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A RARE opportunity to own THE ONLY move-in-ready NEW Construction with Southern Exposure currently available under $10 million in Conners at Vanderbilt Beach. At 256 Trade Winds Avenue, step into a completed waterfront residence and begin enjoying the Naples lifestyle right away. Turnkey furnished and backed by a one-year full house builder warranty, this Newly built home offers the appeal of new construction without the wait and uncertainty of a lengthy build. Enjoy boating, beaches, dining, and the coastal lifestyle that make Vanderbilt Beach one of Naples’ most desirable communities. Conners is a highly sought-after boating neighborhood, with approximately 20 minutes by boat to open water. As new construction continues throughout the neighborhood, buyers can enjoy a newly completed home today while positioning themselves to benefit from Conners’ growing appeal and long-term value potential. Built by Fox Premier Builders, the residence offers approximately 4,751 square feet, five bedrooms plus a loft with wet bar, four full baths, and a powder room. Refined features include a chef’s kitchen with Sub-Zero and Wolf appliances, custom cabinetry and quartz surfaces, a climate-controlled wine room, and a spacious great room with fireplace. An elevator, impact windows and doors, home automation, and motorized bug and hurricane screens add comfort and convenience. Designed for seamless indoor-outdoor living, the home opens to a South-Facing entertaining area with an outdoor kitchen, dining and lounging areas, saltwater pool and spa, and multiple decks for entertaining and enjoying beautiful Naples sunsets. A new seawall and whole-house generator prewiring add practical value. Vanderbilt Beach, beachfront dining, Mercato, waterfront restaurants, LaPlaya Beach & Golf Resort, and The Paraiso Beach Club are all just minutes away. Discover the ease of a turnkey waterfront lifestyle in Conners. Schedule your private showing and experience 256 Trade Winds Avenue in person.

5 Beds ⋅ 5 Baths ⋅ 226036417 MLS

A RARE opportunity to own THE ONLY move-in-ready NEW Construction with Southern Exposure currently available under $10 million in Conners at Vanderbilt Beach. At 256 Trade Winds Avenue, step into a completed waterfront residence and begin enjoying the Naples lifestyle right away. Turnkey furnished and backed by a one-year full house builder warranty, this Newly built home offers the appeal of new construction without the wait and uncertainty of a lengthy build. Enjoy boating, beaches, dining, and the coastal lifestyle that make Vanderbilt Beach one of Naples’ most desirable communities. Conners is a highly sought-after boating neighborhood, with approximately 20 minutes by boat to open water. As new construction continues throughout the neighborhood, buyers can enjoy a newly completed home today while positioning themselves to benefit from Conners’ growing appeal and long-term value potential. Built by Fox Premier Builders, the residence offers approximately 4,751 square feet, five bedrooms plus a loft with wet bar, four full baths, and a powder room. Refined features include a chef’s kitchen with Sub-Zero and Wolf appliances, custom cabinetry and quartz surfaces, a climate-controlled wine room, and a spacious great room with fireplace. An elevator, impact windows and doors, home automation, and motorized bug and hurricane screens add comfort and convenience. Designed for seamless indoor-outdoor living, the home opens to a South-Facing entertaining area with an outdoor kitchen, dining and lounging areas, saltwater pool and spa, and multiple decks for entertaining and enjoying beautiful Naples sunsets. A new seawall and whole-house generator prewiring add practical value. Vanderbilt Beach, beachfront dining, Mercato, waterfront restaurants, LaPlaya Beach & Golf Resort, and The Paraiso Beach Club are all just minutes away. Discover the ease of a turnkey waterfront lifestyle in Conners. Schedule your private showing and experience 256 Trade Winds Avenue in person.

