SOLD JAN 12, 2026

Off Market Jan 2026 for $1M

$1,228,167

•

3,518

sq ft

266 Willowgate Rise, Holliston, MA 01746

About this home

Looking for a stunning home in one of Holliston’s most sought-after neighborhoods? This stately garrison colonial, in a desirable double cul-de-sac, offers exceptional living with a blend of elegance and comfort! Enjoy cozy evenings in the great room with its stunning stone fireplace, or gather in the kitchen featuring granite countertops, SS appliances, double oven, and butler’s pantry—ideal for hosting. A fireplaced formal dining room leads to a living room with a third fireplace! Dedicated home office/library and powder room finish an expansive main level. Three generous bedrooms upstairs and a spacious primary suite tucked away with a spa-like bath, walk-in closet, secondary closet, and unfinished additional area. The finished lower level offers a custom wine cellar, gym, and bonus room. Outdoor living shines with a fenced backyard, inground gunite pool and firepit area—a private oasis! Walk up third floor awaits expansion! Convenient to Boston, 495, Rail Trail & Commuter rail!

Single-familyProperty Type

1986Year Built

0.92 acresLot Size

$349Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Carolyn Chiantera • REMAX Executive Realty

Bought with Dede Long • Douglas Elliman Real Estate - Wellesley

Redfin checked: 3 minutes ago

•Source:MLS PIN #73447016

Redfin Estimate

$1,228,167

$190K since sold in January 2026$17K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 18.3% higher than the average sale price ($1.04M) of 6 comparable homes.

SOLD AUG 27, 2026
$900,000
A
4 beds2.5 baths3,287 sq ft
5 Diane Dr, Medway, MA 02053
SOLD JUL 17, 2026
$1,040,000
B
4 beds2.5 baths3,035 sq ft
215 Rolling Meadow Dr, Holliston, MA 01746
SOLD JUL 27, 2026
$1,070,000
C
4 beds3 baths4,130 sq ft
140 Goulding St, Holliston, MA 01746
SOLD JUL 15, 2026
$1,240,000
D
4 beds3 baths3,727 sq ft
110 Goulding St, Holliston, MA 01746
SOLD JUL 9, 2026
$1,051,000
E
4 beds3 baths3,889 sq ft
128 Goulding St, Holliston, MA 01746
SOLD JUL 27, 2026
$930,000
F
4 beds2.5 baths2,449 sq ft
157 Rolling Meadow Dr, Holliston, MA 01746

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Earn from this home

Sell

$344,299

Est. take-home

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Rent

$3,439/mo

Redfin rental estimate

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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

102.4%

0.1% MoM

Median sale price

$745K

$16K MoM

Avg. days on market

20d

0 days MoM

Recently sold homes

16 MoM

New listings for sale

OPEN SAT, 1PM TO 2:30PM
$674,900
4 beds2 baths2,182 sq ft
68 Gregory Rd, Holliston, MA 01746
$2,300,000
5 beds5 baths5,740 sq ft
14 Fiske Pond Rd, Holliston, MA 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
$799,000
3 beds3 baths2,169 sq ft
74 Westfield Dr, 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
See all

