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$1,895,000
3 Beds 3 Baths
HOA
N/A
SQFT
2987
268 Highland St
Milton, MA 02186
View Map

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.

Property Details

Kitchen, Dining, and Appliances

  • Kitchen Level: First Floor
  • Cabinets - Upgraded, Countertops - Stone/Granite/Solid, Dining Area, Flooring - Hardwood, Remodeled, Stainless Steel Appliances, Window(s) - Picture
  • Dishwasher, Disposal, Range, Refrigerator, Wall Oven
  • Dining Room Level: First Floor
  • Dining Room Features: Flooring - Hardwood

Bathrooms

  • Full Baths: 2
  • Half Baths 1
  • Master Bath: 1
  • Bathroom 1 Level: First Floor
  • Bathroom 1 Features: Bathroom - Half, Countertops - Stone/Granite/Solid
  • Bathroom 2 Level: Second Floor
  • Bathroom 2 Features: Bathroom - Full, Bathroom - Tiled With Tub & Shower
  • Bathroom 3 Level: Second Floor
  • Bathroom 3 Features: Bathroom - Full

Bedrooms

  • Bedrooms: 3
  • Master Bedroom Level: Second Floor
  • Master Bedroom Features: Closet - Cedar, Closet - Walk-in, Closet/Cabinets - Custom Built, Flooring - Hardwood
  • Bedroom 2 Level: Second Floor
  • Master Bedroom Features: Flooring - Hardwood
  • Bedroom 3 Level: Second Floor
  • Master Bedroom Features: Flooring - Hardwood

Other Rooms

  • Total Rooms: 9
  • Living Room Level: First Floor
  • Living Room Features: Fireplace, Flooring - Hardwood
  • Family Room Level: First Floor
  • Family Room Features: Ceiling - Cathedral, Fireplace, Flooring - Hardwood, Wet bar, Window(s) - Picture
  • Laundry Room Features: Partially Finished

Utilities

  • Heating: Gas, Hot Water Baseboard
  • Cooling: Central Air, Ductless Mini-Split System
  • Cooling Zones: 2
  • Water: City/Town Water
  • Sewer: City/Town Sewer

Garage & Parking

  • Garage Parking: Detached
  • Garage Spaces: 2
  • Parking Spaces: 10

Interior Features

  • Square Feet: 2987
  • Fireplaces: 3
  • Accessability Features: Unknown

Construction

  • Year Built: 1938
  • Type: Detached
  • Style: Colonial
  • Foundation Info: Poured Concrete
  • Roof Material: Slate
  • Lead Paint: Unknown
  • Warranty: No

Exterior & Lot

  • Exterior Features: Barn/Stable, Gutters, Patio, Professional Landscaping, Sprinkler System

Other Information

  • MLS ID# 73523755
  • Last Updated: 05/26/26
  • HOA: No
  • Reqd Own Association: Unknown

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Map

Seller's Representative: Beth Rooney, eXp Realty LLC - Corporate Office
Sub Agent Compensation: n/a
Buyer Agent Compensation: n/a
Facilitator Compensation: n/a
Compensation Based On: n/a
Sub-Agency Relationship Offered: No

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The property listing data and information 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 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 set forth herein.

MLS PIN data last updated at 2026-05-26 09:09:00

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