Sold Jun 9, 2026$975,000
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Active
1066 Hillside St
Milton, MA 02186
Offered at$987,000
Residential · Active · MLS #73519606
Listing Courtesy of Coldwell Banker Realty - Milton | Bridget Conroy
4Bedrooms
2Bathrooms
2,232Square feet
1965Year built
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MLS PIN data
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.
Property information
Details at a glance
Interior
- Rooms
- 9
- Heating
- Baseboard, Oil
- Cooling
- Window Unit(s)
- Fireplaces
- 1
Building
- Style
- Single Family Residence
- Year built
- 1965
- Garage
- 2
- Parking
- 7
- Foundation
- Concrete Perimeter
- Roof
- Shingle
Land & utilities
- Lot size
- 0.46 acres
- Water
- Public
- Sewer
- Public Sewer
- Zoning
- RB
Financial
- Annual taxes
- $9,852
- Assessment year
- 2025
Listing history
Price and status timeline
- Sld
$429,900 · Sold $407,000 · Mar 11, 2010
Property value estimate
An informed starting point
Automated estimates are not appraisals or guarantees of market value.
Comparable sales
Recent properties for context
Sold Jun 15, 2026$950,000
117 Alida Road
Sold Jul 19, 2026$899,900
3 Suffolk Dr
Photo insights
Condition signals
Overall presentationaverage
Generated from listing photography; not a substitute for an inspection.
Local market context
How this home compares in Milton
MetricThis propertyMilton
List price$987,000$995,000Near the local benchmark
Price / sq ft$442$59726% below local
Days on market11234229% above local
Active city listing statistics from MLS PIN as of September 6, 2026. Asking prices are not completed-sale values.
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Common questions
About 1066 Hillside St
Can I schedule a private showing?
Yes. Request a tour of 1066 Hillside St and a Bean Group agent will help coordinate an available time with the listing side.
Can you help me evaluate this property?
Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.
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Availability varies by property and source. Request the documents you need and we will help obtain what is available.