3,325

St Leonard, MD Homes

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  • /25

    $345,000

    • 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

    adrian abramson The Southside Group Real Estate

    5440 Bayview Ave, Saint Leonard, MD 20685
  • /39

    $420,000 Sold Jun 13, 2025

    • 2,028 Sq Ft
    • $207/SF
    • 5 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1992

    5012 Brandywine St, Saint Leonard, MD 20685

    Welcome to 5012 Brandywine Street, a stunning brick-front rambler tucked away in a peaceful Saint Leonard neighborhood just minutes from the Chesapeake Bay. This 3-bedroom, 2.5-bath home has been meticulously maintainted and lovingly cared for by its current owners, and it shows in every corner—from the upgraded fixtures and finishes to the thoughtful layout designed for everyday living and

    Robert Gauger EXP Realty, LLC

    5012 Brandywine St, Saint Leonard, MD 20685
    • /74

      Est $1,096,700 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,424 Sq Ft

      2315 Delight Ct, Saint Leonard, MD 20685

      2315 Delight Ct, Saint Leonard, MD 20685
  • /9

    $80,000

    • Land
    • 0.65 Acre
    • $123,077 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
  • /75

    $575,000 Sold Jun 11, 2025

    • 2,048 Sq Ft
    • $281/SF
    • 42 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2024

    1305 Eucalyptus Cir, Saint Leonard, MD 20685

    Stunning Home with Modern Design and Spacious Living! Discover this beautifully designed 4-bedroom, 2.5-bathroom home, newly built in 2023, offering the perfect blend of modern style, comfort, and functionality. Situated on a large .41-acre lot, this property boasts a fully fenced backyard, a spacious back deck, and plenty of outdoor space—ideal for entertaining, relaxing, or enjoying nature.Step

    Karen Reisdorf Berkshire Hathaway HomeServices PenFed Realty

    1305 Eucalyptus Cir, Saint Leonard, MD 20685
    • /40

      Est $464,537 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 1,508 Sq Ft

      10050 Herring Place, Saint Leonard, MD 20685

      10050 Herring Place, Saint Leonard, MD 20685
  • /7

    $99,900

    • Land
    • 1 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
  • /37

    $375,000 Sold Jun 09, 2025

    • 1,540 Sq Ft
    • $244/SF
    • 18 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1997

    4789 Calvert Dr, Saint Leonard, MD 20685

    1st buyers couldn't perform, now's your opportunity!!! This home is READY FOR YOU TO MOVE IN AND START PLANTING! This charming 3-bedroom, 2.5-bathroom home sits on a spacious lot with NO covenants and NO HOA bring your camper, boat, or work vehicles! The fully fenced backyard is an oasis featuring raised garden beds, mature kiwi, grapes, and persimmons, and a chicken coop under the back deck

    Tina Marie Biggs EXP Realty, LLC

    4789 Calvert Dr, Saint Leonard, MD 20685
    • /23

      Est $426,987 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,968 Sq Ft

      5828 Long Beach Dr, Saint Leonard, MD 20685

      5828 Long Beach Dr, Saint Leonard, MD 20685
  • /2

    $150,000

    • Land
    • 3.34 Acres
    • $44,910 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

    $850,000 Sold Jun 06, 2025

    • 2,304 Sq Ft
    • $369/SF
    • 0 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1984

    4836 Briscoe Rd, Saint Leonard, MD 20685

    ***Just Listed!*** Purchase this waterfront home and indulge in a year round getaway. Situated on the scenic Patuxent River, this property offers breathtaking views and sunsets from the rear deck, overlooking one of the river's most coveted locations. Enjoy fishing, crabbing and water sports from the private dock, just steps from your back door. This property boasts a recently professionally

    Barbara Higdon RE/MAX One

    4836 Briscoe Rd, Saint Leonard, MD 20685
    • /42

      Est $531,634 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 2,652 Sq Ft

      5745 Oakcrest Dr, Saint Leonard, MD 20685

      5745 Oakcrest Dr, Saint Leonard, MD 20685
  • /2

    $27,900

    • Land
    • 0.4 Acre
    • $69,750 per Acre

    5805 Eucalyptus Dr, Saint Leonard, MD 20685

    Building Lot in Long Beach! Community has water/beach access for a nominal fee. This lot was fully engineered and approved for a building permit years ago. Buyer could work with previous engineer to support their house plans. Bring your builder or work with ours! Call for additional details.

