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An exceptional opportunity to own a beautifully crafted residence in one of Naples' most coveted waterfront neighborhoods, Five Hundred Fifty Twenty-First Avenue South captures the essence of effortless luxury in the heart of Aqualane Shores. Ideally positioned adjacent to Port Royal and just moments from the Gulf's pristine beaches, Third Street South, and Fifth Avenue South, this remarkable home offers an unrivaled blend of elegance, comfort, and location. Encompassing approximately Four Thousand square feet of thoughtfully designed single-level living, the residence is filled with natural light and showcases soaring ceilings, solid Eight-foot core doors, and exquisite custom millwork that reflect impeccable craftsmanship throughout. Designed for both intimate living and sophisticated entertaining, the open floor plan flows seamlessly between gracious interior spaces and spectacular outdoor living. The contemporary primary suite is a private sanctuary featuring multiple walk-in closets and a spa-inspired bath with dual vanities, a soaking tub, and a separate walk-in shower. Two additional ensuite guest bedrooms, a versatile fourth bedroom currently serving as a den, and an elegant powder bath provide exceptional comfort and flexibility for family and guests alike. Beyond the interiors, a true resort-inspired retreat awaits. The expansive marble-tiled lanai surrounds a heated pool with a cascading waterfall spa, while the fully equipped outdoor kitchen creates the perfect backdrop for elegant alfresco dining and unforgettable evenings under the stars. Lush, professionally designed landscaping provides exceptional privacy and a serene tropical setting. Whether enjoying a morning walk along the sugar-white sands of the Gulf, dining at Naples' finest restaurants, or browsing the boutiques and galleries of nearby Third Street South and Fifth Avenue South, this extraordinary residence offers the quintessential Naples lifestyle. Beautifully finished and offered move-in ready, this is luxury living at its finest.

4 Beds ⋅ 4.5 Baths ⋅ 226026963 MLS

An exceptional opportunity to own a beautifully crafted residence in one of Naples' most coveted waterfront neighborhoods, Five Hundred Fifty Twenty-First Avenue South captures the essence of effortless luxury in the heart of Aqualane Shores. Ideally positioned adjacent to Port Royal and just moments from the Gulf's pristine beaches, Third Street South, and Fifth Avenue South, this remarkable home offers an unrivaled blend of elegance, comfort, and location. Encompassing approximately Four Thousand square feet of thoughtfully designed single-level living, the residence is filled with natural light and showcases soaring ceilings, solid Eight-foot core doors, and exquisite custom millwork that reflect impeccable craftsmanship throughout. Designed for both intimate living and sophisticated entertaining, the open floor plan flows seamlessly between gracious interior spaces and spectacular outdoor living. The contemporary primary suite is a private sanctuary featuring multiple walk-in closets and a spa-inspired bath with dual vanities, a soaking tub, and a separate walk-in shower. Two additional ensuite guest bedrooms, a versatile fourth bedroom currently serving as a den, and an elegant powder bath provide exceptional comfort and flexibility for family and guests alike. Beyond the interiors, a true resort-inspired retreat awaits. The expansive marble-tiled lanai surrounds a heated pool with a cascading waterfall spa, while the fully equipped outdoor kitchen creates the perfect backdrop for elegant alfresco dining and unforgettable evenings under the stars. Lush, professionally designed landscaping provides exceptional privacy and a serene tropical setting. Whether enjoying a morning walk along the sugar-white sands of the Gulf, dining at Naples' finest restaurants, or browsing the boutiques and galleries of nearby Third Street South and Fifth Avenue South, this extraordinary residence offers the quintessential Naples lifestyle. Beautifully finished and offered move-in ready, this is luxury living at its finest.

550 21ST AVE S, Naples

$4,950,000

Amidst some of Naples' most exquisite and elegant waterfront homes sits a rare opportunity that offers a home site to design and build your dream home. This property is located on tranquil and dolphin-friendly Kite’s Cove, in highly sought after Aqualane Shores, and has a no bridge access to the Gulf. Southern exposure with approximately 80 feet on the water and a fantastic private, grandfathered in, cut-out dock with two boat lifts. Only a few short blocks to beach access and Third Street South's restaurants and chic shops.

