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$415,000
3 Beds ⋅ 3 Baths
Welcome home to this beautifully updated rambler in the heart of Mechanicsville! Offering 3 bedrooms, 3 full bathrooms, and a finished basement, this home provides the flexible living space today's buyers are looking for. Need a fourth bedroom, home office, gym, or playroom? The spacious bonus room gives you the versatility to make it your own. Freshly painted throughout and featuring new luxury vinyl plank flooring in the basement, this home is truly move-in ready. The heart of the home is the inviting kitchen, complete with a large center island, granite countertops, stainless steel appliances, and plenty of space for cooking, gathering, and entertaining. Downstairs, the finished basement expands your living area with endless possibilities for a recreation room, guest suite, or media space. Location is just as impressive. Situated only a few blocks from the water and just minutes from Seabreeze, one of the area's favorite local seafood restaurants, you'll enjoy the perfect blend of convenience, coastal charm, and relaxed Southern Maryland living. Whether you're looking for room to grow, space to entertain, or a peaceful place to call home, this Mechanicsville gem checks all the boxes.

42204 Ridge Rd, Mechanicsville

Listing courtesy of JPAR Real Estate Professionals. Contact: 3016844895
$1,700,000
5 Beds ⋅ 4 Baths
Welcome to an extraordinary waterfront experience in the Rosebank community of Leonardtown, where panoramic views of Breton Bay, a private sandy beach peninsula, deep-water boating access, and comfort-inspired amenities create one of St. Mary’s County’s remarkable waterfront offerings this year. Perfectly positioned to capture breathtaking water views, this exceptional property offers a rare opportunity to own a private waterfront oasis with an expansive shoreline along both Breton Bay and Combs Creek, extending all the way to the point of its sandy beach peninsula. Enhanced riprap protection, extensive landscaping, and mature surroundings create a truly unforgettable setting. Enjoy 1,545 feet of bay-front water life. Kayakers, yachters, dolphin enthusiasts, fishers, crabbers, and star-gazers are just a few who may find interest in this exemplary waterfront gem. The centerpiece of the outdoor living experience is the spectacular saltwater pool, thoughtfully designed for both relaxation and entertaining. The saltwater pool is finished with premium Wet Edge Premier Stone and Artistic Paver tiles, (featuring embedded seashells sourced from Miami). The tanning ledge measures approximately 8x16' providing the perfect place to lounge and enjoy waterfront views, while a diving board adds to the fun. A dedicated pool pump house and separate dual pool storage unit with its own half bath supports the pool operation. Water enthusiasts will appreciate the exceptional marine amenities. Walking down the hill from the residence leads to a private boathouse and pier system designed with serious boaters in mind. The pier features new stringers, updated power and water service, two slips including the boathouse, and one open slip, a fish cleaning station, and kayak launch area. Low water depth at the end of the pier averages approximately eight feet, making this deep-water location highly desirable for larger vessels and year-round boating. The boathouse, along with the pier, pool house, and detached garage, are all serviced through a dedicated electrical panel system. Water is also available on the pier. Inside, the home has undergone substantial improvements over the years, including a complete transformation of the kitchen and dining areas, creating a stunning gourmet gathering space that serves as the heart of the home. Updated Andersen windows, updated flooring, fresh interior paint, and a beautifully finished laundry and utility room further enhance the home’s appeal. The impressive enclosed sunroom, encompassing approximately 440 square feet, offers year-round enjoyment and flexible living space while showcasing the property’s incredible waterfront views in all seasons. Additional improvements include HardiePlank fiber cement siding, a whole-house generator capable of operating the kitchen and well systems during outages, and a detached 2.5-car garage with a raised floor to improve site grading. The garage offers exceptional storage and future potential for additional finished space should a buyer desire to build up. The well is approximately eight years old. When drilled, the well and pump were upgraded to provide for the additional water needs of the pool, pier and future lawn irrigation. The laundry and utility area features a Navien boiler installed in 2016, providing domestic hot water as well as support for the home’s heating systems. For added value and future convenience, the sellers are in the process of connecting the property to public sewer, which is available within the property. We cannot wait for you to come see the lifestyle that Combs Creek Way has to offer you.

