Commanding 268 feet of prime Naples Bay frontage and situated on one of Port Royal’s most admired parcels, this iconic Port Royal residence represents an enduring legacy of architectural distinction and waterfront allure. The spectacular six bedroom, eight bath residence encompasses more than 11,000 square feet of living space, thoughtfully designed to capture panoramic water views from nearly every room. Built in 2005, the home reflects a bespoke blend of Georgian Colonial architecture with Caribbean and Palm Beach influences, resulting in a refined, timeless aesthetic. The residence features a dramatic two-story staircase, gourmet kitchen, formal and casual living and dining spaces, main-floor primary suite and study, elevator, and private theater. Wine storage, a wet bar, and seamless indoor-outdoor flow further enhance the home, with each detail curated to elevate both daily living and entertaining. A guest wing offers independent living with two bedrooms, full kitchen, great room, and private entrance, making it well suited for flexible use or extended visits. Outdoors, the estate’s scale and setting are unparalleled, offering remarkable amenities including a courtyard-style motor court, expansive lanai, outdoor kitchen, ample green space, and a resort-style disappearing-edge pool that blends seamlessly with the horizon of Naples Bay. Completing the waterfront lifestyle is a 93-foot boat dock with direct Gulf access. This celebrated estate presents enduring distinction in one of Naples’ most sought-after waterfront enclaves, with immediate eligibility for Port Royal Club resident membership.

6 Beds ⋅ 7.5 Baths ⋅ 226003650 MLS

Commanding 268 feet of prime Naples Bay frontage and situated on one of Port Royal’s most admired parcels, this iconic Port Royal residence represents an enduring legacy of architectural distinction and waterfront allure. The spectacular six bedroom, eight bath residence encompasses more than 11,000 square feet of living space, thoughtfully designed to capture panoramic water views from nearly every room. Built in 2005, the home reflects a bespoke blend of Georgian Colonial architecture with Caribbean and Palm Beach influences, resulting in a refined, timeless aesthetic. The residence features a dramatic two-story staircase, gourmet kitchen, formal and casual living and dining spaces, main-floor primary suite and study, elevator, and private theater. Wine storage, a wet bar, and seamless indoor-outdoor flow further enhance the home, with each detail curated to elevate both daily living and entertaining. A guest wing offers independent living with two bedrooms, full kitchen, great room, and private entrance, making it well suited for flexible use or extended visits. Outdoors, the estate’s scale and setting are unparalleled, offering remarkable amenities including a courtyard-style motor court, expansive lanai, outdoor kitchen, ample green space, and a resort-style disappearing-edge pool that blends seamlessly with the horizon of Naples Bay. Completing the waterfront lifestyle is a 93-foot boat dock with direct Gulf access. This celebrated estate presents enduring distinction in one of Naples’ most sought-after waterfront enclaves, with immediate eligibility for Port Royal Club resident membership.

1975 Galleon DR, Naples

$12,500,000

A landmark, custom built, Old Naples estate just four homes from the Gulf. Elevated and recently renovated, this exceptional residence offers over 7,500 square feet of refined AC-living with timeless architecture and exquisite craftsmanship. Features include a grand two-story foyer, coffered ceilings, rich millwork, library, formal dining, and expansive living spaces filled with natural light. The chef’s kitchen boasts Wolf and Sub-Zero appliances, dual islands, marble prep areas, butler’s pantry, and wine cellar. The luxurious master suite offers a sitting area, dual walk-in closets, spa bath, and private balcony. Outdoor living includes a heated, salt system pool and spa, outdoor kitchen, fireplace, lush landscaping, and shaded entertaining areas. Rare, air-conditioned garage for 10+ vehicles, impact windows and doors, private elevator, and generator. High and dry, moments to beaches, dining, and shopping—this is Old Naples luxury at its finest.

5 Beds ⋅ 7.5 Baths ⋅ 226002046 MLS

A landmark, custom built, Old Naples estate just four homes from the Gulf. Elevated and recently renovated, this exceptional residence offers over 7,500 square feet of refined AC-living with timeless architecture and exquisite craftsmanship. Features include a grand two-story foyer, coffered ceilings, rich millwork, library, formal dining, and expansive living spaces filled with natural light. The chef’s kitchen boasts Wolf and Sub-Zero appliances, dual islands, marble prep areas, butler’s pantry, and wine cellar. The luxurious master suite offers a sitting area, dual walk-in closets, spa bath, and private balcony. Outdoor living includes a heated, salt system pool and spa, outdoor kitchen, fireplace, lush landscaping, and shaded entertaining areas. Rare, air-conditioned garage for 10+ vehicles, impact windows and doors, private elevator, and generator. High and dry, moments to beaches, dining, and shopping—this is Old Naples luxury at its finest.

