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Quietly situated at the southernmost end of Gulf Shore Boulevard South, directly across from beach access, this exceptional Olde Naples estate is a true crown jewel, spanning more than one-half acre. Designed by John Cooney of Stofft Cooney Architects and meticulously refurbished throughout, the residence reflects uncompromising craftsmanship and timeless sophistication and can be acquired turnkey furnished for immediate occupancy. From the moment of arrival, the home makes a lasting impression. Flickering gas lanterns, a gracious front porch, and classic symmetrical architecture accented by exquisite millwork create an inviting sense of elegance. Inside, refined finishes abound, including mahogany front doors, rift-sawn white oak flooring, and a striking vaulted ceiling detail upon entry. The living room’s balanced symmetry and detailed millwork flow seamlessly into the gourmet kitchen and dining area, anchored by a 60" Wolf dual-fuel range featuring six burners, an infrared charbroiler, and an infrared griddle. Additional highlights include a Sub-Zero side-by-side refrigerator and freezer, integrated refrigerator drawer systems, and two Miele dishwashers—perfectly suited for both everyday living and entertaining. Thoughtfully curated spaces throughout the home include a bespoke media room with soundproofed walls and a Savant sound system, a handsome study with custom built-in display cabinetry overlooking the pool, a fully reimagined bar and library, and a dedicated fitness studio complete with a steam shower—each space designed for both function and refined living. The estate is comprised of five well-appointed bedrooms, four of which feature en-suite baths, offering refined accommodations for both residents and guests alike. The Master Suite and Bath offer a true private retreat, enveloping you in comfort from head to toe. A tranquil sitting area overlooks the spa and pool, providing a serene backdrop for rest and reflection. Crown moldings and elegant casings throughout enhance the sense of refined craftsmanship, creating a space that feels like a peaceful escape—while remaining unmistakably at home. Following a complete renovation inside and out, the outdoor living spaces are equally compelling. An expansive, oversized porch is designed for rest and relaxation, offering an exceptional poolside setting framed by a preserved Wild Oak tree—an enchanting natural centerpiece that enhances the estate’s sense of serenity and timeless charm. Additional elevated improvements include two side-mounted car lifts, whole-house generator, dual dehumidification systems, a steam shower within the fitness studio underscoring the home’s exceptional level of care, resilience, and thoughtful investment.

6 Beds ⋅ 7.5 Baths ⋅ 226034183 MLS

Quietly situated at the southernmost end of Gulf Shore Boulevard South, directly across from beach access, this exceptional Olde Naples estate is a true crown jewel, spanning more than one-half acre. Designed by John Cooney of Stofft Cooney Architects and meticulously refurbished throughout, the residence reflects uncompromising craftsmanship and timeless sophistication and can be acquired turnkey furnished for immediate occupancy. From the moment of arrival, the home makes a lasting impression. Flickering gas lanterns, a gracious front porch, and classic symmetrical architecture accented by exquisite millwork create an inviting sense of elegance. Inside, refined finishes abound, including mahogany front doors, rift-sawn white oak flooring, and a striking vaulted ceiling detail upon entry. The living room’s balanced symmetry and detailed millwork flow seamlessly into the gourmet kitchen and dining area, anchored by a 60" Wolf dual-fuel range featuring six burners, an infrared charbroiler, and an infrared griddle. Additional highlights include a Sub-Zero side-by-side refrigerator and freezer, integrated refrigerator drawer systems, and two Miele dishwashers—perfectly suited for both everyday living and entertaining. Thoughtfully curated spaces throughout the home include a bespoke media room with soundproofed walls and a Savant sound system, a handsome study with custom built-in display cabinetry overlooking the pool, a fully reimagined bar and library, and a dedicated fitness studio complete with a steam shower—each space designed for both function and refined living. The estate is comprised of five well-appointed bedrooms, four of which feature en-suite baths, offering refined accommodations for both residents and guests alike. The Master Suite and Bath offer a true private retreat, enveloping you in comfort from head to toe. A tranquil sitting area overlooks the spa and pool, providing a serene backdrop for rest and reflection. Crown moldings and elegant casings throughout enhance the sense of refined craftsmanship, creating a space that feels like a peaceful escape—while remaining unmistakably at home. Following a complete renovation inside and out, the outdoor living spaces are equally compelling. An expansive, oversized porch is designed for rest and relaxation, offering an exceptional poolside setting framed by a preserved Wild Oak tree—an enchanting natural centerpiece that enhances the estate’s sense of serenity and timeless charm. Additional elevated improvements include two side-mounted car lifts, whole-house generator, dual dehumidification systems, a steam shower within the fitness studio underscoring the home’s exceptional level of care, resilience, and thoughtful investment.

1963 Gulf Shore BLVD S, Naples

$6,600,000

A wonderful opportunity in one of Old Naples’ most desirable locations! Just minutes from the beautiful Gulf beaches, renowned Fifth Avenue South, exceptional dining, shopping, and everything that makes the Old Naples lifestyle so special. This charming home offers incredible potential and is ready for its next owner to make it truly their own. Whether you envision a stylish renovation, a seasonal retreat, or your dream home in the heart of Naples, the possibilities are waiting. Exceptional location. Endless potential. The Old Naples lifestyle awaits.

