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3277 Gordon DR, Naples
$16,900,000
6 Beds ⋅ 8.5 Baths ⋅ 226035312 MLS
Refining the standard of coastal luxury along Naples’ most iconic boulevard, 3277 Gordon Drive is a newly constructed fully furnished architectural masterpiece designed for sophisticated living and effortless entertaining. Spanning over 6,400 square feet in prestigious Port Royal, this sprawling residence offers seven ensuite bedrooms, an expansive floor plan crafted with flawless attention to detail and a spacious three-car garage. Inside, dramatic ceiling heights and expansive living areas with the open-concept living spaces and natural light, seamless transitions lead to an exceptional outdoor oasis featuring a resort-style pool, a custom summer kitchen and an expansive covered lanai, still providing complete privacy. Uniquely positioned just moments from beach access and a short stroll to the new Port Royal Club, this estate offers associate membership to world-class dining, tennis, wellness and beachside amenities.

3277 Gordon DR, Naples

1963 Gulf Shore BLVD S, Naples
$16,990,000
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

1935 5th ST S, Naples
$18,495,000
5 Beds ⋅ 6.5 Baths ⋅ 226033071 MLS
An extraordinary opportunity in the heart of Aqualane Shores, CONSTRUCTION, FURNISHINGS AND CERTIFICATE OF OCCUPANCY COMPLETED JANUARY 2026. This waterfront estate commands one of the area's most coveted settings. Gracious entry set on a rare, oversized lot with 100 feet of frontage at both the street and water, the property enjoys sweeping water views and direct, no bridge access to the Gulf. On a quiet street just steps from Naples pristine beaches and celebrated dining and boutiques of Third Stre026et South, the location is nothing short of exceptional. Designed by renowned architect Jon Kukk and masterfully crafted by D. Garrett Construction. This 6,457 square foot residence embodies refined coastal elegance with seamless indoor-outdoor living. A gracious entry opens to expansive interiors that flow effortlessly to a stunning waterside Lanai, where a rare cut -in boat slip creates an intimate connection to the water-transforming the outdoors into an extension of the living space. Eastern exposure bathes the lanai and patio area in mourning, midday light while providing shade in late afternoon and evening.Built-in electric storm shutters/screens for the lanai and patio area. Additional features include Rufino Cabinetry, HVAC Fresh Air Intake, Humidifier and De-Humidifier, Micro-tile Duct Board for Rigid Air Ducts, Whole House Make Up Air, Kitchen Hood Make Up Air. Wolf 48" Dual Fuel Range, Sub-Zero Refrigerator/Freezer, Sub-Zero 24" Wine Storage, Sub-Zero Refrigerated Drawers, Cove and Miele Dishwashers, Wolf Wall Oven, Wolf Coffee System, Dishwasher and Garbage Disposal in Laundry Room adjacent to Butlers Pantry, European White Oak flooring, Zip System Roof, Gulflok Standing Seam Metal Roof with PVDF Paint Finish. Coffee bar in owners suite with refrigerated drawer’s . Nanny's apartment with separate exterior entrance, kitchen area with full size refrigerator, microwave and sink. Boater enthusiasts will appreciate the exceptional waterfront amenities: Rare 17.4ft x 30ft Cut in Boat Slip plus a New 52 foot long Dock with a fish cleaning station along a new Seawalll accommodating an additional vessel. Outdoor shower completes the coastal life style. Car collectors take note: the True three-stall, Air condition Garage with the ceiling height suitable for vehicle lifts , offering potential parking for up to six cars. Elevator services the garage and both living levels of the home. Home has a 10 foot 1 inch elevation. Custom design, finish in this home represents a uniquely high-level design, construction, finish, interior design and furnishings.

