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Homes for Sale in 20685

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  • /72

    $585,000

    • 4 Beds
    • 3.5 Baths
    • 3,292 Sq Ft

    1054 Kings Creek Dr, Saint Leonard, MD 20685

    VA assumable mortgage at 2.625%! Welcome to 1054 Kings Creek Dr., Saint Leonard, MD 20685 — a beautifully maintained Colonial in the sought-after Kings Creek Estates community, offering nearly 3,200 finished square feet, major recent capital improvements, and a private, wooded setting on more than one-half acre. Thoughtfully maintained, this home offers the ideal combination of generous living

    Tom Walsh RE/MAX One

    1054 Kings Creek Dr, Saint Leonard, MD 20685
  • /3

    $578,000

    $9K PRICE DROP Coming Soon
    • 4 Beds
    • 3.5 Baths
    • 3,208 Sq Ft

    185 Fountain Ln, Saint Leonard, MD 20685

    Welcome to 185 Fountain Lane, ideally situated on a desirable cul-de-sac in Saint Leonard. This inviting home features a completely open floor plan with a spacious family room, creating the perfect setting for everyday living and entertaining. The beautifully renovated primary suite feels like it was inspired by Magnolia Market, featuring updated walls, flooring, and a refreshed primary bathroom

    Juliet Brooke Samson Properties

    185 Fountain Ln, Saint Leonard, MD 20685
  • /2

    $459,000

    Coming Soon
    • 4 Beds
    • 2 Baths
    • 1,912 Sq Ft

    1341 Calvert Beach Rd, Saint Leonard, MD 20685

    The finishing touches are being put on this adorable cape cod! More details and professional photography coming soon...

    Delaney Clarke RE/MAX United Real Estate

    1341 Calvert Beach Rd, Saint Leonard, MD 20685
  • /2

    $699,000

    Coming Soon
    • 5 Beds
    • 5 Baths
    • 3,979 Sq Ft

    1151 Thompson Ct, Saint Leonard, MD 20685

    MOTIVATED SELLER- Offering buyer credit of $20,000 with acceptable offer. Nestled in the serene community of St. Leonard Shores, this charming Colonial home offers a perfect blend of comfort and peace. Built in 1988, this residence boasts a generous 3,979 square feet of living space. Step inside to discover beautiful wood oak floors, an open floor plan connecting the kitchen, with upgraded

    Erin House Berkshire Hathaway HomeServices PenFed Realty

    1151 Thompson Ct, Saint Leonard, MD 20685
  • /52

    $1,100,000

    • 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
  • /41

    $499,900

    • 4 Beds
    • 2.5 Baths
    • 2,588 Sq Ft

    5335 Majesty Ln, Saint Leonard, MD 20685

    Welcome home to this spacious 4-bedroom, 2.5-bath home, situated on over an acre, offering a traditional floor plan designed for comfortable living and effortless entertaining. The main level features a formal living room, dining room, and a welcoming family room, providing plenty of space for gatherings both large and small. The kitchen flows seamlessly into the living areas, creating a

    Cheryl Bare CENTURY 21 New Millennium

    5335 Majesty Ln, Saint Leonard, MD 20685
  • /52

    $625,000

    • 4 Beds
    • 3.5 Baths
    • 4,345 Sq Ft

    4200 Henry Ct, Saint Leonard, MD 20685

    Some homes make you pause at the door. This is one of them. || Renovated in 2025, this custom built home is Set on 5+ wooded acres offering privacy, presence, and over 6,000 sq ft of beautifully updated living space. 4 bedroom, 3.5 bath estate features a soaring two story foyer, dramatic staircase, cathedral ceilings, hardwood floors, and a light filled great room designed for everyday comfort

    Shayla Gaskins Long & Foster Real Estate, Inc.

