$1,895,000 ($634.42 per sqft)

Est. Mortgage $9,211/mo *

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Open House Schedule

05/29/2026
11:00 AM to 12:30 PM
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05/30/2026
11:30 AM to 1:00 PM
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05/31/2026
1:00 PM to 2:30 PM
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268 Highland St, Milton, MA, 02186

268 Highland St, Milton, MA, 02186
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9 rooms

3 beds

2 Full / 1 Half baths

1938

Colonial

2,987 sqft

Set on over 1.4 acres in one of Milton’s most picturesque settings, 268 Highland Street is a timeless brick-front Colonial where elegance, warmth, and unforgettable gatherings have defined this home for decades. From the slate roof and copper downspouts to the sweeping green lawns and mature landscape, every detail reflects classic New England charm. Inside, beautifully updated kitchens and baths blend seamlessly with gracious living spaces designed for entertaining and everyday comfort. A stunning home office overlooks the patio and expansive backyard, creating an inspiring work-from-home retreat. Beyond the main residence sits an extraordinary three-story barn—offering endless possibilities for creative space, storage, hobby use, or potential future ADU opportunities. Rarely does a property offer this combination of character, land, flexibility, and legacy just minutes from Boston.

Status:

Active

Type:

Single-family residential

Laundry Remarks:

In Basement

Zoning:

RA

Garage:

2-car Detached

Heating:

Baseboard, Natural Gas, Fireplace

Cooling:

Central Air, Ductless

Basement:

Partially Finished

Parking:

10-car, Detached, Paved Drive

Acreage:

1.4

Est. Taxes:

$15,880

Assessment

$1,431,900

Appliances:

Oven, Dishwasher, Disposal, Range, Refrigerator

MLS #:

73523755

Community Info

School Info

Walk Score

Mass Transit

Yelp

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Listing courtesy of Beth Rooney, eXp Realty 888-854-7493