3,356

Homes in ZIP Code 20685

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  • /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

    Agent Photo

    Kathiuska Ramirez

    Samson Properties

    (410) 888-0102

    6055 Poplar Rd, Saint Leonard, MD 20685
  • /19

    $2,350 Per Month

    • 3 Beds
    • 1 Bath
    • 1,058 Sq Ft
    • House for Rent

    1570 Overlook Dr, Saint Leonard, MD 20685

    The beautiful single house 3 bedroom and 1 full bathroom single house renovated in 2025 and 2026 (windows) located in the peaceful community. The layout is efficient and easy to live in, with all three bedrooms able to accommodate queen-sized beds. You can enjoy the new renovated kitchen with quartz countertop and the kitchen the floor is ceramic tile. Convenient walk in shower newly renovated.

    Lee Lim Argent Realty, LLC

    1570 Overlook Dr, Saint Leonard, MD 20685
  • /32

    $540,000

    Sold Jul 08, 2025

    5210 Knights Bridge Ct, Saint Leonard, MD 20685

    • 3 Beds
    • 3.5 Baths
    • 3,012 Sq Ft
    • Built 1998

    Last Sold Summary

    • $179/SF
    • 11 Days On Market

    Current Estimated Value $543,160

    Last Listing Agent Ross Simone RE/MAX Realty Group

    5210 Knights Bridge Ct, Saint Leonard, MD 20685
    • /37

      Est $377,501

      Not Listed For Sale

      4789 Calvert Dr, Saint Leonard, MD 20685

      • 3 Beds
      • 3 Baths
      • 1,540 Sq Ft
      • Built 1997
      4789 Calvert Dr, Saint Leonard, MD 20685

      Last Sold Summary

      • 18 Days On Market

  • /47

    $509,900

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

    5817 Magnolia Cir, Saint Leonard, MD 20685

    Look for our OPEN HOUSE this Saturday 12-3 PM.This well established beachfront community with annual events for family and friends awaits you soon! Enjoy visiting this beautiful home as you pull into the expansive driveway after a hard days work! The new steel 2 car garage door with remote will keep you out of the weather too! Enjoy relaxing on your concrete front porch or sun-filled rear

    Agent Photo

    Juan Aranda

    CENTURY 21 New Millennium

    (410) 376-8615

    5817 Magnolia Cir, Saint Leonard, MD 20685
  • /17

    $3,000 Per Month

    • 4 Beds
    • 2 Baths
    • 1,891 Sq Ft
    • Condo for Rent

    2036 Yew Ct, Saint Leonard, MD 20685

    Welcome to your new home in the charming district of Saint Leonard, MD. This inviting property offers a comfortable living experience in a vibrant community, making it a perfect choice for those who appreciate both convenience and a friendly atmosphere.Key property features include ample living space, suitable for personal relaxation or entertaining guests. With central heating and

    (410) 443-0083

    2036 Yew Ct, Saint Leonard, MD 20685
  • /10

    $257,000

    Sold Jan 30, 2026

    2024 Yew Ct, Saint Leonard, MD 20685

    • 3 Beds
    • 1 Bath
    • 1,751 Sq Ft
    • Built 1987

    Last Sold Summary

    • 1% Below List Price
    • $147/SF
    • 148 Days On Market

    Current Estimated Value $274,678

    Last Listing Agent Tasha Lyons Exit Community Realty

    2024 Yew Ct, Saint Leonard, MD 20685
    • /28

      Est $495,726

      Not Listed For Sale

      4465 Lancaster Dr, Saint Leonard, MD 20685

      • 3 Beds
      • 2.5 Baths
      • 2,020 Sq Ft
      • Built 1987
      4465 Lancaster Dr, Saint Leonard, MD 20685

      Last Sold Summary

      • 147 Days On Market

  • /27

    $450,000

    Open Sat 10AM - 12PM
    • 3 Beds
    • 2.5 Baths
    • 1,511 Sq Ft

    4150 Williams Wharf Rd, Saint Leonard, MD 20685

    Professional photos COMING SOON! 4150 Williams Wharf Rd offers a rare opportunity to own a private multi-home retreat property in the heart of sought-after Mid-Calvert County, Maryland. Situated on approximately 3 peaceful acres surrounded by picturesque farmland and scenic Southern Maryland countryside, this unique estate delivers an exceptional blend of privacy, versatility, and