    4200 Henry Ct, Saint Leonard, MD 20685
  • /21

    $330,000

    • 3 Beds
    • 2 Baths
    • 1,188 Sq Ft

    1430 Plateau Rd, Saint Leonard, MD 20685

    Welcome to 1430 Plateau Road in Saint Leonard, Maryland—a charming property that offers the perfect blend of comfort, privacy, and the beauty of Southern Maryland living. This well-maintained 3-bedroom, 2-bathroom home features a functional floor plan designed for everyday living and entertaining. The spacious living areas provide plenty of natural light, while the thoughtfully designed kitchen

    Harriet Hawkins IGOLDENONE REALTY AND CONCIERGE LLC

    1430 Plateau Rd, Saint Leonard, MD 20685
  • /41

    $560,000

    • 3 Beds
    • 2.5 Baths
    • 1,808 Sq Ft

    5031 Timber View Ln, Saint Leonard, MD 20685

    Discover the charm of this split level, nestled on a generous 1.0128- acre lot in mid Calvert County. With 1,977 square feet of thoughtfully designed living space, this residence features three spacious bedrooms and two and a half bathrooms, ensuring ample room for relaxation and privacy. The home layout is perfect for both entertaining and everyday living with a seamless flow between rooms. The

    Kimberly Gott RE/MAX One

    5031 Timber View Ln, Saint Leonard, MD 20685
  • /49

    $619,900

    • 4 Beds
    • 3.5 Baths
    • 3,399 Sq Ft

    4585 Mattapany Rd, Saint Leonard, MD 20685

    Welcome home to 4585 Mattapany Road, where peaceful country living meets everyday convenience. Nestled on nearly 1.5 private acres in the desirable Woodhaven community, this beautifully maintained Colonial offers approximately 3,300+ finished square feet of thoughtfully designed living space across three finished levels.The main level features formal living and dining rooms, a welcoming

    Anne Scott Long & Foster Real Estate, Inc.

    4585 Mattapany Rd, Saint Leonard, MD 20685
  • /44

    $825,000

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

    3925 Shamrock Ct, Port Republic, MD 20676

    Experience the best of waterfront living in this beautifully maintained split-foyer home situated on 1.15 private acres in a desirable waterfront community. Offering 4 bedrooms and 3 full baths, this property is the perfect blend of comfort, recreation, and relaxation. Currently enjoyed as a second home, it also offers excellent potential as a vacation retreat or short-term rental opportunity

    Agent Photo

    Connie Fitzgerald

    RE/MAX One

    3925 Shamrock Ct, Port Republic, MD 20676
  • /2

    $599,000

    Coming Soon
    • 3 Beds
    • 3 Baths
    • 2,378 Sq Ft

    5401 Cove View Dr, Saint Leonard, MD 20685

    Coming soon! So many things to fall in love with here at this two level rambler located on 3 acres in a quiet community with NO HOA. Head through the one of a kind front door with custom stained glass that carries through to the kitchen with matching windows to the kitchen area. Family room opens to the dining room and the renovated kitchen with spacious breakfast bar, stainless steel appliances

    Becky King Home Towne Real Estate

    5401 Cove View Dr, Saint Leonard, MD 20685
  • /69

    $739,900

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

    7421 Stone Ct, Saint Leonard, MD 20685

    The original owner / contractor incorporated upgrades in the construction valued at $250,000 over lesser choices for his forever home. Custom built colonial with Water Access, Brand New Roof with a transferable Lifetime Shingle Warranty, and an extremely efficient Geothermal HVAC system! Crafted with precision by the original owner, a skilled custom homebuilder, this stately colonial reflects

    Conor Stueckler Keller Williams Flagship

    7421 Stone Ct, Saint Leonard, MD 20685
  • /71

    $825,000

    • 5 Beds
    • 3 Baths
    • 1,896 Sq Ft

    5424 Beach Dr, Saint Leonard, MD 20685

    Vacation year-round at this charming Chesapeake Bay waterfront retreat, offering breathtaking panoramic views, walkable private/community-only beach access, and access to the community boat ramp for enjoying life on the water. From the moment you arrive, the curb appeal and landscaping set the tone. Inside, beautiful hardwood flooring flows throughout the home, leading into an open and inviting

