268 Highland St, Milton, MA 02186 - Photo 1

1/1

$2,000,000

Sold
Closed
Single Family
3 Beds
2 Full Baths
1 Partial Bath
2,987 Sq. Ft.
1.4 Acres
2 Car Garage
Updated 5 days ago

1/1

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.

Full Property Details

Full Property Details for 268 Highland St

General

Sold For: $2,000,000
Taxes: $15,880 (2025)
Status: Closed
Type: Single Family
MLS ID: 73523755
Added to Site: 103 day(s) ago

Rooms

Bathrooms

Total Bathrooms: 3
Full Bathrooms: 2
Half Bathrooms: 1
Bathroom 1: First
Bathroom 2: Second
Bathroom 3: Second

Bedrooms

Total Bedrooms: 3
Primary Bedroom: Second
Bedroom 2: Second
Bedroom 3: Second

Other Rooms

Living Room: First
Family Room: First
Kitchen: First
Dining Room: First
Office: First

Parking

Garage: Yes
Garage Spaces: 2
Parking Features: Detached, Paved Drive

Location

County: Norfolk

Structural Information

Architectural Style: Colonial
Basement: Yes
Square Feet: 2,987
Year Built: 1938

Lot Features

Lot Size (Acres): 1.4

Financial Considerations

Tax Amount: $15,880
Tax Year: 2025

Disclosures and Reports

Disclosures/Rstr.: 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.
Property ID: M:J B:014 L:8, 133098

Listed and Sold by eXp Realty LLC - Corporate Office, Beth Rooney

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Listing agent

— 268 Highland St —

Beth Rooney

eXp Realty LLC - Corporate Office

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Schools

Schools serving 268 Highland St

School District:Milton School District, Milton, MA

Name	Grades	Distance
Glover Elementary School, Milton, MA 255 Canton Avenue, Milton, MA 02186	K-5	1.1 mi
Collicot Elementary School 80 Edge Hill Road, Milton, MA 02186	PK-5	1.2 mi
Cunningham School, Milton, MA 44 Edge Hill Road, Milton, MA 02186	K-5	1.2 mi
Charles S Pierce Middle School 451 Central Avenue, Milton, MA 02186	6-8	1.1 mi
Milton High School 25 Gile Road, Milton, MA 02186	9-12	0.8 mi
Tucker Elementary School 187 Blue Hills Parkway, Milton, MA 02186	K-5	1.5 mi

Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 268 Highland St

Date

Details

Price

Change

Source

8/31/2026

Sold

$2,000,000

5.54%

MLS

5/26/2026

Listed

$1,895,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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2
Beds
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Total Baths
1,452
Sq. Ft.

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2
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Total Baths
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Updated 1 day ago

5
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Total Baths
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5
Beds
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Total Baths
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Sq. Ft.

Price Reduced

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2
Beds
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Total Bath
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2
Beds
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Total Baths
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Sq. Ft.

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1
Bed
1
Total Bath
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Updated 17 hours ago

4
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Total Baths
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282 Highland St, Milton, MA 02186 - Photo 1

Sold

$1,910,000

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Single Family
Closed
Updated 3 days ago

4
Beds
4
Total Baths
3,565
Sq. Ft.

Sold

$2,200,000

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Single Family
Closed

5
Beds
5
Total Baths
5,503
Sq. Ft.

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Sold

$2,300,000

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Single Family
Closed

4
Beds
3
Total Baths
3,955
Sq. Ft.

Listed by Matt Freeman

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Sold

$1,815,000

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Single Family
Closed

5
Beds
5
Total Baths
4,788
Sq. Ft.

268 Highland St, Milton, MA 02186 (MLS# 73523755) is a Single Family property that was sold at $2,000,000 on August 31, 2026. Want to learn more about 268 Highland St? Do you have questions about finding other Single Family real estate for sale in Milton? You can browse all Milton real estate or contact a Coldwell Banker agent to request more information.

268 Highland St Milton, MA 02186