Reviews

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  • Pablo Catanzaro
    Sep 2025

    Caleb took the time to really understand exactly what I wanted, which I really appreciated. I’m super meticulous with my hair, and he absolutely nailed it. Clean cut, great attention to detail, and an overall chill experience. Highly recommend to anyone looking for a specific cut!

  • Scott Feltman
    Sep 2023

    Go to Caleb for a great haircut! He takes the time to know what you want, he’s confident, skilled, and he’s a really nice guy too!Service: Haircut

  • Conrad Nevins
    May 2023

    One of the best I know. Very personable and talented.

  • Keith Fernandes
    Apr 2023

    I was referred to Caleb by my previous barber 1 year ago and have been impressed with his skill, expertise and professionalism ever since. He has since become my go to for any haircuts and beard trims I need, as he has handled everything from skin fades, shaves, and properly blending in and shaping up longer hair styles for men with the poise and professionalism I would expect from barbers charging nearly double.Services: Scissor cut

  • Cameron James
    Apr 2022

    Sat down in his chair, a man. Stood up, a God.Services: Scissor cut

  • Nicholas J.
    Apr 2022

    Straight fire! Caleb made sure I got the exact cut I wanted and needed. Will definitely be coming backServices: Long haircut

  • matthew cavanaugh
    Apr 2022

    The quality of the cut and customer service was fantastic. 100% recommended!

  • Andres Matt
    Apr 2022

    Caleb is the BEST. Not only his he only 22 but he takes his time to make sure you got the best cut. Gave me the best skin fade I’ve had in years and I’m from Miami. If you’re looking for a real genuine barber who puts the time and effort into his craft this man might just be the best in Florida. Excited to see the places this dude goes, and even more hyped for my next cut. 10/10, would recommend to anyone!Services: Shave

  • Daniel Rodriguez
    Apr 2022

    Laid back atmosphere. Went in for a mid fade and Caleb did a better job than I imagined, would definitely recommend

  • Cameron Graham
    Apr 2022

    Only a man with this name could provide such a service.Service: Haircut

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Caleb Cameron Cuts, At West & Kennedy Barbershop

543 W New England Ave, Winter Park

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Hours

Monday: 9AM - 6PMTuesday: 9AM - 6PMWednesday: 9AM - 6PMThursday: 9AM - 6PMFriday: 9AM - 6PMSaturday: ClosedSunday: Closed