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WYLT Rankings · 2026

Best neighborhoods for families
in Massachusetts

Ranked by school quality, safety, and family-friendly livability.

✓ School rating
✓ Safety
✓ Walkability
25 neighborhoods ranked
👨‍👩‍👧‍👦 Families💻 Remote Workers🌅 Retirees🔑 First-Time Buyers

#1 Pick for Families in Massachusetts

Upton, Upton — Settle here

School rating: 8.8/10

#1

Upton

Settle here

Upton, MA

Price

$575K

Schools

8.8/10

Walk

34/100

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#2

Westborough

Settle here

Westborough, MA

Price

$530K

Schools

8.2/10

Walk

24/100

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#3

Shrewsbury

Settle here

Shrewsbury, MA

Price

$592K

Schools

8/10

Walk

64/100

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#4

Needham

Settle here

Needham, MA

Price

$1.8M

Schools

9/10

Walk

17/100

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#5

Lexington

Settle here

Lexington, MA

Price

$1.8M

Schools

9/10

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#6

Lanesborough

Good for now

Lanesborough, MA

Price

$420K

Schools

8/10

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#7

Westminster

Good for now

Westminster, MA

Price

$422K

Schools

7.8/10

Walk

25/100

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#8

Hyannis

Good for now

Hyannis, MA

Price

$580K

Schools

8.4/10

Walk

20/100

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#9

Beacon Hill

Settle here

Beacon Hill, MA

Price

$1.7M

Schools

8.6/10

Walk

79/100

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#10

Brookline

Good for now

Brookline, MA

Price

$1.2M

Schools

8.6/10

Walk

84/100

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#11

Burlington

Good for now

Burlington, MA

Price

$741K

Schools

8.6/10

Walk

56/100

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#12

Newton

Settle here

Newton, MA

Price

$1.1M

Schools

8.5/10

Walk

75/100

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#13

Sudbury

Settle here

Sudbury, MA

Price

$989K

Schools

8.5/10

Walk

24/100

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#14

Kingston

Good for now

Kingston, MA

Price

$611K

Schools

8.2/10

Walk

57/100

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#15

Wellesley

Good for now

Wellesley, MA

Price

$2.8M

Schools

8/10

Walk

44/100

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#16

Dedham

Good for now

Dedham, MA

Price

$840K

Schools

8/10

Walk

30/100

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#17

Randolph

Good for now

Randolph, MA

Price

$680K

Schools

8/10

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#18

Lowell

Good for now

Lowell, MA

Price

$467K

Schools

8.2/10

Walk

69/100

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#19

Dover

Settle here

Dover, MA

Price

$856K

Schools

7.9/10

Walk

51/100

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#20

Brookline

Settle here

Brookline, MA

Price

$1.2M

Schools

8.5/10

Walk

56/100

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#21

Haverhill

Think twice

Haverhill, MA

Price

$467K

Schools

8/10

Walk

42/100

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#22

Salem

Good for now

Salem, MA

Price

$475K

Schools

6.7/10

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#23

Fitchburg

Good for now

Fitchburg, MA

Price

$335K

Schools

7.9/10

Walk

83/100

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#24

Waltham

Good for now

Waltham, MA

Price

$753K

Schools

8.9/10

Walk

53/100

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#25

Plymouth

Good for now

Plymouth, MA

Price

$527K

Schools

7.8/10

Walk

62/100

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