    Cheryl Bare CENTURY 21 New Millennium

    5424 Beach Dr, Saint Leonard, MD 20685
  • /2

    $119,000

    • Land
    • 3.34 Acres
    • $35,629 per Acre

    2745 Vivians Way, Saint Leonard, MD 20685

    Lush 3.34 acre lot in a small subdivision adjacent to Jefferson Patterson Park. Take a walk and breathe it in, let your shoulders relax - you are home! Nature abounds with mature trees and a small creek running through the property. If you can imagine building your new home with all the benefits of living in the country, but keeping your commute to Solomons, Prince Frederick, or even into St.

    Melinda Brown EXP Realty, LLC

    2745 Vivians Way, Saint Leonard, MD 20685
  • /25

    $365,000

    $5K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 900 Sq Ft

    6815 Marshall Rd, Saint Leonard, MD 20685

    Escape to Your Own Private Oasis: A Rare 4-Acre Calvert County Gem Finding usable, private acreage in Calvert County is a true rarity—but finding it paired with a completely renovated, turn-key home is nearly impossible. Nestled along a peaceful, tree-lined country road where neighbors offer fresh-baked bread and farm-fresh eggs, this exceptional property offers the quintessential country

    Angie Carle Home Sweet Home Real Estate LLC

    6815 Marshall Rd, Saint Leonard, MD 20685
  • /109

    $899,900

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

    7440 Sedwick Ct, Saint Leonard, MD 20685

    **ST. LEONARD CREEK WATERFRONT RETREAT** **Where Every Day Feels Like a Vacation.** Nestled on 2.21 private waterfront acres along the tranquil shores of St. Leonard Creek, this extraordinary retreat offers far more than an exceptional home—it offers a lifestyle centered around nature, comfort, and unforgettable waterfront living. With **4,468 square feet, 3 bedrooms, 4.5 bathrooms, a beautifully

    Mark Frisco CENTURY 21 New Millennium

    7440 Sedwick Ct, Saint Leonard, MD 20685
  • /59

    $1,250,000

    • 4 Beds
    • 4 Baths
    • 3,354 Sq Ft

    7737 Patuxent Dr, Saint Leonard, MD 20685

    Experience exceptional waterfront living on the beautiful Patuxent River! This stunning ranch-style home offers over 3,300 square feet of thoughtfully designed living space with 4 bedrooms, 4 full bathrooms, and 50 feet of private river frontage complete with a private pier and charming crab shack.Designed for both everyday living and entertaining, the gourmet kitchen features stainless steel

    Sevasti Sarvinas-Nagel Taylor Properties

    7737 Patuxent Dr, Saint Leonard, MD 20685
  • /97

    $639,900

    • 4 Beds
    • 3.5 Baths
    • 4,300 Sq Ft

    1947 Oriole Way, Saint Leonard, MD 20685

    Enjoy the ease of one level living in this beautifully situated home on a secluded 2.25- acre lot in a sought-after community with top rated schools. Featuring an open floor plan, the main living areas flow seamlessly, creating an inviting space for both everyday living and entertaining. The main level features 3 spacious bedrooms and 2 full baths. The primary suite is a true retreat, featuring a

    Rita Ilg Long & Foster Real Estate, Inc.

    1947 Oriole Way, Saint Leonard, MD 20685
  • /62

    $565,000

    • 4 Beds
    • 3.5 Baths
    • 2,750 Sq Ft

    1155 Scenic Way, Saint Leonard, MD 20685

    Enjoy peace of mind from the start with a new roof (2021) and HVAC system (2022), recently serviced and ready for its new owners. Located in the sought-after Mutual Elementary School district, this beautifully maintained 4-bedroom, 3.5-bath home offers the perfect blend of comfort, space, and privacy. Nestled on a private 1-acre lot surrounded by mature trees, you’ll enjoy a peaceful setting

