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$3,500,000

341 Highland St, Milton MA 02186
Milton, MA 02186
Listed by Cahill+Co. Team
Bedrooms
6
Bathrooms
3.1
Living area
7,169 sqft
Year built
1900

About this home

Set behind a long approach offering the ultimate in wooded privacy and open lawn, 341 Highland is a classic Milton estate defined by land, light, and enduring craftsmanship. Substantial oak doors, rich paneling, French pocket doors between the living and dining rooms, and multiple fireplaces reflect the home's timeless character. The main living spaces balance scale with everyday comfort. A dedicated first floor office with private entrance off the circular drive and a playroom complement rooms suited for both formal entertaining and relaxed living. The primary suite anchors a generous private wing, while two staircases one with its own private entrance offer flexible circulation throughout. The finished third floor provides au pair quarters alongside space for hobbies, music and creative pursuits. Stone walls, patio areas, and an enclosed porch extend living into the landscape perfect for quiet mornings and memorable sunset views near the Blue Hills. Shown by private appointment only.

Highlights

Fireplace

Property details

MLS #
73488165
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
N/A
On market date
N/A
Stories
N/A
Garage spaces
N/A
Lot size
7.56 acres
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Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
Glover
1.33 mi away · Grades 0-5
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
629
Student:teacher ratio
15.0:1
District
Milton
Middle
Charles S Pierce Middle
1.17 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
928
Student:teacher ratio
12.1:1
District
Milton
High
Milton High
0.89 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,106
Student:teacher ratio
13.8:1
District
Milton

Mortgage calculator

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Est. monthly payment
$21,227/mo
$700,000 down
$2,800,000 loan
Principal & interest$18,161
Property tax (est.)$2,917
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated June 29, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.