More than a waterfront home, this extraordinary gated estate spans roughly 2 private acres along the Caloosahatchee River, combining panoramic sunset views, quick Gulf access, a natural lagoon flowing beneath the residence and Caribbean-Coastal inspired luxury in a setting unlike anything else on the Fort Myers waterfront. A long, winding, palm-lined drive introduces a rare sense of privacy and scale close to town. Surrounded by lush tropical grounds and water on multiple sides, the property features a natural cut from the river that travels alongside and beneath the home, creating a secluded lagoon-like environment reminiscent of a private island retreat. Completely redesigned by Clive Daniel, the residence pairs exceptional craftsmanship and refined materials with comfortable, casual luxury. All-concrete construction and weather-resistant materials provide a substantial foundation for waterfront living. European white oak floors, soaring beamed ceilings and walls of glass fill the interiors with natural light while maintaining a constant connection to the river. The expansive great room offers a fireplace, multiple gathering areas, generous dining space and remarkable water views. The chef’s kitchen features state-of-the-art appliances, an oversized gathering bar and a separate full-service prep kitchen with additional ovens, refrigeration and cabinetry, ideal for entertaining or catered events. The impressive primary suite is a private waterfront sanctuary with dramatic ceilings, a spacious sitting area, dual walk-in closets with custom built-ins and a luxurious bath with separate vanities, shower and soaking tub. Generous, privately positioned guest suites each feature an en-suite bath, with two enjoying beautiful water views. Balconies and terraces extend the living spaces outdoors, including a large screened patio and two spiral staircases leading to an expansive rooftop sun deck with commanding river and sunset views. A resort-style pool and spa are surrounded by tropical landscaping and generous outdoor entertaining areas. Beneath the residence, the sheltered lagoon and extensive dock space offer exceptional potential to create the ultimate setup for yachts, fishing boats and personal watercraft. Automobile enthusiasts will appreciate the existing 4 to 6-car garage, providing substantial space for a prized collection and additional storage. The estate also offers tremendous flexibility for future expansion, whether envisioned as an addition to the primary residence, guest house with additional garage space, tennis or pickleball court, or private recreational compound, subject to applicable approvals. Private yet convenient to downtown Fort Myers, Bonita, Naples, beaches, dining and entertainment, with the bay, Gulf and barrier islands quickly accessible by boat. This is a singular waterfront estate defined by land, water, privacy, architecture and possibility.

4 Beds ⋅ 6 Baths ⋅ 2026033951 MLS

More than a waterfront home, this extraordinary gated estate spans roughly 2 private acres along the Caloosahatchee River, combining panoramic sunset views, quick Gulf access, a natural lagoon flowing beneath the residence and Caribbean-Coastal inspired luxury in a setting unlike anything else on the Fort Myers waterfront. A long, winding, palm-lined drive introduces a rare sense of privacy and scale close to town. Surrounded by lush tropical grounds and water on multiple sides, the property features a natural cut from the river that travels alongside and beneath the home, creating a secluded lagoon-like environment reminiscent of a private island retreat. Completely redesigned by Clive Daniel, the residence pairs exceptional craftsmanship and refined materials with comfortable, casual luxury. All-concrete construction and weather-resistant materials provide a substantial foundation for waterfront living. European white oak floors, soaring beamed ceilings and walls of glass fill the interiors with natural light while maintaining a constant connection to the river. The expansive great room offers a fireplace, multiple gathering areas, generous dining space and remarkable water views. The chef’s kitchen features state-of-the-art appliances, an oversized gathering bar and a separate full-service prep kitchen with additional ovens, refrigeration and cabinetry, ideal for entertaining or catered events. The impressive primary suite is a private waterfront sanctuary with dramatic ceilings, a spacious sitting area, dual walk-in closets with custom built-ins and a luxurious bath with separate vanities, shower and soaking tub. Generous, privately positioned guest suites each feature an en-suite bath, with two enjoying beautiful water views. Balconies and terraces extend the living spaces outdoors, including a large screened patio and two spiral staircases leading to an expansive rooftop sun deck with commanding river and sunset views. A resort-style pool and spa are surrounded by tropical landscaping and generous outdoor entertaining areas. Beneath the residence, the sheltered lagoon and extensive dock space offer exceptional potential to create the ultimate setup for yachts, fishing boats and personal watercraft. Automobile enthusiasts will appreciate the existing 4 to 6-car garage, providing substantial space for a prized collection and additional storage. The estate also offers tremendous flexibility for future expansion, whether envisioned as an addition to the primary residence, guest house with additional garage space, tennis or pickleball court, or private recreational compound, subject to applicable approvals. Private yet convenient to downtown Fort Myers, Bonita, Naples, beaches, dining and entertainment, with the bay, Gulf and barrier islands quickly accessible by boat. This is a singular waterfront estate defined by land, water, privacy, architecture and possibility.

