37
$479,900
3 bd · 2 ba · 2,209 sqft
27 Hillside Dr, Sturbridge, MA
Lorraine Herbert · RE/MAX Prof Associates

No listing photos
3
Beds
2
Baths
2,240
Sqft
2004
Year built
Range $519,337 – $560,477 · 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 $617,537 in February 2026; lowest $361,617 in April 2020. The vertical scale starts at the series' own low, not at zero — it is drawn to show movement, not absolute size.
$107,981
Estimated monthly payment
$3,602/mo
Loan amount $431,926. Estimate only — your actual rate and payment depend on credit, location, and lender.
2025 roll
School ratings (A+ to F) from HJN community data.
Holland Elementary School
PK-6 · Regular · Holland School District
212 students · 10.6:1 student–teacher
West Street School
2-5 · Regular · Southbridge School District
323 students · 11.2:1 student–teacher
Eastford Road School
PK-1 · Regular · Southbridge School District
397 students · 15.3:1 student–teacher
Southbridge Academy
9-12 · Special Education · Southbridge School District
21 students · 9.6:1 student–teacher
Old Sturbridge Academy Charter Public School
KG-8 · Regular · Old Sturbridge Academy Charter Public School
356 students · 14.5:1 student–teacher
Trinity Catholic Academy
PK-8 · Regular
109 students · 11.0:1 student–teacher
Burgess Elementary School
PK-6 · Regular · Sturbridge School District
842 students · 12.0:1 student–teacher
Charlton Street School
2-5 · Regular · Southbridge School District
288 students · 13.7:1 student–teacher
Within 2 miles of this home: 1 restaurant or café and 11 parks and green spaces.
Place data from OpenStreetMap.
Cinnabon
Haynes Street
Breakneck Brook Wildlife Management Area
Hamant Brook Reservoir
Posted Private No Trespassing Hull Forest
Leadmine Pond
Breakneck Brook Wildlife Conservation Easement
Tantiusques Reservation
Leadmine Pond Public Access
Reservoir No. 5
Rings at ½ mile and 1 mile. Basemap © OpenMapTiles © OpenStreetMap contributors.
Open the Sturbridge camera map1 CCTV camera mapped within 1 mile of this home. None within ½ mile. Nearest: 0.9 mi north. Operator named in the data: Massachusetts Department of Transportation.
| Device type | Within ½ mi | Within 1 mi |
|---|---|---|
| CCTV cameras | 0 | 1 |
Community-reported via OpenStreetMap; may be incomplete. Data as of . © OpenStreetMap contributors (ODbL)
CCTV cameras are fixed video cameras that record a street, building or other area.
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.
37
$479,900
3 bd · 2 ba · 2,209 sqft
27 Hillside Dr, Sturbridge, MA
Lorraine Herbert · RE/MAX Prof Associates
38$625,000
4 bd · 3 ba · 2,564 sqft
329 New Boston Rd, Sturbridge, MA
Pam Silvester · Keller Williams Realty Boston Northwest
35$384,000
2 bd · 3 ba · 1,876 sqft
66 Bentwood Dr #66, Sturbridge, MA
Tracy Brunette · Red Door Realty
Price Reduced42$609,900
3 bd · 3 ba · 2,466 sqft
55 S Shore Dr, Sturbridge, MA
Michelle Terry Team · eXp Realty LLC
Price Reduced40$660,000
3 bd · 2 ba · 1,960 sqft
86 Breakneck Rd, Sturbridge, MA
Beth Ann Dion · eXp Realty LLC
Price Reduced20$399,000
3 bd · 2 ba · 1,150 sqft
12 Fairground Rd, Sturbridge, MA
The Boston ONE Team · Serhant




