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Matthew's Steakhouse, Winter Garden, FL

Matthew's Steakhouse

4.5
4.5
248 Reviews
$50 and over
Steakhouse
360 W Plant St, Winter Garden, FL 34787

Make a reservation

2 people
11:00 PM
Booked 23 times today

About this restaurant

  • Good for special occasions
  • Great for fine wines
  • Good for business meals
ELEVATED DINING EXPERIENCE. Discover the unique culinary experience of Matthews Steakhouse, where locally-sourced ingredients meet exceptional service. Our dishes are not only delicious, but also nutritious!

Come and join us for an unforgettable dining experience in Downtown Winter Garden. Our sommelier Eddie Gaunt is always on hand to help you select the perfect wine pairing for your meal.

Book Your Dining Experience: Reserve Your Table Today at Our Family Owned and Operated Reservation-Only Restaurant.

Additional information

What 248 people are saying

Matthew's Steakhouse 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

4.5
4.5 based on recent ratings
  • 4.5Food
  • 4.7Service
  • 4.7Ambience
  • 4Value

NoiseModerate

Review summary

AI-generated from verified diner reviews
Matthew's Steakhouse offers an "amazing" dining experience with "fantastic" service, led by standout servers like Mac and Devin. The steak and seafood are "delicious," and the "ambience" is perfect for special occasions. While some find it "expensive," others believe it's "worth every penny." A must-visit for a memorable meal.

248 Reviews
  1. mark

    Orlando1 review

    1.0

    Dined 2 days ago

    1. Overall 1
    2. Food 1
    3. Service 4
    4. Ambience 4
    My dinner was good, but so disappointed on the price of an WELL MARTINI I think $24.00 was a bit excessive, I wonder how much a top martini would cost. So on that note we will not be dining again at Matthews., unless you can explain why a martini should cost that much food was marginal at these prices. can get a much better meal elsewhere for about half this cost. experience was overall negative
    Matthew's SteakhouseResponded 1 day ago
    Hi Mark, Thank you for taking the time to update your review. We did notice that your original feedback was more positive, and we’re sorry to see that the price of the martini changed your overall impression. To clarify, we don’t offer traditional “well” options. Our spirits list is intentionally curated from small-batch, family-owned distilleries—a reflection of our commitment to quality and our values as a small business. This boutique approach does result in higher pricing, but it allows us to support other independent makers and deliver a more intentional experience. We appreciate your visit and the opportunity to share what we do.

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  2. Renee VIP

    San Francisco11 reviews

    5.0

    Dined 4 days ago

    1. Overall 5
    2. Food 4
    3. Service 5
    4. Ambience 4
    First time here, and I really enjoyed it. Service was great, very attentive. The food was very tasty, and my steak came out as requested. Will definitely be back
    Matthew's SteakhouseResponded 1 day ago
    Thank you so much for joining us for the first time! We’re so glad to hear that the service stood out and your steak was cooked just the way you like it. We truly appreciate your kind words and look forward to welcoming you back soon!

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  3. Luis

    Greater Boston1 review

    5.0

    Dined 7 days ago

    1. Overall 5
    2. Food 5
    3. Service 4
    4. Ambience 5
    Amazing food!!! The waiter kept forgetting things but overall this place is amazing.
    Matthew's SteakhouseResponded 1 day ago
    Thank you so much for the kind words about the food! We’re thrilled to hear you had a great overall experience. We’re sorry to hear there were a few missteps during service—your feedback helps us grow, and we’ll be sure to follow up with our team. We appreciate your support and hope to see you again soon!

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  4. Natalie

    Atlanta2 reviews

    5.0

    Dined 7 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    One of our favorite places to dine because the food is always delicious and the service is outstanding. Devin took great care of us and always with a smile.
    Matthew's SteakhouseResponded 1 day ago
    Thank you so much for the kind words! We’re honored to be one of your favorite places to dine. We’ll be sure to pass along your compliments to Devin—his attention to detail and warm, personable service make all the difference. We look forward to seeing you again soon!

