OFF MARKET

Off Market Apr 2025 for $1.2M

$1,352,087

•

4,914

sq ft

22 Winston Rd, Holliston, MA 01746

About this home

Searching for a home that is not the cookie cutter colonial??* Unique home design sited on a beautiful private lot within a coveted, quiet cul de sac* Welcoming front entrance with turned staircase, formal front to back fireplaced LR/DR with exquisite moldings*Embrace recent true custom kitchen w/high end appliances, backsplash, countertops with terrific island and separate eating area that transitions to family room with fireplace * FR rear staircase leads you to bonus room with full bath…perfect 2nd BR suite/home office?*1st floor office and 1/2 bath complete the 1st floor* 2nd floor offers lovely primary suite for relaxation plus 3 additional guest rooms*Lower level is a sweet surprise with fabulous home theatre potential ,home gym plus rec room*Lots of updates throughout in prime location*

Single-familyProperty Type

1992Year Built

1.27 acresLot Size

$275Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Marilyn Green • RE/MAX Signature Properties

Bought with Lisa Aron Williams • Coldwell Banker Realty - Sudbury

Redfin checked: 2 minutes ago

•Source:MLS PIN #73305946

Redfin Estimate

$1,352,087

$137K since sold in April 2025$9,000 since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 20.5% lower than the average sale price ($1.70M) of 6 comparable homes.

SOLD AUG 7, 2026
$1,712,500
A
4 beds4.5 baths5,487 sq ft
7 S Barn Rd, Hopkinton, MA 01748
SOLD JUN 29, 2026
$1,675,000
B
4 beds4 baths5,257 sq ft
3 Oak St, Hopkinton, MA 01748
SOLD JUL 30, 2026
$1,400,000
C
4 beds2.5 baths4,035 sq ft
15 Saddle Ridge Rd, Holliston, MA 01746
SOLD JUL 15, 2026
$1,955,000
D
4 beds4.5 baths5,055 sq ft
14 Oak St, Hopkinton, MA 01748
SOLD JUN 25, 2026
$2,300,000
E
4 beds5 baths6,472 sq ft
7 Pendulum Pass, Hopkinton, MA 01748
SOLD APR 9, 2026
$1,160,000
F
4 beds2.5 baths3,946 sq ft
50 Morgans Way, Holliston, MA 01746

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Earn from this home

Sell

$335,078

Est. take-home

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Rent

$4,368/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

Sale history for 22 Winston Rd

Date

Event

Price

MLS PIN #73305946

Apr 14, 2025

Sold

$1,215,000

$247/sq ft

Nov 15, 2024

Contingent

—

Oct 24, 2024

Listed

$1,199,000

$244/sq ft

MLS PIN #70001766

May 19, 2004

Sold

$785,000

$160/sq ft

Apr 22, 2004

Listing Removed

—

Mar 3, 2004

Listed

$789,900

$161/sq ft

Stunning, sun-filled custom cape/col on prestigious cul-de-sac. Exquisite quality & detail: antique mantle/marble fp in lvrm, lovely dinrm, amazing chef's kitchen w/cherry, granite, island, dbl sinks, dbl ovens, indoor grill & CT flr, packed w/state-of-the-art Garland, Miele & Franke. Fp'd famrm off kit w/deck & stairs to bright 2nd flr playrm/au paire w/full BA & balcony. Master ba w/step-up jacuzzi & steam shower. C/V. C/A. Gorgeous, expansive, fenced lot abuts trails. Perfection!

MLS PIN #30278575

May 27, 1999

Sold

$430,000

$88/sq ft

Feb 12, 1999

Listing Removed

—

Dec 1, 1998

Listed

$449,900

$92/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$16,474 (+0.9%)

$311,800 + $812,700

$1,124,500

2024

$16,328 (+4.4%)

$311,800 + $772,400

$1,084,200

2023

$15,637 (+3.0%)

$303,200 + $712,200

$1,015,400

2022

$15,187 (−3.8%)

$303,200 + $570,600

$873,800

2021

$15,787 (+14.3%)

$296,600 + $587,800

$884,400

2020

$13,815 (−11.6%)

$226,300 + $506,600

$732,900

2019

$15,619 (+0.9%)

$283,200 + $546,300

$829,500

2018

$15,487 (+5.5%)

$283,200 + $546,300

$829,500

2017

$14,685 (+4.1%)

$267,400 + $525,500

$792,900

2016

$14,111 (+2.0%)

$225,500 + $525,500

$751,000

2015

$13,835 (+0.9%)

$184,500 + $529,400

$713,900

2014

$13,709 (−0.3%)

$184,500 + $505,100

$689,600

2013

$13,756 (+6.9%)

$200,900 + $537,900

$738,800

2012

$12,872 (+2.1%)

$191,200 + $511,400

$702,600

2011

$12,605 (+2.1%)