    Mark Frisco CENTURY 21 New Millennium

    5805 Eucalyptus Dr, Saint Leonard, MD 20685
  • /97

    $1,555,000 Sold Jun 03, 2025

    • 5,085 Sq Ft
    • $306/SF
    • 1 Day On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2019

    4950 Mackall Rd, Saint Leonard, MD 20685

    Welcome to your dream estate! Nestled on a picturesque 4.67-acre lot, this stunning property offers luxury living inside and out. Enjoy resort-style amenities with a 40-foot Gunite, heated, saltwater pool featuring waterfalls, a tanning ledge, a diving board and a built-in table and lounge — perfect for relaxing or entertaining. the newly added poolside pavilion provides shaded comfort! The

    Courtney Faucette RE/MAX One

    4950 Mackall Rd, Saint Leonard, MD 20685
    • /62

      Est $641,341 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,856 Sq Ft

      720 Wild Cherry Ln, Saint Leonard, MD 20685

      720 Wild Cherry Ln, Saint Leonard, MD 20685
  • /2

    $109,900

    • Land
    • 1 Acre
    • $109,900 per Acre

    1160 Calvert Beach Rd, Saint Leonard, MD 20685

    This is a really nice 1 acre wooded building site, very gentle front to back slope. Engineering for perc test is in the works. Lot is 110' wide and 396' deep so it should accommodate most floor plans.

    Carl Beatty RE/MAX Realty Group

    1160 Calvert Beach Rd, Saint Leonard, MD 20685
  • /26

    $233,000 Sold Jun 03, 2025

    • 640 Sq Ft
    • $364/SF
    • 3 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1962

    5425 Chesapeake Ave, Saint Leonard, MD 20685

    Looking to be right by the Chesapeake Bay? This adorable two bedroom rambler would make for a fabulous get away from the hustle and bustle of life. Less than an hour from Washington, D.C. Close to Solomons Island, Annapolis, Calvert Marine Museum, and Patuxent River Naval Air Station. An abundance of activities take place in this area. You will love the summer concerts, parks, and restaurants

    Barbara Click O'Brien Realty ERA Powered

    5425 Chesapeake Ave, Saint Leonard, MD 20685
    • /36

      Est $552,101 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,315 Sq Ft

      1605 Parran Rd, Saint Leonard, MD 20685

      1605 Parran Rd, Saint Leonard, MD 20685
  • /75

    $779,900 Pending

    • 4 Beds
    • 3 Baths
    • 2,520 Sq Ft

    2037 Indian Cir, Saint Leonard, MD 20685

    Rare Waterfront Opportunity with Built-In Equity on St. Leonard CreekWelcome to a truly exceptional find—this 4-bedroom, 3-bath, 2,520 sq ft waterfront home sits on 1.31 acres with a 3-car Garage! Recently appraised at $1.012 million in as-is condition, offering you a rare chance to own instant equity in one of Southern Maryland’s most desirable locations. Priced to invite your vision,

    Mark Frisco CENTURY 21 New Millennium

    2037 Indian Cir, Saint Leonard, MD 20685
  • /61

    $1,270,000 Sold May 30, 2025

    • 3,359 Sq Ft
    • $378/SF
    • 36 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1998

    5095 Williams Wharf Rd, Saint Leonard, MD 20685

    The Southern Maryland Dream Trifecta: Breathtaking Colonial with sweeping views of the Patuxent River, over 200’ of serene waterfront on Wells Cove, and turnkey horse facilities. Welcome to this breathtaking colonial home, perfectly positioned on nearly 10 acres of pristine land, offering unparalleled water views, access and absolute tranquility. This impressive property boasts 4 spacious

