38
$449,900
3 bd · 2 ba · 1,869 sqft
27 Hillside Drive, Sturbridge, MA
AJ Bruce · Lamacchia Realty, Inc.

No listing photos
4
Beds
2.5
Baths
2,711
Sqft
2001
Year built
Range $393,194 – $629,812 · 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 $735,474 in July 2025; lowest $420,709 in April 2020. The vertical scale starts at the series' own low, not at zero — it is drawn to show movement, not absolute size.
$102,301
Estimated monthly payment
$3,374/mo
Loan amount $409,202. Estimate only — your actual rate and payment depend on credit, location, and lender.
2026 roll
Within 2 miles of this home: 29 restaurants and cafés, 3 grocery stores, and 29 parks and green spaces.
Place data from OpenStreetMap.
Cedar Street Grille
Cedar Street
Veritas Restaurant
Main Street
Ox Head Tavern
Main Street
Empire Village
Chinese restaurant · Main Street
Churchill's Village Eatery
Main Street
Baba Sushi
Main Street
Dunkin
Main Street
Sturbridge Seafood
Sturbridge Marketplace at the Falls
Main Street
Micknuck's
Main Street
Stop & Shop
Charlton Road
Cedar Pond Recreation Area
Sturbridge Town Beach
Cedar Lake
Centennial Park
Herb Garden
Quinebaug River Reservoir
Kidstory
Small House Garden
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 southeast. 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.
School ratings (A+ to F) from HJN community data.
Burgess Elementary School
PK-6 · Regular · Sturbridge School District
842 students · 12.0:1 student–teacher
Old Sturbridge Academy Charter Public School
KG-8 · Regular · Old Sturbridge Academy Charter Public School
356 students · 14.5:1 student–teacher
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
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
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.
38
$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
Price Reduced42$650,000
4 bd · 4 ba · 3,206 sqft
61 Breakneck Rd, Sturbridge, MA
The Neilsen Team · The Neilsen Team
Price Reduced42$439,900
3 bd · 2 ba · 2,050 sqft
37 Breakneck Rd, Sturbridge, MA
Kenneth Olson · eXp Realty LLC - Corporate Office




