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$9,995,000
6 Beds 9.5 Baths 226027016 MLS
A masterful blend of timeless architecture and contemporary sophistication, One Hundred Eighty-Eight West Street is an exceptional Pine Ridge Estates residence set on a private One and Seventy-Two-acre corner homesite just minutes from Naples' renowned beaches, Mercato, Waterside Shops, and downtown. Designed with impeccable craftsmanship, this remarkable estate showcases soaring Twenty-Seven-foot ceilings, walls of impact-resistant glass, energy-efficient construction, and a whole-house generator. The dramatic great room flows effortlessly into the outdoor living spaces, creating an elegant setting for both intimate gatherings and grand-scale entertaining. At the heart of the home, the gourmet kitchen features Sub-Zero and Wolf appliances, a striking Quartzite island, abundant custom cabinetry, and a temperature-controlled walk-in wine cellar. The sought-after first-floor primary suite is a luxurious retreat with dual walk-in closets and a spa-inspired bath, while a private study and guest suite complete the main level. Upstairs, accessible by twin staircases or a private elevator, four additional bedrooms, a spacious family room, loft, and second laundry room provide exceptional comfort and flexibility. Beyond the interiors, the resort-inspired outdoor living experience is nothing short of extraordinary. An oversized pool and spa, fire features, covered lanai with automated screens, full outdoor kitchen, outdoor fireplace, and private cabana are surrounded by lush landscaping, creating an atmosphere of complete privacy. Completing the estate is a climate-controlled five-bay garage, ideal for collectors and enthusiasts alike. Rarely does a residence combine this level of architectural excellence, luxurious amenities, and premier Pine Ridge location, offering an exceptional opportunity to experience the very best of Naples luxury living.

188 WEST ST, Naples

$9,995,000
6 Beds 7 Baths 7110272 MLS
Truly a RARE, once in a lifetime offering! The last prime A++ West-NW facing estate property remaining. Prime Main Lower Lake. Prime Woodland. Hard sand bottom lakeshore. A-grade water quality. Five minutes by boat into Wayzata, on one of the most coveted runs of shoreline on all of Lake Minnetonka, nestled into the Greenwich, Connecticut-like community in Minnesota — the Maplewoods neighborhood of Woodland. Once it’s gone, it’s gone. This estate offers unparalleled privacy from both the street approach and its commanding, perched presence above the water and boasts 3.76 acres and 255 feet of lakeshore. The experience begins at the cusp of the driveway, where the path descends into a private sanctuary. The meandering topography and sheer scale of the land provide a rich context for the current estate while offering incredible potential for future visions. From its commanding westerly sunset vistas and elevated perch, the estate offers long, deep-water views across the Main Lower Lake, Spirit Island and toward Ferndale — a vantage few properties on the lake can claim. Built in 1925 for the Phillip Duff family, the main residence was designed by Edwin Hewitt, the architect behind the Minneapolis School of Fine Arts, the Blake School, and the Woodhill and Lafayette Country Clubs. The home retains its historic character and period detailing while benefiting from a thorough 2003 renovation — updated electrical and plumbing, asbestos abatement, buried power lines, high-efficiency boilers, two whole-house generators (2000) and a comprehensive drainage system engineered to route water around and away from the tennis court. A charming casita, built new in 2003 as a mini-replica of the main house, adds a 2,200 sq. ft. guest or studio space in keeping with the original architecture. The grounds are as distinctive as the residence. A private Har-Tru clay tennis court anchors the landscape, surrounded by native flowers and plantings, a fenced garden suited to herbs, vegetables, and fruit, and two five-foot beehives managed by the University of Minnesota — together yielding nearly 40 pounds of "Gale Road Gold" honey each year, a private farmer's market steps from the front door. For buyers with a vision beyond the current estate, a concept plan already exists for a two-lot subdivision, creating two distinct lakefront parcels. Whether the next chapter is stewardship of a landmark Hewitt residence or the creation of an entirely new legacy, this is a once-in-a-lifetime opportunity on Lake Minnetonka.

2730 Gale Road, Wayzata

$9,995,000
6 Beds 7.5 Baths 226020554 MLS
In a market where true distinction is increasingly rare, 500 Ridge Drive presents an extraordinary opportunity to own a private contemporary estate within the prestigious enclave of Pine Ridge. Thoughtfully crafted with nearly six thousand five hundred square feet under air, this architectural showpiece masterfully blends clean modern design with warm organic finishes, creating a residence that feels both sophisticated and deeply inviting. Beyond its lushly landscaped approach, the home unfolds into expansive interiors designed for elevated everyday living and unforgettable entertaining. Five spacious bedrooms, a private office, dedicated home gym, and a versatile bonus room provide exceptional flexibility rarely found within a single residence. At the heart of the home, the remarkable white oak kitchen serves as both a functional centerpiece and design statement, featuring exquisite natural stone surfaces alongside a premier suite of Wolf, Sub-Zero, and Miele appliances. The seamless open-concept layout allows the kitchen, dining, and living spaces to flow effortlessly together beneath rich wood tones and refined contemporary detailing. The primary suite offers a tranquil retreat with bespoke closet systems and spa-inspired finishes that evoke the ambiance of a luxury resort. Whole-home automation enhances the experience with effortless convenience, while every space has been curated with an uncompromising attention to craftsmanship and comfort. Equally compelling, the outdoor living experience rivals that of a private boutique retreat. The expansive covered lanai showcases a dramatic outdoor fireplace, sunken fire bowl gathering space, and beautifully integrated entertaining areas surrounded by mature tropical landscaping that provides exceptional privacy. With a four-car garage, striking architectural presence, and one of Naples’ most sought-after locations, 500 Ridge Drive represents a rare offering where design, lifestyle, and location converge in a way that is seldom available and impossible to replicate.

