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Leonardtown MD Real Estate & Homes for Sale

35 Properties Found

The median home value in Leonardtown, MD is $470,000. 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 $470,000. 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.


1–25 of 35 properties displayed
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Beds:
5
Baths:
2 Full/1 Half
Sq.Ft.:
3,238
Status:
NEW LISTING
MLS#:
MDSM2023778
Type:
Single Family, Single Family-Detached
Subdivision:
NONE AVAILABLE
Lot size:
0.5 Acres
Year built:
1942
Courtesy: CENTURY 21 New Millennium
View additional info

Built in 1942, this 5-bedroom, 2.5-bath home offers over 3,200 square feet of character-filled living space Original hardwood floors, arched openings, detailed trim work, and vintage glass door knobs are just a few of the timeless details that give this home its warmth and soul-while updates like a newer heating system, domestic hot water, roof, and refreshed bathrooms bring you everyday comfort. With natural light in all the right places highlighting the homes spacious layout and warm, welcoming feel. A deep front porch sets the tone for quiet mornings, while the fenced backyard and two-car garage-with workshop space-add function to match the charm. And with coffee shops, restaurants, and Leonardtown Wharf just blocks away, it offers a walkable lifestyle. Lovingly cared for by just two families since it was built, this home is ready for its third chapter.

Beds:
5
Baths:
3 Full/1 Half
Sq.Ft.:
3,907
Status:
NEW LISTING
MLS#:
MDSM2023560
Type:
Single Family, Single Family-Detached
Subdivision:
LEONARDS GRANT
Lot size:
0.2 Acres
Year built:
2011
Courtesy: Realty Navigator
View additional info

This home is a MUST SEE!!!! Spacious 5-Bedroom Colonial with Coveted First-Floor Suite & Finished Basement Welcome to this beautifully maintained 5-bedroom 3.5-bath Colonial home, ideally situated in one of the area's most sought-after communities. With classic curb appeal, generous living space, and thoughtful updates throughout, this home is perfect for growing families, multi-generational living, or anyone seeking flexible, functional space. Step inside to find a warm, welcoming layout , a spacious eat-in kitchen, and a cozy family room ideal for relaxing or entertaining. One of the standout features is the highly desirable first-floor large primary suite with an en-suite bath and ample closet space. Upstairs, youll find three large additional bedrooms with ample closet space and a full bath. The fully finished basement is a true bonus, offering even more living space with a fifth bedroom, full bathroom, and a custom theatre room-perfect for movie nights, game days, or casual entertaining. Additional highlights include: 3.5 well-appointed bathrooms First-floor laundry Two-car garage with additional driveway parking Spacious backyard with room to relax, play, or entertain Located in a friendly, established neighborhood with top-rated schools, parks, and easy access to shopping, dining, and Pax River Naval Base Captain Walter Francis Duke Elementary School This home checks all the boxes-space, location, and versatile living options. Dont miss your opportunity to make it yours!

Beds:
4
Baths:
3 Full/1 Half
Sq.Ft.:
3,850
Status:
NEW LISTING
MLS#:
MDSM2023400
Type:
Single Family, Single Family-Detached
Subdivision:
CHESTNUT HILLS
Lot size:
2.22 Acres
Year built:
1995
Courtesy: Coldwell Banker Realty
View additional info

Welcome to this beautiful contemporary colonial situated on over two private acres in the desirable community of Chestnut Hills. As you step inside, you will be greeted by three fully finished levels of warmth and comfort to include a soaring great room with walls of windows and a main level office. This thoughtfully designed home has been meticulously maintained and offers four generously sized bedrooms on the upper level, three and a half baths and a fabulous fully finished lower level that could be used as an in-law suite or a fantastic entertaining space for guests or children! The light filled main level offers a formal living and dining room and large gourmet kitchen that flows seamlessly into the great room with a gas fireplace. The open chef's kitchen has stainless steel appliances, a large island and oversized cabinetry-perfect for family gatherings! And for those upcoming spring nights, enjoy the sights and sounds of nature while dining on your private deck situated right off the dining room! The spacious primary suite features a large walk-in closet and an updated ensuite bathroom with an inviting soaking tub and separate shower. The fully finished basement boasts marble flooring, a delightful kitchen with granite countertops, a bonus room that could be used for a home gym, bedroom or playroom, an extra storage room and access to a wooded , private backyard oasis! Roof was replaced in 2019 and home has 3 seperate HVAC units 2 of which were replaced in 2020 and 2018, hot water heater replaced in 2022. Enjoy the wonderful community amenities to include a large playing field, wooded trails and a beautiful gazebo- all in time for summer!

