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Matthew's Steakhouse, Winter Garden, FL

Matthew's Steakhouse

4.5
4.5
46 Reviews
$50 and over
Steakhouse
Matthew's Steakhouse is a family owned American Classic Steakhouse, infused with an Italian twist. Guests enjoy a boutique fine dining experience along with small town hospitality in Downtown Winter Garden. Ask our chef and wine sommelier, Eddie Gaunt about the perfect pairing for your meal.

Make a reservation

2 people

7:00 PM


Booked 12 times today

Additional information

  • Dining style
    Casual Dining
  • Price
    $50 and over
  • Cuisines
    Steakhouse, Seafood, Wine Bar
  • Hours of operation
    Tue–Sun 5:00 pm–10:00 pm
  • Phone number
    (407) 520-7511
  • Dress code
    Business Casual

What 46 people are saying

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
  • 4.4Food
  • 4.6Service
  • 4.6Ambience
  • 3.9Value

NoiseModerate

46 Reviews
  1. OpenTable Diner

    Orlando

    1 review

    5.0

    1 review

    Dined 1 day ago

    overall5food5service5ambience5
    The great atmosphere and very attentive service perfectly accentuated the delicious meal. High quality food prepared simply. No need to add “fancy” things that often only serve to disguise the meal itself.

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  2. OpenTable Diner

    Orlando

    1 review

    2.0

    1 review

    Dined 1 day ago

    overall2food2service2ambience3
    Food wasn't great and very over priced. I would expect pre bussing with a crumber at these prices. The server left dirty plates and glasses on the table. The Filet was good quality but we sent them back because they were under cooked. The mussels were good but the scallops were not great. $50 for 5 scallops and I expect something delicious. The chocolate cake for dessert was inedible. We told the server and he did nothing so we paid our $285 check for 2 people and left feeling underwhelmed and knowing we will never return. 5 star prices with 2 star food and service. With a menu that small I expect much better food.

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  3. OpenTable Diner

    New York Area

    12 reviews

    vip
    5.0

    12 reviews

    Dined 5 days ago

    overall5food4service5ambience4
    The meal was fantastic as usual but the special vegetable for the evening wasn’t prepared fully, the peppers were not tender enough. But the rest of the meal was delicious!!

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  4. ChrisW

    Jacksonville

    3 reviews

    5.0

    3 reviews

    Dined 5 days ago

    overall5food5service5ambience5
    Really enjoyed my experience at Matthew’s Steakhouse.. the staff went above and beyond to make my experience memorable.. very knowledgeable about wines and pairing for our meal.. My meal was exceptional !! Highly recommend!!

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  5. MichaelC

    Tampa

    4 reviews

    vip
    5.0

    4 reviews

    Dined 6 days ago

    overall5food5service5ambience5
    we discovered Matthew's Steakhouse by accident as we went to explore the Plant Street Market. Amazing dining experience! Staff took very good care of us (Thank you Devin!) and the food was spectacular. We ended up ordering the first tomahawk steak for 2 which they began offering that very night. It was exceptional. Chef came over as well to ensure we were happy. Highly recommend and will definitely return!

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  6. OpenTable Diner

    Orlando

    1 review

    5.0

    1 review

    Dined 7 days ago

    overall5food5service5ambience5
    Incredible food, amazing service & beautiful christmas decor!! loved our experience!!

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  7. Lauren

    Orlando

    1 review

    5.0

    1 review

    Dined on November 20, 2023

    overall5food5service5ambience5
    I have been to most of the top steak houses throughout Florida and this is by far one of, if not the best steak I have ever had! The prices can be a bit steep for certain menu iteams but the steak was definitely worth it! The service was top notch as well!

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  8. FoodLvr

    Alabama

    18 reviews

    vip
    5.0

    18 reviews

    Dined on November 18, 2023

    overall5food5service5ambience5
    This is our second time to Matthew's and we'll be back again and again. If you're fortunate enough to have Enzo prepare your steak then you'll understand why we say "WOW"! Great food, great ambiance, wonderful experience!

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  9. OpenTable Diner

    Orlando

    19 reviews

    vip
    5.0

    19 reviews

    Dined on November 12, 2023

    overall5food5service5ambience5
    Fabulous place in Winter Garden, exceptional service and the food is outstanding.

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  10. OpenTable Diner

    1 review

    5.0

    1 review

    Dined on November 12, 2023

    overall5food5service5ambience5
    Lamb chops were incredible. My steak was cooked perfectly and my girlfriend Branzino was amazing!

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  11. OpenTable Diner

    Orlando

    2 reviews

    vip
    5.0

    2 reviews

    Dined on November 10, 2023

    overall5food5service5ambience5
    Amazing meal start to finish! Excellent service and ambiance. Highly recommend!

