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Positioned along Smugglers’ Bay with wide-water views and highly sought after western orientation, this distinguished Port Royal residence presents an enduring architectural presence and a thoughtfully configured floor plan designed for both refined entertaining and comfortable everyday living. A gracious entry foyer sets the tone, highlighted by a dramatic winding staircase that creates a memorable sense of arrival. A substantial wine room positioned beneath the stairway adds both architectural interest and elegance to the space. The formal living room overlooks the pool terrace and the water beyond, while the formal dining room’s design intentionally centers on views of lush greenery, offering a serene and intimate setting for gatherings. The inviting yet highly functional kitchen flows seamlessly into the family room, which extends naturally to the covered outdoor living areas, creating an effortless indoor-outdoor connection. Outdoor entertaining spaces are generous and well-positioned to take full advantage of the home’s exceptional waterfront setting. The primary bedroom suite is located on the first floor, along with a private office - both enjoying outstanding water views. The second level is dedicated entirely to guest accommodations and includes three exceptionally large guest suites, a secondary family room, an additional laundry room, and multiple balconies that allow guests to enjoy sweeping views of Smugglers’ Bay. For the boating enthusiast, the property offers a superb dock configuration with two lifts and no bridge access to the Gulf and inland estuarine waterways. Additional features include a three-car garage and a generator. Port Royal Club eligibility further enhances this offering, presenting a timely opportunity to secure a distinguished residence ahead of the anticipated opening of the new Port Royal Beach Club in late 2026.
#225082925

NAPLES

3430 Gin LN

4 Beds

4 Baths

7,042 Sq.Ft.

$17,900,000

MLS#: 225082925

A rare opportunity to build your custom dream home with London Bay Homes on one of the most spectacular properties in Port Royal. This expansive cleared building site offers highly sought after southwest exposure with 153' of water frontage and is ideally situated to take advantage of long sweeping views over Galleon and Buccaneers' Cove. Port Royal Club membership eligibility.
#221048315

NAPLES

1818 Galleon DR

None Beds

None Baths

0.84 acres

$17,825,000

MLS#: 221048315

A rare opportunity to build your custom dream home with London Bay Homes on one of the most spectacular properties in Port Royal.  The expansive cleared building site offers southwest exposure and is ideally situated to take advantage of long sweeping views over Galleon and Buccaneers' Cove.  Port Royal Club membership eligibility.
#221048310

NAPLES

1832 Galleon DR

None Beds

None Baths

0.8 acres

$17,750,000

MLS#: 221048310

H.1559 - This extraordinary beachfront estate embodies all the luxurious qualities that one would expect to find in a home of this magnitude plus much more. Offering 129’ of beach frontage this 10,345 S/F residence was renovated with such enhancements as a state-of-the art Clive Christian kitchen and luxuriously updated sumptuous Master Suite with sweeping views to the south, fireplace plus office/sitting room. Designed by David Humphries and built by Kurtz Homes in 2002, this estate is finished with a warm understated elegance and quality expressed in light marble and mahogany floors, coffered ceilings and maple millwork detailing throughout. Other highlights include living room with hand carved Mexican limestone fireplace, two story formal dining room, summer kitchen and beach side pool. Additional features include a 4,000 bottle wine room, home theater with Crestron system, library with two-story beamed maple ceiling and fireplace. Set against a dramatic Gulf of Mexico scene that permeates the entire house, this masterfully crafted residence is undoubtedly one of the “Crown Jewels” on the coast of Naples.
#221017468

NAPLES

7621 Bay Colony DR

6 Beds

7 Baths

10,345 Sq.Ft.

$17,700,000

MLS#: 221017468

Exclusive Naples property featuring approximately 108 feet of direct beach frontage along the breathtaking Gulf of Mexico with private flag driveway entrance from 7th Avenue South. With approximately 4,249 square feet of total living space, this inviting cottage includes six bedrooms, seven full baths and a spacious two-car garage. The interior offers ample room for gathering and picturesque water views throughout. This is a rare opportunity to experience the quintessential beachfront lifestyle in a tranquil yet prime Old Naples location.
#224090306

NAPLES

30 7th AVE S

6 Beds

7 Baths

4,109 Sq.Ft.

$17,500,000

MLS#: 224090306

950 Admiralty Parade
#222078078

NAPLES

950 Admiralty Parade

5 Beds

6 Baths

9,054 Sq.Ft.

