Google street view image for 258 New Boston Rd, Sturbridge, MA 01566

Off market

$402,750

•

2.5 ba

•

1,496

sq ft

258 New Boston Rd, Sturbridge, MA 01566

About this home

258 New Boston Rd is a 1,496 square foot house on a 1.4 acre lot with 4 bedrooms and 2.5 bathrooms. Based on Redfin's Sturbridge data, we estimate the home's value is $402,750.

Single-familyProperty Type

1965Year Built

1.4 acresLot Size

$269Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$402,750

$0 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 20.3% lower than the average sale price ($505K) of 6 comparable homes.

SOLD MAY 22, 2026
$475,000
A
4 beds2 baths1,500 sq ft
208 New Boston Rd, Sturbridge, MA 01566
SOLD AUG 11, 2026
$490,000
B
3 beds2 baths1,800 sq ft
135 Walker Pond Rd, Sturbridge, MA 01566
SOLD JUL 29, 2026
$520,000
C
4 beds2 baths1,706 sq ft
8 Stoneybrook Dr, Sturbridge, MA 01566
SOLD MAY 29, 2026
$540,000
D
4 beds2.5 baths2,080 sq ft
13 Woodlawn Dr, Sturbridge, MA 01566
SOLD JUN 8, 2026
$470,000
E
4 beds2 baths1,751 sq ft
200 New Boston Rd, Sturbridge, MA 01566
SOLD SEP 28, 2026
$536,000
F
4 beds2 baths1,848 sq ft
17 Gardner Ave, Sturbridge, MA 01566

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Earn from this home

Sell

$381,790

Est. take-home

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Rent

$2,685/mo

Redfin rental estimate

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Market trends in 01566, MA

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.6%

+0.0% MoM

Median sale price

$520K

$16K MoM

Avg. days on market

21d

0 days MoM

Recently sold homes

3 MoM

New listings for sale

$399,000
2 beds3 baths2,104 sq ft
16 Bentwood Dr #16, Sturbridge, MA 01566
$384,000
2 beds2.5 baths1,876 sq ft
66 Bentwood Dr #66, Sturbridge, MA 01566
$625,000
4 beds3 baths2,564 sq ft
329 New Boston Rd, Sturbridge, MA 01566
$456,900
2 beds2 baths1,493 sq ft
24 Pinrock Dr, Sturbridge, MA 01566
3D WALKTHROUGH
$569,900
4 beds2.5 baths2,213 sq ft
74 Old Farm Rd, Sturbridge, MA 01566
$465,000
3 beds2 baths2,325 sq ft
139 Podunk Rd, Sturbridge, MA 01566
OPEN TUE, 5PM TO 6:30PM
$520,000
4 beds2 baths2,200 sq ft
14 Old Village Rd, Sturbridge, MA 01566
$499,900
3 beds1.5 baths1,905 sq ft
107 Cedar St, Sturbridge, MA 01518
See all

Provided by Redfin

Sale history for 258 New Boston Rd

As the MLS and public records start to fill up, we'll list the details here.

Year

Property tax

Land + Additions

Assessment*

2023

$4,268 (+13.5%)

$73,300 + $162,900

$236,200

2021

$3,760

$66,300 + $148,000

$214,300

2020

$3,760 (+3.6%)

$63,300 + $134,400

$197,700

2019

$3,629 (+4.3%)

$65,000 + $124,500

$189,500

2018

$3,480 (+4.3%)

$61,900 + $117,100

$179,000

2017

$3,335 (+2.4%)

$59,800 + $112,100

$171,900

2015

$3,257 (+4.2%)

$58,000 + $111,300

$169,300

2014

$3,126 (+4.3%)

$58,000 + $104,800

$162,800

2013

$2,998

$64,100 + $102,900

$167,000

2012

$3,001 (+5.7%)

$64,100 + $106,100

$170,200

2011

$2,840 (+4.6%)

$64,100 + $111,300

$175,400

2010

$2,716 (+6.0%)

$71,500 + $115,200

$186,700

2009

$2,562

$84,100 + $118,300

$202,400

Tax history for 258 New Boston Rd

Year

Property tax

Land + Additions

Assessment*

2023

$4,268 (+13.5%)

