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One of the most beautiful properties in Port Royal.  Custom built by the Williams Group with long, wide water views.  Nearly an acre, this property has an expansive front yard and a very large backyard. High end finishes include  Chapman chandeliers and fixtures, Waterford sconces and chandeliers, Baldwin hardware, Windows KML, kitchen & butlers pantry are William OHS, AlliKriste cabinetry throughout . There is a screened lanai and wonderful outdoor patio areas.  Spacious master suite, library and oversized guest suites with separate cabana.  Oversized 4 car garage.  This is one of a kind custom estate.
#216007154

NAPLES

4100 Rum Row

6 Beds

7 Baths

10,161 Sq.Ft.

$14,900,000

MLS#: 216007154

Price reduced
With preferred southern exposure and comfortably situated in the quaint waterfront neighborhood of Aqualane shores is this new construction home at 508 16th Avenue South. Thoughtfully designed by MHK Architects and constructed by Source Construction and Development. Featuring 5 bedrooms and 7 baths, with 5,593 square feet of living space and over 7,000 total square feet of luxury living! Recently completed in early 2026 this home also features a 48 kilowatt full house generator to power all your needs in case of a power interruption. A very short stroll to the dining, shopping and lifestyle hub of third street south, as well as 5 short blocks to the sugar sand of our Naples beaches!
#223012032

NAPLES

508 16th AVE S

5 Beds

5 Baths

5,593 Sq.Ft.

$14,900,000

MLS#: 223012032

Located in the heart of Park Shore, just a quick golf cart ride away from the white sandy beaches and shops and dining in Venetian Village and Waterside Shops.
#222020507

NAPLES

351 Neapolitan WAY

5 Beds

5 Baths

6,612 Sq.Ft.

$14,895,000

MLS#: 222020507

Seeking a haven where you can relax? Whether flip-flops or black tie, this fresh and innovative home fashioned in the spirit of a beach cottage is a charismatic blend of upscale and casually sophisticated timeless design. Beautifully landscaped .72-acre lot offers 158 feet of waterfront on coveted Smugglers Bay with quick Gulf access. Add a fully equipped two-bedroom, two-bath plus Murphy bed, detached guest house, fantastic outdoor living, dock, lift and floating kayak pad, you have the ideal retreat. In total, five bedrooms and five-and-a-half baths. You'll love the kitchen’s wall of windows, six-burner gas cooking, large center island and 15-foot walk-in pantry. The family room with large dining area makes this the go-to place to gather. Light streams in, showcasing scraped wood floors, beadboard ceiling, beautiful cabinetry and details to complement any decor. First-floor master, guest bedroom, office/den and second-floor guest hideaway. Perfect for gatherings that spread from the two-story great room to the poolside veranda and back porch. Don’t miss the insulated, oversized three-car garage and pool’s sun shelf. Primary Port Royal Club membership eligible.
#221024899

NAPLES

3455 Fort Charles DR

5 Beds

5 Baths

5,506 Sq.Ft.

$14,895,000

MLS#: 221024899

The ultimate beachfront estate property is now available for purchase! This private 3-story Barefoot Beach home sits on a nearly one half acre of gated beachfront & offers no adjacent houses to the north or south. Spectacular Gulf views from Naples to Sanibel. Recently renovated/updated with new metal roof, impact windows & doors, & complete exterior paint, plus interior renovations by Collins & Dupont Design Group. 70' wide floor to ceiling glass sliders on the Gulf of Mexico that continue & wrap around to the north & south. State of the art modern kitchen & bar area, multiple seating areas in the grand room with wide linear fireplace, & den/office/additional sleeping area, all of which offer sweeping views of the Gulf of Mexico. 4 bedrooms, 5.5 baths, including beautiful master bedroom & bath, all with Gulf views. Lower level lanai of beach features electric screens & shutters. 3-car garage, plus watercraft/kayak garage with garage door to a wide boardwalk to the beach. Private elevator, one touch lighting, sec system including remote lock & unlock front door & gate. Beautiful beach garden & pool included, but also room to build large attached guest home, private pool & more!
#220062333

BONITA SPRINGS

103 Saint Lucia LN

4 Beds

5 Baths

6,300 Sq.Ft.

$14,875,000

MLS#: 220062333

Enjoy long southerwestern views from these two lots (PID 17014120008 & 17014080009) being sold as one parcel.  This property encompasses over 200 feet of water frontage overlooking Treasure Cove, with the capacity to build a 15,000-17,000 square foot custom estate.  This expansive piece of property is the perfect setting for a showpiece home with spectacular views.  Owners have opportunity for immediate membership eligibility for the Port Royal Club.
#215049176

NAPLES

746 Spyglass LN

4 Beds

3 Baths

3,103 Sq.Ft.

$14,800,000

MLS#: 215049176

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.
#225083057

NAPLES

481 21st AVE S

5 Beds

5 Baths

6,130 Sq.Ft.

