it's quick and easy

We'll never post to social networks

Name*
First Name Last Name
Phone*
Email*
Password*
*
- I accept the Terms and Confition
Phone
This field is for validation purposes and should be left unchanged.

Already an account? Log in here

Log in

Please check username or password!

No account yet? Register here

Password forgotten? Reset your password

Reset your password

The email address does not seems to be correct!

Please check your email to reset your password

No account yet? Register here

40 Toms Hollow Lane, Orleans, MA 02653

$5,900,000 (Active)

All pictures

40 Toms Hollow Lane, Orleans, MA 02653

$$5,900,000

Active

est.$5,900,000/month.

Start My Approval

6 beds. 6 baths. 167,270 Sqft.

Upcoming Open House

Sat, May 24
(10:00 AM - 12:00 PM)

Get More Info

Start An Offer

Payment Calculator

Home Price

Interest Rate

Down Payment

Term

$/mo

Interest Rate,

Start My Approval

40 Toms Hollow Lane, Orleans, MA 02653

$5,900,000

Active

est.$5,900,000/month.

Start My Approval

6 beds 6.5 baths 167,270 Sq.ft.

Download Listing As PDF

Generating PDF

Property details for 40 Toms Hollow Lane, Orleans, MA 02653

A rare offering on the shores of Little Pleasant Bay, 40 Tom's Hollow is a generational waterfront estate encompassing nearly four acres of bucolic landscape with an expansive shoreline, private sandy beach, and iconic boathouse. A winding drive leads through a serene coastal setting to a timeless center-entrance Colonial, where soaring ceilings and panoramic bay views set the tone. The cathedral-ceilinged great room, with pass-through hearth, forms the heart of the home--flanked by a custom kitchen and gracious dining area, perfectly positioned to capture the beauty beyond. A first-floor primary suite offers privacy and comfort, while separate guest quarters provide flexibility for extended stays. The finished walkout lower level adds space for recreation, gatherings, or overflow guests--all opening to a lawn that invites entertaining and the potential for a pool. Outside, a wide stretch of shoreline allows for private beach access, and mooring rights open the door to water-sport adventures. The historic boathouse, brimming with potential, anchors the property in authentic Cape Cod tradition. This is a rare legacy estate where nature and coastal elegance live in quiet harmony.

Broker details: Berkshire Hathaway HomeServices Robert Paul Properties

Listed by: Guthrie Schofield Group

Property Description

MLS Information

Listing: 22501262
Listing Last Modified: 2025-05-22

Property Details

Standard Status: Active
Built in: 1999
Lot size area: 3.84 Acres

Geographic Data

County: Barnstable
Directions: From Quanset Road, take a right onto Ellerslie Rd, then right onto Tom's Hollow. When road splits initially stay to the left and then right to 40. House has white stone driveway.

Features