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Kim Briscoe
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Leonardtown MD Real Estate & Homes for Sale

27 Properties Found

The median home value in Leonardtown, MD is $560,000. This is higher than the county median home value of $325,000. The national median home value is $308,980. The average price of homes sold in Leonardtown, MD is $560,000. Approximately 60% of Leonardtown homes are owned, compared to 33% rented, while 7% are vacant. Leonardtown real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you like to see a property, contact Leonardtown real estate agent to arrange a tour today!
Learn more about Leonardtown Real Estate.


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Beds:
5
Baths:
3 Full/1 Half
Sq.Ft.:
3,075
Status:
NEW LISTING
MLS#:
MDSM2028504
Type:
Single Family, Single Family-Detached
Subdivision:
WILDERNESS RUN
Lot size:
0.99 Acres
Year built:
2001
Courtesy: CENTURY 21 New Millennium
View additional info

Nestled on a beautifully maintained 1 acre lot, this 5 bedroom, 3.5 bathroom home is conveniently located in Leonardtown's Wilderness Run community. A welcoming foyer leads to a formal dining room and a charming country style kitchen which opens to a spacious family room. The kitchen features space for a table, a large pantry, stainless steel appliances, granite countertops, and direct access to the expansive rear deck overlooking the large private backyard with firepit area and mature trees adding natural privacy. The door off the family room leads to a cozy nook, great for drinking your morning coffee as you watch the birds and abundant wildlife. A convenient flex room off the foyer is perfect for a home office or quiet sitting room. Upstairs, the large primary suite has an en suite bathroom with soaking tub and a generous walk-in closet. Three additional bedrooms are comfortably sized with nice closets. The second floor has a laundry area for everyday convenience. The fully finished basement provides exceptional versatility. It includes a well-appointed kitchenette with abundant cabinetry and granite countertops with subway tile backsplash. A large recreation room with built-ins gives plenty of room for entertaining. A full bath has dual access points for the additional bedroom, office or home gym. This room is complete with a generous closet and stackable washer and dryer and multiple windows for natural light and an exterior ground level exit door. The basement also has a large storage area with shelving to complete the lower level. The neighborhood is located within minutes of Downtown Leonardtown with restaurants, shopping, nightlife, the winery, and seasonal events. The wharf offers a boardwalk, playground, and beautiful water views.

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,557
Status:
NEW LISTING
MLS#:
MDSM2028410
Type:
Single Family, Single Family-Detached
Subdivision:
HAWKS NEST
Lot size:
1.37 Acres
Year built:
2025
Courtesy: CENTURY 21 New Millennium
View additional info

IMMEDIATE DELIVERY! Brand-New Leonardtown Rambler on 1.37 Acres Welcome to a beautifully crafted 1,557 sq. ft. new-build rambler set on 1.37 peaceful acres in one of Leonardtowns most desirable locations. This home blends modern style with relaxed countryside living, offering a layout designed for comfort, connection, and effortless everyday life. A welcoming front porch and striking red door set the tone as you step inside to an expansive open floor plan. Wide plank flooring, soft natural light, and clean design lines create a warm, inviting atmosphere that flows seamlessly from the living area into the dining space and kitchen. The open layout provides exceptional flexibility, accommodating large sofas, oversized entertainment setups, family gatherings, and quiet evenings alike. The kitchen is the true centerpiece of the home, featuring shaker-style cabinetry in a sophisticated two-tone palette, sleek quartz countertops, stainless steel appliances, and a large island with seating. Pantry cabinetry provides excellent storage and functionality, making this kitchen ideal for both cooking and entertaining. The private primary suite is a peaceful retreat with plush carpet, a walk-in closet, and a dual-vanity ensuite designed for comfort and convenience. Two additional bedrooms are generously sized with ample closet space, perfect for family, guests, or a home office. A nicely sized full bathroom serves the rest of the main floor. Step outside to a wide-open backyard that offers a blank canvas for all your outdoor visions. Whether you dream of a garden, patio, firepit, play area, or outdoor living oasis, the space is here to bring it to life. The setting is quiet and serene, yet only minutes from Leonardtowns restaurants, shops, waterfront attractions, schools, and everything this historic town has to offer. This brand-new home delivers modern design, practical comfort, and room to grow in a location that balances privacy with convenience. It is the ideal place to begin your next chapter in Southern Maryland.

