756 houses for sale in Leonardtown town

3971 Oyster House
View photo
House · for sale
USD 284,900
USD 162/sq.ft
3971 Oyster House
Leonardtown town
· 1,755 sq.ft · 5 Bedrooms · 1 Bath · House
· Fireplace
Leonardtown town · 1,755 sq.ft · 5 Bedrooms · 1 Bath · House · Fireplace
This distinctive A-frame property presents a compelling investment opportunity, ideally located near Island Creeka peaceful canal that enhances the areas charm and appeal. Offering 1,764 finished square feet, the home features five spacious bedrooms and one full bathroom, making it adaptable for a variety of uses, including long-term rentals or vacation stays. Situated on a generous 0.38-acre lot, the property includes a screened-in porch and ample outdoor space for relaxing or entertaining. The home is in need of significant renovations, providing the perfect canvas for investors or buyers with vision to restore and customize it to their preferences. While it is not directly waterfront, access to the nearby canal offers a unique advantage for outdoor enthusiasts and those seeking a serene environment. Properties near water often command higher interest, stronger rental potential, and long-term appreciation. Additional features such as the existing fireplace add character and warmth, w
This distinctive A-frame property presents a compelling investment opportunity, ideally located near Island Creeka peaceful canal that enhances the areas charm and appeal. Offering 1,764 finished square feet, the home features five spacious bedrooms and one full bathroom, making it adaptable for a variety of uses, including long-term rentals or vacation stays. Situated on a generous 0.38-acre lot, the property includes a screened-in porch and ample outdoor space for relaxing or entertaining. The home is in need of significant renovations, providing the perfect canvas for investors or buyers with vision to restore and customize it to their preferences. While it is not directly waterfront, access to the nearby canal offers a unique advantage for outdoor enthusiasts and those seeking a serene environment. Properties near water often command higher interest, stronger rental potential, and long-term appreciation. Additional features such as the existing fireplace add character and warmth, w
USD 284,900
12435 San Jose Lane
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House · for sale
USD 309,900
USD 276/sq.ft
12435 San Jose Lane
Leonardtown town
· 1,119 sq.ft · 3 Bedrooms · 2 Baths · House
· Deck · Equipped kitchen
Leonardtown town · 1,119 sq.ft · 3 Bedrooms · 2 Baths · House · Deck · Equipped kitchen
Price improvement! Join us Saturday, 5/9, from 122 PM for our Open House. This charming single-level home features 3 generously sized bedrooms, 2 full baths, and a separate laundry/utility room. Brand new stainless steel refrigerator. Enjoy the outdoors from the covered front porch or the rear deck with convenient access from the kitchen. Tucked away on a quiet street in the Chesapeake Ranch Estates, with access to all the amenities this community has to offer
Price improvement! Join us Saturday, 5/9, from 122 PM for our Open House. This charming single-level home features 3 generously sized bedrooms, 2 full baths, and a separate laundry/utility room. Brand new stainless steel refrigerator. Enjoy the outdoors from the covered front porch or the rear deck with convenient access from the kitchen. Tucked away on a quiet street in the Chesapeake Ranch Estates, with access to all the amenities this community has to offer
USD 309,900
12846 Laurel Way
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House · for sale
USD 390,000
USD 183/sq.ft
12846 Laurel Way
Leonardtown town
· 2,131 sq.ft · 4 Bedrooms · 3 Baths · House
· Garden · Deck · Parking · Cellar
Leonardtown town · 2,131 sq.ft · 4 Bedrooms · 3 Baths · House · Garden · Deck · Parking · Cellar
Come take a look at this well-maintained 4-bedroom, 3-bath home with a 2-car garage, situated on over half an acre and backing to Lake Charming in the desirable Drum Point community. Step inside to discover a beautifully cared-for home featuring numerous updates, including a remodeled basement, new doors, and more, making it truly move-in ready. The quiet, tucked-away neighborhood offers the perfect blend of privacy and convenienceall within walking distance to the beach. Out back, enjoy a spacious fenced-in yard and relax on the back deck overlooking peaceful natural views. And dont miss the treehouse, a standout feature where memories can be made at any age. This home has seen many thoughtful upgrades over the years, so you wont have to worry about the big-ticket items. The paved driveway is new, the roof is approximately 10 years old, the HVAC system is only a couple of years old and recently serviced, and the front porch was replaced in 2022all offering added peace of mind. This is
Come take a look at this well-maintained 4-bedroom, 3-bath home with a 2-car garage, situated on over half an acre and backing to Lake Charming in the desirable Drum Point community. Step inside to discover a beautifully cared-for home featuring numerous updates, including a remodeled basement, new doors, and more, making it truly move-in ready. The quiet, tucked-away neighborhood offers the perfect blend of privacy and convenienceall within walking distance to the beach. Out back, enjoy a spacious fenced-in yard and relax on the back deck overlooking peaceful natural views. And dont miss the treehouse, a standout feature where memories can be made at any age. This home has seen many thoughtful upgrades over the years, so you wont have to worry about the big-ticket items. The paved driveway is new, the roof is approximately 10 years old, the HVAC system is only a couple of years old and recently serviced, and the front porch was replaced in 2022all offering added peace of mind. This is
USD 390,000
540 Thunderbird Drive
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House · for sale
USD 399,900
USD 182/sq.ft
540 Thunderbird Drive
Leonardtown town
· 2,196 sq.ft · 3 Bedrooms · 2 Baths · House
· Deck · Equipped kitchen
Leonardtown town · 2,196 sq.ft · 3 Bedrooms · 2 Baths · House · Deck · Equipped kitchen
Welcome to this lovingly maintained Cape Cod in Chesapeake Ranch Estates, offering 3 bedrooms, 2 full baths, and approximately 2,200 finished square feet of comfortable living space. Thoughtfully updated and meticulously cared for, this home is truly move-in ready. Recent improvements include updated lighting fixtures, landscaping enhancements, and a beautifully remodeled bathroom. Step inside to find durable waterproof luxury vinyl plank flooring throughout the main and upper levels. The main floor features a spacious living room, separate dining room, an inviting eat-in kitchen, a conveniently located bedroom, a full bath, and access to a covered sun deck perfect for relaxing or entertaining. The kitchen is sure to impress with rich cherry cabinetry, granite countertops, stainless steel appliances, a gas range, and a center island that provides additional workspace and gathering space. Most appliances were replaced in 2012. Additional updates and features include newer windows approx
