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$479,900

27 Hillside Dr, Sturbridge MA 01566
Sturbridge, MA 01566
Listed by Lorraine Herbert
Bedrooms
3
Bathrooms
2
Living area
2,209 sqft
Year built
1970

About this home

Pool Opening Soon! Welcome home to this spacious 3 BR 2 BA Home located in the desirable Hillside Drive Neighborhood! Situated on a quiet cul-de-sac street, this home offers a convenient location for commuters while being just minutes to shopping, dining and everyday amenities. The main living level features all hardwood flooring and an inviting open-concept layout, including the FPLD Living Rm, with cozy pellet stove insert, Dining Area and Kitchen with a center island-perfect for entertaining. The Primary BR enjoys direct access to the recently renovated full Bath, while 2 additional Bedrooms complete this floor. The finished lower level offers additional living area with a Family Rm, also with pellet stove, and the 2nd Full Bath, ideal for guests, at home office or recreation area. Double French Doors from the main living area lead to an expansive 14 x 24 Deck overlooking the large, sunny backyard and IG pool! Additional highlights include a fire pit, brick walkway & a 2 car garage.

Highlights

Private poolFireplace

Property details

MLS #
73536696
Property type
Single Family Residence
Subdivision
Shepard Hills Neighborhood
Status
Active
Days on market
63
On market date
June 26, 2026
Stories
N/A
Total bathrooms
2
Garage spaces
2
Parking spaces
8
Lot size
0.95 acres
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Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
West Street
1.22 mi away · Grades 1-5
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
312
Student:teacher ratio
10.8:1
District
Southbridge
Middle
Southbridge Middle School
3.5 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
407
Student:teacher ratio
12.0:1
District
Southbridge
High
Southbridge Academy
1.75 mi away · Grades 6-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
42
Student:teacher ratio
3.5:1
District
Southbridge

Mortgage calculator

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Est. monthly payment
$3,040/mo
$95,980 down
$383,920 loan
Principal & interest$2,490
Property tax (est.)$400
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated July 1, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.