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The Old Jailhouse

4.5
4.5
44 Reviews
$30 and under
American

Coming Soon!

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2 people

September 2021
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11:00 PM


Booked 7 times today
  • Dining style

    Casual Dining

  • Cuisines

    American

  • Hours of operation

    null

  • Phone number

    (407) 548-6964

  • Dress code

    Business Casual

0 Photos

No photos have been uploaded for this restaurant yet.

Menu

Starters

  • Green Eggs & Ham*$6.00

    Deviled eggs. 4 pieces. Herb verde yolk, proscuitto crisp

    • Pork Belly$13.00

      Jicama and chayote slaw, lime and honey vinaigrette, scotch bonnet mango sauce

      • Pretzels*$10.00

        House beer cheese dip with old hearth soft pretzel sticks (3 pieces)

        • Smoked Fish Dip$12.00

          House-smoked fish, cream cheese, aioli, herbs, lemon, house pickles, & pita bread

          • Brussels*$12.00

            Fried brussel sprouts, bacon lardons, siracha honey

            • Charcuterie Board$23.00

              Chef's choice of 3 cheeses, prosciutto di parma, house accompaniments, fresh fruit, & crostini

              • Waterkist Farms Caprese*$14.00

                Heirloom tomatoes, sunflower sprouts, cucumbers, pumpernickel croutons, house mozzarella, & house pesto. Contains pine nuts

                • It's Greek To Me*$11.00

                  Waterkist farms lettuce & tomatoes, shaved red onion, kalamata olives, cucumber, goat cheese & a lemon herb vinaigrette

                  • Jailhouse Fries*$10.00

                    Herbed goat cheese, parmesan, truffle oil

                    Mains

                    • Crab All about It!$27.00

                      Creamy goat mac & cheese with hawaiian red sweet crab, heirloom tomatoes

                      • Gnocchi Dokey VIII: Gnocchi's Gone Wild*$25.00

                        House ricotta gnocchi, corn & truffle soubise, mushrooms, eggplant, zucchini, & shaved black truffle

                        • Raise the Steaks$35.00

                          9 oz. NY strip steak, sautéed green-beans, smashed fingerling potatoes, & black garlic butter

                          • Big House Burger$22.00

                            8 oz 100% angus burger, blue cheese sauce, nueske's bacon

                            • No Bones about It$22.00

                              6 oz boneless pork chop, basmati rice, red bell peppers, cilantro, & chipotle cream sauce

                              • Sea Change*

                                Pineapple and mango salsa, tri-color quinoa, sweet & sour sauce

                                • MP
                              • Fowl Play$20.00

                                Lightly fried chicken thigh, black eyed peas and ham, sautéed swiss chard

                                Desserts

                                • Gobble the Cobble$9.00

                                  Mango & apple, oat cookie crumble floridacicle gelato

                                  • The Stakeout$9.00

                                    Pistachio cheesecake, malt pretzel crust, raspberry coulis, pistachio brittle

                                    • Brulee Today$9.00

                                      "s' mores": chocolate custard, burnt sugar, torched marshmallow fluff, graham cracker crumbs, & graham cracker gelato

                                      • What's the Scoop???$6.00

                                        A house-made scoop of heaven. Inquire with server for current flavor(s)

                                        Dessert Wines

                                        We also offer a variety of spirits suitable to finish your meal

                                        • Barnard Griffin Syrah Port

                                          • Glass$8.00
                                        • Ramos Pinto 20 Year Port$18.00

                                          • Grandfather Tawny 20 Year Port$14.00

                                            • 1990 Px Bodegas Albala Sherry$16.00

                                              • Aurora Amontillado Sherry$8.00

                                                • Chateau Lafaurie-Peyraguey Sauternes$12.00

                                                  Domestics

                                                  $3.50

                                                  • Budweiser

                                                    • Bud Light

                                                      • Michelob Ultra

                                                        • Yuengling

                                                          • White Claw (Mango, Black Cherry)

