162

Recently Sold Leonardtown, MD Homes

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  • 23636 Hansel Ct, Leonardtown, MD 20650
    23636 Hansel Ct, Leonardtown, MD 20650
    23636 Hansel Ct, Leonardtown, MD 20650
    /79

    $625,000 Sold Jan 09, 2025

    • 3,129 Sq Ft
    • $200/SF
    • 151 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2010

    23636 Hansel Ct, Leonardtown, MD 20650

    Welcome to your dream home, where modern elegance meets everyday comfort in the highly sought-after community of Leonard's Grant, Leonardtown, MD. This stunning 4-bedroom, 2.5-bathroom home offers an exceptional lifestyle with thoughtfully designed spaces and premium finishes.Step inside to discover gleaming hardwood floors that flow seamlessly through a welcoming and versatile floor

    Chris Hill CENTURY 21 New Millennium

    23636 Hansel Ct, Leonardtown, MD 20650
  • 20400 Chingville Rd, Leonardtown, MD 20650
    20400 Chingville Rd, Leonardtown, MD 20650
    20400 Chingville Rd, Leonardtown, MD 20650
    /52

    $425,000 Sold Jan 08, 2025

    • 2,280 Sq Ft
    • $186/SF
    • 66 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1961

    20400 Chingville Rd, Leonardtown, MD 20650

    Buyer got cold feet! BACK ON THE MARKET! Discover your future at this picturesque property, set on a stunning 2 acre lot that feels like your own private park. With a freshly paved driveway and a beautiful stamped concrete walkway, this home is perfect for outdoor entertaining, relaxing with a good book, or hosting gatherings. Inside, this adorable two-level home has been completely updated from

    Delaney Burgess RE/MAX United Real Estate

    20400 Chingville Rd, Leonardtown, MD 20650
  • 23255 Lindsay Dr, Leonardtown, MD 20650
    23255 Lindsay Dr, Leonardtown, MD 20650
    23255 Lindsay Dr, Leonardtown, MD 20650
    /63

    $420,000 Sold Jan 07, 2025

    • 2,896 Sq Ft
    • $145/SF
    • 11 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2014

    23255 Lindsay Dr, Leonardtown, MD 20650

    Discover modern living at its finest in this stunning, fully finished three-level townhouse in the heart of Leonardtown! This meticulously maintained home features a bright, open floor plan with the main level designed for easy gatherings. Enjoy beautiful hardwood floors throughout the main level, along with a sleek kitchen showcasing granite countertops, stainless steel appliances, and upgraded

    Jessica Raley CENTURY 21 New Millennium

    23255 Lindsay Dr, Leonardtown, MD 20650
  • 40808 S 40 Dr, Leonardtown, MD 20650
    40808 S 40 Dr, Leonardtown, MD 20650
    40808 S 40 Dr, Leonardtown, MD 20650
    /24

    $440,000 Sold Dec 30, 2024

    • 2,242 Sq Ft
    • $196/SF
    • 0 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1972

    40808 S 40 Dr, Leonardtown, MD 20650

    Charming contemporary rambler with a full basement, offering seasonal views of Breton Bay. The main level boasts an open living/dining area, a remodeled kitchen with new granite countertops (2024), and luxury vinyl plank flooring throughout. Recent updates include a new roof (2019), HVAC (2021), oil tank (2018), and gutters with leaf guards (2021). The home features replacement windows and added

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    40808 S 40 Dr, Leonardtown, MD 20650
  • 40552 Breton Knolls Ct, Leonardtown, MD 20650
    40552 Breton Knolls Ct, Leonardtown, MD 20650
    40552 Breton Knolls Ct, Leonardtown, MD 20650
    /4

    $195,000 Sold Dec 30, 2024

    • Land
    • 3.08 Acres
    • $63,312 per Acre
    • 828 Days On Market

    40552 Breton Knolls Ct, Leonardtown, MD 20650

    Price reduction! Only 5 lots left! 24 lot subdivision in Leonardtown! 1-7.5 acre lots! Perced, recorded and ready to go! Buy a lot and sit on it, buy a lot and use one of our preferred builders or bring your own builder. HOA - $300 annual, $500 initial capital contribution

