169 Tisquantum Road, Chatham, MA 02633
Property image
Property image
FOR SALE
NEW - 2 DAYS AGO
3D VIEW
1.14 ACRES

$4,495,000

  • 5 Beds
  • 4.5 Baths
  • 5,887 sqft (on 1.14 acres)

169 Tisquantum Road, Chatham, MA 02633

Est. Mortgage $26,617/mo*
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Home Highlights

Single-Family Home
Built in 2000
1.14 acre lot
$764/sqft
2 Car Garage
HOA $42/mo

Local Information

  • Map ViewExplore the area around 169 Tisquantum Road.
  • Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

What's unique:Outdoor showerExpansive deckFirst-floor laundryBar seatingFormal diningWalls of windows
Beyond the Chatham Lighthouse, with over an acre on Morris Island, a five-bedroom estate of more than 5,000 square feet keeps its own quiet company. Deeded beach rights through the Quitnesset Association put the sand a short stroll away, while Main Street waits minutes behind you. A grand staircase rising from the foyer gives arrival a true sense of occasion. At the heart of the home, a vaulted living room gathers light through walls of windows, framing an expansive deck and serene, private grounds with room for a pool. To the left, a private wing pairs the primary suite with a dedicated office. Formal dining flows to a spacious kitchen with a large island, bar seating, and a breakfast nook with sliders to the yard, while a sunroom invites the seasons in. Upstairs, four generous, light-filled bedrooms, several en suite, welcome family and guests across generations. Above the two-car garage, a sprawling recreation room is poised to become a guest suite. A mudroom, first-floor laundry, and outdoor shower make easy work of long beach days. Morning on the sand, evening on Main Street, and every hour between on your own acre. A rare and prestigious Chatham estate, built for gathering.
Last check for updates: about 9 hours ago
Listing courtesy of Guthrie Schofield Group, (774) 487-8554
Berkshire Hathaway HomeServices Robert Paul Properties
Source: CCIMLS, MLS#22604810
Also Listed on MLS PIN, MLS PIN, CCIMLS.

Home Details for 169 Tisquantum Road

Interior Features

Interior Details
Basement: FullNumber of Rooms: 15
Beds & Baths
Number of Bedrooms: 5Number 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 PitchedExterior: Outdoor Shower, Garden, Underground Sprinkler SystemGardenNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Has a GarageHas an Attached GarageParking Spaces: 10Parking: Garage Attached
Frontage
Not on Waterfront

Days on Market

Cumulative Days on Market: 169Days on Market: 2

Property Information

Year Built
Year Built: 2000
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Shingle Siding
Property Information
Parcel Number: CHAT M:14A3 B:8 L:N840

Price & Status

Price
List Price: $4,495,000Price Per Sqft: $764

Active Status

MLS Status: Active

Location

Direction & Address
City: Chatham

Agent Information

Listing Agent
Listing ID: 22604810

Building

Building Area
Building Area: 5887 Square Feet

HOA

Has an HOAHOA Fee: $500/Annually

Lot Information

Lot Area: 1.14 Acres

Listing Info

Special Conditions: None

Miscellaneous

BasementMls Number: 22604810Showing Requirements: Appointment Required, Call Listing Agent

Additional Information

HOA Amenities: Beach Access

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

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

Home Value

Trulia Estimate
$4.27M
Since last month
Decreased$209K (-4.7%)
Since last year
$2K (0%)
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 +73% in the last 10 years
MonthEstimated value
2026
September 2026$4.27M
August 2026$4.48M
July 2026$4.5M
June 2026$4.47M
May 2026$4.97M
April 2026$4.99M
March 2026$5.04M
February 2026$5.26M
January 2026$4.28M
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
25 Wikis Way, Chatham, MA
0.16
Single-Family Home
$5,750,000
09/30/25
4
4.5
4,654
30 Tisquantum Road, Chatham, MA
0.22
Single-Family Home
$7,000,000
12/18/25
5
4.5
4,305
335 Stage Island Road, Chatham, MA
0.39
Single-Family Home
$4,200,000
09/09/26
4
5.5
5,372
246 Stage Island Road, Chatham, MA
0.47
Single-Family Home
$7,312,500
05/21/26
4
5
4,717
86 Champlain Road, Chatham, MA
0.87
Single-Family Home
$2,830,000
01/30/26
3
4.5
4,361
101 Morris Island Road, Chatham, MA
0.91
Single-Family Home
$4,500,000
09/17/26
5
4.5
3,225
53 Grist Mill Lane, Chatham, MA
1.32
Single-Family Home
$9,650,000
11/06/25
5
7
6,722
85 Cedar Street, Chatham, MA
1.31
Single-Family Home
$4,050,000
07/13/26
5
3.5
3,080
330 Champlain Road, Chatham, MA
1.18
Single-Family Home
$2,375,000
08/18/26
4
3
2,520
106 Stage Neck Road, Chatham, MA
1.49
Single-Family Home
$2,500,000
10/24/25
4
3.5
3,834

