Cassandra Rosen

Cassandra Rosen is a Portfolio Advisor and Certified Resort & Second Home Property Specialist (RSPS) with Engel & Völkers in Central Florida, helping clients use vacation homes and short-term rentals as part of a bigger wealth plan.

Her career started on the trading floor at Morgan Stanley and continued through private equity, where she learned how money moves and how capital decisions get made. She then spent 17 years running a national brand agency, creating sales and marketing strategies for companies like Whole Foods, Ritz-Carlton, Total Wine, and Diageo.

That mix is rare in real estate. Cassandra looks at properties as products, performance through an investor's lens, and short-term rentals as a way for everyday buyers to invest with intention and build both forever memories and lasting wealth.

A proud member of the National Association of REALTORS® and the Orlando Regional REALTOR® Association, she works alongside clients' family offices, financial advisors, CPAs, and tax professionals to guide buyers and sellers in residential and commercial transactions.

A native Floridian and proud dog mom, Cassandra holds a WSET Level 2 wine certification with distinction, and has been featured in Fortune, Forbes, Yahoo! Finance, MarketWatch, The Street, and more.

Her happy place is a water view with great food, great friends, and a favorite beverage in hand.