500 Ridge DR, Naples

$9,995,000
6 Beds 14.5 Baths 226010968 MLS
Situated within the prestigious Quail Creek, this extraordinary MEGA MANSION offers over 20,000 square feet of fully renovated living space on 1.21 acres with tranquil lake and golf course views. Recently completely renovated, the residence blends grand scale with modern luxury, featuring 6 bedrooms, 15 bathrooms, and an impressive 2,000-square-foot primary suite with a private balcony. Designed for both elegant living and exceptional entertaining, the home includes a two-lane bowling alley, theater/media room, library with rolling ladder, wine cellar, game room, billiards room, fitness center with sauna, and expansive living areas filled with natural light. The chef’s kitchen offers abundant workspace, premium appliances, and a walk-in pantry. Outdoor living is equally impressive with a screened lanai, resort-style pool and spa, and a 55-foot lap lane, all overlooking the lake and fairways. Additional highlights include separate guest or staff quarters with private entrance, a six-car garage, and two golf-cart garages. A rare opportunity to own one of the largest and most distinctive estate homes in North Naples, completely updated and move-in ready within one of the area’s most established golf communities.

13323 Rosewood LN, Naples

$9,900,000
4 Beds 7.5 Baths 226028588 MLS
Port Royal Member Property, Newly built club opens October 2026; Private Gated Community, Uniformed Gate Attendants; only gated Community in 34102; Friendly community with dedicated Board and involved residents; 24-hour armed security, Port Royal Security provides detailed checks if you’re away; Community Boat Docks for up to 45’ boat available with power & water, just a short, convenient walk to the dock; Lake front property, Overlooking quiet lake with abundant bird life; Convenient Walk to the Beach, Secluded path 1.5 blocks to the Beach & Gulf; HOA includes all pool maintenance, landscaping, plantings, and roadways, Shady, brick paved roadways with virtually no traffic; Excellent Utilities, Underground electric, Natural Gas, Fiber Optic, Propane, 25 kW Generator, Dual Fuel-running propane, can convert to Natural Gas.

235 Little Harbour LN, Naples

$9,900,000
5 Beds 5.5 Baths 225078983 MLS
One block from the beach and two blocks from the fine dining and boutiques of historic Third Street South. An exceptional all-concrete custom home crafted by Grand Bay Development that embodies the best of Naples' luxury living. Built to a 15 foot elevation for peace of mind. Featuring 5 bedrooms, 2 dens, plus a flex room off of the pool area and 5 & 1/2 bathrooms. Every detail reflects a commitment to world-class design and craftsmanship, from the curated global finishes to the tropical connection between indoor and outdoor living. Updated in 2021 with new HVAC's, beautiful wall coverings and finishes as well as a gourmet kitchen adorned with Cristallo Quartzite serving as the heart of the home, with beautiful hardwoods that are increasingly rare, and surrounded by spectacular greenery that creates a sense of privacy and retreat. A custom wet bar with agate stonework opens to the elegant great room, where walls of glass frame western facing terraces. The primary suite offers an elevated sense of serenity with a private balcony. A rooftop deck not to be rivaled provides panoramic views of the coastline, breathtaking sunsets, and the Naples skyline. The southern facing lanai features a vanishing-edge saltwater pool, expansive covered entertaining areas protected by screens and shutters, and meticulously designed tropical landscaping. Combining architectural integrity, global inspiration, and an unmatched location, this residence defines a warm and inviting luxury along the Naples coast.

1441 Gulf Shore BLVD S, Naples

$9,900,000
6 Beds 7.5 Baths 225070240 MLS
An exceptional opportunity in Aqualane Shores, this newly constructed estate offers the rare combination of a private dry lot with a deeded boat slip accommodating up to a 30-foot vessel, providing direct access to Naples Bay just steps from your front door.. Tucked along one of Aqualane Shores' most private streets in the heart of downtown Naples, this newly constructed Caribbean-inspired estate by Waterside Builders, designed by MHK Architecture, offers six bedrooms, eight baths, and exceptional indoor-outdoor living. The open great room, dining area, and gourmet kitchen flow seamlessly to covered outdoor living, a summer kitchen, and two resort-style pools, including a lap pool with spa and a separate tropical pool surrounded by lush landscaping for ultimate privacy. The luxurious primary suite features an oversized dressing room with wraparound closet. Additional highlights include a wine room, study with private entrance, elevator, butler's pantry, laundry room, three-car garage, four en-suite guest bedrooms, and a detached cabana suite above the garage. An exceptional opportunity combining the privacy of a dry lot with the convenience of boating in one of Naples' premier neighborhoods.

2131 Marina DR, Naples

$9,750,000
4 Beds 5.5 Baths 226019430 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Set just steps from the Gulf and the celebrated boutiques and restaurants of Third Street South and Fifth Avenue South, this extraordinary newly built estate embodies the pinnacle of refined Old Naples living. Crafted in 2017, this gorgeously furnished four-bedroom + den residence offers an exceptional blend of timeless coastal elegance and modern luxury across an impeccably curated floor plan. From the moment you enter, the home captivates with soaring ceilings, wide-plank French oak flooring, bespoke millwork and designer lighting that create an atmosphere of understated sophistication. Walls of glass fill the interior with natural light, while seamless indoor-outdoor transitions invite effortless entertaining and relaxed resort-style living. At the heart of the home, the spectacular chef’s kitchen is a true statement of luxury and design, featuring an oversized island, a commanding 48-inch Wolf gas range, dual Sub-Zero refrigeration, Miele built in wine refrigerator, Miele built-in coffee system, premium fixtures and custom cabinetry tailored for both grand-scale entertaining and everyday comfort. Adjacent living and dining spaces are anchored by a beautiful private tropical retreat where every detail has been thoughtfully considered. The outdoor Oasis features a stunning custom pool and spa with oversized sun shelf, towering private bamboo hedge, and outdoor kitchen, creating an atmosphere reminiscent of an exclusive luxury resort. The first-floor primary suite is a serene sanctuary, offering spa-like amenities, a luxurious bath retreat and a custom walk-in wardrobe. A private detached cabana guest suite on the main level provides exceptional comfort and privacy for visitors. Accessible by both a private spacious elevator and staircase, the second level is designed for elevated entertaining and relaxed living alike. A comfortable loft serves as a central gathering space surrounded by 3 beautifully appointed en-suite guest bedrooms. Additional features include impact-resistant doors and windows, whole-house 20- kilowatt generator and the highest level of craftsmanship and finishes throughout. An exceptionally rare offering in one of Naples’ most prestigious locations, this remarkable estate delivers unparalleled luxury, timeless architecture and the ultimate Olde Naples lifestyle just steps from the beach and world-class dining and shopping. This home offers you the convenience of living a life of walking to the beach every day, dining on Third Street, and enjoying the newly opened Olde Naples Hotel which offers a bar for an evening beverage after you enjoy the beautiful Naples sunsets.

