Combining a personal touch with technical savvy, Cheryl Loeffler is known for being a skilled professional who delivers consistent results for her clients. As one of the most highly regarded and successful agents in Sarasota, Cheryl has been selling luxury real estate for more than 20 years, and specializes in exceptional waterfront properties.

A consistent multi-million dollar producer throughout her career, Cheryl has achieved more than three quarters of a billion dollars in sales since 1986 and is dedicated to helping her clients find their own piece of paradise. Providing exceptional client service is one of her top priorities and as such, Cheryl has built a loyal clientele. With her background in marketing and finance, she offers her clients extensive industry knowledge, as well as unsurpassed local real estate expertise.

Regularly working with both residential and commercial clients, Cheryl is often involved with a project from its inception and enjoys
planning the marketing and sales effort. She is also known for her
strategic planning and strong negotiating skills. Cheryl developed these skills after working for several years in the education and technology sectors as the Assistant Provost in charge of strategic planning for the University of Tulsa and as a Senior Systems Analyst for Williams Telecom.

Prior to joining SKY Sotheby’s International Realty, Cheryl worked for prominent real estate companies in Sarasota such as Prudential Palms Realty. During her time there, she achieved many accolades. Most notably, she was named the number one Prudential agent in Southwest Florida in 2005, ranked in the top one percent of Prudential sales professionals worldwide, and was listed in the Top 100 Prudential agents in the country out of 60,000.

In addition to her professional experience, Cheryl has been a Sarasota Board of Realtors Mega Super Star for the last 20 years and frequently speaks at financial and real estate conferences across the country. Cheryl holds an MBA with a specialization in Management Information Systems from the University of Tulsa and also has her GRI designation, is a Certified Fine Homes Specialist, Custom Client Specialist and e-Certified Agent. Regularly involved in the community, Cheryl is a director of Insignia Bank and is an active board member of the Asolo Theatre Company and the Ringling School of Art and Design. She also sponsors a number of non-profit arts organizations, including the Sarasota Film Festival and the Sarasota County Arts Council, to name a few.

Back to Top

The SKY Sotheby’s Difference Local Luxury, Global Connections

Like the genesis of so many successful businesses, SKY Sotheby’s International Realty began with a vision. The vision was simple: to fulfill a need within the luxury real estate marketplace. World-class properties and clients simply deserve a world-class real estate firm to represent them.

In 2001 SKY Sotheby’s co-owners Brandyn Herbold and Chad Roffers were both top-producing agents for Michael Saunders & Co. They shared a passion for selling luxury real estate, consistently finishing in the top 10% in sales among all realtors in the Sarasota market. During their time with Michael Saunders & Co., they developed a keen methodology for selling and marketing unique properties. But most importantly, Chad and Brandyn gained invaluable experience working in the field as agents – experience that has shaped their current leadership style.

In 2002, Brandyn left Michael Saunders & Co. to start her own agency, Brandyn & Co. The company proceeded to close over $25 million in sales and new construction in its first year.

As they continued to thrive within the Sarasota real estate market, Brandyn and Chad started to sense, and ultimately identify, a void in luxury real estate marketplace. With his corporate background and high level of expertise in business strategy and development, Chad saw that the luxury homebuyer population was changing. And with that change, there came an expectation for a higher degree of professionalism and marketing expertise within the trade.

As Brandyn & Co. was thriving, Brandyn and Chad remained friends and colleagues. They soon became determined to fill the void in the luxury real estate market, and decided to combine collective energies to create a company that would address those needs.

After conducting a series of comprehensive customer focus groups, the result was an innovative, highly personalized approach to luxury real estate – SKY Real Estate. The firm was launched in 2004 with a dedicated staff of two associates, an office manager and a sleek, new look.

A trend started happening within the company – goals were set and habitually exceeded. Prospective listing clientele started to consistently choose SKY over some of the area’s top agencies. Clients were benefiting from SKY’s fresh approach and were experiencing something they never knew was possible – that buying and selling real estate can actually be fun.

It was time for SKY to go global. Enter Sotheby’s International Real Estate. In 2005, SKY earned the rights to do business as Sotheby’s International Real Estate, changing their name to SKY Sotheby’s International Realty.

Seemingly overnight, Brandyn and Chad guided SKY from being a successful local firm, predicated on a solid set of values, to a turbo-charged, globally minded powerhouse. Now, backed by a renowned brand with a storied tradition, SKY Sotheby’s enjoys access to worldwide marketing opportunities and membership to the most powerful brokerage network in the world with over 300 locations. Through their relationship with Sotheby’s, every SKY property is ensured the highest visibility to the most qualified buyers in the world.

Every client, regardless of price point, receives a consistent level of service and commitment. Agents develop a customized local, national and international marketing program for every home they market. This is coupled with a clear and concise sales and service plan, bolstered by weekly meetings throughout the experience.

Today, SKY Sotheby’s has the highest average agent productivity in the marketplace – proof that the SKY Sotheby’s difference is real. Many of their agents doubled and tripled their business upon joining the SKY Sotheby’s team. Every SKY Sotheby’s agent adheres to the highest standards ever established for service levels and overall productivity. In exchange for this commitment to excellence, SKY Sotheby’s offers equity ownership to the entire organization. This allows the firm to attract and retain the best and brightest in the real estate industry.

As for the future of SKY Sotheby’s International Realty, Brandyn and Chad are committed to achieving $1 billion in sales in the next five years, with no more than 50 associates.

The vision – to set the ultimate standard of excellence within the luxury real estate market. The name – SKY Sotheby’s International Realty.