39 Wapoos Trl, Chatham, MA 02633
Property image
Property image
OFF MARKET

$12,405,400

Trulia Estimate
  • 3 Beds
  • 5 Baths
  • 4,806 sqft (on 1.33 acres)

39 Wapoos Trl, Chatham, MA 02633

Est. Refi. Payment $69,305/mo*
Refinance Your Home
Currently Off Market - Sold Sep 20, 2006 for $4,275,000

Home Value

Trulia Estimate
$12.4M
Since last month
Decreased$176K (-1.4%)
Since last year
Increased$830K (+7.2%)
Since last sale
Increased$8M (+190.2%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +318% in the last 10 years
MonthEstimated value
2026
August 2026$12.41M
August 2026$12.35M
July 2026$12.58M
June 2026$12.27M
May 2026$12.21M
April 2026$11.77M
March 2026$11.95M
February 2026$12.02M
January 2026$11.75M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
25 Wikis Way, Chatham, MA
0.33
Single-Family Home
$5,750,000
09/30/25
4
4.5
4,654
80 Tisquantum Road, Chatham, MA
0.28
Single-Family Home
$3,450,000
09/12/25
3
3.5
2,821
30 Tisquantum Road, Chatham, MA
0.33
Single-Family Home
$7,000,000
12/18/25
5
4.5
4,305
246 Stage Island Road, Chatham, MA
0.44
Single-Family Home
$7,312,500
05/21/26
4
5
4,717
86 Champlain Road, Chatham, MA
0.87
Single-Family Home
$2,830,000
01/30/26
3
4.5
4,361
85 Cedar Street, Chatham, MA
1.34
Single-Family Home
$4,050,000
07/13/26
5
3.5
3,080
330 Champlain Road, Chatham, MA
1.14
Single-Family Home
$2,375,000
08/18/26
4
3
2,520
106 Stage Neck Road, Chatham, MA
1.44
Single-Family Home
$2,500,000
10/24/25
4
3.5
3,834
404 Stage Harbor Road, Chatham, MA
1.12
Single-Family Home
$3,020,000
01/15/26
4
3.5
2,905
13 Captain Knowles Way, Chatham, MA
1.55
Single-Family Home
$6,995,000
11/21/25
5
6
5,700

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
98 Attucks Trail, Chatham, MA 02633
0.07
$3,916,800
4
4.5
3,915
Off Market
96 Tilipi Run, Chatham, MA 02633
0.12
$13,374,300
6
8
9,315
Off Market
48 Tilipi Run, Chatham, MA 02633
0.20
$3,243,000
4
3
3,100
Off Market
80 Tisquantum Road, Chatham, MA 02633
0.28
$3,765,100
3
3.5
2,821
Off Market
30 Tisquantum Road, Chatham, MA 02633
0.33
$7,000,000
5
4.5
4,305
Recently Sold
25 Wikis Way, Chatham, MA 02633
0.33
$5,870,000
4
4.5
4,654
Off Market
336 Stage Island Road, Chatham, MA 02633
0.35
$2,850,000
3
2.5
2,205
For Sale
270 Stage Island Road, Chatham, MA 02633
0.38
$6,572,800
5
4.5
4,000
Off Market
56 Stage Island Rd, Chatham, MA 02633
0.40
$4,995,000
4
4
2,932
For Sale
246 Stage Island Road, Chatham, MA 02633
0.44
$7,312,500
4
5
4,717
Recently Sold
346 Morris Island Road, Chatham, MA 02633
0.66
$4,500,000
4
3.5
2,850
For Sale
15 Edgewater Drive, Chatham, MA 02633
0.68
$2,693,600
3
3
2,100
Off Market

Local Information

  • Map ViewExplore the area around 39 Wapoos Trl.
  • Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2015
1.33 acre lot
4,806 sqft
$2,581/sqft

About this House

This single-family home is located at 39 Wapoos Trl, Chatham, MA. 39 Wapoos Trl is in Chatham, MA and in ZIP code 02633. This property has 3 bedrooms, 5 bathrooms and approximately 4,806 sqft of floor space. This property has a lot size of 1.31 acres and was built in 2015.
39 Wapoos Trl, Chatham, MA 02633 is a 3 bedroom, 5 bathroom, 4,806 sqft single-family home built in 2015. It last sold for $4,275,000 on Sep 20, 2006. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $12,405,400, with a rent estimate of $7,660/month.

