OFF MARKET

Off Market Apr 2019 for $375K

$659,608

•

1,226

sq ft

108 Gregory Rd, Holliston, MA 01746

About this home

This spacious split entry home is awaiting its new owner. The living room boasts soaring cathedral ceilings, gleaming hardwood floors and a masonry fireplace with stove insert for an addition heating source. The cabinet packed kitchen has tile flooring a gas range and an entryway to the large, sunlit addition, which has walls of windows and wall to wall carpeting. Exterior access to the back deck, which overlooks the lush plantings throughout the property. Master bedroom has hardwood floors, walk-in closet and tiled half bath. 2 additional spaciously sized bedrooms on the main level. Lower level offers plenty of additional living space with a wall to wall carpeted family room, a second room which could be a multi-use room and a mudroom off the 1 car garage. This beautiful lot has a storage shed and a greenhouse for the plant lovers. Excellent opportunity to buy in Holliston, MA.

Single-familyProperty Type

1965Year Built

0.46 acresLot Size

$538Est. Price/Sq.Ft.

1 garage spacesParking

Listed by The Todaro Team • REMAX Executive Realty

Bought with Cindy Gordon • Coldwell Banker Residential Brokerage - Northborough Regional Office

Redfin checked: 2 minutes ago

•Source:MLS PIN #72439792

Redfin Estimate

$659,608

$285K since sold in April 2019$0 since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 4.9% lower than the average sale price ($694K) of 6 comparable homes.

SOLD APR 24, 2026
$673,550
A
3 beds2.5 baths1,624 sq ft
99 Goulding St, Holliston, MA 01746
SOLD JUL 13, 2026
$730,000
B
3 beds2.5 baths1,743 sq ft
105 High St, Holliston, MA 01746
SOLD AUG 14, 2026
$730,000
C
3 beds3 baths2,060 sq ft
129 Marked Tree Rd, Holliston, MA 01746
SOLD APR 16, 2026
$640,000
D
3 beds2.5 baths1,528 sq ft
53 Regal St, Holliston, MA 01746
SOLD MAY 4, 2026
$750,000
E
3 beds2 baths2,117 sq ft
18 Northway St, Holliston, MA 01746
SOLD JUL 10, 2026
$640,000
F
4 beds2 baths1,793 sq ft
31 Cold Spring Rd, Holliston, MA 01746

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Earn from this home

Sell

$370,918

Est. take-home

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Rent

$2,555/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
OPEN SUN, 1:30PM TO 2:30PM
$795,000
3 beds3 baths2,688 sq ft
1804 Washington St, Holliston, MA 01746
OPEN SUN, 12PM TO 2PM
$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 108 Gregory Rd

Year

Property tax

Land + Additions

Assessment*

2025

$8,786 (+10.8%)

$245,100 + $354,600

$599,700

2024

$7,928 (+4.2%)

$245,100 + $281,300

$526,400

2023

$7,606 (+4.6%)

$245,100 + $248,800

$493,900

2022

$7,272

$245,100 + $173,300

$418,400

2021

$7,265 (−3.3%)

$233,700 + $173,300

$407,000

2020

$7,510 (+1.7%)

$212,300 + $186,100

$398,400

2019

$7,387 (+0.9%)

$206,100 + $186,200

$392,300

2018

$7,324 (+1.4%)

$206,100 + $186,200

$392,300

2017

$7,225 (+6.7%)

$210,400 + $179,700

$390,100

2016

$6,772 (+0.8%)

$180,700 + $179,700

$360,400

2015

$6,719 (+8.0%)

$146,100 + $200,600

$346,700

2014

$6,222 (+6.8%)

$146,100 + $166,900

$313,000

2013

$5,826 (−3.9%)

$135,200 + $177,700

$312,900

2012

$6,064 (+2.1%)

$164,000 + $167,000

$331,000

2011

$5,938 (+5.7%)

$164,000 + $167,000

$331,000

2010

$5,616 (+1.6%)

$164,000 + $180,300

$344,300

2009

$5,530

$182,000 + $175,700

$357,700

Tax history for 108 Gregory Rd

Year

Property tax

Land + Additions

Assessment*

2025

$8,786 (+10.8%)

$245,100 + $354,600

$599,700

2024

$7,928 (+4.2%)

$245,100 + $281,300

$526,400

2023

$7,606 (+4.6%)

$245,100 + $248,800

$493,900

2022

$7,272

$245,100 + $173,300

$418,400

2021

$7,265 (−3.3%)

$233,700 + $173,300

$407,000

2020

$7,510 (+1.7%)

$212,300 + $186,100

$398,400

2019

$7,387 (+0.9%)

$206,100 + $186,200

$392,300

2018

$7,324 (+1.4%)

