OFF MARKET

Off Market Oct 2024 for $499K

$586,600

Est. refi paymentEst. refi $800/mo

•

2,539

sq ft

66 New Boston Rd, Sturbridge, MA 01566

About this home

Bursting at the seams where you live now? Take a look at a surprising Sturbridge property--big on space and value! Over 2500 sq ft, this Transitional brick charmer offers flexibility for growth or multigenerational needs, with living spaces, bedrooms and baths on two levels. On the main, large-character filled rooms offer something for everyone, starting with the oversized Living Room with working fireplace and sunny 3-season Porch. The Dining Room with custom built-in cabinet and eat-in Kitchen, roomy enough for an island, can host holiday or everyday meals. A wood paneled Office/Den, large Bedroom with Dressing Area and updated full Bath complete the 1st floor. The bright, airy 2nd floor has a full bath, 2 extra-large Bedrooms and huge Bonus Room with private Sunroom and deck! Hardwood floors, full Basement, 2 car Garage, wooded 1.77 Acre lot with generous side play yard, plus town water and easy access to 1-90 and I-84 add lots of value to this special must-see property.

Single-familyProperty Type

1952Year Built

1.77 acresLot Size

$231Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Lorraine Herbert • RE/MAX Prof Associates

Bought with The Allain Group • Compass

Redfin checked: 2 minutes ago

•Source:MLS PIN #73244704

Redfin Estimate

$586,600

$87K since sold in October 2024$4,000 since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 6.6% higher than the average sale price ($550K) of 6 comparable homes.

SOLD MAY 7, 2026
$475,000
A
3 beds2 baths1,720 sq ft
22 Number 10 Schoolhouse Rd, Charlton, MA 01507
SOLD JUN 8, 2026
$622,000
B
3 beds2 baths2,541 sq ft
58 Shattuck Rd, Sturbridge, MA 01566
SOLD JUN 30, 2026
$582,900
C
3 beds2.5 baths2,183 sq ft
76 Fiske Hill Rd, Sturbridge, MA 01566
SOLD JUN 24, 2026
$482,000
D
3 beds2 baths1,840 sq ft
8 Old Farm Rd, Sturbridge, MA 01566
SOLD APR 10, 2026
$615,000
E
3 beds2 baths2,277 sq ft
7 Woodlawn Dr, Sturbridge, MA 01566
SOLD JUN 15, 2026
$525,000
F
3 beds2 baths2,259 sq ft
292 Cedar St, Fiskdale, MA 01518

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Earn from this home

Sell

$169,528

Est. take-home

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Refinance

Est. cash available

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Rent

$3,272/mo

Redfin rental estimate

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Market trends in 01566, MA

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.7%

+1.3% MoM

Median sale price

$478K

$17K MoM

Avg. days on market

32d

7 days MoM

Recently sold homes

2 MoM

New listings for sale

OPEN SAT, 11AM TO 12:30PM
$700,000
4 beds3.5 baths3,206 sq ft
61 Breakneck Rd, Sturbridge, MA 01566
OPEN SAT, 11AM TO 1PM
$619,900
3 beds2.5 baths2,413 sq ft
55 S Shore Dr, Sturbridge, MA 01566
OPEN SAT, 10AM TO 11:30AM
$334,900
2 beds1 bath676 sq ft
83 New Boston Rd, Sturbridge, MA 01566
$350,000
3 beds2.5 baths1,809 sq ft
51 Ridge Way, Sturbridge, MA 01566
OPEN SAT, 11AM TO 1PM
$549,900
4 beds3 baths2,586 sq ft
4 Williams Rd, Sturbridge, MA 01566
$399,900
2 beds2 baths1,493 sq ft
3 Rose Ln, Sturbridge, MA 01566
See all

