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.

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

$9,750,000

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.

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

$29,500,000

An extraordinary Old Naples beachfront estate, this rare offering encompasses approximately .67 acres with an impressive 169 feet of pristine Gulf frontage, delivering an unparalleled combination of privacy, scale, and a prime location just blocks from the world-class boutiques, galleries, and dining of Fifth Avenue South and Third Street South. Designed by acclaimed architect Richard Morris, the art deco–inspired residence was masterfully conceived to frame sweeping Gulf views and sunsets, showcase fine art and create a seamless indoor–outdoor living experience that feels grand and intimate. A dramatic arrival unfolds into a soaring 22-foot foyer, where a sweeping staircase and private elevator lead to an elevated art gallery, immediately establishing the home’s architectural presence and refined elegance. The light-filled great room serves as the heart of the residence, flowing effortlessly into the dining area, expansive lanai and a sophisticated lounge highlighted by custom millwork and a wet bar, ideal for entertaining against a backdrop of endless blue horizons. A sculptural spiral staircase ascends to a private observation deck, offering breathtaking panoramic views of the Gulf and unforgettable sunsets. The generous kitchen suite is designed for effortless hosting, featuring an open-concept layout with indoor and outdoor dining counters, a walk-in pantry and high-end stainless-steel appliances. The primary suite is a secluded beachfront retreat with direct access to a Gulf-front balcony, pool and lanai, complemented by a spa-inspired bath with a glass-enclosed walk-in shower and mesmerizing water views. Just a short distance away, a private bedroom or den offers flexibility as a refined home office or serene sanctuary. The east wing of the home hosts four spacious en-suite bedrooms and a dedicated laundry, while the northeast bedroom, bathed in exceptional natural light with abundant storage, lends itself beautifully as an artist’s studio or creative space. Outdoors, an elevated screened courtyard and lushly landscaped gardens create a tranquil oasis for year-round enjoyment, while the expansive covered lanai, complete with a kitchenette and dining area, invites relaxed coastal entertaining. Built with exterior block construction, a first-floor elevation exceeding 19 feet above NGVD and electric storm shutters, the home offers exceptional peace of mind along with enduring quality. Professional landscaping, architectural lighting, and iconic outdoor sculptures complete this remarkable setting. Beyond its immediate beauty, the property also presents an extraordinary future opportunity, with the potential to create a 10,000–15,000 square-foot custom beachfront estate, making this a once-in-a-generation offering that blends luxury, lifestyle and limitless possibility in one of Naples desired beachfront locations.

6 Beds ⋅ 6 Baths ⋅ 226001239 MLS

An extraordinary Old Naples beachfront estate, this rare offering encompasses approximately .67 acres with an impressive 169 feet of pristine Gulf frontage, delivering an unparalleled combination of privacy, scale, and a prime location just blocks from the world-class boutiques, galleries, and dining of Fifth Avenue South and Third Street South. Designed by acclaimed architect Richard Morris, the art deco–inspired residence was masterfully conceived to frame sweeping Gulf views and sunsets, showcase fine art and create a seamless indoor–outdoor living experience that feels grand and intimate. A dramatic arrival unfolds into a soaring 22-foot foyer, where a sweeping staircase and private elevator lead to an elevated art gallery, immediately establishing the home’s architectural presence and refined elegance. The light-filled great room serves as the heart of the residence, flowing effortlessly into the dining area, expansive lanai and a sophisticated lounge highlighted by custom millwork and a wet bar, ideal for entertaining against a backdrop of endless blue horizons. A sculptural spiral staircase ascends to a private observation deck, offering breathtaking panoramic views of the Gulf and unforgettable sunsets. The generous kitchen suite is designed for effortless hosting, featuring an open-concept layout with indoor and outdoor dining counters, a walk-in pantry and high-end stainless-steel appliances. The primary suite is a secluded beachfront retreat with direct access to a Gulf-front balcony, pool and lanai, complemented by a spa-inspired bath with a glass-enclosed walk-in shower and mesmerizing water views. Just a short distance away, a private bedroom or den offers flexibility as a refined home office or serene sanctuary. The east wing of the home hosts four spacious en-suite bedrooms and a dedicated laundry, while the northeast bedroom, bathed in exceptional natural light with abundant storage, lends itself beautifully as an artist’s studio or creative space. Outdoors, an elevated screened courtyard and lushly landscaped gardens create a tranquil oasis for year-round enjoyment, while the expansive covered lanai, complete with a kitchenette and dining area, invites relaxed coastal entertaining. Built with exterior block construction, a first-floor elevation exceeding 19 feet above NGVD and electric storm shutters, the home offers exceptional peace of mind along with enduring quality. Professional landscaping, architectural lighting, and iconic outdoor sculptures complete this remarkable setting. Beyond its immediate beauty, the property also presents an extraordinary future opportunity, with the potential to create a 10,000–15,000 square-foot custom beachfront estate, making this a once-in-a-generation offering that blends luxury, lifestyle and limitless possibility in one of Naples desired beachfront locations.

