6,985

Homes in ZIP Code 20650

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  • 41997 Loker Ct, Leonardtown, MD 20650
    41997 Loker Ct, Leonardtown, MD 20650
    41997 Loker Ct, Leonardtown, MD 20650
    /41

    $479,900 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,330 Sq Ft

    41997 Loker Ct, Leonardtown, MD 20650

    Boast in the benefit of this cul-de-sac home on the outskirts of town that backs to a farm but with the closeness and convenience of being so close to area schools, restaurants, stores, and hospital. This home is ready for you to make it your own. The backyard privacy with deck and patio are great for enjoying the nature sounds. Large shed to keep the tools needed to keep the beautiful lawn

    Agent Photo

    Jimmy Hayden

    RE/MAX Realty Group

    (240) 896-3385

    41997 Loker Ct, Leonardtown, MD 20650
  • 44980 Hamptons Blvd, Leonardtown, MD 20650
    44980 Hamptons Blvd, Leonardtown, MD 20650
    44980 Hamptons Blvd, Leonardtown, MD 20650
    /32

    $2,150 - $2,750 per month

    The Hamptons at Leonardtown

    2-3 Beds

    44980 Hamptons Blvd, Leonardtown, MD 20650

    The Newest Apartment Community Serving Pax River. Luxury apartment homes in Leonardtown, MD. A Gated Community within walking distance to the town square, which features many restaurants, shops, entertainment venues and the Wharf Waterfront. Short drive to NAVAIR - Pax River Naval Air Station. 2 and 3 bedroom apartments...all with 2 bathrooms, gourmet kitchens, FREE CLIMATE CONTROLLED STORAGE

    44980 Hamptons Blvd, Leonardtown, MD 20650
  • 43985 Main Way Rd, Leonardtown, MD 20650
    43985 Main Way Rd, Leonardtown, MD 20650
    43985 Main Way Rd, Leonardtown, MD 20650
    /74

    $475,000 Sold Jul 15, 2025

    • 2,400 Sq Ft
    • $198/SF
    • 1 Day On Market
    • 4 Beds
    • 2 Baths
    • Built 1973

    43985 Main Way Rd, Leonardtown, MD 20650

    HUGE COVERED FRONT PORCH (12X18) INVITES YOU TO THIS AMAZINGLY WELL MAINTAINED RAMBLER IN DESIRABLE LANEDON NEIGHBORHOOD WITH DEEDED WATER ACCESS! 3/4 BEDROOMS; 4TH BEDROOM/CRAFT ROOM HAS ACCESS TO UNFINISHED SPACE FOR STORAGE. HARDWOOD FLOORS IN ALL ROOMS EXCEPT KITCHEN AND FAMILY ROOM. FORMAL LIVING ROOM AND SEPARATE DINING ROOM; PERFECT FOR THOSE FAMILY GATHERINGS AND HOLIDAY DINNERS. GOOD

    Jennifer Mullennix CENTURY 21 New Millennium

    43985 Main Way Rd, Leonardtown, MD 20650
    • 40077 Big Chestnut Rd, Clements, MD 20624
      40077 Big Chestnut Rd, Clements, MD 20624
      40077 Big Chestnut Rd, Clements, MD 20624
      /46

      Est $467,234 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,184 Sq Ft

      40077 Big Chestnut Rd, Clements, MD 20624

      40077 Big Chestnut Rd, Clements, MD 20624
  • 40534 Miss Ettas Way, Leonardtown, MD 20650
    40534 Miss Ettas Way, Leonardtown, MD 20650
    40534 Miss Ettas Way, Leonardtown, MD 20650
    /31

    $485,000

    • 3 Beds
    • 2.5 Baths
    • 1,770 Sq Ft

    40534 Miss Ettas Way, Leonardtown, MD 20650

    Welcome home to this beautifully maintained Cape Cod built by Hallmark Homes in 2016, situated on a peaceful 1.98-acre lot! Relax on the inviting front porch and take in the tranquil surroundings. Inside, you'll find a spacious living and dining room combo, perfect for entertaining. The kitchen features granite countertops, stainless steel appliances, and a walk-in pantry—ideal for any home

