Single Family Residence at 30 Whittemore Rd, Sturbridge MA 01566
Single Family Residence at 30 Whittemore Rd, Sturbridge MA 01566, photo 2 of 12
Single Family Residence at 30 Whittemore Rd, Sturbridge MA 01566, photo 3 of 12
Single Family Residence at 30 Whittemore Rd, Sturbridge MA 01566, photo 4 of 12
Single Family Residence at 30 Whittemore Rd, Sturbridge MA 01566, photo 5 of 12
Single Family Residence at 30 Whittemore Rd, Sturbridge MA 01566, photo 6 of 12
Single Family Residence at 30 Whittemore Rd, Sturbridge MA 01566, photo 7 of 12
Single Family Residence at 30 Whittemore Rd, Sturbridge MA 01566, photo 8 of 12
Single Family Residence at 30 Whittemore Rd, Sturbridge MA 01566, photo 9 of 12
Single Family Residence at 30 Whittemore Rd, Sturbridge MA 01566, photo 10 of 12
Single Family Residence at 30 Whittemore Rd, Sturbridge MA 01566, photo 11 of 12
Single Family Residence at 30 Whittemore Rd, Sturbridge MA 01566, photo 12 of 12
12 photos

$850,000

30 Whittemore Rd, Sturbridge MA 01566
Sturbridge, MA 01566
Listed by Dawn Truax
Bedrooms
2
Bathrooms
2
Living area
1,030 sqft
Year built
1900

About this home

Location, Location, Location! Rare opportunity to own over 18 acres in one of Sturbridge's most desirable locations. Adjacent to the historic district and just minutes from Routes 84, 20, and the Mass Pike, this unique property offers an exceptional combination of privacy, convenience, and potential. The land features a beautiful mix of open fields and wooded acreage, complemented by historic stone walls, abundant wildlife, and scenic western views. With nearly 400 feet of frontage, town water, and a Title V-approved septic system already in place, this property is ready for its next chapter. The late-1800s home and barn require substantial renovation and presents an opportunity to restore and preserve their character or reimagine the property to suit your vision. Whether you're seeking a private estate, hobby farm, or investment opportunity, this is one of the last remaining large parcels in the heart of Sturbridge. A truly special property with endless possibilities!

Property details

MLS
MLS Property Information Network
MLS #
73539963
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
118
On market date
June 23, 2026
Stories
N/A
Total bathrooms
2
Garage spaces
N/A
Parking spaces
4
Lot size
18.02 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
Burgess Elementary
1.44 mi away · Grades -1-6
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
846
Student:teacher ratio
12.1:1
District
Sturbridge
Middle
Southbridge Middle School
3.64 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
2.51 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

Mortgage calculator

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Est. monthly payment
$5,269/mo
$170,000 down
$680,000 loan
Principal & interest$4,410
Property tax (est.)$708
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated 20 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.