72 Winstead Road, Brewster, MA 02631
Property image
Property image
SOLD
JUL 21, 2026

72 Winstead Road
Brewster, MA 02631

  • 4 Beds
  • 3.5 Baths
  • 3,021 sqft (on 2.32 acres)

$1,678,000

Last Sold: Jul 21, 2026
0% over list $1.68M
$555/sqft
Est. Refi. Payment $9,422/mo*
Refinance Your Home

$1,678,000

Last Sold: Jul 21, 2026
0% over list $1.68M
$555/sqft
Est. Refi. Payment $9,422/mo*
Refinance Your Home
4 Beds
3.5 Baths
3,021 sqft
(on 2.32 acres)

Home Value

Trulia Estimate
$1.68M
Since last month
Decreased$1K (-0.1%)
Since last year
Increased$182K (+12.2%)
Since last sale
Decreased$2K (-0.1%)
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 +120% in the last 10 years
MonthEstimated value
2026
August 2026$1.68M
July 2026$1.68M
June 2026$1.64M
May 2026$1.63M
April 2026$1.72M
March 2026$1.49M
February 2026$1.44M
January 2026$1.43M
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
23 Prince Charles Drive, Harwich, MA
0.37
Single-Family Home
$2,150,000
06/10/26
5
3
3,450
21 Nancys Way, Brewster, MA
0.53
Single-Family Home
$1,350,000
12/05/25
3
2.5
2,480
1080 Harwich Road, Brewster, MA
0.32
Single-Family Home
$740,000
11/20/25
3
2.5
1,963
21 High Point Drive, Brewster, MA
0.46
Single-Family Home
$1,195,000
10/02/25
3
2.5
1,737
52 Bettys Lane, Brewster, MA
0.10
Single-Family Home
$870,000
02/12/26
3
2
2,317
663 Crowells Bog Road, Brewster, MA
0.86
Single-Family Home
$1,575,000
11/04/25
4
3.5
3,738
55 Carlton Circle, Brewster, MA
0.86
Single-Family Home
$1,270,000
10/15/25
4
3
2,784
37 Autumn Court, Brewster, MA
0.93
Single-Family Home
$1,100,000
04/01/26
4
3.5
3,406
14 Second Street, Harwich, MA
0.81
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
45 Winstead Road, Brewster, MA 02631
0.04
$1,677,800
4
3.5
3,021
Off Market
14 Winstead Road, Brewster, MA 02631
0.07
-
3
2.5
2,500
Off Market
13 Winstead Road, Brewster, MA 02631
0.08
-
3
2.5
2,300
Off Market
11 Winstead Road, Brewster, MA 02631
0.08
-
3
3.5
2,728
Off Market
9 Winstead Road, Brewster, MA 02631
0.08
-
-
-
-
Off Market
7 Winstead Road, Brewster, MA 02631
0.09
-
-
-
-
Off Market
5 Winstead Road, Brewster, MA 02631
0.09
-
-
-
-
Off Market
4 Winstead Road, Brewster, MA 02631
0.09
-
-
-
-
Off Market
3 Winstead Road, Brewster, MA 02631
0.10
-
4
3.5
2,800
Off Market
52 Bettys Lane, Brewster, MA 02631
0.10
$870,000
3
2
2,317
Recently Sold
2 Winstead Road, Brewster, MA 02631
0.10
-
3
2.5
2,300
Off Market

Local Information

  • Map ViewExplore the area around 72 Winstead Road.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2010
Lot Size
2.32 acres
Living Area
3,021 sqft
Price/Sqft
$555/sqft
Parking
2 Car Garage
HOA
$42/Monthly

