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Just steps from the surf, this incredible Gulf front beach home has been designed to maximize views and perfectly blend indoor and outdoor living space. Pocketing sliders in the living room disappear from view so that from every angle aquamarine water and sand are the background for life at the beach. The north side of the home has no immediate neighbor, giving Beach House 11 a unique setting... no home obstructing views from the living room, kitchen and the window-lined sunroom that extends these spaces. Playful use of color gives the home a whimsical characteristic that is entirely fitting and welcoming for this beachfront Captiva home. The primary bedroom is on the first floor, with pocketing sliders as well. Fall asleep and wake up listening to the soothing sounds of waves upon the sand. Western exposure provides nightly sunsets, each more magical than the last. One guest bedroom on the first floor, two on the second. The sun porch on the second floor raises the bar for views... truly breathtaking! Newer mechanical storm shutters at the lanai, a tankless water heater, newer AC system and recently installed standing seam metal roof ensure ease of ownership. The Beach Home community has three pools, a tennis court, and is located within the South Seas resort which offers additional amenities to members.

4 Beds ⋅ 3 Baths ⋅ 2026032419 MLS

Just steps from the surf, this incredible Gulf front beach home has been designed to maximize views and perfectly blend indoor and outdoor living space. Pocketing sliders in the living room disappear from view so that from every angle aquamarine water and sand are the background for life at the beach. The north side of the home has no immediate neighbor, giving Beach House 11 a unique setting... no home obstructing views from the living room, kitchen and the window-lined sunroom that extends these spaces. Playful use of color gives the home a whimsical characteristic that is entirely fitting and welcoming for this beachfront Captiva home. The primary bedroom is on the first floor, with pocketing sliders as well. Fall asleep and wake up listening to the soothing sounds of waves upon the sand. Western exposure provides nightly sunsets, each more magical than the last. One guest bedroom on the first floor, two on the second. The sun porch on the second floor raises the bar for views... truly breathtaking! Newer mechanical storm shutters at the lanai, a tankless water heater, newer AC system and recently installed standing seam metal roof ensure ease of ownership. The Beach Home community has three pools, a tennis court, and is located within the South Seas resort which offers additional amenities to members.

11 Beach Homes, Captiva

$2,650,000

Experience waterfront luxury at its finest in this stunning three-bedroom, three-bathroom condominium nestled within the prestigious South Seas Resort, Captiva Island's most exclusive waterfront destination. This meticulously renovated 1,405-square-foothaven feels more like an elegant home than a traditional condo, thanks to the visionary design work by renowned designer Aniko and master contractor Will Smith, who elevated the space with top-of-the-line finishes throughout. Step inside to discover exquisite craftsmanship where panoramic views of Pine Island Sound create a backdrop that rivals the world's finest luxury yachts. The northeastern tip of the island location offers unparalleled privacy while providing spectacular colorful sunrise views over the Sound and breathtaking sunsets over the Gulf of Mexico. From your windows, witness dolphins and manatees playing directly in the pristine waters below—a wildlife lover's dream come true. The Seabreeze Villa's unique eight-unit design includes covered parking for both vehicles and golf carts, plus generous interior and exterior storage options. Choose to participate in the exclusive Club Captiva membership to unlock access to South Seas' world-class amenities (currently enrolled in Timbers most exclusive rental agreement 'Homes of Distinction'), seaside dining venues, Captiva Landing, Bayview pools, upcoming spa services, and the coveted opportunity to lease dock space at South Seas Yacht Harbour for vessels up to 100 feet on daily, monthly, or annual terms. This premium location overlooks The Clutch Golf Course, offering stunning fairway vistas, while the legendary Redfish Pass provides exceptional sportfishing opportunities just moments away. The property provides effortless access to the enchanting upper islands within minutes, positioning you at the heart of Southwest Florida's most sought-after boating and fishing paradise. Whether you're seeking a primary residence, vacation retreat, or lucrative investment opportunity through the established Homes of Distinction Rental Program, this property delivers exceptional returns on every front. The rare combination of resort-style luxury amenities, pristine natural surroundings, and sophisticated living spaces creates an unmatched island lifestyle where extraordinary moments unfold daily in your own private paradise.

3 Beds ⋅ 3 Baths ⋅ 2026041375 MLS ⋅ Seabreeze BLDG.

Experience waterfront luxury at its finest in this stunning three-bedroom, three-bathroom condominium nestled within the prestigious South Seas Resort, Captiva Island's most exclusive waterfront destination. This meticulously renovated 1,405-square-foothaven feels more like an elegant home than a traditional condo, thanks to the visionary design work by renowned designer Aniko and master contractor Will Smith, who elevated the space with top-of-the-line finishes throughout. Step inside to discover exquisite craftsmanship where panoramic views of Pine Island Sound create a backdrop that rivals the world's finest luxury yachts. The northeastern tip of the island location offers unparalleled privacy while providing spectacular colorful sunrise views over the Sound and breathtaking sunsets over the Gulf of Mexico. From your windows, witness dolphins and manatees playing directly in the pristine waters below—a wildlife lover's dream come true. The Seabreeze Villa's unique eight-unit design includes covered parking for both vehicles and golf carts, plus generous interior and exterior storage options. Choose to participate in the exclusive Club Captiva membership to unlock access to South Seas' world-class amenities (currently enrolled in Timbers most exclusive rental agreement 'Homes of Distinction'), seaside dining venues, Captiva Landing, Bayview pools, upcoming spa services, and the coveted opportunity to lease dock space at South Seas Yacht Harbour for vessels up to 100 feet on daily, monthly, or annual terms. This premium location overlooks The Clutch Golf Course, offering stunning fairway vistas, while the legendary Redfish Pass provides exceptional sportfishing opportunities just moments away. The property provides effortless access to the enchanting upper islands within minutes, positioning you at the heart of Southwest Florida's most sought-after boating and fishing paradise. Whether you're seeking a primary residence, vacation retreat, or lucrative investment opportunity through the established Homes of Distinction Rental Program, this property delivers exceptional returns on every front. The rare combination of resort-style luxury amenities, pristine natural surroundings, and sophisticated living spaces creates an unmatched island lifestyle where extraordinary moments unfold daily in your own private paradise.

Captiva

$1,275,000

Spectacular, direct Bayfront vistas from this furnished, 2 bedroom and 2 bath condo situated in Captiva's "Village" at Captiva Hide-A-Way. “Boater’s Paradise” - dock your boat right out your back door for easy access to Pine Island Sound and the Gulf. Experience magical sun and moon rises from your private lanai and stunning sunsets from the Gulf beach. Conveniently located close to the marina for all your boating needs. Enjoy some of the BEST fishing on the West coast of Florida! Amenities include a private dock with a RARE opportunity to add your own boat lift, fishing pier, sparkling pool, and BBQ grill. All this just a short 5 minute stroll from the Gulf where you’ll enjoy incredible sugar sand beaches and some of the world's best shelling. Walk into the heart of Captiva's "Village" for dining, shopping, entertainment, marina and more. The building has been totally renovated post hurricane with new roof, siding, windows and lanais. Condo offers tile plank floors throughout main living area and carpet in bedrooms, new air conditioner handler/compressor and tankless water heater. New custom tile and exotic stone and marble vanity in both bathrooms. Stainless steel appliances, granite counters in kitchen and built-in buffet. Owners can have two pets, under 30 lbs.

2 Beds ⋅ 2 Baths ⋅ 2026042254 MLS ⋅ Captiva Hide-A-Way Condo BLDG.

Spectacular, direct Bayfront vistas from this furnished, 2 bedroom and 2 bath condo situated in Captiva's "Village" at Captiva Hide-A-Way. “Boater’s Paradise” - dock your boat right out your back door for easy access to Pine Island Sound and the Gulf. Experience magical sun and moon rises from your private lanai and stunning sunsets from the Gulf beach. Conveniently located close to the marina for all your boating needs. Enjoy some of the BEST fishing on the West coast of Florida! Amenities include a private dock with a RARE opportunity to add your own boat lift, fishing pier, sparkling pool, and BBQ grill. All this just a short 5 minute stroll from the Gulf where you’ll enjoy incredible sugar sand beaches and some of the world's best shelling. Walk into the heart of Captiva's "Village" for dining, shopping, entertainment, marina and more. The building has been totally renovated post hurricane with new roof, siding, windows and lanais. Condo offers tile plank floors throughout main living area and carpet in bedrooms, new air conditioner handler/compressor and tankless water heater. New custom tile and exotic stone and marble vanity in both bathrooms. Stainless steel appliances, granite counters in kitchen and built-in buffet. Owners can have two pets, under 30 lbs.

11400 Old Lodge LN Unit 1C, Captiva

$449,000

Remodeled in 2022 and kept in excellent condition, this furnished 1-bedroom, 2-bath Bayside Villa looks out over the bay and the South Seas marina, with the private white-sand beach a short walk across the lot. Impact-rated windows and doors went in with the 2022 renovation, and the unit came through Hurricanes Ian, Helene and Milton with no damage. The kitchen has an island and updated appliances, and there is an in-unit washer-dryer, which few Bayside units have. Daily rentals are permitted and the condo is an active Airbnb; the sale is subject to existing reservations. Owners enjoy the Bayside pool and spa, under-building parking, and South Seas Resort amenities, subject to membership. Use it as a turnkey island getaway, a rental, or both.

