Est. 1953 — Winter Park, Florida

The High Class Craftsmanship You Deserve

Discover exceptional jewelry, luxury watches, and personalized service at Winter Park's most trusted family-owned jeweler. Generations of craftsmanship and integrity.

70+
Years in Business
3
Generations
5★
Google Rating
Simmons Jewelers storefront on Park Avenue, Winter Park FL

Family Owned

Since 1953

Simmons Jewelers storefront on Park Avenue

"Family owned, Experienced Jewelers and Watchmakers Since 1953"

What We Do

Our Work Will Exceed Your Expectations

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

Estate Jewelry Buying

Estate Jewelry Buying

We purchase fine estate jewelry, antique pieces, and vintage collections at fair market prices.

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Jewelry Polishing & Cleaning

Jewelry Polishing & Cleaning

Restore the brilliance of your treasured pieces with our professional cleaning and polishing service.

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Stone & Settings

Stone & Settings

Expert stone setting, prong retipping, and custom mounting to keep your jewelry secure and beautiful.

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Insurance Appraisals

Insurance Appraisals

Certified appraisals for insurance, estate, and resale purposes by our experienced gemologists.

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Antique Watch Buying

Antique Watch Buying

We buy preserved Rolex, vintage pocket watches, and fine antique timepieces at competitive prices.

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Watch Repair

Watch Repair

Expert watch repair and servicing for all brands — from luxury Swiss timepieces to everyday watches.

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We Buy Gold, Silver & Scrap

Get a fair, honest price for your unwanted jewelry, coins, and precious metals. Walk in today — no appointment needed.

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Come See Us

Visit Our Historic Location

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 — 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.

306 South Park Avenue

Winter Park, FL 32789

Parking available on Park Avenue

Store Hours

Tue–Sat: 10:00 AM – 5:00 PM

Sunday: Closed

Testimonials

What Our Customers Say

"They also fixed a loose setting on one of the rings I was wearing. I wish I lived closer, this is a must visit in Winter Park. They have great customer service and wonderfully unique vintage jewelry."

Taffy Schneider

Taffy Schneider

Google Review

"Absolutely love this place! The staff is incredibly knowledgeable and friendly. Found the most beautiful estate ring here. Highly recommend to anyone looking for unique, quality jewelry in Winter Park."

Shelly Smith

Shelly Smith

Google Review

"Brought in some old gold jewelry and received a very fair price. The process was transparent and professional. Will definitely be back for future purchases and repairs."

Happy Customer

Happy Customer

Google Review