140 3rd AVE S, Naples

$29,500,000

One or more photo(s) has been virtually staged, AI generated or rendered. Discover an extraordinary opportunity to secure this custom waterfront residence set along 120 feet of waterfrontage in Naples’ prestigious Port Royal community. Currently under construction and expected to be completed by year-end 2027, this property offers immediate membership eligibility to the highly anticipated reopening of the new Port Royal Club upon purchase. Envisioned by MHK Architects, the residence encompasses 7,339 sq ft under air and nearly 9,989 sq ft under roof, blending timeless coastal architecture with a highly tailored, amenity-rich floor plan. A newer dock with two lifts can accommodate a fleet of up to three vessels allowing boaters to take advantage of this locations, swift bridgeless access to the Gulf. The main level is designed for effortless entertaining, centered around an open great room, dining area, chef’s kitchen with walk-in pantry/back kitchen, bar, study, and a private owner’s retreat with dual closets, spa-style bath, and dedicated outdoor living area. Walls of glass connect the interiors to a resort-inspired outdoor setting featuring a covered living area with fireplace, pool bath, summer kitchen/grill area, pool, spa, and generous terraces. A four-car garage, two laundry areas, mudroom, and elevator further enhance everyday convenience. The upper level offers a VIP suite, three additional bedrooms, upper great room, laundry, built-in storage, and multiple balconies—creating exceptional flexibility for family and guests. With refined architectural detailing and an elevated waterfront lifestyle setting, this remarkable residence represents a rare opportunity to own a new Port Royal home designed for both grand entertaining and relaxed Naples living.

5 Beds ⋅ 6.5 Baths ⋅ 226001340 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. Discover an extraordinary opportunity to secure this custom waterfront residence set along 120 feet of waterfrontage in Naples’ prestigious Port Royal community. Currently under construction and expected to be completed by year-end 2027, this property offers immediate membership eligibility to the highly anticipated reopening of the new Port Royal Club upon purchase. Envisioned by MHK Architects, the residence encompasses 7,339 sq ft under air and nearly 9,989 sq ft under roof, blending timeless coastal architecture with a highly tailored, amenity-rich floor plan. A newer dock with two lifts can accommodate a fleet of up to three vessels allowing boaters to take advantage of this locations, swift bridgeless access to the Gulf. The main level is designed for effortless entertaining, centered around an open great room, dining area, chef’s kitchen with walk-in pantry/back kitchen, bar, study, and a private owner’s retreat with dual closets, spa-style bath, and dedicated outdoor living area. Walls of glass connect the interiors to a resort-inspired outdoor setting featuring a covered living area with fireplace, pool bath, summer kitchen/grill area, pool, spa, and generous terraces. A four-car garage, two laundry areas, mudroom, and elevator further enhance everyday convenience. The upper level offers a VIP suite, three additional bedrooms, upper great room, laundry, built-in storage, and multiple balconies—creating exceptional flexibility for family and guests. With refined architectural detailing and an elevated waterfront lifestyle setting, this remarkable residence represents a rare opportunity to own a new Port Royal home designed for both grand entertaining and relaxed Naples living.

989 Admiralty Parade E, Naples

$13,495,000

EXCEPTIONAL WATERFRONT ESTATE | AQUALANE SHORES | DIRECT GULF ACCESS | 12-CAR GARAGE Commanding spectacular, expansive water views along one of Aqualane Shores’ widest canals, this extraordinary waterfront estate represents a rare combination of architectural elegance, boating excellence, and exceptional luxury living in the heart of Old Naples. Ideally positioned just moments from the Gulf of Mexico, Naples’ pristine beaches, and the celebrated dining and boutiques of Third Street South, this remarkable residence offers an enviable lifestyle in one of Naples’ most prestigious waterfront neighborhoods. Encompassing 6,130 square feet of beautifully appointed living space, the residence artfully blends timeless Old Florida charm with refined contemporary luxury. Exceptional craftsmanship is evident throughout, with intricate custom millwork, rich hardwood flooring, elegant shiplap detailing, and captivating water views creating an atmosphere of understated sophistication. Designed to embrace both grand-scale entertaining and relaxed coastal living, the home features a dramatic two-story great room, a beautifully appointed gourmet kitchen with dual islands, and an inviting family room that opens effortlessly to the expansive covered lanai. An exceptional outdoor entertaining environment awaits, complete with a summer kitchen, pizza oven, and fireplace, all overlooking the magnificent waterfront setting. The main-level primary suite offers a private sanctuary with luxurious accommodations, dual dressing areas, and an adjoining study that can easily serve as an additional guest suite. A separate, privately accessed guest residence, complete with its own elevator, full kitchen, and living area, provides exceptional flexibility and independence for visiting family and guests. Additional highlights include a temperature-controlled wine room accommodating more than 500 bottles, an elegant wet bar, a secure safe room, and an extraordinary 12-car garage, a truly rare offering ideally suited to the serious automobile collector. Outside, the estate unfolds into a private waterfront resort, featuring a stunning vanishing-edge swimming pool, spa, manicured tropical grounds, and a private putting green. Boating enthusiasts will appreciate the substantial private dock and 34,000-pound boat lift, providing effortless, bridge-free access to the open waters of the Gulf of Mexico. A rare opportunity to enjoy the very best of the Naples waterfront lifestyle, where exceptional boating, remarkable automobile accommodation, and timeless coastal luxury come together in one extraordinary estate. One or more photos have been virtually staged, AI-generated, or rendered.

