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$1,545,000
4 Beds 2.5 Baths 226025012 MLS
Welcome to Your Waterfront Paradise at 123 Newport Drive in Naples, Florida Experience waterfront living in this completely renovated, one-of-a-kind Gulf-access home. Perfectly positioned for the boating lifestyle, this beautiful property offers direct Gulf access with no bridges, making it easy to lower your boat from the covered lift and be on the open water in minutes. This home has been thoughtfully upgraded throughout, featuring a newer tile roof, impact windows and doors, updated bathrooms, beautiful kitchen cabinetry, electric storm shutters, two Lennox HVAC systems, and a whole-house Generac generator for peace of mind. Step outside and enjoy true Southwest Florida living with a resort-style screened pool and spa, outdoor kitchen, composite dock with water and electric, and a covered boat lift ready for your next adventure. Whether you are looking for a full-time residence, seasonal retreat, or a premier boating property in Naples, this home delivers the lifestyle buyers dream about.

123 Newport DR, Naples

$3,600,000
4 Beds 5.5 Baths 226023699 MLS
Experience the pinnacle of coastal luxury in the heart of Vanderbilt Beach. Perfectly positioned on a serene canal with Gulf access, this exceptional waterfront residence offers an unparalleled blend of elegance, comfort, and boating convenience. A private covered dock with a 20,000-pound boat lift provides effortless access to the Gulf, while the resort-style pool and spa create a stunning backdrop for both relaxation and entertaining. Designed to capture natural light and breathtaking water views, the home showcases soaring ceilings, exquisite marble flooring, and an open, flowing floor plan. The chef’s kitchen is appointed with premium appliances, a gas cooktop, abundant workspace, and seamless connectivity to both casual and formal living and dining areas, ideal for intimate gatherings or grand-scale entertaining. The expansive first-floor primary suite serves as a private retreat, offering generous proportions and a luxurious ambiance. Upstairs, guests and family will enjoy three spacious bedrooms, three bathrooms, a dedicated office, and a massive flex room perfectly suited for a media room, fitness space, or additional gathering area. An expansive terrace overlooks the sparkling pool, spa, and tranquil canal, providing the perfect setting for morning coffee or evening sunsets. Outdoor living is equally impressive, with abundant covered and open-air spaces designed to embrace the coveted Naples waterfront lifestyle. Whether hosting unforgettable gatherings, enjoying a day on the water, or simply unwinding by the pool, this remarkable residence delivers the very best of coastal living. Located just moments from the sugar-sand beaches of the Gulf, this premier Vanderbilt Beach address offers close proximity to world-class dining, upscale shopping, luxury hotels, and the vibrant attractions of Naples. This is a rare opportunity to own an extraordinary waterfront estate in one of Southwest Florida’s most sought-after coastal communities.

Naples

$8,500,000
4 Beds 5.5 Baths 226022269 MLS
Welcome to waterfront living in the heart of Royal Harbor. Perfectly positioned on a desirable deep-water canal with direct Gulf access and no bridges to the Gulf, this custom-built Andalusian-style masterpiece, inspired by southern Spain's architecture, showcases elegant courtyards, fountains, intricate ironwork, and rich architectural details. The residence offers the ideal blend of luxury, comfort, and the ultimate Naples boating lifestyle. Designed for both everyday living and entertaining, the home features approximately 3,653 square feet under air, four spacious en-suite bedrooms, including a luxurious first-floor primary suite, a private office/den, and multiple indoor and outdoor gathering spaces. Expansive glass doors and windows fill the home with natural light while framing beautiful long-water views. Boating enthusiasts will appreciate the property's exceptional waterfront amenities, including a 98-foot dock that accommodates vessels up to approximately 80 feet, providing easy access to Naples Bay and the Gulf within minutes. A unique one-car garage equipped with a vehicle lift provides two-car storage capacity, creating additional flexibility for luxury vehicles, golf carts, watercraft equipment, or seasonal toys—perfectly complementing the waterfront lifestyle. The outdoor living area is designed to maximize Southwest Florida living, featuring a spacious covered lanai, resort-style pool and spa, and multiple areas for relaxing, dining, and enjoying the tranquil waterfront setting. Located just minutes from downtown Naples, including Fifth Avenue South and Third Street South, as well as world-class dining, shopping, and Naples' white-sand beaches, this property offers a rare opportunity to enjoy one of Naples' most coveted waterfront neighborhoods. Whether you're seeking a full-time residence, seasonal retreat, or premier waterfront investment, 2535 Tarpon Road delivers the privacy, luxury, and boating lifestyle that defines Naples’ waterfront living.

