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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

1990 7th ST S, Naples
$19,995,000
6 Beds ⋅ 6.5 Baths ⋅ 225084686 MLS
Winner of the 2026 Sand Dollar Award for Product Design of the Year, this rare custom built new construction residence showcases timeless architecture and bespoke finishes in highly sought-after Aqualane Shores, one of Naples’ most prestigious enclaves. Highlights include a first-floor primary wing with a spa inspired bath, an inviting waterside lounge and bar, and extraordinary outdoor living spaces overlooking wide western exposure canal views. Designed by the celebrated team at Amy Storm and Company, envisioned by renowned architect Jon Kukk, and expertly executed by C&E Builders, this luxury residence exudes effortless sophistication. Natural materials and serene, layered neutral tones are thoughtfully integrated throughout, creating a timeless aesthetic that complements any design style. An elevator provides seamless access to every level, enhancing everyday living. Inside, bright and airy interiors are complemented by wide plank white oak floors, adding warmth and refined elegance throughout. The gourmet kitchen is a chef’s dream, showcasing a custom stone hood, a La Cornue range, top-tier appliances, and a butler’s pantry. Step outside to your private oasis, where an expansive lanai is designed for entertaining and features a fully equipped outdoor kitchen, fireplace, and generous gathering space. Relax by the sparkling pool and spa, unwind beneath the pergola with a daybed, or gather around the fire pit under the stars - creating an inviting setting for memorable evenings. For tech enthusiasts, the home is equipped with a state-of-the-art, high end AV system that delivers an immersive entertainment experience throughout the residence. Boaters will appreciate the direct Gulf access, making this a true waterfront retreat. Ideally located just moments from Naples’ pristine beaches, along with the world-class shopping and dining of 3rd Street South and 5th Avenue South, this home offers the perfect balance of luxury, convenience, and serene coastal living. This exceptional residence must be seen to be truly appreciated.

1990 7th ST S, Naples

793 17th AVE S, Naples
$11,499,000
4 Beds ⋅ 5.5 Baths ⋅ 225083441 MLS
Welcome to Florida living at its finest. From the moment you enter this Coastal-style residence, breathtaking, unobstructed views of Crayton Cove and Naples Bay create an unforgettable first impression that never fades. Select photos have been virtually staged to showcase different furnishing and design options. Soaring ceilings, granite tile and new hardwood floors, designer lighting, and fresh interior and exterior paint set the tone for refined coastal elegance throughout. The updated kitchen and luxurious primary suite—complete with a spa-inspired bath, floating soaking tub, and stunning walk-in closet—are just a few of the many thoughtful enhancements in this exceptional home. Offering nearly 7,700 total square feet, the residence features four bedrooms plus an office, four full and two half baths, a spacious media room, and a private elevator. The great room opens seamlessly to the outdoors through full-corner hurricane-impact sliding doors, creating effortless indoor-outdoor living. Plus Generac back up generator to cover whole house. Enjoy the first-floor infinity pool deck as boats glide by en route to the Naples Yacht Club, or embrace the ultimate boating lifestyle with direct Gulf access and no bridges. The new 18,000-lb covered boat lift, double jet-ski lift, and 50-amp shore power complete this boater’s paradise. A three-car garage with air conditioning and two custom 6,000-lb car lifts adds exceptional convenience. Unwind on the second-level terrace with new Ipe wood decking while taking in iconic Naples sunsets, or practice your short game on the private putting green—all surrounded by spectacular water views. Designed for luxurious living and unforgettable entertaining, this one-of-a-kind waterfront residence delivers the very best of the Naples lifestyle.

793 17th AVE S, Naples

601 17TH AVE S, Naples
$5,750,000
225080474 MLS
An exceptional opportunity awaits in the prestigious waterfront community of Aqualane Shores. This rare .30-acre cleared homesite sits directly on a picturesque canal offering direct Gulf access with no bridges—a true boater’s paradise in one of Naples’ most sought-after luxury neighborhoods. Design and build your custom estate on this prime waterfront setting, where wide canal views, quick open-water access, and a serene coastal atmosphere create the ideal backdrop for the ultimate Naples lifestyle. With generous dimensions and an enviable location including an existing dock and covered boatlift, the property offers limitless possibilities for crafting a world-class residence with dockage, outdoor living spaces, and resort-style amenities. Perfectly suited for boating and water-sport enthusiasts, the homesite offers effortless navigation to Naples Bay and the Gulf of Mexico. Aqualane Shores residents enjoy an unparalleled balance of privacy, prestige, and convenience, all within biking distance to the beach and steps from 3rd Street South’s famed dining, boutiques, and cafés. The energy of 5th Avenue South—with its world-class shopping, galleries, and entertainment—is just moments away. Opportunities of this caliber are increasingly rare. Secure your piece of Naples waterfront paradise and create the custom home you’ve always envisioned in one of the city’s most coveted coastal communities.

601 17TH AVE S, Naples

820 Jamaica LN, Naples
$79,990,000
225075672 MLS
A once-in-a-generation opportunity in the heart of Aqualane Shores. Encompassing nearly 4 acres across 7 contiguous lots, this extraordinary waterfront assemblage offers an unmatched 858 feet of continuous water frontage along a deepwater canal and Naples Bay. A true rarity in Naples, it combines panoramic bay views, direct Gulf access with no bridges, and three grandfathered-in boathouses - making it both a boater’s paradise and a developer’s dream. The site is cleared and ready for transformation, presenting the perfect canvas for a world-class private compound or multiple luxury estates. Situated just moments from the beach and Naples’ iconic Third Street South, this is among the largest and most significant land offerings ever presented in Aqualane Shores. A legacy property of rare scale and potential.

