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.

19112 Lake Drive Leonardtown MD 20650
For Rent

MLS Number MDSM2017368

  • Rental
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,227
  • Subdivision Lanedon

Welcome to this beautifully renovated 3 bedroom, 2 bathroom home located in Leonardtown, MD. This cozy house features central heat/AC to keep you comfortable year-round. The property includes a convenient storage shed for all your outdoor equipment and a sunroom where you can relax and enjoy the natural light. Additionally, there is a garage for parking or extra storage space. Don't miss out on the opportunity to make this house your new home! NO UTILITIES INCLUDED Pets allowed on case-by-case basis. $50/mo Fee Per Approved Pet SMOKING: No Smoking or Vaping Allowed in or on the Property LEASE LENGTH: 1-3 year leases accepted ADDITIONAL FEES NOT INCLUDED IN RENT: * $65 Application Fee per applicant 18 or older * Security Deposit required. OBLIGO and RHINO SD alternative programs available * No pet deposit. $50 per month/pet, pet fee (if applicable) (Nonrefundable) * $49/mo Resident Benefit Package IN ADDITION TO THE MONTHLY RENT to include access to SD insurance instead of paying a cash security deposit, positive rent payment reporting to all 3 major credit agencies and credit monitoring, RPM App with access to rewards, discounts, and other perks, welcome gift, access to 24 hour maintenance online, online portal set up for rent payments, and much more! Income Requirements - Minimum Gross Income Requirement (before taxes) is 3 times the rental rate of the property you would like to rent. Credit Requirements: Minimum Credit Score of 650 is required for ALL financially responsible applicants. An applicant with a lower credit score of 600 for (ALL financially responsible applicants) or higher MAY be considered if the gross monthly income of the applicants is at least 4Xs the rental rate and the negative information on the credit report is not housing related. Security Deposits - A Security Deposit is required. The renter can purchase RHINO or Obligo a security deposit alternative program, for the landlord to cover their property/unit of excessive damages and unpaid rent/ instead of paying a cash security deposit. The renter will be given a link at lease approval to purchase a policy. These policies are offered at a low monthly premium usually between $30 and $100 a month (dependent on applicants' qualifications). If the renter elects not to use Rhino a refundable cash security deposit of 2 months rent will be due. If the security deposit is not paid or Rhino policy purchased, the property will still be listed as available to other applicants. Move In Funds Due: One full month's rent is due at lease signing. If the first month is a partial month the prorated amount will be due the second month of the lease. Applicant will not be locked into the property until the lease is signed, one months rent paid, and a RHINO Security Deposit Insurance policy is purchased OR 2X months rent cash security deposit is paid. Housing Voucher applicants MUST include a signed Request for Tenancy Approval Housing Voucher Program (form HUD-52517) obtained from their Caseworker in addition to application. Include Caseworkers contact info with app. Reusable Tenant Screening Reports not accepted. Tenants must use RPM GOLD application and screening Reports. A Criminal background check will be conducted on each applicant. The criminal background check will take into account an individualized assessment of the applicants record related too any type of crime committed, the specific actions that resulted from the crime, how long ago the crime occurred, and how the individuals circumstances may have changed since then. Real Property Management Gold has the right to decline for any nondiscriminatory reason.

Listed by Ryan A Vertucci of Half Back Realty

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$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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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40315 Rosebank Lane Leonardtown MD 20650

Leonardtown, MD40315 Rosebank Lane

Price$520,000

Est. Mortgage: $/month

Coming Soon

MLS Number MDSM2017246

  • Single Family
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 1,189
  • Acreage 0.45

Are you looking for a MILLION DOLLAR VIEW? You've found it! This home needs a little TLC, but great bones. Two bedrooms, one bath, galley kitchen. There is a huge family gathering space with a beautiful view. Large Sunroom with plenty of natural light. Don't miss this great opportunity to own a waterfront property in a highly sought after community with plenty of additional amenities!