Beds:
3
Baths:
3 Full/1 Half
Sq.Ft.:
3,188
Status:
NEW LISTING
MLS#:
MDSM2023102
Type:
Single Family, Single Family-Detached
Subdivision:
LEONARDS GRANT
Lot size:
0.18 Acres
Year built:
2011
Courtesy: CENTURY 21 New Millennium
View additional info

LOCATION...LOCATION...LOCATION! THIS LOVELY HAYDEN MODEL IS NESTLED RIGHT AT THE HEAD OF THE VILLAGE GREEN IN DESIRABLE LEONARD'S GRANT NEIGHBORHOOD. 3 BEDROOMS AND 2 FULL BATHS ON SECOND LEVEL AND A PARTIALLY FINISHED BASEMENT TO INCLUDE REC ROOM AND FULL BATH. UNFINISHED SPACE COULD BE FINISHED FOR THE 4TH BEDROOM OR GREAT STORAGE. OPEN FLOOR PLAN FEATURES HARDWOOD FLOORS, GRANITE COUNTERS, GAS FIREPLACE, 9' CEILINGS, FENCED BACKYARD, COVERED FRONT PORCH, STAMPLED CONCRETE PATIO....JUST BEAUTIFUL. NEW CARPET AND PAINT IS COMING APRIL 1ST. STILL TIME FOR YOU TO CHOOSE YOUR COLORS!!!!

Beds:
6
Baths:
4 Full/1 Half
Sq.Ft.:
6,311
Status:
NEW LISTING
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
View additional info

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
View additional info

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!

Open House:

Saturday, 5/3 11:00-1:00PM

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
View additional info

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. 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.

Open House:

Saturday, 5/3 11:00-1:00PM

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,992
Status:
Active
MLS#:
MDSM2023542
Type:
Single Family, Single Family-Detached
Subdivision:
HOLLY OAKS
Lot size:
0.6 Acres
Year built:
1975
Courtesy: EXP Realty, LLC
View additional info

Welcome to 23730 Hicks Drive - a charming, move-in ready rambler with room to grow! This beautifully updated 3-bedroom, 2-bath home sits on a spacious half-acre lot and features a walk-out basement, newer roof, windows, siding, gutters, and furnace. Inside, youll find brand new LVP flooring, recessed lighting in the kitchen, living room, and basement, and abundant natural light throughout. The updated kitchen boasts quartz countertops, a tiled backsplash, center island, and a gas range-perfect for home chefs. A front-load washer and dryer are also included. Ceiling fans offer added comfort, and a U-shaped/circle driveway provides plenty of parking. With no HOA, there's flexibility to add a detached garage, pool, or screened porch-bring YOUR vision! ***VA assumable loan at a 4.75% interest rate available for qualified buyers! Additionally, this home is located in a USDA-eligible area, offering potential for 100% financing.*** Only 30 minutes from PAX River Naval Base and Solomons Island, where you can enjoy boating, jet skiing, and waterfront dining at favorites like The Island Hideaway, Clarkes Landing, and The Pier. Outdoor lovers will also appreciate nearby St. Marys River State Park. Enjoy peaceful country living with modern updates and exciting possibilities-schedule your showing today!

Beds:
4
Baths:
3 Full/1 Half
Sq.Ft.:
2,814
Status:
Active
MLS#:
MDSM2023512
Type:
Single Family, Single Family-Detached
Subdivision:
NONE AVAILABLE
Lot size:
1.75 Acres
Year built:
1993
Courtesy: JPAR Real Estate Professionals
View additional info

