1 Winstead Rd, Brewster, MA 02631
Property image
Property image
OFF MARKET

$1,658,700

Trulia Estimate
  • 4 Beds
  • 4 Baths
  • 3,400 sqft (on 2.32 acres)

1 Winstead Rd, Brewster, MA 02631

Est. Refi. Payment $9,737/mo*
Refinance Your Home
Currently Off Market - Sold Aug 11, 2011 for $727,136

Home Value

Trulia Estimate
$1.66M
Since last month
Decreased$37K (-2.1%)
Since last year
Increased$60K (+3.7%)
Since last sale
Increased$947K (+130.2%)
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 +104% in the last 10 years
MonthEstimated value
2026
September 2026$1.67M
August 2026$1.66M
July 2026$1.71M
June 2026$1.67M
May 2026$1.64M
April 2026$1.7M
March 2026$1.67M
February 2026$1.63M
January 2026$1.57M
2025
2024
2023
2022
2020

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
72 Winstead Road, Brewster, MA
0.09
Single-Family Home
$1,678,000
07/21/26
4
3.5
3,021
1080 Harwich Road, Brewster, MA
0.38
Single-Family Home
$740,000
11/20/25
3
2.5
1,963
52 Bettys Lane, Brewster, MA
0.08
Single-Family Home
$870,000
02/12/26
3
2
2,317
23 Prince Charles Drive, Harwich, MA
0.28
Single-Family Home
$2,150,000
06/10/26
5
3
3,450
21 High Point Drive, Brewster, MA
0.43
Single-Family Home
$1,195,000
10/02/25
3
2.5
1,737
21 Nancys Way, Brewster, MA
0.58
Single-Family Home
$1,350,000
12/05/25
3
2.5
2,480
37 Autumn Court, Brewster, MA
0.92
Single-Family Home
$1,100,000
04/01/26
4
3.5
3,406
147 Brook Trail Road, Brewster, MA
0.49
Single-Family Home
$744,000
06/30/26
3
2
1,983
663 Crowells Bog Road, Brewster, MA
0.94
Single-Family Home
$1,575,000
11/04/25
4
3.5
3,738
14 Second Street, Harwich, MA
0.73
Single-Family Home
$1,970,000
06/03/26
4
4
4,198

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
4 Winstead Road, Brewster, MA 02631
0.01
-
-
-
-
Off Market
5 Winstead Road, Brewster, MA 02631
0.01
-
-
-
-
Off Market
7 Winstead Road, Brewster, MA 02631
0.01
-
-
-
-
Off Market
9 Winstead Road, Brewster, MA 02631
0.00
-
-
-
-
Off Market
14 Winstead Road, Brewster, MA 02631
0.00
-
3
2.5
2,500
Off Market
45 Winstead Road, Brewster, MA 02631
0.06
$1,675,800
4
3.5
3,021
Off Market
52 Bettys Lane, Brewster, MA 02631
0.08
$870,000
3
2
2,317
Recently Sold
72 Winstead Road, Brewster, MA 02631
0.09
$1,678,000
4
3.5
3,021
Recently Sold
0 Crowells Bog Road, Brewster, MA 02631
0.16
-
-
-
-
Off Market
34 Prince Charles Drive, Harwich, MA 02645
0.20
-
-
-
-
Off Market
15 Black Loch Drive, Harwich, MA 02645
0.20
$1,267,900
3
3
1,788
Off Market
14 Black Loch Drive, Harwich, MA 02645
0.25
$924,500
4
3
1,955
Off Market

Local Information

  • Map ViewExplore the area around 1 Winstead Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2011
2.32 acre lot
3,400 sqft
$488/sqft

About this House

Brand New Contemporary Cape ready to move into in Brewster's Newest Subdivision! Steps to Long Pond, Black Pond and Seymour Pond. Open Floor Plan, hardwood flooring, Cathedral celing with skylights, Fabulous kitchen with granite counter-tops and top of the line appliances. Large 1st Floor Master Bedroom with spa bath. Saltwater Bay beaches and the scenic bike trail are within minutes of your door. Built by a highly regarded builder who has customized floor of approx.3400 square feet of finished living space. Exceptional large 2 plus acre lot with some views of the Ponds. Great Buy.
1 Winstead Rd, Brewster, MA 02631 is a 4 bedroom, 4 bathroom, 3,400 sqft single-family home built in 2011. It last sold for $727,136 on Aug 11, 2011. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,658,700, with a rent estimate of $4,861/month.

Home Details for 1 Winstead Rd

Property Information

Year Built
Year Built: 2011
Property Type / Style
Property Type: Single Family Home

Lot Information

Lot Area: 2.32 acres

Price and Tax history

DateEventPrice
Aug 11, 2011
Source: CCIMLS #21106011
Sold
$727,136
Jul 7, 2011
Source: Agent Provided
PriceChange
$749,000
Price increased by 7%
Apr 7, 2011
Source: Agent Provided
Listed For Sale
$699,000
Jun 19, 2010
Source: Agent Provided
ListingRemoved
$699,000
May 23, 2010
Source: Agent Provided
Listed For Sale
$699,000

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

Frequently asked questions about 1 Winstead Rd

  • What is 1 Winstead Rd estimated to be worth?
    Trulia's estimated value for 1 Winstead Rd in Brewster, MA is $1,658,700.
  • What is the price history for 1 Winstead Rd?
    1 Winstead Rd in Brewster, MA last sold for $727,136 in August 2011.
  • 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.
  • How big is the lot at 1 Winstead Rd?
    The lot at 1 Winstead Rd in Brewster, MA is about 2.3 acres.

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