6,717

Leonardtown, MD Homes

Section Image
  • 22216 Hanover Dr, Leonardtown, MD 20650
    22216 Hanover Dr, Leonardtown, MD 20650
    22216 Hanover Dr, Leonardtown, MD 20650
    /75

    $640,000 Pending

    • 5 Beds
    • 4.5 Baths
    • 4,206 Sq Ft

    22216 Hanover Dr, Leonardtown, MD 20650

    Welcome to Hanover Farms at Breton Bay, one of Leonardtown’s most desirable private water-access communities. This neighborhood offers a true sense of community with its waterfront amenities, perfect for relaxing or spending time outdoors. Enjoy crabbing, fishing, or kayaking from the private neighborhood pier and beach, or gather with friends at the community pavilion, fire pit, or

    Christina Reed RE/MAX One

    22216 Hanover Dr, Leonardtown, MD 20650
  • 23849 Point Lookout Rd, Leonardtown, MD 20650
    23849 Point Lookout Rd, Leonardtown, MD 20650
    23849 Point Lookout Rd, Leonardtown, MD 20650
    /37

    $355,000 Sold Oct 17, 2025

    • 1,092 Sq Ft
    • $325/SF
    • 4 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1980

    23849 Point Lookout Rd, Leonardtown, MD 20650

    Excellent one level living in Leonardtown just past the high school, NO HOA, and sits on 1.5 acres of land. Front door was replaced in 2018; the rest of the doors and windows were replaced in 2025. Newer shingles replaced in 2015, the hall bathroom updated in 2024. Kitchen features a center island, which leads to a large outdoor deck for grilling and entertaining. Washer and dryer is being " sold

    Perry Hayden CENTURY 21 New Millennium

    23849 Point Lookout Rd, Leonardtown, MD 20650
    • 41503 Affirmed Way, Leonardtown, MD 20650
      41503 Affirmed Way, Leonardtown, MD 20650
      41503 Affirmed Way, Leonardtown, MD 20650
      /80

      Est $695,457 Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 5,065 Sq Ft

      41503 Affirmed Way, Leonardtown, MD 20650

      41503 Affirmed Way, Leonardtown, MD 20650
  • Lot 90 - 23688 Dragonfly Ln, Leonardtown, MD 20650
    Lot 90 - 23688 Dragonfly Ln, Leonardtown, MD 20650
    Lot 90 - 23688 Dragonfly Ln, Leonardtown, MD 20650
    /39

    $469,900 Pending

    • 4 Beds
    • 3.5 Baths

    Lot 90 - 23688 Dragonfly Ln, Leonardtown, MD 20650

    ***UNDER CONTRACT*** New Construction – Cumberland D1 End Unit at Meadows at Town Run II 3095 Sq Ft | 4 Bedrooms | 3.5 Baths | 1-Car Garage. Discover the spacious Cumberland 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 3095 sq ft home offers generous living areas, abundant natural light, and the

    Laura Bernth RE/MAX One

    Lot 90 - 23688 Dragonfly Ln, Leonardtown, MD 20650
  • 23348 Lindsay Dr, Leonardtown, MD 20650
    23348 Lindsay Dr, Leonardtown, MD 20650
    23348 Lindsay Dr, Leonardtown, MD 20650
    /33

    $570,000 Sold Oct 15, 2025

    • 3,540 Sq Ft
    • $161/SF
    • 129 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 2022

    23348 Lindsay Dr, Leonardtown, MD 20650

    Seller is offering 3% closing help!Welcome to 23348 Lindsay Drive — where space, style, and comfort come together in the heart of Leonardtown’s sought-after Clark’s Rest community. This nearly new 5-bedroom, 4-bath home offers over 3,500 sq ft of beautifully designed living space with thoughtful upgrades and a flexible floor plan perfect for modern living.Step inside to a

    Christi Turman-Rojas Fairfax Realty Premier

    23348 Lindsay Dr, Leonardtown, MD 20650
    • 41650 Marie Ct, Leonardtown, MD 20650
      41650 Marie Ct, Leonardtown, MD 20650
      41650 Marie Ct, Leonardtown, MD 20650
      /29

