30 Whittemore Rd, Sturbridge MA 01566

Sturbridge, MA 01566
$850,000
Est. $4,895/month
2
Beds
2
Baths
1,030
Sq Ft
$825
Price/Sq Ft
18.02
Acres
1900
Year Built
4
Parking
46
Days on Market
For Sale Listed Jun 23, 2026 • MLS# 73539963 Copied! • Updated Jul 21, 2026

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!

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Property History

Property Timeline

🏠
Listed for Sale
Jun 23, 2026
$850,000
Original listing
Agent: Dawn Truax Office: Red Door Realty

Tax History

Year Taxes Assessment
2026 $4,764 $305,400

Financial Details

Annual Property Tax
$4,764
Tax Year 2026
Assessed Value
$305,400

Facts & Features

Home Facts

Type Residential
Style Single Family Residence
Year Built 1900
Living Area 1,030 sq ft
Lot Size 18.02 acres
Bedrooms 2
Full Baths 2
Total Rooms 5

Interior

Heating Baseboard, Oil
Cooling None
Flooring None
Appliances None
Fireplace None
Basement Dirt Floor
Laundry None
Features None

Exterior

Construction Frame
Architecture Antique
Roof Slate
Features Porch - Enclosed
Pool None
Spa None
Fencing None
Patio/Porch Porch - Enclosed
Features Off Street
Total Spaces 4
Electric Knob & Tube Wiring
Water Public
Sewer Private Sewer
Gas None
Other None
Annual Tax $4,764
Assessed Value $305,400
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures Current Acreage Is 19.7 But A Small Portion Will Be Divided Off Prior To Closing Leaving Approximately 18 Acres. Property Is Currently In Chapter 61b (open Space)
Possession None
Accepted Financing Contract
Structure Type []
Sq Ft Source Public Record
Documents None
County Worcester
Total market time (incl. prior listings) 28 days

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1900
Bedrooms
2
Full Bathrooms
2
Living Area
1,030 sq ft
Total Rooms
5

Floor Layout

Interior Features

Flooring:
Appliances:
Interior Features:
Windows:
Basement: Dirt Floor
Laundry:
Security:

Construction & Materials

Style: Antique
Year Built: 1900
Structure Type:
Exterior Materials: Frame
Roof: Slate
Foundation: Stone

Heating, Cooling & Utilities

Heating: Baseboard, Oil
Cooling: None
Hot Water:
Water Source: Public
Sewer: Private Sewer
Energy Features:

Exterior & Lot

Exterior Features: Porch - Enclosed
Patio & Porch: Porch - Enclosed
Fencing:
Other Structures:
Lot Features: Wooded, Cleared, Level
Road Surface:

Parking & Garage

Total Parking Spaces: 4
Parking Features: Off Street
School District
Sturbridge School District local
B
School Safety 2024-25
0.0% Very Low (Safest)
5.5% below state avg
E

Elementary Schools

2 schools
C
Old Sturbridge Academy Charter Public School
1.5 mi | #284 of 352 | Score: 32.8
Improved 33 spots from last year
-25.4 below state avg
356 students Diverse
Rising School
Grades K-08
B+
Burgess Elementary School
1.5 mi | #330 of 824 | Score: 49.9
Improved 87 spots from last year
-8.4 below state avg
842 students Moderate
Rising School
Grades PK-06
M

Middle Schools

1 school
B+
Tantasqua Regional Junior High School
3.0 mi | #143 of 352 | Score: 44.9
Dropped 10 spots from last year
-13.3 below state avg
576 students Less Diverse
Grades 07-08
H

High Schools

2 schools
C+
Tantasqua Regional Vocational High School
5.2 mi | #231 of 346 | Score: 48.4
Improved 19 spots from last year
-9.8 below state avg
542 students Less Diverse
Strong AP Program Career Tech Programs
Grades 09-12
A
Tantasqua Regional Senior High School
5.2 mi | #40 of 346 | Score: 68.4
Improved 65 spots from last year
+10.2 above state avg
632 students Less Diverse
18 sports • 1,532 athletes
Strong AP Program Rising School College Ready Curriculum Strong Athletics
Grades 09-12
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Including down payment
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $397
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Location

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Neighborhood

30 Whittemore Rd, Sturbridge MA 01566

Sturbridge, MA 01566

Listing Information

Listing Agent Dawn Truax
Listing Office Red Door Realty
Office Phone 888-255-8575
Agent MLS ID K9502879
Office MLS ID AN2764
Listing Data Updated Jul 21, 2026 3:16 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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