                                                            Imports

                                                            $5

                                                            • Corona Extra

                                                              • Pilsner Urquell

                                                                • Stella Artois

                                                                  Crafts & Fancy Pants

                                                                  • Destihl Margarita Gose (5.2%)$6.00

                                                                    • Old Rasputin Russian Imperial Stout (9%)$9.00

                                                                      • Maudite Belgian-Style Double (8%)$10.00

                                                                        • Duchesse Cherry Belgian Sour (6.8%)$10.00

                                                                          • Soft Parade Fruit Ale (7%)$6.00

                                                                            • Mega Mix Pale Ale (6%)$6.00

                                                                              • Pleasure Chest IPA (6.6%)$6.00

                                                                                • Dr. Juice India Pale Ale (6.0%)$6.00

                                                                                  • Plum Conundrum Sour Ale (5.2%)$8.00

                                                                                    • Bells' Amber Ale (5.8%)$6.00

                                                                                      • Five Points West Coast Style IPA (6.8%)$8.00

                                                                                        • Sunshine Greetings Wheat Ale (4.7%)$6.00

                                                                                          • Weissenheimer Hefeweizen (5.2%)$6.00

                                                                                            • Soft Parade Fruit Ale (7%)$6.00

                                                                                              • Lynnbrook Raspberry Berliner Weisse (4.2%)$6.00

                                                                                                • Rochefort 10 Trappistes Belgian Quad$12.00

                                                                                                  • Green Man Lager (4.2%)$6.00

                                                                                                    Last updated: July 12, 2021

                                                                                                    What 44 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
                                                                                                    • 4.7Ambience
                                                                                                    • 4.1Value

                                                                                                    NoiseModerate

                                                                                                    Loved For

                                                                                                    • Orlando / Central Florida East

                                                                                                      Neighborhood Gem

                                                                                                    • Orlando

                                                                                                      Neighborhood Gem

                                                                                                    Sort by

                                                                                                    Filters

                                                                                                    1. JK

                                                                                                      JaniceK

                                                                                                      Birmingham

                                                                                                      5 reviews

                                                                                                      5.0

                                                                                                      5 reviews

                                                                                                      Dined 1 day ago

                                                                                                      overall5food5service5ambience5

                                                                                                      Great food and service for brunch. Very reasonable pricing for the quality of the food.

                                                                                                    2. OT

                                                                                                      OpenTable Diner

                                                                                                      Orlando

                                                                                                      5 reviews

                                                                                                      5.0

                                                                                                      5 reviews

                                                                                                      Dined 2 days ago

                                                                                                      overall5food5service5ambience5

                                                                                                      Amazing food and a great server!!

                                                                                                    3. MO

                                                                                                      ManOfSteelers

                                                                                                      Orlando

                                                                                                      20 reviews

                                                                                                      5.0

                                                                                                      20 reviews

                                                                                                      Dined 2 days ago

                                                                                                      overall5food5service5ambience5

                                                                                                      Everything was just outstanding. I can’t speak more highly than that.

                                                                                                    4. L

                                                                                                      Lovenorthend

                                                                                                      New England

                                                                                                      5 reviews

                                                                                                      5.0

                                                                                                      5 reviews

                                                                                                      Dined 3 days ago

                                                                                                      overall5food5service5ambience5

                                                                                                      Love the atmosphere. The food and drinks were both great. We had the shrimp and grits and gnocchi.

                                                                                                    5. OT

                                                                                                      OpenTable Diner

                                                                                                      1 review

                                                                                                      5.0

                                                                                                      1 review

                                                                                                      Dined 3 days ago

                                                                                                      overall5food5service5ambience5

                                                                                                      Date night!

                                                                                                    6. JR

                                                                                                      JessicaR

                                                                                                      1 review

                                                                                                      4.0

                                                                                                      1 review

                                                                                                      Dined 6 days ago

                                                                                                      overall4food5service4ambience5

                                                                                                      A beautiful hidden gem in Sanford! The hostess was not pleasant but thankfully our server made up for that! Great food and perfect for a date night!

                                                                                                    7. OT

                                                                                                      OpenTable Diner

                                                                                                      Orlando

                                                                                                      4 reviews

                                                                                                      5.0

                                                                                                      4 reviews

                                                                                                      Dined on September 18, 2021

                                                                                                      overall5food5service5ambience4

                                                                                                      Room was a little loud. Food and service were great. Will be back to try again!