223078778 MLS

Amidst some of Naples' most exquisite and elegant waterfront homes sits a rare opportunity that offers a home site to design and build your dream home. This property is located on tranquil and dolphin-friendly Kite’s Cove, in highly sought after Aqualane Shores, and has a no bridge access to the Gulf. Southern exposure with approximately 80 feet on the water and a fantastic private, grandfathered in, cut-out dock with two boat lifts. Only a few short blocks to beach access and Third Street South's restaurants and chic shops.

688 21st AVE S, Naples

$3,450,000

Have you dreamed of owning a secluded Gulf-front escape with sweeping, unobstructed views of turquoise waters, sugar-white sand beaches, swaying tropical palms and spectacular sunsets from every window? On 2.57 acres of pristine shoreline on Keewaydin Island, this remarkable three-bedroom plus den, three-and-a-half bath retreat offers a rare opportunity to live like you’re on vacation every day. Surrounded by the Gulf on one side and the Intracoastal Waterway on the other, the property features 107 feet of spectacular beachfront, western exposure and deep water dockage with two lifts, all in a boat-access-only location, ensuring the utmost privacy. Spanning three levels of open-air decks, including a screened second level with a spacious covered outdoor living area and a modern ceiling fan, this residence is designed to fully embrace the island lifestyle and panoramic Gulf views. Whether sunbathing in seclusion or entertaining in a uniquely memorable setting, every moment here feels like a private retreat. Recent upgrades include a new ground-level patio, railings, roof, solar power system, generator and exterior paint, as well as new path lighting, two exhaust fans in the generator room, and a recently constructed beachside shed which enhances comfort and functionality. Inside, over 2,500 square feet under air showcases custom door frames, diagonal tile flooring, and thoughtful enhancements like new interior paint, blinds, lighting and ceiling fans. The chef’s kitchen is a showstopper with white cabinetry, under-cabinet lighting, a striking tile backsplash and premium appliances, including a six-burner Viking gas range with hood, pot filler and stand-alone ice maker. The dining area, featuring a custom mirrored wall and glass sliders, seamlessly connects to the outdoor living space, blurring the line between comfort and coastal air. The living room, highlighted by vaulted ceilings and a built-in fireplace, is framed by breathtaking beach and water views, while an outdoor elevator lift provides convenient access to all levels. The owner’s suite is a private sanctuary, featuring French doors to a private deck, a walk-in closet with custom built-ins, and a spa-style en-suite bath with dual-sink vanity, jetted soaking tub, and a floor-to-ceiling tiled walk-in shower. Guest bedrooms each offer private balconies and serene water views, and a versatile den provides space for guests or remote work. Additional comforts include six new mini-split systems, a new washer and dryer, a sauna, and satellite TV and internet capabilities, ensuring modern connection in a completely self-sufficient, off-grid setting. Keewaydin Island is peaceful and serene, rich in native flora and fauna, offering a lifestyle defined by natural beauty, privacy and luxury, just minutes by boat from Naples or Marco Island. Schedule your private showing today.

3 Beds ⋅ 3.5 Baths ⋅ 225029295 MLS

Have you dreamed of owning a secluded Gulf-front escape with sweeping, unobstructed views of turquoise waters, sugar-white sand beaches, swaying tropical palms and spectacular sunsets from every window? On 2.57 acres of pristine shoreline on Keewaydin Island, this remarkable three-bedroom plus den, three-and-a-half bath retreat offers a rare opportunity to live like you’re on vacation every day. Surrounded by the Gulf on one side and the Intracoastal Waterway on the other, the property features 107 feet of spectacular beachfront, western exposure and deep water dockage with two lifts, all in a boat-access-only location, ensuring the utmost privacy. Spanning three levels of open-air decks, including a screened second level with a spacious covered outdoor living area and a modern ceiling fan, this residence is designed to fully embrace the island lifestyle and panoramic Gulf views. Whether sunbathing in seclusion or entertaining in a uniquely memorable setting, every moment here feels like a private retreat. Recent upgrades include a new ground-level patio, railings, roof, solar power system, generator and exterior paint, as well as new path lighting, two exhaust fans in the generator room, and a recently constructed beachside shed which enhances comfort and functionality. Inside, over 2,500 square feet under air showcases custom door frames, diagonal tile flooring, and thoughtful enhancements like new interior paint, blinds, lighting and ceiling fans. The chef’s kitchen is a showstopper with white cabinetry, under-cabinet lighting, a striking tile backsplash and premium appliances, including a six-burner Viking gas range with hood, pot filler and stand-alone ice maker. The dining area, featuring a custom mirrored wall and glass sliders, seamlessly connects to the outdoor living space, blurring the line between comfort and coastal air. The living room, highlighted by vaulted ceilings and a built-in fireplace, is framed by breathtaking beach and water views, while an outdoor elevator lift provides convenient access to all levels. The owner’s suite is a private sanctuary, featuring French doors to a private deck, a walk-in closet with custom built-ins, and a spa-style en-suite bath with dual-sink vanity, jetted soaking tub, and a floor-to-ceiling tiled walk-in shower. Guest bedrooms each offer private balconies and serene water views, and a versatile den provides space for guests or remote work. Additional comforts include six new mini-split systems, a new washer and dryer, a sauna, and satellite TV and internet capabilities, ensuring modern connection in a completely self-sufficient, off-grid setting. Keewaydin Island is peaceful and serene, rich in native flora and fauna, offering a lifestyle defined by natural beauty, privacy and luxury, just minutes by boat from Naples or Marco Island. Schedule your private showing today.