40115 Combs Creek Way, Leonardtown

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169
$799,000
4 Beds ⋅ 3 Baths
Two Homes, One price! Imagine waking up each morning to breathtaking, unobstructed views of the Chesapeake Bay. Here, the water isn’t just something you see—it’s part of your everyday life. Relax on your private pier, launch your kayak, cast a fishing line, or simply watch the sun dance across the Bay. A sandy beach has been thoughtfully created, allowing you to enjoy carefree days by the water regardless of the tide. Nature lovers will appreciate watching the resident ospreys return each year to build their nests, hatch their young, and soar above the shoreline—a front-row seat to one of the Chesapeake’s greatest treasures. The charming waterfront A-frame has been enhanced with a beautifully enclosed porch, creating the perfect space to gather with family and friends for steamed crabs, oysters, and unforgettable waterfront dinners in every season. Expansive decking on the front, rear, and second level provides multiple outdoor living spaces where panoramic bay views become the backdrop to everyday life. Inside, you’ll find a warm and inviting atmosphere highlighted by a cozy fireplace for crisp winter evenings. Recent improvements include updated bathrooms, a renovated kitchen, new kitchen appliances, fresh interior and exterior paint, new pier boards, and updated fencing, making this home move-in ready. A detached carport with an attached storage shed offers covered parking and plenty of room for all your beach gear, boating equipment, and tools. Just across the driveway sits an equally charming one-bedroom, one-bath guest cottage. Whether you use it for visiting family and friends, a private home office, or continue its success as a short-term vacation rental, it offers exceptional flexibility and income potential. Rarely does an opportunity like this come along. Own not one, but two highly sought-after vacation rental homes in the picturesque waterfront community of Scotland, Maryland. Whether you’re looking for a personal waterfront retreat, a family compound, or an income-producing investment, this exceptional Chesapeake Bay property delivers the best of coastal living.

14940 Chesapeake Bay Dr, Scotland

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169
$425,000
7 Beds ⋅ 3 Baths
Spacious and versatile home offering 7 bedrooms and 3 full baths in a convenient Lexington Park location. With 4 bedrooms upstairs and 3 on the lower level, this home provides plenty of room for multi-generational living, guests, or flexible work-from-home space. Enjoy an oversized attached two-car garage and a huge, flat backyard perfect for outdoor entertaining, recreation, or future possibilities. Ideally located near Historic St. Mary’s City, PAX River Naval Air Station, and local favorites like St. James Deli, this property offers space, comfort, and convenience all in one.

48448 Mattapany Rd, Lexington Park

Listing courtesy of The Southside Group Real Estate. Contact: 3019703636
$4,595,000
4 Beds ⋅ 7 Baths
A legacy waterfront estate at the tip of coveted Half Pone Point. Commanding one of the most prestigious waterfront settings in Southern Maryland, this extraordinary residence offers more than 14,000 square feet of meticulously crafted living space designed to capture breathtaking panoramic views of the Patuxent River from nearly every room. Architectural excellence and exceptional craftsmanship are evident throughout, blending timeless elegance with modern luxury. Designed for both grand-scale entertaining and comfortable everyday living, the estate features a private elevator, state-of-the-art theater room, wine room, game room, custom entertaining bar, and resort-style amenities including a spectacular infinity-edge pool and expansive outdoor living spaces. The property is further enhanced by advanced whole-home automation, integrated smart-home technology, comprehensive high-definition surveillance systems, a secure safe room, and numerous additional proprietary security features. For sport and recreation, the residence also includes a private indoor commercial-grade shooting range—a rare amenity seldom found in residential properties. Just minutes by boat from Solomons Island and the Chesapeake Bay, this remarkable property delivers an unparalleled waterfront lifestyle where privacy, sophistication, and natural beauty converge. Created for those who value discretion as much as luxury, certain features and specifications of the estate are intentionally withheld from public marketing materials. Qualified purchasers only. Private showings are available by appointment for financially qualified buyers. Proof of funds or lender pre-approval may be required prior to touring the property. Due to the nature of certain security, technology, and infrastructure systems, prospective purchasers may be asked to execute a confidentiality agreement before receiving access to selected property information and features.

24730 Half Pone Point Rd, Hollywood

Listing courtesy of HomeZu by Simple Choice. Contact: (855) 885-4663
$499,900
3 Beds ⋅ 2 Baths
Rare opportunity to enjoy the perfect blend of country living and everyday convenience! Nestled on 3 private acres in California, Maryland, this charming farmette is just minutes from schools, shopping, restaurants, and PAX Naval Air Station, yet offers the peaceful setting you've been dreaming of. The 1,824 sq ft rambler features 3 bedrooms, 2 full baths, and a spacious floor plan designed for comfortable living. The family room and adjoining sunroom provide a huge open light filled space for gathering, open to the kitchen. The kitchen is equipped with stainless steel appliances, expansive countertops and cabinetry. The primary suite offers a large walk-in closet and private bath. Step outside and enjoy the freedom that comes with owning your own farmette. The property includes a large barn with side run in and includes electricity and water. The barn also showcases a finished upper floor with electric, gas heat and a window unit for A/C that can be used for an office, craft room, or a temperature-controlled storage area. There is also a chicken coop, and plenty of open space for gardening, animals, hobbies, or simply enjoying the outdoors. An oversized 2 car garage (not accessible from inside the house) includes a convenient half bath, making it ideal for projects and/or a workshop space. Relax on the back deck overlooking the scenic property and take in the privacy and tranquility of country living. No HOA. Bring your animals, hobbies, and dreams because this great property offers endless possibilities.

