Saint Marys Homes for Sale

Saint Marys Homes for Sale

Welcome to St. Mary’s County, Maryland—a hidden gem nestled in the picturesque Southern Maryland region. With its rich history, stunning waterfront views, and vibrant community spirit, St. Mary’s County offers a unique blend of rural charm and modern convenience. Whether you're drawn to the serene shores of the Chesapeake Bay or the lush landscapes of Patuxent River State Park, this county has something for everyone.

St. Mary’s County is steeped in history, being home to the first European settlement in Maryland, established in 1634. The area boasts an array of historical sites, including the iconic St. Mary’s City, where you can step back in time and explore the early days of American history. The county also features a thriving arts scene, numerous outdoor recreational activities, and a welcoming community that makes it easy to feel at home.

For those considering a move, St. Mary’s County offers a diverse selection of homes for sale. From charming waterfront properties with breathtaking views to spacious family homes nestled in quiet neighborhoods, there’s a perfect fit for every lifestyle and budget. Enjoy the peace of suburban living while remaining conveniently close to major highways, making commutes to Washington, D.C., and Baltimore a breeze.

Explore our listings today and discover the ideal home that allows you to embrace the beauty and tranquility of St. Mary’s County. Your dream home awaits in this enchanting corner of Maryland!

Newest Saint Marys Homes for Sale

3 Beds ⋅ 2 Baths

Welcome Home! This charming rambler offers approximately 1,200 square feet of comfortable one-level living situated on a level 0.60-acre lot. A covered front porch provides a welcoming entry, while inside, the home has a practical floor plan with new flooring throughout and new kitchen appliances. Outside, enjoy the deck for relaxing or entertaining. With no HOA, you’ll appreciate the added flexibility of homeownership without monthly association dues. Conveniently located near historic downtown Leonardtown and just a short commute to Naval Air Station Patuxent River. Schedule your private tour today!

42163 Blacksmith Shop Rd, Leonardtown

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169

4 Beds ⋅ 2 Baths

Very spacious ranch style home. LOTS of space throughout. Large front porch and living spaces. Can easily be a five bedroom home. Rental income available from trailer on site. Sale includes 44704 Clarkes Landing Road. Very close to marinas, restaurants, boat ramps. Close to shopping and movies, too! Property is being sold as-is.

44706 Clarkes Landing Rd, Hollywood

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169

5 Beds ⋅ 3 Baths

Located on a private lot in Leonardtown, this 5 bedroom 3 full bathroom house has been updated and is ready for a new owner! Move right in and make it your own home. The upper level features an open kitchen with breakfast bar, formal dining & living rooms. There are 3 bedrooms and a full bathroom in the hallway. The primary bedroom has it's own bathroom. The lower level has 2 additional bedrooms and a full bathroom. Rec room with sliding door access to the level back yard. The back yard is a perfect space to relax, grill out or entertain. Close to schools, shopping and area amenities. Easy drive to downtown Leonardtown where you will find year round activities including the annual Veterans Day Parade, Christmas on the square and much more. Make your online showing appointment today.

