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For sale
  • $1,999,000

    22 Hollywood Rd, Winchester, MA 01890

    5beds
    3,136sqft
    : Get pre-qualified
    Single Family Residence
    Built in 1962
    0.34 Acres Lot
    $1,938,300 Zestimate®
    $637/sqft
    $-- HOA

    What's special

    Abundant natural light
    Beautifully appointed 5BR, 2 full/2 half bath home with 3,136 sq ft of thoughtfully designed living space on a flat, fully fenced .34 acre lot. Renovated kitchen with quartz countertops and luxury appliances. Expansive and bright living room with custom built-ins, window seating, and gas fireplace. The main living level also offers 3 spacious bedrooms and a serene primary suite with a walk-in closet and private en suite bath. Fully refreshed entry-level offers another bedroom, includes a custom mudroom off the 2-car attached garage, half bath, and laundry room. Completed with an oversized media room with walkout access. Generous, manicured yard with expanded patio--perfect for everyday living and entertaining outdoors. New systems, flexible layout, abundant natural light, and thoughtful updates throughout. Extra outdoor storage with included shed. Minutes from the Middlesex Fells Reservation, top-rated schools, and vibrant downtown Winchester.
    1 day
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    38
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    Zillow last checked:

    Listing updated:

    Listed by:

    Andersen Group Realty 781-729-2329,

    Keller Williams Realty Boston Northwest 781-862-2800,

    Sven Andersen 781-739-2258

    Source: MLS PIN,MLS#: 73527768

    Tour with a local agent

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 4
      • Full bathrooms: 2
      • 1/2 bathrooms: 2
      Primary bedroom
      • Features: Bathroom - Full, Closet - Linen, Flooring - Hardwood, Window(s) - Picture
      Bedroom 2
      • Features: Closet, Flooring - Hardwood, Window(s) - Picture
      Bedroom 3
      • Features: Closet, Flooring - Hardwood, Window(s) - Picture
      Bedroom 4
      • Features: Closet, Flooring - Hardwood, Window(s) - Picture
      Bedroom 5
      • Features: Closet, Flooring - Stone/Ceramic Tile, Window(s) - Bay/Bow/Box
      Bathroom 1
      • Features: Bathroom - Half
      Bathroom 2
      • Features: Bathroom - Half
      Bathroom 3
      • Features: Bathroom - Full
      Dining room
      • Features: Flooring - Hardwood, Window(s) - Picture
      Kitchen
      • Features: Flooring - Hardwood, Window(s) - Picture
      Living room
      • Features: Flooring - Hardwood, Window(s) - Bay/Bow/Box, Window(s) - Picture, Cable Hookup, Recessed Lighting
      Heating
      • Forced Air, Baseboard, Heat Pump, Natural Gas
      Cooling
      • Central Air, Heat Pump
      Appliances
      • Included: Gas Water Heater, Water Heater, Range, Oven, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator, Range Hood, Plumbed For Ice Maker
      • Laundry: Exterior Access, Electric Dryer Hookup, Washer Hookup
      Features
      • Sauna/Steam/Hot Tub
      • Flooring: Wood, Stone / Slate
      • Basement: Finished
      • Number of fireplaces: 2
      • Fireplace features: Living Room
      Interior area
      • Total structure area: 3,136
      • Total interior livable area: 3,136 sqft
      • Finished area above ground: 3,136

      Property

      Parking
      • Total spaces: 6
      • Parking features: Attached, Garage Door Opener, Paved Drive, Paved
      • Attached garage spaces: 2
      • Uncovered spaces: 4
      Features
      • Levels: Multi/Split
      • Patio & porch: Patio
      • Exterior features: Patio, Storage, Sprinkler System, Fenced Yard, Outdoor Gas Grill Hookup
      • Fencing: Fenced/Enclosed,Fenced
      Lot
      • Size: 0.34 Acres
      Details
      • Parcel number: M:006 B:0438 L:0,896186
      • Zoning: RDC

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Frame, Stone
      • Foundation: Concrete Perimeter
      • Roof: Shingle
      Condition
      • Year built: 1962

      Utilities & green energy

      • Electric: 200+ Amp Service
      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: for Gas Range, for Gas Oven, for Electric Dryer, Washer Hookup, Icemaker Connection, Outdoor Gas Grill Hookup

      Community & HOA

      Community
      • Features: Public Transportation, Pool, Tennis Court(s), Park, Golf, Medical Facility, Bike Path, Conservation Area, House of Worship, Public School
      • Security: Security System
      HOA
      • Has HOA: No
      Location
      • Region: Winchester

      Financial & listing details

      • Price per square foot: $637/sqft
      • Tax assessed value: $1,709,300
      • Annual tax amount: $18,886
      • Date on market: 6/1/2026
      • Exclusions: Wine And Wine Fridge Garage Excluded
      • Road surface type: Paved
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        Estimated market value

        $1,938,300

        $1.84M - $2.04M

        $7,612/mo

        Price history

        DateEventPrice
        6/1/2026Listed for sale$1,999,000+66.6%$637/sqft
        Source: MLS PIN #73527768 Report a problem
        11/3/2016Sold$1,200,000+4.3%$383/sqft
        Source: Public Record Report a problem
        8/24/2016Pending sale$1,150,000$367/sqft
        Source: RE/MAX Leading Edge #72053194 Report a problem
        8/15/2016Listed for sale$1,150,000+22.3%$367/sqft
        Source: RE/MAX Leading Edge #72053194 Report a problem
        5/23/2008Sold$940,000-3%$300/sqft
        Source: Public Record Report a problem
        2/26/2008Listed for sale$969,000+226.8%$309/sqft
        Source: MLS Property Information Network #70716614 Report a problem
        12/31/1991Sold$296,500$95/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$18,886 +3.9%$1,703,000 +6.2%
        2024$18,173 +7.5%$1,604,000 +12%
        2023$16,902 -0.6%$1,432,400 +5.4%
        2022$17,006 +8.4%$1,359,400 +11.1%
        2021$15,694 +6.7%$1,223,200 +3.1%
        2020$14,703 +9%$1,186,700 +6.6%
        2019$13,487 +2.1%$1,113,700 +2.8%
        2018$13,208 +9.2%$1,083,500 +10%
        2017$12,098 +10.6%$985,200 +5.2%
        2016$10,935 +4.2%$936,200 +8.3%
        2015$10,490 +6.4%$864,100 +11%
        2014$9,855 -0.9%$778,400
        2013$9,940 +10.2%$778,400 +8.3%
        2012$9,018 +3.7%$718,600
        2011$8,695 +0.1%$718,600 -4.8%
        2010$8,687 +2.1%$754,700
        2009$8,505 +3.8%$754,700 -2.6%
        2008$8,190 +4.3%$774,800 +1.9%
        2007$7,855 +10.5%$760,400 +10.9%
        2006$7,110 +9%$685,600 +9.5%
        2005$6,525 +13%$626,200 +23.4%
        2004$5,776 +2.7%$507,600 +2.7%
        2003$5,626 +11.8%$494,400 +8.7%
        2002$5,032 +13.1%$455,000 +33%
        2000$4,450 -5.6%$342,200 +6.3%
        1999$4,714 $322,000

        Find assessor info on the county website

        Monthly payment

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          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.
          Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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          Climate risks

          Neighborhood: 01890

          Getting around

          10 / 100
          Car-Dependent
          30 / 100
          Somewhat Bikeable

          Nearby schools

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

          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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