- Ramapo (Population: 108,905)
- Randolph (Population: 2,681)
- Ransomville (Population: 1,488)
- Rapids (Population: 1,356)
- Rathbone (Population: 1,080)
- Ravena (Population: 3,369)
- Reading (Population: 1,786)
- Red Hook (Population: 10,408)
- Red Oaks Mill (Population: 4,930)
- Remsen (Population: 1,958)
- Remsenburg-Speonk (Population: 2,675)
- Rensselaer (Population: 7,761)
- Rensselaerville (Population: 1,915)
- Rhinebeck (Population: 7,762)
- Richfield (Population: 2,423)
- Richfield Springs (Population: 1,255)
- Richford (Population: 1,170)
- Richland (Population: 5,824)
- Richmond (Population: 3,452)
- Richmondville (Population: 2,412)
- Ridge (Population: 13,380)
- Ridgeway (Population: 6,886)
- Riga (Population: 5,437)
- Ripley (Population: 2,636)
- Riverhead (Population: 27,680)
- Riverside (Population: 594)
- Rochester (Population: 219,773)
- Rock Hill (Population: 1,056)
- Rockland (Population: 3,913)
- Rockville Centre (Population: 24,568)
- Rocky Point (Population: 10,185)
- Rodman (Population: 1,147)
- Rome (Population: 34,950)
- Romulus (Population: 2,036)
- Ronkonkoma (Population: 20,029)
- Roosevelt (Population: 15,854)
- Root (Population: 1,752)
- Rose (Population: 2,442)
- Rosendale (Population: 6,352)
- Rosendale Village (Population: 1,374)
- Roslyn Estates (Population: 1,210)
- Roslyn Harbor (Population: 1,023)
- Roslyn Heights (Population: 6,295)
- Roslyn (Population: 2,570)
- Rotterdam (Population: 28,316)
- Rouses Point (Population: 2,277)
- Roxbury (Population: 2,509)
- Royalton (Population: 7,710)
- Rush (Population: 3,603)
- Rushford (Population: 1,259)
- Russell Gardens (Population: 1,074)
- Russell (Population: 1,801)
- Russia (Population: 2,487)
- Rutland (Population: 2,959)
- Rye Brook (Population: 8,602)
- Rye (Population: 43,880)
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