machine (2024), dryer (2023). Other upgrades are the main level LVP (2022) and the stamped concrete patio was done in 2023. Community amenities are abound, with access to a clubhouse, tennis and volleyball courts, an equestrian center, scenic walking paths, and a community pier on Breton Bay with a kayak launch. Immerse yourself in the convenience of living just moments from Breton Bay Golf Club and the lively Leonardtown square. You’ll be able to find fine dining, pubs, charming shops and more that are all locally owned and operated, giving you a sense of true community!
This recently renovated rambler features three spacious bedrooms and one modern bathroom. Set on a flat half-acre lot, the property offers ample outdoor space for recreation, gardening, or however you see fit. The new septic tank ensures efficient waste management, enhancing the home's overall functionality. With its updated interiors and generous lot size, this residence combines comfort and convenience in a desirable location.
Stunning 5-Bedroom Colonial on Over 3 Acres in Leonardtown, MD Welcome to this beautifully maintained 5-bedroom, 2.5-bathroom brick-front Colonial, nestled on a private, secluded road in Leonardtown, Maryland. Situated on over 3 acres of land, this charming home offers both peace and privacy while being just minutes away from local schools, shopping, and attractions. Route 5 connects you to nearby areas in Maryland, and commuting to DC and Virginia is a breeze. As you approach this inviting home, you’ll be greeted by its exceptional curb appeal, with a large front yard and a picturesque brick exterior. Step inside to discover an open and spacious floor plan that blends comfort and functionality. The large master suite features a luxurious jacuzzi tub, a fireplace, and ample space for a relaxing retreat. The upstairs floor also boasts a conveniently located laundry room and three well-sized additional bedrooms ensuring plenty of room for family and guests. The main level offers a versatile bedroom that could easily be transformed into a den or home office, ideal for remote work or quiet study. And an additional fireplace creating a tranquil ambience for the home. The unfinished walk-out basement presents a blank canvas with endless potential for expansion, whether you envision a home theater, gym, or additional living space. Step outside onto the large deck, where you can entertain guests or simply enjoy serene views of your expansive private backyard and acres of lush, natural surroundings. The property is located in a vibrant community with access to incredible amenities, including the Breton Bay, private pier, resident-only pool with lifeguards, swim lessons, canoe storage and use, playgrounds, tennis courts, a clubhouse, and even horse stables. This home has been meticulously maintained by the current owners, and it’s ready for you to ring in the new year in a beautiful new space. Don't miss the opportunity to make this stunning property your own—priced perfectly for its location and features! ***OFFER DEADLINE THURSDAY FEB 6TH, 2024*** Agent offering $600 Home Warranty!
COMING SOON! What you have been waiting for: A large colonial with a 1st floor bedroom. This house is located in Breton Bay Community which is a sought after neighborhood. Just move in and enjoy your privacy or choose to join into this active golf/waterfront community. Hoa is optional but with certain fees to you have access to the following (clubhouse, neighborhood beach, pool, playground, kayak launch, picnic area, firepit/grill area, golf course, community pool and also Ironwood grill overlooking Breton Bay. More information go to the Breton Bay web site. This beautiful house has 3 large bedrooms on the upstairs floor and the primary has a En suite. There is a 1st floor bedroom with a closet and window that can be used as a in-law, guest room or study. The very large back yard is fully fenced with a private deck as well as a hot tub (included). The roof was replaced 5 years ago and the A/c 4 years ago. If your looking for parking space, there is plenty here as the driveway has been enlarged.
Expansive 4.8-Acre lot in highly sought after location. RECORDED PERC! Ready to build! Located just minutes outside the heart of Leonardtown, MD, this beautiful 4.8-acre lot offers a rare opportunity to bring your dream home to life on almost 5 private acres. Please be advised lot lines drawn on listing photo are not exact; just approximate and for visual purposes only.
Welcome to this charming 3-level end-unit townhouse in Breton Bay! Step inside to an open floor plan and unwind by the cozy wood-burning fireplace. Enjoy the screened-in porch or host a BBQ on the deck. The home features two primary bedrooms, a dining area, and an island kitchen with a pantry. The lower level, currently used as a recreational room with a closet and full bath, could easily serve as a third bedroom. HVAV updated in 2022 and stove was updated in 2018. Located within walking distance to Breton Bay Golf & Country Club, as well as the community beach and pier. Schedule your showing today!
