72 Winstead Road, Brewster, MA 02631
FOR SALE
3D VIEW
2.32 ACRES

72 Winstead Road
Brewster, MA 02631

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

$1,675,000

Est. Mortgage $9,080/mo*

$1,675,000

Est. Mortgage $9,080/mo*
4 Beds
3.5 Baths
3,021 sqft
(on 2.32 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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 .

Home Highlights

Parking
2 Car Garage
Outdoor
Patio, Deck
A/C
Heating & Cooling
HOA
$42/Monthly
Price/Sqft
$554
Listed
10 days ago

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: 4Days on Market: 10

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: $554

Active Status

MLS Status: Active

Location

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

Agent Information

Listing Agent
Listing ID: 22601816

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

Miscellaneous

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

Additional Information

HOA Amenities: Road Maintenance
Last check for updates: about 19 hours ago
Listing courtesy of Alberti Team
Gibson Sotheby's International Realty
Source: CCIMLS, MLS#22601816
Also Listed on MLS PIN, MLS PIN, CCIMLS.

Price History for 72 Winstead Road

DatePriceEventSource
04/29/2026$1,675,000Listed For SaleCCIMLS #22601816
08/11/2011$699,000Sold
N/A
02/05/2010$2,500,000Sold
N/A

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Property Tax and Assessment

Year2025
Tax$8,469
Assessment$1,231,000
Home facts updated by county records

Comparable Sales for 72 Winstead Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.32
Single-Family Home
$740,000
11/20/25
3
2.5
1,963
0.10
Single-Family Home
$870,000
02/12/26
3
2
2,317
0.53
Single-Family Home
$1,350,000
12/05/25
3
2.5
2,480
0.46
Single-Family Home
$1,195,000
10/02/25
3
2.5
1,737
0.79
Single-Family Home
$665,000
06/26/25
2
2.5
1,916
0.86
Single-Family Home
$1,270,000
10/15/25
4
3
2,784
0.92
Single-Family Home
$1,100,000
04/01/26
4
3.5
3,406
0.44
Single-Family Home
$875,000
08/27/25
3
2
1,568
0.89
Single-Family Home
$1,275,000
08/19/25
4
2.5
2,833
0.86
Single-Family Home
$1,575,000
11/04/25
4
3.5
3,738

Assigned Schools

These are the assigned schools for 72 Winstead Road.
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

  • 67 % Say there's holiday spirit

  • 64 % 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

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."
  • 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."
  • Rheanna H.
    "The beach! Low tide, the stores, the restaurants and the farmers markets. Cape Cod is a one of a kind place. "
  • 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."
  • Peloquinbill
    "it is a small quaint neighborhood where everyone is friendly. Neighbors are always visiting and helping each other."
  • scarroll32
    "Ideal Cape Cod location For Golfing or swimming in salt water Cape Cod BAY or one of Brewster fresh water ponds Boating fishing "
  • 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!. "
  • 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."
  • 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."
  • 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."

LGBTQ Local Legal Protections

Alberti Team, Gibson Sotheby's International Realty
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.
72 Winstead Road, Brewster, MA 02631 is a 4 bedroom, 4 bathroom, 3,021 sqft single-family home built in 2010. This property is currently available for sale and was listed by CCIMLS on Apr 29, 2026. The MLS # for this home is MLS# 22601816.