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This 1,600+ square foot cottage offers the ultimate foundation for your custom coastal retreat. Nestled on the serene shores of McKays Cove, several major exterior capital improvements are already complete. The structure features a brand-new Amish-built roof, new gutters, and premium new Andersen windows throughout. Personal Boat Ramp: Private ramp for seamless watercraft launching and only one in the community. Private Pier: Sturdy, deep-water access steps from your back door. New Rip Rap: Fresh shoreline reinforcement ensures long-term erosion protection. Large propane tank which is almost full for newly installed gas log fireplace & furnace. All supporting floor beams in the crawl space have been addressed. Blank Canvas Interior: Down-to-the-studs flexibility ready for your custom layout. Generous Footprint: Over 1,600 square feet of customizable living space facing a waterfront picturesque view. This home will be perfect for the generational waterman looking to be in the Potomac River within just a few minutes or the city resident who is looking to escape for the weekend. Several homes on the street have had a complete overhaul and the home next door is just about completed. Now is your turn to create your waterfront dream!

18800 Mckays Beach Rd, Leonardtown

Listing courtesy of RE/MAX One. Contact: 4432956123

$679,900

From its inviting curb appeal to its spacious, thoughtfully designed interior, this stunning brick-front Colonial offers nearly 4,500 square feet of finished living space and is perfectly situated on a private 1-acre corner lot in the sought-after Forrest Farm community. Featuring 5 bedrooms and 3.5 baths, this exceptional home is designed for both comfortable everyday living and effortless entertaining. The main level welcomes you with an inviting foyer, elegant formal dining room, spacious sitting room/formal living room, and a private home office. The impressive two-story great room features a cozy gas fireplace and flows seamlessly into the gourmet kitchen, complete with recently replaced stainless steel appliances, abundant cabinetry, and generous prep space. Upstairs, you'll find spacious bedrooms, including a luxurious primary suite with vaulted ceilings designed as a private retreat. The fully finished lower level adds incredible versatility with a large recreation room, fifth bedroom, and full bath - perfect for guests, multigenerational living, or additional entertaining space. Step outside to enjoy the expansive deck overlooking the fully fenced backyard, offering plenty of room for outdoor gatherings, pets, and play. Additional highlights include a shed, side-load two-car garage, beautiful curb appeal, and an unbeatable corner-lot setting. Minutes to PAX NAS! Close to Restaurants, Schools, and Shopping!

From its inviting curb appeal to its spacious, thoughtfully designed interior, this stunning brick-front Colonial offers nearly 4,500 square feet of finished living space and is perfectly situated on a private 1-acre corner lot in the sought-after Forrest Farm community. Featuring 5 bedrooms and 3.5 baths, this exceptional home is designed for both comfortable everyday living and effortless entertaining. The main level welcomes you with an inviting foyer, elegant formal dining room, spacious sitting room/formal living room, and a private home office. The impressive two-story great room features a cozy gas fireplace and flows seamlessly into the gourmet kitchen, complete with recently replaced stainless steel appliances, abundant cabinetry, and generous prep space. Upstairs, you'll find spacious bedrooms, including a luxurious primary suite with vaulted ceilings designed as a private retreat. The fully finished lower level adds incredible versatility with a large recreation room, fifth bedroom, and full bath - perfect for guests, multigenerational living, or additional entertaining space. Step outside to enjoy the expansive deck overlooking the fully fenced backyard, offering plenty of room for outdoor gatherings, pets, and play. Additional highlights include a shed, side-load two-car garage, beautiful curb appeal, and an unbeatable corner-lot setting. Minutes to PAX NAS! Close to Restaurants, Schools, and Shopping!

23017 Holloway Ct, Hollywood

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$249,900

Spacious Callaway townhome with plenty of room to make your own. The main level features an eat-in kitchen and a large living room that opens directly to the deck and private backyard. Upstairs, you’ll find two generously sized bedrooms, one with a private en suite bathroom and the other with direct access to a full hall bathroom. The finished lower level offers a versatile recreation room with space for a home office, gym, or additional living area. Recent improvements include newer backyard fencing and a roof replaced in 2022 with a 50-year warranty. Centrally located in Callaway with convenient access to shopping, dining, NAS Patuxent River, Leonardtown, and destinations throughout St. Mary’s County.

2 Beds ⋅ 3 Baths

Spacious Callaway townhome with plenty of room to make your own. The main level features an eat-in kitchen and a large living room that opens directly to the deck and private backyard. Upstairs, you’ll find two generously sized bedrooms, one with a private en suite bathroom and the other with direct access to a full hall bathroom. The finished lower level offers a versatile recreation room with space for a home office, gym, or additional living area. Recent improvements include newer backyard fencing and a roof replaced in 2022 with a 50-year warranty. Centrally located in Callaway with convenient access to shopping, dining, NAS Patuxent River, Leonardtown, and destinations throughout St. Mary’s County.

20811 Harlequin Ln, Callaway

Listing courtesy of Century 21 Redwood Realty. Contact: 5405331279

$399,000

Build your dream home in one of Leonardtown's most desirable locations! Welcome to Parcel 323, Tract 2, a newly created homesite just moments from the heart of historic downtown Leonardtown. Perfectly positioned to take advantage of beautiful water views of Breton Bay, this exceptional parcel offers the opportunity to enjoy the best of small-town coastal living. Imagine strolling to Leonardtown's charming shops, restaurants, coffee houses, wineries, and waterfront Wharf, where you'll enjoy year-round events, live music, kayaking, and breathtaking sunsets. Whether you're looking to build your primary residence or a weekend retreat, this property offers an unbeatable combination of convenience, scenic surroundings, and walkable lifestyle. A recent survey has already been completed by the sellers and markers are present and visible. Buyers are responsible for verifying all building requirements, permitted uses, utility connection and development plans with the Town of Leonardtown and the St. Mary's County Permitting Office. Don't miss this rare opportunity to build in one of Southern Maryland's most sought-after waterfront communities while enjoying the charm, history, and vibrant atmosphere of downtown Leonardtown.