Welcome to this lovingly maintained Cape Cod in Chesapeake Ranch Estates, offering 3 bedrooms, 2 full baths, and approximately 2,200 finished square feet of comfortable living space. Thoughtfully updated and meticulously cared for, this home is truly move-in ready. Recent improvements include updated lighting fixtures, landscaping enhancements, and a beautifully remodeled bathroom. Step inside to find durable waterproof luxury vinyl plank flooring throughout the main and upper levels. The main floor features a spacious living room, separate dining room, an inviting eat-in kitchen, a conveniently located bedroom, a full bath, and access to a covered sun deck perfect for relaxing or entertaining. The kitchen is sure to impress with rich cherry cabinetry, granite countertops, stainless steel appliances, a gas range, and a center island that provides additional workspace and gathering space. Most appliances were replaced in 2012. Additional updates and features include newer windows approx
USD 399,900
1155 Scenic Way
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House · for sale
USD 565,000
USD 205/sq.ft
1155 Scenic Way
Leonardtown town
· 2,745 sq.ft · 4 Bedrooms · 3 Baths · House
· Garden · Office room · Gym · Equipped kitchen
Leonardtown town · 2,745 sq.ft · 4 Bedrooms · 3 Baths · House · Garden · Office room · Gym · Equipped kitchen
Located in the sought-after Mutual Elementary School district, this beautifully maintained 4-bedroom, 3.5-bath home offers the perfect blend of comfort, space, and privacy. Nestled on a private 1-acre lot surrounded by mature trees, youll enjoy a peaceful setting while remaining just minutes from shopping, dining, parks, and everyday conveniences, and only 20 minutes from beautiful Solomons Island. The main level features plank flooring and a welcoming family room with a wood stove, creating the perfect spot to gather on cooler evenings. Sliding glass doors lead to the backyard, seamlessly connecting indoor and outdoor living. The kitchen offers table space and a bay window overlooking the scenic rear yard. An additional room currently could be used as a formal dining room, home office, playroom, or additional living space. The mostly finished lower level adds valuable living space and includes a full bathroom, making it ideal for entertaining, guests, a home gym, or recreation area. A
Located in the sought-after Mutual Elementary School district, this beautifully maintained 4-bedroom, 3.5-bath home offers the perfect blend of comfort, space, and privacy. Nestled on a private 1-acre lot surrounded by mature trees, youll enjoy a peaceful setting while remaining just minutes from shopping, dining, parks, and everyday conveniences, and only 20 minutes from beautiful Solomons Island. The main level features plank flooring and a welcoming family room with a wood stove, creating the perfect spot to gather on cooler evenings. Sliding glass doors lead to the backyard, seamlessly connecting indoor and outdoor living. The kitchen offers table space and a bay window overlooking the scenic rear yard. An additional room currently could be used as a formal dining room, home office, playroom, or additional living space. The mostly finished lower level adds valuable living space and includes a full bathroom, making it ideal for entertaining, guests, a home gym, or recreation area. A
USD 565,000
30311 Mount Wolf Way
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House · for sale
USD 699,995
USD 152/sq.ft
30311 Mount Wolf Way
Leonardtown town
· 4,585 sq.ft · 5 Bedrooms · 3 Baths · House
· Garden · Parking · Swimming pool
Leonardtown town · 4,585 sq.ft · 5 Bedrooms · 3 Baths · House · Garden · Parking · Swimming pool
Welcome to this rare opportunity to own in highly desirable location of Charlotte Hall, MD. This property offers TONS OF POTENTIAL and equity! Tucked away for maximum privacy, this expansive property features over 5,500 square feet of living space designed to accommodate a variety of lifestyles. Step inside to a dramatic two-story foyer filled with abundant natural light, creating a warm and inviting first impression. Outside, you'll find your own backyard oasis complete with an in-ground swimming pool, perfect for relaxing and hosting family and friends during the warmer months. The detached garage adds incredible value with a finished upper-level 2 bedroom, 1 bathroom apartment that can serve as a private in-law suite, guest quarters, or an income-producing rental opportunity. With generous living spaces, exceptional privacy, and unique features rarely found in one property, this home offers endless possibilities while remaining conveniently located near shopping, dining, and commute
Welcome to this rare opportunity to own in highly desirable location of Charlotte Hall, MD. This property offers TONS OF POTENTIAL and equity! Tucked away for maximum privacy, this expansive property features over 5,500 square feet of living space designed to accommodate a variety of lifestyles. Step inside to a dramatic two-story foyer filled with abundant natural light, creating a warm and inviting first impression. Outside, you'll find your own backyard oasis complete with an in-ground swimming pool, perfect for relaxing and hosting family and friends during the warmer months. The detached garage adds incredible value with a finished upper-level 2 bedroom, 1 bathroom apartment that can serve as a private in-law suite, guest quarters, or an income-producing rental opportunity. With generous living spaces, exceptional privacy, and unique features rarely found in one property, this home offers endless possibilities while remaining conveniently located near shopping, dining, and commute
USD 699,995
12448 Painted Horse Trail
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House · for sale
USD 409,900
12448 Painted Horse Trail
Leonardtown town
· House
· Cellar
Leonardtown town · House · Cellar
