Last Sold Price
4 beds4,139 sqft$192/sqft
25 Winston Rd, Holliston, MA 01746

Description

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...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.
LISTING CLOSED: 10/25/2018 12:00 AM

  1. Listed by Paula Glazebrook • Northeast Signature Properties, LLC

Property Details for 25 Winston Road

Status
MLS #
72333465
Days on Market
90
Taxes
$14,570 / year
HOA Fees
-
Property Type
MLS Type
Single Family / Detached
Year Built
1990
Town
Holliston
Area
MA-Holliston
Architectural Style
Colonial
Style
Colonial
Garage Spaces
3
Open Parking Spaces
3.00
Parking Spaces Total
3

Recent comparable sales

Median sold price

$999,999

Avg days on market

36

Sale-to-list ratio

97.9%

Holliston, MA

9 comparable properties found

a view of a white house with yard and plants
1/43
1

$975,000

Sold 09/05/24

4
Bedrooms
3,648
Square Feet
0.72
Acres
$999,999 | 79 Marshall Street, Holliston, MA 01746
1/43
2

$999,999

Sold 07/01/26

4
Bedrooms
3,752
Square Feet
2.07
Acres
an aerial view of a house with a garden
1/43
3

$943,000

Sold 06/20/25

4
Bedrooms
3,412
Square Feet
1.1
Acres
$1,155,000 | 30 Whispering Lane, Holliston, MA 01746
1/43
4

$1,155,000

Sold 06/10/26

4
Bedrooms
3,933
Square Feet
0.97
Acres
$762,500 | 354 Gorwin Drive, Holliston, MA 01746
1/43
5

$762,500

Sold 03/11/25

4
Bedrooms
2,215
Square Feet
0.5
Acres
$855,000 | 30 Arthur Street, Holliston, MA 01746
1/40
6

$855,000

Sold 12/05/25

4
Bedrooms
2,584
Square Feet
3.23
Acres
a front view of a house with a yard and trees
1/40
7

$1,250,000

Sold 06/23/25

4
Bedrooms
4,529
Square Feet
0.71
Acres
$1,160,000 | 50 Morgans Way, Holliston, MA 01746
1/35
8

$1,160,000

Sold 04/09/26

4
Bedrooms
3,946
Square Feet
1.12
Acres
$1,400,000 | 15 Saddle Ridge Road, Holliston, MA 01746
1/43
9

$1,400,000

Sold 07/30/26

4
Bedrooms
4,035
Square Feet
1.1
Acres

Location

Listing Courtesy of Northeast Signature Properties, LLC, Paula Glazebrook

Sold By Realty Executives Boston West, Lauren Davis

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Building Information for 25 Winston Road

