2016 Main Street, Chatham, MA 02633
Property image
Property image
OFF MARKET

$2,065,500

Trulia Estimate
  • 4 Beds
  • 4.5 Baths
  • 3,902 sqft (on 0.85 acres)

2016 Main Street, Chatham, MA 02633

Est. Refi. Payment $11,602/mo*
Refinance Your Home
Currently Off Market - Sold Oct 10, 2025 for $2,025,000

Home Value

Trulia Estimate
$2.07M
Since last month
Increased$55K (+2.7%)
Since last year
Increased$44K (+2.1%)
Since last sale
Increased$50K (+2.5%)
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 +180% in the last 10 years
MonthEstimated value
2026
August 2026$2.07M
August 2026$2.07M
July 2026$2.02M
June 2026$2.12M
May 2026$2.05M
April 2026$2.01M
March 2026$2.01M
February 2026$2.04M
January 2026$2.04M
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
93 Bucks Creek Road, Chatham, MA
0.24
Single-Family Home
$3,025,000
12/19/25
3
3.5
3,544
74 Deering Drive, Chatham, MA
0.51
Single-Family Home
$1,725,000
09/12/25
3
3.5
3,057
40 Sam Ryder Road, Chatham, MA
0.07
Single-Family Home
$1,175,000
06/25/26
3
2
1,528
314 Cockle Cove Road, South Chatham, MA
0.76
Single-Family Home
$2,950,000
12/02/25
4
4.5
3,120
1775 Main St, Chatham, MA
0.44
Single-Family Home
$1,249,000
10/01/25
3
2
1,775
28 Cranberry Lane, North Chatham, MA
0.66
Single-Family Home
$3,100,000
03/27/26
3
4.5
3,759
4 Nickerson Circle, South Chatham, MA
0.79
Single-Family Home
$1,575,000
09/29/25
3
2.5
2,844
5 Bonnies Lane, Chatham, MA
0.25
Single-Family Home
$1,175,000
05/18/26
4
2
1,712
40 Youngs Farm Lane, Chatham, MA
0.82
Single-Family Home
$3,150,000
12/18/25
4
4
4,797

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
40 Sam Ryder Road, Chatham, MA 02633
0.07
$1,175,000
3
2
1,528
Recently Sold
5 Ridge Cove Lane UNIT 5, Chatham, MA 02633
0.04
$1,175,000
2
2.5
2,295
Recently Sold
7 Ridge Cove Lane #7, Chatham, MA 02633
0.04
$1,253,400
2
2.5
2,892
Off Market
1 Ridge Cove Lane #1, Chatham, MA 02633
0.04
$1,304,900
2
2.5
2,892
Off Market
4 Ridge Cove Lane #4, Chatham, MA 02633
0.04
$1,294,000
2
2.5
2,892
Off Market
1996 Main Street, Chatham, MA 02633
0.06
$666,100
3
2
1,813
Off Market
33 Shady Acre Drive, Chatham, MA 02633
0.11
$694,800
2
1
616
Off Market
46 Shady Acre Drive, Chatham, MA 02633
0.14
$776,000
3
2
1,040
Off Market
36 Shady Acre Drive, Chatham, MA 02633
0.14
$795,800
3
1.5
1,040
Off Market
19 Nellies Way, Chatham, MA 02633
0.11
$1,890,600
3
4.5
2,829
Off Market
49 Toms Way, Chatham, MA 02633
0.12
$483,800
2
2
1,140
Off Market

Local Information

  • Map ViewExplore the area around 2016 Main Street.
  • Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2005
0.85 acre lot
3,902 sqft
$529/sqft

About this House

Stunning Magazine-Quality Home with Resort-Style Living on Main Street

Tucked privately off Main Street, this breathtaking home offers the perfect balance of privacy and prime location. Designed for both relaxed living and stylish entertaining, the interior boasts an open floor plan with beautiful shiplap walls, a dedicated dining room with built-in wet bar, and a thoughtfully placed half bath that opens to a backyard haven complete with an outdoor shower.

