Sold

268 Highland St, Milton, MA

Milton · MA 02186

$2,000,000
Price
3
Beds
2.5
Baths
2987
Sq. ft.

Overview

Property type: Single Family
Year built: Built in 1938
Lot size: 1.4 Acres Lot
Price per square foot: $634 / Sq.Ft
Parking: 2 Garage Spaces
Heating & cooling: Heat, Electric, AC

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.

Neighborhood & Transit

268 Highland St, Milton · MA 02186

Nearby transit

Within 0.5 mile, measured straight-line to the nearest station entrance.

No subway or commuter rail stations within 0.5 mile.

Price Insight

Days on Market:
162 days
Listing Price:
$1,895,000
Price per Sq.Ft:
$634
Tax Assessment:
$1,431,900 in 2025
Taxes:
$1,323 / Monthly

Home Facts

Interior Features

Bedrooms
3
Full Bathrooms
2
Half Bathrooms
1
Living Area
2,987 Sq.Ft
Kitchen
Main Floor, Upgraded Cabinets, Stainless Steel Appliances, Eat-in Kitchen, Stone Countertops, Flooring - Hardwood, Window(s) - Picture, Remodeled, Dishwasher, Cooktop, Wall Oven, Garbage Disposal, Refrigerator
Primary Bedroom
Floor 2, Custom Built Closet/Cabinets, Walk-in Closet, Cedar Closet, Flooring - Hardwood, En-suite bathroom
Laundry
Unknown
Living levels
Unknown
Rooms
9
Above grade area
2987
Flooring
Unknown
Lead paint
Unknown

Utilities

Heating Type
Electric Baseboard, Unit Control
Heating Zone
Unknown
Cooling
Ductless Mini-Split System, Central Air
Cooling Zones
2
Water
City/Town Water
Sewer
City/Town Sewer
Electric Features
Unknown

Exterior Features

Lot Size
60,949 Sq.Ft
Lot Description
Paved Drive
Exterior Features
Patio, Gutters, Barn/Stable, Professional Landscaping, Sprinkler System

Parking

Garage Parking
2 Parking Spaces, Detached
Off Street Parking
None

Construction Details

Construction Type
Unknown
Siding
Brick
Roof
Slate

Green Features

Electric Vehicle Charger
Unknown
Solar Panels
Unknown
Green Certified
Unknown
Insulation Features
Unknown
Energy Features
Unknown

Room details

Living room level
First Floor
Living room features
Fireplace, Flooring - Hardwood
Dining room level
First Floor
Dining room features
Flooring - Hardwood
Family room level
First Floor
Family room features
Fireplace, Ceiling - Cathedral, Flooring - Hardwood, Window(s) - Picture, Wet bar
Bedroom 2 level
Second Floor
Bedroom 2 features
Flooring - Hardwood
Bedroom 3 level
Second Floor
Bedroom 3 features
Flooring - Hardwood
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

Listing information

Listing agent
Beth Rooney
Listing office
eXp Realty LLC - Corporate Office
MLS PIN #
73523755
Disclosure
Home was originally a 4 bedroom, one bedroom was converted into walk in closet. Three story barn with much potential. Barn Sold As-Is. Buyer to do due diligence to determine future use as an ADU.