    Agent Photo

    Connie Fitzgerald

    RE/MAX Closers

    (240) 697-2564

    40534 Miss Ettas Way, Leonardtown, MD 20650
  • 22695 Washington St Unit 2, Leonardtown, MD 20650
    22695 Washington St Unit 2, Leonardtown, MD 20650
    22695 Washington St Unit 2, Leonardtown, MD 20650
    /6

    $1,400 per month

    • 1 Bed
    • 1 Bath
    • 11,686 Sq Ft
    • Condo for Rent

    22695 Washington St Unit 2, Leonardtown, MD 20650

    Welcome to your charming new home in the heart of historic Leonardtown! This delightful 1-bedroom, 1-bathroom apartment boasts fresh paint and brand-new luxury vinyl plank (LVP) flooring, providing a modern and comfortable living space. Nestled in an amazing location, you'll enjoy the convenience of being within walking distance to an array of fantastic restaurants, shops, and local attractions.

    Natalya Ford EXP Realty, LLC

    22695 Washington St Unit 2, Leonardtown, MD 20650
  • 23278 Applewood Ln, Leonardtown, MD 20650
    23278 Applewood Ln, Leonardtown, MD 20650
    23278 Applewood Ln, Leonardtown, MD 20650
    /47

    $660,000 Sold Jul 14, 2025

    • 4,306 Sq Ft
    • $153/SF
    • 10 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2022

    23278 Applewood Ln, Leonardtown, MD 20650

    Absolutely stunning home in a premier location! Welcome to 23278 Applewood Ln in the sought-after Clark’s Rest community, directly across from the pool, sports courts, and clubhouse! All 4,000 sqft of living space is in pristine condition. From the moment you enter, you will love all of the natural light throughout. The jewel of the home is the expansive kitchen, curated with upgrades for your

    Jonathan Benya EXP Realty, LLC

    23278 Applewood Ln, Leonardtown, MD 20650
    • 41080 Paw Paw Hollow Ln, Leonardtown, MD 20650
      41080 Paw Paw Hollow Ln, Leonardtown, MD 20650
      41080 Paw Paw Hollow Ln, Leonardtown, MD 20650
      /47

      Est $535,238 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,156 Sq Ft

      41080 Paw Paw Hollow Ln, Leonardtown, MD 20650

      41080 Paw Paw Hollow Ln, Leonardtown, MD 20650
  • 23155 Greenstone Dr, 3, Leonardtown, MD 20650
    23155 Greenstone Dr, 3, Leonardtown, MD 20650
    23155 Greenstone Dr, 3, Leonardtown, MD 20650
    /96

    $1,300,000

    • 6 Beds
    • 3.5 Baths
    • 5,888 Sq Ft

    23155 Greenstone Dr, 3, Leonardtown, MD 20650

    Luxury, Space, and Sophistication – All in One Remarkable Property! Prepare to be impressed by this meticulously maintained almost 7,000 sq ft estate—a rare gem that blends luxury, comfort, and functionality in every detail. If your current home lacks character or space, this extraordinary residence will exceed all your expectations! Interior Highlights: • Gourmet Kitchen with oversized island,

    Agent Photo

    Jimmy Hayden

    RE/MAX Realty Group

    (240) 387-9601

    23155 Greenstone Dr, 3, Leonardtown, MD 20650
  • 22645 Washington St, Leonardtown, MD 20650
    22645 Washington St, Leonardtown, MD 20650
    22645 Washington St, Leonardtown, MD 20650
    /22

    $1,700 - $1,950 per month

    Seymour Apartments

    1-2 Beds

    22645 Washington St, Leonardtown, MD 20650

    Introducing Seymour Apartments, in the heart of Historic Downtown Leonardtown! Come live in town just up the hill from the Warf while being steps away from the shops and restaurants on the square. Apartments in the Seymour Apartment building. Access to unit is from a common stairwell with private entrance. Units have new ductless heat pumps, onsite laundry is in common basement area,

    22645 Washington St, Leonardtown, MD 20650
  • 23578 Pine Bluff Way, Leonardtown, MD 20650
    23578 Pine Bluff Way, Leonardtown, MD 20650
    23578 Pine Bluff Way, Leonardtown, MD 20650
    /75

    $595,000 Sold Jul 11, 2025

    • 3,188 Sq Ft
    • $187/SF
    • 29 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2011

