Dedham vs Milton

4BR house$500k apart
Dedham$850k
Milton$1.35M
Both mid-range for Massachusetts towns
Tax billOn each town’s own median 4BR$5,400/yr apart
Dedham$10,500
Milton$15,900
Both among the highest third of Massachusetts towns
To BostonLevel
Dedham36 min
Milton34 min
Both among the closest third of Massachusetts towns
SchoolsMCAS percentile, statewide29 percentile points apart
Dedham57th pct
Milton86th pct
Both mid-range for Massachusetts districts

marks the Massachusetts median on each scale. The better of the two is picked out where the gap is big enough to call; where neither is, they are level.

You are paying about $500k more for a 4BR in Milton, and in exchange you get the stronger schools. That is the trade in plain terms: $500k for one tier of schooling.

On tax, look past the rate: Dedham works out roughly $5,400 a year cheaper on its own median 4BR — despite having the higher rate of the two, because the bill follows the house.

Dedham

Choose Dedham if you want the lower price.

All Dedham numbers →
Milton

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

All Milton numbers →

Side by side

Some rows have no better. Town character describes a place rather than ranking it, and per-pupil spending tracks need rather than results, so neither is picked out.

SchoolsMilton ahead on 3 of 8
DedhamMilton
School tiersolid schoolsT3strong schoolsT2
MCAS achievementState percentile, all grades57th86th
Student growthHow far the district moves children, not who enrolled52nd54th
Graduation rate88.8%95.9%
State accountabilityDESE’s own summaryModerate progress toward targetsSubstantial progress toward targets
Spending per pupilHigher is not better — it tracks need, not results$27,128$20,877
Schools in the districtElementary and middle buildings the rating averages65
Private schools within 12 miAccredited, the fallback if the district does not fit6861
What a home costsDedham ahead on 6 of 8, 1 against
DedhamMilton
4BR house$850kT2$1.35MT3
3BR townhouse$675k$950k
2BR condo$500k$705k
3BR homeZillow’s observed median, houses and condos together — measured, not modeled like the rows above$751k$993k
5+ BR homeZillow’s top bedroom bucket — five OR MORE, so it carries the largest houses in the town. Measured, not modeled like the rows above$1.33M$1.85M
3BR rent$3,660/mo$3,180/mo
Income needed for the 4BRHousehold income at our standard assumptions$229k$357k
10-year price growthCompound, 2016–20265.3% a year5.4% a year
What you pay the townDedham ahead on 1 of 4
DedhamMilton
Tax ratePer $1,000 of value — not what you pay$12.30T2$11.81T2
Est. tax bill on that 4BRRate times the town’s own median 4BR≈$10,500≈$15,900
Town spending per residentFY2025 general fund, per head$5,423$4,717
Share of budget on schools40%51%
Getting to workEven, 1 each of 8
DedhamMilton
Commute to BostonDoor to door at peak36 minT234 minT2
MBTA railCommuter rail · ~29 min to terminalRapid transit (T) · ~26 min to downtown
Miles from downtown10 mi8 mi
Rail to Downtown29 min26 min
Rail to Back Bay23 min34 min
Rail to Kendall Sq39 min35 min
Rail to the Seaport34 min30 min
Rail to Longwood54 min52 min
Before kindergartenDedham ahead on 2 of 4
DedhamMilton
Licensed child care programsBefore kindergarten3831
Child care placesLicensed capacity, not vacancies1,063964
Centers vs family programsThe rest are programs in a provider’s home10 centers13 centers
Infant places in centersFamily programs report no age split309228
What the place is likeDescribes the two, does not rank them
DedhamMilton
Population25,36428,630
Energy7/106/10
Compact center8/107/10
Family amenities8/105/10
Culture7/107/10
Gathering places8/108/10

The tax bill is each town’s own rate on its own median 4BR, so a lower rate does not always mean a lower bill. School tiers are editorial, shown beside the state’s own MCAS figures rather than derived from them.

Prices calibrated to Zillow ZHVI and Redfin · FY2026 residential tax rates · rail leg from the MBTA timetable, drive modeled · rents are HUD FY2027 Small Area FMRs · reviewed · methodology. Never uses demographics as an input.

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