      Est $569,859 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,808 Sq Ft

      41650 Marie Ct, Leonardtown, MD 20650

      41650 Marie Ct, Leonardtown, MD 20650
  • 41402 Silver Charm Ct, Leonardtown, MD 20650
    41402 Silver Charm Ct, Leonardtown, MD 20650
    41402 Silver Charm Ct, Leonardtown, MD 20650
    /53

    $650,000 Under Contract

    • 5 Beds
    • 3.5 Baths
    • 4,046 Sq Ft

    41402 Silver Charm Ct, Leonardtown, MD 20650

    Welcome to your coastal retreat in the highly sought-after Leonard’s Grant community in Leonardtown, MD. This beautifully updated home features fresh Sherwin Williams coastal paint, new plush carpet, crisp ivory trim, and abundant natural light throughout, creating a breezy, beach-inspired feel. The chef’s kitchen boasts granite countertops, black stainless appliances, a Bosch quiet dishwasher,

    Billy Rabbitt The Southside Group Real Estate

    41402 Silver Charm Ct, Leonardtown, MD 20650
  • 22323 Saint Clements Ave, Leonardtown, MD 20650
    22323 Saint Clements Ave, Leonardtown, MD 20650
    22323 Saint Clements Ave, Leonardtown, MD 20650
    /25

    $300,000 Sold Oct 15, 2025

    • 1,200 Sq Ft
    • $250/SF
    • 0 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1955

    22323 Saint Clements Ave, Leonardtown, MD 20650

    Welcome to 22323 Saint Clements Avenue, a rare and exciting opportunity to create your dream waterfront retreat or a lucrative investment property. Nestled on the serene shores of the Potomac River, this charming 2-bedroom, 2-bath cottage offers stunning water views, a private pier, and a detached garage—all on a generous lot in one of Southern Maryland’s most desirable waterfront

    Matthew Burgan Infinitas Realty Group

    22323 Saint Clements Ave, Leonardtown, MD 20650
    • 40772 Magee Dr, Leonardtown, MD 20650
      40772 Magee Dr, Leonardtown, MD 20650
      40772 Magee Dr, Leonardtown, MD 20650
      /38

      Est $485,259 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,258 Sq Ft

      40772 Magee Dr, Leonardtown, MD 20650

      40772 Magee Dr, Leonardtown, MD 20650
  • 45474 Medleys Neck Rd, Leonardtown, MD 20650
    45474 Medleys Neck Rd, Leonardtown, MD 20650
    45474 Medleys Neck Rd, Leonardtown, MD 20650
    /88

    $635,000 Under Contract

    • 3 Beds
    • 3 Baths
    • 2,653 Sq Ft

    45474 Medleys Neck Rd, Leonardtown, MD 20650

    $20,000 PRICE ENHANCEMENT!! Plus CLOSING HELP considered with acceptable offer! Welcome to your retreat in The Valley, where every day feels like vacation! This gorgeous resort style property sits on 1.5 acres in a peaceful, waterfront rich area. Boating, exceptional dining, and scenic sunsets all at your fingertips! This 3 bedroom, 3 full bath home has been impeccably maintained and beautifully

    Erin Barber CENTURY 21 New Millennium

    45474 Medleys Neck Rd, Leonardtown, MD 20650
  • 41430 Whimsical Ct, Leonardtown, MD 20650
    41430 Whimsical Ct, Leonardtown, MD 20650
    41430 Whimsical Ct, Leonardtown, MD 20650
    /30

    $645,000 Sold Oct 15, 2025

    • 3,907 Sq Ft
    • $165/SF
    • 26 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2011

    41430 Whimsical Ct, Leonardtown, MD 20650

    Price Improvement!!!! This home is a MUST SEE!!!!Spacious 5-Bedroom Colonial with Coveted First-Floor Suite & Finished Basement Welcome to this beautifully maintained 5-bedroom 3.5-bath Colonial home, ideally situated in one of the area's most sought-after communities. With classic curb appeal, generous living space, and thoughtful updates throughout, this home is perfect for

