3 Winstead Rd, Brewster, MA 02631
OFF MARKET

3 Winstead Rd
Brewster, MA 02631

  • 4 Beds
  • 4 Baths
  • 2,800 sqft (on 1.39 acres)

$1,616,200

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $9,078/mo*
Refinance Your Home

$1,616,200

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $9,078/mo*
Refinance Your Home
4 Beds
4 Baths
2,800 sqft
(on 1.39 acres)

Home Value

Trulia Estimate
$1.62M
Since last month
Decreased$26K (-1.6%)
Since last year
Increased$70K (+4.6%)
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 +38% in the last 10 years
MonthEstimated value
2026
August 2026$1.6M
July 2026$1.62M
June 2026$1.59M
May 2026$1.55M
April 2026$1.61M
March 2026$1.57M
February 2026$1.52M
January 2026$1.48M
2025
2024
2023

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
0.10
Single-Family Home
$1,678,000
07/21/26
4
3.5
3,021
1080 Harwich Road, Brewster, MA
0.39
Single-Family Home
$740,000
11/20/25
3
2.5
1,963
23 Prince Charles Drive, Harwich, MA
0.27
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
52 Bettys Lane, Brewster, MA
0.09
Single-Family Home
$870,000
02/12/26
3
2
2,317
37 Autumn Court, Brewster, MA
0.91
Single-Family Home
$1,100,000
04/01/26
4
3.5
3,406
663 Crowells Bog Road, Brewster, MA
0.95
Single-Family Home
$1,575,000
11/04/25
4
3.5
3,738
55 Carlton Circle, Brewster, MA
0.95
Single-Family Home
$1,270,000
10/15/25
4
3
2,784
14 Second Street, Harwich, MA
0.72
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
1 Winstead Road, Brewster, MA 02631
0.00
-
4
3.5
3,400
Off Market
2 Winstead Road, Brewster, MA 02631
0.00
-
3
2.5
2,300
Off Market
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
0.02
-
-
-
-
Off Market
11 Winstead Road, Brewster, MA 02631
0.02
-
3
3.5
2,728
Off Market
13 Winstead Road, Brewster, MA 02631
0.02
-
3
2.5
2,300
Off Market
14 Winstead Road, Brewster, MA 02631
0.03
-
3
2.5
2,500
Off Market
45 Winstead Road, Brewster, MA 02631
0.07
$1,677,800
4
3.5
3,021
Off Market
52 Bettys Lane, Brewster, MA 02631
0.08
$870,000
3
2
2,317
Recently Sold

Local Information

  • Map ViewExplore the area around 3 Winstead Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2012
Lot Size
1.39 acres
Living Area
2,800 sqft
Price/Sqft
$577

About this House

Brewster's newest subdivision at a fabulous price! Pond Oaks is a new 14 lot subdivision where various lots enjoy views of and short walks to Long, Black & Seymour Ponds. Deeded access to fresh water. Saltwater Bay beaches & the scenic bike trail are within minutes of your door. Built by a highly regarded builder who has customized a floor plan of 2728 sq. ft. of finished living space plus the option to expand. Open floor plan to maximize natural lighting & gracious living. Well-designed kitchen with beautiful cabinetry, fine details and generous fenestration. Four bedroom septic. 4th bedroom @ buyer's expense price to be determined.
3 Winstead Rd, Brewster, MA 02631 is a 4 bedroom, 4 bathroom, 2,800 sqft single-family home built in 2012. It is currently off market. The Trulia Estimate is $1,616,200, with a rent estimate of $5,183/month.

Home Details for 3 Winstead Rd

Property Information

Year Built
Year Built: 2012
Property Type / Style
Property Type: Single Family Home

Lot Information

Lot Area: 1.39 acres

Price and Tax history

DateEventPrice
Aug 26, 2012
Source: Agent Provided
ListingRemoved
$749,000
Aug 21, 2012
Source: Agent Provided
Listed For Sale
$749,000

Market trends in Brewster

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
48
5MoM

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 3 Winstead Rd

  • What is 3 Winstead Rd estimated to be worth?
    Trulia's estimated value for 3 Winstead Rd in Brewster, MA is $1,616,200.
  • Is Brewster a buyer's or seller's market?
    Brewster is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Brewster?
    Residents describe Brewster, MA as easy to park in, quiet, and dog-friendly. Most residents say you need a car. See recently sold homes in Brewster, MA.
  • What are the closest schools to 3 Winstead Rd?
    The closest schools to 3 Winstead Rd in Brewster, MA are Eddy Elementary School (rated 7/10), Nauset Regional High School (rated 6/10), Nauset Regional Middle School (rated 6/10).
  • How big is the lot at 3 Winstead Rd?
    The lot at 3 Winstead Rd in Brewster, MA is about 1.4 acres.

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