Leslie Floyd

With more than 34 years of experience in Island real estate,  Leslie Floyd  has built her career on deep Vineyard knowledge, trusted guidance, and an unwavering commitment to putting people first. As the founder and principal broker of  Portfolio Properties,  Leslie leads a boutique firm that blends elevated service with a genuine respect for community — representing everything from historic cottages to luxury waterfront estates.

Real estate has been part of Leslie’s life since childhood. She began her career in 1991 at  Sandcastle Realty,  Martha’s Vineyard’s first vacation-rentals-only agency, founded by her mother. Since then, she has grown into one of the Island’s most respected brokers — a leader known for her integrity, market insight, and hands-on approach.

At  Portfolio Properties,  Leslie has created a firm rooted in care, discretion, and long-lasting relationships. Her clients include lifelong Vineyard residents, seasonal homeowners, and buyers from across the country drawn to the Island’s unmatched lifestyle. Whether guiding a local family through the sale of a legacy property or helping a first-time Vineyard buyer find the perfect summer retreat, Leslie’s mission is always the same: to deliver peace of mind, maximize value, and make each step seamless.

Beyond her role as a broker, Leslie is dedicated to mentoring agents and strengthening the Vineyard community. She believes that reputation is earned not through self-promotion, but through service — a philosophy that has earned her a loyal base of repeat and referral clients.

Looking ahead, Leslie’s vision is clear: to continue growing Portfolio Properties while staying true to the values that have guided her success — honesty, care, and excellence. For her, every transaction is more than a deal; it’s a relationship, a responsibility, and a way to contribute to the legacy of Martha’s Vineyard.