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Live the Ultimate Olde Naples Lifestyle. Located just off the iconic Gordon Drive, this newly constructed 2024 masterpiece offers the best of coastal living—direct beach access right across the street and a short stroll to the renowned dining, shopping, and charm of Third Street South. Nestled on a private homesite, this 5-bedroom + study, 5.5-bath home combines exceptional craftsmanship with timeless elegance, creating a sanctuary where luxury meets lifestyle. Every inch of this residence reflects meticulous attention to detail, from the warm wood tones and chic blue accents to the sun-filled interiors and finest designer finishes. Entertain effortlessly with a gas-heated pool and spa featuring cascading water features and fire pits, while an outdoor kitchen and fireplace invite al fresco dining under the stars. Inside, the open kitchen and butler’s pantry are a chef’s dream, complete with a 100-bottle wine cooler and a “hidden” walk in pantry found behind custom cabinet doors. The kitchen and great room create a seamless space for hosting guests for elegant dining or a casual watch party. A Lutron lighting system sets the mood throughout, while an elevator adds ease to daily living—accessing each level from the garage to both levels of the living areas. A generator provides additional piece of mind in addition to the fact that this newly constructed home meets the current codes for storm protection. Guests will be excited to unwind upstairs in the family room, with bar, or retreat to a private wing featuring its own bedroom, bath, living room, breakfast bar and balcony. Each bedroom includes a walk-in closet with custom storage, and the expansive second-floor balconies allow ideal for your guests to enjoy outdoor space right off their bedroom or the upstairs family room. This residence is more than a home—it’s a refined coastal retreat with proximity to the very best of Olde Naples living.
#225028485

NAPLES

255 21st AVE S

5 Beds

5 Baths

5,288 Sq.Ft.

$12,995,000

MLS#: 225028485

Offering spectacular waterfront living at it's finest is this crowning jewel of Jewel Box Avenue. Residing at the point of Chesapeake canal and Naples Bay stands this 4 bedroom en-suite estate with panoramic west facing water views from nearly every room. Owners will enjoy the first floor primary en-suite with 2 large walk in closets, huge primary bath with separate shower and soaking tub. Steps from the primary bed is a cozy outdoor sitting area with electric (remote controlled) retractable screens and shutters to enjoy the amazing sunsets over the bay. Guest will enjoy the second floor privacy with elevator access. Each en-suite has its own wrap around balcony access with spacious lounge areas and west facing water views. Additionally the second floor offers multiple en-suite wet bars, sitting area and media room that could easily be used as a 5th bedroom. Perhaps the star of the show is the nearly 8000 sq-ft of outdoor living space with waterfront infinity edge pool, 2 spas, outdoor kitchen, pool bath and multiple docks and boat lifts. Boaters will appreciate this section of Naples Bay is a no wake zone and the home resides well away from the channel marked area thus offering peace and quiet calm waters. Additionally the boat lifts have been strategically installed on the north canal side of the property offering further protection. The area has recently undergone extensive dredging and this property can dock larger vessels with a 24,000 lbs boat lift and 13,000 lbs jet ski/kayak platform lift. The list of upgrades to this home are extensive with a recent 7 figure renovation and refurnishing which WAS NOT a result of flooding or any storm damage. If you are looking for a well built turnkey waterfront property that lives like a high end resort 1340 Jewel Box should be considered.
#225055013

NAPLES

1340 Jewel Box AVE

4 Beds

5 Baths

5,619 Sq.Ft.

$12,995,000

MLS#: 225055013

An exceptional new construction estate at 117 West Street in Pine Ridge Estates sets a striking new benchmark for refined Naples living, where timeless architectural character meets a fresh, contemporary layout designed for today’s most elevated lifestyles. Envisioned by GNR Developers, thoughtfully designed by Unique Hite Designs, meticulously constructed by The Glendale Group of Southwest Florida, and beautifully curated by AZ Designs, this residence reflects the remarkable craftsmanship and aesthetic precision each is known for. Classic architectural detailing blends seamlessly with expansive, light-filled interiors, creating a home that feels both sophisticated and welcoming. Generous ceiling heights, large window expanses, and an effortless flow between indoor and outdoor spaces define the overall design. The gourmet kitchen serves as a dramatic centerpiece, appointed with premium Wolf, Miele, and Sub-Zero appliances, custom cabinetry, and a spacious layout designed for both everyday living and entertaining. A fully equipped prep kitchen adds another layer of convenience and refinement for hosting on any scale. Outdoor living is equally compelling. The resort-style pool and spa anchor a spectacular backyard setting framed by lush green space, multiple covered and open-air lounging areas, and an impressive fire pit gathering space designed for evenings under the Naples sky. The thoughtfully arranged floor plan offers three bedrooms on the main level and three additional bedrooms upstairs, complemented by a spacious bonus living and game area. A separate guest casita provides an exceptional private retreat with its own living room, kitchen, and utility space. For the automotive enthusiast, six garage bays with lift-height clearance and a generous motor court provide rare flexibility and scale. Set within the expansive estate lots of Pine Ridge Estates and moments from Naples’ celebrated dining, beaches, and cultural destinations, this remarkable property offers an extraordinary opportunity to experience luxury living at its most thoughtfully designed.
#226009848

