6,717

Leonardtown, MD Homes

Section Image
    • 21108 Arbor Ct, Leonardtown, MD 20650
      21108 Arbor Ct, Leonardtown, MD 20650
      21108 Arbor Ct, Leonardtown, MD 20650
      /43

      Est $517,242 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,412 Sq Ft

      21108 Arbor Ct, Leonardtown, MD 20650

      21108 Arbor Ct, Leonardtown, MD 20650
  • Lot 103-23701 Dragonfly Ln, Leonardtown, MD 20650
    Lot 103-23701 Dragonfly Ln, Leonardtown, MD 20650
    Lot 103-23701 Dragonfly Ln, Leonardtown, MD 20650
    /40

    $489,900 Open Sat 12PM - 2PM

    • 4 Beds
    • 3.5 Baths

    Lot 103-23701 Dragonfly Ln, Leonardtown, MD 20650

    *** HOME IN TIME FOR THE HOLIDAYS, Receive $20,000 in Builder Credit plus $12,500 in Closing Help OR $20,000 Builder Credit plus a 2/1 Rate Buydown AND $5,000 Closing Help with Preferred Lender & Title company. (Builder to honor promotional pricing for contracts that close by 12/31/25. Offer valid for Homesite 103 only. Must use preferred lender and title to receive closing assistance.) New

    Laura Bernth RE/MAX One

    Lot 103-23701 Dragonfly Ln, Leonardtown, MD 20650
  • 23280 Hollywood Rd, Leonardtown, MD 20650
    23280 Hollywood Rd, Leonardtown, MD 20650
    23280 Hollywood Rd, Leonardtown, MD 20650
    /20

    $330,000 Sold Sep 16, 2025

    • 1,402 Sq Ft
    • $235/SF
    • 7 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1956

    23280 Hollywood Rd, Leonardtown, MD 20650

    Charming Brick Home in Downtown Leonardtown!All-brick 3BR, 1,400 sq ft home on a 1/2-acre lot with public water and sewer. Features new windows, roof, and gutters, plus a spacious living/dining combo and family room.Walk to restaurants & shops—prime location in the heart of town! Estate sale. Subject to Orphan's court approval.

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    23280 Hollywood Rd, Leonardtown, MD 20650
    • 21136 Catnip Way, Leonardtown, MD 20650
      21136 Catnip Way, Leonardtown, MD 20650
      21136 Catnip Way, Leonardtown, MD 20650
      /39

      Est $643,776 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,748 Sq Ft

      21136 Catnip Way, Leonardtown, MD 20650

      21136 Catnip Way, Leonardtown, MD 20650
  • 40533 Breton Knolls Ct, Leonardtown, MD 20650
    40533 Breton Knolls Ct, Leonardtown, MD 20650
    40533 Breton Knolls Ct, Leonardtown, MD 20650
    /36

    $859,900 New Construction

    • 4 Beds
    • 2.5 Baths

    40533 Breton Knolls Ct, Leonardtown, MD 20650

    TO BE BUILT - Introducing the "Patriot," a magnificent 4-bedroom, 2.5-bathroom abode spanning 4,058 square feet of luxury living. As you step inside, you are greeted by an open layout that radiates warmth and spaciousness. The heart of the home, a two-story family room with fireplace, is bathed in natural light, creating an inviting atmosphere for entertaining and relaxation. Cook gourmet

    Michele Posey RE/MAX Realty Group

    40533 Breton Knolls Ct, Leonardtown, MD 20650
  • 21784 Potomac View Dr, Leonardtown, MD 20650
    21784 Potomac View Dr, Leonardtown, MD 20650
    /2

    $287,000 Sold Sep 15, 2025

    • 1,056 Sq Ft
    • $272/SF
    • 4 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1962

    21784 Potomac View Dr, Leonardtown, MD 20650

    Society Hill fixer-upper: 3 BR, 1 BA, approx. 1,100 sq ft, attached 1-car garage. Ready for updates—great potential to renovate and make it your own! Optional Breton Bay Community Association membership offers beach, pool, tennis, and golf access (membership/fees apply). Property details are estimated; buyer to verify all information. Just a short walk to the neighborhood beach, pier, and picnic