1935 5th ST S, Naples

160 16th AVE S, Naples
$10,995,000
5 Beds ⋅ 6.5 Baths ⋅ 226011666 MLS
Perfectly positioned on over half an acre in the prestigious community of Aqualane Shores, this extraordinary estate embodies the essence of refined coastal luxury. This timelessly updated residence offers an unparalleled blend of sophistication, privacy, and effortless Naples living just four homes from Naples beach. Masterfully designed by the renowned Stofft Cooney Architects, the home is a showcase of exceptional craftsmanship and thoughtful design. From the moment you enter the grand foyer, you are welcomed by rich architectural details including high ceilings, and expansive living spaces designed to capture natural light and tranquil lake views throughout. Spanning five en-suite bedrooms plus a study, the residence offers an ideal balance of elegant entertaining and relaxed everyday comfort. The chef’s kitchen serves as the heart of the home, seamlessly connecting to a spacious family and club room, while a formal dining area create a timeless setting for gatherings both intimate and grand. The luxurious first-floor primary suite provides a serene retreat with a spa-inspired bath including an outdoor shower, while an additional guest suite on the main level ensures comfort and privacy for visitors. The home’s south-facing outdoor living experience is perfection. Designed for privacy, the expansive lanai features a fireplace, summer kitchen, and multiple lounging areas overlooking a tropical pool and spa with cascading waterfall features. Surrounded by lush landscaping and peaceful lakefront vistas, the setting feels like a private island sanctuary in the heart of Naples. Upstairs, three beautifully appointed guest suites each offer ensuite baths, while a stunning rooftop terrace provides the perfect vantage point to enjoy sunsets, Gulf breezes, and the serene beauty of the surrounding landscape. Located just one block from the beach and moments from the boutiques, fine dining, and vibrant charm of Third Street South, this remarkable residence captures the very best of the Naples luxury lifestyle. Where timeless architecture, tropical beauty, and an unrivaled location come together in perfect harmony.

160 16th AVE S, Naples

1870 4th ST S, Naples
$12,750,000
4 Beds ⋅ 5.5 Baths ⋅ 226020859 MLS
Waterfront property located on 4th Street South in Aqualane Shores, offering direct Gulf of Mexico access via wide deep-water canals. This two-story residence features 4 bedrooms, 1 private office, 4 full bathrooms, and 2 half bathrooms with a standing seam metal roof. The open-concept main living area integrates a gourmet kitchen and a great room, using fully pocketing glass sliding doors that open directly to the covered lanai. The kitchen includes an oversized island, premium appliances, custom cabinetry, and designer finishes. The primary suite features direct views of the pool and waterway, dual custom walk-in closets, and an attached terrace equipped with motorized screens. The primary bathroom includes dual marble vanities, a freestanding soaking tub, an oversized walk-in shower, a skylight and an outdoor shower. Interior architectural details include wide-plank Acacia walnut flooring, tray and coffered ceilings and Andersen impact-resistant windows and doors. Automation and mechanical systems feature a Lutron lighting system, Sonos surround sound, a whole-house backup generator, plus a 3-car air-conditioned garage configured to accommodate vehicle lifts. Outdoor and waterfront amenities include a gas-heated saline infinity-edge pool, integrated spa, expansive sun lounge areas, and motorized lanai screens. The marine infrastructure features a completely rebuilt, grandfathered boathouse with a covered boat slip, boat lifts, and a rooftop sun deck. Minutes by boat to the Gulf of Mexico. Walking distance to the beach, downtown Old Naples dining, and shopping on Third Street South and Fifth Avenue South. Constructed by Hemmer Construction, designed by Jeff Harrell Architects, and interior finishes by LDL Interiors.

