SOLD SEP 9, 2026

Sold on Sep 2026

$1,147,500

•

3,648

sq ft

10 Winston Rd, Holliston, MA 01746

Track this home’s value and nearby sales activity

About this home

Enjoy country club living from the comfort of home in this stately 4-bedroom Colonial ideally situated on a quiet cul-de-sac. The beautifully landscaped grounds feature a level yard, resort-style pool area, spacious deck, and screened porch, creating the perfect setting for outdoor entertaining and relaxation. Inside, you'll find classic architecture. Highlights include: a spacious foyer, home office w/ French doors, fireplace & built-ins; formal living room w/ fireplace; elegant DR w/ fireplace & sliders leading to the screened porch.The beautifully updated kitchen showcases a large center island with quartz waterfall countertop, high-end appliances, and plenty of cabinetry. A large family room with wood-burning stove offers comfortable everyday living. 4 generously sized bedrooms occupy the 2nd floor. Lower level features TV room/ playroom, extensive unfinished space & oversized 2 car garage. Whole house generator provides peace of mind. Close town trails. An exceptional offering!

Single-familyProperty Type

1985Year Built

1.16 acresLot Size

$315Price/Sq.Ft.

2 garage spacesParking

Listed by Susan McPherson • Berkshire Hathaway HomeServices Commonwealth Real Estate

Listed by • Berkshire Hathaway HomeServices Commonwealth Real Estate

Bought with Kathleen Dragin • REMAX Executive Realty

Redfin checked: a minute ago

•Source:MLS PIN #73530442

Redfin Estimate

$1,188,074

$41K since sold in September 2026$68K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 2.8% higher than the average sale price ($1.16M) 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
BOUGHT WITH REDFIN JUL 22, 2026
$1,185,000
B
4 beds2.5 baths3,576 sq ft
10 Benson Rd, Hopkinton, MA 01748
SOLD AUG 7, 2026
$1,450,000
C
4 beds2.5 baths3,579 sq ft
14 Greystone Ln, Hopkinton, MA 01748
SOLD AUG 27, 2026
$900,000
D
4 beds2.5 baths3,287 sq ft
5 Diane Dr, Medway, MA 02053
SOLD JUN 30, 2026
$1,200,000
E
4 beds3 baths3,209 sq ft
17 Alprilla Farm Rd, Hopkinton, MA 01748
SOLD JUL 21, 2026
$800,000
F
4 beds2.5 baths2,380 sq ft
36 Chestnut St, Hopkinton, MA 01748

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Market trends in 01746, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

101.9%

0.4% MoM

Median sale price

$745K

$3K MoM

Avg. days on market

20d

0 days MoM

Recently sold homes

1 MoM

New listings for sale

OPEN TODAY, 1PM TO 2:30PM
$899,995
4 beds3.5 baths2,640 sq ft
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OPEN SUN, 1PM TO 3PM
$649,900
3 beds1.5 baths1,933 sq ft
35 Jerrold St, Holliston, MA 01746
OPEN TODAY, 12:30PM TO 2PM
$700,000
4 beds1.5 baths1,916 sq ft
80 Pearl St, Holliston, MA 01746
OPEN TODAY, 10:30AM TO 12PM
$799,900
4 beds2 baths2,093 sq ft
426 Chamberlain St, Holliston, MA 01746
$219,900
1 bed1 bath705 sq ft
152 Turner Rd #57, Holliston, MA 01746
OPEN TODAY, 11AM TO 12:30PM
$769,900
4 beds2 baths2,011 sq ft
185 Marked Tree Rd, Holliston, MA 01746
$924,999
5 beds3 baths3,686 sq ft
243 Oak St, Holliston, MA 01746
$309,000
2 beds1 bath883 sq ft
49 Windsor Dr #301, Holliston, MA 01746
$1,575,000
4 beds5 baths5,997 sq ft
97 Old Cart Path, Holliston, MA 01746
REDFIN OPEN TODAY, 1PM TO 3PM
$680,000
3 beds1.5 baths1,795 sq ft
35 Donna Rd, Holliston, MA 01746
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Rental estimate

