Olde Naples Homes with Shopping Amenities

Welcome to Olde Naples, a charming and picturesque subdivision nestled in the heart of Naples, Florida. This delightful community is renowned for its captivating blend of historic charm and modern luxury, making it one of the most sought-after neighborhoods in Collier County. With its tree-lined streets, beautiful Mediterranean-style architecture, and proximity to stunning beaches, Olde Naples offers a lifestyle that is both laid-back and vibrant.

One of the standout features of Olde Naples is its remarkable accessibility to shopping amenities. Residents enjoy the convenience of having an array of boutique shops, art galleries, and fine dining options just a short stroll away. The renowned Fifth Avenue South, known for its upscale shops and trendy cafes, is right at your doorstep. Whether you're in the mood for a leisurely afternoon of shopping or a delightful dinner at one of the many gourmet restaurants, Olde Naples has it all.

Moreover, the homes in this subdivision are as varied as they are beautiful, ranging from charming bungalows to luxurious estates. Each property boasts unique architectural details and lush landscaping, creating an inviting atmosphere that feels like a true community.

In addition to its shopping and dining options, Olde Naples is just a stone's throw from the pristine beaches of the Gulf of Mexico, offering residents the perfect balance of relaxation and recreation. With its rich history, vibrant lifestyle, and unparalleled amenities, Olde Naples is not just a place to live; it's a place to thrive. Come and discover the enchanting allure of Olde Naples—where every day feels like a vacation!

Newest Olde Naples Homes with Shopping Amenities

$2,695,000

2 Beds ⋅ 2.5 Baths ⋅ 226028107 MLS ⋅ Olde Naples BLDG.

Fantastic opportunity on 5th Avenue! Experience luxury downtown Naples living in this exceptional residence at 780 Fifth. This open and spacious floor plan features beautiful travertine flooring, elegant crown molding, and a stunning recently updated kitchen with quartz countertops and a large island perfect for entertaining. Two private suites are complemented by a generously sized den with a closet, offering effortless flexibility as a third bedroom with a shared bath. The serene primary ensuite is a true retreat, featuring wide-plank hardwood floors and a spa-inspired sense of comfort and sophistication. The spacious private balcony overlooks iconic 5th Avenue South – your front-row seat to the area’s top events including the St. Patrick’s Day Parade, art shows, and spectacular nightly sunsets. Cambier Park is located just behind the building for added green space and events. Residents enjoy a rooftop pool with park and city views, under-building parking, and the ultimate walkable lifestyle. Restaurants, boutiques, galleries, and the beach are all right here. Live where every day feels like a vacation in the heart of Old Naples.

780 5th AVE S Unit 203, Naples

$13,500,000

5 Beds ⋅ 6.5 Baths ⋅ 226029919 MLS

One house from the sand. On Fifth Avenue South. Wrought-iron gates, twin limestone staircases, a twenty-four-foot foyer. Mediterranean in spirit, furnished, ready to live. First floor: fireplace living room to an eight-hundred-bottle wine room, family room to a Gulf-glimpse terrace, rotunda dining for ten, ground-floor primary with pool terrace, private elevator to every level. Upstairs: parlor and bar, office, ensuite guest quarters, sunset terrace. Resort pool and spa on an eighty-five by one-fifty beach-block lot, three-car alley garage. Walk to the beach, dinner, galleries, Cambier Park. For a family, a host, or a second-home buyer who wants the Gulf and downtown in one address. Show at golden hour.

