157 Sears Rd, Chatham, MA 02633
Property image
Property image
OFF MARKET

$9,532,000

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 3,000 sqft (on 2.15 acres)

157 Sears Rd, Chatham, MA 02633

Est. Refi. Payment $53,420/mo*
Refinance Your Home
Currently Off Market - Sold Apr 27, 2010 for $5,000,000

Home Value

Trulia Estimate
$9.53M
Since last month
Increased$45K (+0.5%)
Since last year
Increased$333K (+3.6%)
Since last sale
Increased$5M (+90.3%)
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 +147% in the last 10 years
MonthEstimated value
2026
August 2026$9.52M
July 2026$9.47M
June 2026$9.49M
May 2026$9.26M
April 2026$9.07M
March 2026$9.28M
February 2026$9.16M
January 2026$9.2M
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
330 Champlain Road, Chatham, MA
0.37
Single-Family Home
$2,375,000
08/18/26
4
3
2,520
106 Stage Neck Road, Chatham, MA
0.47
Single-Family Home
$2,500,000
10/24/25
4
3.5
3,834
86 Champlain Road, Chatham, MA
0.60
Single-Family Home
$2,830,000
01/30/26
3
4.5
4,361
7 Squanto Drive, Chatham, MA
0.79
Single-Family Home
$2,940,000
07/28/26
3
3.5
3,014
80 Tisquantum Road, Chatham, MA
1.15
Single-Family Home
$3,450,000
09/12/25
3
3.5
2,821
85 Cedar Street, Chatham, MA
1.01
Single-Family Home
$4,050,000
07/13/26
5
3.5
3,080
13 Captain Knowles Way, Chatham, MA
0.63
Single-Family Home
$6,995,000
11/21/25
5
6
5,700
246 Stage Island Road, Chatham, MA
0.71
Single-Family Home
$7,312,500
05/21/26
4
5
4,717
87 Squanto Drive, Chatham, MA
0.77
Single-Family Home
$3,250,000
08/06/26
3
3.5
3,902
30 Tisquantum Road, Chatham, MA
1.08
Single-Family Home
$7,000,000
12/18/25
5
4.5
4,305

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
36 Sears Point-Lot B, Chatham, MA 02633
0.12
$2,565,600
2
2
1,550
Off Market
70 Sears Pt Lane, Chatham, MA 02633
0.09
$6,188,800
5
3
2,992
Off Market
0 Harbor Hill, Chatham, MA 02633
0.22
-
-
-
-
Off Market
25 Harbor Hill, Chatham, MA 02633
0.25
$2,433,300
4
3
2,331
Off Market
0 Sears Road, Chatham, MA 02633
0.26
-
-
-
-
Off Market
189 Moonpenny Lane, Chatham, MA 02633
0.27
$5,373,200
6
4.5
2,919
Off Market
36 Sears Point, Chatham, MA 02633
0.28
$9,450,200
10
4
4,421
Off Market
16 Sears Pt, Chatham, MA 02633
0.31
$2,566,900
3
2.5
1,872
Off Market
60 Harbor Hill Road, Chatham, MA 02633
0.34
$2,950,000
4
3.5
3,978
For Sale
1 sears, Chatham, MA 02633
0.34
$4,152,200
4
3.5
4,000
Off Market
330 Champlain Road, Chatham, MA 02633
0.37
$2,375,000
4
3
2,520
Recently Sold
106 Stage Neck Road, Chatham, MA 02633
0.47
$2,561,500
4
3.5
3,834
Off Market

Local Information

  • Map ViewExplore the area around 157 Sears Rd.
  • Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1962
Lot Size
2.15 acres
Living Area
3,000 sqft
Price/Sqft
$3,177

About this House

CHATHAM'S BEST WATER VIEW. Approximately 2 acres of waterfront property. Extremely private with stairway to beach. . First time on market. Direct frontage on Oyster River with stunning views of Nantucket Sound.$4,750,000.
157 Sears Rd, Chatham, MA 02633 is a 3 bedroom, 2 bathroom, 3,000 sqft single-family home built in 1962. It last sold for $5,000,000 on Apr 27, 2010. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $9,532,000, with a rent estimate of $5,003/month.

Home Details for 157 Sears Rd

Property Information

Year Built
Year Built: 1962
Property Type / Style
Property Type: Single Family Home

Interior Features

Heating & Cooling
Air Conditioning

Community

Units in Building: 1

Lot Information

Lot Area: 2.15 acres

Price and Tax history

DateEventPrice
Apr 27, 2010
Source: CCIMLS #21004215
Sold
$5,000,000

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 157 Sears Rd

  • What is 157 Sears Rd estimated to be worth?
    Trulia's estimated value for 157 Sears Rd in Chatham, MA is $9,532,000.
  • What is the price history for 157 Sears Rd?
    157 Sears Rd in Chatham, MA last sold for $5,000,000 in April 2010.
  • 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 157 Sears Rd?
    The lot at 157 Sears Rd in Chatham, MA is about 2.2 acres.

Explore by feature - Air Conditioning

6 rentals with air conditioning in Chatham, MA

Explore by feature - Washer/dryer

6 rentals with a washer/dryer in Chatham, MA

Apartments for Rent

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Off Market Homes Near 157 Sears Rd

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