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A meticulously curated home with a completion date of mid-2026 on a corner property with land, privacy, mature landmark trees, outdoor living amenities, sophisticated architectural details, and distinctive interior design! The next luxury spec in the portfolio of premier developer R.O.I. Naples, this 6,500-square foot Pine Ridge estate is adorned with majestic and commanding statement trees, like Banyan and Royal Poinciana, which provide the kind of sprawling, sky-reaching canopies only an experienced developer can appreciate when choosing the perfect land. A rare, glass-railed 2nd floor sun deck, flanked by a lit spiral staircase, provides a panoramic bird’s-eye view of the tennis court, pool, spa, water feature wall, & fire pit. Set on a private, 1.3-acre oversized corner lot, the property offers exceptional flexibility for outdoor living, recreation, and entertaining all while maintaining a sense of privacy and estate-like scale rarely found in newer developments. Sited & designed at the back of the grounds is an optional 12-Car Collector’s Retreat—which would add an additional 5,200 square feet under air—a detached, 2-story out building that would increase the total car capacity of the property to 17! The additional ensuite bedroom, gym, sauna, bar and living room is a car aficionado’s modern-day man cave. In the main home, Brazilian white oak chevron & plank flooring, water jet marble, limestone, venetian plaster and lime wash wall treatments, and an open tread staircase lined with side walls of unfilled travertine are among the highly unique custom details. Five ensuite bedrooms on 2 stories, an elevator, 2 laundry rooms, a whole-home generator, a 5-car garage within the main home, 2 family rooms, & 2 lanais complete this dream offering. The estate has undergone a comprehensive transformation right down to the studs and was stripped to its core, reconstructed with all-new electrical, plumbing, HVAC, insulation, windows, roofing, interior framing, & structural enhancements. Every major system is new. Fully furnished, including luxury imported brands like Casa Italia, Roche Bobois, and At Faro, the home will be turnkey, move-in ready. Thoughtfully redesigned with a modern, open floor plan, the home features a Control 4 lighting system, home security technology and fully gated/fenced perimeter, and a Sonos sound system. Natural light fills the interiors, while carefully selected finishes and materials reflect a refined, contemporary aesthetic and a nod to midcentury modern. This was not a cosmetic renovation, but a true rebuild—executed with intention, precision, and long-term livability in mind—and reimagined from the ground up. Photos in this listing contain virtual renderings.
#226009767

NAPLES

122 Caribbean RD

5 Beds

5 Baths

6,565 Sq.Ft.

$11,290,000

MLS#: 226009767

This extraordinarily deep Port Royal estate property allows privacy and a dramatic approach from its access along Nelson’s Walk and permits strategic long water views over verdant rear lawns to Naples Bay. Wrapped in this remarkable setting, the comfortable residence consists of 6 bedroom suites, two offices, a game room, and a highly sought after 5 car garage. Experience the exciting water views and the serenity that a property of this size encourages. Port Royal Club membership eligibility.
#217071433

NAPLES

1099 Nelsons WALK

6 Beds

6 Baths

9,688 Sq.Ft.

$11,275,000

MLS#: 217071433

This fantastic waterfront residence is an immaculate Show Case of luxury with Panoramic Bay views. A one-of-a-kind design by John Cooney of Naples. The Property is tucked away for maximum privacy. Stunning lush tropical grounds with a circular driveway that meets an expansive staircase to your tropical oasis. Step into paradise as you enter the large foyer & experience this perfectly designed “Island Style" home as your eyes meet the deep blue and turquoise view of the Bay. Featuring expansive windows to maximize the stunning Bay views from the great room with coffered ceiling & soft colors throughout. Perfect for entertaining family & friends. A large veranda overlooks the Bay, private dock & custom pool with infinity spa. Luxurious master suite features a loft, sitting room, wet bar & a gorgeous master bath with glass steam shower, soaking tub & walk-in closet. There is a view from almost every corner of this exquisite structure. Steps to the beach & sunsets from your own deeded beach access.
#222017297

CAPTIVA

15261 Captiva DR

4 Beds

4 Baths

5,697 Sq.Ft.

$11,250,000

MLS#: 222017297

This desirable property is a short walk to the Port Royal Club, beach and fitness center. There is a 6 bedroom main residence with loft, separate guest quarters, pool, spa, and four car garage. The property is conveniently located just a short distance to 3rd Street South's and 5th Avenue South's fine dining, world class shopping, entertainment, and Naples' world famous white sand beaches. Priced to sell, this property is priced at lot value. Port Royal Club membership eligibility.
#222055021

NAPLES

3175 FORT CHARLES DR

6 Beds

6 Baths

7,588 Sq.Ft.