    Kristen Quinn Realty Navigator

    41430 Whimsical Ct, Leonardtown, MD 20650
    • 21715 Pebble Beach Ct, Leonardtown, MD 20650
      21715 Pebble Beach Ct, Leonardtown, MD 20650
      21715 Pebble Beach Ct, Leonardtown, MD 20650
      /78

      Est $726,681 Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 4,437 Sq Ft

      21715 Pebble Beach Ct, Leonardtown, MD 20650

      21715 Pebble Beach Ct, Leonardtown, MD 20650
  • 21039 Woodmere Dr, Leonardtown, MD 20650
    21039 Woodmere Dr, Leonardtown, MD 20650
    21039 Woodmere Dr, Leonardtown, MD 20650
    /60

    $580,000 Under Contract

    • 5 Beds
    • 2.5 Baths
    • 4,112 Sq Ft

    21039 Woodmere Dr, Leonardtown, MD 20650

    ****Under Contract with a HOME SALE contingency****Nestled on a beautiful 1.17 acre lot in the Leonardtown neighborhood of Wilderness Run. This spacious and well-maintained Colonial style home offers privacy and convenience, surrounded by trees with an open yard and a fully fenced side and backyard. Enjoy outdoor living on the rear deck and the ease of a two-car front-load garage with

    Wayne & Christine Floyd RE/MAX Realty Group

    21039 Woodmere Dr, Leonardtown, MD 20650
  • 23092 Town Run Dr, Leonardtown, MD 20650
    23092 Town Run Dr, Leonardtown, MD 20650
    23092 Town Run Dr, Leonardtown, MD 20650
    /76

    $619,000 Sold Oct 10, 2025

    • 3,806 Sq Ft
    • $163/SF
    • 32 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2023

    23092 Town Run Dr, Leonardtown, MD 20650

    Welcome home to The Meadows of Town Run, and this Montross floorplan built by QBHI. The Montross is an efficient floorplan with no wasted space. With 2600 sq ft of above grade living area, 4 bedrooms and 2.5 baths, this home lives comfortably for any family. The beautiful kitchen opens generously to both the living room and an extended morning room. The cozy deck, just off the morning room

    Robin Errington CENTURY 21 New Millennium

    23092 Town Run Dr, Leonardtown, MD 20650
    • 39653 Potomac Ave, Leonardtown, MD 20650
      39653 Potomac Ave, Leonardtown, MD 20650
      39653 Potomac Ave, Leonardtown, MD 20650
      /60

      Est $881,667 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 3,150 Sq Ft

      39653 Potomac Ave, Leonardtown, MD 20650

      39653 Potomac Ave, Leonardtown, MD 20650
  • 22626 Chickadee Ln, Leonardtown, MD 20650
    22626 Chickadee Ln, Leonardtown, MD 20650
    22626 Chickadee Ln, Leonardtown, MD 20650
    /65

    $614,900 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 3,048 Sq Ft

    22626 Chickadee Ln, Leonardtown, MD 20650

    Welcome to 22626 Chickadee Lane—an exceptional 4-bedroom, 3.5-bath home nestled on a serene 2-acre lot in the highly sought-after Avenmar neighborhood of Leonardtown. This elegant property offers the perfect blend of privacy, space, and convenience with an open-concept layout that is flooded with natural light and designed for comfortable living and entertaining. Inside, you'll find generously

    Matthew Burgan Infinitas Realty Group

    22626 Chickadee Ln, Leonardtown, MD 20650
  • Lot 87-23670 Dragonfly Ln, Leonardtown, MD 20650
    Lot 87-23670 Dragonfly Ln, Leonardtown, MD 20650
    Lot 87-23670 Dragonfly Ln, Leonardtown, MD 20650
    /48

    $447,400 Sold Oct 09, 2025

    • 2,554 Sq Ft
    • $175/SF
    • 58 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2025

