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For sale
  • $1,200,000

    300 High St, Winchendon, MA 01475

    5beds
    5,456sqft
    : 
    $8,046/mo
    Get pre-qualified
    Single Family Residence
    Built in 1923
    7.66 Acres Lot
    $1,158,300 Zestimate®
    $220/sqft
    $-- HOA

    What's special

    Open lawnBalanced scaleAbundant acreageDetailed finishesFinely executed millworkSeparate service wingEstablished trees
    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.
    12 days
    807
    75

    Zillow last checked:

    Listing updated:

    Listed by:

    Luxury Division Group 978-895-3770,

    Morin Real Estate 978-297-0961

    Source: MLS PIN,MLS#: 73576380

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Bathroom - Full, Wood / Coal / Pellet Stove, Flooring - Hardwood, French Doors
      • Level: Second
      Bedroom 2
      • Features: Flooring - Hardwood, Crown Molding
      • Level: Second
      Bedroom 3
      • Features: Fireplace, Closet, Flooring - Hardwood, Crown Molding
      • Level: Second
      Bedroom 4
      • Features: Flooring - Hardwood, French Doors, Crown Molding
      • Level: Second
      Bedroom 5
      • Features: Flooring - Vinyl, Lighting - Overhead, Crown Molding
      • Level: Second
      Primary bathroom
      • Features: Yes
      Bathroom 1
      • Features: Bathroom - Full, Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile, Lighting - Overhead
      • Level: Second
      Bathroom 2
      • Features: Bathroom - Full, Closet - Linen, Flooring - Stone/Ceramic Tile, Lighting - Overhead
      • Level: Second
      Bathroom 3
      • Features: Bathroom - Full, Flooring - Vinyl, Lighting - Overhead
      • Level: Second
      Dining room
      • Features: Wood / Coal / Pellet Stove, Flooring - Hardwood, Chair Rail, Lighting - Overhead, Crown Molding, Decorative Molding
      • Level: Main,First
      Kitchen
      • Features: Flooring - Hardwood, Dining Area, Pantry, Stainless Steel Appliances, Lighting - Overhead
      • Level: Main,First
      Living room
      • Features: Wood / Coal / Pellet Stove, Beamed Ceilings, Flooring - Hardwood, French Doors, Cable Hookup, Crown Molding, Decorative Molding
      • Level: Main,First
      Heating
      • Central, Steam, Oil, Pellet Stove, Wood Stove, Ductless
      Cooling
      • Ductless
      Appliances
      • Included: Tankless Water Heater, Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
      • Laundry: Electric Dryer Hookup, Exterior Access, Sink, In Basement
      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
      • Flooring: Wood, Tile, Vinyl, Flooring - Vinyl, Flooring - Stone/Ceramic Tile, Flooring - Hardwood
      • Doors: Pocket Door, French Doors
      • Basement: Full,Partially Finished,Walk-Out Access,Interior Entry,Concrete
      • Number of fireplaces: 6
      • Fireplace features: Bedroom
      Interior area
      • Total structure area: 5,456
      • Total interior livable area: 5,456 sqft
      • Finished area above ground: 5,456
      Video & virtual tour

      Property

      Parking
      • Total spaces: 8
      • Parking features: Detached, Garage Door Opener, Heated Garage, Storage, Workshop in Garage, Garage Faces Side, Oversized, Paved Drive, Off Street, Paved
      • Garage spaces: 4
      • Uncovered spaces: 4
      Features
      • Patio & porch: Patio
      • Exterior features: Patio, Rain Gutters, Storage, Decorative Lighting, Garden, Horses Permitted, Stone Wall
      • Has view: Yes
      • View description: Scenic View(s)
      • Waterfront features: Lake/Pond, Beach Ownership(Public)
      • Frontage length: 1150.00
      Lot
      • Size: 7.66 Acres
      • Features: Cleared, Gentle Sloping
      Details
      • Parcel number: M:8A3 B:0 L:7,3495583
      • Zoning: R40
      • Horses can be raised: Yes

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Italianate
      • Property subtype: Single Family Residence
      Materials
      • See Remarks
      • Foundation: Brick/Mortar, Other
      • Roof: Tile
      Condition
      • Year built: 1923

      Utilities & green energy

      • Electric: Other (See Remarks)
      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: for Gas Range, for Electric Oven, for Electric Dryer

      Community & HOA

      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
      • Security: Security System
      HOA
      • Has HOA: No
      Location
      • Region: Winchendon

      Financial & listing details

      • Price per square foot: $220/sqft
      • Tax assessed value: $770,600
      • Annual tax amount: $9,055
      • Date on market: 9/25/2026

        Estimated market value

        $1,158,300

        $1.10M - $1.22M

        $5,111/mo

        Price history

        DateEventPrice
        9/22/2026Listed for sale$1,200,000+166.7%$220/sqft
        Source: MLS PIN #73576380 Report a problem
        12/23/2015Sold$450,000-9.8%$82/sqft
        Source: Public Record Report a problem
        11/3/2015Pending sale$499,000$91/sqft
        Source: Barrett Sotheby's International Realty #71701566 Report a problem
        9/9/2015Listed for sale$499,000-4.9%$91/sqft
        Source: Barrett Sotheby's International Realty #71701566 Report a problem
        6/5/2015Listing removed$524,900$96/sqft
        Source: Barrett Sotheby's International Realty #71701566 Report a problem
        5/1/2015Price change$524,900-4.4%$96/sqft
        Source: Barrett Sotheby's International Realty #71701566 Report a problem
        2/28/2015Listed for sale$549,000$101/sqft
        Source: Barrett Sotheby's International Realty #71701566 Report a problem
        12/17/2014Listing removed$549,000$101/sqft
        Source: Barrett Sotheby's International Realty #71701566 Report a problem
        9/18/2014Price change$549,000-8.3%$101/sqft
        Source: Barrett Sotheby's International Realty #71701566 Report a problem
        6/20/2014Listed for sale$599,000$110/sqft
        Source: Barrett Sotheby's International Realty #71701566 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$9,055 +0.4%$770,600 +7.1%
        2024$9,023 +11%$719,500 +18.6%
        2023$8,128 +1.4%$606,600 +14.4%
        2022$8,013 +1.7%$530,300 +5.8%
        2021$7,879 +6.6%$501,200 +10.4%
        2020$7,389 +2.2%$453,900 +4.9%
        2019$7,232 +1.6%$432,800 +5.5%
        2018$7,115 -2.3%$410,100 +1.2%
        2017$7,285 +3.8%$405,400 +0.6%
        2016$7,021 +6.9%$402,800 +2.5%
        2015$6,569 +8.3%$392,900 +3.4%
        2014$6,063 +16.1%$379,900 +8.7%
        2013$5,220 -3.7%$349,600 -2.6%
        2012$5,423 -12.8%$358,900 -18.8%
        2011$6,216 +1.6%$442,100 -4.6%
        2010$6,116 +3.9%$463,300 -4.6%
        2009$5,888 +2.1%$485,400 -3.3%
        2008$5,769 +2.4%$502,100
        2007$5,634 +2.5%$502,100 +6.3%
        2006$5,498 +15%$472,300 +16.6%
        2005$4,779 +2.7%$405,000 +14.9%
        2004$4,653 +2.9%$352,500 +6%
        2003$4,523 -4.2%$332,600 +21.3%
        2002$4,723 +7.7%$274,100 +1%
        1999$4,387 $271,300
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: 01475

        Getting around

        7 / 100
        Car-Dependent
        2 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Toy Town
        • Middle: Murdock
        • High: Murdock

        Source: MLS PIN. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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