3,331

St Leonard, MD Homes

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  • /32

    $540,000 Pending

    • 3 Beds
    • 3.5 Baths
    • 3,012 Sq Ft

    5210 Knights Bridge Ct, Saint Leonard, MD 20685

    ASSUNABLE LOAN AVAILABLE 3.25% FHA LOAN 25 YEARS REMAIN $330,000. Welcome to Your Dream Home on a Peaceful Cul-de-Sac!Nestled on a quiet lot that backs to serene woods, this stunning brick-front, 3-level Colonial offers the perfect blend of elegance, comfort, and functionality. From the moment you step inside, you’ll feel the warmth and charm of this beautifully maintained home.Enjoy mornings in

    Ross Simone RE/MAX Realty Group

    5210 Knights Bridge Ct, Saint Leonard, MD 20685
  • /27

    $315,000 Sold May 09, 2025

    • 1,450 Sq Ft
    • $217/SF
    • 3 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1955

    5505 Chesapeake Ave, Saint Leonard, MD 20685

    Welcome Home to 5505 Chesapeake Ave ,Located in Calvert Beach Estates. This delightful 3-bedroom, 1-bathroom home, situated in a picturesque waterfront community that masterfully combines comfort with style. Enjoy summer activities like swimming, fishing, and kayaking, with just a short walk to a stunning beach—perfect for family fun or a relaxing retreat.This well-maintained property features an

    Justin Kennedy Samson Properties

    5505 Chesapeake Ave, Saint Leonard, MD 20685
    • /33

      Est $471,645 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,990 Sq Ft

      5757 Eucalyptus Dr, Saint Leonard, MD 20685

      5757 Eucalyptus Dr, Saint Leonard, MD 20685
  • /73

    $549,900 Under Contract

    • 5 Beds
    • 3.5 Baths
    • 3,476 Sq Ft

    5552 Cherry St, Saint Leonard, MD 20685

    Welcome to 5552 Cherry St – Space, Style & Comfort in St. LeonardThis beautifully updated 5-bedroom, 3.5-bath colonial is tucked away in a peaceful St. Leonard neighborhood, offering space, comfort, and convenience close to the Chesapeake Bay. This home overs 3,400 square feet of thoughtfully designed living space, ideal for everyday living and memorable gatherings. From the moment you arrive,

    Randall Utz EXP Realty, LLC

    5552 Cherry St, Saint Leonard, MD 20685
  • /54

    $702,000 Sold May 05, 2025

    • 5,109 Sq Ft
    • $137/SF
    • 2 Days On Market
    • 6 Beds
    • 4 Baths
    • Built 2007

    468 Toms Ln, Saint Leonard, MD 20685

    Welcome to 468 Toms Lane, a beautifully renovated gem nestled in St. Leonard, MD. This immaculate home showcases numerous recent updates, blending style, comfort, and modern conveniences. Step inside and immediately notice the stunning new luxury vinyl tile flooring flowing seamlessly throughout the entire house, complemented by freshly painted walls and sophisticated crown moldings in every

    Dawn Riley RE/MAX One

    468 Toms Ln, Saint Leonard, MD 20685
    • /71

      Est $512,341 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,664 Sq Ft

      5400 Cove View Dr, Saint Leonard, MD 20685

      5400 Cove View Dr, Saint Leonard, MD 20685
  • /45

    $570,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 3,120 Sq Ft

    1030 Kings Creek Dr, Saint Leonard, MD 20685

    Open House this Friday May 2, 2025 from 5pm-7pm! Stunning 4-Bedroom Colonial in Highly Sought-After Neighborhood of Kings Creek!Welcome to this beautifully maintained 4-bedroom, 3.5-bathroom colonial nestled in Kings Creek Estates. Sitting on over half an acre of level land, this home offers the perfect blend of modern updates and timeless charm. With a new roof (2022), new water heater and HVAC

    Jaclyn Fowler EXP Realty, LLC

    1030 Kings Creek Dr, Saint Leonard, MD 20685
  • /74

    $725,000 Sold May 05, 2025

    • 5,255 Sq Ft
    • $138/SF
    • 123 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2000

