Olde Naples Naples Real Estate - 74 Homes, 129 Condos, 13 Lands For Sale

You’ve earned it. Now enjoy it in paradise. Sit back on your tropical loggia listening to the surf, with dolphins cavorting just a few yards off the beach. Miles of beautiful white sand stretch away in both directions. Watch glorious sunsets that seem exclusive to Naples, Florida. With an average winter temperature in the low 70s, it is near perfect. The number one destination in the US. You have found the ultimate jewel; the only remaining entire city block on the beach. Nearly 3 acres on the Paradise Coast. This property has been maintained by the owner organically without pesticides for decades. Located a short 3 minute stroll to the world class shopping and restaurants of the historic 3rd Street South, a property like this comes only once in a lifetime; a unicorn. An incredible opportunity!

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.

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 highly anticipated 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.

Incomparable Gulf and sunset views set a new standard for coastal living in this extremely rare, new, beachfront estate in Old Naples. Completed in 2025 on an expansive lot with 120 feet of frontage, this architecturally significant estate built by D. Garrett Construction offers a unique opportunity to own an estate of this scale, design and quality without enduring a several-year construction timeline. Decorator-ready interiors provide an exceptional canvas for personalization. Concrete construction on all levels and a private elevator servicing every floor, including the massive 5,000-plus-square-foot rooftop deck with 180-degree panoramic beach views, an extremely rare amenity, provides a one-of-a-kind beachfront experience. Two covered Gulf-front terraces, pool and spa, outdoor shower, fully fenced grounds, whole-house water filtration, generator, electric screens and shutters, and garage parking for six or more vehicles complete this unmatched offering, just three blocks from iconic Fifth Avenue South.

An extraordinary Old Naples beachfront estate, this rare offering encompasses approximately .67 acres with an impressive 169 feet of pristine Gulf frontage, delivering an unparalleled combination of privacy, scale, and a prime location just blocks from the world-class boutiques, galleries, and dining of Fifth Avenue South and Third Street South. Designed by acclaimed architect Richard Morris, the art deco–inspired residence was masterfully conceived to frame sweeping Gulf views and sunsets, showcase fine art and create a seamless indoor–outdoor living experience that feels grand and intimate. A dramatic arrival unfolds into a soaring 22-foot foyer, where a sweeping staircase and private elevator lead to an elevated art gallery, immediately establishing the home’s architectural presence and refined elegance. The light-filled great room serves as the heart of the residence, flowing effortlessly into the dining area, expansive lanai and a sophisticated lounge highlighted by custom millwork and a wet bar, ideal for entertaining against a backdrop of endless blue horizons. A sculptural spiral staircase ascends to a private observation deck, offering breathtaking panoramic views of the Gulf and unforgettable sunsets. The generous kitchen suite is designed for effortless hosting, featuring an open-concept layout with indoor and outdoor dining counters, a walk-in pantry and high-end stainless-steel appliances. The primary suite is a secluded beachfront retreat with direct access to a Gulf-front balcony, pool and lanai, complemented by a spa-inspired bath with a glass-enclosed walk-in shower and mesmerizing water views. Just a short distance away, a private bedroom or den offers flexibility as a refined home office or serene sanctuary. The east wing of the home hosts four spacious en-suite bedrooms and a dedicated laundry, while the northeast bedroom, bathed in exceptional natural light with abundant storage, lends itself beautifully as an artist’s studio or creative space. Outdoors, an elevated screened courtyard and lushly landscaped gardens create a tranquil oasis for year-round enjoyment, while the expansive covered lanai, complete with a kitchenette and dining area, invites relaxed coastal entertaining. Built with exterior block construction, a first-floor elevation exceeding 19 feet above NGVD and electric storm shutters, the home offers exceptional peace of mind along with enduring quality. Professional landscaping, architectural lighting, and iconic outdoor sculptures complete this remarkable setting. Beyond its immediate beauty, the property also presents an extraordinary future opportunity, with the potential to create a 10,000–15,000 square-foot custom beachfront estate, making this a once-in-a-generation offering that blends luxury, lifestyle and limitless possibility in one of Naples desired beachfront locations.

