10 Winston Rd

3,648 Sq. Ft.
$343 / Sq. Ft.
3,648
Sq. Ft.
$343
per Sq. Ft.

Description

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...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!
  1. Listed by Susan McPherson • Berkshire Hathaway HomeServices Commonwealth Real Estate

Property Details for 10 Winston Road

Town
Holliston
Area
MA-Holliston
Architectural Style
Colonial
Style
Garden, Colonial
Garage Spaces
2
Open Parking Spaces
6.00
Parking Spaces Total
8
LISTING UPDATED: 06/08/2026 03:07 AM

Property Details for 10 Winston Road

StatusActive
MLS #73530442
Days on Market5
Taxes$14,720 / year
HOA Fees-
Property TypeSingle Family
MLS TypeSingle Family / Detached
Year Built1985
CountyMiddlesex County

Location

Listing Courtesy of Berkshire Hathaway HomeServices Commonwealth Real Estate, Susan McPherson
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Building Information for 10 Winston Road

Stories-Year Built1985Building Size-Lot Size1.16 AC / 50,530 SF

Payment Calculator

$7,456 per month

30 year fixed, 6.36% Interest

Principal and Interest

$6,229

Property Taxes

$1,227

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 10 Winston Road

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Shopping, Walk/Jog Trails, Stables, Golf Course, Bike Path, Conservation Area, Highway Access, House of Worship, Public School
  • Living Area: 3648.0
  • Color: Gray
  • SqFt with Basement: No
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Year Built Details: Actual
  • Year Built Source: Public Records
Location/School
  • Grade School: Placcentino/Miller
  • High School: Holliston High
  • Middle School: Adams
Features
Interior Features
  • Appliances: Water Heater, Oven, Microwave, Range, Refrigerator, Washer, Dryer
  • Basement Features: Full, Partially Finished
  • Num of Baths: 4.0
  • Num of Full Baths: 2
  • Num of Half Baths: 2
  • Bathrooms Total Decimal: 3.00
  • Bathrooms Total Integer: 4
  • DoorFeatures: French Doors
  • FireplaceFeatures: Dining Room, Living Room
  • FireplaceYN: Yes
  • Fireplaces: 4
  • Flooring: Flooring - Stone/Ceramic Tile, Flooring - Hardwood, Flooring - Vinyl
  • Interior Features: Bathroom - Full, Closet, Bathroom, Office, Media Room, Play Room, Central Vacuum
  • Interior Features: Central Vacuum, French Doors, Security System
  • Laundry Features: First Floor
  • Primary Bath: Yes
  • SpaYN: No
Exterior Features
  • Construction: Frame
  • Exterior Features: Porch - Screened, Deck, Patio, Pool - Inground, Professional Landscaping, Garden, Stone Wall
  • Exterior Features: Pool - Inground, Professional Landscaping, Garden Area, Stone Wall, Porch - Screened, Deck, Patio
  • Lot Description: Level
  • Patio And Porch Features: Screened, Deck, Patio
  • Pool Features: In Ground
  • Pool Private: Yes
  • Roof Material: Shingle
  • Waterfront Features: Lake/Pond, Beach Ownership(Public)
Parking Features
  • Attached Garage: Yes
  • Carport: No
  • Covered Spaces: 2.00
  • Garage: Yes
  • Garage Parking: Under, Paved Driveway
  • Open Parking: Yes
  • Parking Features: Under, Paved Driveway
  • Parking Features: Paved Driveway
Utilities
  • Cooling: Central Air, Ductless Mini-Split System
  • Cooling: Yes
  • Electric: Circuit Breakers
  • Heating: Central, Oil, Fireplace
  • Heating: Yes
  • Sewer: Private Sewerage
  • Water: Public
Room Information
Primary Bedroom
  • Room Primary Bedroom Features: Bathroom - Full,Walk-In Closet(s),Flooring - Wall to Wall Carpet
  • Primary Bedroom Level: Second Floor
Bedroom 2
  • Bedroom2 Features: Closet,Flooring - Wall to Wall Carpet
  • Bedroom2 Level: Second
Bedroom 3
  • Bedroom3 Features: Closet,Flooring - Wall to Wall Carpet
  • Bedroom3 Level: Second
Bedroom 4
  • Bedroom4 Features: Closet,Flooring - Wall to Wall Carpet
  • Bedroom4 Level: Second
Bathroom 1
  • Bathroom1 Features: Bathroom - Half,Flooring - Vinyl
  • Bathroom1 Level: First
Bathroom 2
  • Bathroom2 Features: Bathroom - Half,Flooring - Stone/Ceramic Tile,Dryer Hookup - Electric,Washer Hookup
  • Bathroom2 Level: First
Bathroom 3
  • Bathroom3 Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Closet,Countertops - Upgraded,Jacuzzi / Whirlpool Soaking Tub
  • Bathroom3 Level: Second
Dining Room
  • Dining Room Features: Flooring - Hardwood,Slider
  • Dining Room Level: First
Family Room
  • Family Room Features: Wood / Coal / Pellet Stove,Flooring - Wood
  • Family Room Level: First
Kitchen
  • Kitchen Features: Flooring - Wood,Pantry,Countertops - Stone/Granite/Solid,Kitchen Island,Slider
  • Kitchen Level: First
Living Room
  • Room Living Room Features: Flooring - Hardwood,French Doors
  • Room Living Room Level: First
Other Room 1
  • Room Office Features: Fireplace,Closet,Flooring - Hardwood,French Doors
  • Room Office Level: First
Property Information
Property Info
  • Year Round: Yes
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
  • Disclosures: Basement photos virtually staged. Basement is unheated. Jacuzzi tub in primary bath not functioning. Mini-split in Family Room.
Tax Information
  • Tax ID: 523841
  • Assessments: $1,004,800
  • Book: 79652
  • Tax Year: 2025
  • Zoning: Res A
Building / Association Information
Living Characteristics
  • Beds Total: 4
Other Building Characteristics
  • Foundation: Concrete Perimeter
Complex & Association Information
  • Association Security: Security System
  • Adult Community: No