$11,250,000

MLS#: 222055021

Refreshed with many updates in Summer 2025, this 2023-built waterfront residence blends modern sophistication with timeless design in the heart of Park Shore. Located on quiet Neapolitan Way, within walking distance to the beach and the dining and boutiques of Venetian Village, this property has 104' of water frontage on Venetian Bay. Elegance, comfort, and convenience: Sparkling chandeliers, intricate tile work, and expansive 4-by-4 foot marble slabs, complemented by warm European oak flooring, create a radiant and refined interior. A private elevator services all levels (including garage), and two beautiful outdoor spaces — a covered lanai and an upper-level balcony — offer ideal vantage points for enjoying iconic Naples sunsets. The kitchen features Thermador appliances, Calcutta gold countertops, Brazilian cherrywood accents, and a new marble backsplash, while a temperature-controlled wine vault holds up to 500 bottles. Thoughtful floorplan design allows for all guest rooms to have perfect privacy and views. Four of the five bedrooms showcase sweeping views of Venetian Bay, where you can watch boats come and go throughout the day — adding movement, beauty, and a true sense of waterfront living. Step outside to your private bayfront retreat, complete with a negative-edge saltwater pool, spa, outdoor kitchen, and fireplace. The private dock accommodates boats up to 44 feet — quintessential for embracing the Naples waterfront lifestyle. Recent updates include a sleek glass railing around the pool deck, a brand new 28KW generator, fresh interior paint, and a striking imported Italian porcelain accent wall in the two story great room. Click on the virtual tour link for a video of this home, it is truly stunning. Living Level is at 12' NAVD. Seller financing available.
#225061003

NAPLES

309 Neapolitan WAY

5 Beds

4 Baths

5,298 Sq.Ft.

$11,250,000

MLS#: 225061003

A masterfully crafted collaboration between Jeffrey Fisher Home, renowned architect JMDG, and the highly respected Waterside Builders; this newly completed Olde Naples residence blends elevated design with luxurious livability—just four blocks to the beach and two blocks from the charm of 3rd Street South. Every element of the home reflects attention to detail and timeless sophistication: European white oak floors, custom cabinetry and millwork, floor-to-ceiling glass, and intricate stained oak architectural ceilings. The open-concept floor plan flows through a sunlit study, elegant dining space, and stunning backlit bar into a designer kitchen outfitted with Miele, Wolf, and Sub-Zero appliances, plus a walk in pantry and first-floor laundry. The first-floor primary suite is a true retreat with immediate access to the pool and outdoor living areas. Framed by impact sliders, the living room opens to multiple covered spaces and a plunge / dipping pool and spa. A full summer kitchen and expansive outdoor deck make entertaining effortless. Upstairs offers exceptional flexibility and privacy with three en-suite bedrooms, a large bonus room, a second laundry, and a VIP guest suite. Control4 home automation, generator, natural gas, and electric roll-down screens and shutters provide ultimate comfort, security, and convenience. Positioned in one of the most sought-after pockets of Olde Naples, this bespoke property is a rare opportunity to own a truly exceptional new-construction home—steps from the Gulf, fine dining, and world-class shopping.
#225056392

NAPLES

581 14th AVE S

4 Beds

4 Baths

4,534 Sq.Ft.

