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161 Sassamon AveMilton, MA 02186

For Sale

$1,490,000

Smart Buyer Rebate $7,450

With over 4,000 sq. ft. of living space set on an 11, 286 sq. ft. lot this 5 bed, 3.5 bath historic home offers unmatched size and value. While Milton's average sale is at $512.00 per sq. ft. this home at $372.00 per square foot is priced to sell. Enjoy multiple 1st floor living areas, a kitchen with custom cabinets, a separate office area and expansive decks. The private primary suite features its own staircase, a walk-in closet, soaring ceilings, a deck and a unique primary bath. A top floor suite with kitchenette is ideal for guests or an au pair. There are garages for 3 cars and an attached building for storage and potential work space. The quiet cul-de-sac with its direct access to the Blue Hills Reservation and its bike and hiking trails provide comfort, privacy 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 December 05, 2025

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Source: MLSPin #73414145

Listing Facts

  • TypeSingle-family
  • NeighborhoodHillside Street
  • Bedrooms5
  • Bathrooms4
  • Days on Prevu131
  • Taxes$11,914/year
  • Size4,048 sqft
  • Price per sqft$368

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Parking
  • Swimming Pool

Location

Mortgage Calculator

Listing History

12/01/2025
Status changed to Active
$1,490,000
12/01/2025
Price Decreased
$1,490,000
11/20/2025
Status changed to Withdrawn
$1,656,900
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Status changed to Withdrawn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 Spaces: 3
  • Open Parking: Yes
  • Parking Features: Under, Garage Door Opener, Paved Drive, Off Street
  • Parking Total: 6

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

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 5 bedrooms and 4 bathrooms in this single-family home at 161 Sassamon Ave.

Does this single-family home have parking?

Yes, there are 3 parking spaces available for 161 Sassamon Ave.

What are the annual taxes for 161 Sassamon Ave?

Annual taxes for this single-family home are estimated at $11,914.

How does 161 Sassamon Ave compare to other single-family homes in Hillside Street?

This single-family home is listed 44% below the average price for single-family homes in Hillside Street and has been on the market for 121 more days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 4,048 sqft.

161 Sassamon Ave is a 5-bedroom, 4-bath single-family home for sale in Milton MA 02186. Available on Prevu for 131 days at $1,490,000. This includes a recent price decrease of $166,900. This property features 4,048 square feet of living space, located in Norfolk County. The median listing price for single-family homes in this area is $2,999,999. Property amenities include private outdoor space, dishwasher, parking, and swimming pool. Explore more single-family home listings in Norfolk County.

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.