    Mike Benton Home Towne Real Estate

    21784 Potomac View Dr, Leonardtown, MD 20650
    • 22935 Abell St, Leonardtown, MD 20650
      22935 Abell St, Leonardtown, MD 20650
      22935 Abell St, Leonardtown, MD 20650
      /71

      Est $414,141 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,773 Sq Ft

      22935 Abell St, Leonardtown, MD 20650

      22935 Abell St, Leonardtown, MD 20650
  • Lot 91-23694 Dragonfly Ln, Leonardtown, MD 20650
    Lot 91-23694 Dragonfly Ln, Leonardtown, MD 20650
    Lot 91-23694 Dragonfly Ln, Leonardtown, MD 20650
    /40

    $445,900 Pending

    • 4 Beds
    • 3.5 Baths

    Lot 91-23694 Dragonfly Ln, Leonardtown, MD 20650

    ***Immediate Delivery***BUILDER SPECIAL: SETTLE IN 2025, Receive $6,000 in Builder Credit plus $12,500 in Closing Help OR $6,000 Builder Credit plus a 2/1 Rate Buydown AND $5,000 Closing Help with Preferred Lender & Title company. ***BACKS TO TREES*** (SPECIAL ENDS OCT 31st). Unit 91 Madison D3: Welcome to Meadows at Town Run.... Leonardtown’s Newest Townhome Community by Quality Built Homes!

    Laura Bernth RE/MAX One

    Lot 91-23694 Dragonfly Ln, Leonardtown, MD 20650
  • 23330 Lindsay Dr, Leonardtown, MD 20650
    23330 Lindsay Dr, Leonardtown, MD 20650
    23330 Lindsay Dr, Leonardtown, MD 20650
    /26

    $584,000 Sold Sep 12, 2025

    • 1,926 Sq Ft
    • $303/SF
    • 0 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2022

    23330 Lindsay Dr, Leonardtown, MD 20650

    COMING SOON!!!! Rare opportunity in Clark's Rest. This beautiful home was built in 2022 and still looks and feels brand new!! This rear load garage home features 3 bedrooms/2 baths on the main level with just over 1880 sq feet of finished living space to enjoy. Basement is unfinished but does have a finished full bath and a window well perfect for a future bedroom opportunity. This

    Kristen Quinn Realty Navigator

    23330 Lindsay Dr, Leonardtown, MD 20650
    • 43950 Blake Creek Rd, Leonardtown, MD 20650
      43950 Blake Creek Rd, Leonardtown, MD 20650
      43950 Blake Creek Rd, Leonardtown, MD 20650
      /19

      Est $345,943 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,412 Sq Ft

      43950 Blake Creek Rd, Leonardtown, MD 20650

      43950 Blake Creek Rd, Leonardtown, MD 20650
  • Lot 92-23700 Dragonfly Ln, Leonardtown, MD 20650
    Lot 92-23700 Dragonfly Ln, Leonardtown, MD 20650
    Lot 92-23700 Dragonfly Ln, Leonardtown, MD 20650
    /40

    $445,900 Pending

    • 4 Beds
    • 3.5 Baths

    Lot 92-23700 Dragonfly Ln, Leonardtown, MD 20650

    ***Immediate Delivery***Builder Incentive, Settle in 2025, Receive $6,000 in Builder Credit plus $12,500 in Closing Help OR $6,000 Builder Credit plus a 2/1 Rate Buydown AND $5,000 Closing Help with Preferred Lender & Title company. Unit 92 Madison D2: New Construction: Madison D2 at Meadows at Town Run II 2604 Sq Ft | 4 Bedrooms | 3.5 Baths | 1-Car Garage Welcome to the Madison D2, a spacious