1 Beds ⋅ 2 Baths ⋅ 2026042111 MLS ⋅ Bayside Villas BLDG.

Remodeled in 2022 and kept in excellent condition, this furnished 1-bedroom, 2-bath Bayside Villa looks out over the bay and the South Seas marina, with the private white-sand beach a short walk across the lot. Impact-rated windows and doors went in with the 2022 renovation, and the unit came through Hurricanes Ian, Helene and Milton with no damage. The kitchen has an island and updated appliances, and there is an in-unit washer-dryer, which few Bayside units have. Daily rentals are permitted and the condo is an active Airbnb; the sale is subject to existing reservations. Owners enjoy the Bayside pool and spa, under-building parking, and South Seas Resort amenities, subject to membership. Use it as a turnkey island getaway, a rental, or both.

5136 Bayside Villas, Captiva

$1,350,000

Discover a rare opportunity to own a beautifully renovated 2-bedroom, 2-bath Beach Cottage at South Seas Resort on Captiva Island. Ideally positioned along the south end of the resort, this coastal retreat offers relaxed island living just moments from the shoreline. Renovations are nearly complete, giving the next owner the unique opportunity to select the final interior finishes and add their personal touch. Major improvements include a new roof, new A/C, Hardie siding and trim, impact windows and doors, an impact-rated tri-fold slider, composite decking, beautifully landscaped grounds, and updated interiors. Inside, approximately 900 square feet of airy living space features an open-concept living and dining area, kitchen with island, two updated bedrooms, and two bathrooms with walk-in showers. New GE Profile double wall ovens, 30" cooktop, counter depth French-door refrigerator and dishwasher are ready for installation, while countertops, vanities, and a few finishing touches remain for the buyer to complete. Step onto the screened patio and enjoy gentle Gulf breezes, sunset skies, and views toward the beach. A private beach path makes access to the shoreline effortless, while a pool and tennis court are conveniently located right outside the front door. Whether you're seeking a private island escape, family retreat, or vacation property, this cottage offers the perfect blend of thoughtful upgrades, resort amenities, and quintessential Captiva charm. Bring your vision and complete this exceptional beach cottage into your own personal island retreat.

2 Beds ⋅ 2 Baths ⋅ 2026041921 MLS ⋅ Beach Cottages BLDG.

Discover a rare opportunity to own a beautifully renovated 2-bedroom, 2-bath Beach Cottage at South Seas Resort on Captiva Island. Ideally positioned along the south end of the resort, this coastal retreat offers relaxed island living just moments from the shoreline. Renovations are nearly complete, giving the next owner the unique opportunity to select the final interior finishes and add their personal touch. Major improvements include a new roof, new A/C, Hardie siding and trim, impact windows and doors, an impact-rated tri-fold slider, composite decking, beautifully landscaped grounds, and updated interiors. Inside, approximately 900 square feet of airy living space features an open-concept living and dining area, kitchen with island, two updated bedrooms, and two bathrooms with walk-in showers. New GE Profile double wall ovens, 30" cooktop, counter depth French-door refrigerator and dishwasher are ready for installation, while countertops, vanities, and a few finishing touches remain for the buyer to complete. Step onto the screened patio and enjoy gentle Gulf breezes, sunset skies, and views toward the beach. A private beach path makes access to the shoreline effortless, while a pool and tennis court are conveniently located right outside the front door. Whether you're seeking a private island escape, family retreat, or vacation property, this cottage offers the perfect blend of thoughtful upgrades, resort amenities, and quintessential Captiva charm. Bring your vision and complete this exceptional beach cottage into your own personal island retreat.

1414 Beach Cottages, Captiva

$2,700,000

Wake to breathtaking sunrises over Pine Island Sound and toast the evening as the sun melts into the Gulf of Mexico from this stunning waterfront retreat on Captiva Island. This beautifully appointed three-bedroom, three-bathroom condominium feels more like a private luxury yacht than a traditional residence, perched directly on the Sound with panoramic water views. Watch dolphins dance through the shallows, shorebirds glide along the coastline, and sport fishermen venture out at first light. From the spacious open-air balcony, golden sunsets over the Gulf become your nightly ritual. The coveted Seabreeze floor plan lives graciously, with two of the bedrooms featuring its own ensuite bath and direct access to a generous lanai. A complete renovation has just been finished, showcasing premium stainless-steel appliances, elegant quartzite countertops, a charming shiplap breakfast bar, all-new bathrooms with designer mirrors, updated flooring throughout, and windows and doors meeting or exceeding current Florida building standards. Partially furnished with a coastal living and dining collection, this home is truly ready for your personal signature. The surrounding neighborhood offers an unparalleled island lifestyle. Nearby, the Captiva Kayak Launch invites effortless waterfront exploration. With membership, residents enjoy world-class amenities including the Bayview pool complex just footsteps away, a seaside golf course, children's programs, watersports, three waterfront dining destinations, and the Captiva Landing water park. This is more than a home — it is an elevated island lifestyle where every day feels like a getaway. Schedule your private showing today.

3 Beds ⋅ 3 Baths ⋅ 2026041373 MLS ⋅ Seabreeze BLDG.

Wake to breathtaking sunrises over Pine Island Sound and toast the evening as the sun melts into the Gulf of Mexico from this stunning waterfront retreat on Captiva Island. This beautifully appointed three-bedroom, three-bathroom condominium feels more like a private luxury yacht than a traditional residence, perched directly on the Sound with panoramic water views. Watch dolphins dance through the shallows, shorebirds glide along the coastline, and sport fishermen venture out at first light. From the spacious open-air balcony, golden sunsets over the Gulf become your nightly ritual. The coveted Seabreeze floor plan lives graciously, with two of the bedrooms featuring its own ensuite bath and direct access to a generous lanai. A complete renovation has just been finished, showcasing premium stainless-steel appliances, elegant quartzite countertops, a charming shiplap breakfast bar, all-new bathrooms with designer mirrors, updated flooring throughout, and windows and doors meeting or exceeding current Florida building standards. Partially furnished with a coastal living and dining collection, this home is truly ready for your personal signature. The surrounding neighborhood offers an unparalleled island lifestyle. Nearby, the Captiva Kayak Launch invites effortless waterfront exploration. With membership, residents enjoy world-class amenities including the Bayview pool complex just footsteps away, a seaside golf course, children's programs, watersports, three waterfront dining destinations, and the Captiva Landing water park. This is more than a home — it is an elevated island lifestyle where every day feels like a getaway. Schedule your private showing today.

Captiva

$549,000

Just renovated Bayside Villa located in the gated private South Seas Resort. New kitchen and bathrooms to include granite countertops, shaker cabinets, new flooring, gorgeous walk-in shower all set in a soothing sea salt palette. Wake up to sunrise over Pine Island Sound. The Bayside amenities include an oversized sun-drenched pool and spa, under building parking, on site laundry, pool baths, marina side grills and picnic areas. No rental commitments so all options open. Move in and enjoy or place your property in a rental program. Just footsteps to the beach for a dip in the Gulf of Mexico. Easy access to village of Captiva's shops, restaurants, boating and water sports. Enjoy South Seas world class amenities with membership. Immerse yourself in the luxury of this stunning property. This exclusive opportunity enhances your living experience, offering a range of premium amenities and services tailored for members and guests. With this exceptional membership, enjoy unparalleled access to facilities that elevate your lifestyle.

1 Beds ⋅ 2 Baths ⋅ 2026041371 MLS ⋅ Bayside Villas BLDG.

Just renovated Bayside Villa located in the gated private South Seas Resort. New kitchen and bathrooms to include granite countertops, shaker cabinets, new flooring, gorgeous walk-in shower all set in a soothing sea salt palette. Wake up to sunrise over Pine Island Sound. The Bayside amenities include an oversized sun-drenched pool and spa, under building parking, on site laundry, pool baths, marina side grills and picnic areas. No rental commitments so all options open. Move in and enjoy or place your property in a rental program. Just footsteps to the beach for a dip in the Gulf of Mexico. Easy access to village of Captiva's shops, restaurants, boating and water sports. Enjoy South Seas world class amenities with membership. Immerse yourself in the luxury of this stunning property. This exclusive opportunity enhances your living experience, offering a range of premium amenities and services tailored for members and guests. With this exceptional membership, enjoy unparalleled access to facilities that elevate your lifestyle.

Captiva

$1,325,000

Gulf-front living with a versatile two-story floor plan! This beautifully positioned 3-bedroom, 2-bath villa offers 1,132 sq. ft. of comfortable coastal living and a layout designed for both privacy and entertaining. The main level features a guest bedroom and full bath, while upstairs you'll find the spacious primary bedroom plus an additional guest bedroom. A sleeper sofa provides even more flexibility for family and guests. Enjoy the best of the Florida Gulf Coast lifestyle with lush tropical landscaping, a community pool, grills, tennis and pickleball courts, and the beach just steps away. The villa also includes a private owner's closet and a convenient storage locker located under the building—perfect for beach gear, bikes, and other belongings. Whether you're searching for a Gulf-front getaway, vacation rental opportunity, or your own coastal retreat, this villa combines location, amenities, and a highly functional floor plan in one inviting package.

3 Beds ⋅ 2 Baths ⋅ 2026041333 MLS ⋅ Gulf Beach Villas BLDG.

Gulf-front living with a versatile two-story floor plan! This beautifully positioned 3-bedroom, 2-bath villa offers 1,132 sq. ft. of comfortable coastal living and a layout designed for both privacy and entertaining. The main level features a guest bedroom and full bath, while upstairs you'll find the spacious primary bedroom plus an additional guest bedroom. A sleeper sofa provides even more flexibility for family and guests. Enjoy the best of the Florida Gulf Coast lifestyle with lush tropical landscaping, a community pool, grills, tennis and pickleball courts, and the beach just steps away. The villa also includes a private owner's closet and a convenient storage locker located under the building—perfect for beach gear, bikes, and other belongings. Whether you're searching for a Gulf-front getaway, vacation rental opportunity, or your own coastal retreat, this villa combines location, amenities, and a highly functional floor plan in one inviting package.