$11,249,000

MLS#: 225056392

Price reduced
IMMEDIATE FULL GREY OAKS GOLF MEMBERSHIP AVAILABLE. Welcome to this British West Indies–inspired custom estate, perfectly positioned on a picturesque 0.64-acre lake, golf, and preserve homesite within the prestigious Estuary at Grey Oaks. Handcrafted by London Bay Homes in 2011 and offered fully furnished with interiors by Romanza including Florida style artwork and custom made Kindel furniture throughout this exceptional residence spanning over 7,300 square feet of refined living space. Upon entering the spacious foyer, you are greeted by an inviting living room featuring a gas fireplace and French doors that open to the outdoor living area and sweeping panoramic views beyond. The home showcases rich, engineered hickory wide-plank wood flooring throughout the main living areas, complemented by intricate ceiling details, exquisite custom millwork, and Pennville cabinetry by SOHO. The chef’s kitchen is thoughtfully designed with a spacious mahogany-topped island, dual fuel Viking range, Sub-Zero refrigeration, and an adjacent dining area with a tongue-and-groove ceiling. A butler’s pantry and catering kitchen offer a wine cooler, icemaker, beverage drawers, and an additional dishwasher. Flowing seamlessly into the inviting family room, the space is highlighted by a vaulted beam ceiling and 90-degree pocketing sliders that frame tranquil views of the lake and the lush 11th hole of the Estuary golf course. Outdoor living is equally impressive and ideal for both entertaining and enjoying Naples’ renowned winter climate. The expansive covered living area features a cypress wood ceiling with separate dining and sitting areas divided by a double-sided fireplace. The outdoor living space also includes a fully equipped outdoor kitchen with Viking gas grill and sink, all enclosed with automated screens and shutters. The resort-style pool area showcases a glass-tiled water feature, heated gas pool, and elevated spa with cascading spillover. The expansive first-floor primary suite has picturesque views of the lake, golf course, and preserve and includes a separate sitting area, dual marble-adorned baths and custom closets. A private, wood-paneled library is ideally situated near the primary suite and features two sets of French doors that open to the covered veranda. Additional highlights include: four climate-controlled garage spaces with epoxy flooring, hurricane impact–rated windows and doors throughout, a 48kW natural gas generator, extensive landscape lighting, guest beds are all ensuite, recently enhanced landscaping, newer HVAC systems, Lutron lighting system, security system with one-touch exterior security lighting, a second-floor lounge with a unique vaulted cupola ceiling, wet bar and under-counter refrigerator. Residents of Grey Oaks Country Club enjoy an unparalleled lifestyle with three 18-hole championship golf courses and world-class amenities, all just minutes from downtown Naples’ premier shopping, dining, and beaches.
#226003598

NAPLES

1249 Gordon River TRL

4 Beds

5 Baths

7,356 Sq.Ft.

$11,200,000

MLS#: 226003598

H.7928 Make your aspiring Port Royal residence decision only after viewing this new 7,700 sq ft under AC estate & it’s superior, professional selections scheduled for completion May 15, 2014! A short drive from main Gordon Dr, this homesite offers wide views of Runaway Bay. State-of-the-art systems & features include wood plus marble flooring, sliding impact French doors, a 4 stop elevator, granite & natural wood counter tops, fireplace plus home automation & generator! The gourmet island kitchen features Ruffino cabinetry w/Wolf appliances plus a butlers pantry. An immense outdoor living area contains large lanai & kitchen, leisure pool plus a 2nd extended lap/fitness pool featuring day long sunshine, connected by a walk-out spill over spa & complete with multiple deck gathering areas & a large pet play yard. Elite Port Royal Beach Club memberships include formal & casual dining, 9 tennis courts, & spa/fitness center. Please call for a home and selections preview! $11,200,000 Decorator furnished.
#214001685

NAPLES

1055 Spyglass LN

5 Beds

5 Baths

7,700 Sq.Ft.

$11,200,000

MLS#: 214001685

McGarvey Custom Homes presents an extraordinary new construction estate in one of Naples’ most sought after locations. This architectural masterpiece blends timeless sophistication with modern luxury, offering private resort style living just moments from world class beaches, dining, and shopping. From the moment you arrive, the property makes an unforgettable impression with dramatic architectural lines and honed quartzite elevation accents. Custom Cantera steel double entry doors open to a stunning glass lined foyer that frames views of the expansive outdoor oasis. Two gated driveway entrances lead to an impressive brick paver motor court offering both convenience and security. Alfresco ready, the residence features an exceptional outdoor living area complete with water features, a custom pool, spa, sun shelf, outdoor kitchen, dining area, fireplace, and a separate firepit—perfect for relaxing or entertaining. Shellstone porcelain deck pavers, lush tropical landscaping, a mosquito mist system, and automated screens and hurricane shutters enhance both comfort and peace of mind. Inside, the home’s designer curated interiors deliver unmatched refinement. The plan includes five spacious bedrooms, six full baths, two half baths, a private study, and a versatile flex room. A divided layout provides ultimate privacy, with the luxurious primary suite on its own wing. Throughout the home, you’ll find distinctive ceiling details with accent lighting, French oak hardwood flooring, level 5 smooth-walls, and beautifully executed tilework. The gourmet kitchen is a chef’s dream, featuring bespoke cabinetry, an oversized island with Caesarstone Darcrest honed quartz, Pompeii quartz perimeter countertops, designer plumbing fixtures, and a Sub Zero/Wolf appliance suite. Under and above cabinet lighting with glass accents highlight the craftsmanship and create a warm, inviting atmosphere. The primary suite is a serene retreat with panoramic views of the pool and lush rear grounds. The spa inspired bath offers a freestanding soaking tub, walk in shower, dual vanities, premium cabinetry, quartz countertops, and his and her water closets featuring Toto automated toilets. Walk in closets with custom storage and a private courtyard view complete the space. A morning bar and undercounter refrigerator add an extra layer of indulgence. Designed with modern living in mind, the home features an advanced low voltage electrical systmem, automated lighting controls, whole home standby generator, landscape lighting, and wiring for data, voice, and video. Efficiency and comfort are further enhanced by Icynene spray foam, sound batt insulation, high efficiency HVAC with dehumidification system, tankless gas water heaters with recirculation, and a 1,000 gallon propane tank. Fully furnished by Tina Marie Interiors, this exceptional estate offers a rare opportunity to own a luxury residence that merges exquisite design, premium craftsmanship, and the best of Naples’ lifestyle.
#225003118