13230 Linton Road, Fort Myers

Listing Courtesy of Royal Shell Real Estate, Inc.

$4,350,000

Where timeless island architecture meets modern luxury, this exceptional Captiva retreat offers the rare combination of privacy, craftsmanship, and outstanding income-producing potential. Designed by acclaimed architect Bud Lawrence and situated on a premier corner lot just steps from both the Gulf beach and bay, this 5-bedroom, 5.5-bath residence was built for both relaxed island living and unforgettable entertaining. Surrounded by lush tropical landscaping, the home centers around an impressive two-story screened lanai featuring a PebbleTec heated pool and spa, waterfall, waterslide, expansive covered living areas, and a fully equipped outdoor kitchen with a built-in Thermador grilling station. Whether hosting family gatherings or accommodating large groups, the floor plan is designed to comfortably sleep multiple generations and guests with two private primary suites, three additional guest suites, and elevator access to all levels. Inside, custom craftsmanship is showcased throughout with Brazilian cherry wood flooring, marble finishes, handcrafted Sinker Cypress doors, custom cabinetry, imported roof tiles, decorative precast architectural details, and copper gutters and downspouts. The gourmet kitchen is complemented by dual wine coolers and generous entertaining space, while extensive technology upgrades include a Control4 smart home system, a 140-inch projection screen, surround sound, and integrated outdoor audio. Perfectly positioned in the heart of Captiva Island, owners and guests can easily walk to the beach, bay, restaurants, shops, marinas, and island attractions. With its desirable location, spacious layout, resort-style amenities, and ability to accommodate larger groups, the property also offers exceptional vacation rental potential in one of Southwest Florida's most sought-after island destinations. A rare opportunity to own a distinctive Captiva residence where luxury, location, and lifestyle come together.

5 Beds ⋅ 6 Baths ⋅ 2026024474 MLS

Where timeless island architecture meets modern luxury, this exceptional Captiva retreat offers the rare combination of privacy, craftsmanship, and outstanding income-producing potential. Designed by acclaimed architect Bud Lawrence and situated on a premier corner lot just steps from both the Gulf beach and bay, this 5-bedroom, 5.5-bath residence was built for both relaxed island living and unforgettable entertaining. Surrounded by lush tropical landscaping, the home centers around an impressive two-story screened lanai featuring a PebbleTec heated pool and spa, waterfall, waterslide, expansive covered living areas, and a fully equipped outdoor kitchen with a built-in Thermador grilling station. Whether hosting family gatherings or accommodating large groups, the floor plan is designed to comfortably sleep multiple generations and guests with two private primary suites, three additional guest suites, and elevator access to all levels. Inside, custom craftsmanship is showcased throughout with Brazilian cherry wood flooring, marble finishes, handcrafted Sinker Cypress doors, custom cabinetry, imported roof tiles, decorative precast architectural details, and copper gutters and downspouts. The gourmet kitchen is complemented by dual wine coolers and generous entertaining space, while extensive technology upgrades include a Control4 smart home system, a 140-inch projection screen, surround sound, and integrated outdoor audio. Perfectly positioned in the heart of Captiva Island, owners and guests can easily walk to the beach, bay, restaurants, shops, marinas, and island attractions. With its desirable location, spacious layout, resort-style amenities, and ability to accommodate larger groups, the property also offers exceptional vacation rental potential in one of Southwest Florida's most sought-after island destinations. A rare opportunity to own a distinctive Captiva residence where luxury, location, and lifestyle come together.

15161 Wiles Drive, Captiva

Listing Courtesy of Royal Shell Real Estate, Inc.

