Is a car needed in Brewster, MA?

As of early 2026, 93% of users say car is needed

Is parking easy in Brewster, MA?

As of early 2026, 87% of users say parking is easy

Is Brewster, MA quiet?

As of early 2026, 87% of users say it's quiet

Is Brewster, MA dog-friendly?

As of early 2026, 86% of users say it's dog friendly

Are yards well-kept in Brewster, MA?

As of early 2026, 83% of users say yards are well-kept

Would people walk alone at night in Brewster, MA?

As of early 2026, 78% of users say people would walk alone at night

Is there wildlife in Brewster, MA?

As of early 2026, 76% of users say there's wildlife

Does Brewster, MA show holiday spirit?

As of early 2026, 66% of users say there's holiday spirit

Do residents of Brewster, MA plan to stay at least 5 years?

As of early 2026, 63% of users say they plan to stay for at least 5 years

Are neighbors friendly in Brewster, MA?

As of early 2026, 57% of users say neighbors are friendly

Do kids play outside in Brewster, MA?

As of early 2026, 54% of users say kids play outside

Are there community events in Brewster, MA?

As of early 2026, 28% of users say there are community events

Is Brewster, MA walkable to restaurants?

As of early 2026, 27% of users say it's walkable to restaurants

Does Brewster, MA have sidewalks?

As of early 2026, 24% of users say there are sidewalks

Are the streets well-lit in Brewster, MA?

As of early 2026, 24% of users say streets are well-lit

Is Brewster, MA walkable to grocery stores?

As of early 2026, 13% of users say it's walkable to grocery stores

What is the price history for 8 Winstead Rd?

8 Winstead Rd in Brewster, MA last sold for $215,000 in June 2017.

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 8 Winstead Rd?

The closest schools to 8 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).

OFF MARKET

8 Winstead Rd
Brewster, MA 02631

54,450 sqft (on 1.25 acres)

54,450 sqft

(on 1.25 acres)

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

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	Bath	Sqft
0 Tanglewood Road, Brewster, MA	1.02	Lot/Land	$325,000	09/29/25	-	-
31 Hazel Lane, Brewster, MA	1.09	Lot/Land	$325,000	04/14/26	-	-
3 Bentley Road, Harwich, MA	1.68	Lot/Land	$439,500	06/18/26	-	-
1 Bentley Road, Harwich, MA	1.68	Lot/Land	$429,500	06/18/26	-	-
5 Bentley Road, Harwich, MA	1.70	Lot/Land	$449,500	06/18/26	-	-
7 Bentley Road, Harwich, MA	1.72	Lot/Land	$465,000	07/01/26	-	-
0 Sheffield Road, Brewster, MA	1.93	Lot/Land	$198,000	09/26/25	-	-
61 Sheffield Road, Brewster, MA	1.93	Lot/Land	$249,000	07/17/26	-	-
0 Underpass Road, Brewster, MA	2.13	Lot/Land	$205,000	09/30/25	-	-
Lot 2 Round Cove Road, Harwich, MA	2.74	Lot/Land	$330,000	12/12/25	-	-

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
1080 Harwich Road, Brewster, MA 02631	0.07	$740,000	3	2.5	1,963	Recently Sold
19 Fishermans Landing Road, Brewster, MA 02631	0.21	$871,400	3	2	1,568	Off Market
22 Gulls Way, Brewster, MA 02631	0.23	$1,693,500	4	3	2,100	Off Market
8 Lake Shore Drive, Brewster, MA 02631	0.23	$833,400	3	2	1,638	Off Market
72 Winstead Road, Brewster, MA 02631	0.25	$1,678,000	4	3.5	3,021	Recently Sold
52 Bettys Lane, Brewster, MA 02631	0.27	$870,000	3	2	2,317	Recently Sold
45 Winstead Road, Brewster, MA 02631	0.27	$1,677,800	4	3.5	3,021	Off Market
80 Anne Way, Brewster, MA 02631	0.29	$827,900	3	2	1,340	Off Market
76 Tracy Lane, Brewster, MA 02631	0.30	$800,800	3	2	1,568	Off Market
14 Winstead Road, Brewster, MA 02631	0.31	-	3	2.5	2,500	Off Market
13 Winstead Road, Brewster, MA 02631	0.32	-	3	2.5	2,300	Off Market
21 Nancys Way, Brewster, MA 02631	0.31	$1,350,000	3	2.5	2,480	Recently Sold

Local Information

Map ViewExplore the area around 8 Winstead Rd.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Lot/Land

Year Built

2013

Lot Size

1.25 acres

Living Area

54,450 sqft

Parking

Garage

About this House

This lot/land is located at 8 Winstead Rd, Brewster, MA. 8 Winstead Rd is in Brewster, MA and in ZIP code 02631. This property has approximately 54,450 sqft of floor space. This property has a lot size of 1.25 acres and was built in 2013.

