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380 Trade Winds AVE, Naples
$6,995,000
5 Beds ⋅ 6 Baths ⋅ 226037394 MLS
SOME HOMES ARE BEAUTIFUL. OTHERS ARE UNFORGETTABLE. At 380 Trade Winds Ave, waterfront living becomes an art form. Here, contemporary architecture meets the ever-changing beauty of the water, creating a residence where exceptional design and an extraordinary coastal setting exist in perfect harmony. Located in the prestigious Connors waterfront community, with the Gulf just minutes from your private dock, this is a home that doesn't simply offer the Naples lifestyle, it gives it an entirely new expression. Originally constructed in 2018 and subsequently transformed through an extraordinary renovation, this remarkable residence blends the advantages of newer construction with the sophistication of a meticulously reimagined modern estate. Offering 4,350 square feet of air-conditioned living space, 5 bedrooms, 6 full bathrooms, a private elevator, and an impressive eight-car garage, every detail reflects a commitment to exceptional living. The luxurious primary suite and three additional en-suite bedrooms provide beautifully appointed retreats, while the fifth bedroom, currently designed as an elegant office, enjoys access to a separate full bathroom. At the heart of the home, a spectacular designer kitchen with TWO expansive islands creates a stunning centerpiece for culinary experiences and memorable gatherings. Beautiful sliding glass doors frame the waterfront scenery, effortlessly connecting the sophisticated interiors with the outdoors. Rich hardwood flooring, custom closets, dramatic architectural accents, and a striking fireplace feature wall create an atmosphere of refined elegance. On the first level, an exquisite custom dry bar and adjoining wine room offer a distinctive setting for showcasing treasured vintages and entertaining in style. A fully integrated Savant smart home system seamlessly controls lighting, climate, security, music, and entertainment, complemented by premium televisions and integrated speakers throughout the residence and outdoor living areas. The completely transformed pool and spa feature shimmering PebbleTec finishes, custom coping, integrated seating, and enchanting evening illumination. A professionally equipped Lynx outdoor kitchen, complemented by a second upper-level outdoor kitchen, create an exceptional atmosphere for entertaining and relaxation. Private dock access and a boat lift invite spontaneous Gulf adventures, while a whole-house generator, custom flood protection system, and sophisticated landscape lighting provide thoughtful convenience. Offered fully furnished with high-end interior and exterior furnishings, this residence delivers an effortless turnkey experience. Where Naples' celebrated coastline meets the privacy of waterfront living, 380 Trade Winds Ave holds a distinctive place in the luxury landscape. This is a rare convergence of architectural sophistication, waterfront privilege, and uncompromising design, created for those who appreciate the exceptional and settle for nothing less.

380 Trade Winds AVE, Naples

10951 Gulf Shore DR Unit 904, Naples
$2,000,000
2 Beds ⋅ 2 Baths ⋅ 226036980 MLS ⋅ Vanderbilt Gulfside BLDG.
Experience breathtaking, unobstructed Gulf views and spectacular sunsets from this beautifully remodeled beachfront residence at Vanderbilt Gulfside, one of Naples’ most desirable gated beachfront communities. Offering two bedrooms and two bathrooms, this stunning residence has been thoughtfully transformed with a sophisticated coastal contemporary design, creating the perfect blend of modern luxury and relaxed beachfront living. The light and bright interior showcases gorgeous large format porcelain tile flooring, crisp white finishes, recessed lighting, and an open, flowing floor plan designed to maximize natural light and captivating Gulf views. The beautifully redesigned kitchen features sleek European style cabinetry, quartz countertops, a spacious peninsula with breakfast bar seating, stainless steel appliances, designer backsplash, and undercabinet lighting. The expansive great room opens to an oversized private balcony overlooking the turquoise waters of the Gulf, creating a seamless connection between indoor and outdoor living. The spacious primary suite is a private waterfront retreat, featuring spectacular Gulf views, direct balcony access, and a beautifully updated ensuite bathroom. A generously sized guest bedroom and desirable split bedroom floor plan provide additional comfort and privacy. Situated on more than eight acres of meticulously maintained tropical grounds, Vanderbilt Gulfside offers an exceptional resort lifestyle with over 750 feet of pristine beachfront, the largest heated saltwater pool on Vanderbilt Beach, two tennis courts, a fitness center, two guest suites, outdoor grilling areas, beautifully renovated lobbies, and professional onsite management. Residents enjoy the privacy and security of a gated community surrounded by lush landscaping and the natural beauty of the Gulf. Perfectly positioned along Vanderbilt Beach, this exceptional residence is just minutes from The Ritz-Carlton, LaPlaya Beach & Golf Resort, Mercato, Waterside Shops, and some of Naples’ finest dining, shopping, and entertainment. Whether enjoying morning walks along the sugar sand beaches, relaxing by the resort style pool, or watching the sun disappear into the Gulf from your private balcony, every day feels like a vacation. With its stunning renovation, unobstructed panoramic Gulf views, and premier beachfront location, this exceptional residence offers the ultimate Naples coastal lifestyle.

