Google street view image for 271 Main St, Sturbridge, MA 01566

Off market jul 1987 for $135K

$374,928

Est. refi paymentEst. refi $901/mo

•

1 ba

•

1,398

sq ft

271 Main St, Sturbridge, MA 01566

About this home

271 Main St is a 1,398 square foot house on a 0.4 acre lot with 4 bedrooms and 1 bathroom. - it last sold on July 02, 1987 for $135,000. Based on Redfin's Sturbridge data, we estimate the home's value is $374,928.

Single-familyProperty Type

1910Year Built

0.4 acresLot Size

$268Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$374,928

$240K since sold in July 1987$3,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 0.3% lower than the average sale price ($376K) of 6 comparable homes.

SOLD SEP 3, 2026
$350,000
A
4 beds1 bath1,583 sq ft
14 Beech St, Southbridge, MA 01550
SOLD JUL 14, 2026
$435,000
B
3 beds1.5 baths1,735 sq ft
46 Willard Rd, Sturbridge, MA 01566
SOLD AUG 26, 2026
$355,000
C
4 beds2 baths1,600 sq ft
36 Litchfield Ave, Southbridge, MA 01550
SOLD SEP 28, 2026
$536,000
D
4 beds2 baths1,848 sq ft
17 Gardner Ave, Sturbridge, MA 01566
SOLD APR 24, 2026
$319,900
E
4 beds1 bath1,664 sq ft
57 Old Sturbridge Rd, Southbridge, MA 01550
SOLD SEP 21, 2026
$260,000
F
3 beds1 bath1,069 sq ft
71 Shepard Rd, Sturbridge, MA 01566

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Earn from this home

Sell

$355,347

Est. take-home

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Refinance

Est. cash available

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Rent

$2,656/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

99.8%

0.8% MoM

Median sale price

$520K

$153 MoM

Avg. days on market

29d

8 days MoM

Recently sold homes

4 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 TODAY, 5PM TO 6:30PM
$520,000
4 beds2 baths2,200 sq ft
14 Old Village Rd, Sturbridge, MA 01566
See all

Provided by Redfin

Sale history for 271 Main St

Year

Property tax

Land + Additions

Assessment*

2023

$4,084 (+14.9%)

$58,200 + $167,800

$226,000

2021

$3,555

$53,100 + $152,600

$205,700

2020

$3,555 (+11.5%)

$50,700 + $136,200

$186,900

2019

$3,188 (+4.0%)

$52,200 + $114,300

$166,500

2018

$3,066 (+5.0%)

$49,700 + $108,000

$157,700

2017

$2,920 (+8.1%)

$47,700 + $102,800

$150,500

2015

$2,701 (+10.0%)

$46,400 + $94,000

$140,400

2014

$2,456 (+10.2%)

$46,400 + $81,500

$127,900

2013

$2,228 (+1.0%)

$53,300 + $70,800

$124,100

2012

$2,207 (−4.4%)

$53,300 + $71,900

$125,200

2011

$2,309 (+1.9%)

$53,300 + $89,300

$142,600

2010

$2,265 (+5.1%)

$59,200 + $96,500

$155,700

2009

$2,155

$69,600 + $100,600

$170,200

Tax history for 271 Main St

Year

Property tax

Land + Additions

Assessment*

2023

$4,084 (+14.9%)

$58,200 + $167,800

$226,000

2021

$3,555

$53,100 + $152,600

$205,700

2020

$3,555 (+11.5%)

$50,700 + $136,200

$186,900

2019

$3,188 (+4.0%)

$52,200 + $114,300

$166,500

2018

$3,066 (+5.0%)

$49,700 + $108,000

$157,700

2017

$2,920 (+8.1%)

$47,700 + $102,800

$150,500

2015

$2,701 (+10.0%)

$46,400 + $94,000

$140,400

2014

$2,456 (+10.2%)

$46,400 + $81,500

$127,900

2013

$2,228 (+1.0%)

$53,300 + $70,800

$124,100

2012

$2,207 (−4.4%)