Parcel 323 Tract 2 Washington Street, Leonardtown

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$495,000

Waterfront on Smith Creek! Just in time for summer fun, this waterfront rambler, with private pier, will have you fishing and crabbing from morning until night. Hardwood flooring greets you upon entering and flows throughout most of the main level. Tilt-out windows and a screened porch ideal for relaxing and enjoying all the sights and sounds of living on the water. New paint and ceiling fans throughout add a fresh new look. All the electric upstairs has been replaced. Roof is 2 years old. Septic is newer to include drain-fields and distribution box. Washer and dryer and well pump are 2-3 years old. The basement is unfinished and a blank canvas to make your own. Situated on a shaded lot with approximately 100 feet of waterfront, the property also features a paved driveway, generous parking, and a handicap-accessible ramp. Tucked away on a quiet dead-end street, yet conveniently located near Webster Field, this all-electric home offers privacy, comfort, and plenty of potential. Come see everything this waterfront property has to offer! Additionally, this home is not in the flood plain.

Waterfront on Smith Creek! Just in time for summer fun, this waterfront rambler, with private pier, will have you fishing and crabbing from morning until night. Hardwood flooring greets you upon entering and flows throughout most of the main level. Tilt-out windows and a screened porch ideal for relaxing and enjoying all the sights and sounds of living on the water. New paint and ceiling fans throughout add a fresh new look. All the electric upstairs has been replaced. Roof is 2 years old. Septic is newer to include drain-fields and distribution box. Washer and dryer and well pump are 2-3 years old. The basement is unfinished and a blank canvas to make your own. Situated on a shaded lot with approximately 100 feet of waterfront, the property also features a paved driveway, generous parking, and a handicap-accessible ramp. Tucked away on a quiet dead-end street, yet conveniently located near Webster Field, this all-electric home offers privacy, comfort, and plenty of potential. Come see everything this waterfront property has to offer! Additionally, this home is not in the flood plain.

17248 Gum Landing Rd, Saint Inigoes

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169

$110,000

Calling all hunters, ATV enthusiasts, and outdoor lovers! Two parcels in one! Adjoining lots in the Scotland/Ridge area of SOMD, offer 27.5 acres for your own private recreational retreat! This rural location is only minutes from local shopping, restaurants, and Pt. Lookout State Park. Hunt through the seasons for a variety of game, blaze ATV or moto-cross trails, camp out in your own nature reserve, or practice your shooting and archery skills. While the water table is too high for residential dwellings, pole buildings or storage facilities may be permitted. Make repeat returns on your investment, by enrolling in the MD Forestry Management Program, occasionally thinning timber on the property. With the right to farm, clear some acreage and do some planting, and livestock could be an option if applicable permits were obtained. Live inland? Store your boat, as local marinas and Point Lookout State Park allow easy access to greatChesapeake Bay and Potomac River fishing. Request a showing today, and don't miss your opportunity at this slice of SOMD outdoor paradise! (Buyers are responsible for their own due diligence and verifying any information provided. Sellers do not represent accuracy or warrant any information about potential water supply, percolation, zoning or land use)

Point Lookout Rd, Scotland

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169

$430,000

***Just 10 minutes away from Pax River Naval Base*** This property offers an effortless commute for military, contractors, and buyers looking for an easy commute. This almost new, built in 2025, townhouse comes packed with modern upgrades. Designed for premium comfort, the main level features built-in, in-ceiling speakers for seamless whole-house audio, a gorgeous designer kitchen complete with stainless steel appliances, and an EV charger in the garage. Walk right out to your private, screened deck; the perfect, insect-free spot to unwind or host a weekend gathering.Peace of mind comes standard with a fully integrated security system already in place. Tucked away in a quiet Great Mills pocket, this hidden gem keeps you close to local schools, neighborhood dining, and daily conveniences. Upgrade your lifestyle and your daily commute with this turn-key, like-new home. Schedule your tour today.

***Just 10 minutes away from Pax River Naval Base*** This property offers an effortless commute for military, contractors, and buyers looking for an easy commute. This almost new, built in 2025, townhouse comes packed with modern upgrades. Designed for premium comfort, the main level features built-in, in-ceiling speakers for seamless whole-house audio, a gorgeous designer kitchen complete with stainless steel appliances, and an EV charger in the garage. Walk right out to your private, screened deck; the perfect, insect-free spot to unwind or host a weekend gathering.Peace of mind comes standard with a fully integrated security system already in place. Tucked away in a quiet Great Mills pocket, this hidden gem keeps you close to local schools, neighborhood dining, and daily conveniences. Upgrade your lifestyle and your daily commute with this turn-key, like-new home. Schedule your tour today.

