27 Sears Point Rd, Chatham, MA 02633
OFF MARKET

27 Sears Point Rd
Chatham, MA 02633

  • 4 Beds
  • 2 Baths
  • 2,104 sqft

$2,173,300

Trulia Estimate
as of Aug 13, 2026
Est. Refi. Payment $12,273/mo*
Refinance Your Home

$2,173,300

Trulia Estimate
as of Aug 13, 2026
Est. Refi. Payment $12,273/mo*
Refinance Your Home
4 Beds
2 Baths
2,104 sqft

Home Value

Trulia Estimate
$2.17M
Since last month
Decreased$95K (-4.2%)
Since last year
Increased$134K (+6.6%)
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 +61% in the last 10 years
MonthEstimated value
2026
August 2026$2.17M
July 2026$2.2M
June 2026$2.27M
May 2026$2.13M
April 2026$2.17M
March 2026$2.29M
February 2026$2.21M
January 2026$2.19M
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
1239 Main Street UNIT 18, Chatham, MA
1.23
Condo
$1,400,000
04/29/26
3
2
1,420
1 Seastrand Way UNIT 1, Chatham, MA
1.36
Condo
$695,000
04/21/26
2
2
1,296
595 Main Street #37, Chatham, MA
1.53
Condo
$2,000,000
09/16/25
3
3
2,148
3 Captains Row E, Chatham, MA
1.39
Condo
$900,000
11/25/25
2
3
1,815
38 Munson Meeting Way #18, Chatham, MA
1.57
Condo
$970,000
09/19/25
2
2
1,652
912 Main Street APT 304, Chatham, MA
1.62
Condo
$461,260
11/10/25
2
2
1,231
99 Depot Road APT 23, Chatham, MA
1.65
Condo
$621,850
06/25/26
2
2
1,045
912 Main Street Unit 308, Chatham, MA
1.62
Condo
$455,000
07/17/26
1
2
1,284
1340 Main Street UNIT 9, Chatham, MA
1.41
Condo
$490,000
06/24/26
2
1
496
5 Ridge Cove Lane UNIT 5, Chatham, MA
2.03
Condo
$1,175,000
03/25/26
2
2.5
2,295

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
70 Sears Pt Lane, Chatham, MA 02633
0.00
$6,051,600
5
3
2,992
Off Market
36 Sears Point-Lot B, Chatham, MA 02633
0.14
$2,653,600
2
2
1,550
Off Market
0 Harbor Hill, Chatham, MA 02633
0.24
-
-
-
-
Off Market
0 Sears Road, Chatham, MA 02633
0.27
-
-
-
-
Off Market
36 Sears Point, Chatham, MA 02633
0.28
$7,668,600
10
4
4,421
Off Market
25 Harbor Hill, Chatham, MA 02633
0.27
$2,110,600
4
3
2,331
Off Market
16 Sears Pt, Chatham, MA 02633
0.31
$2,429,000
3
2.5
1,872
Off Market
1 sears, Chatham, MA 02633
0.33
$3,650,500
4
3.5
4,000
Off Market
189 Moonpenny Lane, Chatham, MA 02633
0.34
$5,352,100
6
4.5
2,919
Off Market
60 Harbor Hill Road, Chatham, MA 02633
0.36
$2,950,000
4
3.5
3,978
For Sale
88 Champlain Road, Chatham, MA 02633
0.50
$4,714,000
4
5.5
4,112
Off Market
15 Windy Hill Way, Chatham, MA 02633
0.50
$5,850,000
5
5.5
5,620
For Sale

Local Information

  • Map ViewExplore the area around 27 Sears Point Rd.
-- mins to
Commute Destination

Home Highlights

Property Type
Condo
Year Built
1957
Living Area
2,104 sqft
Price/Sqft
$1,033

About this House

This condo is located at 27 Sears Point Rd, Chatham, MA. 27 Sears Point Rd is in Chatham, MA and in ZIP code 02633. This property has 4 bedrooms, 2 bathrooms and approximately 2,104 sqft of floor space. This property was built in 1957.
27 Sears Point Rd, Chatham, MA 02633 is a 4 bedroom, 2 bathroom, 2,104 sqft condo built in 1957. It is currently off market. The Trulia Estimate is $2,173,300, with a rent estimate of $4,322/month.

Home Details for 27 Sears Point Rd

Interior Features

Heating & Cooling
Heating: Forced Air, OilAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1

Property Information

Year Built
Year Built: 1957Year Updated: 1966
Property Type / Style
Property Type: CondoArchitecture: Other

Community

Units in Building: 1

Price and Tax history

YearProperty taxTax assessment
2025
$7,705
$2,220,600
Home facts updated by county records

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
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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

  • 71 % 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

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Apartments for Rent

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Homes for sale near 27 Sears Point Rd

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Off Market Homes Near 27 Sears Point Rd

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Frequently asked questions about 27 Sears Point Rd

  • What is 27 Sears Point Rd estimated to be worth?
    Trulia's estimated value for 27 Sears Point Rd in Chatham, MA is $2,173,300.
  • 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.
  • What do residents say about Chatham?
    Residents describe Chatham, MA as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Chatham, MA.