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Directly adjoining the cottage property at 88 11th Ave. S,, this 70’ x 151’ vacant lot presents a rare opportunity to build in one of Naples’ most coveted neighborhoods. Situated within the beach block of Olde Naples, this homesite offers ample room for a custom estate. The lot’s size and location make it an ideal canvas for creating a coastal retreat that blends modern luxury with the timeless character of the surrounding community. Whether combined with the neighboring cottage property for a generational compound, or developed independently, this homesite is a prized offering in the historic "golden triangle" of Old Naples.

225073008 MLS

Directly adjoining the cottage property at 88 11th Ave. S,, this 70’ x 151’ vacant lot presents a rare opportunity to build in one of Naples’ most coveted neighborhoods. Situated within the beach block of Olde Naples, this homesite offers ample room for a custom estate. The lot’s size and location make it an ideal canvas for creating a coastal retreat that blends modern luxury with the timeless character of the surrounding community. Whether combined with the neighboring cottage property for a generational compound, or developed independently, this homesite is a prized offering in the historic "golden triangle" of Old Naples.

66 11th AVE S, Naples

Courtesy of Gulf Coast International Prop.

Selling Office: Gulf Coast International Prop.

$6,750,000

Nestled on the beach block right in the heart of Olde Naples, this historic Florida cottage offers timeless charm on a spacious 108'x 150' corner lot. Built in 1940 and crafted from locally milled heart pine and cypress, the home embodies the inviting coastal lifestyle that first drew families to Naples. Inside, a wood-burning fireplace warms the combined living and dining room, while French doors, vaulted ceilings, and a sun-filled solarium add character and comfort. The master suite includes a sitting room and library/media space, complemented by two guest bedrooms and a newly remodeled kitchen overlooking lush gardens. A detached garage with a one-bedroom guest apartment provides additional flexibility. With its enviable location on the beach block, this residence offers a rare opportunity to enjoy classic Old Naples living or to reimagine the site for a future luxury home.

3 Beds ⋅ 2 Baths ⋅ 225073005 MLS

Nestled on the beach block right in the heart of Olde Naples, this historic Florida cottage offers timeless charm on a spacious 108'x 150' corner lot. Built in 1940 and crafted from locally milled heart pine and cypress, the home embodies the inviting coastal lifestyle that first drew families to Naples. Inside, a wood-burning fireplace warms the combined living and dining room, while French doors, vaulted ceilings, and a sun-filled solarium add character and comfort. The master suite includes a sitting room and library/media space, complemented by two guest bedrooms and a newly remodeled kitchen overlooking lush gardens. A detached garage with a one-bedroom guest apartment provides additional flexibility. With its enviable location on the beach block, this residence offers a rare opportunity to enjoy classic Old Naples living or to reimagine the site for a future luxury home.

88 11th AVE S, Naples

Courtesy of Gulf Coast International Prop.

Selling Office: William Raveis Real Estate.

$8,500,000

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.

5 Beds ⋅ 7.5 Baths ⋅ 225072774 MLS

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.

1975 Gulf Shore BLVD S, Naples

Courtesy of John R Wood Properties. 239-777-6622

Selling Office: Premier Sotheby's Int'l Realty.

$5,100,000

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.

3 Beds ⋅ 3.5 Baths ⋅ 225072482 MLS

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.

426 13th AVE S, Naples

Courtesy of William Raveis Real Estate.

Selling Office: Premier Sotheby's Int'l Realty.

$9,800,000

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.

4 Beds ⋅ 5.5 Baths ⋅ 225073095 MLS

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.

644 W Lake DR, Naples

Courtesy of Premier Sotheby's Int'l Realty.

Selling Office: Premier Sotheby's Int'l Realty.

$4,695,000

Situated in one of Olde Naples’ most sought-after locations, this high-elevation home offers unparalleled peace of mind with NO water damage and lower flood insurance costs thanks to its placement in the X500 flood zone. The property sits on a 14,000+ square foot corner lot with lush landscaping, offering privacy and a perfect blend of luxury, convenience, and coastal elegance. Recently remodeled between 2021- 2023, the home showcases top-tier finishes on par with brand-new construction built in 2022. The front elevation was expanded to include a new metal raised single-seam roof, an open 2-story foyer, glass double doors, and an elevator area. Inside, you will find European French white oak engineered hardwood flooring, soaring ceilings from 12 to 18 feet high, and IMPACT windows throughout. The chef’s kitchen is equipped with white shaker cabinetry, an oversized island with black accent cabinetry towards the dining room and luxurious quartz countertops with a waterfall edge, complemented by DACOR 6 burner 2 oven gas cooktop, VIKING microwave/convection oven, and a SUBZERO side-by-side refrigerator. The spacious home includes a music room, large den, open loft space, and an expanded laundry/butler’s pantry. The owner’s suite occupies its own private wing with a large walk-in closet, extra built-in doored storage & closet system, a bedroom with walls of windows and sliders leading to the private pool and spa. The spa-like bathroom featuring a walk-through shower with multiple shower heads, dual vanities, and a private water closet. Upstairs, the home offers three large guest suites, each with ample closet space, natural light, and balcony access from two of the suites. The exterior features the most thoughtfully mature plantings, trees and flower beds, Bahama shutter accents, LED landscape lighting, and a handcrafted shell-stone driveway and walkway. The covered lanai has new electric rolling “sun and storm” screens, and the pool and spa area are enclosed for added protection. All of this sits just three blocks from the beach, the new Four Seasons, NCH, and all the amenities of Olde Naples. Positioned on a quiet street with no thru traffic, this home is the ideal mix of modern design, top-of-the-line finishes, and the privacy and convenience you have been looking for. WITH NO hurricane damage at all, this home is ready for its next lucky owner.

4 Beds ⋅ 3.5 Baths ⋅ 225070286 MLS

Situated in one of Olde Naples’ most sought-after locations, this high-elevation home offers unparalleled peace of mind with NO water damage and lower flood insurance costs thanks to its placement in the X500 flood zone. The property sits on a 14,000+ square foot corner lot with lush landscaping, offering privacy and a perfect blend of luxury, convenience, and coastal elegance. Recently remodeled between 2021- 2023, the home showcases top-tier finishes on par with brand-new construction built in 2022. The front elevation was expanded to include a new metal raised single-seam roof, an open 2-story foyer, glass double doors, and an elevator area. Inside, you will find European French white oak engineered hardwood flooring, soaring ceilings from 12 to 18 feet high, and IMPACT windows throughout. The chef’s kitchen is equipped with white shaker cabinetry, an oversized island with black accent cabinetry towards the dining room and luxurious quartz countertops with a waterfall edge, complemented by DACOR 6 burner 2 oven gas cooktop, VIKING microwave/convection oven, and a SUBZERO side-by-side refrigerator. The spacious home includes a music room, large den, open loft space, and an expanded laundry/butler’s pantry. The owner’s suite occupies its own private wing with a large walk-in closet, extra built-in doored storage & closet system, a bedroom with walls of windows and sliders leading to the private pool and spa. The spa-like bathroom featuring a walk-through shower with multiple shower heads, dual vanities, and a private water closet. Upstairs, the home offers three large guest suites, each with ample closet space, natural light, and balcony access from two of the suites. The exterior features the most thoughtfully mature plantings, trees and flower beds, Bahama shutter accents, LED landscape lighting, and a handcrafted shell-stone driveway and walkway. The covered lanai has new electric rolling “sun and storm” screens, and the pool and spa area are enclosed for added protection. All of this sits just three blocks from the beach, the new Four Seasons, NCH, and all the amenities of Olde Naples. Positioned on a quiet street with no thru traffic, this home is the ideal mix of modern design, top-of-the-line finishes, and the privacy and convenience you have been looking for. WITH NO hurricane damage at all, this home is ready for its next lucky owner.