Beautifully maintained and thoughtfully updated, this 3-bedroom, 2.5-bathroom rambler with a separate 1-bedroom, 1-bathroom apartment above the garage offers the perfect combination of comfort, style, and stunning waterfront living. Conveniently located on a private road, enjoy peaceful privacy while being just minutes from shops, dining, and all that Leonardtown has to offer. Inside the main house, you'll find a spacious layout designed for both relaxation and entertaining. The open living room flows into a bright and airy sunroom filled with natural light and breathtaking water views. The kitchen is a chefs dream, featuring abundant cabinetry, a large island, and a nice-sized pantry. The primary bedroom is a true retreat, featuring a spacious walk-in closet and a beautifully updated en suite bath with tile flooring, a granite-topped vanity, and a walk-in tile shower. Two additional bedrooms share an updated full bath, while an updated half bath is conveniently located for guests. A dedicated home office at the front of the house provides a quiet space for remote work or study. Step outside to enjoy two expansive composite decks, one off the dining area and another directly accessible from the primary bedroom, both overlooking serene water views. The private 56-ft pier features a 22x16-ft platform at the end and is equipped with a 10,000 lb boat lift. Nice deep water, the current owner has comfortably kept a 35-ft boat in the slip at the end of the pier, making it easy to enjoy time on the water at a moment's notice. The level yard offers plenty of space for recreation, gardening, or simply soaking in the peaceful surroundings. A storage shed provides additional convenience for outdoor tools and gear. Above the oversized, conditioned garage, the separate apartment is perfect for guests, potential rental income, or extended family. It includes a full kitchen, generous living space, a large bedroom, and a private balcony with spectacular water views. Recent updates include: new driveway, garage door, two composite decks (2020), hallway full bath, half bath and new sliding doors throughout the home (2021), new carpet, hot water heater, gas fireplace, downstairs blinds, apartment dishwasher & range, and oil fired water heater/back up heat (2022), upstairs blinds and new washer and dryer (2023), and a new cold water tank (2024). This property has been well-loved and meticulously cared for over the years, and it truly shows. Schedule an appointment today to see for yourself!

Beds:
6
Baths:
4 Full/1 Half
Sq.Ft.:
4,650
Status:
Active
MLS#:
MDSM2023524
Type:
Single Family, Single Family-Detached
Subdivision:
LEONARDS GRANT
Lot size:
0.27 Acres
Year built:
2012
Courtesy: Redfin Corp
View additional info

Seize the opportunity to make this stunning, move-in-ready 6-bedroom, 4.5-bath home your own! Nestled on a prime corner lot in the sought-after Leonard's Grant community, this home offers over 5500 square feet of luxurious living space and an impressive list of features. From the gourmet kitchen to the fully finished home theater, every inch of this home is designed for comfort, convenience, and entertainment. Whether you're relaxing in the sunroom, enjoying the patio with a fire pit, or hosting friends in the massive recreation room with a wet bar, this home is perfect for those who love to entertain. The enormous Gourmet Kitchen, with an attached Butler's Pantry and Breakfast Room, features beautiful granite countertops, an oversized island, gas cooking, double ovens, under-cabinet and pendant lighting, and plenty of cabinet space! The Main Floor Master Bedroom offers privacy and has access to a private balcony overlooking the community pond. It also features double walk-in closets. The spacious Master Bath includes separate sinks, a vanity, a jetted tub, an oversized shower with a bench, and a private toilet room. The main floor also includes a large Living Room with a gas fireplace, a formal Dining Room, a main-floor Laundry Room, and a heated & cooled Sunroom. The Sunroom, with 7 windows that can be opened to enjoy the breeze in any weather, is perfect for reading, crafting, dining, or relaxing with friends! The upper level offers a second set of laundry hookups, 2 full bathrooms, multiple linen closets, and 4 additional bedrooms-flexible enough to be used as a Game/Play Room, Home Office, or Guest/Nanny/In-Law Suite. The lower level is an entertainers dream, featuring a gigantic Recreation Room with a wet bar and built-in mini fridge. Theres plenty of space for a large workout area and multiple storage spaces (one with extra dedicated electrical). The fully finished Home Theater is an absolute highlight, with a 106-inch screen, projection system, and surround sound. The walk-out lower level leads to concrete patios and provides access to the 18x14 wood/workshop area and yard storage, complete with extra electrical for power tools. The attached 2-car garage includes the homes central vacuum system, a laundry tub, storage shelving, and a dedicated 220V outlet, ideal for a home charging station for your electric vehicle. This corner-lot home also includes a spacious patio with a fire pit, alarm system, and security cameras, ensuring comfort and peace of mind. Theres even an additional concrete parking pad for extra vehicles. Located in the highly desirable Leonard's Grant community, you're just down the street from the community pool, clubhouse, sports courts, playgrounds, and parks. The new Leonardtown Library is nearby, and the home is only a short commute to Pax River NAS, with shopping and entertainment just minutes away. The home has been freshly painted throughout and is move-in ready! The neighborhood has a community feel like no other, with terrific neighbors who truly make this a special place to live. Dont miss out-call to schedule your showing today!