    23578 Pine Bluff Way, Leonardtown, MD 20650

    LOCATION...LOCATION...LOCATION! THIS LOVELY HAYDEN MODEL IS NESTLED RIGHT AT THE HEAD OF THE VILLAGE GREEN IN DESIRABLE LEONARD'S GRANT NEIGHBORHOOD. 3 BEDROOMS AND 2 FULL BATHS ON SECOND LEVEL AND A PARTIALLY FINISHED BASEMENT TO INCLUDE REC ROOM AND FULL BATH. UNFINISHED SPACE COULD BE FINISHED FOR THE 4TH BEDROOM OR GREAT STORAGE. OPEN FLOOR PLAN FEATURES HARDWOOD FLOORS, GRANITE

    Jennifer Mullennix CENTURY 21 New Millennium

    23578 Pine Bluff Way, Leonardtown, MD 20650
    • 22605 Calvert St, Leonardtown, MD 20650
      22605 Calvert St, Leonardtown, MD 20650
      22605 Calvert St, Leonardtown, MD 20650
      /36

      Est $442,053 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,340 Sq Ft

      22605 Calvert St, Leonardtown, MD 20650

      22605 Calvert St, Leonardtown, MD 20650
  • 20798 Waterside Dr, Leonardtown, MD 20650
    20798 Waterside Dr, Leonardtown, MD 20650
    20798 Waterside Dr, Leonardtown, MD 20650
    /33

    $450,000

    • 2 Beds
    • 1 Bath
    • 1,018 Sq Ft

    20798 Waterside Dr, Leonardtown, MD 20650

    Investor Alert! Stunning Waterfront Opportunity on the Potomac River. Discover the perfect waterfront retreat with breathtaking views of the Potomac River! Currently operating as a successful Airbnb, this property offers a unique opportunity to build your dream home while residing in the charming existing cottage. Step into your backyard and immerse yourself in waterfront living—whether it’s

    Agent Photo

    Connie Fitzgerald

    RE/MAX Closers

    (240) 376-2980

    20798 Waterside Dr, Leonardtown, MD 20650
  • 22680 Washington St Unit 1, Leonardtown, MD 20650
    22680 Washington St Unit 1, Leonardtown, MD 20650
    22680 Washington St Unit 1, Leonardtown, MD 20650
    /46

    $2,300 per month

    • 2 Beds
    • 2.5 Baths
    • 900 Sq Ft
    • House for Rent

    22680 Washington St Unit 1, Leonardtown, MD 20650

    Apartments in beautifully renovated Seymour Building on the square in Leonardtown! 2 bedrooms and 2.5 baths along with all stainless steel appliances. Washer and dryer included. Rent includes water, sewer, trash . Apartment # 1.

    Karen Alford-Brooks CENTURY 21 New Millennium

    22680 Washington St Unit 1, Leonardtown, MD 20650
  • 23558 Belmar Dr, Leonardtown, MD 20650
    23558 Belmar Dr, Leonardtown, MD 20650
    23558 Belmar Dr, Leonardtown, MD 20650
    /88

    $685,000 Sold Jul 10, 2025

    • 4,267 Sq Ft
    • $161/SF
    • 6 Beds
    • 3.5 Baths
    • Built 2008

    23558 Belmar Dr, Leonardtown, MD 20650

    Beautiful house in the desired neighborhood of Leonard’s Grand in Leonardtown! This house has many unique characteristics! All new carpet! As you walk in to the hardwood entryway, you’ll notice the gorgeous staircase. This level includes a dining room, custom butler’s pantry and a large, upgraded kitchen. The transom windows are gorgeous and bring in a ton of natural light. These cabinets

    Heather Foster RE/MAX One

    23558 Belmar Dr, Leonardtown, MD 20650
    • 41493 Margrove Cir, Leonardtown, MD 20650
      41493 Margrove Cir, Leonardtown, MD 20650
      41493 Margrove Cir, Leonardtown, MD 20650
      /32

      Est $436,149 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,306 Sq Ft

      41493 Margrove Cir, Leonardtown, MD 20650

      41493 Margrove Cir, Leonardtown, MD 20650
  • 42239 Riverwinds Dr, Leonardtown, MD 20650
    42239 Riverwinds Dr, Leonardtown, MD 20650
    42239 Riverwinds Dr, Leonardtown, MD 20650
    /42