Provided by Redfin

Sale history for 266 Willowgate Rise

Date

Event

Price

MLS PIN #73447016

Jan 12, 2026

Sold

$1,037,900

$295/sq ft

Oct 23, 2025

Listed

$1,037,900

$295/sq ft

MLS PIN #72878825

Oct 15, 2021

Sold

$925,000

$263/sq ft

Aug 23, 2021

Contingent

—

Aug 10, 2021

Listed

$974,900

$277/sq ft

+37

Situated in the heart of This Popular Family Ngbhd! Beautiful Cul de sac! Custom Home w/Gorg Details Perfect for Family Gatherings & Entertaining! From the Gorgeous Setting on this SPECTACULAR lot to the Architecturally Designed Great Rm overlooking your Gunite Pool you will want to make this Home! Stunning Great Rm w/Soaring Cathedral Ceiling Highlighted by a Dramatic Custom Stone Fireplace & Built ins! Sunlight Fills the Custom White Kitchen w/Granite, Dblovens & Butlers Pantry. Incredible Library w/Amazing Finish Work & Detail! Perf home office! Imagine Thanksgiving in your Fireplaced Dining Room! Entertain in the Frt to Back FP Living Rm! Exquisite MBR w/a spa-like Custom Bath, Walk in Closet & Access to Bonus Area Perfect for a Sitting Rm. 3 FPs! LL Fam Rm w/New Carpet! Incredible Wine Cellar! Hardwood Floors, Central Air & 3rd Flr Walk Up Attic Perfect Future Bonus rm or Teen Suite! Owner has plans for new kitchen design! Conv to Boston, Logan, 495, Rail Trail & Commuter rail!

MLS PIN #72487245

Aug 19, 2019

Sold

$762,000

$217/sq ft

Jul 23, 2019

Pending

—

Jul 9, 2019

Contingent

—

Jun 24, 2019

Price Changed

$774,900

$220/sq ft

Jun 7, 2019

Price Changed

$824,900

$234/sq ft

Apr 22, 2019

Listed

$849,900

$242/sq ft

+25

Situated in the heart of This Sought After Family Neighborhood! Beautiful Cul de sac setting! Custom Home w/Gorgeous Details Perfect for Family Gatherings & Entertaining! From the Gorgeous Setting on this SPECTACULAR lot to the Architecturally Designed Great Rm overlooking your Gunite Pool you will want to make this Home! Stunning Great Rm w/Soaring Cathedral Ceiling Highlighted by a Dramatic Custom Stone Fireplace and Built ins! Sunlight Fills the Custom White Kitchen w/Granite, Double ovens & Butlers Pantry. Incredible Library w/Amazing Finish Work and Detail! Imagine Thanksgiving in your Fireplaced Dining Room! Entertain in the Front to Back FP Living Rm! Exquisite Master Suite w/a spa-like Custom Bath, Walk in Closet & Access to Bonus Area Perfect for a Sitting Rm. 3 Fireplaces! Lower Level Family Rm w/New Carpet! Incredible Wine Cellar! Hardwood Flooring, Central Air & 3rd Flr Walk Up Attic Perfect Future Bonus rm or Teen Suite! Conv Located to Boston, Logan, 495 & Commuter rail!

Year

Property tax

Land + Additions

Assessment*

2025

$16,163 (+9.2%)

$269,700 + $833,600

$1,103,300

2024

$14,796 (+10.4%)

$269,700 + $712,800

$982,500

2023

$13,406 (−2.0%)

$269,700 + $600,800

$870,500

2022

$13,673 (+1.6%)

$269,700 + $517,000

$786,700

2021

$13,454 (+2.5%)

$236,700 + $517,000

$753,700

2020

$13,127 (+3.7%)

$241,500 + $454,900

$696,400

2019

$12,654 (+0.9%)

$221,700 + $450,300

$672,000

2018

$12,546 (−5.0%)

$221,700 + $450,300

$672,000

2017

$13,201 (+5.2%)

$228,600 + $484,200

$712,800

2016

$12,552 (+3.2%)

$205,800 + $462,200

$668,000

2015

$12,167 (+3.0%)

$176,700 + $451,100

$627,800

2014

$11,813 (+2.9%)

$176,700 + $417,500

$594,200

2013

$11,485 (+5.6%)

$195,900 + $420,900

$616,800

2012

$10,873 (+2.1%)

$183,000 + $410,500

$593,500

2011

$10,647 (+4.6%)

$183,000 + $410,500

$593,500

2010

$10,174 (+8.9%)

$183,000 + $440,800

$623,800

2009

$9,346

$193,400 + $411,100

$604,500

Tax history for 266 Willowgate Rise

Year

Property tax

Land + Additions

Assessment*

2025

$16,163 (+9.2%)

$269,700 + $833,600

$1,103,300

2024

$14,796 (+10.4%)

$269,700 + $712,800

$982,500

2023

$13,406 (−2.0%)

$269,700 + $600,800

$870,500

2022

$13,673 (+1.6%)

$269,700 + $517,000

$786,700

2021

$13,454 (+2.5%)