1870 4th ST S, Naples

3675 Gordon DR, Naples
$26,990,000
6 Beds ⋅ 6.5 Baths ⋅ 226019967 MLS
IMMEDIATE RESIDENT FULL PORT ROYAL MEMBERSHIP! Perched against the stunning backdrop of Champney Bay, this exquisite property, inspired by the aesthetics of the French West Indies, has been thoughtfully designed by the acclaimed architect Jeff Harrell. After an extensive two-year whole home renovation completed in 2022, the estate underwent a comprehensive outdoor and lower-level renovation in 2024, executed by the esteemed Knauf-Koenig Group. This remarkable multi-structure Port Royal residence boasts five bedrooms, a den, and 6.5 bathrooms, masterfully fusing timeless elegance with modern luxuries. Upon entering this captivating home, you are immediately surrounded by an array of ultra high-end finishes and contemporary details, creating an ambiance of refined sophistication throughout. The gourmet kitchen is a culinary dream, featuring premium Officine Gullo and Gaggenau appliances. The stunning primary suite, which occupies an entire level, serves as a personal retreat. It offers a private waterfront balcony, expansive mahogany walk-in closets, a convenient morning kitchen, and a lavish bathroom adorned with an exquisite mother-of-pearl domed ceiling, cultivating a serene yet luxurious atmosphere. The outdoor areas are reminiscent of a high-end resort, showcasing a magnificent pool, a peaceful koi pond, and a remarkable double-sided marble fireplace that enhances the natural beauty of the surroundings. The thoughtfully designed outdoor kitchen, private sandy beach cove in addition to private beach access off Gordon Dr, and various terraces provide an ideal setting for seamless entertaining amid lush tropical landscaping. Additionally, this home features private beach access and a dock located just a short distance from Gordon Pass allowing for direct access to the gulf, making it perfect for boating enthusiasts. For car aficionados, the estate features three garages with the capacity to accommodate up to nine vehicles or 13 vehicles with lifts. Residents enjoy exclusive membership eligibility to the prestigious Port Royal Club, adding yet another enticing aspect to this extraordinary property.

3675 Gordon DR, Naples

3655 Fort Charles DR, Naples
$39,750,000
5 Beds ⋅ 6.5 Baths ⋅ 226019200 MLS
Welcome to The Sanctuary, a bespoke architectural masterpiece by Mark J. Leonardi, brought to life by A. Vernon Allen Builders. This nearly 8,600-square-foot waterfront estate showcases exceptional detail and craftsmanship, from its slate roof and copper gutters to natural stone accents and exquisite landscaping. Passing through the gates, reflection pools frame the forecourt, setting the tone for a serene experience. Inside, gentle light filters through vertical Tischler windows onto Portuguese limestone floors, illuminating curated interior vignettes. Designed as seven pavilions connected by glass-lined passageways, the home flows with discovery and intention. Floating walls eliminate the need for baseboards, enhancing a sense of weightlessness and architectural clarity. The layout weaves around private gardens, water features, and tranquil courtyards across a spacious lot and a half site. Each transition, from stone to glass, interior to exterior, is seamless and mindful. Clean lines, hidden storage, and a soft material palette create a calm, spa-like ambiance. Whether relaxing beside the palm-framed pool or walking the meditative halls, The Sanctuary is more than a home, it’s a retreat for the senses, designed to center, soothe, and restore. Eligible for immediate Port Royal Club membership to enjoy what will be the premier beach club in America.

3655 Fort Charles DR, Naples

4253 Cutlass LN, Naples
$32,850,000
5 Beds ⋅ 6.5 Baths ⋅ 226016944 MLS
An exceptionally rare lot and one-half with one of the most spectacular panoramic views in all of Port Royal. this exceptional waterfront estate offers 147 feet along one of the area’s deepest yacht basins, on no-wake waterfront with bay views —ideal for serious boating enthusiasts. The residence features 5 spacious bedrooms, each with its own ensuite bath, along with two additional half baths for guests. Designed for both comfort and entertaining, the home includes a private study, a dedicated media room, and expansive living spaces filled with natural light. Car collectors will appreciate the four-bay garage, thoughtfully designed with lift capabilities to maximize capacity. Owners are eligible for membership to the exclusive Port Royal Club and Cutlass Cove Beach Club, offering access to one of Naples’ most private beachfront experiences. This is a unique opportunity to own a premier property combining scale, location, and deep-water access in one of Naples’ most sought-after communities.

