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$13,500,000
5 Beds 7 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 Avenue S, Naples

Listing Courtesy of Coldwell Banker Realty

$4,750,000
5 Beds 6 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 Avenue S, Naples

Listing Courtesy of John R Wood Properties

$25,000,000
6 Beds 8 Baths 226022104 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. An exceptional opportunity to own a newly constructed estate on one of Olde Naples’ most coveted beach-block streets, just one property from the sugar-sand beaches of the Gulf of America. With Third Street South only moments away, the home’s location offers effortless access to Naples’ finest dining, boutiques, galleries, and the beach—all within an easy walk. Scheduled for completion in 2027, this six-bedroom residence is the collaboration of Beck Architectural Group, acclaimed interior designer Ana Oates, and Kurtz Homes, one of Naples’ most respected custom builders. Together, they have created a home that pairs timeless coastal architecture with refined interiors and meticulous craftsmanship. Offering nearly 7,000 square feet of air-conditioned living space and more than 10,000 square feet under roof, the residence is designed for both elegant entertaining and relaxed everyday living. Expansive walls of glass blur the line between indoors and out, filling the home with natural light and opening to a private outdoor retreat. At its center is a beautifully appointed chef’s kitchen featuring a statement 60-inch La Cornue range, an oversized butler’s pantry, and extensive custom cabinetry. Generous gathering spaces flow effortlessly throughout the home, creating an ideal setting for intimate family living or large-scale entertaining. Outside, the resort-inspired grounds—thoughtfully designed by landscape architect Max Gooding—offer year-round enjoyment with a pool and spa, expansive covered terraces, open-air lounges, a fully equipped outdoor kitchen, and lush tropical landscaping that provides both beauty and privacy. The primary suite offers a tranquil retreat, while five additional guest suites ensure exceptional comfort for family and visitors. Every element of the home has been thoughtfully integrated, from premium materials and architectural detailing to the latest home technology. Few opportunities exist to acquire a newly built residence of this caliber in such an irreplaceable location. Just steps from the Gulf and moments from Third Street South, this is a home defined by exceptional design, enduring quality, and one of the most desirable addresses in Olde Naples.

1100 Gulf Shore Boulevard S, Naples

Listing Courtesy of William Raveis Real Estate

$4,995,000
3 Beds 4 Baths 226022088 MLS
On a desired, tree-lined street in the heart of Old Naples, this exceptional residence offers refined coastal luxury just moments from the pristine Gulf beaches and the acclaimed dining, shopping and entertainment of Fifth Avenue South. Situated within The Gables on Sixth Street, an exclusive enclave of only seven residences designed by Harrell & Associates, the home combines privacy, sophistication and an unrivaled location. A gated rear entrance leads to an air-conditioned three-car garage complete with a vehicle lift and custom built-in storage. Spanning more than 4,300 square feet of beautifully designed living space, the light-filled interior showcases rich hardwood and stone flooring, elegant architectural details and a seamless open-concept floor plan. The redesigned chef’s kitchen serves as the heart of the home, featuring premium appliances, custom cabinetry, an oversized island ideal for entertaining and a climate-controlled wine room with capacity for more than 450 bottles. Designed to embrace the Naples lifestyle, expansive walls of glass connect the great room to a stunning outdoor living area. The covered lanai, highlighted by striking glass floor panels suspended above the pool and spa, creates a dramatic architectural focal point. A fully equipped summer kitchen, gas fireplace and retractable screens provide the perfect setting for year-round entertaining and relaxation. The second floor offers three generously sized en-suite guest bedrooms, while the luxurious primary suite serves as a private retreat complete with a serene balcony and spa-inspired bath featuring exceptional finishes and thoughtful design. Blending timeless elegance, modern comfort and an extraordinary convenient location, this residence represents a rare opportunity to enjoy a luxurious coastal lifestyle and the best of Old Naples living.