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
2,500
Status:
NEW LISTING
MLS#:
MDSM2028220
Type:
Single Family, Single Family-Detached
Subdivision:
HAWKS NEST
Lot size:
1.34 Acres
Year built:
2025
Courtesy: CENTURY 21 New Millennium
View additional info

IMMEDIATE DELIVERY! Welcome to 20260 Hawks Way, a stunning immediate delivery brand new construction home situated on 1.34 flat acres in rural Leonardtown. This 4-bedroom, 2.5-bath residence showcases a modern design with thoughtful details and high-end finishes throughout. The main level features luxury vinyl plank flooring and a bright, open-concept layout perfect for both everyday living and entertaining. The gourmet kitchen is the heart of the home, boasting quartz countertops, stainless steel appliances, and stunning two-tone shaker cabinetry that combines warmth and sophistication. A spacious center island offers additional prep space and seating, all overlooking the expansive living and dining areas. Upstairs, the oversized primary suite offers a peaceful retreat with a generous walk-in closet and a spa-like en-suite bath featuring dual vanities, a custom tile shower, and sleek black fixtures. Two additional bedrooms, a full bath, and a convenient laundry room complete the upper level. With a two-car garage, no HOA, and a private, wooded setting just minutes from Leonardtowns charming town square, waterfront attractions, shops, and restaurants, this home offers the best of Southern Maryland living. Dont miss the opportunity to make this stunning new home your own.

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,732
Status:
NEW LISTING
MLS#:
MDSM2028348
Type:
Single Family, Single Family-Detached
Subdivision:
CHESTNUT RIDGE
Lot size:
2.43 Acres
Year built:
1991
Courtesy: O'Brien Realty ERA Powered
View additional info

Welcome to this charming single-family rambler nestled in the peaceful Chestnut Ridge subdivision, and only a short drive to downtown Leonardtown. This home blends convenience, comfort, accessibility, and serene country living. Step inside to a spacious, open floor plan with a kitchen perfect for gathering and everyday living. Next to the kitchen is a formal dining room with beautiful wood floors that flow throughout, adding warmth and character to the home. Thoughtfully designed for accessibility , the property features exterior ramps leading to the garage, patio, and deck, as well as an accessible primary suite complete with level flooring, properly placed handrails, and a generously sized walk-in closet. The primary bedroom also includes a sliding glass door that opens onto a partial wrap-around deck, offering peaceful views of the backyard. Outside, enjoy the freedom and space of your 2.43-acre lot, featuring a large two-car garage, storage shed, generator, and a propane tank. Warm, inviting, and thoughtfully updated for comfort-this property is ready to welcome you home. Offer deadline by Saturday 12/13/2025

Beds:
4
Baths:
3 Full/1 Half
Sq.Ft.:
3,736
Status:
Active
MLS#:
MDSM2028276
Type:
Single Family, Single Family-Detached
Subdivision:
LEONARDS GRANT
Lot size:
0.22 Acres
Year built:
2009
Courtesy: RE/MAX One
View additional info

Welcome to 23581 Gallent Fox Way, a beautifully maintained and thoughtfully upgraded home nestled in the heart of highly desirable Leonards Grant. Situated in one of Leonardtowns most sought-after communities, this 4-bedroom, 3.5-bath 3,933 sq ft residence combines comfort, convenience, and a true sense of community living. Perfectly positioned directly across from the community pool and recreation center and adjacent to the neighborhood Green, this location offers stunning views and unmatched access to neighborhood amenities right outside your front door. Step inside to find a warm, inviting layout enhanced by a recently renovated kitchen featuring modern finishes, ample cabinetry, and a spacious center island ideal for cooking, gathering, and entertaining. The kitchen flows seamlessly into the bright, open living and dining spaces, creating the perfect environment for everyday living. Upstairs, the home boasts generously sized bedrooms including a convenient Jack & Jill bathroom designed for shared use while maintaining privacy. The luxurious primary suite is a peaceful retreat with a spacious layout and a spa-inspired ensuite that showcases the signature QBH upgraded shower, an exceptional highlight providing a truly relaxing experience. The fully finished basement expands your living space and offers endless possibilities, featuring a full bathroom, additional bedroom, and walk-up access to the backyard. Movie and game nights become unforgettable with the included projector and built-in sound system, creating a true home theater experience. Outdoor living is an absolute dream in the fenced backyard, complete with a beautifully designed paver patio, built-in fire pit, and covered porch for shade and comfort, perfect for quiet evenings at home or hosting friends and family. Leonards Grant is known for its friendly atmosphere, community amenities, and prime location just minutes from top-rated schools, Historic Downtown Leonardtown, restaurants, shopping, and Pax River NAS. Enjoy miles of sidewalks, playgrounds, sports courts, fields, and seasonal community events that bring neighbors together. This exceptional property offers the full package, modern upgrades, a functional layout, community lifestyle, and a premium location. Come experience why Leonards Grant is one of Southern Marylands premier places to call home!

