Winchester, MA Tier 1
Tier 1 · top schools · 8 miles from downtown Boston, about 31 minutes door-to-door at peak · 83% of households own their home.
marks the Massachusetts median of $750k for a 4BR, $9,100 in tax and 62 min to Boston. Prices and the tax bill are estimates, not appraisals.
About Winchester
Winchester is a top-tier school district north-west of Boston, about 8 miles from downtown Boston as the crow flies and 31 minutes door-to-door at peak, and one of the priciest markets in the state: roughly $1.85M for a 4BR house and $925k for a 2BR condo. The residential rate is $11.08 per $1,000, about average for Massachusetts, but on a $1.85M house that is still about $20,500 a year. Commuter rail runs downtown in about 20 minutes, against a 31-minute peak drive. The district sits in the 97th percentile statewide on MCAS, and Niche ranks it 8th of 236. A storybook downtown and a quick commuter-rail ride make it the classic close-in family upgrade.
The good, the bad, the ugly
EditorialA storybook downtown around Mystic Lakes with a quick commuter-rail ride — the classic close-in upgrade.
$1.85M for a 4BR and almost no entry-level stock.
The Aberjona River floods the town center; the 2021 and 1996 floods put downtown under water.
Schools and child caretop schools · 97th MCAS · 6 schools
Public elementary & middle schools
6 public schools in Winchester — 5 elementary and 1 middle
These are assigned by address, not chosen. A regional district’s schools appear on every member town’s page. Charters are public but allocated by lottery, and are listed separately below.
Before kindergarten
| Licensed programs | 22 |
| Licensed places, all ages | 1,600 |
| Places in centers | 1,568 |
| Places in family child care | 32 |
| Infant & toddler places in centers | 125 |
| Preschool places in centers | 651 |
Licensed capacity is not availability. These are places programs may operate, not vacancies. The age split covers centers only — family programs report no breakdown, so 125 is a floor on infant care here, not a count of it.
MA Dept. of Early Education and Care, pulled 2026-08-02 · search current openings
Public School Rankings
| Publisher ranking | Result |
|---|---|
| Niche | #8 of 236 MA districts · A+ |
| SchoolDigger | #10 of 361 MA localities |
| U.S. News | #17 of 366 MA · Winchester High School |
| Boston Magazine | #29 of 135 · Winchester High School |
| Official Massachusetts data (DESE) | Result |
|---|---|
| MCAS achievement | 97th percentile statewide |
| Student growth (SGP) | 59th percentile |
| 4-year graduation rate | 96% |
| DESE accountability | Meeting or exceeding targets |
Each publisher ranks a different thing. A district, a locality, or one high school, each by its own method — shown separately, never blended.
MCAS percentile is the district’s statewide rank on % Meeting/Exceeding expectations, ELA + Math.
Look up Winchester on Niche · SchoolDigger · U.S. News · DESE district profiles
Available Private School Options
18 private schools in Winchester and within 12 miles
Tuition is an estimated range by school type, not school-published pricing — a parochial school and an independent day school are priced very differently. Private schools sit no MCAS, so no figure here is a state measure.
How to read this list
Schools within 12 miles of Winchester, from the MA DESE 2025–26 non-public enrollment report plus the Niche ranking of Massachusetts private high schools. Tuition shown as an estimated range by school type, grades and region — not school-published pricing. A parochial school and an independent day school are priced very differently, so treat these as a starting point and confirm with the school. Niche ranks private high schools only, so an elementary school never carries a number; where one shows a letter instead, that is Niche’s own overall grade, which reaches schools no ranked list does. Neither is a state measure — private schools sit no MCAS and report no results to Massachusetts. That Niche extract is also partial, so a school showing neither was not judged and found wanting; it may simply not have been in it. Student numbers are the figure schools do report, from the same DESE return. Where a student-teacher ratio is shown it is students over full-time-equivalent teachers in the federal Private School Universe Survey, 2021–22, the most recent published — a rough guide to class size, not a class size, and not a ranking either. It is shown only where that survey and the state agree on how many pupils the school has, which is why many schools here have none. Accreditation comes from the AISNE member directory, which records whether a school holds AISNE or NEASC accreditation — the two split the work by age rather than compete, AISNE taking the elementary and middle schools and NEASC the secondary ones. It means an outside body has reviewed the school against published standards on a ten-year cycle. It is not a measure of results, and its absence is not a mark against a school: plenty are not members at all. That directory is also where the schools marked files no enrolment with the state come from. They are real schools that simply make no return to Massachusetts, so the state holds no size for them and this page can show none — and for those, the grade range is read off AISNE’s age bands rather than taken from the school, so treat it as approximate and confirm with the school.
