About Us

Here at Breakwater Dental, we’re pleased to provide no-stress dentistry to patients in the South Portland, Maine, area.  From routine check-ups and teeth cleanings to cosmetic dentistry to emergency dental care, we are here for all of your dental needs.

We work hard to meet your needs, so you can expect:

  • A variety of dental services right here in our office for your comfort and convenience
  • A caring and compassionate team who takes the time to get to know you and your specific dental needs and concerns
  • Dental services for the whole family
  • Simple billing and payment option

Dr. Shilo Annis, Owner

Dr. Shilo Annis, DDS

Dr. Shilo Annis is a Maine native and has forged a non-traditional path to become a dentist. After matriculating Windham High School, Dr. Annis enlisted in the Army where he was stationed for several years in South America. Shilo then went on to become an Apache Helicopter Pilot in the Army for several years. After Shilo left the Army, he then went on to become a federal agent flying for Customs and Border Protection in San Diego.


While Shilo will always treasure his time flying, he then turned his attention to serving the people in his home state of Maine. He focused on completing his studies at the University of Southern Maine and then attended the University of New England College of Dental Medicine, graduating in the inaugural class. Dr. Annis is a devoted dentist and wants to maintain general practices in which he can serve the local people and their dental concerns. While not at work, Shilo loves any and all activities that allow him to spend time with his wife and two daughters. “Yes, I enjoy making beautiful smiles. Moreover, I really enjoy helping someone that is anxious at the dentist become more relaxed and providing solutions for their concerns.”

Dr. Constantine Vlassopoulos

Dr. Vlassopoulos completed his BA in Biology at New York University in May 1988 summa cum laude. He then attended the College of Dental Medicine at Columbia University. He graduated from Columbia University in May of 1992, with departmental Honors in Periodontology (Hannah J. Appel Periodontics Award).

In July 1993 he completed a General Practice Residency, with a focus in Oral Surgery and Pediatric Dentistry at the Montefiore Medical Center of the Albert Einstein College of Medicine.

In July 1994 he completed a Fellowship in Advanced Education in General Dentistry with a focus on Prosthetic Dentistry and Cosmetic Dentistry at Columbia-Presbyterian Hospital of Columbia University.

Dr. Vlassopoulos has been practicing dentistry in Athens, Greece, since September 1994 and returned to practice in the United States, specifically in Maine in November 2016.

Dr. Vlassopoulos, a skilled and compassionate dentist, offers complete dental care for children and adults. He treats children as young as three years old and adults well in their nineties. All his patients appreciate his gentle and empathetic demeanor— especially those who may be apprehensive about dental care. Dr. Vlassopoulos and his team are passionate about providing patients with cutting-edge dental services and bringing skill, experience, expertise, and commitment to all their work. From subtle changes to major repairs, they can perform a variety of procedures to restore and enhance your smile. 

Brittany Casamassa – Office Manager

Britanny Casamassa, Office Manager at Breakwater Dental

Brittany is the office manager here at Breakwater Dental and is a member of the American Association of Dental Office Management. Previous to becoming our Office Manager, she worked in the medical field as an administrator for many years.  In addition to her professional experience, she is known for the friendly and approachable nature she takes with patients and the staff. Brittany is a firm believer in building strong relationships with the patients through helping them achieve their dental needs.


Brittany grew up in Biddeford and graduated from Biddeford High School. From there she attended Husson College in Bangor and continued her education in business management at York County Community College. She now lives in Saco with her Husband Tyler and two children Brady and Logan. They share their home with their rescue Lab Katie.

Kelsi – Dental Assistant

Kelsi, Breakwater Dental Assistant

Kelsi is a dedicated Certified Dental Assistant who brings her passion for dental care and love for others to her work everyday. With her caring approach and attention to detail, she ensures that patients receive excellent dental care and a comfortable and compassionate environment. Outside the dental office, Kelsi, her husband, and daughter find solace in hiking and exploring nature’s wonders in Maine. 

As a CDA, Kelsi constantly strives to expand her knowledge and skills in the field of dentistry. She is trained and up to date on dental technology and techniques to provide the best care possible to all her patients. 

Erica – Dental Hygienist

Erica, Breakwater Dental Hygienist

Erica is a companionate hygienist who graduated from the University of New England. Erica prioritizes engaging with her patients on a personal level, taking the time to listen to their stories and building genuine connections with them. By actively listening to her patients’ stories, she not only establishes a strong rapport but also gains insight into their unique oral health needs, concerns, and future goals. Erica provides tailored dental care to fit each individual patient. 

Beyond her passion for oral health, you will find Erica at the movies, soaking up the sun, or visiting her family camp. Erica’s ability to connect with others through genuine conversation and her passion for oral health makes her a trusted and beloved dental hygienist within the community. 

Krystal – Dental Hygienist

Krystal, Dental Hygienist at Breakwater Dental

Krystal has been a Hygienist for many years and loves it. She is warm and caring and is always her happiest when she has the opportunity to educate her patients on the importance of maintaining good oral health as a part of their overall health. She has a gentle touch and strives to make every visit to our practice relaxing and enjoyable. Krystal and her husband enjoy golfing, traveling, and spending time with their grown children, beautiful granddaughter, and their sweet Spanish Water dog, named Porter.

Book An Appointment Today

We’re currently accepting new patients. We’d love the opportunity to welcome you to the Breakwater Dental practice. Contact our office to schedule your next dental appointment.