104 Wayside Drive
Brewster, MA 02631
- 3 Beds
- 2 Baths
- 1,568 sqft (on 0.34 acres)
$810,000
Last Sold: Feb 2, 2026
1% over list $799K
$517/sqft
Est. Refi. Payment $4,617/mo*
$810,000
Last Sold: Feb 2, 2026
1% over list $799K
$517/sqft
Est. Refi. Payment $4,617/mo*
3 Beds
2 Baths
1,568 sqft
(on 0.34 acres)
Local Information
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1986
Lot Size
0.34 acres
Living Area
1,568 sqft
Price/Sqft
$517/sqft
Parking
Garage
HOA
$2/Monthly
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). It is currently off market. The Trulia Estimate is $831,200, with a rent estimate of $3,872/month.
Home Details for 104 Wayside Drive
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Interior Details Basement: Interior EntryNumber of Rooms: 5Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Dining Room, Kitchen, Living Room |
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2Number of Bathrooms (main level): 1 |
Dimensions and Layout Living Area: 1568 Square Feet |
Appliances & Utilities Appliances: Dishwasher, Washer, Refrigerator, Electric Range, Electric Dryer, Gas Water HeaterDishwasherLaundry: First FloorRefrigeratorWasher |
Heating & Cooling Heating: Has Heating Unspecified TypeHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Has Heating Unspecified Type |
Fireplace & Spa Number of Fireplaces: 1Fireplace: Wood BurningHas a Fireplace |
Windows, Doors, Floors & Walls Flooring: Hardwood, Tile |
Levels, Entrance, & Accessibility Stories: 2Floors: Hardwood, Tile |
View Has a ViewView: Golf Course |
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Exterior Home Features Roof: AsphaltPatio / Porch: DeckFencing: FencedOther Structures: OutbuildingFoundation: PouredNo Private Pool |
Parking & Garage Number of Garage Spaces: 1Number of Covered Spaces: 1Has a GarageNo Attached GarageParking Spaces: 1Parking: Garage |
Frontage Frontage Type: Golf CourseRoad Surface Type: PavedNot on Waterfront |
Water & Sewer Sewer: Septic Tank |
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Cumulative Days on Market: 9 |
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Year Built Year Built: 1986 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape Cod |
Building Construction Materials: Shingle SidingNot a New ConstructionNot Attached PropertyDoes Not Include Home Warranty |
Property Information Condition: Updated/Remodeled, ActualParcel Number: 129200 |
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Price List Price: $799,000Price Per Sqft: $517/sqft |
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MLS Status: Closed |
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Direction & Address City: Brewster |
School Information Elementary School District: NausetJr High / Middle School District: NausetHigh School District: Nauset |
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Building Area Building Area: 1568 Square Feet |
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Has an HOAHOA Fee: $25/Annually |
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Lot Area: 0.34 acres |
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Special Conditions: None |
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Listing Terms: Conventional |
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BasementMls Number: 22505715Showing Requirements: Appointment Required, Call Listing Agent |
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HOA Amenities: None |
Last check for updates: about 4 hours ago
Listed by Allison Beavan, (774) 722-1912
William Raveis Real Estate & Home Services
Bought with: Member Non, cci.unknownoffice
Source: CCIMLS, MLS#22505715

Price History for 104 Wayside Drive
| Date | Price | Event | Source |
|---|---|---|---|
| 02/02/2026 | $810,000 | Sold | CCIMLS #22505715 |
| 12/02/2025 | $799,000 | Pending | CCIMLS #22505715 |
| 11/22/2025 | $799,000 | Listed For Sale | CCIMLS #22505715 |
| 05/11/2007 | $382,500 | Sold | CCIMLS #20610597 |
Market trends in Brewster
Last updated June 2026
Avg. sale price
$634K
Sale-to-List Price
—
Price per sq ft
$490
Available listings
53
2MoM
Comparable Sales for 104 Wayside Drive
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.08 | Single-Family Home | $651,000 | 09/16/25 | 3 | 2 | 1,274 | |
0.43 | Single-Family Home | $630,000 | 08/15/25 | 3 | 2 | 1,388 | |
0.78 | Single-Family Home | $660,000 | 09/02/25 | 3 | 1.5 | 1,716 | |
0.44 | Single-Family Home | $900,000 | 02/27/26 | 3 | 3 | 2,623 | |
0.92 | Single-Family Home | $725,000 | 10/22/25 | 4 | 2 | 1,612 | |
0.70 | Single-Family Home | $1,150,000 | 05/18/26 | 3 | 3 | 2,212 | |
1.01 | Single-Family Home | $825,000 | 06/30/26 | 4 | 2 | 2,060 | |
1.11 | Single-Family Home | $655,000 | 11/21/25 | 3 | 2 | 1,188 | |
1.06 | Single-Family Home | $710,000 | 12/05/25 | 2 | 2 | 1,560 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 104 Wayside Drive.
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.
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Apartments for Rent
Homes for sale near 104 Wayside Drive
Off Market Homes Near 104 Wayside Drive

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.