                                                                                                    8. M

                                                                                                      Mercy

                                                                                                      Orlando

                                                                                                      11 reviews

                                                                                                      4.0

                                                                                                      11 reviews

                                                                                                      Dined on September 18, 2021

                                                                                                      overall4food4service5ambience4

                                                                                                      Food was very good. Service was exceptional -- wonderful staff.

                                                                                                    9. p

                                                                                                      purplesuperstar

                                                                                                      1 review

                                                                                                      5.0

                                                                                                      1 review

                                                                                                      Dined on September 12, 2021

                                                                                                      overall5food5service5ambience5

                                                                                                      The menu is small but delectable. Each dish is is carefully created and curated by the talented chef, with lovely portions and wonderful presentation. Bonus points go to the friendly and knowledgeable waitstaff. Don't forget to try the specialty cocktails!

                                                                                                    10. SB

                                                                                                      SarahB

                                                                                                      Indiana

                                                                                                      1 review

                                                                                                      5.0

                                                                                                      1 review

                                                                                                      Dined on September 8, 2021

                                                                                                      overall5food5service5ambience5

                                                                                                      Excellent service from Amanda! She's got great recommendations. Food was delicious. Will be returning again soon!

                                                                                                    11. E

                                                                                                      Elizabeth

                                                                                                      Atlanta

                                                                                                      2 reviews

                                                                                                      3.0

                                                                                                      2 reviews

                                                                                                      Dined on September 3, 2021

                                                                                                      overall3food3service5ambience5

                                                                                                      The experience is what we went for…. Well, that and the burger. I can tell you to NOT get the burger. It was really bad, very dry. I ordered med-rare. It was barely pink and literally bone dry. Juicy is what should ALWAYS be a part of a burger’s description. Sadly, juicy seriously couldn’t make it into the same building with this burger. It was tasteless. Fries weren’t hot either…pet peeve of mine. Overall, beautiful restaurant. Great service. Great bar and selection. Food…absolutely sub-par. Would go back maybe for apps and bar but not for dinner. Don’t waste your money. Wish I had a better food review. This place could be a home run if it got the kitchen right.

                                                                                                    12. F

                                                                                                      Foodietwo

                                                                                                      Orlando

                                                                                                      33 reviews

                                                                                                      vip
                                                                                                      3.0

                                                                                                      33 reviews

                                                                                                      Dined on September 3, 2021

                                                                                                      overall3food3service4ambience4

                                                                                                      Menu should be larger. Nice location and ambiance, but dinner menu is small and reads like lunch. Our server was pleasant and professional

                                                                                                    13. CB

                                                                                                      ChristineB

                                                                                                      Orlando

                                                                                                      7 reviews

                                                                                                      3.0

                                                                                                      7 reviews

                                                                                                      Dined on September 3, 2021

                                                                                                      overall3food5service3ambience5

                                                                                                      Pros: Food & Drinks fantastic Cons: Sat next to kitchen window ledge was filthy w dust, window was so dirty I drew on it! Tony was pushy w the drinks 5x we said NO!

                                                                                                    14. D

                                                                                                      Dinnercrew

                                                                                                      Orlando

                                                                                                      8 reviews

                                                                                                      vip
                                                                                                      1.0

                                                                                                      8 reviews

                                                                                                      Dined on August 28, 2021

                                                                                                      overall1food2service1ambience3

                                                                                                      Terrible service. First time at the table the waiter’s first words to us were “Can I get you anything?”. No Hello, my name is…nothing. So awkward. We had to ask for the specials, etc. We almost walked out before ordering food and we NEVER do that bit we didn’t have a lot of options in the are by that time of night. For the prices they charge and the style of restaurant, the service was horrible. The table next to us walked out. Then later another table was sat and told they had 3 minutes to order food. Why even seat them then? They walked out too. It’s too bad because its a great look for a restaurant but the quality of food did not match the price and the service was severely lacking. Our server was pleasant but completely clueless on serving. We won’t be returning.

