Single Family Residence at 27 Hillside Drive, Sturbridge
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$449,900

27 Hillside Drive
Sturbridge, MA 01566
Listed by AJ Bruce
Bedrooms
3
Bathrooms
2
Living area
1,869 sqft
Year built
1970

About this home

Welcome home to this inviting split-entry home, where hardwood floors, sun-filled living spaces, and a backyard oasis come together to create the perfect place to call home! Enter inside to discover a bright, open-concept living area featuring hardwood floors and a bay window that fills the space with natural light. The adjoining dining area offers sliding glass doors leading to the back deck, creating a seamless flow for indoor-outdoor entertaining. The spacious kitchen features crisp white cabinetry, ample countertop space, stainless steel appliances, and a center island perfect for everyday gatherings. Down the hall, you'll find three generously sized bedrooms, all boasting hardwood floors, and a full bath. The finished lower level offers even more room to spread out with a versatile bonus room featuring a picture window, perfect for a family room, home office, or recreation space—the choice is yours! A second full bath and direct access to the attached garage complete this level. Get ready to fall in love with the backyard! Step outside onto the spacious deck overlooking an expansive lawn framed by mature trees, complete with an inground pool that's sure to be the highlight of your summer! Whether you're hosting gatherings, soaking up the sunshine, or simply relaxing poolside, this outdoor retreat has something for everyone! A convenient storage shed adds the finishing touch. Don't miss your opportunity to make this wonderful property your own. Unpack and start making memories in your new home today!

Highlights

Private poolFireplace

Property details

MLS
MLS Property Information Network
MLS #
73596518
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
5
On market date
October 29, 2026
Stories
N/A
Total bathrooms
2
Garage spaces
2
Parking spaces
10
Lot size
0.95 acres
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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 5 days -- 108 fewer days than Sturbridge's current average of 113 days.
For reference, the median list price across 103 active listings in Sturbridge right now is $439,900.

Mortgage calculator

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

Adjust tax / insurance estimates
Est. monthly payment
$2,859/mo
$89,980 down
$359,920 loan
Principal & interest$2,334
Property tax (est.)$375
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network. Last updated 4 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.