Home Details for 39 Wapoos Trl

Interior Features

Heating & Cooling
Heating: GasAir ConditioningHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 9

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: Wood

Property Information

Year Built
Year Built: 2015Year Updated: 2023
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1.33 acres

Price and Tax history

DateEventPrice
Sep 20, 2006
Source: CCIMLS #20511582
Sold
$4,275,000

Market trends in Chatham

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.14M
Sale-to-List Price
97.9%
Price per sq ft
$704
Available listings
72
3MoM

Around this home

What Locals Say about Chatham

At least 40 Trulia users voted on each feature.

  • 88 % Say there's wildlife

  • 87 % Say parking is easy

  • 83 % Say there's holiday spirit

  • 83 % Say yards are well-kept

  • 83 % Say it's dog friendly

  • 82 % Say people would walk alone at night

  • 82 % Say car is needed

  • 73 % Say it's quiet

  • 72 % Say they plan to stay for at least 5 years

  • 59 % Say neighbors are friendly

  • 48 % Say it's walkable to restaurants

  • 47 % Say kids play outside

  • 38 % Say there are community events

  • 33 % Say there are sidewalks

  • 21 % Say streets are well-lit

  • 20 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Snbrinc
    "I’m 4th generation living in this neighborhood. Very special highly desirable place. Proud to be a native. "
    1
    Flag
  • Lilsweeti56
    "Lots of farms. Stop and shop is also close by along with cvs and some banks. Close by to highway. Most people are friendly"
    1
    Flag
  • Virginia S.
    "It’s beautiful, near stores, beach, highways. Quiet and neighbors mind their own business. Lake at end of our street."
    0
    Flag
  • Pmil
    "They would like that most people keep their dog on a leash. They would not like the coyotes in winter"
    1
    Flag
  • Mil
    "Most dogs are on leashes, and in some areas they have doggie poop bags, they have a lot of green. Peomost people pick up after their pets. In winter be careful, foxes and coyotes, deer and wild turkeys are found"
    2
    Flag
  • George G.
    "Easy because it is a small place in the Cape Cod and I love it here because it is also a older community "
    0
    Flag
  • Tuscansun83
    "It's such a peaceful place Chatham is one of the best towns to live in year round or part time it's just beautiful"
    0
    Flag
  • jandesmar
    "I love that it is so close to the boat landing that we can walk to it and watch the activity with our grandchildren. We can also walk to the beach which is a mile away to swim and watch the sunsets,"
    0
    Flag
  • Nancy P.
    "Safe small town with beautiful beaches and a strong sense of community. I love living here. Great place to grow up and raise children "
    1
    Flag
  • Jack D. B.
    "I grew up nearby and can attest to what a great location this is - an easy walk to town, yet just far enough from the peak summer hustle and bustle. "
    0
    Flag
  • mwff1
    "Wonderful, convenient, yet very private area! Conservation and park areas prevalent nearby"
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 39 Wapoos Trl

  • What is 39 Wapoos Trl estimated to be worth?
    Trulia's estimated value for 39 Wapoos Trl in Chatham, MA is $12,405,400.
  • What is the price history for 39 Wapoos Trl?
    39 Wapoos Trl in Chatham, MA last sold for $4,275,000 in September 2006.
  • Is Chatham a buyer's or seller's market?
    Chatham is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Chatham?
    The median sale price in Chatham is $1.14M.
  • How big is the lot at 39 Wapoos Trl?
    The lot at 39 Wapoos Trl in Chatham, MA is about 1.3 acres.

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 39 Wapoos Trl

Skip to last item
Skip to first item

Homes for sale near 39 Wapoos Trl

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item