6,684

Leonardtown, MD Homes

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    • /43

      Est $515,232 Not Listed For Sale

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

      21108 Arbor Ct, Leonardtown, MD 20650

      21108 Arbor Ct, Leonardtown, MD 20650
  • /3

    $175,000

    • Land
    • 4.83 Acres
    • $36,232 per Acre

    24645 Springhill Ln, Leonardtown, MD 20650

    Breton Knolls is a 24-lot subdivision, conveniently located in Leonardtown, featuring lot sizes from 1 - 7 acres. Bring your own builder or ask us about one of our preferred builders. Breton Knolls HOA is $300 annually with an initial capital contribution of $500 per lot. Please contact us for additional information or to schedule a private showing.

    Mark Posey Greenmark Real Estate

    24645 Springhill Ln, Leonardtown, MD 20650
  • /11

    $311,000 Sold Feb 12, 2025

    • 1,640 Sq Ft
    • $190/SF
    • 18 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1963

    21865 Rose Bank Rd, Leonardtown, MD 20650

    3 Bedroom 3 Bath Rambler situated on 2.5 acres. Level lot with plenty of potential. HUD MAKES NO REPAIRS. HUD CASE#243-006639). EQUAL HOUSING OPPORTUNITY. GROUND RENT/HOA/CONDO FEES/FF Fees if any to be verified by purchaser. All offers submitted to HUDHOMESTORE for bid status and availability visit HUDHOMESTORE.

    Christopher White Classic Select Inc

    21865 Rose Bank Rd, Leonardtown, MD 20650
    • /39

      Est $636,990 Not Listed For Sale

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

      21136 Catnip Way, Leonardtown, MD 20650

      21136 Catnip Way, Leonardtown, MD 20650
  • /10

    $1,999,999

    • 4 Beds
    • 2 Baths
    • 2,744 Sq Ft

    42520 Riverwinds Dr, Leonardtown, MD 20650

    Seller is entertaining offers now. Looking for elbow room? Look no further—this property offers plenty of land! It borders the Potomac River and Poplar Hill Creek, featuring expansive farmland and forested areas. Ideal for outdoor enthusiasts and nature lovers, this unique property offers breathtaking sunsets. Correct acreage is 165 acres. Don't miss out on this unique opportunity.

    John Gatton CENTURY 21 New Millennium

    42520 Riverwinds Dr, Leonardtown, MD 20650
  • /2

    $470,000 Sold Feb 11, 2025

    • 2,028 Sq Ft
    • $232/SF
    • 4 Beds
    • 3 Baths
    • Built 1978

    22355 White Oak Rd, Leonardtown, MD 20650

    COMING SOON! What you have been waiting for: A large colonial with a 1st floor bedroom. This house is located in Breton Bay Community which is a sought after neighborhood. Just move in and enjoy your privacy or choose to join into this active golf/waterfront community. Hoa is optional but with certain fees to you have access to the following (clubhouse, neighborhood beach, pool, playground, kayak

    Donna Thomas O'Brien Realty ERA Powered

    22355 White Oak Rd, Leonardtown, MD 20650
    • /71

      Est $408,925 Not Listed For Sale

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

      22935 Abell St, Leonardtown, MD 20650

      22935 Abell St, Leonardtown, MD 20650
  • /2

    $200,000

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

    0 Newtowne Neck Rd Unit MDSM2023602, Leonardtown, MD 20650

    The last building site in Avenmar! You won't want to miss this opportunity to purchase the last builder developed building site in one of Leonardtown's most sought after communities! With over 3.6 wooded acres, this parcel offers a flat, private, wooded setting like no other. This sale is offered in tandem with 40801 Kiskadee Ln (seller prefers to sell both properties together). *The building

    Pattee McInerney Scott McInerney RE/MAX One

    0 Newtowne Neck Rd Unit MDSM2023602, Leonardtown, MD 20650
  • /40

    $414,980 Sold Feb 05, 2025

    • 1,560 Sq Ft
    • $266/SF
    • 3 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1985

    40778 S 40 Dr, Leonardtown, MD 20650

    Welcome to this beautiful Cape Cod home, offering 4 spacious bedrooms, 2 full baths, and a versatile flex room ideal as a home office or hobby space. Nestled in a sought-after water-access neighborhood, this home is perfect for enjoying both indoor and outdoor living.Inside, you'll find fresh paint, brand-new carpet, and new flooring throughout. The kitchen boasts of new appliances to