    Agent Photo

    Danielle Sloan

    Samson Properties

    (443) 241-7735

    4150 Williams Wharf Rd, Saint Leonard, MD 20685
  • /18

    $2,450 Per Month

    • 3 Beds
    • 2 Baths
    • 1,008 Sq Ft
    • House for Rent

    2051 Collins Ct, Saint Leonard, MD 20685

    Tucked at the end of a quiet corner lot, this 3-bedroom, 2-bath ranch, plus you're just a short hop to Route 4 to make for an easy commute. No stairs, no hassle, just easy single-level living on nearly half an acre of flat, open space. Inside, the eat-in kitchen is the kind you actually want to spend time in. Ceiling fans throughout keep things breezy without running up the electric bill. When

    William Sammons Home Towne Real Estate

    2051 Collins Ct, Saint Leonard, MD 20685
  • /70

    $580,000

    Sold Jan 30, 2026

    1879 Oriole Way, Saint Leonard, MD 20685

    • 5 Beds
    • 3.5 Baths
    • 3,258 Sq Ft
    • Built 2000

    Last Sold Summary

    • $178/SF
    • 9 Days On Market

    Current Estimated Value $573,083

    Last Listing Agent Jennifer Goddard CENTURY 21 New Millennium

    1879 Oriole Way, Saint Leonard, MD 20685
    • /5

      Est $369,413

      Not Listed For Sale

      2117 Herring Way, Saint Leonard, MD 20685

      • 3 Beds
      • 2 Baths
      • 1,092 Sq Ft
      • Built 1974
      2117 Herring Way, Saint Leonard, MD 20685

      Last Sold Summary

      • 0 Days On Market

  • /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
  • /8

    $2,700 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,208 Sq Ft
    • House for Rent

    4520 Mattapany Rd, Saint Leonard, MD 20685

    **Freshly Painted** 4 Bedroom 2.5 Bath. READY FOR IMMEDIATE OCCUPANCY**

    Douglas Wood RE/MAX Realty Services

    4520 Mattapany Rd, Saint Leonard, MD 20685
  • /48

    $499,900

    Sold Feb 17, 2026

    7270 Mackall Rd, Saint Leonard, MD 20685

    • 3 Beds
    • 2.5 Baths
    • 3,103 Sq Ft
    • Built 1992

    Last Sold Summary

    • $161/SF
    • 64 Days On Market

    Current Estimated Value $499,803

    Last Listing Agent Tamera Graves Keller Williams Select Realtors of Annapolis

    7270 Mackall Rd, Saint Leonard, MD 20685
    • /65

      Est $791,856

      Not Listed For Sale

      2015 Angora Ct, Saint Leonard, MD 20685

      • 6 Beds
      • 3.5 Baths
      • 5,118 Sq Ft
      • Built 2008
      2015 Angora Ct, Saint Leonard, MD 20685

      Last Sold Summary

      • 7 Days On Market

  • /34

    $450,000

    • 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
  • /15

    $1,800 Per Month

    • 1 Bed
    • 1 Bath
    • 1,372 Sq Ft
    • House for Rent

    1619 Avenue C, Saint Leonard, MD 20685

    Nestled in a cozy, quiet neighborhood, this charming one-bedroom home offers breathtaking views of the Chesapeake Bay and the perfect escape to waterfront living. Thoughtfully updated, the home features stylish new cabinetry, a stunning island, updated flooring, and fresh paint throughout, creating a bright and inviting space. Unwind in your private sauna just steps from the bedroom—your own

    James Watts Burke Property Management Incorporated

    1619 Avenue C, Saint Leonard, MD 20685
  • /2

    $410,000

    Sold Jun 09, 2026

    4040 Saint Leonard Rd, Saint Leonard, MD 20685

    • 4 Beds
    • 2 Baths
    • 2,700 Sq Ft
    • Built 1987

    Last Sold Summary

    • $152/SF
    • 4 Days On Market

    Current Estimated Value $434,266

    Last Listing Agent Stefon White Berkshire Hathaway HomeServices PenFed Realty

    4040 Saint Leonard Rd, Saint Leonard, MD 20685
    • /43

      Est $690,873

      Not Listed For Sale

      1540 Overlook Dr, Saint Leonard, MD 20685

      • 3 Beds
      • 3 Baths
      • 2,080 Sq Ft
      • Built 1955
      1540 Overlook Dr, Saint Leonard, MD 20685

      Last Sold Summary

      • 34 Days On Market

  • /25

    $399,900

    $17K PRICE DROP Under Contract
    • 3 Beds
    • 4 Baths
    • 1,872 Sq Ft

    6098 Fir Rd, Saint Leonard, MD 20685

    MAJOR PRICE IMPROVEMENT!! Welcome to this spacious and light-filled home in this sought-after Saint Leonard community! Featuring 3 bedrooms, 2 full baths, and 2 half baths, this well-maintained property offers both comfort and room to grow. Step inside to a stunning two-story foyer that creates an inviting first impression and sets the tone for the airy feel throughout. The main level offers a

