OLDE NAPLES, FLORIDA

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Beautiful Olde Naples, bordered by Lake Park, Aqualane Shores and Royal Harbor, is one of Naples’ most unique neighborhoods. Each street ends at the beach, and the community’s rich history and wide variety of architectural styles makes it one of the most desirable in Naples. This historic neighborhood offers upscale shopping, fine dining and so much more. Famous for its walk-out fishing pier, sandy beaches, and Fifth Avenue and Third Street South, this may be the perfect place for you to find your dream home.

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

Positioned in the prime section of Olde Naples, this modern coastal cottage by renowned MHK Architecture captures the essence of luxury living—where you can walk to the beach, the boutiques and cafés of 3rd Street South, and the vibrant energy of 5th Avenue South. Thoughtfully designed to blend timeless charm with contemporary elegance, the residence showcases wide-plank white oak flooring, expansive floor-to-ceiling impact glass, and custom ceiling details that create a sunlit, open environment with effortless indoor-to-outdoor flow. The main level features a spacious living room anchored by elegant finishes and a custom-built-in TV console, a dining area with a wet bar appointed with quartz countertops and beverage drawers, and a chef-inspired kitchen with a large LG Signature wine fridge, high-end quartz counters, a center island, custom soft-close cabinetry, and an LG Signature refrigerator. Just off the kitchen, a powder bath complements the wide-open living space, which transitions seamlessly to the private outdoor retreat. Here, a heated pool and spa are framed by pavers, cascading fountains, lush tropical landscaping, and a gas fireplace with mounted TV—all designed for both grand entertaining and quiet evenings at home. The outdoor area has been thoughtfully enhanced with a custom grill, new pool equipment, pool shower, mosquito-repellent misting system, extended paver driveway accommodating nearly three cars, mosquito screen enclosure, artificial turf by the pool, and zoysia grass in the front yard. Bamboo trees complete the space, offering natural beauty and perfect shade for a serene, resort-like setting. The oversized primary suite serves as a private sanctuary, complete with a wet bar, sitting area, Juliet balcony, dual walk-in closets, and a spa-inspired bath with dual vanities, a freestanding soaking tub, and a separate glass shower. Guest suites are equally impressive, generously sized for king beds and offering private baths, while each bathroom throughout the home is finished with natural stone for a refined, spa-like feel. Upstairs, a versatile loft provides endless flexibility—ideal as a fitness studio, office, TV lounge, or creative retreat. Additional highlights include: a car lift in the garage, designer light fixtures throughout, a whole-home Sonos sound system, a new security system, full impact-rated windows and doors, a smart-home system with phone-controlled automation, app-enabled AC controls, and a kitchen water filtration faucet. Blending Olde Naples charm with modern sophistication, this exceptional residence offers an unmatched combination of location, design, and lifestyle.

$5,997,500 Active

1021 6th ST S NAPLES, Florida

3 Beds 4 Baths 4,042 SqFt 0.13 Acres

$12,900,000 Active

273 10th AVE S NAPLES, Florida

5 Beds 7 Baths 6,242 SqFt 0.2 Acres

A rarely offered opportunity! Just steps from the iconic Naples Pier and the sugar-sand beaches of Naples, FL. This one-of-a-kind treehouse bungalow is tucked within a lush tropical landscape and offers the perfect blend of modern amenities and artistic character. Designed for both relaxation and entertaining, the property provides a true private retreat while being just moments from world-class dining, shopping, and the vibrant lifestyle of 3rd Street South. Inside and out, the home boasts a collection of unique features including a durable metal roof, a heated swimming pool, a private courtyard oasis, and a detached bar house with its own kitchen for effortless entertaining. Tranquil touches such as a koi pond, a "widows-watch" raised covered seating area, an infrared sauna, and an outdoor shower create a spa-like atmosphere, while alley access adds convenience and future potential. Set on an oversized 77' x 151' lot, the possibilities here are endless. For investors, the property offers strong potential as a vacation rental or as a new construction spec home in one of Naples’ most sought-after neighborhoods. For end users, it’s an extraordinary canvas to create your dream beach retreat just steps from the Gulf of Mexico. With the newly reimagined Naples Pier soon to be completed, this property represents a truly rare chance to own a piece of paradise in the heart of Olde Naples. This property is a MUST-SEE!

