Location

Nearby schools

School ratings (A+ to F) from HJN community data.

West Street School
2-5 · Regular · Southbridge School District
323 students · 11.2:1 student–teacher
West Street School school rating: D- 1.5 mi
Old Sturbridge Academy Charter Public School
KG-8 · Regular · Old Sturbridge Academy Charter Public School
356 students · 14.5:1 student–teacher
Old Sturbridge Academy Charter Public School school rating: C 1.8 mi
Burgess Elementary School
PK-6 · Regular · Sturbridge School District
842 students · 12.0:1 student–teacher
Burgess Elementary School school rating: B- 1.9 mi
Trinity Catholic Academy
PK-8 · Regular
109 students · 11.0:1 student–teacher
2.0 mi
Southbridge Academy
9-12 · Special Education · Southbridge School District
21 students · 9.6:1 student–teacher
2.0 mi
Eastford Road School
PK-1 · Regular · Southbridge School District
397 students · 15.3:1 student–teacher
2.4 mi
Charlton Street School
2-5 · Regular · Southbridge School District
288 students · 13.7:1 student–teacher
Charlton Street School school rating: D- 2.6 mi
Southbridge Middle School
6-8 · Regular · Southbridge School District
380 students · 9.3:1 student–teacher
Southbridge Middle School school rating: B- 3.4 mi

Nearby places

Within 2 miles of this home: 27 restaurants and cafés, 2 grocery stores, and 23 parks and green spaces.

Place data from OpenStreetMap.

Food & drink

Annie's Country Kitchen
American restaurant · Main Street
0.2 mi
Teddy G's Pub & Grill
0.2 mi
Dunkin
Main Street
0.3 mi
Condesa
Mexican restaurant
0.4 mi
Publick House Dining Room
1.0 mi
Great Oak Pizza
Main Street
1.4 mi
May Garden Restaurant
Chinese restaurant · Main Street
1.4 mi
Burrito Hut
Mexican restaurant · Main Street
1.4 mi

Groceries

Shaw's
0.3 mi
Big Bunny Market
Main Street
1.4 mi

Parks & recreation

Hobbs Brook
0.7 mi
Kelly Road Pond
0.8 mi
Shattuck Road Pond
1.0 mi
Sturbridge Town Common
1.1 mi
Pond Hole
1.2 mi
Lower Hamant Pond
1.2 mi
Westville Lake
1.3 mi
Upper Hamant Pond
1.3 mi

The 01566 market

Homes for sale: 36
Median list price: $456,900

Similar homes nearby

See all in 01566

New13Active
$456,900
2 bd · 2 ba · 1,493 sqft
24 Pinrock Drive, Sturbridge, MA

Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

No listing photos

12 Shepard Road, Sturbridge MA 01566

3

Beds

1.5

Baths

1,660

Sqft

1947

Year built

Estimated value: $391,049

Range $379,419 – $402,679 · as of July 14, 2026

How this estimate has moved

ATTOM automated valuation model · 53 published estimates over 6.5 years · shaded band is the model's own published low-to-high range

$254,539 January 2020$391,049 July 2026

Highest reading $447,767 in July 2024; lowest $254,539 in January 2020. The vertical scale starts at the series' own low, not at zero — it is drawn to show movement, not absolute size.

Public records

3 beds
1.5 baths
1,660 sqft
27,443 sqft lot
Built 1947
Stories: 2
Use: RESIDENTIAL
APN STUR M:575 B:000 L:3437-012

Estimate your monthly payment

Home price

Down payment (20%)

$78,210

Loan term

Interest rate (%)

Property tax (%/yr)

Home insurance ($/yr)

HOA ($/mo)

Estimated monthly payment

$2,616/mo

Principal & interest$2,140

Property tax$358

Home insurance$117

Loan amount $312,839. Estimate only — your actual rate and payment depend on credit, location, and lender.

Tax history

2025 roll

Land: $95,500
Structure: $238,600
Assessed total: $334,100
County market value: $381,045
Property tax billed: $5,322

Sale & deed history

August 13, 2018Arm's-length$246,000
July 1, 2010Arm's-length$157,500
October 15, 2009Arm's-lengthCash$135,000
September 2, 2003Not an arm's-length transfer—
September 2, 2003Not an arm's-length transferCash$1
July 15, 2002Not an arm's-length transfer

—

December 21, 2001Not an arm's-length transfer—

April 25, 2001Not an arm's-length transfer—

October 4, 2000Not an arm's-length transfer—

April 29, 1996Arm's-length$85,000

The 01566 market

Homes for sale: 36
Median list price: $456,900

Nearby schools

School ratings (A+ to F) from HJN community data.

Similar homes nearby

See all in 01566

New13Active
$456,900
2 bd · 2 ba · 1,493 sqft
24 Pinrock Drive, Sturbridge, MA

Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

Justin Stelmok · J.W. Management & Sales, Inc.

34Active

$465,000

3 bd · 2 ba · 2,325 sqft

139 Podunk Rd, Sturbridge, MA

Lisa Boudreau · CR Premier Properties

26Active

$395,000

2 bd · 2 ba · 1,166 sqft

20 Charlton St, Sturbridge, MA

Jean M. Sullivan · Sullivan & Company Real Estate, Inc.

1Active

$379,900

3 bd · 3 ba · 1,560 sqft

16 Charlton St, Sturbridge, MA

Gracellen Riel · RE/MAX Prof Associates

Price Reduced40Active

$349,900

3 bd · 1 ba · 1,012 sqft

44 New Boston Road, Sturbridge, MA

Cecelia Powers · RE/MAX Generations

Price Reduced21Active

$429,900

3 bd · 1 ba · 2,091 sqft

212 Charlton Road, Sturbridge, MA

Julie-Ann Horrigan · RE/MAX Prof Associates

Sources for the nearby listings shown on this page

MLS Property Information Network (MLS PIN): The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
Listing information ©2026 MLS Property Information Network, Inc®. All Rights Reserved. Last Updated: 2026-10-05 18:10:00 UTC