114 Hillside Street, Milton MA 02186
Estimate assumptions
20% down, a 30-year loan at 6.5%, and $200/month estimated insurance.
Includes the supplied property-tax and HOA inputs; missing inputs contribute $0. HOA fees with an unspecified frequency are treated as monthly. PMI and closing costs are excluded.
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About this home
There's something wonderful about the prospect of a brand-new home. The anticipation of moving in, settling into familiar routines in new spaces, and watching a house gradually become your own. Everything is ahead of you. At 114 Hillside Street, there's plenty to look forward to. Set among the trees in Milton's Scotts Woods, this newly constructed home makes a striking first impression. Its contemporary architecture is clean and confident, with dramatic windows, handsome exterior details, and a setting that feels wonderfully private. There’s a sense of playfulness in how the house sits among the trees. From inside, you might find yourself feeling as if you've escaped to a treehouse. Albeit a rather spectacular one. Inside, approximately 5,000 square feet spans three finished levels. A soaring two-story living room, expansive windows, wide-plank flooring, and warm, carefully selected finishes define the home's character. The kitchen features a suite of Thermador appliances, while a separate family room, office, and den provide flexibility for everyday life. Upstairs, the generous primary suite opens to an Ipe deck and includes a luxurious ensuite bath. A finished lower level with an expansive recreation room and custom wet bar offers even more room to gather and entertain. There's a certain magic to living among the treetops. Situated among other distinctive estate-style homes in Milton's Scotts Woods, 114 Hillside enjoys a private, wooded setting. Tall windows frame the trees, the second-floor sitting area overlooks the living room below, and the private balcony feels like a perch above it all. For all its woodland charm, the location is wonderfully practical. Milton's shops, restaurants, Milton Academy, top-tier public schools, and the Blue Hills Reservation are close, with Boston's amenities and attractions easily accessible.114 Hillside Street is ready for its first chapter. The rest is yours to write. NOTE: Paving has been completed since the photos were taken, and landscaping is underway.
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Price & Status History
Property Timeline
Listed for Sale
Nov 11, 2026| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 11/11/2026 | 🏠 Listed for Sale | $2,700,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2026 | $99,999,999 | $999,999,999 |
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Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
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Scotts Woods
114 Hillside Street, Milton MA 02186
Milton, MA 02186
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