We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Dexter's in Winter Park

558 W New England Ave, Winter Park, FL 32789-4256
+1 407-629-1150
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
  • Excellent31%
  • Very good41%
  • Average16%
  • Poor8%
  • Terrible4%
Travellers talk about
“brunch” (26 reviews)
“pressed duck” (5 reviews)
“lamb burger” (4 reviews)
Closed Now
All hours
American, Bar, Gluten Free Options, Vegetarian Friendly
$$ - $$$
558 W New England Ave, Winter Park, FL 32789-4256
All Details
Write a ReviewReviews (218)
Traveller rating
Traveller type
Time of year

1 - 10 of 211 reviews

Reviewed 1 week ago

Though we were a table of 16 we were taken care of very well; the service was absolutely impeccable. Unfortunately my food wasn't as good. I and my husband ordered "The Hot Mess", which consisted of fried chicken on biscuits smothered in country sausage gravy....More

Thank LitProfessorRoxana
Reviewed 2 weeks ago

After 25 years of loyal patronage, we will not go back. The menu has changed again, more limited and missing most of our long-time favorites. The server did offer to ask the kitchen if they would make one of them but we opted to try...More

Thank Partyoffive_10
Reviewed 4 weeks ago via mobile

This is not as appealing as Lake Mary. Different vibe. Menu items the same. Menus look different. This place needs a facelift. Service was not good. Entrees came out with appetizers. Not good. Shrimp over linguine is my favorite. Sweet and spicy.

Thank Ed G
Reviewed 11 December 2017

We got there at 11am on Sunday, hardly any cars in the parking lot or people inside. We had a party of 7. Got seated promptly, however, it took over 30 minutes for the waiter to take our food order. Then we had to repeatedly...More

Thank Marc S
Reviewed 8 December 2017 via mobile

My husband and I have been going to Dexter's for years. The food, atmosphere and service was something that had kept us regulars. However, over a year ago we began to notice a change in the service where we seemed to either have to wait...More

Thank KimMako
Reviewed 1 December 2017 via mobile

We stopped for a quick lunch while on a trip. Greeted and sat immediately and by a friendly host. Alissa, our server, introduced herself to us and provided the specials of the day. We also ordered our drinks at the same time. We ordered the...More

Thank ROB A
Reviewed 20 August 2017

After a scenic boat ride I consulted my TA app for a place to have lunch. There certainly is no shortage of restaurants in Winter Park... Dexter's looked good....and it was. Cool place..funky decor and art works hanging. Started with a really good Bloody Mary.....More

Thank BadgerBus
Reviewed 29 June 2017 via mobile

Ordered the Grouper special for $26. Maybe 4 oz portion with luke warm broccoli and potatoes. Disappointed.

Thank Lou S
Reviewed 22 June 2017 via mobile

Dexter's is a good place for lunch. The menu is fairly extensive and serving size is quite large. (I would advise ordering the small salad.). Excellent and patient service! I always over-tip because every server I've had has exceeded expectations. (I do have a tough...More

Thank Susan L
Reviewed 7 June 2017 via mobile

We love Winter Park and always enjoy Dexter's. The food is always well prepared and the service is exceptional . The G'kids had pasta with marinara sauce. My daughter had a chicken taco that was really taste. My wife and I split a fish and...More

Thank FDM-Virginia
Nearby HotelsSee all Winter Park Hotels
Park Plaza Hotel Winter Park
277 reviews
.54 km away
The Alfond Inn
764 reviews
.87 km away
Countryside Inn & Suites
96 reviews
3.17 km away
Quality Inn & Suites Winter Park Village Area
103 reviews
3.27 km away
Nearby Restaurants
Ethos Vegan Kitchen
441 reviews
.48 km away
316 reviews
.20 km away
Cask & Larder
361 reviews
.29 km away
The Porch Winter Park
114 reviews
.35 km away
Nearby Attractions
Charles Hosmer Morse Museum of American Art
1,283 reviews
.78 km away
Central Park
260 reviews
.54 km away
Winter Park Historical Museum
40 reviews
.47 km away
Hannibal Square Heritage Center
19 reviews
.08 km away
Questions & Answers
Get quick answers from Dexter's in Winter Park staff and past visitors.
Note: your question will be posted publicly on the Questions & Answers page.
Posting guidelines
Improve this listing

Restaurant Details

Rating summary
  • Food
  • Value
Average prices
USD 20
Drinks, Lunch, Dinner, Brunch, After-hours
Restaurant features
Takeout, Seating, Waitstaff, Parking Available, Highchairs Available, Wheelchair Accessible, Serves Alcohol, Accepts American Express, Accepts Mastercard, Accepts Visa, Accepts Discover, Reservations, Television, Full Bar, Outdoor Seating, Free Wifi, Accepts Credit Cards
Good for
Business meetings, Bar Scene, Child-friendly, Kids, Groups
Open Hours
10:00 am - 10:00 pm
11:00 am - 10:00 pm
11:00 am - 10:00 pm
11:00 am - 10:00 pm
11:00 am - 10:00 pm
11:00 am - 12:00 am
10:00 am - 12:00 am
Location and Contact Information
  • Address: 558 W New England Ave, Winter Park, FL 32789-4256
  • Location: United States  >  Florida (FL)  >  Central Florida  >  Winter Park
  • Phone Number: +1 407-629-1150
  • E-mail
Four locations conveniently located in Winter Park, Windermere, Thornton Park, and Lake Mary. Since 1984 Dexter's chefs have used only the freshest and locally sourced ingredients to prepare our creative cuisine. For wine enthusiasts you'll find our selection of wines from around the world to be extensive and very reasonably priced.
Is This Your TripAdvisor Listing?
Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more. Claim Your Listing