    Joelle Norman Real Broker, LLC

    6098 Fir Rd, Saint Leonard, MD 20685
  • /62

    $515,000

    Sold Apr 24, 2026

    933 Morello Way, Saint Leonard, MD 20685

    • 4 Beds
    • 3.5 Baths
    • 3,002 Sq Ft
    • Built 1999

    Last Sold Summary

    • 3% Below List Price
    • $172/SF
    • 12 Days On Market

    Current Estimated Value $522,511

    Last Listing Agent Delaney Clarke RE/MAX United Real Estate

    933 Morello Way, Saint Leonard, MD 20685
    • /48

      Est $677,519

      Not Listed For Sale

      407 Windmill Dr, Saint Leonard, MD 20685

      • 4 Beds
      • 3.5 Baths
      • 3,122 Sq Ft
      • Built 2000
      407 Windmill Dr, Saint Leonard, MD 20685

      Last Sold Summary

      • 39 Days On Market

  • /76

    $1,850,000

    Under Contract
    • 7 Beds
    • 7 Baths
    • 7,362 Sq Ft

    2393 Garrity Rd, Saint Leonard, MD 20685

    Experience the perfect blend of luxury, privacy, and functionality with this exceptional custom-built Craftsman-style Cape Cod, situated on over 16 acres of beautifully maintained and partially wooded land. Built in 2016, this 7-bedroom, 5 full and 2 half bath estate offers refined living with high-end finishes and thoughtfully designed spaces throughout. The main level features 10-foot ceilings,

    Bill Tomaszek JPAR Real Estate Professionals

    2393 Garrity Rd, Saint Leonard, MD 20685
  • /32

    $436,000

    Sold Aug 25, 2025

    1381 Calvert Beach Rd, Saint Leonard, MD 20685

    • 3 Beds
    • 2 Baths
    • 2,020 Sq Ft
    • Built 1981

    Last Sold Summary

    • $216/SF
    • 4 Days On Market

    Current Estimated Value $428,349

    Last Listing Agent Barbara Higdon RE/MAX One

    1381 Calvert Beach Rd, Saint Leonard, MD 20685
    • /29

      Est $413,603

      Not Listed For Sale

      7800 Marshall Rd, Saint Leonard, MD 20685

      • 3 Beds
      • 2 Baths
      • 1,600 Sq Ft
      • Built 1998
      7800 Marshall Rd, Saint Leonard, MD 20685

      Last Sold Summary

      • 9 Days On Market

  • /26

    $900,000

    Under Contract
    • 4 Beds
    • 3 Baths
    • 4,159 Sq Ft

    6310 Saint Leonard Rd, Saint Leonard, MD 20685

    Welcome home to approximately 57 acres at Windmill Farm. You can walk the beautiful trails and enjoy being outdoors with endless options for recreational activity. The green house, newer barn, duck pen, and goat house all have watering stations for the animals. An enormous 3200 square foot workshop and new lean-to building are ready to store your farm equipment. This Victorian style home was

    Barbara Click O'Brien Realty ERA Powered

    6310 Saint Leonard Rd, Saint Leonard, MD 20685
  • /45

    $525,000

    Sold Jan 09, 2026

    1495 Elm Rd, Saint Leonard, MD 20685

    • 4 Beds
    • 3 Baths
    • 3,148 Sq Ft
    • Built 1956

    Last Sold Summary

    • $167/SF
    • 64 Days On Market

    Current Estimated Value $525,720

    Last Listing Agent Mike Mason Long & Foster Real Estate, Inc.

    1495 Elm Rd, Saint Leonard, MD 20685
    • /82

      Est $730,550

      Not Listed For Sale

      5420 Beach Dr, Saint Leonard, MD 20685

      • 4 Beds
      • 2 Baths
      • 2,592 Sq Ft
      • Built 1970
      5420 Beach Dr, Saint Leonard, MD 20685

      Last Sold Summary

      • 6 Days On Market

  • /45

    $589,000

    • 5 Beds
    • 3.5 Baths
    • 3,592 Sq Ft

    7425 Mayflower Ct, Saint Leonard, MD 20685

    Spacious colonial nestled in a cul-de-sac the charming and quiet Island Creek Meadow neighborhood in Saint Leonard. Situated on a beautiful wooded one acre lot with ample privacy. Boasting five generously sized bedrooms, including a large primary suite, and three and half baths. Entertain and host with a custom finished basement to include a large living room with theatre style lighting and

