Olde Naples Real Estate

Welcome to Olde Naples, a charming and historic neighborhood nestled in the heart of Naples, Florida. Known for its picturesque streets lined with tropical foliage and beautiful architecture, Olde Naples offers a unique blend of old-world charm and modern convenience.

This premier community is located in Collier County, just a stone's throw away from the pristine beaches of the Gulf of Mexico. Residents of Olde Naples enjoy easy access to upscale shopping, dining, and entertainment options along the iconic Fifth Avenue South.

Real estate in Olde Naples is as diverse as it is luxurious, with stunning waterfront estates, cozy beach cottages, and elegant condominiums to choose from. Whether you're looking for a seasonal retreat or a permanent residence, Olde Naples has something for everyone.

In addition to its prime location and stunning properties, Olde Naples boasts a vibrant cultural scene, with art galleries, theaters, and museums just minutes away. Outdoor enthusiasts will appreciate the numerous parks, golf courses, and recreational activities available in the area.

Experience the best of coastal living in Olde Naples, where the sun always shines, and the lifestyle is truly one-of-a-kind. Come discover why this historic neighborhood is one of the most sought-after addresses in Southwest Florida.

Newest Listings in Olde Naples

$4,599,000

3 Beds ⋅ 3.5 Baths ⋅ 226031335 MLS

Between the Gulf of Mexico and Naples Bay, this coastal contemporary home captures the charm of Old Florida living. Just six blocks to the beach and Naples Pier, and moments from 3rd Street South and 5th Avenue, it’s perfectly situated for the Olde Naples lifestyle. Filled with natural light, the home features 3 bedrooms plus a den, 3.5 baths, a gourmet kitchen, dining area, morning nook, and custom elevator. French doors open to rich wood floors and custom ceilings. Outdoor spaces include a front porch, second floor balcony, covered lanai, heated pool and spa, and lush tropical landscaping for privacy. Built to modern standards with impact windows, a whole-house generator, new A/C, and elevated construction that’s remained high and dry—this residence offers timeless coastal style and enduring quality in an exceptional location.

645 Broad AVE S, Naples

$399,900

1 Beds ⋅ 1 Baths ⋅ 226031250 MLS ⋅ 960 On Seventh BLDG.

Discover the best of **downtown Naples living at 960 7th St S, Unit 103!** Perfectly situated in the heart of **Old Naples**, this charming residence places you just moments from the white-sand Gulf beaches, **5th Avenue South and 3rd Street South**, with exceptional dining, boutiques, galleries, and entertainment nearby. A standout feature is the **convenience of an in-unit washer and dryer**. Leave the car behind and enjoy walking or biking to many of Naples’ favorite destinations. Whether you're looking for a seasonal retreat, full-time residence, or investment opportunity, this is your chance to enjoy the **Old Naples lifestyle in an unbeatable location!**

960 7th ST S Unit 103, Naples

$2,799,000

3 Beds ⋅ 2 Baths ⋅ 226031052 MLS ⋅ La Majorca BLDG.

Sophisticated coastal living in the heart of Olde Naples, just one block north of iconic 5th Avenue South. Beautifully renovated and thoughtfully designed, this three-bedroom, two-bath residence blends timeless style with an exceptional downtown location. The light-filled interior features 10-foot ceilings, substantial crown molding, luxury DuChateau hardwood flooring, custom 4” wood plantation shutters, and an elegant coastal palette. Open living and dining areas are highlighted by statement lighting and impact-glass sliders opening to a private terrace, while the beautifully appointed kitchen features brushed brass fixtures and stainless-steel appliances. The primary suite offers terrace access, a custom California Closets walk-in, and a spacious marble bath with dual vanities and soaking tub. Two additional bedrooms provide flexibility for guests or a home office. Recent improvements include PGT Low-E windows, hurricane-impact sliders, updated electrical and HVAC systems, and whole-panel surge protection. La Majorca offers a heated saltwater pool, secured assigned garage parking, additional reserved parking exclusively for La Majorca residents, a private storage unit, and elevator access. Step outside and enjoy one of Olde Naples’ most coveted locations, with 5th Avenue South, the beach, Third Street South, and Cambier Park all within easy reach

411 6th ST S Unit 301, Naples

$6,490,000

5 Beds ⋅ 5 Baths ⋅ 226030692 MLS

Enjoy the southern end of Old Naples in the perfect spot between two of the most prized streets; Gulf Shore Blvd and Gordon Drive. Just a block from the beach and a minute distance from Third Street shopping/dining, this home is an ideal location for beach lovers and metropolitans who value their privacy. Unwind on the spacious, covered outdoor living area, or in the pool and spa at the end of a long day. The spacious master bedroom with dual walk-in closets is located next to the office. With a layout that lends itself to convenient living and spacious suites for guests, this home is perfect for any type of entertaining. Converted to Natural Gas in 2021 and re-roofed in 2024, this home has the convenience and peace of mind actions taken that one looks for in an Old Naples home. A rare opportunity to enjoy one of the most coveted locations in the nation.