4253 Cutlass LN, Naples

1857 Galleon DR, Naples
$59,995,000
6 Beds ⋅ 9.5 Baths ⋅ 226005171 MLS
VIV Homes and Kukk Architecture present a truly awe-inspiring Legacy residence at the pinnacle of Port Royal luxury living. Set on an extraordinary oversized lot-and-a-half parcel with commanding, wide water vistas across Naples Bay, this rare homesite allows for an expansive architectural footprint, a gated entry, and one of the largest resort-style pool complexes in all of Naples, along with a substantial rear yard along the waterfront. The residence offers over 13,000 square feet of air-conditioned living space, featuring six bedrooms plus a study and exercise room, seven full and three half baths, a five-car garage, upper lounge, and two distinct pools and spas. Every element reflects uncompromising quality, from full concrete construction and slate roofing with copper gutters to limestone cladding, a grand entry fountain, and meticulously hand-selected natural stone finishes throughout. Interior refinements include bespoke Ruffino cabinetry, Poliform Italian-crafted closets, Legno Bastone wide-plank oak flooring, Cristallo quartzite countertops, a sophisticated bar, a formal dining room with a dramatic back-lit quartzite wine wall, and a dedicated wine room. Outdoor living is nothing short of extraordinary, offering resort caliber amenities with a fully equipped kitchen featuring grill and Evo, Renson motorized trellis, swim-up bar, five Tuuci umbrellas, and three outdoor fire features, including a striking sunken fire pit within the 90’ X 39’ main pool. A truly once-in-a-lifetime opportunity to own one of Port Royal’s most exceptional newly constructed estates. Expected completion December 2026.

1857 Galleon DR, Naples

481 21st AVE S, Naples
$13,495,000
5 Beds ⋅ 6.5 Baths ⋅ 225083057 MLS
Views, Views, Views! An unparalleled expression of coastal grandeur, this extraordinary waterfront estate showcases luxury living in the heart of Aqualane Shores, one of Old Naples prestigious neighborhoods, just minutes to the Gulf of Mexico, a short distance to the beach and downtown’s historic Third Avenue South. Positioned along one of the community’s widest canals, this architectural masterpiece captures the essence of Old Naples elite lifestyle, where timeless design, masterful craftsmanship and effortless elegance converge. A boater’s and car collector’s dream, the 6,130-square-foot residence seamlessly blends old Florida charm with refined sophistication, highlighted by exquisite millwork, rich hardwood flooring, shiplap accents and tranquil water views throughout the home. Designed for grand entertaining and intimate gatherings, the open-concept layout features a dramatic two-story great room, a gourmet kitchen with dual islands, and a spacious family room flowing naturally to a covered lanai with outdoor kitchen, pizza oven and fireplace. The primary suite, on the main level, affords the utmost privacy and elegance, featuring dual dressing areas and an adjoining study that easily transitions into an additional guest suite when desired. A separate guest residence, reached by private elevator, offers a full kitchen and living area, ideal for extended stays or hosting with complete independence. Among the home’s many refined appointments are a temperature-controlled 500-plus bottle wine room, a stylish wet bar, a secure safe room and an impressive 12-car garage designed for the connoisseur of fine automobiles. Outside, the resort-inspired grounds unfold with a waterfront vanishing-edge pool, spa, putting green and a private boat slip with a 34,000-pound lift offering seamless, bridge-free navigation from your backyard to the open Gulf of Mexico, where turquoise waters and endless horizons await, completing this extraordinary tropical retreat.

481 21st AVE S, Naples

790 18th AVE S, Naples
$10,900,000
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

2560 W Half Moon WALK, Naples
$9,750,000
4 Beds ⋅ 5 Baths ⋅ 224090608 MLS
This luxurious estate in Port Royal is the epitome of resort style living located a short walk to the beach and the Port Royal Beach Club. Multiple French doors and large casement windows add a touch of elegance and provide light and views of the lush landscaping, pool, spa, summer kitchen and gas fireplace. Inside features a separate master suite wing with a study containing custom built-in book cases and wood flooring. The guest wing is private and offers two large en-suite bedrooms. There is also a cabana en-suite bedroom that overlooks the pool. This provides the optimum privacy for your family and guests. The large open kitchen with its top-tier appliances flows into the family room and lanai. This design creates great space for entertaining. Included in this amazing home is a large formal dining room, a living room with marble fireplace and a walk-in climate controlled wine room. There are so many special features in this home that cannot be adequately portrayed in these remarks. Come and see what this piece of paradise is all about. All Port Royal Homeowners have the option of joining the very exclusive PORT ROYAL CLUB. Construction expected to be completed in 2026.

2560 W Half Moon WALK, Naples

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.