OFF MARKET

Off Market Oct 2018 for $795K

$1,345,467

•

4,139

sq ft

25 Winston Rd, Holliston, MA 01746

About this home

This gracious 4,000+ sf. home is supremely sited on over 3 private acres in an end of cul-de-sac location.Central a/c and heat updated in 2014. 3 Car garage. Brand new spa like master bath.4 large bedrooms each with walk-in closet.Finished lower level.4 fireplaces, including one in the master suite which also features separate dressing room/nursery/office.The main floor has a large eat-in kitchen with a fireplace, family room, home office with fireplace and built-ins, large living room with fireplace and a dining room. A large screened in porch off the kitchen looks out over the stunning backyard with outside fireplace, patio and in-ground gunnite pool, perfect for entertaining on the hot summer days and cool evenings.

Single-familyProperty Type

1990Year Built

3.33 acresLot Size

$325Est. Price/Sq.Ft.

3 garage spacesParking

Listed by Paula Glazebrook • Northeast Signature Properties, LLC

Bought with Lauren Davis • Realty Executives Boston West

Redfin checked: a minute ago

•Source:MLS PIN #72333465

Redfin Estimate

$1,345,467

$550K since sold in October 2018$11K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 18.6% higher than the average sale price ($1.13M) of 6 comparable homes.

SOLD JUL 30, 2026
$1,400,000
A
4 beds2.5 baths4,035 sq ft
15 Saddle Ridge Rd, Holliston, MA 01746
SOLD AUG 14, 2026
$1,292,500
B
4 beds3.5 baths4,198 sq ft
45 Johnson Dr, Holliston, MA 01746
SOLD AUG 17, 2026
$705,000
C
4 beds2.5 baths3,270 sq ft
4 Cormier Cir, Milford, MA 01757
SOLD APR 9, 2026
$1,160,000
D
4 beds2.5 baths3,946 sq ft
50 Morgans Way, Holliston, MA 01746
SOLD JUL 1, 2026
$999,999
E
4 beds3 baths3,752 sq ft
79 Marshall St, Holliston, MA 01746
SOLD MAY 27, 2026
$1,250,000
F
4 beds2.5 baths3,872 sq ft
20 Constitution Cir, Holliston, MA 01746

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Earn from this home

Sell

$744,786

Est. take-home

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Rent

$3,605/mo

Redfin rental estimate

List your home for rent

Market trends in 01746, MA

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

102.4%

+0.3% MoM

Median sale price

$729K

$165 MoM

Avg. days on market

20d

1 days MoM

Recently sold homes

7 MoM

New listings for sale

3D WALKTHROUGH
$739,000
3 beds1 bath2,016 sq ft
636 Highland St, Holliston, MA 01746
$1,475,000
12 beds6 baths6,582 sq ft
263 South St, Holliston, MA 01746
$795,000
3 beds3 baths2,688 sq ft
1804 Washington St, Holliston, MA 01746
$599,900
3 beds1 bath1,616 sq ft
210 Chamberlain St, Holliston, MA 01746
$715,000
3 beds2 baths1,316 sq ft
64 Marshall St, Holliston, MA 01746
$524,900
3 beds1 bath864 sq ft
131 Goulding St, Holliston, MA 01746
$785,000
2 beds2.5 baths2,360 sq ft
65 Brooksmont Dr #15, Holliston, MA 01746
$599,900
3 beds1 bath1,128 sq ft
36 Regal St, Holliston, MA 01746
See all

Provided by Redfin

Redfin agents who toured

House located in a quiet neighborhood, good sized bedrooms
8 years ago• May not reflect the current state of the home
Roberto Mejia
Redfin agent

Sale history for 25 Winston Rd

Date

Event

Price

MLS PIN #72333465

Oct 25, 2018

Sold

$795,000

$192/sq ft

Aug 8, 2018

Pending

—

Jul 20, 2018

Price Changed

$829,000

$200/sq ft

Jun 1, 2018

Price Changed

$849,000

$205/sq ft

May 24, 2018

Listed

$879,900

$213/sq ft

MLS PIN #30316465

Sep 17, 1999

Sold

$512,500

$124/sq ft

May 18, 1999

Listing Removed

—

May 3, 1999

Listed

$529,900

$128/sq ft

MLS PIN #50272063

Jun 22, 1995

Sold

$403,500

$97/sq ft

Apr 3, 1995

Listing Removed

—

Feb 20, 1995

Listed

$425,000

$103/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$17,974 (+0.3%)

$321,200 + $905,700

$1,226,900

2024

$17,923 (+4.4%)

