Holliston vs Milford

You are paying about $250k more for a 4BR in Holliston, and in exchange you get the stronger schools. That is the trade in plain terms: $250k for one tier of schooling.

Holliston is about 8 minutes closer to downtown Boston at peak. Over a decade of commuting that gap is worth more than most people price it at.

On tax, look past the rate: Milford works out roughly $4,900 a year cheaper on its own median 4BR.

Holliston

Choose Holliston if you want the stronger schools of the two, or the commute matters most.

All Holliston numbers →
Milford

Choose Milford if you want the lower price.

All Milford numbers →

Side by side

The better of the two is highlighted on each row. Where a row is not highlighted, the two are close enough that calling a winner would be false precision.

HollistonMilford
School tierstrong schoolsT2solid schoolsT3
MCAS percentile80th18th
Niche district rank46th of 236
4BR house$900kT3$650kT2
2BR condo$510k$385k
Commute to Boston55 minT363 minT4
MBTA railNo MBTA railNo MBTA rail
Tax rate$14.50T3$12.69T3
Est. tax bill on that 4BR≈$13,100≈$8,200
3BR rent$3,107/mo$3,157/mo

Prices are estimates calibrated to the Zillow Home Value Index and Redfin; tax rates are FY2026 residential rates and the bill applies that rate to the town’s own median 4BR estimate; commutes take the rail leg from the MBTA timetable and still model the drive; rents are HUD FY2026 Small Area Fair Market Rents. School tiers are editorial and shown next to the state’s own MCAS figures. Data last reviewed — see the methodology. This comparison never uses demographics as an input.

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