$206,100 + $186,200

$392,300

2017

$7,225 (+6.7%)

$210,400 + $179,700

$390,100

2016

$6,772 (+0.8%)

$180,700 + $179,700

$360,400

2015

$6,719 (+8.0%)

$146,100 + $200,600

$346,700

2014

$6,222 (+6.8%)

$146,100 + $166,900

$313,000

2013

$5,826 (−3.9%)

$135,200 + $177,700

$312,900

2012

$6,064 (+2.1%)

$164,000 + $167,000

$331,000

2011

$5,938 (+5.7%)

$164,000 + $167,000

$331,000

2010

$5,616 (+1.6%)

$164,000 + $180,300

$344,300

2009

$5,530

$182,000 + $175,700

$357,700

*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

0.46 Acres

Year renovated

1980

Sq. Ft.

1,436

Year built

1965

Style

Single Family Residential

County

Middlesex County

APN

523465

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: 1
# of Covered Spaces: 1
Parking Spaces: 4
AttachedGarageYN: Yes
Parking Features: Under, Paved Drive, Off Street, Paved

Interior

Master Bedroom Information
Level: First
Features: Bathroom - Half,Walk-In Closet(s),Flooring - Hardwood

Bedroom #2 Information
Level: First
Features: Closet,Flooring - Hardwood

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

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

Bathroom #1 Information
Level: First
Features: Bathroom - Full,Bathroom - With Tub & Shower,Flooring - Stone/Ceramic Tile

Bathroom #2 Information
Level: First
Features: Bathroom - Half

Bathroom #3 Information
Level: Basement
Features: Bathroom - Full,Bathroom - With Shower Stall

Living Room Information
Level: First
Features: Wood / Coal / Pellet Stove,Cathedral Ceiling(s),Flooring - Hardwood,Window(s) - Picture,Cable Hookup,Open Floorplan

Family Room Information
Level: Basement

Dining Room Information
Level: First
Features: Cathedral Ceiling(s),Flooring - Hardwood

Kitchen Information
Level: First
Features: Flooring - Stone/Ceramic Tile,Open Floorplan

Basement Information
Basement: Partially Finished

Laundry Information
Laundry Features: In Basement

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 1
Fireplace Features: Living Room

Interior Features
# of Rooms (Total): 10
Flooring: Tile, Carpet, Hardwood, Flooring - Wall to Wall Carpet, Laminate
Interior Features: Sun Room, Game Room, Mud Room

Exterior

Building Information
Building Area (Total): 1,226
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual

Exterior Features
Roof: Shingle

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 0.46
Lot Features: Wooded
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $7,324.24
Tax Year: 2018

Utilities

Utility Information
Utilities: for Gas Range
Sewer: Private Sewer
Water Source: Public
Electric: 200+ Amp Service

Heating & Cooling
Has Heating
Heating: Forced Air, Natural Gas

Location

Location Information
Directions: Norfolk to Goulding to Gregory
UnparsedAddress: 108 Gregory Rd, Holliston MA 01746

Community Information
Senior CommunityYN: No
Community Features: Shopping, Highway Access, Public School

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 1,436
Stories: 1.0
Lot Size: 0.46 acres
Style: Single Family Residential
Year Built: 1965
Year Renovated: 1980
County: Middlesex County
APN: 523465

Home facts updated by county records on Jul 16, 2026

Other

Listing Information
StandardStatus: Closed

Around this home

Schools

Placentino Elementary School

Public PreK-2 • Assigned • 1.7mi

Robert H. Adams Middle School

Public 6-8 • Assigned • 1.6mi

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

58% 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

$627,000 – $759,000

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New listings for sale in 01746

3D WALKTHROUGH

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Home values near 108 Gregory Rd

Data from public records.

Address	Redfin Estimate
61 Gregory Road, Holliston, MA 3 Beds \| 2 Baths \| 1651 Sq. Ft.	$682,910
76 Gregory Road, Holliston, MA 4 Beds \| 2 Baths \| 2014 Sq. Ft.	$761,321

Address	Redfin Estimate
79 Gregory Road, Holliston, MA 3 Beds \| 1.5 Baths \| 1225 Sq. Ft.	$651,982
84 Gregory Road, Holliston, MA 3 Beds \| 2 Baths \| 1226 Sq. Ft.	$626,056

Address	Redfin Estimate
95 Gregory Road, Holliston, MA 4 Beds \| 2 Baths \| 2000 Sq. Ft.	$681,849
92 Gregory Road, Holliston, MA 4 Beds \| 1.5 Baths \| 1740 Sq. Ft.	$689,802

Property information provided by MLS PIN when last listed in 2019. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 01746, MA

Sale history for 108 Gregory Rd

Tax history for 108 Gregory 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 108 Gregory Rd

More real estate resources