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300 High St, Winchendon MA 01475

$1,200,000

Estimated $8,149/month Calculator

Single Family

5 Bedrooms

Baths

5456

Total Parking: 12 (4 Garage)

333,669 (7.66)

Built in 1923

An exceptional Italianate property where architectural distinction, craftsmanship, and a strong sense of place come together on more than 7.5 acres near Winchendon’s historic Old Center. Commissioned as a country estate and conceived with accomplished early 20th-century design professionals, the property reflects a level of planning and execution rarely encountered today. Well-proportioned rooms, finely executed millwork, detailed finishes, and balanced scale create an atmosphere that feels substantial yet welcoming. The library offers a handsome setting for work or conversation, while the formal dining and living rooms reflect the artistry of an earlier era. A sun-filled conservatory with black-and-white tile, expansive windows, and French doors to the patio brings light and landscape into the home. Above, an artist’s studio with windows on three sides enjoys second-level views toward Mount Monadnock—an inspiring setting for painting, writing, music, or design. A separate service wing, historically designed for household staff, offers flexibility for live-in assistance, an au pair, guests, or broader household needs. Mature plantings, established trees, open lawn, and views toward Mount Monadnock contribute to a thoughtful relationship between home and landscape, reflecting the intentional character of the grounds. The abundant acreage offers possibilities for equestrian use, gardens, recreation, or outdoor living, while two surveyed lots provide additional options for future plans. The location offers convenient access to shopping, colleges and universities, and commuter rail service toward Greater Boston. The surrounding region offers four-season recreation, cultural amenities, lakes, conservation lands, and proximity to the mountains of southern New Hampshire. Spacious interiors, multiple gathering areas, and a natural connection to the outdoors create an inviting environment for daily life, longer stays, memorable gatherings, and every season. Rich in character and impressive in scale, this distinctive residence is defined by enduring design, luxuriant acreage, and a setting with presence. The Estate's accessibility and privacy create a rare balance of comfort, versatility, and connection to the wider region. Schedule a private showing today and experience firsthand what sets this home apart.

This home has been viewed 25 times

Last Checked: September 27th, 2026 at 4:43am (Source: MLS PIN #73576380)

Garage Parking

Air Conditioning

Waterview

Lead Paint Free

General Information for 300 High St, Winchendon MA 01475

Listing ID73576380

Property TypeSingle Family / Detached

Price$1,200,000 ($219.94/SqFt)

StyleColonial

CityWinchendon

CountyWorcester

Neighborhood(s)

Garage Parking4

ZoningR40

Year Built1923

Year Built SourcePublic Records

Year Built DetailsApproximate

Interior Features for 300 High St, Winchendon MA 01475

Approximate Living Area Total5456

Living Area Includes BasementNo

Rooms12

Bedrooms5

Primary En Suite BathroomYes

BasementFull

Cooling1, Split

Fireplaces

AppliancesRange

FlooringTile

Electric220 Volts

Exterior Features for 300 High St, Winchendon MA 01475

Approximate Lot Size (Acres)7.66

Approximate Lot Size (Square Feet)333669

Total Parking12 (4 Garage)

Garage Parking4

WaterPublic

SewerPublic Sewer

Lot FeaturesGentle Sloping

Parking Features1

Exterior FeaturesPorch

Foundation Materials

Construction MaterialsFrame

Approximate Street Frontage1150.00

Road Frontage Type

Patio & PorchCovered

Roof MaterialAsphalt/fiberglass Shingles

Utility Connections110 Volts

Water ViewsNo

Water Views Features

Waterfront0

Waterfront FeaturesRiver

Pool Features

Horse Permitted0

Horse AmenitiesRiver

Disclosures for 300 High St, Winchendon MA 01475

Lead PaintNone

UFFI

Living Area Includes BasementNo

Living Area Disclosure

Building Area SourcePublic Records

Special Listing Conditions

ExclusionsWall Mounted Tv's-Brackets To Remain

Compensation Based On

Financial Information for 300 High St, Winchendon MA 01475

Association Fee

Association Fee Frequency

Association Fee Includes

Real Estate Tax9055

Tax Year2025

Assessed Value$770,600

Location Information for 300 High St, Winchendon MA 01475

Elementary SchoolToy Town

Middle SchoolMurdock

High SchoolMurdock

Neighborhood(s)

Area AmenitiesWalk/jog Trails

Contact Information for 300 High St, Winchendon MA 01475

Agent

Name: Luxury Division Group

Office

Name: Morin Real Estate

Phone: 978-297-0961

Payment Calculator

, Interest

Property Taxes 754.58

Principal & Interest 7394.02

HOA Dues

Term

Interest

Home Price

Down Payment

Exclusive Listing Agent

Morin Real Estate

Luxury Division Group

Agent Phone

Office Phone

(978) 297-0961

Text Agent Call Agent Call Office

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EXIT

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