For Sale

300 High St, Winchendon, MA

Winchendon · MA 01475

$1,200,000
Price
5
Beds
3.5
Baths
5456
Sq. ft.

Overview

Property type: Single Family
Year built: Built in 1923
Lot size: 7.66 Acres Lot
Price per square foot: $220 / Sq.Ft
Parking: 4 Garage Spaces · 4 Off Street Spaces
Heating & cooling: Heat, Mini-Split, Pellet Stove, Wood Stove, Heat Pump, AC

About this home

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.

Neighborhood & Transit

300 High St, Winchendon · MA 01475

Nearby transit

Within 0.5 mile, measured straight-line to the nearest station entrance.

No subway or commuter rail stations within 0.5 mile.

Price Insight

Days on Market:
42 days
Listing Price:
$1,200,000
Price per Sq.Ft:
$220
Tax Assessment:
$770,600 in 2025
Taxes:
$755 / Monthly

Home Facts

Interior Features

Bedrooms
5
Full Bathrooms
3
Half Bathrooms
1
Living Area
5,456 Sq.Ft
Broker Disclosure about Living Area
Heated workout room in basement not included in LA
Kitchen
Main Floor, Stainless Steel Appliances, Eat-in Kitchen, Pantry, Flooring - Hardwood, Main Level, Lighting - Overhead, Dishwasher, Cooktop, Range, Wall Oven, Garbage Disposal, Microwave, Refrigerator, Washer, Dryer
Primary Bedroom
Floor 2, Full Bathroom, French Doors, Wood / Coal / Pellet Stove, Flooring - Hardwood, En-suite bathroom
Laundry
Unknown
Living levels
Unknown
Rooms
12
Above grade area
5456
Flooring
Wood, Tile, Vinyl
Lead paint
Unknown

Utilities

Heating Type
Ductless Mini-Split System, Pellet Stove, Wood Stove, Central Heat, Heat Pump, Individual
Heating Zone
Unknown
Cooling
Ductless Mini-Split System
Cooling Zones
6
Water
City/Town Water
Sewer
City/Town Sewer
Electric Features
Other (See Remarks)

Exterior Features

Lot Size
333,669 Sq.Ft
Lot Description
Paved Drive, Cleared, Gentle Slope, Scenic View(s)
Exterior Features
Garden Area, Horses Permitted, Stone Wall, Patio, Gutters, Storage Shed, Decorative Lighting

Parking

Garage Parking
4 Parking Spaces, Detached, Side Entry, Heated, Storage, Work Area, Garage Door Opener, Oversized Parking
Off Street Parking
4 Parking Spaces, Off-Street, Paved Driveway

Construction Details

Construction Type
Other (See Remarks)
Siding
Stucco
Roof
Tile

Green Features

Electric Vehicle Charger
Unknown
Solar Panels
Unknown
Green Certified
Unknown
Insulation Features
Unknown
Energy Features
Unknown

Room details

Living room level
First Floor
Living room features
Wood / Coal / Pellet Stove, Ceiling - Beamed, Flooring - Hardwood, French Doors, Main Level, Cable Hookup, Crown Molding, Decorative Molding
Dining room level
First Floor
Dining room features
Wood / Coal / Pellet Stove, Flooring - Hardwood, Main Level, Chair Rail, Lighting - Overhead, Crown Molding, Decorative Molding
Bedroom 2 level
Second Floor
Bedroom 2 features
Fireplace, Flooring - Hardwood, Crown Molding
Bedroom 3 level
Second Floor
Bedroom 3 features
Fireplace, Closet, Flooring - Hardwood, Crown Molding
Bedroom 4 level
Second Floor
Bedroom 4 features
Flooring - Hardwood, French Doors, Crown Molding
Bedroom 5 level
Second Floor
Bedroom 5 features
Flooring - Vinyl, Lighting - Overhead, Crown Molding
Bathroom 1 level
Second Floor
Bathroom 1 features
Bathroom - Full, Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile, Lighting - Overhead
Bathroom 2 level
Second Floor
Bathroom 2 features
Bathroom - Full, Closet - Linen, Flooring - Stone/Ceramic Tile, Lighting - Overhead
Bathroom 3 level
Second Floor
Bathroom 3 features
Bathroom - Full, Flooring - Vinyl, Lighting - Overhead

Listing information

Listing agent
Luxury Division Group
Listing office
Morin Real Estate
MLS PIN #
73576380
Disclosure
Property is in 2 parcels. Survey of Lot 8A3-0-7A has not been recorded.
Disclosure
Heated workout room in basement not included in LA