    Patricia Nicely JPAR Real Estate Professionals

    40552 Breton Knolls Ct, Leonardtown, MD 20650
  • 21733 Pinehurst Ct, Leonardtown, MD 20650
    21733 Pinehurst Ct, Leonardtown, MD 20650
    21733 Pinehurst Ct, Leonardtown, MD 20650
    /91

    $525,000 Sold Dec 20, 2024

    • 3,602 Sq Ft
    • $146/SF
    • 1 Day On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1990

    21733 Pinehurst Ct, Leonardtown, MD 20650

    Delightful, comfortable home with lots of upgrades, situated on a nice corner lot in a great neighborhood! All the spaces you need: living and family rooms, both with handsome stone fireplaces (one wood, one propane); remodeled kitchen with white cabinetry, gorgeous Brazilian granite countertops, and eating area; separate dining room with bay window. Hardwood flooring & ceramic tile, ceiling

    Patrick Deighan CENTURY 21 New Millennium

    21733 Pinehurst Ct, Leonardtown, MD 20650
  • 22540 Landing Way, Leonardtown, MD 20650
    22540 Landing Way, Leonardtown, MD 20650
    22540 Landing Way, Leonardtown, MD 20650
    /37

    $510,000 Sold Dec 20, 2024

    • 2,764 Sq Ft
    • $185/SF
    • 2 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2005

    22540 Landing Way, Leonardtown, MD 20650

    Walk ability in Saint Marys Count how amazing! This home is right next to Leonardtown Wharf. Walk to the restaurants, festivals, and Santa sightings in Leonardtown. The beautiful home has 3 decks and 2 balconies. It has an elevator. Freshly professionally painted. New light fixtures. New Flooring. It has a newer roof.

    Trish Brow EXP Realty, LLC

    22540 Landing Way, Leonardtown, MD 20650
  • 40481 Old Breton Beach Rd, Leonardtown, MD 20650
    40481 Old Breton Beach Rd, Leonardtown, MD 20650
    40481 Old Breton Beach Rd, Leonardtown, MD 20650
    /64

    $625,000 Sold Dec 20, 2024

    • 1,144 Sq Ft
    • $546/SF
    • 21 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1961

    40481 Old Breton Beach Rd, Leonardtown, MD 20650

    Price included TWO Separate deeded LOTS! TWO PIERS!!! One New Sectic. This Dream Waterfront Home is being sold as a Turn-Key Home. Upgraded, Updated, new A/C and Ready for You. Did I mention 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

    Dawn Riley RE/MAX One

    40481 Old Breton Beach Rd, Leonardtown, MD 20650
  • 40907 Cooper Dr, Leonardtown, MD 20650
    40907 Cooper Dr, Leonardtown, MD 20650
    40907 Cooper Dr, Leonardtown, MD 20650
    /56

    $450,000 Sold Dec 20, 2024

    • 2,226 Sq Ft
    • $202/SF
    • 81 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1984

    40907 Cooper Dr, Leonardtown, MD 20650

    Nestled in one of the most sought-after neighborhoods, this charming residence offers an inviting blend of warmth, comfort and cozy. Boasting 3 bedrooms and 2.5 baths, this home is perfect for both families and those who love to entertain. New Roof just installed! The moment you step inside, you're greeted by beautiful hardwood floors that flow throughout the main living areas, enhancing the

    Barbara Blades CENTURY 21 New Millennium

    40907 Cooper Dr, Leonardtown, MD 20650
  • 41800 Eastwick Ln Unit 1303, Leonardtown, MD 20650
    41800 Eastwick Ln Unit 1303, Leonardtown, MD 20650
    41800 Eastwick Ln Unit 1303, Leonardtown, MD 20650
    /25

    $279,000 Sold Dec 18, 2024

    • 1,056 Sq Ft
    • $264/SF
    • 5 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 2008

    41800 Eastwick Ln Unit 1303, Leonardtown, MD 20650

    Experience the blend of comfort and convenience of the sought after "Foxwell Community" at this beautifully upgraded 2-bedroom, 1-bathroom condo located at 41800 Eastwick Lane #1303. With 1,056 square feet of living space, this one-owner home beams with pride of ownership. The interior features new hardwood flooring throughout and a full suite of new stainless steel appliances, complemented by an

