Leonardtown MD Real Estate

Leonardtown is quaint Maryland community with a vibrant history. Located about 20 mins apart, the homes for sale Leonardtown is located on beautiful, rural lots and in welcoming suburban neighborhoods. Local vineyards and farms are scattered across the rolling landscape and there are many hiking/walking trails and parks, perfect for those who enjoy an active lifestyle.

Maryland Homes For Sale

Search homes for sale in Mechanicsville and Leonardtown area.  Contact us if you have questions or would like to schedule a showing. You might also be interested in St. Mary's County Real Estate.

18937 Hodges Lane Leonardtown MD 20650

Leonardtown, MD18937 Hodges Lane

Price$749,900

Est. Mortgage: $/month

MLS Number MDSM2019472

  • Single Family
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,834
  • Acreage 0.84

Are you dreaming of life on the water? Here is your chance! Well maintained rambler featuring waterfront, shared pier with boatlift, sunroom, 2-car attached garage,1-car detached garage, 2-car carport. It also offers a gorgeous back yard that is 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!

Listed by Ingrid H Butler of CENTURY 21 New Millennium

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Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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40481 Old Breton Beach Road Leonardtown MD 20650

MLS Number MDSM2019486

  • Single Family
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,144
  • Acreage 1.66

This Dream Waterfront Home is being sold as a Turn-Key Home. Upgraded, Updated, and Ready for You. PLUS a separate deeded LOT! TWO PIERS!!! The additional lot includes electric and septic utilities, as it previously had a home on it. The lot is being sold as is. Total acreage for both lots is 1.66. House = 1.32 acres and the lot is .34 acres Experience tranquility and luxury living at this remarkable waterfront property. With two private docks and breathtaking panoramic views, this is a rare opportunity you don't want to miss. Imagine waking up to the gentle sounds of the water, stepping onto your private dock, and immersing yourself in boating adventures or simply enjoying the serenity of the waterfront. This house offers unparalleled access and convenience for water enthusiasts. Beyond the docks, indulge in the beauty of nature from your spacious deck, where you can witness stunning sunsets reflecting on the water. The open floor plan, abundant natural light, and modern amenities create a seamless indoor-outdoor living experience. This exceptional property not only features an amazing waterfront house but also includes an additional lot where a former extended house once stood. Now cleared and leveled, this lot presents a blank canvas for your imagination. This isn't just a house; it's a retreat. Find solace, rejuvenation, and peace of mind in this sanctuary by the water. House Tax ID # 1903023540 Lot Tax ID # 1903008517

Listed by Dawn F Riley of RE/MAX One

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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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39834 Big Pine Trail Leonardtown MD 20650

Leonardtown, MD39834 Big Pine Trail

Price$365,000

Est. Mortgage: $/month

MLS Number MDSM2019466

  • Single Family
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,344
  • Acreage 0.22

3 Bedroom 2 Full Bath Rancher all one level with open floor plan, front porch, rear deck, fenced yard, shed, Corian countertops and stainless steel deep well sink, whole house water filtration system, reverse osmosis drinking water system, new exterior steel doors. Newly painted with new luxury vinyl plank flooring in open living area and kitchen and new carpets in bedrooms. HOA is voluntary only for access and use of ramps, piers, beach, and water access points. A MUST SEE!

Listed by Tammy Z Belisario of Burke Realty,LLC

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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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43017 Fairgrounds Road Leonardtown MD 20650
Pending

MLS Number MDSM2019450

  • Single Family
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 1,976
  • Acreage 2.41

5 Bedroom, 3 full bathroom split foyer. Large living room and dining rooms. Spacious rec room and additional bedrooms. Large level lot with deck off back of house.

Listed by Kelly D Padgett of CENTURY 21 New Millennium

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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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40222 Breton Beach Road Leonardtown MD 20650

MLS Number MDSM2019414

  • Single Family
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 1,296
  • Acreage 0.43

This dreamy waterfront getaway is the perfect spot for you to fully unwind and relax. Located directly along Breton Bay, you'll enjoy peace and serenity while only being a short 10 minute drive from downtown Leonardtown, or take a short boat ride across the bay to Fitzies for drinks and dinner. This charming cape cod offers amazing sunsets whether it's from the scenic deck, screened in porch or the private dock (with boat and jet ski lifts); the views can't be beat! The recently renovated home offers 2 bedrooms and 1 full bathroom, high speed internet, main level washer & dryer and an electric fireplace. The upstairs loft is perfect for an extra sleep area or rec room. Plenty of parking for you and your guests and multiple outbuildings including a detached shed to house all your lawn equipment, outdoor games, you name it! Your piece of happiness awaits!