Provided by Redfin

Sale history for 66 New Boston Rd

Date

Event

Price

MLS PIN #73244704

Oct 29, 2024

Sold

$499,900

$197/sq ft

Sep 25, 2024

Contingent

—

Jul 30, 2024

Relisted

—

Jul 20, 2024

Contingent

—

Jul 15, 2024

Price Changed

$499,900

$197/sq ft

Jun 29, 2024

Price Changed

$509,900

$201/sq ft

Jun 20, 2024

Price Changed

$524,900

$207/sq ft

Jun 11, 2024

Price Changed

$533,900

$210/sq ft

May 30, 2024

Listed

$543,900

$214/sq ft

MLS PIN #19040588

May 18, 1993

Sold

$80,000

$32/sq ft

Jan 14, 1993

Listed

$97,500

$38/sq ft

Public Records

Feb 17, 1989

Sold

$127,500

$50/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$6,496 (+14.1%)

$74,600 + $284,900

$359,500

2021

$5,693

$67,600 + $258,700

$326,300

2020

$5,693 (+12.4%)

$64,600 + $234,700

$299,300

2019

$5,065 (+3.2%)

$66,300 + $198,200

$264,500

2018

$4,907 (+4.4%)

$63,200 + $189,200

$252,400

2017

$4,701 (+5.1%)

$61,100 + $181,200

$242,300

2015

$4,471 (+4.8%)

$59,300 + $173,100

$232,400

2014

$4,266 (+3.0%)

$59,300 + $162,900

$222,200

2013

$4,141 (+0.9%)

$65,400 + $165,300

$230,700

2012

$4,103 (+5.2%)

$65,400 + $167,300

$232,700

2011

$3,902 (+5.2%)

$65,400 + $175,600

$241,000

2010

$3,709 (+9.4%)

$73,200 + $181,700

$254,900

2009

$3,390

$86,100 + $181,700

$267,800

Tax history for 66 New Boston Rd

Year

Property tax

Land + Additions

Assessment*

2023

$6,496 (+14.1%)

$74,600 + $284,900

$359,500

2021

$5,693

$67,600 + $258,700

$326,300

2020

$5,693 (+12.4%)

$64,600 + $234,700

$299,300

2019

$5,065 (+3.2%)

$66,300 + $198,200

$264,500

2018

$4,907 (+4.4%)

$63,200 + $189,200

$252,400

2017

$4,701 (+5.1%)

$61,100 + $181,200

$242,300

2015

$4,471 (+4.8%)

$59,300 + $173,100

$232,400

2014

$4,266 (+3.0%)

$59,300 + $162,900

$222,200

2013

$4,141 (+0.9%)

$65,400 + $165,300

$230,700

2012

$4,103 (+5.2%)

$65,400 + $167,300

$232,700

2011

$3,902 (+5.2%)

$65,400 + $175,600

$241,000

2010

$3,709 (+9.4%)

$73,200 + $181,700

$254,900

2009

$3,390

$86,100 + $181,700

$267,800

*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

1.77 Acres

Year renovated

—

Sq. Ft.

2,539

Year built

1952

Style

Single Family Residential

County

Worcester County

APN

1704054

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 21, 2023.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 4
AttachedGarageYN: Yes
Parking Features: Under, Garage Door Opener, Paved Drive, Off Street, Paved

Interior

Bedroom Information
Main Level Bedrooms: 1

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

Bedroom #2 Information
Level: Second
Features: Ceiling Fan(s),Walk-In Closet(s),Flooring - Hardwood

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

Bathroom Information
# of Bathrooms (Full): 2
Main Level Bathrooms: 1

Bathroom #1 Information
Level: Main,First
Features: Bathroom - Full,Flooring - Stone/Ceramic Tile,Remodeled

Bathroom #2 Information
Level: Second
Features: Bathroom - Full,Flooring - Hardwood

Living Room Information
Level: Main,First
Features: Walk-In Closet(s),Closet,Flooring - Hardwood,Exterior Access

Dining Room Information
Level: Main,First
Features: Closet/Cabinets - Custom Built,Flooring - Hardwood