    Kelly Niland Home Towne Real Estate

    41800 Eastwick Ln Unit 1303, Leonardtown, MD 20650
  • 23585 Abraham Dr, Leonardtown, MD 20650
    23585 Abraham Dr, Leonardtown, MD 20650
    23585 Abraham Dr, Leonardtown, MD 20650
    /52

    $549,900 Sold Dec 17, 2024

    • 4,832 Sq Ft
    • $114/SF
    • 14 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2004

    23585 Abraham Dr, Leonardtown, MD 20650

    IMMACULATE! Beautiful 5-bedroom, 3.5-bath 4832 SQFT Colonial with a 2-car garage is ready to welcome you!As you arrive, the lovely landscaping and inviting front elevation immediately catch your eye. The architectural roof is just a few years old, and the fully fenced backyard sits on a generous 0.38-acre lot in Leonardtown.The charming front porch is perfect for enjoying quiet

    Mark Frisco CENTURY 21 New Millennium

    23585 Abraham Dr, Leonardtown, MD 20650
  • 41470 Garrett Ct, Leonardtown, MD 20650
    41470 Garrett Ct, Leonardtown, MD 20650
    41470 Garrett Ct, Leonardtown, MD 20650
    /31

    $589,000 Sold Dec 13, 2024

    • 3,439 Sq Ft
    • $171/SF
    • 69 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2001

    41470 Garrett Ct, Leonardtown, MD 20650

    This spacious Cape Cod, nestled at the end of a quiet cul-de-sac, offers the perfect blend of privacy and convenience. Boasting over 3,400 square feet of living space, this home features 4 generous bedrooms and 3 full bathrooms. Two main floor primary bedrooms! Enjoy the serene views as this property as it backs to trees on both the rear and side, providing a tranquil setting with no HOA.

    Helen Wernecke Berkshire Hathaway HomeServices PenFed Realty

    41470 Garrett Ct, Leonardtown, MD 20650
  • 40443 Breton View Dr, Leonardtown, MD 20650
    40443 Breton View Dr, Leonardtown, MD 20650
    40443 Breton View Dr, Leonardtown, MD 20650
    /18

    $385,000 Sold Dec 11, 2024

    • 2,604 Sq Ft
    • $148/SF
    • 36 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1994

    40443 Breton View Dr, Leonardtown, MD 20650

    Why settle for a typical subdivision when you can enjoy the beauty and lifestyle of Breton Bay? With its proximity to Breton Bay Country Club—offering pool, tennis, and golf amenities—and historic Leonardtown for dining, shopping, and events, this townhome is the perfect blend of convenience and coastal living. The 3-level, three-bedroom, 3.5 bath townhome features beautiful luxury vinyl plank

    Anne Davis CENTURY 21 New Millennium

    40443 Breton View Dr, Leonardtown, MD 20650
  • 40435 Old Breton Beach Rd, Leonardtown, MD 20650
    40435 Old Breton Beach Rd, Leonardtown, MD 20650
    40435 Old Breton Beach Rd, Leonardtown, MD 20650
    /4

    $75,000 Sold Dec 09, 2024

    • Land
    • 1.16 Acres
    • $64,655 per Acre
    • 482 Days On Market

    40435 Old Breton Beach Rd, Leonardtown, MD 20650

    IMPROVED PRICE!!!!! Motivated seller, bring your offer!!!!!!Spectacular views of the Potomac River! Recreational waterfront property for sale. Lots included in price are: 500-34, 33 and 32. Parcel 263 across the road also conveys. This property is listed for recreational use, it is non-buildable. There was a dock at one time and it is likely a new one can be built.

    Kelly Loveless Berkshire Hathaway HomeServices PenFed Realty

    40435 Old Breton Beach Rd, Leonardtown, MD 20650
  • 21726 Lake Cir, Leonardtown, MD 20650
    21726 Lake Cir, Leonardtown, MD 20650
    21726 Lake Cir, Leonardtown, MD 20650
    /45

    $365,000 Sold Dec 06, 2024

    • 1,956 Sq Ft
    • $187/SF
    • 3 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1980

    21726 Lake Cir, Leonardtown, MD 20650

    MULTIPLE OFFERS RECEIVED - OFFER DEADLINE 11/14 4PM Looking for an affordable home in a great location? This split foyer in Breton Bay is calling your name! This property is perfect for those looking to put their own touch on their home and offers tons of space with 4 bedrooms and 3 full bathrooms as well as a bonus room downstairs that could be used as an extra bedroom, playroom, storage

