161 Sassamon Ave Milton, MA ^$ 1,490,000

161 Sassamon Ave

^$ 1,490,000

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161 Sassamon Ave

Milton, MA, 02186

^$ 1,490,000

Bedrooms5 Baths3.1 Sq 4,048

Monthly Estimate*

^$ 9,296

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Single Family Home for sale in Milton, MA

for $1,490,000 with 5 bedrooms and 3 full baths, 1 half bath. This 4,048 square foot home was built in 1826 on a lot size of 0.26.

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.

Single Family Active

Price

^$ 1,490,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 11,914

Style

Lot Size

0.26

Year Built

1826

Town/City

Milton

County/Region

Norfolk

MLS | Web ID

73414145

List By

Thomas O'Neill Jr.

Listing Agent

The Firm

Broker

Affordability Calculator

$10,288

Per Month

Monthly Principal & Interest: $9,296
Monthly Property Taxes: $993
Monthly Home Insurance: --

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Yearly Home Insurance

Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Nearby

Trends

Single family listings in Milton, MA

Average List Price ^$2,343,071

Percent of Sale Price 57%

About Milton, MA

27,252 Population

4% Since 2002

^$123,529 Median Income

42.17 Median Age

36% Households with Children

View more area information

Trends Information provided by ATTOM Data Solutions.

Neighborhood & Schools

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Pricing History

Date	Price	Price Change	Description
12/1/2025	$1,490,000	-10.07%	Price Down
9/10/2025	$1,656,900	-0.06%	Price Down
9/10/2025	$1,657,900	-11.58%	Price Down
8/6/2025	$1,875,000		Listed Price

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161 Sassamon Ave, Milton, MA, 02186 is a Single Family Home for sale at $1,490,000 with 4,048 sqft and a lot size of 0.26. 161 Sassamon Ave has 5 bedrooms, 3.1 baths, and was built in 1826. The property's zip code is 02186 which is in Milton, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Data is updated as of 12/19/2025.

The real estate information and related content displayed on this site is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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 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 or leasing 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 or leasing. 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.

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161 Sassamon Ave

Single Family Home for sale in Milton, MA

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