Welcome to this stunning new construction Colonial in the sought-after waterfront community of Chesapeake Ranch Estates! This spacious 4-bedroom, 2.5-bathroom home offers a traditional floor plan with separate living and dining rooms perfect for both everyday living and entertaining. The master suite provides a private retreat, while the full, unfinished walk-out basement offers endless potential to make this home your own. Best of all, builder options are still available choose your cabinets, flooring, and granite finishes to customize this home to your exact taste. Situated in one of Southern Maryland's most amenity-rich communities, residents enjoy private sandy beaches, a freshwater lake, airpark, campground, hiking trails, athletic fields, community clubhouse, snow removal, and on-site security. Lusby Town Center is less than a mile away, offering easy access to groceries, restaurants, and shopping. Commuters will love the convenient proximity to Patuxent River Naval Air Station a
Welcome to this stunning new construction Colonial in the sought-after waterfront community of Chesapeake Ranch Estates! This spacious 4-bedroom, 2.5-bathroom home offers a traditional floor plan with separate living and dining rooms perfect for both everyday living and entertaining. The master suite provides a private retreat, while the full, unfinished walk-out basement offers endless potential to make this home your own. Best of all, builder options are still available choose your cabinets, flooring, and granite finishes to customize this home to your exact taste. Situated in one of Southern Maryland's most amenity-rich communities, residents enjoy private sandy beaches, a freshwater lake, airpark, campground, hiking trails, athletic fields, community clubhouse, snow removal, and on-site security. Lusby Town Center is less than a mile away, offering easy access to groceries, restaurants, and shopping. Commuters will love the convenient proximity to Patuxent River Naval Air Station a
USD 409,900
11705 Big Bear Lane
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House · for sale
USD 355,000
USD 214/sq.ft
11705 Big Bear Lane
Leonardtown town
· 1,658 sq.ft · 3 Bedrooms · 2 Baths · House
· Garden · Deck · Equipped kitchen
Leonardtown town · 1,658 sq.ft · 3 Bedrooms · 2 Baths · House · Garden · Deck · Equipped kitchen
New to market. Classic Colonial home offering three bedrooms, two and a half baths, and a well-designed layout filled with natural light. Hard-surface flooring runs throughout the home, creating a clean, cohesive feel from room to room. The kitchen features updated countertops, stainless steel appliances, and a double ovenideal for everyday cooking and entertaining alike. Just off the kitchen, the deck provides seamless indoor-outdoor flow for grilling, casual gatherings, or winding down with an evening drink. Upstairs, the primary bedroom includes a private ensuite bath. Outside, a long driveway accommodates up to four vehicles, while the expansive, fully fenced backyard offers privacy and space for outdoor living. For added peace of mind, the seller is offering a one-year home warranty. Set in a quiet, scenic neighborhood along the Cleve Branch of Mill Creek, this home is just minutes from Lake Lariat Beachan amenity exclusively available to residents of Chesapeake Ranch Estates. Loo
New to market. Classic Colonial home offering three bedrooms, two and a half baths, and a well-designed layout filled with natural light. Hard-surface flooring runs throughout the home, creating a clean, cohesive feel from room to room. The kitchen features updated countertops, stainless steel appliances, and a double ovenideal for everyday cooking and entertaining alike. Just off the kitchen, the deck provides seamless indoor-outdoor flow for grilling, casual gatherings, or winding down with an evening drink. Upstairs, the primary bedroom includes a private ensuite bath. Outside, a long driveway accommodates up to four vehicles, while the expansive, fully fenced backyard offers privacy and space for outdoor living. For added peace of mind, the seller is offering a one-year home warranty. Set in a quiet, scenic neighborhood along the Cleve Branch of Mill Creek, this home is just minutes from Lake Lariat Beachan amenity exclusively available to residents of Chesapeake Ranch Estates. Loo
USD 355,000
178 Thunderbird Drive
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House · for sale
USD 334,999
USD 192/sq.ft
178 Thunderbird Drive
Leonardtown town
· 1,744 sq.ft · 5 Bedrooms · 3 Baths · House
· Garden · Deck · Parking
Leonardtown town · 1,744 sq.ft · 5 Bedrooms · 3 Baths · House · Garden · Deck · Parking
A home within an affordable price. Located in Chesapeake Ranch Estates, with water access & beach. This split foyer had large back yard with deck, plenty of parking as needed and 5 BRs w/ 3 bathrooms. Close to schools, shopping and restaurants and more. The property is SOLD AS IS
A home within an affordable price. Located in Chesapeake Ranch Estates, with water access & beach. This split foyer had large back yard with deck, plenty of parking as needed and 5 BRs w/ 3 bathrooms. Close to schools, shopping and restaurants and more. The property is SOLD AS IS
USD 334,999
6815 Marshall Road
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House · for sale
USD 369,900
USD 414/sq.ft
6815 Marshall Road
Leonardtown town
· 893 sq.ft · 3 Bedrooms · 1 Bath · House
· Garden
Leonardtown town · 893 sq.ft · 3 Bedrooms · 1 Bath · House · Garden
Escape to Your Own Private Oasis: A Rare 4-Acre Calvert County Gem Finding usable, private acreage in Calvert County is a true raritybut finding it paired with a completely renovated, turn-key home is nearly impossible. Nestled along a peaceful, tree-lined country road where neighbors offer fresh-baked bread and farm-fresh eggs, this exceptional property offers the quintessential country lifestyle on nearly four pristine acres. Endless Possibilities Outdoors The land itself is a dream canvas. A flat, usable corner lot of this scale provides an expansive setting that is both manageable and majestic. With over half of the property remaining beautifully wooded, you have a totally secluded sanctuary where the neighbors are out of sight and nature takes center stage. Here, your backyard is limited only by your imagination: Create an Entertainment Hub: Pitch the ultimate oversized firepit area for cool autumn nights under starlit skies. Adventure at Home: Carve out your own private 4-wheelin
Escape to Your Own Private Oasis: A Rare 4-Acre Calvert County Gem Finding usable, private acreage in Calvert County is a true raritybut finding it paired with a completely renovated, turn-key home is nearly impossible. Nestled along a peaceful, tree-lined country road where neighbors offer fresh-baked bread and farm-fresh eggs, this exceptional property offers the quintessential country lifestyle on nearly four pristine acres. Endless Possibilities Outdoors The land itself is a dream canvas. A flat, usable corner lot of this scale provides an expansive setting that is both manageable and majestic. With over half of the property remaining beautifully wooded, you have a totally secluded sanctuary where the neighbors are out of sight and nature takes center stage. Here, your backyard is limited only by your imagination: Create an Entertainment Hub: Pitch the ultimate oversized firepit area for cool autumn nights under starlit skies. Adventure at Home: Carve out your own private 4-wheelin