5 Beds ⋅ 6.5 Baths ⋅ 225083057 MLS

EXCEPTIONAL WATERFRONT ESTATE | AQUALANE SHORES | DIRECT GULF ACCESS | 12-CAR GARAGE Commanding spectacular, expansive water views along one of Aqualane Shores’ widest canals, this extraordinary waterfront estate represents a rare combination of architectural elegance, boating excellence, and exceptional luxury living in the heart of Old Naples. Ideally positioned just moments from the Gulf of Mexico, Naples’ pristine beaches, and the celebrated dining and boutiques of Third Street South, this remarkable residence offers an enviable lifestyle in one of Naples’ most prestigious waterfront neighborhoods. Encompassing 6,130 square feet of beautifully appointed living space, the residence artfully blends timeless Old Florida charm with refined contemporary luxury. Exceptional craftsmanship is evident throughout, with intricate custom millwork, rich hardwood flooring, elegant shiplap detailing, and captivating water views creating an atmosphere of understated sophistication. Designed to embrace both grand-scale entertaining and relaxed coastal living, the home features a dramatic two-story great room, a beautifully appointed gourmet kitchen with dual islands, and an inviting family room that opens effortlessly to the expansive covered lanai. An exceptional outdoor entertaining environment awaits, complete with a summer kitchen, pizza oven, and fireplace, all overlooking the magnificent waterfront setting. The main-level primary suite offers a private sanctuary with luxurious accommodations, dual dressing areas, and an adjoining study that can easily serve as an additional guest suite. A separate, privately accessed guest residence, complete with its own elevator, full kitchen, and living area, provides exceptional flexibility and independence for visiting family and guests. Additional highlights include a temperature-controlled wine room accommodating more than 500 bottles, an elegant wet bar, a secure safe room, and an extraordinary 12-car garage, a truly rare offering ideally suited to the serious automobile collector. Outside, the estate unfolds into a private waterfront resort, featuring a stunning vanishing-edge swimming pool, spa, manicured tropical grounds, and a private putting green. Boating enthusiasts will appreciate the substantial private dock and 34,000-pound boat lift, providing effortless, bridge-free access to the open waters of the Gulf of Mexico. A rare opportunity to enjoy the very best of the Naples waterfront lifestyle, where exceptional boating, remarkable automobile accommodation, and timeless coastal luxury come together in one extraordinary estate. One or more photos have been virtually staged, AI-generated, or rendered.

481 21st AVE S, Naples

$7,495,000

A triumph of architectural brilliance, this Stofft Cooney–designed estate—masterfully curated and constructed by Borelli—shimmers with couture style, sophisticated detailing, and world-class refinement. Set on approximately two acres in the coveted Pine Ridge enclave, this extraordinary residence delivers pure luxury at every turn, offering the amenities, craftsmanship, and presence expected in a home of this caliber. Graceful, light-filled living spaces flow effortlessly throughout, with each room intentionally positioned for exceptional entertaining and elevated everyday living. The beautifully renovated chef’s kitchen serves as the heart of the home—pairing fresh, modern design with high-end functionality—and is complemented by a remarkable 3,000-bottle, temperature-controlled wine room, an oenophile’s dream perfectly suited for intimate tastings or grand gatherings. A private attached apartment provides both convenience and comfort for extended-stay guests or multigenerational living. Refined elegance abounds in the custom lighting, including exquisite Murano glass fixtures, along with artfully designed niches, millwork, and built-ins that elevate every corner of the home. The truly awe-inspiring grounds complete the experience, featuring a tropical-resort-style swimming pool, tennis/pickleball court, and a romantic gazebo that enhances the estate’s serene, sanctuary-like ambiance. A separate guest house—could be used as an art studio—offers its own kitchen, bath, and living area, ensuring guests are graciously and luxuriously accommodated. Car enthusiasts will appreciate the four-car, air-conditioned garage, while the gated circular driveway sets the tone for the grandeur that follows. This is more than a home—this is luxury living in Naples perfected.

6 Beds ⋅ 7.5 Baths ⋅ 225079970 MLS

A triumph of architectural brilliance, this Stofft Cooney–designed estate—masterfully curated and constructed by Borelli—shimmers with couture style, sophisticated detailing, and world-class refinement. Set on approximately two acres in the coveted Pine Ridge enclave, this extraordinary residence delivers pure luxury at every turn, offering the amenities, craftsmanship, and presence expected in a home of this caliber. Graceful, light-filled living spaces flow effortlessly throughout, with each room intentionally positioned for exceptional entertaining and elevated everyday living. The beautifully renovated chef’s kitchen serves as the heart of the home—pairing fresh, modern design with high-end functionality—and is complemented by a remarkable 3,000-bottle, temperature-controlled wine room, an oenophile’s dream perfectly suited for intimate tastings or grand gatherings. A private attached apartment provides both convenience and comfort for extended-stay guests or multigenerational living. Refined elegance abounds in the custom lighting, including exquisite Murano glass fixtures, along with artfully designed niches, millwork, and built-ins that elevate every corner of the home. The truly awe-inspiring grounds complete the experience, featuring a tropical-resort-style swimming pool, tennis/pickleball court, and a romantic gazebo that enhances the estate’s serene, sanctuary-like ambiance. A separate guest house—could be used as an art studio—offers its own kitchen, bath, and living area, ensuring guests are graciously and luxuriously accommodated. Car enthusiasts will appreciate the four-car, air-conditioned garage, while the gated circular driveway sets the tone for the grandeur that follows. This is more than a home—this is luxury living in Naples perfected.

683 Hickory RD, Naples

$2,400,000

Experience unmatched luxury and craftsmanship in this exceptional single family residence, built on two lots in 2022 and offers an impressive 4,200 square feet under air. Designed for both grand living and effortless comfort, this home features three bedrooms plus a den/office, four full baths, and two half baths. Car enthusiasts will appreciate the ability to park 6+ vehicles in two expansive garages, with the option to convert part of the four-car garage into a guest suite or game room—preparations already in place. At the heart of the home, the chef’s kitchen delivers a one-of-a-kind culinary experience, complete with a separate butler’s pantry. A dramatic 16-foot foyer welcomes you into the open-concept living area, highlighted by exquisite custom woodwork and refined architectural details that elevate the entire space. The expansive, travertine-tiled private lanai is an entertainer’s dream, showcasing a saltwater pool and spa, outdoor kitchen, outdoor shower, and a convenient poolside half bath. It perfectly embodies today’s desire for seamless indoor-outdoor living. The luxurious master suite offers a tranquil retreat with an elegant design, dual walk-in closets, and plantation shutters—found throughout the home. Every element reflects thoughtful planning, superior craftsmanship, and an unwavering commitment to quality. Nestled on a quiet avenue for enhanced privacy, this extraordinary custom residence is ideally located just minutes from Venetian Village, Waterside Shops, Downtown Naples, and the sugar-white Gulf beaches. A truly remarkable home for the buyer seeking sophistication, comfort, and the best of Naples living.

