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30 Whittemore Rd, Sturbridge, MA, 01566

2beds
2baths
1,030sqft
$850,000
$825price/sqft
$6,057/moest. monthly cost
$242,280/yrincome needed

About This Home

Location, Location, Location! Rare opportunity to own over 16 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!

Getting Around

16
WalkingCar-Dependent
0
TransitVery Limited Transit
22
BikeSomewhat Bikeable

Schools

7/10
Burgess Elementary SchoolGrades PK-61.4 mi

Construction

Condition

  • Year built: 1900

Materials

  • Foundation: Stone
  • Roof: Slate
  • Construction materials: Frame

Type & Style

  • Home type: SingleFamily
  • Architectural style: Antique
  • Property subType: Single Family Residence

Interior

Basement

  • Has basement: Yes
  • Basement: Dirt Floor

Bedrooms & Bathrooms

  • Bedrooms: 2
  • Bathrooms: 2
  • Full bathrooms: 2

Features

  • Finished area above ground: 1,030

Heating & Cooling

  • Heating features: Baseboard,Oil
  • Cooling features: None

Interior Area

  • Total structure area: 1,030
  • Total interior livable area: 1,030 sqft

Property

Accessibility

  • Accessibility features: No

Details

  • Parcel number: M:0680 B:2937 L:0030,1705285
  • Zoning: SR

Features

  • Patio & porch: Porch - Enclosed
  • Exterior features: Porch - Enclosed

Lot

  • Lot size: 18.02 Acres
  • Features: Wooded,Cleared,Level

Parking

  • Total spaces: 4
  • Parking features: Off Street
  • Uncovered spaces: 4

Climate Risk is Financial Risk

Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.

Biggest Threats for This Home

  • Hurricane
    HurricaneModerate
  • Ice Storm
    Ice StormModerate

How This Home’s Risks Compare

Hurricane
Ice Storm

FEMA Declared Disasters Across Massachusetts Counties

Flood
Hurricane
Severe Storm

Understanding the Costs

Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.

Estimated Costs Today

MonthlyAnnual
Mortgage $4,298$51,576
Home Insurance *$280$3,360
Property Taxes $1,125$13,500
Electricity $354$4,259
Total$6,057$72,684
*Does not include cost of any FAIR Plan premiums

Income You'd Need if You Spent...

35% on housing$207,668/yr
40% on housing$181,710/yr
45% on housing$161,520/yr

Massachusetts FAIR Plan Programs

Massachusetts Property Insurance Underwriting Association

Covered
WildfireWildfire
HailHail
WindWind
Visit Website →
Current Policies
Residential: 213,928Commercial: 230
Total Premiums$400.85M
Total Exposure$115.57B

How Costs Could Change Over Time

Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.

Insurance Growth Rate5-year average: 7.8%
7.8%
0%30.0%
Electricity Growth Rate10-year average: 7.9%
7.9%
0%15.0%
Property Taxes Growth Rate2-year average: 1.3%
1.3%
0%15.0%
Income Spent on Housing
30%
30%45%

Comparing Against the Market

Price Per Sq Ft

$825This listing

vs Other Active Listings

Avg $/sqft

ZIP 01566$227
Worcester County$265

vs Homes Sold Last Month

Median $/sqft

ZIP 01566$258
Worcester County$281

Current Market Trends

Median Price Per Square Foot

The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.

Historicals for This Listing

Zestimate History ($/sqft)

Price History

DateEventPrice
2026-06-23Listed for sale$850,000
1999-03-11Sold$100,000

For Sale by Agent

AgentDawn Truax
BrokerageRed Door Realty

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