Discover the charm of 22395 Gore St, nestled in the sought-after town of Leonardtown! This delightful home features a sunroom filled with natural light, offering the perfect space to relax or entertain year-round. The well-appointed kitchen boasts abundant storage, ideal for staying organized while inspiring your culinary creativity. Generously sized rooms provide endless flexibility for living, working, or hosting with ease. The flat, expansive yard invites outdoor fun, gardening, or peaceful evenings under the stars. Located just minutes from schools, picturesque parks, and vibrant shopping and dining options, this home delivers the perfect balance of comfort and convenience. Don’t miss your chance to make this Leonardtown gem your own—schedule your tour today!
Over the creek and through the woods to your new house we go!! Welcome to ultimate privacy yet such an extremely convenient location. You are just minutes from shopping, restaurants, PAX Naval Base and more! Every time you travel back home it will feel like you are headed to a retreat! New full-length rear deck added in 2024- 900 finished square feet. New fencing in rear yard for pet containment. New custom amish built shed. New HVAC system with extra tech, info red bacterial light killer in 2023 to all levels of the house including indoor and outdoor and an aroma clean sent unit added in 2023. New water heater 2022. This custom built home has your primary bedroom on the main level complete with a very large sitting room and large walk in closet. The attached bath with ceramic tile flooring and large soaking tub will take all your stress away! Second bedroom with private full bath on the main as well at the other side of the house! Very thought out floor plan has a large open family room to the open kitchen with an island, large dining area and custom built cabinetry from Cords! Beautiful hardwood flooring in the kitchen, office, dining area, family room, foyers and hallway. The front porch is a dream! Full unfinished walkout basement is plumbed for a full bath. SO MUCH STORAGE!!!
Welcome to this beautiful Cape Cod home, offering 4 spacious bedrooms, 2 full baths, and a versatile flex room ideal as a home office or hobby space. Nestled in a sought-after water-access neighborhood, this home is perfect for enjoying both indoor and outdoor living. Inside, you'll find fresh paint, brand-new carpet, and new flooring throughout. The kitchen boasts of new appliances to include the dishwasher & stove, ensuring a move-in-ready experience. The home also features a newer roof and an oversized two-car garage, providing ample storage and convenience. Outside, the level lot is adorned with mature trees, offering shade and tranquility. Just a short stroll away, residents can join the voluntary Civic Association to enjoy the private community beach, pier, a kayak launch, and a picnic area. The community also offers access to a nearby public golf course and pool, adding even more recreational opportunities to this idyllic location. Your new home awaits!
Discover the ultimate canvas for your vision at this breathtaking 10.2-acre waterfront lot overlooking the serene Breton Bay. This rare gem is not just a piece of land; it's an invitation to create a life of adventure, tranquility, and natural beauty. Endless Possibilities: With perc approval already in place, this stunning property is ready for your dream home. Imagine waking up to stunning views of the water, surrounded by the beauty of nature. The land is perfect for farming, recreational pursuits, or simply as a private getaway. Outdoor Enthusiast’s Paradise: Whether you’re an avid hunter, passionate angler, or boating enthusiast, this property offers unparalleled opportunities right at your doorstep. Enjoy deep water access for your big boats, easy access to the lower Potomac River and experience the thrill of boating, fishing, and crabbing in the vibrant waters of Breton Bay. Prime Location: Situated in a desirable Leonardtown area, this lot is conveniently located near the Breton Bay Golf and Country Club, making it perfect for golf lovers. Enjoy the charm of nearby downtown Leonardtown Wharf and Town Square where you’ll find fine dining, and local shops, all while benefiting from the tranquility of waterfront living. Tax Benefits: The property currently holds an agricultural assessment, and is enrolled in the Forest Management Program giving the owner the benefit of a large reduction in property taxes. This means you can enjoy your beautiful land while keeping costs low. Don’t Miss Out! Opportunities like this don’t come around often! This exquisite piece of waterfront property is just waiting for you to turn it into your dream retreat. Whether you envision a serene family haven or an outdoor adventure hub, the possibilities are endless.
