29 Wayside Rd, Westborough, MA 01581
Property image
Property image
OFF MARKET

29 Wayside Rd
Westborough, MA 01581

  • 4 Beds
  • 3.5 Baths
  • 2,716 sqft (on 0.72 acres)

$1,133,900

Trulia Estimate
as of Jul 7, 2026

$1,133,900

Trulia Estimate
as of Jul 7, 2026
4 Beds
3.5 Baths
2,716 sqft
(on 0.72 acres)

Local Information

  • Map ViewExplore the area around 29 Wayside Rd.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Wonderful colonial in a sought after family neighborhood. Central air with two zones, gas heat, fabulous mud room with beautiful lockers with a ventilation system, new appliances, huge master bedroom suite with 2 person jetted jacuzzi tub, wonderful walk in attic storage, sprinkler system, central alarm system, New windows everywhere except the family room. Fabulous finished basement for entertaining with a guest suite.
29 Wayside Rd, Westborough, MA 01581 is a 4 bedroom, 4 bathroom, 2,716 sqft single-family home built in 1987. It last sold for $885,000 on Jul 27, 2021. It is currently off market. The Trulia Estimate is $1,133,900, with a rent estimate of $4,531/month.

Home Highlights

Parking
Garage
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 29 Wayside Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 12Types of Rooms: Walk In Closet, Dining Room, Family Room, Laundry Room, Master Bath, Mud Room, Office, Recreation RoomWet BarCeiling Fan
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1987
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.72 acres

Price History for 29 Wayside Rd

DatePriceEventSource
07/27/2021$885,000Sold
N/A
06/08/2021$899,000PendingN/A
05/11/2021$899,000Listed For SaleN/A
10/06/2006$599,999Sold
N/A
07/27/2001$885,000Sold
N/A
10/30/1987$383,000Sold
N/A

Market trends in Westborough

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
73
6MoM
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Property Tax and Assessment

Year2025
Tax$14,102
Assessment$865,700
Home facts updated by county records

Comparable Sales for 29 Wayside Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
49 Wayside Rd, Westborough, MA
0.31
Single-Family Home
$1,250,000
07/16/25
4
2.5
4,024
27 Wheeler Rd, Westborough, MA
0.52
Single-Family Home
$797,200
07/24/25
4
2.5
3,055
226 W Main St, Westborough, MA
0.68
Single-Family Home
$957,500
06/04/26
4
2.5
2,452
41 Adams St, Westborough, MA
0.44
Single-Family Home
$730,000
12/12/25
4
2.5
2,485
20 Olde Coach Rd, Westborough, MA
0.58
Single-Family Home
$1,100,000
10/16/25
4
2.5
2,806
21 Overlook Dr, Westborough, MA
0.56
Single-Family Home
$762,500
04/30/26
4
2.5
1,764
15 Quick Farm Rd, Westborough, MA
0.47
Single-Family Home
$1,735,000
05/29/26
4
3.5
4,005
12 Primrose Ln, Westborough, MA
0.51
Single-Family Home
$1,200,000
09/25/25
4
3.5
4,226
256 W Main St, Westborough, MA
0.91
Single-Family Home
$935,000
05/06/26
4
2.5
2,451
29 Kay St, Westborough, MA
0.82
Single-Family Home
$1,000,000
04/28/26
5
2.5
3,100

Nearby homes

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Assigned Schools

These are the assigned schools for 29 Wayside Rd.
View nearby schools on GreatSchools
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 Westborough

At least 96 Trulia users voted on each feature.

