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

Fleming's Steakhouse - Winter Park

4.8 (2396)
$50 and over
Steakhouse
933 N. Orlando Avenue, Winter Park, FL 32789

Make a reservation

2 people
7:00 PM
Booked 24 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 4:00 pm–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
    Events & Catering: (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

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Experiences

  • Battle of the Chefs with Chardonnay

    $140.00 per person

    Jul 12, 2025 only
    We are very excited to announce our interactive blind tasting as our two Sous Chefs, Sean Woods and Brandon Capleton, go head-to-head in a five-course battle for the title of Top Chef (and bragging rights.) The winner will be decided by YOU! We will be featuring Chardonnays from regions across the globe, perfectly paired with each course. Our Chefs pairings Amuse: -Lemon garlic shrimp tostada w/ cilantro aioli and cotija cheese(lemon garlic chicken for shellfish allergy) -Goat cheese stuffed peppadew Appetizer: -Ceviche on endive. -Blackened diver scallops on lemon parm risotto topped with pineapple salsa (thinly sliced pork belly for shellfish allergy) Salad: - Watermelon salad w/ roasted pine nuts topped with feta cheese -Strawberry burrata salad. Entree: -Filet over a grilled shrimp polenta cake with lobster cream sauce -Marinated filet w/ lobster thermidor and white wine sauce Dessert: -Strawberry key lime pie w/ strawberry meringue -Smoked smore Chardonnay Pairings -Diatom Chardonnay, Santa Barbara -Domaine Laroche, Chablis -Louis Latour, Bourgogne -Rombauer Chardonnay, Carneros
    Battle of the Chefs with Chardonnay Photo
  • Sips of Summer Cocktail Event

    $59.00 per person

    Jul 26, 2025 - Aug 23, 2025
    Enjoy summer in style at our Sips of Summer cocktail event, where crisp cocktails & vibrant seasonal dishes set the scene for an unforgettable afternoon. This three-course experience is summer, served beautifully. FIRST COURSE: GOAT CHEESE BITES lavender honey paired with STRAWBERRY FIELDS, Grey Goose vodka, fresh strawberries, Dolin Blanc vermouth, lemon & honey SECOND COURSE: STEAK FRITES NY Strip chimichurri, golden potato pavé, tarragon aioli paired with LOUISVILLE LUXE, Elijah Craig Small Batch bourbon, lemon syrup, topped with sparkling wine THIRD COURSE: STRAWBERRY BUTTER CAKE strawberry red wine sauce, fresh basil, vanilla ice cream paired with THE BUTTERFLY EFFECT, St-Germain Elderflower liqueur, prosecco, lime & transformative tea This experience is reserved for adults 21+. Price excludes tax and gratuity.
    Sips of Summer Cocktail Event 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. AMUSE-BOUCHE: BEEF EMPANADA caramelized onion, green olive, apricot, cilantro lime aioli Paired with CROSSBARN by PAUL HOBBS, Chardonnay, Sonoma Coast FIRST COURSE: WHITE FRENCH SALAD spring mix, caesar croutons, shaved vino rosso cheese, pickled cucumbers, campari tomato Paired with VIÑA COBOS, Felino, Cabernet Sauvignon, Mendoza, Argentina SECOND COURSE: GRILLED LAMB CHOPS with roasted plum & mint salsa, whipped goat cheese, cilantro oil Paired with BRAMARE, Malbec, Luján de Cuyo, Mendoza, Argentina THIRD COURSE: ROASTED BEEF TENDERLOIN* cheesy polenta corn cake with charred scallion, roasted vegetable medley, red and green chimichurri, merlot salt Paired with PAUL HOBBS, Cabernet Sauvignon, Coombsville, Napa Valley FOURTH COURSE: PAVLOVA CLOUD WITH MIXED BERRIES strawberry red wine sauce, chantilly cream Paired with coffee or tea This experience is reserved for adults 21+. Price excludes tax and gratuity.
    A Night with Paul Hobbs Photo

Private dining

Offers

  • Sliders & Smash At The Bar

    Multiple dates available
    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
    Enjoy our Fleming's Prime Steakhouse Sliders or Crispy Chicken Sliders with our Small Batch Smash Cocktail for $31. Go Zero-Proof with our Golden State of Mind for $27. Exclusively available at the bar for a limited time.

