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Waterfront Homes for Sale in Saint Leonard, MD

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  • 1492 Dogwood Cir, Saint Leonard, MD 20685
    1492 Dogwood Cir, Saint Leonard, MD 20685
    1492 Dogwood Cir, Saint Leonard, MD 20685
    /16

    $499,999

    • 5 Beds
    • 2.5 Baths
    • 3,224 Sq Ft

    1492 Dogwood Cir, Saint Leonard, MD 20685

    Just a short walk to the Beach! This Great Contemporary Home offers 5 Beds/2.5 Baths, an Open Floor plan, Stainless Steel Appliances, Granite Kitchen counters, Hardwood Floors throughout, Spiral Stairs lead up to the Owners Suite and down to the Basement! The Roof was replaced in 2017 w/ 45 yr Architectural shingles, Hot Water heater was replaced 2018, Sewage ejector pump was replaced 2018, and

    Agent Photo

    Vicki Alvey

    RE/MAX One

    (410) 847-7757

    1492 Dogwood Cir, Saint Leonard, MD 20685
  • 4721 Rock Creek Cir, Saint Leonard, MD 20685
    4721 Rock Creek Cir, Saint Leonard, MD 20685
    4721 Rock Creek Cir, Saint Leonard, MD 20685
    /27

    $1,000,000 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 3,200 Sq Ft

    4721 Rock Creek Cir, Saint Leonard, MD 20685

    Nestled amongst the trees with a breathtaking view of the waterfront, this stunning contemporary split-level home offers the perfect escape from the city in under an hour or if you're lucky enough you can call Saint Leonard home year round! The only way to describe the feeling of walking the property is a serene, luxury retreat. Take a deep breath and exhale, this is really your new home!

    Melinda Brown EXP Realty, LLC

    4721 Rock Creek Cir, Saint Leonard, MD 20685
  • 4005 Lloyd Bowen Rd, Saint Leonard, MD 20685
    4005 Lloyd Bowen Rd, Saint Leonard, MD 20685
    4005 Lloyd Bowen Rd, Saint Leonard, MD 20685
    /60

    $1,175,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 4 Baths
    • 2,818 Sq Ft

    4005 Lloyd Bowen Rd, Saint Leonard, MD 20685

    Welcome to an extraordinary Southern Living–inspired waterfront bungalow offering a rare blend of tranquility, luxury, and charm in pristine condition. Tucked away on a quiet, secluded road with only three homes, this exceptional property is surrounded by water and bordered by 25 acres of protected, unbuildable land, ensuring lasting privacy and breathtaking natural beauty.Ideally located

    Jeannine Wayson Coldwell Banker Realty

    4005 Lloyd Bowen Rd, Saint Leonard, MD 20685
  • 7440 Sedwick Ct, Saint Leonard, MD 20685
    7440 Sedwick Ct, Saint Leonard, MD 20685
    7440 Sedwick Ct, Saint Leonard, MD 20685
    /99

    $969,900

    • 4 Beds
    • 4.5 Baths
    • 4,468 Sq Ft

    7440 Sedwick Ct, Saint Leonard, MD 20685

    STUNNING WATERFRONT! Set on 2.21 private acres along St. Leonard Creek, this exceptional waterfront home offers 4,468 square feet, 4 bedrooms, 4.5 bathrooms, a detached 2-car garage w/ an unfinished storage space above, and a fully finished basement in a setting that feels private, peaceful, and made for everyday luxury. Watch the numerous Bald Eagles and other wildlife and melt away into this

    Mark Frisco CENTURY 21 New Millennium

    7440 Sedwick Ct, Saint Leonard, MD 20685
  • 7421 Stone Ct, Saint Leonard, MD 20685
    7421 Stone Ct, Saint Leonard, MD 20685
    7421 Stone Ct, Saint Leonard, MD 20685
    /67

    $749,900

    • 4 Beds
    • 2.5 Baths
    • 4,924 Sq Ft

    7421 Stone Ct, Saint Leonard, MD 20685

    New roof scheduled to be installed in May! Crafted with precision by the original owner, a skilled custom homebuilder, this stately colonial reflects uncompromising quality with no detail overlooked. With 4 bedrooms and 2.5 baths, situated on a corner lot with 3.5 acres, this beautiful property offers an incredible blend of privacy and nature. Complete with access to the St. Leonard creek, this