    441 Windmill Dr, Saint Leonard, MD 20685

    If you’ve been dreaming of a new home with room to breathe both inside and outside, well you’ve just found the one! Recently remodeled kitchen and bathrooms offer the perfect updates inside this stately, light-filled colonial. Whether your entertaining, the kids need room to play, or the pups get the zoomies you’ll have plenty of space on this well-established one and a quarter acre level lot

    Melinda Brown EXP Realty, LLC

    441 Windmill Dr, Saint Leonard, MD 20685
    • /25

      Est $343,426 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,778 Sq Ft

      2034 Yew Ct, Saint Leonard, MD 20685

      2034 Yew Ct, Saint Leonard, MD 20685
  • /41

    $535,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 2,569 Sq Ft

    1451 Apple Ct, Saint Leonard, MD 20685

    Kaitlyn Boas Infinitas Realty Group

    1451 Apple Ct, Saint Leonard, MD 20685
  • /63

    $700,000 Sold May 02, 2025

    • 3,106 Sq Ft
    • $225/SF
    • 3 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1990

    6720 Dawkins Ct, Saint Leonard, MD 20685

    Welcome home to this meticulously cared-for sprawling contemporary on a 5-acre secluded, beautifully landscaped lot. This home boasts approximately 3,400 sq. ft. across the main two levels, with a full, unfinished basement waiting for you to make it your own. Enjoy cozy evenings by the double-sided fireplace or marvel at the soaring vaulted ceilings in the family room. The gourmet kitchen

    Cynthia Crispell CENTURY 21 New Millennium

    6720 Dawkins Ct, Saint Leonard, MD 20685
    • /60

      Est $450,687 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 1,920 Sq Ft

      6015 Bandit al Ln, Saint Leonard, MD 20685

      6015 Bandit al Ln, Saint Leonard, MD 20685
  • /87

    $1,248,000

    • 5 Beds
    • 4 Baths
    • 4,128 Sq Ft

    3000 and 3050 Ross Rd, Saint Leonard, MD 20685

    30 private acres, custom built 5 bedroom home, 5 stall barn with three paddocks, round pen and 2 fenced pastures perfectly located in mid Calvert County. Fulfill you dreams.. Life the way you always dreamed it would be!! Board fencing, open fields, woods, quiet solitude with a fabulous home!Freshly painted interior and new carpet make this home ready for the new owners to love as the

    Sally Showalter RE/MAX One

    3000 and 3050 Ross Rd, Saint Leonard, MD 20685
  • /39

    $412,000 Sold May 02, 2025

    • 1,890 Sq Ft
    • $218/SF
    • 7 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1969

    6056 Fir Rd, Saint Leonard, MD 20685

    Convenient access to a multitude of employment opportunities whether at cove point, Pax River, or Andrews, DC etc. Rural living within a water access community and a stellar home awaiting you to come home to everyday! This split level boasts a wide foyer that sets the tone for the rest of the space. As you enter, you're greeted by a spacious foyer that stretches upward and inward, giving a sense

    Connie Gunn CENTURY 21 New Millennium

    6056 Fir Rd, Saint Leonard, MD 20685
    • /26

      Est $351,506 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,392 Sq Ft

      1246 Flag Harbor Blvd, Saint Leonard, MD 20685

      1246 Flag Harbor Blvd, Saint Leonard, MD 20685
  • /25

    $415,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 2,238 Sq Ft

    1326 Balsam St, Saint Leonard, MD 20685

    This beautifully updated 3BR, 2BA split foyer home offers approximately 2,238 sq ft of stylish and functional living space in the desirable Long Beach community. The upper level features an open-concept living area with durable luxury vinyl plank (LVP) flooring throughout, stylish barn doors, and access to a serene screened-in porch, perfect for relaxing or entertaining. The spacious primary

    Brittany Pritchett RLAH @properties

    1326 Balsam St, Saint Leonard, MD 20685
  • /40

    $329,000 Sold Apr 30, 2025

    • 960 Sq Ft
    • $343/SF
    • 9 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1982

    1569 Calvert Beach Rd, Saint Leonard, MD 20685

    Charming & Quaint Chesapeake Bay Retreat with Beach Access – Ideal Investment or Full-Time Living Discover the perfect combination of coastal charm and investment potential with this proven vacation rental on the Chesapeake Bay. Whether you're seeking a turnkey Airbnb/VRBO opportunity or a tranquil full-time residence, this home is ready for you. Features & Highlights: Short-Term Rental – Ready.

