Naples Florida Realtors
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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

In the heart of Old Naples, 280 4th Avenue North sits on one of the largest and sought-after corner lots in the neighborhood — an expansive half-acre parcel (162 by 150 feet) surrounded by lush, manicured tropical landscaping. The original 1953 cottage evokes timeless Florida charm, while the grounds offer endless possibilities for creating your dream estate. Ideally just steps from Naples white-sand beaches, a few blocks to the new Four Seasons and its world-class amenities, and moments from Fifth Avenue South’s fine dining and boutiques, this property presents a rare opportunity to own a premier piece of Old Naples. Whether restoring the existing residence or designing a new masterpiece, the potential here is exceptional. $9,800,000 Active

280 4th AVE N NAPLES, Florida

4 Beds 3 Baths 4,086 SqFt 0.56 Acres

High and Dry – Over 11’ Elevation in Old Naples’ X500 Zone. On serene, tree-lined Broad Ct S, this rare Old Naples gem offers an extraordinary opportunity to claim your own private sanctuary. Set on a generous 0.20-acre lot with coveted southern backyard exposure, the property is bathed in natural light, creating an inviting backdrop for outdoor entertaining, lush gardens, and the quintessential Naples lifestyle. Mature landscaping and a tranquil neighborhood setting enhance the sense of privacy and calm. While tucked away in peaceful seclusion, the vibrant energy of downtown Naples is just moments away. Stroll to renowned 5th Avenue S and 3rd Street S for upscale shopping, gourmet dining, and cultural experiences, or enjoy the pristine sands of Naples Beach and the iconic Naples Pier within minutes. The existing residence, renovated in 2005 with impact windows, offers comfortable living as you envision your ultimate dream home. This is more than a property—it’s an invitation to create a bespoke luxury lifestyle where elegance, location, and tranquility converge in one of Naples’ most coveted enclaves. $2,695,000 Active

778 Broad CT S NAPLES, Florida

3 Beds 3 Baths 3,218 SqFt 0.2 Acres

Tucked away at one of Naples’ most coveted addresses, this extraordinary coastal retreat blends classic architectural charm and modern luxury with a private beach access just steps away to the Gulf’s shimmering shoreline. Set at the serene southern tip of Gulf Shore Boulevard on a pristine corner lot, this dual-drive bespoke residence offers a lifestyle defined by sun-soaked days, gentle sea breezes, and the effortless rhythm of beachfront living. Designed by the esteemed Stofft Cooney Architects, the home is a masterwork of Old Florida style reimagined with a contemporary sensibility. From the moment you enter, warm wood floors, custom finishes, and elegant millwork set a tone of understated sophistication. Light pours in through expansive windows, drawing your gaze toward tranquil garden views and a perfectly positioned southern-exposed pool. The heart of the home—a chef-inspired kitchen—seamlessly unites form and function with premium Wolf and Sub-Zero appliances, a generous island for casual gatherings, and both a butler’s pantry and wine bar for elevated entertaining. A series of open, flowing indoor and outdoor spaces create an inviting atmosphere for both intimate relaxation and grand celebrations. Outside, a private courtyard offers a lush tropical escape with a resort-style pool, summer kitchen, gas fireplace, and shaded dining areas designed for year-round enjoyment. Additionally, having a driveway placed on each side of this corner lot home allows for family & guests to maneuver with comfort and ease. The owner’s suite is a secluded retreat, complete with His & Hers baths, oversized closets, and a peaceful sitting area that invites morning coffee and quiet reflection. Guest accommodations are equally well-appointed, with a private first-floor suite, two additional ensuite bedrooms upstairs, and a private study that can easily transform into an additional bedroom. A separate guest residence with its own drive and entrance provides comfort and privacy for visitors or extended stays—complete with a spacious bedroom, sitting area, and full bath. For the car enthusiast or collector, two separate two-car garages—one with a lift system—offer room for up to six vehicles, while a full-house generator ensures uninterrupted comfort and convenience. Every detail of this home has been curated to reflect the relaxed luxury of life by the sea. Just a short stroll to the boutiques and restaurants of 3rd Street South, and mere steps from the beach, this is more than a home—it’s your coastal sanctuary in the heart of Naples. $8,800,000 Active

1975 Gulf Shore BLVD S NAPLES, Florida

5 Beds 8 Baths 7,801 SqFt 0.35 Acres

Unmatched location in the heart of Old Naples—just one block from 3rd Street South and three blocks to the beach. This timeless, elegantly updated home offers refined living steps from world-class dining, boutique shopping, and white sand shores. The light-filled layout features a dramatic entry, soaring ceilings, spacious living areas, and a state-of-the-art chef’s kitchen. Natural materials, custom finishes, and bold accents create a sophisticated yet comfortable atmosphere. Enjoy seamless indoor-outdoor living with a serene courtyard, pool, lanai, and private guest cabana. A rare opportunity for those seeking a low-maintenance ease, and a lock-and-leave lifestyle in one of Naples’ most desirable neighborhoods. $5,300,000 Active