32 6th Street S, Naples

Listing Courtesy of Premier Sotheby's Int'l Realty

$9,750,000
4 Beds 6 Baths 226019430 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Set just steps from the Gulf and the celebrated boutiques and restaurants of Third Street South and Fifth Avenue South, this extraordinary newly built estate embodies the pinnacle of refined Old Naples living. Crafted in 2017, this gorgeously furnished four-bedroom + den residence offers an exceptional blend of timeless coastal elegance and modern luxury across an impeccably curated floor plan. From the moment you enter, the home captivates with soaring ceilings, wide-plank French oak flooring, bespoke millwork and designer lighting that create an atmosphere of understated sophistication. Walls of glass fill the interior with natural light, while seamless indoor-outdoor transitions invite effortless entertaining and relaxed resort-style living. At the heart of the home, the spectacular chef’s kitchen is a true statement of luxury and design, featuring an oversized island, a commanding 48-inch Wolf gas range, dual Sub-Zero refrigeration, Miele built in wine refrigerator, Miele built-in coffee system, premium fixtures and custom cabinetry tailored for both grand-scale entertaining and everyday comfort. Adjacent living and dining spaces are anchored by a beautiful private tropical retreat where every detail has been thoughtfully considered. The outdoor Oasis features a stunning custom pool and spa with oversized sun shelf, towering private bamboo hedge, and outdoor kitchen, creating an atmosphere reminiscent of an exclusive luxury resort. The first-floor primary suite is a serene sanctuary, offering spa-like amenities, a luxurious bath retreat and a custom walk-in wardrobe. A private detached cabana guest suite on the main level provides exceptional comfort and privacy for visitors. Accessible by both a private spacious elevator and staircase, the second level is designed for elevated entertaining and relaxed living alike. A comfortable loft serves as a central gathering space surrounded by 3 beautifully appointed en-suite guest bedrooms. Additional features include impact-resistant doors and windows, whole-house 20- kilowatt generator and the highest level of craftsmanship and finishes throughout. An exceptionally rare offering in one of Naples’ most prestigious locations, this remarkable estate delivers unparalleled luxury, timeless architecture and the ultimate Olde Naples lifestyle just steps from the beach and world-class dining and shopping. This home offers you the convenience of living a life of walking to the beach every day, dining on Third Street, and enjoying the newly opened Olde Naples Hotel which offers a bar for an evening beverage after you enjoy the beautiful Naples sunsets.

160 Broad Avenue S, Naples

Listing Courtesy of John R Wood Properties

$8,995,000
4 Beds 6 Baths 226016685 MLS
Experience the epitome of luxury living in this exceptional new construction home, perfectly situated in the heart of Olde Naples. Crafted by Refined Builders, this remarkable residence presents a rare opportunity to own a true masterpiece in one of Naples’ most coveted locations. Ideally positioned just minutes from the world-class dining and shopping of 5th Avenue South and 3rd StreetSouth, as well as Naples’ iconic beaches, this 4-bedroom + den, 5.5-bath home offers the perfect blend of luxury, comfort, and convenience—complemented by tranquil lake views from the 2nd floor and lush tropical landscaping. Wide-plank European oak floors and tongue-and-groove ceilings set a sophisticated tone, while the expansive great room flows seamlessly into a stunning gourmet kitchen featuring a quartz-clad center island, sleek two-tone cabinetry, and a full suite of premium Thermador appliances—ideal for both everyday living and elegant entertaining. Sliding glass doors lead to your private outdoor sanctuary, complete with a resort-style saltwater pool and spa, custom summer kitchen, and a spacious covered lanai—perfect for seamless indoor-outdoor living. The first-floor primary suite is a luxurious retreat with direct pool access and a spa-inspired bath featuring a soaking tub, oversized walk-in shower, and dual vanities. Upstairs, three ensuite guest bedrooms—including a VIP second master—are accessible via stairs or a private elevator. A bonus living room with wet bar, scenic balcony, and captivating lake views provides a relaxed space to unwind or entertain. Additional highlights include dual laundry rooms, a 3-car garage, tankless water heater, whole-house generator, and propane tank.

493 8th Avenue S, Naples

Listing Courtesy of Coldwell Banker Realty

$2,593,000
3 Beds 3 Baths 226014309 MLS
Prime Olde Naples homesite on a quiet Broad Ct S street, offering southern rear exposure and desirable "high and dry" X500 elevation. This 74’ x 115’ interior lot provides flexibility for future design and construction while allowing immediate enjoyment of the existing residence. The property’s location supports convenient access to nearby beaches, downtown shopping, dining, and cultural amenities. Alley access enhances future architectural possibilities, including garage placement and courtyard configurations. Mature landscaping and a private setting create a comfortable environment today, with fine opportunity for redevelopment. Whether planning a new residence or seeking an Olde Naples location with immediate usability, this property offers a balanced opportunity combining elevation, exposure, and neighborhood setting. Compare this lot with other Old Naples land or redevelopment offerings.

778 Broad Court S, Naples

Listing Courtesy of Douglas Elliman Florida, LLC

$6,495,000
4 Beds 6 Baths 226011370 MLS
Completely reimagined and finished in 2025, this beautifully renovated Old Naples residence lives like a new home. Offering just under 3,000 square feet, the property includes four bedrooms and 5.5 baths designed for effortless luxury living. An open layout connects the living, dining and kitchen areas, creating an inviting flow for everyday living and entertaining. The chef's kitchen features a Wolf six-burner gas range, Sub-Zero refrigerator, and Sub-Zero wine cooler with additional refrigerator and ice drawer. Cristallo quartzite countertops, a marble-clad island and custom Crystal cabinetry combine elegance with function. The primary suite offers vaulted ceilings, a sitting area and views of the pool. Its spa-style bath includes a Kohler soaking tub, rain and body-spray shower, and custom California Closets with integrated lighting. Outside, a new saltwater pool with spa creates a resort-like setting. A full outdoor kitchen with grill, refrigerator, sink and TV makes entertaining easy. Near Third Street South dining, shopping and Naples white sand beach.

