- Retro Spike
- Retro Twilight Sparkle
- Retromobile
- Return to Breezie Hollow
- Revolutionary Reenactor Pony
- Rich Family Mansion
- Richard (the) Hoovenheart
- Richard (the) Hoovenheart's House
- Righteous Pad
- Rin Rage
- Ringmaster Pony
- Rise of the Cyber Ponies
- Ritzy Boutique
- Ritzy Condominium
- Ritzy Domicile
- Road to Friendship
- Roadwings the Awesome
- Robo-Garden
- Robo-Home
- Robo Discord
- Robo Grogar
- Robo Lord Tirek
- Robo Rainbow Dash
- Robo Rarity
- Robo Twilight Sparkle
- Rock Farm
- Rock Hall
- Rockhoof
- Rockin' Griffon Friendship Student
- Rodeo Outfitters
- Rodeo Ranch
- Rolling Thunder
- Romantic Pirate
- Rookie Archaeologist
- Rookie Griffon Racer
- Roomy Residence
- Rose Mermare
- Rosedust
- Roseluck
- Rough Diamond
- Rover
- Rowdy Ancient Villager
- Rowdy Polo Pony
- Royal Armor Luna
- Royal Cat Guard
- Royal Club (Subscriptions)
- Royal Conservatory
- Royal Dining: Entrée
- Royal Dining: First Course
- Royal Guard's House
- Royal Guardhouse
- Royal Kitchen
- Royal Legion's Encampment
- Royal Legionnaire
- Royal Pin
- Royal Pin's House
- Royal Ribbon
- Royal Riff
- Ruffly Con Staff
- Rumble
- Runt
- Runway Model
- Russet-Maned Future Townspony
- Russet Dragon
- Russet Rustler
- Rusty Bucket
- S.M.I.L.E. HQ
- Sable Spirit
- Sable Spirit's Throne Room
- Saddle Arabia Stallion
- Saddle Arabian Mare
- Saddle Rager
- Safari Pony
- Saffron Masala
- Salespony
- Salesy Shack
- Salty Sea Mare
- Sandbar
- Sandbar's Dad
- Sandbar's House
- Sandbar's Mom
- Sandbar's Sister
- Sapphire Abode
- Sapphire Shores
- Sapphires
- Sassaflash
- Sassy-parilla
- Sassy Saddles
- Sassy Saddles's Home
- Savoir Fare
- Scalawag's Galley
- Scales
- Scaly Klugetowner
- Scholarly Convention Guest
- Scholarly Somnambulan
- School Raze
- School for Gifted Unicorns Annex
- School for Gifted Unicorns Dorm
- School for Gifted Unicorns Meetinghouse
- School of Friendship
- School of Friendship Annex
- School of Friendship Dorms
- School of Friendship LTS
- Schoolhouse
- Sci-Fi Sci Scraper
- Scoop
- Scootaloo
- Scootaloo's Family Hangout
- Scootaloo Hippogriff
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