
Simmons Jewelry is thrilled to announce that we are back at our original location, where the late Robert Simmons, Sr. first established his beloved jewelry store—306 South Park Avenue, right next to Peterbrooke Chocolatier. This historic return marks a new chapter while honoring our rich legacy of exceptional craftsmanship and customer service. We continue to offer a stunning selection of engagement rings, wedding bands, watches, and unique jewelry pieces, along with special gifts for every occasion. Visit us to experience the timeless elegance and personalized service that have defined Simmons Jewelry for generations.












From engagement rings to luxury watches, we offer comprehensive jewelry services with the expertise and care that comes from three generations of experience.

Our expert jewelers meticulously assemble each piece to ensure durability, comfort, and flawless design — combining traditional techniques with modern precision.
We restore and enhance the brilliance of your jewelry through professional polishing that revives its original sparkle and shine.
Whether you’re resetting a diamond or adding a new gemstone, our stone and setting services guarantee security, symmetry, and timeless elegance.
Our appraisal service provides expert evaluations to determine accurate replacement values for insurance coverage and protection against loss, theft, or damage.
Bring your idea to life. Our designers work with you from concept to creation, crafting unique, one-of-a-kind jewelry tailored to your taste.
Our professional watch repair service specializes in restoring and maintaining luxury timepieces from major brands such as Rolex, Omega, Tag Heuer, Breitling, and Cartier.
We’re thrilled to be back at our original location where Robert Simmons Sr. first established his beloved jewelry store in 1953.
306 South Park Avenue
Winter Park, FL 32789
(Next to Peterbrooke Chocolatier)
(407) 644-3829
Street parking available on Park Avenue