2535 Tarpon RD, Naples

$36,500,000
5 Beds 6.5 Baths 226016944 MLS
An exceptionally rare lot and one-half with one of the most spectacular panoramic views in all of Port Royal. this exceptional waterfront estate offers 147 feet along one of the area’s deepest yacht basins, on no-wake waterfront with bay views —ideal for serious boating enthusiasts. The residence features 5 spacious bedrooms, each with its own ensuite bath, along with two additional half baths for guests. Designed for both comfort and entertaining, the home includes a private study, a dedicated media room, and expansive living spaces filled with natural light. Car collectors will appreciate the four-bay garage, thoughtfully designed with lift capabilities to maximize capacity. Owners are eligible for membership to the exclusive Port Royal Club and Cutlass Cove Beach Club, offering access to one of Naples’ most private beachfront experiences. This is a unique opportunity to own a premier property combining scale, location, and deep-water access in one of Naples’ most sought-after communities.

4253 Cutlass LN, Naples

$3,999,000
3 Beds 3.5 Baths 226013587 MLS
Premier waterfront residence at 1510 Chesapeake Ave with direct, no bridge boating access to Naples Bay and the Gulf via Gordon Pass. Set along one of the widest and most navigable canals in Oyster Bay and Royal Harbor, this custom built concrete block home offers a true boater’s lifestyle with distinctive lighthouse inspired architecture and a striking presence. A large double entrance circular driveway and herringbone brick paver entry create a strong first impression. Inside, the home offers three bedrooms plus a den, three and a half baths, soaring ceilings, custom millwork, hand applied trompe l’oeil detail, and abundant natural light that showcases every inch of the interior. The den can easily function as a fourth bedroom. The primary suite and one guest bedroom open directly to the pool, while the additional guest room and den each feature covered outdoor sitting areas, creating a seamless connection to the waterfront setting. From there, the home flows naturally to the dock and spa, extending the living experience outdoors. The custom Ipe hardwood dock, widely regarded as the gold standard in waterfront decking, offers exceptional durability, low maintenance, timeless aesthetic appeal, and a premium gateway to the Gulf. The large garage includes an oversized storage closet, ideal for organizing fishing tackle, rods, boating gear, and other coastal lifestyle essentials. Never flooded and ideally located just minutes from Tin City, Bayfront, Cabana on the Bay, and Downtown Fifth Avenue, this property combines architectural character, premier canal frontage, and exceptional access by both land and water.

1510 Chesapeake AVE, Naples

$4,495,000
5 Beds 3.5 Baths 226008030 MLS
Nestled in the highly coveted Vanderbilt Beach area of North Naples, this exceptional water front residence in Conners showcases sweeping bay views and the very best of coastal luxury living. Just moments from the renowned Ritz-Carlton, area shopping, dining and the pristine white-sand beaches that define the Naples lifestyle, the location is simply unmatched. Enjoy direct Gulf access from your private boat slip and expansive adjoining dock with a 13,000 lb. lift, perfect for effortless & leisurely days on the water. Broad, Southern bay views and western exposure provide breathtaking sunsets from any of the cozy terraces & decks overlooking the sparkling pool and spa. The main living level features an open and spacious design with an eat-in kitchen, formal dining area, and two guest suites. The top floor is dedicated to the luxurious primary suite, offering privacy and elevated views. At ground level there are 2 additional bedrooms & bath, game or staging room & a private elevator which services all floors for ultimate convenience. This is Naples waterfront living at its finest. Please note that the Approx. Sq. Ft. U/A is calculated as the Gross Living Area (GLA) above grade.

390 Oak AVE, Naples

$2,650,000
3 Beds 2 Baths 226007076 MLS
This stunning waterfront home in Conners is practically brand new- completely renovated recently with a new roof- offers the ultimate luxury coastal lifestyle for boaters! Located in Vanderbilt Beach just 10 minutes to the Gulf by boat, this residence is perfect for boating enthusiasts, featuring a custom 20,000-pound boat lift with room for a 6,000-pound personal watercraft. With southern exposure, you’ll enjoy the sun all day in your heated pool & spa. The home boasts an open great room floor plan with 3 bedrooms and 2 baths, designed to maximize natural light and indoor-outdoor living. The contemporary interior features hardwood floors throughout, a marble waterfall kitchen island, brand-new GE Monogram appliances, and a 92-bottle Thermador smart wine cooler—ideal for entertaining. The spacious living area includes high ceilings, recessed lighting, and a built-in fireplace, all complemented by expansive sliding impact glass doors & windows leading to the resort-style backyard. This home is a perfect blend of modern luxury and waterfront convenience, offering an unbeatable location close to the beach, shopping, and dining in one of Naples’ most sought-after communities!

