OFF MARKET

Off Market May 2023 for $760K

$1,084,814

•

3,148

sq ft

30 Winston Rd, Holliston, MA 01746

About this home

Welcome to 30 Winston Road, a Spacious & Stately Colonial on this perfect cul de sac in one of Holliston's most desirable areas. Enjoy relaxing while being surrounded by views of nature & wildlife, yet convenient to everything. Enter into the tiled Foyer & Formal Living Room w/a fireplace & French Doors leading to the Sunny Breakfast Nook w/yard views & deck access. Open Concept Kitchen w/plenty of counter/cabinet space, bar seating & a pantry. Family Room connected to the Kitchen w/ Porch access & Fireplace. Formal Dining Room w/ beautiful built-ins & lighting. Half bath on the main level, as well as, Bonus space connected off the Main House consisting of 2 additional rooms & another half bath w/laundry. Upstairs, the Primary features a private bath, sitting area, fireplace & walk-in closet. Three graciously sized bedrooms & full bath complete the floor. Tons of potential for both the Walk-Up Attic & the Large Attic above the garage, as well as the very oversized unfinished basement.

Single-familyProperty Type

1988Year Built

1.31 acresLot Size

$345Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Team Jill and Di • Lamacchia Realty, Inc.

Bought with The Warren Collective Team • Compass

Redfin checked: a minute ago

•Source:MLS PIN #73098489

Redfin Estimate

$1,084,814

$325K since sold in May 2023$13K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 9.4% lower than the average sale price ($1.20M) of 6 comparable homes.

SOLD JUL 30, 2026
$1,151,000
A
4 beds3.5 baths3,376 sq ft
4 Pheasant Hill Rd, Hopkinton, MA 01748
SOLD JUN 30, 2026
$1,200,000
B
4 beds3 baths3,209 sq ft
17 Alprilla Farm Rd, Hopkinton, MA 01748
SOLD JUL 21, 2026
$800,000
C
4 beds2.5 baths2,380 sq ft
36 Chestnut St, Hopkinton, MA 01748
SOLD JUL 30, 2026
$1,400,000
D
4 beds2.5 baths4,035 sq ft
15 Saddle Ridge Rd, Holliston, MA 01746
BOUGHT WITH REDFIN JUL 22, 2026
$1,185,000
E
4 beds2.5 baths3,576 sq ft
10 Benson Rd, Hopkinton, MA 01748
SOLD AUG 7, 2026
$1,450,000
F
4 beds2.5 baths3,579 sq ft
14 Greystone Ln, Hopkinton, MA 01748

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$459,051

Est. take-home

List your home with Redfin and save $5,424

Rent

$4,098/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 30 Winston Rd

Date

Event

Price

MLS PIN #73098489

May 18, 2023

Sold

$760,000

$241/sq ft

Apr 19, 2023

Contingent

—

Apr 13, 2023

Listed

$821,599

$261/sq ft

MLS PIN #50368299

Jun 30, 1997

Sold

$330,000

$105/sq ft

Mar 23, 1997

Listing Removed

—

Mar 16, 1997

Listed

$334,900

$106/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$13,479 (−0.3%)

$312,700 + $607,400

$920,100

2024

$13,518 (+3.9%)

$312,700 + $584,900

$897,600

2023

$13,008 (+0.6%)

$304,700 + $540,000

$844,700

2022

$12,924 (−3.4%)

$304,700 + $438,900

$743,600

2021

$13,380 (+17.7%)

$297,500 + $452,100

$749,600

2020

$11,365 (−13.5%)

$226,500 + $376,400

$602,900

2019

$13,141 (+0.9%)

$283,600 + $414,300

$697,900

2018

$13,030 (+4.8%)

$283,600 + $414,300

$697,900

2017

$12,432 (+5.1%)

$267,700 + $403,600

$671,300

2016

$11,825 (+3.6%)

$225,700 + $403,600

$629,300

2015

$11,415

$184,800 + $404,200

$589,000

2014

$11,409

$184,800 + $389,100

$573,900

2013

$11,418 (+8.1%)

