OLDE NAPLES, FLORIDA

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Olde Naples – Historic Charm, Coastal Elegance & the Heart of Downtown Naples

Olde Naples is one of the most iconic and beloved neighborhoods in Naples, Florida — a timeless coastal district where historic charm, tropical beauty, and modern luxury blend seamlessly. Known for its signature streets lined with coconut palms, walkable beach access, and a relaxed yet refined atmosphere, Olde Naples captures the essence of classic Florida living.

This historic neighborhood traces its origins back to the late 19th century, with its official founding in 1886. One of its most treasured landmarks, the Palm Cottage, built in 1895, remains the oldest surviving home in Naples and a symbol of the area’s rich heritage.

Today, Olde Naples offers a unique mix of original Florida cottages, elegant single‑family estates, and contemporary luxury residences — all set within a lush, coastal environment that feels both vibrant and serene.

A Walkable Coastal Village

One of the defining features of Olde Naples is its walkability. Nearly every street leads directly to the beach, creating a rare and highly desirable lifestyle where residents can stroll from home to the Gulf of Mexico in minutes.

The neighborhood is also home to Naples’ most celebrated destinations:

5th Avenue South – upscale dining, boutiques, galleries, and cultural events
3rd Street South – charming cafés, historic architecture, and luxury shopping
Naples Pier – a beloved landmark for sunsets, fishing, and dolphin watching

This combination of beach access, culture, and walkable luxury makes Olde Naples one of the most sought‑after communities in Southwest Florida.

Architecture & Lifestyle

Walking through Olde Naples reveals a captivating blend of architectural styles:

Restored historic cottages
Classic Florida ranch homes
Mediterranean‑inspired estates
Modern coastal new construction
Luxury villas and low‑rise condominiums

Each property is surrounded by mature landscaping, tropical gardens, and quiet streets that preserve the neighborhood’s intimate, village‑like feel.

Residents enjoy a lifestyle defined by:

Beach walks at sunrise and sunset
Outdoor dining and boutique shopping
Art festivals, cultural events, and live music
A friendly, welcoming community atmosphere

Olde Naples is a place where luxury feels effortless and everyday life feels like a vacation.

History & Timeless Appeal

From its early days as a small coastal settlement to its evolution into one of Naples’ most prestigious neighborhoods, Olde Naples has maintained its charm and authenticity. The preservation of historic sites, combined with thoughtful redevelopment, has created a community that honors its past while embracing modern elegance.

Why Buyers Love Olde Naples

Walkable lifestyle with direct beach access
Historic charm blended with modern luxury
Proximity to 5th Avenue South & 3rd Street South
Iconic landmarks like Naples Pier & Palm Cottage
Lush, tropical streetscapes and mature landscaping
Wide range of architectural styles and property types
Vibrant cultural scene, dining, and boutique shopping

Ideal for: Buyers seeking a refined coastal lifestyle, walkability, historic character, and a central location in one of Naples’ most prestigious and picturesque neighborhoods.

Homes for Sale in Olde Naples

From cozy beach cottages to elegant mansions and upscale condominiums, the homes for sale in Olde Naples run the entire architectural spectrum. Thanks to strict building codes, all the beachfront residences in the community are single-family homes; you won’t find high-rise condos on the beach in Olde Naples.

OLDE NAPLES PROPERTIES

Custom built and designed by Harrell & Co., this architecturally distinctive residence stands apart in Old Naples, showcasing clean lines, dramatic ceiling details, and expansive floor-to-ceiling glass. Situated on one of the area’s most desirable streets, just blocks from 3rd Street South and the Gulf’s white sand beaches, the home features four en-suite bedrooms, two powder rooms, a private den, and a separate casita. The open-concept interior blends thoughtful architecture with refined finishes, including bespoke cabinetry and millwork, Wolf and Sub-Zero appliances, and European oak flooring. Walls of glass connect seamlessly to the outdoor living area, complete with a summer kitchen, pool, and spa. An oversized lounging area with artificial turf and southern exposure provides an ideal setting for enjoying the Florida sunshine. Additional highlights include a Lutron lighting system, motorized shades, private elevator, dry bar with both bar and wine fridges, whole-house 48 kW generator, natural gas, and electric roll-down screens and shutters. All three garages are air-conditioned and with alley access. A rare combination of architectural distinction, exceptional functionality, and refined coastal living in the heart of Old Naples.