2030 Gulf Beach Villas, Captiva

$1,650,000

DIRECT GULF FRONT PENTHOUSE ON CAPTIVA! Experience island living from this beautifully appointed, two-story, corner residence at Beach Villas, offering 3 bedrooms plus a loft, 3 bathrooms, and an exceptional beachfront setting. The versatile upper-level loft is currently used as an additional sleeping area, providing added flexibility for family and guests. As a corner unit, the residence enjoys additional windows that fill the interior with natural light, complemented by skylights on the upper level. Coastal furnishings and luxury vinyl flooring create a relaxed island atmosphere, while impact-resistant windows and sliders provide added peace of mind. The updated kitchen features quartz countertops, stainless steel appliances, and ample space for entertaining. An additional bar area with beverage refrigerator makes hosting effortless. Quartz countertops continue into the bathrooms, with two featuring tiled walk-in showers with glass enclosures and the third offering a tiled tub/shower combination. Offered move-in ready and furnished in a fresh coastal style, this penthouse provides the ideal setting for enjoying Captiva’s renowned beaches and spectacular Gulf sunsets. Beach Villas offers a private community pool, tennis/pickleball, golf cart parking, exterior storage, direct beach access, and beautifully maintained tropical landscaping. A rare opportunity to own the largest floor plan at Beach Villas—one of only four per building and even more desirable as a direct Gulf-front corner residence.

3 Beds ⋅ 3 Baths ⋅ 2026039552 MLS ⋅ Beach Villas Condo BLDG.

DIRECT GULF FRONT PENTHOUSE ON CAPTIVA! Experience island living from this beautifully appointed, two-story, corner residence at Beach Villas, offering 3 bedrooms plus a loft, 3 bathrooms, and an exceptional beachfront setting. The versatile upper-level loft is currently used as an additional sleeping area, providing added flexibility for family and guests. As a corner unit, the residence enjoys additional windows that fill the interior with natural light, complemented by skylights on the upper level. Coastal furnishings and luxury vinyl flooring create a relaxed island atmosphere, while impact-resistant windows and sliders provide added peace of mind. The updated kitchen features quartz countertops, stainless steel appliances, and ample space for entertaining. An additional bar area with beverage refrigerator makes hosting effortless. Quartz countertops continue into the bathrooms, with two featuring tiled walk-in showers with glass enclosures and the third offering a tiled tub/shower combination. Offered move-in ready and furnished in a fresh coastal style, this penthouse provides the ideal setting for enjoying Captiva’s renowned beaches and spectacular Gulf sunsets. Beach Villas offers a private community pool, tennis/pickleball, golf cart parking, exterior storage, direct beach access, and beautifully maintained tropical landscaping. A rare opportunity to own the largest floor plan at Beach Villas—one of only four per building and even more desirable as a direct Gulf-front corner residence.

2638 Beach Villas, Captiva

$4,200,000

Beachfront on Captiva Island, where Gulf views and spectacular sunsets become part of everyday living. Located within the gates of South Seas Resort, this elevated, multi-level 3-bedroom, 3.5-bath residence occupies a desirable corner within Sandrift, an intimate enclave of only four properties with individual land ownership, direct Gulf-front access and association amenities. Designed to embrace its extraordinary setting, the home features walls of windows, expansive picture windows, French doors and sliding glass doors that draw in natural light and frame the Gulf from multiple vantage points. Living and dining areas flow together with the view taking center stage, complemented by an equipped kitchen with granite countertops, stainless steel appliances and center island. A screened lanai and open decks extend the living spaces outdoors for morning coffee, Gulf breezes and front-row sunset views. The upper-level primary suite is positioned as a private retreat with sliding glass doors opening to two levels of Gulf-facing decks. Its oversized bath offers a garden tub, separate spacious shower, wraparound vanity with dedicated makeup area and generous walk-in closet. The upper guest suite features an en-suite bath and private access to an open balcony/deck, while the main-level guest suite also includes an en-suite bath and private access to the screened porch. A dramatic wall of windows along the interior staircase brings additional natural light through the home. Recent enhancements include a refreshed blue exterior, new paver driveway and enclosed oversized garage. A new roof, impact windows and impact doors were completed in 2023. Sandrift residents enjoy a community pool and tennis/pickleball shared among only four properties. Fully furnished and distinctly Captiva, this Gulf-front residence offers privacy, space and sunsets that never get old.

3 Beds ⋅ 3.5 Baths ⋅ 2026034543 MLS

Beachfront on Captiva Island, where Gulf views and spectacular sunsets become part of everyday living. Located within the gates of South Seas Resort, this elevated, multi-level 3-bedroom, 3.5-bath residence occupies a desirable corner within Sandrift, an intimate enclave of only four properties with individual land ownership, direct Gulf-front access and association amenities. Designed to embrace its extraordinary setting, the home features walls of windows, expansive picture windows, French doors and sliding glass doors that draw in natural light and frame the Gulf from multiple vantage points. Living and dining areas flow together with the view taking center stage, complemented by an equipped kitchen with granite countertops, stainless steel appliances and center island. A screened lanai and open decks extend the living spaces outdoors for morning coffee, Gulf breezes and front-row sunset views. The upper-level primary suite is positioned as a private retreat with sliding glass doors opening to two levels of Gulf-facing decks. Its oversized bath offers a garden tub, separate spacious shower, wraparound vanity with dedicated makeup area and generous walk-in closet. The upper guest suite features an en-suite bath and private access to an open balcony/deck, while the main-level guest suite also includes an en-suite bath and private access to the screened porch. A dramatic wall of windows along the interior staircase brings additional natural light through the home. Recent enhancements include a refreshed blue exterior, new paver driveway and enclosed oversized garage. A new roof, impact windows and impact doors were completed in 2023. Sandrift residents enjoy a community pool and tennis/pickleball shared among only four properties. Fully furnished and distinctly Captiva, this Gulf-front residence offers privacy, space and sunsets that never get old.

1071 South Seas Plantation RD, Captiva

$2,795,000

A rare opportunity to own a classic three-bedroom beach home in South Seas Resort, perfectly positioned to capture sweeping views of the Gulf beach, pool and Captiva's spectacular nightly sunsets. Wake up to views of the beach from the primary bedroom, gather with family and friends in the vaulted living room, and end the day on the spacious screened lanai as another unforgettable Captiva sunset unfolds directly in front of you. The inviting three-bedroom, two-bath floor plan offers comfortable island living with a full kitchen, vaulted ceilings, beach views from the living spaces and primary bedroom, and a generous, screened lanai overlooking the pool and Gulf shoreline. The home is wonderfully suited for relaxed family vacations, entertaining friends or enjoying as a personal island retreat while offering the potential for rental income when you're away. A new 2026 roof adds important peace of mind, while the home's classic character leaves an opportunity for its next owner to update and personalize the interiors to reflect their own vision of Captiva living. And then there is South Seas. Ownership places you within one of Captiva Island's most celebrated resort environments, with access to Club Captiva amenities including the resort's pools and water features, golf at The Clutch, fitness center, waterfront dining, beach services, water sports and the family-friendly adventures of Captiva Landing. But perhaps the greatest amenity is the one that cannot be recreated: your front-row seat to the Gulf of Mexico. Imagine morning coffee on the screened lanai, barefoot walks along the beach, afternoons at the pool, family dinners and evenings gathered together as the sun sinks into the Gulf. Priced to sell and ready for its next chapter, this is an exceptional opportunity to own a piece of Captiva's most treasured beachfront lifestyle. Come see the home. Stay for the sunset.

3 Beds ⋅ 2 Baths ⋅ 2026035636 MLS ⋅ Beach Homes BLDG.

A rare opportunity to own a classic three-bedroom beach home in South Seas Resort, perfectly positioned to capture sweeping views of the Gulf beach, pool and Captiva's spectacular nightly sunsets. Wake up to views of the beach from the primary bedroom, gather with family and friends in the vaulted living room, and end the day on the spacious screened lanai as another unforgettable Captiva sunset unfolds directly in front of you. The inviting three-bedroom, two-bath floor plan offers comfortable island living with a full kitchen, vaulted ceilings, beach views from the living spaces and primary bedroom, and a generous, screened lanai overlooking the pool and Gulf shoreline. The home is wonderfully suited for relaxed family vacations, entertaining friends or enjoying as a personal island retreat while offering the potential for rental income when you're away. A new 2026 roof adds important peace of mind, while the home's classic character leaves an opportunity for its next owner to update and personalize the interiors to reflect their own vision of Captiva living. And then there is South Seas. Ownership places you within one of Captiva Island's most celebrated resort environments, with access to Club Captiva amenities including the resort's pools and water features, golf at The Clutch, fitness center, waterfront dining, beach services, water sports and the family-friendly adventures of Captiva Landing. But perhaps the greatest amenity is the one that cannot be recreated: your front-row seat to the Gulf of Mexico. Imagine morning coffee on the screened lanai, barefoot walks along the beach, afternoons at the pool, family dinners and evenings gathered together as the sun sinks into the Gulf. Priced to sell and ready for its next chapter, this is an exceptional opportunity to own a piece of Captiva's most treasured beachfront lifestyle. Come see the home. Stay for the sunset.

