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5 Beds
4 Baths
5,456 sqft

$1,200,000

300 High St, Winchendon MA, 01475

Price per sqft$219.94
Built in1923
Property size5,456 sqft
Property typeResidential

Overview

Active

Listed Sep 22, 2026

Updated 9 days ago

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.

$7,984/mo

Est. mortgage payment based on a $1,200,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
73576380

Interior Features

Bedrooms
5
Bathrooms
4
Fireplace
Yes
Cooling
Yes
Heating
Yes
Basement
Yes

Exterior Features

Lot Size
7.66 Acres

Other Property Details

Taxes
$9,055
Tax Frequency
Annually
Garage
Yes
View
Yes
55+/Senior Community
No

This listing is provided by Luxury Division Group with Morin Real Estate

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Data last updated 2:40 AM UTC, 9/27/2026

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