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
48 Tilipi Run, Chatham, MA 02633
0.05
$2,774,700
4
3
3,100
Off Market
96 Tilipi Run, Chatham, MA 02633
0.12
$12,099,800
6
8
9,315
Off Market
80 Tisquantum Road, Chatham, MA 02633
0.13
$3,700,200
3
3.5
2,821
Off Market
98 Attucks Trail, Chatham, MA 02633
0.17
$3,858,500
4
4.5
3,915
Off Market
25 Wikis Way, Chatham, MA 02633
0.16
$5,870,000
4
4.5
4,654
Off Market
30 Tisquantum Road, Chatham, MA 02633
0.22
$7,000,000
5
4.5
4,305
Recently Sold
56 Stage Island Rd, Chatham, MA 02633
0.33
$4,995,000
4
4
2,932
For Sale
336 Stage Island Road, Chatham, MA 02633
0.34
$2,850,000
3
2.5
2,205
For Sale
335 Stage Island Road, Chatham, MA 02633
0.39
$4,200,000
4
5.5
5,372
Recently Sold
270 Stage Island Road, Chatham, MA 02633
0.43
$6,885,500
5
4.5
4,000
Off Market
246 Stage Island Road, Chatham, MA 02633
0.47
$7,312,500
4
5
4,717
Recently Sold

Price and Tax history

DateEventPrice
Sep 22, 2026
Source: CCIMLS #22604810
Listed For Sale
$4,495,000
Aug 4, 2026
Source: MLS PIN #73477664
ListingRemoved
$4,900,000
Jun 6, 2026
Source: CCIMLS #22600293
PriceChange
$4,900,000
Price decreased by 9%
Feb 17, 2026
Source: MLS PIN #73477664
Listed For Sale
$5,400,000

LGBTQ Local Legal Protections

Guthrie Schofield Group, Berkshire Hathaway HomeServices Robert Paul Properties
Agent Phone: (774) 487-8554
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 00:13:34 PDT. All properties are subject to prior sale, changes, or withdrawal. Copyright 2026© Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

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Frequently asked questions about 169 Tisquantum Road

  • What is the estimated monthly payment for 169 Tisquantum Road?
    Based on a $4,495,000 list price with 20% down at today's rates, the estimated monthly payment for 169 Tisquantum Road in Chatham, MA is approximately $27,290 (about $24,930 principal & interest, $2,285 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • 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 homes for sale in Chatham, MA.
  • What are the closest schools to 169 Tisquantum Road?
    The closest schools to 169 Tisquantum Road in Chatham, MA are Chatham Elementary School (Pre-K, rated 8/10), Monomoy Regional High School (Middle, rated 5/10), Monomoy Regional Middle School (Elementary, rated 7/10).
  • What is 169 Tisquantum Road estimated to be worth?
    Trulia's estimated value for 169 Tisquantum Road in Chatham, MA is $4,267,100.
  • Does 169 Tisquantum Road have air conditioning?
    Yes, 169 Tisquantum Road in Chatham, MA has air conditioning.
  • How big is the lot at 169 Tisquantum Road?
    The lot at 169 Tisquantum Road in Chatham, MA is about 1.1 acres.
169 Tisquantum Road, Chatham, MA 02633 is a 5 bedroom, 5 bathroom, 5,887 sqft single-family home built in 2000. This property is currently available for sale and was listed by CCIMLS on Sep 22, 2026. The MLS # for this home is MLS# 22604810.