8 Winstead Rd, Brewster, MA 02631 is a 54,450 sqft lot/land built in 2013. It last sold for $215,000 on Jun 28, 2017. It is currently off market. The Trulia Estimate rent is $2,583/month.

Home Details for 8 Winstead Rd

Interior Features
Heating & Cooling Heating: GasAir ConditioningCooling System: CentralHeating Fuel: Gas
Interior Details Types of Rooms: Dining Room
Levels, Entrance, & Accessibility Floors: Tile, Hardwood

Exterior Features
Exterior Home Features Roof: Other
Parking & Garage GarageParking Spaces: 2Parking: Garage Attached

Property Information
Year Built Year Built: 2013
Property Type / Style Property Type: Lot LandArchitecture: Other

Lot Information
Lot Area: 1.25 acres

Price and Tax history

Date	Event	Price
Jun 28, 2017 Source: CCIMLS #21711841	Sold	$215,000
May 5, 2017 Source: Agent Provided	Pending	$229,000
May 5, 2017 Source: Agent Provided	PendingToActive	$229,000
May 5, 2017 Source: Agent Provided	Pending	$229,000
May 5, 2017 Source: Agent Provided	Listed For Sale	$229,000
May 29, 2016 Source: Agent Provided	ListingRemoved	$250,000
Oct 6, 2015 Source: Agent Provided	PriceChange	$250,000 Price decreased by 23%
Sep 10, 2015 Source: Agent Provided	PriceChange	$325,000 Price decreased by 7%
May 8, 2015 Source: Agent Provided	PriceChange	$349,000 Price decreased by 8%
Dec 12, 2014 Source: Agent Provided	PriceChange	$379,000 Price decreased by 55%
Nov 4, 2014 Source: Agent Provided	Listed For Sale	$834,000
Aug 2, 2014 Source: Agent Provided	ListingRemoved	$849,000
Jul 23, 2013 Source: Agent Provided	Listed For Sale	$849,000

Additional Cost

Market trends in Brewster

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

5MoM

Around this home

Stony Brook Elementary School
PK-2
Public
220 Students
Brewster School District
NA
GreatSchools Rating
Parent Rating Average
Excellent support for our child with special needs, strong family and community engagement. Very welcoming environment and caring for their students.
Parent Review
8y ago
3 Reviews

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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
Resident
7mo ago
"Lots of families and a beautiful safe place to raise children with lots of outdoor space and things to do."
0
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Skylar R.
Resident
5y ago
"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.
Visitor
6y ago
"The beach! Low tide, the stores, the restaurants and the farmers markets. Cape Cod is a one of a kind place. "
2
Flag
Deboravaughan
Visitor
6y ago
"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
Resident
7y ago
"it is a small quaint neighborhood where everyone is friendly. Neighbors are always visiting and helping each other."
0
Flag
scarroll32
11y ago
"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.
12y ago
"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
13y ago
"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.
13y ago
"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
15y ago
"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 8 Winstead Rd

What is the price history for 8 Winstead Rd?
8 Winstead Rd in Brewster, MA last sold for $215,000 in June 2017.
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 8 Winstead Rd?
The closest schools to 8 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).

Explore by feature - Air Conditioning

8 rentals with air conditioning in Brewster, MA

FURNISHED
$2,400/mo
Total price
2 bd
2.5 ba
1,380 sqft
30 Crescent Ln,
Brewster, MA 02631
APPLY INSTANTLY
$1,900/mo
Total price
1 bd
1.5 ba
1,380 sqft
35 Chestnut Cir,
Brewster, MA 02631
NEW - 19 HRS AGO
APPLY INSTANTLY
$1,550/mo
Total price
1 ba
350 sqft
3560 Main St,
Brewster, MA 02631
APPLY INSTANTLY
FURNISHED
$2,000/mo
Total price
2 bd
2 ba
935 sqft
218 Eaton Ln,
Brewster, MA 02631
APPLY INSTANTLY
PET FRIENDLY
FURNISHED
$2,550/mo
Total price
4 bd
3 ba
1,870 sqft
65 Anne Way,
Brewster, MA 02631
APPLY INSTANTLY
FURNISHED
$3,500/mo
Total price
3 bd
2.5 ba
1,144 sqft
5 Commons Way,
Brewster, MA 02631
PET FRIENDLY
FURNISHED
$4,000/mo
Total price
3 bd
3 ba
1,783 sqft
549 S Orleans Rd,
Brewster, MA 02631
FURNISHED
$3,100/mo
Total price
3 bd
2 ba
1,248 sqft
Address Not Disclosed,
Brewster, MA 02631

