• 220 N Park Avenue
    Winter Park, FL 32789
    Phone: 407-644-3829
    Monday - Saturday: 10AM - 5PM
    Sunday: Closed
  • Fun Facts

    Did you know: Founded in 1881, established in 1882 and incorporated in 1887, Winter Park was a popular vacation oasis for notherners seeking refuge from the harsh winter season

    About Simmons Jewelers

    Simmons Jewelers was founded in the Winter Park suburb of Orlando in 1953 by the highly-trained watchmaker and jeweler, Robert Ingram Simmons. After graduating from Southern Watchmaking School in Ensley, Alabama, Bob Simmons Sr. apprenticed in Birmingham before starting his own store. Debuting Simmons Jewelers along Winter Park’s famed Park Avenue, he opened his store with just five gold wedding bands and 10 Speidel watch bands.


    Thanks in large part to Mr. Simmons Sr.’s honesty and integrity, Simmons Jewelers has grown far beyond its simple beginnings. Simmons Jewelers has evolved into a full-service jewelry store with on-site jewelers and watchmakers. Simmons also buys and sells both gold and silver and coins in-store. The family store offers a complete array of high quality jewelry including: wedding rings, diamond pendants, necklaces, bracelets, earrings, estate pieces, pearls, and precious stones. Simmons’ store specialties are upscale pre-owned Rolex watches, the leading name in luxury time pieces, as well as a wide variety of diamond jewelry and other time pieces.


    Today, there are two generations of Simmons working within the family business. Mr. Simmons Sr. has turned the business over to his son, Bobby. Although he has passed over the reins of running the daily business, Mr. Simmons Sr. still continues to work on watches, engrave jewelry and occasionally set diamonds. His daily presence reminds Simmons Jewelers’ customers of the store’s long-time dedication to making everything right.


    As an independent retailer, Simmons Jewelers sells estate pieces and other fine jewelry and collectibles. Watchmakers and jewelers are on-site. Repairs and services are done in-house. In addition to pre-owned Rolex watches, Simmons Jewelers repairs and sells many other long-established and familiar brands such as Seiko, Bulova and Wittnauer. All services come with a one-year warranty. Simmons Jewelers is the oldest business on Park Avenue in Winter Park and remains family owned and operated. We are obsessed with quality service. The legacy of Simmons Jewelers truly lives up to the store’s motto: “The highest level of quality and customer service without extravagant prices.”