61 Winterhoff Trl, Brewster, MA 02631
Property image
Property image
OFF MARKET

61 Winterhoff Trl
Brewster, MA 02631

  • 4 Beds
  • 3.5 Baths
  • 2,841 sqft (on 0.40 acres)

$2,787,400

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $15,601/mo*
Refinance Your Home

$2,787,400

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $15,601/mo*
Refinance Your Home
4 Beds
3.5 Baths
2,841 sqft
(on 0.40 acres)

Home Value

Trulia Estimate
$2.79M
Since last month
Decreased$48K (-1.7%)
Since last year
Increased$135K (+5.1%)
Since last sale
Increased$630K (+29.3%)
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 +324% in the last 10 years
MonthEstimated value
2026
August 2026$2.78M
July 2026$2.83M
June 2026$2.86M
May 2026$2.83M
April 2026$2.8M
March 2026$2.79M
February 2026$2.73M
January 2026$2.7M
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
17 Barberry Lane, Brewster, MA
0.26
Single-Family Home
$2,500,000
08/07/26
4
3
2,933
20 Skipjack Way, Brewster, MA
0.42
Single-Family Home
$1,050,000
11/21/25
3
2
1,536
2241 Main Street, Brewster, MA
0.44
Single-Family Home
$700,000
09/30/25
3
2
1,655
38 Bittersweet Drive, Brewster, MA
0.84
Single-Family Home
$810,000
07/16/26
5
3
2,295
231 Yankee Dr, Brewster, MA
0.82
Single-Family Home
$732,000
05/28/26
3
2
2,166
126 Bittersweet Drive, Brewster, MA
0.82
Single-Family Home
$850,000
11/14/25
3
2
1,867
236 Yankee Drive, Brewster, MA
0.81
Single-Family Home
$806,000
10/07/25
3
2
1,713
87 N Pond Drive, Brewster, MA
1.34
Single-Family Home
$1,649,000
04/10/26
4
3.5
2,481
142 Yankee Drive, Brewster, MA
0.99
Single-Family Home
$775,000
05/15/26
3
2
1,638
35 Leona Terrace, Brewster, MA
1.28
Single-Family Home
$780,000
05/15/26
4
3
1,791

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
31 Governor Winthrop Road, Brewster, MA 02631
0.09
$2,493,700
3
2.5
2,210
Off Market
76 Pilgrim Pines Lane, Brewster, MA 02631
0.10
$1,164,000
3
1
864
Off Market
56 Pilgrim Pines Lane, Brewster, MA 02631
0.11
$1,601,000
3
2.5
1,920
Off Market
9 Gould Drive, Brewster, MA 02631
0.11
$1,802,900
3
2.5
2,075
Off Market
11 Stuart Street, Brewster, MA 02631
0.13
$1,959,100
5
3
2,325
Off Market
49 Gould Drive, Brewster, MA 02631
0.16
$1,342,100
4
2
1,668
Off Market
20 Robinson Road, Brewster, MA 02631
0.20
$1,266,000
3
1
1,264
Off Market
257 Crocker Lane, Brewster, MA 02631
0.24
$6,623,900
4
4.5
3,600
Off Market
17 Barberry Lane, Brewster, MA 02631
0.26
$2,500,000
4
3
2,933
Recently Sold
0 Crocker Lane, Brewster, MA 02631
0.31
-
-
-
-
Off Market
37 Bates Lane, Brewster, MA 02631
0.33
$2,082,300
4
2.5
2,688
Off Market
79 Mates Way, Brewster, MA 02631
0.40
$1,008,300
3
1.5
1,429
Off Market

Local Information

  • Map ViewExplore the area around 61 Winterhoff Trl.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1971
Lot Size
0.4 acres
Living Area
2,841 sqft
Price/Sqft
$981

About this House

SUNSET BEACH ASSOCIATION. Down a quiet sandy lane, just a tenth of a mile from a private, association beach on Cape Cod Bay, sits this beautiful shingle-style home. Plenty of room for friends and family to gather with 4 bedrooms, 3.5 baths (including first and second floor main en suite bedrooms), multiple living spaces, several patios and a spacious backyard. The original house has been completely renovated and expanded with all new construction from top to bottom--including new mechanicals, central air and gas heat. Many lovely features including shiplap walls and ceilings, exposed beams, sliding barn doors, pendant lighting and gas fireplace for chillier evenings. The open and airy cathedral ceiling kitchen includes a separate wine bar/coffee station, pantry, center island with seating for five or six, flat glass radiant cooktop, and double French doors to a patio that is perfect for al fresco dining on warm summer nights. From the moment you step through the front door from the welcoming covered porch, you will feel like you've come home. Simply elegant yet casual and comfortable--a perfect year-round home or summer beach house. Located in the coveted Sunset Beach Assn.
61 Winterhoff Trl, Brewster, MA 02631 is a 4 bedroom, 4 bathroom, 2,841 sqft single-family home built in 1971. It last sold for $2,150,000 on Nov 15, 2021. It is currently off market. The Trulia Estimate is $2,787,400, with a rent estimate of $4,487/month.

Home Details for 61 Winterhoff Trl

Interior Features

Interior Details
BasementNumber of Rooms: 8
Heating & Cooling
Heating: GasAir ConditioningCooling System: CentralHeating Fuel: Gas
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1971Year Updated: 2022
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.40 acres

Price and Tax history

DateEventPrice
Nov 15, 2021
Source: CCIMLS #22105842
Sold
$2,150,000
Oct 12, 2021
Source: CCIMLS #22105842
Pending
$2,375,000
Sep 24, 2021
Source: CCIMLS #22105842
Listed For Sale
$2,375,000
Nov 12, 2015
Source: CCIMLS #21502340
Sold
$635,000
Oct 28, 2015
Source: Agent Provided
Pending
$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 61 Winterhoff Trl

  • What is 61 Winterhoff Trl estimated to be worth?
    Trulia's estimated value for 61 Winterhoff Trl in Brewster, MA is $2,787,400.
  • What is the price history for 61 Winterhoff Trl?
    61 Winterhoff Trl in Brewster, MA last sold for $2,150,000 in November 2021.
  • 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 61 Winterhoff Trl have air conditioning?
    Yes, 61 Winterhoff Trl in Brewster, MA has air conditioning.
  • How big is the lot at 61 Winterhoff Trl?
    The lot at 61 Winterhoff Trl in Brewster, MA is about 0.40 acres (17,600 sq ft).

Explore by feature - Air Conditioning

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Off Market Homes Near 61 Winterhoff Trl

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