Sherwood, MD Homes for Sale

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  /3

  $35,000

  • Land
  • 2.86 Acres
  • $12,238 per Acre

  0 Pot Pie Rd, Wittman, MD 21676

  ONLINE AUCTION: Bidding begins 8/13/2025 @ 10:00 AM. Bidding ends 8/15/2025 @ 12:00 PM. List Price is Suggested Opening Bid. Lot of Land located in Wittman, Maryland within Talbot County. Property is in close proximity to the many attractions in St. Michaels, Maryland. Easy Access to Major Traffic Artery Tilghman Island Road. Deposit: $7,500.

  Adam Shpritz Ashland Auction Group LLC

  0 Pot Pie Rd, Wittman, MD 21676
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  /83

  $1,375,000

  • 5 Beds
  • 2.5 Baths
  • 4,214 Sq Ft

  5520 Leeward Ln, Tilghman, MD 21671

  Welcome to 5520 Leeward Lane, a private waterfront estate tucked away at the end of a quiet, tree-lined drive on Tilghman Island—a rare opportunity to own a stunning piece of Maryland’s Eastern Shore. This expansive home features panoramic water views from almost every room and delivers the ultimate blend of luxury, comfort, and natural beauty. The grand foyer sets a graceful tone, leading into a

  Samantha Jackson Keller Williams Realty

  5520 Leeward Ln, Tilghman, MD 21671
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  /15

  $165,000

  • 2 Beds
  • 1 Bath
  • 832 Sq Ft

  6369 Neavitt Manor Rd, Neavitt, MD 21652

  Price adjustment! Opportunity abounds in this lovely 2 Bedroom 1 Bath detached home located in the picturesque waterfront town of Neavitt. This home boasts central air, attic space, a large yard, a shed and much more. Close to St. Michales and Tilghman Island this is a boaters and bird lovers paradise with a public boat ramp about a 1/2 mile away plus stores, shops , dining and

  Richard Perrera Century 21 Downtown

  6369 Neavitt Manor Rd, Neavitt, MD 21652
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  /6

  $39,000

  • Land
  • 0.83 Acre
  • $46,988 per Acre

  21738 Cabin Ln, Sherwood, MD 21665

  .8 +/- private acres located in Sherwood, MD. Located 10 minutes from St. Michaels, MD and 5 minutes from Tilghman, MD.BUYER RESPONSIBILITY TO PERFORM DUE DILIGENCE REGARDING PROPERTY LOCATION, USE, RESTRICTIONS, AND TAXES.

  Shawn Moore Meredith Fine Properties

  21738 Cabin Ln, Sherwood, MD 21665
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  /6

  $25,000

  • Land
  • 0.23 Acre
  • $108,696 per Acre

  21747 Cabin Ln, Sherwood, MD 21665

  .2 +/- private acres located in Sherwood, MD. Located 10 minutes from St. Michaels, MD and 5 minutes from Tilghman, MD.BUYER RESPONSIBILITY TO PERFORM DUE DILIGENCE REGARDING PROPERTY LOCATION, USE, RESTRICTIONS, AND TAXES.

  Shawn Moore Meredith Fine Properties

  21747 Cabin Ln, Sherwood, MD 21665

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