28

Homes for Sale in 20685

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  • 6098 Fir Rd, Saint Leonard, MD 20685
    6098 Fir Rd, Saint Leonard, MD 20685
    6098 Fir Rd, Saint Leonard, MD 20685
    /25

    $416,900 Open Sun 11AM - 1PM

    • 3 Beds
    • 4 Baths
    • 1,872 Sq Ft

    6098 Fir Rd, Saint Leonard, MD 20685

    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 generous family room, a

    Joelle Norman Real Broker, LLC

    6098 Fir Rd, Saint Leonard, MD 20685
  • 1815 Highland Dr, Saint Leonard, MD 20685
    1815 Highland Dr, Saint Leonard, MD 20685
    1815 Highland Dr, Saint Leonard, MD 20685
    /53

    $600,000

    • 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
  • 7421 Stone Ct, Saint Leonard, MD 20685
    7421 Stone Ct, Saint Leonard, MD 20685
    7421 Stone Ct, Saint Leonard, MD 20685
    /67

    $749,900

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

    7421 Stone Ct, Saint Leonard, MD 20685

    New roof scheduled to be installed in May! Crafted with precision by the original owner, a skilled custom homebuilder, this stately colonial reflects uncompromising quality with no detail overlooked. With 4 bedrooms and 2.5 baths, situated on a corner lot with 3.5 acres, this beautiful property offers an incredible blend of privacy and nature. Complete with access to the St. Leonard creek, this

    Conor Stueckler Keller Williams Flagship

    7421 Stone Ct, Saint Leonard, MD 20685
  • 5038 Harvard St, Saint Leonard, MD 20685
    5038 Harvard St, Saint Leonard, MD 20685
    5038 Harvard St, Saint Leonard, MD 20685
    /50

    $415,000

    • 4 Beds
    • 2 Baths
    • 1,920 Sq Ft

    5038 Harvard St, Saint Leonard, MD 20685

    Tucked away on a quiet cul-de-sac in the desirable Calvert Beach Park community, this beautifully remodeled ranch-style home offers the perfect blend of comfort, style, and lifestyle. Backing to peaceful wooded surroundings, the setting provides both privacy and a serene natural backdrop. Inside, rich wood flooring flows throughout the main level along with luxury vinyl, complementing the

    Dee Dee Miller Long & Foster Real Estate, Inc.

    5038 Harvard St, Saint Leonard, MD 20685
  • 5655 Floral Cir, Saint Leonard, MD 20685
    5655 Floral Cir, Saint Leonard, MD 20685
    /2

    $437,500 Coming Soon

    • 3 Beds
    • 2 Baths
    • 2,464 Sq Ft

    5655 Floral Cir, Saint Leonard, MD 20685

    **Professional photos coming soon**Your perfect blend of privacy, upgrades, and outdoor living awaits. This beautifully refreshed 3‐bedroom, 2‐bath home sits at the end of a quiet cul‐de‐sac, offering a peaceful setting with minimal through‐traffic.Inside, enjoy brand‐new bedroom carpet, fresh paint throughout, and stylishly updated bathrooms. Outside, the gazebo creates a standout space

    Kelly Minnigh EXP Realty, LLC

    5655 Floral Cir, Saint Leonard, MD 20685
  • 5862 Magnolia Cir, Saint Leonard, MD 20685
    5862 Magnolia Cir, Saint Leonard, MD 20685
    5862 Magnolia Cir, Saint Leonard, MD 20685
    /81

    $539,000

    • 5 Beds
    • 3.5 Baths
    • 2,789 Sq Ft

    5862 Magnolia Cir, Saint Leonard, MD 20685

    Well crafted custom-built colonial home nestled on a serene .5790-acre cul-de-sac lot with Chesapeake Bay Access. Built in 1997, this SMECO-certified energy-efficient property offers approximately 3,800 square feet of living space, modern updates, and access to two private beaches on the Chesapeake Bay. Key Features: Elegant Design: Two-story Colonial style with vinyl siding, vaulted ceilings,

