Olde Naples Naples Real Estate - 101 Homes, 98 Condos, 16 Lands, 80 Sold

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!

Magnificent beachfront estate property in one of the most convenient locations in Naples, Florida. Designed by Stofft Cooney Architects, LLC and constructed by Newbury North Associates, Inc.; both preeminent professional firms in their respective fields. Throughout this modern masterpiece, which gracefully flows to allow the most sublime lifestyle, the focus is on the captivating views of the celebrated Naples beach and the enchanting Gulf of Mexico. Approximately 175ft. of beach frontage as per plat and/or deed. Elegant use of the finest materials, construction without compromise, and fastidious attention to detail will fulfill the desires of the most discriminating and cultivated buyers.

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.

A rare opportunity to acquire a significant beachfront property on the renowned 5th Avenue South, Naples. This 1.32-acre private estate with 130 feet of beach frontage encompasses the 5th Avenue block, from the beach to Gulf Shore Boulevard. This unique parcel has the potential to build a private family compound or can be divided into three separate buildable parcels, making it an incredible development opportunity (subject to planning approval). Situated in the heart of one of the most exclusive and coveted beachfront locations, this property is steps away from fine dining restaurants, luxury boutiques, sophisticated art galleries and vibrant entertainment — allowing you to experience the best of coastal Naples’ living with the ease of a leisurely stroll. This seamless blend of natural beauty and urban refinement allows you to embrace an unparalleled coastal lifestyle and enjoy Naples’ upscale indulgences.

Presenting a one-of-a-kind, oversized beachfront estate in Old Naples. With 171 feet on the Gulf of Mexico, this beautifully landscaped property boasts seven bedrooms, 13 baths, a media room and office. The main house has five bedrooms which includes three resort-style cabana suites. The guest house features three additional bedrooms plus living area and bonus room. A sparkling pool and terrace are ideally and privately positioned between the structures offering ample room for entertaining. A stunning blue Ludowici clay tile roof complements the panoramic gulf views from the expansive wrap-around terraces. The home was renovated in 2006 and 2008, and includes a full-house generator and retains a prominent forward location to enjoy enhanced views to the north and south.

Rarely available beachfront home on almost 1/2 an acre that seamlessly blends coastal elegance w/timeless craftsmanship in Olde Naples. Every detail of this unparalleled property has been meticulously curated, from the hand-built custom cabinetry made of longleaf pine to the reclaimed brass ship lighting in the hallways & the driveway & interior courtyard paved w/original Chicago brick & granite cobblestones. French Sandstone flooring, longleaf pine interior walls & ceilings from southern Georgia add a touch of natural beauty throughout. The kitchen is a masterpiece, adorned w/marble stone from the same cut as the Lincoln Memorial. Warm up on cool evenings by the wood-burning fireplace crafted from original Chicago brick & bask in the glow of a handcrafted lighting fixture in the living room. Experience the sheer bliss of having your own pool & spa on the beach, creating memories against a backdrop of endless blue skies & the rhythmic melody of the waves. This smart home is equipped w/Sonos surround sound, 2 laundry facilities, a whole-house generator & 1,000-gallon propane tank. The exterior boasts concrete siding, ensuring durability against the coastal elements. Paradise awaits!

Rectangular lot encompassing 1.61 Acres on the beach with 189ft of Gulf frontage... one of Naples best building sites

Extremely rare opportunity to acquire a significant beachfront property stretching from the beach to Gulf Shore Blvd. South. Create your own private enclave while being conveniently located near the celebrated restaurants and shopping districts of 5th Avenue South and 3rd Street South.