1355 4th Street S, Naples

Listing Courtesy of Premier Sotheby's Int'l Realty

$11,495,000
5 Beds 7 Baths 225081393 MLS
Introducing 544 13th Avenue South — a newly completed Coastal Contemporary estate that sets a new standard for modern Old Naples living. The striking white façade, elevated entry, and meticulously curated landscaping create an immediate sense of presence and sophistication. Designed by Falcon Design, crafted by Waterside Builders, and finished by Dianna Horsley Design, this residence offers 6,760 sq. ft. under roof and 5,436 sq. ft. under air, delivering a flawless blend of architectural excellence and refined livability. The thoughtful layout provides two main-level bedrooms, including a serene primary suite with spa-quality finishes, and a second bedroom that functions beautifully as a guest suite or dedicated office. Inside, clean lines, designer lighting, and expansive windows fill the home with natural light. The gourmet kitchen is equipped with custom cabinetry, a large center island, top-tier appliances, and a discreet service kitchen ideal for hosting and catered events. The great room opens seamlessly to the outdoors through full-height sliders, creating effortless indoor–outdoor living. The outdoor environment is truly resort-caliber, featuring a stunning pool with sun shelf, expansive decking, integrated seating areas, and a fully equipped summer kitchen — all framed by lush tropical landscaping for beauty and privacy. Upstairs, a private guest suite with a balcony and kitchenette offers exceptional comfort for visitors. A spacious bonus room provides endless flexibility — perfect for a media lounge, gym, bunkroom, or additional bedroom. The second-floor serving bar opens to a large covered balcony overlooking the pool, creating an elevated entertaining space ideal for sunset gatherings. Additional features include a three-car garage, full smart-home integration, a whole-house generator, custom millwork, and a 10-foot elevated front elevation for enhanced peace of mind. Positioned just steps from Historic 3rd Street South, Fifth Avenue South, and the Gulf of America, this residence delivers the ultimate blend of craftsmanship, convenience, and the signature lifestyle that makes Old Naples so sought-after. A brand-new, move-in-ready masterpiece — now complete and ready to be enjoyed!

544 13th Avenue S, Naples

Listing Courtesy of Waterfront Realty Group Inc

$10,999,000
4 Beds 6 Baths 225077098 MLS
This extraordinary custom-designed home is the epitome of luxurious living in downtown Naples. A true collaboration of the distinguished C&E Builders and the celebrated Ruta Menaghlazi of Theory Design—this one-of-a-kind property effortlessly blends impeccable craftsmanship with modern elegance. Located just moments from the pristine sugar-sand beaches and within walking distance to the world-class shopping, dining, and entertainment of 5th Avenue South, 3rd Street, and the highly anticipated Naples Beach Club, it offers an unparalleled lifestyle. Upon entering, you are greeted by an breathtaking floating staircase that serves as a striking focal point of the home. The open-concept floorplan is bathed in natural light, with soaring ceilings adorned with wood beams that create a beautiful contrast against the sleek ebony accents throughout the home. This is no ordinary new construction—it's a masterpiece that balances warmth and sophistication in a way that feels uniquely refined and inviting. The heart of the home is its exquisite chef’s kitchen, where luxurious marble countertops and backsplashes provide a breathtaking backdrop to an expansive center island—perfect for entertaining and casual dining alike. This culinary haven features top-of-the-line Miele and Sub-Zero appliances, a dream for any gourmet chef, while the tastefully concealed butler’s pantry enhances the kitchen’s functionality, providing ample space for prep and storage. The primary suite is a retreat, curated for relaxation and comfort. The spa-like master bathroom features stunning marble tile, a luxurious soaking tub, and an oversized shower with multiple showerheads for a true resort experience. Step outside to the tranquil pool area, surrounded by lush landscaping. Designed for entertaining, this home boasts an exceptional indoor-outdoor flow. The outdoor space is adorned with a custom-built fireplace, a summer kitchen, and stunning marble accents, creating the perfect environment for alfresco dining or lounging by the pool. Upstairs, an additional living area serves as a versatile loft complete with a full wet bar—ideal for guests or family members to enjoy their own private space separate from the main living area downstairs. The upper level also features the VIP guest suite, equipped with a full kitchenette, making it the perfect in-law or au pair suite for extended stays. With over 5,000 square feet of thoughtfully designed living space, this home represents the pinnacle of indoor-outdoor living in Naples. The blend of European white oak wood flooring, elegant architectural details, and a sophisticated color palette sets the tone for a residence that is both timeless and contemporary. This custom-built masterpiece is more than just a home—it’s a testament to the finest in Naples living, where every detail has been carefully designed for those with discerning taste.