    Laura Bernth RE/MAX One

    Lot 92-23700 Dragonfly Ln, Leonardtown, MD 20650
  • 22530 Bull Rd, Leonardtown, MD 20650
    22530 Bull Rd, Leonardtown, MD 20650
    22530 Bull Rd, Leonardtown, MD 20650
    /27

    $575,000 Sold Sep 12, 2025

    • 1,976 Sq Ft
    • $291/SF
    • 3 Beds
    • 3 Baths
    • Built 1971

    22530 Bull Rd, Leonardtown, MD 20650

    Beautiful park-like setting on 8 acres featuring a family home and the unique Three Bears House! The main residence, built and lovingly cared for by the original owner, offers 3 bedrooms with hardwood floors and 2 full baths on the main level. A walk-out lower level includes a 3rd full bath, kitchenette, and spacious family room with a woodstove—ideal for gatherings or separate living

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    22530 Bull 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

      Est $437,609 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,992 Sq Ft

      40781 Center 40 Cir, Leonardtown, MD 20650

      40781 Center 40 Cir, Leonardtown, MD 20650
  • 0 Kiskadee Ln, Leonardtown, MD 20650
    0 Kiskadee Ln, Leonardtown, MD 20650
    0 Kiskadee Ln, Leonardtown, MD 20650
    /18

    $200,000 Pending

    • Land
    • 3.53 Acres
    • $56,657 per Acre

    0 Kiskadee Ln, Leonardtown, MD 20650

    The LAST BUILDING SITE in Avenmar! You won't want to miss this opportunity to purchase the last builder developed parcel in one of Leonardtown's most sought after communities! With over 3.5 wooded acres, this property offers a flat, private, wooded setting like no other. Community features pier, boat ramp, stables, pool, community center and so much more! Contact us for more info, or to set up a

    Pattee McInerney Scott McInerney RE/MAX One

    0 Kiskadee Ln, Leonardtown, MD 20650
  • 22064 Daffodil Ct, Leonardtown, MD 20650
    22064 Daffodil Ct, Leonardtown, MD 20650
    22064 Daffodil Ct, Leonardtown, MD 20650
    /82

    $701,650 Sold Sep 11, 2025

    • 5,012 Sq Ft
    • $140/SF
    • 43 Days On Market
    • 6 Beds
    • 4.5 Baths
    • Built 2022

    22064 Daffodil Ct, Leonardtown, MD 20650

    Welcome to this beautifully upgraded Fairfax Model, built in 2022 by Quality Built Homes, Inc., and located in the sought-after Meadows at Town Run community in Leonardtown, Maryland. Just a few years old and meticulously maintained, this home offers 6 bedrooms, 4.5 bathrooms, and 4,295 sq. ft. of finished living space across three levels.Step inside to find wide-plank engineered hardwood

    Laura Bernth RE/MAX One

    22064 Daffodil Ct, Leonardtown, MD 20650
    • 42055 Starlight Dr, Leonardtown, MD 20650
      42055 Starlight Dr, Leonardtown, MD 20650
      42055 Starlight Dr, Leonardtown, MD 20650
      /60

      Est $569,167 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,288 Sq Ft

      42055 Starlight Dr, Leonardtown, MD 20650

      42055 Starlight Dr, Leonardtown, MD 20650
  • Lot 107-23677 Dragonfly Ln, Leonardtown, MD 20650
    Lot 107-23677 Dragonfly Ln, Leonardtown, MD 20650
    Lot 107-23677 Dragonfly Ln, Leonardtown, MD 20650
    /41

    $479,900 Pending

    • 4 Beds
    • 3.5 Baths

    Lot 107-23677 Dragonfly Ln, Leonardtown, MD 20650

    UNDER CONTRACT***Oakley D1 End Unit at Meadows at Town Run II 2,966 Sq Ft | 4 Bedrooms | 3.5 Baths | 1-Car Garage. Discover the spacious Oakley D1 end-unit townhome at Meadows at Town Run II, crafted by Quality Built Homes and located in the heart of Leonardtown, Maryland. This expansive 2,966 sq ft home offers generous living areas, abundant natural light, and the perfect blend of functionality

