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Off market
  • $3,201,600

    366 Main St, Winchester, MA 01890

    5beds
    6,329sqft
    SingleFamily
    Built in 1853
    0.48 Acres Lot
    $3,201,600 Zestimate®
    $506/sqft
    $10,322 Estimated rent

    Home value

    $3,201,600

    $2.91M - $3.55M

    $10,322/mo

    Zestimate® history
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    $16,230/mo

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    $16,230/mo

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    What's special

    366 Main Street, once described by Boston Magazine as an "Unassuming Palace". Originally built in 1853, this historic Winchester property has been brought back to life by a premier local developer and is anxiously awaiting its next loving owner. Enriched with period detail that cannot be replicated today, this 14 room mansion is located just 7 houses from Winchester Center. With stunning landscaped grounds, stately original exterior detail, and a detached 4 car garage, you can truly live like royalty here. Do you love soaring ceilings, ornate woodwork and adorned mantels? How about an oversized designer kitchen? Or a master suite that would rival any 5-star accommodation? The flawless blend of new and old world design is possible, and this is proof! With 4 levels of finished space this home will wow you at every turn. 5 bedrooms in total including 2 en-suites, and the spectacular master. The lower level is set up for an amazing media room, with full bath and additional recreation room!

    This property is off market, which means it's not currently listed for sale or rent on Zillow. This may be different from what's available on other websites or public sources.

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 6
    • Full bathrooms: 5
    • 1/2 bathrooms: 1
    Heating
    • Other, Gas
    Features
    • Basement: Unfinished
    • Has fireplace: Yes
    Interior area
    • Total interior livable area: 6,329 sqft

    Property

    Parking
    • Parking features: Garage - Detached
    Features
    • Exterior features: Wood
    Lot
    • Size: 0.48 Acres
    Details
    • Parcel number: WINCM008B0082L0

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Colonial
    Materials
    • Frame
    • Roof: Asphalt
    Condition
    • Year built: 1853

    Community & neighborhood

    Location
    • Region: Winchester

    Other

    Other facts
    • Amenities: Public Transportation, Shopping, Swimming Pool, Medical Facility, Highway Access, House Of Worship, Public School, T-Station, Tennis Court
    • Construction: Frame, Brick
    • Electric Feature: Circuit Breakers
    • Energy Features: Insulated Windows, Storm Windows, Prog. Thermostat
    • Exterior: Shingles, Wood, Brick
    • Flooring: Tile, Wall To Wall Carpet, Hardwood, Marble
    • Master Bath: Yes
    • Roof Material: Asphalt/Fiberglass Shingles
    • Utility Connections: For Electric Oven, For Electric Dryer, Washer Hookup, For Gas Range
    • Year Round: Yes
    • Hot Water: Natural Gas, Tank
    • Appliances: Range, Dishwasher, Disposal, Microwave, Refrigerator, Refrigerator - Wine Storage
    • Bed2 Dscrp: Flooring - Hardwood, Bathroom - Full, Closet
    • Bed2 Level: Second Floor
    • Bed3 Dscrp: Flooring - Wall To Wall Carpet, Closet, Bathroom - Full
    • Bed4 Dscrp: Flooring - Wall To Wall Carpet, Closet, Recessed Lighting
    • Bth1 Level: First Floor
    • Heating: Hot Water Baseboard, Gas, Forced Air, Hydro Air
    • Kit Level: First Floor
    • Mbr Dscrp: Flooring - Hardwood, Bathroom - Full, Closet - Walk-In, Recessed Lighting, Dressing Room
    • Mbr Level: Second Floor
    • Din Level: First Floor
    • Kit Dscrp: Dining Area, Flooring - Hardwood, Countertops - Stone/Granite/Solid, Kitchen Island, Recessed Lighting, Second Dishwasher, Ceiling - Coffered
    • Cooling: Central Air
    • Bth2 Level: Second Floor
    • Bth1 Dscrp: Flooring - Stone/Ceramic Tile, Bathroom - Half
    • Bth2 Dscrp: Bathroom - Full, Jacuzzi / Whirlpool Soaking Tub, Countertops - Stone/Granite/Solid, Bathroom - Tiled With Shower Stall, Recessed Lighting, Flooring - Marble, Double Vanity
    • Bth3 Dscrp: Flooring - Stone/Ceramic Tile, Bathroom - Full, Bathroom - Tiled With Tub
    • Fam Dscrp: Flooring - Hardwood, Recessed Lighting, Exterior Access, Chair Rail
    • Fam Level: First Floor
    • Garage Parking: Detached, Garage Door Opener, Storage
    • Bed5 Dscrp: Closet, Flooring - Wall To Wall Carpet, Recessed Lighting
    • Bth3 Level: Second Floor
    • Din Dscrp: Flooring - Hardwood, Fireplace, Closet/Cabinets - Custom Built, Ceiling - Coffered
    • Insulation Feature: Fiberglass, Mixed, Spray Foam
    • Bed3 Level: Third Floor
    • Bed4 Level: Third Floor
    • Bed5 Level: Third Floor
    • Style: Italianate
    • Basement Feature: Full, Walk Out, Interior Access, Finished
    • Lead Paint: Unknown
    • Exterior Features: Patio, Gutters, Professional Landscaping, Sprinkler System, Stone Wall, Fenced Yard, Et Irrigation Controller
    • Foundation: Fieldstone, Poured Concrete, Brick
    • Lot Description: Corner, Paved Drive, Fenced/Enclosed
    • Laundry Level: Second Floor
    • Liv Dscrp: Fireplace, Flooring - Hardwood
    • Road Type: Public, Paved, Publicly Maint., Sidewalk
    • Liv Level: First Floor
    • Sf Type: Detached