10951 Gulf Shore DR Unit 904, Naples

10482 Gulf Shore DR Unit 221, Naples
$1,049,000
2 Beds ⋅ 2 Baths ⋅ 226035463 MLS ⋅ Vanderbilt Bay BLDG.
Enjoy the best of Vanderbilt Beach from this three sided corner residence, with Gulf sunset skies to the west and long bay views and beautiful morning sunrises to the east. This 2-bedroom + den, 2-bath residence is filled with natural light and offers two L-shaped lanais, including a private front lanai off the primary suite overlooking the Gulf and a spacious rear lanai capturing expansive views across the bay. At the heart of the residence is an open, updated kitchen with warm wood cabinetry, solid-surface countertops and backsplash, flowing directly into the great room and bay views beyond. The combination of three-sided exposure and multiple outdoor living areas creates a wonderful sense of openness and allows you to enjoy the water, breezes, and changing light throughout the day. The primary suite enjoys its own private Gulf-facing lanai, dual sinks, and a walk-in closet. Privately positioned at the rear of the residence, the guest suite enjoys long bay views and direct access to the rear lanai. The spacious custom built den/office with built-ins provides additional flexibility for a home office. One of the property’s most valuable features is its private under building garage. One of only six garages among Vanderbilt Bay’s 18 residences and valued at approximately $200,000. This particular space is exceptionally wide and easily accessible, with room for a vehicle, bikes, tools, an additional refrigerator, and extra storage. An extraordinary convenience this close to the beach. Just across the street, controlled private beach access leads directly to one of the quietest stretches of Vanderbilt Beach. Vanderbilt Bay also offers a waterfront pool, tennis court, and updated common areas, all within convenient reach of The Ritz-Carlton, Mercato, beachfront dining, and shopping. Boat slips can be purchased or rented based on availability. With Gulf and bay views, sunrise and sunset skies, generous outdoor living, direct beach access, and a highly desirable garage, this residence offers an exceptional Vanderbilt Beach lifestyle.

10482 Gulf Shore DR Unit 221, Naples

9235 Gulf Shore DR Unit PH-01, Naples
$5,450,000
3 Beds ⋅ 3.5 Baths ⋅ 226035101 MLS ⋅ The Vanderbilt BLDG.
Experience an extraordinary beachfront penthouse at The Vanderbilt, where sweeping views of the Gulf and bay create a spectacular backdrop for refined coastal living. Encompassing more than 3,800 square feet, this exceptional residence offers 3 bedrooms plus a den, 3.5 baths, a private two-car garage, and the rare opportunity for immediate membership to the exclusive Floridian Club. A private elevator opens directly into the residence, revealing an expansive, light-filled floor plan designed to capture the surrounding water views. Positioned along the Gulf, the primary suite is a serene retreat with breathtaking vistas, dual walk-in closets, and a generously appointed bath. Two spacious guest suites share a private balcony overlooking the bay, offering family and guests their own peaceful escape. The screened Gulf-front lanai extends the living space outdoors, providing a front-row seat to Naples’ unforgettable sunsets. Complete with a built-in grill and electric hurricane shutters, it is equally suited for relaxed evenings and effortless entertaining. With just two residences per floor and only 19 residences in total, The Vanderbilt offers an intimate and private beachfront lifestyle. The building has been beautifully reimagined with a renovated lobby and amenities including gated access, secured entry, a resort-style pool and spa, fitness center, club room, and private beach access. Adding to the appeal, immediate Floridian Club membership provides access to an exclusive beachfront restaurant and bar, beach chaise lounges, towel and umbrella service, and a curated calendar of social events—an exceptional complement to one of Vanderbilt Beach’s most distinctive penthouse offerings.

