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For Sale

1066 Hillside St, Milton MA 02186

Milton, MA 02186

$987K
4 BD · 2 BA · 2,232 sf · 0.46 ac · Built 1965
The residence

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.

At a glance
Property type
Single Family Residence
Status
Active
Year built
1965
Lot size
0.46 acres
Living area
2,232 sf
MLS#
5c23e24ef5779113b86f62f7f044e0c2
Beds · Baths
4 · 2
Location

Milton, MA.

Milton sits within Greater Boston, in Massachusetts, and keeps the character of that stretch of the map — its streets, shoreline and architecture read as of a piece with the towns around it. Our advisors know the market here street by street and can speak to how a particular address sits within it.

Estimated Monthly Payment+
$5K/mo
Approximate · principal & interest only
Display Currency
$987K

Indicative conversion — settlement always in USD.

Private Showing

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Listing courtesy of Coldwell Banker Realty - Milton · MLSPIN

MLS Property Information Network.The property listing data and information 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 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 set forth herein.

Listings updated Sep 24, 2026

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