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.
This home has been viewed 5 times
Last Checked: June 30th, 2026 at 8:43am (Source: MLS PIN #73488165)
Air Conditioning
Lead Paint Free
General Information for 341 Highland St, Milton MA 02186
Listing ID73488165
Property TypeSingle Family / Detached
Price$3,500,000 ($488.21/SqFt)
StyleColonial
CityMilton
CountyNorfolk
Neighborhood(s)
Garage Parking0
ZoningRA
Year Built1900
Year Built SourcePublic Records
Year Built DetailsApproximate
Interior Features for 341 Highland St, Milton MA 02186
Approximate Living Area Total7169
Living Area Includes BasementNo
Rooms14
Bedrooms6
Primary En Suite BathroomYes
BasementFull
CoolingSplit
Fireplaces
Appliances
Flooring
Electric220 Volts
Exterior Features for 341 Highland St, Milton MA 02186
Approximate Lot Size (Acres)7.56
Approximate Lot Size (Square Feet)329314
Total Parking10
Garage Parking0
WaterPrivate
SewerPublic Sewer
Lot FeaturesGentle Sloping
Parking Features1
Exterior FeaturesPorch
Foundation Materials
Construction MaterialsFrame
Road Frontage Type
Patio & PorchCovered
Roof MaterialAsphalt/fiberglass Shingles
Utility Connections
Water Views
Water Views Features
Waterfront0
Waterfront Features
Pool Features
Horse Permitted0
Horse Amenities
Disclosures for 341 Highland St, Milton MA 02186
Lead PaintNone
UFFI
Living Area Includes BasementNo
Living Area Disclosure
Building Area SourceMeasured
Special Listing Conditions
ExclusionsSome Of The Sellers' Personal Items Are Not Included In The Sale.
Compensation Based On
Financial Information for 341 Highland St, Milton MA 02186
Association Fee
Association Fee Frequency
Association Fee Includes
Real Estate Tax28590
Tax Year2026
Assessed Value$24,208,000
Location Information for 341 Highland St, Milton MA 02186
Neighborhood(s)
Area Amenities
Contact Information for 341 Highland St, Milton MA 02186