Engel & Völkers

Cassandra Rosen

Real Estate Advisor

Vacation Homes as Part of a Bigger Wealth Plan

Second homes, short-term rentals and investment residences across Central Florida and the coast, with the global reach of Engel & Völkers.

Explore

Featured Neighborhoods

Discover the communities Cassandra knows best.

Market Data

Average single-family home sold price by month across the New Smyrna Beach area.

What Clients Say

“Cassandra is a true force in real estate. She's a dynamic, forward-thinking professional whose expertise, strategic vision, and commitment to excellence distinguish her in the industry. Although we met approximately a year ago, the value she has brought to my real estate investment journey has been so significant that I often find myself wishing our paths had crossed much sooner.”
— Alston BennettClient Review
Cassandra Rosen
About

Cassandra Rosen

Real Estate Advisor

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.

Get in Touch

Ready to buy, sell, or just explore your options? Reach out directly to Cassandra.