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For sale
  • $1,195,000

    355 High St, Westwood, MA 02090

    5beds
    2,907sqft
    : 
    $7,485/mo
    Get pre-qualified
    Single Family Residence
    Built in 1929
    2 Acres Lot
    $1,171,200 Zestimate®
    $411/sqft
    $-- HOA

    What's special

    Two-acre propertyExpansive groundsHardwood floors throughoutSerene natural settingExceptional rolling yardHigh ceilings
    Exceptional two-acre property offers the perfect balance of privacy and convenience, with easy access to the town center, major commuter routes in premier MetroWest community of Westwood. Built in 1929, this classic Colonial showcases timeless architectural character, featuring high ceilings, oversized windows and french doors providing an abundance of natural light, and hardwood floors throughout. Rich in charm and original detail, this home presents a rare opportunity to restore and reimagine a property with enduring appeal. The expansive grounds are a true highlight—an exceptional, rolling yard surrounded by a serene, natural setting that offers both tranquility and space for outdoor living, entertaining, or future enhancements. Located in highly sought-after Westwood—known for its top-rated schools, strong community feel —this property represents a unique opportunity for buyers looking to customize and create their ideal home in a prime location. No open houses.
    16 days
    |
    2,665
    |
    79
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Jane Wemyss 617-803-5149,

    Compass 781-365-9954,

    Taryn Connor 617-504-7621

    Source: MLS PIN,MLS#: 73558725

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Bathroom - Full, Closet, Flooring - Hardwood
      • Level: Second
      • Area: 300
      • Dimensions: 20 x 15
      Bedroom 2
      • Features: Bathroom - Half, Closet, Flooring - Hardwood
      • Level: Second
      • Area: 240
      • Dimensions: 20 x 12
      Bedroom 3
      • Features: Closet, Flooring - Hardwood
      • Level: Second
      • Area: 182
      • Dimensions: 14 x 13
      Bedroom 4
      • Features: Closet, Flooring - Hardwood
      • Level: Second
      • Area: 143
      • Dimensions: 13 x 11
      Bedroom 5
      • Features: Closet
      • Level: Second
      • Area: 156
      • Dimensions: 13 x 12
      Primary bathroom
      • Features: Yes
      Bathroom 1
      • Level: Second
      Bathroom 2
      • Level: Second
      Bathroom 3
      • Level: Second
      Dining room
      • Features: Flooring - Hardwood, French Doors, Deck - Exterior, Exterior Access
      • Level: First
      • Area: 300
      • Dimensions: 20 x 15
      Kitchen
      • Features: Dining Area, Dryer Hookup - Electric, Washer Hookup
      • Level: First
      • Area: 240
      • Dimensions: 20 x 12
      Living room
      • Features: Flooring - Hardwood, French Doors, Deck - Exterior, Exterior Access
      • Level: Main,First
      • Area: 406
      • Dimensions: 29 x 14
      Heating
      • Steam, Oil
      Cooling
      • Window Unit(s)
      Appliances
      • Included: Range, Dishwasher, Refrigerator, Freezer, Washer, Dryer
      • Laundry: First Floor, Electric Dryer Hookup, Washer Hookup
      Features
      • Flooring: Wood, Tile, Vinyl
      • Doors: French Doors
      • Basement: Full,Interior Entry,Sump Pump,Concrete,Unfinished
      • Number of fireplaces: 3
      • Fireplace features: Dining Room, Living Room, Master Bedroom
      Interior area
      • Total structure area: 2,907
      • Total interior livable area: 2,907 sqft
      • Finished area above ground: 2,907

      Property

      Parking
      • Total spaces: 12
      • Parking features: Attached, Off Street, Stone/Gravel, Unpaved
      • Attached garage spaces: 2
      • Uncovered spaces: 10
      Features
      • Patio & porch: Screened
      • Exterior features: Porch - Screened, Stone Wall
      • Has view: Yes
      • View description: Scenic View(s)
      Lot
      • Size: 2 Acres
      • Features: Gentle Sloping
      Details
      • Parcel number: M:009 B:000 L:202,299715
      • Zoning: RC

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Frame
      • Foundation: Block
      • Roof: Shingle
      Condition
      • Year built: 1929

      Utilities & green energy

      • Electric: Circuit Breakers
      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: for Electric Range, for Electric Oven, for Electric Dryer, Washer Hookup

      Community & HOA

      Community
      • Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Conservation Area, Highway Access, House of Worship, Public School, T-Station, Sidewalks
      HOA
      • Has HOA: No
      Location
      • Region: Westwood

      Financial & listing details

      • Price per square foot: $411/sqft
      • Tax assessed value: $956,100
      • Annual tax amount: $12,305
      • Date on market: 8/4/2026
      • Listing terms: Contract
      • Road surface type: Paved

        Estimated market value

        $1,171,200

        $1.11M - $1.23M

        $5,572/mo

        Price history

        DateEventPrice
        8/4/2026Listed for sale$1,195,000$411/sqft
        Source: MLS PIN #73558725 Report a problem
        6/26/2026Listing removed$1,195,000$411/sqft
        Source: MLS PIN #73528538 Report a problem
        6/25/2026Listed for sale$1,195,000$411/sqft
        Source: MLS PIN #73528538 Report a problem
        6/25/2026Pending sale$1,195,000$411/sqft
        Source: MLS PIN #73528538 Report a problem
        6/11/2026Contingent$1,195,000$411/sqft
        Source: MLS PIN #73528538 Report a problem
        6/2/2026Listed for sale$1,195,000$411/sqft
        Source: MLS PIN #73528538 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$11,132 $869,000
        2024$11,132 +3.7%$869,000 +15.8%
        2023$10,735 +4.9%$750,700 +8.8%
        2022$10,236 -2%$690,200 -2.4%
        2021$10,448 +11.7%$706,900 +9.7%
        2020$9,352 +4%$644,550 +5%
        2019$8,995 +0.8%$614,000 +3.8%
        2018$8,928 +4.5%$591,650 +0.9%
        2017$8,540 +5.5%$586,150 +6.1%
        2016$8,097 +2.5%$552,300 +6.5%
        2015$7,901 +1.2%$518,450 +2.2%
        2014$7,811 +1.2%$507,200 -2.2%
        2013$7,720 +2.8%$518,450
        2012$7,507 -0.2%$518,450 -4.6%
        2011$7,519 -36.5%$543,700 -39.9%
        2010$11,834 +45.8%$905,400 +34%
        2009$8,115 -8.6%$675,700 -10.6%
        2008$8,874 +9.4%$755,900
        2007$8,111 +3.5%$755,900
        2006$7,839 -1.8%$755,900 +13.3%
        2005$7,985 -7.6%$667,050
        2004$8,645 +40%$667,050 +23.7%
        2003$6,173 +23.3%$539,100 +43.9%
        2001$5,008 +22.4%$374,600 +29.2%
        1995$4,093 $290,050
        Find assessor info on the county website

        Monthly payment

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        Payment breakdown

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        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: 02090

        Getting around

        21 / 100
        Car-Dependent
        33 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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