Est. $4,154 per month, based on comparable rentals

Sale and tax history for 10 Winston Rd

Sale History
Tax History

Date

Event

Price

MLS PIN #73530442

Sep 9, 2026

Sold

$1,147,500

$315/sq ft

Jul 29, 2026

Pending

—

Jul 15, 2026

Contingent

—

Jun 24, 2026

Price Changed

$1,185,000

$325/sq ft

Jun 4, 2026

Listed

$1,250,000

$343/sq ft

MLS PIN #72926794

Feb 7, 2022

Sold

$1,040,000

$285/sq ft

Dec 20, 2021

Contingent

—

Dec 9, 2021

Listed

$965,000

$265/sq ft

+37

Stately four-bedroom Colonial located in Holliston Massachusetts Ideal location for commuting, schools, & shopping, yet private quintessential New England feel. This lovely Colonial is situated on a cul-de-sac w /other stately homes. A spacious front entry for greeting guests. Enter the French doors into a private & luxurious home office w/ built-in shelving, beautiful mil work, a wood burning fireplace flanked by two closets for the storage of office supplies. Across the hall from the office, a formal living room, also w/ French doors & woodburning fireplace provides a quiet sanctuary. The open floor plan provides space for both intimate & grand entertaining. The kitchen is well designed to act as both the heart of the home & command central for a busy lifestyle. Enjoy your summers w/ guests by your private inground pool w/ new pool pump & filter. New landscaping, fencing, & pool patio. Whole house generator for peace of mind. Ask about numerous improvements.

MLS PIN #72337674

Aug 23, 2018

Sold

$684,000

$188/sq ft

Jul 2, 2018

Pending

—

Jun 9, 2018

Price Changed

$699,900

$192/sq ft

Jun 1, 2018

Listed

$724,900

$199/sq ft

+25

Beautiful Hip-roofed Colonial that rests on a corner lot in desirable cul-de-sac neighborhood. The warmth of this Stunning home wraps around you as soon as you enter. Picture frame molding graces the hardwood stair case. Follow the gleaming hardwood floors throughout the 1st floor to the large kitchen w/cherry cabinets,granite cntrs, island + walk-in pantry closet. Lovely Dining Rm w/ one of the four fireplaces in the home offers detailed crown & chair rail molding. Spacious Family Room w/ cherry hardwood floors & wood stove is bathed in natural light. Office has custom built-ins, 2 closets & french doors. First floor is complete with 2 half baths & a gorgeous Living Room w/fireplace, coffered ceilings, crown molding & french doors. 2nd Floor boasts 4 Spacious bedrooms all freshly painted w/new carpet. Master offers walk-in closet & Master bath w/granite dbl vanity & Jacuzzi tub. Step out of this beautiful home onto your back deck and enjoy your own private inground pool oasis! LOVELY!

MLS PIN #30328240

Aug 20, 1999

Sold

$485,000

$133/sq ft

Aug 16, 1999

Listing Removed

—

Jun 10, 1999

Listed

$489,900

$134/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$14,720 (+0.7%)

$311,600 + $693,200

$1,004,800

2024

$14,611 (+4.3%)

$311,600 + $658,600

$970,200

2023

$14,008 (+1.8%)

$301,300 + $608,300

$909,600

2022

$13,758 (−3.8%)

$301,300 + $490,300

$791,600

2021

$14,301 (+17.7%)

$296,400 + $504,800

$801,200

2020

$12,147 (−14.1%)

$225,400 + $419,000

$644,400

2019

$14,149 (+0.9%)

$282,100 + $469,300

$751,400

2018

$14,029 (+4.7%)

$282,100 + $469,300

$751,400

2017

$13,396 (+4.8%)

$266,300 + $457,000

$723,300

2016

$12,777 (+2.5%)

$224,600 + $455,400

$680,000

2015

$12,471 (+1.6%)

$183,600 + $459,900

$643,500

2014

$12,274

$183,600 + $433,800

$617,400

2013

$12,272 (+6.5%)

$200,000 + $459,100

$659,100

2012

$11,525 (+4.5%)

$190,300 + $438,800

$629,100

2011

$11,030 (+2.2%)

$190,300 + $424,500

$614,800

2010

$10,792 (+10.2%)

$190,300 + $471,400

$661,700

2009

$9,795

$196,100 + $437,500

$633,600

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

1.16 Acres

Year renovated

1997

Sq. Ft.