    Kara Bogusky The Southside Group Real Estate

    1155 Scenic Way, Saint Leonard, MD 20685
  • /35

    $399,900

    $30K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,338 Sq Ft

    1543 Avenue B, Saint Leonard, MD 20685

    NOW OFFERED AT $399,900 — MORE THAN $35,000 BELOW ITS RECENT APPRAISED VALUE. More than 2,300 square feet, multiple living areas, a finished lower level, and access to two neighborhood beaches makes Avenue B the most compelling value in this price range north of Lusby. Qualified buyers may also be eligible for low or no down payment financing through USDA, VA, or qualifying FHA programs. Inside,

    Brian Mayer Real Broker, LLC

    1543 Avenue B, Saint Leonard, MD 20685
  • /27

    $395,000

    $30K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,060 Sq Ft

    4189 Hance Rd, Port Republic, MD 20676

    Welcome to the kind of property that rarely comes available and can never truly be replicated.Nestled along the shores of historic Battle Creek, this beloved waterfront retreat has been cherished by the same family for generations. More than a home, it is a place filled with stories, traditions, and memories made on the water.Set on nearly an acre of private waterfront land, the property

    Dawn Riley Deep Roots Real Estate

    4189 Hance Rd, Port Republic, MD 20676
  • /60

    $629,900

    $20K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,126 Sq Ft

    548 Windmill Dr, Saint Leonard, MD 20685

    Welcome to 548 Windmill Drive, in the desirable community of Parran's Grant. Located in beautiful St. Leonard, this is a place to call home for many years to come! If you're looking for that special, move-in-ready home, well-maintained by the original owners, search no more! The immaculate interior blends seamlessly into the verdant surroundings on this private 1.1 acre flag lot. Tucked just off

    Brooke Matthews RE/MAX One

    548 Windmill Dr, Saint Leonard, MD 20685
  • /38

    $335,000

    • 2 Beds
    • 1 Bath
    • 1,120 Sq Ft

    1506 Dogwood Rd, Saint Leonard, MD 20685

    Welcome to your beach staycation! This charming rambler offers 2 bedrooms and 1 full bathroom, making it an excellent option for a first-time home buyer, downsizer, or anyone looking for a peaceful retreat near the water. Inside, you'll find a spacious living room filled with natural light, a huge kitchen with plenty of cabinet and storage space, and Chesapeake Bay views from the dining area.

    Tannar Jones Samson Properties

    1506 Dogwood Rd, Saint Leonard, MD 20685
  • /37

    $580,000

    $19K PRICE DROP
    • 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
  • /22

    $509,900

    • 5 Beds
    • 3.5 Baths
    • 3,156 Sq Ft

    5817 Magnolia Cir, Saint Leonard, MD 20685

    As a special surprise the sellers have ordered new vinyl, single hung, thermal pane windows and screens from Thompson Creek! Installation to follow soon. New photos to follow. Come out and see all the quality features this exceptionally spacious colonial has for the next lucky buyer. New windows help maximize energy efficiency along with the secure gas fired back-up power generator. This will

    Agent Photo

    Juan Aranda

    CENTURY 21 New Millennium

    5817 Magnolia Cir, Saint Leonard, MD 20685
  • /106

    $896,000

    $104K PRICE DROP
    • 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
  • /34

    $425,000

    $25K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,288 Sq Ft

    2020 Woods Rd, Saint Leonard, MD 20685

    Beautifully refreshed and full of potential, this charming rambler on basement sits on approximately 1 private acre in the peaceful rural setting of St. Leonard. This property features no HOA, a fully unfinished basement with rough-in for an additional bathroom, and an impressive approximately 75’ x 40’ pole barn ideal for contractors, hobbyists, car enthusiasts, equipment storage, workshop

    Lesa Clark Redfin Corp

    2020 Woods Rd, Saint Leonard, MD 20685
  • /30

    $399,900

    $50K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,600 Sq Ft

    5860 Lilac Cir, Saint Leonard, MD 20685

    This private cedar cottage is situated on a quiet cul-de-sac within view of boats docked at Flag Harbor Yacht Haven. The cottage has two levels with bedrooms and bathrooms on both levels. The kitchen has an open floor plan to the dining area and living room. It has been completely painted inside as well as new luxury vinyl planking (LVP) in place. Use it as your primary residence or your weekend

    Michael McDermitt Long & Foster Real Estate, Inc.

