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

4 Beds ⋅ 3 Baths

Spacious four-bedroom home on a quiet cul-de-sac in Wildwood! The kitchen offers Corian countertops, stainless steel appliances, a breakfast room, and a separate dining room. The family room features a wood-burning fireplace and opens to a screened porch overlooking the private backyard. Additional features include an oversized two-car garage with a workshop area, floored attic storage with pull-down stairs, a laundry chute, and a two-year-old HVAC system. Conveniently located near shopping and restaurants. Priced to sell, this home offers a great opportunity for a buyer ready to update and make it their own.

23124 Autumn Leaf Way, California

Listing courtesy of Century 21 Redwood Realty. Contact: 5405331279

3 Beds ⋅ 2 Baths

Nestled on over 2 private acres at the end of a quiet cul-de-sac in St. Inigoes, this beautifully maintained 3-bedroom, 2-bath home offers the perfect blend of comfort, functionality, and outdoor enjoyment. Conveniently located just 5 minutes from Webster Field and 15 minutes from Patuxent River Naval Air Station, this property provides both privacy and accessibility. Step inside to an inviting open-concept layout featuring a spacious living room, dining area, and kitchen. The living room is accented by a cozy gas fireplace flanked by custom built-in bookshelves. The home offers durable flooring throughout the main living areas, carpet in two bedrooms, and laminate flooring in the third bedroom. The guest bathroom features double vanities, and a separate laundry room space everyday convenience. Enjoy peaceful mornings and relaxing evenings on the expansive 12' x 28' screened porch overlooking the private backyard. Nature lovers will appreciate the wooded portion of the property, complete with a small stream, bridge and tons of space to grow. The attached oversized 24' x 30' garage is equipped with shelving, and utility sink. A detached 24' x 30' garage/workshop offers a 30-amp power outlet, making it ideal for hobbies, storage, or a home-based business. Additional exterior features include a 24' x 30' fenced dog enclosure on a concrete slab, an outdoor shower, a 50-amp outlet at the front of the home, and a charming covered front porch lined with beautiful crape myrtles. Major updates include a metal roof installed in 2018. Surrounded by mature trees on all sides, this property offers exceptional privacy in a desirable neighborhood setting. Imagine living both privately, but also where you can walk your dog, lets the kids ride bikes and wave to the neighbors. Don't miss this unique opportunity to make this home YOURS.

17347 Whitaker Ct, Saint Inigoes

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169

4 Beds ⋅ 3 Baths

#### AMAZING HOME, COMPLETELY REMODELED!## FOUR (4 )BEDROOMS AND 2 FULL BATHS ON MAIN LEVEL!!!, FULL FINISHED BASEMENT WITH HALF BATH!! AWESOME AND COMPLETELY LEVEL 2-ACRE LOT WITH 1-CAR GARAGE AND CIRCULAR DRIVEWAY!! NEW HVAC, NEW CERAMIC BATHROOMS, NEW DOORS, NEW LIGHTING, ALL NEW FLOORING (LUXURY VINYL PLANK, CERAMIC, CARPETING), ALL NEW KITCHEN CABINETS AND BRAND NEW STAINLESS APPLIANCES!!!, ALL NEW WINDOWS, ALL NEW BATHROOMS,FRESHLY PAINTED AND READY TO MOVE-IN IMMEDIATELY!!! BETTER HURRY THIS ONE IS A DIAMOND!!

27668 Mechanicsville Rd, Mechanicsville

Listing courtesy of Purple Post Real Estate. Contact:

3 Beds ⋅ 2 Baths

Welcome to this beautifully updated 3-bedroom, 2-bath home offering 1,316 square feet of comfortable living space on nearly half an acre in Hollywood. Originally built in 1955, the home blends classic character with extensive modern improvements. The renovated kitchen features quartz countertops, stainless steel appliances, and updated finishes. The laundry room and all three bedrooms have also been refreshed, creating a clean, move-in-ready feel. The spacious primary bedroom includes a large custom closet organizer designed to provide convenient storage for clothing, shoes, handbags, and accessories. The beautifully renovated primary bathroom features a tiled shower, modern fixtures, and stylish finishes. A new enclosed propane fireplace and chimney, installed in 2024, create a warm and inviting gathering space. Additional improvements include a remediated and sealed crawlspace with a new weather barrier, French drains, and a sump pump completed in 2024. Enjoy the outdoors from the composite rear deck, updated in 2022, or the newly updated composite front deck completed in 2026. A spacious 12-by-20 utility shed provides excellent storage for lawn equipment, tools, hobbies, and recreational gear. Conveniently located approximately 10 minutes from the local hospital, Naval Air Station Patuxent River, shopping, dining, and everyday conveniences, with easy access to Leonardtown, California, parks, and other popular Southern Maryland destinations. This thoughtfully updated property offers modern amenities, generous storage, useful outdoor space, and a convenient location. Schedule your showing and see everything this Hollywood home has to offer!