USD 369,900
48228 Keel Drive
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House · for sale
USD 475,000
USD 207/sq.ft
48228 Keel Drive
Leonardtown town
· 2,293 sq.ft · 4 Bedrooms · 3 Baths · House
· Equipped kitchen
Leonardtown town · 2,293 sq.ft · 4 Bedrooms · 3 Baths · House · Equipped kitchen
Welcome to 48228 Keel Drivewhere luxury, comfort, and thoughtful design come together in one of the areas most sought-after communities. This beautifully maintained and upgraded home offers the perfect balance of modern elegance and everyday functionality. Step inside to a light-filled interior featuring spacious living areas, refined finishes, and a seamless flow ideal for both entertaining and daily living. The kitchen serves as the heart of the home, offering ample cabinetry, quality appliances, and an open layout that connects effortlessly to the main living space. Upstairs, generously sized bedrooms provide comfort and privacy, while the primary suite offers a true retreat with a spa-inspired bath and generous closet space. Enjoy outdoor living at its finest with a private backyardperfect for entertaining, relaxing, or hosting unforgettable gatherings. From the thoughtful upgrades to the pride of ownership throughout, every detail has been carefully considered. Ideally located nea
Welcome to 48228 Keel Drivewhere luxury, comfort, and thoughtful design come together in one of the areas most sought-after communities. This beautifully maintained and upgraded home offers the perfect balance of modern elegance and everyday functionality. Step inside to a light-filled interior featuring spacious living areas, refined finishes, and a seamless flow ideal for both entertaining and daily living. The kitchen serves as the heart of the home, offering ample cabinetry, quality appliances, and an open layout that connects effortlessly to the main living space. Upstairs, generously sized bedrooms provide comfort and privacy, while the primary suite offers a true retreat with a spa-inspired bath and generous closet space. Enjoy outdoor living at its finest with a private backyardperfect for entertaining, relaxing, or hosting unforgettable gatherings. From the thoughtful upgrades to the pride of ownership throughout, every detail has been carefully considered. Ideally located nea
USD 475,000
11558 San Rafael Road
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House · for sale
USD 425,000
USD 226/sq.ft
11558 San Rafael Road
Leonardtown town
· 1,873 sq.ft · 3 Bedrooms · 2 Baths · House
· Garden · Deck · Fireplace · Parking
Leonardtown town · 1,873 sq.ft · 3 Bedrooms · 2 Baths · House · Garden · Deck · Fireplace · Parking
New Septic and Septic Fields*. New Roof. *Welcome to this beautifully updated home located in the sought-after Chesapeake Ranch Estates community. This 3-bedroom, 2 full and 1 half bath home offers a comfortable and functional layout with modern updates throughout. The main level features an open living space filled with natural light, freshly painted walls with soft neutral designer paint, new luxury vinyl plank flooring, and chic updated light fixtures that give the home a clean, contemporary feel. The layout flows easily, making it ideal for both everyday living and entertaining, while sliding glass doors opening to a large deck with steps to the fenced backyard seamlessly blends indoors and outdoors. The walk-out lower level provides an additional spacious living area with a cozy corner fireplace, perfect for a family room, home office, or guest space, along with a convenient half bath. This home also includes an oversized 2-car front-load garage, offering ample storage and parking
New Septic and Septic Fields*. New Roof. *Welcome to this beautifully updated home located in the sought-after Chesapeake Ranch Estates community. This 3-bedroom, 2 full and 1 half bath home offers a comfortable and functional layout with modern updates throughout. The main level features an open living space filled with natural light, freshly painted walls with soft neutral designer paint, new luxury vinyl plank flooring, and chic updated light fixtures that give the home a clean, contemporary feel. The layout flows easily, making it ideal for both everyday living and entertaining, while sliding glass doors opening to a large deck with steps to the fenced backyard seamlessly blends indoors and outdoors. The walk-out lower level provides an additional spacious living area with a cozy corner fireplace, perfect for a family room, home office, or guest space, along with a convenient half bath. This home also includes an oversized 2-car front-load garage, offering ample storage and parking
USD 425,000
21910 Weeping Willow Lane
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Townhouse · for sale
USD 373,000
USD 172/sq.ft
21910 Weeping Willow Lane
Leonardtown town
· 2,164 sq.ft · 3 Bedrooms · 3 Baths · Townhouse
· Parking
Leonardtown town · 2,164 sq.ft · 3 Bedrooms · 3 Baths · Townhouse · Parking
Rare opportunity to own one of the largest townhomes in the neighborhood! Thanks to the builder's unique bump-out design, this home offers an additional room on all three levels, providing over 2,100 square feet of finished living space. This spacious home features 3 bedrooms and 3.5 bathrooms, along with beautiful hardwood flooring throughout the main level. The thoughtful layout offers generous living and entertaining spaces, making it ideal for both everyday living and hosting guests. Two parking spots in front of the house and fenced back-yard. Recent updates include a new water heater (2025). The roof will be replaced prior to settlement, offering added value and peace of mind for the new owner. The HVAC system and heat pump have been regularly maintained, ensuring reliable performance. For investors, this property presents an excellent opportunity, as potential tenants are already available, making it an attractive turnkey rental investment
Rare opportunity to own one of the largest townhomes in the neighborhood! Thanks to the builder's unique bump-out design, this home offers an additional room on all three levels, providing over 2,100 square feet of finished living space. This spacious home features 3 bedrooms and 3.5 bathrooms, along with beautiful hardwood flooring throughout the main level. The thoughtful layout offers generous living and entertaining spaces, making it ideal for both everyday living and hosting guests. Two parking spots in front of the house and fenced back-yard. Recent updates include a new water heater (2025). The roof will be replaced prior to settlement, offering added value and peace of mind for the new owner. The HVAC system and heat pump have been regularly maintained, ensuring reliable performance. For investors, this property presents an excellent opportunity, as potential tenants are already available, making it an attractive turnkey rental investment