    Tracey Summers CENTURY 21 New Millennium

    40778 S 40 Dr, Leonardtown, MD 20650
    • /19

      Est $340,664 Not Listed For Sale

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

      43950 Blake Creek Rd, Leonardtown, MD 20650

      43950 Blake Creek Rd, Leonardtown, MD 20650
  • /2

    $99,999

    • 3 Beds
    • 1 Bath
    • 924 Sq Ft

    44646 Medleys Neck Rd, Leonardtown, MD 20650

    Presenting an opportunity for creative redevelopment: a level lot equipped with a septic system and a driveway easement, along with a trailer that has microbiological growth. The property will require the removal of the existing trailer, with the option to proceed with new construction or secure a trailer replacement. Qualified buyers looking to customize and reimagine the site are encouraged to

    Ron Lord Home Towne Real Estate

    44646 Medleys Neck Rd, Leonardtown, MD 20650
  • /42

    $740,000 Sold Feb 03, 2025

    • 5,716 Sq Ft
    • $129/SF
    • 13 Days On Market
    • 6 Beds
    • 5 Baths
    • Built 2006

    41041 Knight Rd, Leonardtown, MD 20650

    This stunning estate is a true masterpiece, set on multiple acres of lush, meticulously landscaped grounds in one of the most sought-after neighborhoods. Boasting expansive living spaces both inside and out, this home offers unparalleled luxury and privacy. The sprawling property provides a sense of serenity and seclusion, yet remains conveniently close to top-tier schools, local beaches, and

    Connie Gunn CENTURY 21 New Millennium

    41041 Knight Rd, Leonardtown, MD 20650
    • /60

      Est $537,308 Not Listed For Sale

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

      42055 Starlight Dr, Leonardtown, MD 20650

      42055 Starlight Dr, Leonardtown, MD 20650
  • /7

    $675,000 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
  • /47

    $375,000 Sold Jan 30, 2025

    • 2,286 Sq Ft
    • $164/SF
    • 10 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1989

    40459 Breton View Dr, Leonardtown, MD 20650

    Welcome to this charming 3-level end-unit townhouse in Breton Bay! Step inside to an open floor plan and unwind by the cozy wood-burning fireplace. Enjoy the screened-in porch or host a BBQ on the deck. The home features two primary bedrooms, a dining area, and an island kitchen with a pantry. The lower level, currently used as a recreational room with a closet and full bath, could easily serve

    Chris Norris JR. Topside Realty

    40459 Breton View Dr, Leonardtown, MD 20650
    • /39

      Est $589,295 Not Listed For Sale

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

      21885 Newtowne Neck Rd, Leonardtown, MD 20650

      21885 Newtowne Neck Rd, Leonardtown, MD 20650
  • /3

    $530,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,627 Sq Ft

    41815 Chelsey Faye Ln, Leonardtown, MD 20650

    Warm, charming with style on CHELSEY FAYE. The Chelsey Model Home is a modestly sized one story design that is loaded with all the necessities. Beautiful white siding and stained timber accents are perfect material choices for the farmhouse style. Offering an open main level with one large space for living and dining. The family room has a high ceiling. Enjoy the cozy ambiance of this home

    Jessica Ascenzo JPAR Real Estate Professionals

    41815 Chelsey Faye Ln, Leonardtown, MD 20650
  • /45

    $260,000 Sold Jan 24, 2025

    • 768 Sq Ft
    • $339/SF
    • 19 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1930

    22321 Leonard St, Leonardtown, MD 20650

    Charming Cottage in Water-Privileged St. Clements Bay Discover the serenity of life in this bright and airy cottage, nestled in the sought-after St. Clements Bay community. The home features tasteful updates to the kitchen and bath, blending modern convenience with cozy charm. The level lot includes a fully fenced backyard, perfect for relaxing or entertaining, with a handy shed for extra

    Lesa Clark Redfin Corp

    22321 Leonard St, Leonardtown, MD 20650
    • /65

      Est $562,840 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,848 Sq Ft

      41921 Kentucky Ct, Leonardtown, MD 20650

      41921 Kentucky Ct, Leonardtown, MD 20650
  • /36

    $859,900 New Construction

    • 4 Beds
    • 2.5 Baths

    40533 Breton Knolls Ct, Leonardtown, MD 20650

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

    Michele Posey RE/MAX Realty Group

    40533 Breton Knolls Ct, Leonardtown, MD 20650
  • /73

    $579,900 Sold Jan 14, 2025

    • 3,726 Sq Ft
    • $156/SF
    • 27 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2018

