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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.

  Open House: November 13th 12:00-1:00pm

MLS Listing ID: 73600823
Listing Price: $2,700,000
Listing Status: New [?]
Property Type: Single Family
Style: Contemporary
Rooms: 11
Bedrooms: 3
Full Baths: 3
Half Baths: 1
Living Space: 5039 sf.
Lot Size: 1.07 acres (46609 sf.)
Parking: Yes, Off-street
Taxes: -

Listing Current as of November 12, 2026 9:21am

This listing brought to you by Erin Feeney of Ceres Real Estate.

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