Listed by RE/MAX 100

$
$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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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41413 Omaha Court Leonardtown MD 20650

Leonardtown, MD41413 Omaha Court

Price$624,900

Est. Mortgage: $/month

Coming Soon

MLS Number MDSM2017352

  • Single Family
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 5,164
  • Acreage 0.64

Nestled in the desirable Leonard's Grant community, this residence offers the perfect blend of space, and modern amenities. Here's why you'll fall in love with this home: 5 spacious bedrooms, providing ample room for your family and guests and 3.5 bathrooms, including a primary bath with double vanities, soaking tub and extra large tile shower. Formal Living and Dining Room perfect for entertaining and creating lasting memories. Family Room with cozy gas fireplace for those chilly evenings. Gourmet Kitchen that is a chef's delight with a cooktop, built-in wall oven, microwave, and a sunlit breakfast area. Sunroom overlooking back yard. Two stairways that give easy access to the upper level from multiple points in the home. Upstairs are 4 large bedrooms, 2.5 baths, and a laundry room for added convenience. Finished Walkout Lower Leve is ideal for recreation, with an additional bedroom and bath. Step outside to your backyard, where the lot backs to trees, providing a peaceful environment. Whether you're enjoying a quiet evening on the deck or hosting a special occasion, this space is perfect for both relaxation and entertainment. Leonard's Grant offers a fantastic lifestyle with amenities such as a community pool, tennis courts, basketball courts, a village green, and a community center. Experience a sense of community and enjoy the activities and events right at your doorstep. Don't miss the opportunity to make this house your home! Explore the endless possibilities of living in Leonard's Grant.

Listed by Jennifer L Goddard of CENTURY 21 New Millennium

$
$
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$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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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43706 Stephenson Drive Leonardtown MD 20650

MLS Number MDSM2017334

  • Single Family
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,884
  • Acreage 0.55

Charming Home in Water Access Community with a Beautiful Beach and Private Neighborhood Water Access only one block away. One Level Living with Three (3) Pretty Bedrooms and two (2) Full Bathrooms. Gorgeous Hardwood Floors throughout. Large Living Room with Bay Window offers Partial Water Views of the Potomac River and Breathtaking Sunsets. Lovely Formal Dining Room. Bright Kitchen with plenty of room for a Breakfast Table. Beautiful Sunroom has ample space for a Desk/Workspace, Table and a Lounging area which all overlook a Private, Fenced-In Backyard Backing to Trees. Sizable Deck and Two (2) adjoining Sheds offer Plenty of Storage. Full Washer and Dryer in Separate Laundry/Mud Room lead to a One (1) Car Attached Garage with Additional Workspace and Automatic Garage Door Opener. Home is located at the end of Cul-De-Sac in a Sweet Neighborhood. This Splendid Home has been Loved.

Listed by Jennifer Norris of EXP Realty,LLC

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$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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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23603 Abraham Drive Leonardtown MD 20650

Leonardtown, MD23603 Abraham Drive

Price$565,000

Est. Mortgage: $/month

Coming Soon

MLS Number MDSM2017330

  • Single Family
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 4,000
  • Acreage 0.45

Experience the allure of this stunning residence nestled in Leonardtown, boasting 5 bedrooms and 3.5 baths. As you step inside, a grand tile foyer welcomes you, seamlessly transitioning into the kitchen adorned with stainless steel appliances. Revel in the elegance of granite countertops, 42-inch cabinetry, and a central island illuminated by exquisite lighting. Hardwood floors grace the family room, complemented by plantation shutters in both the family and dining areas. A main floor bedroom offers convenience, while upstairs, plush new carpeting adorns the expansive primary bedroom featuring a cathedral ceiling and opulent ensuite bath. Indulge in the luxury of a separate soaking tub, shower, dual vanities, and a spacious walk-in closet. Laundry facilities are conveniently situated on the upper level, with an additional option on the main floor. The lower level beckons with a theater room, wet bar, classroom area with a chalkboard, office space, and an extra flex room. Step outside to the sprawling deck overlooking the fully fenced backyard, or retreat to the extra-large 2-car garage. Brand New Roof installed on shed and home. This home embodies sophistication and comfort, inviting you to savor every moment within its embrace.

