Olde Naples Homes with Gulf Waterfront

Olde Naples Homes with Gulf Waterfront

Welcome to Olde Naples, a picturesque gem nestled in the heart of Naples, Florida, located in the beautiful Collier County. This charming community is renowned for its timeless elegance, stunning architecture, and an inviting atmosphere that captures the essence of coastal living. With its lush palm-lined streets and vibrant bougainvillea, Olde Naples exudes a unique charm that draws residents and visitors alike.

One of the most alluring features of Olde Naples is its exquisite collection of homes that boast breathtaking Gulf waterfront views. Imagine waking up to the gentle sound of waves lapping against the shore, with the sun rising over the horizon, casting a warm glow on your private slice of paradise. These waterfront properties offer not only luxurious living spaces but also direct access to the pristine beaches that Naples is famous for, making it a haven for beach lovers and water enthusiasts.

In addition to the stunning waterfront homes, Olde Naples is a vibrant community teeming with life. Stroll along the historic Third Street South or Fifth Avenue South, where you’ll find an array of boutique shops, art galleries, and gourmet restaurants. The area is also known for its cultural richness, with art shows, music festivals, and farmers' markets that bring the community together.

Whether you’re seeking a serene retreat or an active lifestyle, Olde Naples offers the perfect blend of coastal charm and modern conveniences. Discover the allure of Gulf waterfront living in this enchanting neighborhood, where every day feels like a vacation. Welcome home to Olde Naples!

Newest Olde Naples Homes with Gulf Waterfront

275 Gulf Shore Boulevard N, Naples
$39,000,000
226032729 MLS
Discover the exceptional opportunity to design and build a custom beachfront residence on this expansive Gulf-front property featuring approximately 190 feet of beach frontage—one of the most significant parcels in the heart of Old Naples. Perfectly positioned along the sugar-sand shores of the Gulf, this oversized lot offers the ideal canvas for designing a world-class estate that embodies the best of Naples’ coastal lifestyle. The exceptional lot depth and width provide ample space for a grand architectural statement—complete with lush tropical landscaping, an impressive pool, and generous outdoor living and entertaining areas to capture the essence of indoor-outdoor living. Residents will relish the tranquil sound of waves, spectacular sunsets, and the gentle Gulf breezes that define this rare seaside setting. Situated on Gulf Shore Boulevard, this address represents the pinnacle of Naples exclusivity—just moments from the renowned Third Street South and Fifth Avenue South districts, offering fine dining, boutique shopping, and vibrant cultural experiences. The property is also located within close proximity to the new Four Seasons Naples Beach Club, further enhancing its prestige and desirability. Whether envisioned as a modern architectural masterpiece or a timeless coastal retreat, this unparalleled site presents an opportunity to craft a true legacy home in one of Naples’ most coveted beachfront locations.

275 Gulf Shore Boulevard N, Naples
55 13th Avenue S, Naples
$21,995,000
6 Beds ⋅ 7 Baths ⋅ 226024712 MLS
This Gulf-front masterpiece offers an unparalleled blend of location, luxury, Gulf views, and resort-style living. Completely rebuilt in 2024 by Kukk Architecture and The Lykos Group with the exception of one exterior wall to utilized the grandfathered setbacks and maximize an oversized building envelope. The home has experienced no water intrusion in living areas during recent weather events. The residence combines historic charm with sophisticated elegance. Originally built in 1886, the home underwent an extensive three-year renovation and reconstruction. Now practically new, the residence preserves its heritage, grandfathered footprint, and distinctive character while offering modern luxury throughout. The 6,100-square-foot, fully air-conditioned living space maximizes its premier beachfront setting. The well-designed layout offers five spacious bedrooms, five full and two half baths, a private study, and a flexible sixth bedroom. Sweeping Gulf views provide a stunning backdrop. The gourmet kitchen boasts dual Cristallo quartzite islands, top-tier appliances, custom cabinetry, and a service kitchen. Additional features include a private gated entry, two fireplaces, elevator, whole-house generator, automated screens/shutters, water filtration, and ultra-efficient air conditioning. Perfectly positioned on the Gulf, just moments from the dining and boutique shopping of Third Street South and Fifth Avenue South. A rare opportunity in the heart of Old Naples.