$14,750,000

MLS#: 225083057

Positioned on the coveted beach block of Gulf Shore Boulevard, this extraordinarily rare vacant parcel presents a singular opportunity to design and build a custom residence with the potential for subdivision, in one of Old Naples’ most distinguished settings. Comprised of just over one-half acre, an exceptionally uncommon lot size in this historic neighborhood, the property offers a level of scale and flexibility seldom found so close to the Gulf.
Just steps from the beach, the site enjoys effortless access to the shoreline and an oversized building envelope that allows for inspired architectural expression rarely achievable in Old Naples. The generous dimensions create the opportunity to capture meaningful view corridors toward the Gulf down Third Avenue South, while still accommodating elegant outdoor living areas, lush landscaping, and a substantial pool environment. The size and versatility of the property provide an ideal foundation for a residence, or residences, that balance privacy, presence, and livability with timeless coastal sophistication. Perfectly positioned, this prestigious address delivers the best of Old Naples living, within close proximity to the celebrated shopping and dining of Fifth Avenue South, Third Street South, and the newly completed Four Seasons hotel, yet sufficiently removed to maintain a sense of tranquility and privacy. Offering an unmatched combination of location, scale, walkability, and flexibility, this Gulf Shore Boulevard property represents a rare convergence of attributes and an exceptional canvas for the creation of a landmark coastal estate or refined retreat, well suited for the most discerning buyer or developer.
#226002447

NAPLES

280 Gulf Shore BLVD S

None Beds

None Baths

N/A

$14,650,000

MLS#: 226002447

C4680 ~ DIRECT BEACHFRONT PENTHOUSE CONDO! 5,798 SF UNDER AIR, 5 BDRM/5.5 BA + STUDY.  Unrivaled panoramic GULF BEACH & NORTH VIEWS. COMPLETELY RENOVATED FOR THE MOST DISCERNING BUYER! Not your typical remodel ~ every single aspect of this condo's 2021/2022 remodel was addressed. Nothing was overlooked. ONE OF ONLY TWO PENTHOUSES IN LE PARC THAT INCLUDES ITS OWN PRIVATE 2+ CAR GARAGE w/storage. The condo has been reconfigured to maximize indoor/outdoor living & water views from every room. Separate service entrance with living space, perfect for live-in help. Floors are Legno Bastone wide plank natural walnut, custom cabinetry are handcrafted from fumed eucalyptus ~ all book matched from a single tree. The finest quartzite, granite and marble has been selected for counter tops, walls and bathroom flooring. Control4 complete home automation system. Appliances are Wolf, SubZero and Miele. Fixtures are Kallista, Blanco, The Galley & Kohler. Located at the northern most end of Gulf Shore Blvd, Le Parc is a gated building, with a 24 hr front desk. Less than a mile to fine dining/shopping at Venetian Village. Le Parc offers luxury amenities directly on the Gulf Beach.
#222009105

NAPLES

4951 Gulf Shore N BLVD PH402

5 Beds

5 Baths

5,798 Sq.Ft.

$14,600,000

MLS#: 222009105

H.16258 - Magnificent home and guest house on a gorgeous double lot in Port Royal with forever, wide-water views of Old Harbour Channel, the protected mangrove preserve and glorious sunsets! Enjoy exceptional privacy from this oversized homesite with over 1.23 acres of prime waterfront in a prized location. Totaling over 14,000 sq. ft. of A/C living area. Property is comprised of the Main home, a 2BR/2BA/Living room Guest House, plus separate Staff Quarters. Enjoy the extensive outdoor entertaining areas, pool, spa, cabana, courtyards and terraces and of course the yacht basin dockage with easy, direct Gulf access. Inside there is a gym with full bath, private master sitting room, library, game room, theater room, study, walk-in pantry, butler's pantry, staff break room, a work shop and four garage spaces. Too many upgrades and luxury features to list here. Port Royal Club membership eligibility.
#220051598

NAPLES

3760 Fort Charles DR

5 Beds

7 Baths

13,361 Sq.Ft.

$14,500,000

MLS#: 220051598

This stunning penthouse on the 21st floor offers an unparalleled level of luxury and elegance. With over 6,000 square feet of living space and a prime beachfront location overlooking the Gulf of Mexico, this residence defines coastal living at its finest. Meticulously remodeled over the years with a seamless design.  The unit boasts four bedroom suites, each offering lavish comfort and stunning views. The primary suite is a sanctuary in itself, featuring separate bath quarters that is the lap of luxury. One side includes a private hobby room currently set up as a home gym. One of the defining features of this penthouse are the two expansive terraces with views overlooking the pristine beaches and the Gulf of Mexico. The terrace is an outdoor paradise where you can savor breathtaking sunsets, dine al fresco, or simply unwind while listening to the soothing sounds of the ocean. Situated within the prestigious Bay Colony community of Pelican Bay, residents of this penthouse enjoy access to world-class amenities: private beach access, a beach club with private dining, tennis courts, and a championship golf course with various memberships available.
#223064674

NAPLES

8231 Bay Colony DR Penthouse 1

4 Beds

5 Baths

6,164 Sq.Ft.