Property History for 10 Winston Road

DateEvent & SourcePriceAppreciation
Jun 4, 2026

Listed (Active)

MLS PIN #73530442

$1,250,000—
Feb 7, 2022

Sold

MLS PIN #72926794

$1,040,000—
Dec 20, 2021

Contingent

MLS PIN #72926794

—
DateEvent & SourcePrice
06/04/2026

Listed (Active)

MLS PIN #73530442

$1,250,000
02/07/2022

Sold

MLS PIN #72926794

$1,040,000
12/20/2021

Contingent

MLS PIN #72926794

—

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 10 Winston Road

Taxable ValueLand$311,600Additions$693,200Total$1,004,800
Tax Record2025$14,720 ($1,227 / month)
Home Facts
Beds4Baths3Total Finished SqFt3,648 SqFtAbove Grade Finished SqFt3,648 SqFtStories2Lot Size50,530 SqFtStyleSingle Family ResidenceYear Built1985Year Renovated1997ZoningCL8CountyMIDDLESEXAPNHOLL M:007 B:0006 L:0700Fireplace TypeHas Fireplace

Schools near 10 Winston Road

This home is within Holliston School District.
Rating
School
Type
Grades
Distance
Public - PK to 2
Public - 3 to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Placentino Elementary School
PublicPK to 2

Miller School
Public3 to 5

Robert H. Adams Middle School
Public6 to 8

Holliston High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

10 Winston Road is a single family home for sale in Holliston, MA 01746. This property was listed for sale on June 4, 2026 by Berkshire Hathaway HomeServices Commonwealth Real Estate, it's currently listed at $1,250,000. It has been on the market for a total of 5 days and was last sold on February 7, 2022. This listing's school district is Holliston School District. Nearby schools include Placentino Elementary School, Miller School and Robert H. Adams Middle School. 10 Winston Road is a 4-bed, 4-bath, 3,648 sqft single family home built in 1985.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Berkshire Hathaway HomeServices Commonwealth Real Estate, Susan McPherson

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.