USD 373,000
12880 Bay Drive
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House · for sale
USD 789,500
USD 649/sq.ft
12880 Bay Drive
Leonardtown town
· 1,216 sq.ft · 2 Bedrooms · 2 Baths · House
· Equipped kitchen
Leonardtown town · 1,216 sq.ft · 2 Bedrooms · 2 Baths · House · Equipped kitchen
Wake up to the sound of gentle waves and spend your days immersed in the best of Chesapeake Bay waterfront living. With a private sandy beach just steps from your door, this beautifully renovated coastal retreat offers the perfect backdrop for boating, fishing, paddleboarding, kayaking, swimming, and unforgettable sunset evenings filled with warm summer breezes. Thoughtfully redesigned with designer finishes throughout, the home seamlessly blends relaxed coastal charm with modern luxury. At the heart of the home is a stunning 2023 chefs kitchen renovation featuring custom KitchenAid cabinetry, premium appliances, expansive quartz countertops, and an oversized island with seating for up to 12creating an ideal gathering space for hosting friends after a day on the water. Walls of glass frame sweeping Bay views, highlighted by a dramatic 4-panel Andersen sliding glass door that brings the outdoors in. The bright and airy three-season sunroom with all-new Sunspace windows offers the perfec
Wake up to the sound of gentle waves and spend your days immersed in the best of Chesapeake Bay waterfront living. With a private sandy beach just steps from your door, this beautifully renovated coastal retreat offers the perfect backdrop for boating, fishing, paddleboarding, kayaking, swimming, and unforgettable sunset evenings filled with warm summer breezes. Thoughtfully redesigned with designer finishes throughout, the home seamlessly blends relaxed coastal charm with modern luxury. At the heart of the home is a stunning 2023 chefs kitchen renovation featuring custom KitchenAid cabinetry, premium appliances, expansive quartz countertops, and an oversized island with seating for up to 12creating an ideal gathering space for hosting friends after a day on the water. Walls of glass frame sweeping Bay views, highlighted by a dramatic 4-panel Andersen sliding glass door that brings the outdoors in. The bright and airy three-season sunroom with all-new Sunspace windows offers the perfec
USD 789,500
46840 Shelton Drive
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House · for sale
USD 515,000
USD 142/sq.ft
46840 Shelton Drive
Leonardtown town
· 3,606 sq.ft · 4 Bedrooms · 3 Baths · House
· Fireplace · Equipped kitchen · Parking
Leonardtown town · 3,606 sq.ft · 4 Bedrooms · 3 Baths · House · Fireplace · Equipped kitchen · Parking
OPEN HOUSE May 17, 2026 SUNDAY 12-2 pm Welcome to this beautifully maintained Colonial in the highly sought-after Pembrooke community, offering 4 bedrooms, 3.5 baths, and three fully finished levels designed for comfortable living and effortless entertaining. The full size garage and driveway offer ample parking too! From the moment you arrive, the welcoming front porch creates wonderful curb appeal and a warm first impression. Step inside to a beautiful entry foyer accented by rich hardwood flooring that continues into the kitchen and breakfast/table space area. The spacious kitchen is thoughtfully designed with stainless steel appliances, a gas cooktop, center island with seating, large pantry, and ample room for casual dining. Just off the kitchen, the inviting family room features a cozy gas fireplace and an abundance of windows that fill the home with natural light. Separate formal dining and living rooms provide additional flexibility for entertaining, gatherings, or quiet retrea
OPEN HOUSE May 17, 2026 SUNDAY 12-2 pm Welcome to this beautifully maintained Colonial in the highly sought-after Pembrooke community, offering 4 bedrooms, 3.5 baths, and three fully finished levels designed for comfortable living and effortless entertaining. The full size garage and driveway offer ample parking too! From the moment you arrive, the welcoming front porch creates wonderful curb appeal and a warm first impression. Step inside to a beautiful entry foyer accented by rich hardwood flooring that continues into the kitchen and breakfast/table space area. The spacious kitchen is thoughtfully designed with stainless steel appliances, a gas cooktop, center island with seating, large pantry, and ample room for casual dining. Just off the kitchen, the inviting family room features a cozy gas fireplace and an abundance of windows that fill the home with natural light. Separate formal dining and living rooms provide additional flexibility for entertaining, gatherings, or quiet retrea
USD 515,000
46874 Anita Court
View photo
House · for sale
USD 465,000
USD 209/sq.ft
46874 Anita Court
Leonardtown town
· 2,217 sq.ft · 3 Bedrooms · 2 Baths · House
· Office room · Equipped kitchen
Leonardtown town · 2,217 sq.ft · 3 Bedrooms · 2 Baths · House · Office room · Equipped kitchen
This beautifully maintained rambler is everything you have been looking for! Built in 2018, this spacious one-level home offers over 2,200 square feet of comfortable living space with an open-concept design that is perfect for both everyday living and entertaining. The heart of the home features a bright and inviting living area that flows seamlessly into the kitchen and dining space, creating the ideal gathering spot for family and friends. The thoughtfully designed floor plan offers a private owner's suite complete with a relaxing soaking tub, separate shower, and large walk in closet space. On the other side, there is an oversized laundry room, two additional bedrooms and a full bathroom which provide plenty of room for family, guests, or a home office. This home is conveniently located just minutes from shopping, restaurants, schools, and Gate 2 of NAS Patuxent River. Why wait for new construction when you can have a nearly new home with modern finishes, quality craftsmanship, and