$191,200 + $511,400

$702,600

2010

$12,347 (+11.3%)

$191,200 + $565,800

$757,000

2009

$11,094

$197,200 + $520,400

$717,600

Tax history for 22 Winston Rd

Year

Property tax

Land + Additions

Assessment*

2025

$16,474 (+0.9%)

$311,800 + $812,700

$1,124,500

2024

$16,328 (+4.4%)

$311,800 + $772,400

$1,084,200

2023

$15,637 (+3.0%)

$303,200 + $712,200

$1,015,400

2022

$15,187 (−3.8%)

$303,200 + $570,600

$873,800

2021

$15,787 (+14.3%)

$296,600 + $587,800

$884,400

2020

$13,815 (−11.6%)

$226,300 + $506,600

$732,900

2019

$15,619 (+0.9%)

$283,200 + $546,300

$829,500

2018

$15,487 (+5.5%)

$283,200 + $546,300

$829,500

2017

$14,685 (+4.1%)

$267,400 + $525,500

$792,900

2016

$14,111 (+2.0%)

$225,500 + $525,500

$751,000

2015

$13,835 (+0.9%)

$184,500 + $529,400

$713,900

2014

$13,709 (−0.3%)

$184,500 + $505,100

$689,600

2013

$13,756 (+6.9%)

$200,900 + $537,900

$738,800

2012

$12,872 (+2.1%)

$191,200 + $511,400

$702,600

2011

$12,605 (+2.1%)

$191,200 + $511,400

$702,600

2010

$12,347 (+11.3%)

$191,200 + $565,800

$757,000

2009

$11,094

$197,200 + $520,400

$717,600

*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

Stories

Lot width

—

Lot depth

—

Lot size

1.27 Acres

Year renovated

2004

Sq. Ft.

3,773

Year built

1992

Style

Single Family Residential

County

Middlesex County

APN

523853

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: 2
# of Covered Spaces: 2
Parking Spaces: 4
AttachedGarageYN: Yes
Parking Features: Attached, Garage Door Opener, Paved Drive, Off Street, Paved

Interior

Bathroom Information
# of Bathrooms (Full): 3
# of Bathrooms (Half): 2
Master Bathroom Features: Yes

Basement Information
Basement: Full, Partially Finished, Radon Remediation System

Laundry Information
Laundry Features: Electric Dryer Hookup

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 2

Interior Features
# of Rooms (Total): 11
Flooring: Wood, Tile, Carpet
Interior Features: Central Vacuum

Exterior

Building Information
Building Area (Total): 4,914
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual
Color: Blue

Exterior Features
Roof: Shingle
Patio And Porch Features: Deck
Exterior Features: Deck, Rain Gutters, Storage

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 1.27
Lot Features: Cul-De-Sac, Wooded
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $16,328
Tax Year: 2024

Utilities

Utility Information
Utilities: for Gas Range, for Electric Dryer
Sewer: Private Sewer
Water Source: Public
Electric: Generator, Circuit Breakers, 200+ Amp Service

Heating & Cooling
Has Heating
Has Cooling
Heating: Baseboard, Oil, Propane
Cooling: Central Air, Ductless

Location

Location Information
Directions: Marshall to Winston
UnparsedAddress: 22 Winston Road, Holliston MA 01746

Community Information
Senior CommunityYN: No

Public facts

Beds: 4
Baths: 4.0
Sq. Ft.: 3,773
Stories: 2.0
Lot Size: 1.27 acres
Style: Single Family Residential
Year Built: 1992
Year Renovated: 2004
County: Middlesex County
APN: 523853

Home facts updated by county records on Jul 16, 2026

Other

Miscellaneous Information
Heat Zones: 7

Listing Information
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

$1.29M – $1.56M

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Nearby similar homes

$899,900

6 beds3.5 baths3,466 sq ft

865 Washington St, Holliston, MA 01746

3D WALKTHROUGH

$1,250,000

4 beds4 baths4,613 sq ft

10 Timber Ledge Dr, Holliston, MA 01746

$1,189,900

4 beds2.5 baths3,330 sq ft

1 Sterling Dr, Hopkinton, MA 01748

$599,900

3 beds1 bath1,616 sq ft

210 Chamberlain St, Holliston, MA 01746

$2,000,000

5 beds4.5 baths4,078 sq ft

60 Chamberlain St, Hopkinton, MA 01748

3D WALKTHROUGH

$739,000

3 beds1 bath2,016 sq ft

636 Highland St, Holliston, MA 01746

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

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

Home values near 22 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
25 Winston Rd, Holliston, MA 4 Beds \| 2.5 Baths \| 4139 Sq. Ft.	$1,345,467
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 2024. 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

Sale history for 22 Winston Rd

Tax history for 22 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 22 Winston Rd

More real estate resources