341 Highland St, Milton, MA, 02186
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.
Getting Around
Car-Dependent
Some Transit
Somewhat BikeableSchools
Construction
Condition
- Year built: 1900
Materials
- Foundation: Granite
- Roof: Slate
- Construction materials: Frame
Type & Style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subType: Single Family Residence
Interior
Basement
- Has basement: Yes
- Basement: Full,Interior Entry,Sump Pump,Concrete
Bedrooms & Bathrooms
- Bedrooms: 6
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Features
- Window features: Insulated Windows
- Number of fireplaces: 7
- Fireplace: Yes
- Finished area above ground: 7,169
Heating & Cooling
- Heating features: Baseboard,Oil
- Cooling features: None
Interior Area
- Total structure area: 7,169
- Total interior livable area: 7,169 sqft
Master Bathroom
- Features: Yes
Property
Details
- Parcel number: M:K B:003 L:6,133231
- Zoning: RA
Features
- Patio & porch: Porch - Enclosed,Patio
- Exterior features: Porch - Enclosed,Patio,Storage,Sprinkler System
Lot
- Lot size: 7.56 Acres
- Features: Wooded,Level
Parking
- Total spaces: 10
- Parking features: Paved Drive,Shared Driveway,Off Street,Paved
- Has uncovered spaces: Yes
- Uncovered spaces: 10
Climate Risk is Financial Risk
Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.
Biggest Threats for This Home
- Hurricane
- Inland Flooding
- Tsunami
How This Home’s Risks Compare
FEMA Declared Disasters Across Massachusetts Counties
Understanding the Costs
Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.
Estimated Costs Today
| Monthly | Annual | |
|---|---|---|
| Mortgage | $17,697 | $212,364 |
| Home Insurance * | $846 | $10,152 |
| Property Taxes | $3,172 | $38,064 |
| Electricity | $1,413 | $16,964 |
| Total | $23,128 | $277,536 |
Income You'd Need if You Spent...
Massachusetts FAIR Plan Programs
How Costs Could Change Over Time
Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
Price History
| Date | Event | Price |
|---|---|---|
| 2026-03-18 | Listed for sale | $3,500,000 |
| 2017-01-20 | Sold | $1,305,734 |
| 2016-10-29 | Pending sale | $1,399,000 |
| 2016-09-28 | Listed for sale | $1,399,000 |
| 2016-06-02 | Sold | $385,000 |
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