418 Massasoit Trail, Brewster, MA 02631
Property image
Property image
OFF MARKET

$934,000

Trulia Estimate
  • 2 Beds
  • 2 Baths
  • 1,681 sqft (on 2.98 acres)

418 Massasoit Trail, Brewster, MA 02631

Est. Refi. Payment $5,531/mo*
Refinance Your Home
Currently Off Market - Sold Oct 2, 2025 for $915,000

Home Value

Trulia Estimate
$934K
Since last month
Increased$7K (+0.8%)
Since last year
Decreased$33K (-3.4%)
Since last sale
Increased$26K (+2.9%)
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 decreased by -3% in the last 10 years
MonthEstimated value
2026
September 2026$941K
August 2026$934K
July 2026$913K
June 2026$959K
May 2026$927K
April 2026$908K
March 2026$910K
February 2026$924K
January 2026$921K
2025

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
597 Great Fields Road, Brewster, MA
0.09
Single-Family Home
$645,000
01/05/26
3
2
1,590
309 Great Fields Road, Brewster, MA
0.50
Single-Family Home
$875,000
06/23/26
3
1.5
1,792
46 Trout Pond Lane, Brewster, MA
0.33
Single-Family Home
$815,000
06/05/26
3
2
1,778
267 Great Fields Road, Brewster, MA
0.58
Single-Family Home
$775,000
08/28/26
3
2
1,932
728 Great Fields Road, Brewster, MA
0.26
Single-Family Home
$649,000
03/09/26
3
1.5
1,266
21 Nancys Way, Brewster, MA
0.44
Single-Family Home
$1,350,000
12/05/25
3
2.5
2,480
147 Brook Trail Road, Brewster, MA
0.53
Single-Family Home
$744,000
06/30/26
3
2
1,983
21 High Point Drive, Brewster, MA
0.67
Single-Family Home
$1,195,000
10/02/25
3
2.5
1,737
1080 Harwich Road, Brewster, MA
0.68
Single-Family Home
$740,000
11/20/25
3
2.5
1,963

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
606 Great Fields Road, Brewster, MA 02631
0.06
$1,037,800
3
3
2,288
Off Market
597 Great Fields Road, Brewster, MA 02631
0.09
$645,000
3
2
1,590
Recently Sold
646 Great Fields Road, Brewster, MA 02631
0.15
$940,800
3
2
2,416
Off Market
674 Great Fields Rd Road, Brewster, MA 02631
0.18
$677,500
2
2.5
1,916
Off Market
42 Pine Bluff Road, Brewster, MA 02631
0.26
$891,400
4
2
1,840
Off Market
728 Great Fields Road, Brewster, MA 02631
0.26
$649,000
3
1.5
1,266
Recently Sold
110 Damon Road, Brewster, MA 02631
0.24
$994,500
3
2
2,166
Off Market
12 Pond Street, Brewster, MA 02631
0.35
$1,325,000
3
3
2,384
For Sale
46 Trout Pond Lane, Brewster, MA 02631
0.33
$815,000
3
2
1,778
Recently Sold
0 Deer Meadow Lane, Brewster, MA 02631
0.34
-
-
-
-
Off Market
155 Damon Road, Brewster, MA 02631
0.31
$1,249,999
4
3.5
3,404
For Sale

Local Information

  • Map ViewExplore the area around 418 Massasoit Trail.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1971
2.98 acre lot
1,681 sqft
$556/sqft
Garage

About this House

Commanding 2.99 acres with extensive frontage on Seymour Pond, this rare Brewster offering combines privacy, scale, and waterfront access in a singular setting. A winding path leads through mature landscape to a private sandy shoreline—a sanctuary for swimming, kayaking, and paddleboarding—while the surrounding cranberry bogs and natural habitat attract an array of birds and wildlife, creating a true retreat in nature. The two-bedroom, two-bath residence is sited to capture the views, with an open main level, first-floor primary suite, and expansive rear windows that flood the interiors with light. A loft adds flexibility, and an open-air breezeway connects to a one-car garage with storage, crowned by a deck for panoramic water vistas. Centrally located in Brewster yet feeling worlds away, properties of this size, setting, and waterfront presence are increasingly rare—an opportunity to shape a legacy home in one of the Cape's most captivating locations.
418 Massasoit Trail, Brewster, MA 02631 is a 2 bedroom, 2 bathroom, 1,681 sqft single-family home built in 1971. It last sold for $915,000 on Oct 2, 2025 (8% below the $995,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $934,000, with a rent estimate of $2,930/month.
Last check for updates: about 14 hours ago
Listed by Guthrie Schofield Group, (774) 487-8554
Berkshire Hathaway HomeServices Robert Paul Properties
Lori M Gilmore, (508) 294-4222
Berkshire Hathaway HomeServices Robert Paul Properties
Bought with: Jennifer S Holmes, (508) 333-2095, Beach Road Properties
Source: CCIMLS, MLS#22503885

Home Details for 418 Massasoit Trail

Interior Features

Interior Details
Number of Rooms: 7
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 2
Appliances & Utilities
Appliances: Propane Gas, Water Heater
Heating & Cooling
Heating: Natural GasHas CoolingHas HeatingHeating Fuel: Natural Gas
Windows, Doors, Floors & Walls
Flooring: Vinyl, Carpet
Levels, Entrance, & Accessibility
Stories: 2Floors: Vinyl, Carpet

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Outdoor Shower, GardenGarden
Parking & Garage
Number of Garage Spaces: 1Has a GarageParking Spaces: 1Parking: Garage
Frontage
WaterfrontWaterfront: Waterview, Waterfront, PondOn Waterfront
Water & Sewer
Water Body: Seymour Pond, Fresh

Days on Market

Cumulative Days on Market: 25

Property Information

Year Built
Year Built: 1971
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Clapboard
Property Information
Parcel Number: 43450

Price & Status

Price
List Price: $995,000

Active Status

MLS Status: Closed

Location

Direction & Address
City: Brewster

Building

Building Area
Building Area: 1681 Square Feet

Lot Information

Lot Area: 2.98 Acres

Listing Info

Special Conditions: Estate Sale

Miscellaneous

Mls Number: 22503885Showing Requirements: Appointment Required, Call Listing Agent

Price and Tax history

DateEventPrice
Oct 2, 2025
Source: CCIMLS #22503885
Sold
$915,000
Aug 27, 2025
Source: CCIMLS #22503885
Pending
$995,000
Aug 11, 2025
Source: MLS PIN #73416474
Listed For Sale
$995,000

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 2026-09-18 00:58:17 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 418 Massasoit Trail

  • What is 418 Massasoit Trail estimated to be worth?
    Trulia's estimated value for 418 Massasoit Trail in Brewster, MA is $934,000.
  • What is the price history for 418 Massasoit Trail?
    418 Massasoit Trail in Brewster, MA last sold for $915,000 in October 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 418 Massasoit Trail have air conditioning?
    Yes, 418 Massasoit Trail in Brewster, MA has air conditioning.
  • How big is the lot at 418 Massasoit Trail?
    The lot at 418 Massasoit Trail in Brewster, MA is about 3 acres.

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