Beds:
4
Baths:
3 Full/1 Half
Sq.Ft.:
3,858
Status:
Active
MLS#:
MDSM2022494
Type:
Single Family, Single Family-Detached
Subdivision:
CLARK'S REST PHASE 1
Lot size:
0.27 Acres
Year built:
2016
Courtesy: CENTURY 21 New Millennium
View additional info

This gorgeous Pinehurst model in Clark's Rest community is not going to last long! This home has 4BR/3.5BA located on large corner home site, Open floor plan, with upgraded Kitchen appliances and gas cook-top and granite counter tops. Hardwood flooring throughout , upgraded lighting with recessed lighting in the kitchen, large walk-in Pantry, freshly painted walls, separate formal dining room, with crown molding. There is a additional room off of the family room that could be used for a office or den .Owner's Suite has large walk in closets, soaking tub, upgraded tile and double vanities. All of the bedroom's are very spacious. The basement has finished rec room and full bath, a large work out room, with additional other rooms for storage, there is a 2 car garage with openers, Magnificent sunsets from your front porch , Community offers an outdoor pool, side walks, walking trails, playground, short walk to Leonardtown for fun shopping and dining.

Beds:
3
Baths:
3 Full/1 Half
Sq.Ft.:
2,379
Status:
Active
MLS#:
MDSM2023446
Type:
Townhouse
Subdivision:
CLARK'S REST
Lot size:
0.05 Acres
Year built:
2022
Courtesy: CENTURY 21 New Millennium
View additional info

Welcome to 23445 Grovewood Court, an exquisitely maintained residence in the esteemed Clark's Rest community, where sophistication and serenity converge. This splendid 3-bedroom, 3.5-bath townhome offers an elevated living experience, combining impeccable design with unparalleled comfort. Step inside to discover an expansive and luminous open-concept floor plan, enhanced by refined finishes and thoughtful craftsmanship throughout. Each bedroom provides an oasis of tranquility and privacy, while the elegant primary suite ensures a sanctuary of rest. The fully finished lower level-complete with a luxurious full bath-offers versatile space, ideal for guests, a home office, or an entertainment suite. Enjoy access to an array of exceptional amenities, including a sparkling swimming pool, inviting playground, tennis courts, and a stately community center, all tailored for both leisure and lively gatherings. Beyond the confines of this exclusive neighborhood, you'll find a world of refined conveniences: renowned restaurants, chic shopping, serene parks, and more-all just moments away. Downtown Leonardtown is just a short drive away, where history and modern charm beautifully collide. Stroll through the picturesque streets and immerse yourself in the town's rich heritage, with historic buildings, quaint shops, and inviting local eateries. Savor delectable meals at acclaimed restaurants, explore unique boutiques, and take in the art galleries that lend an air of sophistication to the town. With the added benefit of being mere minutes from Naval Air Station Patuxent River, this residence offers a coveted blend of luxury and location. Seize the opportunity to experience the finest in community living-schedule your private showing today.

Beds:
3
Baths:
3 Full/1 Half
Sq.Ft.:
2,288
Status:
Active
MLS#:
MDSM2023244
Type:
Townhouse
Subdivision:
BRETON BAY PUD
Lot size:
0.06 Acres
Year built:
1995
Courtesy: RE/MAX One
View additional info

Experience the serene lifestyle of Breton Bay, where charm and convenience come together! Just steps away from the Breton Bay Country Club-offering pool, tennis, and golf amenities-and a short drive to the historic downtown Leonardtown for dining, shopping, and local events, this townhome is your ideal retreat. This captivating 3-level, three-bedroom, 3.5-bath townhome features vinyl flooring throughout the main level. The bright living and dining areas flow together, complemented by a stylish kitchen outfitted with modern stainless steel appliances. Gather around the cozy gas-burning fireplace that adds a warm touch to the living space. Retreat to the master suite, which includes a soaking tub, a spacious double vanity, and a separate shower-providing the perfect escape after a long day. The lower level boasts an additional bedroom and a full bathroom, making it perfect for guests or extended family. Step outside to enjoy the outdoor patio, a wonderful space for hosting gatherings or simply relaxing in the fresh air.

