6,982

Homes in ZIP Code 20650

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  • 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 Agostinelli RE/MAX Realty Group

    22190 Bull Rd, 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 $772,676 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
  • 40461 Old Breton Beach Rd, Leonardtown, MD 20650
    40461 Old Breton Beach Rd, Leonardtown, MD 20650
    40461 Old Breton Beach Rd, Leonardtown, MD 20650
    /61

    $689,900

    • 2 Beds
    • 2.5 Baths
    • 2,040 Sq Ft

    40461 Old Breton Beach Rd, Leonardtown, MD 20650

    Discover waterfront living at its finest with this charming 2-bedroom, 2.5-bath home with a loft on the Potomac River just minutes from historic Leonardtown. Perfectly designed for those who love life on the water, this property features its own private dock complete with a boat lift and fish cleaning station, making it a dream come true for boaters and anglers alike.Inside, you’ll find a

    Mileah Walker Real Broker, LLC

    40461 Old Breton Beach Rd, Leonardtown, MD 20650
  • 23888 Hollywood Rd, Leonardtown, MD 20650
    23888 Hollywood Rd, Leonardtown, MD 20650
    23888 Hollywood Rd, Leonardtown, MD 20650
    /25

    $400,000 Sold Aug 15, 2025

    • 1,450 Sq Ft
    • $276/SF
    • 3 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1972

    23888 Hollywood Rd, Leonardtown, MD 20650

    Modern Charm Meets Country! Welcome to your private retreat in the heart of Leonardtown! This completely updated 4-bedroom, 2-bath rambler sits on 1.3 acres of peace and privacy—tucked off the road and surrounded by nature. Inside, you'll fall in love with the wide-open layout, fresh neutral tones, and stunning luxury vinyl flooring that flows seamlessly throughout.The

    Mark Frisco CENTURY 21 New Millennium

    23888 Hollywood Rd, Leonardtown, MD 20650
    • 23930 Susies Ln, Leonardtown, MD 20650
      23930 Susies Ln, Leonardtown, MD 20650
      23930 Susies Ln, Leonardtown, MD 20650
      /77

      Est $518,212 Not Listed For Sale

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

      23930 Susies Ln, Leonardtown, MD 20650

      23930 Susies Ln, Leonardtown, MD 20650
  • 22626 Chickadee Ln, Leonardtown, MD 20650
    22626 Chickadee Ln, Leonardtown, MD 20650
    22626 Chickadee Ln, Leonardtown, MD 20650
    /65

    $635,000

    • 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

    Matthew Burgan Infinitas Realty Group

    22626 Chickadee Ln, 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
    • 23380 Marview Ct, Leonardtown, MD 20650
      23380 Marview Ct, Leonardtown, MD 20650
      23380 Marview Ct, Leonardtown, MD 20650
      /44

      Est $435,992 Not Listed For Sale

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

      23380 Marview Ct, Leonardtown, MD 20650

      23380 Marview 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
    /99

    $649,000

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

    41402 Silver Charm Ct, Leonardtown, MD 20650

    Escape the stresses of everyday life and enjoy your breezy coastal retreat with the luxuries of Leonard's Grant community that has it all from a spacious pool, basketball court, tennis court, playground, or feel free to frolic in the wide open green field. Designed to bring that beachy tranquility to your everyday life with a coastal design reminiscent of cool breezes and sandy beaches.

    Kelly Padgett CENTURY 21 New Millennium

    41402 Silver Charm Ct, Leonardtown, MD 20650
  • 41115 Paw Hollow Ln, Leonardtown, MD 20650
    41115 Paw Hollow Ln, Leonardtown, MD 20650
    41115 Paw Hollow Ln, Leonardtown, MD 20650
    /140

    $750,000 Sold Aug 15, 2025

    • 6,116 Sq Ft
    • $123/SF
    • 49 Days On Market
    • 4 Beds
    • 5.5 Baths
    • Built 1997

    41115 Paw Hollow Ln, Leonardtown, MD 20650

    Stunning Brick Front Colonial in Paw Paw Hollow - 1.8 Acres of Private LuxuryWelcome to this well maintained and beautifully designed brick front Colonial in the highly sought-after Paw Paw Hollow. This spacious 4-bedroom, 5.5-bathroom home offers over 5,000 square feet of living space on a generous 1.8-acre lot, providing the perfect blend of comfort, elegance, and privacy.Main Level

    Jennifer Goddard CENTURY 21 New Millennium

    41115 Paw Hollow Ln, Leonardtown, MD 20650
    • 40840 Greenwood Ln, Leonardtown, MD 20650
      40840 Greenwood Ln, Leonardtown, MD 20650
      40840 Greenwood Ln, Leonardtown, MD 20650
      /70