One of a kind TRIPLE lot (.96 acre | 41,864 Sq. Ft) idyllic, private–and certainly no shortage of luxurious. This uniquely rare property provides a true "estate like" setting, is nestled a mere four doors from the beach, and was designed by Kukk Architecture & Design while having been perfectly executed by The Williams Group. In its entirety, the estate hosts 6 bedrooms, 7 full and 1 half bathroom, a loft with wet bar, and two outdoor living areas comprised of a main house, detached guest house and an approximately 15,000 Sq. Ft. 3rd lot offering unequaled privacy. The gourmet kitchen offers numerous top-tier features including two-tone Ruffino custom cabinetry, quartz counters, a sprawling pantry, and Sub-Zero / Wolf appliances. The exterior living environs leave nothing to be desired and include a gas fire pit, sprawling wood deck, pool with sun shelf, bocce ball court, outdoor kitchen, and multiple uncovered/covered congregating spaces. Located off of the western portion of the parcel, a detached guest house offers 1 ensuite bedroom and fitness room. Additional features include Savant Smart Home Technology System, lift and slide doors, three sets of washer/dryers, 2 outdoor summer kitchens, 2 two-car climate-controlled garages off of the alley, wine room, full-house generator, conveniently close to the new Four Seasons and so much more.

Commanding a rare, western lakefront view in Old Naples, this new construction estate redefines scale, craftsmanship, and architectural clarity. Encompassing over 9,400 square feet of interior living space, the home was conceived as a private resort - where every element supports both the grand and granular aspects of daily living. Twin infinity-edge reflecting pools frame the entrance, opening into a dramatic two-story great room with precision millwork, architectural symmetry, and a sculptural floating staircase. Adjacent, a formal dining room is anchored by a custom, glass-enclosed wine wall integrated into bespoke cabinetry. The kitchen, defined by a curved steel-and-glass partition, includes Wolf/Sub-Zero appliances, dual Miele coffee stations, and a concealed butler’s pantry equipped for large-scale entertaining. Subtle finishes and architectural restraint elevate the overall atmosphere. The first-floor primary suite is entirely self-contained, featuring a private study, two oversized dressing rooms, a discreet laundry center, and a marble-clad bath with indoor/outdoor showers. Upstairs, five additional bedroom suites are complemented by a media lounge and a concealed club room with full bar and humidor. Outdoor architecture is equally refined. A 60-foot negative-edge pool extends across the rear elevation, interrupted by a series of stepping-stones that lead to a sunken firepit lounge surrounded by water. An elevated spa, covered loggia, and summer kitchen complete the space. Above it all, a detached fitness pavilion with breath-taking wide lake vistas, introducing a compelling architectural counterpoint. Additional features include 13x Toto Neorest toilets, three laundry stations, a commercial-grade sheet ironer, full-home generator, elevator, and a five-car split garage designed for collectors. A comprehensive smart home system governs all functions discreetly. Realized by New England based developer EMB Custom Homes, and executed by MHK Architecture, Lotus Construction, and Freestyle Interiors, this fully furnished residence is a singular opportunity in the Naples luxury market. An unrivaled legacy property. Completion is scheduled for January 2026.

One of Naples most exciting and expansive beachfront properties is now available. A rare opportunity to own this direct beachfront lot on famous 5th Avenue South, one of the most desirable addresses in downtown Naples. Directly on the pristine, sugar-white sands of the Gulf of America, this prime property serves as an ideal foundation for a custom luxury estate. Cleared and ready to build, design and create your ultimate coastal retreat in this remarkable setting, where breathtaking gulf views and serene surroundings set the stage for an extraordinary residence. Boasting an impressive 130 feet of pristine beach frontage and spanning a half-acre of gulf-frontage, this exceptional setting offers a unique blend of exclusivity and convenience. If you're looking for a legacy project this is the location to build your dream estate home on the beach. Only a short distance from world-class dining, boutique shopping and cultural experiences of 5th Avenue South, this location presents an unparalleled lifestyle in the heart of Naples. Design plans for a 13,331-square-foot home penned by Beck Architecture are available on request.

This Gulf-front masterpiece offers an unparalleled blend of location, luxury, and resort-style living. The home has experienced no water intrusion in living areas during recent weather events. The residence combines historic charm with sophisticated elegance. The home underwent an extensive three-year renovation and reconstruction, completed in 2024 with Kukk Architecture. 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.