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,504
Status:
Active
MLS#:
MDSM2023184
Type:
Single Family, Single Family-Detached
Subdivision:
BRETON BAY ESTATES
Lot size:
0.46 Acres
Year built:
2002
Courtesy: Atlantic Southern Realty INC
View additional info

3BR, 2Bath rancher with Front and Rear covered porches. Rear yard is ready for outdoor entertainment. Large side load garage with storage area over. Living Room with fireplace, dining area, open kitchen. No mandatory HOA, however the civic association is an optional fee. HVAC replaced a year ago.

Beds:
5
Baths:
2 Full/1 Half
Sq.Ft.:
3,664
Status:
Active
MLS#:
MDSM2022878
Type:
Single Family, Single Family-Detached
Subdivision:
BRETON BAY LANDING
Lot size:
0.98 Acres
Year built:
1997
Courtesy: Infinitas Realty Group
View additional info

Custom-Built Beauty Overlooking Breton Bay Golf Course! â?³ Welcome to 21897 Fairway Drive, Leonardtown, MD-a stunning 5-bedroom, 2.5-bath custom-built home in the desirable Breton Bay community. This home is in impeccable condition with numerous upgrades-simply move right in and start enjoying luxury living! â?¨ Main Level Highlights: 9 ft. ceilings with elegant crown molding throughout Gleaming hardwood & tile flooring Gourmet kitchen with granite countertops & stainless steel appliances Family room with a charming brick/gas fireplace, perfect for cozy gatherings Custom window treatments throughout the home ð??ï¸ Owners Suite Retreat: Spacious sitting area for ultimate relaxation Two walk-in closets Luxurious en-suite bath with upscale finishes ð??¿ Outdoor & Community Perks: Breathtaking golf course views right from your backyard Access to optional community amenities: golf, pool, and tennis memberships available Short walk to the community beach park featuring a pier, picnic area, and tot lot

Beds:
5
Baths:
3 Full/1 Half
Sq.Ft.:
4,738
Status:
Active
MLS#:
MDSM2022692
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 REDUCTION! Discover unparalleled luxury at 23534 Belmar Drive, an extraordinary residence nestled in the prestigious Leonards Grant neighborhood of Leonardtown, MD. This impressive home boasts over 5,000 square feet of refined living space, seamlessly blending comfort, style, and modern functionality in one of St. Marys Countys most sought-after communities. Step inside to experience a bright, open-concept floor plan filled with natural light and high-end finishes. This home features five generously sized bedrooms and 3.5 meticulously appointed baths, providing ample space for family living and entertaining guests. Recent high-quality upgrades ensure lasting performance and efficiency, including brand-new HVAC systems installed in 2023 and 2024, a state-of-the-art tankless water heater (2024), and a sump pump with battery backup for added peace of mind. Low-cost solar panels enhance energy efficiency, reducing utility costs while allowing the local electricity provider to pay you. The fully finished basement offers a premium surround sound system, perfect for movie nights, game days, or simply enjoying your favorite music. A screened-in back porch provides a peaceful retreat where you can sip morning coffee or unwind in the evenings under the stars. Living in Leonards Grant means enjoying top-tier neighborhood amenities, including a sparkling community pool, a clubhouse, basketball and tennis courts, and sidewalk-lined streets, playgrounds, and walking trails. The home is conveniently located just minutes from shopping, dining, and historic downtown Leonardtown, with a short commute to NAS Patuxent River (less than 20 minutes). Whether you seek a peaceful retreat or a dynamic space for entertaining, this home offers the perfect blend of luxury, modern amenities, and community charm. Dont miss this rare opportunity-schedule your private tour today and experience all that 23534 Belmar Drive has to offer!

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
1,820
Status:
Active
MLS#:
MDSM2023050
Type:
Single Family, Single Family-Detached
Subdivision:
BRETON BAY ESTATES
Lot size:
0.52 Acres
Year built:
1980
Courtesy: EXP Realty, LLC
View additional info

Welcome to 40905 Knight Road in beautiful Leonardtown, Maryland! This inviting home offers a perfect mix of comfort and practicality, featuring three spacious bedrooms and 2.5 baths-ideal for entertaining or everyday living. Sitting on a generous half-acre lot, the property provides plenty of space to enjoy the outdoors. The fenced backyard is perfect for gatherings, and the large patio and fire pit create a cozy spot to relax with family and friends. Inside, recent upgrades make life even more comfortable. A newly installed HVAC system ensures year-round climate control, while a new water pressure tank keeps everything running smoothly. Located in the highly sought-after Breton Bay community, this home offers a warm neighborhood feel just minutes from the golf club, complete with a bar, restaurant, and pool-only about two minutes from your doorstep. You'll enjoy convenient access to local schools, shopping, and dining, all while savoring the peaceful, relaxed setting.