Listed by Barbara A Blades and Jesieryl U Hartzer of CENTURY 21 New Millennium

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$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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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20746 Deer Wood Park Drive Leonardtown MD 20650
Coming Soon

MLS Number MDSM2017322

  • Single Family
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,748
  • Acreage 4.55

Welcome to your Private Oasis at 20746 Deer Wood Park Drive, nestled in the desirable Chestnut Hills subdivision of Leonardtown, MD. This beautifully maintained home boasts over 4,262 SF for Finished Living Space on a private 4.5-acre lot. For those of us who love the Outdoor Living it is redefined with a 2-tiered deck, a remarkable hard scaped patio with a custom stone fire pit, and a lighted pergola, All overlooking a meticulously maintained yard and treed backdrop. The centerpiece is the expansive 18 x 44 heated saltwater gunite pool, ensuring privacy and leisure. The garage, with its organized custom cabinets, adds the finishing touch to this impeccable home. Experience comfort, style, and privacy in this exquisite Leonardtown residence. The main level shines with gleaming hardwood floors, an upgraded kitchen complete with custom cabinets, granite countertops, and stainless steel appliances, leading into a bright, two-story family room with a stone gas fireplace. The home features versatile living spaces, including a separate dining room and two flex rooms (office). The upper level offers a luxurious owner's suite with vaulted ceilings, walk-in closets, and a connecting bath, along with three additional spacious bedrooms. The lower level provides a cozy retreat with its family room, rustic stone wall, and full bath. A must to see.

Listed by Lisa T Riggleman of RE/MAX One

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$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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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23408 Lindsay Drive Leonardtown MD 20650

Leonardtown, MD23408 Lindsay Drive

Price$688,999

Est. Mortgage: $/month

MLS Number MDSM2017316

  • Single Family
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 4,371
  • Acreage 0.18

This home's main floor offers an expansive entertaining space at the back of the home: the great room with a fireplace, the sunroom and the kitchen with a large center island. The 3-car garage leads to a convenient mudroom with walk-in closet, a powder room and a private study. On the second floor, there's an immense loft surrounded by three bedrooms, a shared bath, a laundry room and a primary suite with its own bath and spacious walk-in closet. A finished basement with a rec room, bedroom and bathroom completes the home.

Listed by Jay Day of LPT Realty,LLC

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$
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$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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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23398 Hollywood Road Leonardtown MD 20650
Coming Soon

MLS Number MDSM2017306

  • Rental
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 1,308
  • Subdivision None Available

Please do not block shared portion of driveway

Listed by Matthew A Burgan of Infinitas Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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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41450 Culpepper Way Leonardtown MD 20650

Leonardtown, MD41450 Culpepper Way

Price$569,000

Est. Mortgage: $/month

Pending

MLS Number MDSM2017036

  • Single Family
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,143
  • Acreage 0.16

Welcome to your dream home in the highly sought-after neighborhood of Leonard's Grant! This exquisite Hayden Model, built by Quality Built Homes. With 4 bedrooms and 3.5 bathrooms, including a finished basement, this home offers ample space for comfortable living and entertaining. As you step through the front door, solid hardwood floors lead you into the formal living and dining rooms, setting an elegant tone for the home. The heart of the home lies in the spacious kitchen, featuring a generously sized island that opens up to the breakfast nook and family room. Perfect for hosting gatherings and creating lasting memories with loved ones. The primary suite is a retreat in itself, with an oversized layout, cathedral ceilings, and a large walk-in closet complete with built-in organizers. The en suite bathroom showcases Quality Built Homes' Spa-Like Signature Deluxe shower, featuring floor-to-ceiling tile, a seat, ledge, shelf, two showerheads, and two recessed lights. Finished with granite countertops and tiled floors, this space exudes luxury and relaxation. The Upper Level includes a laundry room with washer/dryer and built-in cabinetry above to assist with storage. Two bedrooms with ample closet space and a hall bath. Additionally, brand new carpet on stairs and upper level. Outside, the backyard oasis awaits, complete with a privacy fence, patio, and pergola - ideal for enjoying your morning coffee or watching breathtaking sunsets. Full Yard Sprinkler System Included. Located in Leonard's Grant, residents enjoy access to a wealth of amenities including a community pool, tennis/basketball courts, tot lots, and sidewalks, ensuring there's always something to do for the whole family. Don't miss your chance to own this stunning home in one of the most coveted neighborhoods. Schedule your showing today!