23750 Hollywood Rd, Leonardtown

Listing courtesy of Century 21 Redwood Realty. Contact: 5405331279

4 Beds ⋅ 4 Baths

Interior Photos Coming Soon! Expected on market date is Sept 1, 2026 Welcome to 41888 Jenkins Court in the highly desirable Academy Hills community of Leonardtown! Perfectly situated within walking distance of the Leonardtown Wharf and historic Leonardtown Square, this exceptional home places you just moments from charming shops, local dining, breweries, community events, and all that downtown Leonardtown has to offer. Built by P.F. Summers, this beautifully maintained residence offers an inviting blend of elegance, comfort, and functionality. From the moment you arrive, the professionally designed landscaping and welcoming wraparound front porch create an impressive first impression, while the peaceful cul-de-sac setting adds to the home's appeal. Inside, the main level features a traditional yet comfortable floor plan with a formal living room and dining room, perfect for entertaining or more intimate gatherings. The spacious kitchen offers upgraded cabinetry, a center island, upgraded countertops and lighting, a new refrigerator, and a new built-in microwave. Just off the kitchen, the family room provides the ideal gathering space, complete with a gas fireplace and mantel. Upstairs, the spacious primary suite is sure to impress, featuring soaring cathedral ceilings, a generous walk-in closet, and a luxurious private bath. An additional bedroom suite offers its own full bath, providing an ideal space for guests or extended family. Two additional bedrooms share a conveniently located hall bath, offering plenty of room for family and guests. The lower level presents an exciting opportunity to create a space tailored to your lifestyle. Partially started, it is ready for the new owners to finish and customize as desired. A rough-in for a future full bath is already in place, and the walk-out design provides direct access to the fenced rear yard. Step outside and enjoy the beautifully landscaped surroundings, private fenced yard, and the charm of relaxing on the wraparound front porch overlooking the quiet cul-de-sac. Located just a short drive from Patuxent Naval Air Station, this home offers an ideal combination of convenience and lifestyle, with easy access to local beaches, parks, museums, restaurants, theaters, marinas, and more. Come experience the charm, convenience, and character of 41888 Jenkins Court — and discover why there is no better time to call Leonardtown home!

41888 Jenkins Ct, Leonardtown

Listing courtesy of RE/MAX Realty Group. Contact:

3 Beds ⋅ 1 Baths

Welcome home to 24861 Three Notch Road! This beautifully updated rambler offers seamless one-level living, modern upgrades, and the perfect blend of convenience and country charm. Step inside to discover a bright and inviting layout featuring a fully renovated kitchen equipped with updated cabinetry, sleek countertops, and modern finishes—ideal for daily living and entertaining. The functional floor plan includes three bedrooms and an updated full bathroom. Outside, enjoy the expansive 1-acre lot offering endless space for outdoor activities, gardening, or relaxing in your own private sanctuary. Unbeatably located in Hollywood, MD, you are just minutes from NAS Patuxent River, local shopping, dining, parks, and major commuter routes. Move-in ready —schedule your private tour today!

24861 Three Notch Rd, Hollywood

Listing courtesy of Home Towne Real Estate. Contact: 8882252736

3 Beds ⋅ 2 Baths

Beautifully remodeled home in Golden Beach. On level living with new everything. New luxury vinyl planking, new carpet in bedrooms, newly remodeled bathrooms, new roof, new windows, new septic system, new hot water heater. You'll enjoy access to the beaches and boat ramps. Main suite has double closets and an ensuite bathroom.

29831 Lee Rd, Mechanicsville

Listing courtesy of CENTURY 21 New Millennium. Contact: 3016099000

3 Beds ⋅ 2 Baths

Nestled in the serene community of Big Oak, this exquisite split-level contemporary home offers a perfect blend of comfort and luxury. With three spacious bedrooms and two full bathrooms, this residence is designed to cater to your every need, providing an inviting atmosphere that feels like home from the moment you step inside. As you enter, you are greeted by an open floor plan that seamlessly connects the living, dining, and kitchen areas, creating an ideal space for both relaxation and entertaining. Natural light floods the interior, enhancing the warm ambiance. The living room features a charming brick fireplace, perfect for cozy evenings spent with loved ones, while ceiling fans throughout ensure a refreshing breeze on warmer days. Situated on a sprawling one-acre lot, providing ample outdoor space for gardening, relaxation, or simply enjoying the tranquility of nature. Safety and security are paramount, with a comprehensive security system and smoke detectors in place, allowing you to feel at ease in your new sanctuary. The integral garage and asphalt driveway provide convenient parking options, ensuring that your home remains a private retreat. This property is not just a house; it's a lifestyle. Experience the perfect blend of luxury and comfort in a community that values peace and tranquility. Embrace the opportunity to make this stunning residence your own, where every detail has been thoughtfully curated for your enjoyment. Washer and Dryer that convey are only months old The hung TV's in bedroom 2 and 3 (upper level) convey Ring security system conveys You have to see this contemporary modern flowing floor plan Potential 4th bedroom in lower level. No closet.