$201,200 + $412,000

$613,200

2012

$10,563 (+4.7%)

$191,500 + $385,100

$576,600

2011

$10,086 (+2.4%)

$191,500 + $370,700

$562,200

2010

$9,853 (+12.2%)

$191,500 + $412,600

$604,100

2009

$8,781

$197,600 + $370,400

$568,000

Tax history for 30 Winston Rd

Year

Property tax

Land + Additions

Assessment*

2025

$13,479 (−0.3%)

$312,700 + $607,400

$920,100

2024

$13,518 (+3.9%)

$312,700 + $584,900

$897,600

2023

$13,008 (+0.6%)

$304,700 + $540,000

$844,700

2022

$12,924 (−3.4%)

$304,700 + $438,900

$743,600

2021

$13,380 (+17.7%)

$297,500 + $452,100

$749,600

2020

$11,365 (−13.5%)

$226,500 + $376,400

$602,900

2019

$13,141 (+0.9%)

$283,600 + $414,300

$697,900

2018

$13,030 (+4.8%)

$283,600 + $414,300

$697,900

2017

$12,432 (+5.1%)

$267,700 + $403,600

$671,300

2016

$11,825 (+3.6%)

$225,700 + $403,600

$629,300

2015

$11,415

$184,800 + $404,200

$589,000

2014

$11,409

$184,800 + $389,100

$573,900

2013

$11,418 (+8.1%)

$201,200 + $412,000

$613,200

2012

$10,563 (+4.7%)

$191,500 + $385,100

$576,600

2011

$10,086 (+2.4%)

$191,500 + $370,700

$562,200

2010

$9,853 (+12.2%)

$191,500 + $412,600

$604,100

2009

$8,781

$197,600 + $370,400

$568,000

*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

1.31 Acres

Year renovated

1998

Sq. Ft.

3,148

Year built

1988

Style

Single Family Residential

County

Middlesex County

APN

523854

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: 10
AttachedGarageYN: Yes
Parking Features: Attached, Under, Garage Door Opener, Paved Drive, Off Street, Paved

Interior

Master Bedroom Information
Area: 240
Length: 16
Width: 15
Level: Second
Features: Bathroom - Full,Walk-In Closet(s),Flooring - Stone/Ceramic Tile,Flooring - Wall to Wall Carpet,Hot Tub / Spa,Recessed Lighting,Lighting - Sconce,Lighting - Overhead

Bedroom #2 Information
Area: 168
Length: 14
Width: 12
Level: Second
Features: Closet,Flooring - Wall to Wall Carpet,Attic Access,Lighting - Overhead

Bedroom #3 Information
Area: 154
Length: 14
Width: 11
Level: Second
Features: Closet,Flooring - Wall to Wall Carpet,Lighting - Overhead

Bedroom #4 Information
Area: 143
Length: 13
Width: 11
Level: First
Features: Closet,Flooring - Wall to Wall Carpet,Lighting - Overhead

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

Bathroom #1 Information
Area: 30
Length: 6
Width: 5
Level: Main,First
Features: Bathroom - Half,Flooring - Stone/Ceramic Tile,Lighting - Sconce,Lighting - Overhead

Bathroom #2 Information
Area: 77
Length: 11
Width: 7
Level: Main,First
Features: Bathroom - Half,Closet,Flooring - Stone/Ceramic Tile,Dryer Hookup - Electric,Washer Hookup

Bathroom #3 Information
Area: 120
Length: 15
Width: 8
Level: Second
Features: Bathroom - With Tub & Shower,Closet

Living Room Information
Area: 252
Length: 14
Width: 18
Level: Main,First
Features: Flooring - Hardwood,French Doors,Lighting - Sconce,Crown Molding

Family Room Information
Area: 273
Length: 21
Width: 13
Level: Main,First
Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,French Doors,Cable Hookup,Deck - Exterior,Exterior Access,Open Floorplan,Recessed Lighting,Slider