Listed by Laura Bernth of RE/MAX One

$
$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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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22835 Avenmar Drive Leonardtown MD 20650

Leonardtown, MD22835 Avenmar Drive

Price$649,000

Est. Mortgage: $/month

Open House

MLS Number MDSM2016736

  • Single Family
  • Next Open House: Fri 02/23 2:00 pm. to 4:00 pm.
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 3,498

This brick front colonial home is situated in a highly desirable neighborhood, offering a charming and classic exterior. With ample front and rear yard space, you can enjoy outdoor activities and relaxation. The rear deck provides a serene view of the surrounding woods, perfect for unwinding after a long day. In addition to the 2 car attached garage, there are 8 additional parking spaces available. The main level of this home features brand new luxury vinyl plank (LVP) flooring, adding a touch of modern elegance. It also includes an office space, as well as a formal dining area and a separate seating area. The kitchen offers plenty of room for a table and seamlessly opens to the living room, creating a spacious and inviting atmosphere. Upstairs, you will find the primary suite, complete with a huge walk-in closet and a private bathroom. Additionally, there are three more bedrooms and another bathroom on the upper level, providing ample space or accommodating guests. The basement of this home features one bedroom and plenty of storage space, allowing you to customize it according to your preferences. Whether you envision a home gym, a playroom, or a media room, the unfinished basement offers endless possibilities. Overall, this brick front colonial home offers a combination of classic charm and modern convenience. With its desirable location, spacious interior, and potential for customization, it presents a wonderful opportunity for comfortable and stylish living.

Listed by Rachel Nichole Hutton of RE/MAX One

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$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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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21073 Parker Lane Leonardtown MD 20650

Leonardtown, MD21073 Parker Lane

Price$715,058

Est. Mortgage: $/month

Pending

MLS Number MDSM2017266

  • Single Family
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.92

Listed by Jessica Lynn Ascenzo of JPAR Real Estate Professionals

$
$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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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23295 Maypole Road Leonardtown MD 20650
For Rent

MLS Number MDSM2017280

  • Rental
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,947
  • Subdivision None Available

Updated one story home with three nice size bedrooms, large living room and dining room, plus a family room. Kitchen is large enough to have a dining table also. Primary bath has a wheel chair accessible shower. Hall bath with tub and shower. Laundry room with new washer/dryer and utility sink. Screened porch and front porch for your outside relaxing time. Paved circular drive way. Nice private location close to shopping and entertainment Detached garage for safety reasons is not available at this time.... Available for quick occupancy with excellent credit. Pets case by case with non-refundable pet fee.

Listed by Jan N Barnes of CENTURY 21 New Millennium

$
$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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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41505 Knight Road Leonardtown MD 20650

Leonardtown, MD41505 Knight Road

Price$6,500,000

Est. Mortgage: $/month

Coming Soon

MLS Number MDSM2016380

  • Single Family
  • Bedrooms 6
  • Bathroom 7
  • Square Feet 11,847
  • Acreage 17.87

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

Listed by Travis O Gray and Kathleen Moore of Engel & Volkers Annapolis

$
$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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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43910 Woodmont Drive Leonardtown MD 20650

Leonardtown, MD43910 Woodmont Drive

Price$649,500

Est. Mortgage: $/month

Active With Contract

MLS Number MDSM2017184

  • Single Family
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 4,013
  • Acreage 12.75

Nestled in the middle of 12.775 acres of woods, with privacy galore, this home has features we all wish for. Over 2973 Sg Ft of finished area and another 1040+ unfinished, you must inspect the wonderful study/library with three walls of built-in shelves and cabinets. A bay widow makes for a peaceful view while you work from home. Entrance foyer has not one, but two deep coat closets! The living room features extra long window, for viewing the woods and letting light in, and a wood burning raised hearth fireplace. Custom made cabinets with Corian countertops, recessed lights, and a built-in desk, are featured in the kitchen along with space for a table and chairs. The hall off the kitchen provides access to the two car garage and is flanked by the first floor laundry with deep sink and a separate half bath Adjoining family room gives you access to the large deck as well as providing room for all who always like to gather near the cook. Plus, there is a more formal dining area immediately off the kitchen as well. The second floor has three good size bedrooms, full hall bath and a primary bedroom with an additional sitting room, large bath featuring a jetted tub, double sinks, walk-in closet, shower and toilet in their own room. Unfinished insulated walk out basement with windows has rough in for another bath, sump pump, loads of space for crafts and workshop to happen on the many work benches. The long drive in is currently being widened and drive with be re-graveled when completed. Not a good drive-by due to how far it sit's off the road that allows you the maximum privacy.

