









































40 Toms Hollow Lane, Orleans MA 02653
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.
Facts & Features
Property Overview
Interior Features
Exterior & Structure
Lot & Land
Parking & Garage
Utilities & Systems
Community & HOA
Financial & Tax Information
Additional Details
Location
Neighborhood
40 Toms Hollow Lane, Orleans MA 02653
Orleans, MA 02653
Walkability
Schools
School information not available
Monthly Payment Calculator
Payment Breakdown
Property History
Property Timeline
Listed for Sale
Apr 1, 2025Date | Event | Price | Change | $/sqft | Details |
---|---|---|---|---|---|
04/01/2025 | 🏠 Listed for Sale | $5,900,000 | - | - | Original listing |