155 20th AVE S, Naples

$6,795,000

5 Beds ⋅ 5.5 Baths ⋅ 226029571 MLS

This exemplary home in a walk-to-beach-and-town location lives like brand new and is beautifully maintained. Built by Provident Beach Houses, this elegant home was featured in HGTV's Ultimate House Hunt as a 2023 Finalist for Amazing Kitchens. The gourmet kitchen features a Bertazzoni gas range, a huge center island, hidden pantry space, glass display cabinets and ample storage. The thoughtfully curated details throughout draw inspiration from tropical Dutch West Indies architecture, including wide smoked white oak hardwood flooring and 11 ft ceilings with whitewashed beams. The spacious primary suite opens directly to the pool and lanai and boasts a 15 ft beamed ceiling, motorized blinds and shades, enormous bath with double sinks, separate tub, multiple shower heads and a generous custom closet. The family room with built-ins opens seamlessly to the kitchen and lanai and a private office/5th bedroom wing offers a quiet retreat of its own. Upstairs, three additional en suite bedrooms surround an expansive game/living room with an exposed high-beam hip ceiling and built-in cabinetry complemented by a full second-floor laundry room and two balconies overlooking the pool and lanai. Outside, the tropical landscaping and full western exposure combine to capture those coveted Naples sunsets and a feeling of being on a perpetual vacation. The lanai is a true entertainer’s oasis with a summer kitchen featuring outdoor grill and sink, covered seating with retractable screens, a shell stone paver pool deck with glass railings, gas-heated pool, large party spa with LED accent lighting, sunny seating areas plus an outdoor shower. Additional features include plantation shutters and motorized shades new in 2024, wired for security and exterior cameras, Lutron lighting system, tankless hot water heater, whole house generator plus attached garage designed with room for car lifts.

1140 8th ST S, Naples

$450,000

1 Beds ⋅ 1 Baths ⋅ 226028917 MLS ⋅ Essex House BLDG.

OLDE NAPLES, 5TH AVENUE THE BEACHES STEPS AWAY- A PERFECT DOWNTOWN "BEACH COTTAGE" GET-A-WAY! NICELY TURNKEY FURNISHED, UPGRADED ONE BEDROOM, ONE BATH! "Welcome to your dream affordable downtown 5th Ave. condo in the prestigious Essex House in Olde Naples! ACT FAST, BEFORE THIS UNIT GOES TO RENTAL ONLY! NO FLOODING FOR ESSEX HOUSE, IT IS BUILT ON A HIGHER ELEVATION ON 5TH, THIS UNIT HAS NEVER FLOODED IN IAN, MILTON OR HELEN! This charming 1-bedroom, 1 bathroom unit boasts a plethora of desirable features, including TILE flooring for "easy maintenance", The first-floor unit offers easy access (right by the pool) and convenience, with laundry facilities and 1 assigned parking spot for added convenience. Step outside and enjoy the community pool, perfect for relaxing and soaking up the Florida sunshine. With its prime location, this condo is just a short walk away from the beautiful beaches of Naples, as well as a variety of shops and restaurants on 5th Avenue and 3rd Street South. Whether you're looking for a peaceful retreat or a vibrant social scene, this condo has it all. Don't miss out on the chance of a very affordable opportunity to own a piece of paradise in Olde Naples. Live the luxurious coastal lifestyle you've always dreamed of in this stunning Essex House condo. ESSEX HOUSE HAS LIBERAL RENTAL POLICY, SO THERE ARE SUBSTANTIAL VACATION INCOME POSSIBILITIES WHEN NOT IN RESIDENCE, (12 TIMES A YEAR, 30 DAYS EACH) and building is "PET FRIENDLY" (dogs/cats) a real rarity for Olde Naples Condo buildings. Schedule a showing today and make this your new home sweet home! Condo comes with One year home warranty for Buyer comfort.

534 4th AVE S Unit 3, Naples

$2,695,000

3 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. Offering two private suites plus a generous den with closet that easily converts to a third bedroom (with shared bath), the primary ensuite boasts wide-plank hardwood floors and spa-like comfort. Step outside to your spacious private balcony overlooking iconic 5th Avenue South— your front-row seat to 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 Olde Naples.

780 5th AVE S Unit 203, Naples

$13,500,000

5 Beds ⋅ 6.5 Baths ⋅ 226029919 MLS

Everyone Stops to Take a Picture. There are homes you walk past—and then there are homes that make you stop. Just one house from the beach in the heart of downtown Naples, this exceptional residence has become one of those unmistakable properties that catches the eye of nearly everyone who passes. People stop, admire it, and more often than not, take a picture. Inspired by the owners’ travels throughout the Mediterranean, the architecture is romantic, distinctive and beautifully detailed. At first glance, stately wrought-iron gates crowned with a pineapple finial welcome you to the property. Beyond them, twin limestone staircases gracefully sweep from either side toward the grand front entrance, creating an unforgettable sense of arrival. Look closer and the details become even more captivating: Juliet-style wrought-iron flower boxes, graceful fanlight transoms, open-air terraces, limestone accents and architectural elements reminiscent of a European villa. Then the grand front door opens to a dramatic foyer soaring 24 feet above—revealing that the magnificence of the exterior is only the beginning. It is a first impression you simply don’t forget. No wonder everyone stops to take a picture.