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
2,594
Status:
Active
MLS#:
MDSM2028218
Type:
Single Family, Single Family-Detached
Subdivision:
CHESTNUT RIDGE
Lot size:
2 Acres
Year built:
1994
Courtesy: CENTURY 21 New Millennium
View additional info

Nestled within one of the most desirable subdivisions, this classic two-story Colonial welcomes you home with charm and a sense of privacy on two wooded acres Step inside and feel the warmth of meticulously cared-for details : gleaming hardwood floors through the main level, a spacious separate dining room into a beautifully updated kitchen. Corian countertops, stainless steel appliances, and center island make it a joy to cook and gather Kitchen opens into a cozy family room anchored by a wood-burning fireplace and a light-filled sunroom with lots of windows inviting the outside in. Connecting deck overlooking your own peaceful woods Upstairs, four generous bedrooms offer restful retreats, including a primary suite with an en-suite bath featuring dual vanities, a soothing soaking tub, a separate shower, and a spacious walk-in closet. Practical touches complete the picture: an oversized two-car garage for all your toys and storage, plus a charming large Amish-built shed Bonus! Encapsulated crawlspace w/ commercial grade dehumidifier, sprinkler system, heat pump 2024, new roof 2016

Open House:

Sunday, 12/14 2:00-4:00PM

Beds:
4
Baths:
3 Full/1 Half
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDSM2028150
Type:
Townhouse
Subdivision:
MEADOWS AT TOWN RUN II
Lot size:
0.05 Acres
Year built:
2025
Courtesy: RE/MAX One
View additional info

***Immediate Delivery***Builder Incentive, Settle in 2025, Receive $10,000 in Builder Credit plus $12,500 in Closing Help OR $10,000 Builder Credit plus a 2/1 Rate Buydown AND $5,000 Closing Help with Preferred Lender & Title company. Builder to honor promotional pricing for contracts that close by 12/31/25. Unit 105 Madison D2: Photos Coming Soon New Construction: Madison D2 at Meadows at Town Run II 2604 Sq Ft 4 Bedrooms 3.5 Baths 1-Car Garage Welcome to the Madison D2, a spacious and thoughtfully designed townhome by Quality Built Homes located in the vibrant new community of Meadows at Town Run II in Leonardtown, MD. This 3-level, 2,604 sq ft interior unit offers flexible living space, starting with a main-level entry that opens into a finished rec room or 4th bedroom with a full bath, perfect for a guest suite or home office. Upstairs, enjoy 9 ceilings, luxury vinyl plank flooring, and an open-concept kitchen featuring 42" upgraded maple cabinets, upgraded granite countertops, a large center island, walk-in pantry, and stainless steel GE appliances. The kitchen flows seamlessly into the dining area and oversized family room, with access to a 14x12 maintenance-free deck overlooking your private, fenced-in backyard. The upper level boasts a spacious owners suite with tray ceiling, walk-in closet, and a luxurious ensuite bath with dual vanities and QBHIs signature deluxe tiled shower. Two additional bedrooms, a full hall bath, and a convenient laundry room complete the top floor. Additional features include: Oversized 1-car garage and 2-car wide driveway, finished and painted garage with drywall, smart home technology with IQ Pro command center, Skybell camera doorbell, and smart thermostat Low-maintenance exterior with stone-to-grade front (per elevation), sodded yard, vinyl fencing, and landscaping package. Community amenities include sidewalks, recreation center, pool, playground, pickleball, and tennis courts, all in the heart of charming Leonardtown. Photos shown are representative and intended to illustrate a similar finished townhouse.

Open House:

Sunday, 12/14 2:00-4:00PM

Beds:
4
Baths:
3 Full/1 Half
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDSM2028148
Type:
Townhouse
Subdivision:
MEADOWS AT TOWN RUN II
Lot size:
0.05 Acres
Year built:
2025
Courtesy: RE/MAX One
View additional info

***Immediate Delivery***Builder Incentive, Settle in 2025, Receive $10,000 in Builder Credit plus $12,500 in Closing Help OR $10,000 Builder Credit plus a 2/1 Rate Buydown AND $5,000 Closing Help with Preferred Lender & Title company. Builder to honor promotional pricing for contracts that close by 12/31/25. Unit 106 Madison D3: Welcome to Meadows at Town Run....Leonardtowns Newest Townhome Community by Quality Built Homes! Discover the Madison-D3 Interior Unit, a thoughtfully designed 3-level townhome offering 2,604 sq ft of beautifully finished living space. This interior unit features an oversized one-car garage and an entry-level flex space that includes built-in cubbies and coat hooks, plus a versatile room that can function as a fourth bedroom, guest suite, or recreation room, complete with a full bath and closet. The main level boasts a spacious and open kitchen with Quartz countertops, brushed nickel fixtures, a center island, large walk-in pantry, and breakfast nook. The open-concept family room flows seamlessly from the kitchen to a 14x12 maintenance-free deck overlooking a fenced backyard, perfect for outdoor entertaining. Upstairs, retreat to the owners suite with tray ceiling, walk-in closet, and a luxurious Deluxe Signature Shower by QBHI featuring floor-to-ceiling tile, dual showerheads, a built-in seat, ledge, shelving niche, and recessed lighting. Two additional bedrooms, a full hall bath, and a convenient laundry room complete the upper level. Community amenities include sidewalks, a swimming pool, recreation center, pickleball and tennis courts, and playgrounds, all located in the heart of charming Leonardtown, Maryland. Come experience the unmatched quality and thoughtful design that sets Quality Built Homes apart. Schedule your tour today!