820 Jamaica LN, Naples

2075 Gordon DR E, Naples
$17,995,000
5 Beds ⋅ 7.5 Baths ⋅ 225020365 MLS
This custom estate, located on a sought-after corner homesite within walking distance of the beach and Third Street South, has been meticulously constructed by London Bay in collaboration with Stofft Cooney Architecture, Exteriors by Koby Kirwin, and Romanza Interior Design. The estate features an open-concept design that seamlessly integrates both indoor and outdoor spaces. The great room, dining room, and kitchen transition effortlessly into a covered outdoor area, which includes an alfresco living room with a fireplace, a dining space, and an outdoor kitchen, all set within a tropical oasis characterized by lush, mature landscaping. The elegant kitchen is equipped with a large island that accommodates seating for five, alongside a well-appointed butler’s pantry discreetly concealed behind cabinetry. The primary suite is designed with a custom dual walk-in closet and two opulent full bathrooms, one of which includes a soaking tub and a vanity. The study, located across from the foyer, features an interior glass wall and windows that allow an abundance of natural light, framing picturesque views of the thoughtfully designed water features, pool, and spa. On the second floor, three generously sized en-suite bedrooms provide private access to covered balconies. Additionally, guests will find convenience in the laundry room and a loft area that includes sliding doors leading to a balcony. The tropical contemporary architecture is characterized by stone accents, a metal roof, and a motor court for guest parking, and is further complemented by the vicinity of newly constructed homes. Additional noteworthy features include an elevator, generator, natural gas and a three car-garage.

2075 Gordon DR E, Naples

3233 Gin LN, Naples
$29,500,000
5 Beds ⋅ 6.5 Baths ⋅ 225021485 MLS
London Bay redefines luxury and encapsulates the essence of Naples’ exclusive Port Royal lifestyle in this stunning waterfront estate, which boasts 107 feet of Hidden Bay shoreline and direct access to the Gulf of Mexico. The estate’s architecture, designed by the acclaimed Kukk Architecture & Design, makes a bold statement and includes all the necessary amenities for stylish entertaining. Interior design, furnishings, finishes, and custom selections by Romanza Interior Design create a unique palette that balances elegance and effortless living. The soft contemporary aesthetic features limestone floors in the main living areas and pewter white oak wood flooring in the primary suite, study, and throughout the second floor. The open floor plan captivates with expansive living spaces, all offering beautiful bay views. Pocketing Weiland lift-and-slide doors seamlessly extend the spacious great room, kitchen, and dining area to both covered and open-air alfresco living spaces with uninterrupted flush flooring. The kitchen is tailored with Poliform cabinetry and an oversized island, a Galley workstation sink, and a built-in table for casual dining. The elegant primary suite includes an impressive gallery and a boutique-style oversized Poliform walk-in closet with custom Casali doors. Featuring luxurious dual baths connected by a shared shower, this light-filled suite boasts walls and ceilings adorned with Venetian plaster and floor-to-ceiling glass leads to a tranquil outdoor retreat. The second floor offers a VIP suite and three spacious en-suite guest rooms, as well as a dedicated exercise studio and a second laundry room that encircle a well-appointed loft. The loft features a morning kitchen and sliding glass doors that open to a bay-facing balcony. The covered lanai provides outdoor living, dining, and a large well-equipped kitchen for entertaining. Water cascades from the raised spa into the infinity edge pool’s sun shelf, which is connected by stepping stones leading to a sunning deck and a secluded lounge with a fire table. The estate also includes the conveniences of an air-conditioned three-car garage, elevator, and a generator. Eligible for Port Royal membership.

3233 Gin LN, Naples

10455 Keewaydin, Naples
$3,450,000
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

2021 Gordon DR E, Naples
$18,995,000
5 Beds ⋅ 6.5 Baths ⋅ 225003100 MLS
London Bay’s collaboration with Stofft Cooney Architects and Exteriors by Koby Kirwin creates a unique estate expressing coastal contemporary architecture offering seamless indoor-outdoor connections throughout. Featuring an elevated interior design with finishes and furnishings, by Romanza Interior Design, the welcoming foyer introduces the home’s open-concept design, where the adjoining great room, dining room and a social room with a wet bar flow to distinct alfresco gathering spaces. The gourmet kitchen features a large island for casual dining and an open butler’s pantry equipped with a sink and additional appliances. The spacious club room accommodates a home office and sitting room with a private patio leading to the home’s private putting green. Spanning an entire wing, the master suite features dual walk-in closets and two luxurious bathrooms connected by a glass-enclosed shower. The well-appointed bedroom enjoys a sunny sitting area and allows for direct access to secluded alfresco destinations. As the focal point of the estate’s outdoor areas, the pool’s custom design features a sun shelf for chaises and a spa seemingly floating on the water’s surface all surrounded by the tropical landscape. An expansive lanai offers covered dining and living spaces with a thoughtfully designed outdoor kitchen, seating area, fireplace and pool bath along with the convenience of motorized screens and shutters. The second floor offers a large loft with a wet bar, additional laundry and four spacious en suite bedrooms, each with direct access to balconies. The residence also offers the conveniences of a three car-garage, elevator, natural gas, and generator. This prime corner site is conveniently located just steps from the beach and within walking distance to the Third Street shops and restaurants.

2021 Gordon DR E, 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

71 18th AVE S, Naples
$44,000,000
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

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.