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Redefining Boston Real Estate

300 High St, Winchendon, MA

Winchendon Single Family Get directions

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Unit Information

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.

Additional Details
Status: NEW
Type: Single Family, Single Family Residence
Zip Code: 01475
Parking
Garage: 4
Garage Capacity: 4
Parking: Paved,Detached,Garage Door Opener,Heated Garage,Storage,Workshop in Garage,Garage Faces Side,Oversized,Off Street
Parking Spaces: 8
Rooms and Dimensions
Total Rooms: 12
Has Basement: Yes
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$1,200,000

  • Status: New
  • Listing ID: 73576380
  • Bedrooms: 5
  • Full Baths: 3
  • Half Baths: 1
  • Living Area: 5,456 sqft Convert
  • Lot Size: 333,669 sqft Convert
  • Acres: 7.66

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Luxury Residential Group

Luxury Residential Group

(617) 233-5800

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Content © 2026 MLS Property Information Network, Inc. The information in this listing was gathered from third party resources including the seller and public records. Listing information provided courtesy of Luxury Division Group of Morin Real Estate. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations or warranties as to the accuracy of this information.

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