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Off market
  • Zillow Home logoZestimate®
    $1,725,500

    161 Highland Ave, Winchester, MA 01890

    6beds
    3,800sqft
    Single Family Residence
    Built in 1880
    -- sqft lot
    $1,725,500 Zestimate®
    $454/sqft
    $7,120 Estimated rent

    Home value

    $1,725,500

    $1.57M - $1.90M

    $7,120/mo

    Zestimate® history
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    $11,394/mo

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    What's special

    Beautiful Colonial House in Prime Winchester Location steps from Middlesex Fells Reservation Experience comfort, space, and nature in this stunning 6-bedroom Colonial home in Winchester, MA, available August 1. Perfect for families or professionals seeking a peaceful retreat with convenient access to Boston. Nestled just steps from the Middlesex Fells Reservation (2,575 acres of hiking and biking trails) and a short stroll to Winchester town center, this home offers the best of suburban living with city accessibility. Outdoor Living Enjoy beautifully maintained grounds featuring: Trees and landscaped greenery A fully fenced private backyard ideal for relaxing or entertaining A spacious porch for outdoor dining Driveway parking plus street parking (no permit required) Professional landscaping included (gardener visits twice monthly) Interior Highlights This bright and spacious home is thoughtfully designed for comfort: First Floor Sun-drenched living room and formal dining room Fully equipped kitchen with new appliances opening onto a large porch Convenient half bath Second Floor Expansive primary bedroom with ensuite bath Three additional bedrooms Second full bathroom Additional outdoor porch space Additional features: New insulated windows throughout NEW High Efficiency HVAC and Central Air Location & Convenience 2-minute walk to Middlesex Fells Reservation 10-minute walk to Winchester Center (shops, dining, grocery) Easy commute to Boston Rental Details Monthly Rent: $8,500 Utilities: Not specified Perfect For Families or professionals seeking a spacious, safe, and serene home surrounded by nature, with excellent schools and all the conveniences of town living nearby. See the listing

    This property is not currently displayed as for sale or rent on Zillow. This may be different from what's on other websites or public sources.

    Zillow last checked:

    Listing updated:

    Source: Zillow Rentals

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 6
    • Bathrooms: 3
    • Full bathrooms: 2
    • 1/2 bathrooms: 1
    Heating
    • Forced Air
    Cooling
    • Air Conditioner, Central Air
    Appliances
    • Included: Dishwasher, Dryer, Freezer, Oven, Refrigerator, Washer
    • Laundry: In Unit
    Features
    • Flooring: Hardwood, Tile
    Interior area
    • Total interior livable area: 3,800 sqft

    Property

    Parking
    • Parking features: Off Street
    • Details: Contact manager
    Features
    • Patio & porch: Patio
    Details
    • Parcel number: WINCM003B0102L0

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Condition
    • Year built: 1880

    Community & HOA

    Community
    • Deposit fee: $7,500
    Location
    • Region: Winchester

    Financial & listing details

    • Price per square foot: $454/sqft
    • Tax assessed value: $1,465,600
    • Annual tax amount: $16,254
    • Date on market: 9/25/2026
    • Date available: 09/12/2026
    • Lease term: 1 Year

    Price history

    DateEventPrice
    10/8/2026Listing removed$7,500$2/sqft
    Source: Zillow Rentals Report a problem
    8/6/2026Price change$7,500-11.8%$2/sqft
    Source: MLS PIN #73554939 Report a problem
    7/25/2026Listed for rent$8,500+42.9%$2/sqft
    Source: MLS PIN #73554939 Report a problem
    6/10/2021Listing removed--
    Source: Zillow Rental Manager Report a problem
    5/20/2021Listed for rent$5,950$2/sqft
    Source: Zillow Rental Manager Report a problem
    7/15/2014Listing removed$949,000$250/sqft
    Source: RE/MAX Leading Edge Report a problem
    7/15/2014Listed for sale$949,000+5.4%$250/sqft
    Source: RE/MAX Leading Edge Report a problem
    7/14/2014Sold$900,000-5.2%$237/sqft
    Source: Public Record Report a problem
    5/17/2014Pending sale$949,000$250/sqft
    Source: RE/MAX Leading Edge #71663689 Report a problem
    5/5/2014Price change$949,000-5%$250/sqft
    Source: RE/MAX LEADING EDGE #71663689 Report a problem
    4/21/2014Listed for sale$999,000$263/sqft
    Source: RE/MAX Leading Edge #71663689 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$16,254 +1.1%$1,465,600 +3.3%
    2024$16,076 +7%$1,418,900 +11.5%
    2023$15,021 +2.1%$1,273,000 +8.2%
    2022$14,714 +8.6%$1,176,200 +11.4%
    2021$13,548 +3.5%$1,056,000
    2020$13,084 +5.8%$1,056,000 +3.4%
    2019$12,372 +2.7%$1,021,600 +3.3%
    2018$12,052 +2.2%$988,700 +2.9%
    2017$11,796 +6.7%$960,600 +1.5%
    2016$11,055 +3.4%$946,500 +7.5%
    2015$10,687 +7.6%$880,300 +12.2%
    2014$9,929 +12.5%$784,300 +13.4%
    2013$8,829 +1.8%$691,400
    2012$8,677 +3.7%$691,400
    2011$8,366 +1.6%$691,400 -3.4%
    2010$8,234 +2.1%$715,400
    2009$8,063 +3.9%$715,400 -2.6%
    2008$7,762 +6.1%$734,300 +3.6%
    2007$7,319 +2%$708,500 +2.4%
    2006$7,177 +3.6%$692,100 +4.1%
    2005$6,926 +2.7%$664,700 +12.1%
    2004$6,746 +2.8%$592,800 +2.8%
    2003$6,565 +12.1%$576,900 +9%
    2002$5,854 +24.5%$529,300 +36.6%
    2000$4,702 -5.6%$387,500 +13.9%
    1999$4,981 $340,200
    Find assessor info on the county website

    Neighborhood: 01890

    Nearby schools

    GreatSchools rating
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    Estimated market value
    $1,725,500
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    Estimated market value
    $1,725,500