160 Broad AVE S, Naples

$9,750,000
4 Beds 5 Baths 224090608 MLS
This luxurious estate in Port Royal is the epitome of resort style living located a short walk to the beach and the Port Royal Beach Club. Multiple French doors and large casement windows add a touch of elegance and provide light and views of the lush landscaping, pool, spa, summer kitchen and gas fireplace. Inside features a separate master suite wing with a study containing custom built-in book cases and wood flooring. The guest wing is private and offers two large en-suite bedrooms. There is also a cabana en-suite bedroom that overlooks the pool. This provides the optimum privacy for your family and guests. The large open kitchen with its top-tier appliances flows into the family room and lanai. This design creates great space for entertaining. Included in this amazing home is a large formal dining room, a living room with marble fireplace and a walk-in climate controlled wine room. There are so many special features in this home that cannot be adequately portrayed in these remarks. Come and see what this piece of paradise is all about. All Port Royal Homeowners have the option of joining the very exclusive PORT ROYAL CLUB. Construction expected to be completed in 2026.

2560 W Half Moon WALK, Naples

$9,700,000
5 Beds 4.5 Baths 2025014681 MLS
This meticulously refined Gulf-front estate embodies the essence of tropical luxury—where timeless craftsmanship meets modern elegance. Thoughtfully enhanced over time, SOUTH HAVEN blends comfort, sophistication, and functionality at every turn. Recent updates include a redesigned kitchen and dining area, a reimagined primary bath, and a new roof (2023), along with premium finishes and fixtures throughout. The main level welcomes you with a sun-filled foyer leading to multiple guest suites, including a dual guest wing for added privacy. The chef-inspired kitchen combines contemporary design with coastal warmth, opening to a bright dining alcove ideal for gatherings. The living room frames uninterrupted Gulf views, creating a serene backdrop for every moment. Upstairs, the owner’s suite commands sweeping ocean vistas and features a stone-clad electric fireplace, woven flooring, and a tranquil, spa-like ambiance. The ground level includes a spacious garage, flexible-use spaces, and elevator access to all floors for effortless convenience. Outdoors, the estate is graced by towering Royal Palms, a resort-style pool with sun shelf, and covered lounging and dining areas designed for relaxed entertaining. Beyond the pool, a private beachside yard with manicured greens, a seaside walkway, and a charming shorefront cabana completes the coastal experience. From its refined architecture to its breathtaking sunsets, South Haven stands as a true Captiva masterpiece—where every detail celebrates the art of island living.

16770 Captiva DR, Captiva

$9,500,000
5 Beds 4.5 Baths 226029039 MLS
Tucked away in Naples’ coveted Moorings neighborhood, this beautiful residence pairs 5,000+ square feet of living space with beautiful bay views, generous entertaining areas, and the relaxed sophistication of coastal living. With five bedrooms and four and a half baths, the home offers plenty of room to gather, host, and unwind. Making the most of its waterfront setting, the home opens to an expansive outdoor retreat where a pool and spa, covered lanai, and fully equipped outdoor kitchen set the scene for afternoons by the water and evenings beneath Naples’ colorful sunsets. Inside, the kitchen is equally suited for entertaining, featuring quartz surfaces, Wolf and Miele appliances, dual dishwashers, and a built-in coffee system. Spacious interiors offer flexibility for both everyday living and large gatherings, while a rare four-car garage with lifts expands capacity to eight cars. Beyond the property, enjoy the best of Naples just minutes from your door, from white-sand beaches of the Gulf to world-class shopping and dining at Waterside Shops and Fifth Avenue South. This property is spacious, private, and surrounded by the beauty of waterfront Naples.

3111 Leeward LN, Naples

$9,500,000
4 Beds 5.5 Baths 225064981 MLS
Step into refined waterfront living with this exceptional 4-bedroom, 6-bath estate offering 155 feet of direct Gulf access. This beautifully designed modern home sits on an oversized corner lot in Royal Harbor. Fully furnished and move-in ready, the home blends timeless design with modern features—marble and wood floors, a chef’s kitchen with Wolf and Sub-Zero appliances, and a separate service kitchen. The expansive outdoor space showcases a negative-edge pool, spa, outdoor kitchen, and dramatic landscape lighting with over 80 fixtures. Smart home systems include Lutron lighting, Elan control, a glass elevator, and full security. A private guest suite with its own entrance, half kitchen, and alarm system offers ultimate flexibility. Two boat lifts that are up to 24,000 lbs and just minutes from Naples' world-class dining, shopping, and beaches.