Listed by Jacob R Grier of Baldus Real Estate,Inc.

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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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22135 Cartwright Road Leonardtown MD 20650
Open House

MLS Number MDSM2019388

  • Single Family
  • Next Open House: Sat 07/6 9:00 am. to 12:00 pm.
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,836

Bring your ideas and discover the allure of this custom-built gem situated in a serene locale of Leonardtown, a stone's throw from the vibrant St. Mary's fairgrounds and the bustling heart of the community. This distinguished home spans 1,836 square feet, offering 3 bedrooms, 2 full bathrooms, and a convenient half bath. The residence is a testament to timeless design, featuring original hardwood flooring and an expansive yard accented by not one, but two decks for supreme outdoor living. The property's grandeur extends to a sizable garage that houses a fully furnished office space, poised to meet today's remote work needs, alongside a unique fireplace wood passthrough system for those chilly evenings. Recently updated with a new AC system and fortified with a whole house generator, comfort is guaranteed. With only two prior owners, the home's integrity and original charm have been meticulously preserved, making it a distinctive offering in the Leonardtown real estate market.

Listed by adrian Rebecca abramson of Home Towne Real Estate

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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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40840 Greenwood Lane Leonardtown MD 20650

Leonardtown, MD40840 Greenwood Lane

Price$749,000

Est. Mortgage: $/month

Open House

MLS Number MDSM2019344

  • Single Family
  • Next Open House: Fri 06/21 3:00 pm. to 6:00 pm.
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,320

*******No private showings; please refer to open house schedule. Offers will be reviewed on Tuesday, June 25th @ 11AM.*******This spacious, custom-built rambler with open layout & saltwater pool is the one-level living you've been waiting for! This meticulously maintained home features luxury living on 2.10 acres, offering the serenity of rural living with the convenience of modern amenities and endless upgrades. Located in the heart of Leonardtown, this HOA-free property offers the perfect blend of comfort, convenience, and exclusivity. **SPACIOUS LIVING** The main level showcases an expansive open-floor plan spanning 3,276 sqft, encompassing a spacious great room, sizable kitchen, 5 bedrooms, and 3 bathrooms, providing ample space for relaxation and entertainment. Below, the basement mirrors the main level's 3,276 sqft footprint and includes an additional bathroom, offering plenty of space for your imagination and future projects. **OUTDOOR OASIS** Enjoy the peaceful views of the adjacent farmland from your screened porch (12' x 20') or while lounging by the expansive saltwater pool (20' x 40') complete with a slide, fence, and safety gate. **LUXURIOUS UPGRADES** This home is adorned with high-end finishes and upgrades, including hard flooring throughout (mostly hardwood and ceramic tile), lofty 9' ceilings, elegant crown molding, a double-sided gas fireplace, and the convenience of soft-close cabinets/drawers. Additionally, the home features wood blinds adorning every window in the house and garage, complemented by wood plantation shutters on exterior doors and master bedroom windows. **YEAR-ROUND COMFORT** Remain comfortable throughout the year with a dual-system HVAC, combining a heat pump and propane furnace for efficient climate control. **MODERN AMENITIES** Indulge in modern amenities such as a central vacuum system, alarm system, Reliance Generator Transfer Switch, and an 'Air Scrubber by Aerus' for enhanced air quality. **SLEEK KITCHEN** The expansive kitchen features granite countertops, a generously sized island, abundant storage and cabinet space, double ovens, a 5-burner gas cooktop, a built-in InSinkErator instant hot water dispenser, and a huge walk-in pantry (6' x 6.5'). **MASTER RETREAT** Unwind in the luxurious master suite, complete with a cozy gas fireplace, double-pane windows, a graceful tray ceiling, and a vaulted walk-in closet adorned with custom built-ins. Pamper yourself in the spa-like ensuite bathroom featuring a spacious double shower, a built-in vanity, and abundant cabinet space. Plus, discover endless potential in the attached 17' x 8' bonus room with three windows, secluded by French doors, perfect for transforming into a workout room, office, nursery, and beyond! **BONUS AMENITIES** Additional highlights include an oversized 3-car garage with a utility sink, RV/boat parking (15' x 35') with a 50-Amp exterior outlet, and underground invisible dog fence.**RECENT UPDATES & MAINTENANCE** JUL 2021 - New Dolphin Triton PS Robotic Pool Cleaner (conveys) | JAN 2022 - New Heat Pump & Gas Furnace (full HVAC replacement) | JAN 2022 - Air Scrubber by Aerus (integrated with HVAC) | MAY 2022 - Radon Mitigation System Installed | SEP 2022 - New Refrigerator | FEB 2024 - House Interior Professionally Re-Painted | MAR 2024 - Septic Tank Pumped (done every year) | MAR 2024 - New Closet Flooring | MAY 2024 - New Roof | MAY 2024 - Power Wash House, sidewalks, pool | MAY 2024 - New Hayward Pool Pump | MAY 2024 - New Porch Screens | JUN 2024 - Driveway Sealed (done every 2 years) | JUN 2024 - HVAC Tune-Up/System Check (done every 6-months)

