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
1.6 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
1.8 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 2.5 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- 2.6 mi
Southbridge Middle School
6-8 · Regular · Southbridge School District
380 students · 9.3:1 student–teacher
Southbridge Middle School school rating: B- 3.3 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
0.7 mi
Annie's Country Kitchen
American restaurant · Main Street
0.9 mi
Teddy G's Pub & Grill
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
Condesa
Mexican restaurant
1.2 mi
Domino's
Main Street
1.3 mi

Groceries

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

Parks & recreation

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

The 01566 market

Homes for sale: 34
Median list price: $456,900

Similar homes nearby

See all in 01566

40Active
$439,000
3 bd · 2 ba · 1,958 sqft
25 Wallace Rd, Sturbridge, MA
Jennifer McKinstry · Byrnes Real Estate Group LLC

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

No listing photos

114 shepard rd, STURBRIDGE MA 01566

4

Beds

2.5

Baths

4,052

Sqft

1986

Year built

Estimated value: $421,636

Range $409,654 – $433,618 · 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

$459,140 January 2020$421,636 August 2026

Highest reading $737,964 in July 2025; lowest $421,636 in August 2026. 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
2.5 baths
4,052 sqft
43,560 sqft lot
Built 1986
Stories: 2
Use: RESIDENTIAL
APN STUR M:575 B:000 L:3837-114

Estimate your monthly payment

Home price

Down payment (20%)

$84,327

Loan term

Interest rate (%)

Property tax (%/yr)

Home insurance ($/yr)

HOA ($/mo)

Estimated monthly payment

$2,802/mo

Principal & interest$2,299

Property tax$386

Home insurance$117

Loan amount $337,309. Estimate only — your actual rate and payment depend on credit, location, and lender.

Tax history

2026 roll

Land: $110,000
Structure: $519,100
Assessed total: $629,100
County market value: $636,106
Property tax billed: $9,814

Sale & deed history

April 1, 2011Arm's-lengthCash$172,500
May 19, 2010Arm's-lengthCash$408,703
February 18, 1998Not an arm's-length transfer—
May 5, 1997Not an arm's-length transfer—
October 17, 1995Not an arm's-length transfer—
March 29, 1994Not an arm's-length transfer

—

May 25, 1993Not an arm's-length transfer—

June 4, 1992Not an arm's-length transfer—

The 01566 market

Homes for sale: 34
Median list price: $456,900

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
0.7 mi
Annie's Country Kitchen
American restaurant · Main Street
0.9 mi
Teddy G's Pub & Grill
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
Condesa
Mexican restaurant
1.2 mi
Domino's
Main Street
1.3 mi

Groceries

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

Parks & recreation

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

Nearby schools

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

Location

Similar homes nearby

See all in 01566

40Active
$439,000
3 bd · 2 ba · 1,958 sqft
25 Wallace Rd, Sturbridge, MA
Jennifer McKinstry · Byrnes Real Estate Group LLC

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

Price Reduced38Active

$499,900

4 bd · 3 ba · 2,741 sqft

90 Sturbridge Hills Rd #90, Sturbridge, MA

The Riel Estate Team · Keller Williams Pinnacle Central

32Active

$379,900

3 bd · 3 ba · 1,560 sqft

16 Charlton St, Sturbridge, MA

Gracellen Riel · RE/MAX Prof Associates

Price Reduced42Active

$439,900

3 bd · 2 ba · 2,050 sqft

37 Breakneck Rd, Sturbridge, MA

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

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: 2026-11-01 08:19:00 UTC