2201 Shad CT, Naples

$9,499,000
6 Beds 12 Baths 7079078 MLS
Commanding one of the most prestigious settings on Lake Minnetonka, this extraordinary estate on coveted Wayzata Bay offers an unparalleled combination of timeless architecture, privacy, and resort-style luxury. Nestled on 3.49 picturesque acres with sweeping lake views and beautifully manicured grounds, this remarkable English Manor-inspired residence encompasses over 19,000 finished square feet designed for both grand-scale entertaining and intimate everyday living. Hidden from view among mature trees and lush landscaping, the property offers a rare sense of tranquility just minutes from downtown Wayzata. The home welcomes guests with its breathtaking reception foyer, where polished marble floors, twin curved staircases, intricate coffered ceilings, and a stately wood-burning fireplace create an unforgettable first impression. Expansive walls of glass throughout the home capture panoramic views of the lake and surrounding grounds while filling the residence with natural light. The stunning hearth room and gourmet kitchen, thoughtfully remodeled, serve as the heart of the home, featuring hand-hewn beams, a limestone fireplace, premium appliances, custom finishes, and long picturesque views stretching across the estate and shoreline. Designed to rival the finest private resorts, the property features 12 fireplaces, an official-length, chlorine-free indoor lap pool, private fitness center, lakeside tennis and basketball courts, two covered boat slips, and an impressive 7-car garage. Every space throughout the residence reflects exceptional craftsmanship, warmth, and refined luxury. This well-maintained estate with recent updates offers an extraordinary opportunity to own one of Lake Minnetonka’s truly iconic legacy properties. Located within the award-winning Minnetonka School District and only minutes from downtown Wayzata’s renowned restaurants, boutique shopping, marinas, and country clubs, this exceptional residence represents luxury lake living at its finest.

17950 Breezy Point Road, Wayzata

$9,450,000
3 Beds 3.5 Baths 2025020264 MLS
Rare opportunity to purchase a luxurious Gulf Front Estate on Captiva Island within the gated resort community of South Seas. This stunning, coastal 5 bdrm property offers 102' of beach frontage w/ breathtaking sunsets and views of the gulf. Totally renovated and remodeled with new quality craftsmanship and attention to every detail. All new interior furnishings and amenities include, striking quartzite countertops and custom solid wood cabinetry in the kitchen, coffee bar & primary bathroom, beautiful wide plank wood floor throughout, custom ceiling details, private elevator, laundry w/ lots of storage, powder bath, electric blinds and designer furnishings. The spacious kitchen features a gas Wolf range, beverage cooler, refrigerator, freezer, microwave and dishwasher. Gorgeious views of the beach from the kitchen, dining & great room. The penthouse style primary bedroom features a sitting area, laundry, beautiful bathroom and private deck over look the beach which is perfect for enjoying a morning cup of coffee or evening star gazing with a tropical beverage. Multiple sets of sliders lead to a huge outdoor deck featuring an elevated swimming pool. The structure has concrete pilings, a new standing seam metal roof, impact glass throughout, expansive circular driveway with pavers, tropical landscaping with pops of color and strategically designed low voltage lighting. There is an oversized 2 car garage with room for bikes, beach & fishing gear, a separate golf cart garage, and an epoxy finish on the floor. The bonus area (non-conforming) is fun for guests and a nice addition to the home. After sun and fun, enjoy the refreshing outdoor shower for a quick rinse before splashing in the pool. This home has it all ~ location and lifestyle.

941 South Seas Plantation RD, Captiva

$9,450,000
6 Beds 6.5 Baths 224082961 MLS
A one of a kind offering with 150ft of water frontage laden with rich national history. President Theodore Roosevelt began frequenting Captiva in 1908. In 1917 he staged his houseboat at this very location for his legendary Devil Fish expedition of which he hunted and gathered for the Smithsonian. In the 1930s this property served as one of only two locations to deliver goods to Captiva mainly of which was building materials, delivered by barge. The oversized grandfathered dock was built in 1939 by the WPA which was founded by Franklin Roosevelt. The romantic boathouse, which is cantilevered over the water and is also grandfathered in, was constructed in 1953 by Harold Bixby. Bixby was one of Charles Lindbergh's primary backers in 1927 when Lindbergh accomplished his transatlantic flight in The Spirit of St Louis. The boathouse with two bedrooms and caretaker cottage with one bedroom stand today in superb condition with a recently installed composite roof with a 100 year life expectancy. As you approach the main house, you are greeted with the charm of olde world Southern architecture. Inside you will find soaring ceilings of cypress, and beautiful views of Roosevelt Channel along with three spacious bedrooms, a library and an office. Resting on over 1.3 acres with deeded beach access.

16777 Captiva DR, Captiva

$9,250,000
4 Beds 5.5 Baths 225067765 MLS
This freshly updated Port Royal home presents an exceptional opportunity for discerning buyers seeking a seamless transition into luxurious living. Nestled on the serene Lantern Lane, this home boasts soaring 18-foot ceilings and an abundance of natural light, accentuating its elegant interior. Pristine hardwood flooring graces much of the living space, complementing a gourmet kitchen adorned with top-tier Subzero and Viking appliances. Wine enthusiasts will appreciate the thoughtfully crafted, temperature-controlled wine cellar discretely integrated into the garage, providing optimal conditions for the preservation and presentation of cherished vintages. This property extends eligibility to the prestigious Port Royal Club, currently undergoing a transformative $100 million reconstruction project, slated for completion in the second half of 2026. This well positioned residence affords convenient access to the culinary delights of 3rd Street South and the upscale shopping of 5th Avenue South, along with proximity to Naples' renowned white sand beaches, ensuring a lifestyle of unparalleled sophistication and indulgence.