Listed by Jan N Barnes of CENTURY 21 New Millennium

$
$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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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42820 Lytle Lane Leonardtown MD 20650

Leonardtown, MD42820 Lytle Lane

Price$360,000

Est. Mortgage: $/month

Pending

MLS Number MDSM2017078

  • Single Family
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,872
  • Acreage 2.9

Looking for privacy and no HOA? You've found it right here in Leonardtown. 4 Bedrooms and 2 full baths on almost 3 acres of land with woods and creek. Only 4 miles to downtown Leonardtown and the waterfront wharf. Roof, windows, gutters, and front door replaced in 2018. Hot Water Heater replaced in 2019. Come check out this hidden gem! Conveniently located near shopping, dining, beaches, museums, schools, library, and Patuxent Naval Air Station/PAX River!

Listed by RE/MAX 100

$
$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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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22030 Cartwright Road Leonardtown MD 20650

MLS Number MDSM2016670

  • Single Family
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 2,475
  • Acreage 2.26

PRICE IMPROVEMENT! Introducing a stunning FIVE-bedroom, three and a half-bath colonial home located in the highly sought-after Leonardtown school district. Nestled on a sprawling 2.26-acre lot, this residence offers an unparalleled level of comfort and serenity. Boasting a recently replaced roof in April 2023, the HVAC units updated in June 2022, and a brand-new water heater and water softener installed in January 2023, this home is not only beautifully designed but also meticulously maintained. What sets this property apart is its exceptional attention to detail and recent renovations, making it truly "turn-key" for its fortunate new owners. The entire home showcases fresh paint and new flooring, creating a modern and inviting atmosphere. The kitchen has been elegantly upgraded with new countertops, updated cabinets, and stainless steel appliances, providing a stylish and functional space for culinary endeavors. Enjoy the convenience of a main floor master bedroom, two cozy gas fireplaces, and a spacious family room upstairs, ideal for quality family time or entertaining guests. Step outside to discover a picturesque setting, complete with a concrete pad and gazebo installed in March 2023, perfect for outdoor gatherings and relaxation. One of the unique features of this property is its location in an area with no homeowners association (HOA), offering you the freedom and flexibility to make this home truly your own. With all these exceptional features and the attractive Leonardtown school district, this home is sure to captivate discerning buyers. Don't miss out on the opportunity to make this beautiful property your own - act quickly, as homes of this caliber in Leonardtown rarely stay on the market for long. Your dream home awaits!

Listed by Bill Oosterink of CENTURY 21 New Millennium

$
$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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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22113 Philip Drive Leonardtown MD 20650

Leonardtown, MD22113 Philip Drive

Price$630,000

Est. Mortgage: $/month

Coming Soon

MLS Number MDSM2017056

  • Single Family
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,295
  • Acreage 0.85

Welcome to your new home at 22113 Philip Drive, nestled in the coveted Mulberrys of Breton Bay - a contemporary home with 4 bedrooms, 3.5 baths, and a relaxed vibe. This home is not your run-of-the-mill cookie-cutter residence; it's all about individuality and a GREAT lifestyle. Step inside to an open layout that seamlessly connects the living, dining, and kitchen areas. Large windows flood the space with natural light, showcasing the sleek design. This home has great flow, featuring 2 bedrooms on the main floor with 1.5 baths and 2 bedrooms upstairs, each with a private full bath for added comfort and convenience. You'll appreciate 2 large family rooms, perfect for entertaining or enjoying cozy nights in - whether you're snuggled up by the fireplace, gathered with loved ones, or hosting a great party. Upstairs, the 2nd-floor loft adds versatility, ideal for a teen hangout or a quiet home office space. Enjoy hosting summer cookouts on the deck and in your expansive, fenced-in yard - a flat and perfect spot for your summer crab feasts and BBQs. There is plenty of room for an in-ground pool! If you're not keen on adding a pool, no worries! Just around the corner, there's a community pool where you can join for a membership fee, ensuring you have the convenience of a pool without the hassle of upkeep. What truly sets this place apart is the private boat slip - a HIGHLY sought-after feature on Breton Bay. A short stroll down the hill, and you'll be ready to hop on your boat and explore the amazing Southern Maryland waterways. Enjoy community perks like tennis courts and boat storage. For golf enthusiasts, the popular Breton Bay golf course is just around the corner. Plus, it's a quick 10-minute drive to Leonardtown, where you'll discover shopping, dining, a wharf with a playground, public dock, bakeries, and cozy coffee shops. This home is all about simplicity, convenience, and a great lifestyle. Leonardtown Schools! Ready to make it yours? Schedule a tour today!

