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Fleming's Steakhouse - Winter Park, Winter Park, FL

Fleming's Steakhouse - Winter Park

4.8 (2363)
$50 and over
Steakhouse
933 N. Orlando Avenue, Winter Park, FL 32789

Make a reservation

2 people
7:30 PM
Booked 53 times today
Experiences are available.

About this restaurant

  • Good for special occasions
  • Romantic
  • Great for fine wines
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.

Dining areas

Additional information

  • Dining style
    Fine Dining
  • Price
    $50 and over
  • Cuisines
    Steakhouse, Wine Bar, Bar / Lounge / Bottle Service
  • Hours of operation
    Mon–Fri 11:00 am–10:00 pm Sat 4:00 pm–10:00 pm Sun 10:00 am–9:00 pm
  • Phone number
  • Payment options
    AMEX, Discover, Mastercard, Visa
  • Dress code
    Business Casual
  • Private party facilities
    Looking to host a private event or business meeting in our restaurant? Our Events & Catering Menu offers a wide selection of hors d'oeuvres, starters, multi-course lunches and dinners. Our Events & Catering Associate will help you select one of our private dining rooms.
  • Private party contact
    Private Dining Director: (407) 699-9463
  • Neighborhood
    Winter Park
  • Cross street
    Lee Road
  • Parking details
    Complimentary valet parking
  • Additional
    Banquet, Bar/Lounge, Corkage Fee, Delivery, Full Bar, Non-Smoking, Private Room, Takeout, Wheelchair Access, Wine
Gift card

Gift card

Send gift cards instantly by email or print to present in person.

Send a gift card

Experiences

  • Pick Your Proof featuring Don Julio x Seedlip

    $145.00 per person

    Jun 6, 2025 only
    This June, we’re excited to launch Pick Your Proof, a first-of-its-kind spirit dinner where Guests can choose their experience—full proof with Don Julio Tequila or zero proof with Seedlip Notas de Agave. Through a vibrant, Mexican-inspired five-course menu and expertly crafted cocktails, we’re delivering an inclusive, elevated evening that invites all Guests to celebrate with us, no matter how they choose to raise their glass. Amuse-Bouche: SHRIMP AGUACHILE ROJO avocado lime sorbet paired with RANCH WATER, Seedlip Notas de Agave, Fever-Tree Sparkling Lime & Yuzu, personalized garnishes Course 1: AGAVE GLAZED PORK BELLY AL PASTOR creamy jalapeno corn purée with pineapple salsa paired with PASSIONFRUIT MARGARITA Don Julio Blanco tequila, chipotle syrup, lime & Fee Brothers West Indian Orange Bitters Course 2: LOBSTER TOSTADA orange passion fruit gel, tarragon aioli, shaved romaine, pickled red onion, agave lime vinaigrette, crispy wonton paired with SMOKED PALOMA, Don Julio Reposado tequila, lime, cinnamon syrup, Fever-Tree Sparkling Pink Grapefruit & charred cinnamon Course 3: GRILLED NEW YORK STRIP CARNE ASADA* & MOLÉ BUTTER 8 OZ USDA Prime NY Strip, pico de gallo, toasted cheese tortilla paired with AGAVE OLD FASHIONED, Don Julio Añejo, five-spice syrup Course 4: MEXICAN CHURRO Mexican chocolate sauce, vanilla ice cream, charred orange caramel sauce paired with ESPRESSO MARTINI, Don Julio 1942 Añejo, vanilla-sage syrup, freshly brewed espresso A zero-proof experience is available for all courses by request. $115 per Guest. This experience is reserved for adults 21+. Price excludes tax and gratuity.
    Pick Your Proof featuring Don Julio x Seedlip Photo
  • A Night with Paul Hobbs