367 5th AVE N, Naples

Courtesy of John R Wood Properties. 239-595-0097

Selling Office: John R Wood Properties.

$8,300,000

This like-new custom coastal-transitional residence showcases the finest in design, craftsmanship, and livability. Spanning over 7,000 SF with 1,600 SF of outdoor living, the home blends casual elegance with sophisticated detail. European wide-plank oak floors, custom cabinetry, extensive millwork, and tongue-and-groove ceiling treatments set a refined tone throughout. The open floor plan emphasizes indoor–outdoor living, with soaring ceilings and walls of pocketing glass that flow to a resort-style outdoor area complete with pool, spa, fireplace conversation lounge, and a fully equipped summer kitchen. The gourmet kitchen leaves nothing to be desired, featuring floor-to-ceiling custom cabinetry, quartz countertops, a large island, a hidden walk-in pantry, Wolf and Miele appliances, dual wine refrigerators, and a stand-alone ice maker. The first-floor primary suite offers a luxurious bath, his-and-hers walk-in closets, and direct access to the lanai. Upstairs, a loft-style family room, morning kitchen, second laundry, media room, and three en-suite bedrooms all open to a west-facing terrace for sunset views. Additional features include a large study, powder bath, pool bath, oversized three-car garage, Control4 smart home automation, electric roll-down shutters, and lush tropical landscaping. Located in the heart of Olde Naples, this home is within walking distance to the beach, 5th Avenue South, 3rd Street, Crayton Cove, and Cambier Park.

4 Beds ⋅ 5.5 Baths ⋅ 225069465 MLS

This like-new custom coastal-transitional residence showcases the finest in design, craftsmanship, and livability. Spanning over 7,000 SF with 1,600 SF of outdoor living, the home blends casual elegance with sophisticated detail. European wide-plank oak floors, custom cabinetry, extensive millwork, and tongue-and-groove ceiling treatments set a refined tone throughout. The open floor plan emphasizes indoor–outdoor living, with soaring ceilings and walls of pocketing glass that flow to a resort-style outdoor area complete with pool, spa, fireplace conversation lounge, and a fully equipped summer kitchen. The gourmet kitchen leaves nothing to be desired, featuring floor-to-ceiling custom cabinetry, quartz countertops, a large island, a hidden walk-in pantry, Wolf and Miele appliances, dual wine refrigerators, and a stand-alone ice maker. The first-floor primary suite offers a luxurious bath, his-and-hers walk-in closets, and direct access to the lanai. Upstairs, a loft-style family room, morning kitchen, second laundry, media room, and three en-suite bedrooms all open to a west-facing terrace for sunset views. Additional features include a large study, powder bath, pool bath, oversized three-car garage, Control4 smart home automation, electric roll-down shutters, and lush tropical landscaping. Located in the heart of Olde Naples, this home is within walking distance to the beach, 5th Avenue South, 3rd Street, Crayton Cove, and Cambier Park.

Naples

Courtesy of Compass Florida LLC.

Selling Office: Gordon Pass Realty LLC.

$2,650,000

Olde Naples currently lowest priced single family home with pool! This charming cottage is perfectly located in the heart of it all right near the beaches and 5th Avenue South's award winning restaurants and shops! Live the highly walkable, biking and golf carting lifestyle that this sought after beachside neighborhood provides. Upon entering the home you feel the freshly updated and coastal contemporary vibe throughout. Take in your own paradise retreat while soaking up the sun in the southern facing pool, grilling in the outdoor built in kitchen and covered lanai while also having a large grassy dog run along the entire side of the home for the pets! The floor plan provides both a living room and a separate family room, a spacious master bedroom, skylights, and a large U-shaped kitchen connecting the dining area to the family room. Have piece of mind knowing that this property remained high and dry during the hurricanes with no water intrusion, quality construction and a durable cement siding on exterior of the home. There's always plenty of parking at the circular front driveway and a 1-car detached over sized garage at the rear of the home with alley access. This is a must see adorable residence!

3 Beds ⋅ 3 Baths ⋅ 225068533 MLS

Olde Naples currently lowest priced single family home with pool! This charming cottage is perfectly located in the heart of it all right near the beaches and 5th Avenue South's award winning restaurants and shops! Live the highly walkable, biking and golf carting lifestyle that this sought after beachside neighborhood provides. Upon entering the home you feel the freshly updated and coastal contemporary vibe throughout. Take in your own paradise retreat while soaking up the sun in the southern facing pool, grilling in the outdoor built in kitchen and covered lanai while also having a large grassy dog run along the entire side of the home for the pets! The floor plan provides both a living room and a separate family room, a spacious master bedroom, skylights, and a large U-shaped kitchen connecting the dining area to the family room. Have piece of mind knowing that this property remained high and dry during the hurricanes with no water intrusion, quality construction and a durable cement siding on exterior of the home. There's always plenty of parking at the circular front driveway and a 1-car detached over sized garage at the rear of the home with alley access. This is a must see adorable residence!

740 5th AVE N, Naples

Courtesy of Compass Florida LLC.

Selling Office: Naples Trust Real Estate Servi.

$11,995,000

Just minutes from the world class shopping and dining on 3rd Street South & Fifth Avenue South, this brand new, never lived in residence embodies refined living in the heart of the highly sought after Olde Naples neighborhood. Blending natural textures with contemporary elegance, the home offers five bedrooms + study, light-filled interiors, and a seamless connection to the outdoors. Walls of sliders open the flexible outdoor living area & kitchen to the pool, creating a harmonious flow between inside and out. Unwind as the sun sets, a glass in hand, embraced by the privacy of your own retreat. At the heart of the gourmet kitchen, a dramatic Calacatta Lasa quartzite island anchors the space, complemented by custom SOHO cabinetry and Wolf appliances, while a striking counter to ceiling window bathes the room in natural light. Multiple stone and wood selections throughout create a warm yet modern atmosphere, while the open design makes everyday living and special occasions effortless. The main level wet bar with chilled wine storage is detailed with a romantic blue Quartzite setting the scene for evenings of gathering, while the upstairs morning bar invites guests to begin each day with ease and elegance. Additional details of note include a built-in generator, motorized screens, Control 4 automation, three car garage and quality of construction to last a lifetime. This Olde Naples gem is the perfect balance of luxury, comfort, and location—steps from the Gulf and curated for the ultimate Naples lifestyle.

