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 nearly four acres of bucolic landscape with an expansive shoreline, private sandy beach, and iconic boathouse. A winding drive leads through a serene coastal setting to a timeless center-entrance Colonial, where soaring ceilings and panoramic bay views set the tone. The cathedral-ceilinged great room, with pass-through hearth, forms the heart of the home--flanked by a custom kitchen and gracious dining area, perfectly positioned to capture the beauty beyond. A first-floor primary suite offers privacy and comfort, while separate guest quarters provide flexibility for extended stays. The finished walkout lower level adds space for recreation, gatherings, or overflow guests--all opening to a lawn that invites entertaining and the potential for a pool. Outside, a wide stretch of shoreline allows for private beach access, and mooring rights open the door to water-sport adventures. The historic boathouse, brimming with potential, anchors the property in authentic Cape Cod tradition. This is a rare legacy estate where nature and coastal elegance live in quiet harmony.
Last checked:
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Last updated Apr 23, 2025
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MLS# 22501262 —
This home is listed in more than one place. See it here.
The Building
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Year Built:1999
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New Construction:false
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Construction Materials:Shingle Siding
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Architectural Style:Colonial
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Roof:Shingle
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Foundation Details:Poured
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Stories:2
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Basement:Finished
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Exterior Features:Outdoor Shower
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Building Area Units:Square Feet
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Building Area Total:4000
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Below Grade Finished Area Units:Square Feet
Interior
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Interior Features:Sound System
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Rooms Total:8
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Fireplace:false
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Flooring:Carpet
Room Dimensions
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Living Area Units:Square Feet
Location
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Directions:From Quanset Road, take a right onto Ellerslie Rd, then right onto Tom's Hollow. When road splits initially stay to the left and then right to 40. House has white stone driveway.
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Coordinates:-69.972298, 41.745881
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Latitude:41.745881
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Longitude:-69.972298
The Property
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Property Type:Residential
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Property Subtype:Single Family Residence
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Property Condition:Actual
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Property Attached:false
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Parcel Number:82130
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Lot Size Acres:3.84
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Lot Size SqFt:167270
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Lot Size Area:3.84
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Lot Size Units:Acres
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Lot Size Source:Field Card
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Zoning:1010
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Waterview:Bay/Harbor
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Waterfront:true
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Waterfront Features:Bay
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Water Body Name:Little Pleasant Bay
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Road Frontage Type:Private Road
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Road Surface Type:Unimproved
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Land Lease:false
Listing Agent
- Contact info:
- Agent phone:
- (774) 487-8554
- Office phone:
- (508) 945-5553
Taxes
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Tax Year:2024
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Tax Annual Amount:33210
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Tax Assessed Value:5308700
Beds
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Bedrooms Total:6
Baths
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Total Baths:6.5
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Total Baths:7
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Full Baths:6
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Half Baths:1
The Listing
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Home Warranty:false
Heating & Cooling
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Heating:Forced Air
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Heating:true
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Cooling:Central Air
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Cooling:true
Utilities
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Sewer:Private Sewer
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Water Source:Well
Schools
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Elementary School District:Nauset
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Middle Or Junior School District:Nauset
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High School District:Nauset
The Community
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Association:false
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Pool Private:false
Parking
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Garage:true
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Garage Spaces:3
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Attached Garage:true
Monthly cost estimate
Asking price
$5,900,000
| Expense | Monthly cost |
|---|---|
|
Mortgage
This calculator is intended for planning and education purposes only. It relies on assumptions and information provided by you regarding your goals, expectations and financial situation, and should not be used as your sole source of information. The output of the tool is not a loan offer or solicitation, nor is it financial or legal advice. |
$31,592
|
| Taxes | $2,767 |
| Insurance | $1,622 |
| Utilities | $428 See report |
| Total | $36,409/mo.* |
| *This is an estimate |
Walk Score®
Provided by WalkScore® Inc.
Walk Score is the most well-known measure of walkability for any address. It is based on the distance to a variety of nearby services and pedestrian friendliness. Walk Scores range from 0 (Car-Dependent) to 100 (Walker’s Paradise).
Bike Score®
Provided by WalkScore® Inc.
Bike Score evaluates a location's bikeability. It is calculated by measuring bike infrastructure, hills, destinations and road connectivity, and the number of bike commuters. Bike Scores range from 0 (Somewhat Bikeable) to 100 (Biker’s Paradise).
Air Pollution Index
Provided by ClearlyEnergy
The air pollution index is calculated by county or urban area using the past three years data. The index ranks the county or urban area on a scale of 0 (best) - 100 (worst) across the United Sates.
Sale history
| Date | Event | Source | Price | % Change |
|---|---|---|---|---|
|
3/29/25
Mar 29, 2025
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Listed / Active | CCI | $5,900,000 | 1211.1% (42.1% / YR) |
|
6/14/96
Jun 14, 1996
|
CCI | $450,000 |
