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.
For sale
$1,875,000
161 Sassamon Ave, Milton, MA 02186
5beds
4,048sqft
Est.:
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
- 1 day
- on Zillow |
- 448 |
- 17 |
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
Tour with a buyer's agent
Open houses
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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