Dining Room Information
Area: 169
Length: 13
Width: 13
Level: Main,First
Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,French Doors,Chair Rail,Wainscoting,Lighting - Overhead

Kitchen Information
Area: 156
Length: 12
Width: 13
Level: Main,First
Features: Flooring - Hardwood,Flooring - Stone/Ceramic Tile,Window(s) - Bay/Bow/Box,Dining Area,Balcony / Deck,Pantry,French Doors,Breakfast Bar / Nook,Deck - Exterior,Exterior Access,Open Floorplan,Recessed Lighting,Slider,Stainless Steel Appliances,Peninsula

Office Room Information
Area: 32
Length: 4
Width: 8
Level: Main
Features: Closet,Flooring - Stone/Ceramic Tile,Exterior Access,Lighting - Overhead

Basement Information
Basement: Full, Walk-Out Access, Interior Entry, Garage Access, Concrete, Unfinished

Laundry Information
Laundry Dimen: 8X11
Laundry Features: Electric Dryer Hookup, Washer Hookup, First Floor

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 3
Fireplace Features: Family Room, Living Room, Master Bedroom

Interior Features
# of Rooms (Total): 11
Door Features: Insulated Doors, French Doors
Window Features: Insulated Windows
Flooring: Tile, Carpet, Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Wall to Wall Carpet
Interior Features: Closet, Lighting - Overhead, Cable Hookup, High Speed Internet Hookup, Recessed Lighting, Home Office-Separate Entry, Bonus Room, Home Office, Central Vacuum, Walk-Up Attic

Exterior

Building Information
Building Area (Total): 3,148
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual
Color: Yellow

Exterior Features
Roof: Shingle
Patio And Porch Features: Screened, Deck - Wood, Covered
Exterior Features: Porch - Screened, Deck - Wood, Covered Patio/Deck

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 1.31
Lot Features: Wooded, Gentle Sloping
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $12,924
Tax Year: 223

Utilities

Utility Information
Utilities: for Electric Range, for Electric Oven, for Electric Dryer, Washer Hookup
Sewer: Private Sewer
Water Source: Public
Electric: Generator, Circuit Breakers

Heating & Cooling
Has Heating
Has Cooling
Heating: Baseboard, Oil
Cooling: Other, Whole House Fan

Location

Location Information
Directions: Prentice to Marshall to Winston
UnparsedAddress: 30 Winston Road, Holliston MA 01746

Community Information
Senior CommunityYN: No
Community Features: Park, Walk/Jog Trails, Golf, Conservation Area

Public facts

Beds: 4
Baths: 3.0
Sq. Ft.: 3,148
Stories: 2.0
Lot Size: 1.31 acres
Style: Single Family Residential
Year Built: 1988
Year Renovated: 1998
County: Middlesex County
APN: 523854

Home facts updated by county records on Jul 16, 2026

Other

Miscellaneous Information
Heat Zones: 5

Listing Information
Exclusions: Owners Personal Property
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

$1.03M – $1.25M

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Nearby similar homes

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3D WALKTHROUGH

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3D WALKTHROUGH

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New listings for sale in 01746

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263 South St, Holliston, MA 01746

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Home values near 30 Winston Rd

Data from public records.

Address	Redfin Estimate
10 Winston Road, Holliston, MA 4 Beds \| 3 Baths \| 3648 Sq. Ft.	$1,166,681
22 Winston Road, Holliston, MA 4 Beds \| 4 Baths \| 4914 Sq. Ft.	$1,352,087

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

Address	Redfin Estimate
25 Winston Road, Holliston, MA 4 Beds \| 2.5 Baths \| 4139 Sq. Ft.	$1,345,467
33 Winston Road, Holliston, MA 4 Beds \| 4 Baths \| 6376 Sq. Ft.	$1,718,486

Property information provided by MLS PIN when last listed in 2023. 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 30 Winston Rd

Tax history for 30 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 30 Winston Rd

More real estate resources