Captiva

$889,000

BUY THE OPPORTUNITY WHILE IT’S HERE. There is a remarkable disconnect between the value found on Captiva Island today and what buyers are paying for comparable Gulf-front properties throughout Florida. As Captiva continues an exciting transformation, opportunities like this beautifully furnished Gulf-front corner villa become increasingly difficult to overlook. Panoramic Gulf views, white-sand beaches, unforgettable sunsets, daily rental flexibility and the Captiva lifestyle, all at a value that deserves a closer look.Expansive windows and a bright, open layout fill this 2-bedroom, 2-bath villa with natural light and coastal charm. Its elevated first-floor corner location creates an incredible connection to the beach and Gulf, making the shoreline feel just steps away. Features include crown molding, plantation shutters, impact-rated windows and doors, a new AC system with all-new equipment, and a private screened lanai overlooking the Gulf, the perfect place to enjoy the breeze and spectacular sunsets. The spacious open-concept design flows effortlessly for everyday living and entertaining, while both bedrooms are generously sized for family and guests. For those looking to offset ownership costs or maximize investment potential, Beach Villas offers the flexibility of daily rentals and a proven history of strong rental performance, with income potential exceeding $100,000 annually. The villa is currently not enrolled in a rental program, allowing a new owner to select their own management company, create their own rental strategy, or simply keep it as a private island retreat. Owners enjoy a dedicated pool, pickleball and tennis courts, grilling areas and ground-level storage. From here, it's an easy walk, bike ride or golf cart trip to the heart of Captiva, with island shops, dining, boating and the relaxed lifestyle that has made Captiva one of Florida's most special destinations. Captiva is changing. The island is moving forward. And when you compare what you can own here to other premier coastal destinations, the value is compelling. Whether you're looking for a Gulf-front escape, an income-producing investment, or both, this is an opportunity worth recognizing while it's still here.

2 Beds ⋅ 2 Baths ⋅ 2026034511 MLS ⋅ Beach Villas Condo BLDG.

BUY THE OPPORTUNITY WHILE IT’S HERE. There is a remarkable disconnect between the value found on Captiva Island today and what buyers are paying for comparable Gulf-front properties throughout Florida. As Captiva continues an exciting transformation, opportunities like this beautifully furnished Gulf-front corner villa become increasingly difficult to overlook. Panoramic Gulf views, white-sand beaches, unforgettable sunsets, daily rental flexibility and the Captiva lifestyle, all at a value that deserves a closer look.Expansive windows and a bright, open layout fill this 2-bedroom, 2-bath villa with natural light and coastal charm. Its elevated first-floor corner location creates an incredible connection to the beach and Gulf, making the shoreline feel just steps away. Features include crown molding, plantation shutters, impact-rated windows and doors, a new AC system with all-new equipment, and a private screened lanai overlooking the Gulf, the perfect place to enjoy the breeze and spectacular sunsets. The spacious open-concept design flows effortlessly for everyday living and entertaining, while both bedrooms are generously sized for family and guests. For those looking to offset ownership costs or maximize investment potential, Beach Villas offers the flexibility of daily rentals and a proven history of strong rental performance, with income potential exceeding $100,000 annually. The villa is currently not enrolled in a rental program, allowing a new owner to select their own management company, create their own rental strategy, or simply keep it as a private island retreat. Owners enjoy a dedicated pool, pickleball and tennis courts, grilling areas and ground-level storage. From here, it's an easy walk, bike ride or golf cart trip to the heart of Captiva, with island shops, dining, boating and the relaxed lifestyle that has made Captiva one of Florida's most special destinations. Captiva is changing. The island is moving forward. And when you compare what you can own here to other premier coastal destinations, the value is compelling. Whether you're looking for a Gulf-front escape, an income-producing investment, or both, this is an opportunity worth recognizing while it's still here.

Captiva

$950,000

SW FL has it all-- sunshine, culture, and endless recreation! From the Red Sox & Twins stadiums, beaches, boating, tours, and convenient access to an international airport, this is a perfect getaway destination. While you're enjoying everything SW FL has to offer, don't miss the chance to own a top floor, 3-bed/3-bath townhouse retreat in Bayside Villas, located within the gated South Seas Island Resort on Captiva Island. The private lanai showcases breathtaking, direct views of sunrise over the Bay, Pine Island Sound & beyond. Low green mangroves provide natural erosion protection and serve as a thriving habitat for local wildlife--beautiful, serene, and uniquely Florida. Watch boats glide in and out of the canal leading to the marina, adding a touch of coastal charm to your daily view. Take a short walk to the beach, feel the sand between your toes, and enjoy unforgettable sunsets. You're also just steps from the post office, bank, ATM, Captiva shops, and restaurants.

3 Beds ⋅ 3 Baths ⋅ 2026032780 MLS ⋅ Bayside Villas BLDG.

SW FL has it all-- sunshine, culture, and endless recreation! From the Red Sox & Twins stadiums, beaches, boating, tours, and convenient access to an international airport, this is a perfect getaway destination. While you're enjoying everything SW FL has to offer, don't miss the chance to own a top floor, 3-bed/3-bath townhouse retreat in Bayside Villas, located within the gated South Seas Island Resort on Captiva Island. The private lanai showcases breathtaking, direct views of sunrise over the Bay, Pine Island Sound & beyond. Low green mangroves provide natural erosion protection and serve as a thriving habitat for local wildlife--beautiful, serene, and uniquely Florida. Watch boats glide in and out of the canal leading to the marina, adding a touch of coastal charm to your daily view. Take a short walk to the beach, feel the sand between your toes, and enjoy unforgettable sunsets. You're also just steps from the post office, bank, ATM, Captiva shops, and restaurants.

5321 Bayside Villas, Captiva

$3,695,000

Located within the gates of South Seas Resort on Captiva Island, Beach Home 25 has been completely reimagined into a refined 4 bedroom, 4 bath coastal retreat that captures the essence of island living. With sweeping Gulf views from multiple vantage points and direct access to what are widely regarded as some of the most pristine and natural beaches in the United States, this residence offers a rare blend of privacy, design, and resort-side lifestyle. The home has undergone a full renovation and thoughtful reconfiguration, resulting in an open, functional layout that feels both elevated and effortless. Interiors are finished with white oak engineered hardwood flooring, custom Greenfield & Elmwood cabinetry, quartz countertops, and a chef-forward kitchen appointed with Thermador appliances and a gas cooktop. Solid wood interior doors with Baldwin hardware, Kohler fixtures, a custom-built media console, spray-foam insulation, and an on-demand hot water system further underscore the attention to quality throughout. The residence is being offered fully furnished, allowing for a seamless, transition into Gulf-front living. Impact-rated PGT windows and sliders enhance both storm protection and energy efficiency, while the exterior is equally well considered. New standing-seam metal roofing crowns the home, complemented by composite decking, Accoya wood railings with stainless-steel cable detailing, custom exterior storage, and an outdoor shower with foot rinse—perfect after a day on the powder-soft sands just steps away. Set within the iconic South Seas setting yet offering the independence of a standalone residence, Beach Home 25 delivers true Gulf-front living with the comfort of a fully renovated, move-in-ready coastal home—now offered at a compelling value for a 4 bedroom property just steps from the shoreline. The Beach Homes Association provides access to multiple pools, tennis and pickleball courts, and assigned parking, completing the ease of ownership in this exceptional Captiva offering.

4 Beds ⋅ 4 Baths ⋅ 2026030378 MLS ⋅ Beach Homes BLDG.

Located within the gates of South Seas Resort on Captiva Island, Beach Home 25 has been completely reimagined into a refined 4 bedroom, 4 bath coastal retreat that captures the essence of island living. With sweeping Gulf views from multiple vantage points and direct access to what are widely regarded as some of the most pristine and natural beaches in the United States, this residence offers a rare blend of privacy, design, and resort-side lifestyle. The home has undergone a full renovation and thoughtful reconfiguration, resulting in an open, functional layout that feels both elevated and effortless. Interiors are finished with white oak engineered hardwood flooring, custom Greenfield & Elmwood cabinetry, quartz countertops, and a chef-forward kitchen appointed with Thermador appliances and a gas cooktop. Solid wood interior doors with Baldwin hardware, Kohler fixtures, a custom-built media console, spray-foam insulation, and an on-demand hot water system further underscore the attention to quality throughout. The residence is being offered fully furnished, allowing for a seamless, transition into Gulf-front living. Impact-rated PGT windows and sliders enhance both storm protection and energy efficiency, while the exterior is equally well considered. New standing-seam metal roofing crowns the home, complemented by composite decking, Accoya wood railings with stainless-steel cable detailing, custom exterior storage, and an outdoor shower with foot rinse—perfect after a day on the powder-soft sands just steps away. Set within the iconic South Seas setting yet offering the independence of a standalone residence, Beach Home 25 delivers true Gulf-front living with the comfort of a fully renovated, move-in-ready coastal home—now offered at a compelling value for a 4 bedroom property just steps from the shoreline. The Beach Homes Association provides access to multiple pools, tennis and pickleball courts, and assigned parking, completing the ease of ownership in this exceptional Captiva offering.

25 Beach Homes, Captiva

$1,295,000

Opportunity is Knocking! If you are looking for a beautiful Gulf to Bay property to call home on Captiva's premier Tween Waters stretch you've found it! This ideal location offers miles of shell strewn beach, unparalleled sunsets, deep water direct access boating with dockage, pool and weekly rentals. This particular unit features beautiful bay views and an open floor plan with a large lanai. The guest rooms are located on the main level with the primary suite encompassing the top level. Available for the first time & owned by the same family for over 40 years. The complex is wrapping up construction and is near completion. The unit will be brought back to a white box with the drywall completed. This is a fabulous opportunity to select your finishes and reinvent this beauty with new interior finishes. A short stroll away is Captiva Village with its shopping and dining opportunities. Watch the sunrise from your balcony and brilliant sunsets from the beach. Projected Gross Revenue 2025 $143,718; 2026 $148,029.