22503 E Maxine Way, Great Mills

Listing courtesy of The Southside Group Real Estate. Contact: 3019703636

$624,900

Charming Home in Prime Leonardtown Location This inviting home sits in the heart of historic Leonardtown— a highly sought-after community with easy access to schools, the hospital, parks, restaurants, and shops. Inside, an open floor plan with abundant natural light creates a welcoming feel. A flexible main-level room works perfectly as a bedroom, office, or playroom. The separate dining room connects through a butler’s pantry to a full walk-in pantry and flows into a modern kitchen featuring granite counters, upgraded cabinetry, stylish subway tile backsplash, large center island, gas cooktop, double wall ovens, and a premium Samsung Bespoke 4-drawer refrigerator with beverage center. The kitchen flows to an eat-in area and a cozy family room with gas fireplace flanked by beautiful custom built-ins. A powder room completes the main level. Luxury vinyl plank flooring runs throughout the main level and upstairs hallway, with hardwood stairs. Upstairs, the spacious primary suite includes a deluxe bathroom with dual sinks, soaking tub, ceramic-tiled shower, and a large walk-in closet. Three additional generous bedrooms, another full bath, and a sizable laundry room round out the upper level. The finished lower level offers a flex room, family room, full bath, and excellent storage. Outside, enjoy a composite deck, fully fenced yard, and firepit — perfect for relaxing or entertaining. Additional highlights include a 2-car garage and owned solar panels that keep utility bills impressively low. Enjoy resort-style living with neighborhood amenities including a spacious clubhouse, a 3,500 sq ft pool with separate kiddie pool, tennis and basketball courts, playground, and walking trails. Ideal location, thoughtful layout, and move-in ready condition — this home checks every box.

4 Beds ⋅ 4 Baths

Charming Home in Prime Leonardtown Location This inviting home sits in the heart of historic Leonardtown— a highly sought-after community with easy access to schools, the hospital, parks, restaurants, and shops. Inside, an open floor plan with abundant natural light creates a welcoming feel. A flexible main-level room works perfectly as a bedroom, office, or playroom. The separate dining room connects through a butler’s pantry to a full walk-in pantry and flows into a modern kitchen featuring granite counters, upgraded cabinetry, stylish subway tile backsplash, large center island, gas cooktop, double wall ovens, and a premium Samsung Bespoke 4-drawer refrigerator with beverage center. The kitchen flows to an eat-in area and a cozy family room with gas fireplace flanked by beautiful custom built-ins. A powder room completes the main level. Luxury vinyl plank flooring runs throughout the main level and upstairs hallway, with hardwood stairs. Upstairs, the spacious primary suite includes a deluxe bathroom with dual sinks, soaking tub, ceramic-tiled shower, and a large walk-in closet. Three additional generous bedrooms, another full bath, and a sizable laundry room round out the upper level. The finished lower level offers a flex room, family room, full bath, and excellent storage. Outside, enjoy a composite deck, fully fenced yard, and firepit — perfect for relaxing or entertaining. Additional highlights include a 2-car garage and owned solar panels that keep utility bills impressively low. Enjoy resort-style living with neighborhood amenities including a spacious clubhouse, a 3,500 sq ft pool with separate kiddie pool, tennis and basketball courts, playground, and walking trails. Ideal location, thoughtful layout, and move-in ready condition — this home checks every box.

41444 Osborne Ln, Leonardtown

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169

$799,900

Live the Chesapeake Bay lifestyle on historic St. George Island! This beautifully renovated waterfront Colonial sits on 2.2 private acres with 40 feet of waterfront on St. George Creek, offering spectacular sunset views, a private pier (2019), and direct access to boating, fishing, crabbing, and kayaking. Originally built in 1927 and renovated in 2018, the property features a 3BR/2BA main home with an open floor plan, cozy fireplace, water-view primary suite, and dedicated home office. Above the oversized detached garage is a private 1BR/1BA guest suite, perfect for guests, multigenerational living, a home office, or rental income. The oversized garage, attached carport, and expansive grounds provide plenty of space for hobbies, entertaining, boats, and outdoor toys. Qualified buyers may assume the seller's VA loan, offering a potential financing advantage. According to the sellers, flood insurance is not currently required, and the home has never flooded based on current and prior owner history. Conveniently located just 20 minutes from NAS Patuxent River, this is a rare opportunity to own a private waterfront retreat with the perfect balance of peaceful island living and everyday convenience.

5 Beds ⋅ 3 Baths

Live the Chesapeake Bay lifestyle on historic St. George Island! This beautifully renovated waterfront Colonial sits on 2.2 private acres with 40 feet of waterfront on St. George Creek, offering spectacular sunset views, a private pier (2019), and direct access to boating, fishing, crabbing, and kayaking. Originally built in 1927 and renovated in 2018, the property features a 3BR/2BA main home with an open floor plan, cozy fireplace, water-view primary suite, and dedicated home office. Above the oversized detached garage is a private 1BR/1BA guest suite, perfect for guests, multigenerational living, a home office, or rental income. The oversized garage, attached carport, and expansive grounds provide plenty of space for hobbies, entertaining, boats, and outdoor toys. Qualified buyers may assume the seller's VA loan, offering a potential financing advantage. According to the sellers, flood insurance is not currently required, and the home has never flooded based on current and prior owner history. Conveniently located just 20 minutes from NAS Patuxent River, this is a rare opportunity to own a private waterfront retreat with the perfect balance of peaceful island living and everyday convenience.

16146 Thomas Rd, Piney Point

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169

$540,000

Mixed-use investment or Owner-user opportunity offering 3,845 SF commercial building on a 29,620 SF parcel with prime visibility just off Point Lookout Road. Zoned VMX, this versatile property accommodates a wide range of commercial uses and can be demised into three separate retail bays, creating excellent flexibility for owner-users or investors seeking multiple income streams. The property also includes an income-producing rental home located at the rear of the site, providing immediate cash flow. For investors, the current owner is willing to lease back approximately one-third of the commercial building, offering built-in rental income after closing. Alternatively, the property can be delivered for an owner-user seeking to occupy the entire commercial space. For buyers looking to expand an existing operation or step into an established business, the current business may also be included in the sale, if desired.

