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Single Family Residence at 27 Hillside Dr, Sturbridge MA 01566
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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

Check out this gorgeous large sunny back yard with inviting IG pool! 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 spacious main living level features all hardwood flooring and an inviting open-concept layout, for the Living Rm, 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, 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 amazing level backyard. Additional highlights include a fire pit, brick walkway & a 2 car garage.

Highlights

Private poolFireplace

Property details

MLS
MLS Property Information Network
MLS #
73536696
Property type
Single Family Residence
Subdivision
Shepard Hills Neighborhood
Status
Active
Days on market
120
On market date
June 26, 2026
Stories
N/A
Total bathrooms
2
Garage spaces
2
Parking spaces
8
Lot size
0.95 acres

Location

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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

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

Walkability

Blended score for Sturbridge's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

40
Car-dependent
out of 100
EPA National Walkability Index
8.5 / 20 -- Below average walkable
Google Places amenity density
35 / 100
Restaurants & cafes8
Grocery stores2
Parks0
Schools1
Transit stops0
Pharmacies0

Market position

How this listing compares to current activity in Sturbridge, from live MLS data.

On the market 120 days -- 12 more days than Sturbridge's current average of 108 days.
For reference, the median list price across 100 active listings in Sturbridge right now is $434,900.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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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 3 days ago.

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.