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40 Toms Hollow Lane

Orleans, MA 02653

6 beds
7 baths
4,000 sqft
~4 acre lot
$1,475 per sqft
1999 build
– on site

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 courtesy of MLSPIN / Guthrie Schofield Group / Berkshire Hathaway HomeServices Robert Paul Properties

Last checked: Checking… • Last updated Apr 2, 2025 •

MLS# 73352932 —

This home is listed in more than one place. See it here.

The Building

Year Built:

1999
Year Built Details:

Actual
Year Built Source:

Public Records
Architectural Style:

Colonial
Basement:

Full
Foundation Details:

Concrete Perimeter
Exterior Features:

Outdoor Shower
Building Area Total:

4000
Building Area Units:

Square Feet
Building Area Source:

Appraiser

Interior

Rooms Total:

8
Fireplace:

true
Fireplaces Total:

1

Room Dimensions

Living Area:

4000
Living Area Source:

Appraiser

Location

Directions:

From Quanset Road, take a right onto Ellerslie Rd, then right onto Tom's Hollow.
Latitude:

41.7459
Longitude:

-69.972061

The Property

Parcel Number:

2365515
Property Type:

Residential
Property Subtype:

Single Family Residence
Property Attached:

false
Lot Features:

Wooded
Lot Size Units:

Acres
Lot Size Area:

3.84
Lot Size SqFt:

167270
Lot Size Acres:

3.84
Zoning:

1010
View:

Scenic View(s)
View:

true
Waterfront:

true
Waterfront Features:

Waterfront
Farm Land Area Units:

Square Feet

Listing Agent

Contact info:

Taxes

Tax Year:

2024
Tax Book Number:

20676
Tax Annual Amount:

33210
Tax Assessed Value:

5308700

Beds

Bedrooms Total:

6

Baths

Total Baths:

6.5
Total Baths:

7
Full Baths:

6
Half Baths:

1

The Listing

Home Warranty:

false

Heating & Cooling

Heating:

Central
Heating:

true
Cooling:

Central Air
Cooling:

true

Utilities

Sewer:

Private Sewer
Water Source:

Public

The Community

Senior Community:

false
Spa:

false
Association:

false

Parking

Garage:

true
Attached Garage:

true
Garage Spaces:

3
Carport:

false
Parking Total:

12
Parking Features:

Attached
Covered Spaces:

3

Monthly cost estimate

Asking price

$5,900,000

Expense	Monthly cost
Mortgage	$31,592
Taxes	$2,767
Insurance	$1,622
Utilities	$428 See report
Total	$36,409/mo.^*
	^*This is an estimate

Explore the Area

My Commute

From

Walk Score®

Provided by WalkScore® Inc.

Bike Score®

Provided by WalkScore® Inc.

Air Pollution Index

Provided by ClearlyEnergy

Sale history

Date	Event	Source	Price	% Change
4/2/25 Apr 2, 2025	Listed / Active	MLSPIN	$5,900,000	1211.1% (42.1% / YR)
6/14/96 Jun 14, 1996		CCI	$450,000

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This house located in Lower Cape, Orleans, MA 02653 is currently for sale for $5,900,000. 40 Toms Hollow Lane is a 4,000 square foot house with 6 beds and 7 baths that has been on Estately for 1 days. 40 Toms Hollow Lane is in the Lower Cape neighborhood of Orleans and has a WalkScore® of 5, making it car-dependent. This house is in the attendance area of Nauset Regional High School, Orleans Elementary School, and Nauset Regional Middle School.

Listing Courtesy of: MLSPIN and Berkshire Hathaway HomeServices Robert Paul Properties.

The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Estately and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein. Users may not reproduce or redistribute the data found on this site. The data is for viewing purposes only. All information provided is deemed reliable but is not guaranteed by Estately or MLSPIN and should be independently verified.