OFF MARKET

Off Market Aug 2018 for $421K

$766,268

•

2,830

sq ft

53 Gregory Rd, Holliston, MA 01746

About this home

Don't miss this opportunity to own a meticulously maintained split-level home located on a quiet tree lined street in a pristine Holliston neighborhood. Gourmet kitchen w/cathedral ceiling, Cherry cabinets, Quartz countertops, stainless appliances, a gas cooktop including pot filler, an 8x4 island & full-length glass door leading to the wrap-around deck & backyard oasis perfect for outdoor entertaining. This home features a decorative fireplace in the living room, crown molding, newly finished hardwood floors throughout & three generous-sized bedrooms. Freshly painted, low maintenance vinyl siding, double pane vinyl windows, 50 gal stainless H20 heater, 3 zone gas (a/c ready) hepa heating system & a full finished lower level with a wood burning stove that is a perfect private space for a teen suite. All bathrooms have been updated. Just minutes from restaurants, shops & public transportation. No showings until OH Sun 7/1 from 1-3 pm.

Single-familyProperty Type

1963Year Built

0.46 acresLot Size

$271Est. Price/Sq.Ft.

4 spacesParking

Listed by Peter DiRusso • RE/MAX Best Choice

Bought with Rodrigo Azevedo • Pablo Maia Realty

Redfin checked: 2 minutes ago

•Source:MLS PIN #72354880

Redfin Estimate

$766,268

$345K since sold in August 2018$65K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 7.3% lower than the average sale price ($827K) 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 AUG 14, 2026
$730,000
B
3 beds3 baths2,060 sq ft
129 Marked Tree Rd, Holliston, MA 01746
SOLD JUN 18, 2026
$837,000
C
4 beds3 baths2,397 sq ft
154 Holly Ln, Holliston, MA 01746
SOLD JUL 27, 2026
$930,000
D
4 beds2.5 baths2,449 sq ft
157 Rolling Meadow Dr, Holliston, MA 01746
SOLD JUL 17, 2026
$1,040,000
E
4 beds2.5 baths3,035 sq ft
215 Rolling Meadow Dr, Holliston, MA 01746
SOLD MAY 4, 2026
$750,000
F
3 beds2 baths2,117 sq ft
18 Northway St, Holliston, MA 01746

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Earn from this home

Sell

$446,292

Est. take-home

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Rent

$2,567/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

NEW 19 HRS AGO
$739,000
3 beds1 bath2,016 sq ft
636 Highland St, Holliston, MA 01746
NEW 24 HRS AGO
$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
OPEN SAT, 10AM TO 12PM
$799,000
3 beds3 baths2,169 sq ft
74 Westfield Dr, 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 53 Gregory Rd

Date

Event

Price

MLS PIN #72354880

Aug 15, 2018

Sold

$421,000

$149/sq ft

Jul 3, 2018

Pending

—

Jun 29, 2018

Listed

$399,900

$141/sq ft

MLS PIN #50269357

Jun 30, 1995

Sold

$157,500

$56/sq ft

May 20, 1995

Listing Removed

—

Jan 28, 1995

Listed

$165,900

$59/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$9,832 (+13.2%)

$245,100 + $426,000

$671,100

2024

$8,688 (+4.5%)

$245,100 + $331,800

$576,900

2023

$8,316 (+8.2%)

$245,100 + $294,900

$540,000

2022

$7,684

$245,100 + $197,000

$442,100

2021

$7,688 (+0.7%)

$233,700 + $197,000

$430,700

2020

$7,636 (+2.2%)

$212,300 + $192,800

$405,100

2019

$7,474 (+0.9%)

$206,100 + $190,800

$396,900

2018

$7,410 (+0.4%)

$206,100 + $190,800

$396,900

2017

$7,377 (+6.5%)

$210,400 + $187,900

$398,300

2016

$6,926 (+6.2%)

$180,700 + $187,900

$368,600

2015

$6,519 (+4.5%)

$146,100 + $190,300

$336,400

2014

$6,238 (+7.1%)

$146,100 + $167,700

$313,800

2013

$5,824 (−3.6%)

$135,200 + $177,600

$312,800

2012

$6,044 (+2.1%)

$164,000 + $165,900

$329,900

2011

$5,918 (+6.0%)

$164,000 + $165,900

$329,900

2010

$5,585 (+2.9%)

$164,000 + $178,400

$342,400

2009

$5,426

$182,000 + $169,000

$351,000

Tax history for 53 Gregory Rd

Year

Property tax

Land + Additions

Assessment*

2025

$9,832 (+13.2%)

$245,100 + $426,000

$671,100

2024

$8,688 (+4.5%)

$245,100 + $331,800

$576,900

2023

$8,316 (+8.2%)

$245,100 + $294,900

$540,000

2022

$7,684

$245,100 + $197,000

$442,100

2021

$7,688 (+0.7%)

$233,700 + $197,000

$430,700

2020

$7,636 (+2.2%)

