BPN

🏛️

Winchester

27 min to Boston
"Suburban perfection where every house has a golden retriever"
Median Price
$1,257,758
$580/sqft
School Rating
9.2/10
Excellent
Appreciation
3.8%
per year
Commute
27 min
to downtown

Financing Considerations

Properties in Winchester typically require jumbo financing with stricter underwriting, larger down payments (20–25%+), and higher reserve requirements.

Learn about loan thresholds, property condition impact, flood/wind insurance, and how vintage homes (common in many MA towns) affect mortgage approval.

✨The Vibe

Family-focused, well-manicured lawns, youth sports central

What It's Really Like

Prestigious suburban community with excellent schools, family-friendly neighborhoods, and strong property values

Best For

  • ✓Families with children
  • ✓School district seekers
  • ✓Suburban lifestyle
  • ✓Long-term investment

Avoid If

  • ✗You want nightlife
  • ✗You're under 30
  • ✗You hate minivans

🌟Highlights

⚽Youth sports leagues everywhere
🍂Picture-perfect New England vibes
🏫Top-tier public schools
🚆Commuter rail to North Station

Insider Tips

  • 💡Myopia Hill area is the most prestigious
  • 💡Town center has surprisingly good restaurants
  • 💡Property taxes are high but schools are worth it

Demographics

Population
23,033
Median Age
43.5
Median Income
$269,480
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Similar Neighborhoods

🎓

Cambridge

$1,039,750

"Where MIT nerds and Harvard snobs reluctantly share coffee shops"

🎯

Lexington

$1,490,000

"Where the Revolution started and every kid goes to MIT"

🚇

Brookline

$1,025,000

"Brooklyn of Boston but you'll pay Manhattan prices"

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