27

St Leonard, MD Houses for Sale

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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
  • /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

    (443) 335-8244

    1492 Dogwood Cir, Saint Leonard, MD 20685
  • /4

    $689,900 Open Sun 12PM - 2PM

    • 4 Beds
    • 3 Baths
    • 3,908 Sq Ft

    7251 Bond St, Saint Leonard, MD 20685

    PROFESSIONAL PHOTOS COMING 6/5. Experience the perfect blend of luxury and nature in this beautifully remodeled rambler nestled in the highly sought after water-privileged community of St. Leonard Shores. This all brick beauty of a home sits on a generous 5.48 acres of serene land and offers the utmost privacy. Spanning over 3,900 finished sq. feet, the 4 large bedrooms and 3 updated bathrooms

    Cyndi Krolczyk Home Towne Real Estate

    7251 Bond St, Saint Leonard, MD 20685
  • /58

    $699,999

    • 4 Beds
    • 4.5 Baths
    • 3,694 Sq Ft

    6290 Nicole Dr, Saint Leonard, MD 20685

    Custom built lovely home on 4.35 acres in Williams Wharf Plantation. Situated at the end of a peaceful culdesac with open backyard for ball games and gardens, trees and woods that go to a small creek. Two levels of porches for quiet relaxation. Priced below recent appraisal. What more could you want??! Main level offers hardwood and tile floors with 9ft ceilings, chair rail and crown

    Sally Showalter RE/MAX One

    6290 Nicole Dr, Saint Leonard, MD 20685
  • /59

    $595,000 Open House 6/14

    • 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
  • /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
  • /98

    $600,000

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

    1611 Avenue B, Saint Leonard, MD 20685

    PRICE REDUCTION PLUS $5,000 CLOSING COST CREDIT! Just in time for summer, 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 features a private in-law suite

    Candace Morrell Samson Properties

    1611 Avenue B, Saint Leonard, MD 20685
  • /31

    $700,000

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

    4200 Henry Ct, Saint Leonard, MD 20685

    Discover Your Storybook Retreat at 4200 Henry Court*****Timeless Tudor Estate | 4 Bedrooms | 3.5 Bathrooms | 6,000+ Sq Ft | Walkout Basement with Sauna | 5+ Private Acres****Tucked on 5+ wooded acres, this elegant Tudor estate blends peaceful serenity with timeless charm. Spanning over 6,000 square feet, this rare gem offers privacy, luxury, and sophisticated design in equal measure.Inside, three

    Shayla Gaskins Long & Foster Real Estate, Inc.

    4200 Henry Ct, 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
  • /34

    $779,900 New Construction

    • 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
  • /2

    $574,957 Coming Soon

    • 4 Beds
    • 3 Baths
    • 2,564 Sq Ft

    1495 Elm Rd, Saint Leonard, MD 20685

    Coming Soon

    Mike Mason Long & Foster Real Estate, Inc.

    1495 Elm Rd, Saint Leonard, MD 20685
  • /32

    $540,000

    • 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
  • /8

    $484,900

    • 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
  • /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
  • /27

    $399,900 Open Sat 11AM - 1PM

    • 4 Beds
    • 2 Baths
    • 1,764 Sq Ft

    5031 Harvard St, Saint Leonard, MD 20685

    Le Deal!Seller offering $5000 towards closing cost ! Stop by and see this 4 bedroom 2 bath home located in St Leonard's Calvert Beach Community! The interior floor plan includes an open kitchen-dining and living room layout plus three bedrooms and a full bath on the main level. The kitchen has natural light, fresh updates, and an attractive island layout. Granite countertops, neutral decor,

    Judy Szynborski Berkshire Hathaway HomeServices PenFed Realty

    5031 Harvard St, Saint Leonard, MD 20685
  • /23

    $399,900

    • 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
  • /65

    $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
  • /120

    $1,599,900

    • 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
  • /32

    $560,000

    • 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
  • /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
  • /25

    $350,000

    • 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 the

    adrian abramson The Southside Group Real Estate

    5440 Bayview Ave, Saint Leonard, MD 20685
  • /45

    $570,000

    • 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
  • /13

    $910,000

    • 2 Beds
    • 1 Bath
    • 1,388 Sq Ft

    4870 Calvert Dr, Saint Leonard, MD 20685

    "DO NOT KNOCK ON DOOR" Tenant occupiedInvestment 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
  • /41

    $545,000

    • 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
  • /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
  • /6

    $549,900 Open Sun 11AM - 1PM

    • 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
  • /13

    $439,900

    • 4 Beds
    • 2.5 Baths
    • 3,330 Sq Ft

    5715 Oakcrest Dr, Saint Leonard, MD 20685

    A fantastic opportunity for investors or buyers looking to build equity! This property is ready for new owners to bring their vision to life! Featuring a spacious traditional colonial floor plan, this home offers separate living and dining rooms, a large eat-in kitchen, and a cozy family room with a fireplace. The massive deck spans the entire length of the home, perfect for outdoor

    Christopher Guldi Keller Williams Flagship

    5715 Oakcrest Dr, Saint Leonard, MD 20685
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