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161 Sassamon AveMilton, MA 02186

For Sale

$1,656,900

Smart Buyer Rebate $8,285

Take advantage of the reduced price of this spacious, historic home. Set on an 11,286 sq. ft. lot and containing 4,008 sq. ft. of living space it includes 5 bedrooms and 3.5 baths. The open 1st floor has 2 living areas, a dining area, a sitting room, an office, an original fireplace & a kitchen with custom cabinetry. There is also a private office and the sliding doors provide access to the large decks. The 2nd floor has a separate, private staircase that gives access to the unique, primary suite with its own private deck, a walk-in closet, and a cathedral ceiling with 13 custom windows. The large primary bath contains a Jacuzzi tub, a skylight and a steam shower. The 3d floor suite with its own bath and kitchenette is ideal for an au pair or guests. There are garages for 3 cars,& an attached barn w. 2 horse stalls.The quiet cul de sac with its direct access to the Blue Hills Reservation and its protected natural views provide comfort and peace of mind.

Listed by Thomas O'Neill Jr.

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The Firm

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617-721-5966

Last updated September 14, 2025

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Source: MLSPin #73414145

Listing Facts

  • TypeSingle-family
  • NeighborhoodHillside Street
  • Bedrooms5
  • Bathrooms4
  • Days on Prevu78
  • Taxes$11,914/year
  • Size4,048 sqft
  • Price per sqft$409

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Parking
  • Swimming Pool

Location

Mortgage Calculator

Listing History

09/10/2025
Price Decreased
$1,656,900
09/10/2025
Status changed to Active
$1,657,900
09/09/2025
Price Increased
$1,657,900
09/08/2025
Price Decreased
$1,595,000
08/29/2025
Status changed to Withdrawn
$1,875,000
08/06/2025
Listed by The Firm
$1,875,000

Property Details for 161 Sassamon Ave

Association

Amenities

  • Community Features: Public Transportation, Shopping, Pool, Park, Walk/Jog Trails, Stable(s), Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, House Of Worship, Private School, Public School

Exterior

Construction

  • Roof: Shingle
  • Window Features: Insulated Windows
  • Year Built: 1826
  • Year Built Details: Approximate
  • Architectural Style: Other (See Remarks)
  • Construction Materials: Frame
  • Exterior Features: Deck, Balcony, Barn/Stable

Features

  • Other Structures: Barn/Stable
  • Patio And Porch Features: Deck
  • Road Frontage Type: Public

Measurements

  • Building Area Total: 4,048
  • Building Area Units: Square Feet
  • Lot Features: Wooded
  • Lot Size Acres: 0.26
  • Lot Size Area: 0
  • Lot Size Square Feet: 11,286
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: M:N B:08A L:13,134144
  • Tax Annual Amount: $11,914.00
  • Tax Assessed Value: $1,074,300.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Water Heater, Range, Dishwasher, Microwave, Refrigerator
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Flooring: Wood

Measurements

  • Living Area: 4,048
  • Living Area Source: Measured

Rooms

  • Basement: Unfinished
  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 5
  • Rooms Total: 13

Parking

Parking

  • Attached Garage: Yes
  • Covered Spaces: 3
  • Garage Spaces: 3
  • Garage: Yes
  • Open Parking: Yes
  • Parking Features: Under, Garage Door Opener, Paved Drive, Off Street
  • Parking Total: 3

Utilities

Equipment

  • Cooling: Ductless
  • Has Cooling: Yes
  • Electric: Circuit Breakers, 200+ Amp Service
  • Heating: Forced Air, Oil
  • Has Heating: Yes
  • Sewer: Public Sewer
  • Water Source: Public

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.