Open House:

Sunday, 12/14 2:00-4:00PM

Beds:
4
Baths:
3 Full/1 Half
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDSM2028144
Type:
Townhouse
Subdivision:
MEADOWS AT TOWN RUN II
Lot size:
0.05 Acres
Year built:
2025
Courtesy: RE/MAX One
View additional info

***Immediate Delivery***Builder Incentive, SETTLE in 2025, Receive $10,000 in Builder Credit plus $12,500 in Closing Help OR $10,000 Builder Credit plus a 2/1 Rate Buydown AND $5,000 Closing Help with Preferred Lender & Title company. Builder to honor promotional pricing for contracts that close by 12/31/25. Unit 104 Madison D3: Welcome to Meadows at Town Run.... Leonardtowns Newest Townhome Community by Quality Built Homes! Discover the Madison-D3 Interior Unit, a thoughtfully designed 3-level townhome offering 2,604 sq ft of beautifully finished living space. This interior unit features an oversized one-car garage and an entry-level flex space that includes built-in cubbies and coat hooks, plus a versatile room that can function as a fourth bedroom, guest suite, or recreation room, complete with a full bath and closet. The main level boasts a spacious and open kitchen with Quartz countertops, brushed nickel fixtures, a center island, large walk-in pantry, and breakfast nook. The open-concept family room flows seamlessly from the kitchen to a 14x12 maintenance-free deck overlooking a fenced backyard, perfect for outdoor entertaining. Upstairs, retreat to the owners suite with tray ceiling, walk-in closet, and a luxurious Deluxe Signature Shower by QBHI featuring floor-to-ceiling tile, dual showerheads, a built-in seat, ledge, shelving niche, and recessed lighting. Two additional bedrooms, a full hall bath, and a convenient laundry room complete the upper level. Community amenities include sidewalks, a swimming pool, recreation center, pickleball and tennis courts, and playgrounds, all located in the heart of charming Leonardtown, Maryland. Come experience the unmatched quality and thoughtful design that sets Quality Built Homes apart. Schedule your tour today!

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
2,888
Status:
Active
MLS#:
MDSM2027792
Type:
Single Family, Single Family-Detached
Subdivision:
NONE AVAILABLE
Lot size:
0.25 Acres
Year built:
2019
Courtesy: RE/MAX One
View additional info

Price Reduced on this beautiful colonial home in the Meadows of Town Run neighborhood in Leonardtown. This home has large 6 ft. windows on the entire main level to allow tons of natural light! A beautiful front porch is a great place to sit and chat with your neighbors and enjoy the peaceful community. The upstairs has 4 large bedrooms, the laundry room, and two bathrooms. The main bedroom suite features a large walk-in closet and a luxury bathroom featuring a soaking tub, huge shower, and two vanities featuring gorgeous decorative tile. The kitchen and family room on the main floor offer a large welcoming space for family and friends with a sliding glass door that goes out to the patio to enjoy the firepit and fenced in back yard. The additional dining room and living room spaces allow you to spread out for large family gatherings. The mudroom joins the garage and is a great space to welcome you home. The basement has a finished studio room for your crafts or hobbies and a large unfinished area for you finish and make it your own.

Beds:
5
Baths:
3 Full/1 Half
Sq.Ft.:
3,526
Status:
Active
MLS#:
MDSM2027750
Type:
Single Family, Single Family-Detached
Subdivision:
NONE AVAILABLE
Lot size:
1.38 Acres
Year built:
2003
Courtesy: RE/MAX One
View additional info