                                                                                                    15. OT

                                                                                                      OpenTable Diner

                                                                                                      Denver

                                                                                                      6 reviews

                                                                                                      5.0

                                                                                                      6 reviews

                                                                                                      Dined on August 28, 2021

                                                                                                      overall5food4service5ambience5

                                                                                                      My friend and I went out for a girl’s night. We had such a good time. The waiter was so sweet and gave us such good recommendations on wine which we went with a delicious Red called: Garzon. We shared a peach arugula salad, garlic fries, and a gnocchi mushroom entree! Soo good!!! We were very happy! The place was re-done into a cute posh place with a cute jailhouse theme. Loved the feel.

                                                                                                    16. RE

                                                                                                      RyanE

                                                                                                      Atlanta

                                                                                                      1 review

                                                                                                      5.0

                                                                                                      1 review

                                                                                                      Dined on August 28, 2021

                                                                                                      overall5food5service5ambience5

                                                                                                      My girlfriend and I tried out The Old Jailhouse for the first time the other night. Between the great ambience, the service, and the amazing food we had an awesome time. The menu is slightly limited but don't let that steer you away, because the every item we ordered had a delicate touch that tantalized the the taste buds. We will be coming back very soon.

                                                                                                    17. HS

                                                                                                      HeleneS

                                                                                                      Orlando

                                                                                                      3 reviews

                                                                                                      4.0

                                                                                                      3 reviews

                                                                                                      Dined on August 26, 2021

                                                                                                      overall4food2service5ambience4

                                                                                                      I have been at the restaurant before, but was the first visit during the pandemic. I had the goat cheese mac and cheese with the crawfish for 27.00 $. I could not have been more disappointed with the dish. It was bland to a degree, that it seemed, they even had cooked the pasta without salt. I added salt and pepper. There could have been some green onions in there and maybe some garlic and red pepper flakes to give this dish some help. My husband had the burger and thought it was ok. Will we visiting soon again, I don't think so.

                                                                                                    18. AD

                                                                                                      AlexanderD

                                                                                                      1 review

                                                                                                      5.0

                                                                                                      1 review

                                                                                                      Dined on August 25, 2021

                                                                                                      overall5food5service5ambience5

                                                                                                      This restaurant was absolutely beautiful honestly. It's old feel, as well as the presentation of the food helped really set the mood for a special night with me and my girlfriend. I would recommend this restaurant for anyone looking for a delicious and unique night out

                                                                                                    19. MD

                                                                                                      MadaiD

                                                                                                      1 review

                                                                                                      5.0

                                                                                                      1 review

                                                                                                      Dined on August 22, 2021

                                                                                                      overall5food5service5ambience5

                                                                                                      Awesome! Loved everything! We will be back soon!!!!!

                                                                                                    20. M

                                                                                                      Mercy

                                                                                                      Orlando

                                                                                                      12 reviews

                                                                                                      4.0

                                                                                                      12 reviews

                                                                                                      Dined on August 15, 2021

                                                                                                      overall4food3service5ambience5

                                                                                                      The ambiance and service was fantastic. So were the cocktails. 2 of us had chicken n waffles, chicken was moist neither person ate it. Sausage gravy over biscuit was good though. 2 in my party had the Sammy sandwich and were very satisfied. We will definitely go back for dinner. The brunch experience will not deter us from going back.

                                                                                                    21. SF

                                                                                                      SometimesFoodie

                                                                                                      Orlando

                                                                                                      10 reviews

                                                                                                      5.0

                                                                                                      10 reviews

                                                                                                      Dined on August 14, 2021

                                                                                                      overall5food5service5ambience5

                                                                                                      This place was great!! Such an awesome experience overall! Great atmosphere, cool vibes, delicious food! Great servers too! Charlie was awesome! 👍👍

                                                                                                    22. RY

                                                                                                      RebeccaY

                                                                                                      1 review

                                                                                                      5.0

                                                                                                      1 review

                                                                                                      Dined on August 14, 2021

                                                                                                      overall5food5service5ambience5

                                                                                                      Wonderful ambiance. Food was fantastic and was served very quickly.

