300 High St, Winchendon, MA 01475
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300 High St, Winchendon, MA 01475
300 High St, Winchendon, MA 01475
300 High St, Winchendon, MA 01475
300 High St, Winchendon, MA 01475
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John J. Dean Jr.

John J. Dean Jr.

+1(617) 553-1926
$ 1,200,000
Est. payment /mo
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300 High St Winchendon, MA 01475

5 Beds

3.5 Baths

5,456 SqFt

UPDATED:

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 5,456 sqft

Price per Sqft $219

MLS Listing ID 73576380

Style Italianate

Bedrooms 5

Full Baths 3

Half Baths 1

HOA Y/N false

Year Built 1923

Annual Tax Amount $9,055

Tax Year 2025

Lot Size 7.660 Acres

Acres 7.66

Property Sub-Type Single Family Residence

Property 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.

Location

State MA

County Worcester

Zoning R40

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

Rooms

Basement Full, Partially Finished, Walk-Out Access, Interior Entry, Concrete

Primary Bedroom Level Second

Dining Room Wood / Coal / Pellet Stove, Flooring - Hardwood, Chair Rail, Lighting - Overhead, Crown Molding, Decorative Molding

Kitchen Flooring - Hardwood, Dining Area, Pantry, Stainless Steel Appliances, Lighting - Overhead

Interior

Interior Features Bathroom - Half, Coffered Ceiling(s), Closet, Lighting - Overhead, Crown Molding, Closet/Cabinets - Custom Built, Decorative Molding, Bathroom - Full, Attic Access, Ceiling Fan(s), Sunken, Window Seat, Bathroom, Entry Hall, Library, Live-in Help Quarters, Walk-up Attic, Elevator

Heating Central, Steam, Oil, Pellet Stove, Wood Stove, Ductless

Cooling Ductless

Flooring Wood, Tile, Vinyl, Flooring - Vinyl, Flooring - Stone/Ceramic Tile, Flooring - Hardwood

Fireplaces Number 6

Fireplaces Type Bedroom

Appliance Tankless Water Heater, Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer

Laundry Electric Dryer Hookup, Exterior Access, Sink, In Basement

Exterior

Exterior Feature Patio, Rain Gutters, Storage, Decorative Lighting, Garden, Horses Permitted, Stone Wall

Garage Spaces 4.0

Community Features Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Stable(s), Golf, Medical Facility, Laundromat, Bike Path, Conservation Area, House of Worship, Private School, Public School, T-Station, University, Other

Utilities Available for Gas Range, for Electric Oven, for Electric Dryer

Waterfront Description Lake/Pond,Beach Ownership(Public)

View Y/N Yes

View Scenic View(s)

Roof Type Tile

Total Parking Spaces 12

Garage Yes

Building

Lot Description Cleared, Gentle Sloping

Foundation Brick/Mortar, Other

Sewer Public Sewer

Water Public

Architectural Style Italianate

Schools

Elementary Schools Toy Town

Middle Schools Murdock

High Schools Murdock

Others

Senior Community false

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Listed by Morin Real Estate

NEARBY SCHOOLS & PROPERTIES

John J. Dean Jr.

John J. Dean Jr.

Real Estate Advisor License ID: 9512783

+1(617) 553-1926

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