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Leonardtown MD Real Estate & Homes for Sale

37 Properties Found

The median home value in Leonardtown, MD is $579,000. 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 $579,000. 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.:
4,738
Status:
NEW LISTING
MLS#:
MDSM2025758
Type:
Single Family, Single Family-Detached
Subdivision:
LEONARDS GRANT
Lot size:
0.22 Acres
Year built:
2008
Courtesy: CENTURY 21 New Millennium
View additional info

PRICE REDUCED + EXCEPTIONAL FINANCING OPTIONS! Now listed more than $16,000 below the original asking price, 23534 Belmar Drive is your opportunity to own a beautifully maintained, move-in-ready home in the highly sought-after Leonards Grant community of Leonardtown. Boasting over 5,000 sq ft of finished living space, this impressive home offers 5 spacious bedrooms, 3.5 baths, and an ideal layout for both everyday living and entertaining. Step inside to a bright, open-concept floor plan with high-end finishes and natural light throughout. The gourmet kitchen flows seamlessly into the family room and dining area, creating the perfect gathering space. Upstairs, the generously sized bedrooms provide comfort and privacy, while the finished basement includes a built-in surround sound system-perfect for movie nights or game days. This home has been thoughtfully upgraded for modern living, featuring brand-new HVAC systems (2023 & 2024), a 2024 tankless water heater, and a sump pump with battery backup. Energy-efficient solar panels help lower your utility bills, with excess power sold back to the grid. Enjoy your mornings and evenings on the screened-in back porch, overlooking the private backyard. The home sits on a beautifully landscaped lot in one of Leonardtowns most established neighborhoods. Bonus Buyer Incentives: Assumable VA loan at 2.625% for eligible buyers Seller offering a mortgage rate buydown to help reduce your monthly payment Flooring credit considered with a strong offer Residents of Leonards Grant enjoy resort-style amenities including a community pool, clubhouse, tennis and basketball courts, playgrounds, and scenic walking trails. The location is just minutes to downtown Leonardtowns shops and restaurants and less than 20 minutes to NAS Patuxent River. Dont miss this rare opportunity to secure a beautiful home with unbeatable financing options in one of St. Marys Countys top communities. Schedule your private tour today!

Open House:

Saturday, 7/12 10:00-12:00PM

Beds:
5
Baths:
3 Full/1 Half
Sq.Ft.:
3,876
Status:
NEW LISTING
MLS#:
MDSM2025798
Type:
Single Family, Single Family-Detached
Subdivision:
CLARK'S REST
Lot size:
0.23 Acres
Year built:
2017
Courtesy: CENTURY 21 New Millennium
View additional info

Located in the sought-after Clark's Rest Community, this spacious 5-bedroom, 3.5-bath home offers tranquil views of the community common area. The interior boasts a beautiful kitchen with white cabinetry, granite countertops, recessed lighting, a pantry, breakfast bar, and stainless-steel appliances. The adjacent breakfast area and family room provide a cozy and inviting space for daily living. The open layout seamlessly connects the dining and living areas, both featuring crown molding and wainscoting, perfect for entertaining. The owner's suite includes a spacious bedroom, his and hers closets, and a bath with a soaking tub, separate shower, and a large vanity with dual sinks. All bedrooms are generously sized with ample closet space. The walk-out basement includes a fifth bedroom with a full bath, a den, and space for storage. The home features a 2-car garage with epoxy flooring, a covered front porch, a low-maintenance composite deck, patio, and a fenced-in backyard. This home is equipped with owned solar panels (no lease required), providing a sustainable energy solution and significantly reducing monthly electric costs. Residents of Clark's Rest enjoy access to community amenities such as a clubhouse, swimming pool, playground, sidewalks, and jogging trails. With close proximity to downtown Leonardtown, restaurants, shopping, and the wharf, this property offers both convenience and charm. Contact us today to schedule your private showing. Don't let this opportunity pass you by!

Open House:

Saturday, 7/12 12:00-2:00PM

Beds:
4
Baths:
4 Full
Sq.Ft.:
2,948
Status:
NEW LISTING
MLS#:
MDSM2025804
Type:
Single Family, Single Family-Detached
Subdivision:
LEONARDTOWN FARMS
Lot size:
0.83 Acres
Year built:
2011
Courtesy: RE/MAX One
View additional info

