Olde Naples is the historic heart and soul of Naples, Florida, renowned for its timeless charm, luxurious residences, and unparalleled proximity to the Gulf of Mexico. Dating back to the late 19th and early 20th centuries, this iconic neighborhood offers a captivating blend of meticulously preserved historic homes, charming cottages, and newly constructed, opulent estates, all nestled amidst banyan-lined streets and lush tropical landscaping. The area is characterized by its grid-patterned streets, leading directly to the white-sand beaches, and its vibrant downtown core along 5th Avenue South and 3rd Street South. It stands as one of Naples' top communities in terms of both desirability and real estate value.

Why People Like the Community

• Unrivaled Location: Olde Naples boasts an unbeatable location, with most properties being within walking or biking distance to the pristine Gulf beaches, the iconic Naples Pier, and the vibrant downtown shopping and dining districts of 5th Avenue South and 3rd Street South.

• Historic Charm and Character: The neighborhood exudes a unique sense of history and charm, with beautifully preserved architecture and mature landscapes that create a distinctive ambiance not found in newer developments.

• Luxury and Exclusivity: It is one of Naples' most prestigious and sought-after addresses, offering a high-end lifestyle with exquisite properties, upscale boutiques, and gourmet restaurants.

• Walkable Lifestyle: The grid layout and close proximity to amenities encourage a highly walkable lifestyle, allowing residents to enjoy the best of Naples without needing a car.

• Diverse Architecture: From quaint original cottages to grand, newly built estates, the architectural variety adds to the neighborhood's unique appeal.

What You Need to Know

• Primarily Single-Family Homes & Low-Rise Condos: While predominantly single-family homes, Olde Naples also features a limited number of low-rise condominium buildings, particularly closer to the beach or downtown.

• Generally No HOA (for single-family homes): Many single-family homes in Olde Naples do not belong to a traditional HOA, offering homeowners greater autonomy over their properties. However, condominium buildings will have their own mandatory condo associations.

• Ultra-High Property Values: Due to its desirable location, history, and luxury status, property values in Olde Naples are among the highest in Southwest Florida, reflecting its status as a top-tier community.

• Renovation and New Construction: There is a constant evolution with older properties being renovated or replaced by new luxury homes, blending classic charm with modern amenities.

• Rental Policies: For single-family homes, rental policies are generally governed by city ordinances rather than an HOA. Condominium associations will have their own specific rental rules (e.g., minimum lease terms). Short-term rentals are highly regulated by the city.

• Pet Policy: Generally pet-friendly, especially for single-family homes. Condominium buildings will have their own pet policies which should be verified.

With valuable land, it is not uncommon to find new build opportunities in Olde Naples as old structures are torn down to make room for new ones. There are also sometimes new condo developments that may be available. Below are the most recent new condo developments,

Call 239.287.2576 to explore new build opportunities in Olde Naples.

The Huxley: Step into The Huxley, a place that defines modern luxury like never before. This collection of eight exclusive residences is located just one block from the prestigious 5th Avenue South. With open layouts, high ceilings, and an abundance of textures and finishes, The Huxley exudes sophistication. Enjoy life's luxuries with oversized garages capable of accommodating four to six vehicles, plus ample storage, workshops, or flexible-use spaces.

Two Ten West: A new chapter in luxury living is being written at Two Ten West. Starting in 2023, these 12 residences offer the freedom of single-family living without the upkeep. Enjoy expansive open layouts, climate-controlled 2-car garages, generous outdoor lanais, and private rooftop terraces with stunning sunset views. Stay fit in the state-of-the-art wellness center and savor the proximity to 5th Avenue South and the nearby beaches.

Stella Naples: Experience urban sophistication in Stella Naples, a 10-unit luxury development near downtown Naples. This unique residential gem offers contemporary living spaces above a base level with parking and commercial businesses. Each home is a masterpiece of top-tier finishes and private outdoor roof spaces that extend your living area. Choose from three spacious floor plans and savor extraordinary private roof decks, a true rarity in modern condominium living.

Olde Naples isn't just a place; it's a lifestyle where tradition meets modernity, where stories are told, and where the future is being built. Join the narrative and make Olde Naples your next chapter.

Nautilus Naples - Nautilus is an enclave of 8 ultra-luxury condominiums sited in Olde Naples at Crayton Cove on Naples Bay. At over 4,000 square feet with direct coded elevator entry to your private foyer, Nautilus lives like a single family home in the sky. Each unit has a private roof-top terrace area with splash pool, TV wall and trellis. Each home includes a private, personal office space on the first level with available video conference center and secretarial services. Private 2-to-3 car garages and individual climate controlled storage areas included. Enjoy beautiful bay and city views from your home's expansive outdoor living spaces and the exclusive rooftop pool and lounge areas. ​Convenient to Naples' finest restaurants, shops and sugar-sand beaches.​ Contact us for more information.

Parkview at Cambier - Parkview at Cambier, a four-unit ultra luxury residential condominium development located in Olde Naples was built in 2021 by Frank Meak.  Each Parkview at Cambier residence has three bedrooms, study, three full baths and one powder bath in 3,912 square feet of living area. The total square footage of each residence exceeds 6,600 square feet, which includes a three-car, 800 square foot enclosed garage, 795 square foot covered lanai area. The unique design provides each residence with more than 1,100 square feet of private rooftop living area with kitchen, bar, lounge, fire pit and spa. Each residence includes natural gas, a backup generator and a private elevator from the ground floor garage to the residence, to the rooftop. 

The Cayden - The Cayden Olde Naples – a luxurious haven in the heart of Naples, Florida. This exclusive condominium comprised of only six units is ideally situated just 0.2 miles from the vibrant 5th Avenue and a mere mile from the pristine beaches. This 3-bedroom + den, 2.5-bathroom residence epitomizes upscale coastal living. Unit 301 features a beautifully designed floor plan, a private two car garage and a spacious balcony that leads out to the private pool and offers breathtaking views of downtown Naples. The thoughtful design of The Cayden extends beyond individual units, as the condominium complex boasts amenities such as a dog run, fitness center or community room, mail room, and wine storage – ensuring that every need and desire is met. Securing a unit now, allows for future residents to work with the builders directly to customize the interior options to reflect their own style.