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WYLT Rankings · 2026

Best neighborhoods for retirees
in Massachusetts

Ranked by safety, affordability, and livability — neighborhoods with low crime and manageable costs.

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

#1 Pick for Retirees in Massachusetts

Shrewsbury, Shrewsbury — Settle here

#1

Shrewsbury

Settle here

Shrewsbury, MA

Price

$592K

Schools

8/10

Walk

64/100

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#2

Brookline

Good for now

Brookline, MA

Price

$1.2M

Schools

8.6/10

Walk

84/100

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#3

Kingston

Good for now

Kingston, MA

Price

$611K

Schools

8.2/10

Walk

57/100

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#4

Beacon Hill

Settle here

Beacon Hill, MA

Price

$1.7M

Schools

8.6/10

Walk

79/100

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#5

Worcester

Good for now

Worcester, MA

Price

$275K

Walk

28/100

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#6

Newton

Settle here

Newton, MA

Price

$1.1M

Schools

8.5/10

Walk

75/100

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#7

Burlington

Good for now

Burlington, MA

Price

$741K

Schools

8.6/10

Walk

56/100

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#8

Westminster

Good for now

Westminster, MA

Price

$422K

Schools

7.8/10

Walk

25/100

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#9

Upton

Settle here

Upton, MA

Price

$575K

Schools

8.8/10

Walk

34/100

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#10

Fitchburg

Good for now

Fitchburg, MA

Price

$335K

Schools

7.9/10

Walk

83/100

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#11

Dover

Settle here

Dover, MA

Price

$856K

Schools

7.9/10

Walk

51/100

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#12

Westborough

Settle here

Westborough, MA

Price

$530K

Schools

8.2/10

Walk

24/100

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#13

Quincy

Good for now

Quincy, MA

Price

$582K

Schools

7.7/10

Walk

89/100

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#14

Wellesley

Good for now

Wellesley, MA

Price

$2.8M

Schools

8/10

Walk

44/100

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#15

Dedham

Good for now

Dedham, MA

Price

$840K

Schools

8/10

Walk

30/100

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#16

West Roxbury

Settle here

West Roxbury, MA

Price

$950K

Schools

7.5/10

Walk

37/100

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#17

Malden

Good for now

Malden, MA

Price

$634K

Schools

8.4/10

Walk

82/100

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#18

Lanesborough

Good for now

Lanesborough, MA

Price

$420K

Schools

8/10

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#19

Lowell

Good for now

Lowell, MA

Price

$467K

Schools

8.2/10

Walk

69/100

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#20

Medford

Good for now

Medford, MA

Price

$756K

Schools

8.6/10

Walk

88/100

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#21

Somerville

Good for now

Somerville, MA

Price

$927K

Schools

8.6/10

Walk

97/100

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#22

Salem

Good for now

Salem, MA

Price

$475K

Schools

6.7/10

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#23

Cambridge

Settle here

Cambridge, MA

Price

$1.1M

Schools

8.6/10

Walk

94/100

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#24

Plymouth

Good for now

Plymouth, MA

Price

$527K

Schools

7.8/10

Walk

62/100

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#25

Dartmouth

Good for now

Dartmouth, MA

Price

$700K

Schools

7.9/10

Walk

39/100

View report →
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