    Laura Bernth RE/MAX One

    Lot 107-23677 Dragonfly Ln, Leonardtown, MD 20650
  • 21055 Breton Beach Ct, Leonardtown, MD 20650
    21055 Breton Beach Ct, Leonardtown, MD 20650
    21055 Breton Beach Ct, Leonardtown, MD 20650
    /71

    $1,215,200 Sold Sep 08, 2025

    • 3,052 Sq Ft
    • $398/SF
    • 5 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2006

    21055 Breton Beach Ct, Leonardtown, MD 20650

    Tucked away on nearly four acres of waterfront privacy along protected Breton Bay, this exceptional Leonardtown estate offers the perfect blend of comfort, craftsmanship, and coastal lifestyle. With approximately 150 feet of shoreline, the property’s elevated positioning above the waterline provides both added protection and sweeping water views. A beautifully constructed rip rap revetment

    Robert Gauger EXP Realty, LLC

    21055 Breton Beach Ct, Leonardtown, MD 20650
    • 21885 Newtowne Neck Rd, Leonardtown, MD 20650
      21885 Newtowne Neck Rd, Leonardtown, MD 20650
      21885 Newtowne Neck Rd, Leonardtown, MD 20650
      /39

      Est $677,392 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 5,488 Sq Ft

      21885 Newtowne Neck Rd, Leonardtown, MD 20650

      21885 Newtowne Neck Rd, Leonardtown, MD 20650
  • 0 Cedar Lane Rd, Leonardtown, MD 20650
    0 Cedar Lane Rd, Leonardtown, MD 20650
    0 Cedar Lane Rd, Leonardtown, MD 20650
    /17

    $3,800,000 Pending

    • Land
    • 52.18 Acres
    • $72,825 per Acre

    0 Cedar Lane Rd, Leonardtown, MD 20650

    This property offers the perfect blend of rural charm and convenient access to urban amenities. With the potential for annexation into the town of Leonardtown, there are exciting development possibilities on the horizon. Don't miss this unique opportunity!

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    0 Cedar Lane Rd, Leonardtown, MD 20650
  • 41412 Doctors Crossing Rd, Leonardtown, MD 20650
    41412 Doctors Crossing Rd, Leonardtown, MD 20650
    41412 Doctors Crossing Rd, Leonardtown, MD 20650
    /50

    $537,500 Sold Sep 05, 2025

    • 2,686 Sq Ft
    • $200/SF
    • 67 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2019

    41412 Doctors Crossing Rd, Leonardtown, MD 20650

    Welcome to your dream home in highly sought-after Clarks Rest, just minutes from all the charm and dining of Leonardtown Square. This vibrant community features sidewalks, a community pool, and that perfect neighborhood feel you’ve been looking for. Step inside to find real hardwood floors in the entryway and luxury vinyl plank flooring throughout the main living areas, including the spacious

    Delaney Burgess RE/MAX United Real Estate

    41412 Doctors Crossing Rd, Leonardtown, MD 20650
    • 22106 Society Hill Rd, Leonardtown, MD 20650
      22106 Society Hill Rd, Leonardtown, MD 20650
      22106 Society Hill Rd, Leonardtown, MD 20650
      /57

      Est $435,704 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,821 Sq Ft

      22106 Society Hill Rd, Leonardtown, MD 20650

      22106 Society Hill Rd, Leonardtown, MD 20650
  • 20697 Chingville Rd, Leonardtown, MD 20650
    20697 Chingville Rd, Leonardtown, MD 20650
    20697 Chingville Rd, Leonardtown, MD 20650
    /87

    $475,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 2,458 Sq Ft

    20697 Chingville Rd, Leonardtown, MD 20650

    Charming three (3) bedroom, two (2) bathroom Cape Cod in Leonardtown with a detached three (3) car garage and workshop. Conveniently located 15 min from NAS PAX, shopping, and restaurants. Kitchen was recently updated to honor the original design while providing additional storage and modern amenities. Other home features include quartz countertops, new carpet, fresh paint throughout, updated