256 Trade Winds Avenue, Naples

$4,995,000

This 5 bedroom + den/flex, 6 bath brand-new 2026 2 story custom coastal luxury residence is ideally located - it is one of the closest houses to the white sands of Vanderbilt Beach. Situated on an oversized lot spanning 157’ wide on one of the most private streets along Vanderbilt drive with landscaped views to the front and rear of the home, this magnificent 7,776 total living and 4,570 AC SQ FT home combines sophisticated architecture, outstanding craftsmanship and the finest appointments throughout. Buyer can purchase the home with the complete Designer furnishings package for easy quick move in. A striking coastal contemporary exterior welcomes you with crisp white finishes, black-framed windows, lush tropical landscaping, and an elegant circular paver driveway plus a 3 car wide side load garage with high enough ceilings for lifts and the ability to hold 6 cars. Inside, soaring ceilings, wide-plank wood flooring, custom millwork, designer lighting, and exquisite architectural details create an atmosphere of timeless elegance. An impressive wood staircase, floor to ceiling wood designer walls and expansive windows enhance the bright, open design. The spectacular chef's kitchen features a dramatic vaulted wood ceiling with exposed beams, custom cabinetry, gorgeous stone countertops, a Wolf gas range, sub zero refrigerator, double sized sink with two faucets, cove dishwasher, an oversized island perfect for gathering and a one of a kind large see through glass wall cabinets that allow light and treed nature as a framed background. Open the cleverly concealed cabinet door and you are looking at the second Glass door Subzero refigerator in the rear kitchen/butlers pantry that provides additional dishwasher, sink, preparation space & storage The adjoining great room showcases a contemporary linear fireplace, illuminated display shelving, a full wall TV and expansive sliding glass doors that open to the outdoor living areas. The dining space features designer lighting and red and white wine coolers. The luxurious Owner’s suite is an inviting retreat with a private covered balcony, spa-inspired bath with freestanding tub, expansive glass-enclosed shower, dual vanities, beautiful stone finishes, designer fixtures and impressive His & Hers custom walk-in closets. Four guest bedrooms are elegantly appointed with ensuite baths, & there is a spacious upstairs flex room w/built-ins, TV & a beverage center. Designed for effortless indoor-outdoor living, the covered lanai includes a fully equipped outdoor kitchen, built-in grill, comfortable entertaining area, and outdoor television. Beyond, a stunning resort-style pool and spa are surrounded by stone decking and tropical landscaping, with dramatic fire bowls plus a large price artificial turf fenced yard. A VANDERBILT BEACH’S PARAISO BEACH CLUB MEMBERSHIP IS INCLUDED AT NO CHARGE TO BUYER-A $150,000 VALUE! This Home is the complete package and no 2+ year wait for plans, engineering and construction!

5 Beds ⋅ 6 Baths ⋅ 226037308 MLS

This 5 bedroom + den/flex, 6 bath brand-new 2026 2 story custom coastal luxury residence is ideally located - it is one of the closest houses to the white sands of Vanderbilt Beach. Situated on an oversized lot spanning 157’ wide on one of the most private streets along Vanderbilt drive with landscaped views to the front and rear of the home, this magnificent 7,776 total living and 4,570 AC SQ FT home combines sophisticated architecture, outstanding craftsmanship and the finest appointments throughout. Buyer can purchase the home with the complete Designer furnishings package for easy quick move in. A striking coastal contemporary exterior welcomes you with crisp white finishes, black-framed windows, lush tropical landscaping, and an elegant circular paver driveway plus a 3 car wide side load garage with high enough ceilings for lifts and the ability to hold 6 cars. Inside, soaring ceilings, wide-plank wood flooring, custom millwork, designer lighting, and exquisite architectural details create an atmosphere of timeless elegance. An impressive wood staircase, floor to ceiling wood designer walls and expansive windows enhance the bright, open design. The spectacular chef's kitchen features a dramatic vaulted wood ceiling with exposed beams, custom cabinetry, gorgeous stone countertops, a Wolf gas range, sub zero refrigerator, double sized sink with two faucets, cove dishwasher, an oversized island perfect for gathering and a one of a kind large see through glass wall cabinets that allow light and treed nature as a framed background. Open the cleverly concealed cabinet door and you are looking at the second Glass door Subzero refigerator in the rear kitchen/butlers pantry that provides additional dishwasher, sink, preparation space & storage The adjoining great room showcases a contemporary linear fireplace, illuminated display shelving, a full wall TV and expansive sliding glass doors that open to the outdoor living areas. The dining space features designer lighting and red and white wine coolers. The luxurious Owner’s suite is an inviting retreat with a private covered balcony, spa-inspired bath with freestanding tub, expansive glass-enclosed shower, dual vanities, beautiful stone finishes, designer fixtures and impressive His & Hers custom walk-in closets. Four guest bedrooms are elegantly appointed with ensuite baths, & there is a spacious upstairs flex room w/built-ins, TV & a beverage center. Designed for effortless indoor-outdoor living, the covered lanai includes a fully equipped outdoor kitchen, built-in grill, comfortable entertaining area, and outdoor television. Beyond, a stunning resort-style pool and spa are surrounded by stone decking and tropical landscaping, with dramatic fire bowls plus a large price artificial turf fenced yard. A VANDERBILT BEACH’S PARAISO BEACH CLUB MEMBERSHIP IS INCLUDED AT NO CHARGE TO BUYER-A $150,000 VALUE! This Home is the complete package and no 2+ year wait for plans, engineering and construction!

