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$5,495,000
4 Beds ⋅ 4.5 Baths ⋅ 226026963 MLS
An exceptional opportunity to own a beautifully crafted residence in one of Naples' most coveted waterfront neighborhoods, Five Hundred Fifty Twenty-First Avenue South captures the essence of effortless luxury in the heart of Aqualane Shores. Ideally positioned adjacent to Port Royal and just moments from the Gulf's pristine beaches, Third Street South, and Fifth Avenue South, this remarkable home offers an unrivaled blend of elegance, comfort, and location. Encompassing approximately Four Thousand square feet of thoughtfully designed single-level living, the residence is filled with natural light and showcases soaring ceilings, solid Eight-foot core doors, and exquisite custom millwork that reflect impeccable craftsmanship throughout. Designed for both intimate living and sophisticated entertaining, the open floor plan flows seamlessly between gracious interior spaces and spectacular outdoor living. The contemporary primary suite is a private sanctuary featuring multiple walk-in closets and a spa-inspired bath with dual vanities, a soaking tub, and a separate walk-in shower. Two additional ensuite guest bedrooms, a versatile fourth bedroom currently serving as a den, and an elegant powder bath provide exceptional comfort and flexibility for family and guests alike. Beyond the interiors, a true resort-inspired retreat awaits. The expansive marble-tiled lanai surrounds a heated pool with a cascading waterfall spa, while the fully equipped outdoor kitchen creates the perfect backdrop for elegant alfresco dining and unforgettable evenings under the stars. Lush, professionally designed landscaping provides exceptional privacy and a serene tropical setting. Whether enjoying a morning walk along the sugar-white sands of the Gulf, dining at Naples' finest restaurants, or browsing the boutiques and galleries of nearby Third Street South and Fifth Avenue South, this extraordinary residence offers the quintessential Naples lifestyle. Beautifully finished and offered move-in ready, this is luxury living at its finest.

550 21ST 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
$12,750,000
4 Beds ⋅ 5.5 Baths ⋅ 226020859 MLS
A boater’s paradise on prestigious 4th Street South, offering expansive water views across one of Aqualane Shores widest waterways, with direct Gulf access. This exceptional waterfront home features 4 spacious bedrooms plus a private office, 4 full baths, 2 half baths, and a thoughtfully designed living space created for indoor-outdoor living. Fully pocketing glass doors connect the gourmet kitchen and expansive great room to the covered lanai, pool, spa, and waterfront areas, creating effortless flow for entertaining and everyday living. The kitchen is appointed with premium appliances, custom cabinetry, designer finishes, and an oversized island ideal for gatherings. The luxurious primary suite features tranquil waterfront and pool views, dual custom walk-in closets, freestanding soaking tub, oversized walk-in shower, paired marble vanities, skylight, outdoor shower and a private terrace with motorized screens. Additional highlights include a whole-house generator, standing seam metal roof, 3-car air-conditioned garage with room for lifts, motorized lanai screens, wide-plank Acacia walnut flooring, tray and coffered ceilings, Lutron lighting system, Sonos surround sound, and Andersen impact-resistant windows and doors. Resort-style outdoor amenities include a gas-heated saline infinity-edge pool and spa, expansive lounge areas, and a completely rebuilt ‘grandfathered’ boathouse with covered boat slip, lifts, and rooftop sun deck. Ideal for enjoying the Naples waterfront lifestyle and breathtaking sunset skies. Built by Hemmer Construction, designed by Jeff Harrell Architects, and finished by LDL Interiors, this residence blends sophisticated architecture with refined finishes and exceptional craftsmanship. Cruise to the Gulf or walk to the beach in minutes while enjoying close proximity to fine dining, luxury shopping, and downtown Olde Naples.