Prime second floor office space available at 41610 Courthouse Drive, ideally situated directly across from the St. Mary's Circuit Courthouse. This corner lot location offers a move-in ready professional office suite featuring five private offices with an existing buildout. The space includes private restrooms and is perfectly positioned in a highly walkable area in the heart of Leonardtown. This prime location is ideal for law firms, professional services, or government contractors, offering outstanding visibility and easy access to courthouse and supporting services. The space is well-appointed with window views and maintains an established professional environment. The central location provides excellent foot traffic and convenience for both clients and employees.
Welcome to this beautiful home nestled in the highly sought-after Clark Rest Subdivision in Leonardtown, Maryland. This charming neighborhood offers a wealth of amenities, including a pool, playground, basketball court, tennis court, and a community center. Additionally, the Leonardtown Trolley conveniently runs through the neighborhood during the summer and holiday seasons, providing easy access to local attractions and events. This spacious 5-bedroom home boasts over 3,000 square feet of finished living space, offering ample room for all your needs. The main level features gleaming hardwood floors throughout, providing a warm and inviting atmosphere. The fully finished basement offers additional living space, ideal for a home theater, gym, or playroom. The convenience of an upstairs laundry room makes daily tasks a breeze, and the thoughtfully designed layout ensures privacy and comfort for everyone. Don't miss the opportunity to make this wonderful home yours—offering both a prime location and incredible amenities, it truly provides the best of both worlds in Leonardtown.
COMMERCIAL PAD SITE APPROVED FOR MIXED USE. ACCEPTABLE USES TO INCLUDE OFFICE, RETAIL, RESTAURANT AND RESIDENTIAL. LOCATED IN THE HEART OF LEONARDTOWN.
COMMERCIAL PAD SITE LOCATED IN HISTORIC LEONARDTOWN APPROVED FOR MIXED USE. PAD SITE WOULD ACCOMMODATE 7800 SQUARE FOOT OFFICE BUILDING OR 4500 SQUARE FOOT RESIDENTIAL DWELLING. SITE PLAN AVAILABLE FOR REVIEW.
Introducing a stunning 4-bedroom, 2.5-bathroom detached home to be built with exceptional quality by Graham & Co Custom Creations. This remarkable property is shown with numerous upgrades and showcases exquisite craftsmanship throughout. Offering spacious living areas, this home provides the perfect blend of comfort and luxury. Building a custom home allows you to choose between the standard home on a crawl space or opt for a basement foundation for an additional cost, giving you the opportunity to personalize this beautiful dwelling to your exact needs. If there is some other details you want to add or change you have the ability to do so! Don’t miss this opportunity to own a truly unique home that combines style, functionality, and future potential. v. df **Price reflects standard builder features.
Welcome to your dream home in the highly sought-after Breton Bay community of Leonardtown, Maryland! This property is a true standout, with major repairs and thoughtful upgrades already done to provide ultimate comfort and peace of mind. At the top of the list are a brand-new septic system and a new roof, alongside a host of enhancements including a fenced rear yard, leaf guards, a new roof on the shed, a new pellet stove, and new lower-level carpet. You’ll also find updated bathroom elements, an extended parking pad, a new electrical panel with RV 50-amp install, a water filtration system, updated stainless appliances, and an exterior French drain system. Sold as-is. NO HOA - with an optional private beach membership that unlocks access to a playground, pier, sandy beach, kayak launch, picnic area, fire pit/cooking station, and a spacious gazebo for gatherings. Plus, you’re just steps away from the public community pool, golf course, and tennis courts, with memberships available for purchase. After your showing, treat yourself to a meal at the Ironwood Grill overlooking the stunning bay views at the top of the golf course—open to the public! Bonus flooring detail: Hardwood floors rest beneath the upper-level carpet, (which has just been deep steam cleaned), waiting to be restored to their full glory if desired. The current carpet upstairs has been left intentionally, allowing a new owner the flexibility to refinish the floors without removing brand-new carpet. Don’t miss this rare opportunity to own a beautifully updated home with unmatched amenities in an exceptional location! Fence note & yard note: New septic system was just installed. Septic company wants the soil to settle, and will return to get the yard prepped for new owners. Fence on side will be put back.
