Gordon Pointe. The most unique, exceptional offering in Florida, and quite possibly the entire United States. The capstone of the storied Gordon Drive in Port Royal, Naples FL. Located on the southern tip of Gordon Drive, 100 and 104 Bay Rd encompasses over 5 acres offering 722' of pristine, white sand beach. This legacy, beachfront estate offers the option of protected harbor in the 231' Yacht Basin, captivating Naples Bay views, and absolutely stunning vistas of the Gulf of America. Anchored in place and moored in legacy, Gordon Pointe possesses a rare combination of scale, privacy, and protected harbor. A once in a generation opportunity to acquire the ultimate estate.

4 Beds ⋅ 4 Baths ⋅ 226008829 MLS

Gordon Pointe. The most unique, exceptional offering in Florida, and quite possibly the entire United States. The capstone of the storied Gordon Drive in Port Royal, Naples FL. Located on the southern tip of Gordon Drive, 100 and 104 Bay Rd encompasses over 5 acres offering 722' of pristine, white sand beach. This legacy, beachfront estate offers the option of protected harbor in the 231' Yacht Basin, captivating Naples Bay views, and absolutely stunning vistas of the Gulf of America. Anchored in place and moored in legacy, Gordon Pointe possesses a rare combination of scale, privacy, and protected harbor. A once in a generation opportunity to acquire the ultimate estate.

100 & 104 Bay RD, Naples

$44,000,000

No damage to the house from hurricane Milton! Stunning Beachfront Property with 151 feet (.95 acres) of Beach frontage with views of the Naples Pier! Experience the pinnacle of seaside luxury at this exceptional estate located in distinguished Olde Naples, where direct access to the pristine Gulf of Mexico beach defines an elite living experience. This property, with a commanding presence and western exposure, offers awe-inspiring sunsets that paint the sky, visible from nearly every vantage point of this meticulous residence. Crafted with an uncompromising attention to detail, the estate unfolds over a sprawling single-story layout designed for the most discerning tastes. The expansive grounds are meticulously landscaped to ensure privacy while providing panoramic views of the Gulf’s turquoise waters. Inside, the residence features a strategically positioned dining area adjacent to a state-of-the-art kitchen. This space boasts picturesque windows that not only illuminate the interiors with natural light but also offer breathtaking ocean views, making every dining experience a scenic indulgence. Above the three-car garage lies a beautifully appointed guest suite, which doubles as a tranquil yoga fitness room with yoga walls and swings. This space is enhanced with a luxurious steam shower, offering a private retreat for relaxation and rejuvenation, all while enjoying elevated views of the coastal surroundings. There are also ocean kayaks and paddle boards for your enjoyment. This estate’s prime location in Olde Naples places it within close proximity to the iconic Naples Pier and the vibrant array of upscale shopping and dining options. The affluent lifestyle offered by this area is unparalleled, making it a coveted destination for those seeking exclusivity and convenience in a beachfront setting. 71 18th Ave S is more than just a home; it is a statement of luxury and an invitation to enjoy a life of opulence and serene beauty. With its direct beach access and sumptuous amenities, this estate is a rare jewel in Naples’ prestigious real estate market, crafted for the most prestigious buyers seeking a sanctuary of the highest caliber. Walking distance to famous 5th Ave and Third Street where you can enjoy the fine dining, boutique and antique stores, performing arts, car shows, art fairs right on 5th Ave, free concerts at Cambier Park, all of it just steps away.

