3,330

St Leonard, MD Homes

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  • /72

    $399,900

    • 3 Beds
    • 2 Baths
    • 2,496 Sq Ft

    6065 Poplar Rd, Saint Leonard, MD 20685

    Price Reduced !!! 3 bedroom 2 bath home is 2400+ square feet and located on a quiet street near the water in Long Beach. The cottage style exterior and interior with stone and wood burning fireplace will have you dreaming of a simpler life. The large multi-leveled deck will be perfect for entertaining. The screened porch is perfect for morning coffee or evening cocktails. The upper level with new

    Taiwo Shodiya

    Vylla Home

    (410) 835-7559

    6065 Poplar Rd, Saint Leonard, MD 20685
  • /49

    $1,800 per month

    • 2 Beds
    • 1 Bath
    • 904 Sq Ft
    • House for Rent

    6591 Long Beach Dr, Saint Leonard, MD 20685

    Welcome to your charming beach cottage retreat in Calvert County! Currently available for short-term leasing, 6 months - with potential to extend! This cozy 2-bedroom, 1-bath home is full of character and just a few STEPS from the Chesapeake Bay... a true slice of paradise! Offered furnished or unfurnished, it features a spacious primary bedroom with vaulted ceilings, a full kitchen, comfortable

    Cheryl Bare CENTURY 21 New Millennium

    6591 Long Beach Dr, Saint Leonard, MD 20685
  • /93

    $730,000 Sold Jun 13, 2025

    • 4,461 Sq Ft
    • $164/SF
    • 15 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2000

    580 Windmill Dr, Saint Leonard, MD 20685

    Tucked away on a quiet cul-de-sac with no HOA drama, this Parrans Grant stunner is giving main character energy. From the curb, she’s all “wow,” thanks to a manicured lawn and that undeniable Southern Maryland charm. Step out back and boom—backyard goals. Heated in-ground pool with a tanning ledge, trek decking for days, and vibes that peak in the spring.Inside? It’s already flexing. The kitchen

    Danielle Sloan JPAR Real Estate Professionals

    580 Windmill Dr, Saint Leonard, MD 20685
    • /43

      Est $389,940 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,776 Sq Ft

      1228 Fern Cir, Calvert Beach-Long Beach, MD 20685

      1228 Fern Cir, Calvert Beach-Long Beach, MD 20685
  • /120

    $1,599,900 Pending

    • 4 Beds
    • 3.5 Baths
    • 4,956 Sq Ft

    2031 Indian Cir, Saint Leonard, MD 20685

    THE FULL PACKAGE!! Offering everything you've ever wanted and more! Welcome to a water lover’s dream—a private retreat situated on 2.16 acres along the serene St. Leonard Creek. This 5000sqft 4-bedroom, 4.5-bath home features an in-ground saltwater pool, a show-stopping pool house, and a 185’ private pier—ideal for those who crave the waterfront lifestyle.Boaters will love the 60’ x 20’ slip with

    Mark Frisco CENTURY 21 New Millennium

    2031 Indian Cir, Saint Leonard, MD 20685
  • /11

    $1,400 per month

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft
    • Condo for Rent

    5115 Irving St Unit 2, Saint Leonard, MD 20685

    Available for immediate occupancy! This 1-bedroom, 1-bathroom apartment in Saint Leonard, MD, is ready for its next tenant. The apartment has been well-maintained. Its open concept and sensible size make it the perfect starter home. The apartment is attached to a single-family home that is occupied by tenants. 2 available parking spots, a private shed designated for use by the tenants of the

    Mark Frisco CENTURY 21 New Millennium

    5115 Irving St Unit 2, 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
    • /9

      Est $184,969 Not Listed For Sale

      6325 St Leonard Rd, Saint Leonard, MD 20685

      6325 St Leonard Rd, Saint Leonard, MD 20685
  • /38

    $245,000 Under Contract

    • 3 Beds
    • 1.5 Baths
    • 1,009 Sq Ft

    6215 Long Beach Dr, Saint Leonard, MD 20685

    Back and BETTER than ever! All new sub-floor and flooring installed. Just in time for warmer weather. Features include, 3 bedrooms, 2 bathrooms with garage. Kitchen with granite countertops and updated bathrooms. Roof and water tank replaced in 2021. Wide driveway for front parking, walking distance to the Chesapeake bay water and community marina. Enjoy taking your kayak, boat, or jet ski out on

    Farrah Fuchs Redfin Corp

    6215 Long Beach Dr, Saint Leonard, MD 20685
  • /24

    $2,000 per month

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Townhouse for Rent

    2725 Vivians Way Unit IN-LAW SUITE, Saint Leonard, MD 20685

    Available immediately, this private 2 bedroom, 1 bathroom in-law suite is located at 2725 Vivians Way in Saint Leonard, MD. Situated on a peaceful 1.6-acre lot, this rental offers complete privacy and independence, separate from the main house on the property. The home features a spacious living room, fully equipped kitchen with refrigerator, stove, dishwasher, and microwave, a laundry area with

    Martha Griggs Keller Williams Preferred Properties

    2725 Vivians Way Unit IN-LAW SUITE, 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
    • /21

      Est $647,244 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths

      1860 Shoal Ct, Saint Leonard, MD 20685

      1860 Shoal Ct, Saint Leonard, MD 20685
  • /58

    $649,000 Open Sat 1PM - 4PM

    • 6 Beds
    • 3 Baths
    • 4,671 Sq Ft

    1915 Matapeake Ct, Saint Leonard, MD 20685

    Discover tranquility and comfortable luxury at 1915 Matapeake Ct. A stunning residence nestled in the serene setting of Saint Leonard, MD. Situated on 3.19 acres, this home has privacy and the warmth of a small friendly neighborhood. There's room for everyone w/over 5,000 total sf, 6 Bedrooms and 3 Full Baths. 4 of those bedrooms including the Primary Suite w/luxury bath and dual closets are

    Brenda Wolfe Home Towne Real Estate

    1915 Matapeake Ct, Saint Leonard, MD 20685
  • /41

    $2,650 per month

    • 3 Beds
    • 3 Baths
    • 1,926 Sq Ft
    • House for Rent

    1620 Avenue C, Saint Leonard, MD 20685

    This lovely home located in Calvert Beach offers an open floor plan, vaulted ceilings, bay views, unique barn doors and a combination of modern and rustic charm.

