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Under contract
    • Price cut: $85K (7/8)
    $900,000

    5 Diane Dr, Medway, MA 02053

    4beds
    3,287sqft
    Single Family Residence
    Built in 1983
    1.11 Acres Lot
    $886,700 Zestimate®
    $274/sqft
    $-- HOA

    What's special

    Second fireplaceCozy fireLight-infused sunroomSpacious rooms
    Classic center-hall Colonial with subtle Tudor-inspired character, beautifully sited on a private acre+ lot in one of Medway's most desirable neighborhoods. Offering over 3,200 sq. ft., this spacious home features generous room sizes, hardwood floors, two fireplaces, a sun-filled family room, and a light-filled sunroom overlooking peaceful grounds. The primary suite is a true retreat with a vaulted spa bath, oversized walk-in dressing room, and private indoor spa. A finished media room with kitchenette provides flexible space for entertaining, guests, or multi-generational living. Well maintained with the opportunity to personalize over time. Exceptional value, location, and lifestyle close to parks, trails, shopping, and major commuting routes.
    38 days
    |
    1,127
    |
    71
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Megan Gadelha 774-277-7757,

    Gibson Sotheby's International Realty 781-329-8008

    Source: MLS PIN,MLS#: 73535406

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Primary bedroom
      • Level: Second
      Bedroom 2
      • Level: Second
      Bedroom 3
      • Level: Second
      Bedroom 4
      • Level: Second
      Primary bathroom
      • Features: Yes
      Bathroom 1
      • Level: Second
      Bathroom 2
      • Features: Bathroom - Full, Bathroom - Tiled With Tub & Shower, Closet - Linen, Flooring - Stone/Ceramic Tile
      • Level: Second
      Bathroom 3
      • Features: Bathroom - Half, Flooring - Stone/Ceramic Tile
      • Level: First
      Dining room
      • Features: Flooring - Hardwood
      • Level: First
      Family room
      • Features: Flooring - Hardwood, Recessed Lighting
      • Level: First
      Kitchen
      • Features: Flooring - Hardwood, Dining Area
      • Level: First
      Living room
      • Features: Flooring - Hardwood
      • Level: First
      Heating
      • Central, Baseboard, Oil
      Cooling
      • Central Air, Ductless, Whole House Fan
      Appliances
      • Included: Water Heater, Oven, Dishwasher, ENERGY STAR Qualified Refrigerator, ENERGY STAR Qualified Dishwasher, Plumbed For Ice Maker
      • Laundry: Flooring - Wall to Wall Carpet, Deck - Exterior, Recessed Lighting, Sink, First Floor, Electric Dryer Hookup, Washer Hookup
      Features
      • Recessed Lighting, Closet, Ceiling Fan(s), Vaulted Ceiling(s), Dining Area, Countertops - Stone/Granite/Solid, Cabinets - Upgraded, Lighting - Overhead, Exercise Room, Media Room, Sun Room, Wired for Sound, Internet Available - Broadband
      • Flooring: Carpet, Hardwood, Flooring - Wall to Wall Carpet
      • Windows: Skylight
      • Basement: Full,Partially Finished
      • Number of fireplaces: 2
      • Fireplace features: Family Room
      Interior area
      • Total structure area: 3,287
      • Total interior livable area: 3,287 sqft
      • Finished area above ground: 2,727
      • Finished area below ground: 560

      Property

      Parking
      • Total spaces: 7
      • Parking features: Attached, Garage Door Opener, Insulated, Oversized, Paved Drive, Off Street
      • Attached garage spaces: 2
      • Uncovered spaces: 5
      Features
      • Patio & porch: Deck, Patio
      • Exterior features: Deck, Patio, Rain Gutters
      Lot
      • Size: 1.11 Acres
      • Features: Wooded
      Details
      • Parcel number: 3166383
      • Zoning: res

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      • Attached to another structure: Yes
      Materials
      • Frame
      • Foundation: Concrete Perimeter
      • Roof: Shingle
      Condition
      • Remodeled
      • Year built: 1983

      Utilities & green energy

      • Electric: Circuit Breakers
      • Sewer: Private Sewer
      • Water: Private
      • Utilities for property: for Electric Dryer, Washer Hookup, Icemaker Connection
      Green energy
      • Energy efficient items: Thermostat

      Community & HOA

      Community
      • Features: Shopping, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, House of Worship, Public School
      HOA
      • Has HOA: No
      Location
      • Region: Medway

      Financial & listing details

      • Price per square foot: $274/sqft
      • Tax assessed value: $732,900
      • Annual tax amount: $10,000
      • Date on market: 6/16/2026
      • Listing terms: Contract
      • Exclusions: Basement Projector

        Estimated market value

        $886,700

        $842,000 - $931,000

        $4,489/mo

        Price history

        DateEventPrice
        7/15/2026Contingent$900,000$274/sqft
        Source: MLS PIN #73535406 Report a problem
        7/8/2026Price change$900,000-8.6%$274/sqft
        Source: MLS PIN #73535406 Report a problem
        6/24/2026Price change$985,000-3%$300/sqft
        Source: MLS PIN #73535406 Report a problem
        6/16/2026Listed for sale$1,015,000+434.2%$309/sqft
        Source: MLS PIN #73535406 Report a problem
        2/28/1985Sold$190,000$58/sqft
        Source: Agent Provided Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$10,444 -1%$732,900
        2024$10,554 +0.8%$732,900 +11.6%
        2023$10,473 +8.9%$657,000 +15.6%
        2022$9,620 -0.1%$568,200 +3%
        2021$9,634 +0.3%$551,800 +0.5%
        2020$9,608 +7.2%$549,000 +4%
        2019$8,962 +1.7%$528,100 +5.9%
        2018$8,809 +3.4%$498,800 +4.9%
        2017$8,521 +5.8%$475,500 +6.9%
        2016$8,055 +0.5%$444,800 +1.3%
        2015$8,011 +3.1%$439,200 +6.5%
        2014$7,768 +1.5%$412,300 0%
        2013$7,656 +3.7%$412,500 -2.4%
        2012$7,385 -3.7%$422,500 -5.8%
        2011$7,668 +2.2%$448,400 -2.7%
        2010$7,506 +7.7%$460,800
        2009$6,967 +4.7%$460,800 -2.7%
        2008$6,657 +0.1%$473,500 -5.2%
        2007$6,653 +2.1%$499,500 -0.7%
        2006$6,515 +10%$503,100 +20.9%
        2005$5,923 +15%$416,200 +12.8%
        2004$5,150 +5.5%$368,900 +2%
        2003$4,883 +11.2%$361,700 +34.3%
        2001$4,392 $269,300
        Find assessor info on the county website

        Monthly payment

        Est. payment

        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: 02053

        Getting around

        4 / 100
        Car-Dependent
        23 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Mcgovern
        • Middle: Medway Middle
        • High: Medway High

        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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