22755 Deerhaven Ln, California

Listing courtesy of JPAR Real Estate Professionals. Contact: 3016844895
$585,000
4 Beds ⋅ 4 Baths
Classic colonial in desirable The Crossing at Riverside Farms neighborhood. Feel like you're in the country on this 1+ acre lot but only minutes to shopping, schools, parks and Pax River Base. Nice open floor plan features a generous open floor plan with spacious kitchen that has ample cabinet and counter space, walk-in pantry, large island and sun room overlooking the fenced backyard. All flow right into a breakfast space and family room. There is a separate living/dining/office space also. The primary suite offers a place of sanctuary with it's luxurious bath and plenty of closet space. Three additional bedrooms, full bath and laundry room round off the 2nd floor. The basement has been recently finished to include a rec room, office, exercise space and full bath. Enjoy the fenced backyard and private above ground pool. 2 Car garage features a Ford EV Charger. Beautiful community with plenty of community space the kids to enjoy kicking a ball around or indulge in the water access which is just a beautiful bonus!

19335 Greens Crossing Ct, Great Mills

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169
$539,900
4 Beds ⋅ 3 Baths
Here's your chance to make your new home in Breton Bay! Nestled on a quiet cul-de-sac in the highly desirable Breton Bay Golf Community, this beautifully maintained home offers the perfect blend of comfort, convenience, and Southern Maryland living. Enjoy a peaceful setting with virtually no through traffic, while still being just minutes from the community beach, pier, waterfront access, Leonardtown Square, restaurants, shopping, and PAX River Naval Air Station. This home features a new roof installed in 2026, a high-efficiency oil furnace/hot water system approximately two years old, endless hot water capability, and a transferable warranty on the furnace system. The insulated 2-car garage adds excellent flexibility with its own mini-split system for year-round heating and cooling, a large attic storage area above the garage, and 50-amp RV electrical service. Spacious outdoor living areas provide the perfect setting for relaxing, entertaining, and enjoying the mature landscaping of this established neighborhood. With no HOA, a sought-after golf community location, nearby beach and pier access, and the privacy of cul-de-sac living, this property offers a wonderful opportunity to enjoy the Breton Bay lifestyle. More photos and details coming soon!

40777 Center 40 Cir, Leonardtown

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169
$645,000
4 Beds ⋅ 4 Baths
Welcome home to this beautifully refreshed home in the sought-after Leonard’s Grant community! Ideally located on Leonard’s Grant Parkway, this move-in ready home features fresh paint and brand-new carpet throughout, offering a clean, updated feel from the moment you step inside. The thoughtfully designed floor plan showcases beautiful hardwood floors, a gourmet kitchen with abundant cabinetry, a spacious walk-in pantry, and a convenient mudroom just off the rear-entry garage. Adding to the home’s incredible value are solar panels, allowing the current owners to enjoy no monthly electricity bill—an exceptional benefit that provides long-term energy savings. Step outside to your fully fenced backyard, where you’ll find an expansive paver patio designed for relaxing and entertaining. Gather around the built-in fire pit, host summer cookouts, or simply unwind in your own private outdoor retreat. Located in one of Leonardtown’s most desirable neighborhoods, Leonard’s Grant offers outstanding community amenities, including a pool, clubhouse, playgrounds, walking trails, tennis and basketball courts, all just minutes from downtown Leonardtown, restaurants, shopping, and not far from NAS Patuxent River. Move-in ready, energy-efficient, and perfectly located, this home offers the ideal combination of comfort

41462 Culpepper Way, Leonardtown

Listing courtesy of RE/MAX One. Contact: 4437718009
$389,000
4 Beds ⋅ 3 Baths
This charming home in the desirable Hickory Hills community offers a perfect blend of comfort and modern living. With four spacious bedrooms and 2.5 baths, this residence is designed for both relaxation and entertaining. The inviting interior features beautiful hardwood floors and ceramic tile, creating a warm atmosphere throughout. The kitchen is equipped with brand new cabinets, granite countertops, and energy-efficient stainless steel appliances, including a built-in microwave, dishwasher, and an ENERGY STAR refrigerator. Enjoy the convenience of a partially finished basement, perfect for a playroom, home office, or extra storage. Step outside to a spacious fenced in backyard and discover community amenities, including a refreshing outdoor pool, tennis courts, playground, and a welcoming clubhouse. The attached two car garage and ample driveway parking ensure convenience for you and your guests. This home offers a perfect balance of outdoor space without overwhelming maintenance. Experience the comfort and community spirit that this lovely home has to offer! Schedule your showing today!

