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$20,800,000
4 Beds 3 Baths 226024930 MLS
Situated along one of Naples' most prestigious stretches of Gulf frontage, 10173 Gulf Shore Drive presents a rare opportunity to own a direct beachfront estate on approximately 0.65 acres. Offering panoramic Gulf views, spectacular sunsets, and immediate beach access, the property embodies the finest in Southwest Florida coastal living. The residence is ideally positioned just minutes from the Ritz-Carlton, Mercato, Waterside Shops, Artis—Naples, championship golf, private clubs, and Naples Airport. Whether enjoyed as an exceptional beachfront residence or reimagined into a custom luxury estate, the property's location, dimensions, and direct Gulf frontage create extraordinary long-term value. A rare offering in one of Naples' most sought-after beachfront neighborhoods, where opportunities to own direct Gulf frontage are increasingly limited.

10173 Gulf Shore Drive, Naples

$4,500,000
4 Beds 2 Baths 226023119 MLS
Nestled in the coveted Connors/Vanderbilt Beach neighborhood, this beautifully renovated four-bedroom waterfront retreat offers the rare combination of beachside serenity and boating freedom all on one level. The southern exposure fills the property with natural light and inside you’ll find light coastal finishes, an open-concept great room, custom cabinetry, and tasteful turnkey furnishings creating a space that is polished and move-in ready. The home is situated just steps away from a dedicated Vanderbilt Beach access walkway and for boaters there is direct Gulf access. The outdoor living experience continues, with a screened outdoor patio with room to add a pool. Built with concrete block construction, a standing seam metal roof, and impact glass throughout, the home is situated high and dry giving buyers peace of mind that is hard to find in coastal Naples. This fully renovated home represents an exceptional opportunity to own one of Vanderbilt Beach's finest addresses without the wait, the risk, or the complexity of a build.

240 Channel Drive, Naples

$4,350,000
4 Beds 5 Baths 226023166 MLS
Located in the heart of the Conners Vanderbilt Beach Estates boating community, this coastal-vibe waterfront home has Gulf access and the privacy of a dead-end street. The open floor plan is illuminated with natural light and is impressive the moment you enter through the double-beveled glass entry doors. The open kitchen concept features stainless-steel appliances, an induction cooktop, two dishwashers, double ovens, dual sinks and a large walk-in pantry. The main floor of this home is at a 14.2-foot elevation and offers three bedrooms, 2.5 baths, a large den/study and both formal and informal living areas and a spacious covered terrace. The third-floor private owner's suite is accessible by an open staircase or elevator and has a morning kitchen with a lounging area, an opulent bath, two walk-in closets and a spacious sunset deck. The lower level offers two separate garages, which will accommodate over five cars, additional air conditioned entertaining areas, a full bath, a wet bar and pool access with a covered dining area. The heated saltwater pool and spa overlook the waterway with ample decking; there is a 10,000-pound boat lift and a 6-by-44-foot dock with water and electric. The home offers storm protection and a whole-house generator with a 500-gallon tank.

319 Lagoon Avenue, Naples

$6,995,000
5 Beds 6 Baths 226018310 MLS
Completely reimagined and masterfully curated, this exceptional waterfront residence offers approximately 4,350 total square feet of refined living space, featuring 5 bedrooms, 6 bathrooms, and an expansive 8-car garage designed for car enthusiasts and elevated storage. Designed with a focus on modern elegance, seamless indoor-outdoor living, and full smart home integration, every detail has been thoughtfully elevated to create a sophisticated yet effortless lifestyle. The home features a full Savant smart system controlling audio, lighting, climate, security, and entertainment, along with integrated interior and exterior speakers and oversized upgraded TVs throughout. Custom design elements define the interiors, including bespoke closets in every room, a striking fireplace feature wall, a designer wet bar in the upper-level living area, and an interior dry bar with a custom wine room. The primary suite is enhanced by a stunning custom focal wall, creating a refined and inviting retreat. The kitchen and bathrooms have been beautifully upgraded with new countertops, high-end fixtures, and modern finishes. Four fully renovated bathrooms feature custom tile and glass enclosures, including a spa-inspired primary bath with a smart toilet. Rich hardwood flooring extends throughout the upper level, adding warmth and continuity. Outdoor living is designed as a true extension of the home, featuring a fully equipped outdoor kitchen with Lynx professional grill, dual burner, refrigeration, and sink, along with a second-floor outdoor kitchen redesigned with new tile finishes. The pool and spa have been completely transformed with new tile, Pebble-Tech finish, custom coping, cascading water features, ambient lighting, built-in seating, and an expanded layout that creates a private resort-style setting. A private sauna located adjacent to the pool bath enhances the outdoor wellness experience. Additional enhancements include comprehensive landscape lighting, a custom flood protection system, and a whole-house generator providing comfort and peace of mind. The home is offered fully furnished with high-end interior and exterior pieces, delivering a true turnkey experience. Enjoy effortless waterfront living with private dock access, ideal for boating enthusiasts with direct Gulf access just minutes away. From peaceful mornings overlooking the water to vibrant evenings of entertaining under the Naples sky, this residence offers a lifestyle defined by ease, elegance, and connection to the coast. Ideally located in the Vanderbilt Beach area within the Connors waterfront community, near world-class beaches, dining, and premier golf, this residence defines modern waterfront luxury in one of Naples’ most desirable locations.

