The 25 Best Small Towns to Retire in Oregon
Ranked on The Town Files lifestyle rankings among 76 towns of 2,500–10,000 people in Oregon. #1 is Sisters, OR.
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25Phoenix, Oregon
Better for retirees than 60% of Oregon towns
4,475 people · Jackson County · median home $415,300 · income $66,508 · Jan low 30°F · 1 in snow
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24Sheridan, Oregon
Better for retirees than 61% of Oregon towns
4,639 people · Yamhill County · median home $328,800 · income $70,785 · Jan low 35°F · 2 in snow
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23Juniper Canyon, Oregon
Better for retirees than 62% of Oregon towns
2,564 people · Crook County · median home $408,500 · income $84,861 · Jan low 25°F · 9 in snow
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22Deschutes River Woods, Oregon
Better for retirees than 62% of Oregon towns
5,532 people · Deschutes County · median home $559,500 · income $91,960 · Jan low 25°F · 22 in snow
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21Brookings, Oregon
Better for retirees than 64% of Oregon towns
6,744 people · Curry County · median home $446,700 · income $74,933 · Jan low 44°F · 0 in snow
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20Lincoln City, Oregon
Better for retirees than 65% of Oregon towns
9,815 people · Lincoln County · median home $412,700 · income $56,635 · Jan low 38°F · 0 in snow
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19Oakridge, Oregon
Better for retirees than 67% of Oregon towns
3,206 people · Lane County · median home $240,200 · income $40,297 · Jan low 31°F · 5 in snow
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18Garden Home-Whitford, Oregon
Better for retirees than 67% of Oregon towns
7,081 people · Washington County · median home $624,900 · income $97,500 · Jan low 40°F · 4 in snow
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17Burns, Oregon
Better for retirees than 69% of Oregon towns
2,730 people · Harney County · median home $187,200 · income $41,858 · Jan low 16°F
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16Creswell, Oregon
Better for retirees than 70% of Oregon towns
5,641 people · Lane County · median home $435,500 · income $100,385 · Jan low 33°F · 3 in snow
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15La Pine, Oregon
Better for retirees than 71% of Oregon towns
2,512 people · Deschutes County · median home $363,800 · income $58,365 · Jan low 21°F · 74 in snow
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14Reedsport, Oregon
Better for retirees than 71% of Oregon towns
4,310 people · Douglas County · median home $240,000 · income $53,571 · Jan low 39°F · 0 in snow
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13Mount Hood Villages, Oregon
Better for retirees than 76% of Oregon towns
4,586 people · Clackamas County · median home $455,500 · income $91,817 · Jan low 35°F · 60 in snow
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12Crooked River Ranch, Oregon
Better for retirees than 76% of Oregon towns
4,912 people · Jefferson County · median home $462,300 · income $85,561 · Jan low 25°F · 15 in snow
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11Shady Cove, Oregon
Better for retirees than 77% of Oregon towns
3,081 people · Jackson County · median home $367,900 · income $57,000 · Jan low 31°F · 1 in snow
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10Philomath, Oregon
Better for retirees than 79% of Oregon towns
5,350 people · Benton County · median home $421,300 · income $83,672 · Jan low 28°F · 4 in snow
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9Mount Angel, Oregon
Better for retirees than 81% of Oregon towns
3,392 people · Marion County · median home $430,600 · income $62,232 · Jan low 35°F · 1 in snow
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8Raleigh Hills, Oregon
Better for retirees than 81% of Oregon towns
6,196 people · Washington County · median home $913,700 · income $120,000 · Jan low 37°F · 4 in snow
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7Talent, Oregon
Better for retirees than 82% of Oregon towns
6,282 people · Jackson County · median home $405,300 · income $62,543 · Jan low 30°F · 1 in snow
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6North Plains, Oregon
Better for retirees than 85% of Oregon towns
3,441 people · Washington County · median home $587,500 · income $117,639 · Jan low 34°F · 3 in snow
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5Three Rivers, Oregon
Better for retirees than 89% of Oregon towns
3,925 people · Deschutes County · median home $557,700 · income $87,313 · Jan low 20°F · 43 in snow
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4Jacksonville, Oregon
Better for retirees than 92% of Oregon towns
3,020 people · Jackson County · median home $649,200 · income $90,341 · Jan low 33°F · 3 in snow
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3Bandon, Oregon
Better for retirees than 94% of Oregon towns
3,321 people · Coos County · median home $503,200 · income $48,187 · Jan low 40°F · 0 in snow
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2Eagle Crest, Oregon
Better for retirees than 98% of Oregon towns
2,761 people · Deschutes County · median home $750,300 · income $102,500 · Jan low 25°F · 14 in snow
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1Sisters, Oregon
Better for retirees than 100% of Oregon towns
3,064 people · Deschutes County · median home $631,100 · income $94,524 · Jan low 21°F · 26 in snow
Price vs ranking
More Oregon rankings
- The 19 Quietest Small Towns in Oregon
- The 25 Most Affordable Small Towns in Oregon
- The 25 Best Small Towns for Families in Oregon
- 24 Small Towns in Oregon With the Cheapest Homes
- 25 Small Towns in Oregon With the Mildest Winters
- The 25 Most Walkable Small Towns in Oregon
- The 25 Best Small Towns for First-Time Home Buyers in Oregon
Same ranking, other places
- The 50 Best Small Towns to Retire in America
- The 25 Best Small Towns to Retire in Pennsylvania
- The 25 Best Small Towns to Retire in New York
- The 25 Best Small Towns to Retire in Michigan
- The 25 Best Small Towns to Retire in Texas
- The 25 Best Small Towns to Retire in California
- The 25 Best Small Towns to Retire in New Jersey
- The 25 Best Small Towns to Retire in Florida
- The 25 Best Small Towns to Retire in Wisconsin
- The 25 Best Small Towns to Retire 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)