5 Beds ⋅ 6.5 Baths ⋅ 225068377 MLS

Just minutes from the world class shopping and dining on 3rd Street South & Fifth Avenue South, this brand new, never lived in residence embodies refined living in the heart of the highly sought after Olde Naples neighborhood. Blending natural textures with contemporary elegance, the home offers five bedrooms + study, light-filled interiors, and a seamless connection to the outdoors. Walls of sliders open the flexible outdoor living area & kitchen to the pool, creating a harmonious flow between inside and out. Unwind as the sun sets, a glass in hand, embraced by the privacy of your own retreat. At the heart of the gourmet kitchen, a dramatic Calacatta Lasa quartzite island anchors the space, complemented by custom SOHO cabinetry and Wolf appliances, while a striking counter to ceiling window bathes the room in natural light. Multiple stone and wood selections throughout create a warm yet modern atmosphere, while the open design makes everyday living and special occasions effortless. The main level wet bar with chilled wine storage is detailed with a romantic blue Quartzite setting the scene for evenings of gathering, while the upstairs morning bar invites guests to begin each day with ease and elegance. Additional details of note include a built-in generator, motorized screens, Control 4 automation, three car garage and quality of construction to last a lifetime. This Olde Naples gem is the perfect balance of luxury, comfort, and location—steps from the Gulf and curated for the ultimate Naples lifestyle.

273 10th AVE S, Naples

Courtesy of Harbour Point Real Estate Inc..

$4,000,000

Incredible building opportunity in the heart of Old Naples! Zoned as Single family and Multi-family there may be a possibility of putting a multifamily residence on the property. This generous sized property offers a ton of possibilities to design your dream home considering the very desirable building envelope. Perfectly positioned and close proximity to renowned 5th Avenue South shops and restaurants, 3rd Street South and its incredible dining options, and the pristine white sands of the Naples Pier and surrounding beaches. Building options of this scope are becoming more and more of a rarity downtown. Experience Old Naples living at its finest!

2 Beds ⋅ 2 Baths ⋅ 225065708 MLS

Incredible building opportunity in the heart of Old Naples! Zoned as Single family and Multi-family there may be a possibility of putting a multifamily residence on the property. This generous sized property offers a ton of possibilities to design your dream home considering the very desirable building envelope. Perfectly positioned and close proximity to renowned 5th Avenue South shops and restaurants, 3rd Street South and its incredible dining options, and the pristine white sands of the Naples Pier and surrounding beaches. Building options of this scope are becoming more and more of a rarity downtown. Experience Old Naples living at its finest!

955 6th ST S, Naples

Courtesy of Gulf Coast International Prop.

Selling Office: Compass Florida LLC.

$2,400,000

Welcome to 76 4th Street North, a rare prime residential homesite perfectly positioned north of Central Avenue on a mahogany tree lined street in the heart of Old Naples most walkable and desirable enclave. Located within an X500 flood zone, the best rating for lowest flood risk, this cleared lot offers an exceptional foundation for a custom coastal residence. From this address, enjoy a true walking lifestyle just steps from the acclaimed shops, galleries, and restaurants of 5th Avenue South, the white sand beaches of the Gulf of Mexico, the farmers’ market, and Old Naples’ year round cultural events. Morning beach walks and evening sunsets can easily become part of everyday life. The lot benefits from rare rear alley access, allowing garage entry from the alley and a clean unobstructed front elevation. This highly desirable feature enhances curb appeal and provides architectural flexibility, something increasingly difficult to find in Old Naples. Buildability is a key strength of this property. The lot supports a residence of approximately 4,000 square feet including a three car garage and private pool, offering the scale and flexibility today’s luxury homeowners expect. Architectural sketches by MHK Architecture are available, providing a head start with a thoughtfully designed plan featuring three bedrooms plus a study, an upstairs loft, 3.5 bathrooms, open concept living, and seamless indoor outdoor flow. The property is centrally located within the core Old Naples envelope, where buildable and well located lots are exceptionally scarce. Of the limited number of remaining Old Naples parcels, very few combine walkability, alley access, flood zone security, and meaningful build potential. From a value standpoint, this is a rare opportunity to control design and cost basis in a neighborhood where new construction homes by premier builders are in high demand. This makes the lot especially compelling for buyers who understand construction economics and long term value in Old Naples. This offering is well suited for serious and informed buyers who recognize that there are very few comparable opportunities remaining. 76 4th Street North represents a rare chance to create a custom residence in one of Naples’ most prestigious and enduring neighborhoods, where lifestyle, location, and long term value converge. A must see!

225065447 MLS

Welcome to 76 4th Street North, a rare prime residential homesite perfectly positioned north of Central Avenue on a mahogany tree lined street in the heart of Old Naples most walkable and desirable enclave. Located within an X500 flood zone, the best rating for lowest flood risk, this cleared lot offers an exceptional foundation for a custom coastal residence. From this address, enjoy a true walking lifestyle just steps from the acclaimed shops, galleries, and restaurants of 5th Avenue South, the white sand beaches of the Gulf of Mexico, the farmers’ market, and Old Naples’ year round cultural events. Morning beach walks and evening sunsets can easily become part of everyday life. The lot benefits from rare rear alley access, allowing garage entry from the alley and a clean unobstructed front elevation. This highly desirable feature enhances curb appeal and provides architectural flexibility, something increasingly difficult to find in Old Naples. Buildability is a key strength of this property. The lot supports a residence of approximately 4,000 square feet including a three car garage and private pool, offering the scale and flexibility today’s luxury homeowners expect. Architectural sketches by MHK Architecture are available, providing a head start with a thoughtfully designed plan featuring three bedrooms plus a study, an upstairs loft, 3.5 bathrooms, open concept living, and seamless indoor outdoor flow. The property is centrally located within the core Old Naples envelope, where buildable and well located lots are exceptionally scarce. Of the limited number of remaining Old Naples parcels, very few combine walkability, alley access, flood zone security, and meaningful build potential. From a value standpoint, this is a rare opportunity to control design and cost basis in a neighborhood where new construction homes by premier builders are in high demand. This makes the lot especially compelling for buyers who understand construction economics and long term value in Old Naples. This offering is well suited for serious and informed buyers who recognize that there are very few comparable opportunities remaining. 76 4th Street North represents a rare chance to create a custom residence in one of Naples’ most prestigious and enduring neighborhoods, where lifestyle, location, and long term value converge. A must see!

76 4th ST N, Naples

Courtesy of William Raveis Real Estate.

Selling Office: Gordon Pass Realty LLC.

$4,950,000

One or more photo(s) has been virtually staged, AI generated or rendered. Price significantly reduced and now priced to sell. Offering nearly 6,000 square feet of luxurious living space, this exceptional Olde Naples residence features 6 bedrooms, 4.5 bathrooms, a private den, library, and an impressive third-floor bonus room ideal for entertaining, a media room, game room, or private retreat. Designed for both everyday living and grand-scale entertaining, the gourmet kitchen is a chef's dream, appointed with Sub-Zero and Wolf appliances, dual dishwashers, and an oversized walk in pantry. A dramatic two story foyer, illuminated by an imported chandelier, welcomes you inside and leads to an elegant second floor mezzanine, complemented by a grand staircase and solid mahogany doors throughout. The private backyard oasis features a heated saltwater pool with a tranquil water feature, surrounded by lush tropical landscaping and mature trees for exceptional privacy. From the expansive third floor terrace, enjoy spectacular bird's eye views while watching the City of Naples Fourth of July fireworks, an unforgettable experience from the comfort of your own home. Perfectly positioned in the heart of Olde Naples, this fully remodeled residence is just a short walk to world-class beaches, renowned dining, boutique shopping, and boating. Additional highlights include garage ceiling height designed to accommodate a future vehicle lift, plus multiple flexible living spaces including an exercise room, family room, media room, and bonus room to suit a variety of lifestyles. This is an exceptional opportunity to own one of Olde Naples' largest and most versatile homes at an outstanding value. Combining remarkable size, luxury finishes, and an unbeatable location, this move-in-ready residence is priced to attract immediate interest. Don't miss this rare opportunity, A must see!