$9,250,000 Active

61 12th AVE S NAPLES, Florida

4 Beds 5 Baths 3,997 SqFt 0.26 Acres

Submit ALL offers. Priced below appraised value, this stunning coastal retreat offers a rare opportunity in the heart of Old Naples' coveted beach block. Just steps from the iconic Naples Pier, award-winning dining, and the luxury boutiques of Third Street South, this west-facing home blends unbeatable location, architectural elegance, and unmatched storm resilience. Built in 2018 by SGM Building Group and designed by renowned architects Stofft Cooney, the home features impact-rated windows and doors, storm shutters, and a naturally elevated lot—providing exceptional protection. It withstood Hurricanes Ian, Milton, and Helene without damage, even during historic flooding—offering peace of mind rarely found in Naples real estate. Notably, the home never lost power during two major hurricanes, thanks to underground power lines—a rare and invaluable asset in coastal Florida. Inside, the open floor plan is ideal for both entertaining and everyday living. The expansive great room flows effortlessly to a resort-style outdoor space, complete with a summer kitchen, roll-down screens and shutters, and a sparkling pool framed by three tranquil water bowls. The gourmet kitchen is a chef’s dream, showcasing Taj Mahal Quartzite countertops, a Wolf range, steam and microwave ovens, and a Sub-Zero refrigerator with four drawers. A gallery hall leads to the luxurious first-floor primary suite with a spa-like bath and custom walk-in closet. An additional guest suite or office offers flexible use on the main level. Upstairs, take the elevator or elegant staircase to find three en-suite bedrooms, a cozy sitting area, dry bar, and private balcony—perfect for enjoying sunset views and the twinkling lights of Old Naples. Additional highlights include a temperature-controlled wine room, spacious laundry with storage, versatile flex space with en-suite bath (ideal for an office or extra bedroom), and two upper-level balconies with skyline views. Set amid lush tropical landscaping, this Bali-inspired, fully furnished home is move-in ready and offers a rare combination of elegance, durability, and privacy in one of Florida’s most prestigious neighborhoods. Don’t miss this exceptional opportunity—schedule your private tour today.

$7,950,500 Active

1230 Gulf Shore BLVD S NAPLES, Florida

5 Beds 6 Baths 5,784 SqFt 0.26 Acres

Exceptional Value in the Heart of Olde Naples. Gracefully designed, this home blends refined private living spaces with timeless elegance, all set in an exceptional location just moments from the Gulf, 5th Avenue South, and Crayton Cove. With almost 6,000 square feet of living space, this expansive 6 bedroom, 4.5 bathroom home features soaring ceilings, a private den, library, and a stunning third-floor bonus room perfect for entertaining or relaxing in total privacy. The gourmet kitchen is a chef’s dream, outfitted with Sub-Zero and Wolf appliances, dual dishwashers, and a spacious walk-in pantry. A dramatic two-story foyer is crowned by an imported chandelier and leads to an elegant second-floor mezzanine, framed by grand staircase and solid mahogany doors throughout. The private backyard oasis showcases a heated saltwater pool with tranquil water feature, surrounded by lush landscaping and mature trees. From the third-floor terrace, enjoy the impressive birds eye view while watching the City of Naples fireworks. A one of a kind experience from the comfort of your own home. Located in the heart of Olde Naples, within walking distance to Naples' finest beaches, dining, and shopping, this fully remodeled home is move in ready and delivers the best of downtown luxury living. Additional highlights include a garage ceiling height ready for car lift installation and multiple flex spaces including exercise room, family room, and media room. A true Olde Naples gem that combines size, value, and sophistication in one of the city's most coveted neighborhoods. A must see!

$5,795,000 Active

1160 8th ST S NAPLES, Florida

6 Beds 5 Baths 6,381 SqFt 0.17 Acres

Rarely available! Spectacular 5th Avenue penthouse front and center to all that's special in Olde Naples! This gorgeous completely renovated condominium affords beautiful hardwood flooring, a fabulous kitchen with state of the art appliances including a kitchen island with a beverage refrigerator and microwave plus a new HVAC. Two exquisite bathrooms are equipped with unparalleled fixtures. Offer FURNISHED, you will be amazed at the dazzling luxury in this two bedroom unit! The double balcony is the perfect place to enjoy parades, annual car shows, morning coffee or quiet sunsets and al fresco dining. Two assigned parking places for the owners. Stroll the infamous 5th Avenue and enjoy a plethora of dining and shopping venues with this most enviable address. Only two blocks to the incredible Gulf beaches!