The vibe of Winchester
What it takes to live here$1.85M 4BR · ≈$20,500 tax
| To buy | Median price (est.) |
|---|---|
| 4BR / 2BA detached house | $1.85M |
| 3BR / 2BA townhouse | $1.25M |
| 2BR condo | $925k |
| Property taxes (FY2026) | $11.08 per $1,000 (1.11%) |
These are modeled estimates, not listings. Each row opens the real Redfin market in ZIP 01890, and the two will not match.
| To rent | Per month (est.) |
|---|---|
| 4 bedrooms | $4,130/mo |
| 3 bedrooms | $3,743/mo |
| 2 bedrooms | $3,120/mo |
| 1 bedroom | $2,627/mo |
These are benchmark rents, not asking rents. HUD sets them at the 40th percentile of standard-quality units, so a nice single-family will ask more — which is why the links are not capped at the figure beside them.
HUD FY2026 Small Area Fair Market Rents for Winchester’s ZIP codes
Home values over the last decade
| If a $1.85M house grew at… | 5 yrs | 10 yrs | 15 yrs | 30 yrs |
|---|---|---|---|---|
| 4.9% — Winchester’s own last decade | $2.35M | $2.98M | $3.79M | $7.77M |
| 3% — inflation, holding its real value | $2.14M | $2.49M | $2.88M | $4.49M |
These are not forecasts. They are what $1.85M becomes at a fixed rate, shown for two rates because nobody can tell you which one the next thirty years will bring. The last decade included a period of unusually fast growth across Massachusetts; repeating it for thirty years would be a strong assumption. The inflation row is the conservative case — a house that holds its value and earns nothing beyond it. History from the Zillow Home Value Index, a whole-town index that sits at a different level from the 4BR estimate above and is used here for the trend.
What’s around Winchester
dense suburb
| What’s here | Count |
|---|---|
Cafés and coffee shopsSee the list | 3 |
BookshopsSee the list | 1 |
Museums, theatres and galleriesSee the list | 1 |
| Colleges and universities | 0 |
| Public library | Winchester Public Library |
Density is Census population over land area. Café, bookshop and culture counts are what is mapped in OpenStreetMap — a volunteer map, so a well-mapped town looks busier than a thinly-mapped one. Read a low count as “little mapped here”, not “nothing here”. Colleges are active degree-granting institutions in the federal IPEDS directory; enrolment and campus housing capacity are its 2023 figures. The public library comes from the Massachusetts Board of Library Commissioners, which lists library systems rather than every branch. These figures describe places, never the people in them — see our methodology.
Census snapshot
| ACS 2019–2023 (via MAPC DataCommon) | Share |
|---|---|
| Homeowner households | 83% |
| White (non-Hispanic) | 72% |
| Asian (non-Hispanic) | 16% |
| Latino / Hispanic | 3.2% |
| African American (non-Hispanic) | 3.0% |
Town spending & civic data
| Winchester | Figure |
|---|---|
| Residents | 22,970 |
| Municipal budget | $143.7M |
| School district spending | $87.3M |
| Spending per pupil | $19,932 |
| School spending per resident | $3,801 |
| Affordable housing units (Ch. 40B inventory) | 1,008 |
Budget: FY2025 General Fund total expenditures, DLS Schedule A · Schools: DESE Per Pupil Expenditure · Affordable units: state Subsidized Housing Inventory. Never used to rank or filter towns.
Realistic alternatives to Winchester
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Data statusreviewed August 14, 2026
| Figure | Status |
|---|---|
| Home prices | Estimate |
| Property tax rate | Sourced |
| Rents | Sourced |
| School data | Sourced |
| Commute | Measured + modeled |
This town’s prices and tax rate are sourced as described in our methodology. Data last reviewed . Full detail on every source is in the methodology.
