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- 1.1 mi
Southbridge Academy
9-12 · Special Education · Southbridge School District
21 students · 9.6:1 student–teacher
1.7 mi
Trinity Catholic Academy
PK-8 · Regular
109 students · 11.0:1 student–teacher
1.8 mi
Eastford Road School
PK-1 · Regular · Southbridge School District
397 students · 15.3:1 student–teacher
2.0 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 2.3 mi
Burgess Elementary School
PK-6 · Regular · Sturbridge School District
842 students · 12.0:1 student–teacher
Burgess Elementary School school rating: B- 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- 2.5 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: 9 restaurants and cafés, 2 grocery stores, and 16 parks and green spaces.

Place data from OpenStreetMap.

Food & drink

Dunkin
Main Street
0.6 mi
Annie's Country Kitchen
American restaurant · Main Street
0.7 mi
Teddy G's Pub & Grill
0.8 mi
Condesa
Mexican restaurant
1.0 mi
Burrito Hut
Mexican restaurant · Main Street
1.2 mi
Great Oak Pizza
Main Street
1.2 mi
May Garden Restaurant
Chinese restaurant · Main Street
1.3 mi
Domino's
Main Street
1.4 mi

Groceries

Shaw's
0.9 mi
Big Bunny Market
Main Street
1.2 mi

Parks & recreation

Kelly Road Pond
0.7 mi
Westville Lake
0.8 mi
Shattuck Road Pond
1.0 mi
Michael A. Veshia Playground
1.1 mi
Quinebaug River Reservoir
1.2 mi
Hobbs Brook
1.2 mi
Walcott Street Playground
1.3 mi
Upper Hamant Pond
1.4 mi

The 01566 market

Homes for sale: 35
Median list price: $456,900

Similar homes nearby

See all in 01566

New26Active
$395,000
2 bd · 2 ba · 1,166 sqft
20 Charlton St, 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

96 Shepard Road, Sturbridge MA 01566

2

Beds

1

Baths

1,179

Sqft

1970

Year built

Estimated value: $324,688

Range $314,407 – $334,969 · as of July 14, 2026

How this estimate has moved

ATTOM automated valuation model · 54 published estimates over 6.5 years · shaded band is the model's own published low-to-high range

$217,341 January 2020$324,688 July 2026

Highest reading $347,075 in February 2026; lowest $212,749 in April 2020. The vertical scale starts at the series' own low, not at zero — it is drawn to show movement, not absolute size.

Public records

2 beds
1 baths
1,179 sqft
38,768 sqft lot
Built 1970
Stories: 1
Use: RESIDENTIAL
APN STUR M:575 B:000 L:3827-096

Estimate your monthly payment

Home price

Down payment (20%)

$64,938

Loan term

Interest rate (%)

Property tax (%/yr)

Home insurance ($/yr)

HOA ($/mo)

Estimated monthly payment

$2,148/mo

Principal & interest$1,733

Property tax$298

Home insurance$117

Loan amount $259,750. Estimate only — your actual rate and payment depend on credit, location, and lender.

Tax history

2025 roll

Land: $104,500
Structure: $169,200
Assessed total: $273,700
County market value: $327,845
Property tax billed: $4,360

Sale & deed history

April 24, 2020Arm's-length$140,000
September 1, 2005Arm's-length$210,000
June 29, 2001Arm's-length$130,000
September 11, 1998Arm's-length$99,900

The 01566 market

Homes for sale: 35
Median list price: $456,900

Nearby schools

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

Similar homes nearby

See all in 01566

New26Active
$395,000
2 bd · 2 ba · 1,166 sqft
20 Charlton St, Sturbridge, MA

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

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

New42Active

$289,900

1 bd · 1 ba · 920 sqft

7 Crescent Way #101, Sturbridge, MA

Cynthia Sowa Forgit · Keller Williams Pinnacle Central

42Active

$375,000

2 bd · 2 ba · 1,788 sqft

92 Colonial Dr #92, Sturbridge, MA

The Icon Group · Keller Williams Pinnacle MetroWest

Price Reduced40Active

$379,900

3 bd · 1 ba · 1,012 sqft

44 New Boston Road, Sturbridge, MA

Cecelia Powers · RE/MAX Generations

1Active

$379,900

3 bd · 3 ba · 1,560 sqft

16 Charlton St, Sturbridge, MA

Gracellen Riel · RE/MAX Prof Associates

Price Reduced42Active

$365,000

3 bd · 2 ba · 1,404 sqft

18 Fiske Hill Rd, Sturbridge, MA

Kathleen Sposato · Sposato Realty Group

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: 2026-09-29 07:30:00 UTC