Active Under Contract
30 Days on market
341 Highland St Milton — Photo 1 of 41

341 Highland St Milton — Photo 1 of 41

$3,249,000

20% down, 6.5% rate, 30-year fixed

Includes taxes and insurance. Estimate only.

Listing updated Nov 2, 2026

341 Highland St, Milton, MA 02186

Milton, MA 02186

Investor Analysis

Beds

6

Baths

3.5

SqFt

6,074

$/SqFt

$535

Style

Single Family

Built

1900

Grand 7.5 acre Estate in ideal Milton location. 341 Highland Street is tucked away at the end of a long, private approach and opens up to impressive grounds and a stately brick Colonial with circular driveway. The secluded 7.5 acres has a flowing combination of lawn, gardens & woodlands, including walking trails. The 6-Bedroom, 3.5-bath home starts with a grand entry foyer with ornate woodwork & a layout made for entertaining. A stunning combination of French- & pocket-doors for separation link the formal living and dining space with the Chef's kitchen that has radiant heated floors, countertop range, wall oven & banquet-style table made for gathering with family & friends. Storage is a standout, w/built-ins in nearly every room & flexible rooms on both first & second floors that work as an office or bedroom. Window bench seats in living room & primary suite are the spots to curl up with coffee & a book. Primary bedroom has en-suite bath & huge walk in changing room with plenty of windows. Heated sunroom brings in light year-round, two staircases add flexibility & a whimsical dollhouse room on the third floor is a bonus. Updates include 212 new Andersen Permashield windows, 200-amp electrical, a newer furnace & many more modernizations. Generous laundry room. Outside, a stone patio, play area, hot tub & fire pit invite fun for every season. A majestic dogwood anchors the gardens & trails that wind through the property creating the feel of a private mini Blue Hills trek. Over 1500 SF of unfinished basement offers room to finish. Concept plans for an in ground pool have been drawn up by a landscape design firm. Developers - there is potential to divide land into separate lots - subject to zoning and town approvals. Buyers to conduct their own due diligence.

Key facts

It was listed on October 12, 2026. The annual property taxes are $28,590 (2026 tax year). It sits on a 7.56-acre (329,314 sq ft) lot. Its asking price works out to $535 per square foot, 3% below the median of $553 among 30 homes listed in Milton, MA.

How it compares

Against 30 homes listed in Milton, MA, by asking price.

Price per sq ft
$535 · 3% below the median ($553)
Size
6,074 sq ft · 128% above the median (2,664 sq ft)
Asking price
$3,249,000 · 183% above the median ($1,149,500)

Compares asking prices of homes for sale now; it isn't an appraisal or an estimate of this home's value.

No longer available to tour

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$535/sqft
Local Avg (Milton)$561/sqft
5% BelowMarket Average

* Analysis is based on 23 actively listed and recently sold comparable properties strictly within Milton, MA.

Property Details

Financials

Original Price$3,249,000
Annual Taxes$28,590

Parking

Garage--
Off-Street12

Interior Specifications

Total Rooms14
Fireplaces7
FlooringHardwood
BasementFull, Walk-Out Access, Interior Entry, Sump Pump, Unfinished

Climate & Utilities

HeatingHot Water, Oil
CoolingNone
WaterPrivate
SewerPublic Sewer

Building & Exterior

ConstructionFrame
RoofSlate
FoundationGranite
ZoningR1

Property & Lot

Acres7.56
SqFt Lot329,314
Lot FeaturesWooded

Amenities & Appliances

Range • Oven • Dishwasher • Refrigerator • Washer • Dryer

Neighborhood

Park • Walk/Jog Trails • Golf • Medical Facility • Conservation Area • Private School

Geography

Property History

  1. Listed

    $3,249,000

    Oct 12, 2026

    MLS® 73589772

  2. Terminated

    $3,500,000

    Aug 12, 2026

    MLS® 73488165

  3. Listed

    $3,500,000

    Mar 18, 2026

    MLS® 73488165

Questions about this home

When was 341 Highland St, Milton listed?

341 Highland St, Milton was listed on October 12, 2026.

Has the price of 341 Highland St, Milton changed?

The price hasn't changed since it was listed at $3,249,000.

What are the property taxes for 341 Highland St, Milton?

The annual property taxes for 341 Highland St, Milton are $28,590 (2026 tax year).

How big is the lot at 341 Highland St, Milton?

341 Highland St, Milton sits on a 7.56-acre (329,314 sq ft) lot.

How does the price per square foot of 341 Highland St, Milton compare with other homes in Milton, MA?

341 Highland St, Milton is listed at $535 per square foot, 3% below the median of $553 among 30 homes listed in Milton, MA.

What is the status of 341 Highland St, Milton?

341 Highland St, Milton is under contract, and the MLS still lists it as active.

Population

28,735

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$188K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

15.1%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Norfolk County

1,576 housing units permitted in the last 12 months (+59% vs the prior 12 months) — 1,089 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Aug '26)

ADU Potential

Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 6,074 sq ft principal dwelling). Lot size: 329,314 sq ft.

Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.

Listing Provided By

Listing Agent: Vineburgh / Dimella Team

Listing Office: Charlesgate Realty Group, llc

MLS® Number: 73589772