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268 Highland St, Milton MA 02186

$1,895,000

Estimated $13,000/month Calculator

Single Family

3 Bedrooms

Baths

2987

Total Parking: 12 (2 Garage)

60,949 (1.40)

Built in 1938

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.

This home has been viewed 6 times

Last Checked: May 26th, 2026 at 5:48pm (Source: MLS PIN #73523755)

Garage Parking

Air Conditioning

Lead Paint Free

General Information for 268 Highland St, Milton MA 02186

Listing ID73523755

Property TypeSingle Family / Detached

Price$1,895,000 ($634.42/SqFt)

StyleColonial

CityMilton

CountyNorfolk

Neighborhood(s)

Garage Parking2

ZoningRA

Year Built1938

Year Built SourcePublic Records

Year Built DetailsActual

Interior Features for 268 Highland St, Milton MA 02186

Approximate Living Area Total2987

Living Area Includes BasementNo

Rooms9

Bedrooms3

Primary En Suite BathroomYes

BasementFull

Cooling1, Split

Fireplaces

AppliancesRange

Flooring

Electric

Exterior Features for 268 Highland St, Milton MA 02186

Approximate Lot Size (Acres)1.4

Approximate Lot Size (Square Feet)60949

Total Parking12 (2 Garage)

Garage Parking2

WaterPublic

SewerPublic Sewer

Lot Features

Parking Features1

Exterior FeaturesPorch

Foundation Materials

Construction Materials

Road Frontage Type

Patio & PorchCovered

Roof MaterialAsphalt/fiberglass Shingles

Utility Connections

Water Views

Water Views Features

Waterfront0

Waterfront Features

Pool Features

Horse Permitted0

Horse Amenities

Disclosures for 268 Highland St, Milton MA 02186

Lead PaintNone

UFFI

Living Area Includes BasementNo

Living Area Disclosure

Building Area SourcePublic Records

Special Listing Conditions

ExclusionsFlower Boxes On Deck.

Compensation Based On

Financial Information for 268 Highland St, Milton MA 02186

Association Fee

Association Fee Frequency

Association Fee Includes

Real Estate Tax15880

Tax Year2025

Assessed Value$1,431,900

Location Information for 268 Highland St, Milton MA 02186

Neighborhood(s)

Area Amenities

Contact Information for 268 Highland St, Milton MA 02186

Agent

Name: Beth Rooney

Office

Name: eXp Realty

Phone: 888-854-7493

Payment Calculator

, Interest

Property Taxes 1323.33

Principal & Interest 11676.39

HOA Dues

Term

Interest

Home Price

Down Payment

Exclusive Listing Agent

eXp Realty

Beth Rooney

Agent Phone

Office Phone

(888) 854-7493

Text Agent Call Agent Call Office

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EXIT

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