3 Beds ⋅ 2.5 Baths ⋅ 2026029152 MLS ⋅ Captiva Shores Condo BLDG.

Opportunity is Knocking! If you are looking for a beautiful Gulf to Bay property to call home on Captiva's premier Tween Waters stretch you've found it! This ideal location offers miles of shell strewn beach, unparalleled sunsets, deep water direct access boating with dockage, pool and weekly rentals. This particular unit features beautiful bay views and an open floor plan with a large lanai. The guest rooms are located on the main level with the primary suite encompassing the top level. Available for the first time & owned by the same family for over 40 years. The complex is wrapping up construction and is near completion. The unit will be brought back to a white box with the drywall completed. This is a fabulous opportunity to select your finishes and reinvent this beauty with new interior finishes. A short stroll away is Captiva Village with its shopping and dining opportunities. Watch the sunrise from your balcony and brilliant sunsets from the beach. Projected Gross Revenue 2025 $143,718; 2026 $148,029.

15411 Captiva DR Unit 3B, Captiva

$2,695,000

Welcome to your private island retreat on Captiva Island, where tropical elegance, direct boating access, and beachside livingcome together in one extraordinary property. Nestled amid lush native landscaping and swaying palms, this waterfront home offers the rarecombination of private dockage, direct boating access to the Gulf waters and surrounding islands, and beach access with parking just stepsaway at Blind Pass. Designed to embrace the beauty of its island surroundings, the residence exudes timeless coastal charm with bright,light-filled interiors, soaring ceilings, arched windows and doors, and seamless indoor-outdoor living. Outside, a resort-style pool issurrounded by mature tropical gardens, creating a peaceful sanctuary for relaxation and entertaining. A private dock tucked along the naturalshoreline provides a serene setting for launching a boat, kayak, or paddleboard. From the private dock, enjoy direct boating access viaRoosevelt Channel to Pine Island Sound, the Gulf of Mexico, North Captiva, Cayo Costa, and world-class fishing, shelling, cruising, andwaterfront dining destinations throughout Southwest Florida. Whether setting out for a day on the water or exploring nearby islands, thisexceptional location offers the very best of the island boating lifestyle. Thoughtfully designed with four spacious bedrooms and multiple deckspaces on either side of the home, the residence offers inviting places to relax and take in the tropical surroundings. Wonderfully appointedwith an eclectic island vibe, it perfectly captures the laid-back elegance that defines Captiva living. The residence has also enjoyed a stronghistory as a successful vacation rental, offering owners the ability to offset carrying costs while preserving flexibility for personal use.Whether you're enjoying sunrise walks along Captiva's pristine beaches, afternoons on the water, or evenings by the pool beneath the palms,this exceptional property captures the essence of island living. Private, tranquil, and surrounded by nature, it is a rare opportunity to own atrue Captiva Island retreat where boating, beach, and investment potential meet.

4 Beds ⋅ 3.5 Baths ⋅ 2026028828 MLS

Welcome to your private island retreat on Captiva Island, where tropical elegance, direct boating access, and beachside livingcome together in one extraordinary property. Nestled amid lush native landscaping and swaying palms, this waterfront home offers the rarecombination of private dockage, direct boating access to the Gulf waters and surrounding islands, and beach access with parking just stepsaway at Blind Pass. Designed to embrace the beauty of its island surroundings, the residence exudes timeless coastal charm with bright,light-filled interiors, soaring ceilings, arched windows and doors, and seamless indoor-outdoor living. Outside, a resort-style pool issurrounded by mature tropical gardens, creating a peaceful sanctuary for relaxation and entertaining. A private dock tucked along the naturalshoreline provides a serene setting for launching a boat, kayak, or paddleboard. From the private dock, enjoy direct boating access viaRoosevelt Channel to Pine Island Sound, the Gulf of Mexico, North Captiva, Cayo Costa, and world-class fishing, shelling, cruising, andwaterfront dining destinations throughout Southwest Florida. Whether setting out for a day on the water or exploring nearby islands, thisexceptional location offers the very best of the island boating lifestyle. Thoughtfully designed with four spacious bedrooms and multiple deckspaces on either side of the home, the residence offers inviting places to relax and take in the tropical surroundings. Wonderfully appointedwith an eclectic island vibe, it perfectly captures the laid-back elegance that defines Captiva living. The residence has also enjoyed a stronghistory as a successful vacation rental, offering owners the ability to offset carrying costs while preserving flexibility for personal use.Whether you're enjoying sunrise walks along Captiva's pristine beaches, afternoons on the water, or evenings by the pool beneath the palms,this exceptional property captures the essence of island living. Private, tranquil, and surrounded by nature, it is a rare opportunity to own atrue Captiva Island retreat where boating, beach, and investment potential meet.

16785 Captiva DR, Captiva

$10,900,000

Fantastic Private Beachfront Sanctuary located on the Gold Coast of Captiva Island, where timeless craftsmanship meets coastal luxury. Framed by beautiful Royal Palms and lush, mature landscaping, this extraordinary estate is a rare opportunity to own one of Captiva’s most unique and artfully designed properties. A beautifully maintained private boardwalk winds through native foliage, offering quick and effortless access to Captiva’s world-renowned white sand beaches and turquoise waters. The oversized resort-style pool with integrated spa, and expansive covered lounge area creates the perfect environment for laid-back island living or upscale entertaining. Step inside through hand-crafted double doors by renowned sculptor Kim Brandell into a soaring great room, where floor-to-ceiling windows frame postcard-worthy views of the Gulf and surrounding nature. Natural light floods every corner, enhancing the home’s thoughtful architecture and elevated coastal feel. The gourmet kitchen is both functional and stylish, featuring high-end appliances, extensive counter space, a large walk-in pantry, and seamless flow into the main living areas. The spacious VIP suite offers the ultimate retreat—located just off the elevator, it features a private balcony, an expansive sitting/dressing room, floor-to-ceiling windows, and a luxurious bath complete with oversized shower, soaking tub, and custom mirrors. The home is spacious thru out offering private guest suites for your guest and family to enjoy. Additional highlights include concrete construction on pilings, estate zoning (with potential for additional dwellings), huge rec space, generous balcony and deck space on all levels, and panoramic Gulf views throughout. This is not just a home—it’s an experience. A rare blend of serenity, style, and superior design, tucked away in one of Captiva Island’s most coveted settings.

5 Beds ⋅ 5.5 Baths ⋅ 2026022035 MLS

Fantastic Private Beachfront Sanctuary located on the Gold Coast of Captiva Island, where timeless craftsmanship meets coastal luxury. Framed by beautiful Royal Palms and lush, mature landscaping, this extraordinary estate is a rare opportunity to own one of Captiva’s most unique and artfully designed properties. A beautifully maintained private boardwalk winds through native foliage, offering quick and effortless access to Captiva’s world-renowned white sand beaches and turquoise waters. The oversized resort-style pool with integrated spa, and expansive covered lounge area creates the perfect environment for laid-back island living or upscale entertaining. Step inside through hand-crafted double doors by renowned sculptor Kim Brandell into a soaring great room, where floor-to-ceiling windows frame postcard-worthy views of the Gulf and surrounding nature. Natural light floods every corner, enhancing the home’s thoughtful architecture and elevated coastal feel. The gourmet kitchen is both functional and stylish, featuring high-end appliances, extensive counter space, a large walk-in pantry, and seamless flow into the main living areas. The spacious VIP suite offers the ultimate retreat—located just off the elevator, it features a private balcony, an expansive sitting/dressing room, floor-to-ceiling windows, and a luxurious bath complete with oversized shower, soaking tub, and custom mirrors. The home is spacious thru out offering private guest suites for your guest and family to enjoy. Additional highlights include concrete construction on pilings, estate zoning (with potential for additional dwellings), huge rec space, generous balcony and deck space on all levels, and panoramic Gulf views throughout. This is not just a home—it’s an experience. A rare blend of serenity, style, and superior design, tucked away in one of Captiva Island’s most coveted settings.

Captiva

$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 ⋅ 4.5 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 DR, Captiva

$1,299,000

UPPER CAPTIVA CANAL HOME. Room for two boats. Might want to update the bathroom. Beautiful private views across the State Park to Pine Island from this gorgeous 3 bedroom plus a den & 3.5 bathroom home. It has everything you would want from an island home including protected docking for your boats on a navigable canal which leads out to the Gulf of Mexico and the Intracoastal Waterway, an elevator to bring groceries and supplies up to the kitchen, all windows are hurricane impact windows, cedar ship-lap exterior siding, wood burning fireplace, an upper mezzanine area above the living room which could be a studio or office, plenty of room for guests, a beautiful kitchen with big windows showing the view to the State Park, wide decks wrap around the house on both floors, a large screened-in pool with a shower and bathroom, new electric system inside and out, new roof, newly painted decks, newly painted exterior. Also, recent maintenance check on the Elevator. The beach is just down the sandy path to a parking area with access to the widest beach on the island. This island home could be an exceptional income producing property. Please make an appointment to see this wonderful home soon.