Beds:
4
Baths:
2 Full
Sq.Ft.:
2,524
Status:
Active
MLS#:
MDSM2023068
Type:
Single Family, Single Family-Detached
Subdivision:
BRETON BAY
Lot size:
0.67 Acres
Year built:
1969
Courtesy: CENTURY 21 New Millennium
View additional info

Have you been searching for a home with the PERFECT Water Views!! Without; the Water view price?? This home may be what your heart Desires!! Walk your kayaks right down the SAME block to the community beach access spot. The "walking beach" as they call it. This home has water views from BOTH levels. There are wood burning stoves on BOTH levels. The main beach access with playground and pavilion are also an easy walk from this home. Not to mention the incredible screened in porch and deck that exist here. If you like being outdoors and comfortable, this home was made for you. The fully fenced and private yard are additional benefits too. This home has a very spacious layout and has plenty of opportunity for you to make it your own. The civic association is an optional buy in, no mandatory HOA here! Don't miss your opportunity to own a great home, on a great lot with ALL of the extra's and of course: the VIEWS!!!!

Beds:
3
Baths:
3 Full
Sq.Ft.:
2,512
Status:
Active
MLS#:
MDSM2022948
Type:
Single Family, Single Family-Detached
Subdivision:
ACADEMY HILLS
Lot size:
0.27 Acres
Year built:
2005
Courtesy: RE/MAX One
View additional info

DESIRED SCHOOL DISTRICT, SUBDIVISION & TOWN! 3 LEVELS of SPACIOUS LIVING! This beautiful Colonial home is nestled in the highly sought-after Academy Hill subdivision of Historic Leonardtown. Sitting on an end lot that backs to trees on .27 acres, it boasts a fenced backyard with a durable 2-year-old vinyl privacy fence -an ideal setting for privacy and entertaining on your deck. The three-level layout includes a walk-out basement, approximately 85% finished, with an unfinished storage room for added functionality. The large attached two-car garage comes equipped with a convenient utility sink. The main level features stunning exotic Brazilian cherry hardwood floors, complemented by neutral paint, stainless steel appliances, a 5-year-old HVAC system, and a spacious open-concept layout. A kitchen island, pantry, and ample cabinets provide functionality and style. Additional highlights include double-hung windows, French glass doors, 6-panel wood doors, wainscoting, ceramic tile flooring, and a mix of 2-year-old carpeted areas in the spacious upstairs bedrooms and the basement. The primary bedroom features a walk-in closet and a luxurious en suite bathroom with double sinks, a soaking tub, and a separate shower. This home is ideally located, a few minutes from the highly-rated Duke Elementary, Leonardtown Middle & Leonardtown High Schools, just a short walk to the College of Southern Maryland (w/Pool!), MedStar St. Marys Hospital, and the charming, vibrant, Leonardtown Square, offering a free town trolley (no need for an UBER!) - which comes to this neighborhood, boutique shops, dining, and year-round events. It's proximity to Public Boat Launch Ramps, Golf Courses, Marinas, NAS Pax River, Solomons Island, MIR/Buds Creek, and the vibrant California shopping and dining district makes it an ideal hub. Just South of Washington DC, and Annapolis. The surrounding area is rich in history and culture, offering fishing, boating, crabbing, oystering, farms, wineries, nature trails, beaches, parks, scenic back roads, Amish and Menonite Farm Fresh Stands & Home Crafted Products, and SO MUCH MORE. Situated just 60 miles south of Washington, D.C., and 50 miles from National Harbor, this property perfectly blends modern comforts and historic charm. Make it your dream home today! ***THE FIRST SET OF PHOTOS (STAGED) ARE FROM THE PREVIOUS LISTING - with permission. Defer to the CURRENT listing photos for current lighting fixtures, and other details that have been swapped out/changed.*****

