OFF MARKET

Off Market Mar 2016 for $235K

$475,526

Est. refi paymentEst. refi $1,850/mo

•

1,872

sq ft

66 Hillside Rd, Southbridge, MA 01550

About this home

Royal Barry Wills Home nestled near the Cohasse Country Club. Peaceful & Private setting. 6-7 rooms with 2-3 bedrooms & 2 full baths. Front to back living room with beautiful fireplace & built in cabinets. French doors in Living room and dining room going out to the huge deck freshly painted. Lower level immaculate with finished family room & fireplace with wood stove insert. Custom built by one of the finest builders in our area. Windows & doors have been upgraded & energy efficient. 2 cedar closets in basement. His & hers' closets in master bedroom. An abundance of light after taking 10+ trees down. Quality shows throughout this home.

Single-familyProperty Type

1942Year Built

1.6 acresLot Size

$254Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Brenda Ryan • Aucoin Ryan Realty

Bought with Conrad Allen • RE/MAX Prof Associates

Redfin checked: 2 minutes ago

•Source:MLS PIN #71927802

Redfin Estimate

$475,526

$241K since sold in March 2016$7,000 since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 27% higher than the average sale price ($375K) of 6 comparable homes.

SOLD JUL 21, 2026
$430,000
A
3 beds2 baths2,050 sq ft
20 Marc Ave, Southbridge, MA 01550
SOLD AUG 10, 2026
$445,000
B
3 beds2 baths1,678 sq ft
320 Alpine Dr, Southbridge, MA 01550
SOLD JUL 17, 2026
$210,000
C
3 beds1.5 baths1,844 sq ft
775 Dennison Dr, Southbridge, MA 01550
SOLD JUN 30, 2026
$407,000
D
2 beds2 baths1,723 sq ft
100 Cole Ave, Southbridge, MA 01550
SOLD JUN 30, 2026
$400,000
E
3 beds2 baths1,553 sq ft
841 Dennison Dr, Southbridge, MA 01550
SOLD JUL 31, 2026
$355,000
F
3 beds2 baths2,160 sq ft
585 Charlton St, Southbridge, MA 01550

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Earn from this home

Sell

$305,959

Est. take-home

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Refinance

Est. cash available

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Rent

$2,216/mo

Redfin rental estimate

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Market trends in 01550, MA

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.9%

1.0% MoM

Median sale price

$389K

$10K MoM

Avg. days on market

19d

4 days MoM

Recently sold homes

6 MoM

New listings for sale

NEW 9 HRS AGO
$439,900
5 beds2 baths2,116 sq ft
29 Orchard St, Southbridge, MA 01550
NEW 16 HRS AGO
$559,000
5 beds3 baths2,148 sq ft
80 Alpine Dr, Southbridge, MA 01550
OPEN SAT, 11AM TO 1PM
$580,000
3 beds2 baths1,800 sq ft
17 Harwood Farm Rd, Southbridge, MA 01550
OPEN SUN, 12PM TO 2PM
$649,999
9 beds3 baths4,134 sq ft
36 Winter St, Southbridge, MA 01550
OPEN FRI, 5PM TO 6:30PM
$650,000
8 beds4.5 baths3,609 sq ft
27 Henry St, Southbridge, MA 01550
$1,100,000
21 beds7 baths5,412 sq ft
102 Sayles St, Southbridge, MA 01550
$489,000
8 beds4 baths3,124 sq ft
62 Coombs St, Southbridge, MA 01550
$1,200,000
15 beds7 baths8,328 sq ft
9-11,17-19 Summer St, Southbridge, MA 01550
OPEN SUN, 12PM TO 1:30PM
$465,000
3 beds2.5 baths2,116 sq ft
1235 Eastford Rd, Southbridge, MA 01550
OPEN SAT, 3PM TO 5PM
$315,000
4 beds1 bath1,460 sq ft
26 Benefit St, Southbridge, MA 02710
See all

Provided by Redfin

Sale history for 66 Hillside Rd

Date

Event

Price

MLS PIN #71927802

Mar 21, 2016

Sold

$235,000

$126/sq ft

Feb 3, 2016

Pending

—

Nov 4, 2015

Listed

$239,900

$128/sq ft

MLS PIN #70122861

Mar 15, 2005

Sold

$295,000

$158/sq ft

Dec 20, 2004

Listing Removed

—

Dec 3, 2004

Listed

$295,000

$158/sq ft

Outstanding Royal Barry Wills Cape - Hardwood floors - Sliders in LR and DR to large deck overlooking woods. Exquisite private setting - New roof - Custom built by one of areas finest builders. Spacious Enclosed breezeway - great for summer entertaning. Front to back fireplaced living room. Potential family room in basement with 2nd fireplace.1st floor den could be used as 3rd bedroom. Large cedar closets. Many custom features. In very desirable neighborhood.

