6,688

Leonardtown, MD Homes

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  • /60

    $599,980 Sold Aug 22, 2024

    • 3,572 Sq Ft
    • $168/SF
    • 11 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1991

    20740 Chestnut Ridge Dr, Leonardtown, MD 20650

    Welcome to your dream home in a highly sought-after Chestnut Ridge subdivision! This wonderful colonial boasts of 4 bedrooms and 2 full baths with additional powder room, perfectly situated on over 2 acres of meticulously manicured grounds with a charming garden area, spacious shed , sheltered wood storage, and a serene wooded backdrop.Spanning over 3500 square feet, this home offers ample

    Tracey Summers CENTURY 21 New Millennium

    20740 Chestnut Ridge Dr, Leonardtown, MD 20650
    • /83

      Est $570,612 Not Listed For Sale

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

      23603 Abraham Dr, Leonardtown, MD 20650

      23603 Abraham Dr, Leonardtown, MD 20650
  • /105

    $849,900 Sold Aug 22, 2024

    • 4,200 Sq Ft
    • $202/SF
    • 79 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1972

    21821 Rosebank Ct, Leonardtown, MD 20650

    21821 Rosebank Ct is located in Leonardtown, MD. Thisunique property is a single family waterfront home with a south facing water view into anavigable creek off of Breton Bay. The large lot includes 1000 feet of tidal waterfront, 100feet of bulkhead, and a pier with two boat lifts, including water and electric. The originalhouse was built in 1972; it is the original farmhouse in

    Joseph Hawkins Hawkins Real Estate Company

    21821 Rosebank Ct, Leonardtown, MD 20650
    • /64

      Est $630,688 Not Listed For Sale

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

      42443 Dean Forest Ct, Leonardtown, MD 20650

      42443 Dean Forest Ct, Leonardtown, MD 20650
  • /27

    $850,000 Sold Aug 19, 2024

    • 3,681 Sq Ft
    • $231/SF
    • 8 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1977

    19795 Tower Hill Rd, Leonardtown, MD 20650

    Beautiful, private Leonardtown estate setting. Custom-built rambler offers lovely westward sunset view, Seller has just replaced roof and installed new septic. Wildlife abounds especially bird-life, incredible, mature landscaping, pasture for horses, livestock, tree farm.......whatever your heart desires! If you are looking for peace and tranquility, this is it. Expansive water frontage on

    Barbara Stellway KW Metro Center

    19795 Tower Hill Rd, Leonardtown, MD 20650
    • /61

      Est $528,169 Not Listed For Sale

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

      21131 Marigold St, Leonardtown, MD 20650

      21131 Marigold St, Leonardtown, MD 20650
  • /34

    $363,500 Sold Aug 16, 2024

    • 1,860 Sq Ft
    • $195/SF
    • 5 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1952

    41700 Mattingly St, Leonardtown, MD 20650

    Welcome to this delightful 4-bedroom, 2-bath brick rambler, ideally situated on a spacious half-acre lot in the heart of Leonardtown. This well-loved home boasts a host of modern updates and charming features that are sure to impress.Step inside to discover a beautifully updated kitchen and bathrooms, offering a fresh and contemporary feel. The large dining/sunroom area is perfect for

    Adam Chambers JPAR Real Estate Professionals

    41700 Mattingly St, Leonardtown, MD 20650
    • /26

      Est $291,390 Not Listed For Sale

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

      22717 Point Lookout Rd, Leonardtown, MD 20650

      22717 Point Lookout Rd, Leonardtown, MD 20650
  • /60

    $485,000 Sold Aug 16, 2024

    • 1,792 Sq Ft
    • $271/SF
    • 4 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 2016

    21505 Our Drive Way, Leonardtown, MD 20650

    OPEN HOUSE - Saturday July 27th from 11-1!Welcome home to your beautiful rambler situated on over 2 acres! This home features 4 spacious bedrooms and 2 full bathrooms. Entertaining is a breeze with the open concept feel of the kitchen, dining, and living room. The kitchen features stainless steel appliances, an island perfect for entertaining, and a large walk in pantry. The living room

    Kristen Willets RE/MAX One

    21505 Our Drive Way, Leonardtown, MD 20650
    • /54

      Est $545,902 Not Listed For Sale

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

      42287 Bird Haven Dr, Leonardtown, MD 20650

      42287 Bird Haven Dr, Leonardtown, MD 20650
  • /46

    $639,950 Sold Aug 13, 2024

    • 2,947 Sq Ft
    • $217/SF
    • 42 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2023