28420 Point Lookout Rd, Loveville

Listing courtesy of Hyatt Commercial. Contact: 410.490.8880

$325,000

Nestled on a serene 2.17-acre lot, this charming ranch-style home offers a perfect blend of comfort and nature. Surrounded by lush trees and partly wooded areas, the property provides a tranquil retreat, ideal for those seeking peace and privacy. Imagine sipping your morning coffee while enjoying views of the garden and woods from your rear yard, where you can create your own outdoor oasis. Inside, the home features three cozy bedrooms and a full bathroom, making it a delightful space for relaxation. The detached garage and gravel driveway offer ample parking and storage options. Focus on enjoying the expansive outdoor space, perfect for gardening or simply unwinding in the fresh air. This property is a rare find, making it an inviting place to call home. Embrace the opportunity to create lasting memories in this peaceful setting, where nature and comfort come together.

3 Beds ⋅ 1 Baths

Nestled on a serene 2.17-acre lot, this charming ranch-style home offers a perfect blend of comfort and nature. Surrounded by lush trees and partly wooded areas, the property provides a tranquil retreat, ideal for those seeking peace and privacy. Imagine sipping your morning coffee while enjoying views of the garden and woods from your rear yard, where you can create your own outdoor oasis. Inside, the home features three cozy bedrooms and a full bathroom, making it a delightful space for relaxation. The detached garage and gravel driveway offer ample parking and storage options. Focus on enjoying the expansive outdoor space, perfect for gardening or simply unwinding in the fresh air. This property is a rare find, making it an inviting place to call home. Embrace the opportunity to create lasting memories in this peaceful setting, where nature and comfort come together.

44911 Buck Redman Rd, Callaway

Listing courtesy of Coldwell Banker Premier. Contact: 5406624500

$480,000

Welcome home to 46115 Salt Marsh Court, a beautiful three-level residence tucked away on a quiet cul-de-sac in the highly sought-after Westbury community of Lexington Park. Offering the perfect blend of space, comfort, and versatility, this impressive home features 4 bedrooms, 4.5 bathrooms, and the potential for a 5th room with a generously sized main level room ideal for a guest suite, home office, or flex space. Step inside to a grand two-story foyer and discover spacious living areas designed for both everyday living and entertaining. The heart of the home is the expansive kitchen, which opens to a large family room, complete with a cozy gas fireplace. Upstairs, the luxurious primary suite offers a private retreat with an ensuite bath, while a second bedroom also features its own ensuite, providing comfort and privacy for family or guests. The finished walkout basement adds even more living space, while the backyard backs to peaceful greenery, creating a tranquil setting to relax and unwind. Additional highlights include a two-car garage, roof replaced in 2022, and HVAC/air conditioning system replaced in 2025. Conveniently located near shopping, dining, schools, and PAX River Naval Air Station, this exceptional home is one you won't want to miss.

4 Beds ⋅ 5 Baths

Welcome home to 46115 Salt Marsh Court, a beautiful three-level residence tucked away on a quiet cul-de-sac in the highly sought-after Westbury community of Lexington Park. Offering the perfect blend of space, comfort, and versatility, this impressive home features 4 bedrooms, 4.5 bathrooms, and the potential for a 5th room with a generously sized main level room ideal for a guest suite, home office, or flex space. Step inside to a grand two-story foyer and discover spacious living areas designed for both everyday living and entertaining. The heart of the home is the expansive kitchen, which opens to a large family room, complete with a cozy gas fireplace. Upstairs, the luxurious primary suite offers a private retreat with an ensuite bath, while a second bedroom also features its own ensuite, providing comfort and privacy for family or guests. The finished walkout basement adds even more living space, while the backyard backs to peaceful greenery, creating a tranquil setting to relax and unwind. Additional highlights include a two-car garage, roof replaced in 2022, and HVAC/air conditioning system replaced in 2025. Conveniently located near shopping, dining, schools, and PAX River Naval Air Station, this exceptional home is one you won't want to miss.

46115 Saltmarsh Ct, Lexington Park

Listing courtesy of Compass. Contact: (301) 298-1001

$474,900

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 morning coffee or evening relaxation while watching the sunset over your private sandy beach. Picture yourself surrounded by lush landscaping provided by the HOA, giving you the freedom to relish in the beauty of your surroundings without the upkeep. With a two-year-old roof and HVAC, and a new hot water heater, your home's major systems are worry-free, allowing you to focus on creating cherished memories in this private community haven. As a bonus, the private pier offers you the chance to indulge in fishing and crabbing to your heart's content. Imagine spending your weekends immersed in nature's wonders right from your backyard. Embrace a lifestyle of pure serenity and luxury at 17265 Crab Pot Lane. This impeccable retreat with its complete renovation and stunning water views awaits you. Seize this rare opportunity to make it yours and elevate your living experience to new heights.

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 morning coffee or evening relaxation while watching the sunset over your private sandy beach. Picture yourself surrounded by lush landscaping provided by the HOA, giving you the freedom to relish in the beauty of your surroundings without the upkeep. With a two-year-old roof and HVAC, and a new hot water heater, your home's major systems are worry-free, allowing you to focus on creating cherished memories in this private community haven. As a bonus, the private pier offers you the chance to indulge in fishing and crabbing to your heart's content. Imagine spending your weekends immersed in nature's wonders right from your backyard. Embrace a lifestyle of pure serenity and luxury at 17265 Crab Pot Lane. This impeccable retreat with its complete renovation and stunning water views awaits you. Seize this rare opportunity to make it yours and elevate your living experience to new heights.