    Jan Kleponis O'Brien Realty ERA Powered

    5862 Magnolia Cir, Saint Leonard, MD 20685
  • 1524 Dogwood Rd, Saint Leonard, MD 20685
    1524 Dogwood Rd, Saint Leonard, MD 20685
    1524 Dogwood Rd, Saint Leonard, MD 20685
    /64

    $435,000 Open Sun 11AM - 1PM

    • 4 Beds
    • 2 Baths
    • 1,380 Sq Ft

    1524 Dogwood Rd, Saint Leonard, MD 20685

    Wake up each morning with a cup of coffee in hand as the sun rises over the Chesapeake Bay—this is the lifestyle you’ve been waiting for. This beautifully remodeled four-bedroom, two-bath Cape Cod in Saint Leonard offers stunning water views and modern upgrades throughout. The open-concept kitchen is as functional as it is stylish, featuring all-wood cabinetry, sleek quartz countertops, and

    Chris Tesi The Southside Group Real Estate

    1524 Dogwood Rd, Saint Leonard, MD 20685
  • 6070 Hill Rd, Saint Leonard, MD 20685
    6070 Hill Rd, Saint Leonard, MD 20685
    6070 Hill Rd, Saint Leonard, MD 20685
    /11

    $340,000 Coming Soon

    • 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 & 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
  • 7440 Sedwick Ct, Saint Leonard, MD 20685
    7440 Sedwick Ct, Saint Leonard, MD 20685
    7440 Sedwick Ct, Saint Leonard, MD 20685
    /99

    $999,900

    • 4 Beds
    • 4.5 Baths
    • 4,468 Sq Ft

    7440 Sedwick Ct, Saint Leonard, MD 20685

    STUNNING WATERFRONT! Set on 2.21 private acres along St. Leonard Creek, this exceptional waterfront home offers 4,468 square feet, 4 bedrooms, 4.5 bathrooms, a detached 2-car garage w/ an unfinished storage space above, and a fully finished basement in a setting that feels private, peaceful, and made for everyday luxury. Watch the numerous Bald Eagles and other wildlife and melt away into this

    Mark Frisco CENTURY 21 New Millennium

    7440 Sedwick Ct, Saint Leonard, MD 20685
  • 2237 Garrity Rd, Saint Leonard, MD 20685
    2237 Garrity Rd, Saint Leonard, MD 20685
    2237 Garrity Rd, Saint Leonard, MD 20685
    /44

    $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 RE/MAX One

    2237 Garrity Rd, Saint Leonard, MD 20685
  • 5017 Brandywine St, Saint Leonard, MD 20685
    5017 Brandywine St, Saint Leonard, MD 20685
    5017 Brandywine St, Saint Leonard, MD 20685
    /3

    $415,000 Open House 5/09

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

    5017 Brandywine St, Saint Leonard, MD 20685

    Welcome to this well-kept home offering a great mix of space, flexibility, and everyday comfort. With 4 bedrooms total—3 on the main level and 1 downstairs—there’s plenty of room for a variety of living situations. The main level has a functional, easy flow, while the basement really adds value with a large private suite that includes its own entrance. It’s a great setup for guests, or even

    Darrin Carter RE/MAX One

    5017 Brandywine St, Saint Leonard, MD 20685
  • 4200 Henry Ct, Saint Leonard, MD 20685
    4200 Henry Ct, Saint Leonard, MD 20685
    4200 Henry Ct, Saint Leonard, MD 20685
    /45

    $789,000

    • 4 Beds
    • 3.5 Baths
    • 4,345 Sq Ft

    4200 Henry Ct, Saint Leonard, MD 20685

    | Where Privacy Meets Presence |Some homes make you pause at the door. | This is one of them. |Set on over five acres of mature woodland in Saint Leonard, 4200 Henry Court is a renovated dramatic estate that commands attention from the moment you arrive. The bold double entry doors, brick exterior, and Juliet balcony above the portico signal something exceptional before you ever step

    Shayla Gaskins Long & Foster Real Estate, Inc.