SWEET New Price Alert - Exceptional Value! Seize this incredible opportunity to own a meticulously maintained, stunning home with an exquisite outdoor entertaining space - now available at a new amazing price of $730,000. This significant adjustment reflects the seller's response to market feedback and motivation to find the perfect buyer quickly, ensuring you can enjoy an unparalleled lifestyle and all its luxurious amenities without compromise, making this the opportune moment for your discerning offer. PREMIUM POOLSIDE OASIS! CHECK OUT THE AERIAL VIDEO TOUR! Lot as a Whole: LEVEL, cleared, .83 acres of seeded grass, perfectly situated in the middle, which allows for a large front and large back yard, that showcases elegant landscaping and ornamental trees such the favorite Crape Myrtle! House as a Whole: SPACIOUS 3 level, Colonial style, 4 Bedrooms, 4 Full Bathrooms, with over 4,000 sq ft of livable space, with stone front & vinyl siding, covered porch, deck, patio, vinyl clad windows, NEW window screens, custom window treatments, dual zoned HVAC systems operated by a programable thermostat and ceiling fans to keep every space comfortable, stylish 6-panel doors with lever handles, wainscoting, crown molding, and more architectural details abound. Interior Main Level: Hardwood flooring. Entryway showcases 2 stately decorative columns on both the left and right sides that lead into the den and separate formal dining room. Lovely Kitchen has recessed lighting, an island, granite counters, a self-cleaning 5-burner gas stove, stainless steel appliances, a French door refrigerator with ice & water dispenser and water filtration system, and a dishwasher, as well as a Sunroom with views of the backyard Oasis. The family room is off the kitchen with an open floor concept, featuring a beautiful wood fireplace with a heatilator, wood mantle, and marble, for those cozy winter nights. A large Mud Room off the kitchen with access to the garage and back yard, with a small built-in pet door to accommodate your furry family, and a full bathroom. Upstairs: Carpeted, 4 bedrooms, 2 full bathrooms, primary bedroom features a tray ceiling, walk-in closet, ensuite bathroom with double sinks, large walk-in tiled shower with 2 shower heads for that â??SPAâ? experience. Downstairs: finished carpeted basement with unfinished storage rooms, 1 full bathroom, walkout & upstairs to back yard, large pull-down screen and projector, surround speakers, Radon Mitigation System, and Sump Pump. Garage Space: Two attached garages, one side entry and one front entry, holding a total of 4 vehicles, with interior access to the mud room as well as the back yard. These garages offer a Tesla Charging Station, a utility sink, built-in shelves, and an extra fridge! And bonus - attic space! Back Yard: Fully fenced-in with a wooden privacy fence, large pool-side Pavilion provides ample shade and comfort for entertaining and staying cool, sits over stamped concrete, with electrical outlets and tv cables, NEW pool pump, heated inground pool with both diving and sliding boards, gorgeous landscaping & hardscape all around! Neighborhood: highly desired and sought after Leonardtown Farm in Leonardtown, MD, with ornamental trees and grass throughout. Well-maintained neighborhood with beautiful homes, landscaped yards, and paved driveways. This private community has no through street, and homes are spaced apart to allow for privacy. Area: located within a short drive to downtown Leonardtown, California shops and restaurants, NAVAIR Pax River, Solomons Island, and approx. 65 miles south of Washington, D.C., and Annapolis, and 56 miles south of National Harbor.

Beds:
6
Baths:
4 Full/1 Half
Sq.Ft.:
5,012
Status:
NEW LISTING
MLS#:
MDSM2025790
Type:
Single Family, Single Family-Detached
Subdivision:
MEADOWS AT TOWN RUN
Lot size:
0.22 Acres
Year built:
2022
Courtesy: RE/MAX One
View additional info

Welcome to this beautifully upgraded Fairfax Model, built in 2022 by Quality Built Homes, Inc., and located in the sought-after Meadows at Town Run community in Leonardtown, Maryland. Just a few years old and meticulously maintained, this home offers 6 bedrooms, 4.5 bathrooms, and 4,295 sq. ft. of finished living space across three levels. Step inside to find wide-plank engineered hardwood flooring throughout the main level, 9-foot ceilings on both the first floor and basement, and upgraded lighting and recessed fixtures throughout, flooding the home with natural light. The main level features a private office with French glass doors, formal living and dining rooms with box tray ceilings, and a main-level in-law suite complete with a full bath and walk-in closet-ideal for guests or multigenerational living. The Grand Kitchen is a showstopper, featuring: Painted cabinets with a beautiful glaze. Painted center island with granite countertops Soft-close doors and drawers. Upgraded cabinetry over a 36� five-burner gas cooktop Stainless steel appliances, double wall ovens, pot filler, and farm sink Stylish backsplash and open flow into the family room with a coffered ceiling Upstairs, youll find four spacious bedrooms, including a luxurious primary suite with an angled tray ceiling, two walk-in closets, and a sitting area. The primary bath includes QBHIs signature Deluxe Shower with: Double showerheads, built-in seat, ledge, shelf, frameless glass door, and recessed lighting A large hall bath with double vanities, a huge laundry room, and upgraded tile throughout complete the upper level. The finished lower level includes a spacious rec room, 6th bedroom, and a full bath, with plenty of additional storage space. Enjoy outdoor living year-round on the maintenance-free 12x12 screened-in porch. Additional highlights: 2.5-car front-load garage Mudroom with built-in bench & cubbies Hardwood staircase Located just minutes from downtown Leonardtown, PAX River, shopping, dining, and waterfront recreation This like-new home offers space, style, and flexibility in one of Leonardtowns most desirable communities. Don't miss your chance to own this exceptional property!

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
2,720
Status:
NEW LISTING
MLS#:
MDSM2025688
Type:
Single Family, Single Family-Detached
Subdivision:
MEADOWS AT TOWN RUN
Lot size:
0.16 Acres
Year built:
2023
Courtesy: Real Broker, LLC - McLean
View additional info

Modern Comfort in The Meadows at Town Run Welcome to your dream home in the highly sought-after Meadows at Town Run community! This stunning 4-bedroom, 2.5-bathroom home offers the perfect blend of modern design, spacious living, and luxury finishes - all just minutes from downtown Leonardtown. Built just a year and a half ago, this home features an open-concept layout ideal for both entertaining and everyday living. The gourmet kitchen is a chefs dream, complete with premium appliances, sleek countertops, and ample storage. Unwind in the expansive primary suite, where youll find a spa-like ensuite bathroom with a relaxing soaker tub, a large walk-in shower, vaulted ceilings, and two walk-in closets. A dedicated office space at the front of the home provides the perfect setup for remote work or a quiet study area. Step outside to enjoy the beautiful, large front porch - perfect for morning coffee or evening relaxation. The fully fenced backyard offers space for pets, play, and entertaining, while the full unfinished basement provides endless possibilities for future expansion. Additional features include a spacious 2-car garage and a prime location in one of Leonardtowns most desirable neighborhoods. This home truly has it all - modern style, thoughtful design, and room to grow. Dont miss your chance to make it yours!