3 Beds ⋅ 5.5 Baths ⋅ 225081374 MLS

Experience unmatched luxury and craftsmanship in this exceptional single family residence, built on two lots in 2022 and offers an impressive 4,200 square feet under air. Designed for both grand living and effortless comfort, this home features three bedrooms plus a den/office, four full baths, and two half baths. Car enthusiasts will appreciate the ability to park 6+ vehicles in two expansive garages, with the option to convert part of the four-car garage into a guest suite or game room—preparations already in place. At the heart of the home, the chef’s kitchen delivers a one-of-a-kind culinary experience, complete with a separate butler’s pantry. A dramatic 16-foot foyer welcomes you into the open-concept living area, highlighted by exquisite custom woodwork and refined architectural details that elevate the entire space. The expansive, travertine-tiled private lanai is an entertainer’s dream, showcasing a saltwater pool and spa, outdoor kitchen, outdoor shower, and a convenient poolside half bath. It perfectly embodies today’s desire for seamless indoor-outdoor living. The luxurious master suite offers a tranquil retreat with an elegant design, dual walk-in closets, and plantation shutters—found throughout the home. Every element reflects thoughtful planning, superior craftsmanship, and an unwavering commitment to quality. Nestled on a quiet avenue for enhanced privacy, this extraordinary custom residence is ideally located just minutes from Venetian Village, Waterside Shops, Downtown Naples, and the sugar-white Gulf beaches. A truly remarkable home for the buyer seeking sophistication, comfort, and the best of Naples living.

1086 Michigan AVE, Naples

$11,995,000

At 142 Eugenia Drive, the experience begins long before you reach the front door. Beyond a gated entrance, a beautifully landscaped approach introduces an extraordinary private estate set on 1.37 acres in Pine Ridge Estates. Mature trees, lush tropical gardens, and thoughtfully layered landscaping create a remarkable sense of seclusion, where the outside world seems to quietly fall away. The expansive grounds offer both the freedom to entertain on a grand scale and the intimacy of a personal retreat, while an upstairs balcony captures unobstructed views of Mockingbird Lake. Completed in 2021 and thoughtfully refined in the years since, the estate offers 7,331 square feet of total living space, including the detached guest residence. Soaring ceilings, generous gathering areas, and an effortless connection between interior and exterior spaces create an atmosphere of understated grandeur. Designed to accommodate both everyday living and memorable occasions, the home balances architectural presence with a genuine sense of comfort. At the heart of the residence, a beautifully appointed kitchen is anchored by an oversized Cristallo stone island, complemented by Sub-Zero and Wolf appliances and custom cabinetry. Nearby, a jewel-like wine room wrapped entirely in gold introduces an unexpected moment of drama and artistry. Two private home offices offer flexibility for work or quiet reflection, while a separate 660-square-foot guest residence, complete with its own bedroom and bathroom, provides an inviting poolside retreat for family and friends. The outdoor living experience is equally compelling. Expansive terraces transition naturally to a resort-inspired pool and an extraordinary entertaining environment, where an illuminated onyx bar, adjustable louvered pergola, and sculptural fire feature create spaces equally suited to lively gatherings and peaceful evenings. Carefully considered landscaping surrounds these areas, preserving the sense of privacy that defines the estate. Throughout the residence, exceptional craftsmanship and thoughtfully selected materials reflect a commitment to quality without excess. Advanced Control4 smart home automation integrates modern convenience, allowing the home to function as effortlessly as it lives. More than an impressive residence, Eugenia is a fully realized private estate where architecture, landscape, and lifestyle come together with uncommon care. A place designed not simply to be admired, but to be lived in and enjoyed. Furnishings are negotiable, subject to seller exclusions.

