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

No listing photos
4
Beds
2
Baths
2,850
Sqft
1815
Year built
Range $471,852 – $808,238 · as of August 30, 2026
ATTOM automated valuation model · 55 published estimates over 6.7 years · shaded band is the model's own published low-to-high range
Highest reading $734,370 in July 2025; lowest $401,926 in January 2020. The vertical scale starts at the series' own low, not at zero — it is drawn to show movement, not absolute size.
$128,009
Estimated monthly payment
$4,193/mo
Loan amount $512,036. Estimate only — your actual rate and payment depend on credit, location, and lender.
2026 roll
Within 2 miles of this home: 11 parks and green spaces.
Place data from OpenStreetMap.
Quacumquasit Pond
Plimpton Community Forest
Beaver Pond
Quacumquasit Wildlife Management Area
Cranberry Pond
New Boston Road Pond
Hitchcock Mountain Wildlife Conservation Easement
Wolf Swamp Wildlife Management Area
School ratings (A+ to F) from HJN community data.
Tantasqua Regional Junior High School
7-8 · Regular · Tantasqua School District
576 students · 11.7:1 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
Burgess Elementary School
PK-6 · Regular · Sturbridge School District
842 students · 12.0:1 student–teacher
Brookfield Elementary School
PK-6 · Regular · Brookfield School District
289 students · 11.1:1 student–teacher
Old Sturbridge Academy Charter Public School
KG-8 · Regular · Old Sturbridge Academy Charter Public School
356 students · 14.5:1 student–teacher
Warren Seventy-Day Adventist Elementary School
4-7 · Regular
8 students · 8.0:1 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.
New37
$449,900
3 bd · 2 ba · 1,869 sqft
27 Hillside Drive, Sturbridge, MA
AJ Bruce · Lamacchia Realty, Inc.
Price Reduced38$499,900
4 bd · 3 ba · 2,741 sqft
90 Sturbridge Hills Rd #90, Sturbridge, MA
The Riel Estate Team · Keller Williams Pinnacle Central
Price Reduced42$650,000
4 bd · 4 ba · 3,206 sqft
61 Breakneck Rd, Sturbridge, MA
The Neilsen Team · The Neilsen Team
38$625,000
4 bd · 3 ba · 2,564 sqft
329 New Boston Rd, Sturbridge, MA
Pam Silvester · Keller Williams Realty Boston Northwest
33$595,000
3 bd · 3 ba · 1,886 sqft
12 Gardner Ave, Sturbridge, MA
Susan Como · Buy Rite Home
Price Reduced42$765,000
4 bd · 4 ba · 3,146 sqft
3 Goodrich Rd, Sturbridge, MA
Karen Thibodeau · ERA Key Realty Services