    Jennifer Mullennix CENTURY 21 New Millennium

    20697 Chingville Rd, Leonardtown, MD 20650
  • 20620 Laurel Ct, Leonardtown, MD 20650
    20620 Laurel Ct, Leonardtown, MD 20650
    20620 Laurel Ct, Leonardtown, MD 20650
    /43

    $710,000 Sold Sep 05, 2025

    • 3,500 Sq Ft
    • $203/SF
    • 4 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 2001

    20620 Laurel Ct, Leonardtown, MD 20650

    Move Right In and Start Living the Leonardtown Lifestyle!Welcome to 20620 Laurel Court — where modern luxury meets small town charm on nearly 5 private acres in sought-after Leonardtown, Maryland. Nestled in a peaceful cul-de-sac, this thoughtfully reimagined home offers over 3,000 sq ft of exceptional living space with 5 bedrooms and 3 full baths — including a convenient main level

    Amy Gallo RE/MAX One

    20620 Laurel Ct, Leonardtown, MD 20650
    • 20529 Deer Wood Park Dr, Leonardtown, MD 20650
      20529 Deer Wood Park Dr, Leonardtown, MD 20650
      20529 Deer Wood Park Dr, Leonardtown, MD 20650
      /53

      Est $633,601 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,564 Sq Ft

      20529 Deer Wood Park Dr, Leonardtown, MD 20650

      20529 Deer Wood Park Dr, Leonardtown, MD 20650
  • 41467 Osborne Ln, Leonardtown, MD 20650
    41467 Osborne Ln, Leonardtown, MD 20650
    41467 Osborne Ln, Leonardtown, MD 20650
    /45

    $525,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 2,827 Sq Ft

    41467 Osborne Ln, Leonardtown, MD 20650

    Nestled in the highly sought-after Clark's Rest community, this exceptional home offers the perfect blend of convenience and charm. Hardwood floors in the entryway set the tone for the quality finishes throughout the home - including the spacious living room, dining room, and kitchen - featuring luxury vinyl plank flooring, combining durability and style. The kitchen stands out as a true

    Susan Vogel Turtle Town Real Estate, LLC.

    41467 Osborne Ln, Leonardtown, MD 20650
  • 22542 Landing Way, Leonardtown, MD 20650
    22542 Landing Way, Leonardtown, MD 20650
    22542 Landing Way, Leonardtown, MD 20650
    /42

    $517,000 Sold Aug 27, 2025

    • 2,752 Sq Ft
    • $188/SF
    • 21 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2005

    22542 Landing Way, Leonardtown, MD 20650

    End Unit Townhome with Coastal Charm & Waterfront LivinEnd Unit Townhome with Coastal Charm & Waterfront Living This stunning 3-story end-unit townhome blends spacious living with coastal serenity in a picturesque waterfront community on Breton Bay. Just a short stroll from Leonardtown Square, you’ll enjoy easy access to shops, dining, and festive community events at the

    Trish Brow EXP Realty, LLC

    22542 Landing Way, Leonardtown, MD 20650
    • 40862 Spring House Ln, Leonardtown, MD 20650
      40862 Spring House Ln, Leonardtown, MD 20650
      40862 Spring House Ln, Leonardtown, MD 20650
      /31

      Est $402,288 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 2,055 Sq Ft

      40862 Spring House Ln, Leonardtown, MD 20650

      40862 Spring House Ln, Leonardtown, MD 20650
  • 22592 Quiet Ln, Leonardtown, MD 20650
    22592 Quiet Ln, Leonardtown, MD 20650
    22592 Quiet Ln, Leonardtown, MD 20650
    /55

    $434,500 Under Contract

    • 2 Beds
    • 2 Baths
    • 1,908 Sq Ft

    22592 Quiet Ln, Leonardtown, MD 20650

    Lovely Cape Cod located in Leonardtown. Situated on a flat 1.14 acre lot. 1.5 Stories, approxiamatly 1908 square feet with large family room, 1st level bedroom and full bath. Second level owners suite with full bathroom. First level Bonus Room / Office / Guest Room. 2 Car attached Garage. Granite and Solid Surface countertops. Kitchen Island and Island Bar. Brand New Heatpump installed 2025 also

    Paul Bell NOVA Brokers, LLC.

