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Sold for $1,285,000 on 08/27/25
  • $1,285,000

    163 163/165 Highland St, Dedham, MA 02026

    4beds
    3,277sqft
    2 Family - 2 Units Side by Side
    Built in 1700
    -- sqft lot
    $-- Zestimate®
    $392/sqft
    $-- Estimated rent

    Owner options

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    What's special

    Rare, Charming Antique Duplex in Prime Precinct 1 location! Discover timeless elegance in this rarely available, Antique duplex nestled on a beautiful, private lot in one of Dedham's most coveted neighborhoods. Each unit offer 7 rooms including 2 bedrooms and 1.5 baths-perfectly blending historic charm with modern functionality. The owners side has been thoughtfully updated with a chef inspired kitchen, featuring marble countertops, stainless steel appliances, and a commercial grade stove- a dream for entertaining and everyday living. Enjoy the serenity of your surroundings with fenced in outdoor spaces, stone walls and lush greenery. Located just minutes from over 200 acres of scenic walking trails, top rated private schools, Legacy Place, shopping, major highways and the commuter rail, this home offers the perfect balance of tranquility and convenience. Live in one unit & let your tenant help pay for your mortgage-a rare investment opportunity in a prime location!

    Zillow last checked: 7 hours ago

    Listing updated: August 28, 2025 at 12:03pm

    Listed by:

    Robert Keogh,

    Hope McDermott Real Estate

    Bought with:

    Whitney Cheever

    Hope McDermott Real Estate

    Source: MLS PIN,MLS#: 73397493

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 4
    • Full bathrooms: 2
    • 1/2 bathrooms: 2
    Heating
    • Central, Baseboard, Hot Water, Natural Gas, Individual, Unit Control, Forced Air
    Cooling
    • None, Central Air, Individual, Unit Control
    Appliances
    • Laundry: Washer Hookup, Dryer Hookup, Gas Dryer Hookup, Electric Dryer Hookup
    Features
    • Floored Attic, Walk-In Closet(s), Bathroom With Tub & Shower, Upgraded Cabinets, Upgraded Countertops, Smart Thermostat, Remodeled, Living Room, Dining Room, Kitchen, Family Room, Laundry Room, Office/Den
    • Flooring: Wood, Vinyl, Varies, Pine
    • Doors: Storm Door(s)
    • Windows: Picture Window, Insulated Windows, Storm Window(s), Screens
    • Basement: Partial,Walk-Out Access,Interior Entry,Dirt Floor,Concrete,Unfinished
    • Number of fireplaces: 3
    • Fireplace features: Wood Burning
    Interior area
    • Total structure area: 3,277
    • Total interior livable area: 3,277 sqft
    • Finished area above ground: 3,277

    Property

    Parking
    • Total spaces: 6
    • Parking features: Paved Drive, Off Street, Driveway, Paved
    • Has uncovered spaces: Yes
    Features
    • Patio & porch: Deck, Deck - Wood
    • Exterior features: Professional Landscaping, Varies per Unit, Garden, Stone Wall
    • Fencing: Fenced/Enclosed,Fenced
    Lot
    • Size: 0.59 Acres
    • Features: Corner Lot, Level
    Details
    • Additional structures: Barn/Stable
    • Parcel number: M:0121 L:0033
    • Zoning: B

    Construction

    Type & style
    • Home type: MultiFamily
    • Property subtype: 2 Family - 2 Units Side by Side
    Materials
    • Frame
    • Foundation: Stone
    • Roof: Shingle
    Condition
    • Year built: 1700

    Utilities & green energy

    • Electric: Circuit Breakers, Individually Metered
    • Sewer: Private Sewer
    • Water: Public, Individual Meter
    • Utilities for property: for Gas Range, for Gas Oven, for Electric Oven, for Gas Dryer, for Electric Dryer, Washer Hookup, Varies per Unit
    Green energy
    • Energy efficient items: Attic Vent Elec., Thermostat, Varies per Unit

    Community & neighborhood

    Security
    • Security features: Security System
    Community
    • Community features: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station, Sidewalks
    Location
    • Region: Dedham

    HOA & financial

    Other financial information
    • Total actual rent: 6700

    Other

    Other facts
    • Listing terms: Contract
    • Road surface type: Paved