6 Beds ⋅ 4.5 Baths ⋅ 225064774 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. Price significantly reduced and now priced to sell. Offering nearly 6,000 square feet of luxurious living space, this exceptional Olde Naples residence features 6 bedrooms, 4.5 bathrooms, a private den, library, and an impressive third-floor bonus room ideal for entertaining, a media room, game room, or private retreat. Designed for both everyday living and grand-scale entertaining, the gourmet kitchen is a chef's dream, appointed with Sub-Zero and Wolf appliances, dual dishwashers, and an oversized walk in pantry. A dramatic two story foyer, illuminated by an imported chandelier, welcomes you inside and leads to an elegant second floor mezzanine, complemented by a grand staircase and solid mahogany doors throughout. The private backyard oasis features a heated saltwater pool with a tranquil water feature, surrounded by lush tropical landscaping and mature trees for exceptional privacy. From the expansive third floor terrace, enjoy spectacular bird's eye views while watching the City of Naples Fourth of July fireworks, an unforgettable experience from the comfort of your own home. Perfectly positioned in the heart of Olde Naples, this fully remodeled residence is just a short walk to world-class beaches, renowned dining, boutique shopping, and boating. Additional highlights include garage ceiling height designed to accommodate a future vehicle lift, plus multiple flexible living spaces including an exercise room, family room, media room, and bonus room to suit a variety of lifestyles. This is an exceptional opportunity to own one of Olde Naples' largest and most versatile homes at an outstanding value. Combining remarkable size, luxury finishes, and an unbeatable location, this move-in-ready residence is priced to attract immediate interest. Don't miss this rare opportunity, A must see!

1160 8th ST S, Naples

Courtesy of William Raveis Real Estate.

$2,000,000

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 Beds ⋅ 2 Baths ⋅ 225064386 MLS ⋅ Olde Naples BLDG.

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!

365 5th AVE S Unit 304, Naples

Courtesy of The Willis Group, LLC.

Selling Office: The Willis Group, LLC.

$4,375,000

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.

4 Beds ⋅ 4.5 Baths ⋅ 225063404 MLS

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.

33 3RD ST S, Naples

Courtesy of William Raveis Real Estate.

Selling Office: John R Wood Properties.

$3,275,000

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 Beds ⋅ 3 Baths ⋅ 224091902 MLS

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!

1135 7th ST S, Naples

Courtesy of Coldwell Banker Realty.

Selling Office: Coldwell Banker Realty.

$6,250,000

Meticulously designed and crafted to the highest standards, this exceptional residence combines timeless elegance with modern sophistication. Built in 2020 by Kaye Lifestyle Homes, the home boasts wide-plank Legno Bastone hardwood floors, custom millwork throughout, and intricate ceiling details, providing a sense of refined comfort at every turn. The expansive, open-concept layout seamlessly integrates formal living areas with the serene Florida lifestyle. The first-floor primary suite serves as a private sanctuary, complete with three generously sized walk-in closets and a spa-like bath featuring a freestanding tub, dual vanities, and an oversized mother-of-pearl-lined shower. A private study, with its own en-suite bath, offers the perfect space for work or relaxation. Upstairs, the second primary suite is accompanied by a spacious loft and private balcony overlooking the lushly landscaped pool and spa. Plus, two additional guest bedrooms and bath provide the ultimate in comfort and relaxation. The private outdoor living area is an entertainer's dream, with a tropical-inspired pool and spa, an outdoor kitchen, gas fireplace, and multiple seating areas surrounded by lush, meticulously curated landscaping. Designed for the ultimate in relaxation and style, this serene space offers the perfect backdrop for enjoying the Florida lifestyle year-round. Located on one of the most sought-after tree lined streets in downtown Olde Naples, this property offers a rare combination of a two-car garage off the rear alley and an additional one-car garage at the front of the home. Just minutes from the world-class dining, shopping, and cultural venues along Fifth Avenue South, and a short stroll to the beach to enjoy the gorgeous Gulf waters and fabulous sunsets, this home presents a rare opportunity to experience the finest in coastal living.

4 Beds ⋅ 5 Baths ⋅ 225056913 MLS

Meticulously designed and crafted to the highest standards, this exceptional residence combines timeless elegance with modern sophistication. Built in 2020 by Kaye Lifestyle Homes, the home boasts wide-plank Legno Bastone hardwood floors, custom millwork throughout, and intricate ceiling details, providing a sense of refined comfort at every turn. The expansive, open-concept layout seamlessly integrates formal living areas with the serene Florida lifestyle. The first-floor primary suite serves as a private sanctuary, complete with three generously sized walk-in closets and a spa-like bath featuring a freestanding tub, dual vanities, and an oversized mother-of-pearl-lined shower. A private study, with its own en-suite bath, offers the perfect space for work or relaxation. Upstairs, the second primary suite is accompanied by a spacious loft and private balcony overlooking the lushly landscaped pool and spa. Plus, two additional guest bedrooms and bath provide the ultimate in comfort and relaxation. The private outdoor living area is an entertainer's dream, with a tropical-inspired pool and spa, an outdoor kitchen, gas fireplace, and multiple seating areas surrounded by lush, meticulously curated landscaping. Designed for the ultimate in relaxation and style, this serene space offers the perfect backdrop for enjoying the Florida lifestyle year-round. Located on one of the most sought-after tree lined streets in downtown Olde Naples, this property offers a rare combination of a two-car garage off the rear alley and an additional one-car garage at the front of the home. Just minutes from the world-class dining, shopping, and cultural venues along Fifth Avenue South, and a short stroll to the beach to enjoy the gorgeous Gulf waters and fabulous sunsets, this home presents a rare opportunity to experience the finest in coastal living.

150 6th ST N, Naples

Courtesy of Premier Sotheby's Int'l Realty.

Selling Office: Premier Sotheby's Int'l Realty.

$9,995,000

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 ⋅ 6.5 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 AVE S, Naples

Courtesy of Compass Florida LLC. 239-273-8374

$5,650,000

Don’t miss an exceptional opportunity to build your dream home in one of the most coveted locations in all of Naples. Exceptional location meets unlimited potential in this rare, as-is, lot-value offering just 2 blocks from the Gulf of Mexico. Nestled in the heart of Olde Naples, this property is perfectly positioned between 5th Avenue South and 3rd Street South—both less than four blocks away—putting world-class dining, shopping, and white-sand beaches all within easy walking distance. This property is a true gem for investors, builders, or buyers seeking the finest in location and the ultimate canvas to bring your vision to life.