266 Egret AVE, Naples

$4,250,000
225081122 MLS
A once in a generation opportunity to own this exceptional point lot in Vanderbilt Conners! One of the largest waterfront parcels in the entire community with double the size of a typical lot. Commanding over 180 ft of sparkling water views. This exceptional .45 half-acre point lot delivers wide bay views, unmatched privacy, scale, and design potential. This wraparound waterfront lot has a “grandfathered in” boathouse which will not impede your views from your future home.  Also additional water frontage for expansive dock that becomes a true extension of your backyard or for additional vessels. Perfectly located at the end of a quiet cul-de-sac offering sparkling water views with a peaceful backdrop of intersecting waterways, palm trees and amazing sunsets! Direct Gulf access coupled with spectacular sunsets in the Western skyline making it a dream setting for boating enthusiasts and waterfront visionaries alike. Walkable coastal lifestyle at Vanderbilt Beach, enjoy The Ritz Carlton, La Playa Beach & Golf Resort, New Center with 8 Har-Tru tennis courts and 20 pickleball courts, Whole Foods and Mercato’s premier dining and shopping. Unparalleled lifestyle conveniently located to the beach, the Ritz-Carlton, Mercato Shops, La Playa Beach club, public tennis courts and 20 pickleball courts plus plethora of dining options including beachfront dining at the Turtle Club, Baleen and the Ritz-Carlton’s Dusk and Gumbo Limbo. Fully engineered plans by award winning MHk Architech could be available. This offers a combination of time savings and accelerated build potential a tremendous advantage for any homeowner looking to begin their custom masterpiece immediately.

357 Germain AVE, Naples

$7,995,000
4 Beds 4 Baths 225080881 MLS
Turnkey and truly spectacular, this waterfront estate offers 126 feet of pristine water frontage and an oversized dock! This is the opportunity you’ve been dreaming of—an elegantly updated, prestige Mediterranean-style residence featuring 4 bedrooms plus a den, 4 baths, and over a story and a half of luxurious living space. Enjoy scenic western water views and an exceptional outdoor lifestyle with a lighted wrap-around walkway, 16,000 lb. boat lift, and quick, direct access to the Gulf of Mexico—just minutes away by boat. Enter through wrought-iron gates to a paved circular driveway and 3-car garage. Double doors lead into an elegant foyer flowing into sophisticated living and dining rooms. The superb island kitchen is appointed with Taj Mahal Quartzite countertops, brand-new Café appliances, a wet bar, dining buffet, and modern soft-close wood cabinetry. Luxurious finishes continue throughout: the master and guest baths feature Cristallo Quartzite, while the family bath highlights stunning Agate precious stone. Additional upscale amenities include COREtec luxury vinyl flooring, a Lumitron lighting system, tray ceilings, crown molding, and impact-resistant windows throughout. Private membership to the Moorings Beach Club is available, and with quick access to the world-class dining and boutique shopping of 5th Ave. S—plus the beach less than a mile away—you’ll experience the best of Naples living at your doorstep.

216 Spring Line DR, Naples

$5,800,000
4 Beds 4 Baths 225073826 MLS
Discover the pinnacle of coastal luxury in this stunning 4 bedroom plus den, 4 bath waterfront home in the heart of Naples’ Oyster Bay. Spanning nearly 4,161 square feet, this fully furnished property blends comfort, elegance, and direct water access. Designed for both relaxation and entertaining, the main living and family rooms feature neutral décor and abundant natural light, while corner pocket sliders create seamless indoor-outdoor living. Outside, enjoy the resort-style infinity pool with waterfall spa, a covered outdoor kitchen with gas grill, and expansive lounge areas, perfect for year-round gatherings. The gourmet kitchen is a chef’s dream with stainless steel appliances, double wall ovens, wine cooler, island with sink and dishwasher, plus a separate dining nook. A bright dining room seats six with ease. The luxurious primary suite opens directly to the pool area and offers a king bed, walk-in closet, and spa-like bath with dual vanities, soaking tub, and walk-in shower. Upstairs, a third seating area and private balcony capture sweeping southern views of Naples Bay, ideal for sunsets and fireworks. Guest accommodations include three additional bedrooms (king, queen, and twin beds), plus a private bamboo-floored den for work or a quiet retreat. Just minutes from downtown Naples, pristine beaches, and world-class dining and shopping, this home delivers the ultimate in waterfront living.