NAPLES

117 West ST

6 Beds

6 Baths

9,375 Sq.Ft.

$12,995,000

MLS#: 226009848

Where architecture becomes art, 142 Eugenia Drive will change the way you think about living. Set on a sprawling 1.37-acre homesite, the property is enveloped in lush, thoughtfully curated landscaping, recently transformed by landscape architect Aaron Denton. The grounds introduce a sense of modern grandeur, from the gated front arrival to mature trees and layered hedges that create remarkable privacy. Inside, soaring ceiling heights and a refined palette establish openness while maintaining an intimate, welcoming feel. The home unfolds through layers of texture and design, where couture wall coverings, including Chanel-inspired finishes in the home offices and rich suede in the main living areas, create depth and distinction. Each space carries its own identity, yet flows naturally into the next. At the heart of the home, wrapped entirely in gold, the wine room shimmers like a jewel box, anchored by striking olive cabinetry that enhances both function and entertaining. It is a space that shifts the energy of the home and reminds you that luxury can be playful, too. The kitchen pairs presence with performance, centered around an oversized Cristallo island and complemented by Sub-Zero refrigeration, a Wolf range, and integrated Wolf warming drawers designed for seamless entertaining. Additional refrigeration drawers extend to the wet bar, wine room, detached bungalow, and upstairs loft, a thoughtful detail that reveals how carefully the home was conceived. As the home opens to the outdoors, a sculptural twisted-branch fire feature rises from the pool, casting a warm glow across the water and surrounding terraces. Two distinct hand-selected onyx stones define the outdoor living areas, culminating in a fully illuminated onyx bar. Beneath the louvered pergola, sunlight and shade can be adjusted throughout the day, allowing the outdoor living spaces to change with the moment. A detached private bungalow introduces another dimension entirely. Currently designed with a bedroom and full bath, the space lends itself equally well to guests, a private office, home gym, or something entirely personal to the next owner. It is one of those rare spaces that invites you to imagine it differently. Behind the home's more expressive design is an equally considered approach to technology. Advanced Control4 automation integrates lighting, climate, music, and water with quiet precision, placing the home's most important systems intuitively within reach. Perhaps what is most remarkable about 142 Eugenia Drive is not any one feature at all. It is the cumulative effect of hundreds of individual decisions, some immediately apparent and others only discovered with time. Each one reflects an uncommon level of thought, judgment and attention to detail. No single decision defines the home. It is the way those decisions come together that makes this home so extraordinary. 142 Eugenia Drive is offered furnished with limited seller exclusions.
#225081700

NAPLES

142 Eugenia DR

6 Beds

6 Baths

7,331 Sq.Ft.

$12,995,000

MLS#: 225081700

The Good Life. On one of the most beautiful Lanes in Naples, with dazzling direct waterfront views, your glorious next chapter begins. Amidst a landscape of indistinguishable new houses, this exceptional custom designed residence features the finest finishes, superior materials and quality workmanship caringly brought to life with warmth and agelessness. Penned by noted Architect, Lars Young and crafted by the prominent Builder, D. Roth Construction, it is a truly elegant yet extremely comfortable home. Positioned perfectly on Compass Cove, you will experience incomparable sunsets and the singular pleasure of gulf access from your own backyard. The intelligent plan throughout this property will excite the most discerning boat enthusiast, thrill the seasoned gourmand and please those who simply love to entertain, escape and relax. An enormous Great room with European white oak flooring complements the designer furnishings, exquisite cabinetry and stunning stone work. The adjacent lanai and outdoor kitchen serve as an extraordinary large living/dining space leading to a gorgeous pool and spa with an infinity edge basin. Along with all the upscale brand appliances befitting a property of this level, you will be delighted to find an outdoor Pizza oven, a LG Steamer in your California Closet and mood-enhancing fireplaces. A cleverly placed expansive butler’s pantry houses additional storage and luxe equipment. The primary suite includes two walk-in closets, two water closets with Neorests and an enchanting separate study. Your guests can select from a ground floor private casita or from two spacious upstairs ensuite bedrooms. The exclusive Moorings beach park and Venetian Village restaurants and boutiques are just minutes away,
#225004647

NAPLES

345 Hawser LN

4 Beds

4 Baths

5,536 Sq.Ft.