4 Beds ⋅ 4.5 Baths ⋅ 225054697 MLS

Don’t miss an exceptional opportunity to build your dream home in one of the most coveted locations in all of Naples. Exceptional location meets unlimited potential in this rare, as-is, lot-value offering just 2 blocks from the Gulf of Mexico. Nestled in the heart of Olde Naples, this property is perfectly positioned between 5th Avenue South and 3rd Street South—both less than four blocks away—putting world-class dining, shopping, and white-sand beaches all within easy walking distance. This property is a true gem for investors, builders, or buyers seeking the finest in location and the ultimate canvas to bring your vision to life.

238 9th AVE S, Naples

Courtesy of Keller Williams Realty Naples.

Selling Office: William Raveis Real Estate.

$6,800,000

Introducing a tastefully appointed, fully completed new construction residence located within the prestigious & highly coveted neighborhood of Old Naples. This exemplary property features over 4,250+ sqft of wide-open space, 4 ensuite bedrooms, 6 bathrooms, embellished by high-end finishes complete w/ privacy and exclusivity in one of Naples’ premier locations. Meticulously finished, this elegant home boasts White Oak flooring, voluminous ceilings, Hurricane-Impact windows, doors & sliders, filling rooms with vibrant natural light. As you enter the home, the Primary Suite is conveniently tucked off to the side, including a spacious Primary Bathroom, complete with a glass walled shower, hotel-style elongated dual vanity, separate soaker tub, private pocketed toilet w/ a dedicated washer and dryer. Just beyond the Dining & Great rooms, the gourmet Chef’s kitchen commands attention with top of the line finishes, a state-of-the-art appliance package, finished w/ its own paneled refrigerator and freezer, sharp modern lines & neutral wood accents throughout. With a private elevator to accommodate the upstairs guest suites, a wide-open landing leads to the VIP suite, which has a separate living area, two balconies, w/ a large bedroom & bathroom to complete the space. This home also features an elevator complete with luxury trim work to seamlessly travel between the two floors. Walking outside, your custom pool & spa sits comfortably next to your covered outdoor area, fully outfitted w/ an outdoor kitchen, guest bathroom and an excellent space to unwind. Your heightened ceilings in the rare 3-car garage open to a rear alley complete with ample parking. Imagined by MHK Architecture; built by Lotus Construction; and furnished by Freestyle Interiors, this premier address is offered by EMB Custom Homes. Old Naples is a well-renowned neighborhood located in Naples, FL known for its exceptional boating, coveted dining, elegant shoppes, complimented by exclusive white-sand beaches.

4 Beds ⋅ 5.5 Baths ⋅ 225052381 MLS

Introducing a tastefully appointed, fully completed new construction residence located within the prestigious & highly coveted neighborhood of Old Naples. This exemplary property features over 4,250+ sqft of wide-open space, 4 ensuite bedrooms, 6 bathrooms, embellished by high-end finishes complete w/ privacy and exclusivity in one of Naples’ premier locations. Meticulously finished, this elegant home boasts White Oak flooring, voluminous ceilings, Hurricane-Impact windows, doors & sliders, filling rooms with vibrant natural light. As you enter the home, the Primary Suite is conveniently tucked off to the side, including a spacious Primary Bathroom, complete with a glass walled shower, hotel-style elongated dual vanity, separate soaker tub, private pocketed toilet w/ a dedicated washer and dryer. Just beyond the Dining & Great rooms, the gourmet Chef’s kitchen commands attention with top of the line finishes, a state-of-the-art appliance package, finished w/ its own paneled refrigerator and freezer, sharp modern lines & neutral wood accents throughout. With a private elevator to accommodate the upstairs guest suites, a wide-open landing leads to the VIP suite, which has a separate living area, two balconies, w/ a large bedroom & bathroom to complete the space. This home also features an elevator complete with luxury trim work to seamlessly travel between the two floors. Walking outside, your custom pool & spa sits comfortably next to your covered outdoor area, fully outfitted w/ an outdoor kitchen, guest bathroom and an excellent space to unwind. Your heightened ceilings in the rare 3-car garage open to a rear alley complete with ample parking. Imagined by MHK Architecture; built by Lotus Construction; and furnished by Freestyle Interiors, this premier address is offered by EMB Custom Homes. Old Naples is a well-renowned neighborhood located in Naples, FL known for its exceptional boating, coveted dining, elegant shoppes, complimented by exclusive white-sand beaches.

845 11th AVE S, Naples

Courtesy of William Raveis Real Estate.

Selling Office: William Raveis Real Estate.

$7,950,000

Located on Naples' most coveted and picturesque avenues, this oversized, southern-facing parcel offers a 100' x 150' footprint and alley-access, creating a rare combination of size, location, and prestige—ideal for the discerning Buyer to build your dream residence just one block from the beach. Residents will enjoy unparalleled access to the best of Naples, including being a stone's throw from the up-coming Four Seasons - Naples Beach Club, as well as the world-renowned dining, boutique shopping, and cultural venues found on Fifth Avenue South and Third Street South. This is a rare offering in a timeless location—perfect for those seeking a refined lifestyle immersed in the charm and elegance of Olde Naples.

225052605 MLS

Located on Naples' most coveted and picturesque avenues, this oversized, southern-facing parcel offers a 100' x 150' footprint and alley-access, creating a rare combination of size, location, and prestige—ideal for the discerning Buyer to build your dream residence just one block from the beach. Residents will enjoy unparalleled access to the best of Naples, including being a stone's throw from the up-coming Four Seasons - Naples Beach Club, as well as the world-renowned dining, boutique shopping, and cultural venues found on Fifth Avenue South and Third Street South. This is a rare offering in a timeless location—perfect for those seeking a refined lifestyle immersed in the charm and elegance of Olde Naples.

140 2nd AVE N, Naples

Courtesy of John R Wood Properties.

$5,600,000

Location, luxury, and a nice street legal electric golf cart. Situated in the heart of Old Naples, this gem of a property sits high and dry, offering an exquisite balance of coastal elegance and peace of mind. Just moments from Naples' pristine Gulf beaches, the historic pier, and the world-class shopping and dining on 5th Ave S, and 3rd St S, this home is a rare find in one of the most desirable neighborhoods. Designed for seamless indoor-outdoor living, this 3,600+ sq. ft. home features an open-concept floor plan that effortlessly extends into a breathtaking courtyard retreat. Verdant gardens and tropical greenery surround a resort-inspired pool with captivating water features, a sunken spa, and a screened lanai, creating a private paradise perfect for relaxation and entertaining. Inside, every detail showcases masterful craftsmanship—from hand-selected natural wood floors and custom architectural ceilings to a sleek, modern chef’s kitchen that is as functional as it is striking. The expansive primary suite offers a spa-like bath and walk-in closets, while a luxurious guest suite with a private entrance and balcony provides an elegant escape. Elevating comfort and security, this home also boasts a temperature-controlled artisan glass wine wall, an elevator, a gas generator, impact-resistant windows and doors, and full natural gas. Unrivaled design. Unmatched location. This is more than a home—it’s a statement of Naples luxury, near the shimmering Gulf waters.

