159 Old Chatham Road, Brewster, MA 02631
Property image
Property image
SOLD
NOV 21, 2025

$774,900

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,680 sqft (on 0.36 acres)

159 Old Chatham Road, Brewster, MA 02631

Est. Refi. Payment $4,589/mo*
Refinance Your Home
Currently Off Market - Sold Nov 21, 2025 for $725,000 (3% below list price)

Home Value

Trulia Estimate
$775K
Since last month
Increased$29K (+3.8%)
Since last year
Increased$54K (+7.4%)
Since last sale
Increased$61K (+8.5%)
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 +107% in the last 10 years
MonthEstimated value
2026
September 2026$786K
August 2026$777K
July 2026$757K
June 2026$772K
May 2026$778K
April 2026$748K
March 2026$749K
February 2026$748K
January 2026$744K
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
19 Burning Bush Way, Brewster, MA
0.20
Single-Family Home
$850,000
10/31/25
2
2
2,034
1066 Millstone Road, Brewster, MA
0.17
Single-Family Home
$890,000
08/19/26
3
2
1,633
16 Commons Way, Brewster, MA
0.55
Single-Family Home
$700,000
04/30/26
3
2
1,838
98 Sheep Pond Drive, Brewster, MA
0.56
Single-Family Home
$715,000
05/28/26
3
2
1,344
184 Barons Way, Brewster, MA
0.41
Single-Family Home
$800,000
03/05/26
4
2
2,252
296 Commons Way, Brewster, MA
0.57
Single-Family Home
$680,000
05/11/26
3
2
1,427
274 Commons Way, Brewster, MA
0.55
Single-Family Home
$790,000
04/24/26
3
2.5
2,306
60 Sarah Maker Lane, Brewster, MA
0.62
Single-Family Home
$735,000
07/22/26
3
2
1,192
8 Marlboro Road, Brewster, MA
0.79
Single-Family Home
$792,000
08/20/26
3
2
1,914

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
80 Prell Circle, Brewster, MA 02631
0.07
$629,300
3
1.5
1,201
Off Market
1066 Millstone Road, Brewster, MA 02631
0.17
$890,000
3
2
1,633
Recently Sold
235 Old Chatham Road, Brewster, MA 02631
0.13
$459,000
3
2
1,665
For Sale
58 Old Chatham Road, Brewster, MA 02631
0.18
$1,399,000
2
4
2,965
For Sale
19 Burning Bush Way, Brewster, MA 02631
0.20
$865,900
2
2
2,034
Off Market
0 Burning Bush Way, Brewster, MA 02631
0.20
-
-
-
-
Off Market
0 Old Chatham Road, Brewster, MA 02631
0.22
$309,000
-
-
-
For Sale
1093 Millstone Road, Brewster, MA 02631
0.23
$571,200
1
1
812
Off Market
60 Fletcher Ln #H, Brewster, MA 02631
0.18
$229,000
1
1
579
Recently Sold
106 Eaton Ln #106, Brewster, MA 02631
0.22
$435,000
2
2
935
Recently Sold
104 Eaton Ln #104, Brewster, MA 02631
0.22
$379,900
2
2
935
For Sale

Local Information

  • Map ViewExplore the area around 159 Old Chatham Road.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1985
0.36 acre lot
1,680 sqft
$432/sqft
Open Parking

About this House

This Brewster home will surprise and delight you at every turn! The open main level floorplan unites the living room, dining space, and kitchen with hardwood floors and a wood-burning stove adding warmth and charm to the space. Valuable storage with a large walk-in pantry and laundry room off the kitchen. A main-level primary bedroom and full bath makes one-floor living easy. Enjoy two additional bedrooms with large closets and extra storage in the attic eaves. An additional bonus room ideal for an office, den, or creative nook. Enjoy the comfort of CAC on upper level and Mini-split on main level. Large private deck and great size lot backing up to Brewster Conservation Land. The 24x20 detached workshop offers endless possibilities, from hobbies, a studio, or even a potential future ADU. Tucked in a quiet neighborhood, yet close to everything you love, this location offers the best of both worlds. New sidewalks on Milestone Road leading to the Cape Cod Rail Trail, easy access to historic Route 6A, Bay beaches, Nickerson State Park, and freshwater ponds. Your Cape Cod home is waiting for you.
159 Old Chatham Road, Brewster, MA 02631 is a 3 bedroom, 2 bathroom, 1,680 sqft single-family home built in 1985. It last sold for $725,000 on Nov 21, 2025 (3% below the $750,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $774,900, with a rent estimate of $3,547/month.
Last check for updates: about 12 hours ago
Listed by Leighton Team, (508) 896-1222
Keller Williams Realty
Bought with: Whitaker Group Cape Cod, (508) 237-8038, Gibson Sotheby's International Realty
Source: CCIMLS, MLS#22504789