40 5th AVE S, Naples

$6,300,000

4 Beds ⋅ 5.5 Baths ⋅ 226024974 MLS

TWO EXCEPTIONAL OPPORTUNITIES. ONE EXTRAORDINARY ADDRESS. Perfectly positioned in the heart of Old Naples, this beautifully reimagined residence offers a rare opportunity to embrace today's luxury lifestyle while investing in tomorrow's possibilities. Just moments from the Gulf beaches, Fifth Avenue South, Third Street South, and the exciting transformation reshaping Downtown Naples, this exceptional property appeals to two distinct buyers: those seeking a sophisticated, move-in-ready luxury home and those who recognize the extraordinary long-term value of one of Old Naples' premier homesites. Thoughtfully reconstructed and beautifully updated, the home blends timeless coastal elegance with comfortable everyday living. Expansive open-concept gathering spaces flow effortlessly from the gourmet kitchen to the indoor and outdoor living areas, creating the perfect setting for everything from intimate family dinners to large-scale entertaining. A private upstairs guest retreat offers exceptional flexibility for extended family, visiting guests, or a secluded home office, while every space has been designed with both comfort and functionality in mind. Equally impressive is the outdoor setting. Unlike many Old Naples properties where the home occupies nearly the entire lot, this residence offers a southern-exposure backyard with room to truly enjoy the Florida lifestyle. Relax beside the pool and spa, envision a custom outdoor kitchen, entertain beneath the stars, or simply enjoy the rare open green space for children, grandchildren, or pets to play. Beyond the property itself lies one of its most compelling attributes; its location at the center of the next chapter of Old Naples. As remarkable new luxury developments, elevated hospitality experiences, world-class dining, boutique shopping, and exciting new destinations continue to redefine the downtown landscape, this already coveted neighborhood is becoming even more desirable. More than simply acquiring a beautiful home, you're investing in one of Old Naples' most coveted locations—offering the rare opportunity to enjoy TWO EXCEPTIONAL OPPORTUNITIES. ONE EXTRAORDINARY ADDRESS.

742 11th AVE S, Naples

$9,900,000

5 Beds ⋅ 5.5 Baths ⋅ 225078983 MLS

One block from the beach and two blocks from the fine dining and boutiques of historic Third Street South. An exceptional all-concrete custom home crafted by Grand Bay Development that embodies the best of Naples' luxury living. Built to a 15 foot elevation for peace of mind. Featuring 5 bedrooms, 2 dens, plus a flex room off of the pool area and 5 & 1/2 bathrooms. Every detail reflects a commitment to world-class design and craftsmanship, from the curated global finishes to the tropical connection between indoor and outdoor living. Updated in 2021 with new HVAC's, beautiful wall coverings and finishes as well as a gourmet kitchen adorned with Cristallo Quartzite serving as the heart of the home, with beautiful hardwoods that are increasingly rare, and surrounded by spectacular greenery that creates a sense of privacy and retreat. A custom wet bar with agate stonework opens to the elegant great room, where walls of glass frame western facing terraces. The primary suite offers an elevated sense of serenity with a private balcony. A rooftop deck not to be rivaled provides panoramic views of the coastline, breathtaking sunsets, and the Naples skyline. The southern facing lanai features a vanishing-edge saltwater pool, expansive covered entertaining areas protected by screens and shutters, and meticulously designed tropical landscaping. Combining architectural integrity, global inspiration, and an unmatched location, this residence defines a warm and inviting luxury along the Naples coast.

1441 Gulf Shore BLVD S, Naples

$2,700,000

2 Beds ⋅ 2.5 Baths ⋅ 225078901 MLS ⋅ Olde Naples BLDG.

Experience the epitome of luxury living in the heart of downtown Naples, located above Provident Jewelers on prestigious 5th Avenue. This completely remodeled unit features 2 spacious bedrooms and 2.5 baths, all of which have been thoughtfully redesigned for modern living. Wide plank hardwood floors flow seamlessly throughout, while the chef's kitchen showcases high-gloss white cabinets, brushed gold hardware, BOSCH appliances, and stunning quartz countertops. The den area includes a built-in bar and shiplap wall accents, and the private laundry area offers ample storage. The owner's suite impresses with French door entry, hardwood floors, balcony access, and an en-suite bathroom with a large walk-in shower and floating tub. The guest suite features an en-suite bath, closet, and balcony access overlooking Cambier Park. Additionally, the residence boasts a rooftop swimming pool for owners and a reserved garage space secured under the building, just seconds away from sandy beaches, restaurants, and shops. There is nothing this convenient in downtown Old Naples with all these features and amenities. The very best available!

780 5th AVE S Unit 305, Naples

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.