24570 Moran Rd, Hollywood

Listing courtesy of Real Broker, LLC. Contact: 8504500442

5 Beds ⋅ 4 Baths

Welcome Home! A covered front entry and separate covered sitting porch create a charming first impression. Step inside to a two-story foyer with hardwood flooring and elegant moldings that continue into the dining room. To the left, a versatile room is ideal for a home office, library, study, or playroom. The dining room flows through the butler's pantry and adjoining walk-in pantry before opening to the kitchen. A large center island anchors the kitchen, featuring granite countertops, abundant cabinetry, a gas cooktop, and double wall ovens. The kitchen opens to the family room, where a gas fireplace creates a warm and inviting gathering space. Upstairs, the owner's suite features a spacious bedroom, two walk-in closets with custom closet systems, and a private bath with a double vanity, a soaking tub with a tile surround, and a beautifully tiled walk-in shower with dual shower heads. Three additional bedrooms, a full hall bath, and a conveniently located upper-level laundry room complete the upper level. The finished walk-out lower level is designed for entertaining, featuring a spacious recreation room with easy access to the patio and backyard. A fifth bedroom with a walk-in closet, currently outfitted as a fitness room, is complemented by a full bath, offering excellent flexibility for guests, multigenerational living, or a private retreat. An unfinished storage room provides valuable additional storage. As the day winds down, the composite deck offers a peaceful place to relax and enjoy the changing colors of the evening sky. The fully fenced backyard features raised garden beds and generous open space for outdoor enjoyment. Located in the sought-after community of Clark’s Rest, residents enjoy an exceptional lifestyle with amenities that include a pool, clubhouse, playgrounds, tennis courts, sidewalks, jogging trails, and more. Just minutes from downtown Leonardtown, shopping, dining, and the Leonardtown Wharf, this home offers the perfect blend of comfort, convenience, and community. Schedule your private tour today!

23214 Dairy Barn Dr, Leonardtown

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169

3 Beds ⋅ 2 Baths

Welcome to a rare opportunity to acquire one of Southern Maryland's truly exceptional waterfront estates. Steeped in history that dates back to the mid-19th century, this remarkable property, historically known as Timerity Farm (also referred to as Westbury Farm), encompasses approximately 189 acres of farmland, mature woodland, and protected waterfront along School House Branch, with direct access to St. George Creek and the Potomac River. With approximately 5,000 linear feet of protected shoreline (GIS-derived estimate), the property offers an extraordinary combination of privacy, agricultural productivity, abundant wildlife, recreational boating, and timeless Chesapeake Bay character. The historic manor house is a charming one-and-one-half-story frame residence believed to date from the mid-1800s. The home retains much of its historic character, retaining rare historic pent chimneys, an increasingly uncommon architactural feature in Maryland. Designed on a traditional side-passage/double-parlor floor plan, the home features separate living and dining rooms, each with its own fireplace, hardwood flooring, and period painted moldings. The residence offers 3 bedrooms, including one on the main level and 2 upstairs along with two full bathrooms. The country kitchen adjoins a generous gathering area ideal for entertaining family and friends. A covered side porch overlooks the waterfront and provides the perfect setting for crab feasts, relaxing evenings, or simply enjoying the peaceful views across School House Branch. The private pier serving the residence extends into protected waters with an estimated water depth of approximately five feet at Mean Low Water (MLW) based upon available GIS mapping and aerial analysis, providing convenient access for a variety of recreational boats. The productive farmland is currently leased to a local farmer, providing agricultural income while preserving the property's rural heritage. In addition to the main residence, the property includes three cottages and four barns/outbuildings, offering numerous possibilities for agricultural operations, guest accommodations, storage, workshops, or future restoration. According to St. Mary's County Planning and Zoning, all Transferable Development Rights (TDRs) remain available and have not been exercised, presenting an important opportunity for future planning. Whether envisioned as a private family estate, working farm, sporting property, equestrian retreat, or waterfront sanctuary, this extraordinary offering combines historic significance, productive farmland, protected boating waters, and exceptional natural beauty into one remarkable Chesapeake Bay property. The protected waters of School House Branch provide easy access to St. George Creek and the Potomac River while offering a sheltered location for boating, fishing, kayaking, and paddleboarding. Disclaimer: Acreage is approximate. Shoreline footage (approximately 5,000 linear feet) and water depth at the pier (approximately 5 feet MLW) are estimates derived from publicly available GIS mapping, aerial imagery, and related public information and are not based on a boundary or hydrographic survey. Buyers should independently verify all measurements, water depths, development rights, zoning, and other material information to their satisfaction.