380 Trade Winds Avenue, Naples

$13,495,000
6 Beds 8 Baths 226018030 MLS
This BRAND NEW waterfront estate has been built to the highest standards of coastal construction. Just a few steps from your own secluded beach access and a short boat ride to the Gulf from the backyard. This remarkable property provides an unparalleled lifestyle with a $150,000 Paraiso Beach Club MEMBERSHIP INCLUDED! Live large with almost 6,000 square feet of air-conditioned space, a finished main floor and pool elevated 19 feet above sea level, and spanning nearly 11,000 total square feet. An architectural masterpiece in a league of its own with its impeccable design, high end material selections, and exceptional detail and craftsmanship. This home is FULLY FURNISHED and features 6 large bedrooms suites and 8 elegant bathrooms. Each suite provides a unique living space meticulously crafted to the finest detail. The expansive three-story open-floor plan includes a private main floor primary bedroom suite, and a massive top-floor club room with a full-service bar surrounded by 5 additional king bedroom guest suites. The must have second floor custom designed pool is equipped with a large spa, water features, fire features, and an infinity edge. Adjacent to the elevated pool is the outdoor kitchen and sitting areas which provide an exceptional venue for hosting guests. The outdoor space is also fully equipped with roll down screens and hurricane shutters. Culinary enthusiasts will fall in love with the main kitchen and hidden full-service chef’s kitchen, both equipped with Wolf & Subzero appliances. Car enthusiasts will appreciate the almost 2,500 square feet 8+ car drive-thru garage with additional room for lifts to store a large luxury collection. This home is the only home available fueled by NATURAL GAS and is equipped with a whole home generator to ensure peace of mind through any storm. 223 Bayview Avenue transcends the definition of luxury waterfront living on Vanderbilt beach with its superior finishes and unrivaled proximity to several beach clubs including the Ritz Carlton Beach Resort, La playa Beach Resort, and the recently approved Paraiso Beach Club at the end of the street! This home offers a rare opportunity in one of Naples’ most coveted coastal locations.

223 Bayview Avenue, Naples

$2,750,000
2 Beds 2 Baths 226015955 MLS
RARE OPPORTUNITY—canal-front living on a lot with coveted southern exposure and in a X500 flood zone, meaning NO FLOOD INSURANCE REQUIRED and a history of NO HURRICANE DAMAGE. For the savvy buyer, this is a property built around flexibility and upside—you can live in it while designing and building your future dream home, or buy and hold while continuing to operate it as a short-term rental as you plan your next move on this premier waterfront parcel. The updated 2-bedroom, 2-bath residence is fully livable and turnkey today, allowing immediate enjoyment while still preserving long-term development potential in one of Naples’ most desirable canal-front locations. Soaring 20 ft ceilings and an open, light-filled layout create an immediate impression, with natural light moving throughout the home and enhancing the sense of space in every room. Ideally situated just minutes from Wiggins Pass State Park and Vanderbilt Beach, offering quick access to pristine Gulf beaches, boating access, and outdoor recreation. This is a strategic Naples acquisition where you control the timeline, use, and long-term vision. The dwelling is currently being used as a short-term rental, and the management company would continue maintaining and renting the property, if desired.

454 Flamingo Avenue, Naples

$2,299,000
4 Beds 3 Baths 226011413 MLS
Experience the ultimate Southwest Florida lifestyle at 480 Oak Avenue, a prime SOUTHERN EXPOSURE waterfront residence in the heart of North Naples. Positioned on a wide canal with beautiful water views just off the bay with view of Ritz-Carlton Residences of Naples. This exceptional property offers direct boating access to the Gulf of Mexico, allowing you to enjoy world-class fishing, island hopping, and breathtaking Gulf sunsets within minutes of leaving your dock. This 4-bedroom, 3-bathroom home features generous living spaces, a two-car garage, and a seamless indoor-outdoor design ideal for entertaining. The backyard is a private tropical retreat complete with a pool, waterfront patio, and boat dock, creating the perfect setting for relaxing after a day on the water. Located just minutes from the pristine beaches of Vanderbilt Beach and the upscale shopping, dining, and nightlife of Mercato, this property offers unmatched convenience in one of the most desirable areas of Naples. Whether you are seeking an exceptional primary residence, a seasonal coastal retreat, or a high-performing short-term rental investment, 480 Oak Avenue represents an exceptional opportunity to own waterfront property in one of Naples’ most sought-after locations.