17265 Crab Pot Ln, Piney Point

Listing courtesy of Infinitas Realty Group. Contact: 2409252224

$629,000

CREDIT FOR REPAIRS!! New Lower Price!!Welcome home to 23636 Hansel Court! This stunning Leonardtown residence perfectly blends modern upgrades with unique features you won't find anywhere else. Step inside to find gorgeous hardwood floors flowing seamlessly across the main level. The mostly finished basement is an entertainer's dream, featuring a dedicated theater area ready for your custom equipment, a spacious office area, a flexible bonus room, and a fascinating secret room hidden away for ultimate privacy or storage. Basement bathroom rough in ready for your unique finishes. Enjoy peace of mind with a brand-new tankless hot water heater installed at the end of 2025. Outside, the premium, fully fenced backyard boasts a 6-foot white vinyl privacy fence, offering a pristine and secure oasis for pets, play, or relaxing. Don't miss this one-of-a-kind home in a fantastic location! Situated in the highly sought after Leonards Grant neighborhood with tennis court, basketball court, community pool, large green, multiple playgrounds and recreation center. Within walking distance to Elementary School and very close to the amazing Leonardtown Square with restaurants, water views , and shops

CREDIT FOR REPAIRS!! New Lower Price!!Welcome home to 23636 Hansel Court! This stunning Leonardtown residence perfectly blends modern upgrades with unique features you won't find anywhere else. Step inside to find gorgeous hardwood floors flowing seamlessly across the main level. The mostly finished basement is an entertainer's dream, featuring a dedicated theater area ready for your custom equipment, a spacious office area, a flexible bonus room, and a fascinating secret room hidden away for ultimate privacy or storage. Basement bathroom rough in ready for your unique finishes. Enjoy peace of mind with a brand-new tankless hot water heater installed at the end of 2025. Outside, the premium, fully fenced backyard boasts a 6-foot white vinyl privacy fence, offering a pristine and secure oasis for pets, play, or relaxing. Don't miss this one-of-a-kind home in a fantastic location! Situated in the highly sought after Leonards Grant neighborhood with tennis court, basketball court, community pool, large green, multiple playgrounds and recreation center. Within walking distance to Elementary School and very close to the amazing Leonardtown Square with restaurants, water views , and shops

23636 Hansel Ct, Leonardtown

Listing courtesy of Taylor Properties. Contact:

$265,000

Welcome to 21076 Jenna Court—a beautifully maintained 2-bedroom, 2.5-bath townhouse offering the perfect blend of comfort, style, and convenience. This inviting home features two spacious primary suites, each with its own private full bath, making it ideal for guests, roommates, or anyone seeking flexible living space. The bright and functional eat-in kitchen offers ample cabinet storage and pantry space, while the open living area provides the perfect setting for relaxing or entertaining. Step outside to enjoy the private, fenced backyard—ideal for outdoor gatherings, pets, or simply unwinding after a long day. Additional highlights include a convenient main-level powder room, dedicated laundry area, assigned parking, central heating and air conditioning, and low-maintenance living. Located close to shopping, restaurants, schools, PAX River Naval Air Station, and commuter routes, this home offers exceptional value in a desirable neighborhood. Whether you're a first-time homebuyer, downsizing, or looking for an investment opportunity, 21076 Jenna Court is move-in ready and waiting for you to call it home. Schedule your private tour today!

2 Beds ⋅ 3 Baths

Welcome to 21076 Jenna Court—a beautifully maintained 2-bedroom, 2.5-bath townhouse offering the perfect blend of comfort, style, and convenience. This inviting home features two spacious primary suites, each with its own private full bath, making it ideal for guests, roommates, or anyone seeking flexible living space. The bright and functional eat-in kitchen offers ample cabinet storage and pantry space, while the open living area provides the perfect setting for relaxing or entertaining. Step outside to enjoy the private, fenced backyard—ideal for outdoor gatherings, pets, or simply unwinding after a long day. Additional highlights include a convenient main-level powder room, dedicated laundry area, assigned parking, central heating and air conditioning, and low-maintenance living. Located close to shopping, restaurants, schools, PAX River Naval Air Station, and commuter routes, this home offers exceptional value in a desirable neighborhood. Whether you're a first-time homebuyer, downsizing, or looking for an investment opportunity, 21076 Jenna Court is move-in ready and waiting for you to call it home. Schedule your private tour today!

21076 Jenna Ct, Lexington Park

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact: 4109724000

$564,900

Welcome home to the perfect blend of timeless elegance, modern updates, and peaceful country living. Situated on a picturesque 1-acre lot in California, Maryland, this beautifully maintained 5-bedroom home offers the space, comfort, and privacy you've been searching for. Step inside to a bright, welcoming foyer that opens to a thoughtfully designed floor plan ideal for both everyday living and entertaining. A dedicated main-level office with elegant French doors provides the perfect work-from-home space, while the formal dining room is ready for holiday gatherings and special occasions. The spacious kitchen flows seamlessly into the inviting family room, creating the heart of the home where family and friends naturally gather. Freshly painted throughout with brand-new carpeting, this home is truly move-in ready. The outdoor living space is just as impressive. Enjoy your morning coffee or evening cookouts on the expansive patio that spans the length of the home, overlooking a private backyard designed for relaxation and recreation. Established raised garden beds, a charming winding fairy trail, and mature landscaping create a peaceful retreat you'll enjoy year-round. Offering exceptional peace of mind, the entire exterior was professionally updated in 2024 with a new architectural roof, premium vinyl siding, shutters, gutters, and downspouts, providing years of low-maintenance living. Adding even more value, the property conveys with two Amish-built storage sheds, a full-size upright freezer, and a full-size refrigerator/freezer located in the garage—making it easy to maintain and enjoy this incredible property from day one. This is more than just a home—it's a place to relax, entertain, and create lasting memories.