30 3rd Avenue S, Naples

Listing Courtesy of Premier Sotheby's Int'l Realty

$6,450,000

Steps from the boutique shopping and dining of Crayton Cove and offering nearly 5,000 square feet of living space, this 2019-built townhouse is an exceptional option for both part-time and full-time Naples living. Blending the scale of a single-family home with the lock-and-leave convenience of a condominium, Le Petite Trianon features an attached two-car garage, private elevator, refined finishes, and two levels of light-filled living framed by impact glass. The main living level showcases a stunning chef’s kitchen with an oversized center island, double wall ovens, and gas range, all opening seamlessly to the spacious family room with stacked-stone fireplace and an inviting open-air balcony. The upper level is home to the impressive primary suite, designed for ultimate privacy with dual baths, separate vanities, a soaking tub, walk-through shower, and a generous closet—ideal for those who appreciate their own space. This level also includes a convenient laundry room and two ensuite guest bedrooms, each with access to an open-air balcony. Unique in its design and unmatched in lifestyle, this residence is the perfect finishing touch to the quintessential Naples retreat.

3 Beds ⋅ 5 Baths ⋅ 225081202 MLS

Steps from the boutique shopping and dining of Crayton Cove and offering nearly 5,000 square feet of living space, this 2019-built townhouse is an exceptional option for both part-time and full-time Naples living. Blending the scale of a single-family home with the lock-and-leave convenience of a condominium, Le Petite Trianon features an attached two-car garage, private elevator, refined finishes, and two levels of light-filled living framed by impact glass. The main living level showcases a stunning chef’s kitchen with an oversized center island, double wall ovens, and gas range, all opening seamlessly to the spacious family room with stacked-stone fireplace and an inviting open-air balcony. The upper level is home to the impressive primary suite, designed for ultimate privacy with dual baths, separate vanities, a soaking tub, walk-through shower, and a generous closet—ideal for those who appreciate their own space. This level also includes a convenient laundry room and two ensuite guest bedrooms, each with access to an open-air balcony. Unique in its design and unmatched in lifestyle, this residence is the perfect finishing touch to the quintessential Naples retreat.

745 12th Avenue S Unit 103, Naples

Listing Courtesy of Douglas Elliman Florida,LLC

$10,499,000

A masterfully crafted collaboration between Jeffrey Fisher Home, renowned architect JMDG, and the highly respected Waterside Builders; this newly completed Olde Naples residence blends elevated design with luxurious livability—just four blocks to the beach and two blocks from the charm of 3rd Street South. Every element of the home reflects attention to detail and timeless sophistication: European white oak floors, custom cabinetry and millwork, floor-to-ceiling glass, and intricate stained oak architectural ceilings. The open-concept floor plan flows through a sunlit study, elegant dining space, and stunning backlit bar into a designer kitchen outfitted with Miele, Wolf, and Sub-Zero appliances, plus a walk in pantry and first-floor laundry. The first-floor primary suite is a true retreat with immediate access to the pool and outdoor living areas. Framed by impact sliders, the living room opens to multiple covered spaces and a plunge / dipping pool and spa. A full summer kitchen and expansive outdoor deck make entertaining effortless. Upstairs offers exceptional flexibility and privacy with three en-suite bedrooms, a large bonus room, a second laundry, and a VIP guest suite. Control4 home automation, generator, natural gas, and electric roll-down screens and shutters provide ultimate comfort, security, and convenience. Positioned in one of the most sought-after pockets of Olde Naples, this bespoke property is a rare opportunity to own a truly exceptional new-construction home—steps from the Gulf, fine dining, and world-class shopping.

4 Beds ⋅ 7 Baths ⋅ 225056392 MLS

A masterfully crafted collaboration between Jeffrey Fisher Home, renowned architect JMDG, and the highly respected Waterside Builders; this newly completed Olde Naples residence blends elevated design with luxurious livability—just four blocks to the beach and two blocks from the charm of 3rd Street South. Every element of the home reflects attention to detail and timeless sophistication: European white oak floors, custom cabinetry and millwork, floor-to-ceiling glass, and intricate stained oak architectural ceilings. The open-concept floor plan flows through a sunlit study, elegant dining space, and stunning backlit bar into a designer kitchen outfitted with Miele, Wolf, and Sub-Zero appliances, plus a walk in pantry and first-floor laundry. The first-floor primary suite is a true retreat with immediate access to the pool and outdoor living areas. Framed by impact sliders, the living room opens to multiple covered spaces and a plunge / dipping pool and spa. A full summer kitchen and expansive outdoor deck make entertaining effortless. Upstairs offers exceptional flexibility and privacy with three en-suite bedrooms, a large bonus room, a second laundry, and a VIP guest suite. Control4 home automation, generator, natural gas, and electric roll-down screens and shutters provide ultimate comfort, security, and convenience. Positioned in one of the most sought-after pockets of Olde Naples, this bespoke property is a rare opportunity to own a truly exceptional new-construction home—steps from the Gulf, fine dining, and world-class shopping.

581 14th Avenue S, Naples

Listing Courtesy of Compass Florida LLC