    41431 Osborne Ln, Leonardtown, MD 20650

    Clark's Rest in Leonardtown offers a fantastic blend of convenience, recreation, and elegant living! This vibrant community is centrally located near local shops and dining, and residents enjoy access to impressive amenities, including a clubhouse, a spacious pool with water features and a dedicated kiddie pool, basketball and tennis courts, a tot lot, and playgrounds. Walking and biking trails

    Kimberly Page EXP Realty, LLC

    41431 Osborne Ln, Leonardtown, MD 20650
    • /57

      Est $429,226 Not Listed For Sale

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

      22106 Society Hill Rd, Leonardtown, MD 20650

      22106 Society Hill Rd, Leonardtown, MD 20650
  • /38

    $884,900 New Construction

    • 5 Beds
    • 2.5 Baths
    • 3,127 Sq Ft

    40552 Breton Knolls Ct, Leonardtown, MD 20650

    To Be Built - A Breton Knolls exclusive offering. Be the first to call this to-be-built custom-crafted home yours! Located in the heart of Leonardtown on oversized lots, this new 24-lot subdivision offers an elegantly crafted home by well-known local builder, Litz Custom Homes. The Jackson floor plan perfectly combines the essence of a Colonial Farmhouse with a modern twist to include over 3,000

    Michele Posey RE/MAX Realty Group

    40552 Breton Knolls Ct, Leonardtown, MD 20650
  • /44

    $639,900 Sold Jan 10, 2025

    • 3,080 Sq Ft
    • $208/SF
    • 24 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2024

    41541 Fairwood Ct, Leonardtown, MD 20650

    $20,000 SELLER CONCESSIONS TO BUYER!! MARRICK HOMES' PINEHURST IN CLARKS REST! MOVE IN NOW! Includes: Quartz Kitchen Countertops, Luxury Vinyl Planks, Stainless Steel Appliances, UPGRADED Cabinets throughout Kitchen & Baths, Separate Owner's Shower & Soaking Tub in Owner's Bath, and MUCH MORE! Clarks Rest community features an Outdoor Swimming Pool, Tennis Court, Basket Ball Court,

    Lynn Smithburger CENTURY 21 New Millennium

    41541 Fairwood Ct, Leonardtown, MD 20650
    • /53

      Est $629,405 Not Listed For Sale

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

      20529 Deer Wood Park Dr, Leonardtown, MD 20650

      20529 Deer Wood Park Dr, Leonardtown, MD 20650
  • /43

    $687,900 Pending

    • 5 Beds
    • 3 Baths
    • 3,500 Sq Ft

    20620 Laurel Ct, Leonardtown, MD 20650

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

    Amy Gallo RE/MAX One

    20620 Laurel Ct, Leonardtown, MD 20650
  • /79

    $625,000 Sold Jan 09, 2025

    • 3,129 Sq Ft
    • $200/SF
    • 151 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2010

    23636 Hansel Ct, Leonardtown, MD 20650

    Welcome to your dream home, where modern elegance meets everyday comfort in the highly sought-after community of Leonard's Grant, Leonardtown, MD. This stunning 4-bedroom, 2.5-bathroom home offers an exceptional lifestyle with thoughtfully designed spaces and premium finishes.Step inside to discover gleaming hardwood floors that flow seamlessly through a welcoming and versatile floor

    Chris Hill CENTURY 21 New Millennium

    23636 Hansel Ct, Leonardtown, MD 20650
    • /31

      Est $407,218 Not Listed For Sale

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

      40862 Spring House Ln, Leonardtown, MD 20650

      40862 Spring House Ln, Leonardtown, MD 20650
  • /74

    $479,900 Pending

    • 4 Beds
    • 2 Baths
    • 2,400 Sq Ft

    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
  • /52

    $425,000 Sold Jan 08, 2025

    • 2,280 Sq Ft
    • $186/SF
    • 66 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1961