55 13th Avenue S, Naples
23 6TH AVE N, Naples
$27,900,000
6 Beds ⋅ 6 Baths ⋅ 226018147 MLS
Experience the pinnacle of beachfront luxury from this extraordinary Naples coastal estate, where timeless Bermuda-inspired architecture meets effortless modern elegance. Perfectly positioned along 108 feet of pristine Gulf frontage, this six-bedroom residence offers an unparalleled opportunity to own a private sanctuary directly on the sugar-white sands of Naples. Evoking the refined charm of Alys Beach, the home’s striking white stucco exterior, parapet walls, and lush manicured landscaping create a serene and sophisticated coastal presence. Ideally located just steps from the new Four Seasons Naples Beach Club and moments from the boutiques and dining of downtown Olde Naples, the property offers a rare combination of privacy, prestige, and walkable convenience. Inside, expansive living spaces are bathed in natural light through walls of French doors that frame breathtaking panoramic views stretching from sand to sea. Thoughtfully designed for both grand entertaining and relaxed coastal living, the residence offers a seamless flow between formal and casual gathering spaces. A dramatic double living room and elegant dining area, complete with a custom beverage station and bar, create an unforgettable setting for hosting family and guests. The chef’s kitchen opens effortlessly to a warm and inviting family room and features a large center island, stone countertops, premium appliances, and a fully appointed butler’s pantry with wine refrigeration. Two luxurious primary suites—one on the main level and another upstairs with a private balcony overlooking the Gulf—provide tranquil retreats designed for ultimate comfort and privacy. A dedicated office on the main floor further enhances the home’s functionality for today’s lifestyle. Every detail throughout the residence reflects exceptional craftsmanship, timeless design, and understated sophistication. From the refined architectural elements to the seamless indoor-outdoor connection, this remarkable property embodies Naples beachfront living at its absolute finest.

23 6TH AVE N, Naples
71 18th Avenue S, Naples
$44,000,000
6 Beds ⋅ 4 Baths ⋅ 224039753 MLS
No damage to the house from hurricane Milton! Stunning Beachfront Property with 151 feet (.95 acres) of Beach frontage with views of the Naples Pier! Experience the pinnacle of seaside luxury at this exceptional estate located in distinguished Olde Naples, where direct access to the pristine Gulf of Mexico beach defines an elite living experience. This property, with a commanding presence and western exposure, offers awe-inspiring sunsets that paint the sky, visible from nearly every vantage point of this meticulous residence. Crafted with an uncompromising attention to detail, the estate unfolds over a sprawling single-story layout designed for the most discerning tastes. The expansive grounds are meticulously landscaped to ensure privacy while providing panoramic views of the Gulf’s turquoise waters. Inside, the residence features a strategically positioned dining area adjacent to a state-of-the-art kitchen. This space boasts picturesque windows that not only illuminate the interiors with natural light but also offer breathtaking ocean views, making every dining experience a scenic indulgence. Above the three-car garage lies a beautifully appointed guest suite, which doubles as a tranquil yoga fitness room with yoga walls and swings. This space is enhanced with a luxurious steam shower, offering a private retreat for relaxation and rejuvenation, all while enjoying elevated views of the coastal surroundings. There are also ocean kayaks and paddle boards for your enjoyment. This estate’s prime location in Olde Naples places it within close proximity to the iconic Naples Pier and the vibrant array of upscale shopping and dining options. The affluent lifestyle offered by this area is unparalleled, making it a coveted destination for those seeking exclusivity and convenience in a beachfront setting. 71 18th Ave S is more than just a home; it is a statement of luxury and an invitation to enjoy a life of opulence and serene beauty. With its direct beach access and sumptuous amenities, this estate is a rare jewel in Naples’ prestigious real estate market, crafted for the most prestigious buyers seeking a sanctuary of the highest caliber. Walking distance to famous 5th Ave and Third Street where you can enjoy the fine dining, boutique and antique stores, performing arts, car shows, art fairs right on 5th Ave, free concerts at Cambier Park, all of it just steps away.

71 18th Avenue S, Naples
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