salaryRent is higher than in 86% of U.S. cities. Household incomes are higher than in 99% of U.S. cities. A typical house costs about 4.9 years of household income. Commutes are long, about 31.4 minutes each way. Most homes (81.7%) are owned, so rentals can be hard to find. It is a highly educated city: 79.5% of adults have a college degree.
How much money do I need?
To rent here comfortably, you should earn about $100,600 a year. That is $48 an hour at a full-time job.
Is rent cheaper than other Massachusetts cities?
No. Rent here is more expensive than in most of Massachusetts. It is number 78 of 123 cities from cheapest to most expensive.
How much do households earn in Winchester?
Share of households by yearly income. 70.4% of households earn $100,000 or more.
Rent by apartment size in Winchester
| Size | Winchester | U.S. average |
|---|---|---|
| Studio | $1,562 | $1,338 |
| 1 bedroom | $1,840 | $1,324 |
| 2 bedrooms | $2,464 | $1,509 |
| 3 bedrooms | $3,152 | $1,698 |
Median monthly rent plus utilities for all renters, by number of bedrooms.
How expensive is Winchester overall?
Everyday prices in Massachusetts overall are 6% above the U.S. average (index 105.8, U.S. = 100).
Source: U.S. Bureau of Economic Analysis, Regional Price Parities 2024. City-level data is not published for Winchester, so the Massachusetts figure is shown.
Taxes and bills in Winchester
Life in Winchester
Is it cheaper to rent or buy in Winchester?
Renting is cheaper right now: about $5,917 a month less.
Owning assumes a typical $1,215,200 home, 10% down, a 30-year loan at 6.5% and about 1.5% a year for taxes and insurance. You would also need $121,520 for the down payment.
Frequently asked questions
What is the average rent in Winchester, MA?
Renting in Winchester costs a median of about $2,515 a month in 2026, including utilities. The Massachusetts median is $2,331.
How much do I need to make to live in Winchester?
To keep rent under 30% of income, you need about $100,600 a year, or $48 an hour at a full-time job.
Is Winchester cheap or expensive?
Winchester is rated Cheap: rent takes 12.2% of the typical household income of $248,269. It ranks 78th cheapest of 123 Massachusetts cities we track.
How much are property taxes in Winchester?
The median homeowner in Winchester pays $10,000+ a year in property taxes, about 0.82% of the median home value.
Is Winchester more expensive than the national average?
Overall prices in Massachusetts are 6% above the U.S. average, according to the U.S. Bureau of Economic Analysis.
How much does a house cost in Winchester?
The median home value in Winchester is $1,215,200, about 4.9 times the typical yearly household income.
23,406 people live in Winchester. Numbers are typical (middle) values.