Quietly situated at the southernmost end of Gulf Shore Boulevard South, directly across from beach access, this exceptional Olde Naples estate is a true crown jewel, spanning more than one-half acre. Designed by John Cooney of Stofft Cooney Architects and meticulously refurbished throughout, the residence reflects uncompromising craftsmanship and timeless sophistication and can be acquired turnkey furnished for immediate occupancy. From the moment of arrival, the home makes a lasting impression. Flickering gas lanterns, a gracious front porch, and classic symmetrical architecture accented by exquisite millwork create an inviting sense of elegance. Inside, refined finishes abound, including mahogany front doors, rift-sawn white oak flooring, and a striking vaulted ceiling detail upon entry. The living room’s balanced symmetry and detailed millwork flow seamlessly into the gourmet kitchen and dining area, anchored by a 60" Wolf dual-fuel range featuring six burners, an infrared charbroiler, and an infrared griddle. Additional highlights include a Sub-Zero side-by-side refrigerator and freezer, integrated refrigerator drawer systems, and two Miele dishwashers—perfectly suited for both everyday living and entertaining. Thoughtfully curated spaces throughout the home include a bespoke media room with soundproofed walls and a Savant sound system, a handsome study with custom built-in display cabinetry overlooking the pool, a fully reimagined bar and library, and a dedicated fitness studio complete with a steam shower—each space designed for both function and refined living. The estate is comprised of five well-appointed bedrooms, four of which feature en-suite baths, offering refined accommodations for both residents and guests alike. The Master Suite and Bath offer a true private retreat, enveloping you in comfort from head to toe. A tranquil sitting area overlooks the spa and pool, providing a serene backdrop for rest and reflection. Crown moldings and elegant casings throughout enhance the sense of refined craftsmanship, creating a space that feels like a peaceful escape—while remaining unmistakably at home. Following a complete renovation inside and out, the outdoor living spaces are equally compelling. An expansive, oversized porch is designed for rest and relaxation, offering an exceptional poolside setting framed by a preserved Wild Oak tree—an enchanting natural centerpiece that enhances the estate’s sense of serenity and timeless charm. Additional elevated improvements include two side-mounted car lifts, whole-house generator, dual dehumidification systems, a steam shower within the fitness studio underscoring the home’s exceptional level of care, resilience, and thoughtful investment.

Located in a unique, gated beachfront enclave consisting of a mere nine homes, this newly completed residence penned by Stofft Cooney, built by Equinox Construction, and brought to life by Carrie Brigham Design, is striking and unmatched in the caliber of construction and finishes. A cantilevered walnut staircase flanked by glass balustrades offers intrigue to those who enter the great-room style floor plan hosting 5 bedrooms + club room, 7 full and 2 half bathrooms, a wine room coated in old world antique mirror Argenta tile, walnut flooring throughout, private elevator, and a rarely found 7-car garage. A luxurious kitchen hosts a marble mosaic backsplash, double islands, as well as top-tier appliances. While the grand master bedroom is located on the first floor, the second level features an additional master option with ensuite his and her bathrooms, as well as a VIP suite offering spectacular Gulf views. One can revel in the Gulf views from the sprawling outdoor environs located off of the main living level that provides covered/uncovered areas for relaxation, an infinity edge spa, sunshelf, fireplace, a state-of-the-art outdoor kitchen, and a zero-edge pool below.

Discover Your Brand New Dream Home in Olde Naples – Just Steps from the Beach! Imagine living just a short stroll away from the pristine shores of Olde Naples! Offered Fully Furnished. Nestled less than four houses from the beach and the luxurious new Four Seasons Beach Resort, this property offers an unparalleled coastal lifestyle. Crafted by the esteemed Limitless Development and T Jerulle Construction, with stunning interiors by Knot and Tide, this residence is being offered with custom furnishings, and promises high-end finishes and top-of-the-line appliances throughout. The renowned custom floor plan, designed by MHK Architecture, maximizes both style and functionality, ensuring that every detail caters to modern living. Perfectly positioned, this home is not just about proximity to the beach; it's also within biking distance to the vibrant downtown areas of 5th Avenue South and 3rd Street South. Enjoy fine dining, world-class shopping, and a plethora of entertainment options, all while being surrounded by the beauty of white sand beaches. Don’t miss the opportunity to own a piece of paradise in Olde Naples. Your dream home awaits! Floor plans are available in the supplements for your review.