• Simmons Jewelers will pay top dollar for your gold.

About Us

Family Simmons Jewelers was founded 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 whose expertise encompasses everything from repairs, to sales and appraisals.  We offer estate and insurance appraisal services and have a wide in-store selection including bridal and wedding rings, many one-of-a-kind estate pieces, custom made jewelry, diamond pendants, necklaces, bracelets, and earrings. Our store buys and sells diamonds, jewelry, coins, as well as all types of gold.

For over 70 years, there have been two generations of Simmons working within the family business. In 2005, Mr. Simmons Sr. turned the business over to his son, Bobby. After passing over the reins of running the daily business, Mr. Simmons Sr. still continued to work on watches and occasionally set diamonds. His daily presence was a reminder to Simmons Jewelers’ customers of the store’s long-time dedication to making everything right. Mr. Simmons Sr. passed in 2020, and Simmons Jewelers is now fully run by Bobby Simmons and his wife, Robin.

As an independent retailer, Simmons Jewelers sells estate pieces and other fine jewelry and collectibles. Watchmakers and jewelers are on-site with repairs and services are done in-house. In addition to pre-owned Rolex watches, Simmons Jewelers repairs many other long-established and familiar brands such as Cartier, Tag Heur, Breitling, Ebel, Hamilton, and Bulova . 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.”

Simmons Jewelers is located at 220 Park Avenue North in upscale Winter Park.

Contact us for any of your needs at 407-644-3829.


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