    5860 Lilac Cir, Saint Leonard, MD 20685
  • /38

    $280,000

    $60K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,248 Sq Ft

    6070 Hill Rd, Saint Leonard, MD 20685

    This 3 Bedroom, 1.5 Bath 1975 Gibraltar Modular Home (as determined by the Calvert County Department of Planning and Zoning) has an oversized 1-car detached Garage, is on .26 acres and is located on a quiet street in Long Beach on the Bay (a Chesapeake Bay beach community). This well-cared-for home has been Seller's primary residence for 40 years. Home is on a fixed foundation, has a working

    Gail Siegel O'Brien Realty ERA Powered

    6070 Hill Rd, Saint Leonard, MD 20685
  • /24

    $280,000

    $10K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 889 Sq Ft

    1440 Plateau Rd, Saint Leonard, MD 20685

    Welcome home to this inviting rambler nestled in the Long Beach community of St. Leonard. Perfectly situated in a peaceful, established neighborhood, this 3-bedroom, 1-bath home offers comfortable living with modern convenience.Step inside to hardwood floors that flow throughout the main living areas. The living room is anchored by a cozy pellet stove, ideal for relaxing evenings or

    Toni Lowman O'Brien Realty ERA Powered

    1440 Plateau Rd, Saint Leonard, MD 20685
  • /53

    $450,000

    $150K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,379 Sq Ft

    1815 Highland Dr, Saint Leonard, MD 20685

    Dramatic price drop!!! 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.

    Samuel J Thomas Hyatt & Company Real Estate LLC

    1815 Highland Dr, Saint Leonard, MD 20685
  • /43

    $359,900

    $40K PRICE DROP
    • 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
  • /18

    $349,990

    • 3 Beds
    • 2 Baths
    • 1,292 Sq Ft

    5086 Matoaka Ln, Saint Leonard, MD 20685

    USDA Zero Down-payment Loan Available Three Bedroom/Two Full Bath One Level Home Is Move In Ready & Walkable To Calvert Beach Park Includes Community Pier + Access to Matoaka Beach Cabins! Includes a Spacious Lovely Flat Backyard + Detached Two Car Garage Providing Space For Vehicles or a Workshop to Enjoy Your Hobbies or Even For Extra Storage. Spend Your Weekends Fishing or Soaking in The Sun

    Linda Pelton Taylor Properties

    5086 Matoaka Ln, Saint Leonard, MD 20685
  • /2

    $10,000

    $15K PRICE DROP
    • Land
    • 4,791 Sq Ft
    • $90,909 per Acre

    6055 Poplar Rd, Saint Leonard, MD 20685

    Located in the desirable Long Beach community of Saint Leonard, 6055 Poplar offers a peaceful Chesapeake Bay–area lifestyle in Calvert County. The neighborhood is quiet and residential, known for its coastal charm, friendly community feel, and proximity to the water—ideal for a primary residence or weekend retreat. Just a short drive away are local restaurants, seafood spots, and everyday

    Kathiuska Ramirez Samson Properties

    6055 Poplar 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
  • /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
  • /13

    $910,000

    • 2 Beds
    • 1 Bath
    • 1,388 Sq Ft

    4870 Calvert Dr, Saint Leonard, MD 20685

    "DO NOT KNOCK ON DOOR" Tenant occupied Investment opportunity to purchase 2 homes and a lot, along with two commercial buildings. All five properties are being sold together at a discount. Also seller is willing to hold some financing. This listing is for the three residential units. The two commercial are listed together.

    Pattee McInerney Scott McInerney RE/MAX One

    4870 Calvert Dr, Saint Leonard, MD 20685
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