The median home value in Leonardtown, MD is $447,500.
This is
higher than
the county median home value of $325,000.
The national median home value is $308,980.
The average price of homes sold in Leonardtown, MD is $447,500.
Approximately 60% of Leonardtown homes are owned,
compared to 33% rented, while
7% are vacant.
Leonardtown real estate listings include condos, townhomes, and single family homes for sale.
Commercial properties are also available.
If you like to see a property, contact Leonardtown real estate agent to arrange a tour
today!
Learn more about Leonardtown Real Estate.
A True Hidden Gem just a few miles South of Downtown Leonardtown. Leonardtown, Maryland offers promising opportunities for both homebuyers and investors, driven by its growing real estate market and strategic economic initiatives over the years. This single-family ranch-style home features 3 bedrooms and 1 bathroom. Built in 1961, it offers approximately 1,026 square feet of living space and is situated on a 2.02-acre lot. This home also includes a detached garage with space for two vehicles. For investors, the property's sizable lot and ranch-style design may offer potential for renovation or expansion. The absence of a homeowners association (HOA) could also provide additional flexibility for property modifications. Nearby schools include Piney Point Elementary School, Leonardtown Middle School, and Leonardtown High School. For more information or to schedule a viewing, please contact the listing agent, Greg Jones, at Keller Williams Legacy.
Spacious home in desirable Hollywood location. (Abell's Ridge) The main level greets you with hardwood flooring in the Foyer. Large owners suite with two walk in closets. The owner's full bath features tile flooring, a double jetted soaking tub, separate shower. Four car garage with work area of garage heated. New HVAC in 2023. Fireplace has wood stove insert. Unfinished basement . Over 7 acres. This property consists of two lots. You can build a family members house right next door. Owner is still working on clean out and some minor repairs and painting. Seller prefers we use CLA title to close. Professional Pictures to come.
Beautiful home in Academy Hills Neighborhood in Leonardtown! This home sits on the corner lot with a neighbor on one side and woods along the back. The location is convenient to town and Pax River but offers privacy and a quiet neighborhood without through traffic. The house features a living room, office, family room, eat in kitchen and dining room, laundry room, 4 spacious bedrooms, 2.5 baths, a 2-car garage and a full unfinished basement that features a rough in for a bathroom. This house has everything and it's ready for you to decorate and make your own. A new refrigerator is on order and is not pictured.
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.
Welcome to your new home in the lovely Avenmar Community! Upon entering your new home youâ??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 youâ??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 youâ??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. Youâ??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!
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, youâ??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 itâ??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 ownâ??priced perfectly for its location and features! ***OFFER DEADLINE THURSDAY FEB 6TH, 2024*** Agent offering $600 Home Warranty!
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! Donât miss this opportunity to own a truly unique home that combines style, functionality, and future potential. v. df **Price reflects standard builder features.
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 homes 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.
This exceptional home is designed with luxury and space in mind, featuring expansive rooms thanks to bump-outs on two sides. The main level is an entertainer's dream, boasting an open floor plan that seamlessly connects the gourmet kitchen, breakfast room, family room, dining area, and sunroom. A library or office adds a touch of versatility. Hardwood floors run throughout the first two levels, adding elegance to every room. The walkout basement provides an additional living space ideal for guests or teenagers, complete with a theater room, bedroom, full bath, game room, wet bar, and a gym outfitted with rubber flooring and mirrors. The oversized 40 x 20 garage comfortably fits two vehicles, with extra large storage space. The sunroom opens to an upper deck with stairs leading down to a custom patio, perfect for outdoor entertaining. The home is packed with premium features, including custom blinds, a fire pit, generator hookup, a spot for an outdoor movie screen, built in safe, tiled backsplash, and a privacy fence. Situated on a premium lot with a brick front, this home exudes curb appeal & pride of ownership.
This dreamy waterfront getaway is the perfect spot for you to fully unwind and relax. Located directly along Breton Bay, you'll enjoy peace and serenity while only being a short 10 minute drive from downtown Leonardtown, or take a short boat ride across the bay to Fitzies for drinks and dinner. This charming cape cod offers amazing sunsets whether it's from the scenic deck, screened in porch or the private dock (with boat and jet ski lifts); the views can't be beat! The recently renovated home offers 2 bedrooms and 1 full bathroom, high speed internet, main level washer & dryer and an electric fireplace. The upstairs loft is perfect for an extra sleep area or rec room. Plenty of parking for you and your guests and multiple outbuildings including a detached shed to house all your lawn equipment, outdoor games, you name it! Your piece of happiness awaits!