    $825,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,167 Sq Ft

    42239 Riverwinds Dr, Leonardtown, MD 20650

    Welcome to your waterfront retreat on the Potomac River! This well-maintained 3-bedroom, 2.5-bath rambler is perfectly situated on a level 1-acre lot with stunning panoramic water views from every rear-facing room, including all bedrooms. The spacious kitchen opens to a cozy family room with a wood-burning fireplace, ideal for relaxing or entertaining. Step out to the screened-in porch or

    Agent Photo

    Connie Fitzgerald

    RE/MAX Closers

    (240) 624-9572

    42239 Riverwinds Dr, Leonardtown, MD 20650
  • 41665 Tudor Hall Rd, Leonardtown, MD 20650
    41665 Tudor Hall Rd, Leonardtown, MD 20650
    41665 Tudor Hall Rd, Leonardtown, MD 20650
    /11

    $2,100 per month

    • 4 Beds
    • 1 Bath
    • 1,120 Sq Ft
    • House for Rent

    41665 Tudor Hall Rd, Leonardtown, MD 20650

    Please fill out application And make sure to include all tenants who are 18 and older also For an application fee.

    41665 Tudor Hall Rd, Leonardtown, MD 20650
  • 40905 Knight Rd, Leonardtown, MD 20650
    40905 Knight Rd, Leonardtown, MD 20650
    40905 Knight Rd, Leonardtown, MD 20650
    /43

    $445,000 Sold Jul 08, 2025

    • 1,820 Sq Ft
    • $245/SF
    • 82 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1980

    40905 Knight Rd, Leonardtown, MD 20650

    Welcome to 40905 Knight Road in beautiful Leonardtown, Maryland!This charming home blends comfort and functionality with three spacious bedrooms, 2.5 baths, and a layout that’s perfect for both everyday living and entertaining.Set on a generous half-acre lot, the fully fenced backyard offers plenty of room to enjoy the outdoors. Whether you're hosting a summer barbecue or winding

    Rob Schou EXP Realty, LLC

    40905 Knight Rd, Leonardtown, MD 20650
    • 23748 Coventry Dr, Leonardtown, MD 20650
      23748 Coventry Dr, Leonardtown, MD 20650
      23748 Coventry Dr, Leonardtown, MD 20650
      /72

      Est $669,702 Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 3,980 Sq Ft

      23748 Coventry Dr, Leonardtown, MD 20650

      23748 Coventry Dr, Leonardtown, MD 20650
  • 22542 Landing Way, Leonardtown, MD 20650
    22542 Landing Way, Leonardtown, MD 20650
    22542 Landing Way, Leonardtown, MD 20650
    /42

    $530,000

    • 3 Beds
    • 3.5 Baths
    • 2,752 Sq Ft

    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
  • 41555 Singletree Dr, Leonardtown, MD 20650
    41555 Singletree Dr, Leonardtown, MD 20650
    41555 Singletree Dr, Leonardtown, MD 20650
    /35

    $3,195 per month

    • 4 Beds
    • 2.5 Baths
    • 2,262 Sq Ft
    • House for Rent

    41555 Singletree Dr, Leonardtown, MD 20650

    Luxurious 4BR 2.5FB Colonial style home on an unfinished walk-up basement with a 2 car garage in the Singletree community. You are welcomed home by the 2 story main entry foyer with the living room, family room, kitchen with table space and center island and separate dining room which all share an open floor plan. On the upper level are 3 bedrooms, hall full bath, laundry and a massive vaulted

    Joycelyn Clark-Young CENTURY 21 New Millennium

    41555 Singletree Dr, Leonardtown, MD 20650
  • 23055 Town Run Dr, Leonardtown, MD 20650
    23055 Town Run Dr, Leonardtown, MD 20650
    23055 Town Run Dr, Leonardtown, MD 20650
    /85

    $695,000 Sold Jul 02, 2025

    • 4,019 Sq Ft
    • $173/SF
    • 0 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2021

    23055 Town Run Dr, Leonardtown, MD 20650

    Stunning Clarke Model by Quality Built HomesLocated in the desirable Meadows at Town Run, this 4-bedroom, 3.5-bath home offers over 4,000 square feet of living space, including a finished lower level. Built in 2021, this home is just a few years old and has been meticulously maintained.Enjoy a prime location with Duke Elementary and the library within walking distance, Downtown