$236,700 + $517,000

$753,700

2020

$13,127 (+3.7%)

$241,500 + $454,900

$696,400

2019

$12,654 (+0.9%)

$221,700 + $450,300

$672,000

2018

$12,546 (−5.0%)

$221,700 + $450,300

$672,000

2017

$13,201 (+5.2%)

$228,600 + $484,200

$712,800

2016

$12,552 (+3.2%)

$205,800 + $462,200

$668,000

2015

$12,167 (+3.0%)

$176,700 + $451,100

$627,800

2014

$11,813 (+2.9%)

$176,700 + $417,500

$594,200

2013

$11,485 (+5.6%)

$195,900 + $420,900

$616,800

2012

$10,873 (+2.1%)

$183,000 + $410,500

$593,500

2011

$10,647 (+4.6%)

$183,000 + $410,500

$593,500

2010

$10,174 (+8.9%)

$183,000 + $440,800

$623,800

2009

$9,346

$193,400 + $411,100

$604,500

*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

2.5

Stories

Lot width

—

Lot depth

—

Lot size

0.92 Acres

Year renovated

2008

Sq. Ft.

3,091

Year built

1986

Style

Single Family Residential

County

Middlesex County

APN

526052

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: 5
Parking Spaces: 7
AttachedGarageYN: Yes
Parking Features: Attached, Garage Door Opener, Paved Drive, Off Street, Paved

Interior

Virtural Tour Information
Virtual Tour 1 (External Link)

Master Bedroom Information
Area: 405
Length: 15
Width: 27
Level: Second
Features: Bathroom - Full,Walk-In Closet(s),Closet,Flooring - Wall to Wall Carpet

Bedroom #2 Information
Area: 117
Length: 13
Width: 9
Level: Second
Features: Closet,Flooring - Wall to Wall Carpet

Bedroom #3 Information
Area: 210
Length: 15
Width: 14
Level: Second
Features: Closet,Flooring - Wall to Wall Carpet

Bedroom #4 Information
Area: 150
Length: 15
Width: 10
Level: Second
Features: Closet,Flooring - Wall to Wall Carpet

Bathroom Information
# of Bathrooms (Full): 2
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Bathroom #1 Information
Area: 36
Length: 6
Width: 6
Level: First
Features: Bathroom - Half,Flooring - Stone/Ceramic Tile,Beadboard

Bathroom #2 Information
Area: 63
Length: 7
Width: 9
Level: Second
Features: Bathroom - Full,Bathroom - With Tub & Shower,Flooring - Stone/Ceramic Tile

Bathroom #3 Information
Area: 117
Length: 13
Width: 9
Level: Second
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Bathroom - Tiled With Shower Stall,Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid,Jacuzzi / Whirlpool Soaking Tub,Double Vanity

Living Room Information
Area: 345
Length: 15
Width: 23
Level: First
Features: Flooring - Hardwood,Window(s) - Bay/Bow/Box

Family Room Information
Area: 352
Length: 16
Width: 22
Level: First
Features: Cathedral Ceiling(s),Ceiling Fan(s),Closet/Cabinets - Custom Built,Flooring - Hardwood,Deck - Exterior,Recessed Lighting,Slider,Pocket Door

Dining Room Information
Area: 208
Length: 16
Width: 13
Level: First
Features: Closet,Flooring - Hardwood,Decorative Molding,Pocket Door

Kitchen Information
Area: 275
Length: 25
Width: 11
Level: First
Features: Flooring - Hardwood,Dining Area,Pantry,Countertops - Stone/Granite/Solid,Breakfast Bar / Nook,Deck - Exterior,Recessed Lighting,Slider,Stainless Steel Appliances,Gas Stove,Peninsula

Office Room Information
Area: 143
Length: 13
Width: 11
Level: First
Features: Closet/Cabinets - Custom Built,Flooring - Hardwood

Basement Information
Basement: Partially Finished, Bulkhead

Laundry Information
Laundry Dimen: 15X4
Laundry Features: Gas Dryer Hookup, Washer Hookup, Sink, In Basement