Explore by feature - Washer/dryer

10 rentals with a washer/dryer in Brewster, MA

APPLY INSTANTLY
FURNISHED
$2,500/mo
Total price
2 bd
2 ba
1,000 sqft
258 Sheep Pond Dr,
Brewster, MA 02631
FURNISHED
$2,400/mo
Total price
2 bd
2.5 ba
1,380 sqft
30 Crescent Ln,
Brewster, MA 02631
NEW - 1 DAY AGO
APPLY INSTANTLY
FURNISHED
$1,850/mo
Total price
4 bd
2 ba
1,703 sqft
33 Brier Ln,
Brewster, MA 02631
APPLY INSTANTLY
$1,900/mo
Total price
1 bd
1.5 ba
1,380 sqft
35 Chestnut Cir,
Brewster, MA 02631
NEW - 19 HRS AGO
APPLY INSTANTLY
$1,550/mo
Total price
1 ba
350 sqft
3560 Main St,
Brewster, MA 02631
APPLY INSTANTLY
FURNISHED
$2,000/mo
Total price
2 bd
2 ba
935 sqft
218 Eaton Ln,
Brewster, MA 02631
APPLY INSTANTLY
PET FRIENDLY
FURNISHED
$2,550/mo
Total price
4 bd
3 ba
1,870 sqft
65 Anne Way,
Brewster, MA 02631
APPLY INSTANTLY
FURNISHED
$3,500/mo
Total price
3 bd
2.5 ba
1,144 sqft
5 Commons Way,
Brewster, MA 02631
PET FRIENDLY
FURNISHED
$4,000/mo
Total price
3 bd
3 ba
1,783 sqft
549 S Orleans Rd,
Brewster, MA 02631
FURNISHED
$3,100/mo
Total price
3 bd
2 ba
1,248 sqft
Address Not Disclosed,
Brewster, MA 02631

Apartments for Rent

Skip to last item

SENIOR HOUSING
PET FRIENDLY
$1,795 - $2,725/mo
Fees may apply
Studio-1 bd
1 ba
Serenity Apartments at Brewster | 873 Harwich Rd,
Brewster, MA 02631
Contact for price
1-2 bd
1-2 ba
718 Main St #776f18ccb,
Harwich, MA 02645
Contact for price
1-2 bd
1-2 ba
100 State St #776f18ccb,
Brewster, MA 02631
Contact for price
1-2 bd
1-2 ba
111 Headwaters Dr #f320a52c6,
Harwich, MA 02645
See more homes for rent in
Brewster
Take a look

Skip to first item

Off Market Homes Near 8 Winstead Rd

Skip to last item

SOLD
AUG 21, 2026
$1,110,000
5 bd
2 ba
2,203 sqft
149 Cathedral Road,
Brewster, MA 02631
Kinlin Grover Compass
SOLD
AUG 21, 2026
$910,000
3 bd
2 ba
1,652 sqft
20 Spring Lane,
Brewster, MA 02631
Berkshire Hathaway HomeServices Robert Paul Properties
SOLD
AUG 20, 2026
$1,175,000
4 bd
2.5 ba
2,427 sqft
52 Barque Circle,
South Dennis, MA 02660
LAER Realty Partners
SOLD
AUG 20, 2026
$792,000
3 bd
2 ba
1,914 sqft
8 Marlboro Road,
Brewster, MA 02631
Kinlin Grover Compass
SOLD
AUG 19, 2026
$890,000
3 bd
2 ba
1,633 sqft
1066 Millstone Road,
Brewster, MA 02631
Keller Williams Signature Prop
SOLD
AUG 18, 2026
$585,000
2 bd
2 ba
1,157 sqft
43 Trevor Lane UNIT 43,
Brewster, MA 02631
Kinlin Grover Compass
SOLD
AUG 17, 2026
$445,000
2 bd
2 ba
935 sqft
93 Chilton Lane UNIT 93,
Brewster, MA 02631
RE/MAX Executive Realty
SOLD
AUG 14, 2026
$550,000
2 bd
1 ba
1,056 sqft
31 Frank Doyle Road,
South Dennis, MA 02660
Gibson Sotheby's International Realty
SOLD
AUG 14, 2026
$760,000
3 bd
2 ba
1,645 sqft
32 Indian Field Drive,
South Dennis, MA 02660
Steele Associates Real Estate
SOLD
AUG 14, 2026
$485,000
2 bd
2 ba
1,063 sqft
210 Billington Lane UNIT 210,
Brewster, MA 02631
Keller Williams Realty
See more homes for sale in
Brewster
Take a look