  • 94 % Say car is needed

  • 87 % Say parking is easy

  • 85 % Say it's dog friendly

  • 77 % Say people would walk alone at night

  • 76 % Say yards are well-kept

  • 74 % Say it's quiet

  • 73 % Say kids play outside

  • 72 % Say there's holiday spirit

  • 72 % Say there are sidewalks

  • 63 % Say they plan to stay for at least 5 years

  • 57 % Say it's walkable to restaurants

  • 57 % Say there's wildlife

  • 56 % Say streets are well-lit

  • 53 % Say neighbors are friendly

  • 48 % Say it's walkable to grocery stores

  • 44 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "You can walk to everything in this downtown neighborhood. People are friendly and helpful. It’s a great place to live, and there’s a highly varied stock of housing, including multi-unit rentals and single family houses of all sizes. "
    0
    Flag
  • Kelly Roney
    "Downtown Westborough is a great place to live. There are many walkable restaurants and stores. People are friendly, too. I’m very happy to be here. "
    0
    Flag
  • Trulia User
    "Have had an amazing experience at Hastings for 1st & 2nd—and feel lucky to live in this community!! "
    0
    Flag
  • Rcjudd
    "There are good parks and paths to walk dogs, including Veterans Park. The charm bracelet is an excellent walkable trail for dogs"
    0
    Flag
  • Ashley Carie
    "There was a fenced in area for dogs in the complex I lived but for other surrounding neighborhoods there were plenty of sidewalks and safe places with less traffic "
    0
    Flag
  • Jamie Wiggins
    "Not really sure more families in the area, I work a lot, movies during the summer on the green. School events, parades on holidays. I am single so going to Worcester about 15 minutes away is very easy to get to. Movie theater in Framingham and Marlboro. Indoor athletic facilities. New athletic fields and track facilities at the high school with lights. Town beach and lake, local reservoir good for walks taking strolls. Several local bars and restaurants searching shell fish Mexican Asian cuisine and an Uno restaurant. "
    0
    Flag
  • Emily Z.
    "Really safe neighborhood to grow up in, friendly neighbors and mix of young families and older couples. Very little traffic and great neighborhood to walk in."
    2
    Flag
  • Liliana G. .
    "Great school system, safe neighborhood, great community, easy access to mayor routes like 495, mass pike, Rt. 30 and Rt 9"
    2
    Flag
  • Kristenbrown29609
    "There is Trick or treating. In my neighborhood. The loop where the sidewalks are is always a smash hit! "
    1
    Flag
  • Kristenbrown29609
    "You see people walking their dogs, a dog park near Tufts, and a trail head to the Charm Bracelet Trail system (leash law applies). "
    0
    Flag
  • Anna L.
    "been staying here since staying local at a hotel. and love the environment. the neighborhood are very nice and keep to themselves . there are a lot of beautiful natural surroundings. how can you not enjoy it. "
    2
    Flag
  • Cristinavargas2663
    "I think dog owners would feel comfortable waking theirs dogs here. It is a very safe neighborhood and I often see people either walking their dogs of jogging."
    0
    Flag
  • Slsmith508
    "Fourth of July block parties, Halloween block parties/trick or treating on most streets, public library hosts annual events, high school events"
    0
    Flag
  • John D.
    "Love Westborough. Great community and lots of things to do. Schools are one of the best in Massachusetts and everyone is always friendly. Close to Boston by car and by train with convenient parking at train station. I also have to say that the police department are on their game here, always looking out for the best of the community. If you pass through the town you gotta check out the local brewery where we stop into on our dog walk (Cold Harbor). "
    0
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  • Jossee A.
    "Westborough it's a Safe place to live!! All people are very kind...nice and quiet.. I love my neighborhood! "
    0
    Flag
  • Jessie
    "I have nothing bad to say about this area. It’s safe and I’ve lived here for 16 years. It’s a townie town. "
    0
    Flag
  • Diane C.
    "There is a YWCA daycare across the street. The people in town are very nice. I feel safe in my neighborhood My best friend who lived across the street moved back to Australia and i miss terribly. She was the first person that came over when my husband past away from a kidney disease. My world was turned upside down and the community surrounded by them."
    0
    Flag
  • RJ
    "Westborough has a great school system and is viewed as an affluent town to live in. The downtown area is typical New England and features locally owned shops and upscale restaurants "
    0
    Flag
  • Dan P.
    "Close proximity to major highways RT 9, RT 495, and RT 90. 10 min drive to two commuter rail stations. Approx 1 hour to downtown Boston."
    0
    Flag
  • Richgraiko
    "I can walk or ride a bike to several restaurants. It’s very quiet. There is a commuter rail in town. Not bad if you appreciate quiet, early nights, but still pretty pricey considering what is here. "
    3
    Flag
  • Eddy
    "It’s peaceful and quiet , and very clean neighborhood , everyone here is nice and respectful , lots of dogs in area"
    1
    Flag
  • Cindy F.
    "I work in the area and have lived in the area for 25 years. It's a great location with access to major roadways, restaurants, shopping and has very well regarded schools. "
    0
    Flag
  • mlebrisson
    "Side walks, local parks, family-oriented neighborhood."
    0
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Explore by feature - Pet Friendly

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Homes for sale near 29 Wayside Rd

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Off Market Homes Near 29 Wayside Rd

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