Stories-Year Built1990Building Size-Lot Size3.33 AC / 145,055 SF

Payment Calculator

$5,255 per month

30 year fixed, 6.55% Interest

Principal and Interest

$4,041

Property Taxes

$1,214

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 25 Winston Road

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Swimming Pool, Tennis Court, Walk/Jog Trails, Stables, Golf Course, Medical Facility, Bike Path, Highway Access, House of Worship, Public School
  • Current Financing: Conv. Fixed
  • Living Area: 4139.0
  • Color: Beige
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Water View: No
  • Year Built Details: Actual
  • Year Built Source: Public Records
Location/School
  • Grade School: Placentino
  • High School: Holliston High
  • Middle School: Miller
Features
Interior Features
  • Appliances: Range, Dishwasher, Microwave, ENERGY STAR Qualified Refrigerator, Oil Water Heater, Utility Connections for Electric Range, Utility Connections for Electric Oven, Utility Connections for Electric Dryer
  • Basement Features: Partially Finished
  • Num of Baths: 3.0
  • Num of Full Baths: 2
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 2.50
  • Bathrooms Total Integer: 3
  • DoorFeatures: Storm Door(s)
  • FireplaceFeatures: Kitchen, Living Room
  • FireplaceYN: Yes
  • Fireplaces: 4
  • Flooring: Wood, Tile, Carpet, Flooring - Hardwood, Flooring - Wall to Wall Carpet
  • Interior Features: Home Office, Nursery, Exercise Room, Den, Mud Room, Central Vacuum
  • Interior Features: Central Vacuum, Whole House Fan
  • Laundry Features: Flooring - Stone/Ceramic Tile, First Floor
  • Window Features: Screens
Exterior Features
  • Construction: Frame
  • Exterior Features: Rain Gutters, Storage Shed, Professional Landscaping, Sprinkler System, Decorative Lighting
  • Exterior Features: Fenced Yard, Pool - Inground, Pool - Inground Heated, Screens, Storage Shed, Professional Landscaping, Sprinkler System, Decorative Lighting, Porch - Screened, Patio
  • Fencing: Fenced
  • Lot Description: Level
  • Patio And Porch Features: Screened, Patio
  • Pool Features: In Ground, Pool - Inground Heated
  • Pool Private: Yes
  • Roof Material: Shingle
  • Waterfront Features: Beach Front, Lake/Pond, Beach Ownership(Public)
Parking Features
  • Attached Garage: Yes
  • Carport: No
  • Covered Spaces: 3.00
  • Garage: Yes
  • Garage Parking: Under, Paved Drive, Off-Street
  • Open Parking: Yes
  • Parking Features: Under, Paved Drive, Off-Street
  • Parking Features: Off-Street
Utilities
  • Cooling: Central Air, Whole House Fan
  • Cooling: Yes
  • Heating: Forced Air, Oil, Fireplace(s)
  • Heating: Yes
  • Sewer: Private Sewerage
  • Utility Connections: for Electric Range, for Electric Oven, for Electric Dryer
  • Water: Public
Room Information
Primary Bedroom
  • Room Primary Bedroom Features: Bathroom - Full,Walk-In Closet(s),Flooring - Wall to Wall Carpet,Double Vanity
  • Primary Bedroom Level: Second Floor
Bedroom 2
  • Bedroom2 Features: Walk-In Closet(s),Flooring - Wall to Wall Carpet
  • Bedroom2 Level: Second
Bedroom 3
  • Bedroom3 Features: Walk-In Closet(s),Flooring - Wall to Wall Carpet
  • Bedroom3 Level: Second
Bedroom 4
  • Bedroom4 Features: Walk-In Closet(s),Flooring - Wall to Wall Carpet
  • Bedroom4 Level: Second
Bathroom 1
  • Bathroom1 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
  • Bathroom1 Level: Second
Bathroom 2
  • Bathroom2 Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower,Double Vanity
  • Bathroom2 Level: Second
Bathroom 3
  • Bathroom3 Features: Bathroom - Half
  • Bathroom3 Level: First
Dining Room
  • Dining Room Features: Flooring - Hardwood,Window(s) - Bay/Bow/Box
  • Dining Room Level: First
Family Room
  • Family Room Features: Flooring - Wall to Wall Carpet
  • Family Room Level: First
Kitchen
  • Kitchen Features: Flooring - Stone/Ceramic Tile,Dining Area,Balcony / Deck,Pantry
  • Kitchen Level: First
Living Room
  • Room Living Room Features: Flooring - Hardwood
  • Room Living Room Level: First
Other Room 1
  • Room Office Features: Fireplace,Flooring - Hardwood
  • Room Office Level: First
Property Information
Property Info
  • Farm Land Area Units: Square Feet
  • Lot Size Units: Acres
  • Road Frontage Type: Public
  • Disclosures: Easement for drainage to left of property. See attached "other" document
Tax Information
  • Listing Terms: Contract
  • Tax ID: M:007 B:0006 L:0820,523852
  • Assessments: $780,400
  • Book: 30661
  • Tax Year: 2018
  • Zoning: 84
Building / Association Information
Living Characteristics
  • Beds Total: 4
Other Building Characteristics
  • Foundation: Concrete Perimeter
  • Cooling Zones: 2
  • Heat Zones: 2
Market and Agent Information
Sale Info
  • Buyer Broker Comp: 2.5%
  • Other Agent Compensation: 1%

Property History for 25 Winston Road

DateEvent & SourcePriceAppreciation
Oct 25, 2018

Sold

MLS PIN #72333465

$795,000
Aug 7, 2018

Contingent

MLS PIN #72333465

May 24, 2018

Listed (Active)

MLS PIN #72333465

$879,900
DateEvent & SourcePrice
10/25/2018

Sold

MLS PIN #72333465

$795,000
08/07/2018

Contingent

MLS PIN #72333465

05/24/2018

Listed (Active)

MLS PIN #72333465

$879,900

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

Public Records for 25 Winston Road

Taxable ValueLand$321,200Additions$905,700Total$1,226,900
Tax Record2025$17,974 ($1,498 / month)
Home Facts
Beds4Baths2.5Total Finished SqFt4,139 SqFtAbove Grade Finished SqFt4,139 SqFtStories2Lot Size145,055 SqFtStyleSingle Family ResidenceYear Built1990Year Renovated2009ZoningCL8CountyMIDDLESEXAPNHOLL M:007 B:0006 L:0820

Schools near 25 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.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 25 Winston Road, Holliston, MA 01746
$795,000
4
4,139
145,055
$58,500
5
2.5
2,376
50,530
$1,140,000
4
6,376
117,656
$760,000
4
3,148
57,064
$565,000
4
3,102
89,453
$45,000
33,977

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 Northeast Signature Properties, LLC, Paula Glazebrook

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.