Listed by Joseph E Hawkins of Hawkins Real Estate Company

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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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19795 Tower Hill Road Leonardtown MD 20650

MLS Number MDSM2019402

  • Single Family
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,681
  • Acreage 19.67

Beautiful, private Leonardtown estate setting. Custom-built rambler offers lovely westward sunset view, Seller has just replaced roof and installed new septic. Wildlife abounds especially bird-life, incredible, mature landscaping, pasture for horses, livestock, tree farm.......whatever your heart desires! If you are looking for peace and tranquility, this is it. Expansive water frontage on scenic Poplar Hill Creek. Poplar Hill Creek is partially navigable for flat bottom vessel, kayaks or other recreational vessels only....no sail boats or power boating. One wing of home is private in-law suite with private kitchen, bath and living room. Other wing offers 3 bedrooms, a library and 2 full baths with ample storage. If you are looking for peace and tranquility; this is it.

Listed by Barbara Stellway of KW Metro Center

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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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23569 Belmar Drive Leonardtown MD 20650

Leonardtown, MD23569 Belmar Drive

Price$685,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDSM2019326

  • Single Family
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 4,181
  • Acreage 0.35

Your own personal oasis awaits you! Beautiful 4 bedroom, 3.5 bath home in desirable Leonard's Grant neighborhood. Home and property have been well maintained. Both HVAC systems replaced and tankless hot water heater installed in 2021. Professional photos coming soon.

Listed by Cynthia J Ballard of CENTURY 21 New Millennium

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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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21738 Pinehurst Court Leonardtown MD 20650
For Rent

MLS Number MDSM2019158

  • Rental
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 1,952
  • Subdivision Breton Bay Pud

What a rare opportunity for Golf Course living! Welcome home to this well-appointed colonial on the 6th hole of the Breton Bay Golf Course! Granite counters, stainless appliances, fresh paint, the list goes on. 3 bedrooms on the second level and one in the finished basement. Beautiful screened in porch with additional deck and hot tub with stunning views of the 5th and 6th holes. This home is steps from the neighborhood beach, golf course and clubhouse (open to the public), and a private marina with rental slips available. Come live the Breton Bay lifestyle!

Listed by Steven M Carroll of Berkshire Hathaway HomeServices PenFed Realty

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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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23492 Watervale Drive Leonardtown MD 20650
Open House

MLS Number MDSM2019290

  • Single Family
  • Next Open House: Sat 06/22 12:00 pm. to 2:00 pm.
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 4,441

Here's your chance to own a stunning, spacious, just EIGHT MONTHS NEW home in the highly sought after Clark's Rest community in Leonardtown! Why wait for new construction when you can have this magnificent over 4000 sq ft home and be fully moved in & settled before the next school year?! This impressive home features 5 bedrooms (plus a large bonus room that could be used as a 6th bedroom), 4 full bathrooms & 1 half bath. Make your way up to the front door admiring the curb appeal with a spacious driveway and sidewalk leading you to your cozy front porch. Enter the front door to gleaming luxury vinyl plank flooring and an open 2-story foyer! Off the foyer you'll find an office and formal dining room. The heart of the home is the STUNNING kitchen with all the bells and whistles boasting 42' cabinets, quartz counters, a large island with additional cabinetry and room for several barstools, additional sitting nook perfect for additional workspace or a mini fridge, stainless steel appliances (with a gas line available for future gas stove installation if preferred), and table space with a sliding glass door leading to your trex deck with steps down to patio...ideal for enjoying the peaceful backyard that backs up to woods! Upstairs, the large primary bedroom features a sitting area with a 2nd closet, large walk-in closet, and an attached bathroom with his & hers sinks, soaking tub, and separate shower. Upstairs also includes bedroom #2 with an en-suite full bathroom (also connected to the hallway) and an additional jack & jill bathroom shared by bedrooms #3 & #4. Bring the party to the finished basement with a spacious rec room with a sliding glass door… walkout level to back patio and backyard, bedroom #5, a full bathroom , an additional large room that could be used as 6th bedroom, and a large utility/storage room. HOA includes an array of amenities including an outdoor swimming pool, tennis court, basketball court, playground, clubhouse, and nature trail! This home is also conveniently located near the PAX River Naval base and just a 5 minute drive to downtown Leonardtown! Schedule your showing today!