3 Beds ⋅ 3.5 Baths ⋅ 2026023102 MLS

UPPER CAPTIVA CANAL HOME. Room for two boats. Might want to update the bathroom. Beautiful private views across the State Park to Pine Island from this gorgeous 3 bedroom plus a den & 3.5 bathroom home. It has everything you would want from an island home including protected docking for your boats on a navigable canal which leads out to the Gulf of Mexico and the Intracoastal Waterway, an elevator to bring groceries and supplies up to the kitchen, all windows are hurricane impact windows, cedar ship-lap exterior siding, wood burning fireplace, an upper mezzanine area above the living room which could be a studio or office, plenty of room for guests, a beautiful kitchen with big windows showing the view to the State Park, wide decks wrap around the house on both floors, a large screened-in pool with a shower and bathroom, new electric system inside and out, new roof, newly painted decks, newly painted exterior. Also, recent maintenance check on the Elevator. The beach is just down the sandy path to a parking area with access to the widest beach on the island. This island home could be an exceptional income producing property. Please make an appointment to see this wonderful home soon.

621 Rum RD, Captiva

$3,498,000

Be captivated in Captiva Island at this extraordinary Gulf-front retreat, perfectly positioned along one of the island’s most coveted beachfront settings near the heart of Captiva Village. Just moments from boutiques, restaurants, marinas, and island entertainment, this exceptional residence offers the ideal blend of privacy, luxury, and breathtaking Gulf sunsets. Completely reimagined with impeccable craftsmanship and designer finishes throughout, the home seamlessly blends sophisticated elegance with relaxed coastal living. Expansive impact-rated glass doors fill the interiors with natural light while framing panoramic water views from nearly every room. Inside, thoughtfully designed living spaces feature beamed ceilings, rich hardwood flooring, custom millwork, and dramatic fireplaces that add warmth and character. The gourmet chef’s kitchen is designed for entertaining and everyday living alike, showcasing custom high-gloss cabinetry, premium appliances, designer stone surfaces, and an oversized gathering island. Outdoor living is equally impressive, with multiple screened and open lanais, inviting lounge and dining spaces, sun decks, and a fully equipped summer kitchen overlooking the beach and Gulf waters. Upstairs, guests enjoy a private suite opening to a spectacular beachfront terrace, while the luxurious primary suite offers a spa-inspired bath, bespoke finishes, private viewing deck, and statement fireplace. Extensive upgrades include Hardie-board siding, a metal roof, Trex decking, updated electrical and plumbing systems, a floating architectural staircase, retractable sun screens, brick-paver driveway, lush tropical landscaping, and curated designer furnishings throughout. Residents also enjoy resort-style amenities including a bayside marina and boat dock, tennis courts, and a large community pool. With strong weekly rental potential, this fully renovated beachfront retreat presents a rare opportunity to own a luxury island escape in one of Southwest Florida’s most sought-after communities. Luxury, privacy, views, and lifestyle come together beautifully in Captiva.

2 Beds ⋅ 2.5 Baths ⋅ 2026022026 MLS

Be captivated in Captiva Island at this extraordinary Gulf-front retreat, perfectly positioned along one of the island’s most coveted beachfront settings near the heart of Captiva Village. Just moments from boutiques, restaurants, marinas, and island entertainment, this exceptional residence offers the ideal blend of privacy, luxury, and breathtaking Gulf sunsets. Completely reimagined with impeccable craftsmanship and designer finishes throughout, the home seamlessly blends sophisticated elegance with relaxed coastal living. Expansive impact-rated glass doors fill the interiors with natural light while framing panoramic water views from nearly every room. Inside, thoughtfully designed living spaces feature beamed ceilings, rich hardwood flooring, custom millwork, and dramatic fireplaces that add warmth and character. The gourmet chef’s kitchen is designed for entertaining and everyday living alike, showcasing custom high-gloss cabinetry, premium appliances, designer stone surfaces, and an oversized gathering island. Outdoor living is equally impressive, with multiple screened and open lanais, inviting lounge and dining spaces, sun decks, and a fully equipped summer kitchen overlooking the beach and Gulf waters. Upstairs, guests enjoy a private suite opening to a spectacular beachfront terrace, while the luxurious primary suite offers a spa-inspired bath, bespoke finishes, private viewing deck, and statement fireplace. Extensive upgrades include Hardie-board siding, a metal roof, Trex decking, updated electrical and plumbing systems, a floating architectural staircase, retractable sun screens, brick-paver driveway, lush tropical landscaping, and curated designer furnishings throughout. Residents also enjoy resort-style amenities including a bayside marina and boat dock, tennis courts, and a large community pool. With strong weekly rental potential, this fully renovated beachfront retreat presents a rare opportunity to own a luxury island escape in one of Southwest Florida’s most sought-after communities. Luxury, privacy, views, and lifestyle come together beautifully in Captiva.

1 Sunset Captiva LN, Captiva

$825,000

Highly sought-after, updated 3 bed, 3 bath two-story villa stands apart with rare features not found in other Bayside units, overlooking the tranquil waters of Pine Island Sound, where unchanging estuary views and native wildlife create a peaceful, elevated backdrop—just moments from the best of Captiva Island. Rare features of this top-floor unit include a walk-in pantry—an uncommon luxury in Bayside 3-bedroom villas—all-new hurricane-impact windows and sliders, and a residence that has been gently used as a private second home and never enrolled in a rental program—an added advantage in condition and care. Whether enjoyed as a private island retreat or leveraged as a high-performing investment, this residence offers rare flexibility within a renter-friendly community and stands as one of the least expensive 3-bedroom opportunities on Captiva. The interior is anchored by an updated kitchen with quartz countertops, glass-front upper cabinetry, and matching appliances, flowing seamlessly into the main living area. Three generously sized bedrooms and three full baths include two primary suites—one on the main level and one upstairs—each with its own ensuite, offering ideal separation for guests or extended stays. A third guest bedroom also enjoys a private bath, while an in-unit washer and dryer adds everyday convenience. The screened lanai feels like your own private perch above Pine Island Sound, where it’s just you, the water, and the rhythm of nature. From both the kitchen and lanai, morning sunrises unfold over the Sound, setting the tone for slow mornings, passing wildlife, and uninterrupted calm. Set within South Seas Island Resort in the desirable Bayside Villas enclave, just a stone’s throw from the sugar-white Gulf beaches, the Village of Captiva, and Captiva Landing. Residents and guests enjoy a bayside pool and spa with generous lounging areas, along with under-building parking for added ease. Where time slows, views remain untouched, and every return feels like coming home—this is Captiva at its finest.

3 Beds ⋅ 3 Baths ⋅ 2026017261 MLS ⋅ Bayside Villas BLDG.

Highly sought-after, updated 3 bed, 3 bath two-story villa stands apart with rare features not found in other Bayside units, overlooking the tranquil waters of Pine Island Sound, where unchanging estuary views and native wildlife create a peaceful, elevated backdrop—just moments from the best of Captiva Island. Rare features of this top-floor unit include a walk-in pantry—an uncommon luxury in Bayside 3-bedroom villas—all-new hurricane-impact windows and sliders, and a residence that has been gently used as a private second home and never enrolled in a rental program—an added advantage in condition and care. Whether enjoyed as a private island retreat or leveraged as a high-performing investment, this residence offers rare flexibility within a renter-friendly community and stands as one of the least expensive 3-bedroom opportunities on Captiva. The interior is anchored by an updated kitchen with quartz countertops, glass-front upper cabinetry, and matching appliances, flowing seamlessly into the main living area. Three generously sized bedrooms and three full baths include two primary suites—one on the main level and one upstairs—each with its own ensuite, offering ideal separation for guests or extended stays. A third guest bedroom also enjoys a private bath, while an in-unit washer and dryer adds everyday convenience. The screened lanai feels like your own private perch above Pine Island Sound, where it’s just you, the water, and the rhythm of nature. From both the kitchen and lanai, morning sunrises unfold over the Sound, setting the tone for slow mornings, passing wildlife, and uninterrupted calm. Set within South Seas Island Resort in the desirable Bayside Villas enclave, just a stone’s throw from the sugar-white Gulf beaches, the Village of Captiva, and Captiva Landing. Residents and guests enjoy a bayside pool and spa with generous lounging areas, along with under-building parking for added ease. Where time slows, views remain untouched, and every return feels like coming home—this is Captiva at its finest.

5323 Bayside Villas Unit 24, Captiva

$1,750,000

GREAT OPPORTUNITY! This is Your Chance for a LARGE PRIME GULF FRONT BEACH HOME! This AMAZING Home is RIGHT ON THE BEACH WITH PRIVATE BEACH ACCESS just steps out the door. SIMPLY SPECTACULAR OCEANS VIEWS from the entire beach side of this property! This Large Beach Home is located in the Fantastic Safety Harbor Club offering the availability of Shared Boat Dockage for it’s Members – A Commodity that Boaters will Love! Safety Harbor also features A Community Pool, Clubhouse, Tennis/Pickleball Courts etc. Located on an OVERSIZED Lot on the Wide Sugar Sand of Butterfly Beach - this 2400 SQ FT+ Beach House with a Great Room Floor Plan offers Three Bedrooms, Three Full Baths, Over 2400 Plus Square Interior Footage, PLUS a Loft and Interior Storage Room. With its' Bright Huge Main Living Area with SOARING Ceilings, Beautiful Recess Lighting, Coffered Ceilings, Large Kitchen and Breath-Taking Oceans Views you can envision the FULL Potential of this Beach Front Beauty right upon your entry! Two BRs have Ensuite Full Baths. There is also a Fantastic Screened Balcony with access off of the Primary BR and Living Room, a Large Open Balcony off of the Loft offering Superb Gulf Views and Unforgettable Sunsets and a Nice Side Deck! Great Under House Area offers Plenty of Enclosed Storage and Covered Carport Areas. All New Recent Upgrades Include: New Roof and Gutters. Three New AC Units. New Water Heater. New Hurricane Shutters with Hand Cranks and Motors. New Hurricane Door(s) Loft, Both Sets of Sliders in the Living Room, Sliders in the Primary Bedroom and Refrigerator. Windows are all Hurricane Impact Rated per seller. New Hunter Fans in the Main Living Area - Sitting Area, Dining and Kitchen plus new fans in the Loft, Guest and Primary BR. New Lighting Primary BR. The Home’s Interior is Freshly Painted and there is New Exterior Paint. Two Baths are Remodeled with all New Showers, Vanities, Faucets, Mirrors etc. New Kitchen Faucet, Fan, Microwave. New Dehumidifiers with Custom Drains to exterior. Etc. Schedule Your Showing Today to see all that this Beach Home has to offer! It is a MUST SEE!