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
1,770
Status:
NEW LISTING
MLS#:
MDSM2025630
Type:
Single Family, Single Family-Detached
Subdivision:
NELSON'S RUN
Lot size:
1.98 Acres
Year built:
2016
Courtesy: RE/MAX Closers
View additional info

OPEN HOUSE, Sunday, July 6th 1 -3 PM. Welcome home to this beautifully maintained Cape Cod built by Hallmark Homes in 2016, situated on a peaceful 1.98-acre lot! Relax on the inviting front porch and take in the tranquil surroundings. Inside, you'll find a spacious living and dining room combo, perfect for entertaining. The kitchen features granite countertops, stainless steel appliances, and a walk-in pantry-ideal for any home chef. The main level offers a convenient half bath and a private primary suite complete with a full en suite bathroom. Upstairs, youll find two generously sized bedrooms and a full bath, offering comfortable space for family or guests. A large bonus room over the 2-car garage is ready to be finished to fit your needs-home office, playroom, or media room! Enjoy outdoor living on the 10x12 wood deck, and take advantage of the Amish-built shed that conveys with the home. Located just minutes from Leonardtowns hospital, banks, restaurants, and charming downtown, and an easy commute to Patuxent River Naval Air Station. This is the perfect blend of space, comfort, and convenience-dont miss it!

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
2,205
Status:
NEW LISTING
MLS#:
MDSM2025686
Type:
Single Family, Single Family-Detached
Subdivision:
NONE AVAILABLE
Lot size:
0.87 Acres
Year built:
1999
Courtesy: Coldwell Banker Jay Lilly Real Estate
View additional info

Nice Colonial with Covered Front Porch with concrete, Brick paver sidewalk and step, front load two car garage with exterior door to back yard. Storm Front Door with Side lights, Formal Living Room with Crown Molding, Dining Room Crown and Chair Molding, Hardwood Flooring in Foyer, Hall and Powder Room. Nice Kitchen with Center Island granite countertops, ceramic backsplash, Ceiling Light, New Dishwasher, Microwave, Refrigerator and Smooth Top Electric Stove, Bay Window, New Mannington Audra Rigid kitchen flooring, closet and pantry. Family Room with Ceiling Fan, French to Trek Deck, Pergola, paver sidewalk to back garage door, stairs to basement. Fenced rear yard, shed is "AS IS". Upper Level with BR 1 with 2 windows, double door closet, BR 2 with Single window, double door closet and ceiling fan, BR 3 with Ceiling Fan and single window. Hall Bath with single sink and vanity, Tub/Shower Fiberglass, Vinyl Flooring. Primary Bedroom with Walk-In Closet with Window, Primary Bath with vinly flooring, medicine cabinet, large double vanity, linen closet, separate fiberglass shower. Jacuzzi Tub with large stationary window, and Hall Closet. Lower level features, finished family room, den, office area and laundry room with single stationary sink, washer and dryer, sump pub with back-up battery. Your oasis awaits you in the beautiful backyard. Nicely landscaped and has two fruit baring fig trees. Roof reshingled in 2020, solar panels 2021 and are owned, HVAC 2021. Brand new blacktop driveway is shared with one neighbor. In a very nice neighborhood but you wouldn't know you were in a neighborhood.

Open House:

Saturday, 7/12 10:00-12:00PM

Beds:
5
Baths:
3 Full/1 Half
Sq.Ft.:
3,061
Status:
NEW LISTING
MLS#:
MDSM2025274
Type:
Single Family, Single Family-Detached
Subdivision:
CHESTNUT RIDGE
Lot size:
2.11 Acres
Year built:
1995
Courtesy: EXP Realty, LLC
View additional info

Welcome to this well-built colonial in the picturesque Chestnut Ridge neighborhood! With over 3,000 finished square feet, 5 bedrooms, and 3.5 bathrooms, this home is full of charm, character, and thoughtful craftsmanship. Situated on 2.11 acres, the home features a classic brick exterior, a welcoming front porch, and a spacious two-car garage. Inside on the main level, you'll find two comfortable living areas, a dedicated dining space, and a kitchen with granite countertops, stainless steel appliances, and plenty of room to make it your own. Step right out onto the back deck to enjoy the peaceful outdoor setting. All five bedrooms are located on the second and third floors, offering privacy and space for everyone. The rooms are generously sized, including a spacious primary suite and a versatile bonus room above the garage-perfect for a home office, playroom, or guest retreat. The unfinished basement adds even more flexibility, offering excellent storage or future expansion potential. New Roof in 2018. Enjoy the quiet setting, timeless design, and endless potential this Chestnut Ridge gem offers-ready for its next chapter. Dont miss your chance to own a home with this much space, land, and value-schedule your private showing today!