$212,300 + $192,800

$405,100

2019

$7,474 (+0.9%)

$206,100 + $190,800

$396,900

2018

$7,410 (+0.4%)

$206,100 + $190,800

$396,900

2017

$7,377 (+6.5%)

$210,400 + $187,900

$398,300

2016

$6,926 (+6.2%)

$180,700 + $187,900

$368,600

2015

$6,519 (+4.5%)

$146,100 + $190,300

$336,400

2014

$6,238 (+7.1%)

$146,100 + $167,700

$313,800

2013

$5,824 (−3.6%)

$135,200 + $177,600

$312,800

2012

$6,044 (+2.1%)

$164,000 + $165,900

$329,900

2011

$5,918 (+6.0%)

$164,000 + $165,900

$329,900

2010

$5,585 (+2.9%)

$164,000 + $178,400

$342,400

2009

$5,426

$182,000 + $169,000

$351,000

*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

2.5

Stories

Lot width

—

Lot depth

—

Lot size

0.46 Acres

Year renovated

2006

Sq. Ft.

1,415

Year built

1963

Style

Single Family Residential

County

Middlesex County

APN

523442

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 16, 2026.

Property details

Parking

Parking Information
Has Open Parking
Parking Spaces: 4
Parking Features: Paved Drive, Off Street, Paved

Interior

Bedroom Information
Main Level Bedrooms: 1

Master Bedroom Information
Level: Main,First
Features: Bathroom - Half,Closet,Flooring - Hardwood,Deck - Exterior,Exterior Access,High Speed Internet Hookup

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

Bedroom #3 Information
Level: First
Features: Closet,Flooring - Hardwood

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

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: Flooring - Hardwood,Window(s) - Bay/Bow/Box

Family Room Information
Level: Basement
Features: Bathroom - Full,Wood / Coal / Pellet Stove,Closet,Flooring - Hardwood,Cable Hookup,Open Floorplan,Recessed Lighting

Dining Room Information
Level: First
Features: Flooring - Hardwood

Kitchen Information
Level: Main,First
Features: Cathedral Ceiling(s),Closet/Cabinets - Custom Built,Flooring - Hardwood,Dining Area,Balcony / Deck,Pantry,Countertops - Stone/Granite/Solid,Kitchen Island,Cable Hookup,Deck - Exterior,Exterior Access,Recessed Lighting,Stainless Steel Appliances,Pot Filler Faucet

Basement Information
Basement: Full, Finished

Laundry Information
Laundry Features: Gas Dryer Hookup, Washer Hookup

Interior Features
# of Rooms (Total): 7
Flooring: Wood, Tile, Laminate

Exterior

Building Information
Building Area (Total): 2,830
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual
Color: Tan

Exterior Features
Fencing: Fenced
Roof: Shingle
Patio And Porch Features: Deck
Exterior Features: Deck, Storage, Fenced Yard

Property Information
PropertySubType: Single Family Residence
Security Features: Security System

Lot Information
Lot Size (Acres): 0.46
Lot Features: Wooded, Level
Road Surface Type: Paved
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $7,410
Tax Year: 2018

Utilities

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

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

Location

Location Information
Directions: Route 126 to Central to Franklin to Norfolk to Goulding to Gregory.
UnparsedAddress: 53 Gregory Rd, Holliston MA 01746

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Pool, Park, Walk/Jog Trails, Stable(s), Golf, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 1,415
Stories: 1.0
Lot Size: 0.46 acres
Style: Single Family Residential
Year Built: 1963
Year Renovated: 2006
County: Middlesex County
APN: 523442

Home facts updated by county records on Jul 16, 2026

Other

Miscellaneous Information
Heat Zones: 3

Listing Information
Exclusions: Stone Garden Accessories, 2 Refrigerators, Washing Machine, Pool Table, White Hutch & 2 Chandeliers
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

56% 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

$728,000 – $882,000

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Home values near 53 Gregory Rd

Data from public records.

Address	Redfin Estimate
29 Gregory Road, Holliston, MA 3 Beds \| 1.5 Baths \| 1416 Sq. Ft.	$650,076
61 Gregory Road, Holliston, MA 3 Beds \| 2 Baths \| 1651 Sq. Ft.	$682,910

Address	Redfin Estimate
37 Gregory Road, Holliston, MA 4 Beds \| 1.5 Baths \| 1590 Sq. Ft.	$711,948
79 Gregory Road, Holliston, MA 3 Beds \| 1.5 Baths \| 1225 Sq. Ft.	$651,982

Address	Redfin Estimate
45 Gregory Road, Holliston, MA 4 Beds \| 1.5 Baths \| - Sq. Ft.	$735,616
36 Gregory Road, Holliston, MA 3 Beds \| 1 Baths \| 1248 Sq. Ft.	$630,219

Property information provided by MLS PIN when last listed in 2018. 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 53 Gregory Rd

Tax history for 53 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 53 Gregory Rd

More real estate resources