The median home in Winthrop, Massachusetts is valued at $669,418, up 0.9% year over year. Typical monthly rent is $2,744, producing a price-to-rent ratio of 20.3x — well above the national average of 18x. Winthrop is part of the Boston-Cambridge-Newton, MA-NH metropolitan area, which CrashWatch tracks daily with real-time stress scores and crash risk analysis.

See the full metro analysis: Boston-Cambridge-Newton, MA-NH stress score, crash risk, and 12-month forecast →

Home Value$669,418

+0.9%

Rent$2,744/mo

AFFORDABILITY

Enter your income for Winthrop.

Income (annual)

Down Payment

$133,884 on $669,418

Out of reach — 67.3% of income

Need $180,171/yr to afford.

PITI$4,204

P/I67.3%

Afford$279K

Gap-$391K

P&I $3,385Tax $669Ins $150

Renting $1,460/mo cheaper ($2,744 rent)6.50% 30yr, 20% down, county tax + MA ins. 28% per HUD.

Home Buying Kit For Dummies (2025)Financing, negotiation, closing

Other cities in Massachusetts

Compare Winthrop with other housing markets across Massachusetts.

Nantucket$2970K Chilmark$2283K Weston$2182K Wellesley$1946K Edgartown$1773K Aquinnah$1729K Dover$1715K West Tisbury$1597K

Full Boston-Cambridge-Newton, MA-NH analysis

Stress scores, crash risk, early warning signals, and 12-month price forecasts for the Boston-Cambridge-Newton, MA-NH metro.

View Boston-Cambridge-Newton, MA-NH metro →

WINTHROP, MA