55 Wayside Drive, Brewster, MA 02631
Property image
Property image
OFF MARKET

$666,900

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,274 sqft (on 0.34 acres)

55 Wayside Drive, Brewster, MA 02631

Est. Refi. Payment $3,797/mo*
Refinance Your Home
Currently Off Market - Sold Sep 16, 2025 for $651,000

Home Value

Trulia Estimate
$667K
Since last month
Increased$17K (+2.6%)
Since last year
Increased$6K (+1%)
Since last sale
Increased$16K (+2.4%)
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 +97% in the last 10 years
MonthEstimated value
2026
August 2026$667K
August 2026$665K
July 2026$650K
June 2026$681K
May 2026$660K
April 2026$646K
March 2026$647K
February 2026$658K
January 2026$656K
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
104 Wayside Drive, Brewster, MA
0.08
Single-Family Home
$810,000
02/02/26
3
2
1,568
171 Timberlane Drive, Brewster, MA
1.05
Single-Family Home
$655,000
11/21/25
3
2
1,188
33 Pine Orchard Road, Harwich, MA
0.51
Single-Family Home
$900,000
02/27/26
3
3
2,623
9 Captain Phillips Rd, Harwich, MA
1.07
Single-Family Home
$589,030
08/26/26
3
2
1,288
13 Elm Drive, Harwich, MA
1.00
Single-Family Home
$725,000
10/22/25
4
2
1,612
122 Evelyn's Drive, Brewster, MA
0.62
Single-Family Home
$1,150,000
05/18/26
3
3
2,212
527 S Orleans Road, Brewster, MA
0.98
Single-Family Home
$590,000
06/28/26
2
1.5
996
204 Timberlane Drive, Brewster, MA
0.97
Single-Family Home
$710,000
12/05/25
2
2
1,560

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
104 Wayside Drive, Brewster, MA 02631
0.08
$810,000
3
2
1,568
Recently Sold
118 Wayside Drive, Brewster, MA 02631
0.10
$810,600
3
2.5
1,440
Off Market
183 Wayside Drive, Brewster, MA 02631
0.10
$689,900
3
2
1,348
Off Market
193 Wayside Drive, Brewster, MA 02631
0.11
$775,000
3
2
1,764
For Sale
0 Grist Mill Pond, Brewster, MA 02631
0.11
-
-
-
-
Off Market
80 Grist Mill Road, Brewster, MA 02631
0.16
$763,500
4
3
1,288
Off Market
90 Grist Mill Road, Brewster, MA 02631
0.16
$664,200
2
1.5
1,104
Off Market
4 Crocker Rise Road, Harwich, MA 02645
0.21
$1,910,600
3
2.5
2,849
Off Market
1 Crocker Rise, Harwich, MA 02645
0.22
$1,389,100
3
2.5
2,904
Off Market
7 Grist Mill Road, Harwich, MA 02645
0.21
$691,800
4
2
1,624
Off Market
8 Crocker Rise, Harwich, MA 02645
0.25
$1,418,700
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 55 Wayside Drive.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1984
0.34 acre lot
1,274 sqft
$523/sqft
1 Car Garage

About this House

Welcome to this inviting traditional Cape style home, featuring a delightful sunroom for additional enjoyment. As you enter through the front door, you're greeted by a cozy living room complete with a fireplace, seamlessly connected to the dining area and kitchen—perfect for gatherings. Adjacent to the dining room is a bright, window-filled room ideal for reading or watching TV. Step out the back door to discover a spacious sunroom, perfect for summer entertaining or simply relaxing while overlooking the level backyard, complete with a convenient shed.
The home offers a first-floor bedroom and guest bath for ease of access, along with two additional bedrooms and a bathroom on the second floor, providing ample space for family or guests. Additionally, the property includes a one-car garage, adding convenience and storage options. The lower level boasts a partially finished area that can be tailored to your needs, whether as a home office, playroom, or additional living space.
55 Wayside Drive, Brewster, MA 02631 is a 3 bedroom, 2 bathroom, 1,274 sqft single-family home built in 1984. It last sold for $651,000 on Sep 16, 2025 (4% below the $675,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $666,900, with a rent estimate of $3,396/month.
Last check for updates: about 18 hours ago
Listed by Sandra Tanco, (508) 737-5775
Kinlin Grover Compass
Bought with: Bill Bohlin, (508) 280-1096, William Raveis Real Estate & Home Services
Source: CCIMLS, MLS#22501145

Home Details for 55 Wayside Drive

Interior Features

Interior Details
Basement: FullNumber of Rooms: 5
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Appliances & Utilities
Appliances: Dishwasher, Microwave, Electric Range, Refrigerator, Electric, Water HeaterDishwasherLaundry: Electric Dryer Hookup,Washer HookupMicrowaveRefrigerator
Heating & Cooling
Heating: ElectricNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Electric
Fireplace & Spa
Number of Fireplaces: 1
Windows, Doors, Floors & Walls
Flooring: Wood, Laminate, Carpet
Levels, Entrance, & Accessibility
Stories: 2Floors: Wood, Laminate, Carpet

Exterior Features

Exterior Home Features
Roof: Asphalt PitchedOther Structures: Outbuilding
Parking & Garage
Number of Garage Spaces: 1Has a GarageHas an Attached GarageHas Open ParkingParking Spaces: 1Parking: Garage Door Opener,Driveway
Frontage
Not on Waterfront

Days on Market

Cumulative Days on Market: 122

Property Information

Year Built
Year Built: 1984
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Shingle Siding
Property Information
Parcel Number: 130190

Price & Status

Price
List Price: $675,000

Active Status

MLS Status: Closed

Location

Direction & Address
City: BrewsterCommunity: Meetinghouse Village

Building

Building Area
Building Area: 1274 Square Feet

Lot Information

Lot Area: 0.34 acres

Listing Info

Special Conditions: None

Miscellaneous

BasementMls Number: 22501145Attribution Contact: 508-737-5775Showing Requirements: Appointment Required, Call Listing Agent, Yard Sign

Price and Tax history

DateEventPrice
Sep 16, 2025
Source: CCIMLS #22501145
Sold
$651,000
Aug 7, 2025
Source: CCIMLS #22501145
Pending
$675,000
Jul 31, 2025
Source: CCIMLS #22501145
PendingToActive
$675,000
Jul 18, 2025
Source: CCIMLS #22501145
Pending
$675,000
Jun 16, 2025
Source: CCIMLS #22501145
PriceChange
$675,000
Price decreased by 3%

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 2026-09-06 16:38:05 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 55 Wayside Drive

  • What is 55 Wayside Drive estimated to be worth?
    Trulia's estimated value for 55 Wayside Drive in Brewster, MA is $666,900.
  • What is the price history for 55 Wayside Drive?
    55 Wayside Drive in Brewster, MA last sold for $651,000 in September 2025.
  • 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 55 Wayside Drive have laundry facilities?
    Yes, 55 Wayside Drive in Brewster, MA has laundry facilities.
  • Does 55 Wayside Drive have a yard?
    Yes, 55 Wayside Drive in Brewster, MA has a yard.

Explore by feature - Air Conditioning

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