37 Sassamon Ave

Milton MA 02186

3074 sq. ft.

5502 sq. ft.

Single-Family

Last sold for $1,385,000

Robin Papper, last sold this property on 03 September 2026 after 84 days on market.

Overview

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.

Features

5 bedrooms

5 bathrooms

6 carspaces

4 open car spaces

2 garage spaces

3074 sq. ft. floor area

5502 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 5 bedroom single-family properties sold in Milton over the last 12 months, the estimated median property value of 37 Sassamon Ave is $1.89m.

Median value

$1.89m

Estimated value range

$697k - $3.4m

Median days on market

Estimated value trend

-17%

decrease over the last 12 months

Average days on market is based on recent, comparable sales in Milton. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 37 Sassamon Ave

2026

Sold

$1,385,000

03 Sep 2026 by Robin Papper, of Principal Real Estate Partners

2020

Sold

$994,500

10 Sep 2020 by Victoria Zimmerman

2020

Sold

$994,500

10 Sep 2020 by Victoria Zimmerman, of Berkshire Hathaway HomeServices Warren Residential

Happy sellers in Milton

We have insufficient information to provide an overview of customer satisfaction for Milton. Viewing the agent profiles, reviews and sales for Milton can provide insights for this location.