    Amanda Littleford Infinitas Realty Group

    21726 Lake Cir, Leonardtown, MD 20650
  • 43610 Deer Run Ct, Leonardtown, MD 20650
    43610 Deer Run Ct, Leonardtown, MD 20650
    43610 Deer Run Ct, Leonardtown, MD 20650
    /87

    $625,000 Sold Dec 06, 2024

    • 2,980 Sq Ft
    • $210/SF
    • 4 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1997

    43610 Deer Run Ct, Leonardtown, MD 20650

    Wonderful brick front colonial home sitting on over 6.5 acres in Chestnut Hills. This home has been recently updated with fresh paint, new carpet, beautiful solid surface countertops and tiled backsplash along with refreshed baths and is ready for its new owners to call home. Main level has formal living and dining areas with hardwood floors, a generously sized kitchen with SS appliances,

    Jennifer Goddard CENTURY 21 New Millennium

    43610 Deer Run Ct, Leonardtown, MD 20650
  • 22135 Cartwright Rd, Leonardtown, MD 20650
    22135 Cartwright Rd, Leonardtown, MD 20650
    22135 Cartwright Rd, Leonardtown, MD 20650
    /30

    $445,000 Sold Dec 06, 2024

    • 1,836 Sq Ft
    • $242/SF
    • 115 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1991

    22135 Cartwright Rd, Leonardtown, MD 20650

    New & Updated!! New Roof and Gutters!! 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

    adrian abramson The Southside Group Real Estate

    22135 Cartwright Rd, Leonardtown, MD 20650
  • 43035 Bluejay Ln, Leonardtown, MD 20650
    43035 Bluejay Ln, Leonardtown, MD 20650
    43035 Bluejay Ln, Leonardtown, MD 20650
    /81

    $620,000 Sold Dec 05, 2024

    • 2,614 Sq Ft
    • $237/SF
    • 2 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2021

    43035 Bluejay Ln, Leonardtown, MD 20650

    Welcome to this beautiful 4-bedroom, 2.5 bath Montross Model, built by Quality Built Homes, Inc. in 2021, offering over 2,600 sq ft of luxurious living space that shows like new! This meticulously maintained home features luxury vinyl plank (LVP) flooring throughout, with upgraded tile in the bathrooms—there’s no carpet anywhere in the house!The chef's kitchen is a masterpiece, showcasing

    Laura Bernth RE/MAX One

    43035 Bluejay Ln, Leonardtown, MD 20650
  • 22876 White Swan Way, Leonardtown, MD 20650
    22876 White Swan Way, Leonardtown, MD 20650
    22876 White Swan Way, Leonardtown, MD 20650
    /49

    $708,750 Sold Dec 05, 2024

    • 4,984 Sq Ft
    • $142/SF
    • 56 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2002

    22876 White Swan Way, Leonardtown, MD 20650

    Welcome to your new home in the Avenmar neighborhood of Breton Bay where there is something for everyone, including your fur babies! This amazing QBH Willow model boasts a beautiful brick front Colonial with a sideload 2 car garage that sits on 3.6 acres off of a private road at the end of a cul de sac. The first floor has hardwood and ceramic tile flooring, featuring a bedroom and full bathroom.

    Ross Simone RE/MAX Realty Group

    22876 White Swan Way, Leonardtown, MD 20650
  • 24749 Trailside Ln, Leonardtown, MD 20650
    24749 Trailside Ln, Leonardtown, MD 20650
    24749 Trailside Ln, Leonardtown, MD 20650
    /4

    $180,000 Sold Dec 03, 2024

    • Land
    • 1.30 Acres
    • $138,462 per Acre
    • 818 Days On Market

    24749 Trailside Ln, Leonardtown, MD 20650

    Price reduction! Only 5 lots left! 24 lot subdivision in Leonardtown! 1-7.5 acre lots! Perced, recorded and ready to go! Buy a lot and sit on it, buy a lot and use one of our preferred builders or bring your own builder. HOA - $300 annual, $500 initial capital contribution

