Fine Dining RestaurantSteak HouseWine BarRestaurantBarBar & Grill
Your Winter Park Fleming’s is located in Winter Park on the corner of Lee Road and Orlando Avenue. Fleming's in Winter Park is an outstanding choice to enjoy an exceptional Prime steak, glass of wine or handcrafted cocktail in Orlando. Whether you’re celebrating a special occasion, hosting a business dinner or simply wanting to enjoy a night out – we will create a safe and memorable evening in our Dining Room. If you prefer to enjoy your fine dining experience at home, you can order and pay for lunch or dinner online and then pick up curbside or select from one of our delivery partners.
Customers consistently praised the quality and taste of the steaks and other dishes, with many describing them as top-notch and unforgettable.
Service Excellence
The service received high marks, with numerous reviews highlighting attentive, friendly, and professional staff who went above and beyond to enhance the dining experience.
Atmosphere
The restaurant's ambiance was frequently described as elegant and welcoming, making it a popular choice for special occasions.
Special Touches
Many customers appreciated the thoughtful gestures from the staff, such as personalized decorations for celebrations and complimentary items, which added to the overall experience.
Pricing Concerns
Some reviews noted that while the food and service were excellent, the prices were considered high, leading to mixed feelings about value for money.
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Susan M
2 days ago
5.0
We came for a quick bite and had so much more. The service was exceptional. Brian and Landon took very good care of us and helped us through each decision with the menu. What was going to be a very small dinner to enjoy before a big Thanksgiving later in the week turned out to be an exceptional experience with the best service. The food was amazing from the first bite to the last, and there were so many other people that helped us during our evening. We started with the delicious bread and then to the Fleming salad and the petite fillet. The baked potato with all the toppings was amazing. And then we saved room for dessert to have the lava cake. Absolutely exceptional. The manager Randy came over and made sure that all the details were intended to and it was just an amazing experience. We have come here before and every time it’s just delicious and the service is spot on. It’s great to know. We can have an amazing experience like this so close to home.
KE
Kelsy Espadas
Nov 13, 2025
5.0
We celebrated my mom’s birthday at Fleming’s Prime Steakhouse & Wine Bar in Winter Park last night, and it was truly unforgettable. From the moment we walked in, the atmosphere was warm and welcoming. The food was absolutely phenomenal, every dish was cooked to perfection and full of flavor.
A very special thank you to Diana, our amazing server, and Brooke, who was training. They both went above and beyond to make our evening magical. Their kindness, attentiveness, and genuine care made our dinner not only delicious but incredibly memorable. They made my mom feel so celebrated, and we are so grateful.
Highly recommend Fleming’s for any special occasion, we’ll definitely be back!
MS
Mark Sawyer
Nov 13, 2025
5.0
Phenomenal and treated me great for my birthday smallest criticism I could say is I want more dessert options but that's so minute compared to my experience and I probably couldn't eat dessert that night anyways staff was great and I'll be back
LA
Lorna Accardi
Nov 8, 2025
5.0
our server bryan was the best, by far the best service we’ve had in a while and he said he’s usually the bartender but he did far better than excellent, thank you bryan for making our anniversary dinner so special!
BR
Brian Remington
Nov 4, 2025
5.0
This is starting to become a lunch favorite for me and it seems every time I come here, there’s one or two more tables than the last time. Always great for dinner, yes, but if you want a great salad or burger that is a step above the rest come here! I had the tenderloin salad this time and it was outstanding. My associate had “the best burger I’ve ever tasted”! Oh, and my old fashioned was delish!