5 Beds ⋅ 3 Baths

Welcome home to the perfect blend of timeless elegance, modern updates, and peaceful country living. Situated on a picturesque 1-acre lot in California, Maryland, this beautifully maintained 5-bedroom home offers the space, comfort, and privacy you've been searching for. Step inside to a bright, welcoming foyer that opens to a thoughtfully designed floor plan ideal for both everyday living and entertaining. A dedicated main-level office with elegant French doors provides the perfect work-from-home space, while the formal dining room is ready for holiday gatherings and special occasions. The spacious kitchen flows seamlessly into the inviting family room, creating the heart of the home where family and friends naturally gather. Freshly painted throughout with brand-new carpeting, this home is truly move-in ready. The outdoor living space is just as impressive. Enjoy your morning coffee or evening cookouts on the expansive patio that spans the length of the home, overlooking a private backyard designed for relaxation and recreation. Established raised garden beds, a charming winding fairy trail, and mature landscaping create a peaceful retreat you'll enjoy year-round. Offering exceptional peace of mind, the entire exterior was professionally updated in 2024 with a new architectural roof, premium vinyl siding, shutters, gutters, and downspouts, providing years of low-maintenance living. Adding even more value, the property conveys with two Amish-built storage sheds, a full-size upright freezer, and a full-size refrigerator/freezer located in the garage—making it easy to maintain and enjoy this incredible property from day one. This is more than just a home—it's a place to relax, entertain, and create lasting memories.

44294 Plantation Ct, California

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169

$1,450,000

A rare opportunity to own an extraordinary 11.83-acre wooded property in the prestigious Half Pone Point community. Located directly across from the spectacular waterfront estate at 24730 Half Pone Point Rd, this versatile property offers endless possibilities for a private family compound, car collector, hobbyist, business owner, or recreational enthusiast. The property is improved with five buildings, including two stick-built structures, one featuring a second-floor one-bedroom, one-bath apartment with beautiful water views. Two metal buildings and an impressive airplane hangar-style garage with two oversized roll-up doors provide exceptional space for vehicle collections, RVs, boats, equipment, workshops, or storage. An additional A-frame building adds even more flexibility. Designed for convenience and functionality, the property features multiple 60-amp RV hookups, along with plumbing and electric throughout the buildings, making it ideal for a variety of residential, recreational, or commercial-style uses. This property is exceptional on its own, but when assembled with the waterfront estate across the street, it creates one of Southern Maryland's most remarkable legacy properties. Whether you're seeking privacy, expansive acreage, unmatched storage, or the opportunity to create a one-of-a-kind estate, this offering is truly unlike any other.

1 Beds ⋅ 1 Baths

A rare opportunity to own an extraordinary 11.83-acre wooded property in the prestigious Half Pone Point community. Located directly across from the spectacular waterfront estate at 24730 Half Pone Point Rd, this versatile property offers endless possibilities for a private family compound, car collector, hobbyist, business owner, or recreational enthusiast. The property is improved with five buildings, including two stick-built structures, one featuring a second-floor one-bedroom, one-bath apartment with beautiful water views. Two metal buildings and an impressive airplane hangar-style garage with two oversized roll-up doors provide exceptional space for vehicle collections, RVs, boats, equipment, workshops, or storage. An additional A-frame building adds even more flexibility. Designed for convenience and functionality, the property features multiple 60-amp RV hookups, along with plumbing and electric throughout the buildings, making it ideal for a variety of residential, recreational, or commercial-style uses. This property is exceptional on its own, but when assembled with the waterfront estate across the street, it creates one of Southern Maryland's most remarkable legacy properties. Whether you're seeking privacy, expansive acreage, unmatched storage, or the opportunity to create a one-of-a-kind estate, this offering is truly unlike any other.

24715 Half Pone Point Rd, Hollywood

Listing courtesy of HomeZu by Simple Choice. Contact: (855) 885-4663

$426,000

Welcome Home to 23323 Jonquil Ln Awaits!you are going to fall in love with the setting of this home. It sits directly across from a wonderful, wide public yard.Giving a perfect, safe place to run around outside your front door. Parking is a breeze, too, with your own attached garage and rear driveway. MAIN LEVEL Step inside and feel right at home with a beautifully defined, traditional layout that gives everyone their own space to relax. The star of this level is the fully upgraded kitchen! Complete with a center island, premium cabinetry, a dedicated pantry, and plenty of counter space, it’s absolutely ready for your next home-cooked meal. A cozy family room, a separate dining area, and a handy half bathroom complete this super functional main floor. UPPER LEVEL Head upstairs to find a layout designed to make life easy. No more lugging baskets up and down stairs—you have a dedicated upper-level laundry room with smart built-in storage space to keep everything tucked away. The primary suite is a true retreat, boasting a nice, spacious ceiling, a luxury en-suite full bath, and a gorgeous bay window that fills the room with warm, natural light. Two more bedrooms and a second full bathroom are also just down the hall. LOWER LEVEL The fully finished basement is packed with bonuses! It’s a huge, flexible space perfect for a family movie room or home gym, complete with a third full bathroom and a safe, accessible emergency exit. If you love hobbies or projects, you will absolutely love the custom built-in small workshop and massive extra storage space. Plus, you can rest easy during rainy days knowing the sump pump is equipped with a battery backup system. COMMUNITY & LOCATION When you buy here, you aren't just getting a home.You’re getting an amazing lifestyle. Enjoy total access to Wildewood’s premier amenities, including pristine pools, tennis courts, and walking trails. You're also just minutes away from NAS Patuxent River, local shopping, great dining, and neighborhood schools like Evergreen Elementary. Come take a tour and see yourself living here!