This beautifully maintained rambler is everything you have been looking for! Built in 2018, this spacious one-level home offers over 2,200 square feet of comfortable living space with an open-concept design that is perfect for both everyday living and entertaining. The heart of the home features a bright and inviting living area that flows seamlessly into the kitchen and dining space, creating the ideal gathering spot for family and friends. The thoughtfully designed floor plan offers a private owner's suite complete with a relaxing soaking tub, separate shower, and large walk in closet space. On the other side, there is an oversized laundry room, two additional bedrooms and a full bathroom which provide plenty of room for family, guests, or a home office. This home is conveniently located just minutes from shopping, restaurants, schools, and Gate 2 of NAS Patuxent River. Why wait for new construction when you can have a nearly new home with modern finishes, quality craftsmanship, and
USD 465,000
20827 Primrose Court
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Townhouse · for sale
USD 270,000
USD 208/sq.ft
20827 Primrose Court
Leonardtown town
· 1,292 sq.ft · 3 Bedrooms · 2 Baths · Townhouse
Leonardtown town · 1,292 sq.ft · 3 Bedrooms · 2 Baths · Townhouse
Enjoy the best of Southern Maryland living with convenient access to shopping, dining, waterfront activities, and Naval Air Station Patuxent River. Just minutes from local favorites like Pax River Ale House, Plaza Azteca Mexican Restaurant Lexington Park MD, and nearby parks and marinas, this location offers both convenience and lifestyle appeal. Perfectly located near some of Southern Marylands most beautiful waterfront destinations, including Elm's Beach Park, Leonardtown Wharf Park, and local marinas along the Chesapeake Bay. Whether you enjoy boating, kayaking, fishing, or waterfront dining, this area offers endless outdoor recreation opportunities. The property is being sold'As Is'. 1,000 seller concession. Schedule a tour today
Enjoy the best of Southern Maryland living with convenient access to shopping, dining, waterfront activities, and Naval Air Station Patuxent River. Just minutes from local favorites like Pax River Ale House, Plaza Azteca Mexican Restaurant Lexington Park MD, and nearby parks and marinas, this location offers both convenience and lifestyle appeal. Perfectly located near some of Southern Marylands most beautiful waterfront destinations, including Elm's Beach Park, Leonardtown Wharf Park, and local marinas along the Chesapeake Bay. Whether you enjoy boating, kayaking, fishing, or waterfront dining, this area offers endless outdoor recreation opportunities. The property is being sold'As Is'. 1,000 seller concession. Schedule a tour today
USD 270,000
46546 Midway Drive
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House · for sale
USD 283,000
USD 398/sq.ft
46546 Midway Drive
Leonardtown town
· 710 sq.ft · 2 Bedrooms · 1 Bath · House
· Garden · Deck · Air conditioning
Leonardtown town · 710 sq.ft · 2 Bedrooms · 1 Bath · House · Garden · Deck · Air conditioning
Discover the epitome of one-level living in this in this charming two-bedroom, one-level home, perfectly designed for convenience and comfort. Step inside to find move-in ready interiors featuring elegant hardwood floors and modern appliances that enhance everyday living. The spacious yard offers ample room for outdoor activities, complemented by a beautiful back deck, ideal for relaxation and entertaining. Additional highlights include a separate laundry area, shed for extra storage and a fenced yard, providing privacy and security. Enjoy the comforts of central air int this peaceful neighborhood of Lexington Park, where tranquility meets accessibility. Located just a short drive from shopping, pristine beaches, and a military base, this home is an exceptional opportunity for those seeking a serene lifestyle with convenient amenities. Don't miss your chance to make it yours!
Discover the epitome of one-level living in this in this charming two-bedroom, one-level home, perfectly designed for convenience and comfort. Step inside to find move-in ready interiors featuring elegant hardwood floors and modern appliances that enhance everyday living. The spacious yard offers ample room for outdoor activities, complemented by a beautiful back deck, ideal for relaxation and entertaining. Additional highlights include a separate laundry area, shed for extra storage and a fenced yard, providing privacy and security. Enjoy the comforts of central air int this peaceful neighborhood of Lexington Park, where tranquility meets accessibility. Located just a short drive from shopping, pristine beaches, and a military base, this home is an exceptional opportunity for those seeking a serene lifestyle with convenient amenities. Don't miss your chance to make it yours!
USD 283,000
44939 Shore Dr, Tall Timbers, MD 20690 | MLS #MDSM2030
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House · for sale
USD 495,000
USD 235/sq.ft
44939 Shore Dr, Tall Timbers, MD 20690 | MLS #MDSM2030
Leonardtown town
· 2,099 sq.ft · 4 Bedrooms · 2 Baths · House
· Patio · Garden · Fireplace · Equipped kitchen
Leonardtown town · 2,099 sq.ft · 4 Bedrooms · 2 Baths · House · Patio · Garden · Fireplace · Equipped kitchen
One level living with waterfront views are ready for you to move right in! This one story home includes 4 bedrooms and 2 full bathrooms. The home was renovated in 2016. As you enter the home, the open concept kitchen and main living area are perfect for hosting gatherings or entertaining. The kitchen has quartz counters, upgraded cabinets, stainless appliances, tile backsplash, upgraded lighting, dining area, and hardwood floors. Enjoy views of St. George's Creek from the main living area or sit on the expansive front porch and enjoy a cup of coffee or evening cocktail. The bedrooms are spacious and include a full bath located in the hallway. As you leave the main living area, the step down family room with wood burning fireplace provide a cozy feel and space to relax. Doors open to the back patio complete with built in brick barbeque, large yard, barns, shed, and fenced yard. The primary suite has hardwood floors and a large walk in closet. The primary bathroom creates a spa like feel
One level living with waterfront views are ready for you to move right in! This one story home includes 4 bedrooms and 2 full bathrooms. The home was renovated in 2016. As you enter the home, the open concept kitchen and main living area are perfect for hosting gatherings or entertaining. The kitchen has quartz counters, upgraded cabinets, stainless appliances, tile backsplash, upgraded lighting, dining area, and hardwood floors. Enjoy views of St. George's Creek from the main living area or sit on the expansive front porch and enjoy a cup of coffee or evening cocktail. The bedrooms are spacious and include a full bath located in the hallway. As you leave the main living area, the step down family room with wood burning fireplace provide a cozy feel and space to relax. Doors open to the back patio complete with built in brick barbeque, large yard, barns, shed, and fenced yard. The primary suite has hardwood floors and a large walk in closet. The primary bathroom creates a spa like feel