    Tina Marie Biggs EXP Realty, LLC

    1569 Calvert Beach Rd, Saint Leonard, MD 20685
    • /6

      Est $315,687 Not Listed For Sale

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

      1430 Plateau Rd, Saint Leonard, MD 20685

      1430 Plateau Rd, Saint Leonard, MD 20685
  • /28

    $459,900

    • 4 Beds
    • 3 Baths
    • 2,362 Sq Ft

    5311 Cove View Dr, Saint Leonard, MD 20685

    Step into comfort and style with this fully renovated four-bedroom, three-bathroom home, offering over 2,300 square feet of updated living space. From top to bottom, this house has been refreshed with brand-new siding, windows, roofing, and a spacious deck perfect for relaxing or hosting weekend gatherings.Inside, you'll find a modern kitchen outfitted with sleek new appliances, perfect for

    Andy Schweigman Douglas Realty, LLC

    5311 Cove View Dr, Saint Leonard, MD 20685
  • /23

    $310,000 Sold Apr 22, 2025

    • 1,104 Sq Ft
    • $281/SF
    • 17 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1975

    5461 Bayview Ave, Saint Leonard, MD 20685

    Welcome to this charming 3-bedroom, 1-bathroom home located in the water access community of Calvert Beach. As you step inside, you’re welcomed by a cozy living room with a large picture window that lets soft, natural light pour in. The kitchen flows seamlessly into the dining room, making it the perfect space for hosting gatherings. With plenty of counter space and ample cabinet storage in both

    Delaney Burgess RE/MAX United Real Estate

    5461 Bayview Ave, Saint Leonard, MD 20685
    • /32

      Est $324,662 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 960 Sq Ft

      6740 Aralia Ave, Saint Leonard, MD 20685

      6740 Aralia Ave, Saint Leonard, MD 20685
  • /51

    $335,000

    • 2 Beds
    • 2 Baths
    • 1,132 Sq Ft

    1675 Highland Terrace, Saint Leonard, MD 20685

    PENDING RELEASE. Welcome to this charming, cozy, and well-maintained 2-bedroom, 2-bathroom residence located in the picturesque water-oriented community of Calvert Beach. This inviting home features a sunken family room with vaulted ceilings, a wood-burning fireplace, and large windows that allow for abundant natural light. The spacious owner's suite opens to a deck, providing a relaxing outdoor

    Natasha Gordon Opulence Realty Solutions LLC

    1675 Highland Terrace, Saint Leonard, MD 20685
  • /38

    $600,000 Sold Apr 11, 2025

    • 1,366 Sq Ft
    • $439/SF
    • 6 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1950

    5326 Williams Wharf Rd, Saint Leonard, MD 20685

    GET READY FOR SUMMER! Newly renovated waterfront cottage in Barnard's Point is move-in ready and available now. This charming waterfront cottage has a breathtaking Patuxent River vista with vibrant sunsets. Enjoy the private pier where you can experience incredible fishing, crabbing, boating, kayaking and SUP fun!! Boat to Solomons Island for dinner, experience the Chesapeake lifestyle. The

