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

$4,091,100

Trulia Estimate
  • 3 Beds
  • 3.5 Baths
  • 2,998 sqft (on 0.33 acres)

85 Main Street, Chatham, MA 02633

Est. Refi. Payment $24,194/mo*
Refinance Your Home
Currently Off Market - Sold Oct 3, 2025 for $4,000,000

Home Value

Trulia Estimate
$4.09M
Since last month
$400 (0%)
Since last year
Decreased$31K (-0.8%)
Since last sale
Increased$82K (+2.1%)
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 +76% in the last 10 years
MonthEstimated value
2026
September 2026$4.08M
August 2026$4.08M
July 2026$3.99M
June 2026$4.19M
May 2026$4.05M
April 2026$3.97M
March 2026$3.98M
February 2026$4.04M
January 2026$4.03M
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
101 Morris Island Road, Chatham, MA
0.35
Single-Family Home
$4,500,000
09/17/26
5
4.5
3,225
32 Sunset Lane, Chatham, MA
0.28
Single-Family Home
$1,622,500
03/09/26
3
2
1,626
51 Shattuck Place, Chatham, MA
0.59
Single-Family Home
$2,610,000
10/02/25
3
2.5
2,133
150 Main Street, Chatham, MA
0.15
Single-Family Home
$6,000,000
04/14/26
7
2.5
2,552
213 Main Street, Chatham, MA
0.23
Single-Family Home
$1,800,000
07/31/26
4
2
1,236
404 Stage Harbor Road, Chatham, MA
0.90
Single-Family Home
$3,020,000
01/15/26
4
3.5
2,905
10 Kingsbury Way, Chatham, MA
0.83
Single-Family Home
$2,395,000
09/17/26
3
2.5
1,638
8 Kingsbury Way, Chatham, MA
0.83
Single-Family Home
$2,199,900
04/29/26
3
2.5
1,651
85 Cedar Street, Chatham, MA
0.92
Single-Family Home
$4,050,000
07/13/26
5
3.5
3,080

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
73 Main Street UNIT 6, Chatham, MA 02633
0.02
$552,500
1
1
399
Recently Sold
73 Main Street #X8, Chatham, MA 02633
0.02
$506,900
1
1
551
Off Market
73 Main St #8, Chatham, MA 02633
0.04
$586,100
1
1
551
Off Market
150 Main Street, Chatham, MA 02633
0.15
$6,000,000
7
2.5
2,552
Recently Sold
35 Mill Hill Lane, Chatham, MA 02633
0.15
$3,095,900
4
3
2,016
Off Market
30 Mill Hill Lane, Chatham, MA 02633
0.16
$2,875,700
7
3
2,460
Off Market
107 School Street, Chatham, MA 02633
0.16
$3,955,600
4
5.5
4,372
Off Market
14 Hallet Lane, Chatham, MA 02633
0.21
$4,167,100
6
6.5
5,146
Off Market
67 School Street, Chatham, MA 02633
0.22
$2,028,100
4
2
1,595
Off Market
213 Main Street, Chatham, MA 02633
0.23
$1,800,000
4
2
1,236
Recently Sold
33 Morris Island, Chatham, MA 02633
0.23
$8,852,300
4
6
6,000
Off Market

Local Information

  • Map ViewExplore the area around 85 Main Street.
  • Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1820
0.33 acre lot
2,998 sqft
$1,365/sqft
2 Car Garage

About this House

What's unique:Cozy fireplaceOutdoor showerStone patioWelcoming family roomFormal dining roomExpansive manicured yard
OFFERED FULLY FURNISHED INCLUDING ALL CONTENTS SO YOU CAN MOVE RIGHT IN! // Ideally situated in one of Chatham's most sought-after enclaves, just steps from iconic Lighthouse Beach, this exceptional home is rich in character and timeless charm. Beautifully maintained, it offers sun-filled, spacious interiors that transition seamlessly between formal elegance and casual comfort.The thoughtfully designed kitchen features a breakfast bar, dining area, and French doors that open to an exquisite outdoor oasis—complete with a stone patio, brand-new furnishings, and an expansive, manicured yard. The adjacent living room is bright and inviting, centered around a cozy fireplace, while a formal dining room and a welcoming family room—with a second fireplace and custom bar—offer perfect spaces for entertaining.The home includes three generously sized bedrooms, highlighted by a serene primary suite with a walk-in closet. Additional amenities include a two-car garage with a bonus room and full bath above, as well as an outdoor shower—an essential for beachside living. A rare opportunity.
85 Main Street, Chatham, MA 02633 is a 3 bedroom, 4 bathroom, 2,998 sqft single-family home built in 1820. It last sold for $4,000,000 on Oct 3, 2025 (9% below the $4,400,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $4,091,100.
Last check for updates: about 1 hour ago
Listed by Chris Rhinesmith, (617) 967-0987
Compass Massachusetts, LLC
Bought with: Daneen Law, (508) 237-0977, Gibson Sotheby's International Realty
Source: CCIMLS, MLS#22501580

Home Details for 85 Main Street

Interior Features

Interior Details
Basement: FullNumber of Rooms: 7Wet Bar
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Appliances & Utilities
Appliances: Dishwasher, Gas Range, Refrigerator, Washer, Natural Gas, Water HeaterDishwasherRefrigeratorWasher
Heating & Cooling
Heating: Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Natural Gas
Windows, Doors, Floors & Walls
Flooring: Wood, Tile
Levels, Entrance, & Accessibility
Stories: 2Floors: Wood, Tile

Exterior Features

Exterior Home Features
Roof: Pitched WoodPatio / Porch: PatioExterior: Outdoor Shower, GardenGarden
Parking & Garage
Number of Garage Spaces: 2Has a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Direct Access,Driveway
Frontage
Waterfront: WaterviewNot on Waterfront

Days on Market

Cumulative Days on Market: 150

Property Information

Year Built
Year Built: 1820
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Shingle Siding
Property Information
Parcel Number: 16B76HA

Price & Status

Price
List Price: $4,400,000

Active Status

MLS Status: Closed

Location

Direction & Address
City: Chatham

Building

Building Area
Building Area: 2998 Square Feet

Lot Information

Lot Area: 0.33 acres

Listing Info

Special Conditions: None

Miscellaneous

BasementMls Number: 22501580Showing Requirements: Appointment Required, Call Listing Agent

Price and Tax history

DateEventPrice
Oct 3, 2025
Source: CCIMLS #22501580
Sold
$4,000,000
Sep 9, 2025
Source: CCIMLS #22501580
Pending
$4,400,000
Aug 20, 2025
Source: CCIMLS #22501580
PriceChange
$4,400,000
Price decreased by 4%
Jul 17, 2025
Source: CCIMLS #22501580
PriceChange
$4,600,000
Price decreased by 6%
May 19, 2025
Source: CCIMLS #22501580
PriceChange
$4,900,000
Price decreased by 6%

Market trends in Chatham

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
71
1MoM

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 2026-09-24 06:33:17 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 85 Main Street

  • What is 85 Main Street estimated to be worth?
    Trulia's estimated value for 85 Main Street in Chatham, MA is $4,091,100.
  • What is the price history for 85 Main Street?
    85 Main Street in Chatham, MA last sold for $4,000,000 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 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.
  • Does 85 Main Street have air conditioning?
    Yes, 85 Main Street in Chatham, MA has air conditioning.
  • How big is the lot at 85 Main Street?
    The lot at 85 Main Street in Chatham, MA is about 0.33 acres (14,375 sq ft).

Explore by feature - Air Conditioning

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Off Market Homes Near 85 Main Street

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