$14,500,000

MLS#: 223064674

A family legacy for over forty five years, this Port Royal property is now available! The private cul-de-sac location offers an ambiance of tranquility and coastal charm.  Wide western views provide stunning evening sunsets over Buccaneers Cove and long water views continue all the way up Galleon Cove.  This exceptional offering is truly a special opportunity to build your perfect Naples dream home. Port Royal Membership eligibility.
#224019966

NAPLES

3696 Nelson's WALK

None Beds

None Baths

0.61 acres

$14,500,000

MLS#: 224019966

This exceptional newly constructed home on Cajeput Drive is a showcase of timeless elegance that will exceed the expectations of even the most discerning buyers. Simply put this Estate checks all the boxes. Boasting five bedrooms, a den, and eight bathrooms, designed with entertaining in mind. As you step inside your grand foyer, you will be greeted by a spacious glass and hardwood staircase, a billiards room, a see-through aquarium, and a magnificent marble bar with ample seating. The main floor features your master, two offices, a chef's kitchen, an oversized bonus room, a VIP suite with private lanai, two laundries and a resort-style pool with a sunken fire pit. The extensive covered lanai revolves around a linear fireplace and includes a large outdoor bar with a kitchen and a dedicated pool bathroom. Upstairs, there are three ensuite bedrooms, your third laundry and den with a cozy balcony overlooking your pool. This home has been lightly lived in for less than six months and is ready for you to call it your own.
#223013252

NAPLES

149 Cajeput DR

5 Beds

5 Baths

9,833 Sq.Ft.

$14,500,000

MLS#: 223013252

This rare Regent penthouse offering is the quintessence of luxury beachfront living. From the moment of entry into a private elevator lobby, you are greeted by stunning long-range coastal vistas and the azure waters of the Gulf of Mexico. Interiors created by renowned designer, Peter Ferwerda, showcase timeless architectural elements, detail rich ceiling designs, custom woodwork and translucent silver travertine flooring setting the tone for the sophisticated backgrounds. Every thought to gracious living has been incorporated including a spacious living room with custom bar, large dining room, gourmet kitchen, and a family room with a fireplace. The owner's suite is a masterpiece of luxury including a sitting area, fitness area and commodious his and hers baths. Two lovely bedroom suites and a privately located guest cottage afford the ultimate guest experience. A unique cabana room with sliding doors opening to two terraces, a grill and fireplace and a plush theater and pool room create a spectacular venue for entertaining. Car enthusiasts will appreciate the air conditioned three car garage. The Regent is rich with amenities, all of which are shared by only 37 residences.
#219062573

NAPLES

4101 Gulf Shore N BLVD PH-2

4 Beds

4 Baths

12,050 Sq.Ft.

$14,500,000

MLS#: 219062573

New on site today
This is a one-of-a-kind Naples riverfront estate set on 3.29 gated acres along the Cocohatchee River with direct Gulf access. Built in 2021, this exceptional property combines expansive waterfront acreage with a nationally recognized, resort-style outdoor environment designed for unforgettable entertaining. The defining feature is the extraordinary Lucas Lagoons backyard — created by Lucas Congdon of “Insane Pools.” Natural stone anchors a multi-level saltwater pool with spa, waterfalls, fire bowls, and waterslide. A propane firepit, integrated sound system, and layered landscape lighting complete the immersive setting, designed to accommodate both intimate evenings and large-scale gatherings. Covered outdoor living areas with wood ceilings and a gas stone fireplace connect seamlessly to a fully equipped outdoor kitchen featuring an Alfresco grill, hibachi station, leathered quartzite countertops, ice machine, and ample prep space. A private putting green and multiple seating areas reinforce the estate’s self-contained resort layout along the river. Inside, white oak flooring, exposed beams, and brick detailing create architectural warmth and character. The chef’s kitchen is appointed with a La Cornue gas range, dual Sub-Zero refrigeration, quartzite countertops, custom cabinetry, and high-end appliances designed for both performance and style. A detached guest house provides additional privacy and flexibility, while expansive garage capacity accommodates up to 10 vehicles with lift capability — ideal for collectors and enthusiasts. Along the riverfront, a private illuminated dock with two boat lifts and two Jet Ski lifts, including a covered slip, offers direct access to the Gulf. In a market where waterfront acreage is increasingly rare, 325 Cocohatchee Boulevard presents the opportunity to own a fully completed, gated estate anchored by one of Southwest Florida’s most elaborate residential outdoor environments.
#226007977

NAPLES

325 Cocohatchee BLVD

6 Beds

6 Baths

7,113 Sq.Ft.

$14,500,000

MLS#: 226007977

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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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