45776 Boothe Rd, Drayden

Listing courtesy of Century 21 Redwood Realty. Contact: 5405331279

4 Beds ⋅ 3 Baths

Welcome home to this updated 4-bedroom, 3-bath residence situated on a spacious, fully fenced lot in a desirable location! The heart of the home is the updated kitchen featuring gorgeous granite countertops, ample cabinetry, and plenty of workspace for everyday living and entertaining. Both bathrooms have been tastefully renovated with granite vanities and ceramic tile flooring, while the primary suite offers a true spa-like retreat with a luxurious soaking tub surrounded by custom tile. The finished lower level is designed for entertaining, offering a spacious family room with a cozy wood-burning fireplace, a bar, and direct access to the large, fenced backyard—perfect for hosting family gatherings, cookouts, or relaxing evenings outdoors. An additional bedroom and full bath on the lower level provide flexible space for guests, a home office, or multi-generational living. This home has been thoughtfully maintained and updated for peace of mind, including a new roof (2018), HVAC system and smart thermostat (2020), water heater (2020), privacy fence (2023), anti-mold UV black light for the HVAC system (2026), refrigerator (2026), and dishwasher (2026). Even better, the washer and dryer, bar, and metal storage shed all convey with the property, making this home even more move-in ready. Conveniently located just minutes from NAS Patuxent River, shopping, dining, schools, parks, and major commuter routes, this home offers the perfect combination of comfort, functionality, and location. With modern updates, generous living spaces, and fantastic indoor and outdoor entertaining areas, this is one you won't want to miss!

21964 Barkentine Ct, Great Mills

Listing courtesy of Leonard Realty, Inc.. Contact:

4 Beds ⋅ 3 Baths

Welcome Home! Inside, you'll find separate living and dining rooms, along with an island kitchen with granite countertops, a pantry, recessed lighting, and ample cabinetry. The kitchen opens seamlessly to the family room, where abundant natural light creates a bright and welcoming gathering space. Upstairs, you'll find a spacious primary bedroom with a walk-in closet and an en-suite bathroom, along with three additional bedrooms that offer flexibility for family, guests, or a home office. The upper-level laundry area includes an oversized stackable washer and dryer. Engineered wood flooring extends throughout most of the home. Additional highlights include an attached two-car garage equipped with an EV charger. Outside, a white vinyl picket fence encloses the backyard, where a patio and pergola provide an enjoyable space for entertaining or everyday relaxation. A storage shed offers convenient storage for lawn equipment and outdoor essentials. Located in the established Greenbrier community, this home offers convenient access to PAX River Base and is within a short drive of historic St. Mary's City, home to St. Mary's College of Maryland. Come and see all this home has to offer!

47236 Schwartzkopf Dr, Lexington Park

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169

3 Beds ⋅ 2 Baths

If you've been dreaming of waterfront living, now is your chance. Whether you enjoy boating, fishing, crabbing, or simply relaxing while taking in breathtaking water views, this beautifully renovated home has it all. Step inside to discover a spacious, open-concept kitchen and family room designed for gathering and everyday living. The stunning backyard provides the perfect setting for entertaining guests or creating lasting memories with family and friends. This move-in-ready home features a new HVAC system, beautifully updated bathrooms, brand-new flooring throughout, an encapsulated crawl space, and countless additional upgrades that offer both comfort and peace of mind. Opportunities like this don't come around often—schedule your showing today before it's gone!

