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$1,200,000

1066 Hillside St, Milton MA 02186
Milton, MA 02186
Listed by Bridget Conroy
Bedrooms
4
Bathrooms
1.1
Living area
2,232 sqft
Year built
1965

About this home

This spacious 9-room home on Hillside Street offers 4 bedrooms in one of Milton's most coveted settings, nestled at the edge of the Blue Hills Reservation. With miles of trails, open space, and stunning natural scenery right outside your door, the location is truly special. The generous layout gives buyers real flexibility to update and personalize, with good bones and a highly desirable address to build from. The property includes a pool currently in need of repair, presenting a great opportunity to create a standout outdoor space on your own terms. Milton is known for its excellent schools, beautiful neighborhoods, and easy access to Boston, and Hillside Road delivers all of it. For a buyer with vision and an eye for value, this is a rare chance to put your stamp on a property where nature and neighborhood come together beautifully.

Highlights

ViewPrivate poolFireplace

Property details

MLS #
73519606
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
98
On market date
May 14, 2026
Stories
N/A
Garage spaces
2
Lot size
0.46 acres
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Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
Lt Peter M Hansen
2.04 mi away · Grades 0-5
Nearest school -- attendance-zone data not available here
3.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
534
Student:teacher ratio
15.7:1
District
Canton
Middle
Wm H Galvin Middle
2.01 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
790
Student:teacher ratio
13.0:1
District
Canton
High
Blue Hills Regional Vocational Technical
1.75 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
917
Student:teacher ratio
11.6:1
District
Blue Hills Regional Vocational Technical

Mortgage calculator

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Est. monthly payment
$7,377/mo
$240,000 down
$960,000 loan
Principal & interest$6,227
Property tax (est.)$1,000
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated June 12, 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.