1870 4th ST S, Naples
$11,995,000
4 Beds ⋅ 5.5 Baths ⋅ 226017779 MLS
Experience the best of Naples waterfront living at 1888 6th St S, a stunning single-family home in Aqualane Shores that has been beautifully refreshed by Gulfshore Construction to live and function like a new home. Set on wide water along Heron Cove, this property delivers direct Gulf access with no bridges, making every day on the water simple and enjoyable. A new dock with boat and jet ski lifts, along with a newer seawall, create a true boater’s paradise right in your backyard. Spanning over 5,500 square feet, this spacious residence offers plenty of flexibility and room for guests with 4 bedrooms, 5.5 updated bathrooms, formal living room, family room, den, study and loft. The first floor primary suite is a private retreat, featuring warm wide plank wood flooring, dual walk-in closets, and a spa style bathroom with a Victoria + Albert soaking tub, separate shower, and dual quartz vanities. Upstairs, each guest suite includes its own ensuite bath and balcony access, providing comfort and privacy throughout. The heart of the home is the chef inspired kitchen, fully remodeled with large quartz island, custom cabinetry, and top-tier appliances including a gas Wolf range, Thermador refrigerator, Miele convection oven, Bosch microwave, and dual Asko dishwashers. The open flow into the family room, complete with built-ins, fireplace, and large picture windows, makes this space ideal for everyday living and entertaining. A formal living room with coffered ceiling details along with dining area with a wet bar and wine chiller adds elegance and flexibility. The resort style outdoor living area is designed for year round enjoyment. A spacious covered lanai features motorized screens and a full summer kitchen with Sedona grill, sink, and under counter refrigerator. The newly installed negative-edge saltwater pool and spa (2025) are perfectly positioned to capture glowing western sunset views. Additional highlights include a new tile roof (2025), Lutron lighting system, propane gas service, and climate-controlled garages. This Aqualane Shores waterfront home combines modern updates, premium finishes, and exceptional boating access in one of Naples’ most sought-after locations near Gulf beaches and Third Street South. Truly a must see!

1888 6th ST S, Naples
$16,500,000
5 Beds ⋅ 6.5 Baths ⋅ 226013767 MLS
“Taking Old Naples charm to a new level,” this extraordinary residence is a masterful tribute to the previous owner, this beautifully reimagined renovation came to light where no detail was overlooked and nothing was left untouched. Thoughtfully presented by Limitless Development, C&E Builders, and with interiors by Knot & Tide Interiors this home is a true showcase of craftsmanship, design, and elevated coastal luxury. From the moment you enter, rich hardwood flooring, custom architectural accents, dramatic ceilings, and a stunning fireplace create a warm yet sophisticated ambiance. The heart of the home is a spectacular chef’s gourmet kitchen designed for both everyday living and elegant entertaining, featuring dual islands, top-of-the-line appliances, bespoke cabinetry, and a fully appointed butler’s pantry that functions as a secondary prep kitchen. The resort-inspired primary retreat offers a private sanctuary with spa-like finishes and refined detailing. Two more full bedrooms and baths on the first floor round out the seamless first floor, while a spacious loft and two beautifully appointed upstairs guest bedrooms provide comfort and privacy for family and visitors alike. Designed to embrace the Naples indoor-outdoor lifestyle, the home offers multiple porches and inviting outdoor sitting areas, perfect for morning coffee, sunset gatherings, or quiet relaxation surrounded by lush surroundings. Ideally located in prestigious Aqualane Shores, just moments from the world-class Third Street South and Naples Beach, this exceptional property offers the rare combination of historic inspiration, modern luxury, and an unbeatable location. Completing the transformation, the entire property has been meticulously renovated with no expense spared, including a brand-new resort-style pool and spa and an expansive outdoor living environment designed for true luxury entertaining. This spectacular outdoor setting creates a private resort experience, perfectly complementing the home’s extensive renovation and reinforcing its status as a one-of-a-kind Naples showcase. A true statement residence that honors Naples’ heritage while delivering a completely reimagined luxury living experience.

