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Pending
    • Price cut: $100K (7/16)
    $1,899,000

    16 & 16A Glenwood Ave, Winchester, MA 01890

    6beds
    6,900sqft
    : 
    $11,624/mo
    Get pre-qualified
    Single Family Residence
    Built in 1966
    0.44 Acres Lot
    $-- Zestimate®
    $275/sqft
    $-- HOA

    What's special

    Must see! sprawling 2-3 family beautifully renovated & expanded home offering flexibility for multigenerational living, complete w/ a legal unit over the garage ideal for in-laws, nanny, guests, or rental income. Thoughtfully designed w/ a seamless blend of private & communal spaces, the main home features an updated kitchen w/ mudroom, laundry & pantry, a spacious living room w/ gas fireplace, dining room, 1st flr bedrm & full bath, plus a flexible suite w/ kitchenette, sitting room & full bath. Upstairs offers 3 add' bedrooms & a full bath. The finished lower level includes a family room, office, exercise space, bonus room w/ walkout, workshop, storage & cedar closet. Additional highlights include an oversized 2-car garage with EV charger, elevator lift, solar array, & direct access to the apartment featuring vaulted ceilings, gas fireplace, full kitchen, laundry & private deck. Set on an oversized level lot with mature landscaping, deck, patio & gazebo on a quiet cul-de-sac!
    119 days
    |
    207
    |
    11
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Kim Covino & Co. Team 781-249-3854,

    Compass 781-219-0313,

    Kim Covino 781-249-3854

    Source: MLS PIN,MLS#: 73507137

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 6
      • Bathrooms: 5
      • Full bathrooms: 4
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Bathroom - Full, Walk-In Closet(s), Flooring - Hardwood, Handicap Accessible
      • Level: First
      • Area: 280
      • Dimensions: 20 x 14
      Bedroom 2
      • Features: Closet, Flooring - Hardwood, Handicap Accessible
      • Level: First
      • Area: 132
      • Dimensions: 12 x 11
      Bedroom 3
      • Features: Closet, Flooring - Hardwood
      • Level: Second
      • Area: 228
      • Dimensions: 19 x 12
      Bedroom 4
      • Features: Closet, Flooring - Hardwood
      • Level: Second
      • Area: 130
      • Dimensions: 13 x 10
      Bedroom 5
      • Features: Closet, Flooring - Hardwood
      • Level: Second
      • Area: 144
      • Dimensions: 16 x 9
      Primary bathroom
      • Features: Yes
      Bathroom 1
      • Features: Bathroom - Full
      • Level: First
      • Area: 48
      • Dimensions: 8 x 6
      Bathroom 2
      • Features: Bathroom - Full
      • Level: First
      • Area: 126
      • Dimensions: 14 x 9
      Bathroom 3
      • Features: Bathroom - Half
      • Level: First
      • Area: 28
      • Dimensions: 7 x 4
      Dining room
      • Features: Flooring - Hardwood
      • Level: First
      • Area: 132
      • Dimensions: 12 x 11
      Family room
      • Features: Flooring - Hardwood
      • Level: First
      • Area: 338
      • Dimensions: 26 x 13
      Kitchen
      • Features: Flooring - Hardwood, Dining Area, Handicap Accessible, Kitchen Island, Exterior Access, Window Seat
      • Level: First
      • Area: 325
      • Dimensions: 25 x 13
      Living room
      • Features: Flooring - Hardwood
      • Level: First
      • Area: 280
      • Dimensions: 20 x 14
      Office
      • Level: Basement
      • Area: 110
      • Dimensions: 11 x 10
      Heating
      • Natural Gas, Fireplace
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Refrigerator
      • Laundry: First Floor
      Features
      • Bathroom - Full, Walk-In Closet(s), Closet, Countertops - Stone/Granite/Solid, Bathroom, Accessory Apt., Bonus Room, Home Office
      • Flooring: Flooring - Hardwood, Flooring - Vinyl
      • Basement: Full,Partially Finished,Walk-Out Access
      • Number of fireplaces: 2
      • Fireplace features: Family Room
      Interior area
      • Total structure area: 6,900
      • Total interior livable area: 6,900 sqft
      • Finished area above ground: 4,796
      • Finished area below ground: 2,104
      Video & virtual tour

      Property

      Parking
      • Total spaces: 9
      • Parking features: Attached, Paved Drive, Off Street, Paved
      • Attached garage spaces: 2
      • Uncovered spaces: 7
      Accessibility
      • Accessibility features: Accessible Entrance
      Features
      • Patio & porch: Deck - Exterior, Porch, Deck, Deck - Composite, Patio
      • Exterior features: Porch, Deck, Deck - Composite, Patio, Rain Gutters, Professional Landscaping, Sprinkler System, Fenced Yard, Fruit Trees, Garden
      • Fencing: Fenced/Enclosed,Fenced
      Lot
      • Size: 0.44 Acres
      • Features: Level
      Details
      • Parcel number: M:014 B:0249 L:0
      • Zoning: RG

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Cape
      • Property subtype: Single Family Residence
      Materials
      • Foundation: Concrete Perimeter
      • Roof: Shingle
      Condition
      • Year built: 1966

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

      Community
      • Features: Public Transportation, Walk/Jog Trails, Bike Path, Public School
      HOA
      • Has HOA: No
      Location
      • Region: Winchester

      Financial & listing details

      • Price per square foot: $275/sqft
      • Tax assessed value: $2,265,300
      • Annual tax amount: $25,122
      • Date on market: 4/24/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        8/3/2026Pending sale$1,899,000$275/sqft
        Source: MLS PIN #73507137 Report a problem
        7/16/2026Price change$1,899,000-5%$275/sqft
        Source: MLS PIN #73507137 Report a problem
        7/6/2026Price change$1,999,000-4.8%$290/sqft
        Source: MLS PIN #73507137 Report a problem
        6/2/2026Price change$2,099,000-4.6%$304/sqft
        Source: MLS PIN #73507137 Report a problem
        4/24/2026Listed for sale$2,200,000$319/sqft
        Source: MLS PIN #73507137 Report a problem

        Public tax history

        Tax history is unavailable.

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        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: 01890

        Getting around

        67 / 100
        Somewhat Walkable
        60 / 100
        Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Lynch
        • Middle: Mccall
        • High: Whs

        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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