About this House

A masterfully crafted custom residence, impeccably maintained with many updates. This exceptional home is set on an expansive, private lot just steps from Long Pond beach and boat ramp, within the prestigious Pond Oaks Estates. Designed with both elegance & comfort in mind, the sun-drenched interior features soaring cathedral ceilings, dramatic walls of glass, & rich hardwood floors, creating a seamless, light-filled living experience. With over 3,000 square feet of living space, the home offers a luxurious first-floor primary suite complete with a spa-caliber bath, as well as a chef's kitchen designed for entertaining, showcasing hi-end cabinetry, premium finishes, & meticulous attention to detail.Gracious living spaces include an intimate breakfast nook and a beautifully appointed living room with fireplace--perfect for both relaxed living & elegant gatherings. Expansive sliders open to a generous deck, while a front patio captures serene views of Long Pond, framed by exquisitely landscaped grounds & beautiful gardens. Ideally situated near the bike trail & beach, this rare offering is for the discriminating buyer seeking to live the Cape Life Style at it's Best .
72 Winstead Road, Brewster, MA 02631 is a 4 bedroom, 4 bathroom, 3,021 sqft single-family home built in 2010. It last sold for the $1,675,000 asking price on Jul 21, 2026. It is currently off market. The Trulia Estimate is $1,678,200, with a rent estimate of $5,002/month.
Last check for updates: 26 minutes ago
Listed by Alberti Team
Gibson Sotheby's International Realty
Bought with: Natalia M Weiner, (508) 717-7631, Gibson Sotheby's International Realty
Source: CCIMLS, MLS#22601816

Home Details for 72 Winstead Road

Interior Features

Interior Details
Basement: Interior EntryNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Master Bathroom, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 3021 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Washer, Range Hood, Refrigerator, Gas Range, Microwave, Electric Dryer, Gas Water HeaterDishwasherLaundry: Laundry RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Has Heating Unspecified TypeHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Has Heating Unspecified Type
Fireplace & Spa
Number of Fireplaces: 1Fireplace: GasHas a Fireplace
Windows, Doors, Floors & Walls
Flooring: Wood, Carpet, Tile
Levels, Entrance, & Accessibility
Stories: 2Floors: Wood, Carpet, Tile

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Deck, PatioFencing: Fenced, PartialOther Structures: OutbuildingExterior: Outdoor Shower, GardenFoundation: PouredGardenNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Garage Attached, Open
Frontage
Responsible for Road Maintenance: Assoc MaintainedRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Private Sewer

Days on Market

Cumulative Days on Market: 26

Property Information

Year Built
Year Built: 2010
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape Cod
Building
Construction Materials: ClapboardNot a New ConstructionNot Attached PropertyDoes Not Include Home Warranty
Property Information
Condition: ActualParcel Number: BREW M:61 B:38

Price & Status

Price
List Price: $1,675,000Price Per Sqft: $555/sqft

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: Brewster
School Information
Elementary School District: NausetJr High / Middle School District: NausetHigh School District: Nauset

Building

Building Area
Building Area: 3021 Square Feet

HOA

Has an HOAHOA Fee: $500/Annually

Lot Information

Lot Area: 2.32 Acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Conventional

Miscellaneous

BasementMls Number: 22601816Showing Requirements: Appointment Required, Call Listing Agent

Additional Information

HOA Amenities: Road Maintenance

Price and Tax history

DateEventPrice
Jul 21, 2026
Source: CCIMLS #22601816
Sold
$1,678,000
May 25, 2026
Source: CCIMLS #22601816
Pending
$1,675,000
Apr 29, 2026
Source: CCIMLS #22601816
Listed For Sale
$1,675,000
Aug 11, 2011
Source: N/A
Sold
$699,000
Feb 5, 2010
Source: N/A
Sold
$2,500,000

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

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 2022-04-05 08:58:10 PDT. All properties are subject to prior sale, changes, or withdrawal. Copyright 2022© Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

Frequently asked questions about 72 Winstead Road

  • What is 72 Winstead Road estimated to be worth?
    Trulia's estimated value for 72 Winstead Road in Brewster, MA is $1,678,200.
  • What is the price history for 72 Winstead Road?
    72 Winstead Road in Brewster, MA last sold for $1,678,000 in July 2026.
  • 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.
  • Does 72 Winstead Road have air conditioning?
    Yes, 72 Winstead Road in Brewster, MA has air conditioning.
  • Does 72 Winstead Road have laundry facilities?
    Yes, 72 Winstead Road in Brewster, MA has laundry facilities.

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