    Patricia Nicely JPAR Real Estate Professionals

    24749 Trailside Ln, Leonardtown, MD 20650
  • 20418 Scarlet Tanager Way, Leonardtown, MD 20650
    20418 Scarlet Tanager Way, Leonardtown, MD 20650
    20418 Scarlet Tanager Way, Leonardtown, MD 20650
    /46

    $410,000 Sold Nov 27, 2024

    • 2,116 Sq Ft
    • $194/SF
    • 4 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1990

    20418 Scarlet Tanager Way, Leonardtown, MD 20650

    DIAMOND IN THE ROUGH - HANDYMAN SPECIAL! SPEC’s: Ryan Modular Colonial Home, 2116 Sqft., 3 BR, 2.5 BA, Built in 1990;Original Owners, well maintained home;Brick wood burning stove in main den; Additional den/office space, finished attached garage w/separate outside entrance; Front Trex porch and back wood deck;Single car garage, 576 sqft. w/wood burning stove;

    Michele Hughes RE/MAX Realty Group

    20418 Scarlet Tanager Way, Leonardtown, MD 20650
  • 23399 Marview Ct, Leonardtown, MD 20650
    23399 Marview Ct, Leonardtown, MD 20650
    23399 Marview Ct, Leonardtown, MD 20650
    /69

    $420,000 Sold Nov 26, 2024

    • 2,320 Sq Ft
    • $181/SF
    • 12 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2017

    23399 Marview Ct, Leonardtown, MD 20650

    Gorgeous Townhomes "Compton" rear kitchen model. 2-Car Rear Load Garage, Open floor plan with Hardwood flooring, Stainless Steel Appliances, Granite Counters on the Island and Peninsula, Gas Cooking, Gas Heat, Tankless Water Gas Heater. Finished Rec/ room & Full bath in basement, Deck, Community Amenities feature: Clubhouse, Pool, Basketball & Tennis Courts, Playground. Just minutes from

    Offried Williams HomeSmart

    23399 Marview Ct, Leonardtown, MD 20650
  • 40407 Breton View Dr, Leonardtown, MD 20650
    40407 Breton View Dr, Leonardtown, MD 20650
    40407 Breton View Dr, Leonardtown, MD 20650
    /19

    $365,000 Sold Nov 22, 2024

    • 2,640 Sq Ft
    • $138/SF
    • 30 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 1991

    40407 Breton View Dr, Leonardtown, MD 20650

    Why settle for a view of your neighbors when you can relax on your deck and take in the serene beauty of Cherry Cove in Breton Bay? This three-level townhome offers breathtaking water views and has been thoughtfully remodeled to blend modern style with comfort. Step inside to find a beautifully renovated kitchen featuring granite countertops, stainless steel appliances, and ample storage. The

    Anne Davis CENTURY 21 New Millennium

    40407 Breton View Dr, Leonardtown, MD 20650
  • 23257 Lindsay Dr, Leonardtown, MD 20650
    23257 Lindsay Dr, Leonardtown, MD 20650
    23257 Lindsay Dr, Leonardtown, MD 20650
    /29

    $414,900 Sold Nov 22, 2024

    • 2,402 Sq Ft
    • $173/SF
    • 42 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2014

    23257 Lindsay Dr, Leonardtown, MD 20650

    Beautiful 4 bedroom 3.5 bath townhome in sought-after Clarkes Rest!! Move-In Ready!!! You will love the open floor plan, hardwood floors, kitchen with granite counters and island, and formal dining room on the first floor. Upstairs you will find the spacious master bedroom with tray ceiling which features 2 closets. The master bath has dual vanities, a separate shower, and a soaking tub with

    DJ Brady EXP Realty, LLC

    23257 Lindsay Dr, Leonardtown, MD 20650
  • 23492 Watervale Dr, Leonardtown, MD 20650
    23492 Watervale Dr, Leonardtown, MD 20650
    23492 Watervale Dr, Leonardtown, MD 20650
    /84

    $759,900 Sold Nov 19, 2024

    • 4,441 Sq Ft
    • $171/SF
    • 11 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2023

    23492 Watervale Dr, Leonardtown, MD 20650

    *SELLER'S ENTERTAINING BACK UP OFFERS. AVAILABLE FOR SHOWINGS* Here’s your chance to own a stunning, spacious and LESS THAN A YEAR OLD 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