Listed by Cheryl A Bare and Mallory Bare of CENTURY 21 New Millennium

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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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22265 Orchard Court Leonardtown MD 20650

Leonardtown, MD22265 Orchard Court

Price$901,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDSM2019320

  • Single Family
  • Bedrooms 6
  • Bathroom 5
  • Square Feet 4,873
  • Acreage 0.51

Captivating Hanover of Breton Bay Beauty! This Stunning Leonardtown Custom Home has 6 bedrooms, 5 full baths and over 5000 finished sqft. Nestled on a half acre in coveted Hanover Farms, this classic home has a gorgeous, heated, free-form salt water pool w/custom waterfall feature, sun deck, hot tub and more! Enjoy the shade of the Pergola while you grill or mingle with your family and friends pool-side. Sip your coffee or enjoy happy hour on your pretty composite deck, lounging by the pool or in the cozy screened porch. Your guests will be greeted by the sound of your front fountain and the lush landscaping. Hydrangeas grace the front walk and entry. The foyer is elegant and inviting. Beautifully appointed home with everything you could hope for. Main floor in-law suite w/ full bath is currently used for a fabulous office. Close the French doors or the pocket doors for privacy. Gourmet chef's kitchen w/ granite, stainless steel top-tier appliances, custom cabinets, hardwood and incredible lighting choices. Kitchen has open sight-lines to the Morning Room and Family Room. Butlers Pantry and mudroom! A gorgeous formal Dining Room w/Bay Window graces the front of the home. Off the Morning room you have double door access to the large deck, pool and patio areas. The Family Room has custom built-ins and fireplace and more posh lighting. The serene screened porch is adjacent to the Family Room. Upstairs the Primary Suite is centered in the hall and is light and bright with a view of the pool, gardens and trees. Luxury primary suite bath has separate vanities, a jetted soaking tub and large 4' separate shower. 2nd Suite is expansive as it's the finished room over the 3-car garage; it also has a private full bathroom and 2 walk-in closets. The 3rd and 4th Bedrooms upstairs are also quite spacious with ample closets. The Hall bath has a dual vanity with plenty of sharable space! The Basement is fully finished with a 6th Bedroom and large, full bathroom. The Recreation Room has all the extra room you may need for that large screen TV viewing, exercise space, pool table, etc. A wonderful wet bar w/ mini-fridge and sink make snacking convenient! The storage room and utility room are in the basement. This home's roof and hvac units are both under 2 years old! Home is on public sewer and has a private well. Well pump and filtration system are in the utility room . Home has an intercom system and whole house speaker surround system. The lawn and gardens have an in-ground sprinkler system . Need garage space? This home has a 3-car over-sized, side-load attached garage and enough driveway parking for over 10 vehicles. What more could you desire? How about a Community Pier on Breton Bay? Hanover Farms is a water-privileged community in the heart of Historic Leonardtown. The Community has a private, gated, pavilion area with kayak storage, playground, picnic area and pier. There are 4 deeded slips on the community pier and the owner of this home owns one with a 10k lb lift. The slip is also for sale and can convey with the sale of this home. Call today to make your appointment. Located less than a mile from Historic Leonardtown Square. Conveniently located close to area shopping, venues and schools.