3 Beds ⋅ 4 Baths

Welcome Home to 23323 Jonquil Ln Awaits!you are going to fall in love with the setting of this home. It sits directly across from a wonderful, wide public yard.Giving a perfect, safe place to run around outside your front door. Parking is a breeze, too, with your own attached garage and rear driveway. MAIN LEVEL Step inside and feel right at home with a beautifully defined, traditional layout that gives everyone their own space to relax. The star of this level is the fully upgraded kitchen! Complete with a center island, premium cabinetry, a dedicated pantry, and plenty of counter space, it’s absolutely ready for your next home-cooked meal. A cozy family room, a separate dining area, and a handy half bathroom complete this super functional main floor. UPPER LEVEL Head upstairs to find a layout designed to make life easy. No more lugging baskets up and down stairs—you have a dedicated upper-level laundry room with smart built-in storage space to keep everything tucked away. The primary suite is a true retreat, boasting a nice, spacious ceiling, a luxury en-suite full bath, and a gorgeous bay window that fills the room with warm, natural light. Two more bedrooms and a second full bathroom are also just down the hall. LOWER LEVEL The fully finished basement is packed with bonuses! It’s a huge, flexible space perfect for a family movie room or home gym, complete with a third full bathroom and a safe, accessible emergency exit. If you love hobbies or projects, you will absolutely love the custom built-in small workshop and massive extra storage space. Plus, you can rest easy during rainy days knowing the sump pump is equipped with a battery backup system. COMMUNITY & LOCATION When you buy here, you aren't just getting a home.You’re getting an amazing lifestyle. Enjoy total access to Wildewood’s premier amenities, including pristine pools, tennis courts, and walking trails. You're also just minutes away from NAS Patuxent River, local shopping, great dining, and neighborhood schools like Evergreen Elementary. Come take a tour and see yourself living here!

23323 Jonquil Ln, California

Listing courtesy of Home Towne Real Estate. Contact: 3018624000

$574,900

Welcome to 23118 Silverberry Way in the desirable Pepper Ridge section of Wildewood! Nestled on a quiet cul-de-sac, this spacious 5-bedroom, 3.5-bath home offers a thoughtfully designed floor plan with generous living space, timeless features, and a private, wooded setting. The main level features hardwood flooring, a large formal sitting room with soaring vaulted ceilings, an elegant formal dining room perfect for entertaining, and a warm, inviting family room centered around a cozy fireplace. The well-appointed kitchen, complete with a sunny breakfast nook, flows seamlessly into the living areas, creating an ideal space for everyday living and gatherings. Upstairs, you'll find spacious bedrooms, while the fully finished walk-out basement provides exceptional flexibility with a fifth bedroom, a full bathroom, a second fireplace, and a convenient wet bar area complete with cabinetry, countertop space, and a sink - perfect for preparing snacks and beverages or creating the ideal recreation or guest suite. Step outside to enjoy the deck overlooking a peaceful backdrop of mature trees, offering added privacy and a tranquil setting for relaxing or entertaining. This exceptional home is just minutes from shopping, restaurants, parks, and area amenities, with convenient access to PAX NAS, making it an outstanding opportunity for those seeking both comfort and convenience. Schedule your tour today!

Welcome to 23118 Silverberry Way in the desirable Pepper Ridge section of Wildewood! Nestled on a quiet cul-de-sac, this spacious 5-bedroom, 3.5-bath home offers a thoughtfully designed floor plan with generous living space, timeless features, and a private, wooded setting. The main level features hardwood flooring, a large formal sitting room with soaring vaulted ceilings, an elegant formal dining room perfect for entertaining, and a warm, inviting family room centered around a cozy fireplace. The well-appointed kitchen, complete with a sunny breakfast nook, flows seamlessly into the living areas, creating an ideal space for everyday living and gatherings. Upstairs, you'll find spacious bedrooms, while the fully finished walk-out basement provides exceptional flexibility with a fifth bedroom, a full bathroom, a second fireplace, and a convenient wet bar area complete with cabinetry, countertop space, and a sink - perfect for preparing snacks and beverages or creating the ideal recreation or guest suite. Step outside to enjoy the deck overlooking a peaceful backdrop of mature trees, offering added privacy and a tranquil setting for relaxing or entertaining. This exceptional home is just minutes from shopping, restaurants, parks, and area amenities, with convenient access to PAX NAS, making it an outstanding opportunity for those seeking both comfort and convenience. Schedule your tour today!

23118 Silverberry Way, California

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$415,000

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.

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

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.

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

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.

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

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.

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

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.

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

$288,900

Finding the perfect lot offering a tranquil, secluded setting yet within an easy drive of historic Leonardtown, NAS Pax River, schools, and amenities can be a real whirlwind of an experience! No worries, as this is the ideal opportunity to achieve just that. This 23-acre parcel of raw land offers many possibilities, whether establishing an enduring farmette, subdividing to reap the rewards, or creating the family compound you've all been dreaming of. This beautiful land is conveniently positioned just off Rt. 5, in a prime location between St. Mary's State Park and the charming St. Mary's County seat, Leonardtown. Note that the location is not actually ON Whirlwind Rd; it is best accessed at the end of Redgate Ln. Future potential to create access from both Rt. 5 and Redgate Ln. Call for more details!

Whirlwind Rd, Leonardtown

Listing courtesy of RE/MAX One. Contact: 4437718009

$420,000

Located just south of St. Mary's City, this 1,604 sq. ft. rambler sits on a private, open 3-acre lot with views of Church Cove. The property offers a rare combination of usable acreage, water views, and multiple outbuildings in a desirable location. The home features original hardwood floors, 2 full bathrooms, a glass-enclosed side porch, and a front porch overlooking Church Cove. Two detached 2-car garages provide plenty of space for vehicles, storage, or workshop use. Solid potential for a buyer looking to renovate and make it their own. The level, open lot offers room for gardening, recreation, or future improvements.