$12,995,000

MLS#: 225004647

**Welcome to Timeless Elegance in Old Naples** Step into this beautifully reimagined 1940s cottage, where classic charm meets modern luxury. Located in the heart of historic Old Naples, this fully furnished home effortlessly combines vintage allure with contemporary sophistication. Designed by MHK Architecture, this home offers 4,803 sq. ft. of meticulously crafted living space. With four spacious en-suite bedrooms and a study, the property is perfect for both relaxation and entertainment. The VIP suite stands out as a private oasis, complete with its own guest living area and a separate entrance for added exclusivity. Inside, you’ll find elegant white oak floors, a cypress stained tongue-and-groove ceiling, and a stunning white oak staircase. The gourmet kitchen is outfitted with premium Miele, Sub-Zero, and Wolf appliances, while expansive Euro doors create a seamless transition between indoor and outdoor living. Outside, unwind in your private retreat—a saltwater pool with a serene waterfall, surrounded by a lush living wall. The property also features a 3 car garage with an added space for a golf cart and alley access for convenience and guest parking. Fully updated with a new foundation, impact windows, a second floor creating expanded living areas. This home is the perfect blend of timeless elegance and modern comfort. Watch our lifestyle video to explore this exceptional residence and its breathtaking surroundings! Originally constructed in 1940, this home has undergone a comprehensive renovation and received its Certificate of Occupancy in 2024. The home has remained dry thru Hurricane Ian and any storm thereafter . Water never reached the first floor or the pool deck.
#224001461

NAPLES

239 Broad AVE S

4 Beds

4 Baths

4,803 Sq.Ft.

$12,990,000

MLS#: 224001461

Home closed at $14,207,802.00 with all upgrades .Rarely available direct Gulf front home in Barefoot Beach with elevated pool and spa. New construction completion date 2021! Only the finest materials can be found throughout, including porcelain tile & wood flooring, custom cabinetry, exotic level stone countertops, private elevator, and double VIP guest suites. Kitchen features 48" gas range, large island with breakfast bar, walk-in pantry, and high end appliances. The master suite offers stunning views & includes sitting area, large closet & spacious bath. A 4th floor bonus room includes a built-in bar and full bath. A truly fantastic one-of-a-kind home.
#218004845

BONITA SPRINGS

110 Dominica LN

5 Beds

6 Baths

6,113 Sq.Ft.

$12,975,000

MLS#: 218004845

H3041 - SENSATIONAL!!! WATERFRONT location on a gorgeous gated corner double lot w/ the outmost of privacy! BCB built custom home has many additional extra rooms that enhance today’s busy lifestyles. Custom club/media game room, homework room, exercise room, 5 car garage, 2 boat slips, jet ski ramp. Saltwater pool, large spa, fire pit, Astro Turf grass at pool area. Custom kitchen & huge island, Dacor double ovens & gas cooktop, 2 dishwashers, SubZero refrigerators, ample cabinetry & 3 pantries. Your own personal bar that opens directly to the family room. Large dining room with Venetian plaster walls and views of the front garden. Owners’ suite is tucked away with seating area, views of the bay and easy access to outside. Sumptuous bath with tiling the colors of the ocean. Her closet is any women’s dream! The main office with see through gas fireplace and breathtaking views. Extensive upgrades to the interior include: abundance of millwork, crown and deep baseboards, marble & hardwood flooring in the main areas of the house, tons of extra storage, high ceilings, generator. Freshly painted & meticulously maintained throughout this special one-of-a-kind custom estate home.
#221053166

NAPLES

275 Springline DR

5 Beds

5 Baths

8,455 Sq.Ft.