NAPLES

799 Cassena RD

5 Beds

6 Baths

6,787 Sq.Ft.

$11,195,000

MLS#: 225003118

The best of the best by Borelli Construction. 1264 Osprey Trail features on one of the largest lots in Estuary at Grey Oaks has over 9,000 square feet with 6 bedrooms, 8 full and 2 half baths including a two story guest house with 2 car garage. The sprawling clean transitional design is paired with the numerous design details such as marble throughout the main living area, spectacular custom kitchen and volume ceiling details truly make this one of the finest estates in Naples. Additional features include a pool house, elevator, spacious outdoor space featuring a pool and spa, gas fireplace, outdoor bar and kitchen, automated screens and shutters. The home resides on a private oversized culdesac homesite overlooking a lake view.
#221002029

NAPLES

1264 Osprey TRL

6 Beds

7 Baths

9,230 Sq.Ft.

$11,100,000

MLS#: 221002029

• This remarkable 2.86 +/- acre beach-front property sits along the Gulf of Mexico, boasting 200 feet of pristine white sand beach. • The 1978 Coastal Construction Line allows 1.7 acre of net buildable land. Per Sanibel Density Map, the property is located in the 5.0 units per acre allowing for development of up to 14 residential units. • The property presents an exceptional opportunity for a buyer interested in developing a high-end luxury 14-unit condominium project. • The property is primed for a visionary buyer to create a state-of-the-art destination on Sanibel Island. • Poised for a 3-story over parking, 14 unit luxury condominium project. • The property is located within the Gulf Ridge Eco Zone which allows a maximum impermeable coverage of 25% for building, sidewalks, pool decking, etc. • Strategically located in close proximity to other notable islands in Southwest Florida, such as Captiva, Pine Island, Fort Myers Beach, and various local attractions such as Captiva, Pine Island, Fort Myers Beach, and various local attractions.
#2026014295

SANIBEL

2669 W Gulf DR

None Beds

None Baths

2.86 acres

$11,000,000

MLS#: 2026014295

An exceptional property even among the exclusive, this custom-designed Port Royal residence steps from the iconic beach club, featuring 276 feet of water-frontage and 100-foot dock along Old Harbour Cove. The 5-bedroom, 6 bathroom Bermuda-inspired home, including a 957 square-feet detached guest house, designed by premier architect Jeff Harrell, sits on a more than 36,000-square-feet cul-de-sac lot, sweeping waterfront pool terrace, covered gazebo, koi pond, and impeccable grounds ensuring your enjoyment. Details abound throughout this gated estate, crafted with unmatched materials and finishes. Endless list of extras, from the butler’s kitchen and wine cellar to the home theater and commercial-grade kitchen appliances, endow the home with tranquil grandeur. The docks two lifts are optimal for your boating needs and only minutes to Gordon Pass and Gulf of Mexico. Additional noteworthy amenities include a master suite safe room, 6-car air conditioned garage, and 2 half-baths.
#219060291

NAPLES

3275 Green Dolphin LN

5 Beds

6 Baths

7,468 Sq.Ft.