    Mallory Bare CENTURY 21 New Millennium

    23492 Watervale Dr, Leonardtown, MD 20650
  • 44403 Medleys Neck Rd, Leonardtown, MD 20650
    44403 Medleys Neck Rd, Leonardtown, MD 20650
    44403 Medleys Neck Rd, Leonardtown, MD 20650
    /59

    $575,000 Sold Nov 18, 2024

    • 2,647 Sq Ft
    • $217/SF
    • 2 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1992

    44403 Medleys Neck Rd, Leonardtown, MD 20650

    This beautiful, one of a kind, contemporary style home has plenty of character and is awaiting its new owners. Prepare to be wowed upon entering the front door when you’re greeted by a massive great room to the left with gorgeous cathedral ceilings, a brick wood burning fireplace and an abundance of windows with natural lighting. To the right you’ll see the formal living room with a large bay

    Chelsey Bennett EXP Realty, LLC

    44403 Medleys Neck Rd, Leonardtown, MD 20650
  • 40781 Center 40 Cir, Leonardtown, MD 20650
    40781 Center 40 Cir, Leonardtown, MD 20650
    40781 Center 40 Cir, Leonardtown, MD 20650
    /59

    $430,000 Sold Nov 15, 2024

    • 1,992 Sq Ft
    • $216/SF
    • 18 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1967

    40781 Center 40 Cir, Leonardtown, MD 20650

    This charming Cape Cod is brimming with character and ready for you to make it your own. A true gem sitting on 1.32 acres this home features a new roof, new HVAC, newer water heater, newer LVP flooring, fresh paint, cozy kitchen, plus a spacious family room that features a cozy wood-burning fireplace and beautiful exposed beams, perfect for creating warm memories. With a bedroom conveniently

    Jennifer Goddard CENTURY 21 New Millennium

    40781 Center 40 Cir, Leonardtown, MD 20650
  • 39834 Big Pine Trail, Leonardtown, MD 20650
    39834 Big Pine Trail, Leonardtown, MD 20650
    39834 Big Pine Trail, Leonardtown, MD 20650
    /12

    $335,000 Sold Nov 12, 2024

    • 1,344 Sq Ft
    • $249/SF
    • 130 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1999

    39834 Big Pine Trail, Leonardtown, MD 20650

    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. BRAND NEW ROOF

    Tammy Belisario Burke Realty, LLC

    39834 Big Pine Trail, Leonardtown, MD 20650
  • 41504 Affirmed Way, Leonardtown, MD 20650
    41504 Affirmed Way, Leonardtown, MD 20650
    41504 Affirmed Way, Leonardtown, MD 20650
    /89

    $685,000 Sold Nov 07, 2024

    • 3,824 Sq Ft
    • $179/SF
    • 14 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2015

    41504 Affirmed Way, Leonardtown, MD 20650

    Spectacular best describes this beautiful home on a corner lot in the coveted Leonard's Grant neighborhood. On a wonderful corner lot that features a beautifully manicured lawn sits this 5 bedroom 3.5 bath home. Wander up the brick sidewalk to the front porch and through the front door to this meticulously maintained space. Beautiful engineered hardwood throughout the main level that features

    Jennifer Goddard CENTURY 21 New Millennium

    41504 Affirmed Way, Leonardtown, MD 20650
  • 23220 Brandon Ct, Leonardtown, MD 20650
    23220 Brandon Ct, Leonardtown, MD 20650
    23220 Brandon Ct, Leonardtown, MD 20650
    /47

    $535,000 Sold Oct 31, 2024

    • 2,102 Sq Ft
    • $255/SF
    • 30 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2004

    23220 Brandon Ct, Leonardtown, MD 20650

    Back on the market and fully available! Buyers got cold feet. Discover this beautifully maintained home featuring three spacious bedrooms and two full baths, perfectly situated on a peaceful dead-end street. Enjoy the convenience of being within walking distance to downtown Leonardtown, with close proximity to the hospital, local restaurants, and schools. Step inside to gleaming hardwood floors

    Kimberly Scott RE/MAX Realty Group

    23220 Brandon Ct, Leonardtown, MD 20650
  • 20990 Woodmere Dr, Leonardtown, MD 20650
    20990 Woodmere Dr, Leonardtown, MD 20650
    20990 Woodmere Dr, Leonardtown, MD 20650
    /40

    $499,900 Sold Oct 23, 2024

    • 2,404 Sq Ft
    • $208/SF
    • 50 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2001

    20990 Woodmere Dr, Leonardtown, MD 20650

    Welcome Home! Woodmere is nestled back in the woods yet so close to downtown Leonardtown shopping and restaurants. This well maintained home will not disappoint. As you enter the front door, you will find both an office and formal dining area that walk into an open floor plan adjoining the versatile kitchen and family room. The back deck opens up to offer loads of privacy in the backyard.