4 Beds ⋅ 3 Baths ⋅ 226032977 MLS

A wonderful opportunity in one of Old Naples’ most desirable locations! Just minutes from the beautiful Gulf beaches, renowned Fifth Avenue South, exceptional dining, shopping, and everything that makes the Old Naples lifestyle so special. This charming home offers incredible potential and is ready for its next owner to make it truly their own. Whether you envision a stylish renovation, a seasonal retreat, or your dream home in the heart of Naples, the possibilities are waiting. Exceptional location. Endless potential. The Old Naples lifestyle awaits.

1620 3rd ST S, Naples

$795,000

Pristine natural beauty, privacy and seclusion are now obtainable from these highly sought after and rarely available adjacent lots on Keewaydin Island. Allowing for a possible expanded building site or land banking, each property is over 2 acres in size with 100 feet each of untouched and natural beach frontage. Newly engineered and constructed boat and jet ski lifts, boardwalks, pavilion and generator provide easy access and enjoyment.

225075140 MLS

Pristine natural beauty, privacy and seclusion are now obtainable from these highly sought after and rarely available adjacent lots on Keewaydin Island. Allowing for a possible expanded building site or land banking, each property is over 2 acres in size with 100 feet each of untouched and natural beach frontage. Newly engineered and constructed boat and jet ski lifts, boardwalks, pavilion and generator provide easy access and enjoyment.

Keewaydin, Naples

$795,000

Pristine natural beauty, privacy and seclusion are now obtainable from these highly sought after and rarely available adjacent lots on Keewaydin Island. Allowing for a possible expanded building site or land banking, each property is over 2 acres in size with 100 feet each of untouched and natural beach frontage. Newly engineered and constructed boat and jet ski lifts, boardwalks, pavilion and generator provide easy access and enjoyment.

225075057 MLS

Pristine natural beauty, privacy and seclusion are now obtainable from these highly sought after and rarely available adjacent lots on Keewaydin Island. Allowing for a possible expanded building site or land banking, each property is over 2 acres in size with 100 feet each of untouched and natural beach frontage. Newly engineered and constructed boat and jet ski lifts, boardwalks, pavilion and generator provide easy access and enjoyment.

11799 Keewaydin, Naples

$49,950,000

Commanding one of the most extraordinary settings in all of Naples, this once-in-a-lifetime waterfront offering spans nearly 270 feet of pristine beachfront along the Gulf of America with breathtaking views of Gordon Pass. Positioned on the coveted southern tip of Gordon Drive, among Port Royal's most distinguished estates, this exceptionally rare homesite represents the pinnacle of luxury coastal living. Nestled far from the nearest public beach access, the property offers an unrivaled sense of privacy, serenity, and exclusivity. Preliminary plans for a world-class legacy estate—an architectural magnum opus—have been masterfully envisioned by nationally acclaimed Randy Stofft of Stofft Cooney Architects, providing an extraordinary opportunity to create one of Naples' most iconic residences. Expansive vistas showcase the shimmering waters of the Gulf of America, the ever-changing activity of Gordon Pass, and an abundance of dolphins, manatees, and coastal wildlife from nearly every vantage point. Every sunrise, sunset, and sea breeze becomes part of an unparalleled waterfront lifestyle defined by elegance and distinction. As an added privilege, the property is eligible for Resident Membership at the prestigious, newly built $100M Port Royal Club, offering exclusive access to one of the nation's most celebrated private beachfront clubs. This is an exceptionally rare opportunity to build a legacy estate in one of the most coveted and prestigious waterfront enclaves in the world.

223062658 MLS

Commanding one of the most extraordinary settings in all of Naples, this once-in-a-lifetime waterfront offering spans nearly 270 feet of pristine beachfront along the Gulf of America with breathtaking views of Gordon Pass. Positioned on the coveted southern tip of Gordon Drive, among Port Royal's most distinguished estates, this exceptionally rare homesite represents the pinnacle of luxury coastal living. Nestled far from the nearest public beach access, the property offers an unrivaled sense of privacy, serenity, and exclusivity. Preliminary plans for a world-class legacy estate—an architectural magnum opus—have been masterfully envisioned by nationally acclaimed Randy Stofft of Stofft Cooney Architects, providing an extraordinary opportunity to create one of Naples' most iconic residences. Expansive vistas showcase the shimmering waters of the Gulf of America, the ever-changing activity of Gordon Pass, and an abundance of dolphins, manatees, and coastal wildlife from nearly every vantage point. Every sunrise, sunset, and sea breeze becomes part of an unparalleled waterfront lifestyle defined by elegance and distinction. As an added privilege, the property is eligible for Resident Membership at the prestigious, newly built $100M Port Royal Club, offering exclusive access to one of the nation's most celebrated private beachfront clubs. This is an exceptionally rare opportunity to build a legacy estate in one of the most coveted and prestigious waterfront enclaves in the world.

4550 GORDON DR, Naples