Step outside into your private resort-style oasis—featuring a heated inground pool, expansive deck, fire pit, and outdoor TV—all nestled alongside the Cape Cod Rail Trail for unmatched access to natural beauty and recreation.

The first floor is anchored by a spacious primary suite with direct access to the pool area, a large living room with gas fireplace, a cozy adjacent den, and a chef's kitchen with a central island perfect for gatherings.

Upstairs, you'll find two additional bedrooms, a private den, generous full bath, and a second primary suite offering luxurious comfort for guests or extended family.

The walkout lower level delivers an urban edge with polished cement floors, a sleek wet bar and a Murphy bed; ideal for overflow guests or versatile living.
This is more than a home, it's a lifestyle. See attached list of features and improvements in MLS documents.
2016 Main Street, Chatham, MA 02633 is a 4 bedroom, 5 bathroom, 3,902 sqft single-family home built in 2005. It last sold for $2,025,000 on Oct 10, 2025 (6% below the $2,150,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,065,500, with a rent estimate of $7,136/month.
Last check for updates: about 1 hour ago
Listed by Daneen Law, (508) 237-0977
Gibson Sotheby's International Realty
Bought with: Nicholas S LeBart, (774) 722-1567, Today Real Estate
Source: CCIMLS, MLS#22502844

Home Details for 2016 Main Street

Interior Features

Interior Details
Basement: Finished,FullNumber of Rooms: 8
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Appliances & Utilities
Appliances: Natural Gas, Water Heater
Heating & Cooling
Heating: Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Natural Gas
Windows, Doors, Floors & Walls
Flooring: Hardwood, Tile
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood, Tile

Exterior Features

Exterior Home Features
Roof: Asphalt PitchedPatio / Porch: DeckOther Structures: OutbuildingExterior: Outdoor Shower, Underground Sprinkler System
Parking & Garage
No Garage
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 64

Property Information

Year Built
Year Built: 2005
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Barnboard, Shingle Siding
Property Information
Parcel Number: 6E172

Price & Status

Price
List Price: $2,150,000

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: Chatham

Building

Building Area
Building Area: 3902 Square Feet

Lot Information

Lot Area: 0.85 acres

Listing Info

Special Conditions: None

Miscellaneous

BasementMls Number: 22502844Attribution Contact: 508-237-0977Showing Requirements: Call Listing Agent, Yard Sign

Price and Tax history

DateEventPrice
Oct 10, 2025
Source: CCIMLS #22502844
Sold
$2,025,000
Aug 14, 2025
Source: MLS PIN #73389277
Contingent
$2,150,000
Aug 14, 2025
Source: CCIMLS #22502844
Pending
$2,150,000
Jun 10, 2025
Source: CCIMLS #22502844
Listed For Sale
$2,150,000
Aug 18, 2011
Source: Agent Provided
ListingRemoved
$350,000

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

All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Detailed information about real estate listings held by brokerage firms other than CC&I Assoc. of REALTORS®, Inc. includes the name of the listing company. Neither the listing company nor CC&I Assoc. of REALTORS®, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. This site was last updated 2026-09-10 00:13:35 PDT. All properties are subject to prior sale, changes, or withdrawal. Copyright 2026© Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

Frequently asked questions about 2016 Main Street

  • What is 2016 Main Street estimated to be worth?
    Trulia's estimated value for 2016 Main Street in Chatham, MA is $2,065,500.
  • What is the price history for 2016 Main Street?
    2016 Main Street in Chatham, MA last sold for $2,025,000 in October 2025.
  • 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.
  • Does 2016 Main Street have air conditioning?
    Yes, 2016 Main Street in Chatham, MA has air conditioning.
  • Does 2016 Main Street have a yard?
    Yes, 2016 Main Street in Chatham, MA has a yard.

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