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Explore Similar Homes Within 10 Miles of Tilghman Island, MD

  • 209 Webb Ln, Saint Michaels, MD 21663
    209 Webb Ln, Saint Michaels, MD 21663
    209 Webb Ln, Saint Michaels, MD 21663
    /33

    $229,000

    • 2 Beds
    • 1 Bath
    • 932 Sq Ft

    209 Webb Ln, Saint Michaels, MD 21663

    Wonderful opportunity to live in the quaint, picturesque and historic town of St Michaels at a great price. New carpeting, and new paint. Move in ready. Well kept, light filled townhouse with 2 bedrooms, one bath and fenced back yard. Must be primary residence. 2 assigned parking spaces. Walkable to all St Michaels has to offer.

    Agent Photo

    Harry Kaiser

    Coldwell Banker Realty

    (844) 491-6381

    209 Webb Ln, Saint Michaels, MD 21663
  • 216 E Chew Ave, Saint Michaels, MD 21663
    216 E Chew Ave, Saint Michaels, MD 21663
    216 E Chew Ave, Saint Michaels, MD 21663
    /132

    $1,795,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 3,575 Sq Ft

    216 E Chew Ave, Saint Michaels, MD 21663

    Don't miss this rare opportunity. This special home offers spectacular and picturesque views of the Saint Michaels Harbor in addition to its prime location on one of Saint Michaels most desirable streets. Conveniently located near all of the in-town amenities and walkable to great restaurants, shops, seasonal farmer's market, museums and more. This home has received a fresh interior painting and

    Agent Photo

    Christopher Clinton

    Coldwell Banker Chesapeake Real Estate Company

    (855) 940-3395

    216 E Chew Ave, Saint Michaels, MD 21663
  • 408 Spinnaker Ln, Saint Michaels, MD 21663
    408 Spinnaker Ln, Saint Michaels, MD 21663
    408 Spinnaker Ln, Saint Michaels, MD 21663
    /82

    $725,000

    • 4 Beds
    • 2.5 Baths
    • 1,957 Sq Ft

    408 Spinnaker Ln, Saint Michaels, MD 21663

    This immaculate 4 bedroom, 2.5 bath home was built in 2022 and has been thoughtfully enhanced with numerous upgrades. The owners added luxury vinyl plank flooring to the second level, Hunter Douglas plantation shutters with independent top and bottom operation, recessed lighting upstairs, and a high-end full-size Electrolux washer and dryer. Additional features include a smart home system with

    Christie Bishop Northrop Realty

    408 Spinnaker Ln, Saint Michaels, MD 21663
  • 101 Beachside Dr, Stevensville, MD 21666
    101 Beachside Dr, Stevensville, MD 21666
    101 Beachside Dr, Stevensville, MD 21666
    /21

    $1,100,000 Open Sun 11:30AM - 1:30PM

    • 5 Beds
    • 3.5 Baths
    • 2,600 Sq Ft

    101 Beachside Dr, Stevensville, MD 21666

    Owner has found home of choice, please bring offers. You can install new bulkhead and fishing pier. Boat ramp is directly across the street. Nantucket meets the Bay in this 5 bedrooms, 3.5 baths Carriage style home. The Coastal charmer has views from nearly every room, with the house wrapping around both creek and bay views. Recent improvements include true hardwood floors, new doors, siding,

    Candice Friday Coastal Realty Maryland

    101 Beachside Dr, Stevensville, MD 21666
  • 9792 Martingham Cir, Saint Michaels, MD 21663
    9792 Martingham Cir, Saint Michaels, MD 21663
    9792 Martingham Cir, Saint Michaels, MD 21663
    /39

    $975,000

    • 3 Beds
    • 3 Baths
    • 2,135 Sq Ft

    9792 Martingham Cir, Saint Michaels, MD 21663

    Welcome to this luxurious, waterfront townhouse in the beautiful town of St. Michaels! This is the absolute total package, offering turn key comfort in a centralized location, allowing you to maximize everything the eastern shore has to offer. Enjoy the views of the majestic Miles River, boating from your personal, deeded boat slip, or walk across the street to the Eastern Shore's most premier

    Keith Hensley Meredith Fine Properties

    9792 Martingham Cir, Saint Michaels, MD 21663
  • 109 Chesapeake Bay Dr, Stevensville, MD 21666
    109 Chesapeake Bay Dr, Stevensville, MD 21666
    109 Chesapeake Bay Dr, Stevensville, MD 21666
    /84

    $720,000

    • 6 Beds
    • 4 Baths
    • 3,536 Sq Ft

    109 Chesapeake Bay Dr, Stevensville, MD 21666

    Welcome to this beautiful Kent Island home with views of the Chesapeake Bay offering two full living spaces — a spacious main level and a private in-law suite — perfect for multigenerational living or guest accommodations. The main living area, located on the second floor, features vaulted ceilings with exposed cross-beams, creating an open and airy feel. The living room showcases a wall of

    Dustin Oldfather Compass

    109 Chesapeake Bay Dr, Stevensville, MD 21666
  • 23961 Lynnewood Dr, Saint Michaels, MD 21663
    23961 Lynnewood Dr, Saint Michaels, MD 21663
    23961 Lynnewood Dr, Saint Michaels, MD 21663
    /81

    $3,100,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 3.5 Baths
    • 4,035 Sq Ft

    23961 Lynnewood Dr, Saint Michaels, MD 21663

    Located within 2 miles of historic St. Michaels this exceptional waterfront estate blends timeless elegance with a resort-style setting. This 4,200± sq. ft. custom, single-level all brick residence showcases soaring ceilings, an abundance of natural light, and panoramic views of Broad Creek from almost every room. A huge great room featuring a large brick fireplace and open living / dining

    Barbara Watkins Benson & Mangold, LLC

    23961 Lynnewood Dr, Saint Michaels, MD 21663
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