Beds:
4
Baths:
2 Full
Sq.Ft.:
2,935
Status:
NEW LISTING
MLS#:
MDSM2025464
Type:
Single Family, Single Family-Detached
Subdivision:
SOCIETY HILL
Lot size:
0.78 Acres
Year built:
1975
Courtesy: KW Metro Center
View additional info

Spacious brick rambler overlooking lake and golf course on full, walk-out basement with attached 2 car garage. Kitchen boasts brand new stainless appliances, pantry and lovely lake view! Lots of table space in the kitchen area or the formal dining area. Both family room and rec room have wood burning fireplaces. This Mid-century/Modern open floorplan is a delight! Cozy family room off of kitchen, generous bonus room and spacious living room allow everyone extra elbow room. Hardwood floors throughout almost the entire home. Master bedroom overlooks the lake and opens on to deck that runs the entire length of the home facing the lake. Low maintenance yard is a bonus. Optional Breton Bay Community Association, beach, pool, tennis and golf are at your fingertips.

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
3,412
Status:
Active
MLS#:
MDSM2024842
Type:
Single Family, Single Family-Detached
Subdivision:
CHESTNUT HILLS
Lot size:
4.1 Acres
Year built:
1996
Courtesy: CENTURY 21 New Millennium
View additional info

This spacious 4-bedroom Colonial offers the perfect blend of charm, comfort, and privacy on a beautifully treed 4 acre lot. The first floor features a private office/den, formal living room, and elegant dining room. The large kitchen includes a cozy breakfast nook and opens to a step-down family room with a slider leading to a screened-in porch-ideal for indoor-outdoor living. Upstairs, the expansive primary suite includes a full en suite bathroom, accompanied by three additional generously sized bedrooms and another full bath. Full basement to finish as you would like. New paint and carpet thru out. Roof replaced in 2018, geothermal replaced in 2012 and windows replaced in 2022, A long driveway leads to a 2-car garage, and the property includes two storage sheds-perfect for hobbies or extra space. Don't miss the opportunity to own this serene retreat in one of the area's most desirable neighborhoods!

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
2,040
Status:
Active
MLS#:
MDSM2025400
Type:
Single Family, Single Family-Detached
Subdivision:
CHAPPELEARS
Lot size:
0.34 Acres
Year built:
2005
Courtesy: RE/MAX One
View additional info

Welcome to 40461 Old Breton Beach Road-a breathtaking waterfront retreat on the shores of the Potomac River in Leonardtown, Maryland. Nestled in one of Southern Marylands most scenic and peaceful communities, this coastal-style home offers the perfect blend of charm, functionality, and panoramic water views that will leave you speechless. Perfect for a primary or rental. From the moment you arrive, you'll be captivated by the stunning setting and relaxed elegance. Step inside to discover an open floor plan featuring wood floors, and an abundance of natural light that pours through large windows and the glass-enclosed porch-perfect for soaking in the serene river views all year long. The heart of the home is the beautifully appointed kitchen, complete with granite countertops, a center island, and views that make meal prep a joy. A cozy loft adds flexible living space, ideal for a home office, guest quarters, or a quiet reading nook. The oversized 3-car garage provides ample space for vehicles, tools, and water toys. Outside, the private pier with a boat lift makes launching your adventures on the Potomac effortless-whether you're into fishing, crabbing, kayaking, or sunset cruising. Located just minutes from historic Leonardtown, youll enjoy easy access to local shops, restaurants, and wineries, while still feeling worlds away in your private waterfront oasis. Whether youre looking for a weekend getaway or a full-time escape, this home offers the ultimate waterfront lifestyle.

Beds:
6
Baths:
3 Full/1 Half
Sq.Ft.:
5,888
Status:
Active
MLS#:
MDSM2025294
Type:
Single Family, Single Family-Detached
Subdivision:
BIG CHESTNUT
Lot size:
1.52 Acres
Year built:
2020
Courtesy: RE/MAX Realty Group
View additional info

Luxury, Space, and Sophistication - All in One Remarkable Property! Prepare to be impressed by this meticulously maintained almost 7,000 sq ft estate-a rare gem that blends luxury, comfort, and functionality in every detail. If your current home lacks character or space, this extraordinary residence will exceed all your expectations! Interior Highlights: � Gourmet Kitchen with oversized island, walk-in pantry featuring a second island and refrigerator � Wet bar/Coffee station and recessed lighting throughout � Main-level office with custom built-in desk and counters � Spacious dining room and large breakfast area perfect for gatherings � Stainless steel appliances and cozy propane fireplace � Cat 5 wiring throughout for seamless connectivity � Laundry rooms on all three levels for ultimate convenience � Two staircases provide easy access to the second floor Owners Retreat: � Expansive Owners Suite with a massive walk-in closet featuring an island with built-in cabinetry � Spa-like ensuite bath with rain showerhead, dual sprayers, and tiled ledge Bedroom Features: � 6 spacious bedrooms, 5 equipped with custom closet organizers Entertainment & Lifestyle: � Sunroom leading to a covered porch-perfect for year-round relaxation � Theatre room with projector and bar in the basement � 20 x 40 chlorinated pool with a 9� deep sundeck, automatic cover, and expansive patio � Blink security system with cameras and spotlights � Safe area under front porch � Stunning foyer chandelier that makes a grand first impression Garage & Storage: � Attached 3-car garage with remote door openers � Detached 42 x 38 garage/workshop-ideal for storage, hobbies, or a man cave Bonus Features: � Tankless water heater � Full 18-zone yard irrigation system � Gutters piped underground � Includes an additional 4+ acre lot-a rare opportunity to expand or enjoy added privacy This home truly has everything-and its all been immaculately maintained. Private showings available by appointment only with a minimum of one hour notice.