$9,900,000 Active

636 13th AVE S NAPLES, Florida

4 Beds 6 Baths 4,819 SqFt 0.29 Acres

An extraordinary expression of modern coastal luxury, this architecturally striking residence enjoys an enviable location just two blocks from the pristine shores of the Gulf. Conceived through the creative collaboration of Integral Builders, Lotus Architecture, and L1 Design, this exceptional two-story home offers 4,100 square feet of beautifully curated interiors, where sophisticated design, dramatic architectural elements, and effortless indoor-outdoor living come together in perfect harmony. Originally created as a model residence, the home showcases an impressive collection of designer finishes and distinctive details throughout. A spectacular entry reveals soaring 22-foot ceilings, expansive walls of glass, and an abundance of natural light, establishing an immediate sense of grandeur. The dramatic great room, anchored by a statement fireplace and architectural feature wall, flows seamlessly into an elegant dining area and a stunning chef’s kitchen appointed with premium Wolf and Sub-Zero appliances, a magnificent waterfall-edge island, custom cabinetry, and a generous walk-in pantry. The thoughtfully designed main level includes a luxurious primary retreat featuring distinctive shiplap ceiling accents, dual closets, a spa-inspired bath, and private terrace access. An additional guest suite and a beautifully appointed study with sliding barn doors provide exceptional comfort and versatility. Upstairs, two spacious en-suite guest bedrooms are complemented by an inviting loft lounge and a private balcony overlooking the resort-style outdoor living area. Designed for year-round enjoyment and exceptional entertaining, the outdoor sanctuary features a covered lanai, inviting fireplace, fully equipped summer kitchen, and a spectacular pool and spa surrounded by lush tropical ambiance. A rare four-bay garage offers outstanding flexibility for automobile enthusiasts, recreational vehicles, or additional storage. Combining timeless architectural sophistication with the relaxed elegance of Naples coastal living, this remarkable residence presents an exceptional opportunity to enjoy refined luxury just moments from the beach, Four Seasons as well as 5th Avenue and 3rd Street renowned for its fine dining and shopping.

$6,750,000 Active

405 7TH AVE N NAPLES, Florida

4 Beds 5 Baths 4,092 SqFt 0.29 Acres

Welcome to The Palm HouseOld Naples | New Construction | Private Guest CasitaWelcome to The Palm House, a stunning new-construction residence in the heart of Old Naples, where timeless coastal charm meets sophisticated luxury. Thoughtfully designed and crafted with the finest materials, this exceptional four-bedroom, three-bath residence showcases impeccable craftsmanship, elegant finishes, and beautifully curated living spaces designed for both refined everyday living and effortless entertaining. Luxurious marble tile and countertops throughout the kitchen and bathrooms add a timeless elegance, complementing the home's sophisticated coastal aesthetic.A private casita offers an inviting retreat for visiting family and friends, complete with a thoughtfully designed morning bar and evening cocktail area—the perfect setting for leisurely mornings and sunset gatherings.Designed for the ease and elegance of Old Naples living, the property features a welcoming circular driveway ideal for convenient arrivals and effortless golf cart living, along with an enclosed garage discreetly accessed from the alleyway, providing secure and convenient parking for your vehicle.Ideally situated in one of Naples’ most coveted neighborhoods, The Palm House is next door to the newly opened, prestigious Four Seasons Resort Naples Beach Club, placing world-class hospitality, pristine beaches, acclaimed dining, charming boutiques, art galleries, and the vibrant energy of downtown Naples just moments away.Seamless indoor-outdoor living, exceptional materials, and impeccable craftsmanship capture the very best of the quintessential Old Naples lifestyle. Located in an X500 flood zone, this remarkable property presents a rare opportunity to own a newly constructed, beautifully appointed residence with a private guest retreat in one of Naples’ most desirable locations.The Palm House—where timeless coastal elegance meets the extraordinary Old Naples lifestyle.