$6,995,000

At the southernmost tip of Captiva Island, where the turquoise waters of the Gulf meet the tranquil expanse of Pine Island Sound, lies one of Southwest Florida’s extraordinary residential offerings. Encompassing more than an acre stretching seamlessly from Gulf to Bay, this private estate commands an exceptionally rare setting immersed in water, light and natural beauty from every direction. Beyond the gated entrance, a dramatic composition of architecture and landscape unfolds. A resort-style pool and spa, lush tropical grounds, and a private dock with boat lift create a lifestyle defined by effortless access to the open Gulf and protected waters of the bay. Few properties can claim such a remarkable dual-waterfront existence. Designed to celebrate its surroundings, the residence is a masterful blend of warmth, craftsmanship and connection to nature. Stunning flooring, beamed ceilings, and thoughtfully curated finishes create an atmosphere that is sophisticated and inviting. Expansive walls of impact-rated glass frame panoramic vistas at every turn, transforming the ever-changing interplay of sea, sky and light into living works of art. The grand living room serves as the heart of the home, anchored by a striking fireplace and framed by breathtaking waterfront panoramas. To the west, endless views of sugar white beaches, the shimmering Gulf and Captiva’s legendary sunsets unfold. To the east, Pine Island Sound, mangrove islands and dramatic coastal skies create an equally captivating backdrop. The kitchen blends timeless charm with modern functionality, featuring exceptional millwork, premium appliances and a unique wood-burning fireplace that lends an unexpected touch of character. Flowing seamlessly to the bayfront lanai, it invites leisurely mornings overlooking the water and unforgettable evenings gathered around the firepit beneath the stars. The primary suite is a retreat unlike any other. A central fireplace separates intimate living spaces connected by rich wood flooring designed to embrace the estate’s dual-waterfront setting. One side opens to a private balcony overlooking the Gulf, while the other captures mesmerizing bay views through a tranquil window seat. The spa-inspired bath has been beautifully updated and offers the rare luxury of spectacular water views. Serviced by a private elevator connecting all levels, each guest suite enjoys its unique perspective of the surrounding coastal landscape. Outside, a private dock extends into the bay, providing immediate access to world-class boating, fishing and island exploration, while a private path leads directly to Captiva’s famed beaches. A rare offering, this estate represents the pinnacle of island living, a place where architecture and nature exist in harmony, and where every sunrise and sunset unfolds over water. Rarely does a property capture the essence of Captiva so completely.

6 Beds ⋅ 5 Baths ⋅ 2026023434 MLS

At the southernmost tip of Captiva Island, where the turquoise waters of the Gulf meet the tranquil expanse of Pine Island Sound, lies one of Southwest Florida’s extraordinary residential offerings. Encompassing more than an acre stretching seamlessly from Gulf to Bay, this private estate commands an exceptionally rare setting immersed in water, light and natural beauty from every direction. Beyond the gated entrance, a dramatic composition of architecture and landscape unfolds. A resort-style pool and spa, lush tropical grounds, and a private dock with boat lift create a lifestyle defined by effortless access to the open Gulf and protected waters of the bay. Few properties can claim such a remarkable dual-waterfront existence. Designed to celebrate its surroundings, the residence is a masterful blend of warmth, craftsmanship and connection to nature. Stunning flooring, beamed ceilings, and thoughtfully curated finishes create an atmosphere that is sophisticated and inviting. Expansive walls of impact-rated glass frame panoramic vistas at every turn, transforming the ever-changing interplay of sea, sky and light into living works of art. The grand living room serves as the heart of the home, anchored by a striking fireplace and framed by breathtaking waterfront panoramas. To the west, endless views of sugar white beaches, the shimmering Gulf and Captiva’s legendary sunsets unfold. To the east, Pine Island Sound, mangrove islands and dramatic coastal skies create an equally captivating backdrop. The kitchen blends timeless charm with modern functionality, featuring exceptional millwork, premium appliances and a unique wood-burning fireplace that lends an unexpected touch of character. Flowing seamlessly to the bayfront lanai, it invites leisurely mornings overlooking the water and unforgettable evenings gathered around the firepit beneath the stars. The primary suite is a retreat unlike any other. A central fireplace separates intimate living spaces connected by rich wood flooring designed to embrace the estate’s dual-waterfront setting. One side opens to a private balcony overlooking the Gulf, while the other captures mesmerizing bay views through a tranquil window seat. The spa-inspired bath has been beautifully updated and offers the rare luxury of spectacular water views. Serviced by a private elevator connecting all levels, each guest suite enjoys its unique perspective of the surrounding coastal landscape. Outside, a private dock extends into the bay, providing immediate access to world-class boating, fishing and island exploration, while a private path leads directly to Captiva’s famed beaches. A rare offering, this estate represents the pinnacle of island living, a place where architecture and nature exist in harmony, and where every sunrise and sunset unfolds over water. Rarely does a property capture the essence of Captiva so completely.