6 Beds ⋅ 4 Baths ⋅ 224039753 MLS

No damage to the house from hurricane Milton! Stunning Beachfront Property with 151 feet (.95 acres) of Beach frontage with views of the Naples Pier! Experience the pinnacle of seaside luxury at this exceptional estate located in distinguished Olde Naples, where direct access to the pristine Gulf of Mexico beach defines an elite living experience. This property, with a commanding presence and western exposure, offers awe-inspiring sunsets that paint the sky, visible from nearly every vantage point of this meticulous residence. Crafted with an uncompromising attention to detail, the estate unfolds over a sprawling single-story layout designed for the most discerning tastes. The expansive grounds are meticulously landscaped to ensure privacy while providing panoramic views of the Gulf’s turquoise waters. Inside, the residence features a strategically positioned dining area adjacent to a state-of-the-art kitchen. This space boasts picturesque windows that not only illuminate the interiors with natural light but also offer breathtaking ocean views, making every dining experience a scenic indulgence. Above the three-car garage lies a beautifully appointed guest suite, which doubles as a tranquil yoga fitness room with yoga walls and swings. This space is enhanced with a luxurious steam shower, offering a private retreat for relaxation and rejuvenation, all while enjoying elevated views of the coastal surroundings. There are also ocean kayaks and paddle boards for your enjoyment. This estate’s prime location in Olde Naples places it within close proximity to the iconic Naples Pier and the vibrant array of upscale shopping and dining options. The affluent lifestyle offered by this area is unparalleled, making it a coveted destination for those seeking exclusivity and convenience in a beachfront setting. 71 18th Ave S is more than just a home; it is a statement of luxury and an invitation to enjoy a life of opulence and serene beauty. With its direct beach access and sumptuous amenities, this estate is a rare jewel in Naples’ prestigious real estate market, crafted for the most prestigious buyers seeking a sanctuary of the highest caliber. Walking distance to famous 5th Ave and Third Street where you can enjoy the fine dining, boutique and antique stores, performing arts, car shows, art fairs right on 5th Ave, free concerts at Cambier Park, all of it just steps away.

71 18th AVE S, Naples

$33,500,000

A stunning new home in The Strand at Bay Colony - one of Naples’ most exclusive beachfront communities. Designed by Stofft Cooney Architects and built by BCB Homes, this 5-bedroom, 5.5-bath custom residence blends contemporary coastal design with timeless craftsmanship. Light-filled open spaces feature wide-plank Legno Bastone floors, a 3-sided fireplace, and incredible natural finishes throughout. The gourmet kitchen includes high end appliances, Blue Roma quartzite counters, a full butler’s pantry, and a 400-bottle wine room. The top-floor primary suite offers sweeping Gulf views, dual closets, a spa bath, morning bar, and fitness studio. Outdoor living is a priority here with a resort-style pool, water feature wall, EVO grill, and reclaimed pecky cypress ceilings. It’s built to the highest standards with hurricane-rated windows & doors, generator, Control4 home automation, and private elevator. Wake up to the sound of the surf and walk straight onto the private sands of Bay Colony, or spend the day at the Beach and Tennis Club enjoying oceanfront dining and poolside relaxation. Behind you is 570 acres of untouched conservation land which offers a rare balance of nature and total privacy along Naples’ most coveted coastline.

5 Beds ⋅ 5.5 Baths ⋅ 226035504 MLS

A stunning new home in The Strand at Bay Colony - one of Naples’ most exclusive beachfront communities. Designed by Stofft Cooney Architects and built by BCB Homes, this 5-bedroom, 5.5-bath custom residence blends contemporary coastal design with timeless craftsmanship. Light-filled open spaces feature wide-plank Legno Bastone floors, a 3-sided fireplace, and incredible natural finishes throughout. The gourmet kitchen includes high end appliances, Blue Roma quartzite counters, a full butler’s pantry, and a 400-bottle wine room. The top-floor primary suite offers sweeping Gulf views, dual closets, a spa bath, morning bar, and fitness studio. Outdoor living is a priority here with a resort-style pool, water feature wall, EVO grill, and reclaimed pecky cypress ceilings. It’s built to the highest standards with hurricane-rated windows & doors, generator, Control4 home automation, and private elevator. Wake up to the sound of the surf and walk straight onto the private sands of Bay Colony, or spend the day at the Beach and Tennis Club enjoying oceanfront dining and poolside relaxation. Behind you is 570 acres of untouched conservation land which offers a rare balance of nature and total privacy along Naples’ most coveted coastline.

