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

No listing photos
4
Beds
2.5
Baths
2,256
Sqft
1983
Year built
Range $542,803 – $580,427 · as of July 14, 2026
ATTOM automated valuation model · 53 published estimates over 6.5 years · shaded band is the model's own published low-to-high range
Highest reading $634,289 in July 2025; lowest $363,066 in April 2020. The vertical scale starts at the series' own low, not at zero — it is drawn to show movement, not absolute size.
$112,323
Estimated monthly payment
$3,606/mo
Loan amount $449,292. Estimate only — your actual rate and payment depend on credit, location, and lender.
2025 roll
Within 2 miles of this home: 5 restaurants and cafés and 9 parks and green spaces.
Place data from OpenStreetMap.
McDonald's
Massachusetts Turnpike
Auntie Anne's
Fresh City
Papa Gino's
D'Angelo Grilled Sandwiches
Beaver Pond
Jennings Road Extension Open Space
Manor Ridge
Hitchcock Mountain Wildlife Conservation Easement
Upper Sibley Pond
Fitzgerald Road Open Space
Walker Pond
Lower Sibley Pond
School ratings (A+ to F) from HJN community data.
Charlton Elementary School
PK-1 · Regular · Dudley-Charlton Regional School District
333 students · 13.0:1 student–teacher
Burgess Elementary School
PK-6 · Regular · Sturbridge School District
842 students · 12.0:1 student–teacher
Tantasqua Regional Junior High School
7-8 · Regular · Tantasqua School District
576 students · 11.7:1 student–teacher
Bay Path Regional Vocational Technical High School
9-12 · Vocational Education · Southern Worcester County Regional Vocational School Distric
1,188 students · 9.7:1 student–teacher
Brookfield Elementary School
PK-6 · Regular · Brookfield School District
289 students · 11.1:1 student–teacher
Tantasqua Regional High School
9-12 · Regular · Tantasqua School District
632 students · 7.7:1 student–teacher
Tantasqua Regional Vocational
9-12 · Vocational Education · Tantasqua School District
542 students · 66.5:1 student–teacher
Old Sturbridge Academy Charter Public School
KG-8 · Regular · Old Sturbridge Academy Charter Public School
356 students · 14.5:1 student–teacher
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
42$469,900
3 bd · 2 ba · 2,050 sqft
37 Breakneck Rd, Sturbridge, MA
Kenneth Olson · eXp Realty LLC - Corporate Office
Price Reduced38$529,900
4 bd · 3 ba · 2,741 sqft
90 Sturbridge Hills Rd #90, Sturbridge, MA
Price Reduced20$415,000
3 bd · 2 ba · 1,150 sqft
12 Fairground Rd, Sturbridge, MA
42$619,900
3 bd · 3 ba · 2,413 sqft
55 S Shore Dr, Sturbridge, MA
Price Reduced37$490,000
3 bd · 2 ba · 1,568 sqft
6 Belanger Ave, Sturbridge, MA