    22592 Quiet Ln, Leonardtown, MD 20650
  • 40972 Mollies Way, Leonardtown, MD 20650
    40972 Mollies Way, Leonardtown, MD 20650
    40972 Mollies Way, Leonardtown, MD 20650
    /83

    $1,700,000 Sold Aug 21, 2025

    • 3,459 Sq Ft
    • $491/SF
    • 3 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1995

    40972 Mollies Way, Leonardtown, MD 20650

    Once in a Lifetime Potomac River Estate on 20+ AcresAt the end of a long, private drive, discover this breathtaking custom-built Potomac River waterfront 3459SQFT Colonial, nestled on 20.35 acres of pristine land with sweeping river views and a private pond. Built in 1995 by its original owners, this stunning 4-bedroom, 2.5-bath estate redefines timeless craftsmanship, luxurious design,

    Mark Frisco CENTURY 21 New Millennium

    40972 Mollies Way, Leonardtown, MD 20650
    • 40472 Port Place, Leonardtown, MD 20650
      40472 Port Place, Leonardtown, MD 20650
      40472 Port Place, Leonardtown, MD 20650
      /46

      Est $896,123 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,828 Sq Ft

      40472 Port Place, Leonardtown, MD 20650

      40472 Port Place, Leonardtown, MD 20650
  • 40171 Little Woods Ln, Leonardtown, MD 20650
    40171 Little Woods Ln, Leonardtown, MD 20650
    40171 Little Woods Ln, Leonardtown, MD 20650
    /64

    $859,000 Under Contract

    • 4 Beds
    • 2 Baths
    • 2,586 Sq Ft

    40171 Little Woods Ln, Leonardtown, MD 20650

    Waterfront Retreat with Spectacular SunsetsWaterfront Retreat with Spectacular Sunsets. Welcome to your dream waterfront retreat! This charming 4-bedroom, 2-bath home is perfectly situated on 2.1 quiet acres with no HOA, offering the peace and privacy you’ve been looking for. Step inside to find large windows that frame breathtaking water views and allow natural light to fill the spacious

    Barbara Blades CENTURY 21 New Millennium

    40171 Little Woods Ln, Leonardtown, MD 20650
  • 41460 Challedon Way, Leonardtown, MD 20650
    41460 Challedon Way, Leonardtown, MD 20650
    /2

    $630,000 Sold Aug 20, 2025

    • 3,252 Sq Ft
    • $194/SF
    • 2 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2010

    41460 Challedon Way, Leonardtown, MD 20650

    Pride of ownership shines throughout this beautifully maintained Hayden model located in Leonard’s Grant community. From the moment you step inside, you'll be welcomed by neutral paint, beautiful flooring—including gleaming hardwoods, brand-new carpet, and luxury vinyl plank in the finished basement.The gourmet kitchen is truly the heart of the home, featuring updated appliances including a

    Heather Foster RE/MAX One

    41460 Challedon Way, Leonardtown, MD 20650
    • 42454 Wilderness Rd, Leonardtown, MD 20650
      42454 Wilderness Rd, Leonardtown, MD 20650
      42454 Wilderness Rd, Leonardtown, MD 20650
      /22

      Est $412,095 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,388 Sq Ft

      42454 Wilderness Rd, Leonardtown, MD 20650

      42454 Wilderness Rd, Leonardtown, MD 20650
  • 23098 Town Run Dr, Leonardtown, MD 20650
    23098 Town Run Dr, Leonardtown, MD 20650
    23098 Town Run Dr, Leonardtown, MD 20650
    /50

