268 Highland St, Milton, MA 02186

Milton
Local realty services provided by:Better Homes and Gardens Real Estate The Masiello Group
268 Highland St,Milton, MA 02186
$1,895,000
  • 3 Beds
  • 3 Baths
  • 2,987 sq. ft.
  • Single family
  • Active
Upcoming open houses
  • Sun, May 31
    01:00 pm - 02:30 pm
Listed by: beth rooney
Office: exp realty llc - corporate office
MLS#:73523755
Source:MLSPIN

Price summary

  • Price:$1,895,000
  • Price per sq. ft.:$634.42

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.

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Home facts

  • Year built:1938
  • Listing ID #:73523755
  • Updated:May 31, 2026 at 06:59 PM

Rooms and interior

  • Bedrooms:3
  • Total bathrooms:3
  • Full bathrooms:2
  • Half bathrooms:1
  • Rooms Total:9
  • Dining Description:Hardwood
  • Kitchen Description:Cabinets - Upgraded, Countertops - Stone/Granite/Solid, Dining Area, Dishwasher, Disposal, Flooring - Hardwood, Oven, Range, Refrigerator, Remodeled, Stainless Steel Appliances, Window(s) - Picture
  • Basement Description:Partially Finished
  • Living area:2,987 sq. ft.

Heating and cooling

  • Cooling:2 Cooling Zones, Central Air, Ductless
  • Heating:Baseboard, Fireplace, Natural Gas
  • Central air:Yes

Structure and exterior

  • Roof:Slate
  • Year built:1938
  • Building area:2,987 sq. ft.
  • Lot area:1.4 Acres
  • Architectural Style:Colonial
  • Exterior Features:Patio, Professional Landscaping, Rain Gutters, Sprinkler System
  • Foundation Description:Concrete Perimeter

Utilities

  • Water:Public
  • Sewer:Public Sewer

Finances and disclosures

  • Price:$1,895,000
  • Price per sq. ft.:$634.42
  • Tax amount:$15,880 (2025)

Features and amenities

  • Appliances:Dishwasher, Disposal, Range, Refrigerator
  • Laundry features:In Basement
  • Amenities:Wet Bar

Parking

  • Total parking spaces:10
  • Parking description:Detached, Paved Drive
  • Garage:Yes
  • Garage spaces:2
The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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