480 Oak Avenue, Naples

$2,295,000
4 Beds 3 Baths 2026002205 MLS
An exceptional waterfront opportunity on an 80-foot-wide lot with coveted southern exposure and a rare, extra-wide canal view that creates an expansive, open feel on the water. The existing single-family residence is not move-in ready, but offers a strong foundation for renovation. The home has been professionally remediated, and the property is in the reconstruction phase. All flooring is in place, and shower enclosures are installed, while select materials are already on site, including countertops in various materials, which have not yet been installed. The layout offers four bedrooms plus a den, with multiple en-suite bedrooms, providing an ideal framework to complete a high-end waterfront renovation. For buyers considering new construction, the property is equally compelling. Builder plans and preliminary pricing are underway for a new custom residence of approximately 5,000 square feet under air, along with existing proposals for house demolition and a new seawall, allowing an investor or end user to step directly into the process with meaningful planning already in place. The property also features an existing large pool, perfectly positioned to take advantage of the southern exposure and wide canal views, enhancing the ability to enjoy the home during a renovation or as part of a future custom build. Boaters will appreciate Gulf access via the pass and the presence of an existing boathouse, which may offer an opportunity for remediation and, subject to permitting and approvals, potential grandfathered replacement. Southern exposure delivers sun-filled days and glowing sunsets, making this a rare chance to secure a premier waterfront setting with flexibility, upside, and a clear path forward in one of Naples’ most desirable boating communities.

380 Conners Avenue, Naples

$2,195,000
4 Beds 3 Baths 226001094 MLS
A rare investment opportunity and the only multifamily-style residence currently available in the entire Connors area of Vanderbilt Beach. This exceptional Gulf-access waterfront property offers versatility, usability, and long-term value, set on an oversized corner lot with approximately 105 feet of canal frontage. Constructed of concrete block and designed as a single-story residence, the property features a primary home plus a separate guest apartment, creating a flexible layout ideal for personal use, income potential, or extended family living. A private dock is already in place and accommodates two boat lifts, including one lift with a boathouse, providing protected and convenient boating access. The wide canal offers open water views, excellent maneuverability, and a desirable setting within one of Naples’ most established boating communities. Outdoor living is a standout feature of the property, thoughtfully designed for both entertaining and relaxation. Enjoy the beautiful infinity-edge pool surrounded by an expansive paver deck, along with a canal-front tiki hut featuring a full bar, Bluetooth speaker system, and scenic water views—perfect for sunset gatherings. A pergola with integrated lighting creates an inviting space for evening dining or lounging, while a private 7-hole mini-golf course adds a distinctive and rarely found amenity that enhances both lifestyle enjoyment and guest appeal. Interior spaces are comfortable, stylish, and fully updated, featuring a split-bedroom floor plan, abundant natural light, and seamless indoor-outdoor connectivity. The entire interior has been completely renovated with modern finishes and improved functionality throughout. The single-level design enhances accessibility and everyday livability. The main residence includes three bedrooms plus a den and two full baths. A separately metered guest apartment with private entrance and dedicated parking offers one bedroom, one bath, kitchen, living area, laundry, and screened porch—allowing for independent use or rental flexibility. Recent improvements include a new roof, impact-resistant windows and sliders throughout, and storm surge protection, providing added peace of mind and long-term durability. With multiple living spaces, two boat lifts, and direct Gulf access, this canal-front property offers a level of flexibility rarely found in the Connors area and supports a wide range of ownership strategies. Ideally located near Vanderbilt Beach, the Ritz-Carlton, and Mercato, with convenient access to premier dining, shopping, and coastal amenities, this property presents a compelling opportunity in one of Naples’ most desirable waterfront neighborhoods.