22513 Castle Pollard Way, Great Mills

Listing courtesy of American Homes Realty Group. Contact: (800) 913-8384
$569,000
5 Beds ⋅ 5 Baths
NEW PRICE + FRESH UPDATES IN WILDEWOOD! 23423 Canna Court is now offered at $569,000! More space. More flexibility. More value — and now even more move-in ready. The sellers have just installed brand-new carpet and padding throughout and had the entire property professionally powerwashed, giving this spacious Wildewood home a fresh, clean feel inside and out. Welcome to a beautifully sized 5-bedroom, 4.5-bath home offering the space and flexibility today’s buyers are looking for. Whether you need room for guests, a home office, multi-generational living, a playroom, workout space, or simply more breathing room, this home delivers. The main level offers comfortable everyday living with generous gathering spaces, a practical flow, and room to entertain. The kitchen and dining areas provide plenty of space for meals, hosting, and daily life, while the living areas create a warm and functional setup for relaxing or spending time together. Upstairs, you’ll find spacious bedrooms, including a large primary suite designed to be a true retreat. With multiple bathrooms and plenty of bedroom space, the layout works well for busy households, overnight guests, or anyone who needs dedicated space for work, hobbies, or family. The finished lower level is a major bonus and adds incredible flexibility. Use it as a guest suite, rec room, media room, home gym, office, hobby area, or extended living space. With a full bathroom on the lower level, the possibilities are wide open. Outside, the recent powerwashing gives the property a refreshed exterior appearance, helping buyers feel the care that has gone into preparing this home for the market. And the location? Hard to beat. Wildewood remains one of Southern Maryland’s most convenient and sought-after communities, with easy access to NAS Patuxent River, shopping, dining, schools, medical facilities, commuter routes, and community amenities including pools, clubhouse, sports courts, playgrounds, walking paths, and more. With nearby homes pushing into the $600K+ range, this new price makes 23423 Canna Court a serious value play in Wildewood. Even better — the sellers are open to seller contributions with the right offer, giving buyers added flexibility and opportunity. Brand-new carpet and padding. Freshly powerwashed. 5 bedrooms. 4.5 baths. Finished lower level. Wildewood location. New price. This is the kind of space, location, and value buyers have been waiting for. Schedule your showing today before another buyer spots the opportunity.

23423 Canna Ct, California

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169
$480,000
4 Beds ⋅ 3 Baths
A grand double-door entrance welcomes you into the foyer then head up to main level featuring hardwood floors, a spacious living room, a formal dining room perfect for gatherings, and kitchen with ample cabinet space, and room to expand. The main level also includes primary suite with a private bath alongside two additional bedrooms and a hall bath. The expansive lower level features a recreation room anchored by a cozy wood-burning insert fireplace, a huge fourth bedroom, a third full bath, dedicated laundry, storage, and an ideal workspace. Entertain effortlessly on the massive deck spanning the entire width of the home, or relax below on the full-width covered patio providing perfect shade. Additional Amenities: Attached two-car garage plus plenty of driveway parking. Detached outbuilding equipped with electricity, perfect for a workshop or extra storage. Exceptional storage solutions with two separate attics. All of this and more at a prime location situated on a lush lot directly across from the local community park.

37580 Asher Rd, Mechanicsville

Listing courtesy of Home Towne Real Estate. Contact: 8882252736
$429,000
3 Beds ⋅ 2 Baths
**Seller offering $10,000 in Closing Help** Step into this ONE level, completely renovated home that was stripped down to the studs and everything was replaced from the roof to the floor, new well, and connected to public sewer in 2022. Expand without having to worry about where the septic or septic reserve area is. See and feel the craftsmanship that was put in with wood flooring, stainless appliances, sought after barn type door bedroom closets, Primary step in glass/tile shower, and tiled secondary bath. This is like getting a brand new home at a secondary home price. All of this so close to Leonardtown, the hospital, schools, and shopping. See it today!

23898 Speith Rd, Leonardtown

Listing courtesy of RE/MAX One. Contact: 4437718009
$624,900
5 Beds ⋅ 3 Baths
Spacious Colonial in sought-after Ben Oaks community. Original owners, well-maintained. Open main-level featuring stunning new hardwood floors, a dramatic two-story foyer, formal dining room, sitting room and a first-floor bedroom and full bath, which can serve as a home office, ideal for remote work. The spacious living area centers around a cozy gas fireplace and flows seamlessly into the breakfast room and gourmet kitchen, complete with new luxury vinyl tile, a large center island, granite countertops, gas cooktop, double wall ovens, 42"-cabinetry, and a convenient pantry. Upstairs, the Primary Suite features dual sinks, a water closet, a separate shower, and a corner SaniJet tub for a hydrotherapy spa experience. Three additional bedrooms, a full bath, and laundry room complete the upper level. A full walkout basement with 3-piece rough-in for a full bath, 9' ceilings, sliding doors to the backyard, plenty of natural daylight. FOUR-CAR garage -- plenty of room for extra cars, hobbyists, and storage. Convenient access to Three Notch/235 -- just 19 miles to NAS Patuxent River, 20 miles to Dahlgren, 28 miles to Joint Base Andrews, and approximately 35 miles to Washington. 20 min to Waldorf and just 10 min to the brand-new Weis, Aldi, and other shopping coming soon to Mechanicsville. Ben Oaks is a community of pastoral charm, with 2+ acre lots, gentle rolling hills, and curving streets. The HOA maintains an open green space for gatherings and a play area.