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
2,697
Status:
Active
MLS#:
MDSM2024680
Type:
Single Family, Single Family-Detached
Subdivision:
VILLAGES AT LEONARDTOWN
Lot size:
0.3 Acres
Year built:
2005
Courtesy: RE/MAX One
View additional info

Welcome home to this beautifully updated Colonial located in a charming and quiet Leonardtown neighborhood-just minutes from local restaurants, shopping, and all the conveniences of town living. Freshly painted throughout and featuring brand-new carpet, this 4-bedroom, 2.5-bath gem is move-in ready and full of modern upgrades. The heart of the home is a gourmet kitchen with upgraded stainless steel appliances, granite countertops, and ample cabinet space-perfect for both everyday living and entertaining. Upstairs, youll find a HUGE primary suite complete with a en-suite bath and 2 closets, along with three additional spacious bedrooms and bathroom. The basement is unfinished but already roughed in! Finish, or not, to your liking! Step outside to enjoy a large, beautiful deck overlooking a fully fenced backyard. Added Bonus...Home has Hardwire Ethernet lines in every room of the house!! Dont miss your chance to own this well-maintained home in a sought-after location in Leonardtown. Schedule your private showing today!

Beds:
4
Baths:
4 Full
Sq.Ft.:
4,829
Status:
Active
MLS#:
MDSM2025060
Type:
Single Family, Single Family-Detached
Subdivision:
CLARK'S REST
Lot size:
0.19 Acres
Year built:
2024
Courtesy: EXP Realty, LLC
View additional info

Stunning 4 Bed / 4 Bath Ranch Rambler in Sought-After Clarks Rest Community Welcome to your dream home! Nestled in the highly desirable Clarks Rest community, this stunning 4-bedroom, 4-bath Ranch Rambler is only one year old and loaded with upgrades with exceptional curb appeal and luxurious features throughout, this is a rare find that wont last long. This modern home blends comfort, style, and convenience-all just minutes from downtown Leonardtown's shopping, dining, waterfront activities and entertainment. Enjoy main-level living at its finest with a spacious FIRST FLOOR MASTER complete with ensuite with soaking tub and walk in shower and additional nice sized bedroom with bay window, a dedicated office, and an open-concept kitchen that flows seamlessly into the dining area, family room with a beautiful 60-inch electric fireplace. The kitchen boasts stainless steel Energy Star appliances, and stove with built in Air fryer, granite counter tops, sleek finishes, and ample 42-inch cabinets, includes an extended 15x10 bonus morning room offering an abundance of natural light and perfect for relaxed gatherings. The entire home has Luxury Vinyl Plank except in the bedrooms. The fully finished basement offers incredible versatility with a large recreation room, a SOUNDPROOF theater room, a full bedroom and bathroom, and generous storage space. Upstairs, youll find a private loft area featuring another bedroom and full bath, along with a flex room ideal for a home office, game room, or a guest retreat. The backyard is fully fenced with Vinyl Fence perfect for your outdoor entertainment and privacy. Community amenities are top-notch and include a clubhouse, outdoor pool, tennis and basketball courts, and a playground-perfect for an active lifestyle and the kids This turn-key home offers everything you need and more-dont miss the opportunity to make it yours!

Open House:

Saturday, 7/12 11:30-2:00PM

Beds:
3
Baths:
2 Full
Sq.Ft.:
2,824
Status:
Active
MLS#:
MDSM2024888
Type:
Single Family, Single Family-Detached
Subdivision:
CLARK'S REST PHASE 2
Lot size:
0.25 Acres
Year built:
2020
Courtesy: RE/MAX Realty Group
View additional info

Main Level living at its finest in the heart of Leonardtown! Customized Lusby model built in 2020 situated on a spacious corner lot in the highly desirable Clarks Rest Community. This home has the builders 2-10 home warranty which transfers to the new homeowner. VA assumable loan available (to veteran only) at 2.75%. This exquisite home boasts an open floorplan that flows effortlessly. The generous-sized kitchen features 42 inch cabinetry along with space for floating shelves, upgraded granite counter tops, center island, coffee bar, walk in pantry with transom window, stainless steel appliances, and a formal dining area adjoined with the kitchen. The family room is off the kitchen for great entertaining and has a walk out to the rear covered patio, sun deck, and an additional patio all overlooking the fully fenced rear yard. The primary suite has its own access to the rear covered porch, along with a walk in closet, and a luxury bath with a walk-in shower and dual sink vanity. There are two additional rooms and a hall bath on the main level as well. The lower level has a media room/rec room, storage rooms, and an expansive additional unfinished space with windows where you could have two additional bedrooms. The lower level is built with a rough-in for future full bath, as well. Additional attributes to this home are built-in Wi-Fi extenders, active security system, two car front load garage, premium corner lot, deep covered front porch, and a gazebo and firepit for relaxing and entertaining. Clarks Rest residents enjoy a range of community amenities, including the community pool, a baby/toddler pool, sports courts (basketball and tennis), a beautiful clubhouse, walking nature trails, playgrounds, and open green spaces for relaxation and play. Experience the best of Leonardtown living with the seasonal Leonardtown Trolley (Trolly pickup and drop off location just steps from the front door). Hop on right from your neighborhood sidewalk and enjoy the ride around town with stops at the local winery, restaurants, pubs, coffee shops, charming bakeries, and of course, the Leonardtown Wharf. Spend your free time at nearby parks, beaches, museums, boardwalks, and theaters. Located just a short drive from Patuxent Naval Air Station (PAX), this home also offers access to excellent Leonardtown schools: Leonardtown High, Leonardtown Middle, and Leonardtown Elementary. Clarks Rest is a "walkable" community providing sidewalks throughout that also lead to the charming downtown with many stops along the way, including the library, schools, parks, and more. Love where you live here in Leonardtown, a most convenient place! ***** Correction**** previous remarks stated a whole home generator hook up and there is not one in place but the garage has a dedicated GFI for the truck and refrigerator.