$2,200,000 Active

365 5th AVE S 304 NAPLES, Florida

2 Beds 2 Baths 1,372 SqFt

Prepare to be amazed by this exquisite, fully furnished, and remodeled British Cayman inspired haven, just moments from the breathtaking Gulf of Mexico beaches! Positioned a mere three blocks from the shoreline, this luxurious 2-story residence with 4 bedrooms and 3 full and 2 half baths epitomizes the pinnacle of luxury living in Naples. Take a leisurely stroll just five blocks south to immerse yourself in the world-class shopping and dining experiences of 5th Ave S. As you approach, be captivated by the circular paved driveway and meticulously designed landscaping that elevate the curb appeal of this magnificent manor-style home. Enter through the custom Mahogany wood front doors of 33 3rd St and step into a grand yet welcoming great room that offers stunning views of the pool and tropical terrace. The ground floor primary suite features two walk-in closets and a lavish Master Bath. For those passionate about culinary excellence, the spacious gourmet kitchen showcases high-quality appliances, including a gas stove top, complemented by an outdoor kitchen. With ample space for entertaining, this home also boasts a heated pool and spa in your private backyard oasis, perfect for enjoying when you're not soaking up the Florida sunshine at the beach. With its sophisticated light neutral palette, French oak flooring, Anderson impact windows & doors, impeccable designer finishes and fixtures, and undeniable charm, this home is a true masterpiece waiting to be uncovered and cherished. In addition this home did not sustain any water issues from Ian or Milton.

$5,500,000 Active

33 3RD ST S NAPLES, Florida

4 Beds 5 Baths 6,255 SqFt 0.17 Acres

Location, Location, Location! This stunning 3-bedroom, 3-bathroom home is nestled on a spacious .34-acre double lot in the heart of Old Naples—one of the most desirable areas in Southwest Florida.
Move-in ready and landscaped like a beautiful botanical garden, this property offers a park-like setting with an in-ground pool, perfect for relaxing or entertaining. Inside, you’ll find beautiful kitchen cabinets, granite countertops, freshly painted interior and elegant crown molding throughout. Don’t miss this rare opportunity to own a slice of paradise in Old Naples. Whether you’re looking for a personal retreat or an investment property, this home is an incredible opportunity that won’t last long!

$3,600,000 Active

1135 7th ST S NAPLES, Florida

3 Beds 3 Baths 1,897 SqFt 0.34 Acres

Exquisite Old Naples Retreat: Luxury Living Steps from 5th Avenue and the Beach!
Discover unparalleled luxury in this stunning 3-bedroom, 3.5-bath single-family home, perfectly situated on a large corner lot along a beautiful tree-lined street in highly sought-after Old Naples. This exceptional residence offers over 3,200 square feet of meticulously designed living space under air, showcasing the finest in custom craftsmanship and high-end finishes.

Step inside to find a chef's dream kitchen, boasting high-end custom cabinetry and appliances that will inspire culinary masterpieces. Throughout the home, gleaming white oak floors add warmth and sophistication, creating a seamless flow from room to room.

Embrace the coveted Naples lifestyle with a short walk to the pristine white sands of the Gulf of Mexico (just 6 blocks away) and the vibrant energy of 5th Avenue's world-class shops and restaurants.

Outside, your private oasis awaits. The stunning and unique pool and spa provide the perfect setting for relaxation and entertaining, surrounded by an expansive large outdoor space. For your vehicles and storage needs, an oversized detached garage offers ample room, and private gated access ensures exclusivity and peace of mind.

This is more than a home; it's a lifestyle. Don't miss this rare opportunity to own a piece of paradise in Old Naples!

$5,999,000 Active

12 6th ST S NAPLES, Florida

3 Beds 4 Baths 4,413 SqFt 0.15 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

TRENDS

Click on the “VIEW Market Report” button to the right to view more statistics about the Olde Naples Real Estate Market including average selling price, number of active homes, recently sold properties, demographics and to subscribe to have updated reports sent to your email each month!