    4200 Henry Ct, Saint Leonard, MD 20685
  • 5675 Arbor Cir, Saint Leonard, MD 20685
    5675 Arbor Cir, Saint Leonard, MD 20685
    /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
  • 5665 Arbor Cir, Saint Leonard, MD 20685
    5665 Arbor Cir, Saint Leonard, MD 20685
    /2

    $70,000

    • Land
    • 16,117 Sq Ft
    • $189,189 per Acre

    5665 Arbor Cir, Saint Leonard, MD 20685

    Rare opportunity to build your dream home in the sought-after waterside community of Flag Harbor, nestled along the western shore of the Chesapeake Bay in beautiful Calvert County, Maryland. This peaceful lot sits in a serene, established neighborhood where the Bay lifestyle is not just a backdrop — it's a way of life. Enjoy the sights and sounds of the water just steps from your future front

    RJ Soni Northrop Realty

    5665 Arbor Cir, Saint Leonard, MD 20685
  • 5421 Chesapeake Ave, Saint Leonard, MD 20685
    5421 Chesapeake Ave, Saint Leonard, MD 20685
    5421 Chesapeake Ave, Saint Leonard, MD 20685
    /30

    $299,000

    • 3 Beds
    • 1 Bath
    • 1,248 Sq Ft

    5421 Chesapeake Ave, Saint Leonard, MD 20685

    Price Improvement!! Opportunity awaits in this well-maintained 3-bedroom, 1-bathroom home in Saint Leonard, MD! Offering just over 1,200 square feet of comfortable one-level living, this property sits on a spacious corner double lot, a rare find in the area. Enjoy outdoor living with a lovely side deck that wraps around the back of the home to a covered rear deck, complemented by newly installed

    Lindsey Burch Samson Properties

    5421 Chesapeake Ave, Saint Leonard, MD 20685
  • 1586 Laurel Rd, Saint Leonard, MD 20685
    1586 Laurel Rd, Saint Leonard, MD 20685
    1586 Laurel Rd, Saint Leonard, MD 20685
    /73

    $599,000

    • 3 Beds
    • 2.5 Baths
    • 2,339 Sq Ft

    1586 Laurel Rd, Saint Leonard, MD 20685

    DRAMATIC PRICE REDUCTION!!! Experience breathtaking, panoramic views of the Chesapeake Bay in this beautifully updated coastal retreat. Wake each morning to stunning sunrises, spend your days strolling the shoreline in search of shark's teeth, and unwind in the evenings as cruise ships drift by on the horizon.The main level and exterior have been thoughtfully renovated within the past six

    Sally Showalter RE/MAX One

    1586 Laurel Rd, Saint Leonard, MD 20685
  • 1000 Solomon Frazier Ct, Saint Leonard, MD 20685
    1000 Solomon Frazier Ct, Saint Leonard, MD 20685
    1000 Solomon Frazier Ct, Saint Leonard, MD 20685
    /64

    $899,900

    • 5 Beds
    • 4 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
  • 6055 Poplar Rd, Saint Leonard, MD 20685
    6055 Poplar Rd, 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

    Agent Photo

    Kathiuska Ramirez

    Samson Properties

    (410) 888-0102

    6055 Poplar Rd, Saint Leonard, MD 20685
  • 6041 Hill Rd, Saint Leonard, MD 20685
    6041 Hill Rd, Saint Leonard, MD 20685
    6041 Hill Rd, 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
  • 8490 Mackall Rd, Saint Leonard, MD 20685
    8490 Mackall Rd, Saint Leonard, MD 20685
    /2

    $150,000

    • 1 Bed
    • 1 Bath
    • 952 Sq Ft

    8490 Mackall Rd, Saint Leonard, MD 20685

    Almost 1.5 acres surrounded by farmland in mid Calvert location. Bring your vision and bring this old farmhouse back to life. Home is being sold as is. Call for more details.

