ESTATES

THE ART OF THE INTRACOASTAL

Set at the tip of a private peninsula along the Intracoastal Waterway, this Sarasota bayfront estate offers sweeping water views, a resort-style pool and dock, and an elevated owner’s retreat, delivering a refined waterfront lifestyle defined by sunsets, serenity, and seamless access to the Gulf.

1500 Caribbean Drive, Sarasota, Florida
$5,000,000

JESSICA HALL

Sarasota has long appealed to those who prefer their luxury paired with culture, nature, and a sense of ease rather than spectacle. Here, mornings begin with light glinting off the Intracoastal Waterway, afternoons drift between the water and the arts, and evenings belong to sunsets that linger and soften the day. Unlike flashier coastal markets, Sarasota’s appeal lies in its balance. It is refined but relaxed, established yet continually evolving, and prized for waterfront enclaves that feel genuinely livable year-round.

Tucked within one of the area’s most discreet bayfront neighborhoods, this residence occupies a rare position at the very end of a quiet cul-de-sac, set on the tip of a peninsula where water surrounds and views stretch wide. The location alone sets the tone. Here, the Intracoastal opens up, boats pass at a gentle pace, and mango-hued sunsets unfold nightly, unobstructed and theatrical, yet never intrusive.

Rather than announcing itself loudly, the home reveals its sophistication gradually. Designed to engage with its surroundings, the interiors are oriented toward the water at every opportunity. Formal living and dining rooms provide structure and elegance, while a welcoming family room with fireplace introduces warmth and informality. The chef’s kitchen acts as the natural center of the home, connecting conversation, cooking, and entertaining, all framed by ever-changing bay views that shift with the light and weather.

Glass walls open outward, not simply to blur the line between inside and out, but to invite the rhythms of waterfront life into daily living. A terrace-style balcony overlooks the bay, offering a front-row seat to Sarasota’s most enduring luxury: quiet evenings, glowing skies, and soft coastal breezes. From this elevated vantage point, the home steps naturally down to a resort-style heated pool and spa, surrounded by an expansive waterfront yard that encourages long lunches, sunset gatherings, and unhurried weekends.

Life on the water is effortless here. A private dock and lift provide direct access to protected Intracoastal waters, ideal for boating, kayaking, and paddleboarding. Dolphins are frequent visitors, and the connection to the gulf feels intimate rather than ornamental, a daily presence rather than a distant view.

Above it all, the primary suite claims the entire top floor, creating a true owner’s retreat. Elevated and private, the suite is wrapped in water views and opens to its own balcony positioned perfectly for sunset watching. A spa-inspired bath completes the experience, offering a place to retreat, recharge, and take in the quiet beauty of sky meeting water.

With four bedrooms, four full baths, and two additional half baths, the home is equally suited to hosting family, welcoming guests, or enjoying quieter seasons with ease. A three-car garage and recent metal roof underscore a sense of thoughtful stewardship, where beauty and practicality coexist.

What distinguishes this residence is not just its setting, but how it captures the Sarasota way of life. Quietly removed yet moments from Siesta Beach, cultural institutions, dining, and the city’s coastal energy, it offers a rare combination of privacy, access, and authenticity. This is Sarasota at its most compelling, where waterfront living feels effortless, sunsets are part of the routine, and luxury is defined by how well a home fits the life lived within it.

1500 Caribbean Drive, Sarasota, Florida is offered at $5,000,000.

For more information or to schedule a private viewing, please contact:

Judie Berger, PA, ABR, GRI
Premier Sotheby’s International Realty
T: + 1 941.928.3424
E: Judie.Berger@PremierSIR.com
W: www.homesofsarasota.com