2755 Lantern LN, Naples

$8,995,000
4 Beds 5.5 Baths 226031431 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Set along one of Old Naples’ quiet, palm-lined streets and just a short stroll from the Gulf and Third Street South, 835 11th Avenue South presents modern craftsmanship with timeless design. Built by Lotus Construction, in collaboration with MHK Architecture and Freestyle Interiors, the home reflects a thoughtful approach to scale, proportion, and livability rather than excess. The residence spans more than 4,700 square feet of interior living space and is arranged to support both privacy and connection, offering four ensuite bedrooms and six bathrooms featuring Neorest Toto toilets. On the main floor, the primary suite is intentionally positioned for convenience and discretion, featuring a spa-inspired bath with a soaking tub, glass-enclosed shower, floating dual vanities, and a private water closet. The heart of the home is defined by soaring ceilings, abundant natural light, and a calm material palette. Wide-plank white oak flooring, tailored millwork, and soft neutral tones establish a refined backdrop for daily life. The kitchen is both elegant and highly functional, outfitted with integrated refrigeration, dual wall ovens, concealed storage, and streamlined cabinetry that transitions seamlessly into the dining and great room. Large hurricane-impact sliding doors open the interior to the outdoor living area, creating an effortless indoor-outdoor connection. A thoughtfully finished elevator provides smooth access between levels. Upstairs, a private VIP suite offers exceptional flexibility, complete with its own living area, full bath, and two balconies—well suited for extended guests or multi-generational living. Two additional guest suites and a dedicated laundry room complete the upper level, and a home generator is in place for additional peace of mind. Outdoors, the rear courtyard is designed for relaxed entertaining, centered around a custom pool and spa, covered lounge, full outdoor kitchen, and pool bath. The setting is private and quiet, enhanced by alley access. A three-car garage—an uncommon amenity in Old Naples—features extra ceiling height suitable for vehicle lifts or specialized storage. Just blocks from Naples’ most celebrated dining, boutiques, and cultural destinations, this home delivers a rare combination of architectural discipline, location, and immediate enjoyment. It is a residence defined by enduring quality and thoughtful design—crafted to be appreciated long after the first impression.

835 11TH AVE S, Naples

$8,995,000
5 Beds 9 Baths 7129253 MLS
Welcome to an extraordinary French Country estate on a private 1.4-acre setting adjacent to more than six hundred acres of protected North Oaks Conservation Area. Built in 2022 and impeccably maintained, this remarkable residence pairs timeless French Normandy-inspired architecture with sophisticated contemporary interiors, exceptional materials, and an unparalleled collection of resort-style amenities. The main level designed for elegant entertaining and effortless everyday living, highlighted by a stunning chef’s kitchen with top-of-the-line appliances and generous butler’s pantry, multiple dining areas, a dramatic living room with floor-to-ceiling windows and fireplace, private den/office, and an exceptional screened porch with vaulted timber ceiling, wood-burning fireplace, and outdoor kitchen. The luxurious primary wing features a private sitting area with fireplace, elegant bath, and extraordinary walk-in closet. The upper level offers two-bedroom suites, a den with access to a veranda, and a private guest wing with living area and full bath—ideal for guests, nanny, or extended family. An elevator provides access to all three levels. The walk-out lower level is a private entertainment and wellness retreat, featuring expansive family and game rooms, theater, spectacular bar, wine room, exercise room with adjacent sauna/steam bath, and a private bedroom suite. The setting continues outdoors with a magnificent pool and pool terrace, expansive patio and firepit area, beautifully landscaped grounds and 1,900 square feet of garage space. A truly one-of-a-kind North Oaks estate offering exceptional privacy, architecture and resort-style living surrounded by nature.

14 Cherrywood Circle, North Oaks

$8,995,000
5 Beds 6.5 Baths 226023186 MLS
A masterful expression of luxury and craftsmanship by Diamond Custom Homes and Edge Design. This extraordinary newly constructed estate in the prestigious Moorings offers an unparalleled lifestyle just moments from Naples' world-renowned beaches, downtown Fifth Avenue South, Third Street South, upscale shopping, fine dining, and entertainment. Thoughtfully designed with exceptional architectural detail, soaring ceilings, custom millwork, designer lighting, and exquisite finishes throughout, the residence seamlessly blends elegance with modern comfort. At the heart of the home is a spectacular chef's kitchen featuring professional-grade Wolf appliances, including a gas range and double ovens, custom cabinetry, stunning stone countertops, an oversized center island, and a spacious walk-in pantry. Designed for both everyday living and grand-scale entertaining, the kitchen flows effortlessly into the home's inviting living and dining spaces. The owner's retreat serves as a private sanctuary, complete with a spacious sitting area and a spa-inspired bath featuring dual vanities, an oversized walk-in shower, a gorgeous soaking tub, and premium designer finishes that create a true spa-like experience. A stunning climate-controlled wine room serves as both a sophisticated focal point and an entertainer's dream. The outdoor living experience rivals that of a five-star resort. A spectacular pool and spa are surrounded by lush tropical landscaping, expansive gathering areas, and elegant hardscaping. The spacious covered lanai features a dramatic fireplace, outdoor living room, and a fully equipped summer kitchen, creating the perfect setting for year-round entertaining and relaxation. Built with uncompromising attention to detail and showcasing one-of-a-kind architectural elements throughout, this exceptional Moorings residence offers the ultimate combination of luxury, location, and lifestyle in one of Naples' most desirable neighborhoods.

3235 REGATTA RD, Naples

$8,995,000
4 Beds 5 Baths 226021659 MLS
Commanding open bay views across Venetian Bay and offering over 100 feet of water frontage, this waterfront residence enjoys a desirable bayfront setting and includes a new roof and whole-home generator. Thoughtfully designed to maximize its waterfront location, the home features copious amounts of glass along the rear of the property, filling the interiors with natural light while capturing water views from nearly every room. Open the sliding glass doors and allow the living spaces to flow effortlessly into an expansive outdoor living area featuring both covered and open-air gathering spaces, as well as multiple settings for dining, entertaining, or simply unwinding along the water. The residence offers four bedrooms plus a den, five full bathrooms, including a pool bath, a dedicated home office, and a three-car garage. At the heart of the home, the open-concept kitchen is enhanced by a walk-in pantry, wine cellar, and adjacent dining area, creating a layout that is equally suited for everyday living and hosting family and friends. Located in the heart of Park Shore, the property is just moments from beach access, Waterside Shops, and a variety of dining destinations, placing many of Naples' most desirable amenities within easy reach.