426 13th AVE S NAPLES, Florida

3 Beds 4 Baths 6,823 SqFt 0.23 Acres

In the heart of Olde Naples, this refined residence marries timeless architecture with resort-caliber ease. An elegant foyer opens to sunlit living and dining spaces finished in shell-stone travertine, flowing to a chef’s kitchen with custom cabinetry, luxury appliances, premium finishes, and a wet bar made for effortless hosting. A family room spans the courtyard, blurring indoors and out. Upstairs, a serene primary suite and two gracious guest suites—each with lofty ceilings and tailored millwork—are joined by a flexible den/office and a well-placed laundry. Beyond, a walled courtyard becomes a private sanctuary with plunge pool, generous spa, espaliered greenery, outdoor speakers, and ample patio for dining under the Florida sky. Thoughtful comforts include an elevator, smart-home features, security system, and a spacious two-car garage with storage. Moments from Naples Bay, pristine beaches, and the boutiques and dining of downtown, this home offers the polished ease of luxury resort living—beautifully edited and impeccably executed. $5,885,000 Active

909 10th AVE S NAPLES, Florida

3 Beds 5 Baths 4,303 SqFt 0.12 Acres

In the vibrant heart of Old Naples, this beautiful residence offers an unparalleled blend of elegance and coastal charm. Just a short distance from shopping and dining on Fifth Avenue and only five blocks from pristine gulf beaches, this exceptional property is the ideal retreat for those who crave luxury and convenience. Go inside to discover an open and airy floor plan, where natural light pours through expansive windows, illuminating stylish living spaces and linear stone fireplaces. The seamless indoor-outdoor flow invites you to relax in the private, lush landscaped backyard, complete with an inviting pool, tranquil fire pit, and multiple areas for lounging and entertaining. The spacious light-filled primary suite is a sanctuary, offering a serene retreat. The spa-like bath includes a soaking tub, a walk-in shower and dual vanities. The home also features four beautifully appointed upstairs guest suites, each designed for comfort and privacy, along with an additional upstairs living area. A generously sized laundry room and an oversized two-car garage complete the space, adding convenience and functionality to this remarkable home. $10,750,000 Active

644 W Lake DR NAPLES, Florida

4 Beds 6 Baths 5,496 SqFt 0.2 Acres

This Gulf-front masterpiece offers an unparalleled blend of location, luxury, and resort-style living. Elevated above FEMA height standards, the home has experienced no water intrusion in living areas during recent weather events. The residence combines historic charm with sophisticated elegance. Originally built in 1886, the home underwent an extensive three-year renovation and reconstruction, completed in 2024 with Kukk Architecture. Now practically new, the residence preserves its heritage, grandfathered footprint, and distinctive character while offering modern luxury throughout. The 6,100-square-foot, fully air-conditioned living space maximizes its premier beachfront setting. The well-designed layout offers five spacious bedrooms, five full and two half baths, a private study, and a flexible sixth bedroom. Sweeping Gulf views provide a stunning backdrop. The gourmet kitchen boasts dual Cristallo quartzite islands, top-tier appliances, custom cabinetry, and a service kitchen. Additional features include a private gated entry, two fireplaces, elevator, whole-house generator, automated screens/shutters, water filtration, and ultra-efficient air conditioning. Perfectly positioned on the Gulf, just moments from the dining and boutique shopping of Third Street South and Fifth Avenue South. A rare opportunity in the heart of Old Naples. $22,995,000 Active

55 13th AVE S NAPLES, Florida

6 Beds 7 Baths 8,055 SqFt 0.53 Acres

Nestled in the heart of Old Naples, just three blocks from the beach and steps away from world-class shopping and dining on 5th Avenue and 3rd St South, this custom, newly built London Bay home is ideally located on a peaceful street. The open floor plan showcases luxurious finishes and attention to detail throughout. The spacious kitchen features a 13-foot island and an expansive walk-through pantry, complemented by rift oak and high-gloss white cabinetry that harmonizes beautifully with the wide plank oak floors. An open formal dining room and expansive great room with a bar flow effortlessly through pocketing sliding glass doors to a covered outdoor living area. This outdoor oasis includes a fireplace, an outdoor kitchen, automated screens, pool, a tranquil pond and water feature, and a beautifully designed private garden shower. The second floor is home to two guest suites, a comfortable bonus room, and the primary suite, which boasts two walk-in closets and a private balcony overlooking the tropical yard. Additional noteworthy features include a 3-car garage, an elevated generator, air-conditioning units, and tankless water heaters, all with the convenience of natural gas serving the property. $8,795,000 Active

355 7th AVE S NAPLES, Florida

4 Beds 5 Baths 6,691 SqFt 0.25 Acres

Luxury 3rd Floor Condo at The Mark on 8th – Downtown Naples Experience elevated living in this newly completed southern-exposure residence at The Mark on 8th. Offering over 1,700 sq. ft. of refined interior space and 2 garage parking spaces, this 3rd-floor condo features an open floor plan, floor-to-ceiling windows, and a spacious outdoor terrace ideal for relaxing or entertaining. The chef’s kitchen is equipped with Sub-Zero and Wolf appliances, custom cabinetry, and elegant finishes. Wide-plank Legno Bastone European oak floors run throughout. The luxurious primary suite includes two walk-in closets and a spa-like bath with dual vanities. Residents enjoy top-tier amenities including a spa and sauna, sun-shelf pool, outdoor grills and firepit, fitness center, and a golf simulator. Located just steps from 5th Avenue’s renowned shopping and dining, and minutes from the white-sand beaches of the Gulf, this is premier downtown Naples living. $2,150,000 Active

201 8th ST S 308 NAPLES, Florida

2 Beds 3 Baths 1,934 SqFt

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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:

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!

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