    41518 Fairwood Ct, Leonardtown, MD 20650

    Less than one year old – Covered Front Porch 3 Level Colonial with over 2,900 finished sq. feet including another 1,286 sq feet of unfinished walkout basement with full bath rough-in-fenced rear level yard with gate to back alley-front yard with views of unbuildable lots for privacy-Main level with 9 ft ceilings/luxury vinyl plank flooring & recessed lights-Living room with tiled electric

    Mike Mason Long & Foster Real Estate, Inc.

    41518 Fairwood Ct, Leonardtown, MD 20650
    • /71

      Est $765,777 Not Listed For Sale

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

      42178 Woodside Ln, Leonardtown, MD 20650

      42178 Woodside Ln, Leonardtown, MD 20650
  • /69

    $610,000 Sold Aug 12, 2024

    • 3,736 Sq Ft
    • $163/SF
    • 14 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2013

    23567 Pine Bluff Way, Leonardtown, MD 20650

    Check out this beautifully maintained home in the highly sought after Leonard's Grant neighborhood! This Fenwick model Quality Built Home is located on a corner lot with an inviting wrap-around porch allowing plenty of room to relax and enjoy. You are only a short walk away to the community pool, community center, playground, and tennis/basketball courts. Walk inside your front door to beautiful

    Kimberly Scott RE/MAX Realty Group

    23567 Pine Bluff Way, Leonardtown, MD 20650
    • /81

      Est $527,352 Not Listed For Sale

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

      40240 Breton Beach Rd, Leonardtown, MD 20650

      40240 Breton Beach Rd, Leonardtown, MD 20650
  • /42

    $430,000 Sold Aug 08, 2024

    • 2,306 Sq Ft
    • $186/SF
    • 28 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2017

    23381 Marview Ct, Leonardtown, MD 20650

    This end unit townhouse is located in the sought after subdivision of Clark's Rest. The neighborhood offers sidewalks for walking with ease with or without your dog, an outdoor pool, basketball and tennis courts and a clubhouse. You are minutes away from restaurants, grocery, parks, hiking trail and water activities. Walking into this house gives you the feeling of walking into a just-built

    Sharyn Ahmad RE/MAX Realty Group

    23381 Marview Ct, Leonardtown, MD 20650
    • /49

      Est $588,775 Not Listed For Sale

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

      42512 Dean Forest Way, Leonardtown, MD 20650

      42512 Dean Forest Way, Leonardtown, MD 20650
  • /72

    $560,000 Sold Aug 07, 2024

    • 3,352 Sq Ft
    • $167/SF
    • 5 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 2005

    23638 Abraham Dr, Leonardtown, MD 20650

    Classic Colonial with a modern contemporary flare! This home has been meticulously maintained through the years by this original owner. As you enter the two-story foyer, you are greeted by the private office with French doors and formal dining room. The office is perfect space to work from home, spread out and jump on a zoom call. New luxury vinyl plank flooring throughout the first floor and

    Kelly Padgett CENTURY 21 New Millennium

    23638 Abraham Dr, Leonardtown, MD 20650
    • /44

      Est $673,942 Not Listed For Sale

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

      21871 Fairway Dr, Leonardtown, MD 20650

      21871 Fairway Dr, Leonardtown, MD 20650
  • /69

    $715,000 Sold Aug 02, 2024

    • 1,620 Sq Ft
    • $441/SF
    • 4 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1966

    40325 Rosebank Ln, Leonardtown, MD 20650

    Spectacular Water Views on Breton Bay... and down the Potomac to the Virginia coastline! Wake up to the sunrise over the bay's eastern horizon and later, look to the west, and watch the the final light of day as it glistens across the water. With 100' of bay frontage, this 3 bedroom, 2.5 bath rambler in Breton Bay Estates is made to enjoy life on the water! Take in expansive water views from

    Andrew Shemeta CENTURY 21 New Millennium

    40325 Rosebank Ln, Leonardtown, MD 20650
    • /77

      Est $731,337 Not Listed For Sale

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

      40660 Clearfields Ct, Leonardtown, MD 20650

      40660 Clearfields Ct, Leonardtown, MD 20650
  • /44

    $422,000 Sold Aug 02, 2024

    • 2,306 Sq Ft
    • $183/SF
    • 31 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2018

