Lexington vs Winchester

On schools these two are genuinely close — same tier and within five MCAS percentiles of each other — so the schools should not decide it. Price and commute should.

Winchester is about 7 minutes closer to downtown Boston at peak, and it has MBTA rail while Lexington does not. Over a decade of commuting that gap is worth more than most people price it at.

On tax, look past the rate: Winchester works out roughly $4,700 a year cheaper on its own median 4BR.

Lexington

Choose Lexington if you prefer the town itself — the numbers do not separate them.

All Lexington numbers →
Winchester

Choose Winchester if you want the lower price, or the commute matters most, or you want a train.

All Winchester 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.

LexingtonWinchester
School tiertop schoolsT1top schoolsT1
MCAS percentile99th97th
Niche district rank3rd of 2368th of 236
4BR house$2.05MT4$1.85MT4
2BR condo$1M$925k
Commute to Boston38 minT231 minT2
MBTA railNo MBTA railCommuter rail · ~20 min to terminal
Tax rate$12.31T2$11.08T2
Est. tax bill on that 4BR≈$25,200≈$20,500
3BR rent$4,903/mo$3,743/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.

Other comparisons

Lexington vs Newton
$2.05M vs $1.9M for a 4BR
Brookline vs Newton
$2.05M vs $1.9M for a 4BR
Wellesley vs Weston
$2.25M vs $2.9M for a 4BR
Needham vs Wellesley
$1.85M vs $2.25M for a 4BR
Arlington vs Belmont
$1.25M vs $1.9M for a 4BR
Andover vs North Andover
$1M vs $875k for a 4BR
Compare every town →