763 houses for sale in Leonardtown town

Welcome to 991 Cherokee Court, a beautifully maintained two-story home tucked away on a quiet cul-de-sac where peaceful wooded views create the perfect backdrop for everyday living. Offering the ideal balance of privacy, comfort, and convenience, this inviting home is ready for its next chapter. Step inside to discover bright, welcoming spaces designed for both everyday life and effortless entertaining. The spacious kitchen overlooks the family room, creating a natural gathering place whether you're preparing dinner, hosting friends, or simply enjoying a quiet evening at home. Large windows invite natural light throughout, while the functional floor plan offers comfortable living spaces for every stage of life. Upstairs, the generous primary suite provides a relaxing retreat with abundant natural light, a walk-in closet, large ensuite, and plenty of space to unwind after a long day. Two additional generously sized bedrooms and well-appointed bathrooms offer flexibility for family, gues

Welcome to this well-maintained brick raised rambler in Chesapeake Ranch Estates. Privately nestled within a treed. 46-acre lot, this home is your own peaceful retreat. Living here feels remote, yet it is located very close to Clubhouse Rd. Entrance, just off Rousby Hall. A welcoming front porch draws you into the home, and abundant natural light creates a comfortable interior living space. Two bedrooms, a full updated bath, a large living room, and the kitchen/dining area complete the upper level. The finished lower level features a third bedroom, an additional room that works well as a home office/studio, a full updated bath, a spacious family room with a wood-burning fireplace, and a laundry room. New carpet was recently installed. Outdoor living is easy on the huge covered upper-level deck, it's a perfect space to set up an outdoor movie, have a crab feast, or snuggle up with a good book! Entertaining is even easier with ample parking on the long paved driveway. Enjoy all the benef

Beautifully updated three bedroom, one bathroom home on a spacious lot with a fenced in backyard. The home features an oversized single car garage with access from the main house. Updates include a kitchen with stunning quartz countertops and brand new appliances, an updated bathroom, and professionally installed flooring and carpeting in the main living spaces. Enjoy the covered front porch and unfinished basement with full laundry and potential for an additional bathroom and room

Tucked away like a storybook retreat in a private nature wonderland, this captivating A-frame home offers the perfect blend of charm, comfort, and lifestyle. Featuring 2 bedrooms and 2.5 baths, this home has been thoughtfully refreshed with new paint, luxury tile flooring, new carpet, and moretruly move-in ready. Step inside to an open-concept floorplan highlighted by soaring cathedral ceilings and a loft that adds both character and flexible living space. Walls of windows flood the home with natural light and showcase serene views of the surrounding landscape from every angle, creating a seamless connection to nature. Enjoy exclusive access to Lake Lariat, complete with a dockperfect for kayaking, fishing, or simply relaxing by the water. Additional features include off-street parking and a brand-new septic system for added peace of mind. Located in the highly desirable Chesapeake Ranch Estates (CRE) community, residents enjoy an exceptional range of amenities including a wooded campg

Absolutely stunning waterfront home built by renowned custom builder Larry Swann, offering the perfect blend of luxury, comfort, and true island life charm. This thoughtfully designed residence features three spacious en-suite bedrooms, each with a private bath showcasing marble floors, natural stone sinks, and large walk-in showers. The owners suite, located on the second level, is a true retreatcomplete with a soaking tub, separate walk-in shower, cozy seating area with gas fireplace, and breathtaking river views. Step onto your private balcony to take in unforgettable sunsets over the Potomac or unwind by the fire indoors. The main level is designed for effortless entertaining, featuring an open-concept layout, expansive windows, and sweeping water views throughout. The chefs kitchen is equally impressive, equipped with an Viking gas range, natural stone countertops, beverage cooler and wine bar, under-counter microwave built into the island, and beautifully crafted cabinetry with a