$17,500,000

MLS#: 222078078

Unlike any other shorefront home, this captivating beachfront estate is the ultimate retreat. Situated on over two acres, this Caribbean-style manor home offers over 200 feet of Gulf frontage and soft sand beaches. The lushly landscaped grounds beckon residents and guests to the serenity of island life, as the soothing sounds of waves whisper throughout nearly every room. This spectacular property features breathtaking views of the Gulf from nearly every room and includes two family rooms, a study, master suite with spa retreat, spacious media and fitness rooms, two-story guest house with two fully-equipped guest suites, and freestanding garage with two bays (in addition to the main house parking bays), gazebo for seaside meditation or contemplation of the koi pond, and a saltwater pool and spa surrounded by a multilevel, coquina-stone lanai. *See listing agent for appropriate disclosures regarding square footage*
#220080607

CAPTIVA

16660 Captiva DR

5 Beds

5 Baths

8,799 Sq.Ft.

$17,500,000

MLS#: 220080607

Ultra luxe waterfront ROSEWOOD RESIDENCES. 42 private residences. 5 acres of direct beachfront. Unobstructed Gulf views. FPs from 4,266 to 9,718 offering expansive sunset terraces. Ceiling ht 11'6"-12'6". Sophisticated design by MHK Architecture. Common areas designed by Lillian Wu Studio, NY. Unparalleled feature & finish selections. Customization options. 24/7 concierge & security, valet & bespoke owner services by Rosewood Resorts. Expansive kitchen: Wolf, Sub-Zero, Waterworks plumbing fixtures, Rocky Mountain hardware & Irpinia cabinets. Summer kitchen with gas grill. Separate service galley with washer, dryer, sink, refrigerator/freezer, microwave, oven, dishwasher. Amenity level offers an intimate, private club atmosphere. Private waterfront dining, world-class fitness center with options for private training & yoga, 75-ft lap pool, resort-style pool, poolside cabanas, day beds & firepits. Towel, food & beverage service. Cold jet showers, sauna & steam room & private massage/treatment rooms. Soc. lounge, game rm, 3 guest suites. Beach chair and umbrella service. Outdoor pursuits program including kayaking & SUP boards.  Residents use of street legal golf carts available.
#223077805

NAPLES

1601 Gulf Shore BLVD N 601

4 Beds

4 Baths

5,090 Sq.Ft.

$17,100,000

MLS#: 223077805

Ultra luxe waterfront ROSEWOOD RESIDENCES. 42 private residences. 5 acres of direct beachfront. Unobstructed Gulf views. FPs from 4,266 to 9,718 offering expansive sunset terraces. Ceiling ht 11'6"-12'6". Sophisticated design by MHK Architecture. Common areas designed by Lillian Wu Studio, NY. Unparalleled feature & finish selections. Customization options. 24/7 concierge & security, valet & bespoke owner services by Rosewood Resorts. Expansive kitchen: Wolf, Sub-Zero, Waterworks plumbing fixtures, Rocky Mountain hardware & Irpinia cabinets. Summer kitchen with gas grill. Separate service galley with washer, dryer, sink, refrigerator/freezer, microwave, oven, dishwasher. Amenity level offers an intimate, private club atmosphere. Private waterfront dining, world-class fitness center with options for private training & yoga, 75-ft lap pool, resort-style pool, poolside cabanas, day beds & firepits. Towel, food & beverage service. Cold jet showers, sauna & steam room & private massage/treatment rooms. Soc. lounge, game rm, 3 guest suites. Beach chair and umbrella service. Outdoor pursuits program including kayaking & SUP boards. Residents use of street legal golf carts available.
#223085967

NAPLES

1611 Gulf Shore BLVD N 408

4 Beds

4 Baths

5,094 Sq.Ft.

$17,000,000

MLS#: 223085967

This sprawling 10,000-square-foot luxury estate is a masterclass in unparalleled craftsmanship and meticulous detail, hallmark qualities of McGarvey Custom Homes. Upon entering the grand foyer, you're immediately greeted by the home's exquisite finishes, where masterful millwork and sophisticated design elements set the tone. Every aspect of this residence reflects an unwavering commitment to quality, from the bespoke cabinetry to the intricately crafted moldings and trim that grace the ceilings and walls. The gourmet kitchen, designed to impress even the most discerning chef, is a culinary haven where both everyday meals and gourmet creations come to life. The estate's expansive layout includes six spacious bedrooms, a private study, and a versatile bonus room perfect for use as a game room or fitness center, offering boundless possibilities for relaxation and recreation. Outdoors, the estate continues to impress with a luxurious lanai and resort-style pool area, ideal for both intimate relaxation and grand-scale entertaining. Overlooking serene lake views, this outdoor sanctuary provides the perfect backdrop for unforgettable gatherings. More than just a home, this estate is a statement of timeless elegance and sophistication. It seamlessly blends luxury living with the tranquility of a lakefront retreat, offering an unmatched sanctuary for those who seek the finer things in life.
#225070287

NAPLES

796 Cassena RD

6 Beds

7 Baths

10,074 Sq.Ft.