      Est $766,415 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 3,320 Sq Ft

      40840 Greenwood Ln, Leonardtown, MD 20650

      40840 Greenwood 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 nearly 3,300 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

    Matthew Burgan Infinitas Realty Group

    23242 Clarks Rest Rd, 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

    $675,000 Sold Aug 14, 2025

    • 3,830 Sq Ft
    • $176/SF
    • 3 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2006

    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
    • 22765 Duke St, Leonardtown, MD 20650
      22765 Duke St, Leonardtown, MD 20650
      22765 Duke St, Leonardtown, MD 20650
      /10

      Est $268,014 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 862 Sq Ft

      22765 Duke St, Leonardtown, MD 20650

      22765 Duke St, Leonardtown, MD 20650
  • 39825 Sweetpea Ln, Leonardtown, MD 20650
    39825 Sweetpea Ln, Leonardtown, MD 20650
    39825 Sweetpea Ln, Leonardtown, MD 20650
    /80

    $790,000

    • 4 Beds
    • 3.5 Baths
    • 2,442 Sq Ft

    39825 Sweetpea Ln, Leonardtown, MD 20650

    Waterfront serenity awaits! Nestled on 3.59 private acres along Tennyson Creek with 300 feet of water frontage, this 4-bedroom, 3.5-bath home offers peace, privacy, and panoramic views. Inside, you'll find 2,408 square feet of comfortable living space featuring a cozy fireplace, wood stove, and large windows that invite the beauty of the outdoors in. The expansive deck is perfect for entertaining

    Mary Helen Wiley Daly RE/MAX One

    39825 Sweetpea Ln, Leonardtown, MD 20650
  • 23275 Jenifer Ct, Leonardtown, MD 20650
    23275 Jenifer Ct, Leonardtown, MD 20650
    23275 Jenifer Ct, Leonardtown, MD 20650
    /113

    $638,000 Sold Aug 12, 2025

    • 6,311 Sq Ft
    • $101/SF
    • 86 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2005

    23275 Jenifer Ct, Leonardtown, MD 20650

    Welcome to this three-level home located in the Single Tree community, just a short walk from vibrant downtown. Boasting over 6,700 square feet of beautifully designed living space, this home offers 6 bedrooms, 4.5 bathrooms, and a thoughtfully crafted layout perfect for both everyday living and entertaining.The main level features gleaming hardwood floors, a soaring two-story family room

    Jennifer Goddard CENTURY 21 New Millennium

    23275 Jenifer Ct, Leonardtown, MD 20650
    • 20102 Whippoorwill Ln, Leonardtown, MD 20650
      20102 Whippoorwill Ln, Leonardtown, MD 20650
      20102 Whippoorwill Ln, Leonardtown, MD 20650
      /76

      Est $731,556 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 3,785 Sq Ft

      20102 Whippoorwill Ln, Leonardtown, MD 20650

      20102 Whippoorwill Ln, Leonardtown, MD 20650
  • 20591 Chestnut Ridge Dr, Leonardtown, MD 20650
    20591 Chestnut Ridge Dr, Leonardtown, MD 20650
    20591 Chestnut Ridge Dr, Leonardtown, MD 20650
    /41

    $599,900 Open Sun 12PM - 2PM

    • 5 Beds
    • 3.5 Baths
    • 3,061 Sq Ft

    20591 Chestnut Ridge Dr, Leonardtown, MD 20650

    Welcome to this well-built colonial on a corner lot in the picturesque corner Chestnut Ridge neighborhood! With over 3,000 finished square feet, 5 bedrooms, and 3.5 bathrooms, this home is full of charm, character, and thoughtful craftsmanship.Situated on 2.11 acres, the home features a classic brick exterior, a welcoming front porch, and a spacious two-car garage. Inside on the

    Lauren Garner EXP Realty, LLC

    20591 Chestnut Ridge Dr, Leonardtown, MD 20650
  • 20837 Camp Cosoma Rd, Leonardtown, MD 20650
    20837 Camp Cosoma Rd, Leonardtown, MD 20650
    20837 Camp Cosoma Rd, Leonardtown, MD 20650
    /3

    $212,000 Sold Aug 11, 2025

    • 1,016 Sq Ft
    • $209/SF
    • 3 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1950

