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268 Highland St, 
Milton, MA 02186

$1,895,000

3

Beds

3

Baths

2,987

Sq Ft

Single Family

Active

Listed by

Beth Rooney

eXp Realty

888-854-7493

Last updated:

May 26, 2026, 05:04 PM

MLS#

73523755

Source:

MLSPIN

About This Home

268 Highland St

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.

Home Facts

Single Family

3 Baths

3 Bedrooms

Built in 1938

Price Summary

1,895,000

$634 per Sq. Ft.

MLS #:

73523755

Last Updated:

May 26, 2026, 05:04 PM

Rooms & Interior

Bedrooms

Total Bedrooms:

3

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

2

Interior

Living Area:

2,987 Sq. Ft.

Structure

Structure

Architectural Style:

Colonial

Building Area:

2,987 Sq. Ft.

Year Built:

1938

Lot

Lot Size (Sq. Ft):

60,949

Finances & Disclosures

Finances

Price:

$1,895,000

Price per Sq. Ft:

$634 per Sq. Ft.

Source:MLSPIN
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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268 Highland St
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Fri, May 29
11:00 AM - 12:30 PM
Sat, May 30
11:30 AM - 01:00 PM
Sun, May 31
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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.