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341 Highland St, Milton MA 02186

Milton, MA 02186
$3,500,000
Est. $20,280/month
6
Beds
3.5
Baths
7,169
Sq Ft
$488
Price/Sq Ft
7.56
Acres
1900
Year Built
10
Parking
115
Days on Market
Active Listed Mar 18, 2026 • MLS# 73488165 Copied! • Updated Jun 29, 2026

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.

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Property History

Property Timeline

🏠
Listed for Sale
Mar 18, 2026
$3,500,000
Original listing
Agent: Cahill+Co. Team Office: William Raveis R.E. & Home Services

Tax History

Year Taxes Assessment
2026 $28,590 $24,208,000

Financial Details

Annual Property Tax
$28,590
Tax Year 2026
Assessed Value
$24,208,000

Facts & Features

Home Facts

Type Residential
Style Single Family Residence
Year Built 1900
Living Area 7,169 sq ft
Lot Size 7.56 acres
Bedrooms 6
Full Baths 3
Half Baths 1
Total Rooms 14

Interior

Heating Baseboard, Oil
Cooling None
Flooring None
Appliances None
Fireplace None
Fireplaces 7
Basement Full, Interior Entry, Sump Pump, Concrete
Laundry None
Features None

Exterior

Construction Frame
Architecture Colonial
Roof Slate
Features Porch - Enclosed, Patio, Storage, Sprinkler System
Pool None
Spa None
Fencing None
Patio/Porch Porch - Enclosed, Patio
Features Paved Drive, Shared Driveway, Off Street, Paved
Total Spaces 10
Electric Circuit Breakers, 200+ Amp Service
Water Private
Sewer Public Sewer
Gas None
Other None
Annual Tax $28,590
Assessed Value $24,208,000
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures See Listing Agent. Right Of Way For 349 Highland St.
Possession None
Accepted Financing None
Structure Type []
House Color Brick
Sq Ft Source Measured
Sq Ft Disclosures First and Second Floor Square Footage is 5,276 Third Floor adds an additional 1,893sqft
Documents None
County Norfolk
Total market time (incl. prior listings) 103 days

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1900
Bedrooms
6
Full Bathrooms
3
Half Bathrooms
1
Living Area
7,169 sq ft
Total Rooms
14

Room Details

Other Floor

Bathroom1
Bedroom5
Bedroom4
Bedroom3
Dining Room
Kitchen
Bathroom2
Bedroom2
Living Room
Bathroom3
Master Bedroom
Office
Family Room
Master Bathroom
Yes

Interior Features

Flooring:
Appliances:
Interior Features:
Windows: Insulated Windows
Basement: Full, Interior Entry, Sump Pump, Concrete
Laundry:
Security:

Construction & Materials

Style: Colonial
Year Built: 1900
Structure Type:
Exterior Materials: Frame
Roof: Slate
Foundation: Granite

Heating, Cooling & Utilities

Heating: Baseboard, Oil
Heating Zones: 6
Cooling: None
Hot Water:
Water Source: Private
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features: Porch - Enclosed, Patio, Storage, Sprinkler System
Patio & Porch: Porch - Enclosed, Patio
Fencing:
Other Structures:
Lot Features: Wooded, Level
Road Surface:

Parking & Garage

Total Parking Spaces: 10
Parking Features: Paved Drive, Shared Driveway, Off Street, Paved

Special Features

Fireplaces: 7
Fireplace Type:
Community Amenities:

Nearby Schools

School information not available for this location.

Monthly Payment Calculator

Monthly Payment
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Principal, interest, taxes & insurance
Loan Amount
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After down payment
Total Interest
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Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $2,383
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

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$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Location

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Neighborhood

341 Highland St, Milton MA 02186

Milton, MA 02186

Listing Information

Listing Agent Cahill+Co. Team
Listing Office William Raveis R.E. & Home Services
Office Phone 617-322-3933
Agent MLS ID TM348860
Office MLS ID AN0762
Listing Data Updated Jun 29, 2026 3:10 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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