40 Toms Hollow Lane, Orleans MA 02653

Orleans, MA 02653
$5,900,000
Est. $31,402/month
6
Beds
6.5
Baths
4,000
Sq Ft
$1,475
Price/Sq Ft
3.84
Acres
1999
Year Built
Single Family Residence
Type
177
Days on Market
Active Listed Sep 26, 2025 • MLS# 73352932

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

Property Type
Single Family Residence
Property Category
Residential
Year Built
1999
Bedrooms
6
Full Bathrooms
6
Half Bathrooms
1
Living Area
4,000 sq ft
Total Rooms
8

Interior Features

Heating
Central
Has Heating
Yes
Cooling
Central Air
Has Cooling
Yes
Has Fireplace
Yes
Number of Fireplaces
1
Basement Details
Full, Finished, Walk-Out Access, Interior Entry

Exterior & Structure

Architectural Style
Colonial
Foundation
Concrete Perimeter
Exterior Features
Outdoor Shower
Has Spa
No
View
Scenic View(s)
Has View
Yes
Waterfront Features
Waterfront, Navigable Water, Ocean, Bay, Deep Water Access, Direct Access, Private, Bay, 0 to 1/10 Mile To Beach
Waterfront Property
Yes

Lot & Land

Lot Size
3.84 acres
Lot Size
167,270 sq ft
Lot Size Area
3.8400
Lot Features
Wooded, Easements, Gentle Sloping, Level

Parking & Garage

Garage Spaces
3
Has Garage
Yes
Attached Garage
Yes
Has Carport
No
Total Non-Garage Parking Spaces
12
Parking Features
Attached
Covered Parking Spaces
3

Utilities & Systems

Water Source
Public
Sewer
Private Sewer

Community & HOA

HOA
No
Senior Community
No

Financial & Tax Information

Annual Tax Amount
$33,210
Tax Year
2024
Tax Assessed Value
$5,308,700
Parcel Number
2365515
Zoning
1010

Additional Details

Year Built Source
Public Records
Year Built Details
Actual
Attached Property
No

Location

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Neighborhood

40 Toms Hollow Lane, Orleans MA 02653

Orleans, MA 02653

Walkability

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Schools

School information not available

Monthly Payment Calculator

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Estimated Monthly Payment $0

Payment Breakdown

Principal & Interest $0
Property Tax $2,768
Homeowners Insurance $200
PMI $0

Property History

Property Timeline

🏠
Listed for Sale
Apr 1, 2025
$5,900,000
Original listing
Office: Berkshire Hathaway HomeServices Robert Paul Properties

Price & Status History

Date Event Price Change
Apr 1, 2025 New Listing Added $5,900,000

Market Statistics

Days on Market
177 days
Price per Sq Ft
$1,475

Tax History

Year Taxes Assessment
2024 $33,210 $5,308,700

Financial Details

Annual Property Tax
$33,210
Tax Year 2024
Assessed Value
$5,308,700

Listing Information

Listing Agent Guthrie Schofield Group
Listing Office Berkshire Hathaway HomeServices Robert Paul Properties
Agent MLS ID TM359164
Office MLS ID AN6519

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