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  12. MattB

    Orlando

    13 reviews

    vip
    4.0

    13 reviews

    Dined on November 9, 2023

    overall4food3service3ambience4
    The food is 30% overpriced for the quality and portion size imo. The menu is quite simple w/ a limited wine/beer list and they don't appear to have a full bar. Service was friendly and acceptable albeit somewhat unrefined for a steakhouse, but sadly it fell off a bit once the restaurant starting picking up. I saw a few customers sending back their steaks due to them being undercooked or perhaps not being the ordered temperatures. Dress code is not enforced--lots of t-shirts, jeans and shorts. We always like to support local businesses and while there are a few areas they can improve upon, we're glad they are still around after the management change and they appear to be trying hard given the aforementioned. The ambience is very nice and everyone there seemed to have a positive attitude. We might return, but there wasn't anything so compelling that would make us want to do so anytime soon.

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  13. OpenTable Diner

    Miami

    1 review

    5.0

    1 review

    Dined on November 9, 2023

    overall5food5service5ambience5
    Fantastic food and service. Highly recommend. Will definitely return.

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  14. TomS

    Orlando

    2 reviews

    4.0

    2 reviews

    Dined on November 7, 2023

    overall4food4service5ambience4
    We were frequent visitors prior to the new management. It’s an entirely new menu now, and everything is à la cart. !Service was great, food was quite good, but quite expensive!

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  15. OpenTable Diner

    1 review

    2.0

    1 review

    Dined on November 5, 2023

    overall2food3service3ambience2
    Servers were very kind and attentive. Overall though this restaurant is just very average. Not worth the cost of the meal in my opinion. The steaks we had while they were delicious did not come how we asked them to be cooked (came very rare when we ordered medium) and had to send them back. Also you can only have a plain baked potato as a side. I asked if I could substitute a salad instead and was told no they could only add on a salad as extra charge. Very limited menu. And there just isn’t a lot to the restaurant itself either. I would consider going back if they added more menu items or sides! Just wasn’t very impressed for the cost.

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  16. ArmandoC

    1 review

    5.0

    1 review

    Dined on November 5, 2023

    overall5food5service5ambience5
    Great place. Food was awesome. Everything we ate was perfect and Henry did a great job serving us. Really enjoyed the night.

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  17. OpenTable Diner

    Orlando

    6 reviews

    vip
    5.0

    6 reviews

    Dined on November 3, 2023

    overall5food5service5ambience5
    Matthew's Steakhouse is a hidden gem in Winter Garden. The menu is seasonal and has plenty of curated options for almost any palette. There was an issue with a neighboring tables meal that affected the timely delivery of several other meals in the restaurant. Our server felt so bad about the inconvenience that he insisted on comping us wine & dessert, and insisted we accept their offering as a sign of their gratitude for our patience and understanding. Exemplary service!!

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  18. VimaylaG

    Orlando

    28 reviews

    vip
    5.0

    28 reviews

    Dined on November 2, 2023

    overall5food5service5ambience5
    Staff was very attentive. Food was amazing. I ordered branzine and it was really good. Rest of party ordered the porterhouse and they loved it.

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  19. JBfromVT

    Greater Boston

    16 reviews

    vip
    5.0

    16 reviews

    Dined on October 29, 2023

    overall5food5service5ambience5
    Dinner was fabulous! Great service, exceptional food, lovely ambience. The menu is perfect in its simplicity. The vegs as well as the meat were delicious!

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  20. OpenTable Diner

    Orlando

    1 review

    5.0

    1 review

    Dined on October 28, 2023

    overall5food5service5ambience5
    We went for our anniversary. Good food, great service, very friendly. They were so sweet to our toddler. Will be going again.

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  21. OpenTable Diner

    New York Area

    12 reviews

    vip
    5.0

    12 reviews

    Dined on October 27, 2023

    overall5food5service5ambience5
    We have enjoyed our time with the new owners and the food is fantastic. We especially enjoy the new wines they have.

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  22. Knighter

    Orlando

    12 reviews

    vip
    5.0

    12 reviews

    Dined on October 27, 2023

    overall5food5service5ambience5
    Fantastic evening with great food. Owners visit tables and interact with patrons which makes you feel part of the family. The Daughter makes the cookies for a dessert choice and they are wonderful! Will continue to visit.

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  23. TerryS

    Kansas City

    2 reviews

    4.0

    2 reviews

    Dined on October 26, 2023

    overall4food4service5ambience5
    Well, medium well, and medium rare streaks ordered by my party were all cooked to the same medium well temp.

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  24. Rob211

    Orlando

    42 reviews

    4.0

    42 reviews

    Dined on October 26, 2023

    overall4food4service5ambience5
    Food and service were good and the ambience was very good. It's a little pricey for the area.

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  25. CatheeBradyCatering

    1 review

    5.0

    1 review

    Dined on October 24, 2023

    overall5food5service5ambience5
    We had a wonderful first experience the wine recommended was incredible the food was on point it was very special Will be a local reoccurring client The owners sooooo inviting and approachable Great evening very happy

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  26. BarbaraS

    1 review

    5.0

    1 review

    Dined on October 22, 2023

    overall5food5service5ambience4
    The steak is amazing! I do wish there was a little more variety (french fries, appetizers or soup, wider range of non alcoholic drinks, like sweet tea). But everything I had was wonderful. I would definitely recommend going here for the best steaks ever!