Listed by Sarah M. Mulford-Martin of EXP Realty,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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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23745 Bayside Road Leonardtown MD 20650

Leonardtown, MD23745 Bayside Road

Price$399,900

Est. Mortgage: $/month

Active With Contract

MLS Number MDSM2016924

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

Welcome to 23745 Bayside Rd, Leonardtown, MD - where charm meets modernity in this impeccably renovated residence. This stunning home has undergone a total transformation, leaving no stone unturned in its quest for contemporary excellence. Boasting a brand-new roof, HVAC system, plumbing, electric wiring, and appliances, this property shines like a new penny, offering a turnkey experience for its fortunate new owners. Step inside to discover a seamless blend of classic elegance and cutting-edge design. The spacious living areas are adorned with high-quality finishes and fixtures, creating an inviting atmosphere for both relaxation and entertainment. The thoughtfully redesigned kitchen is a culinary enthusiast's dream, featuring state-of-the-art appliances that seamlessly integrate with the sleek, modern aesthetics. Situated on an expansive one-acre wooded lot, this home provides a serene and private escape. The lush green surroundings offer a picturesque backdrop, allowing residents to enjoy nature's beauty right at their doorstep. Whether you're sipping coffee on the deck or hosting gatherings in the backyard, this property provides the perfect setting for creating lasting memories. Convenience and comfort go hand-in-hand with the modern amenities throughout the home. With the new HVAC system in place, climate control is a breeze, ensuring year-round comfort. The meticulous attention to detail in the renovation ensures that this home not only meets but exceeds the expectations of modern living. Don't miss the opportunity to own a piece of Leonardtown's finest real estate, where classic charm meets contemporary luxury. 23745 Bayside Rd is more than a home; it's a statement of refined living, where every detail has been carefully curated to provide a lifestyle of comfort and sophistication. Schedule a viewing today and experience the allure of this completely renovated gem.

Listed by Dennis C Burks and Jeffrey J Sutten of CENTURY 21 New Millennium

$
$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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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42601 Wilderness Road Leonardtown MD 20650
Pending

MLS Number MDSM2017100

  • Single Family
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,181
  • Acreage 0.79

This split level is nothing short of charming with a great layout!! The formal living room and separate family room offer all of the entertaining space you need. Being able to see from the Kitchen to the lower level family room also makes this home feel open and inviting!! 1/2 Bathroom conveniently located off the family room. This almost an acre property boasts a fully fenced yard (split rail fence with chicken wire), Gazebo in front of the home as well as a double attached garage. *Don't miss the cutest walking bridges too* New Carpet on the upper level. Newer Roof, Newer HVAC, Newer LVP flooring throughout, 4th Bedroom added in lower level, New Trex deck with vinyl railings and upgraded bathroom are just the beginnings of the love and attention this home has received in the past couple years. **NO HOA**

Listed by Connie Gunn of CENTURY 21 New Millennium

$
$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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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21136 Catnip Way Leonardtown MD 20650

Leonardtown, MD21136 Catnip Way

Price$645,000

Est. Mortgage: $/month

MLS Number MDSM2017000

  • Single Family
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,748
  • Acreage 1.17