USD 495,000
3715 Thunder Hill Drive
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House · for sale
USD 975,000
USD 183/sq.ft
3715 Thunder Hill Drive
Leonardtown town
· 5,307 sq.ft · 5 Bedrooms · 4 Baths · House
· Equipped kitchen · Parking
Leonardtown town · 5,307 sq.ft · 5 Bedrooms · 4 Baths · House · Equipped kitchen · Parking
If you've been looking for privacy, space, and a home that truly stands out, this is one you don't want to miss. Tucked away on over two beautiful acres with no HOA, this custom home offers the peaceful feeling of country living while still being just minutes from everything Prince Frederick has to offer. From the moment you step inside, you'll appreciate the soaring two-story foyer, gorgeous hardwood floors, and thoughtful layout designed for both everyday living and entertaining. The main level features a private bedroom with a full bath that's perfect for guests, an in-law suite, or a nanny. The kitchen is truly the heart of the home and a dream for anyone who loves to cook or entertain. It includes Wolf double ovens, a massive GE Monogram refrigerator, two dishwashers, double pantries, a gas cooktop with warming drawer, food steamer, cup warmer, bar sink, wine refrigerator, and an oversized island with plenty of seating. There's even direct access from the garage to make unloading
If you've been looking for privacy, space, and a home that truly stands out, this is one you don't want to miss. Tucked away on over two beautiful acres with no HOA, this custom home offers the peaceful feeling of country living while still being just minutes from everything Prince Frederick has to offer. From the moment you step inside, you'll appreciate the soaring two-story foyer, gorgeous hardwood floors, and thoughtful layout designed for both everyday living and entertaining. The main level features a private bedroom with a full bath that's perfect for guests, an in-law suite, or a nanny. The kitchen is truly the heart of the home and a dream for anyone who loves to cook or entertain. It includes Wolf double ovens, a massive GE Monogram refrigerator, two dishwashers, double pantries, a gas cooktop with warming drawer, food steamer, cup warmer, bar sink, wine refrigerator, and an oversized island with plenty of seating. There's even direct access from the garage to make unloading
USD 975,000
419 Seagull Ln, Lusby, MD 20657 | MLS #MDCA2024
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House · for sale
USD 349,000
USD 321/sq.ft
419 Seagull Ln, Lusby, MD 20657 | MLS #MDCA2024
Leonardtown town
· 1,087 sq.ft · 2 Bedrooms · 1 Bath · House
· Patio · Garden · Office room · Gym · Fireplace · Equipped kitchen · Parking
Leonardtown town · 1,087 sq.ft · 2 Bedrooms · 1 Bath · House · Patio · Garden · Office room · Gym · Fireplace · Equipped kitchen · Parking
Enjoy coastal living with private Chesapeake Bay beach access just moments away. This tastefully restored home combines charm, comfort, and peace of mind with major recent improvements including a new roof, new well, and new BAT septic system. Situated on a level lot, the property features a spacious patio and outdoor kitchen, creating the perfect setting for entertaining family and friends. Inside, you’ll find a welcoming great room with fireplace, two bedrooms, one full bath, a separate laundry room, and a versatile bonus space ideal for a home office, fitness room, guest area, or hobby room. The open yard offers plenty of room for gardening, raised beds, future garage space, or additional outdoor living areas. Whether you’re looking for a full-time residence, weekend getaway, or investment opportunity, this move-in-ready property offers the best of Chesapeake Bay living with modern updates already completed. Don’t miss the opportunity to own an updated beach-access retreat in a desi
Enjoy coastal living with private Chesapeake Bay beach access just moments away. This tastefully restored home combines charm, comfort, and peace of mind with major recent improvements including a new roof, new well, and new BAT septic system. Situated on a level lot, the property features a spacious patio and outdoor kitchen, creating the perfect setting for entertaining family and friends. Inside, you’ll find a welcoming great room with fireplace, two bedrooms, one full bath, a separate laundry room, and a versatile bonus space ideal for a home office, fitness room, guest area, or hobby room. The open yard offers plenty of room for gardening, raised beds, future garage space, or additional outdoor living areas. Whether you’re looking for a full-time residence, weekend getaway, or investment opportunity, this move-in-ready property offers the best of Chesapeake Bay living with modern updates already completed. Don’t miss the opportunity to own an updated beach-access retreat in a desi
USD 349,000
1679 Sapphire Ct, Lusby, MD 20657 | Compass
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House · for sale
USD 599,000
USD 152/sq.ft
1679 Sapphire Ct, Lusby, MD 20657 | Compass
Leonardtown town
· 3,940 sq.ft · 4 Bedrooms · 4 Baths · House
· Equipped kitchen · Cellar · Parking
Leonardtown town · 3,940 sq.ft · 4 Bedrooms · 4 Baths · House · Equipped kitchen · Cellar · Parking
A must see! This meticulous home that not only has all the amenities you need for day-to-day living, but also THE perfect home for entertaining. A large kitchen that opens to a beautiful morning room and family room. To the extensive hardscaping right off the kitchen, to the amazing finished basement area, this is an absolute gem. It is the gathering place for game time, movie time, or just hanging with family. The projector and screen convey, so you are set. Whole house speaker system. Situated on a large, flat lot off a cul-de-sac, there is plenty of parking for your guests
A must see! This meticulous home that not only has all the amenities you need for day-to-day living, but also THE perfect home for entertaining. A large kitchen that opens to a beautiful morning room and family room. To the extensive hardscaping right off the kitchen, to the amazing finished basement area, this is an absolute gem. It is the gathering place for game time, movie time, or just hanging with family. The projector and screen convey, so you are set. Whole house speaker system. Situated on a large, flat lot off a cul-de-sac, there is plenty of parking for your guests
USD 599,000
22237 Scott Circle
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House · for sale
USD 425,000
USD 157/sq.ft
22237 Scott Circle
Leonardtown town
· 2,691 sq.ft · 4 Bedrooms · 3 Baths · House
· Office room · Equipped kitchen · Parking
Leonardtown town · 2,691 sq.ft · 4 Bedrooms · 3 Baths · House · Office room · Equipped kitchen · Parking