7409 Bay Colony DR, Naples

$31,000,000

Gordon Pointe. The most unique, exceptional offering in Florida, and quite possibly the entire United States. The capstone of the storied Gordon Drive in Port Royal, Naples FL. Located on the southern tip, this offering is for 230 and 240 Bay Rd; an existing home and vacant lot adjacent. 230/240 boasts a 111' foot floating t-dock, with absolutely captivating Naples Bay views. Anchored in place and moored in legacy, Gordon Pointe possesses a rare combination of scale, privacy, and protected harbor. A once in a generation opportunity to acquire the ultimate estate.

226028877 MLS

Gordon Pointe. The most unique, exceptional offering in Florida, and quite possibly the entire United States. The capstone of the storied Gordon Drive in Port Royal, Naples FL. Located on the southern tip, this offering is for 230 and 240 Bay Rd; an existing home and vacant lot adjacent. 230/240 boasts a 111' foot floating t-dock, with absolutely captivating Naples Bay views. Anchored in place and moored in legacy, Gordon Pointe possesses a rare combination of scale, privacy, and protected harbor. A once in a generation opportunity to acquire the ultimate estate.

230 & 240 Bay RD, Naples

$27,900,000

Experience the pinnacle of beachfront luxury from this extraordinary Naples coastal estate, where timeless Bermuda-inspired architecture meets effortless modern elegance. Perfectly positioned along 108 feet of pristine Gulf frontage, this six-bedroom residence offers an unparalleled opportunity to own a private sanctuary directly on the sugar-white sands of Naples. Evoking the refined charm of Alys Beach, the home’s striking white stucco exterior, parapet walls, and lush manicured landscaping create a serene and sophisticated coastal presence. Ideally located just steps from the new Four Seasons Naples Beach Club and moments from the boutiques and dining of downtown Olde Naples, the property offers a rare combination of privacy, prestige, and walkable convenience. Inside, expansive living spaces are bathed in natural light through walls of French doors that frame breathtaking panoramic views stretching from sand to sea. Thoughtfully designed for both grand entertaining and relaxed coastal living, the residence offers a seamless flow between formal and casual gathering spaces. A dramatic double living room and elegant dining area, complete with a custom beverage station and bar, create an unforgettable setting for hosting family and guests. The chef’s kitchen opens effortlessly to a warm and inviting family room and features a large center island, stone countertops, premium appliances, and a fully appointed butler’s pantry with wine refrigeration. Two luxurious primary suites—one on the main level and another upstairs with a private balcony overlooking the Gulf—provide tranquil retreats designed for ultimate comfort and privacy. A dedicated office on the main floor further enhances the home’s functionality for today’s lifestyle. Every detail throughout the residence reflects exceptional craftsmanship, timeless design, and understated sophistication. From the refined architectural elements to the seamless indoor-outdoor connection, this remarkable property embodies Naples beachfront living at its absolute finest.

6 Beds ⋅ 5.5 Baths ⋅ 226018147 MLS

Experience the pinnacle of beachfront luxury from this extraordinary Naples coastal estate, where timeless Bermuda-inspired architecture meets effortless modern elegance. Perfectly positioned along 108 feet of pristine Gulf frontage, this six-bedroom residence offers an unparalleled opportunity to own a private sanctuary directly on the sugar-white sands of Naples. Evoking the refined charm of Alys Beach, the home’s striking white stucco exterior, parapet walls, and lush manicured landscaping create a serene and sophisticated coastal presence. Ideally located just steps from the new Four Seasons Naples Beach Club and moments from the boutiques and dining of downtown Olde Naples, the property offers a rare combination of privacy, prestige, and walkable convenience. Inside, expansive living spaces are bathed in natural light through walls of French doors that frame breathtaking panoramic views stretching from sand to sea. Thoughtfully designed for both grand entertaining and relaxed coastal living, the residence offers a seamless flow between formal and casual gathering spaces. A dramatic double living room and elegant dining area, complete with a custom beverage station and bar, create an unforgettable setting for hosting family and guests. The chef’s kitchen opens effortlessly to a warm and inviting family room and features a large center island, stone countertops, premium appliances, and a fully appointed butler’s pantry with wine refrigeration. Two luxurious primary suites—one on the main level and another upstairs with a private balcony overlooking the Gulf—provide tranquil retreats designed for ultimate comfort and privacy. A dedicated office on the main floor further enhances the home’s functionality for today’s lifestyle. Every detail throughout the residence reflects exceptional craftsmanship, timeless design, and understated sophistication. From the refined architectural elements to the seamless indoor-outdoor connection, this remarkable property embodies Naples beachfront living at its absolute finest.

