Private Lessons & Coaches in Chestnut Hill, MA

I grew up in Greece in a family of tennis coaches and competed across Europe for WTA/ITF tournaments before playing #1 singles and doubles in college tennis. I make every lesson personalized, high-energy, and a lot of fun, while helping you improve your technique, confidence, and overall game. Whether you’re a beginner or an experienced player, I’ll tailor every session to your goals.

As a former tennis player turned passionate Pickleball enthusiast, I've transitioned my skills, technique, and strategy into the world of Pickleball. I play nearly every day and have dedicated extensive time to mastering the game. In addition to my racket sports background, I have experience teaching and coaching wrestling at the collegiate level. Now, my goal is to foster the growth of Pickleball and help individuals or groups enhance their skills, whether for casual play or competitive purposes. Looking forward to raising your game and having a blast on the court!

"Jon was great, skilled and knowledgeable. I really appreciate his calm mannerism. 

Hello, I am Coach Jonathan from Boston MA. I am 38 and grew up in Newton Massachusetts. I went to Newton South high school. Where I played for two years. I have been around the game my whole life I have coached for several years youth basketball. Can work with all age groups and will focus on the level my athletes want to play and perform on. I am currently doing my masters in sports coaching and management and looking forward to bringing basketball into the life of my athletes.

Over the past 15 years, my focus has been on coaching functional fitness to improve balance, strength, and coordination for clients of various ages including those aged 55+ and older. I have practiced resistance training to develop muscular strength without the use of excessively heavy loads. Lenny has successfully addressed injuries through functional therapy, thus avoiding the need for drugs and surgery. He is also an active endurance athlete, with 29 years of competitive experience.

"After working with Lenny for the past six months, I can see a real difference in my overall fitness. Balance, posture and endurance all improved. Lenny has been especially helpful in identifying my specific needs. He helped me learn to breathe properly during exercise which has made a big difference for me. When I hurt my ankle, Lenny showed me exercises that reduced pain and healed quicker. When I had pain in my knee he showed me exercises that take pressure

I have been coaching high school varsity baseball for 21 years. In Massachusetts, I was the head coach at St. Sebastian’s for 7 years, the assistant coach at Worcester Academy for 2 years, a head coach for the Boston Prospects, and I currently coach the Roxbury Prep team. I have coached draft picks and many Division 1 players. I am also a teacher and a soccer and hockey coach, so I believe in teaching the game and I believe in athletes. I can help you get better and to the next level.

I’ve been playing tennis for 17 years, including time on the professional circuit. My goal is to help players of all levels improve and enjoy the game. I focus on each player individually, tailoring every session to their needs while also sharing the valuable insights and on-court lessons that helped me compete at a high level. These are the kinds of details you won’t find in online tutorials or generic coaching. Highlights: ITF Junior Ranking: #145 in the world #1 Junior in Asia NCAA Division I player CAA Rookie of the Year 4× Conference Champion and 4× NCAA Tournament Player ITA National Rankings: #112 Singles, #69 Doubles Wins over UTR 13.3+ and Top 300 ATP players Current UTR: 12.3

"At one point, I really needed to work on my overall fitness—not just my tennis—and Bek found a way to combine both seamlessly. Our sessions included conditioning, footwork, and strength work while still staying focused on improving my game. It was the perfect balance, and it helped me get stronger both physically and mentally on the court.

Hi! I'm Will, a private tennis instructor based in the Boston area. I've played competitive tennis for over 20 years, and have been coaching for the past 12, including at The Gasparilla Inn (FL) and The Westmoor Club (MA). After playing college tennis, I turned my passion for the sport into coaching. I work with players of all ages and skill levels, helping them build confidence, improve their game, and enjoy tennis. I look forward to working with you!

I still hold my high school's all-time scoring record (boys or girls) with 1,545 career points, and was recruited by multiple D1 programs before committing to Wellesley College, where I averaged 38 minutes, 15 points, and 6 rebounds per game. I later coached a JV girls basketball team for two seasons, turning an 0–20 program into a 12-8 team. With years of private lessons and camps under my belt, every session I run is tailored to the player's goals: serious work, real results, all ages/levels!

"My 10 year old daughter was a complete beginner at basketball, and Becca helped her build the fundamentals she needed to make her middle school team. Highly recommend her!

I bring a practiced eye and engaging enthusiasm to lacrosse coaching, shaping fundamentals into fluid, strategic play. With several years of teaching experience, I emphasize technical precision, tactical awareness, and clear communication to build confident, resilient athletes. I recently graduated from the University of Virginia where I played Short Stick Defensive Midfield

Hello! ¡Hola! My name is Ingrid and I am a native Spanish speaker and professional educator with years of experience teaching students of all ages, from kindergarten to adults. My goal is to make learning Spanish an exciting, dynamic, and natural journey. I bring the language to life through cultural activities, engaging conversations, and tailored lessons that adapt to your unique pace and learning style. Let’s work together to build your confidence and fluency in Spanish!