9235 Gulf Shore DR Unit PH-01, Naples

141 Channel DR, Naples
$11,950,000
5 Beds ⋅ 5.5 Baths ⋅ 226028092 MLS
WALK TO THE BEACH AND KEEP YOUR BOAT IN YOUR BACKYARD! Now a multiple award winning residence, 141 Channel Drive has earned both the Grand Aurora Award for Best Custom Home Over 5,000 Square Feet at the Southeast Building Conference Awards in Orlando and the Sand Dollar Award for Interior Design of the Year, recognizing its exceptional architecture, craftsmanship, and interior design. Brand new, fully furnished, and just completed, this extraordinary waterfront estate represents the pinnacle of luxury living in the highly sought after Vanderbilt Beach neighborhood. Built by Diamond Custom Homes, designed by Stofft Cooney Architects, and featuring sophisticated interiors by EDGE, this exceptional residence is completely move in ready and showcases the very best of refined coastal design. Offering 9,676 total square feet with 5,497 square feet under air, the home features five bedrooms, five full bathrooms, and one half bathroom. Stunning architectural details include 12 foot beamed ceilings, a dramatic stone stair tower, naturally stained wood flooring, custom cabinetry, a bespoke range hood, and beautifully designed shelving throughout. The outdoor living areas are equally impressive, with a fully equipped summer kitchen, expansive lounge and dining spaces, and a resort style pool and spa overlooking the water. A private third level balcony off the primary suite provides breathtaking waterfront views and a peaceful setting to enjoy the Naples lifestyle. This is one of the rare locations where you can dock your boat in your backyard and walk to the beach within minutes. Enjoy a short walk to LaPlaya Beach Club and the new Paraíso Beach Club, offering exceptional beachfront dining and luxury amenities just moments from your front door. With direct Gulf access and close proximity to Mercato, The Ritz Carlton, world class dining, shopping, and entertainment, this award winning residence offers an unparalleled opportunity to enjoy the very best of Naples waterfront living.

141 Channel DR, Naples

5 Bluebill AVE Unit 410, Naples
$400,000
1 Beds ⋅ 1 Baths ⋅ 226013828 MLS ⋅ Vanderbilt Towers BLDG.
Experience the best of the Naples beach lifestyle from this beautifully updated one-bedroom, one-bath condominium in Vanderbilt Towers III, one of North Naples' most sought-after coastal locations. Ideally situated just steps from Vanderbilt Beach and adjacent to Delnor-Wiggins Pass State Park, this fourth-floor residence offers peaceful bay views, abundant natural light, and an inviting open-concept floor plan. Designed for easy living, the residence features white tile flooring throughout, a renovated kitchen with white quartz countertops, white cabinetry, pantry storage, Samsung stainless steel appliances, and updated lighting. Additional improvements include newly installed ductwork throughout the unit. The light-filled living and dining areas create a welcoming space for relaxing after a day at the beach or entertaining family and friends. A valuable bonus is the private locked storage unit located on the same floor, providing convenient space for beach chairs, umbrellas, fishing gear, pool accessories, seasonal items, and household storage—an uncommon and highly desirable feature for condominium living near the beach. Residents enjoy the convenience of a laundry room on every floor and an exceptional location just minutes from some of Naples' most celebrated destinations, including Baleen at LaPlaya Beach & Golf Resort, The Turtle Club, The Ritz-Carlton, Naples, Mercato, and an array of world-class shopping, dining, and entertainment options. Recent upgrades: HVAC and new ductwork - 2025, Hot Water Heater -2026, Bathroom vanity - 2026, Stove - 2026, Tile Flooring - 2025, Sofa & Table/Chairs - 2025. California Closets - 2021. Whether you're searching for a Naples vacation retreat, seasonal residence, investment property, or year-round home, this move-in-ready condominium presents an exceptional opportunity to enjoy coastal living near Vanderbilt Beach and Delnor-Wiggins Pass State Park in the heart of North Naples. With excellent seasonal rental potential, bay views, additional storage, and a highly desirable beachside location, this property offers both lifestyle and investment appeal.