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

Appliances
Appliances: Gas Water Heater, Tankless Water Heater, Oven, Dishwasher, Microwave, Range, Refrigerator

Interior Features
# of Rooms (Total): 12
Flooring: Tile, Vinyl, Carpet, Hardwood, Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Vinyl
Interior Features: Closet/Cabinets - Custom Built, Recessed Lighting, Pantry, Countertops - Stone/Granite/Solid, Wet Bar, Closet, Home Office, Wine Cellar, Bonus Room, Exercise Room, Mud Room, Foyer, Wet Bar, Walk-Up Attic

Exterior

Building Information
Building Area (Total): 3,518
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual
Color: Sage
Lead Paint: None

Exterior Features
Fencing: Fenced/Enclosed, Fenced
Roof: Shingle
Patio And Porch Features: Deck
Exterior Features: Deck, Pool - Inground, Rain Gutters, Storage, Sprinkler System, Fenced Yard

Pool Information
Has Private Pool
Pool Features: In Ground

Property Information
PropertySubType: Single Family Residence
Above Grade Finished Area: 2785
Below Grade Finished Area: 733
Green Energy Efficient : Thermostat
Security Features: Security System

Lot Information
Lot Size (Acres): 0.92
Lot Features: Cul-De-Sac, Wooded, Easements, Level
Waterfront Features: Lake/Pond
Road Surface Type: Paved
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $16,163
Tax Year: 2025

Utilities

Utility Information
Utilities: for Gas Range, for Electric Oven, for Gas Dryer, Washer Hookup, Generator Connection
Sewer: Private Sewer
Water Source: Public
Electric: 200+ Amp Service, Generator Connection

Heating & Cooling
Has Heating
Has Cooling
Heating: Baseboard, Natural Gas, Ductless
Cooling: Central Air, Ductless

Location

HOA Information
Has Association
Association Fee: $250
Association Fee Frequency: Annually
Homeowners Association Membership Required

School Information
Elementary School: Placentino/Miller
Middle Or Junior School: Robert Adams
High School: Holliston High School

Location Information
Directions: Use GPS, Central Street to Willowgate Rise
UnparsedAddress: 266 Willowgate Rise, Holliston MA 01746

Community Information
Senior CommunityYN: No
Community Features: Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Bike Path, Conservation Area, Public School, Sidewalks

Public facts

Beds: 4
Baths: 2.5
Sq. Ft.: 3,091
Stories: 2.0
Lot Size: 0.92 acres
Style: Single Family Residential
Year Built: 1986
Year Renovated: 2008
County: Middlesex County
APN: 526052

Home facts updated by county records on Jul 16, 2026

Other

Miscellaneous Information
Heat Zones: 3

Listing Information
StandardStatus: Closed

Around this home

Schools

Placentino Elementary School

Public PreK-2 • Assigned • 1.6mi

Robert H. Adams Middle School

Public 6-8 • Assigned • 1.5mi

8/10

Holliston High School

Public 9-12 • Assigned • 2.3mi

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 98° 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

$1.17M – $1.41M

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Home values near 266 Willowgate Rise

Data from public records.

Address	Redfin Estimate
296 Willowgate Rise, Holliston, MA 5 Beds \| 2.5 Baths \| 3218 Sq. Ft.	$1,095,675
259 Willowgate Rise, Holliston, MA 5 Beds \| 2.5 Baths \| 3056 Sq. Ft.	$1,169,757

Address	Redfin Estimate
243 Willowgate Rise, Holliston, MA 4 Beds \| 3.5 Baths \| 2744 Sq. Ft.	$1,098,367
269 Willowgate Rise, Holliston, MA 4 Beds \| 2.5 Baths \| 3137 Sq. Ft.	$1,069,901

Address	Redfin Estimate
251 Willowgate Rise, Holliston, MA 4 Beds \| 2.5 Baths \| 2479 Sq. Ft.	$880,555
279 Willowgate Rise, Holliston, MA 4 Beds \| 2.5 Baths \| 2864 Sq. Ft.	$982,044

Property information provided by MLS PIN when last listed in 2025. This data may not match . Learn more.

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