    20837 Camp Cosoma Rd, Leonardtown, MD 20650

    Charming 2-bedroom, 1-bath home nestled on 2.31 acres just a short walk from St. Mary's Lake. Enjoy one-level living with a spacious living room, large eat-in kitchen, large mudroom and separate utility room, plus a relaxing screened porch and equally relaxing and peaceful, tree-lined backyard. The home offers a generous front yard with ample space for gardening and outdoor activities. Make sure

    Jennifer Goddard CENTURY 21 New Millennium

    20837 Camp Cosoma Rd, Leonardtown, MD 20650
    • 23160 Greenstone Dr, Leonardtown, MD 20650
      23160 Greenstone Dr, Leonardtown, MD 20650
      23160 Greenstone Dr, Leonardtown, MD 20650
      /41

      Est $901,926 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,021 Sq Ft

      23160 Greenstone Dr, Leonardtown, MD 20650

      23160 Greenstone Dr, Leonardtown, MD 20650
  • 20814 Deer Wood Park Dr, Leonardtown, MD 20650
    20814 Deer Wood Park Dr, Leonardtown, MD 20650
    20814 Deer Wood Park Dr, Leonardtown, MD 20650
    /45

    $589,000

    • 4 Beds
    • 2.5 Baths
    • 3,412 Sq Ft

    20814 Deer Wood Park Dr, Leonardtown, MD 20650

    This spacious 4-bedroom Colonial offers the perfect blend of charm, comfort, and privacy on a beautifully treed 4 acre lot. The first floor features a private office/den, formal living room, and elegant dining room. The large kitchen includes a cozy breakfast nook and opens to a step-down family room with a slider leading to a screened-in porch—ideal for indoor-outdoor living.Upstairs,

    Cynthia Crispell CENTURY 21 New Millennium

    20814 Deer Wood Park Dr, Leonardtown, MD 20650
  • 23265 Lindsay Dr, Leonardtown, MD 20650
    23265 Lindsay Dr, Leonardtown, MD 20650
    23265 Lindsay Dr, Leonardtown, MD 20650
    /59

    $435,000 Sold Aug 07, 2025

    • 2,306 Sq Ft
    • $189/SF
    • 3 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2017

    23265 Lindsay Dr, Leonardtown, MD 20650

    Welcome Home to this stunning 3 Bedroom, 3.5 Bath Townhome in the vibrant community of Clarks Rest in the heart of Leonardtown! Step inside this bright and open floorplan featuring 9 foot ceilings and gleaming hardwood floors throughout the main level. The dining room moves effortlessly to the well-appointed kitchen boasting gourmet Stainless Steel appliances, granite countertops, a large

    Wayne & Christine Floyd RE/MAX Realty Group

    23265 Lindsay Dr, Leonardtown, MD 20650
    • 28845 Point Lookout Rd, Leonardtown, MD 20650
      28845 Point Lookout Rd, Leonardtown, MD 20650
      28845 Point Lookout Rd, Leonardtown, MD 20650
      /20

      Est $374,672 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,520 Sq Ft

      28845 Point Lookout Rd, Leonardtown, MD 20650

      28845 Point Lookout Rd, Leonardtown, MD 20650
  • 40461 Old Breton Beach Rd, Leonardtown, MD 20650
    40461 Old Breton Beach Rd, Leonardtown, MD 20650
    40461 Old Breton Beach Rd, Leonardtown, MD 20650
    /41

    $700,000

    • 3 Beds
    • 2.5 Baths
    • 2,040 Sq Ft

    40461 Old Breton Beach Rd, Leonardtown, MD 20650

    Welcome to 40461 Old Breton Beach Road—a breathtaking waterfront retreat on the shores of the Potomac River in Leonardtown, Maryland. Nestled in one of Southern Maryland’s most scenic and peaceful communities, this coastal-style home offers the perfect blend of charm, functionality, and panoramic water views that will leave you speechless. Perfect for a primary or rental. From the moment

    Dawn Riley RE/MAX One

    40461 Old Breton Beach Rd, Leonardtown, MD 20650
  • 41554 Briarwood Cir, Leonardtown, MD 20650
    41554 Briarwood Cir, Leonardtown, MD 20650
    41554 Briarwood Cir, Leonardtown, MD 20650
    /72

    $449,900 Sold Jul 31, 2025

    • 2,379 Sq Ft
    • $189/SF
    • 12 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2022

    41554 Briarwood Cir, Leonardtown, MD 20650

    Location is key.... Not just in Leonardtown, but in the community itself. Through every window of the rear of this house is the picturesque setting of the wooded tree line and abundant privacy, not often found in Townhome living. This home is tucked back from main road on an open green in front and woods in the rear. Upgrades to this home from original build include: Premium COREtec Pro Plus