    Megan Erickson Berkshire Hathaway HomeServices PenFed Realty

    7425 Mayflower Ct, Saint Leonard, MD 20685
  • /56

    $580,000

    Sold Oct 03, 2025

    6569 Marshall Rd, Saint Leonard, MD 20685

    • 4 Beds
    • 3 Baths
    • 2,925 Sq Ft
    • Built 1978

    Last Sold Summary

    • $198/SF
    • 4 Days On Market

    Current Estimated Value $574,802

    Last Listing Agent Shoukoufa Aboubakri RE/MAX Galaxy

    6569 Marshall Rd, Saint Leonard, MD 20685
    • /54

      Est $735,772

      Not Listed For Sale

      468 Toms Ln, Saint Leonard, MD 20685

      • 6 Beds
      • 4 Baths
      • 5,109 Sq Ft
      • Built 2007
      468 Toms Ln, Saint Leonard, MD 20685

      Last Sold Summary

      • 2 Days On Market

  • /2

    $85,000

    • Land
    • 36,590 Sq Ft
    • $101,190 per Acre

    5675 Arbor Cir, Saint Leonard, MD 20685

    Welcome to 5675 Arbor Circle — your opportunity to claim a slice of Southern Maryland's most coveted waterside community. Tucked among a lush canopy of mature trees in the established Flag Harbor neighborhood of St. Leonard, this beautiful wooded lot offers the perfect setting for your custom-built Chesapeake Bay retreat.Surrounded by nature yet connected to everything that makes coastal

    RJ Soni Northrop Realty

    5675 Arbor Cir, Saint Leonard, MD 20685
  • /22

    $385,000

    Sold Apr 30, 2026

    6756 Aralia Ave, Saint Leonard, MD 20685

    • 4 Beds
    • 2 Baths
    • 1,908 Sq Ft
    • Built 1986

    Last Sold Summary

    • 4% Below List Price
    • $202/SF
    • 38 Days On Market

    Current Estimated Value $386,473

    Last Listing Agent Tonia Parent RE/MAX United Real Estate

    6756 Aralia Ave, Saint Leonard, MD 20685
    • /59

      Est $635,718

      Not Listed For Sale

      1930 Matapeake Ct, Saint Leonard, MD 20685

      • 4 Beds
      • 3.5 Baths
      • 3,318 Sq Ft
      • Built 1992
      1930 Matapeake Ct, Saint Leonard, MD 20685

      Last Sold Summary

      • 13 Days On Market

  • /53

    $525,000

    $75K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,379 Sq Ft

    1815 Highland Dr, Saint Leonard, MD 20685

    Run!!! Don't Walk!! 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. Step

    Samuel J Thomas Hyatt & Company Real Estate LLC

    1815 Highland Dr, Saint Leonard, MD 20685
  • /39

    $550,000

    Sold May 22, 2026

    6030 Shelby Way, Saint Leonard, MD 20685

    • 3 Beds
    • 2.5 Baths
    • 2,011 Sq Ft
    • Built 2002

    Last Sold Summary

    • 2% Above List Price
    • $273/SF
    • 1 Day On Market

    Current Estimated Value $539,726

    Last Listing Agent Brian Mayer Real Broker, LLC

    6030 Shelby Way, Saint Leonard, MD 20685
    • /33

      Est $456,538

      Not Listed For Sale

      5757 Eucalyptus Dr, Saint Leonard, MD 20685

      • 4 Beds
      • 2.5 Baths
      • 1,990 Sq Ft
      • Built 1991
      5757 Eucalyptus Dr, Saint Leonard, MD 20685

      Last Sold Summary

      • 4 Days On Market

  • /38

    $340,000

    • 3 Beds
    • 1.5 Baths
    • 1,248 Sq Ft

    6070 Hill Rd, Saint Leonard, MD 20685

    This 3 Bedroom, 1.5 Bath Rambler with an oversized 1-car detached Garage is located on a quiet street in Long Beach on the Bay (a Chesapeake Bay beach community). Hardwood Floors and Ceramic Tile throughout home. Brand new washing machine (3/2026) and hot water heater (spring/2025). In the rear of the home, there are extra outdoor spaces to enjoy your home. A screened-in Porch is off the Dining

    Gail Siegel O'Brien Realty ERA Powered

    6070 Hill Rd, Saint Leonard, MD 20685
  • /83

    $370,000

    Sold Aug 07, 2025

    5665 Park Cir, Saint Leonard, MD 20685

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1954

    Last Sold Summary

    • $321/SF
    • 2 Days On Market

    Current Estimated Value $364,989

    Last Listing Agent Nicki Palermo RE/MAX One

    5665 Park Cir, Saint Leonard, MD 20685

Showing Results 1 - 40, Page 1 of 18

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