341 Highland St, Milton MA 02186
Milton, MA 02186
$3,500,000
Est. $20,280/month
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
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 03/18/2026 | 🏠 Listed for Sale | $3,500,000 | - | - | Original listing |
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
Parking
Features
Paved Drive, Shared Driveway, Off Street, Paved
Total Spaces
10
Utilities
Electric
Circuit Breakers, 200+ Amp Service
Water
Private
Sewer
Public Sewer
Gas
None
Other
None
Financial
Annual Tax
$28,590
Assessed Value
$24,208,000
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Seller Disclosures
See Listing Agent. Right Of Way For 349 Highland St.
Additional Details
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
Floor Layout
Interactive room guide
Floor Layout
Finished Area
7,169 sq ft above grade
FeaturesYes
Display Options
Outdoor Areas
Patio & porchPorch - Enclosed, Patio
Room Markers
BABathroom (4)
BRBedroom (5)
DDining (1)
KKitchen (1)
LLiving (2)
OOffice (1)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
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
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%
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
-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo
Payment Over Time
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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