    Wayne & Christine Floyd RE/MAX Realty Group

    41554 Briarwood Cir, Leonardtown, MD 20650
    • 23920 Susies Ln, Leonardtown, MD 20650
      23920 Susies Ln, Leonardtown, MD 20650
      23920 Susies Ln, Leonardtown, MD 20650
      /7

      Est $153,466 Not Listed For Sale

      23920 Susies Ln, Leonardtown, MD 20650

      23920 Susies Ln, Leonardtown, MD 20650
  • 41430 Challedon Way, Leonardtown, MD 20650
    41430 Challedon Way, Leonardtown, MD 20650
    41430 Challedon Way, Leonardtown, MD 20650
    /79

    $650,000

    • 5 Beds
    • 3.5 Baths
    • 4,500 Sq Ft

    41430 Challedon Way, Leonardtown, MD 20650

    Welcome to this spacious 5-bedroom, 3.5-bath home nestled on a beautiful corner lot in sought-after Leonard’s Grant. From the inviting covered porch to the thoughtfully designed open floor plan, this home offers both comfort and functionality.The gourmet kitchen seamlessly flows into the great room—perfect for entertaining. Step out onto the private patio just off the kitchen and savor your

    Heather Foster RE/MAX One

    41430 Challedon Way, Leonardtown, MD 20650
  • 41997 Loker Ct, Leonardtown, MD 20650
    41997 Loker Ct, Leonardtown, MD 20650
    41997 Loker Ct, Leonardtown, MD 20650
    /41

    $479,900 Sold Jul 31, 2025

    • 2,330 Sq Ft
    • $206/SF
    • 5 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2006

    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

    Jimmy Hayden RE/MAX Realty Group

    41997 Loker Ct, Leonardtown, MD 20650
    • 19661 Hickory Hills Ln, Leonardtown, MD 20650
      19661 Hickory Hills Ln, Leonardtown, MD 20650
      19661 Hickory Hills Ln, Leonardtown, MD 20650
      /76

      Est $575,221 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,342 Sq Ft

      19661 Hickory Hills Ln, Leonardtown, MD 20650

      19661 Hickory Hills Ln, Leonardtown, MD 20650
  • 23264 Lindsay Dr, Leonardtown, MD 20650
    23264 Lindsay Dr, Leonardtown, MD 20650
    23264 Lindsay Dr, Leonardtown, MD 20650
    /59

    $610,000

    • 3 Beds
    • 2 Baths
    • 2,824 Sq Ft

    23264 Lindsay Dr, Leonardtown, MD 20650

    **Custom Floorplan** Front Load Garage with expanded guest parking on driveway, Upgraded cabinets, Countertops, and custom Primary suite walk in frameless glass shower. Built on an oversized premium corner lot. Customized Lusby model built in 2020 in the highly desirable Clarks Rest Community. This home has the builders 2-10 home warranty which transfers to the new homeowner. VA assumable

    Wayne & Christine Floyd RE/MAX Realty Group

    23264 Lindsay Dr, Leonardtown, MD 20650
  • 23745 Hicks Dr, Leonardtown, MD 20650
    23745 Hicks Dr, Leonardtown, MD 20650
    23745 Hicks Dr, Leonardtown, MD 20650
    /50

    $406,000 Sold Jul 25, 2025

    • 984 Sq Ft
    • $413/SF
    • 19 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1978

    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
    • 40725 Fawns Rest Way, Leonardtown, MD 20650
      40725 Fawns Rest Way, Leonardtown, MD 20650
      40725 Fawns Rest Way, Leonardtown, MD 20650
      /18

      Est $600,630 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,644 Sq Ft

      40725 Fawns Rest Way, Leonardtown, MD 20650

      40725 Fawns Rest Way, Leonardtown, MD 20650
  • 18937 Hodges Ln, Leonardtown, MD 20650
    18937 Hodges Ln, Leonardtown, MD 20650
    18937 Hodges Ln, Leonardtown, MD 20650
    /32

    $659,000

    • 3 Beds
    • 2 Baths
    • 1,834 Sq Ft

    18937 Hodges Ln, Leonardtown, MD 20650

    Are you dreaming of living on the water? This is your perfect opportunity! Well maintained rambler featuring waterfront, pier with boatlift, sunroom, 2-car attached garage, 1-car detached garage, 2-car carport. Gorgeous back yard, perfect for entertaining and spending those summer nights with friends and family. Get on your boat whenever the mood strikes you. This is the perfect home to just

