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Welcome to Josie's Pizza & Wings-Windermere

Josie's Pizza & Wings in Windermere is a cherished gem, known for its warm, family-owned atmosphere and dedication to quality. Located at 5855 Winter Garden Vineland Rd, this establishment excels in offering fresh, delicious food, with standout items like their honey hot wings and loaded pizzas. Customers rave about the attentive service, describing staff interactions as friendly and accommodating. Josie's has become a go-to spot for both dining in and takeout, where families create lasting memories over amazing meals. Their house beer on draft adds to the unique experience, making every visit feel special. A true local favorite!

Josie's Pizza & Wings-Windermere: Reviews & Ratings

Motherhood & Faith
Motherhood & Faith

This place is great. We ordered for the first time and my husband accidentally ordered from the wrong location. They were super understanding and accommodating. The food was fresh and delicious! We learned that it’s family owned, and will now be ordering from here as opposed to the big corporations. Love supporting a hardworking establishment!

Angelica Uscinski
Angelica Uscinski

Ordered out and sent it to the wrong location. When I arrived, they were so nice and understanding and made my order with no hesitation. The food was fresh and so good! It’s our pizza place!

Lounge Lizard
Lounge Lizard

Josie’s has the BEST wings and pizza in Florida (in my humble opinion). The honey hot wing sauce is awesome. The pizza is always hot, fresh and loaded with quality ingredients. My husband, friends, and I love dining at this location. Not a typical thing to say about a pizza place, but this isn’t a typical pizza place! There’s a house beer on draft that’s really fantastic! And the staff is top notch. It’s always great to see Lacey, she’s super knowledgeable and attentive. Six stars from these regulars!

Different
Different

Let me tell you Josie’s is a family favorite of mine we have come here since they opened this location it’s been years of amazing pizza’s and in my personal opinion”THE BEST WINGS” I want to say a special thank you for always being a place my family and I can share a meal together!

Peggy Serek
Peggy Serek

Highly recommend. Great service, food was delicious. Had a sub, pizza. Cinnamon sticks were amazing and light.

Nicky P
Nicky P

I ordered take-out. The food was prepared exactly to my specifications. It was ready on time. The server was friendly and engaging. If you are looking for thin crust, NY style pizza, this is your place! I just tried this last week and I'm back for round two! The fried ravioli and the mozzarella sticks were light and fried to perfection. The lunch specials are extremely economical and delicious.

Susana Negueruela
Susana Negueruela

Food is always consistently delicious! Great customer service. They’ll call you promptly if there’s an item you’ve ordered they don’t have to offer a replacement. We always have a great experience ordering Josie’s delivery.

Loren T Weisman (Messaging Strategist)
Loren T Weisman (Messaging Strategist)

The metro turkey sub was a cool surprise. Recommended by the server, it was a cool combination of turkey, cranberries, apples, bleu cheese, a tomato mayo and cheese. Turkey, sliced green apples, crumbled bleu cheese, dried cranberries, lettuce, sun-dried tomato mayo and cheese. Never had this combination on a sub before and really enjoyed it. Will get it again.

Location

If you're on the hunt for a delightful pizza experience in Windermere, look no further than Josie's Pizza & Wings-Windermere. Nestled at 5855 Winter Garden Vineland Rd, Suite #150, this family-owned gem proudly serves up fresh, quality ingredients and a heartfelt dedication to delightful dining.

Customers rave about their first-time visits, often discovering a warm atmosphere and accommodating staff who go above and beyond. One reviewer, who made an ordering mistake, found the team at Josie's to be understanding and gracious, emphasizing the personal touch that a family-run restaurant brings to the table. This kind of attentive service is a recurring theme, as evident in reviews highlighting the staff's knowledge and friendly demeanor, with mentions of a standout employee, Lacey.

What draws people back time and again is the food itself. Josie's wings are frequently mentioned as “the best” in Florida, particularly their honey hot wing sauce, which perfectly balances sweetness and a pleasant kick. The pizza is consistently praised for being not only fresh and hot but also generously topped with quality ingredients. Whether it’s a classic pepperoni or a creative specialty, each slice tells a story of passion and culinary skill.

But it’s not just pizza and wings that keep patrons coming back; the menu also includes delicious subs and unique sweets, like their highly recommended cinnamon sticks. Pair your meal with their house beer on draft for a complete dining experience. The atmosphere is relaxed yet vibrant, creating a perfect backdrop for family gatherings or a night out with friends.

Times may change, but the essence of good food and community remains timeless at Josie's Pizza & Wings. With so many glowing testimonials, it is clear that this establishment is not just another pizza place; it's become a cherished part of many families' lives in Windermere.

So, whether you're a local or visiting, make your way to Josie's Pizza & Wings-Windermere—where every meal is an invitation to share in a tradition of exceptional flavor and heartfelt service.