$5,757,000 Active

757 Broad CT S NAPLES, Florida

4 Beds 3 Baths 3,000 SqFt 0.21 Acres

COME EARLY AND QUICK to see this gem of a condo nestled in Olde Naples. Surrounded by multi-million-dollar homes on Second Street South in Downtown Naples, this bright, sunny end unit, 2Bedroom/ 2 Bath (0), 55+ and co-op condo is on the 2nd floor of “Buttonwood by the Beach” and has been totally renovated and boasts top design fixtures and state of the art full-size appliances (Bosch & Sharp), plus glass enclosed modern bathrooms! This unit is a “steal” with most same sized condos in the surrounding neighborhoods of Downtown, Naples Square, Venetian Village or the Moorings regularly priced in the $1.5 to $2.0 million and up and is not far from the luxury estate homes of Port Royal by the Gulf. In a low-density building (with only 6 units), this is a perfect “pied a terre” for the busy executive, newly or semi-retired couple who “want to get away from it all” and live in an exciting but peaceful area! No need to join a Fitness Spa here, the condo is located on a peaceful tree lined street, only two blocks from the white sandy beach or a walk up to our famous Fifth Avenue, noted for some great shopping and fabulous gourmet restaurants! Third Street is where our posh locals and tourists go out shopping, dining, or to their Saturday morning Farmers Market! Also, within walking distance or cycling is Cambier Park, the center of our Sunday concerts, or the Jazz Club at the Norris Center…and the city Tennis Club! The Contemporary Art Center is on Park, and up on 41 North near Waterside Shoppes is “Artis Naples” or the former Philharmonic Hall. For those addicted to pickleball, Naples boasts one of the largest Sports Centers, with National competitions all year long, out along US 41 East. So come see your new home, steps away from everything exciting. Drop off your bags, grab your beach towel and run to the beach to catch the setting sun…a quick change and meet your friends for dinner on 5th…then you’ll know you’re in PARADISE! Full details on this fantastic fully renovated condo are available for pickup when you come by to see the unit, which also has a small outside porch; sturdy carport space with tall ceilings; large secure storage lockers and ample space for residents to put their beach gear and bicycles. All Welcome…and at only $815,000!

$815,000 Active

536 2nd ST S 536 NAPLES, Florida

2 Beds 2 Baths 1,000 SqFt

This exceptional Old Naples custom estate is was recently remodeled by Judith Liegeois Design. Showcasing sleek architectural elements, an open floor plan and enhanced through extensive upgrades, this residence epitomizes refined coastal living. Spanning 3,240 square feet under air and 4,872 total square feet, the residence offers five spacious bedrooms and five-and-a-half bathrooms. Every detail has been thoughtfully curated, from the striking modern staircase and pocketing sliders to the detailed crown moulding, oversized baseboards, and elegant wood coffered and tray ceilings. The gourmet kitchen features stainless steel appliances and custom triple-tier cabinetry with glass inserts. Custom wood and tile flooring, along with seamless indoor-outdoor transitions created by pocket sliding doors enhance the home's ambiance. The upper level includes a stylish wet bar and three ensuite guest bedrooms. The outdoor living area is a private tropical oasis, while the lanai features a resort-style pool and spa, an outdoor kitchen with BBQ, a generous seating area, and lush tropical landscaping. Just moments from Fifth Avenue South’s world-class dining, shopping, and white-sand beaches that make Naples one of Florida's most coveted destinations.