345 Devils Bight, Naples

$8,995,000
5 Beds 4.5 Baths 2026006746 MLS
Majestic Gulf-front estate located on West Gulf Drive, Sanibel Island’s most coveted and prestigious beachfront address. Widely regarded as the premier location on the island, West Gulf Drive offers expansive estate-sized parcels, exceptional privacy, no HOA restrictions, and some of the quietest, least-traveled beaches on Sanibel. For those seeking the finest beachfront living, this is simply where you want to be. Set back from both the road and the shoreline, the property enjoys a rare sense of seclusion while maintaining breathtaking, unobstructed Gulf of Mexico views and spectacular sunsets. Elevated for peace of mind, the approach is framed by lush, tropical landscaping that immediately sets the tone, private, serene, and resort-like from the moment you arrive. The residence blends Sanibel’s relaxed coastal charm with the refined architectural presence often associated with Palm Beach and Naples, elegant yet approachable, luxurious without pretense. Designed to function as a true home rather than a showpiece alone, the interior is warm, inviting, and ideal for entertaining, extended family stays, and memorable gatherings. Upon entry, the volume of the main living area is immediately felt, highlighted by soaring beam ceilings, remarkable architectural detailing, and exquisite millwork throughout. The design strikes a perfect balance between formal and casual, grand in scale yet comfortable and livable, with a flow that feels both intentional and effortless. Mediterranean-inspired architecture gives the home a timeless character, complemented by expansive indoor and outdoor living spaces. Multiple lanais and deck areas invite effortless Gulf-front living, while the tranquil, resort-style pool area offers a peaceful retreat with sweeping water views and unforgettable sunsets. This meticulously built estate includes luxury amenities expected at this caliber, including an elevator, multiple game and recreation rooms, wine room, theater, office, indoor and outdoor kitchens, and flexible spaces for optional additional bedrooms. Professionally decorated with custom-designed furnishings, the residence is offered fully appointed, creating a rare turnkey opportunity. A true family compound and legacy property, this extraordinary West Gulf Drive estate offers unmatched privacy, prestige, and livability in one of Sanibel Island’s most iconic beachfront settings.

3767 W Gulf DR, Sanibel

$8,975,000
226023612 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. One or more photo(s) has been virtually staged, AI generated or rendered. 5300 Estero Boulevard presents an exceptional Gulf-front investment and development opportunity on Fort Myers Beach. This rare assemblage consists of four contiguous parcels totaling over ½ acre, offering approximately 90 feet of direct Gulf frontage and 270 feet of depth. The assemblage includes two Gulf-front parcels and two Estero Boulevard parcels, all zoned for single-family residential development, creating an outstanding opportunity for luxury beachfront homes or a multi-home investment project. For an even larger development opportunity, 5300 Estero Boulevard can be combined with the adjoining 5256 Estero Boulevard assemblage, creating approximately 1 acre with 180 feet of continuous Gulf frontage, one of the largest contiguous beachfront holdings on Fort Myers Beach. The combined assemblage offers the potential for up to eight luxury single-family homes, or the opportunity to create a signature Gulf-front resort-style development, subject to all applicable approvals and permitting. With extremely limited Gulf-front inventory and continued redevelopment on Fort Myers Beach, this unique offering represents an extraordinary opportunity for investors, developers, and portfolio builders seeking exceptional scale, long-term appreciation, and lasting value in one of Southwest Florida's most desirable beachfront locations.

5300 Estero BLVD, Fort Myers Beach

$8,975,000
6 Beds 8 Baths 226023614 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. 5256 Estero Boulevard presents a rare and captivating Gulf-to-Boulevard assemblage on Fort Myers Beach. Spanning over ½ acre with 90 feet of direct Gulf frontage and approximately 270 feet of depth, this exceptional offering provides an unmatched opportunity for investors, developers, or those seeking to create a legacy beachfront estate. (See the adjoining 5300 Estero assemblage for additional Gulf-front opportunities.) The property consists of three parcels, including two Gulf-front single-family residences offering a combined 8 bedrooms, 6.5 bathrooms, and more than 4,500 square feet of living space, along with a large multifamily parcel extending to Estero Boulevard. This rear parcel can also be divided into two single-family homesites, creating an irreplaceable development footprint in one of Southwest Florida's most desirable beachfront locations. Zoned for weekly rentals and new elevated construction with private pools, the property offers exceptional flexibility for luxury vacation homes, a boutique beachfront resort, an exclusive residential compound, or a high-performing income-producing investment. The weekly rental zoning significantly enhances the property's revenue potential while maximizing future development opportunities. For those seeking an even larger vision, 5256 Estero Boulevard can be combined with the adjacent 5300 Estero assemblage, creating nearly one acre with approximately 180 feet of continuous Gulf frontage—one of the largest and most prestigious contiguous beachfront holdings on Fort Myers Beach. With extremely limited Gulf-front inventory and the island's continued redevelopment, this is a once-in-a-generation opportunity to secure a premier beachfront investment offering exceptional scale, outstanding income potential, long-term value, and lasting legacy appeal in the heart of Fort Myers Beach.