    23380 Marview Ct, Leonardtown, MD 20650

    Back on the market due to buyer breech of contract! During this time the HVAC was fully cleaned and serviced and a wet-switch was added. We can't wait to see you tour this magnificent home, ready for new owners today. Onward and upward!This stunning unit boasts updated flooring throughout, (including many other updates), enhancing its already beautiful and pristine condition. Located in a

    Diana Washabaugh CENTURY 21 New Millennium

    23380 Marview Ct, Leonardtown, MD 20650
    • /4

      Est $376,257 Not Listed For Sale

      40467 Old Breton Beach Rd, Leonardtown, MD 20650

      40467 Old Breton Beach Rd, Leonardtown, MD 20650
  • /48

    $645,000 Sold Aug 02, 2024

    • 4,364 Sq Ft
    • $148/SF
    • 11 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2010

    23593 Gallent Fox Way, Leonardtown, MD 20650

    Introducing the well-appointed QBH Clarke Model Colonial in the desirable Leonard's Grant community. Encompassing over 4,000+ square feet of living space this beauty features 5 bedrooms, 3.5 baths, a finished basement, custom plantation blinds throughout, freshly landscaped, and limitless entertainment possibilities.The inviting family room with fireplace seamlessly integrates into the

    Mr. Kevin Turner Home Towne Real Estate

    23593 Gallent Fox Way, Leonardtown, MD 20650
    • /91

      Est $1,057,409 Not Listed For Sale

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

      18878 Hodges Ln, Leonardtown, MD 20650

      18878 Hodges Ln, Leonardtown, MD 20650
  • /65

    $881,000 Sold Jul 31, 2024

    • 4,873 Sq Ft
    • $181/SF
    • 4 Days On Market
    • 6 Beds
    • 5 Baths
    • Built 2005

    22265 Orchard Ct, Leonardtown, MD 20650

    Captivating Hanover of Breton Bay Beauty! This Stunning Leonardtown Custom Home has 6 bedrooms, 5 full baths and over 5000 finished sqft. Nestled on a half acre in coveted Hanover Farms, this classic home has a gorgeous, heated, free-form salt water pool w/custom waterfall feature, sun deck, hot tub and more! Enjoy the shade of the Pergola while you grill or mingle with your family and friends

    MaryAnne Crewse O'Brien Realty ERA Powered

    22265 Orchard Ct, Leonardtown, MD 20650
    • /72

      Est $596,149 Not Listed For Sale

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

      21095 Rosebay St, Leonardtown, MD 20650

      21095 Rosebay St, Leonardtown, MD 20650
  • /34

    $355,000 Sold Jul 31, 2024

    • 1,776 Sq Ft
    • $200/SF
    • 19 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1969

    20440 Chingville Rd, Leonardtown, MD 20650

    Calling all DIY enthusiasts! This property is your canvas, waiting for your creative touch to transform it into the home of your dreams. Nestled on a generous plot of land, this gem offers the perfect blend of space, privacy, and potential at an unbeatable price. With nearly 2000 sq feet of interior space and endless outdoor possibilities, the opportunities are truly endless. Picture yourself

    Michelle Camaioni RE/MAX Closers

    20440 Chingville Rd, Leonardtown, MD 20650
    • /98

      Est $979,696 Not Listed For Sale

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

      21681 Rose Bank Rd, Leonardtown, MD 20650

      21681 Rose Bank Rd, Leonardtown, MD 20650
  • /2

    $770,423 Sold Jul 31, 2024

    • 4,037 Sq Ft
    • $191/SF
    • 5 Beds
    • 4.5 Baths

    23273 Clarks Rest Rd, Leonardtown, MD 20650

    Marrick Homes Grand Pinehurst currently under contract to be built.