1400 Jewel Box AVE, Naples

$698,000
2 Beds 2 Baths 225058559 MLS Commodore Club BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. SPECTACULAR WATERFRONT OPPORTUNITY!! Owner has another property to buy and is READY TO SELL!!! Totally remodeled 2 Bedroom 2 Bath 1st floor corner/end-unit featuring NEW removable storm surge barriers for storm season.. Enjoy desirable first floor WATERFRONT living without the worry of storm water intrusion!! Renovation includes: NEW lighted glass front cabinets, NEW marble counter tops throughout, spacious breakfast bar, NEW built-in dining banket, beverage/wine cooler, the NEWEST all-in-one washer/dryer, NEW custom closets, NEW appliances, NEW AC March 2026, NEW Plantation shutters on ALL windows & NEW light tile flooring throughout. The Florida room is part of the NEW air conditioned interior with storage/seating & sliding doors & screens to the Bay breezes. AVAILABLE FOR SALE OR A LEASE/PURCHASE OPTION! This waterfront community offers: boat docks, fish cleaning station, kayak & canoe storage, grilling stations, covered parking with exterior private storage and community pool & Tiki hut with a beautiful view of the Bay & boat docks! The Moorings resident beach park is available for membership as well as the nearby Moorings County Club for golfers. Boat slips can be leased or purchased from owners. This property is located within a short walking distance to Venetian Village shops and restaurants and the beach. The popular Waterside Shops, 5th Ave. and 3rd Street restaurants, shops and beaches are nearby. Covered carport Parking #26. Use of the Kayak Launch is $400/year. Boat Slips can fit boats up to 38ft long. Slips can be leased for $1,900/year for boats over 28ft long and $1,600/year, for boats under 28ft long. Owners can even lease two boat slips a year!

222 Harbour DR Unit 114, Naples

$5,400,000
4 Beds 4 Baths 225072095 MLS
A Rare Investment Opportunity in one of Naples’ Most Sought After Waterfront Communities. Where the beauty of Vanderbilt Bay meets boundless possibility, discover a property unlike any other in Conners. Spanning over .58 acres on a rare corner tip lot with more than 300 feet of pristine bay frontage, this extraordinary offering presents the chance to create something truly remarkable. Here, western exposure sunsets melt into the water, boats drift by in the golden light, and every view feels like a postcard. But beyond its beauty lies extraordinary investment potential—the opportunity to design a grand 11,000+ sq/ft waterfront estate, divide the parcel for dual residences, or reimagine the current home while planning your next masterpiece. A new seawall and dock (2019), along with a rare covered boathouse and sun deck, ensure this property is ready to enjoy today while holding immense value for tomorrow. Just two miles to the Gulf of Mexico via Wiggins Pass, the location offers seamless access for boaters and unbeatable proximity to Vanderbilt Beach, the Ritz-Carlton Resorts, LaPlaya, Mercato, and Naples’ finest dining and shopping. For the visionary investor or homeowner who understands that opportunity and beauty seldom converge—this is your moment. Endless views. Endless potential. Endless Naples waterfront lifestyle.

371 Bayside AVE, Naples

$7,595,000
5 Beds 5.5 Baths 224007954 MLS
HUGE Price adjustment-Priced BELOW Appraised Value. This Estate Size Lot is set on an exceptional waterfront parcel of almost half an acre of land, this coastal built estate home offers a rare combination of privacy, scale, and true boating lifestyle. Designed with privacy in mind, the home unfolds around resort-style outdoor living with a long, linear pool, multiple entertaining terraces, and a covered boathouse for effortless waterfront access. Mature tropical landscaping, generous setbacks, and thoughtful architectural separation create a sense of seclusion seldom found in Royal Harbor. Built to modern standards and conceived for both everyday living and large-scale entertaining, this is a waterfront estate that delivers lifestyle, land, and longevity — not simply square footage. Home details and upgrades include: One of the few Grandfathered in, Cut-in Covered Boat Houses with 16,000# remote controlled 4 motor boat lift (upgradeable if needed) currently accommodates up to a 30’ boat. , De-humidified & A/C 4-car garage. Whole house generator w/ a 1,000-gallon propane tank + a 2nd 250 gallon tank for stove/fireplace/grill & 400k BTU back up pool heater, electric privacy shades, electric awnings for shaded areas, impact windows, reverse osmosis water filtration system, extra icemaker drawer, wine refrigerator, and the list goes on.

2290 Tarpon RD, Naples

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.