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No photos available for this listing

$1,499,000

37 Sassamon Ave, Milton MA 02186
Milton, MA 02186
Listed by Robin Shea
Bedrooms
5
Bathrooms
3.2
Living area
3,074 sqft
Year built
2016

About this home

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.

Property details

MLS #
73533982
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
N/A
On market date
June 10, 2026
Stories
N/A
Garage spaces
2
Lot size
0.13 acres

Location

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Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
Cunningham School
1.63 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
617
Student:teacher ratio
12.6:1
District
Milton
Middle
Charles S Pierce Middle
1.9 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
928
Student:teacher ratio
12.1:1
District
Milton
High
Milton High
1.6 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,106
Student:teacher ratio
13.8:1
District
Milton

Mortgage calculator

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Est. monthly payment
$9,177/mo
$299,800 down
$1,199,200 loan
Principal & interest$7,778
Property tax (est.)$1,249
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated June 28, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.