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Matthew's Steakhouse, Winter Garden, FL

Matthew's Steakhouse

4.6 (267)
$50 and over
Steakhouse
360 W Plant St, Winter Garden, FL 34787

Make a reservation

2 people
7:00 PM
Booked 2 times today

About this restaurant

  • Good for special occasions
  • Romantic
  • Great for fine wines
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 267 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

4.6
4.6 based on recent ratings
  • 4.7Food
  • 4.8Service
  • 4.7Ambience
  • 4.3Value

NoiseModerate

Review summary

AI-generated from verified diner reviews
Matthew's Steakhouse offers a charming dining experience with "outstanding service" and "fantastic food." The steaks are praised as "the best in Florida," complemented by exceptional dishes like lobster bisque and lamb chops. The atmosphere is intimate and upscale, with a friendly, attentive staff. Despite some pricing concerns, the quality of the experience often justifies the cost.
267 Reviews
  1. Marco VIP

    Orlando / Central Florida East29 reviews

    5.0

    Dined on June 24, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Our service was great and the food and drinks were outstanding. We will definitely be back.
    Matthew's SteakhouseResponded 7 days ago
    Hi Marco, Your review made our day—thank you! We’re so glad everything hit the mark, from the service to the food and drinks. It means a lot to hear you’ll be returning, and we’ll be ready with something just as special next time. All the best, Chystal Matthew’s Steakhouse

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  2. MIKE VIP

    London4 reviews

    5.0

    Dined on June 19, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    An excellent restaurant in a beautiful part of Orlando. Highly recommend as the food is of the highest quality and the service is superb
    Matthew's SteakhouseResponded 7 days ago
    Hi Mike, Thank you so much for the kind words! We’re honored by your recommendation and so happy to hear you enjoyed both the food and service. Your support truly means a lot to us—we hope to welcome you back to Winter Garden again soon! Warmly, Chystal Matthew’s Steakhouse

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  3. John

    Key West / Florida Keys1 review

    3.0

    Dined on June 18, 2025

    1. Overall 3
    2. Food 3
    3. Service 5
    4. Ambience 5
    The drinks were way too expensive for the area. Our steaks were average at best. Not a horrible experience. Just over valued.
    Matthew's SteakhouseResponded 7 days ago
    Hi John, Thank you for taking the time to share your thoughts. While I’m glad you gave us a try, I’m sorry to hear the experience didn’t fully meet your expectations. Just to offer some context—our pricing reflects our commitment to using small-batch, family-owned spirits behind the bar and locally sourced, made-from-scratch ingredients in the kitchen. We intentionally partner with small businesses over big-box distributors because we believe in supporting quality, craft, and family owned businesses . That said, we appreciate your honest feedback and will absolutely share it with our team as we continue working to refine every part of the experience. We’d love the opportunity to welcome you back and give it another try. Warmly, Chystal Matthew’s Steakhouse

    1 person found this helpful

  4. tonya

    Orlando / Central Florida East1 review

    5.0

    Dined on June 15, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    We had a great waitress, Nicole, was very attentive and knowledgeable about the menu. The manager stopped by a couple of times to check in. Food presentation and taste was pure perfection.
    Matthew's SteakhouseResponded 7 days ago
    Hi Tonya, Thank you so much for the kind words! We’re thrilled to hear Nicole made your experience so special—she really is fantastic. I’m also glad our manager had a chance to connect with you, and that the food hit the mark in both presentation and taste. We can’t wait to welcome you back soon! Warmly, Chystal Matthew’s Steakhouse

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  5. Brian

    Orlando / Central Florida East7 reviews

    5.0

    Dined on June 15, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Fantastic food and service! Tomahawk Pork chop with red wine reduction was so good. Filet was perfectly cooked and flavorful. Lobster bisque was great - fyi not a traditional super creamy bisque and it’s a bit peppery (just for info, loved it). Risotto was wonderful. Crab cake was yuuge and tasty. Highly recommend
    Matthew's SteakhouseResponded 7 days ago
    Hi Brian, Thank you so much for the thoughtful and detailed review! We’re so glad you enjoyed the tomahawk pork chop, filet, risotto, and that “yuuge” crab cake! Also appreciate you pointing out the flavor profile of the lobster bisque—that kind of feedback is so helpful for future guests. We’re grateful for your support and hope to have you back again soon! Warmly, Chystal Matthew’s Steakhouse