    $685,000 Under Contract

    • 5 Beds
    • 3.5 Baths
    • 3,642 Sq Ft

    23098 Town Run Dr, Leonardtown, MD 20650

    Built in 2022, this stunning QBH Adelina floor plan shows like brand new, complete with every feature you would want if you designed it yourself. Thoughtful upgrades and stylish finishes flow throughout, making this home truly move-in ready. The main level features a 4 ft rear extension, gorgeous LVP flooring, and timeless trim details including crown molding, shadow boxes, and a full front door

    Delaney Burgess RE/MAX United Real Estate

    23098 Town Run Dr, Leonardtown, MD 20650
  • 22190 Bull Rd, Leonardtown, MD 20650
    22190 Bull Rd, Leonardtown, MD 20650
    /2

    $400,000 Sold Aug 18, 2025

    • 1,380 Sq Ft
    • $290/SF
    • 3 Beds
    • 2 Baths
    • Built 1987

    22190 Bull Rd, Leonardtown, MD 20650

    Adorable three-bedroom 2-bathroom rambler in Breton Bay Community. Sunroom out of the primary suite and deck. New HVAC system installed on August 23. New water heater installed in 2021. Updated kitchen with granite countertops. There is a two-car garage door, but the inside of the garage has been modified, and an additional storage room has been added. Large shed with electricity and storage

    Gabriela Montgomery RE/MAX Realty Group

    22190 Bull Rd, Leonardtown, MD 20650
    • 42798 Saint Andrews Church Rd, Leonardtown, MD 20650
      42798 Saint Andrews Church Rd, Leonardtown, MD 20650
      42798 Saint Andrews Church Rd, Leonardtown, MD 20650
      /48

      Est $420,437 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 3,692 Sq Ft

      42798 Saint Andrews Church Rd, Leonardtown, MD 20650

      42798 Saint Andrews Church Rd, Leonardtown, MD 20650
  • 41535 Singletree Dr, Leonardtown, MD 20650
    41535 Singletree Dr, Leonardtown, MD 20650
    41535 Singletree Dr, Leonardtown, MD 20650
    /54

    $530,000 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,262 Sq Ft

    41535 Singletree Dr, Leonardtown, MD 20650

    Welcome home to 41535 Singletree Dr. This beautiful colonial offers 4 bedrooms and 2.5 baths with laminate hardwood floors throughout the first level. New carpet has been installed throughout the second level. The kitchen features quartz countertops and opens to a living room with a cozy gas fireplace, as well as a formal dining room and sitting area, perfect for gatherings and everyday living.

    Karen Taylor JPAR Real Estate Professionals

    41535 Singletree Dr, Leonardtown, MD 20650
  • 20755 Deer Wood Park Dr, Leonardtown, MD 20650
    20755 Deer Wood Park Dr, Leonardtown, MD 20650
    20755 Deer Wood Park Dr, Leonardtown, MD 20650
    /27

    $515,000 Sold Aug 15, 2025

    • 2,538 Sq Ft
    • $203/SF
    • 10 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1996

    20755 Deer Wood Park Dr, Leonardtown, MD 20650

    Welcome to your dream home in the desirable Chestnut Hills community of Leonardtown, Maryland! This charming 4-bedroom, 2.5-bathroom single-family home offers a perfect blend of space, comfort, and privacy, all set on an impressive 4.24 acres. With 2,538 square feet of living space, this residence features beautiful hardwood floors throughout, adding a warm and inviting touch.The heart of

    Ebon Jackson EbonAries Realty Group, LLC.

    20755 Deer Wood Park Dr, Leonardtown, MD 20650
    • 41936 Kentucky Ct, Leonardtown, MD 20650
      41936 Kentucky Ct, Leonardtown, MD 20650
      41936 Kentucky Ct, Leonardtown, MD 20650
      /83

      Est $556,840 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,115 Sq Ft

      41936 Kentucky Ct, Leonardtown, MD 20650

      41936 Kentucky Ct, Leonardtown, MD 20650

Showing Results 161 - 200, Page 5 of 18

Maryland St Marys County Leonardtown

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