28994 Autumnwood Dr, Mechanicsville

Listing courtesy of Samson Properties. Contact: 7033788810

3 Beds ⋅ 2 Baths

**Enjoy the peaceful way of life here!** This lovely, move-in-ready home has been beautifully updated. This home features a bright, accessible layout with brand new flooring and fresh paint. You'll love the primary bedroom, which includes its own entrance door to the exterior. The open kitchen is fully equipped with beautiful new countertops and stainless steel appliances. The bathrooms have been tastefully updated with new vanities and modern black fixtures. Outside, the property includes a spacious, mostly flat and open backyard. This yard space is perfect for a garden, or even a pool! There is a detached one-car garage / workshop that provides your extra storage space needs. Best of all, you are located just one street away from the Potomac River, offering wonderful access to a water-oriented lifestyle with Colton's Point and Cather Marina just a quick two- to three-minute drive away! Book your tour today, this one wont last long!

20320 Dave Bailey Rd, Coltons Point

Listing courtesy of Real Broker, LLC. Contact: 8504500442

4 Beds ⋅ 2 Baths

Discover the perfect blend of refined country living and everyday comfort in this beautifully maintained single-story home. Ideally situated on a picturesque, level homesite. Designed for effortless one-level living, this thoughtfully crafted home features a bright, open floor plan enhanced by brand-new energy-efficient windows that flood the interior with natural light and showcase the surrounding landscape. The primary suite offers a luxury size closet, large en suite bathroom and direct access to the screened in rear porch. Outside, the possibilities are endless. A substantial 30' x 30' detached garage offers room for two vehicles, a workshop, recreational equipment, or your favorite hobbies, complete with an expansive loft for exceptional storage. The impressive 6-stall barn is a standout feature, making this property ideal for horse enthusiasts, hobby farmers, or anyone seeking versatile agricultural space. Complete with a dedicated tack room and two additional storage rooms, the barn is well-equipped to accommodate livestock, equipment, feed, and more. Whether you're envisioning peaceful mornings overlooking your serene space, creating your own mini farm, or simply enjoying the privacy and flexibility of country living, this remarkable property offers a rare opportunity to own a small farmette that combines modern comfort with timeless rural appeal.

17773 Piney Point Rd, Tall Timbers

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169

3 Beds ⋅ 2 Baths

This well-maintained rambler-style home features 3 bedrooms and 2 full bathrooms, a spacious living room, an eat-in kitchen with stainless steel appliances, and a cozy family room with a wood-burning stove—perfect for relaxing on cool evenings. Enjoy your morning coffee on the inviting front porch or unwind in the screened rear porch overlooking the backyard. A one-car garage provides additional storage and convenience. Ideally situated just minutes from Patuxent River Naval Air Station, this home offers easy access to shopping, dining, and local amenities while providing the comfort and charm you've been looking for. Don't miss the opportunity to make it your.

46538 Majestic Ct, Lexington Park

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169

3 Beds ⋅ 2 Baths

This charming rambler in Ridge is ready for a new owner. This home features beautiful hardwood floors throughout with a spacious living area and three bedrooms. The living room and dining room are separated by an arched opening that adds character and charm. The kitchen cabinets are freshly painted a soft grey. This home will take you back in time with comfortable and spacious bedrooms and a full renovated bathroom and a half bath. There is a shared well and a shared driveway with the small home in front. The backyard is private and spacious and has an area fenced in for a pet.

13315 Point Lookout Rd, Ridge

Listing courtesy of RE/MAX One. Contact: 4437718009

4 Beds ⋅ 3 Baths

Welcome Home to 26251 True Grit Ct, Mechanicsville, MD. This beautifully updated home is move-in ready and shows like new! Step inside to discover a freshly renovated kitchen featuring stunning quartz countertops and durable, stylish luxury vinyl flooring — a perfect blend of elegance and everyday practicality. The main living areas showcase gorgeous refinished hardwood floors, complemented by a fresh coat of paint throughout that gives every room a crisp, clean, and welcoming feel. Practical upgrades add extra peace of mind, including a brand-new hot water heater, so you can settle in without worrying about major repairs. Outside, you'll find a true standout feature: a massive shed workshop, offering incredible space for hobbies, storage, a home business, or a dedicated workshop setup — the possibilities are endless. With its combination of thoughtful updates and functional outdoor space, this Mechanicsville gem is ready to welcome its next owner. Schedule your showing today!

26251 True Grit Ct, Mechanicsville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Start Your Search