6 Beds ⋅ 7.5 Baths ⋅ 225081700 MLS

At 142 Eugenia Drive, the experience begins long before you reach the front door. Beyond a gated entrance, a beautifully landscaped approach introduces an extraordinary private estate set on 1.37 acres in Pine Ridge Estates. Mature trees, lush tropical gardens, and thoughtfully layered landscaping create a remarkable sense of seclusion, where the outside world seems to quietly fall away. The expansive grounds offer both the freedom to entertain on a grand scale and the intimacy of a personal retreat, while an upstairs balcony captures unobstructed views of Mockingbird Lake. Completed in 2021 and thoughtfully refined in the years since, the estate offers 7,331 square feet of total living space, including the detached guest residence. Soaring ceilings, generous gathering areas, and an effortless connection between interior and exterior spaces create an atmosphere of understated grandeur. Designed to accommodate both everyday living and memorable occasions, the home balances architectural presence with a genuine sense of comfort. At the heart of the residence, a beautifully appointed kitchen is anchored by an oversized Cristallo stone island, complemented by Sub-Zero and Wolf appliances and custom cabinetry. Nearby, a jewel-like wine room wrapped entirely in gold introduces an unexpected moment of drama and artistry. Two private home offices offer flexibility for work or quiet reflection, while a separate 660-square-foot guest residence, complete with its own bedroom and bathroom, provides an inviting poolside retreat for family and friends. The outdoor living experience is equally compelling. Expansive terraces transition naturally to a resort-inspired pool and an extraordinary entertaining environment, where an illuminated onyx bar, adjustable louvered pergola, and sculptural fire feature create spaces equally suited to lively gatherings and peaceful evenings. Carefully considered landscaping surrounds these areas, preserving the sense of privacy that defines the estate. Throughout the residence, exceptional craftsmanship and thoughtfully selected materials reflect a commitment to quality without excess. Advanced Control4 smart home automation integrates modern convenience, allowing the home to function as effortlessly as it lives. More than an impressive residence, Eugenia is a fully realized private estate where architecture, landscape, and lifestyle come together with uncommon care. A place designed not simply to be admired, but to be lived in and enjoyed. Furnishings are negotiable, subject to seller exclusions.

142 Eugenia DR, Naples

$5,745,000

Extraordinary New-construction estate with NO HOA.... designed for multigenerational living. This private gated home offers more than 5,411 sq ft of AC living space over 10,000 total living space, delivering the perfect blend of seclusion & sophistication. Thoughtfully designed, the residence features 6 private ensuites, ensuring exceptional comfort for family and guests alike. A standout feature is the 548-square-foot private poolside casita, offering a rare level of independence and flexibility. Complete with its own full kitchen, living room, bedroom, bathroom, & laundry, the casita is ideally suited for in-laws, adult children, multigenerational living, extended family, who desire privacy and a fully self-contained living environment—all while remaining just steps from the main residence. The home has 4 kitchens—including a show-stopping gourmet chef’s kitchen, a fully equipped butler’s kitchen, and a luxurious outdoor kitchen—creating an unmatched environment for both daily living and large-scale entertaining. The kitchen is outfitted with elite appliances such as a Wolf range, Sub-Zero and Cove refrigeration, and Bosch systems, complemented by stunning Crystallo Quartzite waterfall countertops. Throughout the home, the builder crafted custom handmade inverted masterpiece ceilings, beautifully accented with both uplighting & downlighting to create a dramatic, high-end ambiance. Furnished by Robb & Stucky, the interior exudes luxury at every turn, showcasing two expansive living areas, a dedicated office, and a striking glass staircase. Soaring 12.5-foot ceilings enhance the main living spaces, while a breathtaking 25-foot ceiling in the grand foyer makes an unforgettable first impression. Contemporary water vapor fireplaces provide the visual sophistication of traditional fireplaces while offering a serene, maintenance-free experience indoors and outdoors. The resort-style outdoor oasis includes a stunning pool & spa, beautiful water features, fire bowls, a built-in fire-pit seating area, hurricane-impact windows and doors, and an impressive generator to ensure uninterrupted comfort. 3 laundry rooms—along with a 4-car garage, elevator, and expansive outdoor living spaces designed for both entertaining and quiet relaxation. The primary suite is on the main level, while the separate casita offers an exceptional solution for buyers seeking true multigenerational flexibility without sacrificing privacy or luxury. Whether accommodating aging parents, adult children, extended family, or guests, this thoughtfully designed space functions as a private residence within the estate. Perfect for the luxury buyer who demands the very best, this estate offers unparalleled elegance, privacy, flexibility, and craftsmanship in one of Naples’ most sought-after neighborhoods. An exceptional opportunity for a large family that loves to entertain and for those seeking the rare combination of luxury living and independent multigenerational accommodations.

6 Beds ⋅ 6.5 Baths ⋅ 225079573 MLS

Extraordinary New-construction estate with NO HOA.... designed for multigenerational living. This private gated home offers more than 5,411 sq ft of AC living space over 10,000 total living space, delivering the perfect blend of seclusion & sophistication. Thoughtfully designed, the residence features 6 private ensuites, ensuring exceptional comfort for family and guests alike. A standout feature is the 548-square-foot private poolside casita, offering a rare level of independence and flexibility. Complete with its own full kitchen, living room, bedroom, bathroom, & laundry, the casita is ideally suited for in-laws, adult children, multigenerational living, extended family, who desire privacy and a fully self-contained living environment—all while remaining just steps from the main residence. The home has 4 kitchens—including a show-stopping gourmet chef’s kitchen, a fully equipped butler’s kitchen, and a luxurious outdoor kitchen—creating an unmatched environment for both daily living and large-scale entertaining. The kitchen is outfitted with elite appliances such as a Wolf range, Sub-Zero and Cove refrigeration, and Bosch systems, complemented by stunning Crystallo Quartzite waterfall countertops. Throughout the home, the builder crafted custom handmade inverted masterpiece ceilings, beautifully accented with both uplighting & downlighting to create a dramatic, high-end ambiance. Furnished by Robb & Stucky, the interior exudes luxury at every turn, showcasing two expansive living areas, a dedicated office, and a striking glass staircase. Soaring 12.5-foot ceilings enhance the main living spaces, while a breathtaking 25-foot ceiling in the grand foyer makes an unforgettable first impression. Contemporary water vapor fireplaces provide the visual sophistication of traditional fireplaces while offering a serene, maintenance-free experience indoors and outdoors. The resort-style outdoor oasis includes a stunning pool & spa, beautiful water features, fire bowls, a built-in fire-pit seating area, hurricane-impact windows and doors, and an impressive generator to ensure uninterrupted comfort. 3 laundry rooms—along with a 4-car garage, elevator, and expansive outdoor living spaces designed for both entertaining and quiet relaxation. The primary suite is on the main level, while the separate casita offers an exceptional solution for buyers seeking true multigenerational flexibility without sacrificing privacy or luxury. Whether accommodating aging parents, adult children, extended family, or guests, this thoughtfully designed space functions as a private residence within the estate. Perfect for the luxury buyer who demands the very best, this estate offers unparalleled elegance, privacy, flexibility, and craftsmanship in one of Naples’ most sought-after neighborhoods. An exceptional opportunity for a large family that loves to entertain and for those seeking the rare combination of luxury living and independent multigenerational accommodations.