    Laura Bernth RE/MAX One

    23055 Town Run Dr, Leonardtown, MD 20650
    • 23287 Crestmar Ln, Leonardtown, MD 20650
      23287 Crestmar Ln, Leonardtown, MD 20650
      23287 Crestmar Ln, Leonardtown, MD 20650
      /71

      Est $713,192 Not Listed For Sale

      • 6 Beds
      • 4.5 Baths
      • 4,262 Sq Ft

      23287 Crestmar Ln, Leonardtown, MD 20650

      23287 Crestmar Ln, Leonardtown, MD 20650
  • 23745 Hicks Dr, Leonardtown, MD 20650
    23745 Hicks Dr, Leonardtown, MD 20650
    23745 Hicks Dr, Leonardtown, MD 20650
    /50

    $398,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 984 Sq Ft

    23745 Hicks Dr, Leonardtown, MD 20650

    Welcome to 23745 Hicks Drive, a thoughtfully updated rambler on over half an acre in the quiet Holly Oaks neighborhood of Leonardtown. With a spacious detached garage, a finished basement, and recent renovations throughout, this home offers comfort, functionality, and a great location—all with no HOA.Inside, you’ll find a bright and open layout featuring wide plank flooring, recessed

    Neil Smith Blackwell Real Estate, LLC

    23745 Hicks Dr, Leonardtown, MD 20650
  • 39870 Lady Baltimore Ave, Leonardtown, MD 20650
    39870 Lady Baltimore Ave, Leonardtown, MD 20650
    39870 Lady Baltimore Ave, Leonardtown, MD 20650
    /15

    $2,500 per month

    • 4 Beds
    • 2.5 Baths
    • 1,380 Sq Ft
    • House for Rent

    39870 Lady Baltimore Ave, Leonardtown, MD 20650

    Charming Rambler in Water-Access Community – Available Now!Enjoy easy one-level living in this adorable 4-bedroom, 2.5-bath rambler nestled in the St. Clements Shores community. With access to St. Clements Bay, you'll love spending time outdoors in the spacious yard with mature trees, a large deck, and peaceful surroundings.Inside, the open-concept layout offers great flow for everyday living and

    Lesa Clark Redfin Corp

    39870 Lady Baltimore Ave, Leonardtown, MD 20650
  • 21897 Fairway Dr, Leonardtown, MD 20650
    21897 Fairway Dr, Leonardtown, MD 20650
    21897 Fairway Dr, Leonardtown, MD 20650
    /70

    $625,000 Sold Jul 02, 2025

    • 3,664 Sq Ft
    • $171/SF
    • 69 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1997

    21897 Fairway Dr, Leonardtown, MD 20650

    Qualified VA buyers using their own entitlement can assume the current 2.25% VA loan.Custom-Built Beauty Overlooking Breton Bay Golf Course! Welcome to 21897 Fairway Drive, Leonardtown, MD—a stunning 5-bedroom, 2.5-bath custom-built home in the desirable Breton Bay community. This home is in impeccable condition with numerous upgrades—simply move right in and start enjoying luxury

    Matthew Burgan Infinitas Realty Group

    21897 Fairway Dr, Leonardtown, MD 20650
    • 22301 Bayside Rd, Leonardtown, MD 20650
      22301 Bayside Rd, Leonardtown, MD 20650
      22301 Bayside Rd, Leonardtown, MD 20650
      /28

      Est $508,760 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,368 Sq Ft

      22301 Bayside Rd, Leonardtown, MD 20650

      22301 Bayside Rd, Leonardtown, MD 20650
  • 41474 Charismatic Way, Leonardtown, MD 20650
    41474 Charismatic Way, Leonardtown, MD 20650
    41474 Charismatic Way, Leonardtown, MD 20650
    /79

    $639,000

    • 5 Beds
    • 3.5 Baths
    • 3,647 Sq Ft

    41474 Charismatic Way, Leonardtown, MD 20650

    Welcome to 41474 Charismatic Way in the highly sought-after Leonard’s Grant community of Leonardtown, Maryland. This beautifully maintained 5-bedroom, 3.5-bath home offers over 3,600 square feet of finished living space and combines elegance, comfort, and function in every detail. From the charming large front porch to the professionally landscaped yard, the curb appeal is undeniable. Step inside

