
Osteria 500 brings the heart of Southern Italy to Waterside at Lakewood Ranch with a truly authentic and family-friendly dining experience. Known for our traditional Italian recipes and fresh, imported ingredients, every dish tells a story of Italian heritage and flavor. Join us for a warm, inviting atmosphere with weekly live entertainment — enjoy the soulful sound of a violist on Tuesdays, smooth saxophone on Thursdays, and a lively DJ on Fridays and Saturdays. Don’t miss our outdoor cocktail truck, the perfect spot to mingle and sip handcrafted drinks under the stars. Osteria 500 is more than a meal — it’s a genuine taste of Italy.
Address and Contact Information
Address: 1580 Lakefront Dr, Sarasota, FL 34240
Phone: (941) 866-8962
Website: https://www.osteria500.com/
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Reviews
The waterfront setting alone makes it special — sunlight on the water, a relaxed but polished atmosphere, and a space that feels equally suited for lunch or an evening out.
Our server Bryan truly made our experience. He was attentive knowledgeable, and genuinely welcoming — the kind of service that makes you feel taken care of from start to finish.
Between the cocktails, the food, the view, and the service, everything came together so effortlessly.
The views and atmosphere are beautiful, creating a great setting to relax and enjoy the evening, whether with friends or family.
Our server was friendly, though it seemed they were handling too many tables that day, which caused the service to be a bit slower than expected. That said, we completely understand and it did not take away from our overall experience.
Overall, we truly enjoyed the ambiance, food, and drinks. We would definitely return and highly recommend it, especially for the quality of the food and the stunning views.
Being originally from Italy, we’re very particular about Italian cuisine — and we can confidently say the food here is truly authentic Italian, not Italian-American. Every dish reflected the real flavors of Italy, from the quality of the ingredients to the careful, elegant presentation. You can taste the freshness and the attention to detail in every bite.
The restaurant was completely packed, yet the service was still impeccable. The staff remained attentive, professional, and gracious throughout the evening, which made the experience even more impressive.
The wine list was outstanding as well thoughtfully curated and perfectly suited to complement the menu.
Overall, an exceptional dining experience. We can’t wait to return!
One of my friends needs to eat gluten-free, and she really enjoyed her pasta dish. Highly recommend, we’ll be back for sure.
They have a huge outdoor seating with the lake view which is amazing after 730. They served authentic Italian coffee and desserts. Ask about the wine and limoncello drinks!
Our server wasn’t as good as the food, He has some attitude that we definitely didn’t like, however all the other staff were very friendly and ask about our needs so kind. We definitely will come back (and seat in a different section for sure).
As for the food, some dishes were solid, while others didn’t quite taste homemade as the restaurant presents. Having worked in the restaurant industry myself, I recognize that many desserts appeared to come from a distributor, though the tiramisu did taste house-made and was enjoyable.
There was a slight delay with our pizza arriving about five minutes after the rest of the food. However, Vincenzo was aware of it, and we actually saw him go back to the kitchen himself to grab it and bring it straight to our table — which we really appreciated. Thank you, Vincenzo, for going the extra mile.
Overall, a great service experience with a few areas the kitchen could tighten up.