28177 Ben Oaks Dr, Mechanicsville

Listing courtesy of RE/MAX One. Contact: 4437718009
$649,000
5 Beds ⋅ 4 Baths
Welcome to this home in the desirable Leonard's Grant community, tucked toward the back of the neighborhood and featuring a large fenced backyard and composite deck—perfect for outdoor entertaining and everyday enjoyment. Upon entering, you're greeted by a grand staircase and a front living room with built-in bookshelves that flows seamlessly into the formal dining room and kitchen. The spacious gourmet kitchen offers double ovens, ample cabinetry, and an eat-in area that opens to the comfortable great room with a gas fireplace. The main level also includes a powder room and a convenient laundry room that doubles as a mudroom just off the garage. Upstairs, the generous primary suite features a large bedroom, a private bath with a corner soaking tub and oversized shower, and plenty of space to relax. Three additional bedrooms complete the upper level. The finished basement provides additional living space, including a fifth bedroom, along with abundant unfinished storage space. With no carpet anywhere in the home, this property offers easy maintenance and a clean, updated feel.

23591 Margrave Dr, Leonardtown

Listing courtesy of RE/MAX One. Contact: 4437718009
$399,000
4 Beds ⋅ 3 Baths
Welcome to 42205 Ridge Road in Mechanicsville, a move-in ready Colonial located in the established St. Mary's Beach community. Renovated in 2018, this 4 bedroom, 3 full bathroom home offers a comfortable and functional layout. The main level features a welcoming foyer, kitchen and dining area, breakfast nook, crown molding, and a full bathroom. Upstairs, you'll find all four bedrooms, including the primary suite with its own private bath. Outside, the home is perfectly positioned on the property, creating a sense of privacy and providing plenty of space between neighboring homes. Enjoy the circular paved driveway, patio, porch, mature landscaping, and storage shed. Located just minutes from Snow Hill Park and Beach, you'll have easy access to kayaking, fishing, picnicking, and waterfront recreation while still enjoying the peaceful setting of home. Whether you're looking for your first home, your next chapter, or simply a place to enjoy everything Southern Maryland has to offer, this well-maintained home is ready for its next owner.

42205 Ridge Rd, Mechanicsville

Listing courtesy of Five Star Real Estate. Contact:

$499,000
3 Beds ⋅ 2 Baths
One owner for almost 60 years! Home recently had new roof, new windows, new doors, and appliances. If you desire no subdivision, 1+ acres, detached garage/workshop, extra outside storage, secluded area, centrally located, and ONE level, this may be what you're looking for. Unfinished walk up/out basement with french drains, centrally located in Hollywood close to park. Close to downtown Leonardtown, hospital, shopping, and schools.

24301 Old Hollywood Rd, Hollywood

Listing courtesy of RE/MAX One. Contact: 4437718009
$579,900
4 Beds ⋅ 3 Baths
Welcome to 23636 Gunnell Drive in Leonardtown! This spacious 4-bedroom, 2.5-bath colonial offers nearly 3,000 square feet of comfortable living space on a beautifully maintained 0.51-acre lot. Step inside to discover fresh updates, including new carpet and luxury vinyl plank flooring, creating a move-in ready home with a modern feel. The thoughtfully designed floor plan provides ample room for everyday living, entertaining, and working from home. The inviting family room features a cozy pellet stove, adding warmth and character during cooler months. Upstairs, you'll find four generously sized bedrooms, including a spacious primary suite with a private bath and plenty of closet space. The unfinished basement offers endless possibilities for future expansion, storage, a workshop, home gym, or recreation area. Adding to its potential, the basement is already equipped with a bathroom rough-in and a grinder pump cutout, making it easier to finish the space and add an additional bathroom in the future. Outside, enjoy privacy and peace of mind in the fully fenced backyard featuring a 6-foot privacy fence—perfect for pets, play, gardening, or outdoor gatherings. The attached two-car garage provides convenience and additional storage. Additional updates include a professionally installed radon mitigation system, offering added value and peace of mind. Ideally located just minutes from downtown Leonardtown, shopping, dining, schools, and commuter routes, this well-maintained home offers the perfect combination of space, comfort, and future potential. NOTE: Some photos have been virtually staged to show the home's possibilities. Don't miss your opportunity to make this beautiful property your next home!

23636 Gunnell Dr, Leonardtown

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$450,000
3 Beds ⋅ 1 Baths
COMING SOON. WATERFRONT RAMBLER WITH 3 BEDROOM 1 BATH.

