104 Wayside Drive, Brewster, MA 02631
Property image
Property image
SOLD
FEB 2, 2026

$825,600

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,568 sqft (on 0.34 acres)

104 Wayside Drive, Brewster, MA 02631

Est. Refi. Payment $4,898/mo*
Refinance Your Home
Currently Off Market - Sold Feb 2, 2026 for $810,000 (1% above list price)

Home Value

Trulia Estimate
$826K
Since last month
Increased$3K (+0.4%)
Since last year
Increased$86K (+11.6%)
Since last sale
Increased$13K (+1.6%)
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 +13% in the last 10 years
MonthEstimated value
2026
September 2026$823K
August 2026$820K
July 2026$807K
June 2026$847K
May 2026$815K
April 2026$807K
March 2026$809K
February 2026$812K
January 2026$798K
2025

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
33 Pine Orchard Road, Harwich, MA
0.44
Single-Family Home
$900,000
02/27/26
3
3
2,623
13 Elm Drive, Harwich, MA
0.92
Single-Family Home
$725,000
10/22/25
4
2
1,612
122 Evelyn's Drive, Brewster, MA
0.70
Single-Family Home
$1,150,000
05/18/26
3
3
2,212
3 Connecticut Avenue, Harwich, MA
0.39
Single-Family Home
$530,000
09/10/26
2
1
768
12 Maple Lane, Harwich, MA
1.01
Single-Family Home
$825,000
06/30/26
4
2
2,060
171 Timberlane Drive, Brewster, MA
1.11
Single-Family Home
$655,000
11/21/25
3
2
1,188
9 Captain Phillips Rd, Harwich, MA
1.04
Single-Family Home
$589,030
08/26/26
3
2
1,288
204 Timberlane Drive, Brewster, MA
1.04
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
118 Wayside Drive, Brewster, MA 02631
0.02
$804,700
3
2.5
1,440
Off Market
183 Wayside Drive, Brewster, MA 02631
0.08
$695,000
3
2
1,348
Off Market
193 Wayside Drive, Brewster, MA 02631
0.10
$775,000
3
2
1,764
For Sale
55 Wayside Drive, Brewster, MA 02631
0.08
$669,600
3
2
1,274
Off Market
4 Crocker Rise Road, Harwich, MA 02645
0.13
$1,932,400
3
2.5
2,849
Off Market
1 Crocker Rise, Harwich, MA 02645
0.15
$1,412,900
3
2.5
2,904
Off Market
0 Grist Mill Pond, Brewster, MA 02631
0.16
-
-
-
-
Off Market
8 Crocker Rise, Harwich, MA 02645
0.17
-
-
-
-
Off Market
6 Wilmas Way, Harwich, MA 02645
0.22
$715,300
3
2
1,102
Off Market
7 Grist Mill Road, Harwich, MA 02645
0.22
$708,600
4
2
1,624
Off Market
80 Grist Mill Road, Brewster, MA 02631
0.21
$845,000
4
3
1,288
Off Market

Local Information

  • Map ViewExplore the area around 104 Wayside Drive.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1986
0.34 acre lot
1,568 sqft
$517/sqft
Garage
HOA $2/mo

About this House

Wow! There's a lot to discover here! This charming home, has a circular drive, lovely plantings and a great location for enjoying Cape Cod! With a view of the Portside 6T Fairway on The Captains Golf Course, the fenced, private yard is a delight with a large deck, fire pit, raised bed planters, and a 6 zone underground sprinkler system. Inside, you'll find 3/4 inch oak flooring throughout, and tile floors in the baths. The kitchen boasts granite counters and includes appliances! Open to the second floor, the living area has special beams that create a dramatic entrance from the front door! A cozy wood-burning fireplace adds a touch of warmth. The dining area holds a large table for your loved ones! The residence showcases a host of upgrades since 2007: high-quality Anderson Architect Series windows, a new electric panel, a new furnace, and a new roof. It also includes a Rinnai tankless on-demand-hot-water for efficiency and a Generac generator for safety and comfort. The shed has a new roof and includes screens for the windows. The garage has terrific work space with shelves and tool racks, as well as a newer garage door and opener. Immaculate, charming...WOW! Ready to move in!
104 Wayside Drive, Brewster, MA 02631 is a 3 bedroom, 2 bathroom, 1,568 sqft single-family home built in 1986. It last sold for $810,000 on Feb 2, 2026 (1% above the $799,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $825,600, with a rent estimate of $3,640/month.
Last check for updates: about 1 hour ago
Listed by Allison Beavan, (774) 722-1912
William Raveis Real Estate & Home Services
Bought with: Member Non, cci.unknownoffice
Source: CCIMLS, MLS#22505715

Home Details for 104 Wayside Drive

Interior Features

Interior Details
Basement: OtherNumber of Rooms: 5
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Appliances & Utilities
Appliances: Dishwasher, Electric Range, Refrigerator, Washer, Natural Gas, Tankless Water HeaterDishwasherLaundry: Electric DryerRefrigeratorWasher
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: AsphaltPatio / Porch: DeckOther Structures: OutbuildingExterior: Underground Sprinkler System
Parking & Garage
Number of Garage Spaces: 1Has a GarageNo Attached GarageParking Spaces: 1Parking: Garage Door Opener
Frontage
Not on Waterfront

Days on Market

Cumulative Days on Market: 9

Property Information

Year Built
Year Built: 1986
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Shingle Siding
Property Information
Parcel Number: 129200

Price & Status

Price
List Price: $799,000Price Per Sqft: $517/sqft

Active Status

MLS Status: Closed

Location

Direction & Address
City: Brewster

Building

Building Area
Building Area: 1568 Square Feet

HOA

HOA Fee Includes: NoneHas an HOAHOA Fee: $25/Annually

Lot Information

Lot Area: 0.34 acres

Listing Info

Special Conditions: None

Miscellaneous

BasementMls Number: 22505715Showing Requirements: Appointment Required, Call Listing Agent

Price and Tax history

DateEventPrice
Feb 2, 2026
Source: CCIMLS #22505715
Sold
$810,000
Dec 2, 2025
Source: CCIMLS #22505715
Pending
$799,000
Nov 22, 2025
Source: CCIMLS #22505715
Listed For Sale
$799,000
May 11, 2007
Source: CCIMLS #20610597
Sold
$382,500

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 2026-09-19 15:33:24 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 104 Wayside Drive

  • What is 104 Wayside Drive estimated to be worth?
    Trulia's estimated value for 104 Wayside Drive in Brewster, MA is $825,600.
  • What is the price history for 104 Wayside Drive?
    104 Wayside Drive in Brewster, MA last sold for $810,000 in February 2026.
  • 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 104 Wayside Drive have air conditioning?
    Yes, 104 Wayside Drive in Brewster, MA has air conditioning.
  • Does 104 Wayside Drive have laundry facilities?
    Yes, 104 Wayside Drive in Brewster, MA has laundry facilities.

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