$6,995,000 Active

473 1st AVE S NAPLES, Florida

5 Beds 6 Baths 3,240 SqFt 0.16 Acres

Perfectly positioned on one of Old Naples’ most sought after, mahogany-lined avenues, this coastal casual masterpiece delivers over 5,000 square feet of refined, effortless luxury living. Classic, timeless, and exquisitely finished, the light-filled open floor plan showcases a stunning great room designed for elevated entertaining. Built in 2015, this meticulously maintained residence lives better than new, featuring wide-plank wood flooring, plantation shutters, and a gourmet chef’s kitchen appointed with Wolf and Sub-Zero appliances. The indulgent, 1,000+ square foot primary suite offers a serene sitting area, an expansive walk-in closet, a morning kitchen, dual water closets, and a private covered balcony overlooking the manicured grounds. A spacious ground floor VIP suite provides flexibility for a main-level primary, and the home includes provisions for a future elevator. Thoughtfully designed with abundant storage, extensive built-ins, and two laundry rooms, the home blends practicality with sophistication. Lush tropical landscaping, palms, and curated flower and herb gardens create a tranquil backdrop for the sun-drenched pool and spa. Moments to the beach and the best of Old Naples, this exceptional residence embodies luxury living at its finest.

$8,995,000 Active

501 2nd AVE N NAPLES, Florida

4 Beds 5 Baths 5,088 SqFt 0.23 Acres

LOCATION LOCATION LOCATION !! This charming shabby chic cottage-style residence on a spacious .22-acre lot is located 4 BLOCKS from the BEACH, 5 blocks to 5th Ave, 2 blocks to the library, 7 blocks to the new Gulfshore Playhouse and presents an exceptional opportunity for INVESTORS and BUILDERS seeking a site for a thoughtfully designed Luxury residence. The investment opportunity for 442 Central Avenue centers on the land and its redevelopment potential. Envision a custom home with spacious interiors, seamless indoor-outdoor living, and architectural details that capture the COASTAL LIFESTYLE located at the heart of the Naples renown Cultural Center and Art District. Whether developing for resale, creating a private retreat or creating seasonal income, this is your opportunity! NAPLES GIS FEMA MAP CONFIRMS this home is in the X500 Zone. NO FLOODING from hurricane Irma, Ian or Milton.Central Ave offers a Royal Palm lined street with ample street parking for overflow guests, short walk to boutiques, restaurants, and entertainment with a hospital conveniently located approximately a quarter mile away. Bring your Architect, Builder, or renovation vision to explore both paths: new construction or an income-producing Coastal Retreat. Schedule your private showing today!

$3,250,000 Active

442 Central AVE NAPLES, Florida

2 Beds 2 Baths 1,000 SqFt 0.22 Acres

One or more photo(s) has been virtually staged, AI generated or rendered. "Live Life Beautifully in Southwest Florida" in this beautifully maintained three-bedroom, two-bath turnkey-furnished condo located in the Terraces of Olde Naples. This one-owner residence has been lovingly cared for and lightly used as a guest home for family and friends. Built in 1997 and thoughtfully remodeled, the condo features a bright, elegant kitchen with quartzite countertops, custom cabinetry with glass inserts for displaying, and Thermador appliances, including an induction cooktop & hood above for ventilation, plus built in counter height microwave.The main living areas showcase Bella Cera Oak hardwood flooring, while two bedrooms are carpeted for comfort. The third bedroom is versatile, offering a pullout sofa for additional guests. Enjoy a southern-exposure balcony overlooking Olde Naples, filling the home with natural light fromthe east, west, and south. Being on the top floor, the residence is exceptionally light and bright. Additional highlights include a custom-designed laundry room with cabinetry, sink, and quartz countertops; extra storage conveniently located on the first-floor foyer; and one private garage space. The primary suite offers a spa-like bathroom with white marble countertops, a beautiful contemporary shower, and a custom-built walkin closet. Just off main living area is a extra large lanai with view of the pool area & access to primary bedroom bringing once again all the natural light we want from SW FL living. Ideally located just blocks from Fifth Avenue South, 3rd Street Shopping/Restaurants & and six blocks from Naples’ pristine beaches, this exceptional property truly has it all.

