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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.

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.

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.

NAPLES

4951 Gulf Shore N BLVD PH402

5 Beds

5 Baths

5,798 Sq.Ft.

$14,600,000

MLS#: 222009105

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.

NAPLES

8231 Bay Colony DR Penthouse 1

4 Beds

5 Baths

6,164 Sq.Ft.

$14,500,000

MLS#: 223064674

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.

NAPLES

3760 Fort Charles DR

5 Beds

7 Baths

13,361 Sq.Ft.

$14,500,000

MLS#: 220051598

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.

NAPLES

4101 Gulf Shore N BLVD PH-2

4 Beds

4 Baths

12,050 Sq.Ft.

$14,500,000

MLS#: 219062573

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.

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.

NAPLES

149 Cajeput DR

5 Beds

5 Baths

9,833 Sq.Ft.

$14,500,000

MLS#: 223013252

Meticulously designed for luxurious indoor-outdoor living, this sensational custom-built estate will take your breath away! Set on approximately 1.4 acres, its incredible layout presents almost 13,000 sq ft and provides 8 bedrooms accommodated by 9.5 baths. An arched, covered entry opens to an immaculate interior defined by expertly crafted detailing and bespoke features. Natural light fills the soaring ceilings in the main gathering areas, adorned by gorgeous lighting that shapes their contemporary character. As visitors mingle by the living room fireplace, the resident cook can prepare dishes in the chef's kitchen featuring a multi-seater island. A remarkable primary suite showcases double walk-in closets, and its exquisitely tiled ensuite pampers you with a soaking tub and a large glass-enclosed shower. As perks, the bonus rooms include 2 separate offices, a home theater, a game room, and a versatile den. From nightcaps around the fire pit to enjoying a dip in the pool and spa, the expansive backyard is ideal for alfresco entertaining. Notable features are a guest cabana and custom-finished garages that can hold 7 vehicles in total. Come see all this home has to offer and more.

NAPLES

705 MYRTLE RD

6 Beds

9 Baths

12,916 Sq.Ft.

$14,499,000

MLS#: 223017775

VIV Homes in collaboration with Stofft Cooney Architects has created this new and very special waterfront Port Royal residence. This West Indies inspired home is situated on Old Harbour channel with western rear exposure on Fort Charles Drive, an easy walk to the Port Royal club, fitness/tennis center, and beach. Peerlessly constructed, this 5 + den residence offers just over 6,500 square feet of air conditioned space, an open floor plan, 4 car garage, and a resort like outdoor living area along the water’s edge. Some of the qualities include full concrete construction, bespoke cabinetry throughout, Sub Zero/Wolf/Miele appliances, Cristallo prime quartzite counter tops, low voltage lighting system, service kitchen, Sonos sound, Poliform Italian made closet systems, and comprehensive security components including water leak detection. The outdoor space exudes a vacation like feeling and is complete with saltwater pool/spa, new concrete floating dock, kitchen, fire place, automated roll down screens/shutters, and a fire pit area with built in seating. Home expected to complete approximately February 2021.

NAPLES

3300 Fort Charles DR

5 Beds

6 Baths

6,532 Sq.Ft.

$14,495,000

MLS#: 220045603

#226001860

NAPLES

4951 Gulf Shore BLVD N 101

5 Beds

5 Baths

5,534 Sq.Ft.

$14,490,000

MLS#: 226001860

Set high above the turquoise waters of the Gulf, with sweeping vistas stretching along the crystalline coastline, the Le Parc Penthouse offers a rare combination of scale, sophistication, and comfort. Arrival begins through a newly renovated elevator lobby opening to walnut flooring laid in an elegant herringbone pattern—mirrored in the ceiling detailing—immediately setting the tone for the refined interiors beyond. Upon entry, the home opens to awe-inspiring views framed by walls of floor-to-ceiling glass, allowing natural light to pour in and the Gulf to take center stage. Designed for effortless entertaining, the stunning kitchen features dual Cristallo quartzite islands, sleek custom cabinetry with walnut interiors, and a seamless connection to the dining area and serving bar, highlighted by a dramatic feature wall and dual Sub-Zero wine storage. Living like a single-family residence in the sky, this expansive penthouse offers five en-suite bedrooms, a private study, and a thoughtfully placed utility room providing exceptional convenience and storage. The primary suite is both spacious and serene, ideally positioned with direct access to the study and showcasing breathtaking views. Its resort-like bath is equally impressive, featuring dual vanities, a generous walk-in shower, and exceptional closet space. Guest accommodations are equally well appointed, including a second primary suite with a soaking tub perfectly positioned to capture northern views, as well as two additional outdoor spaces, one an open-air balcony overlooking the tranquil bay and Park Shore beyond.
This is penthouse living at its finest—timeless materials, generous proportions, and unparalleled views—set within one of Naples’ most coveted Gulf-front addresses.

NAPLES

4951 Gulf Shore BLVD N PH-502

5 Beds

5 Baths

5,931 Sq.Ft.

$14,450,000

MLS#: 226004240

#226009346

NAPLES

310 Pirates Bight

5 Beds

5 Baths

5,092 Sq.Ft.

$14,450,000

MLS#: 226009346

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.

NAPLES

1979 4th ST S

4 Beds

4 Baths

7,326 Sq.Ft.

$14,400,000

MLS#: 225081892

NAPLES

1625 Gulf Shore S BLVD

6 Beds

9 Baths

9,435 Sq.Ft.

$14,400,000

MLS#: 219083067

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