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  5. Bo

    Orlando1 review

    4.0

    Dined on April 26, 2025

    1. Overall 4
    2. Food 5
    3. Service 4
    4. Ambience 3
    Great place. Food and service were great. Only complaint is the music was annoyingly loud making everyone in the place talk louder and making it harder to hear and enjoy conversation with those literal inches from you. Ruined what could otherwise be a very intimate dining experience.
    Matthew's SteakhouseResponded 1 day ago
    Thank you for the kind words about the food and service—we’re so glad you enjoyed your meal with us. We also appreciate your honest feedback about the volume of the music. Creating a comfortable and intimate atmosphere is important to us, and we’ll definitely take this into consideration as we continue to fine-tune the dining experience. We hope to welcome you back again soon under more enjoyable conditions.

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  6. Maryerie

    Tampa8 reviews

    5.0

    Dined on April 25, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Maryerie with Offline - This establishment was amazing. It was so cute and intimate. It was large but it didn’t feel like it. Alejandro was an amazing server. His old fashions were wonderful. We chose the bread service and the pumpkin seed pesto is packed with flavor. We got the 12oz steak with the baked potato and broccoli and added the 2 grilled colossal shrimp. The shrimp was an unexpected underdog. It was so flavorful and leaves you wanting more. Will definitely return. This time, we eat first and not our phones. It was so delicious. Please go to this restaurant.
    Matthew's SteakhouseResponded 1 day ago
    Thank you so much, Maryerie! We’re so glad you enjoyed your experience with us—from the cozy atmosphere to the cocktails and that flavor-packed pumpkin seed pesto. Alejandro will be thrilled to hear your kind words—he takes great pride in what he does (and yes, his old fashions are top-notch!). We especially loved your shoutout to the grilled shrimp—they’re definitely a hidden gem on the menu! We can’t wait to welcome you back—next time, food first, phones second!

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  7. Charles VIP

    Orlando52 reviews

    5.0

    Dined on April 25, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 4
    Expensive, but high quality. Excellent server. Quiet room with nice ambience.
    Matthew's SteakhouseResponded 1 day ago
    Thank you for the kind words! We’re glad to hear you enjoyed the quality, ambiance, and service. We aim to create a special experience with every detail, and we truly appreciate you choosing to dine with us.

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  8. Eva

    Las Vegas3 reviews

    5.0

    Dined on April 20, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Incredible restaurant with care for food and customer service. Still recall memorable interaction with the owner and in coming in today, Alejandro and team were certainly standouts in knowledge and warm, accessible and caring service. Will continue to come back!
    Matthew's SteakhouseResponded 1 day ago
    Thank you so much for this thoughtful review! It means the world to us that your experience—from past visits to today—has left a lasting impression. We’re so glad Alejandro and the team made you feel welcomed and cared for. It’s guests like you who make what we do so rewarding. We can’t wait to have you back again soon!

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  9. Brett

    Orlando2 reviews

    5.0

    Dined on April 18, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    First time at Matthew’s Steakhouse. The food and service was fantastic. Mac took great care of us. We will definitely be back!

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  10. Victoria

    Orlando1 review

    5.0

    Dined on April 17, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Mac was our server and he was amazing! We have gone to Matthews for years and it never disappoints!

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FAQs

Matthew's Steakhouse is rated 4.5 stars by 248 OpenTable diners.

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 Garden

Make a reservation

2 people
11:00 PM
Booked 23 times today
Google Map for Matthew's Steakhouse

360 W Plant St, Winter Garden, FL 34787

Additional information

  • Neighborhood
    Winter Garden
  • Hours of operation
    Tue–Sun 5:00 pm–10:00 pm
  • Price
    $50 and over
  • Cuisines
    Steakhouse, Seafood, Wine Bar
  • Dining style
    Casual Dining
  • Dress code
    Business Casual
  • Parking details
    None
  • Additional
    Bar/Lounge, Beer, Counter Seating, Entertainment, Patio/Outdoor Dining, Wine
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