$53,300 + $71,900

$125,200

2011

$2,309 (+1.9%)

$53,300 + $89,300

$142,600

2010

$2,265 (+5.1%)

$59,200 + $96,500

$155,700

2009

$2,155

$69,600 + $100,600

$170,200

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

Zoning

Historic Commercial District

The purpose of the Historic Commercial District HC is to allow for a mixture of residential and limited service, retail and cultural uses, while maintaining the integrity of the character of the nearby National Register Historic District NRHD. The HC District is defined on the Sturbridge Zoning Map and contains properties both within and surrounding the NRHD. It is the goal of this section to preserve and protect the distinctive and or historical characteristics of buildings and places through the maintenance and improvement of settings for such buildings and places and the encouragement of designs compatible therewith. Site layout and design should be done in a manner that respects the scale and design of existing neighborhoods and to fit into the streetscape

Permitted uses

Include but are not limited to:

Religious facility
Convenience store
General retail
Restaurant
Housing-Single unit
Hotel / motel
Office
Educational/school
Library
Museum / gallery

Property details

Interior

Basement Information
Basement Sq. Ft: 805

Bathroom Information
# of Full Baths: 1

Heating & Cooling
Heating Type: Forced Hot Water

Room Information
# of Rooms: 8

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Conventional
Exterior Wall: Wood Siding/Shingle
Roof Shape Type: Gable

Property Information
Living Sq. Ft: 1,398
Gross Sq. Ft: 2,805
# of Units: 1
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 17,424
Municipality Name: STURBRIDGE
Acres: 0.4
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 4
Baths: 1.0
Sq. Ft.: 1,398
Stories: 2.0
Lot Size: 0.4 acres
Style: Single Family Residential
Year Built: 1910
Year Renovated: —
County: Worcester County
APN: 1703616

Home facts updated by county records on Nov 27, 2024

Around this home

Schools

Burgess Elementary School

Public PreK-6 • Assigned • 1.0mi

7/10

Tantasqua Regional Junior High School

Public 7-8 • Assigned • 4.5mi

5/10

Tantasqua Regional Senior High School

Public 9-12 • Assigned • 4.6mi

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, 17 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

$357,000 – $432,000

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Nearby similar homes

$139,900

Land— sq ft

29 Whittemore Rd, Sturbridge, MA 01566

$899,900

4 beds3.5 baths2,650 sq ft

Lot A Sampson Rd, Charlton, MA 01507

$699,999

5 beds3 baths2,652 sq ft

47 Old Village Rd, Sturbridge, MA 01566

NEW CONSTRUCTION

$480,000

3 beds2 baths1,340 sq ft

Lot 29 Cournoyer Blvd, Southbridge, MA 01550

$749,900

3 beds3.5 baths2,900 sq ft

70 Ellis Rd, Southbridge, MA 01550

$798,800

4 beds2.5 baths2,480 sq ft

4 Meredith Way, Fiskdale, MA 01518

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 TODAY, 5PM TO 6:30PM

$520,000

4 beds2 baths2,200 sq ft

14 Old Village Rd, Sturbridge, MA 01566

Home values near 271 Main St

Data from public records.

Address	Redfin Estimate
267 Main Street, Sturbridge, MA 4 Beds \| 1.5 Baths \| 1960 Sq. Ft.	$390,124
272 Main Street, Sturbridge, MA 4 Beds \| 2.5 Baths \| 3133 Sq. Ft.	$843,220

Address	Redfin Estimate
269 Main Street, Sturbridge, MA 3 Beds \| 1 Baths \| 1214 Sq. Ft.	$347,312
266 Main Street, Sturbridge, MA 4 Beds \| 1.5 Baths \| 3312 Sq. Ft.	$643,778

Address	Redfin Estimate
274 Main Street, Sturbridge, MA 5 Beds \| 5.5 Baths \| 3843 Sq. Ft.	—
265 Main Street, Sturbridge, MA 3 Beds \| 2 Baths \| 1560 Sq. Ft.	$446,595

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GreatSchools Ratings provided by GreatSchools.org.

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