27 Roy Ave, Holliston, MA 01746
OFF MARKET

$659,000

Trulia Estimate
  • 3 Beds
  • 1 Bath
  • 1,301 sqft (on 0.53 acres)

27 Roy Ave, Holliston, MA 01746

Est. Refi. Payment $4,145/mo*
Refinance Your Home
Currently Off Market - Sold Apr 20, 2004 for $350,000

Home Value

Trulia Estimate
$659K
Since last month
Decreased$11K (-1.6%)
Since last year
Increased$6K (+1%)
Since last sale
Increased$306K (+87.5%)
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 +88% in the last 10 years
MonthEstimated value
2026
September 2026$656K
August 2026$660K
July 2026$667K
June 2026$674K
May 2026$681K
April 2026$669K
March 2026$668K
February 2026$639K
January 2026$627K
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
32 Colonial Way, Holliston, MA
0.15
Single-Family Home
$487,500
12/19/25
3
1
1,098
56 Roy Ave, Holliston, MA
0.08
Single-Family Home
$535,000
12/18/25
4
1.5
1,901
269 Concord St, Holliston, MA
0.13
Single-Family Home
$675,000
03/20/26
3
2
1,990
38 Turner Rd, Holliston, MA
0.61
Single-Family Home
$575,000
10/29/25
3
1
1,432
62 Carl Rd, Holliston, MA
0.12
Single-Family Home
$733,000
11/10/25
4
1.5
1,870
195 High St, Holliston, MA
0.32
Single-Family Home
$625,000
12/30/25
3
2
1,686
44 Temi Rd, Holliston, MA
0.35
Single-Family Home
$590,000
06/11/26
3
1.5
2,024
54 Westfield Dr, Holliston, MA
0.24
Single-Family Home
$740,000
12/23/25
4
1.5
1,932
6 Westfield Dr, Holliston, MA
0.45
Single-Family Home
$620,000
11/13/25
3
1.5
1,424
140 Concord St, Holliston, MA
0.39
Single-Family Home
$573,000
03/04/26
3
1.5
1,152

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
48 Roy Ave, Holliston, MA 01746
0.07
$564,100
3
1
1,074
Off Market
56 Roy Ave, Holliston, MA 01746
0.08
$535,000
4
1.5
1,901
Recently Sold
300 Concord St, Holliston, MA 01746
0.07
$582,900
3
1
1,475
Off Market
8 Travis Rd, Holliston, MA 01746
0.09
$736,400
3
2
1,879
Off Market
62 Carl Rd, Holliston, MA 01746
0.12
$755,400
4
1.5
1,870
Off Market
32 Colonial Way, Holliston, MA 01746
0.15
$487,500
3
1
1,098
Recently Sold
269 Concord St, Holliston, MA 01746
0.13
$675,000
3
2
1,990
Recently Sold
270 High St, Holliston, MA 01746
0.16
$627,400
3
2
1,532
Off Market
63 Westfield Dr, Holliston, MA 01746
0.19
$786,800
4
1.5
1,901
Off Market
55 Westfield Dr, Holliston, MA 01746
0.22
$710,800
4
1.5
2,266
Off Market
375 Concord St, Holliston, MA 01746
0.23
$680,600
3
2
1,512
Off Market
13 Temi Rd, Holliston, MA 01746
0.25
$825,920
4
2
1,952
Recently Sold

Local Information

  • Map ViewExplore the area around 27 Roy Ave.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1960
0.53 acre lot
1,301 sqft
$507/sqft
Garage

About this House

This single-family home is located at 27 Roy Ave, Holliston, MA. 27 Roy Ave is in Holliston, MA and in ZIP code 01746. This property has 3 bedrooms, 1 bathroom and approximately 1,301 sqft of floor space. This property has a lot size of 0.53 acres and was built in 1960.
27 Roy Ave, Holliston, MA 01746 is a 3 bedroom, 1 bathroom, 1,301 sqft single-family home built in 1960. It last sold for $350,000 on Apr 20, 2004. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $659,000, with a rent estimate of $2,944/month.

Home Details for 27 Roy Ave

Interior Features

Heating & Cooling
Heating: GasAir ConditioningHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 7
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: WoodPatio
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1960Year Updated: 1993
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Lot Information

Lot Area: 0.53 acres

Price and Tax history

DateEventPrice
Apr 20, 2004
Source: N/A
Sold
$350,000
Feb 23, 1990
Source: N/A
Sold
$170,000

Market trends in Holliston

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
30
1MoM

Around this home

What Locals Say about Holliston

At least 47 Trulia users voted on each feature.

  • 94 % Say it's dog friendly

  • 93 % Say parking is easy

  • 89 % Say car is needed

  • 85 % Say kids play outside

  • 83 % Say it's quiet

  • 81 % Say there's holiday spirit

  • 78 % Say there's wildlife

  • 77 % Say yards are well-kept

  • 73 % Say people would walk alone at night

  • 72 % Say neighbors are friendly

  • 68 % Say they plan to stay for at least 5 years

  • 56 % Say there are sidewalks

  • 54 % Say there are community events

  • 47 % Say streets are well-lit

  • 33 % Say it's walkable to restaurants

  • 26 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Jayne J.
    "This neighborhood has tons of dogs and kids. A great place to walk your dog. Sidewalks and wood trails are close by. "
    5
    Flag
  • Mglwood
    "Our school district is progressive and does not teach to the test. Instead we teach our kids to think!"
    0
    Flag
  • Molly M.
    "The town encourages kids to play in sports summer camp at the lake . The town has a fabulous school system with school choice."
    1
    Flag
  • Molly M.
    "A quite neighborhood with many children, we have a neighborhood block party once a year. Lake Winthrop is across the street"
    0
    Flag
  • Molly M.
    "Block parties and trick or treat adult get together, as well as neighborhood watch and the proximity to the Lake and all that goes along with that,summer camp and swimming lesson."
    0
    Flag
  • tylerrdunnn
    "everyone knows everyone and we are a tight knit community. there may not be the fanciest stores, or the best night life, but its a very cute town with lots to do, recommended to families and singles, lots of variety in home sizes and styles as well"
    0
    Flag
  • Owner
    "Private but neighborly. Wild grasses, hills trees surround well maintained and large lots, which themselves surround a terrific fishing pond. Estate like setting but with down to earth people."
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 27 Roy Ave

  • What is 27 Roy Ave estimated to be worth?
    Trulia's estimated value for 27 Roy Ave in Holliston, MA is $659,000.
  • What is the price history for 27 Roy Ave?
    27 Roy Ave in Holliston, MA last sold for $350,000 in April 2004.
  • Is Holliston a buyer's or seller's market?
    Holliston is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Holliston?
    Residents describe Holliston, MA as dog-friendly, easy to park in, and quiet. Most residents say you need a car. See recently sold homes in Holliston, MA.
  • How big is the lot at 27 Roy Ave?
    The lot at 27 Roy Ave in Holliston, MA is about 0.53 acres (23,086 sq ft).
  • Does 27 Roy Ave have a garage?
    Yes, 27 Roy Ave in Holliston, MA has a garage.

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