    Lot 87-23670 Dragonfly Ln, Leonardtown, MD 20650

    SOLD & SETTLED***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 87 Madison D3: Welcome to Meadows at Town Run.... Leonardtown’s Newest Townhome Community by Quality Built Homes! Discover the

    Laura Bernth RE/MAX One

    Lot 87-23670 Dragonfly Ln, Leonardtown, MD 20650
    • 40139 Combs Creek Way, Leonardtown, MD 20650
      40139 Combs Creek Way, Leonardtown, MD 20650
      40139 Combs Creek Way, Leonardtown, MD 20650
      /68

      Est $1,131,704 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,944 Sq Ft

      40139 Combs Creek Way, Leonardtown, MD 20650

      40139 Combs Creek Way, Leonardtown, MD 20650
  • 20753 Chestnut Ridge Dr, Leonardtown, MD 20650
    20753 Chestnut Ridge Dr, Leonardtown, MD 20650
    20753 Chestnut Ridge Dr, Leonardtown, MD 20650
    /45

    $574,900

    • 4 Beds
    • 2.5 Baths
    • 2,594 Sq Ft

    20753 Chestnut Ridge Dr, Leonardtown, MD 20650

    Nestled within one of the most desirable subdivisions, this classic two-story Colonial welcomes you home with charm and a sense of privacy on two wooded acresStep inside and feel the warmth of meticulously cared-for details : gleaming hardwood floors through the main level, a spacious separate dining room into a beautifully updated kitchen. Corian countertops, stainless steel appliances, and

    Tracey Summers CENTURY 21 New Millennium

    20753 Chestnut Ridge Dr, Leonardtown, MD 20650
  • 41505 Knight Rd, Leonardtown, MD 20650
    41505 Knight Rd, Leonardtown, MD 20650
    41505 Knight Rd, Leonardtown, MD 20650
    /126

    $4,995,000 Sold Oct 08, 2025

    • 12,113 Sq Ft
    • $412/SF
    • 124 Days On Market
    • 5 Beds
    • 8 Baths
    • Built 2012

    41505 Knight Rd, Leonardtown, MD 20650

    Stunning. 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,

    Travis Gray Engel & Völkers Annapolis

    41505 Knight Rd, Leonardtown, MD 20650
    • 42990 Baywood Place, Leonardtown, MD 20650
      42990 Baywood Place, Leonardtown, MD 20650
      42990 Baywood Place, Leonardtown, MD 20650
      /68

      Est $662,752 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,724 Sq Ft

      42990 Baywood Place, Leonardtown, MD 20650

      42990 Baywood Place, Leonardtown, MD 20650
  • 40412 B Somerville Ln, Leonardtown, MD 20650
    40412 B Somerville Ln, Leonardtown, MD 20650
    40412 B Somerville Ln, Leonardtown, MD 20650
    /27

    $149,900

    • Land
    • 2.28 Acres
    • $65,746 per Acre

    40412 B Somerville Ln, Leonardtown, MD 20650

    Discover 2.28 acres of level, open land offering a great opportunity to build your dream home or investment property. This property includes an existing septic system and nearby power supply. Enjoy privacy and space while still being within easy reach of local amenities and major routes. Buyer to verify all feasibility, utility connections, and intended use with the county.

    Renee Thomas Topside Realty

    40412 B Somerville Ln, Leonardtown, MD 20650
  • Lot 89 - 23682 Dragonfly Ln, Leonardtown, MD 20650
    Lot 89 - 23682 Dragonfly Ln, Leonardtown, MD 20650
    Lot 89 - 23682 Dragonfly Ln, Leonardtown, MD 20650
    /55

    $464,900 Sold Oct 07, 2025

    • 2,966 Sq Ft
    • $157/SF
    • 54 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2025

    Lot 89 - 23682 Dragonfly Ln, Leonardtown, MD 20650

    ***QUICK DELIVERY INCENTIVE....Settle in 2025 and receive $10,000 Builder Credit plus $12,500 in Closing Help OR $10,000 Builder Credit plus a 2/1 Rate Buydown AND $5,000 Closing Help with Preferred Lender & Title company. Unit 89 Oakley D1New Construction – 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