    $140.00 per person

    Aug 15, 2025 only
    Join us for an evening showcasing Paul Hobbs’ pioneering work that spans across two hemispheres – Napa Valley, California and Mendoza, Argentina. Our Team is perfecting the pairings, and a full menu will be announced closer to the event date. Amuse-Bouche: CROSSBARN by PAUL HOBBS, Chardonnay, Sonoma Coast Course 1: VIÑNA COBOS, Felino, Cabernet Sauvignon, Mendoza, Argentina Course 2: BRAMARE, Malbec, Luján de Cuyo, Mendoza, Argentina Course 3: PAUL HOBBS, Cabernet Sauvignon, Coomsbville, Napa Valley Course 4: Coffee & Tea This experience is reserved for adults 21+. Price excludes tax and gratuity.
    A Night with Paul Hobbs Photo
  • Old World Discovery & New World Wonders

    $140.00 per person

    Oct 10, 2025 only
    Join us for an evening of wine exploration. Our comparative wine tasting will showcase the refined elegance of Old World, alongside the bold, innovative flavors of New World. Our Team is perfecting the pairings, and a full menu will be announced closer to the event date. Amuse-Bouche: SAUVIGNON BLANC, Loire Valley vs. New Zealand Course 1: CHARDONNAY, Burgundy vs. Carneros Course 2: RED BLEND, Rhone Valley vs. Australia Course 3: PINOT NOIR, Burgundy vs. Carneros Course 4: Coffee & Tea This experience is reserved for adults 21+. Price excludes tax and gratuity.
    Old World Discovery & New World Wonders Photo

Private dining

Offers

  • $20 Bonus Card For Every $100 Gift Card Purchased

    Apr 29, 2025 - Jun 15, 2025
    Sun - 4:00 PM - 9:00 PM,Mon - Fri - 11:00 AM - 3:00 PM, 4:00 PM - 10:00 PM,Sat - 4:00 PM - 10:00 PM
    Give the gift they’re guaranteed to love: a night out with Prime steak and wine. Choose from a variety of new e-gift card designs for any occasion, including birthdays, weddings, thank you and more. Then receive a reward for yourself. Available for a limited time.

    $20 Bonus Card For Every $100 Gift Card Purchased Photo

What 2,363 people are saying

Fleming's Steakhouse - Winter Park reviews from people who’ve dined at this restaurant. Based on recent rating.

Overall ratings and reviews

Reviews can only be made by diners who have eaten at this restaurant

4.8
4.8 based on recent ratings
  • 4.8Food
  • 4.9Service
  • 4.7Ambience
  • 4.5Value

NoiseModerate

Loved For

  • Orlando / Central Florida East

    Steakhouse

  • Orlando

    Romantic

  • Orlando

    Steakhouse

Review summary

AI-generated from verified diner reviews
Fleming's Steakhouse in Winter Park offers "amazing service" and "delicious food," making it an ideal spot for special occasions. Guests praise the "incredible steak" and "impeccable service," while the ambiance is described as "upscale" yet welcoming. The restaurant consistently delivers a memorable dining experience with attentive staff and exceptional culinary offerings.

2,363 Reviews
  1. Amanda VIP

    Orlando10 reviews

    5.0

    Dined today

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Great service. We showed up early and our table was not ready. We went to the bar and had an appetizer and a round of drinks. Jordan helped us at the bar and he was quick to serve us and readily available. The salted caramel espresso martini was awesome. Could not detect the salted caramel very much but a delicious espresso martini. The bloody mary was great. Their mix isn't the best I've had, but it was the perfect level of spice and came with a celery stick, shrimp, lemon and a large olive. Thanks! The PCH Vesper was a refreshing drink. Didn't even seem like alcohol. Nice. The tuna stack was delicious. Wrapped in cucumber, with avocado base and some crispy crackers and a touch of sesame oil. The sauce was so good we were cleaning the plate with the complimentary bread. Speaking of the bread - wow is the bread amazing. We had THREE loaves. The butter is a brie champagne mix and the other butter is a red onion wine red pepper mix. Both were outstanding. We took the bread AND the butter home. We came for mother's day brunch. They gave mom a rose which was very nice. The mother's day three course menu was enjoyed by mom and dad. They had the soup and the lamb and seafood salad. i went with a tomahawk and sides. The lyonnaise potatoes were so freakin good. Need that recipe. The included dessert was a lime cheesecake which was more like a key lime pie based on it's texture. Tasty. Service was fantastic. They boxed up our food to go. Coffee was hot and good. Bill came out promptly and we were on our way out with valet. Thank you so much. It was a wonderful mother's day for mom.

