40 Toms Hollow Lane, Orleans, MA 02653

Local realty services provided by:Better Homes and Gardens Real Estate The Shanahan Group
40 Toms Hollow Lane,Orleans, MA 02653
$5,900,000
  • 6 Beds
  • 7 Baths
  • 4,000 sq. ft.
  • Single family
  • Active
Listed by:guthrie schofield group
Office:berkshire hathaway homeservices robert paul properties
MLS#:73352932
Source:MLSPIN

Price summary

  • Price:$5,900,000
  • Price per sq. ft.:$1,475

About this home

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.

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Home facts

  • Year built:1999
  • Listing ID #:73352932
  • Updated:October 02, 2025 at 10:31 AM

Rooms and interior

  • Bedrooms:6
  • Total bathrooms:7
  • Full bathrooms:6
  • Half bathrooms:1
  • Living area:4,000 sq. ft.

Heating and cooling

  • Cooling:Central Air
  • Heating:Central

Structure and exterior

  • Year built:1999
  • Building area:4,000 sq. ft.
  • Lot area:3.84 Acres

Utilities

  • Water:Public
  • Sewer:Private Sewer

Finances and disclosures

  • Price:$5,900,000
  • Price per sq. ft.:$1,475
  • Tax amount:$33,210 (2024)
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