40626 Waterview Dr, Mechanicsville

Listing courtesy of NOVA Brokers, LLC.. Contact:

$749,000
4 Beds ⋅ 4 Baths
Experience waterfront living at its finest in this beautifully renovated home overlooking Saint Clements Bay. Designed to maximize the breathtaking water views, this light-filled home features an open-concept floor plan that seamlessly blends comfortable everyday living with exceptional entertaining space. Offering 4 bedrooms, 2 full baths, and 2 half baths, the home has been extensively renovated from top to bottom with quality craftsmanship and modern coastal finishes. Expansive windows showcase stunning bay views throughout much of the home, while the spacious waterfront deck and extensive waterside patio create the perfect setting for outdoor dining, entertaining, or simply relaxing while enjoying the scenery. The private L-shaped pier provides direct access to boating, fishing, kayaking, paddleboarding, and all the recreational opportunities waterfront living has to offer. Recent renovations include a new central heating, air conditioning, and ventilation system; new plumbing and electrical throughout; a beautifully updated kitchen with new cabinetry, quartz countertops, and brand-new appliances (dishwasher is original); new engineered hardwood flooring, ceramic tile, and carpet throughout; fully renovated bathrooms featuring new vanities, toilets, tubs/showers, and fixtures; a new water heater; repaired and reinforced floor joists, roof joists, and subflooring where needed; repaired foundation; new attic insulation; brand-new siding; a new roof with 50-year architectural shingles; termite treatment; and a crawl space enhanced with a dehumidifier, insulation, and vapor barrier. Outdoor improvements include a new low-maintenance artificial lumber deck with steps leading to the pier, as well as reset pavers with a new setting bed for the expansive waterfront patio and front sidewalk. Ideally located just minutes from Leonardtown Square, this exceptional waterfront property offers the perfect combination of stunning views, extensive renovations, modern amenities, and convenient access to shopping, dining, and local attractions. Enjoy the best of coastal living in a home where every day feels like a getaway.

22393 Saint Clements Ave, Leonardtown

Listing courtesy of Allfirst Realty, Inc.. Contact: 4433201344
$1,300,000
4 Beds ⋅ 4 Baths
Location, location, location! Waterfront contemporary home on Patuxent River tucked in a protected cove. 180 degree view from Solomons Bridge all the way up the Patuxent River. 190' pier with lift and deep water. Home is nestled between Solomons, Leonardtown and a 15 Minute drive to PAX NAS on quiet lane. Spacious, open contemporary floorplan with main level primary bedroom and bath, wood burning stone-faced fireplace and multiple decks. 150 feet of waterfront with riprap. Home is in very good condition. Lovely circular driveway with separate workshop with its own meter. Lots of mature landscaping. No turn around, please no drive-bys.

45842 Patuxent Lane, California

Listing courtesy of KW Metro Center. Contact: (703) 535-3610
$730,000
5 Beds ⋅ 4 Baths
Welcome to this exceptional home in the sought-after Leonard’s Grant community, where timeless design, quality finishes, and incredible indoor and outdoor living come together. From the inviting front porch to the private, tree-lined backyard, every space has been thoughtfully designed for comfortable living and effortless entertaining. Inside, stunning Tigerwood floors flow throughout much of the home, creating warmth and elegance. The main level features a private office, a spacious formal dining room, and a gourmet kitchen with abundant cabinetry, generous workspace, and a large walk-in pantry. The kitchen opens seamlessly to the bright, welcoming great room, while the spectacular sunroom is filled with natural light and overlooks the peaceful backyard. Step outside to the composite deck, which leads to a beautiful paver patio, offering multiple outdoor living spaces to relax, entertain, and enjoy the fenced backyard that backs to mature trees. Convenience continues with a main-level laundry room located just off the kitchen. Upstairs, the luxurious primary suite is a true retreat, complete with a spacious sitting area, an enormous walk-in closet, and a spa-inspired bath featuring a soaking tub and an oversized walk-in shower. Three additional bedrooms are located on the upper level, including a private guest suite with its own attached bathroom. The upper-level landing, accented by beautiful wood flooring, adds to the home’s open and elegant feel. The finished walk-out basement expands your living space with a large fifth bedroom, full bath, theater room, recreation room, and a wet bar—perfect for movie nights, entertaining, or hosting overnight guests. Walk directly out to the paver patio and enjoy the privacy of the backyard. Call for an appointment today!

23628 Belmar Dr, Leonardtown

Listing courtesy of RE/MAX One. Contact: 4437718009
$550,000
3 Beds ⋅ 2 Baths
Priced below tax assessed value, this rare waterfront retreat on beautiful White’s Neck Creek offers a renovated guest house, private dock, and true Southern Maryland charm. Set on over half an acre in the established River Springs waterfront community, 37526 River Springs Road offers the kind of lifestyle buyers wait years to find: peaceful water views, navigable creek access, private outdoor space, and a move-in ready setting that feels tucked away while still being accessible. The main residence is warm, inviting, and tastefully updated with comfortable living spaces, natural light, and serene views of the water and surrounding trees. What truly sets this property apart is the renovated waterfront guest house, creating a rare two-residence setup ideal for visiting family, extended stays, a private office, studio, or flexible guest accommodations. Outdoor living is the centerpiece. Enjoy mornings by the creek, evenings on the deck, and weekends crabbing, fishing, kayaking, or relaxing by the water. The property also features a private dock, crab/oyster shack, and a large storage/workshop building near the front of the property, offering excellent space for tools, equipment, hobbies, waterfront gear, or future possibilities. Located near St. Catherine Island and Bullock Island, this property combines renovated living space, guest accommodations, usable land, private dockage, and memorable water views in one truly special creekside setting. Schedule your showing and experience the waterfront lifestyle for yourself.