Year

Property tax

Land + Additions

Assessment*

2023

$5,504 (+5.6%)

$55,200 + $292,300

$347,500

2022

$5,211 (−1.4%)

$47,100 + $244,000

$291,100

2021

$5,284 (+7.5%)

$47,100 + $224,700

$271,800

2020

$4,917 (+9.5%)

$47,100 + $205,300

$252,400

2018

$4,490 (+1.7%)

$49,100 + $167,300

$216,400

2017

$4,414 (+6.1%)

$45,100 + $169,500

$214,600

2016

$4,161 (−0.2%)

$49,100 + $156,800

$205,900

2015

$4,170 (+7.4%)

$49,100 + $155,700

$204,800

2014

$3,883 (+2.1%)

$49,100 + $148,600

$197,700

2013

$3,803 (+6.3%)

$49,100 + $156,800

$205,900

2012

$3,577 (+3.5%)

$47,900 + $152,700

$200,600

2011

$3,455 (+2.6%)

$48,900 + $152,700

$201,600

2010

$3,369 (+2.7%)

$52,800 + $169,400

$222,200

2009

$3,279

$65,700 + $194,300

$260,000

Tax history for 66 Hillside Rd

Year

Property tax

Land + Additions

Assessment*

2023

$5,504 (+5.6%)

$55,200 + $292,300

$347,500

2022

$5,211 (−1.4%)

$47,100 + $244,000

$291,100

2021

$5,284 (+7.5%)

$47,100 + $224,700

$271,800

2020

$4,917 (+9.5%)

$47,100 + $205,300

$252,400

2018

$4,490 (+1.7%)

$49,100 + $167,300

$216,400

2017

$4,414 (+6.1%)

$45,100 + $169,500

$214,600

2016

$4,161 (−0.2%)

$49,100 + $156,800

$205,900

2015

$4,170 (+7.4%)

$49,100 + $155,700

$204,800

2014

$3,883 (+2.1%)

$49,100 + $148,600

$197,700

2013

$3,803 (+6.3%)

$49,100 + $156,800

$205,900

2012

$3,577 (+3.5%)

$47,900 + $152,700

$200,600

2011

$3,455 (+2.6%)

$48,900 + $152,700

$201,600

2010

$3,369 (+2.7%)

$52,800 + $169,400

$222,200

2009

$3,279

$65,700 + $194,300

$260,000

*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

Stories

Lot width

—

Lot depth

—

Lot size

1.6 Acres

Year renovated

—

Sq. Ft.

1,872

Year built

1942

Style

Single Family Residential

County

Worcester County

APN

3980481

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 20, 2023.

Property details

Parking

Parking Information
Has Garage
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 4
AttachedGarageYN: Yes
Parking Features: Attached, Off Street

Interior

Master Bedroom Information
Level: Second
Features: Flooring - Hardwood

Bedroom #2 Information
Level: Second
Features: Flooring - Hardwood

Bathroom Information
# of Bathrooms (Full): 2

Bathroom #1 Information
Level: First

Bathroom #2 Information
Level: Second

Living Room Information
Level: First
Features: Flooring - Hardwood

Family Room Information
Level: Basement
Features: Wood / Coal / Pellet Stove

Dining Room Information
Level: First
Features: Flooring - Hardwood,French Doors

Kitchen Information
Level: First
Features: Exterior Access

Basement Information
Basement: Full, Partially Finished, Walk-Out Access, Concrete

Laundry Information
Laundry Features: In Basement

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 2
Fireplace Features: Family Room, Living Room

Interior Features
# of Rooms (Total): 6
Window Features: Insulated Windows
Flooring: Hardwood

Exterior

Building Information
Building Area (Total): 1,872
Foundation Area: 936
Foundation Details: Stone
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual
Color: Latte

Exterior Features
Roof: Shingle
Patio And Porch Features: Porch - Enclosed, Deck - Wood
Exterior Features: Porch - Enclosed, Deck - Wood, Storage

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 1.6
Lot Features: Wooded
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $4,170
Tax Year: 2015

Utilities

Utility Information
Sewer: Public Sewer
Water Source: Public
Electric: Circuit Breakers

Heating & Cooling
Has Heating
Has Cooling
Heating: Hot Water, Oil
Cooling: Window Unit(s)

Location

Location Information
Directions: Main to Elm to Eastford, right onto Durfee, right onto Hillside.
UnparsedAddress: 66 Hillside Rd, Southbridge MA 01550

Community Information
Senior CommunityYN: No
Community Features: Golf, Medical Facility, Private School

Public facts

Beds: 2
Baths: 2.0
Sq. Ft.: 1,872
Stories: 2.0
Lot Size: 1.6 acres
Style: Single Family Residential
Year Built: 1942
Year Renovated: —
County: Worcester County
APN: 3980481

Home facts updated by county records on Jul 20, 2023

Other

Listing Information
StandardStatus: Closed

Around this home

Schools

Eastford Road School

Public PreK-1 • Assigned • 0.3mi

Southbridge Middle School

Public 6-8 • Assigned • 2.2mi

6/10

Southbridge High School

Public 9-12 • Assigned • 2.2mi

1/10

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

3/10 Heat Factor

7 days above 93° expected this year, 15 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

2/10 Air Factor

2 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Southbridge, MA • 01550

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 8.9 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

8.9 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$452,000 – $547,000

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Nearby similar homes

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Home values near 66 Hillside Rd

Data from public records.

Address	Redfin Estimate
37 Hillside Road, Southbridge, MA 3 Beds \| 2.5 Baths \| 2972 Sq. Ft.	$545,448
26 Hillside Road, Southbridge, MA 4 Beds \| 2 Baths \| 2217 Sq. Ft.	$475,829

Address	Redfin Estimate
25 Hillside Road, Southbridge, MA 3 Beds \| 2.5 Baths \| 2292 Sq. Ft.	$540,576
40 Hillside Road, Southbridge, MA 3 Beds \| 1.5 Baths \| 2193 Sq. Ft.	$481,618

Address	Redfin Estimate
8 Hillside Road, Southbridge, MA 4 Beds \| 3 Baths \| 3457 Sq. Ft.	$651,024
72 Hillside Road, Southbridge, MA 2 Beds \| 1 Baths \| 1703 Sq. Ft.	$244,401

Property information provided by MLS PIN when last listed in 2015. This data may not match . Learn more.

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