Beds:
4
Baths:
5 Full/1 Half
Sq.Ft.:
6,116
Status:
Active
MLS#:
MDSM2025074
Type:
Single Family, Single Family-Detached
Subdivision:
PAW PAW HOLLOW
Lot size:
1.8 Acres
Year built:
1997
Courtesy: CENTURY 21 New Millennium
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Stunning Brick Front Colonial in Paw Paw Hollow - 1.8 Acres of Private Luxury Welcome to this well maintained and beautifully designed brick front Colonial in the highly sought-after Paw Paw Hollow. This spacious 4-bedroom, 5.5-bathroom home offers over 5,000 square feet of living space on a generous 1.8-acre lot, providing the perfect blend of comfort, elegance, and privacy. Main Level Features Include: Inviting formal living and dining rooms, perfect for entertaining. Expansive two-story family room with plenty of natural light. Chef's kitchen with a center island, ample cabinetry, and modern appliances. Convenient main level bedroom and full bath for guests or in-laws. Upper Level Features: 3 large bedrooms with 3 full baths for ultimate comfort and privacy. A cozy den for reading or office space or use as upper level play room. Lower Level Features: Spacious finished basement with a rec room and additional family room, ideal for recreation and relaxation. Full bath for added convenience. Additional Features: Enjoy year-round fitness with your own indoor exercise pool. Attached garage and 3-car carport, offering plenty of parking and plus attached heated storage area with garage door.. Paved circular driveway ensures ease of access and adds curb appeal. Beautifully landscaped yard with a private outdoor patio, perfect for outdoor living and relaxation. Has inground sprinkler system and invisible fence to help keep your furry friends from wandering off. This home has been wonderfully maintained inside and out, offering the ideal combination of luxury and comfort in a private, serene setting. Don't miss out on this exceptional property. Schedule your private tour today!

Beds:
5
Baths:
3 Full
Sq.Ft.:
6,064
Status:
Active
MLS#:
MDSM2025006
Type:
Single Family, Single Family-Detached
Subdivision:
AVENMAR
Lot size:
3.18 Acres
Year built:
2002
Courtesy: RE/MAX One
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Welcome to 40801 Kiskadee Lane - a truly exceptional residence nestled on over 3 private acres in the prestigious waterfront community of Avenmar. This grand colonial home is an entertainers dream, offering over 6,000 square feet of beautifully designed living space, and is specially offered with the last available building lot in the community - an additional 3.5+ acre parcel for $200,000, giving you over 6.5 acres of tranquil privacy and future investment potential. (Seller prefers to sell together) As you enter this elegant home, you are immediately welcomed by the soaring ceilings and abundant natural light of the two-story family room, creating an open and inviting atmosphere. The gourmet kitchen is a chefs delight, featuring rich cherry cabinetry, granite countertops, custom serving station and desk area, and newer stainless steel appliances - all designed for both everyday living and effortless entertaining. The formal dining room comfortably accommodates a table for 12 and includes space for a hutch and serving buffet, perfect for hosting holidays and gatherings. Adjacent, a formal living room leads seamlessly into a bright and airy sunroom, ideal for morning coffee or afternoon reading. A unique highlight of the main level is a bonus bedroom or office tucked beside a full bath - perfect for guests, multi-generational living, or working from home. Upstairs, retreat to your luxurious primary suite, a true sanctuary featuring a large private sitting room, two walk-in closets, and an expansive spa-inspired ensuite bath with dual vanities, soaking tub, and walk-in shower. Three additional bedrooms and a full bath complete the upper level. The fully finished lower level offers flexible space for entertaining, hobbies, or guest quarters, and includes a large storage area and separate workshop. Outside, the stunning landscaping and private wooded setting offer peaceful views and a sense of serenity, all while being just steps away from Avenmars unmatched amenities - water access, community pool, clubhouse, equestrian facilities, and more. Set back on a private lane, this property combines the best of luxury, privacy, and community living. Dont miss this rare opportunity to own a legacy home with additional land in one of Southern Marylands most coveted neighborhoods. *Whole house generator * Irrigation system *Easy Maintenance Trex Deck (2022)