4 Beds ⋅ 4.5 Baths ⋅ 225049221 MLS

Location, luxury, and a nice street legal electric golf cart. Situated in the heart of Old Naples, this gem of a property sits high and dry, offering an exquisite balance of coastal elegance and peace of mind. Just moments from Naples' pristine Gulf beaches, the historic pier, and the world-class shopping and dining on 5th Ave S, and 3rd St S, this home is a rare find in one of the most desirable neighborhoods. Designed for seamless indoor-outdoor living, this 3,600+ sq. ft. home features an open-concept floor plan that effortlessly extends into a breathtaking courtyard retreat. Verdant gardens and tropical greenery surround a resort-inspired pool with captivating water features, a sunken spa, and a screened lanai, creating a private paradise perfect for relaxation and entertaining. Inside, every detail showcases masterful craftsmanship—from hand-selected natural wood floors and custom architectural ceilings to a sleek, modern chef’s kitchen that is as functional as it is striking. The expansive primary suite offers a spa-like bath and walk-in closets, while a luxurious guest suite with a private entrance and balcony provides an elegant escape. Elevating comfort and security, this home also boasts a temperature-controlled artisan glass wine wall, an elevator, a gas generator, impact-resistant windows and doors, and full natural gas. Unrivaled design. Unmatched location. This is more than a home—it’s a statement of Naples luxury, near the shimmering Gulf waters.

242 2nd AVE S, Naples

Courtesy of Douglas Elliman Florida, LLC.

Selling Office: John R. Wood Properties.

$5,325,000

Welcome to 655 7th Avenue North in desirable Olde Naples location just a short walk to the beach and downtown. Enter this 4 Bedroom plus den/4.5 Bathroom newer construction house into a welcoming foyer opening to an expansive open-concept living floor. Spacious living room with wall of glass opening out to private rear yard seamlessly blending indoor/outdoor living. Lovely dining room complete with wet bar is ideal for entertaining. True chef's eat-in kitchen replete with Thermador appliances including 6-burner gas range, white shaker cabinetry and oversized quartz island. Master suite oasis overlooks private back yard, dual walk-in closets with custom built-ins and a spa-like bath with oversized walk-in shower, freestanding soaking tub, separate vanities and separate water closet. Guest suite with en-suite bathroom plus access to outdoor living space. Convenient first floor office ideal for today's work from home lifestyle plus full-sized laundry room and powder room. Ascend to the second floor to a light and airy loft-like sitting room with beverage center ideal for visiting guests. Two additional guest suites each with en-suite bath and walk-in closets complete this floor. Outdoor living space is truly a private sanctuary with a gorgeous pool and spa, sundeck, covered screened-in living/dining room with custom built-in outdoor kitchen ideal for year-round entertaining. Grassy area perfect for dog lovers and play. 3-car attached garage with epoxy floor. Easy walk to the gorgeous beach at the end of block and an easy walk, bike or golf cart ride to downtown Naples' 5th Avenue South and 3rd Street South renowned worldwide for its fine dining and shopping. Easy access to Naples and Fort Myers airport. Come enjoy the Naples lifestyle at this lovely in-town home.

4 Beds ⋅ 4.5 Baths ⋅ 225044987 MLS

Welcome to 655 7th Avenue North in desirable Olde Naples location just a short walk to the beach and downtown. Enter this 4 Bedroom plus den/4.5 Bathroom newer construction house into a welcoming foyer opening to an expansive open-concept living floor. Spacious living room with wall of glass opening out to private rear yard seamlessly blending indoor/outdoor living. Lovely dining room complete with wet bar is ideal for entertaining. True chef's eat-in kitchen replete with Thermador appliances including 6-burner gas range, white shaker cabinetry and oversized quartz island. Master suite oasis overlooks private back yard, dual walk-in closets with custom built-ins and a spa-like bath with oversized walk-in shower, freestanding soaking tub, separate vanities and separate water closet. Guest suite with en-suite bathroom plus access to outdoor living space. Convenient first floor office ideal for today's work from home lifestyle plus full-sized laundry room and powder room. Ascend to the second floor to a light and airy loft-like sitting room with beverage center ideal for visiting guests. Two additional guest suites each with en-suite bath and walk-in closets complete this floor. Outdoor living space is truly a private sanctuary with a gorgeous pool and spa, sundeck, covered screened-in living/dining room with custom built-in outdoor kitchen ideal for year-round entertaining. Grassy area perfect for dog lovers and play. 3-car attached garage with epoxy floor. Easy walk to the gorgeous beach at the end of block and an easy walk, bike or golf cart ride to downtown Naples' 5th Avenue South and 3rd Street South renowned worldwide for its fine dining and shopping. Easy access to Naples and Fort Myers airport. Come enjoy the Naples lifestyle at this lovely in-town home.

655 7TH AVE N, Naples

Courtesy of John R Wood Properties.

Selling Office: John R Wood Properties.

$3,800,000

Welcome to The Mark on 8th, a premier luxury condominium development in downtown Naples. Ideally situated in the heart of Olde Naples, this residence is just steps away from the exceptional boutiques, cafes, restaurants, and pristine sandy beaches along the Gulf of Mexico. Residence 103 is a brand new impressive two-story townhome offering 3,449 square feet of luxurious living space, featuring 4 bedrooms, 4 full baths and 2 half baths, along with a second-floor loft lounge. Expansive 9-foot sliding doors lead to multiple private outdoor areas, seamlessly blending indoor and outdoor living. The gourmet kitchen, designed with both style and functionality in mind, overlooks the living and dining areas and is equipped with top-of-the-line appliances and exquisite finishes. The grand primary suite includes a private balcony, dual walk-in closets, and a serene spa-like bath for ultimate comfort. Additional highlights of this residence include two private storage units, a private elevator, and entrances on both levels for added convenience. The Mark on 8th offers a wealth of exceptional amenities, including an on-site golf simulator, a second-floor pool and spa, a fitness center, a sauna, and convenient attached parking. Enjoy outdoor grilling and unwind by the poolside fire pit, making this property a true oasis in the heart of Naples.

4 Beds ⋅ 5.5 Baths ⋅ 225031992 MLS ⋅ Olde Naples BLDG.

Welcome to The Mark on 8th, a premier luxury condominium development in downtown Naples. Ideally situated in the heart of Olde Naples, this residence is just steps away from the exceptional boutiques, cafes, restaurants, and pristine sandy beaches along the Gulf of Mexico. Residence 103 is a brand new impressive two-story townhome offering 3,449 square feet of luxurious living space, featuring 4 bedrooms, 4 full baths and 2 half baths, along with a second-floor loft lounge. Expansive 9-foot sliding doors lead to multiple private outdoor areas, seamlessly blending indoor and outdoor living. The gourmet kitchen, designed with both style and functionality in mind, overlooks the living and dining areas and is equipped with top-of-the-line appliances and exquisite finishes. The grand primary suite includes a private balcony, dual walk-in closets, and a serene spa-like bath for ultimate comfort. Additional highlights of this residence include two private storage units, a private elevator, and entrances on both levels for added convenience. The Mark on 8th offers a wealth of exceptional amenities, including an on-site golf simulator, a second-floor pool and spa, a fitness center, a sauna, and convenient attached parking. Enjoy outdoor grilling and unwind by the poolside fire pit, making this property a true oasis in the heart of Naples.

201 8TH ST S Unit 103, Naples

Courtesy of William Raveis Real Estate.

Selling Office: Douglas Elliman Florida, LLC.