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  6. Natalie

    Atlanta3 reviews

    5.0

    Dined on June 14, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Always outstanding! The food is so flavorful and delicious. I had the stuffed pepper last night from the summer menu and it was amazing. Highly recommend
    Matthew's SteakhouseResponded 7 days ago
    Hi Natalie, Thank you so much for the wonderful review! We’re so glad you enjoyed the stuffed pepper—it’s one of our summer favorites too. Your continued support means so much to us, and we can’t wait to have you back again soon! Warmly, Chystal Matthew’s Steakhouse

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  7. Enrico

    New York City2 reviews

    2.0

    Dined on June 14, 2025

    1. Overall 2
    2. Food 1
    3. Service 4
    4. Ambience 4
    Our server was excellent, she was smart and polite. However, the wine menu was confusing and obviously quite pretentious. The food was average, and some items were terrible including the risotto which was actually cold actual rice. No cream, and obviously not cooked correctly. It literally was plain brown rice. The wines were very short pours as well. My steak was cooked well, but was a small cut, and not a quality cut for the money. I mean if it was a chain restaurant it would be fine, but at almost $400 for 2 people with that quality food it was very disappointing. It was also a Friday night, and at 8pm there was only one other table in the entire place, yet all the other restaurants in the complex were PACKED. That pretty much says it all.
    Matthew's SteakhouseResponded 7 days ago
    Hi Enrico, Thank you for taking the time to share your feedback. While I’m glad to hear your server made a positive impression, I’m truly sorry the rest of your experience didn’t reflect the standards we hold ourselves to. Your comments about the risotto, wine pours, and overall value have been noted and will be reviewed closely with our team. We take great pride in offering quality, made-from-scratch dishes and a thoughtfully curated wine list, so I’m disappointed to hear we missed the mark during your visit. We genuinely appreciate your honesty and would welcome the opportunity to speak with you further if you’re open to it. Your experience matters, and we’d love the chance to make it right. Warmly, Chystal Matthew’s Steakhouse 📞 (407) 520-7511

    1 person found this helpful

  8. Tracey VIP

    Orlando / Central Florida East1 review

    5.0

    Dined on June 13, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    The new summer salad was yummy! Steak we perfect as usual & Mac is the best server!
    Matthew's SteakhouseResponded 7 days ago
    Thank you so much for the kind words! We’re so happy you loved the new summer salad and that the steak hit the mark—as always. And we couldn’t agree more about Mac! He’ll be thrilled to hear your shoutout. Can’t wait to have you back soon! Warmly, Chystal Matthew’s Steakhouse

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  9. Felix

    Orlando / Central Florida East2 reviews

    5.0

    Dined on June 7, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    A Birthday celebration outstanding service and the food was incredible.
    Matthew's SteakhouseResponded 7 days ago
    Thank you so much for celebrating with us! We’re honored to have been part of your birthday and thrilled to hear the service and food made it special. Hope to welcome you back again soon! —Chystal, Matthew’s Steakhouse

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  10. Johnnie

    Orlando / Central Florida East1 review

    5.0

    Dined on June 7, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Worth the price, great flavor, great service! Will go again!
    Matthew's SteakhouseResponded 7 days ago
    Hi Jonnie, Thank you so much for the wonderful review! We’re so glad to hear you enjoyed the flavor, service, and overall experience—and even more excited to hear you’ll be back! Can’t wait to welcome you again soon. Warmly, Chystal Matthew’s Steakhouse

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FAQs

Matthew's Steakhouse is rated 4.6 stars by 267 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
7:00 PM
Booked 2 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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