Listed by MaryAnne Crewse of O Brien Realty

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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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21829 Rosebank Court Leonardtown MD 20650

Leonardtown, MD21829 Rosebank Court

Price$935,000

Est. Mortgage: $/month

MLS Number MDSM2019180

  • Single Family
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,428
  • Acreage 2.04

Ready for boating, fishing and crabbing? Come home to this spacious brick cape cod on Cherry Cove with 222' of water frontage and a 72' pier. Sitting on just over 2 beautiful, private acres, this home features 4 bedrooms, 2.5 baths, along with a partially finished walkout basement. Hardwood flooring throughout, granite counters and tile flooring in the kitchen, Main level includes a formal dining room, living room and family room with a brick wood burning fireplace. 2 main level bedrooms and upstairs you'll find another full bath and 2 bedrooms, one with its own wood burning fireplace and built-ins. New insulation throughout the attic Oversized 2 car garage and a separate generator hookup. "As Is" sale, however, this home is priced $149K under current in hand appraisal, which is available upon request.

Listed by Janet E Weaver of RE/MAX One

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$
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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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23653 Hansel Court Leonardtown MD 20650

Leonardtown, MD23653 Hansel Court

Price$675,000

Est. Mortgage: $/month

Coming Soon

MLS Number MDSM2019304

  • Single Family
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 4,303
  • Acreage 0.38

Listed by Heather Leigh Foster of RE/MAX One

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$
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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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23650 Coventry Drive Leonardtown MD 20650

Leonardtown, MD23650 Coventry Drive

Price$545,000

Est. Mortgage: $/month

Coming Soon

MLS Number MDSM2019252

  • Single Family
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,140
  • Acreage 0.24

Check out this beautifully maintained home in the highly sought after Leonard's Grant neighborhood! This Stafford model Quality Built Home is located steps away from the community pool, playground, and tennis/basketball courts. Walk inside your front door to solid hardwood floors on the entire main level. The gourmet kitchen features upgraded maple cabinets, a gas stovetop, wall oven, granite counters, center island, recessed lighting, and space for a table. Off of the kitchen is the large family room with a gas fireplace offering plenty of space for the entire family to relax and unwind. The formal dining room offers crown molding and chair rail, and is a great space to host your holiday family dinners. The formal living room/office/flex space has double doors allowing for privacy and is a great space when working from home. Upstairs you will find all of the generously sized bedrooms, hall bath, and the luxurious en-suite featuring a soaking tub, oversized tile shower with bench, tile floors, and dual vanities. Brand new carpet on the stairs and upper level. Ceiling fans, blinds, and more throughout! Basement is unfinished but does have the rough in for a bathroom. So, use your own imagination and create the space you've dreamed of! Plenty of room to park in the two car garage and driveway with extra parking pad. Like to be outside? Enjoy your covered front porch or stamped concrete patio in the fully fenced rear yard. Watch the kids play or dogs run. Leonard's Grant offers so many amenities including a community pool, clubhouse, tennis/basketball courts, playgrounds, tot lots, sidewalks throughout, and a large recreation field for playing frisbee, flying a kite, soccer, and more! Don't miss the trolley service to downtown Leonardtown to enjoy the Leonardtown wharf, restaurants, bars, entertainment, and community events! Top rated elementary school and new library are both very close in proximity. There is something for the entire family in Leonard's Grant! Don't miss the chance to secure your new home in one of the most coveted neighborhoods in the area!

Listed by RE/MAX 100

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$
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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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22430 Hood Lane Leonardtown MD 20650

Leonardtown, MD22430 Hood Lane

Price$899,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDSM2019124

  • Single Family
  • Bedrooms 6
  • Bathroom 5
  • Square Feet 5,026
  • Acreage 16.17

Imagine stepping out of your car and being greeted by the sight of 16.17 breathtaking acres in Leonardtown. This is the home you've been waiting for! A large, sprawling ranch with almost 5,000 finished square feet, offering endless possibilities for your dream life. As you enter, you'll be captivated by the beautiful kitchen featuring stunning granite countertops, perfect for preparing meals and entertaining guests. Adjacent to the kitchen, a separate dining room awaits, ready to host dinner parties filled with laughter and joy. The large family room is an inviting space ideal for cozy movie nights and relaxing weekends by the fire. With six bedrooms, this house has ample space for family, friends, and future growth. Each room provides a private sanctuary, yet the layout ensures a sense of connection throughout the home. The fully finished walkout basement is bathed in natural light, making it a perfect retreat. It features a massive family room and a spacious recreation room, offering plenty of space for gatherings, games, and relaxation. Step outside and be amazed by the beautiful hardscaping and plantings that surround the home, creating a serene and picturesque setting. The balcony and large open patio are perfect for summer barbecues and peaceful evenings. You'll love spending time by the shimmering in-ground saltwater pool, fenced for safety and privacy-a true oasis for unwinding and enjoying the outdoors. For your storage needs, there is a large 12x20 storage shed, and a massive 50x30 pole barn, providing endless possibilities for hobbies, projects, and keeping everything organized. Behind the house, your private forest awaits exploration. Imagine morning walks through the woods, discovering nature's secrets, and finding tranquility in the rustling leaves and singing birds. This isn't just a house; it's a dream come true. Every feature, from the gourmet kitchen to the serene forest, is designed to create a life filled with joy, growth, and cherished memories. This is the home where your future will unfold, and it's waiting for you to make it your own. Don't miss out on this extraordinary opportunity-this is the one you've been waiting for!

