43 cities
| City | Rank | 2025 Pop. ↓ | 2020 Pop. | Change | Density | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Portland city | 1 | 70,590 | 68,493 | 1.06% | 3,277 | 21.54 | City |
| Portland | 2 | 69,511 | 68,493 | 0.29% | 3,227 | 21.54 | City |
| South Portland | 3 | 27,016 | 26,575 | 0.33% | 2,243 | 12.04 | City |
| South Portland city | 4 | 26,482 | 26,575 | -0.67% | 2,199 | 12.04 | City |
| Scarborough town | 5 | 24,530 | 22,243 | 1.81% | 514 | 47.75 | Town |
| Brunswick town | 6 | 22,352 | 21,765 | -0.18% | 478 | 46.78 | Town |
| Westbrook | 7 | 20,650 | 20,434 | 0.21% | 1,201 | 17.19 | City |
| Westbrook city | 8 | 20,430 | 20,434 | -0.33% | 1,189 | 17.19 | City |
| Windham town | 9 | 19,988 | 18,492 | 0.83% | 429 | 46.58 | Town |
| Gorham town | 10 | 18,458 | 18,369 | 0.3% | 365 | 50.59 | Town |
| Falmouth town | 11 | 12,898 | 12,469 | 0.12% | 439 | 29.40 | Town |
| Standish town | 12 | 10,822 | 10,240 | 0.01% | 183 | 59.06 | Town |
| Cape Elizabeth town | 13 | 9,620 | 9,539 | 0.15% | 648 | 14.85 | Town |
| Cumberland town | 14 | 9,064 | 8,486 | 1.74% | 397 | 22.86 | Town |
| Yarmouth town | 15 | 8,904 | 8,996 | -0.68% | 664 | 13.40 | Town |
| Freeport town | 16 | 8,771 | 8,739 | -0.06% | 252 | 34.74 | Town |
| Gray town | 17 | 8,333 | 8,281 | -0.37% | 192 | 43.29 | Town |
| Oak Hill | 18 | 6,750 | 4,783 | 7.14% | 1,203 | 5.61 | CDP |
| New Gloucester town | 19 | 5,778 | 5,689 | 0.02% | 123 | 47.12 | Town |
| Bridgton town | 20 | 5,767 | 5,424 | 0.73% | 101 | 56.87 | Town |
| North Windham | 21 | 5,680 | 5,651 | 0.92% | 844 | 6.73 | CDP |
| Harpswell town | 22 | 5,012 | 5,024 | -0.22% | 208 | 24.10 | Town |
| Raymond town | 23 | 4,609 | 4,554 | 0.04% | 139 | 33.20 | Town |
| North Yarmouth town | 24 | 4,448 | 4,100 | 1.58% | 210 | 21.23 | Town |
| Naples town | 25 | 4,017 | 3,920 | 0.4% | 126 | 31.84 | Town |
| Casco town | 26 | 3,710 | 3,637 | 0.32% | 119 | 31.28 | Town |
| Cumberland Center | 27 | 3,016 | 2,944 | 1.14% | 713 | 4.23 | CDP |
| Harrison town | 28 | 2,605 | 2,455 | 1.24% | 78 | 33.19 | Town |
| Steep Falls | 29 | 2,324 | 2,016 | 3.52% | 232 | 10.03 | CDP |
| Dunstan | 30 | 2,152 | 1,592 | 7.12% | 681 | 3.16 | CDP |
| Falmouth Foreside | 31 | 2,150 | 1,550 | 2.04% | 1,413 | 1.52 | CDP |
| Sebago town | 32 | 1,965 | 1,917 | 0.41% | 60 | 32.76 | Town |
| Baldwin town | 33 | 1,623 | 1,520 | 1.31% | 46 | 35.32 | Town |
| Pownal town | 34 | 1,590 | 1,567 | 0.06% | 70 | 22.86 | Town |
| Little Falls | 35 | 937 | 745 | 1.63% | 815 | 1.15 | CDP |
| South Windham | 36 | 699 | 1,022 | -6.05% | 585 | 1.19 | CDP |
| Cousins Island | 37 | 508 | 521 | 0.4% | 479 | 1.06 | CDP |
| Naples | 38 | 447 | 555 | 0.22% | 173 | 2.59 | CDP |
| Chebeague Island town | 39 | 394 | 394 | 0% | 110 | 3.58 | Town |
| Standish | 40 | 235 | 198 | -6.37% | 88 | 2.68 | CDP |
| Long Island town | 41 | 227 | 234 | -0.87% | 158 | 1.43 | Town |
| Littlejohn Island | 42 | 43 | 63 | -10.42% | 126 | 0.34 | CDP |
| Frye Island town | 43 | 29 | 29 | 0% | 22 | 1.34 | Town |
Portland city is the largest city in Cumberland County, with a population of 70,590.
Frye Island town is the smallest city in Cumberland County.
There are 43 cities in Cumberland County, Maine.