$2,123,125

An enviable address whose advantageous proximity to Crayton Cove and acclaimed Third Street South’s fine dining / shopping district make this an ideal site for future redevelopment. Located directly across a rolling green vacant lot which offers additional privacy, the northern facing parcel encompasses alley access, a sizable depth of approximately 150 feet, as well as a total square footage of 10,000 - all the while a short bike ride to the sugar sand beaches that make Naples so desirable.

225039364 MLS

An enviable address whose advantageous proximity to Crayton Cove and acclaimed Third Street South’s fine dining / shopping district make this an ideal site for future redevelopment. Located directly across a rolling green vacant lot which offers additional privacy, the northern facing parcel encompasses alley access, a sizable depth of approximately 150 feet, as well as a total square footage of 10,000 - all the while a short bike ride to the sugar sand beaches that make Naples so desirable.

729 Broad AVE S, Naples

Courtesy of John R Wood Properties.

Selling Office: Premier Sotheby's Int'l Realty.

$6,400,000

According to buyers; this home is gorgeous and should sell soon. 4+Den, Tall 3 Car Garage, Elevator in home, owner suite first floor, wide interior living space, high impact glass, two large walk-in closets in owner suite. Coveted location two blocks from iconic Third Street South, a few blocks to the marina and less than five blocks to beach. Car enthusiasts will see this massive 3 car garage at rear with soaring high ceilings and recognize potential to add a lift. The advantage of this lot is that the home's interior remained safe and dry in storms. Elevation 8.1 feet. Seller disclosures are available upon inquiry. Home has an impressive automated leak detection system, Perhaps even more desirable than a dual master suite is this home's elevator, 3 large guest suites upstairs with large walk-in closets and ensuite bathrooms, along with a picturesque large upper balcony looking out to the large patio, pool and spa. Metal roof, 4 bedrooms plus Den. Gorgeous pool, spa and covered patio outdoor living space with outdoor kitchen. Third Street South is the exquisite, renown gem of Olde Naples. Transport yourself back in time to a vibrant and chic island type aura with a splendid culinary scene, casual and elegant dining, courtyards, shops, neighborhood events such as farmer’s markets and holiday cheer. Modern open floorplan with a timeless design. Timeless and welcoming curb appeal, dramatic and lushly presented palm trees adorn the large front yard. Larger lot, a quarter acre. An abundance of natural light compliments the wow-factor great room plan. Beautiful wood flooring, Carrera marble tops, a highly functional kitchen fit for a chef. Owner suite and enclosed den by foyer are on ground floor. Pool, spa with large covered outdoor living area with outdoor fireplace, tv area and outdoor kitchen, patio bathroom. This breathtaking home epitomizes the renowned Olde Naples lifestyle as it enjoys such close proximity to the lifestyle that awaits you at Third St. South and Fifth Avenue. Close proximity for your boat at the marina, and the Naples Yacht Club.

4 Beds ⋅ 5.5 Baths ⋅ 225032352 MLS

According to buyers; this home is gorgeous and should sell soon. 4+Den, Tall 3 Car Garage, Elevator in home, owner suite first floor, wide interior living space, high impact glass, two large walk-in closets in owner suite. Coveted location two blocks from iconic Third Street South, a few blocks to the marina and less than five blocks to beach. Car enthusiasts will see this massive 3 car garage at rear with soaring high ceilings and recognize potential to add a lift. The advantage of this lot is that the home's interior remained safe and dry in storms. Elevation 8.1 feet. Seller disclosures are available upon inquiry. Home has an impressive automated leak detection system, Perhaps even more desirable than a dual master suite is this home's elevator, 3 large guest suites upstairs with large walk-in closets and ensuite bathrooms, along with a picturesque large upper balcony looking out to the large patio, pool and spa. Metal roof, 4 bedrooms plus Den. Gorgeous pool, spa and covered patio outdoor living space with outdoor kitchen. Third Street South is the exquisite, renown gem of Olde Naples. Transport yourself back in time to a vibrant and chic island type aura with a splendid culinary scene, casual and elegant dining, courtyards, shops, neighborhood events such as farmer’s markets and holiday cheer. Modern open floorplan with a timeless design. Timeless and welcoming curb appeal, dramatic and lushly presented palm trees adorn the large front yard. Larger lot, a quarter acre. An abundance of natural light compliments the wow-factor great room plan. Beautiful wood flooring, Carrera marble tops, a highly functional kitchen fit for a chef. Owner suite and enclosed den by foyer are on ground floor. Pool, spa with large covered outdoor living area with outdoor fireplace, tv area and outdoor kitchen, patio bathroom. This breathtaking home epitomizes the renowned Olde Naples lifestyle as it enjoys such close proximity to the lifestyle that awaits you at Third St. South and Fifth Avenue. Close proximity for your boat at the marina, and the Naples Yacht Club.

455 13th AVE S, Naples

Courtesy of John R Wood Properties.

Selling Office: John R Wood Properties.

$6,517,927

Seize the rare opportunity to craft a bespoke residence on this expansive lot on famous 5th Avenue South, one of the desirable addresses in downtown Naples. With its enviable proximity, one home to the beach, your design would give views of the Gulf as you revel in the gentle ocean breezes, breathtaking sunsets and rhythmic sounds of the waves. The generous dimensions allow for an expansive residence, complete with lush landscaping, impressive pools, and inviting outdoor spaces to embrace the Naples indoor-outdoor lifestyle. In the desirable Old Naples community, this address offers effortless access and steps away to the world-class dining, upscale boutiques and vibrant cultural scene of Fifth Avenue South as this property embodies exclusivity and limitless potential. Whether you envision a striking contemporary residence or a timeless coastal sanctuary, the location of this lot provides an unparalleled opportunity to create a legacy home in one of Naples sought-after neighborhoods.

225018327 MLS

Seize the rare opportunity to craft a bespoke residence on this expansive lot on famous 5th Avenue South, one of the desirable addresses in downtown Naples. With its enviable proximity, one home to the beach, your design would give views of the Gulf as you revel in the gentle ocean breezes, breathtaking sunsets and rhythmic sounds of the waves. The generous dimensions allow for an expansive residence, complete with lush landscaping, impressive pools, and inviting outdoor spaces to embrace the Naples indoor-outdoor lifestyle. In the desirable Old Naples community, this address offers effortless access and steps away to the world-class dining, upscale boutiques and vibrant cultural scene of Fifth Avenue South as this property embodies exclusivity and limitless potential. Whether you envision a striking contemporary residence or a timeless coastal sanctuary, the location of this lot provides an unparalleled opportunity to create a legacy home in one of Naples sought-after neighborhoods.

45 5th AVE S, Naples

Courtesy of Premier Sotheby's Int'l Realty.

Selling Office: Premier Sotheby's Int'l Realty.

$3,000,000

Lake front, quiet Ridge Lake neighborhood. Vintage but well maintained "Michigan" home. Idyllic location to build your dream home just a stones throw to the Gulf, parks, Old and Central Naples shopping and dining. The property is surrounded by established privacy landscaping with natural lake views. Lot is 200' deep, with .33 acres. Ridge Lake is an exceptional neighborhood with a charming combination of older renovated homes to new fabulous estates. Not a through street. Current home is at 10.06' and the garage is at 9.20 feet.