    Conor Stueckler Keller Williams Flagship

    7421 Stone Ct, Saint Leonard, MD 20685
  • 1000 Solomon Frazier Ct, Saint Leonard, MD 20685
    1000 Solomon Frazier Ct, Saint Leonard, MD 20685
    1000 Solomon Frazier Ct, Saint Leonard, MD 20685
    /64

    $899,900 Open Sat 12PM - 2PM

    • 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
  • 3930 Oyster House Rd, Broomes Island, MD 20615
    3930 Oyster House Rd, Broomes Island, MD 20615
    3930 Oyster House Rd, Broomes Island, MD 20615
    /37

    $749,999

    • 3 Beds
    • 2 Baths
    • 1,872 Sq Ft

    3930 Oyster House Rd, Broomes Island, MD 20615

    BRAND-NEW ROOF | NEW PRIVATE PIER | ELEVATED WATERFRONT LIVING IN BROOMES ISLAND This isn’t just a home—it’s a lifestyle you step into. Welcome to waterfront living done right—where comfort, convenience, class, and timeless charm come together along the quiet shores of Island Creek, just off the Patuxent River. Set on approximately one-half acre, this property invites you to slow down, breathe

    James Marcum CENTURY 21 New Millennium

    3930 Oyster House Rd, Broomes Island, MD 20615
  • 3925 Shamrock Ct, Port Republic, MD 20676
    3925 Shamrock Ct, Port Republic, MD 20676
    3925 Shamrock Ct, Port Republic, MD 20676
    /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
  • 1815 Highland Dr, Saint Leonard, MD 20685
    1815 Highland Dr, Saint Leonard, MD 20685
    1815 Highland Dr, Saint Leonard, MD 20685
    /53

    $600,000

    • 4 Beds
    • 3 Baths
    • 2,379 Sq Ft

    1815 Highland Dr, Saint Leonard, MD 20685

    Run!!! Don't Walk!! This exquisite Cape Cod residence, nestled on the Shores of Calvert Beach, offers a harmonious blend of comfort and bay living, perfectly positioned along the banks of the picturesque Chesapeake Bay. With 2,379 square feet of thoughtfully designed living space, this home features four spacious bedrooms and three full bathrooms, ideal for both relaxation and entertaining. Step

    Samuel J Thomas Hyatt & Company Real Estate LLC

    1815 Highland Dr, Saint Leonard, MD 20685
  • 6070 Hill Rd, Saint Leonard, MD 20685
    6070 Hill Rd, Saint Leonard, MD 20685
    6070 Hill Rd, Saint Leonard, MD 20685
    /38

    $340,000 Coming Soon

    • 3 Beds
    • 1.5 Baths
    • 1,248 Sq Ft

    6070 Hill Rd, Saint Leonard, MD 20685

    This 3 Bedroom, 1.5 Bath Rambler with an oversized 1-car detached Garage is located on a quiet street in Long Beach on the Bay (a Chesapeake Bay beach community). Hardwood Floors and Ceramic Tile throughout home. Brand new washing machine (3/2026) and hot water heater (spring/2025). In the rear of the home, there are extra outdoor spaces to enjoy your home. A screened-in Porch is off the Dining

    Gail Siegel O'Brien Realty ERA Powered

    6070 Hill Rd, Saint Leonard, MD 20685
  • 2237 Garrity Rd, Saint Leonard, MD 20685
    2237 Garrity Rd, Saint Leonard, MD 20685
    2237 Garrity Rd, Saint Leonard, MD 20685
    /44

    $1,200,000

    • Land
    • 6.24 Acres
    • $192,308 per Acre

    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 RE/MAX One

    2237 Garrity Rd, Saint Leonard, MD 20685
  • 6041 Hill Rd, Saint Leonard, MD 20685
    6041 Hill Rd, Saint Leonard, MD 20685
    6041 Hill Rd, Saint Leonard, MD 20685
    /17

    $549,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    6041 Hill Rd, Saint Leonard, MD 20685