Welcome to 22237 Scott Circle, Lexington Park, MDa beautifully maintained rambler offering nearly 2,700 square feet of finished living space with the convenience of one-level living and a fully finished lower level. The main level features an inviting open floor plan with hardwood flooring, a spacious living area, and a well-appointed kitchen complete with granite countertops, stainless steel appliances, and plenty of cabinet and counter space. The main level also includes three generously sized bedrooms and two full bathrooms, including a comfortable owner's suite. The finished lower level expands your living space with a large recreation room, an additional bedroom, and a full bathroomideal for guests, multi-generational living, a home office, or entertaining. Additional highlights include an attached two-car garage, ample storage, and a desirable location close to NAS Patuxent River, shopping, restaurants, schools, and commuter routes. This move-in ready home offers the perfect comb
Welcome to 22237 Scott Circle, Lexington Park, MDa beautifully maintained rambler offering nearly 2,700 square feet of finished living space with the convenience of one-level living and a fully finished lower level. The main level features an inviting open floor plan with hardwood flooring, a spacious living area, and a well-appointed kitchen complete with granite countertops, stainless steel appliances, and plenty of cabinet and counter space. The main level also includes three generously sized bedrooms and two full bathrooms, including a comfortable owner's suite. The finished lower level expands your living space with a large recreation room, an additional bedroom, and a full bathroomideal for guests, multi-generational living, a home office, or entertaining. Additional highlights include an attached two-car garage, ample storage, and a desirable location close to NAS Patuxent River, shopping, restaurants, schools, and commuter routes. This move-in ready home offers the perfect comb
USD 425,000
12635 Western Circle
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House · for sale
USD 295,000
USD 279/sq.ft
12635 Western Circle
Leonardtown town
· 1,055 sq.ft · 3 Bedrooms · 1 Bath · House
· Equipped kitchen
Leonardtown town · 1,055 sq.ft · 3 Bedrooms · 1 Bath · House · Equipped kitchen
Welcome home to this beautifully refreshed 3-bedroom, 1-bath rancher offering comfort, style, and move-in-ready convenience. Built in 1987 and featuring 1,056 square feet of living space, this home has been thoughtfully updated to appeal to todays buyers. Step inside to discover brand-new carpet in the bedrooms and durable new vinyl flooring throughout the living room and kitchen. Fresh paint throughout the home creates a clean, modern feel, while the open-concept layout between the living room and kitchen allows for an abundance of natural light to fill the space. The updated kitchen is equipped with new appliances, including a stove, dishwasher, and refrigerator, making it both functional and inviting. Just off the kitchen, step through the doorway onto a large open deckperfect for entertaining, grilling, or enjoying peaceful outdoor moments. The exterior offers charming curb appeal with a welcoming front porch, ideal for relaxing and taking in the surroundings. Additional convenienc
Welcome home to this beautifully refreshed 3-bedroom, 1-bath rancher offering comfort, style, and move-in-ready convenience. Built in 1987 and featuring 1,056 square feet of living space, this home has been thoughtfully updated to appeal to todays buyers. Step inside to discover brand-new carpet in the bedrooms and durable new vinyl flooring throughout the living room and kitchen. Fresh paint throughout the home creates a clean, modern feel, while the open-concept layout between the living room and kitchen allows for an abundance of natural light to fill the space. The updated kitchen is equipped with new appliances, including a stove, dishwasher, and refrigerator, making it both functional and inviting. Just off the kitchen, step through the doorway onto a large open deckperfect for entertaining, grilling, or enjoying peaceful outdoor moments. The exterior offers charming curb appeal with a welcoming front porch, ideal for relaxing and taking in the surroundings. Additional convenienc
USD 295,000
46315 Creeping Primrose Lane # B
View photo
Townhouse · for sale
USD 294,900
USD 242/sq.ft
46315 Creeping Primrose Lane # B
Leonardtown town
· 1,216 sq.ft · 3 Bedrooms · 2 Baths · Townhouse
· Equipped kitchen
Leonardtown town · 1,216 sq.ft · 3 Bedrooms · 2 Baths · Townhouse · Equipped kitchen
Welcome to 46315 Creeping Primrose Ln #B, Lexington Park, MD 20653 a beautifully maintained 3 bedroom 2.5 bath home offering comfort, convenience, and an unbeatable location! Freshly painted and meticulously cared for, this home is truly move-in ready. From the moment you step inside, youll appreciate the clean, well-kept feel and inviting layout designed for everyday living. The main level is adorned with all the sought after amenities, including a spacious open floor plan, with plenty of room to entertain while preparing gourmet delights on your generously sized kitchen island. Stainless steel appliances, including built-in microwave and ample cabinet space highlight the kitchen area. Recessed lighting throughout, enhances the ultra modern motif. There is a powder room and storage/coat closet on the entry level as well. Climb the carpeted stairway where the owner's suite, complete with private bath, awaits you. You'll love the walk-in closet. Two additional rooms will house your extr
Welcome to 46315 Creeping Primrose Ln #B, Lexington Park, MD 20653 a beautifully maintained 3 bedroom 2.5 bath home offering comfort, convenience, and an unbeatable location! Freshly painted and meticulously cared for, this home is truly move-in ready. From the moment you step inside, youll appreciate the clean, well-kept feel and inviting layout designed for everyday living. The main level is adorned with all the sought after amenities, including a spacious open floor plan, with plenty of room to entertain while preparing gourmet delights on your generously sized kitchen island. Stainless steel appliances, including built-in microwave and ample cabinet space highlight the kitchen area. Recessed lighting throughout, enhances the ultra modern motif. There is a powder room and storage/coat closet on the entry level as well. Climb the carpeted stairway where the owner's suite, complete with private bath, awaits you. You'll love the walk-in closet. Two additional rooms will house your extr
USD 294,900

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Hughesville, District 9 Hughesville Charles County Maryland
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