Why don't builders build this style of home for all of us, not just over 55? Great open floor plan with lot's of living space and two bedrooms on the main level each with it's own private bath. This community has use of a pool and community center too! The lower level features a huge rec room, full bath, bedroom and another finished space for your hobbies. Plus there are two good size areas left unfinished for your storage. In 2024 the entire home was repainted and beautiful plush new wall to wall carpeting added throughout. This is the kind of carpet you want to sink your feet into! The kitchen has stainless appliances, granite counter tops and lots of white cabinetry. A bright screened in porch is just off the kitchen for those sunny days. You will also have a good size garage with a driveway in the back of this home. There is a three season porch with windows, plantation shutters and even electric shades! Located right next to Anne Marie Gardens with lots of festivals, Art and garde

Own One of the Largest Waterfront Lots in Benedict wu002F Unobstructed Views of the Patuxent River: 4 Bedroomu002F3 Bath 2-Story Waterfront Situated on 1.79 Acres +u002F. In Quaint Waterfront Community of Benedict in Charles County. Downstairs Offers an Open Floor Plan Concept in the Front of the House with Water Views in Every Direction and Two (2) Bedrooms Facing Mill Creek Road. Upstairs You Will Find an Oversized Bedroom with French Doors Leading to a Second Floor Porch Overlooking the River as well as One Full Bathroom and an Additional Bedroomu002FOfficeu002FSitting Room. Entertain or Relax Enjoying the Picturesque Views of the Patuxent River from the 1st or 2nd Floor Porches Off the Front of the House or the Expansive Yard that Leads to a Sandy Beach. Potential to Subdivide Lot in the Future, if Public Sewer Comes to Benedict

Osprey Cove is located on beautiful and protected St. John Creek. This lovely 2 story home on a finished basement has private access to pier and boatlift right from your back yard. MLW is 3'+ and 3,000lb boat lift conveys. Enjoy leisurely boat trips to Solomons Island restaurants and shops that are mere minutes away or zip around on your jetski(s). Home is 5BR with 3 Full bathrooms and has a semi-open layout on the main level with kitchen, living room w/ gas fireplace, and dining area. Granite counters and island with 2nd sink, gas range and all stainless steel appliances make the kitchen the perfect place to hang out, entertain and be the heart of your home. Additional rooms include a formal dining room (currently used as a home office) and formal living room at the main entry Upstairs there are 4 bedrooms and laundry room. The owner's suite is large enough to fit any size bed/furniture, has a generously sized closet area and an attached full bathroom with soaking tub, separate shower

Welcome to the sought-after Golden Beach community! Situated on a flat corner lot, this 3-bedroom, 2-bath home offers the perfect opportunity to enjoy relaxed coastal living with water access just around the corner. Spend weekends launching a kayak, enjoying the community dock, or taking in the peaceful surroundings this waterfront neighborhood is known for. Inside, the home features a functional layout with comfortable living spaces, spacious bedrooms, and plenty of natural light throughout. The corner lot provides added outdoor space for entertaining, gardening, or simply enjoying the fresh air. Whether you are searching for a full-time residence, vacation getaway, or investment opportunity, this property offers incredible potential in a desirable location. Conveniently located near local marinas, restaurants, shopping, and commuter routes while still offering the charm and tranquility of a waterfront community. Dont miss your chance to make Golden Beach home!

Seller will pay $5k towards buyer's closing costs! Major renovations throughout 2025 and just completed in 2026! Some of the renovations include a new roof, siding, shutters, sliding back door, 6-panel grid windows, whole house water filtration system, and a fully encapsulated crawl space. With all of the major exterior renovations completed, step inside to find an inviting open floor plan adorned with durable waterproof luxury vinyl plank flooring throughout, perfect for both entertaining and everyday living. The living room, conveniently located off the kitchen, creates a warm atmosphere for gatherings and relaxation. The spacious kitchen features white shaker soft close cabinets, granite countertops, modern matte black fixtures, a stylish island and energy-efficient stainless steel appliances, making meal prep a delight. This home boasts single level living with three cozy bedrooms, including a well-appointed full bathroom with a tub/shower. Enjoy the convenience of a seperate laund