    Chris McNelis Berkshire Hathaway HomeServices PenFed Realty

    5326 Williams Wharf Rd, Saint Leonard, MD 20685
    • /38

      Est $466,717 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,304 Sq Ft

      6017 Locust Rd, Saint Leonard, MD 20685

      6017 Locust Rd, Saint Leonard, MD 20685
  • /23

    $389,000

    • 3 Beds
    • 3 Baths
    • 1,696 Sq Ft

    5838 Calvert Blvd, Saint Leonard, MD 20685

    Move right in to this spacious refreshed home located in the Chesapeake Bay water front community with beach access known as Calvert Beach. Inside you will find a traditional floor plan, main level family room with wood burning brick fireplace, a kitchen open to the dining area and slider leading to back deck overlooking level yard. Three bedrooms including primary bedroom with private

    Becky King Home Towne Real Estate

    5838 Calvert Blvd, Saint Leonard, MD 20685
  • /45

    $425,000 Sold Mar 28, 2025

    • 2,279 Sq Ft
    • $186/SF
    • 122 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1989

    5822 Long Beach Dr, Saint Leonard, MD 20685

    Welcome to this adorable 4-bedroom, 3-bath starter home nestled in the highly sought-after Saint Leonard community of Long Beach! This home offers water access and boasts charming features, making it the perfect place to call home. Living in Saint Leonard means you’re part of a vibrant yet peaceful neighborhood where water and nature are at the heart of daily life. Step inside and be greeted by

    Delaney Burgess RE/MAX United Real Estate

    5822 Long Beach Dr, Saint Leonard, MD 20685
    • /77

      Est $1,109,038 Not Listed For Sale

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

      7737 Patuxent Dr, Saint Leonard, MD 20685

      7737 Patuxent Dr, Saint Leonard, MD 20685
  • /63

    $1,580,000

    • 6 Beds
    • 3.5 Baths
    • 4,944 Sq Ft

    5100 Williams Wharf Rd, Saint Leonard, MD 20685

    Come and see this beautifully renovated property! As you step inside, you're welcomed by a stunning, updated kitchen featuring modern cabinets and newer appliances. Enjoy the seamless flow into the open-concept living and dining areas—perfect for entertaining or relaxing. Step outside onto the spacious deck and take in the serene backyard, ideal for outdoor gatherings. Upstairs, you'll find three

    Douglas Reyes Smart Realty, LLC

    5100 Williams Wharf Rd, Saint Leonard, MD 20685
  • /52

    $1,570,000 Sold Mar 28, 2025

    • 2,677 Sq Ft
    • $586/SF
    • 199 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1920

    2455 Garrity Rd, Saint Leonard, MD 20685

    Welcome to Little Cove Farm, a premier, modern equestrian center on nearly 50 acres in Calvert County. This peaceful retreat, with its 1,000 feet of scenic waterfront along St. Leonard Creek, offers deep water at the private pier, accommodating larger boats and sailboats. The dock is complete with a boat and jet ski lift, fresh water, electricity, and lights, making it perfect for water

    Danny Martin Keller Williams Flagship

    2455 Garrity Rd, Saint Leonard, MD 20685
    • /47

      Est $393,621 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,633 Sq Ft

      2027 Nostalgia Dr, Saint Leonard, MD 20685

      2027 Nostalgia Dr, Saint Leonard, MD 20685
  • /70

    $1,675,000

    • 4 Beds
    • 5 Baths
    • 3,568 Sq Ft

    4710 Williams Wharf Rd, Saint Leonard, MD 20685

    Turn Key dog boarding facility (24 runs) on property! Five horse paddocks with two run-in sheds and small barn. 21 acres with fields, woods, large pond with beautiful stone waterfall. New roof, gutters, shutters: Spring 2022 New hardwood flooring 2nd floor and one staircase Fall 2022 New HVAC unit and furnace, 2022; 2nd HVAC unit replaced 2021 Kennel HVAC unit replaced 2020 New 75 gal hot water

    Ralph Harvey ListWithFreedom.com

    4710 Williams Wharf Rd, Saint Leonard, MD 20685
  • /58

    $739,000 Sold Feb 28, 2025

    • 4,220 Sq Ft
    • $175/SF
    • 4 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2001