17201 Captiva Drive, Captiva

Listing Courtesy of Premier Sotheby's Int'l Realty

$265,000

Looking for an affordable single-family home near Sanibel without expensive HOA fees or restrictive community rules? This is your opportunity! This well-maintained, turnkey furnished 3-bedroom, 2-bath home combines peace of mind with recent major improvements, including a new roof (2022), new Trane HVAC system (2024), and a brand-new Rheem 50-gallon water heater (June 2026). The seller has also proactively completed several maintenance improvements, including electrical safety upgrades and plumbing repairs, allowing future buyers to move forward with added confidence. Enjoy the freedom of NO HOA, giving you flexibility without monthly association fees or restrictive regulations. Situated on an oversized lot, the property offers plenty of room to enjoy the Florida lifestyle, whether you envision gardening, entertaining, or storing your boat, trailer, or recreational equipment. Inside, you'll find a comfortable and functional floor plan with abundant natural light, an updated kitchen with ample cabinetry and workspace, and a spacious screened lanai that extends your living area outdoors. Ideally located just minutes from Sanibel Island, Fort Myers Beach, shopping, restaurants, healthcare, marinas, and world-renowned Gulf beaches, this home is equally suited as a primary residence, seasonal getaway, or investment property. Being sold turnkey furnished for the seller's convenience, this move-in-ready home offers exceptional value with major system updates already completed, no HOA, and an unbeatable location close to everything Southwest Florida has to offer.

3 Beds ⋅ 2 Baths ⋅ 2026011521 MLS

Looking for an affordable single-family home near Sanibel without expensive HOA fees or restrictive community rules? This is your opportunity! This well-maintained, turnkey furnished 3-bedroom, 2-bath home combines peace of mind with recent major improvements, including a new roof (2022), new Trane HVAC system (2024), and a brand-new Rheem 50-gallon water heater (June 2026). The seller has also proactively completed several maintenance improvements, including electrical safety upgrades and plumbing repairs, allowing future buyers to move forward with added confidence. Enjoy the freedom of NO HOA, giving you flexibility without monthly association fees or restrictive regulations. Situated on an oversized lot, the property offers plenty of room to enjoy the Florida lifestyle, whether you envision gardening, entertaining, or storing your boat, trailer, or recreational equipment. Inside, you'll find a comfortable and functional floor plan with abundant natural light, an updated kitchen with ample cabinetry and workspace, and a spacious screened lanai that extends your living area outdoors. Ideally located just minutes from Sanibel Island, Fort Myers Beach, shopping, restaurants, healthcare, marinas, and world-renowned Gulf beaches, this home is equally suited as a primary residence, seasonal getaway, or investment property. Being sold turnkey furnished for the seller's convenience, this move-in-ready home offers exceptional value with major system updates already completed, no HOA, and an unbeatable location close to everything Southwest Florida has to offer.

11771 Iona Road, Fort Myers

Listing Courtesy of Royal Shell Real Estate, Inc.