Step onto the white, sandy beach from your own Naples beach paradise. Boasting 6-bedrooms, 6.5-baths this timeless property is ready now for a lucky buyer’s enjoyment. Capturing the essence of Bermuda Architecture, this beach house recalls the white stucco homes, parapet walls and cobblestone streets of idyllic Alys Beach. Enjoy peaceful living while being centrally located, steps from the new Four Seasons Naples Beach Club and walking distance to downtown Olde Naples. With 108 feet of gulf frontage, this homes mature and lush landscaping is perfectly manicured. With a sweeping open floorplan illuminated by natural light pouring in through a wall of French doors, the breathtaking views stretch from sand to sea giving it an ethereal quality. Graceful flow and separation have been achieved between formal entertaining spaces and casual living spaces. A stunning, sun-lit double living room and dining room with a beverage station/bar set the stage for hosting friends and family. The kitchen, which opens to a cozy family room, features a center island, stone countertops, and an adjacent butler’s pantry with a wine fridge. Two equally sumptuous primary bedroom suites, one downstairs and one upstairs with a balcony, are true havens of tranquility plus the main level office facilitates any work-from- home lifestyle. Exceptional craftsmanship exudes from this property and is captured in every fine detail. This is Naples coastal living at its finest.

This exceptional Old Naples beachfront home masterfully blends historic elegance with modern luxury. Originally constructed in 1886, this residence completed a meticulous 3-year reconstruction in 2024 in a collaborative effort alongside Kukk Architecture. The result is a stunning home that feels brand new while preserving its historic charm, grandfathered building footprint, and unique character. Elevated above current FEMA height requirements, the home maximizes its prime beachfront location, offering over 6,100 square feet of air-conditioned living space. The thoughtful layout includes 5 spacious bedrooms, 5 full and 2 half baths, a dedicated study, and a flexible 6th bedroom. The residence is ideally located on the Gulf just a short walk to world-class boutiques and fine dining situated on historic 3rd Street South and 5th Avenue South. Panoramic sunset views from the property create a picturesque backdrop for everyday living. Designed with the utmost attention to detail, the home boasts an array of premium features. A gourmet kitchen outfitted with dual Cristallo quartzite islands, top-of-the-line appliances, custom cabinetry, and service kitchen area offers the perfect setting for culinary endeavors. Additional highlights include a private automatic gated entry enhancing convenience and security, two fireplaces, elevator, generator, automated screens/shutters, water filtration, and ultra-efficient air conditioning systems, ensuring both comfort and sustainability. This incredible Gulf-front masterpiece offers an unmatched combination of luxury, location, and resort style living, representing a one of a kind opportunity in the heart of Old Naples—an idyllic retreat where timeless elegance meets modern sophistication. There has been no water intrusion into the living space from any recent flood event.

Unrivaled to any current open market offering, this sophisticated Stofft Cooney designed beachfront residence is located down a private lane with gated entry and offers approximately 100 feet of resplendent frontage. The entire residence is aptly designed to showcase the dynamic and endless Gulf of Mexico views from every vantage point of the interior and exterior environs. Adjacent to the main living space, allowing for seamless entertaining, the eat-in kitchen hosts an oversized island, copious counterspace topped in exotic stone, top-tier appliances such as Wolf and SubZero, as well as a walk-in pantry and bar with undermount wine cooler. Corner-edge sliders give way to the expansive exterior living terraces and walkways that envelope the rear elevation. Outdoor areas are set for enjoyment and entail a loggia equipped with a full outdoor kitchen and dining area, wood clad ceilings, an elevated spa where one can revel in spectacular sunsets year-round, as well as a separate seating area surrounding a built-in gas fire pit. Three graciously sized guest suites, two of which have terrace access, complete the main living level. The top-level master suite is a world of its own with its private Gulf-front terrace, oversized picture windows showcasing front-row-seats of the Naples Pier, and its lavish bathroom with massive soaking tub, walk-in shower, and secondary laundry in the dressing room. Located on the ground level surrounded by a verdant Zoysia lawn, a sprawling 48' long pool and sun shelf backdropped and coated in mosaic tile offer the perfect retreat during warmer days. Other noteworthy enhancements include a private beach access gate, elevator, generator, Savant Smart Home System, Lutron lighting system, electric blinds, storm screens, sports court, and so much more. When the need for adventure ensues, all that Downtown Naples has to offer, including the chic boutiques and eateries of Third Street South and Fifth Avenue South, are just seconds away. This residence did not receive any water intrusion from Hurricane Ian.

Idyllic, private–and certainly no shortage of luxurious. This uniquely rare double-lot offering 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. 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, and so much more.