37526 River Springs Rd, Avenue

Listing courtesy of Innovation Properties, LLC. Contact: 7037824422
$529,900
5 Beds ⋅ 4 Baths
This is the home you've waited for! Privacy and Southern Maryland charm come together on nearly 1.5 acres at the end of a peaceful cul-de-sac. This tree-lined property creates a secluded retreat just 2 miles from the beach and features an impressive ¾-acre privacy-fenced backyard, offering endless space for entertaining, pets, play, and outdoor enjoyment. It is conveniently located with easy access to Washington, DC, Northern Virginia, and Pax River Naval Air Station. This home checks all the boxes—and then some. Beyond move-in ready, every detail has been updated to reflect today's most desirable design trends while maintaining the warmth and character that make this home truly special. Just unpack your belongings, fire up the grill, invite friends and family over for summer gatherings, and spend your evenings stargazing from your own private backyard. Inside, you'll find 5 bedrooms, 3.5 bathrooms, and three finished levels designed for comfortable living and effortless entertaining, including a new roof in 2024. The bright, open-concept floor plan welcomes you with stunning wrought-iron staircases, a dedicated home office featuring an in-wall electric fireplace, and a beautifully renovated kitchen complete with stainless steel appliances, a Samsung Family Hub touchscreen refrigerator, a spacious breakfast nook, and gorgeous Carrara quartz countertops. Even the designer laundry room has been thoughtfully upgraded. Upstairs, you'll discover four generously sized bedrooms and two updated, renovated bathrooms showcasing designer tilework and rainfall shower fixtures. The spacious lower level is an entertainer's dream, featuring a complete wet bar with built-in sink, refrigerator, and wine cooler. Double barn doors lead to a dedicated theater room that currently serves as the fifth bedroom or as a home theater. The outdoor living spaces are equally impressive. Enjoy Maryland summers from the glass-enclosed screened sunroom—perfect for crab feasts and gatherings—or relax on one of two rear decks overlooking the expansive fenced yard, fire pit, and peaceful surroundings. Additional features include a covered carport with upgraded RV power hookup, two large sheds with electricity that are ideal for workshops, hobbies, or storage, and a new septic tank installed in May 2022. This is more than a home—it's a lifestyle. Opportunities like this are rare, and 30020 Tomahawk Court is ready to welcome its next owners home.

30020 Tomahawk Ct, Mechanicsville

Listing courtesy of Redfin Corp. Contact: 3016586186
$395,000
5 Beds ⋅ 3 Baths
This move-in-ready 5-bedroom, 3-bath split-foyer home offers modern comfort and timeless appeal. Enjoy all-new windows, HVAC, water heater, kitchen cabinetry, stainless-steel appliances, and updated baths—every detail has been refreshed with quality in mind. The spacious layout features spacious bedrooms with ceiling fans in every room for year-round comfort. A covered deck off the dining room overlooks the large in-ground pool, creating the perfect setting for relaxing or entertaining. Located just minutes from PAX River, shopping, and dining, this home offers convenience for work and leisure. Nearby parks, Solomons Island, and ongoing area growth make this a vibrant place to live. Move in with No Money Down 100% USDA Financing if qualified.

21491 Lynn Dr, Lexington Park

Listing courtesy of Green Home Realty, LLC. Contact: (240) 515-8221
$260,000
3 Beds ⋅ 1 Baths
New roof, new siding, New flooring,New cabinets,New HVAC. New Windows. 3br 1 ba. Perfect USDA home. Nice front yard. Close to play ground.

21352 Cambridge Ave, Lexington Park

Listing courtesy of Samson Properties. Contact: 4439757555
$875,000
4 Beds ⋅ 4 Baths
The Landings at Piney Point is a highly sought-after waterfront community offering exceptional amenities and a true coastal lifestyle. Residents enjoy one of the most beautiful private beaches in Southern Maryland, along with a community pool, tennis court, playground, harbor with boat slips, boat trailer storage, and more. Whether you enjoy boating, fishing, kayaking, or simply relaxing by the water, this community offers something for everyone. Conveniently located just a short commute from Naval Air Station Patuxent River, The Landings provides the perfect balance of peaceful waterfront living and everyday convenience. This home offers numerous upgrades and exceptional features, including new shingles, siding, gutters, a stone-front garage, and beautiful hardscaping in both the front and back yards. On the waterfront side, a fire pit creates the perfect setting for relaxing evenings by the water and space for grilling. The home is filled with natural light, thanks to dramatic wall-to-wall windows topped with transom windows that showcase the stunning water views. There are two spacious primary suites, one on the main level and one on the upper level—both with soaking tubs, dual sinks, and separate showers. The upper level has a balcony for enjoying lovely sunsets. Situated on one of the largest lots in The Landings, this beautiful, level 0.409-acre property overlooks the harbor and includes a deeded boat slip # 69 with a lift is located directly in front of the home. The slip size is 25 ' x 10'. Water source available. Seller is unsure of the capacity of the boat lift; it appears to be 8,000-10,000 LBS. The wooden platform that is on top of the lift is for launching kayaks. Additional features include an in-ground electric fence for pets and recent landscaping with beautiful trees and shrubs that enhance the property’s charm and privacy. The main level features a wide-open floor plan with wall-to-wall windows to enhance the view. The spacious bedrooms offer comfort and character, each with its own special features, making this waterfront home truly one of a kind.

