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$4,250,000
226032571 MLS
Remarkable point lot with . 45 of an acre presents an extraordinary westerly position with more than 180 ft of wrap around waterfront! One of the largest waterfront sites in all of Vanderbilt Beach. Boasting an incredible sense of space, privacy and breathtaking wide water views. Positioned at the end of a quiet cul-de-sac, the property captures a spectacular panorama of intersecting waterways, swaying palms and magnificent western sunsets. The expansive waterfront provides tremendous flexibility for creating an outdoor living environment and dockage for multiple vessels. An existing grandfathered boathouse is ideally positioned to preserve the views from your future residence an increasingly rare waterfront advantage. For the boating enthusiast, direct Gulf access places the waters of Southwest Florida at your doorstep. Spend the day cruising the Gulf, fishing or exploring nearby waterfront destinations. Beyond the waterfront, enjoy the exceptional coastal lifestyle that makes Vanderbilt Beach one of Naples’ most desirable destinations. The beach, The Ritz Carlton, LaPlaya Beach & Golf Resort, Mercato, Whole Foods Market, tennis, pickleball and outstanding dining including The Turtle Club, BALEEN, DUSK and Gumbo Limbo, and you could join the new Paraíso Beach Club which are all just minutes away. Fully engineered plans by award winning MHK Architecture may also be available, offering the potential for significant time savings and an accelerated path toward construction of your dream home. Imagine your dream home with sparkling water views and stunning nightly sunsets. Rarely does a homesite combine this much land, waterfront, privacy, boating access and preferred sunset exposure in one exceptional setting. An extraordinary canvas for a custom residence designed around the very best of Naples waterfront living.

357 Germain AVE, Naples

$6,375,000
4 Beds 4 Baths 226031703 MLS
Park Shore | Rebuilt, Reimagined, GULF ACCESS Virtually every major system, structural component and landscaping has been replaced or renewed, including a new roof, air-conditioning system, electrical panel, water heater, seawall, dock and pool deck. All-new hurricane-impact windows and doors bring an abundance of natural light inside, while the living room, family room, kitchen and owner’s suite all look toward the newly redesigned deck, pool and waterfront beyond. Inside, the home has been beautifully reimagined with an exceptional eye for design. Four bedrooms and four full baths provide wonderful privacy for family and guests, while the den feels like the perfect feminine office, finished with sophisticated custom wall coverings and thoughtful design details. The kitchen and family room have a personality all their own, with custom built ins and shiplap ceilings, adding warmth, character and architectural interest. Designed for someone who genuinely loves to entertain, the kitchen features plenty of storage, undercounter wine frigerator, ice maker, built in cabinets while a generous laundry room/butler’s pantry keep the behind-the-scenes work of hosting entirely out of sight with an additional dishwasher. The owner’s suite is equally memorable, with a spectacular dressing room so beautifully designed and generously proportioned that it feels more like a private boutique than a closet. Outside, the pool creates a private waterfront retreat, while the new seawall, dock with lift put the Gulf within easy reach. And part of what makes Park Shore waterfront living so special extends beyond the property itself. Homeowners enjoy exclusive access to the private Park Shore Beach Park, a coveted stretch of Gulf-front beach reserved for Park Shore residents, complete with private parking and restroom facilities just approximately a mile and a half from the home. Add Venetian Village, nearby dining and shopping, and everything that makes the Park Shore lifestyle so desirable, and the location becomes every bit as compelling as the home itself. Completely reimagined. Beautifully elevated. Direct Gulf access. Private beach privileges. This is the kind of Naples waterfront opportunity that is increasingly difficult to replicate.

3737 Crayton RD, Naples

$11,995,000
4 Beds 5.5 Baths 226028216 MLS
A wonderful waterfront opportunity awaits you within the highly sought after area of Park Shore! The views are unsurpassed with glowing sunsets every evening, seamless indoor/outdoor living, and a phenomenal location giving way to the true Naples lifestyle! The residence offers a generous primary suite, 3 additional en-suites, office/den and a bonus room that is currently set up as an overflow guest room which could be a turned into a great bunk room or gym! The residence been meticulously maintained and is offered fully furnished with high end furnishings throughout. The open floor plan mixed with rooms strategically placed throughout gives a uniqueness to this home. Upon entering off the foyer your dining room encompasses a walk in wine room that will hold hundreds of bottles of wine complete with a decorking area, the club room across allows guests to retreat after dinner for drinks that could also be an office if so desired, the great room views are spectacular being due west overlooking the glistening bay with long water views, the great room boasts a floor to ceiling marble wall and glass sliders taking your view immediately to the fabulous outdoor entertaining area, all marble countertops throughout, all bathrooms including the pool bath are appointed with marble and quartzite! The residence is surrounded and privatized with lush landscaping. You are the most centrally located west of US-41 situated between the Ritz Carlton/ Shops at Mercato and the Iconic 5th Avenue South and 3rd Street South. Within Park Shore and mere minutes away are Venetian Village, Waterside Shops, Artis Naples, Private Park Shore guarded and gated beach access for a nominal fee! Not to forget to mention our new upcoming Four Seasons and reimagined Naples Beach Club close by as well! The ability to not have to go to a Yacht Club or Marina for boating enthusiasts is priceless with the Gulf being a 10 minute boat ride away you simply have it all in this absolutely perfect location and stunning residence! 39 Nortec with quad racing 450 motors kept in storage 95% of the time with very little hours available as well!

3801 CRAYTON RD, 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

$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

$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

$13,495,000
5 Beds 6.5 Baths 225083057 MLS
Views, Views, Views! An unparalleled expression of coastal grandeur, this extraordinary waterfront estate showcases luxury living in the heart of Aqualane Shores, one of Old Naples prestigious neighborhoods, just minutes to the Gulf of Mexico, a short distance to the beach and downtown’s historic Third Avenue South. Positioned along one of the community’s widest canals, this architectural masterpiece captures the essence of Old Naples elite lifestyle, where timeless design, masterful craftsmanship and effortless elegance converge. A boater’s and car collector’s dream, the 6,130-square-foot residence seamlessly blends old Florida charm with refined sophistication, highlighted by exquisite millwork, rich hardwood flooring, shiplap accents and tranquil water views throughout the home. Designed for grand entertaining and intimate gatherings, the open-concept layout features a dramatic two-story great room, a gourmet kitchen with dual islands, and a spacious family room flowing naturally to a covered lanai with outdoor kitchen, pizza oven and fireplace. The primary suite, on the main level, affords the utmost privacy and elegance, featuring dual dressing areas and an adjoining study that easily transitions into an additional guest suite when desired. A separate guest residence, reached by private elevator, offers a full kitchen and living area, ideal for extended stays or hosting with complete independence. Among the home’s many refined appointments are a temperature-controlled 500-plus bottle wine room, a stylish wet bar, a secure safe room and an impressive 12-car garage designed for the connoisseur of fine automobiles. Outside, the resort-inspired grounds unfold with a waterfront vanishing-edge pool, spa, putting green and a private boat slip with a 34,000-pound lift offering seamless, bridge-free navigation from your backyard to the open Gulf of Mexico, where turquoise waters and endless horizons await, completing this extraordinary tropical retreat.

481 21st AVE S, 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

$688,000
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!!! Seller will consider SELLER FINANCING! 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.