    Deeded Boat Slip Conveys!! Bayside Living! Bayview new construction only a short walk to the private beach & marina! This 2000sqft 3 Bed 2.5 Bath Colonial with an attached 1.5 Car Garage & an Unfinished Basement, has been designed to Maximize the Views while the .91 acre lot maximizes privacy! The primary bedroom & attached balcony will have substantial views of the Chesapeake Bay! This floorplan

    Mark Frisco CENTURY 21 New Millennium

    6041 Hill Rd, Saint Leonard, MD 20685
  • 5862 Magnolia Cir, Saint Leonard, MD 20685
    5862 Magnolia Cir, Saint Leonard, MD 20685
    5862 Magnolia Cir, Saint Leonard, MD 20685
    /81

    $525,000

    • 5 Beds
    • 3.5 Baths
    • 2,789 Sq Ft

    5862 Magnolia Cir, Saint Leonard, MD 20685

    Well crafted custom-built colonial home nestled on a serene .5790-acre cul-de-sac lot with Chesapeake Bay Access. Built in 1997, this SMECO-certified energy-efficient property offers approximately 3,800 square feet of living space, modern updates, and access to two private beaches on the Chesapeake Bay. Key Features: Elegant Design: Two-story Colonial style with vinyl siding, vaulted ceilings,

    Jan Kleponis O'Brien Realty ERA Powered

    5862 Magnolia Cir, Saint Leonard, MD 20685
  • 1225 Calvert Beach Rd, Saint Leonard, MD 20685
    1225 Calvert Beach Rd, Saint Leonard, MD 20685
    /2

    $319,900 Coming Soon

    • 3 Beds
    • 1 Bath
    • 864 Sq Ft

    1225 Calvert Beach Rd, Saint Leonard, MD 20685

    Coming Soon! The property will be available for showings on June 11th.Don't miss this fantastic opportunity to own in the sought-after Calvert Beach community of Southern Maryland! This 3-bedroom, 1-bath rancher sits on an impressive half-acre+ lot and delivers the ease and comfort of single-level living. The spacious backyard offers room to relax, entertain, or garden, while a paved driveway

    Lindsey Burch Samson Properties

    1225 Calvert Beach Rd, Saint Leonard, MD 20685
  • 7335 Perry Ln, Lusby, MD 20657
    7335 Perry Ln, Lusby, MD 20657
    7335 Perry Ln, Lusby, MD 20657
    /86

    $1,590,000

    • 4 Beds
    • 3.5 Baths
    • 3,618 Sq Ft

    7335 Perry Ln, Lusby, MD 20657

    **PERRY POINT ON ST. LEONARD CREEK:** A premier 6.4-acre deep-water sanctuary along the shoreline of St. Leonard Creek. The property is incredibly private, offering placid and protected water. Wildlife is abundant with bald eagles, osprey, herons, and more. Located just an hour from Capitol Hill, the 4,300 SF contemporary-coastal home offers the ultimate year-round Chesapeake lifestyle. Enjoy

    Chris McNelis Berkshire Hathaway HomeServices PenFed Realty

    7335 Perry Ln, Lusby, MD 20657
  • 3935 Island Landing Ct, Broomes Island, MD 20615
    3935 Island Landing Ct, Broomes Island, MD 20615
    3935 Island Landing Ct, Broomes Island, MD 20615
    /78

    $1,725,000 Open Sat 11AM - 1PM

    • 5 Beds
    • 4.5 Baths
    • 6,654 Sq Ft

    3935 Island Landing Ct, Broomes Island, MD 20615

    A rare offering on Island Creek, this beautifully reimagined waterfront estate blends timeless architecture with refined updates and resort-caliber amenities. Encompassing approximately 1.4 acres with 102 feet of deep water frontage (4–5 ft MLW), this residence offers an unparalleled lifestyle of elegance and leisure. A sweeping circular drive leads past a decorative front koi pond to the

    Patrick Kelley Taylor Properties

    3935 Island Landing Ct, Broomes Island, MD 20615
Maryland Calvert County Saint Leonard

Real Estate & Homes for Sale in Saint Leonard, MD

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