17597 Whitestone Dr, Tall Timbers

Listing courtesy of O'Brien Realty ERA Powered. Contact: 3018632400
$85,000
3 Beds ⋅ 2 Baths
Property is being sold strictly as-is. Utilities are on and working, please feel free to reach out to the listing agent with any questions!

19980 Courtneyville Rd, Park Hall

Listing courtesy of The Southside Group Real Estate. Contact: 3019703636
$7,500,000
4 Beds ⋅ 3 Baths
Nestled within the prestigious St. Jeromes subdivision, this exquisite Bayfront residence offers an unparalleled lifestyle defined by luxury and tranquility. Spanning over 175 acres just with the main house, this coastal architectural masterpiece seamlessly blends sophisticated design with nature's beauty, providing a serene retreat for discerning homeowners. Step inside to discover a harmonious open floor plan adorned with rich hardwood. The expansive family room, complete with a cozy wood-burning fireplace and elegant mantel, invites relaxation and gatherings. The kitchen is a culinary enthusiast's dream, featuring an island, ample pantry space, and an inviting eat-in area. The primary suite is a sanctuary of comfort, boasting a Bayfront view, and a luxurious primary bath equipped with a walk-in shower. Additional highlights include built-ins, recessed lighting, and a dedicated entry-level bedroom, ensuring convenience and style throughout. The exterior of this residence is equally impressive, showcasing extensive hardscaping that enhances the property's aesthetic appeal. Enjoy the ultimate outdoor lifestyle with a private beach, perfect for sunbathing or leisurely strolls along the sandy shore. The roof deck offers panoramic views of the Chesapeake Bay, while the tennis court (should you choose to restore it) provides an active lifestyle option right at your doorstep. Multiple patios and decks create inviting spaces for al fresco dining and entertaining, all set against a backdrop of lush greenery and serene Chesapeake Bay views. This premium lot is a true gem, bordered by trees and offering a secluded atmosphere that feels worlds away from the hustle and bustle. With direct access to the Bay, indulge in fishing, boating, or simply soaking in the natural beauty that surrounds you. Ample parking with an attached garage and expansive driveway. Breathtaking views of the Bay, pond, and wooded areas create a picturesque setting that changes with the seasons. Located just steps from the water's edge, this home offers a unique opportunity to embrace a lifestyle centered around nature and luxury. With over 6,136 feet of water-frontage, this property provides direct access to the Chesapeake Bay, where swimming, kayaking, and water skiing await. This exceptional residence is not just a home; it's a lifestyle choice that embodies luxury, comfort, and the beauty of nature. Experience the ultimate in coastal living, where every day feels like a vacation. Sale includes 91 lots in St. Jeromes shores and 71 lots in Bay Harbor totaling approximately 280 acres. There is nothing else like this in Southern Maryland. Your legacy awaits.

50645 Holly Point Rd, Dameron

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169
$749,900
8 Beds ⋅ 3 Baths
Welcome to this truly one-of-a-kind Mechanicsville property offering an incredible combination of space, style, and functionality! Situated on a beautiful 1.6-acre lot, this impressive home features 8 bedrooms and has been thoughtfully updated to create the perfect blend of modern luxury and comfortable living. The heart of the home is the stunning, fully renovation, highlighted by an expansive open-concept design that's perfect for entertaining. The gourmet kitchen is a showstopper, featuring a massive center island, custom cabinetry, stylish finishes, abundant counter space, huge walk in pantry and an effortless flow into the living and dining areas. Whether you're hosting holiday gatherings or everyday family meals, this space was designed to bring people together. The spacious primary suite offers a private retreat with a luxurious spa-inspired bathroom, complete with a freestanding soaking tub, oversized custom tile shower, elegant finishes, and a large walk-in closet. Throughout the home you'll find generous rooms, updated flooring, abundant natural light, and flexible living spaces ideal for multi-generational living, large families, home offices, guest accommodations, or hobby rooms. Outside, enjoy the privacy and possibilities of 1.6 acres, offering plenty of room for outdoor entertaining, The Custom Brick Patio and fireplace with grill and Firepit are perfect for enjoying the peaceful Southern Maryland setting. With eight bedrooms, extensive renovations, a magazine-worthy kitchen, spa-like owner's suite, and room to spread out both inside and out, opportunities like this rarely come along. This is the home you've been waiting for!

27656 Cannon Ln, Mechanicsville

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169