    Price history

    DateEventPrice
    5/30/2018Sold$2,250,000-6.2%$356/sqft
    Source: Agent Provided Report a problem
    4/19/2018Pending sale$2,399,000$379/sqft
    Source: RE/MAX Leading Edge #72290639 Report a problem
    4/12/2018Price change$2,399,000-3.8%$379/sqft
    Source: RE/MAX Leading Edge #72290639 Report a problem
    3/8/2018Price change$2,495,000-5.8%$394/sqft
    Source: RE/MAX Leading Edge #72290639 Report a problem
    2/9/2018Price change$2,649,000-3.6%$419/sqft
    Source: RE/MAX Leading Edge #72244192 Report a problem
    10/18/2017Listed for sale$2,749,000+76.8%$434/sqft
    Source: RE/MAX Leading Edge #72244192 Report a problem
    11/3/2016Sold$1,555,000-8.3%$246/sqft
    Source: Public Record Report a problem
    9/16/2016Pending sale$1,695,000$268/sqft
    Source: RE/MAX Leading Edge #72060250 Report a problem
    8/31/2016Listed for sale$1,695,000-3.1%$268/sqft
    Source: RE/MAX Leading Edge #72060250 Report a problem
    5/18/2016Sold$1,750,000+16.7%$277/sqft
    Source: Public Record Report a problem
    4/19/2016Pending sale$1,499,900$237/sqft
    Source: Coldwell Banker Residential Brokerage - Winchester #71974189 Report a problem
    4/3/2016Listed for sale$1,499,900$237/sqft
    Source: Coldwell Banker Residential Brokerage - Winchester #71974189 Report a problem
    3/29/2016Pending sale$1,499,900$237/sqft
    Source: Coldwell Banker Residential Brokerage - Winchester #71974189 Report a problem
    3/18/2016Listed for sale$1,499,900$237/sqft
    Source: Coldwell Banker Residential Brokerage - Winchester #71974189 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$29,730 +2.2%$2,680,800 +4.5%
    2024$29,078 +2.2%$2,566,500 +6.4%
    2023$28,465 +0.8%$2,412,300 +6.9%
    2022$28,236 +4%$2,257,100 +6.6%
    2021$27,162 +3.5%$2,117,100
    2020$26,231 +10.2%$2,117,100 +7.7%
    2019$23,807 +28.2%$1,965,900 +29.1%
    2018$18,564 +23%$1,522,900 +23.9%
    2017$15,093 +13.7%$1,229,100 +8.2%
    2016$13,270 -1.1%$1,136,100 +2.8%
    2015$13,412 +6.6%$1,104,800 +11.2%
    2014$12,578 +1.3%$993,500 +2.1%
    2013$12,421 +1.8%$972,700
    2012$12,207 +3.7%$972,700
    2011$11,770 +4.4%$972,700 -0.7%
    2010$11,277 +2.1%$979,800
    2009$11,042 +5.2%$979,800 -1.3%
    2008$10,498 +6.1%$993,200 +3.7%
    2007$9,898 +1.7%$958,200 +2.1%
    2006$9,732 +2.6%$938,500 +3.1%
    2005$9,489 +1%$910,700 +10.3%
    2004$9,394 +2.8%$825,500 +2.8%
    2003$9,136 +12.2%$802,800 +9.1%
    2002$8,140 +25.5%$736,000 +46.9%
    2000$6,487 -5.6%$501,100 +6.8%
    1999$6,872 $469,400

    Find assessor info on the county website

    Neighborhood: 01890

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Lincoln
    • Middle: McCall
    • High: Winchester

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

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    Estimated market value
    $3,201,600
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $3,201,600