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Homes for Sale in 20685

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  • /47

    $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, so come out and see all the quality features this wonderful 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 ensure you never loose power. This

    Agent Photo

    Juan Aranda

    CENTURY 21 New Millennium

    5817 Magnolia Cir, 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
  • /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
  • /106

    $1,000,000

    • 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
  • /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
  • /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
  • /38

    $280,000

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

    6070 Hill Rd, Saint Leonard, MD 20685

    CALLING ALL CASH BUYERS, INVESTORS AND BUILDERS! This 3 Bedroom, 1.5 Bath 1975 Gibraltar manufactured home with an oversized 1-car detached Garage on .26 acres is located on a quiet street in Long Beach on the Bay (a Chesapeake Bay beach community). Although this well-cared-for home has been Seller's primary residence for 40 years, tradition government-backed financing is not an option since it

    Gail Siegel O'Brien Realty ERA Powered

    6070 Hill Rd, 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
  • /2

    $25,000

    • Land
    • 4,791 Sq Ft
    • $227,273 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
  • /41

    $509,900

    • 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
  • /24

    $290,000

    • 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
  • /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
  • /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
  • /25

    $369,900

    • 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
  • /49

    $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
  • /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
  • /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
  • /9

    $70,000

    • Land
    • 28,314 Sq Ft
    • $107,692 per Acre

    5859 Long Beach Dr, Saint Leonard, MD 20685

    Seize the chance to own a piece of paradise with this stunning .65-acre wooded lot one mile from Flag Harbor Marina on the Chesapeake, an oasis of tranquility. Bring your own builder to build your dream home in this sub division. For example the neighboring lot at 5853 is similar in size and supports a a 2300 SQFT home. The property supports a water hook up costing approximately $5500 as well as

    Christina Elliott The KW Collective

    5859 Long Beach 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

    $409,900

    $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,338 Sq Ft

    1543 Avenue B, Saint Leonard, MD 20685

    **MAJOR PRICE REDUCTION — NOW OFFERED AT $409,000.** This move-in-ready Calvert Estates home is priced well below its recent appraised value for a fast sale, creating one of the strongest values currently available in St. Leonard. Qualified buyers may also be eligible for 100% financing through FHA, USDA or VA loan programs. Calvert Estates offers access to two neighborhood beaches, including one

    Brian Mayer Real Broker, LLC

    1543 Avenue B, Saint Leonard, MD 20685
  • /6

    $633,900

    New Construction
    • 4 Beds
    • 2.5 Baths

    5859 Long Beach Dr, Saint Leonard, MD 20685

    TO BE BUILT NEW CONSTRUCTION. Beautiful lot Co- Marketed with Caruso Homes. This Model is the -----DEERFIELD--- The Deerfield is a four-bedroom floor plan with the option to add an In-Law suite downstairs. Enjoy gathering with family and friends in this open concept home which features a large great room that flows right into the kitchen. A 9-foot island and plenty of counter space will please

    Christina Elliott The KW Collective

    5859 Long Beach Dr, 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
  • /28

    $299,900

    • 5 Beds
    • 4 Baths
    • 3,788 Sq Ft

    5705 Oakcrest Dr, Saint Leonard, MD 20685

    BEACH COMMUNITY INVESTMENT PROPERTY. Discover the unbeatable Long Beach location and extraordinary upside potential with this St. Leonard property located at 5705 Oakcrest Drive. This home has Over 4,000 SF total space, with 3788 SF finished space!! The property is located in a highly desirable, water-focused community with easy access to nearby beach and Flag Harbor marina within walking

    Chris McNelis Berkshire Hathaway HomeServices PenFed Realty

    5705 Oakcrest Dr, 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
  • /52

    $650,000

    $145K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,345 Sq Ft

    4200 Henry Ct, Saint Leonard, MD 20685

    *****BACK ON THE MARKET **** Youre second chance is here. Don't miss your opportunity to make this exceptional home yours before it's gone again. ||||||||||||||||||Some homes make you pause at the door. This is one of them. || Set on 5+ wooded acres in Saint Leonard, 4200 Henry Court offers privacy, presence, and over 6,000 sq ft of beautifully updated living space. Renovated in late 2025,

    Shayla Gaskins Long & Foster Real Estate, Inc.

    4200 Henry 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
  • /2

    $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
  • /21

    $330,000

    Coming Soon
    • 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
  • /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
  • /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
  • /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
  • /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
  • /69

    $739,900

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

    7421 Stone Ct, Saint Leonard, MD 20685

    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 uncompromising quality with no original detail overlooked. With 4 bedrooms and 2.5 baths, situated on a corner lot with 3.5 acres, this

    Conor Stueckler Keller Williams Flagship

    7421 Stone Ct, Saint Leonard, MD 20685
  • /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
  • /2

    $434,900

    Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 2,030 Sq Ft

    5760 Eucalyptus Dr, Saint Leonard, MD 20685

    Nestled in the charming Long Beach Heights community, this delightful split foyer home offers a perfect blend of comfort and functionality. This residence boasts a spacious layout with three inviting bedrooms and two and a half bathrooms, making it an ideal retreat for those seeking a warm and welcoming atmosphere. The heart of the home is the country-style kitchen, complete with modern

    Dawn Cox CENTURY 21 New Millennium

    5760 Eucalyptus Dr, 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
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