$73,300 + $162,900

$236,200

2021

$3,760

$66,300 + $148,000

$214,300

2020

$3,760 (+3.6%)

$63,300 + $134,400

$197,700

2019

$3,629 (+4.3%)

$65,000 + $124,500

$189,500

2018

$3,480 (+4.3%)

$61,900 + $117,100

$179,000

2017

$3,335 (+2.4%)

$59,800 + $112,100

$171,900

2015

$3,257 (+4.2%)

$58,000 + $111,300

$169,300

2014

$3,126 (+4.3%)

$58,000 + $104,800

$162,800

2013

$2,998

$64,100 + $102,900

$167,000

2012

$3,001 (+5.7%)

$64,100 + $106,100

$170,200

2011

$2,840 (+4.6%)

$64,100 + $111,300

$175,400

2010

$2,716 (+6.0%)

$71,500 + $115,200

$186,700

2009

$2,562

$84,100 + $118,300

$202,400

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Property details

Interior

Bathroom Information
# of Full Baths: 2
# of 1/2 Baths: 1

Heating & Cooling
Heating Type: Forced Hot Water

Room Information
# of Rooms: 7

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Colonial
Exterior Wall: Vinyl
Roof Shape Type: Gambrel

Property Information
Living Sq. Ft: 1,496
Gross Sq. Ft: 1,640
# of Units: 1
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 60,984
Municipality Name: STURBRIDGE
Acres: 1.4
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 4
Baths: 2.5
Sq. Ft.: 1,496
Stories: 2.0
Lot Size: 1.4 acres
Style: Single Family Residential
Year Built: 1965
Year Renovated: —
County: Worcester County
APN: 1703974

Home facts updated by county records on Jul 21, 2023

Around this home

Schools

Burgess Elementary School

Public PreK-6 • Assigned • 2.2mi

7/10

Tantasqua Regional Junior High School

Public 7-8 • Assigned • 2.7mi

5/10

Tantasqua Regional Senior High School

Public 9-12 • Assigned • 2.9mi

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

$383,000 – $464,000

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Nearby similar homes

$139,900

Land— sq ft

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27 Hillside Dr, Sturbridge, MA 01566

New listings for sale in 01566

$399,000

2 beds3 baths2,104 sq ft

16 Bentwood Dr #16, Sturbridge, MA 01566

$384,000

2 beds2.5 baths1,876 sq ft

66 Bentwood Dr #66, Sturbridge, MA 01566

$625,000

4 beds3 baths2,564 sq ft

329 New Boston Rd, Sturbridge, MA 01566

$456,900

2 beds2 baths1,493 sq ft

24 Pinrock Dr, Sturbridge, MA 01566

3D WALKTHROUGH

$569,900

4 beds2.5 baths2,213 sq ft

74 Old Farm Rd, Sturbridge, MA 01566

$465,000

3 beds2 baths2,325 sq ft

139 Podunk Rd, Sturbridge, MA 01566

OPEN TUE, 5PM TO 6:30PM

$520,000

4 beds2 baths2,200 sq ft

14 Old Village Rd, Sturbridge, MA 01566

$499,900

3 beds1.5 baths1,905 sq ft

107 Cedar St, Sturbridge, MA 01518

Home values near 258 New Boston Rd

Data from public records.

Address	Redfin Estimate
264 New Boston Rd, Sturbridge, MA 3 Beds \| 2.5 Baths \| 1692 Sq. Ft.	$440,191
271 New Boston Rd, Sturbridge, MA 4 Beds \| 2 Baths \| 2025 Sq. Ft.	$500,254

Address	Redfin Estimate
253 New Boston Rd, Sturbridge, MA 3 Beds \| 3 Baths \| 1778 Sq. Ft.	$513,584
269 New Boston Rd, Sturbridge, MA 3 Beds \| 2.5 Baths \| 1739 Sq. Ft.	$449,630

Address	Redfin Estimate
252 New Boston Rd, Sturbridge, MA 3 Beds \| 1.5 Baths \| 2425 Sq. Ft.	$549,843
281 New Boston Rd, Sturbridge, MA 3 Beds \| 1 Baths \| 1056 Sq. Ft.	$373,742

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