$8,995,000

Majestic Gulf-front estate located on West Gulf Drive, Sanibel Island’s most coveted and prestigious beachfront address. Widely regarded as the premier location on the island, West Gulf Drive offers expansive estate-sized parcels, exceptional privacy, no HOA restrictions, and some of the quietest, least-traveled beaches on Sanibel. For those seeking the finest beachfront living, this is simply where you want to be. Set back from both the road and the shoreline, the property enjoys a rare sense of seclusion while maintaining breathtaking, unobstructed Gulf of Mexico views and spectacular sunsets. Elevated for peace of mind, the approach is framed by lush, tropical landscaping that immediately sets the tone, private, serene, and resort-like from the moment you arrive. The residence blends Sanibel’s relaxed coastal charm with the refined architectural presence often associated with Palm Beach and Naples, elegant yet approachable, luxurious without pretense. Designed to function as a true home rather than a showpiece alone, the interior is warm, inviting, and ideal for entertaining, extended family stays, and memorable gatherings. Upon entry, the volume of the main living area is immediately felt, highlighted by soaring beam ceilings, remarkable architectural detailing, and exquisite millwork throughout. The design strikes a perfect balance between formal and casual, grand in scale yet comfortable and livable, with a flow that feels both intentional and effortless. Mediterranean-inspired architecture gives the home a timeless character, complemented by expansive indoor and outdoor living spaces. Multiple lanais and deck areas invite effortless Gulf-front living, while the tranquil, resort-style pool area offers a peaceful retreat with sweeping water views and unforgettable sunsets. This meticulously built estate includes luxury amenities expected at this caliber, including an elevator, multiple game and recreation rooms, wine room, theater, office, indoor and outdoor kitchens, and flexible spaces for optional additional bedrooms. Professionally decorated with custom-designed furnishings, the residence is offered fully appointed, creating a rare turnkey opportunity. A true family compound and legacy property, this extraordinary West Gulf Drive estate offers unmatched privacy, prestige, and livability in one of Sanibel Island’s most iconic beachfront settings.

5 Beds ⋅ 5 Baths ⋅ 2026006746 MLS

Majestic Gulf-front estate located on West Gulf Drive, Sanibel Island’s most coveted and prestigious beachfront address. Widely regarded as the premier location on the island, West Gulf Drive offers expansive estate-sized parcels, exceptional privacy, no HOA restrictions, and some of the quietest, least-traveled beaches on Sanibel. For those seeking the finest beachfront living, this is simply where you want to be. Set back from both the road and the shoreline, the property enjoys a rare sense of seclusion while maintaining breathtaking, unobstructed Gulf of Mexico views and spectacular sunsets. Elevated for peace of mind, the approach is framed by lush, tropical landscaping that immediately sets the tone, private, serene, and resort-like from the moment you arrive. The residence blends Sanibel’s relaxed coastal charm with the refined architectural presence often associated with Palm Beach and Naples, elegant yet approachable, luxurious without pretense. Designed to function as a true home rather than a showpiece alone, the interior is warm, inviting, and ideal for entertaining, extended family stays, and memorable gatherings. Upon entry, the volume of the main living area is immediately felt, highlighted by soaring beam ceilings, remarkable architectural detailing, and exquisite millwork throughout. The design strikes a perfect balance between formal and casual, grand in scale yet comfortable and livable, with a flow that feels both intentional and effortless. Mediterranean-inspired architecture gives the home a timeless character, complemented by expansive indoor and outdoor living spaces. Multiple lanais and deck areas invite effortless Gulf-front living, while the tranquil, resort-style pool area offers a peaceful retreat with sweeping water views and unforgettable sunsets. This meticulously built estate includes luxury amenities expected at this caliber, including an elevator, multiple game and recreation rooms, wine room, theater, office, indoor and outdoor kitchens, and flexible spaces for optional additional bedrooms. Professionally decorated with custom-designed furnishings, the residence is offered fully appointed, creating a rare turnkey opportunity. A true family compound and legacy property, this extraordinary West Gulf Drive estate offers unmatched privacy, prestige, and livability in one of Sanibel Island’s most iconic beachfront settings.

3767 W Gulf Drive, Sanibel

Listing Courtesy of Royal Shell Real Estate, Inc.