    Laura Bernth RE/MAX One

    41474 Charismatic Way, Leonardtown, MD 20650
  • 23350 Potato Hill Farm Ln, Leonardtown, MD 20650
    23350 Potato Hill Farm Ln, Leonardtown, MD 20650
    23350 Potato Hill Farm Ln, Leonardtown, MD 20650
    /64

    $1,100,000 Sold Jul 01, 2025

    • 6,508 Sq Ft
    • $169/SF
    • 7 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 2009

    23350 Potato Hill Farm Ln, Leonardtown, MD 20650

    Exceptional Private Estate with Detached Efficiency Apartment, Greenhouse, & Extensive Upgrades.Beautifully maintained and thoughtfully updated, this 5 BR, 6.5 BA custom estate offers space, privacy, and versatility in a stunning setting. A long, private farm lane leads to a solar-powered gated entry and professionally landscaped grounds, including wooden and wire fencing designed with

    Helen Wernecke Berkshire Hathaway HomeServices PenFed Realty

    23350 Potato Hill Farm Ln, Leonardtown, MD 20650
    • 40630 Breton Oaks Ln, Leonardtown, MD 20650
      40630 Breton Oaks Ln, Leonardtown, MD 20650
      40630 Breton Oaks Ln, Leonardtown, MD 20650
      /30

      Est $768,423 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 3,736 Sq Ft

      40630 Breton Oaks Ln, Leonardtown, MD 20650

      40630 Breton Oaks Ln, Leonardtown, MD 20650
  • 23650 Rocky Ridge Ct, Leonardtown, MD 20650
    23650 Rocky Ridge Ct, Leonardtown, MD 20650
    23650 Rocky Ridge Ct, Leonardtown, MD 20650
    /60

    $599,000 Open Sat 10AM - 12PM

    • 4 Beds
    • 3.5 Baths
    • 3,914 Sq Ft

    23650 Rocky Ridge Ct, Leonardtown, MD 20650

    TWO HOUSES FOR THE PRICE OF ONE!** Perfect for a multi-family (in-laws, grown kids) or generating significant rental income. **MAIN HOUSE** offers 2,000 sq ft of single-story living with 3 bedrooms, 2 baths, expansive living & dining areas, hardwood floors, and tons of natural light. Laundry/mud room with a half bath and pantry off the 2-car garage is a bonus. **TWO-STORY GARAGE APARTMENT**

    Joseph Hawkins Hawkins Real Estate Company

    23650 Rocky Ridge Ct, Leonardtown, MD 20650
  • 23433 Grovewood Ct, Leonardtown, MD 20650
    23433 Grovewood Ct, Leonardtown, MD 20650
    23433 Grovewood Ct, Leonardtown, MD 20650
    /78

    $519,000 Sold Jul 01, 2025

    • 2,804 Sq Ft
    • $185/SF
    • 3 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2022

    23433 Grovewood Ct, Leonardtown, MD 20650

    Stunning Townhome in Clarks Rest Community. *OPEN HOUSE* Saturday, May 3rd from 11-2.Welcome to this beautifully maintained, "nearly-new" end-unit townhome in the desirable Clarks Rest Community in the heart of Leonardtown. Nestled among lush trees, this home offers unparalleled privacy with serene wooded views. The chef-inspired kitchen is a dream, showcasing granite countertops, a

    Wayne & Christine Floyd RE/MAX Realty Group

    23433 Grovewood Ct, Leonardtown, MD 20650
    • 23930 Susies Ln, Leonardtown, MD 20650
      23930 Susies Ln, Leonardtown, MD 20650
      23930 Susies Ln, Leonardtown, MD 20650
      /77

      Est $520,580 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,132 Sq Ft

      23930 Susies Ln, Leonardtown, MD 20650

      23930 Susies Ln, Leonardtown, MD 20650
  • 23242 Clarks Rest Rd, Leonardtown, MD 20650
    23242 Clarks Rest Rd, Leonardtown, MD 20650
    23242 Clarks Rest Rd, Leonardtown, MD 20650
    /52

