2016 Main Street, Chatham, MA 02633
SOLD
OCT 10, 2025

2016 Main Street
Chatham, MA 02633

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

$2,025,000

Last Sold: Oct 10, 2025
6% below list $2.15M
$519/sqft
Est. Refi. Payment $11,248/mo*
Refinance Your Home

$2,025,000

Last Sold: Oct 10, 2025
6% below list $2.15M
$519/sqft
Est. Refi. Payment $11,248/mo*
Refinance Your Home
4 Beds
4.5 Baths
3,902 sqft
(on 0.85 acres)

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

Description

Stunning Magazine-Quality Home with Resort-Style Living on Main StreetTucked 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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from October 14, 2025

Home Highlights

Parking
No Info
Outdoor
Deck, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
$519/sqft
Listed
180+ days ago

Home Details for 2016 Main Street

Interior Features

Interior Details
Basement: Finished,Interior Entry,FullNumber of Rooms: 8
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3902 Square Feet
Appliances & Utilities
Appliances: Gas Water Heater
Heating & Cooling
Heating: Has Heating Unspecified TypeHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Has Heating Unspecified Type
Fireplace & Spa
No Fireplace
Windows, Doors, Floors & Walls
Flooring: Hardwood, Tile
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood, Tile

Exterior Features

Exterior Home Features
Roof: Asphalt PitchedPatio / Porch: DeckFencing: FencedOther Structures: OutbuildingExterior: Outdoor ShowerFoundation: PouredHas a Private Pool
Parking & Garage
No Garage
Pool
Pool: Pool Cover, In Ground, HeatedPool
Frontage
Road Frontage: PublicRoad Surface Type: PavedNot 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 ResidenceArchitecture: Colonial
Building
Construction Materials: Barnboard, Shingle SidingNot a New ConstructionNot Attached PropertyDoes Not Include Home Warranty
Property Information
Condition: Updated/Remodeled, ActualParcel Number: 6E172

Price & Status

Price
List Price: $2,150,000Price Per Sqft: $519/sqft

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: Chatham
School Information
Elementary School District: MonomoyJr High / Middle School District: MonomoyHigh School District: Monomoy

Building

Building Area
Building Area: 3902 Square Feet

HOA

No HOA

Lot Information

Lot Area: 0.85 acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Conventional

Miscellaneous

BasementMls Number: 22502844Showing Requirements: Call Listing Agent, Yard Sign
Last check for updates: about 6 hours 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

Price History for 2016 Main Street

DatePriceEventSource
10/10/2025$2,025,000Sold
CCIMLS #22502844
08/14/2025$2,150,000ContingentMLS PIN #73389277
08/14/2025$2,150,000PendingCCIMLS #22502844
06/10/2025$2,150,000Listed For SaleCCIMLS #22502844
08/18/2011$350,000ListingRemovedAgent Provided
03/12/2011$350,000Listed For SaleAgent Provided
10/02/2009$285,000Sold
CCIMLS #20900823
10/07/2002$155,000Sold
N/A

Market trends in Chatham

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
77
14MoM
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$4,560
Assessment$1,314,100
Home facts updated by county records

Comparable Sales for 2016 Main Street

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
7 Colonial Drive, Chatham, MA
0.13
Single-Family Home
$2,685,000
07/09/25
4
2.5
3,056
74 Deering Drive, Chatham, MA
0.51
Single-Family Home
$1,725,000
09/12/25
3
3.5
3,057
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
4 Nickerson Circle, South Chatham, MA
0.77
Single-Family Home
$1,575,000
09/29/25
3
2.5
2,844
1996 Main Street, Chatham, MA
0.06
Single-Family Home
$650,000
07/31/25
3
2
1,813
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
20 Hardings Beach Road, Chatham, MA
1.03
Single-Family Home
$1,975,000
10/08/25
4
3.5
2,770

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 2016 Main Street.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Homes for sale near 2016 Main Street

Skip to last item
Skip to first item

Off Market Homes Near 2016 Main Street

Skip to last item
Skip to first item
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 2022-04-05 08:58:10 PDT. All properties are subject to prior sale, changes, or withdrawal. Copyright 2022© Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.
2016 Main Street, Chatham, MA 02633 is a 4 bedroom, 5 bathroom, 3,902 sqft single-family home built in 2005. This property is not currently available for sale. 2016 Main Street was last sold on Oct 10, 2025 for $2,025,000 (6% lower than the asking price of $2,150,000). The current Trulia Estimate for 2016 Main Street is $2,055,700.