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

No listing photos
3
Beds
2
Baths
1,332
Sqft
1986
Year built
Range $396,026 – $439,224 · 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 $477,575 in August 2024; lowest $244,930 in April 2020. The vertical scale starts at the series' own low, not at zero — it is drawn to show movement, not absolute size.
$83,525
Estimated monthly payment
$2,776/mo
Loan amount $334,100. Estimate only — your actual rate and payment depend on credit, location, and lender.
2026 roll
Within 2 miles of this home: 3 restaurants and cafés and 11 parks and green spaces.
Place data from OpenStreetMap.
Cinnabon
Haynes Street
Karol's Corner
Brimfield Road
Traveler Restaurant & Books
American restaurant · Buckley Highway
Tantiusques Reservation
Leadmine Pond Public Access
Leadmine Pond
Hamant Brook Reservoir
Leadmine Wildlife Management Area
Hamilton Reservoir
Breakneck Brook Wildlife Management Area
Breakneck Brook Wildlife Conservation Easement
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
Old Sturbridge Academy Charter Public School
KG-8 · Regular · Old Sturbridge Academy Charter Public School
356 students · 14.5:1 student–teacher
West Street School
2-5 · Regular · Southbridge School District
323 students · 11.2:1 student–teacher
Burgess Elementary School
PK-6 · Regular · Sturbridge School District
842 students · 12.0:1 student–teacher
Wales Elementary School
PK-6 · Regular · Wales School District
93 students · 8.6:1 student–teacher
Union School
PK-8 · Regular · Union School District
49 students · 6.2:1 student–teacher
Eastford Road School
PK-1 · Regular · Southbridge School District
397 students · 15.3:1 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.
40$439,000
3 bd · 2 ba · 1,958 sqft
25 Wallace Rd, Sturbridge, MA
Jennifer McKinstry · Byrnes Real Estate Group LLC
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
32$379,900
3 bd · 3 ba · 1,560 sqft
16 Charlton St, Sturbridge, MA
Gracellen Riel · RE/MAX Prof Associates
42$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