23 6TH AVE N, Naples

$21,995,000

This Gulf-front masterpiece offers an unparalleled blend of location, luxury, Gulf views, and resort-style living. Completely rebuilt in 2024 by Kukk Architecture and The Lykos Group with the exception of one exterior wall to utilized the grandfathered setbacks and maximize an oversized building envelope. The home has experienced no water intrusion in living areas during recent weather events. The residence combines historic charm with sophisticated elegance. Originally built in 1886, the home underwent an extensive three-year renovation and reconstruction. Now practically new, the residence preserves its heritage, grandfathered footprint, and distinctive character while offering modern luxury throughout. The 6,100-square-foot, fully air-conditioned living space maximizes its premier beachfront setting. The well-designed layout offers five spacious bedrooms, five full and two half baths, a private study, and a flexible sixth bedroom. Sweeping Gulf views provide a stunning backdrop. The gourmet kitchen boasts dual Cristallo quartzite islands, top-tier appliances, custom cabinetry, and a service kitchen. Additional features include a private gated entry, two fireplaces, elevator, whole-house generator, automated screens/shutters, water filtration, and ultra-efficient air conditioning. Perfectly positioned on the Gulf, just moments from the dining and boutique shopping of Third Street South and Fifth Avenue South. A rare opportunity in the heart of Old Naples.

6 Beds ⋅ 6.5 Baths ⋅ 226024712 MLS

This Gulf-front masterpiece offers an unparalleled blend of location, luxury, Gulf views, and resort-style living. Completely rebuilt in 2024 by Kukk Architecture and The Lykos Group with the exception of one exterior wall to utilized the grandfathered setbacks and maximize an oversized building envelope. The home has experienced no water intrusion in living areas during recent weather events. The residence combines historic charm with sophisticated elegance. Originally built in 1886, the home underwent an extensive three-year renovation and reconstruction. Now practically new, the residence preserves its heritage, grandfathered footprint, and distinctive character while offering modern luxury throughout. The 6,100-square-foot, fully air-conditioned living space maximizes its premier beachfront setting. The well-designed layout offers five spacious bedrooms, five full and two half baths, a private study, and a flexible sixth bedroom. Sweeping Gulf views provide a stunning backdrop. The gourmet kitchen boasts dual Cristallo quartzite islands, top-tier appliances, custom cabinetry, and a service kitchen. Additional features include a private gated entry, two fireplaces, elevator, whole-house generator, automated screens/shutters, water filtration, and ultra-efficient air conditioning. Perfectly positioned on the Gulf, just moments from the dining and boutique shopping of Third Street South and Fifth Avenue South. A rare opportunity in the heart of Old Naples.