9100 Vanderbilt Drive, Naples

$4,550,000

Experience the pinnacle of waterfront living in this striking contemporary coastal estate perfectly positioned on Vanderbilt’s widest canal with sought after southern exposure. Offering 5,737 square feet of refined luxury, this exceptional Gulf access residence seamlessly blends sophisticated design with effortless indoor outdoor living. Thoughtfully reimagined with upscale finishes throughout, the home features 5 spacious bedrooms plus a private den, 5 full baths and a half bath. Dramatic square columns frame the grand entrance, leading into expansive living spaces adorned with coffered tray ceilings, handsome stacked stone accents, custom crafted wood staircase, and elegant marble and wood flooring throughout. Designed for both entertaining and everyday luxury, the gourmet chef’s kitchen is a true centerpiece, showcasing dual waterfall quartz and marble islands, custom cabinetry, and premium appliances. The first floor guest ensuite offers comfort and privacy for your guest while the luxurious primary suite serves as a private retreat complete with oversized walk in closets, spa inspired bath, walk in shower, and separate Jacuzzi tub. Walls of glass invite natural light and frame sweeping waterfront views, opening to expansive terraces with sleek coastal railings that capture the essence of Naples waterfront living. The newly updated pool and spa, expansive sun deck, and electronic pergola create the ultimate outdoor experience overlooking the sparkling canal. Built for peace of mind and enduring quality, this elevated home is constructed on pilings and equipped with new windows and doors, hurricane shutters, privacy wall, and a full home generator. Boating enthusiasts will appreciate the 13,000 pound boat lift and direct Gulf access right from your own backyard. Ideally located just moments from white sugar sand, the Ritz Carlton, LaPlaya Beach & Golf Resort, Mercato, fine dining, and upscale shopping, this extraordinary residence offers the ultimate coastal lifestyle whether arriving by land or by sea.

5 Beds ⋅ 6 Baths ⋅ 226020393 MLS

Experience the pinnacle of waterfront living in this striking contemporary coastal estate perfectly positioned on Vanderbilt’s widest canal with sought after southern exposure. Offering 5,737 square feet of refined luxury, this exceptional Gulf access residence seamlessly blends sophisticated design with effortless indoor outdoor living. Thoughtfully reimagined with upscale finishes throughout, the home features 5 spacious bedrooms plus a private den, 5 full baths and a half bath. Dramatic square columns frame the grand entrance, leading into expansive living spaces adorned with coffered tray ceilings, handsome stacked stone accents, custom crafted wood staircase, and elegant marble and wood flooring throughout. Designed for both entertaining and everyday luxury, the gourmet chef’s kitchen is a true centerpiece, showcasing dual waterfall quartz and marble islands, custom cabinetry, and premium appliances. The first floor guest ensuite offers comfort and privacy for your guest while the luxurious primary suite serves as a private retreat complete with oversized walk in closets, spa inspired bath, walk in shower, and separate Jacuzzi tub. Walls of glass invite natural light and frame sweeping waterfront views, opening to expansive terraces with sleek coastal railings that capture the essence of Naples waterfront living. The newly updated pool and spa, expansive sun deck, and electronic pergola create the ultimate outdoor experience overlooking the sparkling canal. Built for peace of mind and enduring quality, this elevated home is constructed on pilings and equipped with new windows and doors, hurricane shutters, privacy wall, and a full home generator. Boating enthusiasts will appreciate the 13,000 pound boat lift and direct Gulf access right from your own backyard. Ideally located just moments from white sugar sand, the Ritz Carlton, LaPlaya Beach & Golf Resort, Mercato, fine dining, and upscale shopping, this extraordinary residence offers the ultimate coastal lifestyle whether arriving by land or by sea.

434 Conners Avenue, Naples

$2,299,000

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.

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

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.

4 Beds ⋅ 3 Baths ⋅ 226036268 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

$2,225,000

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.

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

$1,800,000

LOCATION-LOCATION-LOCATION! Opportunity is knocking, so why wait any longer to own in a highly sought-after beachfront community in Naples, Florida. Embrace your lifestyle desires and live just minutes from world-class beaches, restaurants, shopping, breathtaking sunsets, and much, much more. Located in a luxury home community, this home has been tastefully remodeled and updated throughout and is move-in ready. Highlights include a split floor plan, large master bedroom with ensuite bath, dual living areas, in-home laundry room, a large spacious screened-in patio with tranquil water views, a private boat dock in your own backyard, and access to the Gulf of America just a stroll away.

3 Beds ⋅ 2 Baths ⋅ 224093899 MLS

LOCATION-LOCATION-LOCATION! Opportunity is knocking, so why wait any longer to own in a highly sought-after beachfront community in Naples, Florida. Embrace your lifestyle desires and live just minutes from world-class beaches, restaurants, shopping, breathtaking sunsets, and much, much more. Located in a luxury home community, this home has been tastefully remodeled and updated throughout and is move-in ready. Highlights include a split floor plan, large master bedroom with ensuite bath, dual living areas, in-home laundry room, a large spacious screened-in patio with tranquil water views, a private boat dock in your own backyard, and access to the Gulf of America just a stroll away.

176 Heron Avenue, Naples

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