27 Dean Rd, Holliston, MA 01746
OFF MARKET

$609,900

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,461 sqft (on 0.34 acres)

27 Dean Rd, Holliston, MA 01746

Est. Refi. Payment $3,682/mo*
Refinance Your Home
Currently Off Market - Sold Jun 30, 2003 for $265,000

Home Value

Trulia Estimate
$610K
Since last month
Decreased$8K (-1.3%)
Since last year
Increased$12K (+2%)
Since last sale
Increased$345K (+130.2%)
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 +100% in the last 10 years
MonthEstimated value
2026
August 2026$610K
August 2026$608K
July 2026$618K
June 2026$622K
May 2026$628K
April 2026$618K
March 2026$614K
February 2026$588K
January 2026$578K
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
0.03
Single-Family Home
$487,500
12/19/25
3
1
1,098
56 Roy Ave, Holliston, MA
0.20
Single-Family Home
$535,000
12/18/25
4
1.5
1,901
44 Temi Rd, Holliston, MA
0.29
Single-Family Home
$590,000
06/11/26
3
1.5
2,024
62 Carl Rd, Holliston, MA
0.22
Single-Family Home
$733,000
11/10/25
4
1.5
1,870
269 Concord St, Holliston, MA
0.22
Single-Family Home
$675,000
03/20/26
3
2
1,990
13 Temi Rd, Holliston, MA
0.25
Single-Family Home
$825,920
12/01/25
4
2
1,952
150 Westfield Dr, Holliston, MA
0.25
Single-Family Home
$687,000
01/14/26
4
2
2,194
31 Francine Dr, Holliston, MA
0.32
Single-Family Home
$640,000
05/15/26
4
1.5
1,953
168 Westfield Dr, Holliston, MA
0.31
Single-Family Home
$770,000
06/03/26
4
1.5
1,937
6 Westfield Dr, Holliston, MA
0.54
Single-Family Home
$620,000
11/13/25
3
1.5
1,424

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
32 Colonial Way, Holliston, MA 01746
0.03
$487,500
3
1
1,098
Recently Sold
8 Travis Rd, Holliston, MA 01746
0.05
$733,600
3
2
1,879
Off Market
375 Concord St, Holliston, MA 01746
0.12
$680,600
3
2
1,512
Off Market
430 Concord St, Holliston, MA 01746
0.18
$822,800
4
3
2,758
Off Market
21 Brooksmont Dr #3, Holliston, MA 01746
0.20
-
2
2
2,372
Off Market
300 Concord St, Holliston, MA 01746
0.17
$580,000
3
1
1,475
Off Market
43 Brooksmont Dr #8, Holliston, MA 01746
0.23
-
2
3
2,457
Off Market
115 Dodd Dr, Holliston, MA 01746
0.21
$729,100
3
2
1,604
Off Market
270 High St, Holliston, MA 01746
0.22
$623,500
3
2
1,532
Off Market
48 Roy Ave, Holliston, MA 01746
0.19
$564,100
3
1
1,074
Off Market
133 Brooksmont Dr #43, Holliston, MA 01746
0.25
$705,000
2
2.5
2,160
Recently Sold
47 Brooksmont Dr #47, Holliston, MA 01746
0.25
$728,000
2
2.5
2,360
Recently Sold

Local Information

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

Home Highlights

Single-Family Home
Built in 1955
0.34 acre lot
1,461 sqft
$417/sqft

About this House

new kitchen and bathroom, new roof and windows, water removal system in basement
27 Dean Rd, Holliston, MA 01746 is a 3 bedroom, 2 bathroom, 1,461 sqft single-family home built in 1955. It last sold for $265,000 on Jun 30, 2003. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $609,900, with a rent estimate of $3,471/month.

Home Details for 27 Dean Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 5Types of Rooms: Sun Room
Heating & Cooling
Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Hardwood
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Vinyl, BrickGardenLawnPorch
Parking & Garage
Parking: Off Street

Property Information

Year Built
Year Built: 1955Year Updated: 1991
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Lot Information

Lot Area: 0.34 acres

Price and Tax history

DateEventPrice
Jun 30, 2003
Source: N/A
Sold
$265,000

Market trends in Holliston

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$679K
Sale-to-List Price
—
Price per sq ft
$375
Available listings
31
9MoM

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 Dean Rd

  • What is 27 Dean Rd estimated to be worth?
    Trulia's estimated value for 27 Dean Rd in Holliston, MA is $609,900.
  • What is the price history for 27 Dean Rd?
    27 Dean Rd in Holliston, MA last sold for $265,000 in June 2003.
  • Is Holliston a buyer's or seller's market?
    Holliston is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Holliston?
    The median sale price in Holliston is $679K.
  • Does 27 Dean Rd have laundry facilities?
    Yes, 27 Dean Rd in Holliston, MA has in-unit laundry.
  • How big is the lot at 27 Dean Rd?
    The lot at 27 Dean Rd in Holliston, MA is about 0.34 acres (14,810 sq ft).

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