493 Willet Avenue, Naples

$11,995,000
5 Beds 7 Baths 225076105 MLS
This one-of-a-kind waterfront masterpiece at 260 Channel Drive defines Naples coastal living at its finest. Walk to the powder-white sands of Vanderbilt Beach and enjoy having your boat right in your backyard for effortless Gulf access. Designed for those who appreciate exceptional craftsmanship and cutting-edge architecture, this residence blends glass, steel, and natural light into a breathtaking modern statement. Four levels of inspired design showcase panoramic bay views through walls of glass and expansive terraces that capture the essence of indoor-outdoor living. The exterior sets a bold tone with a granite paver driveway, a 3-car garage featuring frosted glass doors, stainless balcony railings, and a striking glass-and-steel staircase. Step inside through a 12-foot Tiffany-inspired stainless-steel entry door to discover a luminous interior wrapped in pure Thassos marble floors and anchored by a dramatic glass staircase framed in Macassar wood. The gourmet Allmilmo kitchen—crafted in Germany—is paired with Miele and Gaggenau appliances, dual dishwashers, dual laundry sets, and a temperature-controlled wine cooler, blending form and function seamlessly. Every detail reflects European precision and design, from the custom Bartels German interior doors to the Bisazza mosaic tile bathrooms in each ensuite. The primary suite elevates luxury with gold-leaf Bisazza tile and sweeping bay views. A state-of-the-art cinema room offers a 120” screen, 3D anamorphic projector, Bang & Olufsen sound, and Swarovski crystal lighting for an immersive experience. Additional features include an elevator with Swarovski accents, Crestron home automation, and a LightTouch lighting system throughout. The lower level provides a versatile living area with a steam room and direct access to the pool and dock—ideal for guests or a private wellness retreat. Perfectly positioned along the three finger streets in Connors off Gulf Shore Drive, this south-facing residence captures all-day sunlight and the rare combination of beachside convenience and boating luxury. Just steps to Vanderbilt Beach and LaPlaya Beach & Golf Club, and a short drive to The Ritz-Carlton, as well as the upscale shops and dining at Mercato and Waterside Shops, 260 Channel Drive delivers the ultimate Naples lifestyle—where modern design meets coastal serenity.

260 Channel Drive, Naples

$7,499,000
4 Beds 6 Baths 225077829 MLS
LOCATION, LOCATION, LOCATION! This exquisite custom home is perfectly positioned in the sought-after Gulf Shore Drive section of Vanderbilt Beach, within the exclusive Conners neighborhood. Just one house away from Gulf Shore Drive, it sits on desirable Bayview Avenue directly across from the beach, offering the ultimate coastal setting. Built in 2020, this coastal masterpiece blends modern elegance with timeless craftsmanship. The thoughtfully designed open floor plan with soaring volume ceilings creates an airy, light-filled environment ideal for both relaxation and entertaining. The luxurious ground-floor primary suite is complemented by three additional en suite bedrooms, providing comfort and privacy for family and guests. A dedicated study and sophisticated open kitchen with a large island enhance functionality and style. The home also includes a second laundry room conveniently located on the second floor, adding to its practicality. Designed for hosting or simply enjoying the Florida lifestyle, the outdoor living spaces are truly exceptional. The screened lanai and open patio feature multiple seating areas, a built-in grill, outdoor fireplace, and a full outdoor kitchen. The resort-style pool and spa complete this private retreat. For boat enthusiasts, a custom dock accommodates vessels up to 42 feet, offering direct access to the bay and beyond. Impact-resistant doors and windows, a whole-house generator, and electric shutters provide security and peace of mind. A generous three-car garage offers ample space for storage and parking. This remarkable residence represents the best of Naples waterfront living—where luxury, design, and location meet to create the quintessential coastal dream lifestyle. Bonus-in addition, this property offers an opportunity to be part of the newly formed Paraiso Beach Club. Enjoy two beautiful restaurants, multiple pools on the beach and luxury beach living.

103 Bayview Avenue, Naples

$5,400,000
4 Beds 4 Baths 225072095 MLS
A Rare Investment Opportunity in one of Naples’ Most Sought After Waterfront Communities. Where the beauty of Vanderbilt Bay meets boundless possibility, discover a property unlike any other in Conners. Spanning over .58 acres on a rare corner tip lot with more than 300 feet of pristine bay frontage, this extraordinary offering presents the chance to create something truly remarkable. Here, western exposure sunsets melt into the water, boats drift by in the golden light, and every view feels like a postcard. But beyond its beauty lies extraordinary investment potential—the opportunity to design a grand 11,000+ sq/ft waterfront estate, divide the parcel for dual residences, or reimagine the current home while planning your next masterpiece. A new seawall and dock (2019), along with a rare covered boathouse and sun deck, ensure this property is ready to enjoy today while holding immense value for tomorrow. Just two miles to the Gulf of Mexico via Wiggins Pass, the location offers seamless access for boaters and unbeatable proximity to Vanderbilt Beach, the Ritz-Carlton Resorts, LaPlaya, Mercato, and Naples’ finest dining and shopping. For the visionary investor or homeowner who understands that opportunity and beauty seldom converge—this is your moment. Endless views. Endless potential. Endless Naples waterfront lifestyle.

371 Bayside Avenue, Naples