1. Massachusetts
  2. Orleans
  3. 40 Toms Hollow Lane
$5,900,000

40 Toms Hollow Lane, Orleans, MA 02653

  • 6 beds |
  • 7 baths |
  • 4,000 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1999
  • Property Lot Size Icon3.84acre lot
  • Property Parking Icon 3 car garage
  • Property Price Per Square Feet Icon $1,475/sqft
  • Property List Date Icon Listed 2 months ago

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.

Listing Status:
Active
Listing Office:
Berkshire Hathaway HomeServices Robert Paul Properties : 508-945-5553
Listing Agent:
Guthrie Schofield Group : 508-246-3236
MLS ID:
73352932
  • Basement: FullFinishedWalk-Out AccessInterior Entry
  • A/C: Central Air
  • Heating: Central
  • Fireplace: FireplaceFireplaces: 1

This listing courtesy of Guthrie Schofield Group, Berkshire Hathaway HomeServices Robert Paul Properties

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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Location

Schools Nearby

O

Orleans Elementary School

46 Eldredge Pkwy, Orleans, MA, 02653

Grades KG-5

2.69 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.