Listed by Jessica D Raley of CENTURY 21 New Millennium

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$
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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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41620 Fenwick Street Leonardtown MD 20650
Active With Contract

MLS Number MDSM2019228

  • Commercial
  • Property SubType Mixed Use
  • Subdivision None Available
  • Acreage 0.11

This is a rare opportunity to purchase commercial property in Leonardtown Square. The building is two stories and about 1800 SF. It includes private parking for approximately seven cars. It has been a legal office for years, but let your imagination run about how to transform this historic building. Historical fact…the building was the site of the first hospital in Saint Mary's County in 1911.

Listed by Anne Cullins Davis of CENTURY 21 Commercial New Millennium

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$
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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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21710 Potomac View Drive Leonardtown MD 20650
For Rent

MLS Number MDSM2019054

  • Rental
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,963
  • Subdivision Breton Bay Estates

Just a lovely 4 BR, 2.5 bath all brick home in the most sought-after Community of Breton Bay. Home includes a spacious living room, sun room, and rec room, eat-in kitchen & huge master suite, which also includes a jetted tub (you provide your own duckies!)!! Expansive screened-in back porch that's perfect for shaded relaxation at it's best, as well as those crab feasts that are very prevalent in the Southern Maryland area! Also, items available to the tenant at their expense, that are available in the community, include the Recreational pursuits of golf, tennis, swimming, playground, walking trails & pier & beach activities.

Listed by Vicki Alvey of RE/MAX One

$
$
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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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41518 Fairwood Court Leonardtown MD 20650

Leonardtown, MD41518 Fairwood Court

Price$639,950

Est. Mortgage: $/month

MLS Number MDSM2019154

  • Single Family
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,947
  • Acreage 0.16

Less than one year old - Covered Front Porch 3 Level Colonial with over 2,900 finished sq. feet including another 1,286 sq feet of unfinished walkout basement with full bath rough-in-fenced rear level yard with gate to back alley-front yard with views of unbuildable lots for privacy-Main level with 9 ft ceilings/luxury vinyl plank flooring & recessed lights-Living room with tiled electric fireplace-Kitchen with large breakfast bar/island with large farm sink/quartz counters/tile backsplash/stainless steel appliances/stainless steel range hood/smooth cooktop/built-in wall over/microwave and walk-in pantry-Sun/Dining room with cathedral ceilings & sliding glass doors-Study/Office on main level with French doors & electric fireplace-Upper bedroom level with loft/family room with ceiling fan - Primary bedroom with tray ceiling/crown molding-Primary deluxe bath with walk-in shower/double vanity sinks/tile floors/water closet & walk-in closet-Laundry room on upper level-2 zone HVAC-high efficiency water heater-wireless access points-Garage with wall connect Tesla charger-Community amenities include: outdoor swimming pool/tennis & basketball courts/club house/playground & walking/bike trail-walking distance to new public library/senior center & elementary school

Listed by Michael P Mason of Long & Foster Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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41432 Silver Charm Court Leonardtown MD 20650
Pending

MLS Number MDSM2019136

  • Single Family
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 5,074
  • Acreage 0.37