10455 Keewaydin, Naples

$1,795,000

Location, location, location! This completely remodeled first floor unit includes all new 2025 hurricane code approved exterior doors and windows. Located on the water at the end of the 14th street canal, just 3 blocks from the beach and two blocks from 3rd Avenue restaurants. This beautiful first floor unit is in the Aqualane Manor complex, a boutique condominium complex. This unit did not get any water intrusion/flooding during hurricane Ian or Milton. Besides the excitement of moving into a beautiful completely remodeled unit in the heart of Naples, the new owner also has the benefit of knowing the Aqualane Manor complex will be receiving a major facelift which is propped to start during the summer of 2025. Aqualane Manor is in the process of scheduling the following proposed items to be replaced/upgraded. New roofs, new boat house roofs, electrical upgrade, new painting of exterior, staining of decks and pilings and proposed new carports. The remaining 1-1-2023 assessment balance for future repairs/updates will be paid by the seller.

2 Beds ⋅ 2 Baths ⋅ 225020277 MLS ⋅ Aqualane Manor BLDG.

Location, location, location! This completely remodeled first floor unit includes all new 2025 hurricane code approved exterior doors and windows. Located on the water at the end of the 14th street canal, just 3 blocks from the beach and two blocks from 3rd Avenue restaurants. This beautiful first floor unit is in the Aqualane Manor complex, a boutique condominium complex. This unit did not get any water intrusion/flooding during hurricane Ian or Milton. Besides the excitement of moving into a beautiful completely remodeled unit in the heart of Naples, the new owner also has the benefit of knowing the Aqualane Manor complex will be receiving a major facelift which is propped to start during the summer of 2025. Aqualane Manor is in the process of scheduling the following proposed items to be replaced/upgraded. New roofs, new boat house roofs, electrical upgrade, new painting of exterior, staining of decks and pilings and proposed new carports. The remaining 1-1-2023 assessment balance for future repairs/updates will be paid by the seller.

320 14th AVE S Unit 320E, Naples

$1,295,000

DEEDED BOAT SLIP with lift and just minutes from Third Street South, this downtown charmer features custom tongue and groove ceilings, neutral oak look flooring and an inviting open layout that connects the main living areas to a screened lanai perched on the 2nd floor overlooking lush tropical surroundings. Enjoy easy access to the gulf from your boat slip conveniently located in your back yard with private boat closet. Also, included with this unit is exclusive access to a private elevator shaft and carport just outside your front door. Aqualane Manor is a unique boutique community with only 12 units and has been completely upgraded with new roof on the building and boat docks, new electric, new landscaping, new glass rails being added to the pool and so much more. The best of everything with offering a waterfront lifestyle in the middle of the best shopping and dining districts all while being just a few blocks from the crystalline sands of the Gulf. Whether you’re looking to for a full time place to call home or a beach getaway, this spacious corner unit has it all.

