Compare towns
Pinehurst vs Winchester vs Middleton
Cost, people, housing, commute and schools, side by side, each benchmarked against Massachusetts.
What stands out worked out from the figures below
Pinehurst has the most affordable homes ($624k median).
Winchester has the most people working from home (33.8%).
Middleton has grown the fastest since 2010 (+8.8%).
What matters to you?
Pick a few. We’ll pull those rows to the top and mark which town comes out ahead on each. There’s no overall score: what matters is up to you.
| Measure | Pinehurst | Winchester | Middleton |
|---|---|---|---|
| Your priorities | |||
| People | |||
| Population | 6,845Lowest |
23,406Highest |
9,816 |
| Growth since 20102010 → 2020 census | +3%Lowest MA: +7.4% |
+7.5% MA: +7.4% |
+8.8%Highest MA: +7.4% |
| Median age | 42.6±2 7% above MA |
42.5±1.9Lowest 6% above MA |
43.1±2Highest 8% above MA |
| Middleton and Pinehurst are within the Census margin of error here, so we can’t say which is really higher. | |||
| Kids under 18 | 19.8%±4.1 MA: 19.4% |
27.6%±2.3Highest MA: 19.4% |
17.2%±3Lowest MA: 19.4% |
| Age 65+ | 21.1%±3.2Highest MA: 17.9% |
18%±2Lowest MA: 17.9% |
18.1%±2.9 MA: 17.9% |
| Pinehurst and Middleton are within the Census margin of error here, so we can’t say which is really higher. | |||
| Bachelor’s degree+adults 25+ | 34.2%Lowest MA: 47.3% |
79.5%Highest MA: 47.3% |
41.7% MA: 47.3% |
| Enrolled in collegeshare of residents | 5.5%±1.8Highest MA: 7.9% |
4.9%±1.3 MA: 7.9% |
3.9%±1.4Lowest MA: 7.9% |
| Pinehurst and Winchester are within the Census margin of error here, so we can’t say which is really higher. | |||
| Cost of living | |||
| Household incomemedian | $146,250±$27kLowest 41% above MA |
$230,198±$21kHighest 121% above MA |
$167,402±$29k 61% above MA |
| Home valuemedian, owner-occupied | $623,800±$22kLowest 11% above MA |
$1,215,200±$39kHighest 116% above MA |
$742,700±$48k 32% above MA |
| Rentmedian gross, monthly | $1,946±$1k 10% above MA |
$2,279±$481Highest 29% above MA |
$1,407±$284Lowest 20% below MA |
| Winchester and Pinehurst are within the Census margin of error here, so we can’t say which is really higher. | |||
| Property taxmedian, yearly | $6,316Lowest 5% above MA |
$10,000+Highest at least 67% above MA |
$8,785 47% above MA |
| Renters paying 30%+of income on rent | 32%±58.1 MA: 51.8% |
39.3%±13.3Highest MA: 51.8% |
25.7%±25.3Lowest MA: 51.8% |
| Winchester and Pinehurst are within the Census margin of error here, so we can’t say which is really higher. | |||
| Below poverty line | 2.9%Lowest MA: 10% |
4.7%Highest MA: 10% |
3.4% MA: 10% |
| Housing | |||
| Homeownersof occupied homes | 97.4%Highest MA: 62.5% |
81.7%Lowest MA: 62.5% |
92.7% MA: 62.5% |
| Typical home builtmedian year | 1972 8 yrs newer than MA |
1954Lowest 10 yrs older than MA |
1986Highest 22 yrs newer than MA |
| Getting to work | |||
| Average commuteone way | 27 minLowest 7% below MA |
31 minHighest 8% above MA |
30 min 3% above MA |
| Work from home | 13.1%±3.2 MA: 18.6% |
33.8%±3Highest MA: 18.6% |
12.5%±3.4Lowest MA: 18.6% |
| Schools | |||
| Public school scoresrank in state, math + reading | — | #11 of 282 in MA | #71 of 282 in MA |
| School district | — | Winchester | Middleton |
| High school in town | — | Winchester High School | None in town |
| Students per teacherat that high school | — | 14.8 |
— |
| On TownTapestry | |||
| Old photos in History | None yet | None yet | None yet |
MA average · Sources: U.S. Census Bureau, American Community Survey 5-year estimates 2020–2024; 2010 & 2020 decennial census; NCES Common Core of Data. “±” is the Census margin of error. Property tax is top-coded by the Census at $10,000+. School rank compares math and reading proficiency against the state average.