#73322230, Chris Rhinesmith, Listing Office: Compass
$5,900,000 List price
40 Toms Hollow Ln Orleans, MA 02653
6 beds
6 full, 1 partial
4,000 sqft
3.8 acres
$1,475 / sqft
House
Property details
About 40 Toms Hollow Ln
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.
Highlights
Home typeSingle Family Residence
HeatingCentral
StatusActive
CoolingCentral Air
Size4,000 sqft
BasementYes
Lot size3.84 Acres
Year built1999
ParkingAttached
MLS #73352932
Attached garage3 spaces
WaterfrontWaterfront, Beach, Navigable Water, Ocean Front, Bay, Water Access
ViewOther
Summary
- MLS Number: 73352932
- MLS Name: MLS Property Information Network
- Office Name: Berkshire Hathaway HomeServices Robert Paul Properties
- Office Phone: (508) 945-5553
- Listing Agent: Guthrie Schofield Group
Disclaimer: 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. We may make use of information provided by users of this website - see our Terms of Use for more details on our privacy policy.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 4/12/2025, 7:20:48 AM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
Get an agent. Get a mortgage. Save big.¹
$5,900,000
40 Toms Hollow Ln
Sell your home with Rocket and save even more!
Seller rebate
0.5% sale price²
Price information
Property sales
| Date | Event | Price |
|---|---|---|
| Jul 29, 2005 | Home Sold | $3,500,000 |
| Jun 11, 1996 | Home Sold | $450,000 |
Tax history
| Year | Assessment | Property Tax |
|---|---|---|
| 2024 | $4,997,600 | $32,035 |
| 2023 | $4,641,600 | $28,917 |
| 2022 | $3,720,800 | $26,790 |
| 2021 | $3,752,200 | $29,417 |
| 2020 | $3,754,800 | $28,386 |
| 2018 | $3,696,300 | $24,506 |
| 2017 | $3,793,600 | $24,013 |
History based on county public records data.
Nearby schools
9
Orleans Elementary School
Public District KG-5
2.7 mi
•46 Eldredge Pkwy
5
Chatham Elementary School
Public District PK-4
4.1 mi
•147 Depot Rd
5
Eddy Elementary School
Public District 3-5
5.2 mi
•2298 Main St
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $88,924. The majority of Orleans, MA residents have income between $35k-100k annually. Residents typically live in married, no kids family. Typical level of education for residents in this area is post secondary degree.
How much money do the neighbors make?
20%
<35k
38%
35k-100k
26%
100k-200k
16%
200k+
What level of education do the neighbors have?
High School Diploma
Post Secondary Degree
Masters Degree
Doctorate
What types of families live nearby?
38%
Single, No Kids
5%
Single, with Kids
50%
Married, No Kids
7%
Married, with Kids
Are the neighbors home owners or renters?
Home Owners
Renters
How old are people in this area?
6%
<11 yrs old
4%
12-17 yrs old
11%
18-34 yrs old
39%
35-64 yrs old
40%
65+ yrs old
What do the neighbors do for fun?
PGA/LPGA
Skiing/snowboarding
Figure Skating
Where do the neighbors shop?
Stein Mart
BJs Wholesale Club
Kmart
Where do the neighbors go to eat?
Bob Evans
Panera
Cracker Barrel
What do the neighbors drive?
Lincoln
Infiniti
Lexus
What do the neighbors listen to?
News/Talk/Information
Adult Hits
Oldies
All data provided by Home Junction and Claritas
Similar homes for sale
#73291884, Paul Grover, Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties
Frequently asked questions
About 40 Toms Hollow Ln
This home is located at 40 Toms Hollow Ln in Orleans, MA and zip code 02653. This 4,000 square foot home, which was built in 1999, sits on a 3.84 acre lot. Features: 6 bedrooms, 7 bathrooms. It has been listed on Rocket Homes since March 29, 2025 and is currently priced at $5,900,000.
In March 2025, from all listings sold in Orleans, MA there were more than 1 sold above asking price, over 8 sold below and more than 2 were sold right at the asked price. Between February and March 2025, Orleans, MA real estate market has seen increase in the number of listings by 1.8%. In March 2025 median list price was $1,100,001 and the average listing age was 50 days.
From Rocket Homes Real Estate and based on county public records data.