Olde Naples Homes with Across the Road Water Frontage Waterfront

Welcome to Olde Naples, a captivating gem nestled in the heart of Naples, Florida, within Collier County. This enchanting community is renowned for its stunning waterfront properties, where the serene beauty of nature meets luxurious living. With its charming streets lined with palm trees and an array of boutique shops, fine dining, and art galleries, Olde Naples offers residents a lifestyle that is both vibrant and tranquil.

One of the standout features of homes in Olde Naples is their coveted waterfront access. Imagine waking up to the gentle sound of waves lapping against the shore, with breathtaking views of the sparkling waters right across the road. These waterfront homes not only provide a picturesque backdrop but also an array of recreational opportunities, from boating and fishing to simply enjoying the sunset from your private balcony.

Olde Naples boasts a unique blend of historic charm and modern elegance, with architectural styles ranging from classic Florida cottages to contemporary masterpieces. Each home is a testament to quality craftsmanship, with many offering luxurious amenities such as expansive outdoor living spaces, private pools, and direct access to the pristine beaches that make Naples famous.

Living in Olde Naples means embracing a lifestyle filled with outdoor adventures, cultural experiences, and a close-knit community feel. Whether you’re strolling along the historic 5th Avenue South or lounging on the sandy shores of the Gulf of Mexico, every day feels like a vacation in this idyllic paradise. Discover the magic of Olde Naples, where waterfront living meets the allure of coastal charm.

Newest Olde Naples Homes with Across the Road Water Frontage Waterfront

$6,450,000

4 Beds ⋅ 5 Baths ⋅ 226019479 MLS

PRICED AT LAND VALUE! LOWEST PRICED LISTING ON THE BEACH BLOCK IN ALL OF OLDE NAPLES — (Optional 50’ boat slip at the Cove Inn available for purchase with the property.) Opportunity knocks for a chance to own the ultimate beach cottage in one of Naples’ most coveted locations, just steps from the iconic Naples Pier and the white sugar-sand beaches of the Gulf. Privately tucked within lush tropical landscaping, this one-of-a-kind “Swiss-Family Robinson Treehouse” blends artistic charm with modern comforts, creating a secluded retreat in the heart of Olde Naples. Just a short stroll from the boutiques, fine dining, farmers markets, local parades and vibrant coastal lifestyle of 3rd Street South, the setting simply cannot be replicated. Designed for both relaxation and entertaining, the property showcases an incredible collection of unique indoor and outdoor spaces, including a heated swimming pool, private courtyard oasis, detached bar house with full kitchen, tranquil koi pond, infrared sauna, outdoor shower, and a raised covered “widow’s watch” seating area perfect for enjoying Naples sunsets, firework shows and coastal breezes. Additional highlights include a durable metal roof, back-alley access, oversized driveway for 5+ vehicles, and exceptional privacy throughout the property. Situated on a 77’ x 151’ lot, the possibilities are endless. Whether you envision renovating and enjoying the existing residence, creating a luxury custom estate, or developing a high-end investment property, this homesite offers extraordinary potential in a premier beach-block location right in the action of downtown Naples. Investors will appreciate the strong vacation rental and spec-home opportunities, while end users can create the ultimate private beach retreat just a few steps from the Gulf of Mexico. Adding to the long-term appeal, the newly reimagined Naples Pier is nearing completion, further enhancing the value and desirability of this exceptional location. A rare offering with unmatched character, location, and future potential — this is Olde Naples living at its finest. High and dry with no flooding waters entering the main residence.

61 12th 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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