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Saint Leonard, MD Homes for Sale with Pool

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  • /2

    $1,999,000

    Coming Soon
    • 8 Beds
    • 6.5 Baths
    • 10,322 Sq Ft

    1650 Parran Rd, Saint Leonard, MD 20685

    Welcome to 1650 Parran Road, a remarkable Southern Maryland retreat where timeless charm meets peaceful country living. Nestled in the heart of St. Leonard, this exceptional property offers the perfect blend of privacy, comfort, and natural beauty, creating an idyllic setting for those seeking a more relaxed pace of life without sacrificing convenience. Surrounded by the picturesque landscapes

    Michael Hunter Real Broker, LLC

    1650 Parran Rd, Saint Leonard, MD 20685
  • /44

    $1,200,000

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

    2237 Garrity Rd, Saint Leonard, MD 20685

    No HOA. Total square footage of 3520. The house's total sq ft is 2400 with 3 bedrooms and 2.5 baths. A 1120 sq ft apartment with 1 bedroom and 1 bath. The Garage has a 1/2 Bath. The property is in the forest management program for reduced taxes. Tucked along the protected waters of Saint Leonard Creek, this is the kind of property you don’t just visit, you settle into. Deep water, nearly 800 feet

    Dawn Riley Deep Roots Real Estate

    2237 Garrity Rd, Saint Leonard, MD 20685
  • /37

    $599,000

    • 4 Beds
    • 2.5 Baths
    • 2,337 Sq Ft

    5330 Cove View Dr, Saint Leonard, MD 20685

    Beautiful Brick Rambler on 3 Acres. Spacious Living Room, Country Kitchen, Dining Room, Family Room with 3 Bedrooms. Lower Level boasts Rec. Room with Brick Fire Place, pool table conveys , sitting room, storage area. Enjoy eating hard crabs on the screened in porch. Enjoy swimming in Inground pool (20x 40) . Also a sheds for storing equipment.

    Kimberly Gott RE/MAX One

    5330 Cove View Dr, Saint Leonard, MD 20685
  • /43

    $399,900

    • 3 Beds
    • 1.5 Baths
    • 1,350 Sq Ft

    6045 Bayview Rd, Saint Leonard, MD 20685

    Nestled in a serene bayblock setting, this exquisite raised ranch, 3 bedroom, 1.5 bath home offers a harmonious blend of modern luxury and timeless comfort. With a major renovation completed in 2026, every corner of this residence has been thoughtfully designed to elevate your lifestyle. Step inside to discover an inviting open floor plan that seamlessly connects the living, dining, and kitchen

    Gregory Bennett Jr. Five Star Real Estate

    6045 Bayview Rd, Saint Leonard, MD 20685
  • /63

    $869,900

    $30K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 5,936 Sq Ft

    1000 Solomon Frazier Ct, Saint Leonard, MD 20685

    Luxury home on 5 private wooded acres in sought-after Calvert County, Maryland with Chesapeake Bay boating access. Bordered by 121 acres of protected community open space, this property offers rare privacy, natural views, and resort-style amenities. The oversized kitchen features solid cherry cabinetry and expansive prep space ideal for entertaining. Main level includes a dramatic second family

    Jeffrey Lewis Berkshire Hathaway HomeServices PenFed Realty

    1000 Solomon Frazier Ct, Saint Leonard, MD 20685
  • /72

    $2,800,000

    • 5 Beds
    • 4.5 Baths
    • 8,191 Sq Ft

    6675 Marshall Rd, Saint Leonard, MD 20685

    Welcome to a breathtaking, unparalleled, retreat in Calvert County, Maryland, where luxury meets nature on a remarkable 103-acre estate. Enter through elegant gates and meander up a breathtaking lane that unfolds to reveal a stunning, picturesque setting and the grand main house, a true masterpiece of modern contemporary design. Spanning over 8,000 square feet, this meticulously updated home

    Greg Beckman Coldwell Banker Realty

    6675 Marshall Rd, Saint Leonard, MD 20685
  • /70

    $875,000

    • 4 Beds
    • 3 Baths
    • 2,298 Sq Ft

    3925 Shamrock Ct, Port Republic, MD 20676

    Welcome to this beautifully maintained waterfront split-foyer home nestled on 1.15 private acres in a sought-after water-access community. Designed for comfort, leisure, and waterfront living, this property offers the perfect blend of indoor charm and outdoor enjoyment. Step inside to find 4 spacious bedrooms and 3 full bathrooms, including a newly finished lower level featuring a cozy propane

    Angela Jewell O'Brien Realty ERA Powered

    3925 Shamrock Ct, Port Republic, MD 20676
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