Beautiful home located in the premiere neighborhood of Leonard's Grant. Boasting over 5000 square feet of finished living space which includes 5 bedrooms and 4 bathrooms. This home sits on a rare cul-de-sac lot that backs to trees. Extremely private backyard with a large deck, patio, shed, zip-line for the kids, and fenced in yard while still having plenty of room for relaxation, activities, or even a future pool if you desire. The entire yard is also maintained by an underground sprinkler system. The main level features a gourmet kitchen with maple wood cabinets, brand new tile backsplash, brand new marble countertops, and a large island for meal preparation and entertaining. The kitchen flows seamlessly into the dining area and family room, creating a perfect space for gatherings with family and friends. New luxury vinyl plank floors cover nearly the entire main and upper level of the home. The family room has a renovated fireplace with new custom tile, mantel, and trim work. The main level bathroom was just renovated as well. Access to the upper level is provided at the front foyer stairs or the kitchen staircase. The railings and flooring on both staircases and the catwalk have been remodeled. The upper level of the home is where you will find the spacious bedrooms and bathrooms. The primary suite is a true retreat, with a luxurious en-suite bathroom featuring a soaking tub, huge tile shower, and dual vanities. Three additional bedrooms and a renovated bathroom with a double vanity provide plenty of space for family members. The lower level features a spacious open rec area, a large storage/utility room, and a separate theater room for relaxation and entertainment. Additionally, your guests will be comfortable with their own bedroom and bathroom. The lower level also contains a multi-stage water filtration system to maintain perfect water quality and endless hot water with the tankless water heater. Exclusive neighborhood amenities like a Trolley service to downtown Leonardtown to enjoy the waterfront, restaurants, and entertainment! The neighborhood also contains a a private pool, a clubhouse, a top-rated elementary school, and public library adjacent to the school.

Listed by Joseph E Hawkins of Hawkins Real Estate Company

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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23566 Pine Bluff Way Leonardtown MD 20650

Leonardtown, MD23566 Pine Bluff Way

Price$640,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDSM2019028

  • Single Family
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 4,026
  • Acreage 0.23

Listed by Heather Leigh Foster of RE/MAX One

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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23381 Marview Court Leonardtown MD 20650

Leonardtown, MD23381 Marview Court

Price$440,000

Est. Mortgage: $/month

MLS Number MDSM2018732

  • Single Family
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 2,306
  • Acreage 0.08

This end unit townhouse is located in the sought after subdivision of Clark's Rest. The neighborhood offers sidewalks for walking with ease with or without your dog, an outdoor pool, basketball and tennis courts and a clubhouse. You are minutes away from restaurants, grocery, parks, hiking trail and water activities. Walking into this house gives you the feeling of walking into a just-built townhouse. This house has been well taken care of by its owners. The main level has all wood flooring, separate dining area, kitchen with an island and all stainless steel appliances. Adjacent to the kitchen is a family room from which you can walk out to your screened enclosed deck. For your convenience, the washer and dryer are located on the upper level along with two large bedrooms and a primary bedroom with a primary bathroom and walk-in closet. The other two bedrooms are spacious and large enough to hold two twins or a king size bed. There is a full bathroom on the upper level and in the basement. You are only minutes Come take a tour of your new home!!

Listed by RE/MAX 100

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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41985 White Point Beach Road Leonardtown MD 20650
Pending

MLS Number MDSM2018986

  • Single Family
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,222
  • Acreage 0.63

The Perfect Getaway. Just one hour from Washington, DC (and no Bay Bridge to cross) in Leonardtown, Maryland this 1947 cottage features four bedrooms and two bathrooms, family room, sunroom and more. Whether as a getaway or full time living, the cottage has been well maintained over the years and perfect for entertaining having hosted parties and weddings for over 100 people. With walls of windows, you can take in the panoramic views of the Potomac River and Chesapeake Bay. There are 185 feet of private waterfront with a dock and boat lift, workshop, outdoor gazebo, firepit, and large outdoor entertaining space. It's the outdoor space that draws your attention. You'll often see eagles soaring above and swans on the water. Occasionally a dolphin will find its' way in from the Bay. White Point Beach Road enjoys both year-round residents, as well as weekenders who come for the seclusion and the opportunity to recharge. When not on the water, a trip into town is a treat - Leonardtown, Maryland, is a charming, walkable town that is known for its beautiful landscapes, breathtaking waterways, and friendly, welcoming people. Take in the quaint Town Square and historic buildings, and an eclectic mix of specialty shops, galleries, and world-class restaurants.