Warm, charming with style on CHELSEY FAYE. The Chelsey Model Home is a modestly sized one story design that is loaded with all the necessities. Beautiful white siding and stained timber accents are perfect material choices for the farmhouse style. Offering an open main level with one large space for living and dining. The family room has a high ceiling. Enjoy the cozy ambiance of this home with a warming fireplace. The owner's suite is private & separate from the other bedrooms. Perfect for relaxation & tranquility. The owner's bath features a large shower and ample closet space. Bedroom three is a flexible space that doubles as a work space. The optional upper level adds another sleeping space and a large bonus room. The bonus room can be utilized as simple storage or finished for a recreation or exercise room; the choice is yours! Graham & Co Custom Builder. Board and Batten is optional. Custom Build- floor plan can be modified. New Construction Home to Be Built. Custom Builder. Second story is optional
NEW CONSTRUCTION TO BE BUILT. This stunning 7.5-acre lot is co-marketed with Caruso Homes, featuring the impressive DEERFIELD modelâa four-bedroom floor plan with the option to include a convenient In-Law suite on the main level. Embrace the joy of gathering with loved ones in this thoughtfully designed open-concept home, highlighted by a spacious great room seamlessly connected to the kitchen. The kitchen boasts a 9-foot island, and ample counter space, pleasing any chef, while the formal dining room provides an elegant space for family meals. The second floor showcases a generously sized owner's suite with an ensuite bath and his-and-her walk-in closets. Three additional bedrooms, a hall bath, and a well-placed laundry room complete the upper level. For those seeking additional living space, an optional third floor offers a loft and full bath. Customize your home with various options and upgrades to reflect your unique style. Prospective buyers have the flexibility to choose from Caruso's range of models that suit the lot, with prices varying accordingly. Please note that the provided photos are courtesy of the Builder and may depict optional features and upgrades not included in the base price. Final square footage is approximate and will be determined with the selection of final options. Any upgrades or custom changes will incur additional costs. Images shown are of proposed models and do not represent the final appearance of the house and yard settings. Prices are subject to change without notice and are dependent on chosen elevations and options. The displayed price includes the Base House Price, the Lot, and the Estimated Lot Finishing Cost only. The builder tie-in is non-exclusive, providing buyers with flexibility and choice in their home-building journey.
Introducing the "Patriot," a magnificent 4-bedroom, 2.5-bathroom abode spanning 4,058 square feet of luxury living. As you step inside, you are greeted by an open layout that radiates warmth and spaciousness. The heart of the home, a two-story family room with fireplace, is bathed in natural light, creating an inviting atmosphere for entertaining and relaxation. Cook gourmet meals in the chef-inspired kitchen, featuring 42" custom-designed cabinets, granite countertops, and a generous island, making it a hub of creativity and connectivity. There's also a convenient mudroom connecting the garage and kitchen, simplifying the task of unloading groceries. The first level boasts a large two-car garage, a beautiful hardwood-floored foyer leading to the main staircase, a formal living room with a bay window, and a spacious formal dining room. This design provides the option of an in-law suite or a study with an attached bathroom, catering to the needs of a growing family or those who work from home. Additionally, a sunroom off the kitchen offers a tranquil space to enjoy the beauty of every season. On the second floor, the king-sized master suite is a sanctuary, featuring a seating area, dual walk-in closets, and a master bath that is nothing short of luxurious. The master bath includes ceramic tile flooring, a custom tile shower, a soaking tub, and dual vanities. This is a space dedicated to unwinding and pampering yourself. The second floor also hosts three more generously sized bedrooms, each with its own walk-in closet. With two of the bedrooms sharing a Jack and Jill bathroom, providing comfort and convenience for family and guests alike. Enjoy the incredible location, only 8 min from downtown Leonardtown, easy access to 243, and minutes from Brenton Bay! Your home is more than a building; it's an expression of your unique personality and lifestyle. With Litz Custom Homes, your vision becomes a reality, and 40533 Breton Knolls Court is your canvas. Embrace the opportunity to design your perfect living space and experience the joys of true customization. This is not just a house; it's your future home, waiting to be sculpted into your personal masterpiece.
To Be Built - A Breton Knolls exclusive offering. Be the first to call this to-be-built custom-crafted home yours! Located in the heart of Leonardtown on oversized lots, this new 24-lot subdivision offers an elegantly crafted home by well-known local builder, Litz Custom Homes. The Jackson floor plan perfectly combines the essence of a Colonial Farmhouse with a modern twist to include over 3,000 sqft of living space spread throughout four bedrooms and three levels - ideal for a busy lifestyle and entertaining. Sunlight, hardwood flooring, and coffered/tray ceilings fill the floor plan with endless options for customization available. Imagine filling your home with savory scents from the bump-out kitchen with cathedral ceilings and finishes of your choosing. The kitchen gives way to the larger-than-life living room with soaring two-story ceilings and a shiplap and stone surround fireplace with a show-stopping Amish mantle - the perfect spot for mementos. The Jackson floor plan also offers a sophisticated main-level primary suite designed to evoke utter tranquility with a walk-in closet and spa-like bathroom. Additional amenities included at the base price include a water table stone front exterior, black windows, black gutters, stone piers grounding the front porch, an 8-ft front door, and much more. The Jackson floor plan in Breton Knolls starts at $774,000, with a list of customizations and add-ons available upon request.
Seller is entertaining offers now. Looking for elbow room? Look no furtherâ??this property offers plenty of land! It borders the Potomac River and Poplar Hill Creek, featuring expansive farmland and forested areas. Ideal for outdoor enthusiasts and nature lovers, this unique property offers breathtaking sunsets. Don't miss out on this unique opportunity.
© 2025 BHH Affiliates, LLC. An independently owned and operated franchisee of BHH Affiliates, LLC. Berkshire Hathaway HomeServices and the
Berkshire Hathaway HomeServices symbol are registered service marks of Columbia Insurance Company, a Berkshire Hathaway affiliate. Equal Housing Opportunity.
Equal Housing Opportunity.
Copyright © 2025 Bright MLS Inc.
Website designed by Constellation1, a division of Constellation Web Solutions, Inc.