5 Bluebill AVE Unit 410, Naples

9700 Gulf Shore DR Unit 202, Naples
$1,749,000
3 Beds ⋅ 2 Baths ⋅ 226001380 MLS ⋅ La Scala At Vanderbilt Beach BLDG.
Majestic views of the Bay & Gulf from this updated Vanderbilt Beach condo that comes with a DEEDED BOAT SLIP WITH 24,000. This unit boasts never-ending trade winds year-round! Delight in front row seats to unobstructed sunrises from the spacious screen lanai that runs the length of your home & sunsets from right outside your front door. The upgraded master ensuite bath boasts double vanities, rich wood cabinetry & a high-end walk-in shower with various jets promising the most luxurious bathing experience. Kitchen is outfitted with stainless-steel appliances, Bay views, eat-in breakfast bar & adjacent dining area. This condo is decked out in an eye-pleasing neutral motif that allows you to cosmetically update/decorate to your exact taste & style. La Scala is a low-density condo building steps from Vanderbilt Beach. Amenities include beach access steps from your front door, boat docs with water & electricity, a community pool & more. Unbeatable location, steps from the Gulf of Mexico & within walking distance to fine dining at La Playa & the Turtle Club. Enjoy paradise with this perfect vacation getaway or forever home. All hurricane assessments have been paid.

9700 Gulf Shore DR Unit 202, Naples

11 Bluebill AVE Unit 1006, Naples
$699,000
2 Beds ⋅ 2 Baths ⋅ 225082098 MLS ⋅ Vanderbilt Surf Colony BLDG.
Sellers say “Make An Offer!” for this walk-to-the-beach location! - This is your chance to own a spacious 2b/2b, move-in and/or rental ready residence at the Surf Colony. NEW AC 2024. NEW coastal style lobby and amenities including a poolside fitness room. Bluebill is the best kept secret in the Vanderbilt Beach area. Enjoy the spectacular, panoramic views of the gulf and the bay from your large, wrap-around lanai. Walk to the gorgeous beach, or head down Gulf Shore Drive to experience the elegance of La Playa, The Turtle Club, or The Ritz Carlton. Here you are surrounded by high-end choices for dining, entertainment, and shopping. The Pavilion, Mercato, Waterside Shops, and the Naples Artis are within one - three miles. The iconic 5th Avenue and 3rd Street South are also a short car ride away. Everything you ever wanted is right here at your fingertips.

11 Bluebill AVE Unit 1006, Naples

371 Bayside AVE, Naples
$3,600,000
4 Beds ⋅ 4 Baths ⋅ 225072095 MLS
Luxury Live Auction! Bidding to start from $3,600,000.00! An Extraordinary Naples Waterfront Opportunity. Rarely does a waterfront property of this size, location, and potential become available in one of Naples' most desirable boating communities. Situated on an exceptional .58+ acre corner tip lot in Conners at Vanderbilt Beach, this remarkable property offers more than 300 feet of bay frontage, sweeping water views, and spectacular western sunsets. The possibilities are as impressive as the setting. Envision building a magnificent 11,000+ square-foot waterfront estate, exploring the potential to subdivide for two luxury residences, or enjoying and enhancing the existing home. Whether you're seeking an exceptional personal retreat or a compelling investment opportunity, this property offers the flexibility to bring your vision to life. A seawall and dock completed in 2019, along with a rare covered boathouse and expansive sun deck, add to the property's appeal. Boating enthusiasts will appreciate convenient Gulf access through Wiggins Pass, approximately two miles away. Just minutes from Vanderbilt Beach, the Ritz-Carlton Resorts, LaPlaya, Mercato, and Naples' finest dining and shopping, the location delivers the very best of the Naples waterfront lifestyle. Now offered through auction, this is a unique opportunity to acquire one of the area's most distinctive waterfront properties. Exceptional frontage, an irreplaceable setting, and remarkable possibilities make this an offering worthy of serious consideration. Your vision. Your opportunity. An extraordinary Naples waterfront address.

371 Bayside AVE, Naples

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.

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