2272 Oakes BLVD, Naples

$8,900,000

Timeless elegance meets comforting warmth in one of Naples’ most exclusive waterfront communities. This rarely occupied, like-new residence feels instantly intimate, modern, sophisticated, and thoughtfully designed without being too overwhelming. With four spacious bedrooms and four full bathrooms, plus a private guest suite complete with its own den, bedroom, and bath, offering access from both inside and outside the home, this property provides exceptional flexibility for families and guests. Perfectly positioned on a wide canal with a large private dock, boat lift, and floating dock. With a desirable eastern exposure, the property welcomes each day with cheerful morning sun. Here, luxury living meets unmatched Gulf access, with deepwater canals and minutes to the public beach. Enjoy quiet, tree-lined streets, custom estate homes, and a true boating lifestyle, only a short distance to Third Street South’s dining and boutiques. A truly inviting coastal retreat where luxury feels personal, effortless, and undeniably timeless.

5 Beds ⋅ 5.5 Baths ⋅ 225080095 MLS

Timeless elegance meets comforting warmth in one of Naples’ most exclusive waterfront communities. This rarely occupied, like-new residence feels instantly intimate, modern, sophisticated, and thoughtfully designed without being too overwhelming. With four spacious bedrooms and four full bathrooms, plus a private guest suite complete with its own den, bedroom, and bath, offering access from both inside and outside the home, this property provides exceptional flexibility for families and guests. Perfectly positioned on a wide canal with a large private dock, boat lift, and floating dock. With a desirable eastern exposure, the property welcomes each day with cheerful morning sun. Here, luxury living meets unmatched Gulf access, with deepwater canals and minutes to the public beach. Enjoy quiet, tree-lined streets, custom estate homes, and a true boating lifestyle, only a short distance to Third Street South’s dining and boutiques. A truly inviting coastal retreat where luxury feels personal, effortless, and undeniably timeless.

1935 7th ST S, Naples

$3,600,000

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.

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

$10,995,000

Poised as a singular architectural statement within Pine Ridge, 208 Hickory Road transcends the expected, offering a level of design, scale, and presence that is rarely achieved and not easily replicated. Encompassing over seven thousand two hundred square feet under air, this newly completed estate is not simply a residence, but a carefully orchestrated living experience where every detail has been considered with intention. From the moment of arrival, the home reveals a quiet confidence—clean lines, voluminous spaces, and a seamless interplay of light and texture. The open-concept layout unfolds with purpose, creating an effortless flow between formal and casual living. Six bedrooms, a private office, and a fully equipped gym are integrated with a sense of balance, ensuring the home lives as beautifully as it presents. At its core, the kitchen is both sculptural and highly functional, anchored by bespoke cabinetry, premium appliances, and a design that invites gathering without compromise. Surrounding spaces are layered with refined materials, custom millwork, and thoughtfully selected lighting, creating an atmosphere that feels both modern and enduring rather than trend-driven. Walls of glass dissolve the boundary between indoors and out, revealing a resort-caliber outdoor setting designed for both scale and serenity. The pool and surrounding terraces are framed by lush landscaping, offering privacy while still embracing the openness that defines Pine Ridge living. Set on a prime homesite just minutes from Naples’ most coveted destinations, this property delivers a rare combination of location, craftsmanship, and architectural clarity. For those seeking something truly distinct—where design, livability, and presence converge—208 Hickory Road stands apart in a way that is immediately felt and not easily forgotten.

5 Beds ⋅ 6.5 Baths ⋅ 225066221 MLS

Poised as a singular architectural statement within Pine Ridge, 208 Hickory Road transcends the expected, offering a level of design, scale, and presence that is rarely achieved and not easily replicated. Encompassing over seven thousand two hundred square feet under air, this newly completed estate is not simply a residence, but a carefully orchestrated living experience where every detail has been considered with intention. From the moment of arrival, the home reveals a quiet confidence—clean lines, voluminous spaces, and a seamless interplay of light and texture. The open-concept layout unfolds with purpose, creating an effortless flow between formal and casual living. Six bedrooms, a private office, and a fully equipped gym are integrated with a sense of balance, ensuring the home lives as beautifully as it presents. At its core, the kitchen is both sculptural and highly functional, anchored by bespoke cabinetry, premium appliances, and a design that invites gathering without compromise. Surrounding spaces are layered with refined materials, custom millwork, and thoughtfully selected lighting, creating an atmosphere that feels both modern and enduring rather than trend-driven. Walls of glass dissolve the boundary between indoors and out, revealing a resort-caliber outdoor setting designed for both scale and serenity. The pool and surrounding terraces are framed by lush landscaping, offering privacy while still embracing the openness that defines Pine Ridge living. Set on a prime homesite just minutes from Naples’ most coveted destinations, this property delivers a rare combination of location, craftsmanship, and architectural clarity. For those seeking something truly distinct—where design, livability, and presence converge—208 Hickory Road stands apart in a way that is immediately felt and not easily forgotten.