18937 Hodges Ln, Leonardtown

Listing courtesy of CENTURY 21 New Millennium. Contact: 3016099000

3 Beds ⋅ 4 Baths

This well maintained two story with basement is just waiting for that new family. Three bedrooms, 3 1/2 baths, fenced back yard for the family dog, stone patio off deck, two car garage, main level family room with gas fireplace, eat at counter in the kitchen as well as room for a breakfast table and a large seperate dining room. A rocking chair front porch for relaxed evenings, rec room in basement for a possible theater or just casual entertaining. Large primary suite and bath, allowing for relaxing in the soaking tub, separate shower, double vanity and hugh walkin closet.. New roof as of August 4, 2026 Pool membership available.

22931 Snow Leopard Dr, California

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169

3 Beds ⋅ 2 Baths

Owned by the same family since the 1960s, this 3-bedroom, 2-bath rambler has been lovingly maintained and is ready for its next chapter. This one already has the space, setting, and major improvements to make the possibilities exciting. The larger updates have already been taken care of, including a newer roof, siding, windows, new septic (early 2000's) and a 21x15 composite deck overlooking the backyard. The HVAC and furnace have also been serviced annually, allowing the next owner to focus on fresh paint, personal touches, and making the home their own. Inside, the oversized 25x12 owner’s suite includes a private bath and plenty of room for a king-size bed and sitting area. A spacious 35x12.5 addition with two separate entrances offers incredible flexibility for a family room, home office, playroom, guest space, in-law setup, studio, or hobby area. The layout also provides an opportunity to expand the kitchen and create an even larger gathering space. Original HARDWOOD flooring is under the carpet in all three bedrooms, just waiting to be uncovered and restored. Situated on a level, fully fenced lot just under half an acre, nearly every inch of the property is usable. There is plenty of room for pets, gardening, entertaining, outdoor play, or even a future pool. A storage shed and driveway parking for at least five vehicles add even more convenience. Two private community beaches with sweeping view of the Potomac River are just a short walk from the front door, and there is no HOA. Bring your fishing poles, beach chairs, and imagination. This one feels like home!

43927 Lanedon Dr, Leonardtown

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

4 Beds ⋅ 4 Baths

Nestled in the serene community of Chestnut Hills of Leonardtown, this charming Colonial-style home offers a perfect blend of comfort and privacy. With 4 spacious bedrooms and 3.5 bathrooms, this residence spans an impressive 3,381 square feet, providing ample space for both relaxation and entertaining. Step inside to discover a warm and inviting interior. The open floor plan seamlessly connects the kitchen, dining area, and living spaces, making it ideal for gatherings. The kitchen is a chef's dream, complete with a butcher block island, modern appliances, generous cabinetry and plenty of counter space for meal prep. Crown moldings and chair rail add a touch of sophistication to the ambiance. The cozy family room, highlighted by a woodburning fireplace with glass doors and a mantel, creates a perfect spot for unwinding after a long winters day. The primary suite offers a very spacious private retreat with, large walk in closet and an en-suite bath, ensuring comfort and convenience. Venture outside to enjoy the expansive 2.89-acre lot, where nature surrounds you. The rear of the property boasts a beautiful retaining wall, a fire pit and backs up to Forest Retention Area providing a sense of continual privacy and tranquility. The outdoor space is perfect for entertaining or simply enjoying the peaceful views of the woods. Relax on the front porch, rear screened porch or deck, ideal for morning coffee or evening gatherings. The home also features a fully finished basement with both interior and outside entrances, offering additional living space, private gym area, private office, craft room or storage options. Create you own movie nights in the full theater room with projector and surround sound, which the equipment conveys. With an attached two-car garage and driveway, parking is a breeze. New roof and HVAC unit replaced in 2019. New water heater replaced in 2020. New insulated garage door 2026. Insulated crawl space and attic. French drainage system installed the home's perimeter. Additional features include a main floor laundry area and a security system for added peace of mind. As part of the Chestnut Hills community, residents have access to amenities, including rec field, basketball court, playground, and picnic areas, making it a wonderful place to call home. This property is not just a house; it’s a place where memories are made, and comfort is found. Experience the perfect blend of indoor and outdoor living in this delightful home.

20750 Deer Wood Park Dr, Leonardtown

Listing courtesy of Century 21 Redwood Realty. Contact: 5405331279

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