2 Beds ⋅ 2 Baths ⋅ 225076924 MLS ⋅ Aqualane Manor BLDG.

DEEDED BOAT SLIP with lift and just minutes from Third Street South, this downtown charmer features custom tongue and groove ceilings, neutral oak look flooring and an inviting open layout that connects the main living areas to a screened lanai perched on the 2nd floor overlooking lush tropical surroundings. Enjoy easy access to the gulf from your boat slip conveniently located in your back yard with private boat closet. Also, included with this unit is exclusive access to a private elevator shaft and carport just outside your front door. Aqualane Manor is a unique boutique community with only 12 units and has been completely upgraded with new roof on the building and boat docks, new electric, new landscaping, new glass rails being added to the pool and so much more. The best of everything with offering a waterfront lifestyle in the middle of the best shopping and dining districts all while being just a few blocks from the crystalline sands of the Gulf. Whether you’re looking to for a full time place to call home or a beach getaway, this spacious corner unit has it all.

310 14th AVE S Unit 310B, Naples

$899,000

NEVER FLOODED IN UNIT. Rarely available Aqualane Shores — a 12-residence boating enclave at the quiet canal end of 14th Avenue South. This 2-bedroom, 2-bath residence sits one block from the 3rd Street South dining district, three blocks from the beach, and steps from the community boathouse on a seawalled canal with direct, no-bridge access to Naples Bay and the Gulf. The association's exterior refresh is landing now: brand-new roofs just completed, with sleek glass panels around the pool and refreshed carports beginning in the coming weeks — the big-ticket items arrive already handled. High and dry through Ian and Milton — never flooded. Inside, approximately 1,090 square feet with tile and wood floors, tray ceilings, built-ins, and a walk-in closet offers a beautifully kept canvas: bring your designer and craft your own Old Naples retreat with soft west light over the pool. Assigned covered carport plus extra storage, and ask about leasing a boat slip with lift. With only one sale in the complex since 2021, Aqualane Manor almost never comes to market — this is the walk-to-everything address at its most attainable.

2 Beds ⋅ 2 Baths ⋅ 2025022206 MLS ⋅ Aqualane Manor BLDG.

NEVER FLOODED IN UNIT. Rarely available Aqualane Shores — a 12-residence boating enclave at the quiet canal end of 14th Avenue South. This 2-bedroom, 2-bath residence sits one block from the 3rd Street South dining district, three blocks from the beach, and steps from the community boathouse on a seawalled canal with direct, no-bridge access to Naples Bay and the Gulf. The association's exterior refresh is landing now: brand-new roofs just completed, with sleek glass panels around the pool and refreshed carports beginning in the coming weeks — the big-ticket items arrive already handled. High and dry through Ian and Milton — never flooded. Inside, approximately 1,090 square feet with tile and wood floors, tray ceilings, built-ins, and a walk-in closet offers a beautifully kept canvas: bring your designer and craft your own Old Naples retreat with soft west light over the pool. Assigned covered carport plus extra storage, and ask about leasing a boat slip with lift. With only one sale in the complex since 2021, Aqualane Manor almost never comes to market — this is the walk-to-everything address at its most attainable.

320 14th AVE S Unit 320C, Naples

$795,000

Pristine natural beauty, privacy and seclusion are now obtainable from these highly sought after and rarely available adjacent lots on Keewaydin Island. Allowing for a possible expanded building site or land banking, each property is over 2 acres in size with 100 feet each of untouched and natural beach frontage. Newly engineered and constructed boat and jet ski lifts, boardwalks, pavilion and generator provide easy access and enjoyment.

225075140 MLS

Pristine natural beauty, privacy and seclusion are now obtainable from these highly sought after and rarely available adjacent lots on Keewaydin Island. Allowing for a possible expanded building site or land banking, each property is over 2 acres in size with 100 feet each of untouched and natural beach frontage. Newly engineered and constructed boat and jet ski lifts, boardwalks, pavilion and generator provide easy access and enjoyment.

Keewaydin, Naples

$795,000

Pristine natural beauty, privacy and seclusion are now obtainable from these highly sought after and rarely available adjacent lots on Keewaydin Island. Allowing for a possible expanded building site or land banking, each property is over 2 acres in size with 100 feet each of untouched and natural beach frontage. Newly engineered and constructed boat and jet ski lifts, boardwalks, pavilion and generator provide easy access and enjoyment.

225075057 MLS

Pristine natural beauty, privacy and seclusion are now obtainable from these highly sought after and rarely available adjacent lots on Keewaydin Island. Allowing for a possible expanded building site or land banking, each property is over 2 acres in size with 100 feet each of untouched and natural beach frontage. Newly engineered and constructed boat and jet ski lifts, boardwalks, pavilion and generator provide easy access and enjoyment.

11799 Keewaydin, Naples

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