ð??° Seller is offering a $4,000 concession with an accepted full-price offer! Use it for an interest-rate buy-down, closing costs, or to add your own personal touches. Get ready to fall in love with this wonderful 5BR/3.5BA home in the Leonardtown's Kingston Estates! Set on a peaceful, no-through street and perched on a gentle hill, this home offers great privacy with mature trees and plenty of open yard space. Inside, the two-story foyer opens to a main level with newer flooring, real hardwood floors in the living room, and fresh paint throughout the home. A flexible room with French doors at the front of the house works perfectly as a home office or formal dining room. The eat-in kitchen features granite countertops, a tile backsplash, stainless GE appliances, a Kraus sink, center island, and a spacious pantry. It opens directly to a cozy family room with a wood-burning fireplace-great for gathering. Upstairs, youll find four generously sized bedrooms. The primary suite offers wooded views, a soaking tub, dual sinks, walk-in shower, and a large linen closet. Three additional bedrooms and a second full bathroom complete the upstairs. The fully finished walkout basement adds even more versatility with a fifth bedroom, full bath, wet bar, laundry area, and a fantastic flex room ideal for a gym, playroom, office, or media space. Outdoor living is another highlight. Enjoy the composite screened deck that overlooks a private backyard backing to a Forest Conservation Area. A small fenced section is perfect for pets, and the property includes two great sheds-one heated and cooled, ideal for hobbies or studio use, and a 20â?²Ã?24â?² Amish-built structure with electric and lofts for storage or a workshop. Lovingly maintained by its original owners, the home also includes valuable big-ticket updates such as two high-efficiency HVAC systems (2023 & 2025), an architectural roof (2018), a rebuilt driveway, whole-home filtration system, sump pump with backup, chimney improvements, and updated bath fixtures. With more than 3,500 sq ft of finished space and a welcoming, flexible layout, this home offers comfort, privacy, and long-term value-just minutes to historic Leonardtown, dining, shopping, and an easy commute to PAX River Naval Base. Youll feel right at home the moment you arrive. Come and take a look!

Beds:
3
Baths:
2 Full/2 Half
Sq.Ft.:
3,683
Status:
Active
MLS#:
MDSM2027714
Type:
Single Family, Single Family-Detached
Subdivision:
NONE AVAILABLE
Lot size:
3.39 Acres
Year built:
1991
Courtesy: RE/MAX One
View additional info

Discover this stunning cedar siding contemporary waterfront home offering a perfect blend of comfort and character. Enjoy water access with a private shared dock, ideal for relaxing days on the water. Freshly painted throughout with brand-new flooring in basement and two bedrooms, this home shines inside and out. The sunroom features beautiful slate floors and peaceful views of the surrounding landscape. The living room boasts soaring ceilings, a brick fireplace, while the dining room showcases hardwood floors. The primary bedroom includes a private full bath for added convenience. Additional highlights include a mudroom, 2-car garage, and fully finished basement. Experience the beauty of waterfront living in this one-of-a-kind home-dont miss it!

Beds:
3
Baths:
2 Full
Sq.Ft.:
2,527
Status:
Active
MLS#:
MDSM2027122
Type:
Single Family, Single Family-Detached
Subdivision:
NONE AVAILABLE
Lot size:
1.28 Acres
Year built:
1970
Courtesy: RE/MAX One
View additional info

This is a large 3 bedrooms, 2 bath, and large sunroom on 2nd level home with large family room with wood stove insert, large laundry room, and accessory area on the lower level. Also has a 2 Car Detached garage built in 2008. Roof of garage and house was re-shingled in 2020 with 50 year shingles. The HVAC was regularly serviced.

Beds:
4
Baths:
2 Full
Sq.Ft.:
2,586
Status:
Active
MLS#:
MDSM2027532
Type:
Single Family, Single Family-Detached
Subdivision:
LITTLE WOODS
Lot size:
2.1 Acres
Year built:
1954
Courtesy: CENTURY 21 New Millennium
View additional info

Waterfront Retreat with Spectacular Sunsets Waterfront Retreat with Spectacular Sunsets. Welcome to your dream waterfront retreat! This charming 4-bedroom, 2-bath home is perfectly situated on 2.1 quiet acres with no HOA, offering the peace and privacy youve been looking for. Step inside to find large windows that frame breathtaking water views and allow natural light to fill the spacious living room, dining room, kitchen, and family room. A large screened-in porch invites you to relax and take in the fresh breezes while watching the spectacular sunsets over the water. Enjoy waterfront living with your very own private pier, ideal for boating, fishing, or simply unwinding by the shore. A oversized garage and separate work shed adds extra convenience for parking, storage or hobbies. This property combines the best of comfort, natural beauty, and tranquility-perfect for year-round living or a weekend escape.

