About Us – Premier Sotheby's Holland & Rightmyer

About Us

Outstanding service, seasoned sales experience, detailed real estate market knowledge, a commitment to their customers and an exceptional code of ethics has helped Judy Holland and Caryn Rightmyer become two of the most successful real estate agents in St Petersburg. They are delighted to be a part of Premier Sotheby's International Realty.

The Numbers Say It All:

  • Holland & Rightmyer - over $125 million in combined sales since 2014
  • Top 1% of Realtors in Pinellas County
Judy Holland

Judy Holland is a fourth generation resident of St. Petersburg whose family ties run deep within the community. She earned her Broker’s License in 2018, is a Certified Luxury Home marketing Specialist (CLHMS), a Certified Negotiation Expert (CNE) and Million Dollar Guild member whose passion is to serve her community by providing exceptional real estate services to all of her customers. Judy graduated from Florida State University with a B.S. in Chemistry in 1983 and began with a career in pharmaceutical sales. She is married to Troy and has two adult children. Judy has volunteered extensively in the St. Petersburg community for the last 40 years. She currently serves as a volunteer at the St. Petersburg Free Clinic and is on the Property Committee. Judy is also a member of the Stuart Society at the Museum of Fine Arts, a member of the Infinity league to Aid Abused Adults and Children, serves as Treasurer of the Christmas Belles Committee that supports the Christmas Toy Shop, is a Past Chairman of PARC and was honored to be elected to the Queen of Hearts Court in 2015, a charity that recognizes outstanding service in the community.

Caryn Rightmyer
A Certified Luxury Home Marketing Specialist (CLHMS), Certified Negotiation Expert (CNE), and Million Dollar Guild member, Caryn takes pride in providing exceptional service using her experience of buying, selling and renovating real estate in the Tampa Bay area. A resident of St. Petersburg for over 35 years, Caryn initially enjoyed a successful career in pharmaceutical sales after graduating from Florida State University with a Bachelors degree in Marketing. She continued her career in sales as the Assistant Director of Admissions for Shorecrest Preparatory School for ten years. Caryn lives in the Old Northeast neighborhood with her husband, Lee, and has two sons. She is President of the Alumni of the Junior League of St. Petersburg, and a member of the All Children’s Guild, and the Museum of Fine Art’s Stuart Society.
Dawn Hulett
Having lived in Florida most of her life, Dawn Hulett is an Accredited Buyers Representative and Certified Probate Expert with 31 years of impressive sales experience and negotiation expertise. A graduate of Florida State University, Dawn is well respected as a seasoned sales professional, where she worked for premier companies such as Nike Golf and Callaway Golf. Dawn held positions including Director of Sales, where she managed 17 independent sales territories with $15 million in total sales volume and Vice President of Sales where she oversaw 31 sales representatives and grew sales from $8 million to $12 million in just 11 months. Dawn brings her exceptional analytical attention to detail and follow-through to all of her customers. She is an active member of Kiwanis and is well connected in the St Petersburg community through her work with the SPCA Tampa Bay and Mainsail Arts Festival.
Kim Vulpis
Administrative Coordinator
Kim was born in Hickory, North Carolina and attended East Carolina University. She graduated with a B.S.B.A in Marketing in 1989 and was a cheerleader for the university. Kim concentrated her career in the financial lending arena and worked with Chase Manhattan Mortgage as a account manager in Boca Raton, Florida. In 2004 Kim obtained her mortgage broker license and opened her own brokerage. She currently has her real estate license and is the transaction coordinator for Holland and Rightmyer. Kim has two daughters and volunteers at their school and dance studio, West Florida Dance Center.
Diana Whittle
Director of Marketing
Diana has lived in St Petersburg for 25 years and is the Founder of DW Communications. Previously the Director of Marketing and Communications for Shorecrest Preparatory School, Diana specializes in advertising, social media, target marketing, public relations and strategizing unique branding for clients. A native of Pennsylvania, Diana graduated cum laude with a B.A. from Pennsylvania State University, University Park’s Honor Program. After graduation, she worked as a writer and editor for TV Guide Magazine before moving to Florida. Diana enjoys volunteering and serves as Communications Vice President for the Museum of Fine Arts’ Stuart Society, a Sustainer of Junior League St Petersburg, and former Vice President of Board of Directors of Morean Arts Center.

Customer Seals of Approval

"Caryn Rightmyer devoted countless hours to each phase of the sale process of my parents' home, from preparation to closing. As problems came up, she was diligent and patient to resolve them. We are grateful for how she attended to our needs with care, concern, and competency. I highly recommend that you consider her for your realty needs." - Dr S Webb
I have worked with Judy Holland on three different transactions in the last three years. Judy was with us each step of the way whether buying our new "forever" home or selling our home of over twenty years. All transactions occurred without a hitch. I gladly recommend Judy to friends and family.” – K. McKeage

“Caryn has sold two different properties for me very quickly, and has the utmost of professionalism. She truly knows the market and how to gauge changing trends.” – J. Estren
“Realtor Judy Holland was simply terrific. What we liked best was the fast responsiveness — all of our calls and texts were returned quickly, and we received prompt information on any showings or Open Houses. Judy and her colleagues provided strong price guidance and “held our hands” through the whole process. Much of it was mysterious to us, so this knowledge and professionalism proved to be vital.” - A&B Corty
"From the first conversation to discuss the listing, to the final signature on closing, Caryn and Judy were outstanding to work with. We had somewhat of a complicated situation, and they made it a seamless experience for us. Caryn managed every aspect of getting our house "market-ready" and the team was an enormous help in ensuring the house was secure, cared for, and well-maintained in our absence. They treated our sale as they would have treated the sale of their own homes. Regular, detailed updates, thoughtful discussions, and their reliability in tracking down needed cleaners and repair-staff are only a few examples of the support they provided. We cannot say enough to highly recommend this team, and we wouldn't list with anyone else." -D. MacLaren
"My experience with Judy Holland and Caryn Rightmyer selling my home on Pass-a-Grille was outstanding! Judy and Caryn were always professional and prepared. They are extremely knowledgable, detail oriented, and real problem solvers. They were always quick to respond to my needs and were there for me every step of the way!!" - K. Galaher
"I had an ideal experience with Caryn in buying my first property! She worked so incredibly hard for me, and it was very reassuring as a first-time buyer to have someone who had my best interest at heart on my team. Caryn is a phenomenal realtor and I highly recommend her!"- K. Lawner
"We were very pleased with our experience working with Judy Holland. She is an incredibly knowledgeable and professional realtor. Throughout all of our dealings with Judy she responded quickly and communicated well. When and issue arose with our closing, Judy went above and beyond to make sure the deal went through. You cannot go wrong using her as your realtor, whether you are buying or selling a home." --E. Eichenbaum
Read more nice notes about us on Zillow.com