$1,900,000 Active

611 10th AVE S B2 NAPLES, Florida

3 Beds 2 Baths 1,857 SqFt

Experience rare coastal charm and modern sophistication at the iconic Captain Parker House, ideally located within walking distance of 5th Ave S, 3rd St S, Cambier Park, and the beach. Meticulously restored throughout, the residence showcases old-growth heart pine flooring, shiplap detailing, whimsical designer tile, a freestanding soaking tub, and a bespoke fireplace surfaced in hand-picked oyster shells.The gourmet kitchen is appointed with a French Lacanche gas range, Sub-Zero refrigerator, and built-in wine cooler. Structural and mechanical updates include impact-resistant glass, a standing seam metal roof, Hardie board siding, and a whole-house backup generator. Outside, lush grounds host a grotto pool nestled amid a mature canopy of a 50-foot Royal Poinciana, coconut palms, banana trees, coffee plants, and flowering gardenias.

$4,995,000 Active

680 8th AVE S NAPLES, Florida

3 Beds 3 Baths 3,050 SqFt 0.17 Acres

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Dining, Shopping and Entertainment Near Olde Naples

Olde Naples is home to the Third Street South and Fifth Avenue shopping centers, both upscale experiences featuring high-end retailers. It’s also home to some of the city’s best restaurants, including The Boathouse on Naples Bay, The Claw Bar, Seventh South Craft Food + Drink and Campiello. You’ll find a wide range of dining options, from fast-and-fresh places where you can grab a salad to go to award-winning fine dining.

There’s always something to do in Olde Naples, whether you want to spend a few hours reading a book at your favorite café, lounging on the beach or exploring art galleries (two of the most popular are Sheldon Fine Art and the Gardner Colby Gallery). The Naples Yacht Club, Olde Cypress Golf Course, and a number of country clubs, tennis clubs and other amenities are located inside or just outside the community.

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Drive Times From Olde Naples

Olde Naples is in a very convenient location on the Gulf. This one-of-a-kind community is:

2 miles from Coquina Sands
3 miles from Moorings
3 miles from Port Royal
5 miles from Park Shore
6 miles from Grey Oaks
7 miles from Pelican Bay
7 miles from Pine Ridge
9 miles from Tiburón
10 miles from Pelican Marsh
10 miles from Vanderbilt Beach

Golf Courses Near Olde Naples

The Olde Cypress Golf Course is at the border of the Olde Naples area, and there are several golf and country clubs near the community. Some of the most popular among locals include Wilderness Country Club, Royal Poinciana Golf Club, Naples Grande Golf Club, Foxfire Country Club and the Lakewood Country Club.

Public Parks Near Olde Naples

Cambier Park, Baker Park and Rodgers Park are all within a short jaunt from Olde Naples. Some of the other popular parks, many of which offer playgrounds, volleyball courts and basketball courts, and even space for dogs to run off-leash include Veterans Memorial Park, Charlie C. Anthony Park and the River Park Playground, as well as Merrihue Minim Park, Sugden Regional park and the Naples Dog Park.

Retiring in Olde Naples

Olde Naples is an excellent place to retire due to its proximity to all the amenities you need. Whether you’re a golfer, an avid shopper or a foodie, there’s something for you within a short distance from the Olde Naples community. You’ll find banks, physicians’ offices, dental practices, grocery stores and so much more within a quick drive from your front door if you retire in Olde Naples.

Olde Naples History

Olde Naples is the city of Naples’ historic district. In the early 1930s, winter visitors started coming to the area to warm up and enjoy the sun, sand and spray. A small golf course was located at the end of Fifth Avenue, right near the beach, and Charles Lindbergh used to stop by the area to pick up supplies on his way to and from his retreat in Sanibel.

The downtown area had only a few businesses at that time, as most people were just passing through on the then-new Tamiami Trial. However, as hotels began to spring up over the years, Olde Naples grew in popularity – and so did the other communities nearby.

Please contact us today to learn more about Olde Naples Real Estate or Naples’ luxury lifestyle and offerings. Talk to you soon!

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OLDE NAPLES MARKET TRENDS

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