Open House:

Sunday, 12/14 2:00-4:00PM

Beds:
4
Baths:
3 Full/1 Half
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDSM2027394
Type:
Townhouse
Subdivision:
MEADOWS AT TOWN RUN II
Lot size:
0.05 Acres
Courtesy: RE/MAX One
View additional info

***Immediate Delivery***Builder Incentive, Settle in 2025, Receive $10,000 in Builder Credit plus $12,500 in Closing Help OR $10,000 Builder Credit plus a 2/1 Rate Buydown AND $5,000 Closing Help with Preferred Lender & Title company. (Must Settle In 2025!) Unit 95 Madison D3: Welcome to Meadows at Town Run.... Leonardtowns Newest Townhome Community by Quality Built Homes! Discover the Madison-D3 Interior Unit, a thoughtfully designed 3-level townhome offering 2,604 sq ft of beautifully finished living space. This interior unit features an oversized one-car garage and an entry-level flex space that includes built-in cubbies and coat hooks, plus a versatile room that can function as a fourth bedroom, guest suite, or recreation room, complete with a full bath and closet. The main level boasts a spacious and open kitchen with Quartz countertops, brushed nickel fixtures, a center island, large walk-in pantry, and breakfast nook. The open-concept family room flows seamlessly from the kitchen to a 14x12 maintenance-free deck overlooking a fenced backyard-perfect for outdoor entertaining. Upstairs, retreat to the owners suite with tray ceiling, walk-in closet, and a luxurious Deluxe Signature Shower by QBHI featuring floor-to-ceiling tile, dual showerheads, a built-in seat, ledge, shelving niche, and recessed lighting. Two additional bedrooms, a full hall bath, and a convenient laundry room complete the upper level. Community amenities include sidewalks, a swimming pool, recreation center, pickleball and tennis courts, and playgrounds-all located in the heart of charming Leonardtown, Maryland. Come experience the unmatched quality and thoughtful design that sets Quality Built Homes apart. Schedule your tour today! Photos shown are representative and intended to illustrate a similar finished townhouse.

Beds:
4
Baths:
3 Full/1 Half
Sq.Ft.:
2,472
Status:
Active
MLS#:
MDSM2027150
Type:
Single Family, Single Family-Detached
Subdivision:
KINGSTON
Lot size:
1.02 Acres
Year built:
2004
Courtesy: RE/MAX One
View additional info

Great opportunity to live in the coveted Kingston Subdivision! This classic Colonial has all-new flooring and a freshly painted interior. A bright and cheery home with four spacious bedrooms on the upper level, with generous closets. Convenient laundry on this upper level. The main floor features an oversized great room, a kitchen with solid surface counters, and a garden window over the kitchen sink to grow fresh herbs! A front sitting room makes for a sizable home office, opposite a formal DR. The unfinished basement has a full walkout and a finished 3-piece full bath. Enjoy the outdoors, whether on the back deck and patio, the traditional front porch, or garden and play on the 1+ acre lawn. No rear neighbors, this property backs to a conservation area. The original owners have cultivated plantings to attract butterflies and hummingbirds. Kingston is situated off beautiful Medley's Neck Rd., flanked by vast farms. It is a community in which everyone enjoys decorating for the seasons! Kids have plenty of room to play at the neighborhood soccer field and baseball diamond, complete with a great picnic pavilion, tables and grill for group gatherings. Located just minutes from thriving Leonardtown, an easy commute to NAS Pax River.

Beds:
2
Baths:
2 Full/1 Half
Sq.Ft.:
2,040
Status:
Active
MLS#:
MDSM2027068
Type:
Single Family, Single Family-Detached
Subdivision:
CHAPPELEARS
Lot size:
0.34 Acres
Year built:
2005
Courtesy: Real Broker, LLC - McLean
View additional info

Discover waterfront living at its finest with this charming 2-bedroom, 2.5-bath home with a loft on the Potomac River just minutes from historic Leonardtown. Perfectly designed for those who love life on the water, this property features its own private dock complete with a boat lift and fish cleaning station, making it a dream come true for boaters and anglers alike. Inside, youll find a spacious and inviting layout filled with natural light throughout. The highlight of the home is the Florida room with panoramic river views, offering the perfect spot to relax, entertain, or simply take in stunning sunsets over the water. The open loft adds flexible living space-ideal for a guest area, office, or hobby room. The kitchen and dining areas flow seamlessly for easy living, while two comfortable bedrooms provide restful retreats. With 2.5 baths, convenience is never in short supply. An oversized 3-car garage provides ample storage for your vehicles, water toys, tools, and more-making it easy to enjoy every aspect of the riverfront lifestyle. Whether youre searching for a weekend getaway or a year-round residence, this home blends comfort, charm, and direct river access. Enjoy peaceful mornings, afternoons on the water, and evenings watching the river roll by-all from the comfort of your own home. Dont miss this rare opportunity to own a piece of Potomac River paradise!