Home Details for 159 Old Chatham Road

Interior Features

Interior Details
Number of Rooms: 5
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Appliances & Utilities
Appliances: Dishwasher, Gas Range, Refrigerator, Washer, Electric, Water HeaterDishwasherLaundry: Electric DryerRefrigeratorWasher
Heating & Cooling
Heating: OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Oil
Fireplace & Spa
Number of Fireplaces: 1
Windows, Doors, Floors & Walls
Flooring: Vinyl, Wood, Carpet
Levels, Entrance, & Accessibility
Stories: 3Floors: Vinyl, Wood, Carpet

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: DeckOther Structures: OutbuildingExterior: Outdoor Shower, Underground Sprinkler System
Parking & Garage
No GarageNo Attached GarageHas Open ParkingParking: Driveway,Off Street,Gravel
Frontage
Not on Waterfront

Days on Market

Cumulative Days on Market: 14

Property Information

Year Built
Year Built: 1985
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Shingle Siding, Vertical Siding
Property Information
Parcel Number: 86160

Price & Status

Price
List Price: $750,000Price Per Sqft: $432/sqft

Active Status

MLS Status: Closed

Location

Direction & Address
City: Brewster

Building

Building Area
Building Area: 1680 Square Feet

Lot Information

Lot Area: 0.36 acres

Listing Info

Special Conditions: Estate Sale

Miscellaneous

Mls Number: 22504789Showing Requirements: Call Listing Agent

Price and Tax history

DateEventPrice
Nov 21, 2025
Source: CCIMLS #22504789
Sold
$725,000
Oct 9, 2025
Source: MLS PIN #73435501
Contingent
$750,000
Oct 9, 2025
Source: CCIMLS #22504789
Pending
$750,000
Sep 25, 2025
Source: CCIMLS #22504789
Listed For Sale
$750,000
Oct 20, 2018
Source: Agent Provided
ListingRemoved
$420,000

Market trends in Brewster

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$618K
$73.33KMoM
Sale-to-List Price
—
Price per sq ft
$487
$17MoM
Available listings
55
7MoM

Around this home

What Locals Say about Brewster

At least 52 Trulia users voted on each feature.

  • 93 % Say car is needed

  • 87 % Say parking is easy

  • 87 % Say it's quiet

  • 86 % Say it's dog friendly

  • 83 % Say yards are well-kept

  • 78 % Say people would walk alone at night

  • 76 % Say there's wildlife

  • 66 % Say there's holiday spirit

  • 63 % Say they plan to stay for at least 5 years

  • 57 % Say neighbors are friendly

  • 54 % Say kids play outside

  • 28 % Say there are community events

  • 27 % Say it's walkable to restaurants

  • 24 % Say there are sidewalks

  • 24 % Say streets are well-lit

  • 13 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Rheanna Hastings
    "Lots of families and a beautiful safe place to raise children with lots of outdoor space and things to do."
    0
    Flag
  • Skylar R.
    "Walking your dog and taking them down to the pond for a quick swim is very convenient located right on the bike path which is always a great spot to walk dogs."
    7
    Flag
  • Rheanna H.
    "The beach! Low tide, the stores, the restaurants and the farmers markets. Cape Cod is a one of a kind place. "
    2
    Flag
  • Deboravaughan
    "I really like it!! It is clean, friendly and close to the beach. Houses are well maintained and renters during the summer are great."
    4
    Flag
  • Peloquinbill
    "it is a small quaint neighborhood where everyone is friendly. Neighbors are always visiting and helping each other."
    0
    Flag
  • scarroll32
    "Ideal Cape Cod location For Golfing or swimming in salt water Cape Cod BAY or one of Brewster fresh water ponds Boating fishing "
    0
    Flag
  • Rick S.
    "This is a great town. Rural living, close to all the action of Dennis, Yarmouth and Hyannis. Easy access to the loweer Cape too!. "
    0
    Flag
  • Cathihill
    "Ocean Edge is a great resort community with obtainable membership fees. However, you do not have to be a member to live in a ocean edge. Billington II is the most quiet and least congested of the town home communities at Ocean Edge."
    0
    Flag
  • Teresa M.
    "Beautiful, quiet, peaceful place to live. The schools are excellent and the recreation areas amazing. The association beaches are beautiful and limited to only 11 families. The pool is a joy."
    0
    Flag
  • Nj3167
    "Quite, well manacured properties, very little traffic, quant, old historic Sea Captain's Homes restored into B&B's, Resturants,slower pace of life. Great for Retires."
    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 2026-09-15 00:13:24 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 159 Old Chatham Road

  • What is 159 Old Chatham Road estimated to be worth?
    Trulia's estimated value for 159 Old Chatham Road in Brewster, MA is $774,900.
  • What is the price history for 159 Old Chatham Road?
    159 Old Chatham Road in Brewster, MA last sold for $725,000 in November 2025.
  • Is Brewster a buyer's or seller's market?
    Brewster is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Brewster?
    The median sale price in Brewster is $618K. That is down $73.33K from the prior month.
  • Does 159 Old Chatham Road have air conditioning?
    Yes, 159 Old Chatham Road in Brewster, MA has air conditioning.
  • Does 159 Old Chatham Road have laundry facilities?
    Yes, 159 Old Chatham Road in Brewster, MA has laundry facilities.

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