New37
$449,900
3 bd · 2 ba · 1,869 sqft
27 Hillside Drive, Sturbridge, MA
AJ Bruce · Lamacchia Realty, Inc.

No listing photos
2
Beds
1.5
Baths
1,425
Sqft
1955
Year built
Range $314,439 – $440,849 · as of August 30, 2026
ATTOM automated valuation model · 54 published estimates over 6.7 years · shaded band is the model's own published low-to-high range
Highest reading $486,648 in July 2024; lowest $230,164 in January 2020. The vertical scale starts at the series' own low, not at zero — it is drawn to show movement, not absolute size.
$75,529
Estimated monthly payment
$2,538/mo
Loan amount $302,115. Estimate only — your actual rate and payment depend on credit, location, and lender.
2026 roll
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
Trinity Catholic Academy
PK-8 · Regular
109 students · 11.0:1 student–teacher
Southbridge Academy
9-12 · Special Education · Southbridge School District
21 students · 9.6:1 student–teacher
Eastford Road School
PK-1 · Regular · Southbridge School District
397 students · 15.3:1 student–teacher
Charlton Street School
2-5 · Regular · Southbridge School District
288 students · 13.7:1 student–teacher
Old Sturbridge Academy Charter Public School
KG-8 · Regular · Old Sturbridge Academy Charter Public School
356 students · 14.5:1 student–teacher
Burgess Elementary School
PK-6 · Regular · Sturbridge School District
842 students · 12.0:1 student–teacher
Southbridge Middle School
6-8 · Regular · Southbridge School District
380 students · 9.3:1 student–teacher
Within 2 miles of this home: 11 restaurants and cafés, 2 grocery stores, and 21 parks and green spaces.
Place data from OpenStreetMap.
Dunkin
Main Street
Annie's Country Kitchen
American restaurant · Main Street
Burrito Hut
Mexican restaurant · Main Street
Great Oak Pizza
Main Street
May Garden Restaurant
Chinese restaurant · Main Street
Teddy G's Pub & Grill
Domino's
Main Street
Condesa
Mexican restaurant
Big Bunny Market
Main Street
Shaw's
Westville Lake
Michael A. Veshia Playground
Quinebaug River Reservoir
Walcott Street Playground
Reservoir No. 1
Kelly Road Pond
Hobbs Brook
McKinstry Brook Wildlife Management Area
Rings at ½ mile and 1 mile. Basemap © OpenMapTiles © OpenStreetMap contributors.
Open the Sturbridge camera map1 license-plate reader mapped within 1 mile of this home, identified as a Flock Safety device. None within ½ mile. Nearest: 0.8 mi southeast. Operator named in the data: Southbridge Police.
| Device type | Within ½ mi | Within 1 mi |
|---|---|---|
| License-plate readers | 0 | 1 |
| of which Flock Safety | 0 | 1 |
Community-reported via OpenStreetMap; may be incomplete. Data as of . © OpenStreetMap contributors (ODbL)
License-plate readers (ALPR) are fixed cameras that photograph passing vehicles and read their plates. Records are typically shared with the agency or association that operates the camera.
Flock Safety is a company whose plate-reader cameras are used by police departments, cities, HOAs and businesses. Its devices are usually solar-powered and pole-mounted.
MLS Property Information Network (MLS PIN)Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
New37
$449,900
3 bd · 2 ba · 1,869 sqft
27 Hillside Drive, Sturbridge, MA
AJ Bruce · Lamacchia Realty, Inc.
New42$389,900
2 bd · 1 ba · 1,196 sqft
16-18 Curboy Rd, Sturbridge, MA
Lisa Zemack · Zemack Real Estate
Price Reduced42$439,900
3 bd · 2 ba · 2,050 sqft
37 Breakneck Rd, Sturbridge, MA
Kenneth Olson · eXp Realty LLC - Corporate Office
Price Reduced42$349,999
3 bd · 2 ba · 1,404 sqft
18 Fiske Hill Rd, Sturbridge, MA
Kathleen Sposato · Sposato Realty Group
14$451,900
2 bd · 2 ba · 1,440 sqft
2 Rose Lane, Sturbridge, MA
Justin Stelmok · J.W. Management & Sales, Inc.
42$289,900
1 bd · 1 ba · 920 sqft
7 Crescent Way #101, Sturbridge, MA
Cynthia Sowa Forgit · Keller Williams Pinnacle Central