Beds:
3
Baths:
1 Full
Sq.Ft.:
1,026
Status:
Active
MLS#:
MDSM2026838
Type:
Single Family, Single Family-Detached
Subdivision:
ST MARYS
Lot size:
2.02 Acres
Year built:
1961
Courtesy: Keller Williams Legacy
View additional info

A True Hidden Gem just a few miles South of Downtown Leonardtown. Leonardtown, Maryland offers promising opportunities for both homebuyers and investors, driven by its growing real estate market and strategic economic initiatives over the years. This property may be best suited for an investor or seasoned buyer who has the vision and capacity to restore it with some well-deserved TLC. This single-family ranch-style home features 3 bedrooms and 1 bathroom. Built in 1961, it offers approximately 1,026 square feet of living space and is situated on a 2.02-acre lot. This home also includes a detached garage with space for two vehicles. For investors, the property's sizable lot and ranch-style design may offer potential for renovation or expansion. The absence of a homeowners association (HOA) could also provide additional flexibility for property modifications. Nearby schools include Piney Point Elementary School, Leonardtown Middle School, and Leonardtown High School.

Beds:
3
Baths:
1 Full
Sq.Ft.:
924
Status:
Active
MLS#:
MDSM2024652
Type:
Manufactured Home
Subdivision:
NONE AVAILABLE
Lot size:
1 Acres
Year built:
1999
Courtesy: Home Towne Real Estate
View additional info

Presenting an opportunity for creative redevelopment: a level lot equipped with a septic system and a driveway easement, along with a trailer that has microbiological growth. The property will require the removal of the existing trailer, with the option to proceed with new construction or secure a trailer replacement. Qualified buyers looking to customize and reimagine the site are encouraged to inquire.

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,834
Status:
Active
MLS#:
MDSM2023654
Type:
Single Family, Single Family-Detached
Subdivision:
HERRING CREEK ESTATES
Lot size:
0.84 Acres
Year built:
1970
Courtesy: CENTURY 21 New Millennium
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Are you dreaming of living on the water? This is your perfect opportunity! Well maintained rambler featuring waterfront, shared pier with boatlift, sunroom, 2-car attached garage, 1-car detached garage, 2-car carport. Gorgeous back yard, perfect for entertaining and spending those summer nights with friends and family. Get on your boat whenever the mood strikes you. This is the perfect home to just relax and enjoy life. Come and check it out!

Beds:
6
Baths:
4 Full/1 Half
Sq.Ft.:
13,458
Status:
Active
MLS#:
MDSM2022614
Type:
Single Family, Single Family-Detached
Subdivision:
LEONARDTOWN
Lot size:
490.17 Acres
Year built:
1755
Courtesy: Long & Foster Real Estate, Inc.
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Welcome to Historic Mulberry Fields, situated on just under 500 acres of fertile land with a mile-long view of the Potomac Rivers white sand shoreline, is truly one of a kind. As you drive along the cedar-lined driveway, you are transported back in time as the magnificent manor house appears in front of you. It is the only remaining Georgian manor house in St. Marys County today. From the south façade, the magnificent mile-long â??Avenue Field,â? lined with trees stretching to the Potomac River provides a breathtaking panoramic view downhill to the white sandy riverbank. The interior of the manor house is of simple and educated taste. The grand center hall and the 2 front (south) rooms (the great room and dining room) have walls of rectangular raised panels to the ceiling, making it one of the most completely paneled 18th-century houses in Maryland. Throughout the house, many original moldings, doors, and mantels are intact. Air conditioning and heating were added to all rooms. The owners retained an architectural firm and have plans - approved by the Historic Trust - for a renovation that would enlarge the kitchen, the bathrooms and adding another wing to the house on the west side. Flanking each side of the north entrance are 2 historic dependencies, both similar in design. Each is of brick, 2-story in height. They were placed symmetrically north of the mansion, forming a rectangular court with the Kitchen Garden, Bowling Green and Orchard separated by a row of large boxwoods. These buildings were used as service buildings with the East dependency as â??The Kitchenâ? and the West dependency as the â??The Weaving House.â? These structures were used to house slaves, such as cooks, stable hands, waiters, and housekeepers who were tasked with running the household and gave the mansion and outbuildings the appearance of a busy village. â??The Kitchenâ? has been remodeled and now serves as a guest cottage, while the â??Weaving Houseâ? retains its original historic riven clapboard partition walls, floors, doors, and hardware. Next to the 2 dependencies flanking the Manor House are numerous other historic buildings, such as the â??Dairyâ? and the â??Meat/Smoke Houseâ? (both east of the Manor House). Other historic buildings include a Carriage House, a Garage/Tool Shed, an Art Studio, a Pole Barn, a Horse and Cattle Barn, a Tobacco Barn, a remodeled Sheep Barn, 2 Equipment Barns, a Farmhouse, and an old dwelling that could be remodeled and turned into a rental unit. Several buildings were added in the 1930s. These include 6 occupied rental units, incl. 3 units in what was previously the Sheep Barn, a 4-BR Farmhouse, a 1-BR Cottage in the renovated â??Kitchen" and a 1-BR Trailer. Taken together, these currently produce an income of $70,000. Add'l income is provided by leasing the fields for farming and from the U.S. Navy that keeps a navigation signal on the Potomac River. More income can be obtained by renovating some of the existing buildings. With that Mulberry Fields could have a total of twelve rental units. Mulberry Fields was added to the National Registry of Historic Places in 1973. The Maryland Historical Trust Deed of Easement ALLOWS LIMITED INDUSTRIAL OR COMMERCIAL activities to be conducted at Mulberry Fields if the external appearances of its buildings are not altered (please ask for more info). Owners of Mulberry Fields must abide by a Conservation Easement, a Historical Preservation Easement, and three Rd Easements. Appr. 100 acres of land is leased out for farming and 300 acres is forest. This unique historic property is close to Leonardtown, Lexington Park and Solomons Island with numerous historic sites, wineries, antique shops, art galleries and restaurants, Deerfield Airport (private jet) as well as St. Marys County Regional Airport. 1h15 min drive to Washington DC and its major airports - Dulles Intl Airport, and Reagan Natl Airport. MORE IN-DEPTH HISTORY AVAILABLE UPON REQUEST.