    Sliders & Smash At The Bar Photo

What 2,396 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
  • 4.7Food
  • 4.8Service
  • 4.7Ambience
  • 4.4Value

NoiseModerate

Loved For

  • Orlando / Central Florida East

    Steakhouse

  • Orlando

    Steakhouse

Review summary

AI-generated from verified diner reviews
Fleming's Steakhouse in Winter Park offers an "exceptional dining experience" with "impeccable service" and "delicious food." Known for its "fantastic steaks" and attentive staff, it's a favorite for special occasions. The ambiance is upscale yet cozy, making it a perfect spot for memorable celebrations. Highly recommended for steak enthusiasts!
2,396 Reviews
  1. Randy

    New York City1 review

    5.0

    Dined 4 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    6/27/25 I was able to do a last minute proposal, thanks to Fleming’s. Amazing spot for a date, amazing food, everything was perfect. Thank you Flemings for everything.

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  2. Paula

    Orlando / Central Florida East7 reviews

    5.0

    Dined 6 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    We were seated within 5 minutes of arriving. Our waiter was attentive to ensure everything was handled appropriately for our celebration

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  3. Bob

    Orlando / Central Florida East7 reviews

    3.0

    Dined on June 21, 2025

    1. Overall 3
    2. Food 4
    3. Service 2
    4. Ambience 4
    Hostess left us in bar for 35 minutes past our reservation after telling us a table would be ready at our reservation time (we were 10 minutes early). When we entered the dining room there were at least 10 tables set up and available. It was clear she forgot about us.

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  4. Lonnie VIP

    St. Louis6 reviews

    5.0

    Dined on June 20, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    The food at Flemings is as good as Ruth’s Chris and Christeners but the ambiance is far superior.

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  5. Michael VIP

    Orlando / Central Florida East6 reviews

    5.0

    Dined on June 19, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Our recent experience at Fleming's Steakhouse in Winter Park was exceptional. Service was spot on as well as the food preparation. We enjoyed the experience so much that our next reservation has already been made

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  6. Aksana

    Orlando / Central Florida East5 reviews

    5.0

    Dined on June 15, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    The service and food are always exceptional. The filet and olive cake are out of this world.

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  7. gordon

    Orlando / Central Florida East25 reviews

    5.0

    Dined on June 15, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Great service & food as always, we arrived a little early and were seated right away!

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  8. elizmar

    Orlando / Central Florida East1 review

    3.0

    Dined on June 15, 2025

    1. Overall 3
    2. Food 3
    3. Service 5
    4. Ambience 3
    This place is unnecessarily expensive. The filet mignon comes by itself, with no sides included, and every accompaniment is charged separately. The cut alone costs $60, and when you add a basic side or appetizer, the meal can easily go over $100. Valet parking is free, but a tip is still expected. Overall, an experience that doesn’t justify the price. If you're looking for good food at a fair price, this is not the place for you.

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  9. Brian VIP

    Orlando / Central Florida East18 reviews

    4.0

    Dined on June 15, 2025

    1. Overall 4
    2. Food 3
    3. Service 5
    4. Ambience 4
    Lobster was delicious. Fillet was slightly overcooked and a little dry. Service was excellent. 

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  10. Michelle VIP

    Denver / Colorado4 reviews

    4.0

    Dined on June 15, 2025

    1. Overall 4
    2. Food 4
    3. Service 5
    4. Ambience 4
    Lovely Father's Day luncheon! The service was great and attentive and the food, overall, was great. A little disappointed with the lobster mac 'n cheese, but everything else was top notch!

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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 2396 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
7:00 PM
Booked 24 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 4:00 pm–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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