50 Oyster Watcha Road, South ShoreEdgartown, MA 02539Sale Price: $11,250,000

  • Sale Price: $11,250,000
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Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • $11,250,000Sale Price
  • 6Bedrooms
  • 5.5Bathrooms
  • 11.5Acreage
  • 3,922Square Feet
Sold

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Listed by Mark Jenkins of Wallace & Co. Sotheby's

Listing Sold by Compass | Point B
50 Oyster Watcha is one of the most extraordinary settings on Martha's Vineyard. This property on Edgartown's south shore has hosted first families and captains of industry, poets and politicians. Few can resist its charms. The house and guesthouse have sweeping views of the Atlantic Ocean over Oyster Pond and the barrier beach. The views are by all accounts the finest ocean views from any home in Oyster Watcha Midlands, as this was the first lot created in this community and was intended to be the “jewel in the crown.” The 11.5 acres of property includes 1,200 feet of private waterfront on Oyster Pond as well as close access to over 2,200 feet of sandy Atlantic beach. The ocean beach is accessible by boat or by traveling half a mile down a shaded country road by car, foot, bike, or your private all-terrain vehicle. The property includes an impeccably maintained 4-bedroom main house, 2-bedroom guesthouse, and boathouse. From the main house the pond, dunes, and Atlantic Ocean are beautifully framed, and you can see and hear the surf rolling onto the beach. Water views from the guesthouse showcase the dunes and Atlantic Ocean over the westernmost cove of Oyster Pond. The interiors of the 1,200 sq ft guesthouse are bright, open, and airy. While the existing structures are immaculate and extremely well-maintained, there is also vast scope for creating a compound of newer structures on the site. This is a canvas any architect would relish. A viewing stand located closer to the ocean designates the optimal location for a new, much larger main house. ABOUT OYSTER WATCHA MIDLANDS ASSOCIATION: This distinguished community is one of the most sought after locations on the Island. It is protected by covenants and restrictions for the enjoyment of owners present and future. The community is spread over 450 total acres and includes vast tracts of conservation lands, tennis courts, and private Atlantic beach with ample parking. There are only 15 building lots in this vast and unspoiled island paradise, and consequently ownership in this neighborhood rarely becomes available. This is a rare opportunity for the discriminating buyer.

Property Details of 50 Oyster Watcha Road, South Shore

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Based on information submitted to LINKMV as of June 14, 2026 . All data is obtained from various sources and has not been, and will not be, verified by broker or LINKMV.  All information should be independently reviewed and verified for accuracy.  Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

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