3,648

Year built

1985

Style

Single Family Residential

County

Middlesex County

APN

523841

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
Open Parking Spaces: 6
Parking Spaces: 8
AttachedGarageYN: Yes
Parking Features: Under, Paved

Interior

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

Bedroom #2 Information
Level: Second
Features: Closet,Flooring - Wall to Wall Carpet

Bedroom #3 Information
Level: Second
Features: Closet,Flooring - Wall to Wall Carpet

Bedroom #4 Information
Level: Second
Features: Closet,Flooring - Wall to Wall Carpet

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

Bathroom #1 Information
Level: First
Features: Bathroom - Half,Flooring - Vinyl

Bathroom #2 Information
Level: First
Features: Bathroom - Half,Flooring - Stone/Ceramic Tile,Dryer Hookup - Electric,Washer Hookup

Bathroom #3 Information
Level: Second
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Closet,Countertops - Upgraded,Jacuzzi / Whirlpool Soaking Tub

Living Room Information
Level: First
Features: Flooring - Hardwood,French Doors

Family Room Information
Level: First
Features: Wood / Coal / Pellet Stove,Flooring - Wood

Dining Room Information
Level: First
Features: Flooring - Hardwood,Slider

Kitchen Information
Level: First
Features: Flooring - Wood,Pantry,Countertops - Stone/Granite/Solid,Kitchen Island,Slider

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

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

Laundry Information
Laundry Features: First Floor

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

Appliances
Appliances: Water Heater, Oven, Microwave, Range, Refrigerator, Washer, Dryer

Interior Features
# of Rooms (Total): 10
Door Features: French Doors
Flooring: Flooring - Stone/Ceramic Tile, Flooring - Hardwood, Flooring - Vinyl
Interior Features: Bathroom - Full, Closet, Bathroom, Office, Media Room, Play Room, Central Vacuum

Exterior

Building Information
Building Area (Total): 3,648
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual
Color: Gray

Exterior Features
Roof: Shingle
Patio And Porch Features: Screened, Deck, Patio
Exterior Features: Porch - Screened, Deck, Patio, Pool - Inground, Professional Landscaping, Garden, Stone Wall

Pool Information
Has Private Pool
Pool Features: In Ground

Property Information
PropertySubType: Single Family Residence
Above Grade Finished Area: 3648
Security Features: Security System
ADU: N

Lot Information
Lot Size (Acres): 1.16
Lot Features: Level
Waterfront Features: Lake/Pond, Beach Ownership(Public)
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $14,720
Tax Year: 2025

Utilities

Utility Information
Sewer: Private Sewer
Water Source: Public
Electric: Circuit Breakers

Heating & Cooling
Has Heating
Has Cooling
Heating: Central, Oil, Fireplace
Cooling: Central Air, Ductless

Location

School Information
Middle Or Junior School: Adams
High School: Holliston High

Location Information
Directions: Hanlon or Marshall to Winston
UnparsedAddress: 10 Winston Rd., Holliston MA 01746

Community Information
Senior CommunityYN: No
Community Features: Shopping, Walk/Jog Trails, Stable(s), Golf, Bike Path, Conservation Area, Highway Access, House of Worship, Public School

Public facts

Beds: 4
Baths: 3.0
Sq. Ft.: 3,648
Stories: 2.0
Lot Size: 1.16 acres
Style: Single Family Residential
Year Built: 1985
Year Renovated: 1997
County: Middlesex County
APN: 523841

Home facts updated by county records on Jul 16, 2026

Other

Listing Information
Exclusions: Wall Mounted Tv's In Kitchen And Family Room. Basement Refrigerator
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

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

89/ 100

Very good sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9.3 hrs

5.7 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.13M – $1.37M

Reach more buyers when you sell with Redfin. Plus, you'll save $11,881 in fees.

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Home values near 10 Winston Rd

Data from public records.

Address	Redfin Estimate
33 Winston Road, Holliston, MA 4 Beds \| 4 Baths \| 6376 Sq. Ft.	$1,623,716
30 Winston Road, Holliston, MA 4 Beds \| 3 Baths \| 3148 Sq. Ft.	$1,066,703

Address	Redfin Estimate
25 Winston Road, Holliston, MA 4 Beds \| 2.5 Baths \| 4139 Sq. Ft.	$1,340,481
11 Winston Road, Holliston, MA 5 Beds \| 2.5 Baths \| 2376 Sq. Ft.	$989,059

Address	Redfin Estimate
22 Winston Road, Holliston, MA 4 Beds \| 4 Baths \| 4914 Sq. Ft.	$1,384,518
33 Winston Road, Holliston, MA 4 Beds \| 4 Baths \| 6376 Sq. Ft.	$1,766,354

Property information provided by MLS PIN when last listed in 2026. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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10 Winston Rd, Holliston, MA 01746

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About this home

Redfin Estimate

Market trends in 01746, MA

Homeowner tools

Sale and tax history for 10 Winston Rd

Public record

Property details

Parking

Interior

Exterior

Financial

Utilities

Location

Public facts

Other

Around this home

Schools

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 01746

Home values near 10 Winston Rd

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