    Dorothy Bistransin Redfin Corp

    5095 Williams Wharf Rd, Saint Leonard, MD 20685
    • /4

      Est $387,025 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,042 Sq Ft

      220 Leonard Ct, Saint Leonard, MD 20685

      220 Leonard Ct, Saint Leonard, MD 20685
  • /34

    $779,900 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,080 Sq Ft

    4025 Turkey Foot Rd, Saint Leonard, MD 20685

    New Construction by Marrick Homes - Custom Pinehurst TO BE BUILT on 6 Wooded Acres . $ 10,000.00 in any combination of Closing Costs with the use of one of our Preferred Lenders and Affiliated Title Company. Built by Marrick Homes. Property is 6 Acres for a Walk-Out Basement with plenty of yard space. Price Includes: 4 Bedrooms, 3 1/2 Baths, 2-Car Side Load Garage, Quartz Kitchen

    Michael Parker RE/MAX One

    4025 Turkey Foot Rd, Saint Leonard, MD 20685
  • /56

    $490,000 Sold May 22, 2025

    • 2,116 Sq Ft
    • $232/SF
    • 29 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1992

    5878 Broomes Island Rd, Port Republic, MD 20676

    Welcome to 5878 Broomes Island Rd. This spacious tri-level home offers 4 bedrooms, 3 full baths and a versatile living space designed to fit your needs. Home is equipped with a Geothermal system for efficient heating and cooling ensuring year-round comfort and energy savings. The bright and airy living rooms features cathedral ceilings that extend to the upper level into the primary suite. The

    Linda A Williams CENTURY 21 New Millennium

    5878 Broomes Island Rd, Port Republic, MD 20676
    • /43

      Est $427,466 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,958 Sq Ft

      5781 Eucalyptus Dr, Saint Leonard, MD 20685

      5781 Eucalyptus Dr, Saint Leonard, MD 20685
  • /2

    $65,000 Pending

    • Land
    • 3 Acres
    • $21,667 per Acre

    6865 Marshall Rd, Saint Leonard, MD 20685

    This peaceful 3-acre lot offers the perfect blend of privacy, nature, and convenience. Surrounded by mature trees and a gently rolling landscape, the property features a partially cleared area ideal for building your dream home. Imagine waking up to the sounds of nature and winding down your day with golden hour sunsets. Build, invest, develop- beautiful lot for your dream custom home with

    Millissa Lee Samson Properties

    6865 Marshall Rd, Saint Leonard, MD 20685
  • /49

    $470,000 Sold May 21, 2025

    • 2,618 Sq Ft
    • $180/SF
    • 118 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1991

    5863 Magnolia Cir, Saint Leonard, MD 20685

    Welcome to your future haven in the heart of St. Leonard! This gorgeous 4-bedroom, 2.5-bathroom home is waiting for you to make it your own. From the moment you arrive, you’ll feel the warmth and potential this home has to offer.Picture yourself starting the day in the bright, updated kitchen, where granite countertops, sleek cabinetry, and stainless steel appliances—including a recently replaced

    Lindsey Burch Samson Properties

    5863 Magnolia Cir, Saint Leonard, MD 20685
    • /37

      Est $506,260 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,565 Sq Ft

      6094 Hill Rd, Saint Leonard, MD 20685

      6094 Hill Rd, Saint Leonard, MD 20685
  • /59

    $689,000 Under Contract

    • 5 Beds
    • 3.5 Baths
    • 5,061 Sq Ft

    1922 Constitution Dr, Saint Leonard, MD 20685

    Welcome to Old Glory – where space, comfort, and character come together to create the perfect place to call home.This brick colonial is more than 5,600 sq ft of thoughtfully designed living space, set on a quiet street in one of Saint Leonard’s most charming neighborhoods. From the paver walkway that greets you to the warm, inviting flow of the home, every detail says, “come on in and stay