$12,975,000

MLS#: 221053166

H7551 Magnificent Beachfront Home. Fabulous open floor plan that has been Totally redesigned with Tommy Bahama meets The Four Seasons appeal. Fully pocketing sliders that open to the elevated patio with dramatic infinity edge pool and spa, outdoor kitchen with gas grill, fireplace and glass railings to optimize your views. This home has 4 bedrooms, 2 dens ( one could also be a 5th bedroom ) one has a bar with seating, double laundries, 5 1/2 baths, and a pool bath. A Chef’s Kitchen with an island and separate bar and seating, climate-controlled wine room. New Bamboo Ceilings, Coral Reef Stone Patio and walls, Sea Glass chandeliers, Walnut butcher block stairs with glass railings, Crushed glass and seashell cabinets, New lighting and Artistic painting through out the entire Home. Private Elevator, Three new air conditioners, new wine cooler, New Palm Trees, sod, plants, and loads of sand. New walkways, railings, and screened patio. Smart automation system for climate, lighting and music. All Impact doors and windows. This is a Must see Home offering luxurious amenities for you and your family. Kreiss Collection Furnishings are included.
#222081223

BONITA SPRINGS

27586 Hickory BLVD

5 Beds

5 Baths

5,771 Sq.Ft.

$12,950,000

MLS#: 222081223

Tucked in the private enclave of Little Harbour and on navigable water, this meticulously maintained estate is a classic gem. Rich in detail and character, this traditional British West Indies offers 4 en-suite bedrooms, spacious office, quiet media room and a tropical outdoor oasis. Floor to ceiling glass windows and doors throughout allow natural southern light to stream in and brings the outdoor in with views of the peaceful, trellised courtyard and resort like pool with sun shelf. As entertainer’s delight, the backyard is terraced with epay decking down to the dock and includes a separate bar area with rolldown screens to enjoy while relaxing by the pool. A true chef’s kitchen, residents will love the well-designed layout, Viking Double oven range with griddle, large island and separate bar area with wine tower and Miele coffee maker, all with quick access to the formal dining area. Complete with a Crestron system, built in outdoor grill and fireplace, 3 car garage, boat and jet ski lift and all with quick access to the gulf and beach, this Little Harbour estate is the ideal Naples home. Although a wait list, this home is eligible for Associate Port Royal club membership.
#221083608

NAPLES

262 Little Harbour LN

4 Beds

5 Baths

6,415 Sq.Ft.

$12,950,000

MLS#: 221083608

A Hamptons beach house in Port Royal, this superbly crafted estate is the epitome of coastal luxury. Rich, stained oak floors throughout compliment the neutral wall pallet with custom millwork throughout. Bring the outside in with an expansive covered and uncovered outdoor area featuring multiple deck spaces for lounging in the sun, fire pit, fireplace for relaxing evenings all surrounded by luxurious grass. Thoughtfully designed, no amenity was overlooked. Residents will appreciate a true chef’s kitchen with side by side Wolfe Ovens, Miele coffee maker, abundant cabinet space and large center island. Butler’s pantry with wine cooler and separate wet bar are conveniently located just outside the kitchen and the dining areas making this an entertainer’s dream. Residents are also eligible for immediate Port Royal membership.
#219015567

NAPLES

1201 Spyglass LN

6 Beds

5 Baths

7,110 Sq.Ft.

$12,950,000

MLS#: 219015567

Create the future you’ve been dreaming of. Get away from it all, build your tropical island sanctuary, your trophy marina - a boating-fishing enthusiast dream, or simply change compass headings. This is one of the last true estates that embodies the Florida lifestyle generations of vacationers & adventurers alike yearn for. Last of its kind along Florida’s Gulf Intracoastal. An iconic resort & marina, this captivating property in the heart of world renown Captiva Island is nestled on sparkling bay waters. A stunning palm crowned compound offers over an acre of waterfront land, 14 historic cottage rentals, 35 slip marina, fuel dock, rental boat fleet, ship store & offices. No other Captiva investment offers such numerous possibilities for you to live your island dream. Convert the ship store & offices to your waterfront owner retreat - live like you’re on vacation. Add a gate and make this property a private family compound/club with on-site staff accommodations. Your dream lifestyle awaits.
#220068435

CAPTIVA

15107 Captiva DR

6 Beds

18 Baths

8,672 Sq.Ft.