    20400 Chingville Rd, Leonardtown, MD 20650

    Buyer got cold feet! BACK ON THE MARKET! Discover your future at this picturesque property, set on a stunning 2 acre lot that feels like your own private park. With a freshly paved driveway and a beautiful stamped concrete walkway, this home is perfect for outdoor entertaining, relaxing with a good book, or hosting gatherings. Inside, this adorable two-level home has been completely updated from

    Delaney Burgess RE/MAX United Real Estate

    20400 Chingville Rd, Leonardtown, MD 20650
    • /46

      Est $911,340 Not Listed For Sale

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

      40472 Port Place, Leonardtown, MD 20650

      40472 Port Place, Leonardtown, MD 20650
  • /80

    $495,000 Pending

    • 5 Beds
    • 3.5 Baths
    • 2,850 Sq Ft

    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 bedroom

    Wayne & Christine Floyd RE/MAX Realty Group

    41572 Briarwood Cir, Leonardtown, MD 20650
  • /63

    $420,000 Sold Jan 07, 2025

    • 2,896 Sq Ft
    • $145/SF
    • 11 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2014

    23255 Lindsay Dr, Leonardtown, MD 20650

    Discover modern living at its finest in this stunning, fully finished three-level townhouse in the heart of Leonardtown! This meticulously maintained home features a bright, open floor plan with the main level designed for easy gatherings. Enjoy beautiful hardwood floors throughout the main level, along with a sleek kitchen showcasing granite countertops, stainless steel appliances, and upgraded

    Jessica Raley CENTURY 21 New Millennium

    23255 Lindsay Dr, Leonardtown, MD 20650
    • /22

      Est $408,551 Not Listed For Sale

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

      42454 Wilderness Rd, Leonardtown, MD 20650

      42454 Wilderness Rd, Leonardtown, MD 20650
  • /31

    $574,000 Pending

    • 5 Beds
    • 3.5 Baths
    • 2,519 Sq Ft

    42439 Dean Forest Ct, Leonardtown, MD 20650

    Welcome home to this beautiful 5 Bedroom 3.5 Bath Colonial in Leonardtown!! You will not want to miss this one! This home features a fully renovated kitchen done in 2024, includes a massive kitchen island, tons of counter space, all granite with a quartz back splash, new SS appliances, cabinets, recessed lighting. and new Porcelain kitchen floors. Beautiful Hand Scraped Hickory engineered wood

    DJ Brady EXP Realty, LLC

    42439 Dean Forest Ct, Leonardtown, MD 20650
  • /24

    $440,000 Sold Dec 30, 2024

    • 2,242 Sq Ft
    • $196/SF
    • 0 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1972

    40808 S 40 Dr, Leonardtown, MD 20650

    Charming contemporary rambler with a full basement, offering seasonal views of Breton Bay. The main level boasts an open living/dining area, a remodeled kitchen with new granite countertops (2024), and luxury vinyl plank flooring throughout. Recent updates include a new roof (2019), HVAC (2021), oil tank (2018), and gutters with leaf guards (2021). The home features replacement windows and added

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    40808 S 40 Dr, Leonardtown, MD 20650
    • /83

      Est $548,389 Not Listed For Sale

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

      41936 Kentucky Ct, Leonardtown, MD 20650

      41936 Kentucky Ct, Leonardtown, MD 20650
  • /78

    $519,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 2,804 Sq Ft

    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 designer

    Wayne & Christine Floyd RE/MAX Realty Group

    23433 Grovewood Ct, Leonardtown, MD 20650
  • /91

    $525,000 Sold Dec 20, 2024

    • 3,602 Sq Ft
    • $146/SF
    • 1 Day On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1990

    21733 Pinehurst Ct, Leonardtown, MD 20650

    Delightful, comfortable home with lots of upgrades, situated on a nice corner lot in a great neighborhood! All the spaces you need: living and family rooms, both with handsome stone fireplaces (one wood, one propane); remodeled kitchen with white cabinetry, gorgeous Brazilian granite countertops, and eating area; separate dining room with bay window. Hardwood flooring & ceramic tile, ceiling

    Patrick Deighan CENTURY 21 New Millennium

    21733 Pinehurst Ct, Leonardtown, MD 20650
    • /54

      Est $588,194 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,538 Sq Ft

      20370 Chingville Rd, Leonardtown, MD 20650

      20370 Chingville Rd, Leonardtown, MD 20650

Showing Results 161 - 200, Page 5 of 18

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