208 Hickory RD, Naples

$10,900,000

Aqualane Shores waterfront living at its finest! This exceptional 5,852-square-foot estate offers deep-water Gulf access, a garage which will park 5 cars and an enviable location just moments from the beach and the restaurants and shops of 3rd Street South. Designed for effortless indoor-outdoor living and entertaining, the residence features beautiful architectural details, gracious living spaces, a resort-style pool and spa, wine room, and a private dock accommodating a yacht of approximately 55 feet & a separate boat lift. The mature landscaping and established setting create a sense of privacy and character that is difficult to replicate with new construction. With exceptional boating access and the best of Old Naples right outside your door, this is a rare opportunity to enjoy a substantial, beautifully designed waterfront home without the time and uncertainty of building. Ideally positioned on the corner of 8th Street and 18th Avenue, this exceptional coastal estate enjoys beautiful wide water views and is just steps from the beach and the vibrant shops and restaurants of 3rd Street South. The home sustained no hurricane damage—not to the house, garage, docks, or boats. Designed by the acclaimed Kukk Architecture & Design (Jon Kukk), this impressive residence blends timeless luxury with unmatched functionality. Inside, you'll find elegant architectural details throughout: soaring ceilings, custom crown moldings, wide baseboards, and rich marble and wood flooring. The gourmet kitchen will impress even the most discerning chef with top-tier appliances, two dishwashers, a new refrigerator, a country kitchen, and a second master bedroom. The first-floor master suite is a private sanctuary, offering spacious his-and-hers walk-in closets and a striking vaulted octagonal alcove. The luxurious bath includes dual vanities, a dressing table, and a reclining spa tub. Additional features include: Anderson impact-rated exterior doors and windows Custom mahogany front door Granite countertops A 630-bottle climate-controlled wine room Lutron lighting system French doors and refined custom millwork Step outside to the vanishing-edge pool and spa, where you can unwind or entertain on the expansive lanai featuring motorized screens, a fireplace, and a summer kitchen—all overlooking the serene waterway. Expansive 3-bay garage with 2 lifts (accommodates up to 5 cars) The property also includes a fenced-in area, perfect for pets or grandchildren to play safely. This home is a true masterpiece of design, comfort, and coastal living—offering privacy, space, and immediate access to the Gulf of Mexico.

5 Beds ⋅ 6 Baths ⋅ 224102826 MLS

Aqualane Shores waterfront living at its finest! This exceptional 5,852-square-foot estate offers deep-water Gulf access, a garage which will park 5 cars and an enviable location just moments from the beach and the restaurants and shops of 3rd Street South. Designed for effortless indoor-outdoor living and entertaining, the residence features beautiful architectural details, gracious living spaces, a resort-style pool and spa, wine room, and a private dock accommodating a yacht of approximately 55 feet & a separate boat lift. The mature landscaping and established setting create a sense of privacy and character that is difficult to replicate with new construction. With exceptional boating access and the best of Old Naples right outside your door, this is a rare opportunity to enjoy a substantial, beautifully designed waterfront home without the time and uncertainty of building. Ideally positioned on the corner of 8th Street and 18th Avenue, this exceptional coastal estate enjoys beautiful wide water views and is just steps from the beach and the vibrant shops and restaurants of 3rd Street South. The home sustained no hurricane damage—not to the house, garage, docks, or boats. Designed by the acclaimed Kukk Architecture & Design (Jon Kukk), this impressive residence blends timeless luxury with unmatched functionality. Inside, you'll find elegant architectural details throughout: soaring ceilings, custom crown moldings, wide baseboards, and rich marble and wood flooring. The gourmet kitchen will impress even the most discerning chef with top-tier appliances, two dishwashers, a new refrigerator, a country kitchen, and a second master bedroom. The first-floor master suite is a private sanctuary, offering spacious his-and-hers walk-in closets and a striking vaulted octagonal alcove. The luxurious bath includes dual vanities, a dressing table, and a reclining spa tub. Additional features include: Anderson impact-rated exterior doors and windows Custom mahogany front door Granite countertops A 630-bottle climate-controlled wine room Lutron lighting system French doors and refined custom millwork Step outside to the vanishing-edge pool and spa, where you can unwind or entertain on the expansive lanai featuring motorized screens, a fireplace, and a summer kitchen—all overlooking the serene waterway. Expansive 3-bay garage with 2 lifts (accommodates up to 5 cars) The property also includes a fenced-in area, perfect for pets or grandchildren to play safely. This home is a true masterpiece of design, comfort, and coastal living—offering privacy, space, and immediate access to the Gulf of Mexico.

790 18th AVE S, Naples

$500,000

This 4-bedroom, 2-bath mobile home is situated on 5± acres in the peaceful and private Golden Gate Estates area of Naples. A garage with a carport is located on the northwest corner of the property, providing additional storage and utility. Across the road from a canal, the property offers a tranquil rural setting with convenient proximity to essential amenities. Just 5± miles from shopping, dining, and grocery options, and 14± miles from I-75, it provides easy access to Southwest Florida’s urban centers while maintaining the quiet charm of a secluded retreat. Ideal for personal use or investment, this property offers significant potential in one of the region’s most desirable areas.