    Lynn Smithburger CENTURY 21 New Millennium

    23273 Clarks Rest Rd, Leonardtown, MD 20650
    • /68

      Est $435,989 Not Listed For Sale

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

      21764 Potomac View Dr, Leonardtown, MD 20650

      21764 Potomac View Dr, Leonardtown, MD 20650
  • /49

    $332,000 Sold Jul 30, 2024

    • 1,596 Sq Ft
    • $208/SF
    • 4 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1968

    43785 Blake Creek Rd, Leonardtown, MD 20650

    Cute little rambler on a nice lot, with wonderful back yard. This home has been loved by its only owners since 1968. 3 bedrooms and 2 full baths, plus a very large living room, separate dining area and kitchen big enough for the entire gang. Original hardwood throughout, (some covered by carpet). Living room with brick fireplace ready for gas logs and three cozy bedrooms. Back yard is

    Jennifer Goddard CENTURY 21 New Millennium

    43785 Blake Creek Rd, Leonardtown, MD 20650
    • /46

      Est $778,352 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,250 Sq Ft

      22273 Saint Clements Ave, Leonardtown, MD 20650

      22273 Saint Clements Ave, Leonardtown, MD 20650
  • /55

    $400,000 Sold Jul 29, 2024

    • 1,416 Sq Ft
    • $282/SF
    • 1 Day On Market
    • 3 Beds
    • 2 Baths
    • Built 1962

    40905 Spring House Ln, Leonardtown, MD 20650

    Convenient one-story living in on a 1/2 acre corner lot sought-after Breton Bay neighborhood. The entire home has been recently updated, including a new septic system in 2022. The kitchen is open to the dining room and living room, creating open concept feel. Beautiful hardwood floors in all three bedrooms, living room and dining room. Relax in the large family room with wood burning fireplace

    Rob Schou EXP Realty, LLC

    40905 Spring House Ln, Leonardtown, MD 20650
    • /42

      Est $334,371 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,584 Sq Ft

      23255 Hollywood Rd, Leonardtown, MD 20650

      23255 Hollywood Rd, Leonardtown, MD 20650
  • /60

    $702,000 Sold Jul 29, 2024

    • 2,354 Sq Ft
    • $298/SF
    • 4 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 2014

    40520 Miss Ettas Way, Leonardtown, MD 20650

    Welcome to Your Dream Home in Leonardtown's Exclusive Nelson's Run - Imagine coming home to a peaceful retreat nestled on 6.04 beautiful acres in the heart of Leonardtown's coveted Nelson's Run. Here, among only four homes, your charming residence stands at the end of a quiet drive, inviting you into a world of comfort, privacy, and serenity.The picturesque and thoughtfully designed

    Lesa Clark Redfin Corp

    40520 Miss Ettas Way, Leonardtown, MD 20650
    • /74

      Est $621,969 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,960 Sq Ft

      43225 Prince Pine Ct, Leonardtown, MD 20650

      43225 Prince Pine Ct, Leonardtown, MD 20650
  • /63

    $556,020 Sold Jul 22, 2024

    • 2,140 Sq Ft
    • $260/SF
    • 0 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2011

    23650 Coventry Dr, Leonardtown, MD 20650

    Check out this beautifully maintained home in the highly sought after Leonard's Grant neighborhood! This Stafford model Quality Built Home is located steps away from the community pool, playground, and tennis/basketball courts. Walk inside your front door to solid hardwood floors on the entire main level. The gourmet kitchen features upgraded maple cabinets, a gas stovetop, wall oven, granite

    Kimberly Scott RE/MAX Realty Group

    23650 Coventry Dr, Leonardtown, MD 20650
    • /30

      Est $462,261 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 3,628 Sq Ft

      40812 Spring House Ln, Leonardtown, MD 20650

      40812 Spring House Ln, Leonardtown, MD 20650
  • /43

    $705,000 Sold Jul 17, 2024

    • 5,074 Sq Ft
    • $139/SF
    • 2 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 2010

    41432 Silver Charm Ct, Leonardtown, MD 20650

    Beautiful home located in the premiere neighborhood of Leonard's Grant. Boasting over 5000 square feet of finished living space which includes 5 bedrooms and 4 bathrooms. This home sits on a rare cul-de-sac lot that backs to trees. Extremely private backyard with a large deck, patio, shed, zip-line for the kids, and fenced in yard while still having plenty of room for relaxation, activities, or

    Joseph Hawkins Hawkins Real Estate Company

    41432 Silver Charm Ct, Leonardtown, MD 20650
    • /41

      Est $505,229 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 2,861 Sq Ft

      41910 Nazareth Ct, Leonardtown, MD 20650

      41910 Nazareth Ct, Leonardtown, MD 20650

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