395 21st Ave S, Naples FL – $19.9 Million Waterfront Masterpiece with Gulf Access & Luxury Smart Features

Date of Publishing: April 7, 2025

An Architectural Gem in the Heart of Aqualane Shores

Tucked away in the prestigious enclave of Aqualane Shores, 395 21st Ave S is a striking waterfront estate that masterfully combines timeless design with forward-thinking technology. Listed at $19.9 million, this newly built residence in the heart of Naples real estate is just three blocks from the beach, offering direct Gulf access via an 84-foot private dock with no bridges.

Luxury waterfront estate at 395 21st Ave S in Naples, FL featuring Gulf access, infinity pool, private dock, and contemporary Old Florida architecture

“This home was designed to meet the demands of global buyers who expect elegance, innovation, and ease of lifestyle,” shared Randall Porter Jr. of Paradise Realty of Naples, LLC. “There’s an effortless flow that makes each space feel intimate, yet expansive.”

The two-story home spans 6,346 square feet of interior living space, housing six oversized bedrooms, nine bathrooms, and an array of bespoke amenities that elevate it beyond your average home in Naples for sale. The result is a warm, yet opulent sanctuary where every detail serves both form and function.

Crafted for the Sophisticated Modern Buyer

Built in 2025 by Lotus Construction’s luxury division and designed by MHK Architecture, the estate is a harmonious blend of Old Florida heritage and clean, modern lines. Interior furnishings curated by Freestyle Interiors bring softness and comfort, while textures of stone, tile, and wood ground the home in natural luxury.

Upon entering, you’re greeted by a soaring foyer leading into a voluminous great room. From there, floor-to-ceiling impact glass reveals sweeping views of intersecting canals. The main level features an open-concept layout that seamlessly connects the gourmet kitchen, dining area, and living room.

“We worked closely with the developers to deliver a product that would stand out in both aesthetic and usability,” Porter told Luxury Houses Magazine. “And I think it’s safe to say, they nailed it.”

The kitchen is a chef’s dream: equipped with Wolf and Subzero appliances, custom cabinetry, a walk-in pantry, and Miele coffee stations on both floors. Smart-home technology controls lighting, audio, climate, and security, creating an experience of intuitive living.

SEE MORE: Waterfront Masterpiece in Miami Beach Asks $59.9 Million With Rooftop Terraces & Private Dock

Resort-Inspired Outdoor Living

Outdoors, this Naples real estate continues to impress with a heated infinity-edge pool and integrated spa, perfectly positioned to capture both sunrise and sunset reflections on the water. A sun shelf and saltwater design bring the comfort of a five-star resort to your own backyard.

Adjacent to the pool, a full outdoor kitchen, covered lanai, and built-in gas fire pit create the ideal setting for al fresco gatherings. The private dock, fully outfitted with electric and water hookups, can accommodate a large yacht and offers immediate access to the Gulf of Mexico.

“You won’t find many Naples home for sale that provide this kind of water access and privacy,” Porter added. “This home invites you to live as if you’re always on vacation.”

SEE MORE: Exceptional $7 Million Canal-Front Retreat Featuring Private Spa and Chef’s Kitchen in

A Neighborhood with Timeless Appeal

Aqualane Shores is one of Naples’ most coveted communities. Its deepwater canals, mature landscaping, and proximity to the beach make it an ideal location for luxury living. Within walking distance of 395 21st Ave S, residents enjoy easy access to the historic 3rd Street South and vibrant 5th Avenue South districts-both known for world-class dining, boutique shopping, and cultural attractions.

The surrounding area also offers numerous parks, art galleries, and the iconic Naples Pier, all contributing to a vibrant lifestyle that balances natural beauty with cosmopolitan convenience. Whether heading out on a sunset cruise or a quick bike ride to dinner, this neighborhood supports an elevated, effortless way of life.

Luxury Houses reached out to the developers, New England-based Ernie Boch Jr. and Mike Barsamian, for insights into their vision. Though they declined to comment directly, representatives noted that the pair envisioned the home as “a tropical sanctuary that reflects their passion for Naples’ luxury market.”

SEE MORE: Stunning $14.8 Million Waterfront Mansion Sets New Benchmark for Fort Lauderdale Luxury Living

Proven Investment Value

The history of this Naples home for sale speaks volumes. Originally sold in 1997 for $925,000, the property has undergone multiple transformations. It last traded in 2021 for $5.65 million before being completely reimagined into the architectural gem it is today. Earlier in 2025, it was listed at $23.7 million before adjusting to its current price-a move that positions it as one of the best-valued luxury offerings in Naples Real Estate.

The Zestimate® currently places the home at approximately $18.14 million, and its price per square foot-$3,136-is in line with or below recent sales of similarly situated properties. As the Naples market remains highly competitive, particularly in the Aqualane Shores area, this property is poised to attract both domestic and international buyers.

“Naples continues to grow as a destination for discerning buyers who appreciate architecture, waterfront access, and year-round lifestyle,” Porter noted. “This Naples real estate is a symbol of that evolution.”

This exquisite waterfront home is move-in ready and available for private tour by appointment. Whether you’re a yachting enthusiast, a design connoisseur, or simply seeking the ultimate Florida lifestyle, 395 21st Ave S is a rare opportunity to own one of the finest homes in Naples for sale today.

This article was prepared by the editorial team at Luxury Houses Magazine, where luxury meets insight.

For full listing details, visit Zillow.

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

Randall Porter, Jr
323-646-9100
Paradise Realty of Naples,LLC

* 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*