Price drop to $350,000! Seller is ready! Spacious 4-bedroom, 3 full bathroom home in Chesapeake Ranch Estates. Situated on a cul-de-sac, the home offers ample parking plus a 1-car garage. Enjoy relaxing mornings on the inviting front porch or grill and unwind on the tiered rear deck overlooking the backyard. The large eat-in kitchen opens to and overlooks the family room, creating a connected, functional layout ideal for everyday living and entertaining. The upper-level primary suite features a full ensuite bathroom and a laundry chute for added convenience. Two additional bedrooms and another full bathroom complete the upper living level. The finished lower level adds excellent flexibility with a 4th bedroom and private full bathroom perfect for guests or use as a secondary suite. Newly Installed washer & dryer convey water-tested after installation and in excellent, unused laundry condition. Newly updated bathroom vanities elevate the home with modern style and finish. Community amen

Welcome to one of Southern Maryland's most coveted water oriented communities. Broomes Island, where the Patuxent River meets Island Creek. Nestled on. 41 acres, this beautifully renovated 3-bedroom, 2-bathroom rambler delivers modern comfort in a serene, water-oriented setting perfect for full-time living, weekend escapes, or investment. Step inside to an open floor plan with soaring vaulted ceilings, waterfall quartz countertops, recessed lighting, and a wood-burning fireplace as the centerpiece of the living space. Bay windows in the kithchen and family room floods the home with natural light. The owner's suite features a private en-suite bath and two separate entrances, ideal for privacy or flexible use. Two additional bedrooms, a second full bath, family room, and dining area round out the layout. This home has been comprehensively updated: new siding, ductwork, subfloor, waterproof kitchen and bath flooring, water-resistant flooring throughout, two 1,500-gallon holding tanks, a n

Welcome to 548 Windmill Drive, in the desirable community of Parran's Grant. Located in beautiful St. Leonard, this is a place to call home for many years to come! If you're looking for that special, move-in-ready home, well-maintained by the original owners, search no more! The immaculate interior blends seamlessly into the verdant surroundings on this private 1.1 acre flag lot. Tucked just off the main drive, it enjoys a quiet and peaceful setting while remaining part of an established neighborhood. The main floor is arranged for easy entertaining and good flow between spaces, featuring durable hardwood and tile floors, custom window treatments, and fresh, neutral walls throughout. The kitchen is a retreat in itself, complete with granite counters, quality custom cabinets, and views from the sink and breakfast area that will draw you outside to the elevated deck and screened gazebo. Hardwood stairs lead to a charming upper level, tastefully appointed, with a ceiling fan in each bedro

Back on the market financing fell through, no fault of seller. Inspections already completed, and house is in wonderful shape and ready for it's new owners. Welcome to 615 Flint Ct. Starting off with some key features you must know, this property has a BRAND NEW Roof and HVAC system. This property is perfectly acquainted on a private, quiet court. With a newer deck, and driveway making it easily accessible and with a generously sized shed for adequate storage. Inside you'll be met with an open concept living space that's been updated to perfection. 3 bedrooms and 2 full baths on the main level. All new beautiful appliances that make the main living area shine. Head downstairs to a large walkout basement, with a 11 x 10 bedroom added. There is a rough in for a bathroom already prepared and ready for you to make the space your own. This home was very much loved, and could be yours if you schedule your showings today!

