592 properties for sale in Leonardtown town

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

Welcome to Choptank Place, a spacious and versatile five bedroom, two and one half bath home nestled on a quiet cul de sac in the heart of Kedges Strait. Ideally located just minutes from Patuxent River Naval Air Station, shopping, dining, schools, and all that St. Marys County has to offer, this home combines everyday convenience with an exceptional community lifestyle. Inside, youll appreciate the flexible floor plan designed to accommodate a variety of living arrangements, whether you need additional bedrooms, home office space, hobby rooms, or guest accommodations. Recent updates include refinished hardwood floors, newer appliances, newer carpeting, freshly stretched carpet, and fresh interior paint in select areas, roof (2020), new front door and custom Govee exterior lighting, allowing you to move right in with confidence. Step outside to enjoy the peaceful rear deck and patio, perfect for morning coffee, outdoor dining, entertaining friends, birdwatching, or simply relaxing in t

Beautiful custom Cape Cod nestled on three private lots along scenic Saint Leonard Creek, offering deep-water access and exceptional privacy. Enjoy stunning water views, kayaking, paddleboarding, boating, and jet skiing right from your backyard. The private pier is equipped with a boat lift, electric service, and a fish-cleaning station, making it ideal for waterfront living and entertaining. Inside, the home features a main-level primary bedroom, along with two spacious bedrooms and a full bath on the upper level. The walk-out lower level offers incredible potential, complete with a wood stove and kitchenette rough-in, making it well-suited for an in-law suite, guest quarters, or rental opportunity. With minimal finishing work, including some drywall, the basement could also accommodate a fourth bedroom with existing windows. A rare opportunity to enjoy peaceful waterfront living with endless possibilities on beautiful Saint Leonard Creek

Opportunity awaits with this 2-bedroom, 2-bath rancher located just a short walk from Driftwood Beach! The open-concept floor plan features a spacious great room with beautiful knotty pine vaulted ceilings and matching knotty pine flooring, creating a warm and inviting atmosphere. The full unfinished basement offers 9-foot ceilings and a rough-in for a future bathroom, providing endless possibilities for additional living space, a recreation room, or workshop. While the home could benefit from some updating and TLC, it offers tremendous potential for a primary residence, vacation getaway, some wintertime water views. An added bonus is the included adjacent rear lot (Lot 34see plat), providing additional privacy. Enjoy all the amenities available to Chesapeake Ranch Estates property owners, including private beaches, lake access, trails, and more

Welcome to 17265 Crab Pot Lane, Piney Point, MD, a breathtaking 4-bedroom, 3-bathroom haven that exemplifies the perfect blend of luxury and tranquility. This home has undergone a complete professional renovation, offering the utmost in modern amenities and stylish finishes. Step inside to discover the allure of all-new high-end LVP flooring that spans throughout the entire home, providing a seamless and sophisticated appeal. The kitchen is a chef's dream, boasting brand new appliances, quartz countertops, and a ceramic subway tile backsplash that adds a touch of elegance to your culinary adventures. An elegant wrought iron railing leads you to the upper level, where new light fixtures illuminate the way. The oversized 2.5-car garage, with epoxy floors and additional overhead storage, provides ample space for all your vehicles and belongings, keeping everything tidy and organized. Enjoy the breathtaking waterfront views from the two large back porches, making them the perfect spot for

ONLINE AUCTION: Bidding begins 09/07/2026 @ 10:00 AM. Bidding ends 09/09/2026 @ 11:50 AM. List Price is Suggested Opening Bid. Deposit: $15,000. This auction takes place on the Ashland Auction Group Website Bidding Platform. Pre-auction offers may be accepted. Split-Foyer Home situated on a LARGE +/. 3.77 acre lot in St. Mary's County, MD. The property included a detached 2-car garage and additional structure. Just minutes to st. Mary's College of Maryland and Cedar Point Golf Club. Easy access to major traffic artery Point Lookout Road. Property is occupied

Eligible va homebuyers may qualify to assume a 3% fixed interest rate va home loan. Saving them thousands of dollars in interest! This home is also eligible for usda no money down financing for qualifying home buyers! Huge finished basement with rec room. 3 rd full bathroon. 3 storage areas and another finished multipurpose room peaceful and move-in ready, this beautifully updated home sits on a quiet 1.15acre lot with no HOA. Inside, youll find a bright, refreshed interior with brand-new luxury vinyl plank flooring, recessed lighting, modern finishes, and a spacious kitchen designed to impress. The kitchen features 42-inch cabinets, new granite countertops, a new granite backsplash, stainless steel appliances, and a center island with plenty of prep and gathering space. The primary suite offers a comfortable retreat with a large walk-in closet with organizer, separate walk-in linen closet, and a master bath with double vanities. The finished walk-out basement adds valuable living spac

