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$5,900,000
18 Days On Site

40 Toms Hollow Lane
Orleans, MA 02653

For Sale|Single Family Residence|Active
6
Beds
6
Full Baths
1
Partial Bath
4,000
SqFt
$1,475
/SqFt
1999
Built
County:
Barnstable

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40 Toms Hollow Lane40 Toms Hollow Lane40 Toms Hollow Lane40 Toms Hollow Lane
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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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Listing Snapshot
Price 
$5,900,000
Days On Site 
18 Days
Bedrooms 
6
Inside Area (SqFt) 
4,000 sqft
Total Baths 
7
Full Baths 
6
Partial Baths 
1
Lot Size 
3.84 Acres
Year Built 
1999
MLS® Number 
73352932
Status 
Active
Property Tax 
$33,210
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Appraiser
Friends & Family
Recent Activity
2 weeks agoListing updated with changes from the MLS®
3 weeks agoListing first seen on site
General Features
Acres 
3.84
Attached Garage 
Yes
Foundation 
Concrete Perimeter
Garage 
Yes
Garage Spaces 
3
Parking 
Attached
Parking Spaces 
12
Property Sub Type 
Single Family Residence
Sewer 
Private Sewer
SqFt Above 
4000
SqFt Total 
4000
Style 
Colonial
Water Source 
Public
Zoning 
1010
Interior Features
Basement 
FullFinishedWalk-Out AccessInterior Entry
Cooling 
Central Air
Fireplace 
Yes
Fireplaces 
1
Heating 
Central
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Exterior Features
Exterior 
Outdoor Shower
Lot Features 
WoodedGentle SlopingLevelWaterfront
View 
Scenic
Waterfront 
Yes
Waterfront Features 
Ocean FrontWaterfrontBeach FrontNavigable Water
Waterview 
Scenic
Listing courtesy of Guthrie Schofield Group of Berkshire Hathaway HomeServices Robert Paul Properties



The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords, and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing, leasing or renting 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, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

Last checked 2025-04-19 08:02 PM UTC

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Source: Walkscore
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