287 Hillside St, Milton MA 02186
About this home
Experience the grandeur of this elegant 1912 Colonial sited along a private treelined drive. Beautifully designed for the President of Baker Chocolate, this estate is the perfect blend of exquisite period detail & modern amenities. Its magnificence is apparent upon entering, with high ceilings, front to back expansive foyer, a wood paneled family room and signature staircase leading to 5 beds including a third floor walk up suite for guests/au pair/teen. The chef's kitchen with butler's pantry connects to a grand dining room, perfect for entertaining. The beauty of this home extends to the manicured grounds, a gardener's delight with specimen trees and a spectacular gunite pool and views of the Blue Hills. A charming separate building with an historic stone fireplace, lodge room and bowling alley will delight your family and guests. This one of a kind property is located minutes from Boston, Logan Airport, Blue Hills walking/biking trails Milton Center and Milton Academy.
Property Overview
Sale Statistics
This property sold for 15.7% below the original asking price.
The property spent 53 days on market before selling.
Facts & Features
Home Facts
Interior
Exterior
Parking
Utilities
Financial
Location
Neighborhood
Hillside Neighborhood
287 Hillside St, Milton MA 02186
Milton, MA 02186
Walkability
Schools
School information not available
Monthly Payment Calculator
Payment Breakdown
Property History
Market Insights
Property Timeline
Sold
Jul 18, 2025Listed for Sale
Apr 9, 2025| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 07/18/2025 | ✓ Sold | $3,200,000 | - | - | Property sold |
| 04/09/2025 | 🏠 Listed for Sale | $3,400,000 | - | - | Original listing |