Property has been cleared and is ready for it's new owner. Conveniently located, close to shopping, groceries, restaurants and PAX. Do not enter home; home is not structurally sound.
Beautiful 4 bedroom home in the convenient and established Single Tree neighborhood feels like your “forever home” the minute you walk in the front door! This house makes a statement with the large 2 story foyer with cathedral window and chandelier. The spacious main floor has it all! A great room featuring gas fireplace is open to the large kitchen with bar seating at island and separate dining area for big gatherings. Formal living room open to formal dining room with bay windows, and convenient half bath. Informal dining area has sliding glass doors to small deck and garden patio and back yard. The tiled sunroom overlooking the back yard is a retreat in and of itself, with windows galore, cathedral ceiling, fan, and french doors. Dedicated large office with antiqued paned door for privacy is an oasis for the work from home professional. **4 bedrooms and 2 full bathrooms on the upper lever. The Master Suite has hardwood floors, and a divided his/hers walk in closet. The Master Bath has a shower, large whirlpool garden tub, double sink, and separate toilet room. Kids’ shared bathroom also has double sink. Owners have lovingly taken great pride of ownership of this home, and it shows! **Huge recently finished basement with new carpet is light and airy with oversized rec/family room and half bath. Oversized bonus room with ceiling fan and ample closet space can easily serve guests or be a second office or craft room. A third of the basement is a large unfinished storage area. Beautifully landscaped corner lot with mature trees and shrubs, bulbs, flowers, and lawn. Enjoy the afternoon breeze in hammock, or BBQ on the patio in private back yard. Decorative metal fence protects pets or small children. The backyard faces a wooded common area for privacy and a park like feel. Leased Tesla solar panels lowers electric bill by average of 50%! **Community: Singletree Neighborhood has low annual POA fee of only $175, underground utilities, decorative lamp posts, and community gazebo. Can walk or bike to adjacent neighborhoods without getting on major roads. Hospital and medical/dental offices within walking distance. **Short 1 mile stroll to quaint downtown Leonardtown to enjoy restaurants, bakeries, coffee shops and live music on the square. Or head down to Breton Bay and Leonardtown Wharf to enjoy the park, playground, fishing, free boat dock, ice cream and gorgeous sunsets. St. Mary’s county is a haven for boaters and fishermen with water and boat access to Potomac River, Patuxent River and Chesapeake Bay surrounding this unique peninsular county. **Family Pool membership for only $400/year at nearby Breton Bay Country Club. The Library, Elementary School, and Senior Center are all within walking distance. The Shopping Center is just a mile away with all the basics (groceries, pharmacy, gas, banks, etc.) right here in town. Just 12 miles from Solomon’s Island for live weekend entertainment, wonderful restaurants, shopping, boat rentals, boardwalk, etc. A Nature lover’s dream- local State Parks include Point Lookout, Newtowne Neck, Myrtle Point, and more. ****ENVIRONMENTALLY FRIENDLY! Home comes equipped with a Tesla leased rooftop solar system. Tesla handles 100% of the maintenance at no cost to the home-owner. Transferring the existing lease to the new owner is simple.
Discover your dream home at 42522 Saint Margarets Dr in Leonardtown, MD, a remarkable property that blends comfort with privacy. Nestled on a lush 4-acre lot, this stunning residence offers an idyllic retreat surrounded by nature. With six spacious bedrooms and three full bathrooms, the home provides ample space for family living or entertaining guests. Imagine the possibilities with a potential basement apartment, perfect extra space or even rental income. The oversized garage offers generous storage and parking space, while the private lot, nestled among trees, ensures tranquility and serenity. Dive into summer fun with the in-ground pool, ideal for refreshing swims and poolside gatherings. This home has a new roof and is located in the Leonardtown High School district. This home’s spacious layout, combined with modern amenities and a serene environment, makes it a perfect haven for families or those seeking a peaceful retreat. Don't miss the opportunity to own this beautiful property. Schedule a viewing today to experience the charm and elegance of 42522 Saint Margarets Dr for yourself.
