The 24 Best Affordable Small Towns for Remote Workers in Massachusetts
Ranked on The Town Files lifestyle rankings among 181 towns of 2,500–10,000 people in Massachusetts, scoring every town on all of these at once. #1 is Bolton, MA.
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24Sterling, Massachusetts
Work from home: 53rd percentile · Broadband at home: 81st percentile · Home value ÷ income: 78th percentile
7,985 people · Worcester County · median home $498,800 · income $129,063 · Jan low 16°F · 67 in snow
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23West Brookfield, Massachusetts
Work from home: 56th percentile · Broadband at home: 80th percentile · Home value ÷ income: 84th percentile
3,833 people · Worcester County · median home $354,000 · income $95,613 · Jan low 15°F · 43 in snow
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22Groveland, Massachusetts
Work from home: 69th percentile · Broadband at home: 94th percentile · Home value ÷ income: 61st percentile
6,752 people · Essex County · median home $610,900 · income $141,487 · Jan low 17°F · 67 in snow
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21West Newbury, Massachusetts
Work from home: 76th percentile · Broadband at home: 95th percentile · Home value ÷ income: 54th percentile
4,500 people · Essex County · median home $808,200 · income $179,500 · Jan low 17°F · 62 in snow
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20Topsfield, Massachusetts
Work from home: 87th percentile · Broadband at home: 81st percentile · Home value ÷ income: 57th percentile
6,569 people · Essex County · median home $853,400 · income $195,718 · Jan low 20°F · 48 in snow
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19Ashby, Massachusetts
Work from home: 50th percentile · Broadband at home: 83rd percentile · Home value ÷ income: 93rd percentile
3,193 people · Middlesex County · median home $390,500 · income $115,598 · Jan low 15°F · 75 in snow
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18Medfield, Massachusetts
Work from home: 94th percentile · Broadband at home: 50th percentile · Home value ÷ income: 84th percentile
6,939 people · Norfolk County · median home $815,300 · income $218,946 · Jan low 20°F · 56 in snow
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17Sturbridge, Massachusetts
Work from home: 60th percentile · Broadband at home: 71st percentile · Home value ÷ income: 97th percentile
9,867 people · Worcester County · median home $425,800 · income $136,759 · Jan low 16°F · 64 in snow
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16Millis-Clicquot, Massachusetts
Work from home: 55th percentile · Broadband at home: 90th percentile · Home value ÷ income: 84th percentile
4,499 people · Norfolk County · median home $545,600 · income $146,853 · Jan low 17°F · 52 in snow
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15Wenham, Massachusetts
Work from home: 87th percentile · Broadband at home: 88th percentile · Home value ÷ income: 54th percentile
4,979 people · Essex County · median home $885,400 · income $194,781 · Jan low 20°F · 51 in snow
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14Northborough, Massachusetts
Work from home: 78th percentile · Broadband at home: 90th percentile · Home value ÷ income: 65th percentile
6,474 people · Worcester County · median home $560,500 · income $133,839 · Jan low 17°F · 55 in snow
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13Boylston, Massachusetts
Work from home: 72nd percentile · Broadband at home: 94th percentile · Home value ÷ income: 70th percentile
4,849 people · Worcester County · median home $578,600 · income $140,962 · Jan low 17°F · 62 in snow
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12Paxton, Massachusetts
Work from home: 78th percentile · Broadband at home: 72nd percentile · Home value ÷ income: 91st percentile
5,004 people · Worcester County · median home $472,300 · income $134,083 · Jan low 17°F · 73 in snow
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11Williamsburg, Massachusetts
Work from home: 81st percentile · Broadband at home: 81st percentile · Home value ÷ income: 81st percentile
2,504 people · Hampshire County · median home $403,100 · income $104,792 · Jan low 14°F · 46 in snow
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10Carlisle, Massachusetts
Work from home: 99th percentile · Broadband at home: 87th percentile · Home value ÷ income: 57th percentile
5,237 people · Middlesex County · median home $1,103,900 · income $250,001 · Jan low 18°F · 59 in snow
