6,693

St Marys, MD Homes

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    • /59

      Est $544,138 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,092 Sq Ft

      41917 Sara Ann Ct, Leonardtown, MD 20650

      41917 Sara Ann Ct, 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
    • /70

      Est $603,210 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 4,334 Sq Ft

      40572 Candela Place, Leonardtown, MD 20650

      40572 Candela Place, 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
    • /45

      Est $585,505 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,068 Sq Ft

      42040 Starlight Dr, Leonardtown, MD 20650

      42040 Starlight 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
    • /59

      Est $620,756 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,430 Sq Ft

      22260 Orchard Ct, Leonardtown, MD 20650

      22260 Orchard 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
    • /65

      Est $571,624 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,024 Sq Ft

      41942 Kentucky Ct, Leonardtown, MD 20650

      41942 Kentucky Ct, 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
    • /83

      Est $583,039 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,000 Sq Ft

      23603 Abraham Dr, Leonardtown, MD 20650

      23603 Abraham Dr, 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
    • /64

      Est $626,914 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 4,816 Sq Ft

      42443 Dean Forest Ct, Leonardtown, MD 20650

      42443 Dean Forest Ct, 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
    • /61

      Est $547,189 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,788 Sq Ft

      21131 Marigold St, Leonardtown, MD 20650

      21131 Marigold St, 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
    • /26

      Est $293,732 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,243 Sq Ft

      22717 Point Lookout Rd, Leonardtown, MD 20650

      22717 Point Lookout Rd, 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
    • /54

      Est $544,008 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,608 Sq Ft

      42287 Bird Haven Dr, Leonardtown, MD 20650

      42287 Bird Haven Dr, Leonardtown, MD 20650
  • /88

    $700,000 Sold Oct 03, 2024

    • 4,395 Sq Ft
    • $159/SF
    • 19 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2011

    41459 Dauber Way, Leonardtown, MD 20650

    Must see! This beautiful home has so many upgrades, it's hard to count! Custom woodwork throughout the house, plantation shutters, custom brick paver patio, etc.… You walk into the grand entryway and the first thing you’ll notice are the beautiful tiger hardwood floors. They are in pristine condition! To the left you will find a large dining room and to the right an office. You enter the office

    Heather Foster RE/MAX One

    41459 Dauber Way, Leonardtown, MD 20650
    • /71

      Est $780,759 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 4,608 Sq Ft

      42178 Woodside Ln, Leonardtown, MD 20650

      42178 Woodside Ln, Leonardtown, MD 20650
  • /48

    $475,000 Sold Sep 27, 2024

    • 1,263 Sq Ft
    • $376/SF
    • 4 Days On Market
    • Built 1958

    43753 Stephenson Dr, Leonardtown, MD 20650

    Waterfront Rambler with wide open views and gorgeous sunsets!! .86 acre comes with this level lot, that has new rip rap , a permit for 100 foot pier that has begun and your own private sandy beach!! Homeowners have begun the demo and home is ready for your own plans to finish the space any way you'd like. 350 amp service installed. Perfect location!!

    Jennifer Goddard CENTURY 21 New Millennium

    43753 Stephenson Dr, Leonardtown, MD 20650
    • /81

      Est $529,244 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,989 Sq Ft

      40240 Breton Beach Rd, Leonardtown, MD 20650

      40240 Breton Beach Rd, Leonardtown, MD 20650
  • /60

    $888,000 Sold Sep 27, 2024

    • 3,150 Sq Ft
    • $282/SF
    • 10 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1988

    39653 Potomac Ave, Leonardtown, MD 20650

    Welcome to this magnificent custom-built 3,150 sq ft waterfront all-brick ranch/rambler home on a beautiful 18,600 sq ft lot (almost half an acre) facing onto Saint Clements Bay! Experience spectacular views and sunsets from the walls of windows and sliders at the back of the home. The current owners have renovated/updated the entire house with tasteful improvements throughout -- you can move

    Coley Reed Long & Foster Real Estate, Inc.

    39653 Potomac Ave, Leonardtown, MD 20650
    • /49

      Est $600,026 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,602 Sq Ft

      42512 Dean Forest Way, Leonardtown, MD 20650

      42512 Dean Forest Way, Leonardtown, MD 20650
  • /56

    $840,000 Sold Sep 27, 2024

    • 3,428 Sq Ft
    • $245/SF
    • 29 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1979

    21829 Rosebank Ct, Leonardtown, MD 20650

    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

    Janet Weaver RE/MAX One

    21829 Rosebank Ct, Leonardtown, MD 20650
    • /44

      Est $676,451 Not Listed For Sale

      • 6 Beds
      • 3.5 Baths
      • 3,332 Sq Ft

      21871 Fairway Dr, Leonardtown, MD 20650

      21871 Fairway Dr, Leonardtown, MD 20650
  • /9

    $145,000 Sold Sep 20, 2024

    • Land
    • 1.38 Acres
    • $105,072 per Acre
    • 2 Days On Market

    40606 Crimson Way, Leonardtown, MD 20650

    *Three Perc Sites* Build your dream home on this beautiful 1.38 acre lot nestled in the heart of Leonardtown. This perfect location offers the blend of rustic charm and serene living. The open flatness of this lot provides endless possibilities for your dream home, garden, or recreational space. A picturesque barn graces one side of the property, adding a touch of countryside allure,

