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For sale
  • $1,875,000

    161 Sassamon Ave, Milton, MA 02186

    5beds
    4,048sqft
    : 
    Single Family Residence
    Built in 1826
    0.26 Acres Lot
    $1,852,800 Zestimate®
    $463/sqft
    $-- HOA

    What's special

    Original brick fireplaceSteam showerOpen layoutFully updated kitchenScenic decksExposed beamsHardwood floors
    Welcome to 161 Sassamon Ave, an extraordinary opportunity to own a piece of Milton’s rich history, beautifully set along the protected wilderness of the Blue Hills Reservation. Embrace nature from your back door, with private access to thousands of acres fit for hiking, horseback riding, skiing, and panoramic adventures. This home combines timeless character—exposed beams, original brick fireplace—with modern luxury, featuring an open layout, hardwood floors, and a fully updated kitchen with custom cabinetry. The palatial primary suite boasts cathedral ceilings, a wall of unique windows, and a large walk-in closet, with direct access to one of three scenic decks. Indulge in a luxurious bath or steam shower, and enjoy year-round comfort with dual-zone heat and four mini splits. Three garage bays, abundant storage, and potential for an in-law/au pair suite add peace of mind. Come see how this rare sanctuary—rich in history, privacy, and possibility—can become your forever home.
    1 day
    on Zillow
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    Zillow last checked: 7 hours ago

    Listing updated: 21 hours ago

    Listed by:

    Thomas O'Neill Jr.,

    The Firm

    Source: MLS PIN,MLS#: 73414145
    Travel times

    Tour with a buyer's agent

    We'll find a local expert to take you on a private tour of 161 Sassamon Ave.

    Next available tour time:Today at 11am

    Open houses

    • Sat, Aug 9

      11:30 AM - 1:00 PM

    • Sun, Aug 10

      11:30 AM - 1:00 PM

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 4
    • Full bathrooms: 3
    • 1/2 bathrooms: 1
    Primary bathroom
    • Features: Yes
    Heating
    • Forced Air, Oil
    Cooling
    • Central Air, Ductless
    Features
    • Flooring: Wood
    • Windows: Insulated Windows
    • Has basement: No
    • Number of fireplaces: 1
    Interior area
    • Total structure area: 4,048
    • Total interior livable area: 4,048 sqft
    • Finished area above ground: 4,048
    Video & virtual tour

    Property

    Parking
    • Total spaces: 3
    • Parking features: Under, Paved Drive, Off Street
    • Attached garage spaces: 3
    • Has uncovered spaces: Yes
    Features
    • Patio & porch: Deck
    • Exterior features: Deck, Horses Permitted
    Lot
    • Size: 0.26 Acres
    • Features: Wooded
    Details
    • Parcel number: M:N B:08A L:13,134144
    • Zoning: RB
    • Horses can be raised: Yes

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Other (See Remarks)
    • Property subtype: Single Family Residence
    Materials
    • Frame
    • Foundation: Granite
    • Roof: Shingle
    Condition
    • Year built: 1826

    Utilities & green energy

    • Electric: Circuit Breakers, 100 Amp Service
    • Sewer: Public Sewer
    • Water: Public

    Community & HOA

    Community
    • Features: Public Transportation, Shopping, Pool, Park, Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School
    HOA
    • Has HOA: No
    Location
    • Region: Milton

    Financial & listing details

    • Price per square foot: $463/sqft
    • Tax assessed value: $1,074,300
    • Annual tax amount: $11,914
    • Date on market: 8/6/2025
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