Beds:
4
Baths:
3 Full/1 Half
Sq.Ft.:
4,019
Status:
Active
MLS#:
MDSM2022446
Type:
Single Family, Single Family-Detached
Subdivision:
MEADOWS AT TOWN RUN
Lot size:
0.17 Acres
Year built:
2021
Courtesy: RE/MAX One
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Stunning Clarke Model by Quality Built Homes Located in the desirable Meadows at Town Run, this 4-bedroom, 3.5-bath home offers over 4,000 square feet of living space, including a finished lower level. Built in 2021, this home is just a few years old and has been meticulously maintained. Enjoy a prime location with Duke Elementary and the library within walking distance, Downtown Leonardtown just 5 minutes away, and Leonardtown Junior and High Schools a short 10-minute drive. Inside, the home features upgraded birch engineered flooring throughout the main level and second-floor hallway, as well as hardwood stairs to both the upper and lower levels. Crown molding throughout adds an elegant touch. The spacious family room, complete with a coffered ceiling, flows into the kitchen and breakfast nook. The kitchen is well-appointed with painted white cabinets, granite countertops, stainless steel appliances, and crown molding. A formal dining room with extra windows and detailed trim provides a bright and inviting space. The private office, enclosed with glass French doors, offers a quiet work-from-home setup. Upstairs, the primary suite features an angle tray ceiling, two walk-in closets, and a private en suite with a corner soaking tub, granite-topped vanities, and a spa inspired 4.5'x7' tiled shower, that includes two shower heads, a seat, a ledge, and two recessed lights. Three additional bedrooms and a full bath with quartz countertops and 2nd floor laundry complete the upper level. The finished lower level provides extra space for a recreation room, home gym, or media area. Outdoor features include a maintenance-free deck and stamped concrete patio, perfect for relaxing or entertaining. The home sits on a corner lot with a rear-entry garage, enhancing curb appeal. Meadows at Town Run offers a welcoming community feel with convenient access to schools, shopping, and dining. Schedule your showing 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
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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!

Beds:
4
Baths:
3 Full/1 Half
Sq.Ft.:
3,080
Status:
Active
MLS#:
MDSM2022852
Type:
Single Family, Single Family-Detached
Subdivision:
CLARK'S REST
Lot size:
0.15 Acres
Year built:
2024
Courtesy: CENTURY 21 New Millennium
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PRICE IMPROVEMENT! This home is less than 2 years young in the sought after, planned Clarks Rest community! Four (4) Bedrooms, Three (3) Full Baths, Powder Room Main Floor, and Two (2) Car Garage with EV Charger. When you enter the Two Story Foyer, you'll be welcome to the Formal Living Room on the right with the Formal Dining Room to the left and open to the Family Room with Gas Fireplace. Large Gourmet Kitchen opens to the Morning Room and Family Room with upgraded Cabinets, Appliances, Tiled Backsplash and Quart Countertops. Walk down the Gallery, past the center staircase and you enter the Library, perfect for a Home Office or Playroom. Upstairs you'll find the oversized , Deluxe Owner's Suite/Bath which includes Dual Walk-in Closets, 5'x5' Tiled Shower w/Dual Showerheads, Separate, Tiled Corner Soaking Tub, Private Water Closet and Separate Vanities. Three (3) secondary bedrooms also found on the second floor with one (1) having it's own Private Bath, and two (2) sharing the Hall Bath. The Unfinished Basement has a three (3) piece bath rough-in ready to finish with a Walk-Out Exit to a spacious, level backyard. Upgraded lighting and ceiling fans throughout the home along with luxury vinyl plank flooring/staircase.

Beds:
2
Baths:
1 Full
Sq.Ft.:
1,018
Status:
Active
MLS#:
MDSM2022922
Type:
Single Family, Single Family-Detached
Subdivision:
BRUBACHERS
Lot size:
0.18 Acres
Year built:
1950
Courtesy: RE/MAX Closers
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Investor Alert! Stunning Waterfront Opportunity on the Potomac River. Discover the perfect waterfront retreat with breathtaking views of the Potomac River! Currently operating as a successful Airbnb, this property offers a unique opportunity to build your dream home while residing in the charming existing cottage. Step into your backyard and immerse yourself in waterfront living-whether its crabbing, fishing, kayaking, or canoeing, this location is an outdoor enthusiasts paradise. Enjoy the sights and sounds of ospreys, fish, and abundant wildlife right from your doorstep. Key features include: â?? Approximate water depth: 2.5 ft at low tide, 4.5 ft at high tide â?? Seawall refurbished in 2020 for added shoreline protection â?? Private pier with an electric boat lift-perfect for boating adventures Dont miss this rare chance to own a piece of paradise with endless potential. Whether youre looking for an investment, vacation retreat, or future dream home, this waterfront gem is a must-see!

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.

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