45 Winstead Road, Brewster, MA 02631
Property image
Property image
OFF MARKET

$1,675,800

Trulia Estimate
  • 4 Beds
  • 3.5 Baths
  • 3,021 sqft (on 1.51 acres)

45 Winstead Road, Brewster, MA 02631

Est. Refi. Payment $9,712/mo*
Refinance Your Home
Currently Off Market - Sold Jun 10, 2024 for $1,595,000

Home Value

Trulia Estimate
$1.68M
Since last month
Decreased$20K (-1.2%)
Since last year
Increased$47K (+2.9%)
Since last sale
Increased$73K (+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 +123% in the last 10 years
MonthEstimated value
2026
September 2026$1.67M
August 2026$1.68M
July 2026$1.69M
June 2026$1.67M
May 2026$1.67M
April 2026$1.64M
March 2026$1.64M
February 2026$1.6M
January 2026$1.6M
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
72 Winstead Road, Brewster, MA
0.04
Single-Family Home
$1,678,000
07/21/26
4
3.5
3,021
23 Prince Charles Drive, Harwich, MA
0.33
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
0.33
Single-Family Home
$740,000
11/20/25
3
2.5
1,963
21 High Point Drive, Brewster, MA
0.43
Single-Family Home
$1,195,000
10/02/25
3
2.5
1,737
52 Bettys Lane, Brewster, MA
0.06
Single-Family Home
$870,000
02/12/26
3
2
2,317
663 Crowells Bog Road, Brewster, MA
0.90
Single-Family Home
$1,575,000
11/04/25
4
3.5
3,738
55 Carlton Circle, Brewster, MA
0.91
Single-Family Home
$1,270,000
10/15/25
4
3
2,784
37 Autumn Court, Brewster, MA
0.90
Single-Family Home
$1,100,000
04/01/26
4
3.5
3,406
71 Compass Way, Brewster, MA
1.09
Single-Family Home
$1,425,000
07/31/26
4
3.5
3,426

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
14 Winstead Road, Brewster, MA 02631
0.06
-
3
2.5
2,500
Off Market
9 Winstead Road, Brewster, MA 02631
0.06
-
-
-
-
Off Market
7 Winstead Road, Brewster, MA 02631
0.07
-
-
-
-
Off Market
5 Winstead Road, Brewster, MA 02631
0.07
-
-
-
-
Off Market
4 Winstead Road, Brewster, MA 02631
0.07
-
-
-
-
Off Market
72 Winstead Road, Brewster, MA 02631
0.04
$1,678,000
4
3.5
3,021
Recently Sold
52 Bettys Lane, Brewster, MA 02631
0.06
$870,000
3
2
2,317
Recently Sold
0 Crowells Bog Road, Brewster, MA 02631
0.17
-
-
-
-
Off Market
15 Black Loch Drive, Harwich, MA 02645
0.25
$1,267,900
3
3
1,788
Off Market
34 Prince Charles Drive, Harwich, MA 02645
0.26
-
-
-
-
Off Market
14 Black Loch Drive, Harwich, MA 02645
0.29
$924,500
4
3
1,955
Off Market

Local Information

  • Map ViewExplore the area around 45 Winstead Road.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2011
1.51 acre lot
3,021 sqft
$555/sqft
2 Car Garage
HOA $42/mo

About this House

Custom-built residence in a premier location, near 3 ponds, the bike trail & just 1/10 mile to a sandy beach w/boat ramp on Long Pond!
This lovely 3021 SF home features an open floor plan, cathedral ceilings & ample windows to maximize natural lighting & gracious living.
Fine details throughout include hardwood floors, custom millwork & built-ins, gas fireplace, open staircase, gourmet kitchen & spacious living areas.
Kitchen design is sure to please, with a center island, gas cooktop, double oven, granite counters & adjacent breakfast nook. The living room is inviting & perfect for entertaining, w/fireplace, sound system & a wall of glass overlooking the deck & yard. Formal dining room can be used as is, or as a sitting room or home office.
All 4 bedrooms have lg closets, 2 w/private baths & one w/winter pond views.
All 3.5 baths feature custom tile & marble vanities. Primary bath has a jetted tub & a dbl sink vanity.
2 car garage is ideal for large vehicles & storage.
Mechanicals: generator, direct water heater, central AC, nat. gas heat.
Outdoor living offers a front porch, private yard, irrigation, deck w/gas hookup for grilling & outdoor shower.
Your oasis awaits!
45 Winstead Road, Brewster, MA 02631 is a 4 bedroom, 4 bathroom, 3,021 sqft single-family home built in 2011. It last sold for the $1,595,000 asking price on Jun 10, 2024. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,675,800, with a rent estimate of $4,866/month.
Last check for updates: 25 minutes ago
Listed by Dee Higgins, (508) 221-8599
Gibson Sotheby's International Realty
Bought with: Shane K Masaschi, (508) 400-2035, Compass
Source: CCIMLS, MLS#22401007

Home Details for 45 Winstead Road

Interior Features

Interior Details
Basement: FullNumber of Rooms: 8
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Appliances & Utilities
Appliances: Dishwasher, Microwave, Refrigerator, Wall/Oven Cook Top, Natural Gas, Tankless Water HeaterDishwasherMicrowaveRefrigerator
Heating & Cooling
Heating: Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Natural Gas
Fireplace & Spa
Number of Fireplaces: 1
Windows, Doors, Floors & Walls
Flooring: Hardwood, Tile
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood, Tile

Exterior Features

Exterior Home Features
Roof: Asphalt PitchedPatio / Porch: Deck, PorchExterior: Outdoor Shower, Underground Sprinkler System
Parking & Garage
Number of Garage Spaces: 2Has a GarageHas an Attached GarageParking Spaces: 4Parking: Garage Door Opener,Gravel
Frontage
Not on Waterfront

Days on Market

Cumulative Days on Market: 11

Property Information

Year Built
Year Built: 2011
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Clapboard
Property Information
Parcel Number: 61510

Price & Status

Price
List Price: $1,595,000

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: Brewster

Building

Building Area
Building Area: 3021 Square Feet

HOA

Has an HOAHOA Fee: $500/Annually

Lot Information

Lot Area: 1.51 Acres

Listing Info

Special Conditions: None

Miscellaneous

BasementMls Number: 22401007Attribution Contact: 508-221-8599Showing Requirements: Appointment Required, Call Listing Agent

Additional Information

HOA Amenities: Road Maintenance

Price and Tax history

DateEventPrice
Jun 10, 2024
Source: CCIMLS #22401007
Sold
$1,595,000
Apr 1, 2024
Source: MLS PIN #73213083
Contingent
$1,595,000
Apr 1, 2024
Source: CCIMLS #22401007
Pending
$1,595,000
Mar 19, 2024
Source: MLS PIN #73213083
Listed For Sale
$1,595,000
Sep 29, 2011
Source: N/A
Sold
$747,570

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 00:59:16 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 45 Winstead Road

  • What is 45 Winstead Road estimated to be worth?
    Trulia's estimated value for 45 Winstead Road in Brewster, MA is $1,675,800.
  • What is the price history for 45 Winstead Road?
    45 Winstead Road in Brewster, MA last sold for $1,595,000 in June 2024.
  • 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 45 Winstead Road have air conditioning?
    Yes, 45 Winstead Road in Brewster, MA has air conditioning.
  • How big is the lot at 45 Winstead Road?
    The lot at 45 Winstead Road in Brewster, MA is about 1.5 acres.

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