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
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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:
5
Baths:
6 Full/2 Half
Sq.Ft.:
12,113
Status:
Active
MLS#:
MDSM2023270
Type:
Single Family, Single Family-Detached
Subdivision:
PROSPECT HILL
Lot size:
17.87 Acres
Year built:
2012
Courtesy: Engel & Volkers Annapolis, (443) 292-6767
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Stunning. Welcome to a world of unparalleled luxury and breathtaking beauty. Nestled along the tranquil waters off of the Potomac River, this custom-built four level waterfront estate on almost 18 acres, is a testament to architectural brilliance and sophisticated design. As you approach the grand entrance, you are greeted by a circular driveway, detached 3-car garage, attached 2-car garage, lush landscaping and a sense of serenity. Step inside and you'll be captivated by the focal point of the home, a striking spiral staircase that ascends to the four levels, adding a touch of drama and splendor. A private elevator also awaits to effortlessly transport you through each level of this palatial residence. The expansive living space is adorned with floor-to-ceiling windows, offering panoramic views of the shimmering waters that stretch beyond the horizon. The soul of this home is undoubtedly the gourmet kitchen, a culinary masterpiece featuring top-of-the-line appliances, custom cabinetry, a massive center island and a breakfast room with a groin vault ceiling that doubles as a gathering place for friends and family. Enjoy seamless indoor-outdoor living with access to an expansive terrace with retractable screens, perfect for al fresco dining or simply soaking in the astounding landscape. The flawless design of the main level seamlessly connects the formal living, dining, main living, full bathroom, butlers pantry, study, half bathroom, additional office, laundry room, mudroom and kitchen areas, creating an atmosphere of effortless grandeur. One of the standout features of this estate is the luxurious study, a haven for those seeking a refined space for work or contemplation. The custom-built cabinetry, rich wood paneling, and expansive views create an atmosphere of insight and productivity. As you ascend the spiral staircase within it, you'll discover an additional upstairs library space and doors that connect to the primary suite that redefines luxury living. Wake up to wondrous views of the water, and unwind in the evenings in a recently renovated spa-like en-suite bathroom complete with a soaking tub and a walk-in steam shower that can reach 105 degrees. The primary suite also boasts a private terrace overlooking the pool, creating a serene sanctuary within your own home. The walk-in closet is a haven for the fashion connoisseur, providing two wings with ample space for two curated wardrobes. As you continue on the second level, discover additional well-appointed bedrooms, each with its own en-suite bathroom. The fourth level offers a luxurious guest suite with its own bathroom fully handicapped accessible, a wet bar and a rooftop terrace commanding awe-inspiring views of the surrounding waters, creating an unrivaled setting for sunset cocktails or stargazing. The lower level is a crowning jewel, featuring a generous and versatile space that unveils a recreation area, guest or au pair suite, and a vast amount of storage. The outdoor living space is a true oasis, featuring a sparkling saltwater pool that seems to merge seamlessly with the grounds and bay beyond. There is an inground timed sprinkler system providing a green and luscious lawn year round. The pier has been resurfaced and the mean low water is 8 feet, ensuring that priceless maritime adventures begin just steps from your doorstep. In the sought after Leonardtown school district, the property possesses a Silver Leed certification and can withstand a Category 3 hurricane with a reinforced roof. While you will feel miles away from it all, you will be enamored by the charm, history and convenience of the area. DC is 90 minutes away, St. Marys Airport is 20 minutes away and a five minute boat ride to the wharf and lovely downtown Leonardtown. The Breton Bay Country Club is just two miles away or visit nearby Solomons Island, the Patuxent Naval Air Station or enjoy a quick kayak ride to a nearby winery or a summer sea plane ride. Welcome home.

Beds:
4
Baths:
3 Full/1 Half
Sq.Ft.:
2,948
Status:
Active
MLS#:
MDSM2024686
Type:
Single Family, Single Family-Detached
Subdivision:
AVENMAR
Lot size:
2 Acres
Year built:
2002
Courtesy: JPAR Real Estate Professionals
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Welcome to your new home in the lovely Avenmar Community! Upon entering your new home youre greeted by a stunningly adorned 2 story foyer. As you make your way around the lower level you will find a formal living and dining room with a timeless trim work design. Walking into the kitchen you have an open concept flowing seamlessly into your family room where you will find a gas fireplace to keep you and your family cozy all winter long. As you go out the back door to your beautiful stamped concrete patio that was made for entertaining and youll find a walkway to your outdoor fire pit and be able to take in the views of your wooded 2 acre lot. Heading back inside and moving upstairs youll find 4 large bedrooms. The primary suite is a true escape with a walk in closet that provides an abundance of room and en-suite bathroom featuring a separate toilet room and a large soaking tub perfect for relaxing after a long day! You can have peace at mind with a new roof installed in 2023, sump pump with battery back up (2022), washing machine (2024), dryer (2023). Other upgrades include NEW HVAC unit upstairs, main level LVP (2022) and the stamped concrete patio was done in 2023. Community amenities are abound, with access to a clubhouse, tennis and volleyball courts, an equestrian center, scenic walking paths, and a community pier on Breton Bay with a kayak launch. Immerse yourself in the convenience of living just moments from Breton Bay Golf Club and the lively Leonardtown square. Youll be able to find fine dining, pubs, charming shops and more that are all locally owned and operated, giving you a sense of true community! ***The sellers will be replacing the carpet upstair in the primary bedroom, hallway and the fourth bedroom. Buyer to choose the color they would like!

