239 Main St, Chatham, MA 02633
Property image
Property image
OFF MARKET

$2,911,500

Trulia Estimate
  • 5 Beds
  • 3 Baths
  • 3,430 sqft (on 0.34 acres)

239 Main St, Chatham, MA 02633

Est. Refi. Payment $16,323/mo*
Refinance Your Home
Currently Off Market - Sold Nov 30, 2011 for $1,075,000

Home Value

Trulia Estimate
$2.91M
Since last month
Decreased$25K (-0.8%)
Since last year
Increased$108K (+3.9%)
Since last sale
Increased$2M (+170.8%)
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 +114% in the last 10 years
MonthEstimated value
2026
August 2026$2.91M
August 2026$2.89M
July 2026$2.94M
June 2026$2.97M
May 2026$2.9M
April 2026$2.87M
March 2026$2.85M
February 2026$2.84M
January 2026$2.76M
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
213 Main Street, Chatham, MA
0.05
Single-Family Home
$1,800,000
07/31/26
4
2
1,236
32 Sunset Lane, Chatham, MA
0.17
Single-Family Home
$1,622,500
03/09/26
3
2
1,626
85 Main Street, Chatham, MA
0.28
Single-Family Home
$4,000,000
10/03/25
3
3.5
2,998
745-747 Main Street, Chatham, MA
0.73
Single-Family Home
$1,375,000
02/19/26
6
3
2,257
51 Shattuck Place, Chatham, MA
0.44
Single-Family Home
$2,610,000
10/02/25
3
2.5
2,133
150 Main Street, Chatham, MA
0.19
Single-Family Home
$6,000,000
04/14/26
7
2.5
2,552
169 Shore Road, Chatham, MA
0.34
Single-Family Home
$7,790,000
09/24/25
4
4.5
4,020
24 Shattuck Pl, Chatham, MA
0.52
Single-Family Home
$1,785,000
11/24/25
4
2.5
1,514
298 Chipping Stone Rd, Chatham, MA
0.93
Single-Family Home
$1,050,000
05/15/26
4
2
2,148
24 Hillcrest Road, Chatham, MA
1.26
Single-Family Home
$1,635,000
09/26/25
5
3
3,098

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
213 Main Street, Chatham, MA 02633
0.05
$1,800,000
4
2
1,236
Recently Sold
47 Quasson Road, Chatham, MA 02633
0.12
$3,920,800
4
4
2,399
Off Market
14 Hallet Lane, Chatham, MA 02633
0.07
$4,209,400
6
6.5
5,146
Off Market
67 School Street, Chatham, MA 02633
0.11
$1,967,900
4
2
1,595
Off Market
323 Main Street, Chatham, MA 02633
0.13
$938,000
2
2
958
Off Market
30 Mill Hill Lane, Chatham, MA 02633
0.16
$2,899,300
7
3
2,460
Off Market
150 Main Street, Chatham, MA 02633
0.19
$6,000,000
7
2.5
2,552
Recently Sold
32 Sunset Lane, Chatham, MA 02633
0.17
$1,622,500
3
2
1,626
Recently Sold
35 Mill Hill Lane, Chatham, MA 02633
0.18
$3,105,500
4
3
2,016
Off Market
5 Isaac Hardy Lane, Chatham, MA 02633
0.21
$3,608,900
-
-
-
Off Market
107 School Street, Chatham, MA 02633
0.19
$3,905,800
4
5.5
4,372
Off Market
108 Shore Road, Chatham, MA 02633
0.24
$10,208,500
7
8
6,276
Off Market

Local Information

  • Map ViewExplore the area around 239 Main St.
  • Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1848
0.34 acre lot
3,430 sqft
$849/sqft
Garage

About this House

Old Village Landmark: Amble into town, stroll to Lighthouse Beach or just sit on your porch and enjoy the days of summer ... anything is possible On the Bend of Main. Originally built in 1848 and renovated throughout the years, this 3,430 s.f. home is graced with five bedrooms and three bathrooms. Perfect for summer gatherings to celebrate the iconic July 4th parade and whiffleball, the picturesque yard just down from Andrew Harding’s Beach complements the beautifully designed interior.
239 Main St, Chatham, MA 02633 is a 5 bedroom, 3 bathroom, 3,430 sqft single-family home built in 1848. It last sold for $1,075,000 on Nov 30, 2011. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,911,500, with a rent estimate of $6,165/month.

Home Details for 239 Main St

Interior Features

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

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1848Year Updated: 2018
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 0.34 acres

Price and Tax history

DateEventPrice
Nov 30, 2011
Source: CCIMLS #21007851
Sold
$1,075,000
Oct 9, 2011
Source: Agent Provided
PriceChange
$1,050,000
Price decreased by 22%
Sep 3, 2011
Source: Agent Provided
PriceChange
$1,349,999
Price decreased by 15%
Aug 18, 2010
Source: Agent Provided
Listed For Sale
$1,595,000
Feb 13, 2010
Source: Agent Provided
ListingRemoved
$1,895,000

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 239 Main St

  • What is 239 Main St estimated to be worth?
    Trulia's estimated value for 239 Main St in Chatham, MA is $2,911,500.
  • What is the price history for 239 Main St?
    239 Main St in Chatham, MA last sold for $1,075,000 in November 2011.
  • 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 239 Main St?
    The lot at 239 Main St in Chatham, MA is about 0.34 acres (14,810 sq ft).
  • Does 239 Main St have a garage?
    Yes, 239 Main St in Chatham, MA has a garage.

Apartments for Rent

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Off Market Homes Near 239 Main St

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