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
3,478
Status:
Active
MLS#:
MDSM2022554
Type:
Single Family, Single Family-Detached
Subdivision:
ABELLS RIDGE
Lot size:
7.02 Acres
Year built:
1997
Courtesy: Coldwell Banker Premier
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Spacious home in desirable Hollywood location. (Abell's Ridge) The main level greets you with hardwood flooring in the Foyer. Large owners suite with two walk in closets. The owner's full bath features tile flooring, a double jetted soaking tub, separate shower. Four car garage with work area of garage heated. New HVAC in 2023. Fireplace has wood stove insert. Unfinished basement . Over 7 acres. This property consists of two lots. You can build a family members house right next door. Contract Fell through, Motivated seller.

Beds:
3
Baths:
1 Full/2 Half
Sq.Ft.:
2,952
Status:
Active
MLS#:
MDSM2022468
Type:
Single Family, Single Family-Detached
Subdivision:
LEONARDTOWN
Lot size:
0.36 Acres
Year built:
1936
Courtesy: CENTURY 21 New Millennium
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Unique property : Residential AND Commercial !!! The two story home has 3 bedrooms, one bath, replaced furnace, window AC units, storage, partial unfinished basement. Needs updating. The former Doctor's office has had some updating recently. New heat pump last year. Both are on separate electric meters, heating and cooling systems. Ample parking behind building for both units. Showings by appointments only. Tenant in the Commercial building at present. House is empty.

Beds:
4
Baths:
2 Full/2 Half
Sq.Ft.:
2,650
Status:
Active
MLS#:
MDSM2021276
Type:
Single Family, Single Family-Detached
Subdivision:
NONE AVAILABLE
Lot size:
0.58 Acres
Year built:
2025
Courtesy: JPAR Real Estate Professionals
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Introducing a stunning 4-bedroom, 2.5-bathroom detached home to be built with exceptional quality by Graham & Co Custom Creations. Building a custom home allows you to choose between the standard home on a crawl space or opt for a basement foundation for an additional cost, giving you the opportunity to personalize this beautiful dwelling to your exact needs. If there is some other details you want to add or change you have the ability to do so! Dont miss this opportunity to own a truly unique home that combines style, functionality, and future potential.

Beds:
4
Baths:
2 Full
Sq.Ft.:
2,130
Status:
Active
MLS#:
MDSM2021304
Type:
Single Family, Single Family-Detached
Subdivision:
BAYSIDE
Lot size:
48.9 Acres
Year built:
1951
Courtesy: Haley Family Realty
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Welcome to Bayside Road. Residents of Leonardtown believe this is THE place to live. This is a beautiful, well-maintained waterfront farm that is located a few minutes from historic Downtown Leonardtown. When you enter the property gates, you will see the most beautiful canopy of trees leading you through the whole farm. The Charming Cape Cod house is situated on 48.9 acres of gorgeous land. The house is well-kept with 4 Bedrooms and 2 Baths; a place-to-relax front porch; the master bedroom and the laundry room (washer and dryer included) are on the entry level. Also, a foundation for a 3,000+ square-foot house has been started near the water and has the electric meter installed. A pier on the farm is on the protected Cecil Creek where boaters and non-boaters can enjoy the tranquility and hours of fishing, crabbing, and just enjoying life. If it's hunting you want, many deer, turkeys, ducks and other waterfowls have been sighted on this sportsman's paradise. A 24-Hour Appointment Notice is necessary for all showings. To show/view the house, call the Listing Agent who will schedule an appointment for/with you.

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