$321,200 + $868,900

$1,190,100

2023

$17,163 (+3.0%)

$321,200 + $793,300

$1,114,500

2022

$16,667 (−3.0%)

$321,200 + $637,800

$959,000

2021

$17,182 (+22.8%)

$306,000 + $656,600

$962,600

2020

$13,990 (−4.8%)

$234,800 + $507,400

$742,200

2019

$14,695 (+0.9%)

$292,400 + $488,000

$780,400

2018

$14,570 (+4.7%)

$292,400 + $488,000

$780,400

2017

$13,921 (+4.4%)

$276,400 + $475,300

$751,700

2016

$13,328 (−0.9%)

$234,000 + $475,300

$709,300

2015

$13,448 (+1.5%)

$203,600 + $490,300

$693,900

2014

$13,250 (+0.5%)

$203,600 + $462,900

$666,500

2013

$13,190 (+2.4%)

$221,200 + $487,200

$708,400

2012

$12,886 (+2.1%)

$210,800 + $492,600

$703,400

2011

$12,619 (+4.6%)

$210,800 + $492,600

$703,400

2010

$12,068 (+14.0%)

$210,800 + $529,100

$739,900

2009

$10,584

$210,700 + $473,900

$684,600

Tax history for 25 Winston Rd

Year

Property tax

Land + Additions

Assessment*

2025

$17,974 (+0.3%)

$321,200 + $905,700

$1,226,900

2024

$17,923 (+4.4%)

$321,200 + $868,900

$1,190,100

2023

$17,163 (+3.0%)

$321,200 + $793,300

$1,114,500

2022

$16,667 (−3.0%)

$321,200 + $637,800

$959,000

2021

$17,182 (+22.8%)

$306,000 + $656,600

$962,600

2020

$13,990 (−4.8%)

$234,800 + $507,400

$742,200

2019

$14,695 (+0.9%)

$292,400 + $488,000

$780,400

2018

$14,570 (+4.7%)

$292,400 + $488,000

$780,400

2017

$13,921 (+4.4%)

$276,400 + $475,300

$751,700

2016

$13,328 (−0.9%)

$234,000 + $475,300

$709,300

2015

$13,448 (+1.5%)

$203,600 + $490,300

$693,900

2014

$13,250 (+0.5%)

$203,600 + $462,900

$666,500

2013

$13,190 (+2.4%)

$221,200 + $487,200

$708,400

2012

$12,886 (+2.1%)

$210,800 + $492,600

$703,400

2011

$12,619 (+4.6%)

$210,800 + $492,600

$703,400

2010

$12,068 (+14.0%)

$210,800 + $529,100

$739,900

2009

$10,584

$210,700 + $473,900

$684,600

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

3.33 Acres

Year renovated

2009

Sq. Ft.

4,139

Year built

1990

Style

Single Family Residential

County

Middlesex County

APN

523852

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 16, 2026.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 3
# of Covered Spaces: 3
Parking Spaces: 3
AttachedGarageYN: Yes
Parking Features: Under, Paved Drive, Off Street

Interior

Master Bedroom Information
Level: Second
Features: Bathroom - Full,Walk-In Closet(s),Flooring - Wall to Wall Carpet,Double Vanity

Bedroom #2 Information
Level: Second
Features: Walk-In Closet(s),Flooring - Wall to Wall Carpet

Bedroom #3 Information
Level: Second
Features: Walk-In Closet(s),Flooring - Wall to Wall Carpet

Bedroom #4 Information
Level: Second
Features: Walk-In Closet(s),Flooring - Wall to Wall Carpet

Bathroom Information
# of Bathrooms (Full): 2
# of Bathrooms (Half): 1

Bathroom #1 Information
Level: Second
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Bathroom - Tiled With Shower Stall,Bathroom - With Tub,Flooring - Stone/Ceramic Tile,Window(s) - Bay/Bow/Box,Countertops - Stone/Granite/Solid

Bathroom #2 Information
Level: Second
Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower,Double Vanity

Bathroom #3 Information
Level: First
Features: Bathroom - Half

Living Room Information
Level: First
Features: Flooring - Hardwood

Family Room Information
Level: First
Features: Flooring - Wall to Wall Carpet

Dining Room Information
Level: First
Features: Flooring - Hardwood,Window(s) - Bay/Bow/Box

Kitchen Information
Level: First
Features: Flooring - Stone/Ceramic Tile,Dining Area,Balcony / Deck,Pantry

Office Room Information
Level: First
Features: Fireplace,Flooring - Hardwood

Basement Information
Basement: Partially Finished

Laundry Information
Laundry Features: Flooring - Stone/Ceramic Tile, First Floor, Electric Dryer Hookup

