Boston Luxury Condos and Apartments
355 Boylston St / (617) 233-5800

645 S Orleans

Orleans, MA ID #73373131

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645 S Orleans

- Orleans, MA ID #73373131

Property Description

For the first time in generations, this extraordinary Pleasant Bay compound—featuring the iconic "Topside" main residence and the charming two-bedroom "Boathouse"—is offered as a rare legacy estate. With a deep-water dock, moorings, and direct bay access, it delivers a front-row seat to the rhythms of Pleasant Bay and boundless recreation. Both homes enjoy 270-degree views across the water to Eastward Ho, the Chatham Yacht Club, and the Atlantic beyond. "Topside" offers 5 bedrooms and 4.5 baths with timeless coastal charm and inviting gathering spaces. The "Boathouse," perched just above the shoreline, features 2 bedrooms, 1 bath, and a private deck for quiet moments by the sea. A secluded garden patio and broad waterfront lawn complete the experience. With strong rental history and exceptional potential for personalization or expansion, this lifestyle property invites multigenerational enjoyment, investment, or retreat—an iconic opportunity in one of Cape Cod’s most storied settings.

Additional Details

  • Status: ACT
  • Type: Single Family, Single Family Residence
  • Zip Code: 02653
  • Taxes: 9,500
  • Acres: 0.25

Parking

  • Parking Spaces: 4

Rooms/Dimensions

  • Total Rooms: 12

Location

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645 S Orleans, Orleans, MA

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Content © 2025 MLS Property Information Network, Inc.
The information in this listing was gathered from third party resources including the seller and public records. Listing information provided courtesy of Guthrie Schofield Group of Berkshire Hathaway HomeServices Robert Paul Properties. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations or warranties as to the accuracy of this information.