$16,995,000

MLS#: 225070287

Welcome to 225 4th Avenue North, a private breathtaking retreat just 4 homes from the beach in Olde Naples. 
Designed by Kukk Architecture and completed in 2021 by The Williams Group—this one-of-a-kind home stretches across 3 lots for a true estate-like setting. The main house includes 5 bedrooms, 5.5 baths, loft with wet bar, outdoor living with an outdoor kitchen and a private back yard. The detached guest house features one guest suite, outdoor living, dining an outdoor kitchen, as well as gym with secluded outdoor deck. Only the finest appointments were used throughout this property; complete smart home technology with Savant Systems; lift & slide doors; a chef's kitchen appointed with Sub-Zero & Wolf appliances, quartz tops, Ruffino cabinetry; 3 sets of washer/dryers; 2 outdoor summer kitchens; 2 two-car climate-controlled garages off alley, a wine room, full-house generator, and much, more. Find serenity in the resort-like backyard. This unprecedented estate is ideally located just a short stroll from the world-class shopping, fine dining, entertainment, and white sand beaches of Third St. South and 5th Ave. South. Note, the third lot could be split off.
#221033852

NAPLES

225 4TH N AVE

6 Beds

6 Baths

7,504 Sq.Ft.

$16,995,000

MLS#: 221033852

Direct beachfront, coastal contemporary masterpiece with RARE PRIVATE POOL offered in North Naples’ coveted “Barefoot Beach” gated community! Delight in panoramic Gulf views from Naples to Sanibel, on a rare double lot with private Gulf-access boat slip available (enjoy a 10-minute scenic ride to the Gulf). This recently constructed state-of-the-art home is the ONLY direct beachfront home available in Barefoot or Bonita Beach. Custom-curated by renowned Windover Development with award-winning Potter Homes, Kukk Architecture & Freestyle Interiors. The oversized resort-style saltwater pool offers ample lounging space, water fountains & privacy landscaping surrounding. This spacious architectural marvel has a fantastic open floor plan with dual master suites & chef’s kitchen offering custom cabinetry, premium granite counters & Wolf, Bosch & Subzero appliances. The main living room boasts automatic corner sliders on both the South & West sides, and when opened with the touch of a button, seamlessly brings the beach to your fingertips. Features all impact glass windows/sliders, electric screens/lanais, smart lighting, surround sound, elevator & more. A showcase of visionary design.
#221074002

BONITA SPRINGS

110 Kaula LN

4 Beds

4 Baths

4,688 Sq.Ft.

$16,995,000

MLS#: 221074002

A destination unlike any other. Overlooking beautiful Bowline Bay, steps from the Gulf of Mexico, with deepwater direct gulf access (no bridges), and a short walk to the acclaimed new Four Seasons Resort sits your spectacular new waterfront living experience of a lifetime. Designed for gracious living by Stofft Cooney Architects, thoughtfully constructed by Knauf Koenig Group and spectacularly finished and furnished by Calusa Bay Design, this gorgeous 6950 ac sf/9000 + ttl sf estate features a generous and open floor plan, filled with natural light, streaming from floor to ceiling windows complemented by hand knotted rugs scattered over wide plank European White Oak floors. A custom designed chefs kitchen, perfect for hosting an intimate family gathering or a dinner party for 30 is complimented by the well appointed Butler’s pantry/catering kitchen, wet bar and well stocked 700 + bottle wine room. A beautifully appointed great room with design inspired feature wall and adjacent formal dining with gorgeous millwork detail flow seamlessly into a stunning 1200 sf outdoor living space, all overlooking wide water views of Bowline Bay. Relax in the downstairs clubroom, a quiet and spacious secondary living space for work or simply relaxing with a book. The master suite provides a spa like retreat, with open beam vaulted ceiling, generous closets and every upgrade one would expect in a residence meticulously designed for those who seek luxury waterfront living at its finest. The master and VIP guest suites are ideally located for maximum privacy on the first floor, while 4 en suite guestrooms and a large upstairs lounge provide a beautiful and comfortable upstairs guest space overlooking the pool, Bowline Bay and beautiful sunsets over the Gulf of Mexico. You will appreciate the fine millwork in the ceilings, feature walls, and spectacular two-story glass and wood staircase. The finest finishes and furnishings were curated to create a five star resort style living experience, clearly evident throughout this breathtaking 6 en-suite bedroom, 8 bath, 3 - 6 car garage estate home. An extensive custom landscaping package envelopes the site with swaying palm trees, exotic plantings, and complete privacy. With full concrete construction and built to exceed FEMA requirements, a generous and open floor plan, a full Crestron lighting control package, and pre-wired for a full complement of security and audiovisual components, this Crestron smart home will not disappoint. One of only 50 home sites in Naples west of Crayton Rd (the “Nifty 50“), serious boaters will appreciate the direct, deep water gulf access with no bridges, and plenty of room to park your custom yacht right at your back door. Centrally located in the desirable Moorings neighborhood, this exclusive residence features a coveted and relaxing lifestyle that is simply without compare. Completion December 2024.
#224070595