3 Beds ⋅ 2 Baths ⋅ 225024004 MLS

Lake front, quiet Ridge Lake neighborhood. Vintage but well maintained "Michigan" home. Idyllic location to build your dream home just a stones throw to the Gulf, parks, Old and Central Naples shopping and dining. The property is surrounded by established privacy landscaping with natural lake views. Lot is 200' deep, with .33 acres. Ridge Lake is an exceptional neighborhood with a charming combination of older renovated homes to new fabulous estates. Not a through street. Current home is at 10.06' and the garage is at 9.20 feet.

645 Bougainvillea RD, Naples

Courtesy of John R Wood Properties.

Selling Office: Premier Sotheby's Int'l Realty.

$2,749,000

Nestled in the heart of Old Naples lies this lovely .23 acre residential homesite with southern rear exposure and alley. Loaded with gorgeous trees including a royal poinciana, 2 large mangos, a guava tree, 2 sea grape trees, and a large mahogany tree in the rear. Positioned 1 block to Naples Bay and the city dock, 4 blocks to 5th Avenue S, and only 7 blocks to the beach lending this to be an ideal spot to create your own downtown beach oasis. There is no need for a car as you will be able to walk or ride your bike to any of the amazing dining spots, local shopping, and the Naples Pier. The fun factor is multiplied as you zip around in your street legal golf cart anywhere in Old Naples or west of 41. Cambier Park as well as Arther Allen Tennis Center are a hop skip and a jump alway hosting the City of Naples various events, live concerts, national art shows, the famous “Car’s on Fifth” and even an opera! Your fur babies will love to run free at Baker Park where the children have an awesome playground that connects to the Greenway boasting miles of trails along the Gordon River should you enjoy taking in the lush greenery in this popular public park known for all outdoor activities under the sun. Newer gorgeous homes surround your homesite in every direction.

225023942 MLS

Nestled in the heart of Old Naples lies this lovely .23 acre residential homesite with southern rear exposure and alley. Loaded with gorgeous trees including a royal poinciana, 2 large mangos, a guava tree, 2 sea grape trees, and a large mahogany tree in the rear. Positioned 1 block to Naples Bay and the city dock, 4 blocks to 5th Avenue S, and only 7 blocks to the beach lending this to be an ideal spot to create your own downtown beach oasis. There is no need for a car as you will be able to walk or ride your bike to any of the amazing dining spots, local shopping, and the Naples Pier. The fun factor is multiplied as you zip around in your street legal golf cart anywhere in Old Naples or west of 41. Cambier Park as well as Arther Allen Tennis Center are a hop skip and a jump alway hosting the City of Naples various events, live concerts, national art shows, the famous “Car’s on Fifth” and even an opera! Your fur babies will love to run free at Baker Park where the children have an awesome playground that connects to the Greenway boasting miles of trails along the Gordon River should you enjoy taking in the lush greenery in this popular public park known for all outdoor activities under the sun. Newer gorgeous homes surround your homesite in every direction.

774 11th AVE S, Naples

Courtesy of John R Wood Properties.

Selling Office: Realty One Group MVP.

$2,250,000

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.

3 Beds ⋅ 3 Baths ⋅ 225022012 MLS ⋅ Olde Naples BLDG.

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 AVE S Unit 211, Naples

Courtesy of Downing Frye Realty Inc..

$6,400,000

High and Dry – No Flooding from Storms! This stunning Olde Naples home has been completely transformed, with a total renovation completed in 2025, making it virtually brand new. Offering just under 3,000 sq. ft., 4 bedrooms, and 5.5 bathrooms, this home seamlessly blends modern luxury with timeless elegance. The open-concept design creates a perfect flow between living, dining, and kitchen spaces. The gourmet kitchen is a chef’s dream, featuring a Wolf 6-burner gas range, SubZero refrigerator, and SubZero wine cooler with a bottom refrigerator and ice drawer. Cristallo Quartzite countertops, a marble-wrapped island, and custom Crystal cabinetry elevate both style and function.The primary suite is a private retreat with vaulted ceilings, a sitting area, and pool views. The spa-inspired bath offers a Kohler soaking tub, a shower with body sprays and a rain shower head, and custom California Closets with integrated lighting.Step into the resort-style outdoor oasis, where a brand-new saltwater pool, integrated spa, and wading pool with a tranquil fountain create the ultimate escape. State-of-the-art Pentair equipment with a natural gas heater maintains perfect water temperature, all controlled from your mobile device. The fully equipped outdoor kitchen, complete with a grill, refrigerator, sink, and TV, is ideal for entertaining. Throughout the home, designer light fixtures from Visual Comfort and Ralph Lauren add warmth and sophistication, perfectly complementing the wide plank Legno Bastone French Oak flooring and Kohler plumbing fixtures. Smart home technology, including Control4 lighting, a full audio-video system, and exterior security cameras, enhances convenience and security. Impact windows and doors provide both style and protection. Located in the heart of Olde Naples, this home is just a short walk to Third Street South’s world-class dining and shopping, as well as the pristine beaches of the Gulf of Mexico. Offering an unbeatable location paired with luxurious finishes and modern conveniences, this move-in-ready masterpiece is the perfect Naples retreat.

4 Beds ⋅ 5.5 Baths ⋅ 225021072 MLS

High and Dry – No Flooding from Storms! This stunning Olde Naples home has been completely transformed, with a total renovation completed in 2025, making it virtually brand new. Offering just under 3,000 sq. ft., 4 bedrooms, and 5.5 bathrooms, this home seamlessly blends modern luxury with timeless elegance. The open-concept design creates a perfect flow between living, dining, and kitchen spaces. The gourmet kitchen is a chef’s dream, featuring a Wolf 6-burner gas range, SubZero refrigerator, and SubZero wine cooler with a bottom refrigerator and ice drawer. Cristallo Quartzite countertops, a marble-wrapped island, and custom Crystal cabinetry elevate both style and function.The primary suite is a private retreat with vaulted ceilings, a sitting area, and pool views. The spa-inspired bath offers a Kohler soaking tub, a shower with body sprays and a rain shower head, and custom California Closets with integrated lighting.Step into the resort-style outdoor oasis, where a brand-new saltwater pool, integrated spa, and wading pool with a tranquil fountain create the ultimate escape. State-of-the-art Pentair equipment with a natural gas heater maintains perfect water temperature, all controlled from your mobile device. The fully equipped outdoor kitchen, complete with a grill, refrigerator, sink, and TV, is ideal for entertaining. Throughout the home, designer light fixtures from Visual Comfort and Ralph Lauren add warmth and sophistication, perfectly complementing the wide plank Legno Bastone French Oak flooring and Kohler plumbing fixtures. Smart home technology, including Control4 lighting, a full audio-video system, and exterior security cameras, enhances convenience and security. Impact windows and doors provide both style and protection. Located in the heart of Olde Naples, this home is just a short walk to Third Street South’s world-class dining and shopping, as well as the pristine beaches of the Gulf of Mexico. Offering an unbeatable location paired with luxurious finishes and modern conveniences, this move-in-ready masterpiece is the perfect Naples retreat.

1355 4th ST S, Naples

Courtesy of Compass Florida LLC.

Selling Office: Premier Sotheby's Int'l Realty.

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How much is your home worth?