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 4
Fireplace Features: Kitchen, Living Room

Interior Features
# of Rooms (Total): 10
Door Features: Storm Door(s)
Window Features: Screens
Flooring: Wood, Tile, Carpet, Flooring - Hardwood, Flooring - Wall to Wall Carpet
Interior Features: Home Office, Nursery, Exercise Room, Den, Mud Room, Central Vacuum

Exterior

Building Information
Building Area (Total): 4,139
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual
Color: Beige

Exterior Features
Fencing: Fenced
Roof: Shingle
Patio And Porch Features: Screened, Patio
Exterior Features: Porch - Screened, Patio, Pool - Inground, Pool - Inground Heated, Rain Gutters, Storage, Professional Landscaping, Sprinkler System, Decorative Lighting, Screens, Fenced Yard

Pool Information
Has Private Pool
Pool Features: In Ground, Pool - Inground Heated

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 3.33
Lot Features: Level
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $14,570
Tax Year: 2018

Utilities

Utility Information
Utilities: for Electric Range, for Electric Oven, for Electric Dryer
Sewer: Private Sewer
Water Source: Public

Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Oil, Fireplace(s)
Cooling: Central Air, Whole House Fan

Location

Location Information
Directions: Marshall St. to Winston Road. Use GPS
UnparsedAddress: 25 Winston Rd, Holliston MA 01746

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Pool, Tennis Court(s), Walk/Jog Trails, Stable(s), Golf, Medical Facility, Bike Path, Highway Access, House of Worship, Public School

Public facts

Beds: 4
Baths: 2.5
Sq. Ft.: 4,139
Stories: 2.0
Lot Size: 3.33 acres
Style: Single Family Residential
Year Built: 1990
Year Renovated: 2009
County: Middlesex County
APN: 523852

Home facts updated by county records on Jul 16, 2026

Other

Miscellaneous Information
Heat Zones: 2

Listing Information
Exclusions: Light Fixture In Kitchen. Washer/Dryer Negotiable
StandardStatus: Closed

Around this home

Schools

Placentino Elementary School

Public PreK-2 • Assigned • 3.0mi

Robert H. Adams Middle School

Public 6-8 • Assigned • 2.9mi

8/10

Holliston High School

Public 9-12 • Assigned • 2.0mi

9/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

4/10 Heat Factor

7 days above 97° expected this year, 15 days in 30 years

6/10 Wind Factor

50% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Holliston, MA • 01746

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.28M – $1.55M

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Nearby similar homes

3D WALKTHROUGH

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3 beds1 bath2,016 sq ft

636 Highland St, Holliston, MA 01746

3D WALKTHROUGH

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3D WALKTHROUGH

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NEW CONSTRUCTION

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New listings for sale in 01746

3D WALKTHROUGH

$739,000

3 beds1 bath2,016 sq ft

636 Highland St, Holliston, MA 01746

$1,475,000

12 beds6 baths6,582 sq ft

263 South St, Holliston, MA 01746

$795,000

3 beds3 baths2,688 sq ft

1804 Washington St, Holliston, MA 01746

$599,900

3 beds1 bath1,616 sq ft

210 Chamberlain St, Holliston, MA 01746

$715,000

3 beds2 baths1,316 sq ft

64 Marshall St, Holliston, MA 01746

$524,900

3 beds1 bath864 sq ft

131 Goulding St, Holliston, MA 01746

$785,000

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Home values near 25 Winston Rd

Data from public records.

Address	Redfin Estimate
10 Winston Rd, Holliston, MA 4 Beds \| 3 Baths \| 3648 Sq. Ft.	$1,166,681
30 Winston Rd, Holliston, MA 4 Beds \| 3 Baths \| 3148 Sq. Ft.	$1,084,814

Address	Redfin Estimate
33 Winston Rd, Holliston, MA 4 Beds \| 4 Baths \| 6376 Sq. Ft.	$1,658,486
11 Winston Rd, Holliston, MA 5 Beds \| 2.5 Baths \| 2376 Sq. Ft.	$987,943

Address	Redfin Estimate
22 Winston Rd, Holliston, MA 4 Beds \| 4 Baths \| 4914 Sq. Ft.	$1,352,087
33 Winston Rd, Holliston, MA 4 Beds \| 4 Baths \| 6376 Sq. Ft.	$1,718,486

Property information provided by MLS PIN when last listed in 2018. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 01746, MA

Redfin agents who toured

Sale history for 25 Winston Rd

Tax history for 25 Winston Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 01746

Home values near 25 Winston Rd

More real estate resources