Single Family Residence at 50 Hillside Dr, Sturbridge
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$1,050,000

Bedrooms
4
Bathrooms
2.5
Living area
2,688 sqft
Year built
2025
50 Hillside Dr
Sturbridge, MA 01566
Listed by Jim Black Group

Highlights

Property type
Single Family Residence
Lot size
26.8 acres
Garage
8 spaces
On market
106 days

About this home

Behind a quiet cul-de-sac lies a custom-built retreat where luxury & nature exist in perfect balance! Built in 2025 & set on 26.8 private acres, this exceptional home blends refined craftsmanship w/ modern design. An open-concept layout features a chef's kitchen w/ custom cabinetry, quartzite countertops,14x6 island, walk-in pantry, & seamless flow into the living & dining area. The luxurious primary suite offers dual walk-in closets & a spa-inspired bath w/ an oversized wet room & soaking tub, complemented by three spacious bedrooms. Enjoy a 900+ sq. ft. deck, Alaskan white cedar porch, and an impressive 8-car garage w/ a 14-foot RV bay & 20-foot ceilings. Built with SIP construction, sound-insulated walls, dual-zone HVAC, & Super Stretch Code standards, this home delivers exceptional comfort & efficiency. Surrounded by protected woodland w/ direct access to the Grand Trunk Trail & easy access to Rt. 84 & the Mass Pike, this custom estate offers a truly exceptional living experience!

Property details

MLS
MLS Property Information Network
MLS #
73552284
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
106
On market date
July 20, 2026
Stories
N/A
Total bathrooms
2.5
Garage spaces
8
Parking spaces
10
Lot size
26.8 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
1.25 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
3.53 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
1.73 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 106 days -- 6 fewer days than Sturbridge's current average of 112 days.
For reference, the median list price across 105 active listings in Sturbridge right now is $439,000.

Mortgage calculator

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

Adjust tax / insurance estimates
Est. monthly payment
$6,473/mo
$210,000 down
$840,000 loan
Principal & interest$5,448
Property tax (est.)$875
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network. Last updated 7 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.