LRG Boston
(617) 233-5800
355 Boylston St
Boston, Ma 02116

40 Toms Hollow Lane
Orleans, MA

Property Description
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.
offered at
$5,900,000
- Listing ID: 73352932
- Bedrooms: 6
- Full Baths: 6
- Half Baths: 1
- Living Area: 4,000 sqft Convert
- Lot Size: 167,270 sqft Convert
- Acres: 3.84
Additional Details
Type: Single Family, Single Family Residence
Zip Code: 02653
Parking
Garage: 3
Garage Capacity: 3
Parking: Attached
Parking Spaces: 12
Rooms and Dimensions
Total Rooms: 8
Contact: LRG Boston at (617) 233-5800

LRGBOSTON.COM
355 Boylston St. Boston, MA 02116