Auto-mechanics, boat enthusiests, rv owners, hobbiests! This one is the one you've been waiting on! This is completely unique property, boasts not 1 but TWO custom 30x50 Garages (fully finished shops! )Temperature controlled, fully finished, with all the bells and whistles. Automatic doors, including an oversized door for easy storage of boats, RVs, and more! Easy access to all bays via the thoughtfully designed wrap around driveway, no shifting cars around to get inu002Fout! Inside, the home offers a bright, open layout designed for easy living. The main level features a gourmet kitchen overlooking a breakfast nook, space for formal dining, and a stunning living room addition; anchored by the welcoming fireplace, vaulted ceilings and beautiful natural light. Enjoy the convenience of single-story living with the primary suite and two additional bedrooms located on the main floor. In the finished basement, Guests can relax at the built-in bar or spread out in the spacious second living

New brokerage, New Price! Situated where the Patuxent River meets St. Leonard Creek, this serene 8.21-acre waterfront retreat offers exceptional privacy, sweeping views, and a timeless home rich in character and history. Built in 1907 and lovingly maintained by the same family since 1935, this four-bedroom, three-bath residence blends timeless character with comfortable living. A welcoming grand foyer opens to an expansive Living room and an elegant Dining room featuring built-in cabinetry and gleaming hardwood floors that extend throughout the home. The bright, open kitchen is equipped with newer stainless-steel appliances and flows seamlessly into a casual Dining and Family gathering area. Custom built-ins provide dedicated desk and computer space, while a nearby laundry area and secondary staircase add everyday convenience. A spacious half bath completes the main level. Generous room sizes and graceful flow make the home ideal for entertaininghaving hosted weddings, receptions, holi

Nestled in a peaceful Southern Maryland setting, this private property offers the perfect blend of space, serenity, and convenience. Surrounded by open farmland, the home provides a quiet retreat while still being just minutes from St. Mary’s College. Major system updates offer true peace of mind, including a new roof, updated septic and well, replacement windows, and an upgraded heating system. With these big-ticket items already completed, the next owner can focus on personal touches and cosmetic improvements rather than costly upgrades. The home features durable vinyl siding and beautiful original hardwood floors, adding both character and long-term value. Inside, you’ll find a spacious layout with 3 bedrooms and 2 bathrooms, along with 3 additional rooms in the basement and a bathroom. Currently generating $3,250 per month in rental income, this property presents a strong investment opportunity with immediate cash flow. Whether you are looking to expand your portfolio or create you

Bring your vision to 20921 Coronet Place, a spacious colonial offering the perfect opportunity to build sweat equity in a prime Lexington Park location. This home serves as a fantastic blank canvas for buyers looking to customize a space to their exact taste. The'heavy lifting' is already started with a modern kitchen featuring espresso cabinetry, granite countertops, and stainless steel appliances, along with luxury vinyl plank flooring on the main level. The floor plan is designed for comfortable living, offering a large primary suite with a soaking tub and an attached two-car garage. This property is being sold strictly AS-IS, allowing you to move in and update at your own pace. Located just minutes from PAX River NAS, this is an ideal project for a DIY enthusiast or a military family looking to create their dream home near the base. Dont miss this chance to unlock the full potential of this St. Marys County gem

Tucked away at the very end of the street, this private and secluded property offers the peace and privacy that is hard to find in Southern Maryland! Nestled on approximately. 67 acres, this beautiful 2-story home features a partially finished basement, attached garage, open porch, and spacious deck perfect for entertaining or relaxing in nature. Inside, youll find numerous updates throughout including a remodeled primary bathroom, fresh paint through most of the home, new flooring in the foyer and dining room, updated lighting in the primary bedroom, kitchen, foyer, dining room, garage, and basement, plus new blinds throughout. Major system updates include a new roof and all new windows in 2020, as well as HVAC replaced around 2019. Outside, enjoy the paved driveway and freshly cleared side yard while still being surrounded by wooded privacy. With only one home on the entire street, this property offers a rare combination of seclusion, space, and convenience. Conveniently located near