    Randall Utz EXP Realty, LLC

    1922 Constitution Dr, Saint Leonard, MD 20685
  • /29

    $415,000 Sold May 16, 2025

    • 1,600 Sq Ft
    • $259/SF
    • 9 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1998

    7800 Marshall Rd, Saint Leonard, MD 20685

    If you are looking for privacy you have found it! This beautiful home is tucked back on a private lot and has plenty of space for the whole family! 3 spacious bedrooms and a large eat-in kitchen. The basement offers endless possibilities, making it the perfect space to create your dream entertainment area or home office. Enjoy the beauty of nature from your deck perfect for those summer

    Adam Boerckel RE/MAX One

    7800 Marshall Rd, Saint Leonard, MD 20685
    • /57

      Est $364,235 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,674 Sq Ft

      6015 Fir Rd, Saint Leonard, MD 20685

      6015 Fir Rd, Saint Leonard, MD 20685
  • /28

    $330,000 Under Contract

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    5008 Elliott St, Saint Leonard, MD 20685

    Discover the charm of this beautifully maintained ranch-style home, nestled in a serene cul-de-sac, offering a perfect blend of comfort and nature. With thoughtfully designed space, this home features three inviting bedrooms and a full bathroom equipped with a tub shower, ideal for relaxation. The traditional floor plan enhances the flow of the living and dining areas, adorned with elegant chair

    Michael Williams RE/MAX One

    5008 Elliott St, 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
    • /44

      Est $539,202 Not Listed For Sale

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

      5011 Brandywine St, Saint Leonard, MD 20685

      5011 Brandywine St, Saint Leonard, MD 20685
  • /72

    $950,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,992 Sq Ft

    4816 Briscoe Rd, Saint Leonard, MD 20685

    AMAZING WATERFRONT! This Coastal Beach House is ready for it's next owner! Situated next to one of Calvert county's most beautiful farms- You'll enjoy breathtaking sunsets, a sandy beach and incredible views!!! Fully updated and move-in-ready! Recent updates/upgrades include: Entire exterior re-sided (March 2025) with Hardie board siding, new gutters, New decks and exterior trim-all maintenance

    Barbara Higdon RE/MAX One

    4816 Briscoe Rd, 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
    • /53

      Est $454,475 Not Listed For Sale

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

      2022 Nostalgia Dr, Saint Leonard, MD 20685

      2022 Nostalgia Dr, Saint Leonard, MD 20685
  • /40

    $395,000 Under Contract

    • 4 Beds
    • 3 Baths
    • 2,160 Sq Ft

    5364 Forest Trail, Saint Leonard, MD 20685

    This spacious 4-bedroom, 3-bathroom house offers plenty of room to live and grow. The kitchen is functional and stylish, featuring stainless steel appliances, granite countertops, and an eat-in bar, with enough space for your dining table.Upstairs, you’ll find three bedrooms and two full bathrooms, all freshly painted and well maintained. The walk-out lower level includes a fourth

    Randall Utz EXP Realty, LLC

    5364 Forest Trail, 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
    • /40

      Est $415,260 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,216 Sq Ft

      5780 Eucalyptus Dr, Saint Leonard, MD 20685

      5780 Eucalyptus Dr, Saint Leonard, MD 20685
  • /31

    $290,000 Under Contract

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

    1430 Plateau Rd, Saint Leonard, MD 20685

    Welcome to 1430 Plateau Road, a charming 3-bedroom, 2-bathroom rambler located just blocks from the Chesapeake Bay in the desirable beach-access community of Saint Leonard. This home has seen several key updates over the past two years—including a new roof (2024), renovated primary bedroom & bathroom, upgraded kitchen with added storage, LVP flooring, recessed lighting, new HVAC, and a pellet

    Lauren McMullen Next Step Realty

    1430 Plateau Rd, Saint Leonard, MD 20685

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