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37 Sassamon AveMilton, MA 02186

For Sale

$1,499,000

Smart Buyer Rebate $7,495

Set in one of Milton's most desirable neighborhoods, this thoughtfully designed home offers exceptional space, flexibility, and upscale finishes throughout. At its heart is a high-end chef's kitchen featuring premium appliances, custom cabinetry, and generous gathering space for everyday living and entertaining. A rare first-floor primary suite provides ideal accommodations for guests, multigenerational living, or single-level convenience, while the second floor features four additional bedrooms including a luxurious primary suite. The finished lower level with half bath adds approximately 500 square feet of versatile living space perfect for a media room, playroom, gym, or home office. Enjoy private outdoor space ideal for relaxing or entertaining, along with convenient access to the scenic walking and hiking trails of the Blue Hills Reservation. Meticulously maintained and built just 10 years ago, this home combines comfort, functionality, and timeless appeal.

Listed by John Shea

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Principal Real Estate Partners

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781-974-4915

Listed by Robin Shea

·

Principal Real Estate Partners

Last updated June 15, 2026

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Source: MLSPin #73533982

Listing Facts

  • TypeSingle-family
  • NeighborhoodHillside Street
  • Bedrooms5
  • Bathrooms5
  • Days on Prevu6
  • Taxes$13,096/year
  • Size3,074 sqft
  • Price per sqft$488

Amenities

  • Dishwasher
  • Washer/Dryer
  • Air Conditioning
  • Parking
  • Swimming Pool

Location

Mortgage Calculator

Listing History

06/10/2026
Listed by Principal Real Estate Partners
$1,499,000

Property Details for 37 Sassamon Ave

Association

Amenities

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

Exterior

Construction

  • Year Built: 2016
  • Year Built Details: Actual
  • Architectural Style: Colonial

Features

  • Road Frontage Type: Public

Measurements

  • Building Area Total: 3,074
  • Building Area Units: Square Feet
  • Lot Size Acres: 0.13
  • Lot Size Area: 0
  • Lot Size Square Feet: 5,502
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: M:N B:05A L:7,4966536
  • Tax Annual Amount: $13,096.00
  • Tax Assessed Value: $1,180,900.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Tankless Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Range Hood, Instant Hot Water
  • Flooring: Wood

Measurements

  • Living Area: 3,074
  • Living Area Source: Public Record

Rooms

  • Basement: Finished, Interior Entry, Garage Access, Bulkhead, Concrete
  • Bathrooms Full: 3
  • Bathrooms Half: 2
  • Bathrooms Total Integer: 5
  • Bedrooms Total: 5
  • Rooms Total: 7

Parking

Parking

  • Attached Garage: Yes
  • Covered Spaces: 2
  • Garage Spaces: 2
  • Garage: Yes
  • Open Parking Spaces: 4
  • Open Parking: Yes
  • Parking Features: Attached, Paved Drive, Paved
  • Parking Total: 6

Utilities

Equipment

  • Cooling: Central Air
  • Has Cooling: Yes
  • Heating: Forced Air, Natural Gas
  • Has Heating: Yes
  • Sewer: Public Sewer
  • Utilities: For Gas Range
  • Water Source: Public

Frequently Asked Questions

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

There are 5 bedrooms and 5 bathrooms in this single-family home at 37 Sassamon Ave.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 37 Sassamon Ave.

What are the annual taxes for 37 Sassamon Ave?

Annual taxes for this single-family home are estimated at $13,096.

How does 37 Sassamon Ave compare to other single-family homes in Hillside Street?

This single-family home is listed 43% below the average price for single-family homes in Hillside Street and has been on the market for 4 less 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 3,074 sqft.

37 Sassamon Ave is a 5-bedroom, 5-bath single-family home for sale in Milton MA 02186. On Prevu for 6 days at $1,499,000. This home features 3,074 square feet of living space, located in Norfolk County. The median listing price for single-family homes in this area is $2,999,999. The home offers dishwasher, air conditioning, parking, swimming pool, and washer/dryer. View other 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.