    Becky King Home Towne Real Estate

    8490 Mackall Rd, Saint Leonard, MD 20685
  • 5100 Williams Wharf Rd, Saint Leonard, MD 20685
    5100 Williams Wharf Rd, Saint Leonard, MD 20685
    5100 Williams Wharf Rd, Saint Leonard, MD 20685
    /63

    $1,250,000

    • 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
  • 3925 Shamrock Ct, Port Republic, MD 20676
    3925 Shamrock Ct, Port Republic, MD 20676
    3925 Shamrock Ct, Port Republic, MD 20676
    /70

    $875,000

    • 4 Beds
    • 3 Baths
    • 2,298 Sq Ft

    3925 Shamrock Ct, Port Republic, MD 20676

    Welcome to this beautifully maintained waterfront split-foyer home nestled on 1.15 private acres in a sought-after water-access community. Designed for comfort, leisure, and waterfront living, this property offers the perfect blend of indoor charm and outdoor enjoyment. Step inside to find 4 spacious bedrooms and 3 full bathrooms, including a newly finished lower level featuring a cozy propane

    Angela Jewell O'Brien Realty ERA Powered

    3925 Shamrock Ct, Port Republic, MD 20676
  • 220 Fountain Ln, Saint Leonard, MD 20685
    220 Fountain Ln, Saint Leonard, MD 20685
    220 Fountain Ln, Saint Leonard, MD 20685
    /21

    $580,000

    • 4 Beds
    • 3.5 Baths
    • 3,552 Sq Ft

    220 Fountain Ln, Saint Leonard, MD 20685

    Back on the market! Seller motivated to sell! Don’t let this gem pass you by! Welcome to your dream home in the heart of St. Leonard!This stunning 4-bedroom, 3.5-bathroom residence offers the perfect blend of comfort, style, and functionality—nestled in a quaint and calming neighborhood just minutes from beautiful Chesapeake Bay beaches and a nearby primary school. On the main level, you'll

    Jeanelle Ford O'Brien Realty ERA Powered

    220 Fountain Ln, Saint Leonard, MD 20685
  • 6675 Marshall Rd, Saint Leonard, MD 20685
    6675 Marshall Rd, Saint Leonard, MD 20685
    6675 Marshall Rd, 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
  • 4870 Calvert Dr, Saint Leonard, MD 20685
    4870 Calvert Dr, Saint Leonard, MD 20685
    4870 Calvert 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
  • 5859 Long Beach Dr, Saint Leonard, MD 20685
    5859 Long Beach Dr, Saint Leonard, MD 20685
    5859 Long Beach Dr, 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
  • 1492 Dogwood Cir, Saint Leonard, MD 20685
    1492 Dogwood Cir, Saint Leonard, MD 20685
    1492 Dogwood Cir, Saint Leonard, MD 20685
    /16

    $499,999

    • 5 Beds
    • 2.5 Baths
    • 3,224 Sq Ft

    1492 Dogwood Cir, Saint Leonard, MD 20685

    Just a short walk to the Beach! This Great Contemporary Home offers 5 Beds/2.5 Baths, an Open Floor plan, Stainless Steel Appliances, Granite Kitchen counters, Hardwood Floors throughout, Spiral Stairs lead up to the Owners Suite and down to the Basement! The Roof was replaced in 2017 w/ 45 yr Architectural shingles, Hot Water heater was replaced 2018, Sewage ejector pump was replaced 2018, and

    Agent Photo

    Vicki Alvey

    RE/MAX One

    (410) 847-7757

    1492 Dogwood Cir, Saint Leonard, MD 20685
  • 5859 Long Beach Dr, Saint Leonard, MD 20685
    5859 Long Beach Dr, Saint Leonard, MD 20685
    5859 Long Beach 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
Maryland Calvert County Saint Leonard 20685

Real Estate & Homes for Sale in 20685

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