Kitchen Information
Level: Main,First
Features: Ceiling Fan(s),Dining Area,Exterior Access

Office Room Information
Level: Main
Features: Closet,Flooring - Hardwood

Basement Information
Basement: Full, Interior Entry, Garage Access, Concrete, Unfinished

Laundry Information
Laundry Features: In Basement, Electric Dryer Hookup, Washer Hookup

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

Interior Features
# of Rooms (Total): 8
Door Features: Storm Door(s)
Window Features: Insulated Windows
Flooring: Wood, Tile, Other, Flooring - Hardwood
Interior Features: Closet, Bathroom - Full, Ceiling Fan(s), Home Office, Bonus Room

Exterior

Building Information
Building Area (Total): 2,539
Foundation Area: 1,080
Foundation Details: Block
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual,Renovated Since
Color: beige

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

Property Information
Accessibility Features: No
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 1.77
Frontage Length: 166
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $7,057
Tax Year: 2024

Utilities

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

Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Baseboard, Oil
Cooling: Window Unit(s)

Location

Location Information
Directions: Rt 20 to New Boston Rd, Sign
UnparsedAddress: 66 New Boston Rd, Sturbridge MA 01566

Community Information
Senior CommunityYN: No
Community Features: Walk/Jog Trails, Medical Facility, Conservation Area, Highway Access, Public School

Public facts

Beds: 4
Baths: 2.0
Sq. Ft.: 2,539
Stories: 2.0
Lot Size: 1.77 acres
Style: Single Family Residential
Year Built: 1952
Year Renovated: —
County: Worcester County
APN: 1704054

Home facts updated by county records on Jul 21, 2023

Other

Miscellaneous Information
Heat Zones: 2

Listing Information
Exclusions: Team Member Related To Seller.
StandardStatus: Closed

Around this home

Schools

Burgess Elementary School

Public PreK-6 • Assigned • 0.7mi

7/10

Tantasqua Regional Junior High School

Public 7-8 • Assigned • 3.6mi

5/10

Tantasqua Regional Senior High School

Public 9-12 • Assigned • 3.8mi

8/10

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, 16 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

Sturbridge, MA • 01566

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

$558,000 – $675,000

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New listings for sale in 01566

OPEN SAT, 11AM TO 12:30PM3D WALKTHROUGH

$700,000

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61 Breakneck Rd, Sturbridge, MA 01566

OPEN SAT, 11AM TO 1PM3D WALKTHROUGH

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OPEN SAT, 10AM TO 11:30AM

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83 New Boston Rd, Sturbridge, MA 01566

$350,000

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51 Ridge Way, Sturbridge, MA 01566

OPEN SAT, 11AM TO 1PM

$549,900

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Home values near 66 New Boston Rd

Data from public records.

Address	Redfin Estimate
66 New Boston Rd Apartment A, Sturbridge, MA 3 Beds \| 2.5 Baths \| 2160 Sq. Ft.	$574,799
55 New Boston Rd, Sturbridge, MA 2 Beds \| 2.5 Baths \| 1792 Sq. Ft.	$439,266

Address	Redfin Estimate
64 New Boston Rd, Sturbridge, MA 3 Beds \| 1 Baths \| 1028 Sq. Ft.	$361,341
73 New Boston Rd, Sturbridge, MA 4 Beds \| 1.5 Baths \| 2032 Sq. Ft.	$543,988

Address	Redfin Estimate
62 New Boston Rd, Sturbridge, MA 3 Beds \| 1 Baths \| 1192 Sq. Ft.	$368,430
72 New Boston Rd, Sturbridge, MA 4 Beds \| 2.5 Baths \| 2250 Sq. Ft.	$673,428

Property information provided by MLS PIN when last listed in 2024. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 01566, MA

Sale history for 66 New Boston Rd

Tax history for 66 New Boston Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 01566

Home values near 66 New Boston Rd

More real estate resources