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
1.6 mi
Trinity Catholic Academy
PK-8 · Regular
109 students · 11.0:1 student–teacher
1.7 mi
Eastford Road School
PK-1 · Regular · Southbridge School District
397 students · 15.3:1 student–teacher
1.9 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
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
Burgess Elementary School
PK-6 · Regular · Sturbridge School District
842 students · 12.0:1 student–teacher
Burgess Elementary School school rating: B- 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- 3.3 mi

Nearby places

Within 2 miles of this home: 9 restaurants and cafés, 2 grocery stores, and 17 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
0.9 mi
Condesa
Mexican restaurant
1.1 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
1.2 mi
Domino's
Main Street
1.3 mi

Groceries

Shaw's
1.0 mi
Big Bunny Market
Main Street
1.1 mi

Parks & recreation

Westville Lake
0.7 mi
Kelly Road Pond
0.8 mi
Michael A. Veshia Playground
1.1 mi
Shattuck Road Pond
1.1 mi
Quinebaug River Reservoir
1.2 mi
Walcott Street Playground
1.3 mi
Cathy's Pond
1.3 mi
Hobbs Brook
1.3 mi

The 01566 market

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

Similar homes nearby

See all in 01566

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: 2026-10-02 07:30:00 UTC

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

No listing photos

101 Shepard Rd, Sturbridge MA 01566

4

Beds

3.5

Baths

1,722

Sqft

1996

Year built

Estimated value: $570,232

Range $547,236 – $593,228 · 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

$343,107 January 2020$570,232 July 2026

Highest reading $616,021 in July 2025; lowest $343,107 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

4 beds
3.5 baths
1,722 sqft
32,673 sqft lot
Built 1996
Stories: 2
Use: RESIDENTIAL
APN STUR M:575 B:000 L:3837-101

Estimate your monthly payment

Home price

Down payment (20%)

$114,046

Loan term

Interest rate (%)

Property tax (%/yr)

Home insurance ($/yr)

HOA ($/mo)

Estimated monthly payment

$3,761/mo

Principal & interest$3,121

Property tax$523

Home insurance$117

Loan amount $456,186. Estimate only — your actual rate and payment depend on credit, location, and lender.

Tax history

2025 roll

Land: $100,100
Structure: $388,900
Assessed total: $489,000
County market value: $456,380
Property tax billed: $7,790

Sale & deed history

December 18, 2020Arm's-length$385,000
December 23, 2010Not an arm's-length transfer—
March 30, 2009Arm's-length$260,000
March 30, 2009Not an arm's-length transfer—
April 18, 2008Not an arm's-length transfer—
June 27, 2007Not an arm's-length transfer—

August 4, 2003

Not an arm's-length transfer—

December 3, 2002Not an arm's-length transfer—

July 16, 2002Not an arm's-length transfer—

January 14, 2002Not an arm's-length transfer—