55 13th AVE S, Naples

$3,450,000

Have you dreamed of owning a secluded Gulf-front escape with sweeping, unobstructed views of turquoise waters, sugar-white sand beaches, swaying tropical palms and spectacular sunsets from every window? On 2.57 acres of pristine shoreline on Keewaydin Island, this remarkable three-bedroom plus den, three-and-a-half bath retreat offers a rare opportunity to live like you’re on vacation every day. Surrounded by the Gulf on one side and the Intracoastal Waterway on the other, the property features 107 feet of spectacular beachfront, western exposure and deep water dockage with two lifts, all in a boat-access-only location, ensuring the utmost privacy. Spanning three levels of open-air decks, including a screened second level with a spacious covered outdoor living area and a modern ceiling fan, this residence is designed to fully embrace the island lifestyle and panoramic Gulf views. Whether sunbathing in seclusion or entertaining in a uniquely memorable setting, every moment here feels like a private retreat. Recent upgrades include a new ground-level patio, railings, roof, solar power system, generator and exterior paint, as well as new path lighting, two exhaust fans in the generator room, and a recently constructed beachside shed which enhances comfort and functionality. Inside, over 2,500 square feet under air showcases custom door frames, diagonal tile flooring, and thoughtful enhancements like new interior paint, blinds, lighting and ceiling fans. The chef’s kitchen is a showstopper with white cabinetry, under-cabinet lighting, a striking tile backsplash and premium appliances, including a six-burner Viking gas range with hood, pot filler and stand-alone ice maker. The dining area, featuring a custom mirrored wall and glass sliders, seamlessly connects to the outdoor living space, blurring the line between comfort and coastal air. The living room, highlighted by vaulted ceilings and a built-in fireplace, is framed by breathtaking beach and water views, while an outdoor elevator lift provides convenient access to all levels. The owner’s suite is a private sanctuary, featuring French doors to a private deck, a walk-in closet with custom built-ins, and a spa-style en-suite bath with dual-sink vanity, jetted soaking tub, and a floor-to-ceiling tiled walk-in shower. Guest bedrooms each offer private balconies and serene water views, and a versatile den provides space for guests or remote work. Additional comforts include six new mini-split systems, a new washer and dryer, a sauna, and satellite TV and internet capabilities, ensuring modern connection in a completely self-sufficient, off-grid setting. Keewaydin Island is peaceful and serene, rich in native flora and fauna, offering a lifestyle defined by natural beauty, privacy and luxury, just minutes by boat from Naples or Marco Island. Schedule your private showing today.

3 Beds ⋅ 3.5 Baths ⋅ 225029295 MLS

Have you dreamed of owning a secluded Gulf-front escape with sweeping, unobstructed views of turquoise waters, sugar-white sand beaches, swaying tropical palms and spectacular sunsets from every window? On 2.57 acres of pristine shoreline on Keewaydin Island, this remarkable three-bedroom plus den, three-and-a-half bath retreat offers a rare opportunity to live like you’re on vacation every day. Surrounded by the Gulf on one side and the Intracoastal Waterway on the other, the property features 107 feet of spectacular beachfront, western exposure and deep water dockage with two lifts, all in a boat-access-only location, ensuring the utmost privacy. Spanning three levels of open-air decks, including a screened second level with a spacious covered outdoor living area and a modern ceiling fan, this residence is designed to fully embrace the island lifestyle and panoramic Gulf views. Whether sunbathing in seclusion or entertaining in a uniquely memorable setting, every moment here feels like a private retreat. Recent upgrades include a new ground-level patio, railings, roof, solar power system, generator and exterior paint, as well as new path lighting, two exhaust fans in the generator room, and a recently constructed beachside shed which enhances comfort and functionality. Inside, over 2,500 square feet under air showcases custom door frames, diagonal tile flooring, and thoughtful enhancements like new interior paint, blinds, lighting and ceiling fans. The chef’s kitchen is a showstopper with white cabinetry, under-cabinet lighting, a striking tile backsplash and premium appliances, including a six-burner Viking gas range with hood, pot filler and stand-alone ice maker. The dining area, featuring a custom mirrored wall and glass sliders, seamlessly connects to the outdoor living space, blurring the line between comfort and coastal air. The living room, highlighted by vaulted ceilings and a built-in fireplace, is framed by breathtaking beach and water views, while an outdoor elevator lift provides convenient access to all levels. The owner’s suite is a private sanctuary, featuring French doors to a private deck, a walk-in closet with custom built-ins, and a spa-style en-suite bath with dual-sink vanity, jetted soaking tub, and a floor-to-ceiling tiled walk-in shower. Guest bedrooms each offer private balconies and serene water views, and a versatile den provides space for guests or remote work. Additional comforts include six new mini-split systems, a new washer and dryer, a sauna, and satellite TV and internet capabilities, ensuring modern connection in a completely self-sufficient, off-grid setting. Keewaydin Island is peaceful and serene, rich in native flora and fauna, offering a lifestyle defined by natural beauty, privacy and luxury, just minutes by boat from Naples or Marco Island. Schedule your private showing today.

10455 Keewaydin, Naples

Own In Naples - Patti Fortune at Downing-Frye Realty, Inc.

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