    Amy Scott OE Realty

    20990 Woodmere Dr, Leonardtown, MD 20650
  • 22536 Landing Way, Leonardtown, MD 20650
    22536 Landing Way, Leonardtown, MD 20650
    22536 Landing Way, Leonardtown, MD 20650
    /37

    $490,000 Sold Oct 18, 2024

    • 2,764 Sq Ft
    • $177/SF
    • 45 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2005

    22536 Landing Way, Leonardtown, MD 20650

    Leonardtown Landing , Key West Flare in Leonardtown. Walk to town and enjoy Waterside living, all the festivals, parades, and restaurants that Leonardtown offers Don't let the 3 stories scare you. This townhouse has its own elevator. Spacious Kitchen, three large bedrooms , 3 full bathrooms and 1/2 bath. A large pantry. 9' and 10' foot ceilings. 2 balconies and 3 decks. Low

    Trish Brow EXP Realty, LLC

    22536 Landing Way, Leonardtown, MD 20650
  • 40557 Breton Knolls Ct, Leonardtown, MD 20650
    40557 Breton Knolls Ct, Leonardtown, MD 20650
    40557 Breton Knolls Ct, Leonardtown, MD 20650
    /3

    $200,000 Sold Oct 18, 2024

    • Land
    • 5 Acres
    • $37,383 per Acre
    • 720 Days On Market

    40557 Breton Knolls Ct, Leonardtown, MD 20650

    Price Reduction! Only 5 lots left!! Breton Knolls is a 24-lot subdivision, conveniently located in Leonardtown, featuring lot sizes from 1 - 7 acres. Bring your own builder or ask us about one of our preferred builders. Breton Knolls HOA is $300 annually with an initial capital contribution of $500 per lot. Please contact us for additional information or to schedule a private showing.

    Mark Posey Greenmark Real Estate

    40557 Breton Knolls Ct, Leonardtown, MD 20650
  • 20708 Waterside Dr, Leonardtown, MD 20650
    20708 Waterside Dr, Leonardtown, MD 20650
    20708 Waterside Dr, Leonardtown, MD 20650
    /42

    $635,000 Sold Oct 16, 2024

    • 1,836 Sq Ft
    • $346/SF
    • 2 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1925

    20708 Waterside Dr, Leonardtown, MD 20650

    Welcome to “The Panarama,” a Charming Waterfront Home in the sought after neighborhood of Breton Beach. A Premium Waterfront Lot with Pier and Sunset Views! A Welcoming Front Porch leads you into an Open Floorplan and Breathtaking Water Views. Bright Kitchen with Stainless Appliances, Granite Countertops, Large Apron Sink, Breakfast Bar and Plenty of Space for a Bistro Table. Large Combined

    Jenny Norris EXP Realty, LLC

    20708 Waterside Dr, Leonardtown, MD 20650
  • 41650 Marie Ct, Leonardtown, MD 20650
    41650 Marie Ct, Leonardtown, MD 20650
    41650 Marie Ct, Leonardtown, MD 20650
    /29

    $556,000 Sold Oct 16, 2024

    • 2,808 Sq Ft
    • $198/SF
    • 2 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2007

    41650 Marie Ct, Leonardtown, MD 20650

    Beautiful Craftsman home in The Estates at SingleTree in Leonardtown. This desirable location is in the Leonardtown School District. Walk to downtown, college, library or restaurants. You won’t want to miss the additional 20x25 detached garage plus 10 x 24 concrete pad in the rear of this property with a second entrance off Spalding Ln.. The home sits at the end of the cul de sac and greets you

    Deanna Rothstein RE/MAX One

    41650 Marie Ct, Leonardtown, MD 20650
  • 18808 McKays Beach Rd, Leonardtown, MD 20650
    18808 McKays Beach Rd, Leonardtown, MD 20650
    18808 McKays Beach Rd, Leonardtown, MD 20650
    /7

    $250,000 Sold Oct 11, 2024

    • 768 Sq Ft
    • $326/SF
    • 12 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1955

    18808 McKays Beach Rd, Leonardtown, MD 20650

    McKay's Cove waterfront. This is a protected cove with deep water and great views. Two lots totaling .36 acres has lots of potential. Cottage and detached garage has a large footprint that could be renovated or rebuilt. Wonderful views from this home and lots of possibilities.

