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- 2.7 mi
Southbridge Middle School
6-8 · Regular · Southbridge School District
380 students · 9.3:1 student–teacher
Southbridge Middle School school rating: B- 3.5 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
Burrito Hut
Mexican restaurant · Main Street
1.4 mi
May Garden Restaurant
Chinese 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
0.9 mi
Sturbridge Town Common
1.1 mi
Lower Hamant Pond
1.2 mi
Pond Hole
1.2 mi
Westville Lake
1.3 mi
Upper Hamant Pond
1.3 mi

Surveillance cameras near 20 Shepard Rd, Sturbridge

This home
CCTV camera
Rings at ½ mile and 1 mile. Basemap © OpenMapTiles © OpenStreetMap contributors.
Open the Sturbridge camera map

2 CCTV cameras mapped within 1 mile of this home. None within ½ mile. Nearest: 0.8 mi west. Operator named in the data: Massachusetts Department of Transportation.

Mapped devices by type and distance from this home
Device type	Within ½ mi	Within 1 mi
CCTV cameras	0	2

Community-reported via OpenStreetMap; may be incomplete. Data as of Nov 2, 2026. © OpenStreetMap contributors (ODbL)

About these devices

CCTV cameras are fixed video cameras that record a street, building or other area.

The 01566 market

Homes for sale: 34
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: 2026-11-02 08:05:00 UTC

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

No listing photos

20 Shepard Rd, Sturbridge MA 01566

4

Beds

3

Baths

2,543

Sqft

1946

Year built

Estimated value: $538,200

Range $442,500 – $583,000 · as of March 13, 2026

How this estimate has moved

ATTOM automated valuation model · 51 published estimates over 6.2 years · shaded band is the model's own published low-to-high range

$320,941 January 2020$538,200 March 2026

Highest reading $560,400 in January 2025; lowest $320,941 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 baths
2,543 sqft
24,829 sqft lot
Built 1946
Stories: 2
Use: RESIDENTIAL
APN STUR M:575 B:000 L:3437-020

Estimate your monthly payment

Home price

Down payment (20%)

$107,640

Loan term

Interest rate (%)

Property tax (%/yr)

Home insurance ($/yr)

HOA ($/mo)

Estimated monthly payment

$3,544/mo

Principal & interest$2,934

Property tax$493

Home insurance$117

Loan amount $430,560. Estimate only — your actual rate and payment depend on credit, location, and lender.

Tax history

2026 roll

Land: $96,800
Structure: $388,000
Assessed total: $484,800
County market value: $459,900
Property tax billed: $7,563

Sale & deed history

August 14, 2023Arm's-length$480,000
April 28, 2022Arm's-length$439,900
December 2, 2020Arm's-length—
September 18, 2020Arm's-length$375,000
May 29, 2020Arm's-length$148,250