                                                                                                    23. D

                                                                                                      Disco

                                                                                                      Orlando

                                                                                                      1 review

                                                                                                      3.0

                                                                                                      1 review

                                                                                                      Dined on August 13, 2021

                                                                                                      overall3food3service3ambience4

                                                                                                      The chef has changed and the menu has changed. We were there early 6pm and they were out of menu items and substituting already.

                                                                                                    24. OT

                                                                                                      OpenTable Diner

                                                                                                      Orlando

                                                                                                      6 reviews

                                                                                                      4.0

                                                                                                      6 reviews

                                                                                                      Dined on August 13, 2021

                                                                                                      overall4food5service4ambience3

                                                                                                      Food was delicious! Staff was helpful and attentive.

                                                                                                    25. OT

                                                                                                      OpenTable Diner

                                                                                                      Orlando

                                                                                                      2 reviews

                                                                                                      5.0

                                                                                                      2 reviews

                                                                                                      Dined on August 12, 2021

                                                                                                      overall5food5service5ambience5

                                                                                                      Our waitress was so awesome! We had great service and the food was amazing!

                                                                                                    26. DS

                                                                                                      DeanaS

                                                                                                      1 review

                                                                                                      5.0

                                                                                                      1 review

                                                                                                      Dined on August 12, 2021

                                                                                                      overall5food4service5ambience5

                                                                                                      This is definitely a place to go for great ambience. Absolutely love how they have redone it and kept the old jail accoutrements. The menu is very small. If you have gluten or dairy allergies you might not want to down here but drinks with friends here would be awesome. We had the Cobia which was just a tad overdone but nice.

                                                                                                    27. SW

                                                                                                      ScottW

                                                                                                      Las Vegas

                                                                                                      6 reviews

                                                                                                      vip
                                                                                                      5.0

                                                                                                      6 reviews

                                                                                                      Dined on August 8, 2021

                                                                                                      overall5food5service5ambience5

                                                                                                      So impressed, first time but definitely it will not be our last. Fried chicken with collards and black eye peas phenomenal.

                                                                                                    28. OT

                                                                                                      OpenTable Diner

                                                                                                      1 review

                                                                                                      5.0

                                                                                                      1 review

                                                                                                      Dined on August 7, 2021

                                                                                                      overall5food5service5ambience5

                                                                                                      Amazing!!!!!!!

                                                                                                    29. KR

                                                                                                      KRus

                                                                                                      Orlando

                                                                                                      1 review

                                                                                                      vip
                                                                                                      3.0

                                                                                                      1 review

                                                                                                      Dined on August 7, 2021

                                                                                                      overall3food5service2ambience3

                                                                                                      Dripping ceiling on our table & did not move to new spot.

                                                                                                    30. M

                                                                                                      Mich46

                                                                                                      1 review

                                                                                                      5.0

                                                                                                      1 review

                                                                                                      Dined on August 7, 2021

                                                                                                      overall5food4service4ambience4

                                                                                                      Everything was good, but the fish did taste a bit “fishy .” Won’t order a unique fish next time. Appetizers were amazing though! Cheesecake was nothing special.

                                                                                                    31. KM

                                                                                                      KellyM

                                                                                                      Jacksonville

                                                                                                      2 reviews

                                                                                                      4.0

                                                                                                      2 reviews

                                                                                                      Dined on August 6, 2021

                                                                                                      overall4food3service5ambience5

                                                                                                      It was my first time at The Jail House. It was very beautiful and the staff was friendly and gave great service. The menu was too small and I found it overpriced.

                                                                                                    32. OT

                                                                                                      OpenTable Diner

                                                                                                      1 review

                                                                                                      3.0

                                                                                                      1 review

                                                                                                      Dined on August 6, 2021

                                                                                                      overall3food2service5ambience5

                                                                                                      The food was just ok. Not the perfect temperatures, nothing fantastic, just okay. Service was pretty good.

