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- 1.0 mi
Southbridge Academy
9-12 · Special Education · Southbridge School District
21 students · 9.6:1 student–teacher
1.5 mi
Trinity Catholic Academy
PK-8 · Regular
109 students · 11.0:1 student–teacher
1.6 mi
Eastford Road School
PK-1 · Regular · Southbridge School District
397 students · 15.3:1 student–teacher
1.7 mi
Charlton Street School
2-5 · Regular · Southbridge School District
288 students · 13.7:1 student–teacher
Charlton Street School school rating: D- 2.4 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 2.6 mi
Burgess Elementary School
PK-6 · Regular · Sturbridge School District
842 students · 12.0:1 student–teacher
Burgess Elementary School school rating: B- 2.8 mi
Southbridge Middle School
6-8 · Regular · Southbridge School District
380 students · 9.3:1 student–teacher
Southbridge Middle School school rating: B- 3.2 mi

Nearby places

Within 2 miles of this home: 10 restaurants and cafés, 2 grocery stores, and 16 parks and green spaces.

Place data from OpenStreetMap.

Food & drink

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

Groceries

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

Parks & recreation

Westville Lake
0.5 mi
Michael A. Veshia Playground
0.9 mi
Kelly Road Pond
1.0 mi
Cathy's Pond
1.0 mi
Quinebaug River Reservoir
1.1 mi
Reservoir No. 1
1.2 mi
Walcott Street Playground
1.3 mi
Shattuck Road Pond
1.3 mi

The 01566 market

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

Similar homes nearby

See all in 01566

Price Reduced42Active
$439,900
3 bd · 2 ba · 2,050 sqft
37 Breakneck Rd, 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

154 Shepard Rd, Sturbridge MA 01566

4

Beds

2

Baths

1,971

Sqft

1972

Year built

Estimated value: $357,184

Range $326,396 – $387,972 · as of August 30, 2026

How this estimate has moved

ATTOM automated valuation model · 54 published estimates over 6.7 years · shaded band is the model's own published low-to-high range

$253,717 January 2020$357,184 August 2026

Highest reading $479,164 in July 2025; lowest $247,445 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

4 beds
2 baths
1,971 sqft
44,431 sqft lot
Built 1972
Stories: 1
Use: RESIDENTIAL
APN STUR M:575 B:000 L:3847-154

Estimate your monthly payment

Home price

Down payment (20%)

$71,437

Loan term

Interest rate (%)

Property tax (%/yr)

Home insurance ($/yr)

HOA ($/mo)

Estimated monthly payment

$2,407/mo

Principal & interest$1,963

Property tax$327

Home insurance$117

Loan amount $285,747. Estimate only — your actual rate and payment depend on credit, location, and lender.

Tax history

2026 roll

Land: $110,100
Structure: $288,800
Assessed total: $398,900
County market value: $466,542
Property tax billed: $6,223

Sale & deed history

October 30, 2020Arm's-length$299,900
May 29, 2015Arm's-length$205,000
December 1, 2011Arm's-length$170,000
December 9, 2005Not an arm's-length transferCash$1
October 10, 2003Not an arm's-length transfer—
February 3, 1995Not an arm's-length transfer—

The 01566 market

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

Nearby schools

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

Nearby places

Within 2 miles of this home: 10 restaurants and cafés, 2 grocery stores, and 16 parks and green spaces.

Place data from OpenStreetMap.

Food & drink

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

Groceries

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

Parks & recreation

Westville Lake
0.5 mi
Michael A. Veshia Playground
0.9 mi
Kelly Road Pond
1.0 mi
Cathy's Pond
1.0 mi
Quinebaug River Reservoir
1.1 mi
Reservoir No. 1
1.2 mi
Walcott Street Playground
1.3 mi
Shattuck Road Pond
1.3 mi

Location

Similar homes nearby

See all in 01566

Price Reduced42Active
$439,900
3 bd · 2 ba · 2,050 sqft
37 Breakneck Rd, Sturbridge, MA

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

Kenneth Olson · eXp Realty LLC - Corporate Office

Price Reduced42Active

$349,999

3 bd · 2 ba · 1,404 sqft

18 Fiske Hill Rd, Sturbridge, MA

Kathleen Sposato · Sposato Realty Group

Price Reduced20Active

$399,000

3 bd · 2 ba · 1,150 sqft

12 Fairground Rd, Sturbridge, MA

The Boston ONE Team · Serhant

32Active

$379,900

3 bd · 3 ba · 1,560 sqft

16 Charlton St, Sturbridge, MA

Gracellen Riel · RE/MAX Prof Associates

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: 2026-10-25 12:26:00 UTC