Hello,

I’m Amy Calandrino, commercial real estate advisor at Cushman & Wakefield in Orlando, Florida, specializing in office, retail, and mixed-use environments through a niche, boutique, placemaking approach.

My work is focused throughout Orlando’s key districts, as well as Winter Park and Winter Garden, with an emphasis on infill opportunities, adaptive reuse, and thoughtful sales, leasing, and development advisory.

I’m often described as bringing both head and heart to my work. I’ve earned my place as one of the most credentialed women in commercial real estate (both a SIOR & CCIM), while remaining deeply relationship-driven and community-centric in how I advise clients. My work is not transactional; it’s rooted in trust, strategy, and long-term partnership.

I’m fortunate to serve growth-minded business owners and investors across Florida and beyond, helping them make thoughtful real estate decisions that support both their businesses and the communities they’re part of.

Watching clients build legacy through smart space decisions and being invited into that journey is where I find the greatest joy.


Success Stories

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In a world obsessed with perfection, Amy Calandrino is a refreshing reminder that true success is found in authenticity. In From Perfect to Real, the entrepreneur and mother describes her journey of overcoming anxiety, OCD, postpartum depression, and professional setbacks by embracing imperfection.

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Yearn to have impact?

The Calandrino Foundation, Inc.’s mission is to empower financial literacy and energize small business growth, bridging the wealth gap and lighting the path to inclusive prosperity!

Desire to be inspired?

The objective of the Performance Mindset podcast is to share insights from our most successful entrepreneur clients & other thought leaders as well as business & commercial real estate trends.

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