$5,900,000
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 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.
Property Details
Price:
$5,900,000
MLS #:
73352932
Status:
Active
Beds:
6
Baths:
6.5
Address:
40 Toms Hollow Lane
Type:
Single Family
Subtype:
Single Family Residence
City:
Orleans
Listed Date:
Mar 20, 2025
State:
MA
Finished Sq Ft:
4,000
Total Sq Ft:
4,000
ZIP:
02653
Lot Size:
167,270 sqft / 3.84 acres (approx)
Year Built:
1999
Schools
Interior
Bathrooms
6 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Fireplaces Total
1
Heating
Central
Exterior
Architectural Style
Colonial
Exterior Features
Outdoor Shower
Parking Features
Attached
Parking Spots
12
Financial
Tax Year
2024
Taxes
$33,210
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Courtesy of Berkshire Hathaway HomeServices Robert Paul Properties. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. 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. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
40 Toms Hollow Lane
Orleans, MA
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