5256 Estero BLVD, Fort Myers Beach

$8,950,000
5 Beds 6.5 Baths 226018531 MLS
Positioned on an irreplaceable stretch of beachfront within the acclaimed Miromar Lakes Beach & Golf Club, this one-of-a-kind residence is truly the crown jewel of Miromar Lakes. Encompassing 8,316 square feet with 5 bedrooms, 4 full baths, and 3 half baths, it is designed to elevate everyday living into an experience, the home effortlessly caters to those who love to gather, indulge, and unwind in style. From the moment you enter, the home reveals a breezy yet sophisticated coastal aesthetic inspired by classic island architecture. Expansive living spaces flow naturally from one to the next, anchored by a striking great room and a thoughtfully designed culinary space that goes far beyond the expected—perfectly complemented by a hidden butler’s pantry, a quiet workspace, and an additional upstairs retreat for relaxation or guests. At the heart of the home’s entertainment appeal is a statement-making wine cellar with capacity for 800 bottles—an elegant prelude to the showstopping game and media lounge. Spanning over 1,100 square feet, this immersive space was designed for unforgettable nights, featuring a full-service bar, multiple viewing areas, gaming tables, and a private theater setting that rivals any luxury venue. Outdoor living is equally extraordinary. Disappearing glass walls open to a sprawling lanai where a resort-style pool and spa take center stage. The setting is enhanced by a fully equipped outdoor kitchen, a premium Evo grill, and a handcrafted Italian pizza oven—creating a space where hosting feels effortless and every gathering becomes an occasion. The primary suite is a secluded haven, offering a calming, spa-like environment complete with a luxurious bath, dual closets, and a unique outdoor shower framed by a marble waterfall. Additional guest suites are generously sized and beautifully appointed, ensuring every visitor enjoys their own private escape. All of this is just steps from the pristine white sands and shimmering waters that define Miromar Lakes, along with access to world-class amenities including waterfront dining, boating, tennis, pickleball, and championship golf. This is more than a home—it’s a signature property in one of Florida’s most celebrated communities.

17412 Via Lugano CT, Miromar Lakes

$8,900,000
5 Beds 5.5 Baths 225080095 MLS
Timeless elegance meets comforting warmth in one of Naples’ most exclusive waterfront communities. This rarely occupied, like-new residence feels instantly intimate, modern, sophisticated, and thoughtfully designed without being too overwhelming. With four spacious bedrooms and four full bathrooms, plus a private guest suite complete with its own den, bedroom, and bath, offering access from both inside and outside the home, this property provides exceptional flexibility for families and guests. Perfectly positioned on a wide canal with a large private dock, boat lift, and floating dock. With a desirable eastern exposure, the property welcomes each day with cheerful morning sun. Here, luxury living meets unmatched Gulf access, with deepwater canals and minutes to the public beach. Enjoy quiet, tree-lined streets, custom estate homes, and a true boating lifestyle, only a short distance to Third Street South’s dining and boutiques. A truly inviting coastal retreat where luxury feels personal, effortless, and undeniably timeless.

1935 7th ST S, Naples

$8,800,000
5 Beds 5.5 Baths 226017409 MLS
Nestled in prestigious Aqualane Shores, this FULLY FURNISHED home is a exceptional waterfront residence that offers refined coastal elegance paired with effortless Gulf access—all while remaining high and dry, with no history of water intrusion into the house. Designed by the renowned architectural firm MHK, the home blends timeless coastal sophistication with relaxed West Indies influences, creating an inviting and luxurious retreat. Boasting five spacious bedrooms, four full bathrooms, two half baths, and office; the home offers an ideal layout for both everyday living and entertaining. Inside, you'll find exquisite white pine and French oak flooring complemented by elegant marble accents, along with custom cabinetry that adds both style and functionality. The chef’s kitchen is truly a showpiece—featuring premium gas Miele appliances, a double oven, and a wine room—perfect for hosting and culinary enthusiasts. Seamlessly transition to outdoor living where a heated pool and spa, fully equipped outdoor kitchen, expansive patio, and serene sunroom provide the perfect setting to relax and entertain while enjoying tranquil water views. Boating enthusiasts will appreciate the state-of-the-art dock, complete with a 20,000-pound boat lift, offering direct canal access to the Gulf of Mexico for the ultimate Southwest Florida lifestyle. This is waterfront luxury living at its finest—where design, comfort, and location come together in perfect harmony.

628 21st AVE S, Naples

$8,695,000
6 Beds 7.5 Baths 226030649 MLS
Skip the hassle of new construction — this Quail West estate has already been taken down to exterior concrete walls and completely reimagined, delivering the quality and design of a custom build without the wait and with no detail overlooked. Immediate golf membership is available, so you can move in and start playing right away. Situated on one of the finest lots in Quail West with a coveted "true south" exposure, the home enjoys sweeping golf and lake views that shift beautifully from morning light to evening sun. Step into the luminous living area and take it all in while crossing the gleaming floors, or stop at the lobby bar — complete with built-ins, multi-seating, and two 96-bottle wine refrigerators — before settling into the open-concept family room, where water, golf, and pool views create the perfect spot to unwind. The spacious kitchen is a chef’s dream, offering top of the line appliances 6 burner gas stove and large prep area. A true car collector's dream, the property offers a 6-car garage with room for 3 lifts, with potential to expand to 9 vehicles total —and a 2 car covered carport neatly tucked away - rare space for even the most serious automotive enthusiast. Designed with multi-generational living in mind, the primary suite and a large bespoke study sit privately on one side of the home, while five additional en-suite bedrooms — including a separate guest suite and a full guest house above the garage with its own kitchen, living room, bedroom, and bath, Some of the other amazing features of this home include a glass-enclosed fitness area with lake, golf, and courtyard views; hurricane-rated windows and doors; a new roof; full home generator; 1,000-gallon propane tank; five new HVAC zones; an elevator with backup power; two pizza ovens; a newly equipped pool and spa; new landscaping and outdoor lighting; two fire pits; Lutron lighting; automated window shades and so much more! Set within Quail West, one of Naples' most prestigious golf and country club communities, residents enjoy access to two championship golf courses and a stunning 100,000-square-foot clubhouse with a two story fitness and wellness center, full service spa and salon, multiple dining options with award winning culinary program, tennis, pickleball, bocce, playground and an active social calendar.