    James Watts Burke Property Management Incorporated

    1620 Avenue C, 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
    • /28

      Est $474,061 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,020 Sq Ft

      4465 Lancaster Dr, Saint Leonard, MD 20685

      4465 Lancaster Dr, Saint Leonard, MD 20685
  • /76

    $799,900 Open Sat 11AM - 1PM

    • 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, this is a

    Mark Frisco CENTURY 21 New Millennium

    2037 Indian Cir, 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
    • /5

      Est $378,570 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,092 Sq Ft

      2117 Herring Way, Saint Leonard, MD 20685

      2117 Herring Way, Saint Leonard, MD 20685
  • /44

    $574,957

    • 4 Beds
    • 3 Baths
    • 3,148 Sq Ft

    1495 Elm Rd, Saint Leonard, MD 20685

    This stunning updated contemporary home features three fully finished levels and a thoughtfully designed layout. Boasting 4 spacious bedrooms, 3 full bathrooms, and a versatile loft. Set on a .39-acre lot, this property also includes the adjacent .49-acre parcel at 6390 Long Beach Drive—ideal for added privacy, a natural buffer, or exciting future development opportunities.Interior Features:*

    Mike Mason Long & Foster Real Estate, Inc.

    1495 Elm Rd, 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
    • /25

      Est $330,959 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 960 Sq Ft

      1170 Calvert Beach Rd, Saint Leonard, MD 20685

      1170 Calvert Beach Rd, Saint Leonard, MD 20685
  • /59

    $595,000

    • 3 Beds
    • 2.5 Baths
    • 3,103 Sq Ft

    7270 Mackall Rd, Saint Leonard, MD 20685

    Welcome to this beautifully maintained 3 bedroom, 2.5 bath Custom Built Home nestled on 1 acre in a peaceful setting with a private wooded backdrop. This home offers a perfect blend of classic design and modern comforts, ideal for those seeking tranquility without sacrificing convenience. This spacious three level single family home encompasses approximately 3,103 square feet of living space.

    Tamera Graves Keller Williams Select Realtors of Annapolis

    7270 Mackall 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
    • /65

      Est $788,964 Not Listed For Sale

      • 6 Beds
      • 3.5 Baths
      • 5,118 Sq Ft

      2015 Angora Ct, Saint Leonard, MD 20685

      2015 Angora Ct, Saint Leonard, MD 20685
  • /76

    $849,900

    • 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, this is a

    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
    • /43

      Est $716,543 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,080 Sq Ft

      1540 Overlook Dr, Saint Leonard, MD 20685

      1540 Overlook Dr, Saint Leonard, MD 20685
  • /98

    $784,900

    • 6 Beds
    • 4 Baths
    • 4,069 Sq Ft

    7420 Mayflower Ct, Saint Leonard, MD 20685

    YES, THE INTEREST RATE IS ASSUMABLE AT 3.1% and Seller Help Available! This is a MUST see home. Soon as you step into this beautiful colonial you will see amazing touches, from the custom wall in living room, hardwood floors to the two-story great room, to the large kitchen. But there is a lot you won’t see that makes this house a smart home that can be ran from Siri or Alexa, including the

    Lamar Hough Coldwell Banker Platinum One

    7420 Mayflower Ct, 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
    • /69

      Est $600,385 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 2,952 Sq Ft

      4530 Mattapany Rd, Saint Leonard, MD 20685

      4530 Mattapany Rd, Saint Leonard, MD 20685
  • /99

    $580,000

    • 5 Beds
    • 3 Baths
    • 3,219 Sq Ft

    1611 Avenue B, Saint Leonard, MD 20685

    Reduced price! Just in time for summer on one of the county's best beaches for shark tooth hunting; experience stunning Chesapeake Bay views from this beautifully updated coastal retreat, Included in the sales price is a deeded 35-foot boat slip at Flag Harbor Marina, if desired (if this deeded boat slip was purchased separately, it would cost around $10,000.00!) This versatile home also

    Candace Morrell Samson Properties

    1611 Avenue B, 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 JPAR Real Estate Professionals

    5863 Magnolia Cir, Saint Leonard, MD 20685
    • /24

      Est $497,923 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,083 Sq Ft

      5007 Brandywine St, Saint Leonard, MD 20685

      5007 Brandywine St, Saint Leonard, MD 20685
  • /4

    $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

    Cory Flere The KW Collective

    5859 Long Beach 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
    • /51

      Est $604,687 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,429 Sq Ft

      725 Wild Cherry Ln, Saint Leonard, MD 20685

      725 Wild Cherry Ln, 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

    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 has been designed

    Mark Frisco CENTURY 21 New Millennium

    6041 Hill Rd, 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
    • /59

      Est $578,069 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,318 Sq Ft

      1930 Matapeake Ct, Saint Leonard, MD 20685

      1930 Matapeake Ct, Saint Leonard, MD 20685

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