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9Harvard, Massachusetts
Work from home: 99th percentile · Broadband at home: 71st percentile · Home value ÷ income: 78th percentile
6,851 people · Worcester County · median home $833,600 · income $213,996 · Jan low 15°F · 59 in snow
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8Dunstable, Massachusetts
Work from home: 61st percentile · Broadband at home: 98th percentile · Home value ÷ income: 95th percentile
3,358 people · Middlesex County · median home $674,000 · income $208,512 · Jan low 14°F · 53 in snow
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7Fiskdale, Massachusetts
Work from home: 78th percentile · Broadband at home: 88th percentile · Home value ÷ income: 88th percentile
2,797 people · Worcester County · median home $409,300 · income $112,400 · Jan low 16°F · 64 in snow
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6Sharon, Massachusetts
Work from home: 88th percentile · Broadband at home: 84th percentile · Home value ÷ income: 84th percentile
6,184 people · Norfolk County · median home $677,900 · income $183,808 · Jan low 20°F · 56 in snow
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5Lancaster, Massachusetts
Work from home: 95th percentile · Broadband at home: 81st percentile · Home value ÷ income: 81st percentile
8,441 people · Worcester County · median home $519,100 · income $134,833 · Jan low 16°F · 68 in snow
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4Sherborn, Massachusetts
Work from home: 100th percentile · Broadband at home: 90th percentile · Home value ÷ income: 70th percentile
4,401 people · Middlesex County · median home $1,026,800 · income $250,001 · Jan low 18°F · 46 in snow
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3Stow, Massachusetts
Work from home: 97th percentile · Broadband at home: 92nd percentile · Home value ÷ income: 78th percentile
7,174 people · Middlesex County · median home $729,600 · income $185,809 · Jan low 15°F · 54 in snow
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2Princeton, Massachusetts
Work from home: 87th percentile · Broadband at home: 91st percentile · Home value ÷ income: 94th percentile
3,495 people · Worcester County · median home $520,500 · income $158,750 · Jan low 13°F · 60 in snow
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1Bolton, Massachusetts
Work from home: 99th percentile · Broadband at home: 97th percentile · Home value ÷ income: 78th percentile
5,665 people · Worcester County · median home $796,000 · income $205,449 · Jan low 15°F · 57 in snow
Price vs ranking
More Massachusetts rankings
- The 25 Best Small Towns to Retire in Massachusetts
- The 25 Quietest Small Towns in Massachusetts
- The 25 Most Affordable Small Towns in Massachusetts
- The 25 Best Small Towns for Families in Massachusetts
- The 19 Best Quiet, Affordable Small Towns to Retire in Massachusetts
- 25 Small Towns in Massachusetts With the Cheapest Homes
- 25 Small Towns in Massachusetts With the Mildest Winters
- The 25 Most Walkable Small Towns in Massachusetts
- 25 Small Towns in Massachusetts With the Fewest Tornadoes Since 1950
- The 25 Best Small Towns for First-Time Home Buyers in Massachusetts
Same ranking, other places
- The 50 Best Affordable Small Towns for Remote Workers in America
- The 25 Best Affordable Small Towns for Remote Workers in Pennsylvania
- The 25 Best Affordable Small Towns for Remote Workers in New York
- The 25 Best Affordable Small Towns for Remote Workers in Michigan
- The 15 Best Affordable Small Towns for Remote Workers in Texas
- The 24 Best Affordable Small Towns for Remote Workers in California
- The 25 Best Affordable Small Towns for Remote Workers in New Jersey
- The 24 Best Affordable Small Towns for Remote Workers in Florida
- The 25 Best Affordable Small Towns for Remote Workers in Wisconsin
- The 25 Best Affordable Small Towns for Remote Workers in Ohio
- U.S. Census Bureau, American Community Survey 5-year estimates (2020–2024)
- U.S. Census Bureau, 2020 Census and 2025 Gazetteer (2020 / 2025)
- NOAA NCEI U.S. Climate Normals (1991–2020)
- NOAA NCEI Storm Events Database (1950–2026)
- FEMA OpenFEMA Disaster Declarations (this product uses the FEMA OpenFEMA API but is not endorsed by FEMA) (1953–2026)
- NCES Common Core of Data (2023–24)
- BLS Quarterly Census of Employment and Wages; USDA ERS county unemployment (BLS LAUS) (2000–2024)
- The Town Files lifestyle rankings, built from federal demographic, school, crime and housing data (2025)