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  27. OpenTable Diner

    Hawaii

    1 review

    2.0

    1 review

    Dined on October 22, 2023

    overall2food2service2ambience5
    This place has changed ownership. The service is mediocre at best, and you can get better food at a Sizzler. Don't waste your money here. It's extremely overpriced for the level of service and quality of food you receive.

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  28. Keith

    1 review

    3.0

    1 review

    Dined on October 21, 2023

    overall3food3service3ambience5
    Sadly since our last visit the ownership has changed hands. Totally different experience, not great..

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  29. AntonioT

    1 review

    5.0

    1 review

    Dined on October 21, 2023

    overall5food5service5ambience5
    We enjoyed everything we had. This place is nice, quiet, family owned. We enjoyed it more than Ocean Prime. The cookie we had for dessert was very tasty. Great job overall.

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  30. JeaneB

    Orlando

    6 reviews

    vip
    5.0

    6 reviews

    Dined on October 18, 2023

    overall5food5service5ambience5
    Food was amazing! Music was a perfect back drop to dinner. Service was stellar! Definitely a favorite spot!

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  31. GenaM

    1 review

    2.0

    1 review

    Dined on October 14, 2023

    overall2food3service3ambience3
    Way overpriced for the quality of food, underwhelmed by the bread service. Coke, Diet Coke, Sprite, are your only soda options. No liquor license, so no drinks. Thought it was business casual, woman across from me had sweatpants on and a T-shirt, looked like she just came from a workout. Had a screaming baby behind us. Overall, mediocre food, will not be back, there's so many other options.

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  32. SerinaS

    1 review

    5.0

    1 review

    Dined on October 12, 2023

    overall5food5service5ambience5
    From the moment we walked through the door the staff was amazing and very attentive. We were seated right away. The food came out fairly quick and was delicious and cooked to our liking. I loved the atmosphere. It was small but very intimate great for our date night

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  33. Jerseyking

    1 review

    3.0

    1 review

    Dined on October 9, 2023

    overall3food3service4ambience3
    Not worth the price and we were willing to spend. The options are really basic and the taste is so-so.

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  34. OpenTable Diner

    Orlando

    5 reviews

    5.0

    5 reviews

    Dined on October 7, 2023

    overall5food5service5ambience5
    Friendly service, excellent wine choices. Only recommendation might be to have more children options perhaps

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  35. LarryS

    Chicago

    1 review

    2.0

    1 review

    Dined on October 7, 2023

    overall2food2service4ambience5
    My wife and I are new to the area and had high expectations for this restaurant. We both ordered the 10 oz filet. They both arrived under cooked and cold in the center. We asked for sour cream with our potatoes and received about a teaspoons worth. The waitress was friendly but could have been more attentive to our beverages. Overall for what we paid and expected we will not be returning.

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  36. Igor

    Orlando

    22 reviews

    3.0

    22 reviews

    Dined on October 7, 2023

    overall3food3service3ambience2
    They are trying to be a high end steakhouse but have only achieved that in the pricing. My filet was prepared well and was a good cut of meat but was flavorless. My wife had scallops that were just average. The service was adequate but not over the top. Specials or featured meals were hit or miss of being informed by the wait staff. We heard the table next to us get the features but we didn’t. No big deal but inconsistent. When my filet arrived I was informed that the “green stuff” on my plate was rosemary garlic butter. Not an appetizing description. Completed dishes were left on the table. Lastly I checked and the dress code was business casual. Many patrons were smartly dressed but there were also many shorts, flip-flops and baseball caps. Not a high end experience for the high end price.

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  37. OpenTable Diner

    Orlando

    6 reviews

    vip
    3.0

    6 reviews

    Dined on October 7, 2023

    overall3food2service4ambience4
    I’ve been to Matthew’s 3 times. The first two times were great. My steak was perfection. It was difficult getting reservations, but now with open table it’s much easier. I was excited, hoping to go more often…. But being a steak house my steak was no good this time. Really disappointed. Normally I go to Linda’s La Cartina every other week, tried Matthew’s this week & wanted to go more to make it easier then driving into DT. But I asked for medium rare. It was so rare it was barely warm inside. Asked them to cook some more, they were more than happy too, but came back the same. I ended up not eating it. Linda’s is cheaper, more option, and is consistent every time. Matthew’s they need to get their temperatures right.

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  38. Johnr

    1 review

    5.0

    1 review

    Dined on October 5, 2023

    overall5food5service5ambience5
    Service was great. Food was very good but overpriced. The restaurant is very well laid out.

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  39. FrankD

    Orlando

    2 reviews

    5.0

    2 reviews

    Dined on October 1, 2023

    overall5food5service5ambience5
    The iscallops were a pleasant surprise- fresh and flavorful.

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  40. OpenTable Diner

    Orlando

    1 review

    vip
    5.0

    1 review

    Dined on September 30, 2023

    overall5food5service5ambience5
    Excellent service, food, wine and atmosphere. We will definitely be back!

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FAQs

Matthew's Steakhouse is rated 4.5 stars by 46 OpenTable diners.

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

Make a reservation

2 people

7:00 PM


Booked 12 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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