Located just south of St. Mary's City, this 1,604 sq. ft. rambler sits on a private, open 3-acre lot with views of Church Cove. The property offers a rare combination of usable acreage, water views, and multiple outbuildings in a desirable location. The home features original hardwood floors, 2 full bathrooms, a glass-enclosed side porch, and a front porch overlooking Church Cove. Two detached 2-car garages provide plenty of space for vehicles, storage, or workshop use. Solid potential for a buyer looking to renovate and make it their own. The level, open lot offers room for gardening, recreation, or future improvements.

48146 Mallard View, Saint Inigoes

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169

$255,000

🏡 Don’t Miss Your Opportunity to Own This Turnkey Townhome in Bay Ridge Estates! Townhomes in Bay Ridge Estates rarely become available, and for good reason. In fact, we’re told one of the neighboring owners has lived there since the community was built! Priced at just $255,000, this well-maintained home offers 3 bedrooms, 1.5 bathrooms, and exceptional value in today’s market. The low $50/month HOA fee even includes front lawn maintenance, giving you more time to enjoy your home and less time worrying about yard work. Step outside to a fully fenced backyard featuring a white vinyl privacy fence and a spacious patio—perfect for grilling, entertaining, or simply relaxing after a long day. The current tenants are in the process of moving out, and we’re completing a few final touches to have the home show-ready very soon. 📸 Updated professional photos coming soon! Be sure to add this one to your must-see list before it’s gone. Opportunities like this don’t come along often in Bay Ridge Estates! *Photos have been virtually enhanced while we await professional photography*

🏡 Don’t Miss Your Opportunity to Own This Turnkey Townhome in Bay Ridge Estates! Townhomes in Bay Ridge Estates rarely become available, and for good reason. In fact, we’re told one of the neighboring owners has lived there since the community was built! Priced at just $255,000, this well-maintained home offers 3 bedrooms, 1.5 bathrooms, and exceptional value in today’s market. The low $50/month HOA fee even includes front lawn maintenance, giving you more time to enjoy your home and less time worrying about yard work. Step outside to a fully fenced backyard featuring a white vinyl privacy fence and a spacious patio—perfect for grilling, entertaining, or simply relaxing after a long day. The current tenants are in the process of moving out, and we’re completing a few final touches to have the home show-ready very soon. 📸 Updated professional photos coming soon! Be sure to add this one to your must-see list before it’s gone. Opportunities like this don’t come along often in Bay Ridge Estates! *Photos have been virtually enhanced while we await professional photography*

45820 Wolftrap Way, Lexington Park

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169

$645,000

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

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

$250,000

Opportunity awaits on this beautiful 3.05-acre parcel tucked away on a quiet paved road in the heart of Callaway. Whether you're looking for a renovation project, a homesite to build your dream home or an investment property, this property offers incredible potential with existing infrastructure already in place. The current mobile home is in need of significant renovation or removal, making way for a fresh start on a spacious and private lot surrounded by mature trees. Existing improvements include a detached 16' x 18' garage with 100-amp electric service, an existing well and septic system, and a circular driveway for easy access and ample parking. Enjoy the convenience of a prime location just minutes from shopping, restaurants, schools, and Patuxent River Naval Air Station, while still enjoying the peace and privacy of country living.

2 Beds ⋅ 2 Baths

Opportunity awaits on this beautiful 3.05-acre parcel tucked away on a quiet paved road in the heart of Callaway. Whether you're looking for a renovation project, a homesite to build your dream home or an investment property, this property offers incredible potential with existing infrastructure already in place. The current mobile home is in need of significant renovation or removal, making way for a fresh start on a spacious and private lot surrounded by mature trees. Existing improvements include a detached 16' x 18' garage with 100-amp electric service, an existing well and septic system, and a circular driveway for easy access and ample parking. Enjoy the convenience of a prime location just minutes from shopping, restaurants, schools, and Patuxent River Naval Air Station, while still enjoying the peace and privacy of country living.

20275 Jackson Rd, Callaway

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$450,000

Welcome to Town Creek, where timeless charm, exceptional care, and an unbeatable Southern Maryland lifestyle come together. Nestled on nearly an acre in one of Lexington Park's most established waterfront communities, this beautifully maintained 5-bedroom, 4-bath home offers the perfect blend of comfort, space, and outdoor living. From the moment you arrive, you'll appreciate the pride of ownership throughout. Inside, hardwood floors, a cozy fireplace, and spacious living areas create a warm and inviting atmosphere. The main-level primary suite provides convenience and flexibility, while the handicap-accessible bathroom offers thoughtful accommodations for multi-generational living or aging in place. With five bedrooms and four full baths, there is plenty of room for family, guests, hobbies, or a home office. Step outside and discover your own private backyard retreat. The fenced yard features a stunning in-ground pool, pool house, covered porch, and decks designed for entertaining, relaxing, and enjoying the outdoors. A large attached garage and new roof add additional value and peace of mind. Living in Town Creek means enjoying one of St. Mary's County's most desirable locations. Just minutes from NAS Patuxent River, this home offers an easy commute for military, civilian, and defense contractor professionals. Outdoor enthusiasts will appreciate nearby marinas, public boat launches, fishing, crabbing, kayaking, and sailing opportunities along the Patuxent River and Chesapeake Bay. Explore local favorites such as Solomons Island, Historic St. Mary's City, Point Lookout State Park, and the area's many waterfront restaurants, breweries, parks, and beaches. Shopping, dining, entertainment, and everyday conveniences are all just a short drive away. Whether you're searching for room to grow, a home designed for entertaining, or a peaceful retreat close to the water, this exceptional Town Creek property delivers the best of Southern Maryland living.