    Jessica Raley CENTURY 21 New Millennium

    40606 Crimson Way, Leonardtown, MD 20650
    • /77

      Est $758,036 Not Listed For Sale

      • 6 Beds
      • 3.5 Baths
      • 4,504 Sq Ft

      40660 Clearfields Ct, Leonardtown, MD 20650

      40660 Clearfields Ct, Leonardtown, MD 20650
  • /48

    $356,895 Sold Sep 20, 2024

    • 1,680 Sq Ft
    • $212/SF
    • 7 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1957

    21919 Budds Creek Rd, Leonardtown, MD 20650

    Don't miss out on this charming one-level home with a basement in Leonardtown! Built in the 1950s, this residence exudes timeless character and offers a solid foundation for your creative vision. The property features an oversized detached garage with ample storage, perfect for car enthusiasts or hobbyists. Enjoy the expansive, flat yard, ideal for gardening, outdoor activities, or future

    Kimberly Scott RE/MAX Realty Group

    21919 Budds Creek Rd, Leonardtown, MD 20650
    • /4

      Est $341,917 Not Listed For Sale

      40467 Old Breton Beach Rd, Leonardtown, MD 20650

      40467 Old Breton Beach Rd, Leonardtown, MD 20650
  • /99

    $615,000 Sold Sep 17, 2024

    • 3,680 Sq Ft
    • $167/SF
    • 3 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2003

    21104 Rosebay Way, Leonardtown, MD 20650

    Welcome to your own private oasis at the end of a quiet cul-de-sac! This meticulously landscaped 1.25-acre property is a true gem in a highly sought-after neighborhood. Enjoy the tranquility and privacy of a yard with no front or rear neighbors, backing up to a conservation area and a pond across the street. The exterior boasts Southern-style front and back porches offering the perfect spots to

    Melissa Rodriguez RE/MAX One

    21104 Rosebay Way, Leonardtown, MD 20650
    • /91

      Est $1,064,671 Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 4,184 Sq Ft

      18878 Hodges Ln, Leonardtown, MD 20650

      18878 Hodges Ln, Leonardtown, MD 20650
  • /48

    $405,000 Sold Sep 16, 2024

    • 3,692 Sq Ft
    • $110/SF
    • 1 Day On Market
    • 3 Beds
    • 3 Baths
    • Built 1961

    42798 Saint Andrews Church Rd, Leonardtown, MD 20650

    All brick rambler with fully finished basement located on 1.09 acre lot. Main level offers a Primary Bedroom with full Bath, 2 additional bedrooms with a full bath, living room with fireplace, separate dining room and sun/tv room. Large eat in kitchen and Pantry with plenty of kitchen storage. Lower level has a kitchenette, family room area, full bath, and 3 other finished areas. Utility room

    Leonard Ferris Coldwell Banker Jay Lilly Real Estate

    42798 Saint Andrews Church Rd, Leonardtown, MD 20650
    • /72

      Est $601,629 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,896 Sq Ft

      21095 Rosebay St, Leonardtown, MD 20650

      21095 Rosebay St, Leonardtown, MD 20650
  • /75

    $605,000 Sold Sep 13, 2024

    • 3,240 Sq Ft
    • $187/SF
    • 17 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2020

    41400 Heritage Ln, Leonardtown, MD 20650

    Welcome home to this charming colonial nestled in the heart of Leonardtown. Conveniently located in the desirable Clarks Rest Community provides plenty of comfort and convenience. This 4 year young home is the Marrick Homes St. Mary's model and boasts five bedrooms and three and a half baths, providing ample space for your family's comfort. Nestled on a spacious corner lot, this home comes with a

    Wayne & Christine Floyd RE/MAX Realty Group

    41400 Heritage Ln, Leonardtown, MD 20650
    • /98

      Est $1,000,493 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,660 Sq Ft

      21681 Rose Bank Rd, Leonardtown, MD 20650

      21681 Rose Bank Rd, Leonardtown, MD 20650
  • /35

    $545,000 Sold Sep 13, 2024

    • 2,652 Sq Ft
    • $206/SF
    • 35 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2005

    23571 Gunnell Dr, Leonardtown, MD 20650

    Welcome to Grand Haven in Villages At Leonardtown. This home sits on a cul de sac and greets you with a beautiful front porch . Lovingly upgraded and well maintained Grand Haven offers a beautiful large Foyer with hardwood floors and vaulted ceilings that open up to an open concept eat in kitchen and family room complete with gas fireplace. The double doors off the kitchen open to a beautiful

    Alicia Guinn RE/MAX Executive

    23571 Gunnell Dr, Leonardtown, MD 20650
    • /68

      Est $443,209 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,264 Sq Ft

      21764 Potomac View Dr, Leonardtown, MD 20650

      21764 Potomac View Dr, Leonardtown, MD 20650
  • /37

    $575,000 Sold Sep 11, 2024

    • 2,366 Sq Ft
    • $243/SF
    • 6 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2003

    22266 Orchard Ct, Leonardtown, MD 20650

    This home is almost ready for new owners! Work is still in progress and will be completed soon to include carpet, exterior garage door, window replacement in stairwell and one in family room, bathtub repair & minor exterior painting and final cleaning. The home features a great floor plan with a home office, separate dining room, and a family room that opens to the kitchen. The upper

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    22266 Orchard Ct, Leonardtown, MD 20650

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