    Laura Bernth RE/MAX One

    Lot 89 - 23682 Dragonfly Ln, Leonardtown, MD 20650
    • 24606 Pin Cushion Rd, Leonardtown, MD 20650
      24606 Pin Cushion Rd, Leonardtown, MD 20650
      24606 Pin Cushion Rd, Leonardtown, MD 20650
      /79

      Est $641,242 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,466 Sq Ft

      24606 Pin Cushion Rd, Leonardtown, MD 20650

      24606 Pin Cushion Rd, Leonardtown, MD 20650
  • 42611 Wilderness Rd, Leonardtown, MD 20650
    42611 Wilderness Rd, Leonardtown, MD 20650
    42611 Wilderness Rd, Leonardtown, MD 20650
    /42

    $520,000

    • 4 Beds
    • 2.5 Baths
    • 1,920 Sq Ft

    42611 Wilderness Rd, Leonardtown, MD 20650

    Classic Private Colonial offers the perfect blend of tranquility and convenience, nestled on a generous 1.25-acre lot that backs to mature trees for ultimate shade and privacy. Outdoor Living: Enjoy entertaining or quiet mornings on the large vinyl deck, overlooking a great yard. The circular paved driveway provides easy access and added convenience. The Home: Featuring a traditional layout, you

    Dawn Bell RE/MAX One

    42611 Wilderness Rd, Leonardtown, MD 20650
  • 23080 Town Run Dr, Leonardtown, MD 20650
    23080 Town Run Dr, Leonardtown, MD 20650
    23080 Town Run Dr, Leonardtown, MD 20650
    /89

    $686,000 Sold Oct 02, 2025

    • 3,794 Sq Ft
    • $181/SF
    • 36 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2023

    23080 Town Run Dr, Leonardtown, MD 20650

    Welcome to this exceptionally upgraded Quality Built Homes Adelina model in the highly desirable Meadows at Town Run community in Leonardtown, Maryland. Built with nearly every available upgrade, this stunning home offers 5 bedrooms, 3.5 bathrooms, and nearly 3,800 square feet of finished living space, thoughtfully designed for comfort, function, and style.You’ll immediately appreciate

    Laura Bernth RE/MAX One

    23080 Town Run Dr, Leonardtown, MD 20650
    • 40539 Port Place, Leonardtown, MD 20650
      40539 Port Place, Leonardtown, MD 20650
      40539 Port Place, Leonardtown, MD 20650
      /92

      Est $1,139,208 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 3,371 Sq Ft

      40539 Port Place, Leonardtown, MD 20650

      40539 Port Place, Leonardtown, MD 20650
  • 43488 Medleys Neck Rd, Leonardtown, MD 20650
    43488 Medleys Neck Rd, Leonardtown, MD 20650
    43488 Medleys Neck Rd, Leonardtown, MD 20650
    /10

    $215,000

    • Land
    • 5 Acres
    • $43,000 per Acre

    43488 Medleys Neck Rd, Leonardtown, MD 20650

    PRICE IMPROVEMENT!Discover the potential of this beautiful parcel in the heart of Southern Maryland. Located on Medleys Neck Road in Leonardtown, this property offers the perfect opportunity to build your dream home or investment project in a highly desirable location. The lot features three active perc approvals, making it an attractive option for builders, developers, or anyone seeking

    Bill Oosterink CENTURY 21 New Millennium

    43488 Medleys Neck Rd, Leonardtown, MD 20650
  • 43571 Bayberry Ct, Leonardtown, MD 20650
    43571 Bayberry Ct, Leonardtown, MD 20650
    43571 Bayberry Ct, Leonardtown, MD 20650
    /59

    $600,000 Sold Oct 01, 2025

    • 2,946 Sq Ft
    • $204/SF
    • 22 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1993