                                                                                                    33. OT

                                                                                                      OpenTable Diner

                                                                                                      Orlando

                                                                                                      8 reviews

                                                                                                      5.0

                                                                                                      8 reviews

                                                                                                      Dined on August 6, 2021

                                                                                                      overall5food5service5ambience5

                                                                                                      Had a fantastic meal here yet again. The food is always top quality and I love the fact that it’s seasonal and the menu is constantly changing. The service was amazing as well. One of our favorite restaurants!

                                                                                                    34. OT

                                                                                                      OpenTable Diner

                                                                                                      Orlando

                                                                                                      10 reviews

                                                                                                      vip
                                                                                                      5.0

                                                                                                      10 reviews

                                                                                                      Dined on August 4, 2021

                                                                                                      overall5food5service5ambience5

                                                                                                      What a neat place and Sanford has this as a hidden jewel! The craft cocktails are great and the food is delicious! Highly recommend coming here for a great meal.

                                                                                                    35. h

                                                                                                      herbertw

                                                                                                      1 review

                                                                                                      5.0

                                                                                                      1 review

                                                                                                      Dined on August 1, 2021

                                                                                                      overall5food5service5ambience5

                                                                                                      The hostess was awesome definitely will be backsoon

                                                                                                    36. OT

                                                                                                      OpenTable Diner

                                                                                                      Nashville

                                                                                                      9 reviews

                                                                                                      5.0

                                                                                                      9 reviews

                                                                                                      Dined on August 1, 2021

                                                                                                      overall5food5service5ambience5

                                                                                                      Our first visit here and it was great! Even getting busy soon after opening, we still had great service and an attentive waiter! Great food in a historic and unique atmosphere! We’ll definitely return!!

                                                                                                    37. OT

                                                                                                      OpenTable Diner

                                                                                                      1 review

                                                                                                      5.0

                                                                                                      1 review

                                                                                                      Dined on August 1, 2021

                                                                                                      overall5food4service5ambience5

                                                                                                      Such a great place to grab a bite & drinks with friends! The service & food are always fantastic!

                                                                                                    38. OT

                                                                                                      OpenTable Diner

                                                                                                      Jacksonville

                                                                                                      3 reviews

                                                                                                      4.0

                                                                                                      3 reviews

                                                                                                      Dined on July 31, 2021

                                                                                                      overall4food4service4ambience5

                                                                                                      Service was good and the restaurant setting is unique.

                                                                                                    39. OT

                                                                                                      OpenTable Diner

                                                                                                      Orlando

                                                                                                      2 reviews

                                                                                                      4.0

                                                                                                      2 reviews

                                                                                                      Dined on July 31, 2021

                                                                                                      overall4food5service5ambience3

                                                                                                      Food and drinks were amazing! Perfectly balanced cocktails. Portion sizes were enough to satiate without feeling stuffed.

                                                                                                    40. DG

                                                                                                      DennisG

                                                                                                      Orlando

                                                                                                      16 reviews

                                                                                                      vip
                                                                                                      5.0

                                                                                                      16 reviews

                                                                                                      Dined on July 30, 2021

                                                                                                      overall5food5service5ambience5

                                                                                                      Great food and great service. Old Fashions were da bomb.

                                                                                                    FAQs

                                                                                                    The Old Jailhouse is rated 4.5 stars by 44 OpenTable diners

                                                                                                    Yes, you can generally book this restaurant by choosing the date, time and party size on OpenTable. Due to local restrictions, this restaurant may not be accepting reservations at the moment.

                                                                                                    Make a reservation

                                                                                                    2 people

                                                                                                    September 2021
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                                                                                                    11:00 PM


                                                                                                    Booked 7 times today
                                                                                                    Google Map for The Old Jailhouse

                                                                                                    113 S Palmetto Ave Sanford, FL 32771-1331

                                                                                                    • Neighborhood

                                                                                                      Sanford

                                                                                                    • Hours of operation

                                                                                                      null

                                                                                                    • Cuisines

                                                                                                      American

                                                                                                    • Dining style

                                                                                                      Casual Dining

                                                                                                    • Dress code

                                                                                                      Business Casual

                                                                                                    • Entertainment

                                                                                                      null

                                                                                                    • Phone number

                                                                                                      (407) 548-6964

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