266 15TH AVE S, Naples
$8,900,000
5 Beds ⋅ 5.5 Baths ⋅ 226017409 MLS
Nestled in prestigious Aqualane Shores, this exceptional waterfront residence offers refined coastal elegance paired with effortless Gulf access—all while remaining high and dry, with no history of water intrusion into the house. Designed by the renowned architectural firm MHK, the home blends timeless coastal sophistication with relaxed West Indies influences, creating an inviting and luxurious retreat. Boasting five spacious bedrooms, four full bathrooms, two half baths, and office; the home offers an ideal layout for both everyday living and entertaining. Inside, you'll find exquisite white pine and French oak flooring complemented by elegant marble accents, along with custom cabinetry that adds both style and functionality. The chef’s kitchen is truly a showpiece—featuring premium gas Miele appliances, a double oven, and a wine room—perfect for hosting and culinary enthusiasts. Seamlessly transition to outdoor living where a heated pool and spa, fully equipped outdoor kitchen, expansive patio, and serene sunroom provide the perfect setting to relax and entertain while enjoying tranquil water views. Boating enthusiasts will appreciate the state-of-the-art dock, complete with a 20,000-pound boat lift, offering direct canal access to the Gulf of Mexico for the ultimate Southwest Florida lifestyle. This is waterfront luxury living at its finest—where design, comfort, and location come together in perfect harmony.

628 21st AVE S, Naples
$10,750,000
4 Beds ⋅ 5.5 Baths ⋅ 225079057 MLS
Introducing an exceptional coastal offering at One Thousand Seven Hundred Fifty Fourth Street South, where timeless Bermudian architecture meets an extraordinary waterfront setting. Positioned only four blocks from the beach and the refined dining and boutique destinations of Third Street South, this residence captures the essence of elevated Naples living. With coveted western exposure and one hundred feet of direct, bridgeless Gulf access, the property invites endless hours on the water and unforgettable sunset views. Designed by Falcon Design and constructed by BBA Development, the home reflects an unwavering commitment to quality. Solid concrete block construction, poured concrete on the upper level, impact-resistant windows and doors, and a rare elevation of nearly ten feet provide a foundation of enduring strength. A brand new roof adds further peace of mind. Inside, the floor plan has been thoughtfully composed to accommodate both intimate living and effortless entertaining. The beautifully appointed kitchen and family room transition seamlessly to the expansive covered outdoor living area, where the pool, spa, and serene waterfront backdrop create a private sanctuary. The kitchen caters to culinary excellence with Wolf and Sub-Zero appliances, custom cabinetry, and a generous island ideal for gathering. Four bedrooms include a privately situated guest suite with its own den and living area, while five full and one half baths, a formal dining room, and refined millwork throughout elevate the home’s sophistication. Car enthusiasts will value two oversized two-car garages offering abundant storage and flexibility. A newly constructed dock with a boat lift enhances the property’s boating appeal, completing a residence designed for those who seek beauty, craftsmanship, and the finest expression of waterfront living in the heart of Naples.

1750 4th ST S, Naples
$6,500,000
3 Beds ⋅ 3 Baths ⋅ 226009754 MLS
Rare waterfront homesite opportunity in Aqualane Shores, one of Naples’ most prestigious and sought-after boating communities. Positioned along a scenic canal with direct Gulf access, this exceptional property offers an extraordinary setting for a future custom waterfront estate in a location synonymous with luxury coastal living. Surrounded by newly constructed luxury residences and some of Naples’ most valuable real estate, the property embodies the very best of the Naples lifestyle. Boating enthusiasts will appreciate convenient access to Naples Bay and the Gulf, while those seeking walkability and charm will enjoy being just moments from the renowned dining, boutique shopping, galleries, and cafés of Third Street South, Fifth Avenue South, and Naples’ world-famous white-sand beaches. The existing residence has been thoughtfully maintained and features a newer roof, allowing for immediate enjoyment while plans are considered for the future. Whether renovating, reimagining, or creating a custom waterfront retreat, the possibilities are exceptional. Opportunities to secure a premier waterfront address in Aqualane Shores are increasingly rare. Create a legacy property in one of Naples’ most iconic neighborhoods, where boating, beachside elegance, and downtown sophistication come together in perfect harmony.