3 Beds ⋅ 3 Baths ⋅ 2026014808 MLS

GREAT OPPORTUNITY! This is Your Chance for a LARGE PRIME GULF FRONT BEACH HOME! This AMAZING Home is RIGHT ON THE BEACH WITH PRIVATE BEACH ACCESS just steps out the door. SIMPLY SPECTACULAR OCEANS VIEWS from the entire beach side of this property! This Large Beach Home is located in the Fantastic Safety Harbor Club offering the availability of Shared Boat Dockage for it’s Members – A Commodity that Boaters will Love! Safety Harbor also features A Community Pool, Clubhouse, Tennis/Pickleball Courts etc. Located on an OVERSIZED Lot on the Wide Sugar Sand of Butterfly Beach - this 2400 SQ FT+ Beach House with a Great Room Floor Plan offers Three Bedrooms, Three Full Baths, Over 2400 Plus Square Interior Footage, PLUS a Loft and Interior Storage Room. With its' Bright Huge Main Living Area with SOARING Ceilings, Beautiful Recess Lighting, Coffered Ceilings, Large Kitchen and Breath-Taking Oceans Views you can envision the FULL Potential of this Beach Front Beauty right upon your entry! Two BRs have Ensuite Full Baths. There is also a Fantastic Screened Balcony with access off of the Primary BR and Living Room, a Large Open Balcony off of the Loft offering Superb Gulf Views and Unforgettable Sunsets and a Nice Side Deck! Great Under House Area offers Plenty of Enclosed Storage and Covered Carport Areas. All New Recent Upgrades Include: New Roof and Gutters. Three New AC Units. New Water Heater. New Hurricane Shutters with Hand Cranks and Motors. New Hurricane Door(s) Loft, Both Sets of Sliders in the Living Room, Sliders in the Primary Bedroom and Refrigerator. Windows are all Hurricane Impact Rated per seller. New Hunter Fans in the Main Living Area - Sitting Area, Dining and Kitchen plus new fans in the Loft, Guest and Primary BR. New Lighting Primary BR. The Home’s Interior is Freshly Painted and there is New Exterior Paint. Two Baths are Remodeled with all New Showers, Vanities, Faucets, Mirrors etc. New Kitchen Faucet, Fan, Microwave. New Dehumidifiers with Custom Drains to exterior. Etc. Schedule Your Showing Today to see all that this Beach Home has to offer! It is a MUST SEE!

484 Gulf Bend DR, Captiva

$3,924,999

Not everyone can get here… and that’s exactly the point. Indiana Jones Adventure Meets Luxury Island Living | Rare Fly-In / Boat-In Captiva Estate. Set along the waters of Pine Island Sound with views to the Gulf of America, this extraordinary Upper Captiva property offers one of the most unique lifestyles in Southwest Florida. Located on approximately 1.16 acres, this private island retreat is accessible by boat or private aircraft via Salty Approach Airstrip (FL90), Upper Captiva’s private 1,800-foot grass runway. The property also includes a hangar below the home, making it ideal for aviation enthusiasts. FL90 is best suited for experienced pilots flying light aircraft designed for short-field and turf operations, including planes in the style of Cessna 150, 152, 172, 182, 206, Piper Cub, Super Cub, Aviat Husky, Maule, Kitfox, and similar STOL-capable aircraft. For seaplane owners, welcome home. The residence features 5 bedrooms, 5 bathrooms, and over 3,900 square feet designed to capture panoramic water views and sunsets. A private elevator services all four levels. Inside, the home offers spacious living and entertaining areas with marble, tile, and wood flooring throughout. The chef’s kitchen includes premium appliances, wine and beverage refrigeration, ice maker, and an open layout ideal for hosting. Outdoor living is exceptional, with expansive terraces and gathering spaces overlooking the water. A new Trex waterfront deck leads to a private composite dock with boat lift, ideal for a 40-foot Viking for serious fishing adventures, plus a fast boat such as a Nortech or Midnight Express for island-hopping and cruising. The dock may also accommodate a seaplane. Additional features include whole-house generator, hurricane impact windows and doors with shutters, outdoor kitchen, poolside cabana, exercise room, multiple entertaining spaces, and well water, septic, and propane gas service. A rare combination of privacy, adventure, and luxury waterfront living in one of Southwest Florida’s most exclusive island communities. Created for those who crave privacy, adventure, and a true sense of escape, this estate offers a lifestyle few properties can match. Spend your mornings heading out by Viking for serious fishing, your afternoons cruising by fast boat to nearby islands, and your evenings enjoying panoramic sunsets over Pine Island Sound. With a hangar below the home, private dockage, expansive terraces, and resort-style outdoor living, every detail supports an effortless fly-in, boat-in island lifestyle. This is more than a residence. It is a gateway to one of the most extraordinary waterfront experiences in Southwest Florida. With exceptional access to Boca Grande’s renowned deep-water fishing right from your back door, this remarkable estate is designed for the buyer who expects the extraordinary. Complete with a private sauna and every luxury appointment. The 29'5" x 36'7" hangar-style garage offers substantial space for aircraft.

4 Beds ⋅ 5 Baths ⋅ 226010619 MLS

Not everyone can get here… and that’s exactly the point. Indiana Jones Adventure Meets Luxury Island Living | Rare Fly-In / Boat-In Captiva Estate. Set along the waters of Pine Island Sound with views to the Gulf of America, this extraordinary Upper Captiva property offers one of the most unique lifestyles in Southwest Florida. Located on approximately 1.16 acres, this private island retreat is accessible by boat or private aircraft via Salty Approach Airstrip (FL90), Upper Captiva’s private 1,800-foot grass runway. The property also includes a hangar below the home, making it ideal for aviation enthusiasts. FL90 is best suited for experienced pilots flying light aircraft designed for short-field and turf operations, including planes in the style of Cessna 150, 152, 172, 182, 206, Piper Cub, Super Cub, Aviat Husky, Maule, Kitfox, and similar STOL-capable aircraft. For seaplane owners, welcome home. The residence features 5 bedrooms, 5 bathrooms, and over 3,900 square feet designed to capture panoramic water views and sunsets. A private elevator services all four levels. Inside, the home offers spacious living and entertaining areas with marble, tile, and wood flooring throughout. The chef’s kitchen includes premium appliances, wine and beverage refrigeration, ice maker, and an open layout ideal for hosting. Outdoor living is exceptional, with expansive terraces and gathering spaces overlooking the water. A new Trex waterfront deck leads to a private composite dock with boat lift, ideal for a 40-foot Viking for serious fishing adventures, plus a fast boat such as a Nortech or Midnight Express for island-hopping and cruising. The dock may also accommodate a seaplane. Additional features include whole-house generator, hurricane impact windows and doors with shutters, outdoor kitchen, poolside cabana, exercise room, multiple entertaining spaces, and well water, septic, and propane gas service. A rare combination of privacy, adventure, and luxury waterfront living in one of Southwest Florida’s most exclusive island communities. Created for those who crave privacy, adventure, and a true sense of escape, this estate offers a lifestyle few properties can match. Spend your mornings heading out by Viking for serious fishing, your afternoons cruising by fast boat to nearby islands, and your evenings enjoying panoramic sunsets over Pine Island Sound. With a hangar below the home, private dockage, expansive terraces, and resort-style outdoor living, every detail supports an effortless fly-in, boat-in island lifestyle. This is more than a residence. It is a gateway to one of the most extraordinary waterfront experiences in Southwest Florida. With exceptional access to Boca Grande’s renowned deep-water fishing right from your back door, this remarkable estate is designed for the buyer who expects the extraordinary. Complete with a private sauna and every luxury appointment. The 29'5" x 36'7" hangar-style garage offers substantial space for aircraft.

211 Kingfisher DR, Captiva

$4,900,000

Offering a premier direct Gulf-front location, Beach Home 19 is an elevated 3 Bedroom + Den, 3 Bath residence positioned along one of Captiva’s most sought-after stretches of beach within the gates of South Seas. Thoughtfully redesigned and extensively renovated, this exceptional home blends modern coastal sophistication with the natural beauty of its beachfront setting. The open-concept interior features luxury vinyl flooring throughout, creating a seamless foundation for both durability and style. A custom floating staircase anchors the living space as a striking architectural focal point, enhancing light, volume, and visual flow. The beautifully appointed kitchen pairs form and function with custom wood cabinetry, substantial quartz countertops, premium stainless steel appliances, and a gas cooktop, true Gulf-front cooking with a view. Coastal-inspired furnishings and curated finishes create a relaxed yet refined atmosphere, allowing the Gulf to remain the focal point from nearly every room. Expansive impact-resistant windows invite abundant natural light while providing energy efficiency and peace of mind. Outdoor living is equally compelling, with composite decking designed for effortless enjoyment of sea breezes, sunsets, and direct access to the sugar-sand beach just steps away. Located within the gated South Seas community, Beach Home 19 offers privacy, exclusivity, and immediate access to some of the finest beaches in the United States. Whether envisioned as a private retreat or a luxury investment opportunity, this residence captures the essence of Gulf-front living on Captiva Island.