4 Beds ⋅ 2 Baths ⋅ 225005089 MLS

This 4-bedroom, 2-bath mobile home is situated on 5± acres in the peaceful and private Golden Gate Estates area of Naples. A garage with a carport is located on the northwest corner of the property, providing additional storage and utility. Across the road from a canal, the property offers a tranquil rural setting with convenient proximity to essential amenities. Just 5± miles from shopping, dining, and grocery options, and 14± miles from I-75, it provides easy access to Southwest Florida’s urban centers while maintaining the quiet charm of a secluded retreat. Ideal for personal use or investment, this property offers significant potential in one of the region’s most desirable areas.

2380 Frangipani AVE, Naples

$5,520,000

One or more photo(s) has been virtually staged, AI generated or rendered. FULLY FURNISHED PINEHURST MODEL! Move-In Ready 1qtr 2027. Seagate Development Group and Theory Design present the professionally designed and furnished Pinehurst Model Home in Silver Oak, one of Seagate’s newest, luxury communities in Naples. This custom home is a collaboration between Seagate Development Group and Theory Design with Architecture by RG Designs, and custom landscape & hardscape design by Outside Productions. Silver Oak, developed by Seagate Development Group, offers exclusive living on 10 expansive Estate homesites, each spanning 1.25 acres. With no homeowner's association, residents have the freedom to customize their homes and enjoy a superior standard of living.

4 Beds ⋅ 5.5 Baths ⋅ 224092037 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. FULLY FURNISHED PINEHURST MODEL! Move-In Ready 1qtr 2027. Seagate Development Group and Theory Design present the professionally designed and furnished Pinehurst Model Home in Silver Oak, one of Seagate’s newest, luxury communities in Naples. This custom home is a collaboration between Seagate Development Group and Theory Design with Architecture by RG Designs, and custom landscape & hardscape design by Outside Productions. Silver Oak, developed by Seagate Development Group, offers exclusive living on 10 expansive Estate homesites, each spanning 1.25 acres. With no homeowner's association, residents have the freedom to customize their homes and enjoy a superior standard of living.

3080 Ravenna AVE, Naples

$50,000,000

One or more photo(s) has been virtually staged, AI generated or rendered. A True One-of-a-kind Penthouse. Located on Naples Miracle Mile on 5 pristine acres of direct beachfront, Rosewood Residences Naples offers a collection of 42 stylized, artful, customizable residences with unobstructed Gulf of Mexico views. Floor Plans vary from 4,226 to 9,673 square feet of living space, ceilings heights up to 11’6” to 12’6” and each offers expansive sunset terraces. Sophisticated design by MHK Architecture. Elegant and elevated interior design by Lillian Wu Studio, NYC. Managed by Rosewood Hotels and Resorts, the leading global lifestyle and hospitality management group known for their one-of-a-kind luxury hotels, resorts, and residences in 21 Countries. 24/7 concierge, security and valet. Exceptional indoor and outdoor facilities offer an intimate, private club atmosphere. Private, Resident only, waterfront dining, world-class fitness center with options for private training & yoga, sun deck, 75-ft zero-edge lap pool, resort-style pool, pool shelf chaises, poolside cabanas, day beds, multiple spas and firepits, and bocce courts. Towel, food & beverage service. Cold jet showers, sauna & steam room & private massage/treatment rooms. Soc. lounge, game room, 3 guest suites. Beach chair and umbrella service. Outdoor pursuits program including kayaking & Stand Up Paddle boards. Bicycle storage. Association-owned Residents use street legal golf carts. Residence features and Finishes include Expansive kitchen: Wolf, Sub-Zero, Waterworks plumbing fixtures, Rocky Mountain hardware and Irpinia cabinets. Summer kitchen with gas grill. Separate service galley with washer, dryer, sink, refrigerator/freezer, microwave, oven, dishwasher.

6 Beds ⋅ 7.5 Baths ⋅ 224019733 MLS ⋅ Rosewood Residences Naples BLDG.

One or more photo(s) has been virtually staged, AI generated or rendered. A True One-of-a-kind Penthouse. Located on Naples Miracle Mile on 5 pristine acres of direct beachfront, Rosewood Residences Naples offers a collection of 42 stylized, artful, customizable residences with unobstructed Gulf of Mexico views. Floor Plans vary from 4,226 to 9,673 square feet of living space, ceilings heights up to 11’6” to 12’6” and each offers expansive sunset terraces. Sophisticated design by MHK Architecture. Elegant and elevated interior design by Lillian Wu Studio, NYC. Managed by Rosewood Hotels and Resorts, the leading global lifestyle and hospitality management group known for their one-of-a-kind luxury hotels, resorts, and residences in 21 Countries. 24/7 concierge, security and valet. Exceptional indoor and outdoor facilities offer an intimate, private club atmosphere. Private, Resident only, waterfront dining, world-class fitness center with options for private training & yoga, sun deck, 75-ft zero-edge lap pool, resort-style pool, pool shelf chaises, poolside cabanas, day beds, multiple spas and firepits, and bocce courts. Towel, food & beverage service. Cold jet showers, sauna & steam room & private massage/treatment rooms. Soc. lounge, game room, 3 guest suites. Beach chair and umbrella service. Outdoor pursuits program including kayaking & Stand Up Paddle boards. Bicycle storage. Association-owned Residents use street legal golf carts. Residence features and Finishes include Expansive kitchen: Wolf, Sub-Zero, Waterworks plumbing fixtures, Rocky Mountain hardware and Irpinia cabinets. Summer kitchen with gas grill. Separate service galley with washer, dryer, sink, refrigerator/freezer, microwave, oven, dishwasher.

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