Move-In Ready! Welcome to the Monroe a thoughtfully designed new construction home where classic character meets modern functionality. This home is complete and ready now, offering immediate occupancy without the wait. From the moment you enter, the open floor plan draws you in. The great room, dining area, and kitchen flow seamlessly together, creating a comfortable space for everyday living and effortless entertaining. A 2-foot cantilever extension adds extra depth to the great room, enhancing both comfort and style. The kitchen is the heart of the home, anchored by a large island perfect for casual meals and gathering. Stainless steel appliances, abundant cabinetry, and a functional layout make cooking and hosting simple and enjoyable. At the front of the home, a sun-filled bay box window brightens a flexible living space ideal for a home office, reading room, or private retreat. Upstairs, the owners suite provides a peaceful escape, complete with a spacious walk-in closet and room

Welcome to 11333 Tomahawk Trail in Chesapeake Ranch Estates! This spacious Cape Cod offers 4 bedrooms, 3.5 baths and approximately 2,332 finished square feet, including a finished lower level. A welcoming front porch leads into a comfortable and versatile floor plan with plenty of room to spread out. The home features a 2-car garage, gas fireplace, formal dining room, kitchen with granite counters and newer stainless appliances, finished walkout level basement, deck and front porch, providing great spaces for everyday living, entertaining and storage. Located in the popular Chesapeake Ranch Estates community in Lusby, this home is move in ready and offers the space and flexibility today's buyers are looking for. With multiple living areas, generous bedroom and bath space, and both indoor and outdoor areas to enjoy, there's plenty of opportunity to make this home your own. Easy access to Route 4, schools and shopping

Welcome to this beautifully maintained 3-bedroom, 3.5-bath home in the sought-after waterfront community of Drum Point! Featuring a stunning stone front, soaring ceilings, and brand-new carpet throughout, this move-in ready home offers the perfect combination of style, comfort, and functionality. Step inside to a dramatic two-story living room filled with natural light from oversized windows, creating an open and inviting atmosphere. The spacious layout flows effortlessly into the dining area and well-appointed kitchen featuring granite countertops, stainless steel appliances, abundant cabinetry, and plenty of workspace for cooking and entertaining. One of the home's standout features is the main-level primary suite, offering privacy and convenience with vaulted ceilings, a large walk-in closet, and an en-suite bath complete with dual vanities, a soaking tub, and separate shower. Upstairs you'll find two generously sized bedrooms and a full bath, providing comfortable accommodations fo

Completely remolded 3 bedroom, 2 bath rambler with water view. Located in the quiet neighborhood of Benedict on the Patuxent river. Primary bedroom has large bathroom with double sink and walk-in shower. New roof, new vinyl siding, new HVAC, new windows, new plumbing, Luxury vinyl plank floor in kitchen and laundry room, new ceramic tile in both bathrooms, new cabinets and appliances. Ready for you to move in! Call with any questions

Preferred title company is Appex Settlement Corporation. Welcome to 1275 White Sands Drive in Lusby! This inviting 4-bedroom, 3.5-bath home offers comfortable living space, a practical layout, and plenty of opportunity to make it your own. Situated on approximately 0.27 acres in a desirable Lusby location, the home provides a great combination of indoor space and outdoor living. With multiple bedrooms and baths, there is room for everyday living, guests, a home office, or hobbies. Conveniently located near local amenities, shopping, dining, and the natural beauty of Southern Maryland, this home is ready for its next chapter. Schedule your showing today and discover all that 1275 White Sands Drive has to offer!

