Stunning $14 Million Modern Waterfront Estate Offers Serene Luxury Living in Key Biscayne

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A Signature Address in South Florida’s Island Paradise

Set within one of the most prestigious enclaves in Key Biscayne, 420 Island Dr represents a rare opportunity to own a modern waterfront estate designed with both sophistication and livability in mind. Priced at $14 million, this residence captures the essence of island living while offering the comforts and privacy of a custom-designed contemporary home. Nestled on a gently elevated lot within the Cape Florida Subdivision, this estate enjoys the benefit of both higher ground and serene canal frontage, a rare duality in this highly sought-after location.

Modern waterfront home at 420 Island Dr in Key Biscayne with lush landscaping and canal view

Built in 2017, the two-story Key Biscayne real estate offers 6 bedrooms, 6 full bathrooms, and 2 half-baths across 6,311 square feet of elegant interior space, with a total structure spanning over 8,000 square feet. The lot measures approximately 13,651 square feet (0.31 acres), showcasing manicured landscaping that mirrors the careful attention given to every inch of this residence.

Interior Elegance and Architectural Intentionality

Stepping inside 420 Island Dr, you’re immediately greeted by a sense of openness and natural light. The home’s layout celebrates volume, with soaring ceilings and oversized windows that frame the canal beyond. Marble flooring, vaulted ceilings, and custom detailing lend a seamless blend of modern minimalism and curated warmth.

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Modern waterfront home at 420 Island Dr in Key Biscayne with lush landscaping and canal view
Modern waterfront home at 420 Island Dr in Key Biscayne with lush landscaping and canal view

At the heart of the Key Biscayne real estate lies a gourmet kitchen outfitted with top-tier appliances including a self-cleaning oven, refrigerator, wine cooler, and built-in ice maker. Adjacent to the kitchen is a spacious formal living area, two separate family rooms, and a dedicated wine cellar encased in dramatic glass – a centerpiece that speaks to the home’s passion for entertaining.

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Modern waterfront home at 420 Island Dr in Key Biscayne with lush landscaping and canal view

Interior design elements include custom mirrors, a stylish kitchen island, split-bedroom layout for privacy, and walk-in closets that rival boutique showrooms. A soft, neutral palette is paired with luxury textures, allowing the home’s architecture – and the dazzling canal views – to take center stage.

Modern waterfront home at 420 Island Dr in Key Biscayne with lush landscaping and canal view

“This isn’t just a home – it’s an architectural statement,” said Elena Chacon, the listing agent with BHHS EWM Realty. “Every line, every surface was chosen to enhance both form and function. You can feel the precision in the flow of each space.”

SEE MORE: Stunning $8.4 Million Waterfront Masterpiece in Fort Lauderdale’s Prestigious Las Olas Isles

Seamless Indoor-Outdoor Flow

Outdoors, the living experience continues with a private in-ground pool surrounded by lush, professionally designed landscaping. The covered patio space features a sleek summer kitchen ideal for al fresco dining and entertaining year-round. With 27 feet of direct canal frontage, residents enjoy ocean access ideal for boating enthusiasts, all while surrounded by a tranquil island atmosphere.

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Modern waterfront home at 420 Island Dr in Key Biscayne with lush landscaping and canal view

The home’s elevated street positioning not only enhances views but also adds a subtle layer of security from flooding – an important consideration for luxury buyers in South Florida. This combination of elevated terrain and canal access makes 420 Island Dr an exceptional offering even among Key Biscayne home for sale. “Waterfront homes in Key Biscayne are always in demand,” Chacon shared with Luxury Houses Magazine. “But it’s rare to find one that pairs architectural finesse with such functional livability.”

SEE MORE: A $8.3 Million Resort-Style Equestrian Retreat in Miami with Private Airstrip, Stables, and Entertainment Pavilion

An Appreciating Asset with Proven Legacy

This stunning property has a history that reflects Key Biscayne’s steady climb in value. Public records show the home was purchased in 2014 for $3,825,000, listed in 2017 for $7,995,000, and is now offered at $14,000,000-a reflection of its unique positioning in the luxury market. It was even briefly listed for rent at $60,000 per month in May 2025, demonstrating its viability as both a full-time residence and high-value investment.

Modern waterfront home at 420 Island Dr in Key Biscayne with lush landscaping and canal view
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Modern waterfront home at 420 Island Dr in Key Biscayne with lush landscaping and canal view

This price trajectory mirrors a broader trend in Key Biscayne real estate, where properties with privacy, water access, and modern construction are commanding top dollar.

SEE MORE: $14 Million Lavish Naples Estate Boasts Private Golf Hole, Pickleball Court and Designer Finishes

Prime Location, Unmatched Community Access

Living at 420 Island Dr places residents in one of Miami’s most exclusive island communities, just a short drive from Brickell and Coconut Grove. Key Biscayne is beloved not only for its tropical charm but also for its family-friendly atmosphere, walkability, and proximity to world-class schools and amenities.

Modern waterfront home at 420 Island Dr in Key Biscayne with lush landscaping and canal view
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Modern waterfront home at 420 Island Dr in Key Biscayne with lush landscaping and canal view

Within minutes, homeowners can access Crandon Park, Bill Baggs Cape Florida State Park, and the Key Biscayne Yacht Club. Dining options range from the casual elegance of Costa Med Bistro to the locally beloved Milanezza. For families, nearby schools such as St. Agnes Academy and Key Biscayne K-8 Center offer highly rated educational options.

Modern waterfront home at 420 Island Dr in Key Biscayne with lush landscaping and canal view

“We’re seeing growing interest from international buyers, particularly from Europe and Latin America,” added Chacon. “This home appeals to those who want refined living but still value privacy, nature, and proximity to the best of Miami.”

A Private Offering with Distinct Character

Despite multiple attempts by Luxury Houses Magazine to contact the current owners for personal insight into the design inspiration or lifestyle benefits of the property, the owners chose to remain private-an approach that further underscores the discretion and exclusivity often associated with homes of this caliber. It is understood, however, that the owners are seasoned collectors of modern architecture who commissioned the Key Biscayne home for sale as a sanctuary from their international travel schedule.

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Modern waterfront home at 420 Island Dr in Key Biscayne with lush landscaping and canal view

“There’s something incredibly refined and quiet about this home in Key Biscayne for sale,” Chacon noted. “It’s designed for people who don’t need to show off-they just want the best.”

You can explore the listing or book a private tour by view full listing on Zillow.

For inquiries or to schedule a private showing, please contact:

Elena Chacon
305-606-5700
BHHS EWM Realty

* This property might not for sale at the moment you read this post; please check property status at the above Zillow or Agent website links*

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