Welcome to your private sanctuary! This stunning 5-bedroom, 3.5-bathroom home seamlessly combines modern updates with the beauty of nature, providing the perfect blend of comfort and tranquility. The newly renovated kitchen is a culinary haven, featuring sleek countertops, modern appliances, and ample storage. It is sure to inspire your inner chef and make cooking a delightful experience. The spacious living areas are perfect for entertaining or simply relaxing with your loved ones. The open floor plan allows for plenty of natural light to fill the space, creating a warm and inviting atmosphere. Step outside into your tranquil backyard retreat and immerse yourself in nature. With mature trees and a backdrop of woods, your private backyard offers an ideal space for unwinding and enjoying the peace and serenity of the outdoors. It is also a great place to host gatherings and entertain guests. In addition to all these wonderful features, the basement of the home includes a "safe room" for added security and peace of mind. Overall, this home is a true sanctuary where you can find comfort, relaxation, and the perfect balance between modern living and natural beauty.

Listed by Kaitlyn Boas of Infinitas Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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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43225 Prince Pine Court Leonardtown MD 20650

MLS Number MDSM2016980

  • Single Family
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 2,960
  • Acreage 4.61

Welcome to a stunningly renovated 3-level home, a masterpiece of elegance and modern comfort. This beautiful residence boasts 4 generously sized bedrooms, ensuring ample space for family and guests. With 3 full and 1 half bath, convenience meets luxury at every turn. Step inside to discover a harmonious blend of style and functionality. Hardwood flooring graces the entire main level, providing a timeless and inviting ambiance. The formal living and dining rooms create an ideal setting for entertaining, while the heart of the home lies in the oversized chef's gourmet kitchen. Equipped with top-of-the-line stainless steel appliances, this culinary haven is a delight for cooking enthusiasts and those who appreciate the finest in kitchen design. Nestled on almost 5 acres of private land, this property offers a sense of seclusion and tranquility, as well as being only 5 min away from the shopping and restaurants. A deck extends the living space outdoors, providing the perfect spot for al fresco dining or simply enjoying the natural surroundings. The expansive grounds offer endless possibilities for outdoor activities and personalization. Practical upgrades abound, including new gutters that enhance both the aesthetic and functionality of the home. The HVAC system, a vital component for year-round comfort, has been recently updated, ensuring energy efficiency and peace of mind. This residence is more than just a house; it's a sanctuary where modern luxury meets natural serenity. With its thoughtfully designed spaces, upscale features, and expansive private land, this home is an opportunity to embrace a lifestyle of comfort and sophistication. Don't miss the chance to make this beautifully renovated property your own.

Listed by Natalya P. Ford of EXP Realty,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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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25022 Meadowlark Court Leonardtown MD 20650
Pending

MLS Number MDSM2016898

  • Single Family
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 4,188
  • Acreage 0.21

Quality Built Home's Ashland floor plan in Meadows at Town Run***Welcome to this immaculate, modern gem in the highly sought-after Meadows at Town Run neighborhood. This home, just a few years old, offers a perfect blend of style and functionality. 4 bedrooms, 3 full baths, over 2300 sq ft on the main level and another 1795 sq ft in the lower level. The spacious 2 car garage as an extra 2' added. This charming rambler boasts a finished lower level with a recreation area, a full bathroom, and an additional bedroom, providing flexible living space for your family's needs. Step outside to a well-designed exterior featuring a screened-in back porch, a paver patio, and privacy fencing - creating an ideal outdoor oasis. The heart of the home is the kitchen, where you'll find: painted cabinets, stainless steel appliances, 36" gas cooktop, specialty wooden hood with crown molding, spacious 9' island with built-in pull-out trash can and beverage center, and a large walk-in pantry. The generously sized family room offers a cathedral ceiling and 6' windows for ample natural light. LVP flooring throughout the common areas adds to the home's modern appeal. The primary suite is a true retreat, boasting a spa-like en suite with double vanities, quartz countertops, tile floors, and the luxurious QBH "signature" shower, featuring a seat, ledge, shelf, two shower heads, two recessed lights, and a glass door. Additional features include a mudroom with a coat closet, built-in cabinets over the washer/dryer, drying rack, and a built-in bench with cubbies for added convenience. Personality shines throughout this home with upgraded light fixtures and plantation blinds topped with wooden shades, adding to its charm. This meticulously maintained home showcases beautiful touches and modern amenities, making it a must-see for any discerning buyer. ***Assumable VA LOAN 2.5%*** Don't miss out on the opportunity to call this house your home! Request your showing today!