40 5th AVE S, Naples

$2,975,000

3 Beds ⋅ 3.5 Baths ⋅ 226028927 MLS ⋅ 382 Building BLDG.

Experience the very best of Olde Naples from this exceptional 3 bedroom, 3.5 bath condo at The Residences at 382, ideally positioned just off iconic Third Street South and only moments from the Gulf. Offering more than 2,400 square feet of beautifully designed living space, this sophisticated residence blends timeless coastal elegance with the ease of a truly walkable Naples lifestyle. Designed by Jeff Harrell & Associates, the spacious great-room floor plan is enhanced by volume ceilings and expansive walls of glass that create a seamless connection between the interior and an oversized outdoor living and entertaining area complete with fireplace. Thoughtfully curated finishes include Legno Bastone handcrafted European wide-plank flooring, custom cabinetry, quartz and marble surfaces, Thermador appliances and a natural gas cooktop, complemented by elegant furnishings and a refined, neutral design. The generous 3 bedroom layout provides privacy for family and guests, with each bedroom featuring its own en-suite bath. A secured elevator provides direct access to the residence, while an enclosed one-car garage, an additional assigned exterior parking space and private storage add convenience rarely found in the heart of Old Naples. Beyond the residence, the location is what truly sets the condo apart. Step outside and enjoy Third Street South's celebrated restaurants, boutiques and galleries, Cambier Park, the weekly farmers market and Naples' white-sand beaches—all within easy reach. The neighborhood continues to become even more desirable with the recently opened Olde Naples Hotel, while the highly anticipated reconstruction of the iconic Naples Pier is underway just down 12th Avenue South. This is more than a residence, it is an opportunity to enjoy the quintessential Olde Naples lifestyle, where mornings can begin with a walk to the beach, afternoons are spent along Third Street South and evenings end with a Gulf sunset, all just outside your door.

382 12th AVE S Unit 202, Naples

$5,950,000

4 Beds ⋅ 5.5 Baths ⋅ 226026258 MLS

Olde Naples corner-lot estate pairs ultra-luxury design with elite walkability. Dramatic 20ft great room features floor-to-ceiling glass & crystal sphere chandelier. Light-washed oak floors flow into a culinary kitchen with professional gas range & artisan blue beaded statement chandelier. Main-floor primary sanctuary offers direct courtyard access, glass sitting lounge & spa bath with freestanding soaking tub. Upstairs, a sunlit mezzanine loft study overlooks the great room, plus 2 en-suite guest suites and a covered veranda. Detached private guest house with separate entry provides an exclusive retreat or studio. Private tropical courtyard rivals elite resorts, showcasing a pool with cobalt-blue tile spa, triple waterfall wall & loggia with summer kitchen & gas fireplace. Unrivaled walkable lifestyle: 6 blocks to pristine white-sand Gulf beaches, 5 blocks to elite dining/boutiques on 3rd St S & 5 blocks to world-class 5th Ave S shopping.

1011 6th ST S, Naples

$4,750,000

5 Beds ⋅ 5.5 Baths ⋅ 226025231 MLS

Exceptional Olde Naples living in the heart of it all. Ideally located just 5 blocks from Historic Fifth Avenue South, 8 blocks from Third Street South, and minutes to the City Dock, lovely park overlooking the bay across the street, 888 10th Avenue South offers a sophisticated blend of luxury, comfort, and effortless coastal living. The spacious residence features four bedrooms in the main house plus a private guest cabana above the garage, providing an ideal setting for family and guests. Soaring 11-foot ceilings, Legno Bastone flooring, UMI quartz countertops, and a Thermador Professional Series kitchen showcase the home's elevated finishes. Generously sized primary suites and laundry facilities on both levels add exceptional functionality. The outdoor living spaces are designed for quintessential Naples entertaining, with a fully equipped outdoor kitchen, grilling area, gas fireplace, retractable screens, and sun deck surrounding the beautiful pool and raised spa. Three additional balconies offer glimpses of Naples Bay and the surrounding area. A rare opportunity to enjoy the privacy and comfort of a refined Olde Naples residence within easy walking distance of the very best of downtown Naples.

888 10th AVE S, Naples

$415,000

1 Baths ⋅ 226029056 MLS ⋅ Cove Inn BLDG.

Completely renovated studio residence at the Cove Inn on Naples Bay. The unit was stripped to the studs and fully rebuilt following Hurricane Irma in 2017, offering a fresh, updated interior in one of Old Naples’ most recognizable waterfront condo-hotels. Owners may enjoy the residence for personal use or participate in the optional on-site rental program, allowing guests to reserve the unit much like a traditional hotel room. The Cove Inn features a bayside swimming pool, on-site dining, complimentary parking and a prime location near Crayton Cove, Fifth Avenue South, Third Street South and the Gulf beaches. An appealing opportunity for a Naples getaway with flexible rental potential. Great Investment Opportunity

900 Broad AVE S Unit 139, 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.