268 Highland St

Taxes: $15,880 (2025)

About this home

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.

Property details

Sewer

Private

Style

Single Wide

Water

City/Town Water

Cooling

Central Air, Ductless Mini-Split System

Heating

Electric Baseboard, Hot Air Gravity

Type

Detached

Appliances

Wall Oven, Dishwasher, Disposal, Countertop Range, Refrigerator

Master Bath

Yes

Roof

Shingle

Garage

Detached

Lot

Paved Drive

Basement

Partially Finished

Exterior

Patio, Gutters, Barn/Stable, Professional Landscaping, Sprinkler System

Interior

Wetbar