    390 Madeline Dr, Saint Leonard, MD 20685

    Lovingly maintained and thoughtfully designed, 390 Madeline Drive offers a bright and inviting atmosphere with spacious living areas and beautiful details throughout. Main-level living is made easy with soaring 10-foot ceilings in the main living spaces, while tray ceilings add an elegant touch to the dining room and owner’s suite. Expansive nearly floor-to-ceiling windows fill the home with

    Delaney Burgess RE/MAX United Real Estate

    390 Madeline Dr, Saint Leonard, MD 20685
    • /48

      Est $523,647 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,432 Sq Ft

      5419 Douglas St, Saint Leonard, MD 20685

      5419 Douglas St, Saint Leonard, MD 20685
  • /25

    $350,000 Open Sat 10AM - 12PM

    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft

    5440 Bayview Ave, Saint Leonard, MD 20685

    Charming Home in Calvert Beach EstatesWelcome to 5440 Bayview Ave, a 3-bedroom, 1-bath home on a corner lot in the peaceful Calvert Beach Estates. This bright, move-in-ready gem is filled with natural light and set amidst beautifully landscaped gardens. Outside, enjoy a spacious deck, cozy fire pit area, and pergola, perfect for entertaining or relaxing. The side yard is ready for evenings by the

    adrian abramson The Southside Group Real Estate

    5440 Bayview Ave, Saint Leonard, MD 20685
  • /31

    $320,000 Sold Feb 21, 2025

    • 2,236 Sq Ft
    • $143/SF
    • 47 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1965

    1336 Balsam St, Saint Leonard, MD 20685

    JUST REDUCED! Welcome to 1336 Balsam Ct., a large rambler ready for its next owner. This property is only 2 bedrooms and 1.5 bathrooms but has rooms with closets downstairs that were used as bedrooms and a shower still in the box ready to be installed to make the half bathroom downstairs back into a full bathroom. This property has a rare feature in the area, being one of the only properties on

    Tyler Mattingly Coldwell Banker Jay Lilly Real Estate

    1336 Balsam St, Saint Leonard, MD 20685
    • /65

      Est $650,258 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,718 Sq Ft

      205 Sandhill Ct, Saint Leonard, MD 20685

      205 Sandhill Ct, Saint Leonard, MD 20685
  • /6

    $90,000

    • Land
    • 0.65 Acre
    • $138,462 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, an oasis of tranquility just a short drive from the breathtaking waterfront of the Chesapeake bay, and to Flag Harbor Marina. 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

    Cory Flere The KW Collective

    5859 Long Beach Dr, Saint Leonard, MD 20685
  • /32

    $505,000 Sold Jan 31, 2025

    • 2,272 Sq Ft
    • $222/SF
    • 5 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2015

    195 Fountain Ln, Saint Leonard, MD 20685

    Don"t miss out on this "like new" Single level Home conveniently located in Mid Calvert. You and your guests will love the convenience of being close to two great Parks, Calvert Cliff on the Chesapeake Bay and Jefferson Patterson Park on the Patuxent River. Convenient to Medical facilities, shopping, legal offices and Court House in Prince Frederick and in St Marys. The home is

    Freda Lusby Discount Realty Services of Southern Maryland, LLC

    195 Fountain Ln, Saint Leonard, MD 20685
    • /21

      Est $377,058 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 992 Sq Ft

      4150 Williams Wharf Rd, Saint Leonard, MD 20685

      4150 Williams Wharf Rd, Saint Leonard, MD 20685
  • /7

    $99,900

    • Land
    • 1.00 Acre
    • $99,900 per Acre

    4035 Saint Leonard Rd, Saint Leonard, MD 20685

    One acre wooded and private building site in Saint Leonard. Fronts St Leonard Rd, MD Rt #765 for easy access.Perc test updated through Feb. 13 2026 Plat available. No HOA's , covenants or restrictions. Old home at front of property is overgrown and in dangerous condition. Do Not Attempt to Enter it. It is outside of current BRLs. Building site is 60' back on lot.

    Carl Beatty RE/MAX Realty Group

    4035 Saint Leonard Rd, Saint Leonard, MD 20685

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