Beds:
5
Baths:
4 Full/1 Half
Sq.Ft.:
6,311
Status:
Active
MLS#:
MDSM2023552
Type:
Single Family, Single Family-Detached
Subdivision:
ESTATES AT SINGLETREE
Lot size:
0.34 Acres
Year built:
2005
Courtesy: CENTURY 21 New Millennium
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Welcome to this three-level home located in the Single Tree community, just a short walk from vibrant downtown. Boasting over 6,700 square feet of beautifully designed living space, this home offers 6 bedrooms, 4.5 bathrooms, and a thoughtfully crafted layout perfect for both everyday living and entertaining. The main level features gleaming hardwood floors, a soaring two-story family room filled with natural light and gas fireplace, a formal dining room, and two dedicated home offices. The heart of the home is the gourmet kitchen, complete with 42-inch white cabinetry, granite countertops, and stainless steel appliances-perfectly positioned off the family room for effortless flow. The spacious primary suite is also located on the main level and includes a luxurious en-suite bath. A mudroom with laundry hookups sits just off the garage for added convenience. Upstairs, youll find four generously sized bedrooms and two full bathrooms, including a Jack-and-Jill bath ideal for families. The fully finished lower level is a dream retreat with a home theater, large second primary suite, gym, a second laundry area, and a charming wine closet tucked beneath the stairs. Situated on a .34-acre lot in a quiet cul-de-sac, this exceptional property offers the perfect blend of privacy and accessibility-just moments from shops, restaurants, and local events downtown.

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, 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:
5
Baths:
3 Full/1 Half
Sq.Ft.:
4,046
Status:
Active
MLS#:
MDSM2023568
Type:
Single Family, Single Family-Detached
Subdivision:
LEONARDS GRANT
Lot size:
0.21 Acres
Year built:
2010
Courtesy: CENTURY 21 New Millennium
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Welcome to your new home -- this stunning Colonial with 5 bedrooms, 3 full bathrooms and 1 half bathroom, 3300+ square feet and a finished basement are move in ready! New carpet has been installed and the entire house has been painted and pressure washed. Brand new Hardie plank fiber cement siding in deep ocean blue was installed in 2019. As you enter the grand foyer, wood floors lead you through the main level which includes an office with glass doors, formal dining room, great room w/gas fireplace, and gourmet kitchen. The kitchen has granite counters, island with bar style seating, upgraded cabinets, gas cooktop, wall ovens, and built in microwave. This floor plan is perfect for entertaining and gatherings or hosting events. The breakfast nook has sliders leading out to the back deck and fully fenced back yard. Sit, relax and enjoy a beverage as you fire up your grill this Spring and Summer. The primary bedroom has plenty of space to create your own private retreat and a walk in closet. The primary bathroom has tile floors, soaking tub, deluxe shower and dual vanities. Three additional bedrooms, a full bathroom, and laundry room complete the top level of this home. And if that's not enough there is more....the finished basement with rec room, theatre room and additional storage will blow you away. Walk out access to the back yard from the basement. Two car garage with garage openers. In ground sprinkler system. Community amenities include a swimming pool, tennis/basketball courts, sidewalks and open space for activities. Close to schools, shopping, restaurants and area amenities. Enjoy downtown Leonardtown's town square, yearly activities and the scenic waterfront wharf. Schedule your online appointment today.

Beds:
5
Baths:
4 Full
Sq.Ft.:
3,540
Status:
Active
MLS#:
MDSM2022602
Type:
Single Family, Single Family-Detached
Subdivision:
CLARK'S REST PHASE 1
Lot size:
0.15 Acres
Year built:
2022
Courtesy: Fairfax Realty Premier, 3014399500
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VA Assumable loan at 5.25% interest rate. Seller is also offering $10,000 in closing help! Welcome to 23348 Lindsay Drive - where space, style, and comfort come together in the heart of Leonardtowns sought-after Clarks Rest community. This nearly new 5-bedroom, 4-bath home offers over 3,500 sq ft of beautifully designed living space with thoughtful upgrades and a flexible floor plan perfect for modern living. Step inside to a sun-drenched open layout featuring luxury vinyl plank flooring, a spacious family room, and a gourmet kitchen with granite countertops, a large center island, and a walk-in pantry. A first-floor bedroom and full bath are ideal for guests or multigenerational living. Upstairs, find four generously sized bedrooms - each with a walk-in closet - and a serene primary suite with dual vanities and a tiled shower. The partially finished basement offers even more room to grow with space for a rec room, home gym, or office. Enjoy community amenities including a pool, clubhouse, playgrounds, tennis courts, and walking trails - all just minutes from downtown Leonardtown, shopping, restaurants, and top-rated schools. Freshly priced to sell - this is your opportunity to own a move-in-ready home in one of Leonardtowns most desirable neighborhoods.

Beds:
3
Baths:
3 Full
Sq.Ft.:
2,028
Status:
Active
MLS#:
MDSM2023036
Type:
Single Family, Single Family-Detached
Subdivision:
SOCIETY HILL
Lot size:
1.06 Acres
Year built:
1973
Courtesy: CENTURY 21 New Millennium
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Charming Home with a Rare Double Lot in Society Hill, Leonardtown, MD Nestled in the desirable Society Hill neighborhood of Leonardtown, this one-of-a-kind property offers a rare opportunity with its expansive double lot-a true gem in the community. While the home retains a timeless charm, it presents an exciting chance to add your personal touch and modern updates. Inside, you'll find character-filled spaces, including spacious living areas, and an inviting layout that exudes warmth. The homes unique charm shines through in its craftsmanship, offering a perfect blend of nostalgia and potential. The large lot provides endless possibilities-expand the home, create an outdoor oasis, or enjoy the extra space for recreation and entertaining. The entire home generator will ensure your lights are on even when the power is out. Located just minutes from downtown Leonardtown, you'll have easy access to local shops, restaurants, and waterfront attractions. If you're looking for a home with personality, history, and room to grow, this is your chance to make it your own!

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