$2,450,000

After Ian had his way with this charming original Island cottage, circa 1956, located down on the east end of the island, by the Lighthouse, this home was reimagined for today’s lifestyle and conditions, but has still maintained its classic Sanibel ambience. In collaboration with an island architect and an award winning contractor, this home was designed with the Sanibel lifestyle in mind. The ground level portion of this house was taken down to the studs and completely rebuilt, including a new slab, where the dining room now sits. New walls, new framing, new sub floors, new interior doors, new porcelain tile flooring, new electrical wiring, including panel, new plumbing, new ductwork, new HVAC new impact exterior doors and windows throughout the whole house. Brand new kitchen was solid wood, custom-made cabinets, quartz countertops with a stunning island, new stainless steel appliances, beautiful crown molding throughout, new lighting fixtures that add a special ambience to this amazing property. The exterior improvements include new, hardie board siding, and soffits, Outlookers installed, Bahama Shutters, new structural framing on all exterior windows, new 6” K gutters, exterior waterproofing, garage was leveled and finished, new automatic garage door installed. Venturing up the stairs to the second story, which was unscathed by Ian, we have another 1500+ SF of living area which encompasses two bedrooms and two baths. The main master is HUGE and reminds one of a Tribeca loft, with living and sleeping areas conjoined, that gives a unique vibe to this fabulous layout. The master bath is spacious with double sinks, separate soaking tub and walk in shower. On a whimsical note, the guest bath is designed after the infamous Bubble Room in Captiva and is certainly a conversation piece. All the flooring upstairs has been replaced with porcelain tile. Off the loft area is an alluring lanai and a great spot to unwind after a busy day of shelling. The saltwater pool was completely refinished and re-tiled, all new pool equipment, including pool heater, new screens on pool cage, new travertine marble tiles in and around pool and patio. The Landscaping on this property was specifically redesigned and graded to prevent flooding and to establish multiple drainage areas using berms and a riprap border around the perimeter, including newly planted Buttonwood trees that surround the property. Native plants were installed, preserving the natural beauty of the property and its location. And all new sprinkler system was installed. All new drywall on the first floor, 4 feet down was replaced with PVC drywall that can be easily removed, cleaned and reinstalled. The home has been well-thought-out and has kept in step with the current climate situation. Located on a shell drive with just little literally steps to the to the bay or gulf and a two minute walk to the shops and restaurants. This property is really something special!

4 Beds ⋅ 5 Baths ⋅ 2025014856 MLS

After Ian had his way with this charming original Island cottage, circa 1956, located down on the east end of the island, by the Lighthouse, this home was reimagined for today’s lifestyle and conditions, but has still maintained its classic Sanibel ambience. In collaboration with an island architect and an award winning contractor, this home was designed with the Sanibel lifestyle in mind. The ground level portion of this house was taken down to the studs and completely rebuilt, including a new slab, where the dining room now sits. New walls, new framing, new sub floors, new interior doors, new porcelain tile flooring, new electrical wiring, including panel, new plumbing, new ductwork, new HVAC new impact exterior doors and windows throughout the whole house. Brand new kitchen was solid wood, custom-made cabinets, quartz countertops with a stunning island, new stainless steel appliances, beautiful crown molding throughout, new lighting fixtures that add a special ambience to this amazing property. The exterior improvements include new, hardie board siding, and soffits, Outlookers installed, Bahama Shutters, new structural framing on all exterior windows, new 6” K gutters, exterior waterproofing, garage was leveled and finished, new automatic garage door installed. Venturing up the stairs to the second story, which was unscathed by Ian, we have another 1500+ SF of living area which encompasses two bedrooms and two baths. The main master is HUGE and reminds one of a Tribeca loft, with living and sleeping areas conjoined, that gives a unique vibe to this fabulous layout. The master bath is spacious with double sinks, separate soaking tub and walk in shower. On a whimsical note, the guest bath is designed after the infamous Bubble Room in Captiva and is certainly a conversation piece. All the flooring upstairs has been replaced with porcelain tile. Off the loft area is an alluring lanai and a great spot to unwind after a busy day of shelling. The saltwater pool was completely refinished and re-tiled, all new pool equipment, including pool heater, new screens on pool cage, new travertine marble tiles in and around pool and patio. The Landscaping on this property was specifically redesigned and graded to prevent flooding and to establish multiple drainage areas using berms and a riprap border around the perimeter, including newly planted Buttonwood trees that surround the property. Native plants were installed, preserving the natural beauty of the property and its location. And all new sprinkler system was installed. All new drywall on the first floor, 4 feet down was replaced with PVC drywall that can be easily removed, cleaned and reinstalled. The home has been well-thought-out and has kept in step with the current climate situation. Located on a shell drive with just little literally steps to the to the bay or gulf and a two minute walk to the shops and restaurants. This property is really something special!

1163 Seagrape Lane, Sanibel

Listing Courtesy of Kingfisher Real Estate, Inc.