Listed by Laura Bernth of RE/MAX One

$
$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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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39790 Lady Baltimore Avenue Leonardtown MD 20650

MLS Number MDSM2017006

  • Single Family
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 1,344
  • Acreage 0.24

Welcome Home to this charming 4 bedroom, 1 full bathroom, and 2 half bathroom home in the desirable Saint Clements Shores Community in Leonardtown, MD! This home features brand new floors and windows as well as new joist joints, new dehumidifier and new insulation - so many big ticket items you don't need to worry about! Walk into the home to a light and bright living room space and move easily into the dining room. The fully-equipped kitchen features stainless steel appliances including a french door refrigerator with dual pull-out freezer and ample countertop and cabinetry space - making meal prep a breeze! Laundry closet is conveniently located next to the kitchen. Enjoy outdoor dining by making your way through the kitchen door to the deck - perfect for outdoor entertaining in warmer weather! On the upper level of the home you will find 4 spacious bedrooms - including the primary suite with two large closets and its own private half-bath! A full hall bathroom completes this level. This home is the perfect second home getaway or as a primary residence for water enthusiasts! It's hard to beat this community with all of its fun-filled events throughout the year as well as numerous amenities such as a community pier, waterside picnic area, community beach and a playground - perfect for family gatherings! Located only a short drive to popular restaurants, shopping, and wineries in Leonardtown - don't miss the chance to make this home your own!

Listed by Christopher Craddock and Jeffrey T Saferite Jr. of EXP Realty,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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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40797 Lake And Breton View Drive Leonardtown MD 20650
Active With Contract

MLS Number MDSM2015612

  • Single Family
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,060
  • Acreage 0.55

Welcome Home to Lake and Breton View Drive! Expansive split level home boasting over 3000 sqft of living space with four bedrooms and three full baths. Home sits on a nice level half acre lot which backs to trees in desirable neighborhood of Breton Bay. Main level consists of newly renovated kitchen in 2023, living room, dining room, sun room and spacious extra flex room/study/rec room...lots of possibilities there! Upper level has four bedrooms, generous in size, and two full baths. Cozy up to the wood burning fire place in the lower level rec room on those chilly days and evenings. There is also another full bath and a separate finished room which would make a great craft area, work out room, office or extra storage. Expansive deck and patio off the rear of the home for entertaining. Roof replaced in 2013. Crawl space remediated 2023. Large Amish built shed for extra storage. Close to Breton Bay Golf and Country Club where you will find a public 18 hole golf course with memberships also available. Dine close to home at the club's Ironwood Grill! Also available are swimming pool and tennis court memberships. Take a stroll to the bottom of Society Hill to the community beach with pier for fishing and crabbing, tot lot and gazebo available for $75 annual fee to Breton Bay Civic Association. Otherwise, no HOA. Schedule your appointment today!

Listed by Cynthia J Ballard of CENTURY 21 New Millennium

$
$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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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41553 Fairwood Court Leonardtown MD 20650

Leonardtown, MD41553 Fairwood Court

Price$539,900

Est. Mortgage: $/month

MLS Number MDSM2017040

  • Single Family
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,386
  • Acreage 0.14

Marrick Homes ST MARY'S floor plan is currently under construction in the Clarks Rest planned community. Visit scheduled Open Houses at model home located at 41499 Fairwood Ct. Price Includes: 2 Car Garage, Stone to Grade on the Front, Stainless Steel Appliances, Quartz Kitchen Countertops, Upgraded Cabinets in Kitchen and Baths. Luxury Vinyl Planks First Floor, Gas Fireplace and much more! $10,000 in closing assistance with the use of one of Marrick Homes' preferred lenders and title company. Photos are samples of other St. Mary's homes previously built.

Listed by Lynn E Smithburger of CENTURY 21 New Millennium

$
$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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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Copyright 2024 BRIGHT, All Rights Reserved.  Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which RE/MAX Realty Group/100 participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.Data last updated February 21, 2024. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.