6536 Highcroft DR, Naples

$8,500,000
4 Beds 5.5 Baths 2026033951 MLS
More than a waterfront home, this extraordinary gated estate spans roughly 2 private acres along the Caloosahatchee River, combining panoramic sunset views, quick Gulf access, a natural lagoon flowing beneath the residence and Caribbean-Coastal inspired luxury in a setting unlike anything else on the Fort Myers waterfront. A long, winding, palm-lined drive introduces a rare sense of privacy and scale close to town. Surrounded by lush tropical grounds and water on multiple sides, the property features a natural cut from the river that travels alongside and beneath the home, creating a secluded lagoon-like environment reminiscent of a private island retreat. Completely redesigned by Clive Daniel, the residence pairs exceptional craftsmanship and refined materials with comfortable, casual luxury. All-concrete construction and weather-resistant materials provide a substantial foundation for waterfront living. European white oak floors, soaring beamed ceilings and walls of glass fill the interiors with natural light while maintaining a constant connection to the river. The expansive great room offers a fireplace, multiple gathering areas, generous dining space and remarkable water views. The chef’s kitchen features state-of-the-art appliances, an oversized gathering bar and a separate full-service prep kitchen with additional ovens, refrigeration and cabinetry, ideal for entertaining or catered events. The impressive primary suite is a private waterfront sanctuary with dramatic ceilings, a spacious sitting area, dual walk-in closets with custom built-ins and a luxurious bath with separate vanities, shower and soaking tub. Generous, privately positioned guest suites each feature an en-suite bath, with two enjoying beautiful water views. Balconies and terraces extend the living spaces outdoors, including a large screened patio and two spiral staircases leading to an expansive rooftop sun deck with commanding river and sunset views. A resort-style pool and spa are surrounded by tropical landscaping and generous outdoor entertaining areas. Beneath the residence, the sheltered lagoon and extensive dock space offer exceptional potential to create the ultimate setup for yachts, fishing boats and personal watercraft. Automobile enthusiasts will appreciate the existing 4 to 6-car garage, providing substantial space for a prized collection and additional storage. The estate also offers tremendous flexibility for future expansion, whether envisioned as an addition to the primary residence, guest house with additional garage space, tennis or pickleball court, or private recreational compound, subject to applicable approvals. Private yet convenient to downtown Fort Myers, Bonita, Naples, beaches, dining and entertainment, with the bay, Gulf and barrier islands quickly accessible by boat. This is a singular waterfront estate defined by land, water, privacy, architecture and possibility.

13230 Linton RD, Fort Myers

$8,500,000
5 Beds 6.5 Baths 226025723 MLS
Completed in 2024 by Gulfstream Homes and offered beautifully furnished, this exceptional Coquina Sands residence captures the essence of the Naples coastal lifestyle. On an oversized, south-facing corner lot, the property is enveloped by a lush privacy hedge that creates a secluded setting just a short distance to the beach, the Four Seasons and Fifth Avenue South. A private driveway and three-car garage with access from Banyan Circle provide added convenience and functionality, a rare offering in this desired neighborhood. Designed for effortless indoor-outdoor living, the expansive backyard is one of the property's defining features. Rarely found, the oversized outdoor space offers room to entertain, relax and enjoy the Florida sunshine with a massive resort-style pool featuring a sun shelf, spa, water features and an expansive pool deck with multiple gathering areas surrounded by tropical landscaping. The spacious covered lanai extends the living experience with a fireplace, summer kitchen and electric screens and storm shutters, creating a comfortable setting for year-round enjoyment. Inside, soaring tongue-and-groove ceilings and walls of glass fill the great room with natural light while seamlessly connecting to the outdoor living spaces. The open-concept kitchen is thoughtfully designed with custom solid wood cabinetry, quartz countertops, an oversized Sub-Zero refrigerator and freezer, an induction cooktop that is plumbed for gas, generous storage and a dedicated beverage and wine bar. The main-level primary suite is complemented by a private study and guest suite, while the second level offers a lounge with a wet bar, beverage refrigerator, three guest suites with large balcony access and a second laundry area. A private elevator, custom closet systems throughout, electric shades in private spaces, a whole-home generator with a 1,000-gallon propane tank and a location within the desirable X flood zone complete this exceptional coastal residence.

692 Banyan BLVD, Naples

$8,500,000
4 Beds 5.5 Baths 226022269 MLS
Welcome to exceptional waterfront living in Royal Harbor. Designed for serious boaters, this custom residence is positioned on a desirable deep-water canal with direct access to Naples Bay and the Gulf—no bridges. The property accommodates a yacht up to approximately 80 feet, offering an outstanding opportunity for large-vessel owners seeking convenience, luxury and proximity to open water. The home offers approximately 3,653 square feet under air with four spacious en-suite bedrooms, including a first-floor primary suite, a private office/den and multiple indoor and outdoor gathering spaces. Expansive glass doors and windows fill the residence with natural light while showcasing beautiful long-water views. Architectural details include elegant courtyards, fountains and intricate ironwork. The covered lanai, resort-style pool and spa create an inviting setting for waterfront entertaining. A one-car garage with a vehicle lift provides two-car storage capacity. Located minutes from Fifth Avenue South, Third Street South, fine dining, shopping and Naples’ white-sand beaches, 2535 Tarpon Road offers the ultimate combination of luxury living and serious boating access in one of Naples’ most coveted waterfront communities.

2535 Tarpon RD, Naples

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