Private Basketball Training Sessions & Coaches in Winchester, MA
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About AllyI bring a disciplined yet spirited approach to basketball, with 5 years experience as a collegiate player and All-American, and 2 years teaching players to refine fundamentals, court IQ and competitive resilience. I focus on tailored development, tactics and positive, goal-driven sessions that make progress clear and enjoyable.Go to profile99OutstandingTop rated
Ally L.From $150 per lesson
What's the Happy Student Score?Coaches get a 0–100 score reflecting their reliability, responsiveness and customer satisfaction.
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“• Always brings great energy and motivation to every session • Pushes you to improve while keeping training positive • Helped me get stronger, faster, and more confident • Creates workouts that are challenging and effective • Truly cares about helping people reach their goals • Professional, knowledgeable, and easy to work with • Training sessions are intense but enjoyable • I’ve seen real results since starting training”Jeffrey H., student · shared by Aamyr

About AamyrHello! My name is Aamyr Sullivan, and I’m a rising junior at Regis College and a 2x team captain and the starting point guard. Last year stats include: 12ppg, 4apg, 4rpg. Alongside my collegiate basketball career, I recently launched my own basketball training business focused on player development both on and off the court.
Building more than athletes — developing confidence, discipline, leadership, and basketball IQ.
Personal basketball skills trainer based in Weston, MA.Go to profile98OutstandingTop rated
Aamyr S.From $50 per lesson
What's the Happy Student Score?Coaches get a 0–100 score reflecting their reliability, responsiveness and customer satisfaction.
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“Coach Ray was absolutely phenomenal for my 14-year-old daughter. Your skills and confidence have grown. Coach rays, energy and positive instructions have made a noticeable difference!! highly recommend”Robyn, parent

About RaymontHey - I'm a 26-year old basketball virtuoso, bringing over two decades of court-honed expertise. I help transform players at any skill level. With a natural gift for the game and a ability to connect, I craft dynamic, personalized coaching sessions. We work on sharpening skills, igniting confidence, and unlocking peak potential.
My passion and community-driven approach is rooted in years of mentoring. I create engaging, high-energy experiences that inspire growth both on and off the court!
Whether you're a beginner or a seasoned player, I'll tailored a strategy and teaching style to empower you to dominate the game and elevate your mindset.
Let's connect.Go to profile94GreatTop rated
Raymont M.From $40 per lesson
What's the Happy Student Score?Coaches get a 0–100 score reflecting their reliability, responsiveness and customer satisfaction.
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“Coach Carlos helped me realize how much fun learning Basketball is”sebby O., student · shared by Carlos

About CarlosWith four decades dedicated to basketball, I empower players to excel. My approach blends time-tested techniques with personalized strategies for all skill levels. I foster growth, discipline, and a genuine love for the game.Go to profileCarlos R.From $70 per lesson
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“This was more than a lesson. My son has been playing street basketball for years and with his instructor’s support he has become more accurate and a better defender. If you want to support your kid and get better at a skill I recommend this amazing coach.”Adam A., parent · shared by Sandro

About SandroWith 13 years dedicated to basketball, I posses both skill development and a love for the game. My coaching focuses on fundamentals and strategic thinking. I strive to unlock each player's full potential in a supportive, yet challenging environment, aiming to make every player the best versions of themselves.Go to profileSandro B.From $80 per lesson
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About DarrylI bring the precision of a strategist and the enthusiasm of a teammate to every basketball session. With over 40 years teaching, I refine fundamentals, tactics, and confidence through structured drills, targeted feedback, and a supportive yet demanding approach for players at every level.Go to profileDarryl H.From $105 per lesson
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“Was impressed on the knowledge of the type is training needed. Gave great encouragement throughout the training sessions.”Alejandro, student
About RonnieHello everyone, my name is Ronnie Gray, I am a current Professional Basketball Player from Boston, MA. While I’m back home for the summer, I am looking to help players develop their game ! If you live in the Boston area, come train with me! Let’s take your knowledge of the game and skills to the next height!Go to profileFlexible
Ronnie G.From $65 per lesson



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