Cost of Living in Wellesley

Wellesley's cost of living is genuinely, severely high -- driven primarily by housing, alongside a genuinely, substantially high median household income relative to nearby Brookline.

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Housing is the dominant cost

Redfin's May 2026 median sale price ran approximately $1,998,804 (down 3.0% year-over-year), with a November 2025 figure running lower ($1.7M, down 13.3%) -- Wellesley's housing cost alone puts it among the most expensive markets in this four-market Tier B batch.

A genuinely, substantially high household income

Wellesley's 2024 median household income is cited at $250,001 -- genuinely, substantially higher than Brookline's $142,101 documented elsewhere in this batch, a real, disclosed distinction between two otherwise both-affluent markets.

Massachusetts's statewide tax structure applies

Massachusetts's real flat 5% state income tax (with an additional 4% surtax above $1,107,750 of taxable income) and 6.25% sales tax apply in Wellesley exactly as documented statewide -- see this project's Massachusetts state hub record.

Key takeaways

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Last reviewed: 2026-08-25. Independent research; not financial, tax, or legal advice -- confirm current figures with a local professional before making a decision.