    Ingrid Butler CENTURY 21 New Millennium

    18937 Hodges Ln, Leonardtown, MD 20650
  • 21549 Point Lookout Rd, Leonardtown, MD 20650
    21549 Point Lookout Rd, Leonardtown, MD 20650
    21549 Point Lookout Rd, Leonardtown, MD 20650
    /43

    $710,000 Sold Jul 24, 2025

    • 3,153 Sq Ft
    • $225/SF
    • 6 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 2001

    21549 Point Lookout Rd, Leonardtown, MD 20650

    Contemporary Farmhouse Living on over 24 acres! Drive down the lane past some of your pasture acreage on the left to your 3,000+ sf home backing to mature trees and wooded trails. A small pond is also located on the property. Possibilities abound with the level acreage in front! The property is located between Leonardtown and Callaway close to the Saint Mary's Rive State Park area. Close to

    MaryAnne Crewse O'Brien Realty ERA Powered

    21549 Point Lookout Rd, Leonardtown, MD 20650
    • 22910 Lawrence Ave, Leonardtown, MD 20650
      22910 Lawrence Ave, Leonardtown, MD 20650
      22910 Lawrence Ave, Leonardtown, MD 20650
      /76

      Est $375,754 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,494 Sq Ft

      22910 Lawrence Ave, Leonardtown, MD 20650

      22910 Lawrence Ave, Leonardtown, MD 20650
  • 42043 Starlight Dr, Leonardtown, MD 20650
    42043 Starlight Dr, Leonardtown, MD 20650
    /2

    $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
  • 23075 Hollywood Rd, Leonardtown, MD 20650
    23075 Hollywood Rd, Leonardtown, MD 20650
    23075 Hollywood Rd, Leonardtown, MD 20650
    /82

    $574,000 Sold Jul 24, 2025

    • 3,238 Sq Ft
    • $177/SF
    • 55 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1942

    23075 Hollywood Rd, Leonardtown, MD 20650

    Seller offering up to 3% in Closing assistance - Close in July, just in time for summer in Leonardtown! Built in 1942, this 5-bedroom, 2.5-bath home offers over 3,200 square feet of character-filled living space Original hardwood floors, arched openings, detailed trim work, and vintage glass door knobs are just a few of the timeless details that give this home its warmth and soul—while

    Katy Galloway CENTURY 21 New Millennium

    23075 Hollywood Rd, Leonardtown, MD 20650
    • 18822 McKays Beach Rd, Leonardtown, MD 20650
      18822 McKays Beach Rd, Leonardtown, MD 20650
      18822 McKays Beach Rd, Leonardtown, MD 20650
      /79

      Est $673,832 Not Listed For Sale

      • 2 Beds
      • 3 Baths
      • 1,962 Sq Ft

      18822 McKays Beach Rd, Leonardtown, MD 20650

      18822 McKays Beach Rd, Leonardtown, MD 20650
  • 41810 Chelsey Faye Ln, Leonardtown, MD 20650
    41810 Chelsey Faye Ln, Leonardtown, MD 20650
    41810 Chelsey Faye Ln, Leonardtown, MD 20650
    /7

    $720,000 New Construction

    • 4 Beds
    • 4 Baths
    • 2,650 Sq Ft

    41810 Chelsey Faye Ln, Leonardtown, MD 20650

    Introducing a stunning 4-bedroom, 2.5-bathroom detached home to be built with exceptional quality by Graham & Co Custom Creations. Building a custom home allows you to choose between the standard home on a crawl space or opt for a basement foundation for an additional cost, giving you the opportunity to personalize this beautiful dwelling to your exact needs. If there is some other

    Jessica Ascenzo JPAR Real Estate Professionals

    41810 Chelsey Faye Ln, Leonardtown, MD 20650
  • 21143 Catnip Ct, Leonardtown, MD 20650
    21143 Catnip Ct, Leonardtown, MD 20650
    21143 Catnip Ct, Leonardtown, MD 20650
    /69

    $622,500 Sold Jul 21, 2025

    • 2,642 Sq Ft
    • $236/SF
    • 16 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2003

    21143 Catnip Ct, Leonardtown, MD 20650

    Welcome to this stunning 4-bedroom, 2.5-bath home in the desirable Kingston Estatesneighborhood of Leonardtown. Lovingly maintained by the original owners, this homesits on a beautifully landscaped lot of nearly an acre, and is nestled in a quiet cul-de-sacthat offers both privacy and convenience.As you step inside, you’ll be greeted by the stunning Acacia wood floors that

    Melissa Rodriguez RE/MAX One

    21143 Catnip Ct, Leonardtown, MD 20650

Showing Results 41 - 80, Page 2 of 18

Maryland St Marys County Leonardtown 20650

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