Welcome to Whispering Woodswhere comfort, style, and flexible living meet everyday luxury. This 5-bedroom, 4.5-bath home in Prince Frederick has been thoughtfully updated for modern living. The kitchens and bathrooms have been completely reimagined by Southern Maryland Kitchens & Bathroomsone of Southern Marylands preferred kitchen and bath design centers and installers. Designed for both beauty and function, the kitchen features sleek Silestone countertops and modern, upscale stainless steel appliances. The space offers room to gather at the island, accommodates a table, and opens seamlessly to the casual living areaperfect for entertaining or everyday life. A separate dining room and a versatile office add even more functionality to the main level. Just off the kitchen, the living room fireplace and custom window seats have been thoughtfully designed to complement the tile and finishes, creating a cohesive, seamless flow between spaces and elevating the overall design. Adjacent to th

Tucked along the calm waters of Mears Creek, just off the Patuxent River, this immaculate waterfront rambler offers the kind of lifestyle water lovers spend years trying to find. Whether you are looking for a full-time retreat or the perfect second home, this one has the setting and the ease of true waterfront living. Step inside to a bright, open layout designed to bring the outdoors in. The renovated kitchen features clean, modern lines and flows seamlessly into the main living spaces, making it ideal for everyday living or hosting friends after a day on the water. Wood floors add warmth, Italian tile brings a refined touch, and soft carpet keeps the bedrooms comfortable and inviting. A sunroom lined with windows gives you a front-row seat to the water year-round. Step out onto the spacious deck for morning coffee, evening dinners, or simply watching the boats drift by. Outside, the private pier, reconstructed in 2020, is ready for your kayak, paddleboard, or boat, making it easy to

No hoa. Total square footage of 3520. The house's total sq ft is 2400 with 3 bedrooms and 2.5 baths. A 1120 sq ft apartment with 1 bedroom and 1 bath. The Garage has a 1/2 Bath. The property is in the forest management program for reduced taxes. Tucked along the protected waters of Saint Leonard Creek, this is the kind of property you dont just visit, you settle into. Deep water, nearly 800 feet of riprapped shoreline, and over 6 private acres set the stage for a true waterfront lifestyle. The creek opens easily to the Patuxent River. Many people say the Best Crabs in Maryland are found in St. Leonard Creek, and this pier is a place to find them! The pier is built for serious water use. New Trex decking gives it a clean, low-maintenance finish. A covered boathouse, multiple slips, floating dock, dock shed, and room to move make this ideal for boaters who want everything in one place. Whether its fishing at sunrise or heading out for a cruise, this setup is ready. The 6.24 acres, five o

This home offers incredible potential for those seeking a project with lasting rewards. Situated on over two acres of land, its the perfect canvas for an investor to renovate and either flip or keep as a rental property. Surrounded by lush nature, the location provides both privacy and proximity to shopping and dining, ensuring convenience. This property is ready for someone with vision. Don't miss out on this opportunity. Photos may be virtually staged

Fully renovated and move-in ready, this stunning modern single-family home offers 3 bedrooms and 3 full bathrooms on a desirable corner lot. Thoughtfully updated from top to bottom, the home features a bright open-concept floor plan, stylish contemporary finishes, abundant natural light, and beautifully renovated kitchen and bathrooms. The spacious layout provides flexibility for comfortable everyday living, working from home, and entertaining guests. Situated on a prominent corner lot, the property offers enhanced curb appeal, additional outdoor space, and added privacy. Enjoy the freedom of homeownership without HOA restrictions while benefiting from a turnkey home that seamlessly blends modern design, functionality, and convenience

Escape to your own private country oasis on three pristine plus, fully usable acres. With no HOA this property offers ultimate freedom and privacyperfect for bringing animals, building a workshop, or storing recreational vehicles. The flat, cleared land is surrounded by mature trees, featuring a welcoming front porch and a spacious side deck ideal for summer crab feasts. Inside, the immaculate main level is completely move-in ready, boasting fresh paint, and an expansive family room built for entertaining. The fully finished basement adds incredible value and versatility, featuring an additional bedroom, full bath, and a second massive living area perfect for a multi-generational suite or recreation room. Tucked away just off Route 231, this private retreat offers the perfect blend of rural tranquility and an easy commute to both Washington DC and Pax River