675 18th AVE S, Naples
$11,900,000
4 Beds ⋅ 6.5 Baths ⋅ 225081892 MLS
A classic and sophisticated residence perfectly positioned along the wide, protected waters of Ibis Cove in prestigious Aqualane Shores. Exceptional millwork and custom cabinetry by Baker’s Custom Cabinetry and Millwork, Inc. complement the home’s thoughtfully curated architectural details. A dramatic foyer with a sweeping staircase leads to beautifully scaled formal rooms that transition seamlessly to casual living areas, including a comfortable and refined family room adjacent to the kitchen and an expansive covered outdoor space. The fabulous kitchen with functional pantry/prep area supports both daily living and effortless entertaining. Designed for modern lifestyles, the home includes two office spaces – one, an impressive study with rich woodwork - a spacious exercise room, a luxurious theater, and four generous bedrooms each with ensuite bathrooms. Other notable features include a custom wine room, a robust generator, and garages designed to accommodate lifts for the car enthusiast. Outside, a well-appointed grill and bar area complements expansive waterfront entertaining spaces, while the significant dock allows effortless access and bridgeless passage to the Gulf. Ideally situated, this rare opportunity is in close proximity to Naples’ white-sand beaches and the acclaimed dining and boutiques of historic Third Street South.

1979 4th ST 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. 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
$8,900,000
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
$9,900,000
5 Beds ⋅ 5.5 Baths ⋅ 225078983 MLS
Back on market, buyer did not perform. The perfect location in Old Naples, just one block from the beach and two blocks from the fine dining and boutiques of Third Street South. This exceptional all-concrete custom home crafted by Grand Bay Development embodies the best of Naples' luxury living. Built to a 15 foot elevation for peace of mind. Featuring 5 bedrooms, 2 dens, plus a flex room off of the pool area and 5 & 1/2 bathrooms. Every detail reflects a commitment to world-class design and craftsmanship, from the curated global finishes to the tropical connection between indoor and outdoor living. The gourmet kitchen adorned with Cristallo Quartzite serves as the heart of the home, with beautiful hardwoods that are increasingly rare, and surrounded by spectacular greenery that creates a sense of privacy and retreat. A custom quartz and agate wet bar opens to the elegant great room, where walls of glass frame western facing terraces. The primary suite offers an elevated sense of serenity with a private balcony with partial gulf views. A rooftop terrace provides panoramic views of the coastline, breathtaking sunsets, and the Naples skyline. The southwest-facing lanai features a vanishing-edge saltwater pool, expansive covered entertaining areas protected by screens and shutters, and meticulously designed tropical landscaping. Combining architectural integrity, global inspiration, and an unmatched location, this residence defines a warm and inviting luxury along the Naples coast.

1441 Gulf Shore BLVD S, Naples
$10,900,000
5 Beds ⋅ 6 Baths ⋅ 224102826 MLS
Coastal Estate with Deep Water Gulf Access – No Hurricane Damage 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. Boasting 5,852 square feet under air and 7,964 total square feet, the home is a haven for both boating and car enthusiasts. 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. Boating and Car Enthusiasts Take Note: Expansive 3-bay garage with 2 lifts (accommodates up to 5 cars) Room for 10 additional vehicles on the large paver driveway Large dock for up to a 60-ft yacht, plus a lift and surrounding dock for a 35-ft vessel 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
$8,900,000
4 Beds ⋅ 4.5 Baths ⋅ 224085873 MLS
Experience the best of both worlds in this coastal home in Aqualane Shores, where unrestricted gulf-access boating meets the quiet luxury of Third Street South's shops and dining. The expansive 100-foot of dockage space provides ample space for an oversized vessel or multiple water toys. Just steps from the Naples Yacht Club, this residence offers the ideal balance of relaxation and adventure. Get a workout in the lap pool, or retreat to the private top-floor primary suite with a balcony overlooking Naples Bay. The spacious central living room features floor-to-ceiling sliders, creating an open, airy ambiance. The garage is equipped with built-in car lifts and an electric charging station, ideal for the modern car enthusiast. A fun and casual home that puts the best of Naples right at your doorstep.

636 14th 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.