349 2nd Avenue N, Naples

Listing Courtesy of Coldwell Banker Realty

$5,195,000
3 Beds 5 Baths 225072058 MLS
In the heart of Olde Naples, this 2020-built courtyard residence blends timeless coastal architecture with refined, resort-style living just moments from 3rd Street South and Naples’ pristine beaches. Shell-stone travertine floors introduce light-filled living and dining spaces designed for effortless entertaining. The chef’s kitchen is appointed with Sub-Zero refrigeration, Lacanche gas cooking, custom cabinetry, and a thoughtfully designed wet bar. A family room opens seamlessly to the private courtyard, creating true indoor-outdoor living. Upstairs, the serene primary suite offers volume ceilings, tailored millwork, and a spa-inspired bath, joined by two en-suite guest suites and a flexible den/office. A private elevator services both levels. The walled courtyard becomes a secluded retreat with heated plunge pool and spa, outdoor kitchen with built-in grill, surround sound, and lush vertical greenery for privacy. Impact-rated windows and doors, smart-home automation, natural gas, metal roof, and a generous two-car garage with storage complete this thoughtfully engineered residence. Beautifully scaled and impeccably maintained, 909 10th Avenue South offers the rare combination of walkability, architectural integrity, and lock-and-leave ease in Olde Naples.

909 10th Avenue S, Naples

Listing Courtesy of Douglas Elliman Florida, LLC

$2,390,000
3 Beds 3 Baths 225022012 MLS
Offering spectacular southern exposure with direct water views over Naples Bay, this private residence features soaring 10-foot ceilings, a private elevator, elegant wood floors, French doors, and custom plantation shutters on numerous windows. The open floor plan seamlessly integrates the living, dining, and kitchen areas, extending to a spacious terrace with breathtaking water views. The wonderful eat-in kitchen is designed for both functionality and charm. The expansive master suite includes a separate tub and shower, custom walk-in closets, and a generous terrace perfect for soaking in the southern sun while watching boats set sail. Designed for exceptional outdoor entertaining, the property boasts multiple spaces, including a rooftop spa, built-in grill, and uninterrupted water views. A unique dual entry—one of which offers convenient street-level access—ensures ease for guests coming and going. Completing this remarkable property is a secure two-car garage located under the building.

1001 10th Avenue S Unit 211, Naples

Listing Courtesy of Downing Frye Realty Inc.

$44,000,000
6 Beds 4 Baths 224039753 MLS
No damage to the house from hurricane Milton! Stunning Beachfront Property with 151 feet (.95 acres) of Beach frontage with views of the Naples Pier! Experience the pinnacle of seaside luxury at this exceptional estate located in distinguished Olde Naples, where direct access to the pristine Gulf of Mexico beach defines an elite living experience. This property, with a commanding presence and western exposure, offers awe-inspiring sunsets that paint the sky, visible from nearly every vantage point of this meticulous residence. Crafted with an uncompromising attention to detail, the estate unfolds over a sprawling single-story layout designed for the most discerning tastes. The expansive grounds are meticulously landscaped to ensure privacy while providing panoramic views of the Gulf’s turquoise waters. Inside, the residence features a strategically positioned dining area adjacent to a state-of-the-art kitchen. This space boasts picturesque windows that not only illuminate the interiors with natural light but also offer breathtaking ocean views, making every dining experience a scenic indulgence. Above the three-car garage lies a beautifully appointed guest suite, which doubles as a tranquil yoga fitness room with yoga walls and swings. This space is enhanced with a luxurious steam shower, offering a private retreat for relaxation and rejuvenation, all while enjoying elevated views of the coastal surroundings. There are also ocean kayaks and paddle boards for your enjoyment. This estate’s prime location in Olde Naples places it within close proximity to the iconic Naples Pier and the vibrant array of upscale shopping and dining options. The affluent lifestyle offered by this area is unparalleled, making it a coveted destination for those seeking exclusivity and convenience in a beachfront setting. 71 18th Ave S is more than just a home; it is a statement of luxury and an invitation to enjoy a life of opulence and serene beauty. With its direct beach access and sumptuous amenities, this estate is a rare jewel in Naples’ prestigious real estate market, crafted for the most prestigious buyers seeking a sanctuary of the highest caliber. Walking distance to famous 5th Ave and Third Street where you can enjoy the fine dining, boutique and antique stores, performing arts, car shows, art fairs right on 5th Ave, free concerts at Cambier Park, all of it just steps away.

71 18th Avenue S, Naples

Listing Courtesy of Waterfront Realty Group Inc

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