$11,000,000

MLS#: 219060291

Crème de la crème of Gulf-front living defines Windsor at Bay Colony Penthouse 16. For those who desire limitless horizons, you can see for miles and miles through wrap-around windows across 360-degree views of the Gulf, bay, estuary and Naples skyline. Encompassing 8,550 square feet of living area and the only home on the 16th floor, this residence features a gracious master suite with dual baths and wardrobe closets, nanny’s suite with kitchenette, two guest suites, library, office, exercise room with sauna, smartly designed kitchen with gas cooking, four oversized balconies totaling 1,560 square feet, two high-speed privately coded elevators, service elevator, pool deck cabana/artist studio, and three-car enclosed, air-conditioned garage. Private membership in Bay Colony Beach and Tennis Club. Bay Colony golf membership available.
#215060396

NAPLES

8477 Bay Colony DR PH16

4 Beds

4 Baths

8,550 Sq.Ft.

$11,000,000

MLS#: 215060396

Every buyer’s dream! Port Royal’s newest gated jewel is located on one of the most coveted streets and waterways in Naples. Remastered in a down-to-the-studs transformation by Oakley Home Builders. The apex of today’s luxury living is expressed in couture finishes, soaring ceilings, indoor/outdoor living, a large working library, ensuite bedrooms and an open kitchen and family room. From the gallery, you are ushered inside as your eyes are drawn towards views of Runaway Bay and wide waterways. The great room folds into a large loggia with a fire feature and overlooks a magnificent outdoor entertainment area with pool, spa and dock. Whitewashed and parapet walls create the ambiance of a coastal paradise and tantalize the senses. New everything - roof, windows, mechanical systems and doors - plus eligibility for Port Royal Club membership.
#220080686

NAPLES

1019 Spyglass LN

4 Beds

4 Baths

4,801 Sq.Ft.

$10,999,000

MLS#: 220080686

This extraordinary custom-designed home is the epitome of luxurious living in downtown Naples. A true collaboration of the distinguished C&E Builders and the celebrated Ruta Menaghlazi of Theory Design—this one-of-a-kind property effortlessly blends impeccable craftsmanship with modern elegance. Located just moments from the pristine sugar-sand beaches and within walking distance to the world-class shopping, dining, and entertainment of 5th Avenue South, 3rd Street, and the highly anticipated Naples Beach Club, it offers an unparalleled lifestyle. Upon entering, you are greeted by an breathtaking floating staircase that serves as a striking focal point of the home. The open-concept floorplan is bathed in natural light, with soaring ceilings adorned with wood beams that create a beautiful contrast against the sleek ebony accents throughout the home. This is no ordinary new construction—it's a masterpiece that balances warmth and sophistication in a way that feels uniquely refined and inviting. The heart of the home is its exquisite chef’s kitchen, where luxurious marble countertops and backsplashes provide a breathtaking backdrop to an expansive center island—perfect for entertaining and casual dining alike. This culinary haven features top-of-the-line Miele and Sub-Zero appliances, a dream for any gourmet chef, while the tastefully concealed butler’s pantry enhances the kitchen’s functionality, providing ample space for prep and storage. The primary suite is a retreat, curated for relaxation and comfort. The spa-like master bathroom features stunning marble tile, a luxurious soaking tub, and an oversized shower with multiple showerheads for a true resort experience. Step outside to the tranquil pool area, surrounded by lush landscaping. Designed for entertaining, this home boasts an exceptional indoor-outdoor flow. The outdoor space is adorned with a custom-built fireplace, a summer kitchen, and stunning marble accents, creating the perfect environment for alfresco dining or lounging by the pool. Upstairs, an additional living area serves as a versatile loft complete with a full wet bar—ideal for guests or family members to enjoy their own private space separate from the main living area downstairs. The upper level also features the VIP guest suite, equipped with a full kitchenette, making it the perfect in-law or au pair suite for extended stays. With over 5,000 square feet of thoughtfully designed living space, this home represents the pinnacle of indoor-outdoor living in Naples. The blend of European white oak wood flooring, elegant architectural details, and a sophisticated color palette sets the tone for a residence that is both timeless and contemporary. This custom-built masterpiece is more than just a home—it’s a testament to the finest in Naples living, where every detail has been carefully designed for those with discerning taste.
#225077098

NAPLES

349 2nd AVE N

4 Beds

4 Baths

5,017 Sq.Ft.

$10,999,000

MLS#: 225077098

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