    Jennifer Goddard CENTURY 21 New Millennium

    18808 McKays Beach Rd, Leonardtown, MD 20650
  • 23244 Jenifer Ct, Leonardtown, MD 20650
    23244 Jenifer Ct, Leonardtown, MD 20650
    23244 Jenifer Ct, Leonardtown, MD 20650
    /48

    $552,000 Sold Oct 11, 2024

    • 3,357 Sq Ft
    • $164/SF
    • 24 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2004

    23244 Jenifer Ct, Leonardtown, MD 20650

    Look no further, this well-maintained and upgraded home ideally situated in the desired Estates of Singletree is the one you've been waiting for! You will love the welcoming open two-story foyer, Gorgeous gleaming hardwood floor, vaulted family room, cozy gas fireplace, upgraded kitchen with stainless steel appliances, generous bedrooms and baths and the list goes on. Enjoy the convenience of

    Tracy Zhang Taylor Properties

    23244 Jenifer Ct, Leonardtown, MD 20650
  • 40883 Meadow Dr, Leonardtown, MD 20650
    40883 Meadow Dr, Leonardtown, MD 20650
    40883 Meadow Dr, Leonardtown, MD 20650
    /95

    $589,900 Sold Oct 08, 2024

    • 2,264 Sq Ft
    • $261/SF
    • 39 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1980

    40883 Meadow Dr, Leonardtown, MD 20650

    Beautiful property, inside and out! Comfortable one-level living plus a walkout basement. You enter through a courtyard entrance into a 13x4 foyer and open floorplan. The Kitchen and Dining rooms are open and lead to a sunken Living room that features a stone fireplace reaching to the Cathedral ceiling. The den is one step up. On this level there are four bedrooms, all of which are spacious.

    Ron Leonard Leonard Realty, Inc.

    40883 Meadow Dr, Leonardtown, MD 20650
  • 41390 Philip Ln, Leonardtown, MD 20650
    41390 Philip Ln, Leonardtown, MD 20650
    41390 Philip Ln, Leonardtown, MD 20650
    /61

    $935,000 Sold Oct 04, 2024

    • 5,846 Sq Ft
    • $160/SF
    • 3 Days On Market
    • 6 Beds
    • 5 Baths
    • Built 1994

    41390 Philip Ln, Leonardtown, MD 20650

    Exceptional Waterfront Retreat with Custom Features on Nearly an Acre. Welcome to your dream waterfront sanctuary, a custom-designed 6-bedroom home nestled on almost an acre of pristine land, offering breathtaking, uninterrupted views of Breton Bay. This stunning residence effortlessly combines elegance and functionality, perfect for both luxurious living and versatile entertaining. Main Living

    Dorothy Bistransin Redfin Corp

    41390 Philip Ln, Leonardtown, MD 20650
  • 23028 Hopton Ln, Leonardtown, MD 20650
    23028 Hopton Ln, Leonardtown, MD 20650
    23028 Hopton Ln, Leonardtown, MD 20650
    /23

    $330,000 Sold Oct 04, 2024

    • 960 Sq Ft
    • $344/SF
    • 6 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1988

    23028 Hopton Ln, Leonardtown, MD 20650

    Enjoy the tranquility of this charming 3-bedroom, 1-bathroom home, perfectly nestled on 2.12 acres in the heart of Leonardtown. If you’ve been dreaming of a private oasis with the freedom to make it your own, look no further—this property offers all that and more, with no HOA restrictions. This beautifully maintained home offers a newly conditioned crawl space, new roof, and updating flooring in

    Emily Gross EXP Realty, LLC

    23028 Hopton Ln, Leonardtown, MD 20650

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