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

Opportunity to purchase a ranch-style home located in the established White Sands Community of Lusby, Calvert County. This single-level home features 3 bedrooms and 2 full bathrooms. The home includes a kitchen with island, electric stove, and stainless steel refrigerator, opening to a combined living / dining area. Interior finishes appear updated with laminate flooring throughout and generally well-maintained conditions. Bedrooms are modestly sized, offering efficient living space. Additional features include ceiling fans, a private driveway. The basement has exterior access in the back of the home with utilities & additional storage space. Ideal opportunity for owner-occupants, investors, or buyers seeking a vacation or primary residence in close proximity to the Chesapeake Bay, community beaches, and local amenities. All three bedrooms and the kitchen are conveniently located on the same floor, making everyday living easy and efficient. Enjoy two completely renovated full bathrooms

Discover the charm of this split level, nestled on a generous 1.0128. Acre lot in mid Calvert County. With 1,977 square feet of thoughtfully designed living space, this residence features three spacious bedrooms and two and a half bathrooms, ensuring ample room for relaxation and privacy. The home layout is perfect for both entertaining and everyday living with a seamless flow between rooms. The updated Kitchen (20 x 19) has beautiful cabinetry, porcelain tile flooring, updated GE Appliances, convection double oven/microwave, recessed lighting, fresh paint. Upgraded living room and upper hallway to hardwood flooring (Bloodwood). The Family room upgraded to laminate flooring. All bathrooms have been updated. Outside, the expansive rear yard offers so many options. Host many outdoor activities or peaceful retreats. Large composite deck with sunshade canopy system over part of deck, large hardscape patio with hot tub with electric and outdoor lighting with 5 foot tall metal ornamental fen

Welcome to 185 Fountain Lane, ideally situated on a desirable cul-de-sac in Saint Leonard. This inviting home features a completely open floor plan with a spacious family room, creating the perfect setting for everyday living and entertaining. The beautifully renovated primary suite feels like it was inspired by Magnolia Market, featuring updated walls, flooring, and a refreshed primary bathroom with new mirrors and fresh paint. The second bedroom has also been repainted and accented with stylish wallpaper. Additional recent improvements include a new roof in 2026, new refrigerator, new stove, updated basement flooring, and replaced coils in the water heater. The finished basement offers incredible flexibility and could be an ideal setup for a college student, extended family member, or private guest quarters. It includes a kitchen and family room area, along with one room that could serve as a potential sleeping space. An additional room provides plenty of options for storage, a home

Don't let the exterior fool you, this home is much larger than it appears! Nestled in the desirable Greenbrier neighborhood, this beautifully updated 4-bedroom, 3-bath home offers the perfect combination of space, style, and convenience. Step inside to discover an impressive list of recent updates, including a beautifully remodeled kitchen, updated bathrooms, new flooring, fresh paint, new interior doors, and so much more. The thoughtful renovations create a move-in-ready home that's both modern and inviting. One of the standout features of this home is the abundance of storage. From generous closets to additional storage spaces throughout, you'll have room for everything! Conveniently located just minutes from Pax River Naval Air Station, shopping, dining, and everyday amenities, this home offers an ideal location while still being tucked away in an established neighborhood. If you've been searching for a home that offers more space than meets the eye, modern updates, and an unbeatabl

Welcome to 12049 Dusty Hoof Rda perfect opportunity for first-time homebuyers looking to build equity and make a home their own! This 3-bedroom, 2 full and 1 half bath home offers a functional layout with a fully finished basement, giving you extra space for a rec room, home office, or additional living area. Whether you're starting out or need room to grow, this home checks the boxes. Step outside to a huge rear deck, perfect for entertaining, relaxing, or enjoying quiet evenings. With minimal yard maintenance, you can spend more time enjoying your home and less time on upkeep. Major updates include a roof replaced in 2020, giving peace of mind on one of the big-ticket items. The home does feature many original systems, making it a great option for buyers looking to personalize and add value over time. Conveniently located near local beaches, shopping, dining, and just a short drive to PAX River Naval Air Station, this home offers both comfort and convenience. If you're looking for th

Welcome home to 4585 Mattapany Road, where peaceful country living meets everyday convenience. Nestled on nearly 1.5 private acres in the desirable Woodhaven community, this beautifully maintained Colonial offers approximately 3,300+ finished square feet of thoughtfully designed living space across three finished levels. The main level features formal living and dining rooms, a welcoming family room with a cozy fireplace, and a generously sized eat-in kitchen with upgraded stainless steel appliances. Whether youre entertaining friends or enjoying a quiet evening at home, the thoughtfully designed floor plan offers comfortable spaces for every occasion. The inviting covered front porch is the perfect place to enjoy your morning coffee while taking in the peaceful surroundings, while the expansive rear deck overlooks the private backyarda wonderful setting for entertaining and making lasting memories. Upstairs, youll find four generously sized, light-filled bright bedrooms, all featuring