    Is this helpful?

  2. Jay VIP

    New York City5 reviews

    5.0

    Dined 1 day ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Ask for Jason as a waiter, everything else will be perfect

    Is this helpful?

  3. JOHN VIP

    Orlando34 reviews

    5.0

    Dined 1 day ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    There is never a problem with the service or food. Our server, Laura, is the best in all respects.

    Is this helpful?

  4. Julie VIP

    Orlando23 reviews

    5.0

    Dined 3 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Very nice lunch; great service and food was delicious. My only suggestion is that they heat the plate before serving the steak. Really helps to keep it warm if the plate is hot not cold. 

    Is this helpful?

  5. Angie

    Orlando7 reviews

    5.0

    Dined 7 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    This is me and my husband’s favorite restaurant. Exceptional service every time we go, every server is fantastic. Always go here for special events, they make the night so fun and the steaks are amazing. Thank you for another great experience!!

    Is this helpful?

  6. John

    Fort Lauderdale2 reviews

    4.0

    Dined 7 days ago

    1. Overall 4
    2. Food 4
    3. Service 5
    4. Ambience 4
    The service, food, and drinks were outstanding. Our only negative was the extremely hard seats. They should really consider replacing them with something more affordable.

    Is this helpful?

  7. LD VIP

    Orlando56 reviews

    5.0

    Dined on May 3, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 4
    You’re never wrong when dining at Flemings!!! Amazing food and staff. OUR FAV!

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  8. Scott

    Orlando60 reviews

    5.0

    Dined on May 1, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 4
    My wife and I wanted more than just dinner—we wanted a special dining experience. Choosing Fleming’s was a great decision. From the moment we arrived, our server Jace and his team made us feel welcomed with warm, attentive service. We enjoyed fresh lobster, tasty poke, a fantastic Prime strip steak, and their delicious sides. We ended the night with a cappuccino and shared a slice of their incredible carrot cake—perfect. Fleming’s was exactly what we were looking for: special, but never stuffy.

    1 person found this helpful

  9. marina

    Orlando3 reviews

    5.0

    Dined on April 29, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    We celebrated our 36th anniversary and it was lovely. Food was outstanding

    Is this helpful?

  10. Francisco VIP

    Orlando3 reviews

    5.0

    Dined on April 29, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    First time we had lunch here. It is my wife’s birthday and they were so nice about small details to make it special for her! I think this is our new lunch spot

    Is this helpful?

FAQs

Fleming's Steakhouse - Winter Park does offer delivery in partnership with Uber Eats. Fleming's Steakhouse - Winter Park also offers takeout which you can order by calling the restaurant at (407) 699-9463.

Fleming's Steakhouse - Winter Park is rated 4.8 stars by 2363 OpenTable diners.

Fleming's Steakhouse - Winter Park does offer gift cards which you can purchase here.

Yes, you can generally book this restaurant by choosing the date, time and party size on OpenTable.

  1. Home
  2. United States
  3. Orlando / Central Florida East
  4. Orlando
  5. Winter Park

Make a reservation

2 people
7:30 PM
Booked 53 times today
Experiences are available.
Google Map for Fleming's Steakhouse - Winter Park

933 N. Orlando Avenue, Winter Park, FL 32789

Dining areas

Additional information

  • Cross street
    Lee Road
  • Neighborhood
    Winter Park
  • Hours of operation
    Mon–Fri 11:00 am–10:00 pm Sat 4:00 pm–10:00 pm Sun 10:00 am–9:00 pm
  • Price
    $50 and over
  • Cuisines
    Steakhouse, Wine Bar, Bar / Lounge / Bottle Service
  • Dining style
    Fine Dining
  • Dress code
    Business Casual
  • Parking details
    Complimentary valet parking
  • Payment options
    AMEX, Discover, Mastercard, Visa
  • Additional
    Banquet, Bar/Lounge, Corkage Fee, Delivery, Full Bar, Non-Smoking, Private Room, Takeout, Wheelchair Access, Wine
Gift card

Gift card

Send gift cards instantly by email or print to present in person.

Send a gift card
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