Massachusetts
Milton
161 Sassamon Ave

$1,875,000

161 Sassamon Ave, Milton, MA 02186

5 beds |
4 baths |
4,048 sqft

Single-Family Home
Built in 1826
0.26acre lot
3 car garage
$463/sqft
Listed 13 days ago

Property Description

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.

Listing Status:: Active
Date Added:: August 6, 2025 at 05:00AM
Listing Office:: The Firm : 781-924-3205
Listing Agent:: Thomas O'Neill Jr. : 617-721-5966
MLS ID:: 73414145

Appliances: Water HeaterRangeDishwasherMicrowaveRefrigerator
Basement: Unfinished
Flooring: Wood
A/C: Central AirDuctless
Heating: Forced AirOil
Fireplace: FireplaceFireplaces: 1

This listing courtesy of Thomas O'Neill Jr., The Firm

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

Cunningham School

44 Edge Hill Rd, Milton, MA, 02186

Grades PK-5

1.73 miles away

Charles S Pierce Middle School

451 Central Ave, Milton, MA, 02186

Grades 6-8

2.17 miles away

Milton High School

25 Gile Rd, Milton, MA, 02186

Grades 9-12

1.89 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.