$12,950,000

MLS#: 220068435

Nestled within the prestigious subdivision of Firenze in the esteemed gated community of Talis Park, this exceptional custom-built estate home epitomizes luxury. Melding refined elegance with meticulous craftsmanship, this residence offers an unparalleled living experience. Step inside to discover a timeless interior design that seamlessly blends sophistication with chic design selections, showcasing intricate details and superior quality craftsmanship. Boasting six spacious ensuite bedrooms, a bonus room, and a separate theater, this spacious layout provides ample space for both privacy and entertainment. The heart of the home lies within the discerning chef's kitchen, complete with top-of-the-line Wolf and Sub-Zero appliances, double islands, sure to make a statement as you enter and a separate butler's pantry, ensuring culinary perfection with every meal. Step outside to discover a tranquil oasis, where the meticulously landscaped grounds and peaceful outdoor living space beckons with its stunning pool and offering expansive views of the golf course. The large backyard provides ample space for outdoor activities, whether for relaxation or entertainment. Indulge in the pinnacle of luxury living at this extraordinary estate, where every detail has been thoughtfully curated to exceed even the most discerning expectations. Welcome home to sophistication, elegance, and unparalleled comfort.
#224026664

NAPLES

16627 Firenze WAY

6 Beds

6 Baths

10,442 Sq.Ft.

$12,950,000

MLS#: 224026664

Perfectly positioned along the sugar-sand beaches of Park Shore, Residence 17N at the Regent represents one of Naples' most exclusive and prestigious beachfront offerings. Occupying an entire half of the 17th floor, this extraordinary sky residence encompasses 7,481 square feet under air and over 8,270 total square feet, showcasing breathtaking unobstructed panoramic views spanning the Gulf of America, Venetian Bay, and the coastline northwest up to Sanibel Island. Perched above the shimmering Gulf waters, Residence 17N commands one of the most coveted viewpoints in Naples, offering sweeping vistas from Beach to Bay and some of the most extraordinary sunset panoramas. Each evening, the residence becomes a front-row seat to nature's masterpiece as the sun descends into the Gulf, casting a breathtaking display of color across the sky and sea. A private elevator foyer welcomes you into a world of timeless sophistication where dramatic floor-to-ceiling walls of glass capture endless blue-water vistas from nearly every room. Designed for gracious living and grand-scale entertaining, the residence features soaring 10-foot ceilings, 8-foot doors, artisan marble and wood flooring, custom millwork and cabinetry, elegant architectural details, and expansive terraces with sleek glass railings that seamlessly connect indoor and outdoor living. The thoughtfully designed floor plan offers four luxurious ensuite bedrooms, including an exceptional primary retreat with spa-inspired baths, his and hers custom closets, and a private office. A grand salon with multiple seating areas, formal dining room, family room and custom media room provides exceptional spaces for both relaxation and entertaining. The gourmet chef's kitchen is appointed with premium appliances, including gas cooking and Sub-Zero refrigeration, complemented by a butler's pantry and abundant custom cabinetry. A rare and highly desirable guest cottage suite serves as a private retreat for extended family or guests, complete with its own kitchen, covered terrace, and private elevator access. Car collectors and enthusiasts will appreciate three private parking spaces within the secure garage. Behind the gated entrance of the Regent, residents enjoy an unparalleled level of service and security, including a professionally staffed 24-hour front desk, concierge services, guest suites, social and board rooms, state-of-the-art fitness center, resort-style pool and spa, steam and sauna, beach chair service, beachside terrace and grills, and direct on the sand private access to one of Naples' most coveted stretches of beachfront. Located directly across from Venetian Village and moments from Park Shore's and Naples finest boutiques, dining, and cultural attractions, Residence 17N offers a rare opportunity to experience a lifestyle defined by privacy, prestige, and the effortless beauty of Gulf-front living.
#226023896

NAPLES

4101 Gulf Shore BLVD N 17N

4 Beds

4 Baths

7,481 Sq.Ft.

$12,925,000

MLS#: 226023896

Situated in a spectacular beach block location in the heart of Old Naples, this is a truly unrivaled opportunity. Imagine building your dream home on an expansive, over half-acre estate-sized homesite fronting the prestigious Gulf Shore Boulevard S. With partial views of the sparkling Gulf of Mexico, this prime 150' x 155' lot is a rare find, ideally situated between lively 5th Avenue South, renowned for it's upscale shopping and dining, and charming Third Street South, home to boutiques and gourmet restaurants. This exceptional lot provides the ideal canvas to design a custom residence that meets the highest standards of luxury and elegance. Embrace the essence of the Naples lifestyle with this unique opportunity to own a true gem of a location.
#224090832

NAPLES

670 GULF SHORE BLVD S

None Beds

None Baths

0.534 acres

$12,900,000

MLS#: 224090832

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