    43571 Bayberry Ct, Leonardtown, MD 20650

    Gorgeous Colonial on a Beautifully Landscaped 4.26 Acre Premium Lot in the Sought After, Well-Established Neighborhood of Chestnut Ridge. A Welcoming Covered Front Porch leads to an Open Floor Plan with 9 Foot Ceilings and New Luxury Vinyl Plank (LVP) Flooring. Stylish Large Living Room with a Wood Burning Fireplace. Bright Kitchen with 48” Cabinetry, Gleaming Granite, and a Large Pantry. The

    Jenny Norris EXP Realty, LLC

    43571 Bayberry Ct, Leonardtown, MD 20650
    • 21084 Rosebay St, Leonardtown, MD 20650
      21084 Rosebay St, Leonardtown, MD 20650
      21084 Rosebay St, Leonardtown, MD 20650
      /31

      Est $582,317 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,505 Sq Ft

      21084 Rosebay St, Leonardtown, MD 20650

      21084 Rosebay St, Leonardtown, MD 20650
  • 21920 Newtowne Neck Rd, Leonardtown, MD 20650
    21920 Newtowne Neck Rd, Leonardtown, MD 20650
    21920 Newtowne Neck Rd, Leonardtown, MD 20650
    /57

    $510,000

    • 4 Beds
    • 2.5 Baths
    • 2,291 Sq Ft

    21920 Newtowne Neck Rd, Leonardtown, MD 20650

    Welcome to 21920 Newtowne Neck Road! Step inside this inviting Colonial home offering 2,291 sq. ft. of comfortable living space, 4 bedrooms, and 2.5 bathrooms, perfectly situated on a .55-acre lot in Leonardtown. Inside, you’ll find a bright and spacious layout designed for both everyday living and entertaining. The heart of the home features an eat-in kitchen with stainless steel appliances, a

    Katherine Dean RE/MAX One

    21920 Newtowne Neck Rd, Leonardtown, MD 20650
  • 43658 Redmond Rd, Leonardtown, MD 20650
    43658 Redmond Rd, Leonardtown, MD 20650
    43658 Redmond Rd, Leonardtown, MD 20650
    /16

    $281,650 Sold Sep 30, 2025

    • 2,078 Sq Ft
    • $136/SF
    • 12 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1959

    43658 Redmond Rd, Leonardtown, MD 20650

    DON'T MISS THIS FABULOUS OPPORTUNITY***FANTASTIC BRICK RAMBLER***4 BEDROOMS***2 CAR GARAGE***FORMAL DINING ROOM***HARDWOOD FLOORS***BRICK FIREPLACE***CHAINLINK FENCE***CEILING FANS***2 CAR CARPORT***ENJOY THE PEAR TREE***CENTRAL AIR***THIS HOME IS BEING SOLD COMPLETELY AS-IS***HURRY THIS PROPERTY WON'T LAST LONG**

    Candide Rayle CENTURY 21 New Millennium

    43658 Redmond Rd, Leonardtown, MD 20650
    • 23569 Belmar Dr, Leonardtown, MD 20650
      23569 Belmar Dr, Leonardtown, MD 20650
      23569 Belmar Dr, Leonardtown, MD 20650
      /12

      Est $693,777 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 4,181 Sq Ft

      23569 Belmar Dr, Leonardtown, MD 20650

      23569 Belmar Dr, Leonardtown, MD 20650
  • 42043 Starlight Dr, Leonardtown, MD 20650
    42043 Starlight Dr, Leonardtown, MD 20650
    42043 Starlight Dr, Leonardtown, MD 20650
    /49

    $559,900

    • 4 Beds
    • 3.5 Baths
    • 2,472 Sq Ft

    42043 Starlight Dr, Leonardtown, MD 20650

    Great opportunity to live in the coveted Kingston Subdivision! This classic Colonial has all-new flooring and a freshly painted interior. A bright and cheery home with four spacious bedrooms on the upper level, with generous closets. Convenient laundry on this upper level. The main floor features an oversized great room, a kitchen with solid surface counters, and a garden window over the kitchen

    Kimberly St. Laurent RE/MAX One

    42043 Starlight Dr, Leonardtown, MD 20650
  • 23246 Lindsay Dr, Leonardtown, MD 20650
    23246 Lindsay Dr, Leonardtown, MD 20650
    23246 Lindsay Dr, Leonardtown, MD 20650
    /34

