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355 Boylston St / (617) 233-5800

40 Toms Hollow Lane

Orleans, MA ID #73352932

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40 Toms Hollow Lane

- Orleans, MA ID #73352932

Property Description

A rare offering on the shores of Little Pleasant Bay, 40 Tom's Hollow is a generational waterfront estate encompassing four acres with a private sandy beach and iconic boathouse. A winding drive leads to a timeless Colonial with soaring ceilings and panoramic bay views. The cathedral-ceilinged great room, with pass-through hearth, forms the heart of the home—flanked by a custom kitchen and gracious dining area. A first-floor primary suite offers comfort and privacy, while guest quarters provide flexibility for extended stays. The finished walkout lower level adds space for recreation or overflow guests, opening to a lush lawn with potential for a pool. A broad shoreline allows for private beach access, while mooring rights invite boating adventures. The historic boathouse—brimming with potential—anchors the property in classic Cape Cod tradition. A true legacy estate where nature and coastal elegance meet in quiet harmony.

Additional Details

  • Status: ACT
  • Type: Single Family, Single Family Residence
  • Zip Code: 02653
  • Taxes: 33,210
  • Acres: 3.84

Parking

  • Garage: 3
  • Garage Capacity: 3
  • Parking: Attached
  • Parking Spaces: 12

Rooms/Dimensions

  • Total Rooms: 8

Location

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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.