NAPLES

383 Mooring Line DR

6 Beds

6 Baths

6,950 Sq.Ft.

$16,995,000

MLS#: 224070595

A collaboration between the area’s most respected luxury teams—Toscana Homes, Stofft Cooney Architects, and W Design—this new construction estate blends impeccable craftsmanship with striking, timeless design in one of Naples’ most coveted locations. The home offers 6 bedrooms, including two full primary suites—great for multigenerational living or long-term guests. Five suites sit upstairs, each with its own bath, arranged around a large upper-level living room that functions as a private retreat separate from the main floor. The kitchen features custom Soho cabinetry, Wolf/Sub-Zero appliances, and a fully equipped butler’s pantry. A first-floor club room with a wine feature wall opens directly to the outdoor living areas, giving the main level an easy indoor/outdoor flow. The southern exposure pool area gets sun all day and includes a generous covered lanai for dining and lounging. The corner lot allows for an unusually large landscaped side yard—rare for Aqualane Shores and works well for kids, pets, or added recreation space. Additional details include a 3-stop elevator, 3 car garage with a dedicated golf-cart entrance, full-house generator, and an 11-foot elevation. Set in the most walkable part of Aqualane Shores, the home puts the beach, 3rd Street’s shops and restaurants, and direct Gulf access all within easy reach. A thoughtful, well-executed home from an award-winning team, built for both everyday living and effortless entertaining. Estimated completion Q1 2026.
#225082340

NAPLES

408 16th AVE S

6 Beds

7 Baths

6,454 Sq.Ft.

$16,995,000

MLS#: 225082340

Location, lifestyle and luxury. Contemporary elegance meets warm functionality in this new construction
home slated for a Fall-2023 completion. Set on the navigable waters of Aqua Cove with gracious water
frontage and close to the white sandy beaches, this home showcases a quintessential Florida lifestyle.
Quality built by Wilbrett Construction, timeless architecture by Boyatt Design, and tasteful design
appointed by Adelyn Charles Interiors, the residence is approximately 6,000 square feet, outfitted with
Andersen windows and an expansive layout for modern living. Beyond the entry, the great room with
intricate ceiling details flows into the striking kitchen adorned with custom Ruffino cabinetry, Wolf/Sub-
Zero appliances, a butler’s pantry, and a glassed wine cellar. The main floor master suite showcases
luxurious walk-in closets and a spacious spa-like bath with a freestanding tub and walk-in shower. The
upper floor offers generous en-suites surrounding a living area with a wet bar and a covered balcony
overlooking the wide water views. Resort-style infinity pool with spa and sun-shelf, firepit, covered
loggia with remote-controlled screens/shutters, and an outdoor kitchen allow for seamless integration
of the indoor and outdoor living space, perfect for entertaining. Superb location with proximity to the
celebrated shops and restaurants of Downtown Naples’ Third Street South.
#222043313

NAPLES

375 21st S AVE

5 Beds

5 Baths

5,935 Sq.Ft.

$16,950,000

MLS#: 222043313

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* Listings identified with the FMLS IDX logo come from FMLS and are held by brokerage firms other than the owner of this website. The listing brokerage is identified in any listing details. Information is deemed reliable but is not guaranteed. If you believe any FMLS listing contains material that infringes your copyrighted work please click here to review our DMCA policy and learn how to submit a takedown request. © 2024. First Multiple Listing Service, Inc.
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