Listed by Stephanie J Smith of Select Premium Properties,Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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23701 Robert Way Leonardtown MD 20650

Leonardtown, MD23701 Robert Way

Price$575,000

Est. Mortgage: $/month

MLS Number MDSM2018184

  • Single Family
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 4,836
  • Acreage 0.35

Spacious and Serene: Your Leonardtown Sanctuary Awaits. Travel down your private road to escape the ordinary and embrace a life of tranquility in this spacious Leonardtown sanctuary. With 4,084 sqft of thoughtfully designed space, this home seamlessly blends elegant entertaining areas with cozy retreats, and a 2-car garage for protected parking and additional storage. Gorgeous hardwood flooring flows throughout the main level, with plush new carpet adding warmth upstairs. Five airy bedrooms and 4.5 baths offer a haven for everyone in the family. Unwind in your own private spa sanctuary! The primary suite boasts separate climate control for personalized comfort and a royal bath designed to melt away the day's stress. When work and home intertwine, two dedicated offices, flooded with natural light, provide ideal spaces for focused productivity. The fully finished basement is your blank canvas - let it transform into a media room, playroom, or guest suite. Including additional spaces that can be converted into rooms as desired for extended stays. Save on future repairs with a new roof and HVAC system, both installed within the last two years. Step outside and discover your private oasis. A massive fenced yard invites children and pets to roam freely, while the expansive deck, complete with storage, sets the stage for memorable gatherings. Mature trees provide dappled shade, and the gentle sounds of nature create a truly serene escape. Located just minutes away from Leonardtown Square, which is a popular spot for locals and visitors alike, known for its local dining, relaxed atmosphere, recreational opportunities, and vibrant community events. There's also the Leonardtown Wharf where you'll find a picturesque waterfront destination offering stunning views of Breton Bay. For work travel Patuxent River Base is 15-miles away (Route 235) and Dahlgren is 29-miles away (Route 301). Solomon's Island is a great 15-mile trip for views of the Chesapeake Bay or if you have a taste for the catch of the day, for the seafood lovers. If you would like to travel abroad Leonardtown is 55-miles away from the Washington D.C. area where you can tour the District of Columbia or 52-miles away from Northern Virginia for a weekend getaway.

Listed by Ryant L Carr and Dwight Taylor Jr. of EbonAries Realty Group,LLC.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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22676 Chickadee Lane Leonardtown MD 20650

Leonardtown, MD22676 Chickadee Lane

Price$775,000

Est. Mortgage: $/month

Open House

MLS Number MDSM2018944

  • Single Family
  • Next Open House: Sun 06/23 12:00 pm. to 2:00 pm.
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 4,804

Nestled within the esteemed AVENMAR neighborhood, this captivating 5-bedroom, 3.5-bathroom Colonial residence exudes timeless charm and modern luxury. Sprawling over 5600 square feet across 4 acres of serene landscape, it offers a tranquil, secluded retreat. The heart of the home invites both casual relaxation and formal gatherings, with a fireplace-adorned open kitchen/living area and a sophisticated private dining room adjacent to the gourmet kitchen, complete with a convenient Butler's pantry. A spacious office/den provides versatility for work or leisure, while main-floor amenities like a half bath, laundry room, and garage entry ensure seamless daily living. Recently upgraded with a new roof in 2021 and newer interior paint throughout. The home boasts a primary suite oasis on the upper level, featuring a personal sitting area and access to a private deck overlooking the scenic rear grounds. Luxuriate in the en suite bath's large soaking tub and dual walk-in closets. Three additional bedrooms share a full bath on this level, while the lower level offers a fifth bedroom, a bonus room that could be a 6th bedroom, a theatre room, a living area, and full bath, ideal for an in-law suite. Outdoor entertainment is effortless, whether grilling on the newly painted deck or strolling through the newly planted backyard grass. Need to get away? Escape to the new two room backyard studio for even more peace and serenity. Enhanced with modern conveniences including newer solar panels, an EV charging station in the garage, a whole-yard sprinkler system, and a new home theatre system, this residence offers both comfort and sustainability. Additionally, a whole-home security system provides peace of mind. Enjoy exclusive trails on the expansive property or explore community amenities like horse stables featuring boarding and lessons, playgrounds, tennis courts, a community dock/boat launch, kayak racks and more. The clubhouse with pool and nearby Breton Bay Golf Course cater to leisure pursuits, while local attractions such as the Port of Leonardtown Winery and dining options ensure a vibrant lifestyle. For added assurance, new buyers will receive a complimentary one-year seller-paid home warranty. Please note, this sale is a corporate relocation. Inspections must be performed within 7 days and buyer must use relocation company's title company. Don't miss the opportunity to experience this exquisite home-schedule your showing today!

Listed by Debbie Friedrich of Berkshire Hathaway HomeServices PenFed Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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