300 High StWinchendon, MA 01475

Description

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.

Property Information

Property type

Residential

Sub-type

Single Family Residence

Style

Italianate

Year built

1923

Living area

5,456 Sq Ft

Lot size

7.66 acres

Garage spaces

4

Parking spaces

8

Zoning

R40

Days on market

19

MLS^® Listing#

73576380

Property Features

Interior

Coffered Ceiling(s) · Crown Molding · Ceiling Fan(s) · Elevator · Pantry · Beamed Ceilings

Exterior

Rain Gutters · Storage · Garden · Lighting

Appliances

Tankless Water Heater · Range · Oven · Dishwasher · Disposal · Microwave · Refrigerator · Washer · Dryer

Cooling

Ductless · Ceiling Fan(s) · Zoned

Heating

Central · Steam · Oil · Pellet Stove · Wood Stove · Ductless

Flooring

Wood · Tile · Vinyl

Fireplace

Bedroom

Basement

Full · Partially Finished · Walk-Out Access · Interior Entry · Concrete

Parking

Paved · Detached · Garage Door Opener · Heated Garage · Storage · Workshop in Garage · Garage Faces Side · Oversized · Off Street

Laundry

Electric Dryer Hookup · Sink · In Basement

Patio

Patio

Fencing

Stone

Lot features

Cleared · Gentle Sloping

Construction

See Remarks

Foundation

Brick/Mortar · Other

Roof

Tile

Security

Security System

Other structures

Storage

Community

Pool · Tennis Court(s) · Park · Stable(s) · Golf · Other

Sewer

Public Sewer

Water source

Public

Rooms

Schools

Elementary

Toy Town

Middle

Murdock

High

Murdock

Financial Details

HOA

None

Annual taxes

$9,055Tax year 2025

Assessed value

$770,600

Parcel number

M:8A3 B:0 L:7,3495583

Directions

Water Street to High Street, up .8 miles on left. From Old Center, .4 Miles down on the right.