268 Highland St, Milton, MA 02186

• 3 beds |
• 3 baths |
• 2,987 sqft

Property Description

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.

Listing Status:

Active

Date Added:

May 26, 2026

Data Last Updated:

May 30, 2026 at 2:09PM

Listing Office:

eXp Realty : 888-854-7493

Listing Agent:

Beth Rooney : 617-922-2547

MLS ID:

73523755

Interior

• General: Home OfficeBonus RoomWet Bar
• Appliances: OvenDishwasherDisposalRangeRefrigerator
• Laundry: In Basement
• Basement: Partially Finished
• A/C: Central AirDuctless
• Heating: BaseboardNatural GasFireplace
• Fireplace: Family RoomLiving RoomFireplaceFireplaces: 3

Exterior

• General: PatioRain GuttersBarn/StableProfessional LandscapingSprinkler SystemBarn/Stable
• Style: Colonial
• Parking: DetachedPaved DriveParking spaces: 10

Construction

• Roofing: Slate
• General: Concrete Perimeter

Location

• Originating MLS: MLS Property Information Network
• County: Norfolk

Lot

• Zoning: RAM:J B:014 L:8133098

Utilities

• Water: Public
• Sewer: Public Sewer

Financial

• Source: MLS Property Information Network