    $625,000 Sold Sep 30, 2025

    • 3,876 Sq Ft
    • $161/SF
    • 55 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2017

    23246 Lindsay Dr, Leonardtown, MD 20650

    Clark's Rest Community:Welcome to this stunning 5-bedroom, 3.5-bath home with over 3,800 square feet of finished living space.Fully owned solar panels—no lease, no monthly payments—drastically reducing electric bills and increasing your home’s efficiency and value. Additional features include convenient attic access located above the 2-car garage, ideal for extra

    Wanda White CENTURY 21 New Millennium

    23246 Lindsay Dr, Leonardtown, MD 20650
    • 23005 Abell St, Leonardtown, MD 20650
      23005 Abell St, Leonardtown, MD 20650
      23005 Abell St, Leonardtown, MD 20650
      /37

      Est $386,430 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 2,109 Sq Ft

      23005 Abell St, Leonardtown, MD 20650

      23005 Abell St, Leonardtown, MD 20650
  • 20959 Redgate Ln, Leonardtown, MD 20650
    20959 Redgate Ln, Leonardtown, MD 20650
    20959 Redgate Ln, Leonardtown, MD 20650
    /13

    $219,000

    • 3 Beds
    • 1 Bath
    • 1,026 Sq Ft

    20959 Redgate Ln, Leonardtown, MD 20650

    A True Hidden Gem just a few miles South of Downtown Leonardtown. Leonardtown, Maryland offers promising opportunities for both homebuyers and investors, driven by its growing real estate market and strategic economic initiatives over the years. This property may be best suited for an investor or seasoned buyer who has the vision and capacity to restore it with some well-deserved TLC. This

    Greg Jones Keller Williams Legacy

    20959 Redgate Ln, Leonardtown, MD 20650
  • 23674 Jm Gough Ct, Leonardtown, MD 20650
    23674 Jm Gough Ct, Leonardtown, MD 20650
    23674 Jm Gough Ct, Leonardtown, MD 20650
    /72

    $537,500 Sold Sep 30, 2025

    • 2,697 Sq Ft
    • $199/SF
    • 96 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2005

    23674 Jm Gough Ct, Leonardtown, MD 20650

    Welcome home to this beautifully updated Colonial located in a charming and quiet Leonardtown neighborhood—just minutes from local restaurants, shopping, and all the conveniences of town living.Freshly painted throughout and featuring brand-new carpet, this 4-bedroom, 2.5-bath gem is move-in ready and full of modern upgrades. The heart of the home is a gourmet kitchen with upgraded stainless

    Heather Foster RE/MAX One

    23674 Jm Gough Ct, Leonardtown, MD 20650
    • 21126 Arbor Ct, Leonardtown, MD 20650
      21126 Arbor Ct, Leonardtown, MD 20650
      21126 Arbor Ct, Leonardtown, MD 20650
      /45

      Est $425,748 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,728 Sq Ft

      21126 Arbor Ct, Leonardtown, MD 20650

      21126 Arbor Ct, Leonardtown, MD 20650
  • 0 Long Leaf Ln Unit MDSM2026514, Leonardtown, MD 20650
    0 Long Leaf Ln Unit MDSM2026514, Leonardtown, MD 20650
    0 Long Leaf Ln Unit MDSM2026514, Leonardtown, MD 20650
    /6

    $5,000

    • Land
    • 0.14 Acre
    • $35,714 per Acre

    0 Long Leaf Ln Unit MDSM2026514, Leonardtown, MD 20650

    Fully Available!Wonderful opportunity with a buyer that has vision. Nice lot to possibly build on. Call St Mary's county for details and confirm if suitable for your needs.

    Jan Kleponis O'Brien Realty ERA Powered

    0 Long Leaf Ln Unit MDSM2026514, Leonardtown, MD 20650

Showing Results 81 - 120, Page 3 of 18

Maryland St Marys County Leonardtown

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