    $599,000

    • 5 Beds
    • 3.5 Baths
    • 3,296 Sq Ft

    23242 Clarks Rest Rd, Leonardtown, MD 20650

    Welcome to this beautifully maintained 5-bedroom, 3.5-bath home located in the highly sought-after Clark’s Rest community of Leonardtown! Boasting over 3500 square feet with an open floor plan filled with natural light, this home offers a perfect blend of comfort and functionality.The main level features spacious living and dining areas that flow effortlessly into a modern kitchen—ideal

    Matthew Burgan Infinitas Realty Group

    23242 Clarks Rest Rd, Leonardtown, MD 20650
  • 41572 Briarwood Cir, Leonardtown, MD 20650
    41572 Briarwood Cir, Leonardtown, MD 20650
    41572 Briarwood Cir, Leonardtown, MD 20650
    /80

    $505,000 Sold Jun 30, 2025

    • 2,850 Sq Ft
    • $177/SF
    • 55 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2022

    41572 Briarwood Cir, Leonardtown, MD 20650

    Stunning Townhome in Clarks Rest. Welcome to this beautifully maintained, nearly-new end-unit townhome in the sought-after Clarks Rest Community in the heart of Leonardtown. Nestled among lush trees, this home offers unparalleled privacy with serene wooded views from both the rear and side.Step inside to a spacious main level featuring luxury vinyl plank flooring and a convenient bonus

    Wayne & Christine Floyd RE/MAX Realty Group

    41572 Briarwood Cir, Leonardtown, MD 20650
    • 41435 Osborne Ln, Leonardtown, MD 20650
      41435 Osborne Ln, Leonardtown, MD 20650
      41435 Osborne Ln, Leonardtown, MD 20650
      /91

      Est $672,616 Not Listed For Sale

      • 6 Beds
      • 4.5 Baths
      • 4,145 Sq Ft

      41435 Osborne Ln, Leonardtown, MD 20650

      41435 Osborne Ln, Leonardtown, MD 20650
  • 44074 Medleys Neck Rd, Leonardtown, MD 20650
    44074 Medleys Neck Rd, Leonardtown, MD 20650
    44074 Medleys Neck Rd, Leonardtown, MD 20650
    /82

    $650,000

    • 4 Beds
    • 3 Baths
    • 3,830 Sq Ft

    44074 Medleys Neck Rd, Leonardtown, MD 20650

    Lovely rambler sitting on over 2 private acres in Leonardtown is looking for new owners. Main level has 4 bedrooms, 2 full baths, open kitchen/dining area with stone gas fireplace, laundry room and spacious family room. Primary bedroom has vaulted ceiling, walk in closet and large en-suite bath with separate tiled shower and soaking tub. Lower level is finished with rec area, wet bar, rough-in

    Cynthia Ballard CENTURY 21 New Millennium

    44074 Medleys Neck Rd, Leonardtown, MD 20650
  • 44114 Woodmont Dr, Leonardtown, MD 20650
    44114 Woodmont Dr, Leonardtown, MD 20650
    44114 Woodmont Dr, Leonardtown, MD 20650
    /97

    $640,000 Sold Jun 29, 2025

    • 3,635 Sq Ft
    • $176/SF
    • 10 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1999

    44114 Woodmont Dr, Leonardtown, MD 20650

    NO SHOWINGS UNTILL THE OPEN HOUSE MAY 24, SAT 11-2.Exceptional 5-Bedroom Home on 2 Acres. Welcome to this gorgeous 5-bedroom, 3.5-bath custom home, perfectly situated on a beautifully landscaped 2-acre lot. Impeccably maintained and thoughtfully designed, this property offers an ideal blend of luxury, comfort, and practicality. All five bedrooms are located on the upper level, including a

    Lori Jean Buongiovanni (Hethmon) RE/MAX Realty Group

    44114 Woodmont Dr, Leonardtown, MD 20650
    • 23620 Pine Bluff Way, Leonardtown, MD 20650
      23620 Pine Bluff Way, Leonardtown, MD 20650
      23620 Pine Bluff Way, Leonardtown, MD 20650
      /27

      Est $642,393 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,400 Sq Ft

      23620 Pine Bluff Way, Leonardtown, MD 20650

      23620 Pine Bluff Way, Leonardtown, MD 20650

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Maryland Leonardtown 20650

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