3 Beds ⋅ 3 Baths ⋅ 2026010269 MLS ⋅ Beach Homes BLDG.

Offering a premier direct Gulf-front location, Beach Home 19 is an elevated 3 Bedroom + Den, 3 Bath residence positioned along one of Captiva’s most sought-after stretches of beach within the gates of South Seas. Thoughtfully redesigned and extensively renovated, this exceptional home blends modern coastal sophistication with the natural beauty of its beachfront setting. The open-concept interior features luxury vinyl flooring throughout, creating a seamless foundation for both durability and style. A custom floating staircase anchors the living space as a striking architectural focal point, enhancing light, volume, and visual flow. The beautifully appointed kitchen pairs form and function with custom wood cabinetry, substantial quartz countertops, premium stainless steel appliances, and a gas cooktop, true Gulf-front cooking with a view. Coastal-inspired furnishings and curated finishes create a relaxed yet refined atmosphere, allowing the Gulf to remain the focal point from nearly every room. Expansive impact-resistant windows invite abundant natural light while providing energy efficiency and peace of mind. Outdoor living is equally compelling, with composite decking designed for effortless enjoyment of sea breezes, sunsets, and direct access to the sugar-sand beach just steps away. Located within the gated South Seas community, Beach Home 19 offers privacy, exclusivity, and immediate access to some of the finest beaches in the United States. Whether envisioned as a private retreat or a luxury investment opportunity, this residence captures the essence of Gulf-front living on Captiva Island.

19 Beach Homes, Captiva

$4,890,000

Wake up to this every day... Captiva's Best Value for Buyers Seeking Walkability, Deep-Water Boating, and the Authentic Island Lifestyle. Imagine beginning each morning with coffee overlooking the sparkling waters of Pine Island Sound as dolphins glide past your private dock and pelicans soar overhead. This is more than a waterfront home, it's a lifestyle that few properties can offer. Perfectly positioned in the heart of Captiva Village, this exceptional bayfront residence combines expansive, unobstructed water views, direct Gulf boating access, and one of the island's most walkable locations. Leave the car behind and stroll to Captiva's renowned restaurants, charming boutiques, Captiva Chapel by the Sea, the library, local galleries, and the sugar-sand beaches of the Gulf of Mexico. Few waterfront homes offer the rare opportunity to enjoy both a premier boating lifestyle and the convenience of village living. Set on nearly one-half acre, the property features a private deep-water dock with no bridges to the Gulf, making it an ideal retreat for boating enthusiasts, anglers, and those who simply love life on the water. Designed to capture the timeless charm of Old Florida, the home offers warm, inviting living spaces where family and friends naturally gather. Spend the day boating to nearby islands, relaxing by the pool, fishing from your dock, or simply watching the ever-changing beauty of Pine Island Sound unfold before you. Evenings are reserved for spectacular sunsets, waterfront dining just a short walk away, and the relaxed pace that has made Captiva one of Florida's most treasured destinations. Adding to its appeal, the home has enjoyed a successful vacation rental history, providing an exceptional opportunity for buyers seeking both a luxury retreat and income-producing potential. Whether you're searching for a full-time residence, seasonal escape, or legacy waterfront property, 15153 Captiva Drive represents one of Captiva's most compelling values. Offering an irreplaceable combination of walkability, direct boating access, breathtaking bay views, and authentic island charm, this is the Captiva lifestyle you've been dreaming about!

3 Beds ⋅ 3 Baths ⋅ 2026010812 MLS

Wake up to this every day... Captiva's Best Value for Buyers Seeking Walkability, Deep-Water Boating, and the Authentic Island Lifestyle. Imagine beginning each morning with coffee overlooking the sparkling waters of Pine Island Sound as dolphins glide past your private dock and pelicans soar overhead. This is more than a waterfront home, it's a lifestyle that few properties can offer. Perfectly positioned in the heart of Captiva Village, this exceptional bayfront residence combines expansive, unobstructed water views, direct Gulf boating access, and one of the island's most walkable locations. Leave the car behind and stroll to Captiva's renowned restaurants, charming boutiques, Captiva Chapel by the Sea, the library, local galleries, and the sugar-sand beaches of the Gulf of Mexico. Few waterfront homes offer the rare opportunity to enjoy both a premier boating lifestyle and the convenience of village living. Set on nearly one-half acre, the property features a private deep-water dock with no bridges to the Gulf, making it an ideal retreat for boating enthusiasts, anglers, and those who simply love life on the water. Designed to capture the timeless charm of Old Florida, the home offers warm, inviting living spaces where family and friends naturally gather. Spend the day boating to nearby islands, relaxing by the pool, fishing from your dock, or simply watching the ever-changing beauty of Pine Island Sound unfold before you. Evenings are reserved for spectacular sunsets, waterfront dining just a short walk away, and the relaxed pace that has made Captiva one of Florida's most treasured destinations. Adding to its appeal, the home has enjoyed a successful vacation rental history, providing an exceptional opportunity for buyers seeking both a luxury retreat and income-producing potential. Whether you're searching for a full-time residence, seasonal escape, or legacy waterfront property, 15153 Captiva Drive represents one of Captiva's most compelling values. Offering an irreplaceable combination of walkability, direct boating access, breathtaking bay views, and authentic island charm, this is the Captiva lifestyle you've been dreaming about!

15153 Captiva DR, Captiva

$2,259,000

Perched at the northernmost point of Captiva Island, Lands End 1602 is a rare end-unit penthouse offering an unmatched combination of privacy, luxury, and breathtaking natural beauty. Located within the exclusive Lands End Village, this 3-bedroom, 3-bathroom residence overlooks the serene waters of Red Fish Pass, delivering sweeping 180-degree, unobstructed views of Pine Island Sound and beyond. Spanning over 2,300 square feet across two elegantly designed levels, the interior is bathed in natural light and finished in a serene palette of neutral tones. The open floor plan gracefully balances relaxed island living with refined entertaining, featuring a gourmet kitchen with rich wood cabinetry, granite countertops, a breakfast bar, dining areas. The spacious living and den areas seamlessly extend to an under air enclosed lanai and an expansive sundeck—perfectly positioned to capture both sunrise and sunset over Captiva’s breathtaking seascapes. Two guest bedrooms with en-suite baths and each with its own private terrace are thoughtfully situated on the main level, providing privacy and comfort for family and guests alike. Upstairs, the penthouse-level primary suite is a tranquil retreat framed by walls of glass showcasing panoramic coastal views. A large, private newly tiled deck invites moments of solitude under the stars, while the spa-inspired bath pampers with a jetted soaking tub, double vanities, sunlit skylights, and a walk-in shower. Additional comforts include under-building parking and storage, an upstairs laundry room, new roof, new AC, new irrigation and landscape lighting and tasteful furnishings offered with few exceptions. Beyond the residence, Lands End Village envelops you in the essence of resort-style island living. Enjoy direct beach access, a stunning updated association pool and hot tub surrounded by a sun-drenched patio with plush loungers, an outdoor shower, gas BBQ grills, a community house, tennis and pickleball courts and a private fitness center. Whether you’re seeking a serene personal sanctuary, a luxurious seasonal escape, or a high-potential investment, Lands End 1602 offers a rare opportunity to own one of Captiva’s most coveted penthouses—where nature, privacy, and timeless elegance converge. offered furnished with all custom curtains and Hunter Douglas blinds included. This is island living at its absolute finest.

3 Beds ⋅ 3 Baths ⋅ 2026009643 MLS ⋅ Lands Ends Village Condo BLDG.

Perched at the northernmost point of Captiva Island, Lands End 1602 is a rare end-unit penthouse offering an unmatched combination of privacy, luxury, and breathtaking natural beauty. Located within the exclusive Lands End Village, this 3-bedroom, 3-bathroom residence overlooks the serene waters of Red Fish Pass, delivering sweeping 180-degree, unobstructed views of Pine Island Sound and beyond. Spanning over 2,300 square feet across two elegantly designed levels, the interior is bathed in natural light and finished in a serene palette of neutral tones. The open floor plan gracefully balances relaxed island living with refined entertaining, featuring a gourmet kitchen with rich wood cabinetry, granite countertops, a breakfast bar, dining areas. The spacious living and den areas seamlessly extend to an under air enclosed lanai and an expansive sundeck—perfectly positioned to capture both sunrise and sunset over Captiva’s breathtaking seascapes. Two guest bedrooms with en-suite baths and each with its own private terrace are thoughtfully situated on the main level, providing privacy and comfort for family and guests alike. Upstairs, the penthouse-level primary suite is a tranquil retreat framed by walls of glass showcasing panoramic coastal views. A large, private newly tiled deck invites moments of solitude under the stars, while the spa-inspired bath pampers with a jetted soaking tub, double vanities, sunlit skylights, and a walk-in shower. Additional comforts include under-building parking and storage, an upstairs laundry room, new roof, new AC, new irrigation and landscape lighting and tasteful furnishings offered with few exceptions. Beyond the residence, Lands End Village envelops you in the essence of resort-style island living. Enjoy direct beach access, a stunning updated association pool and hot tub surrounded by a sun-drenched patio with plush loungers, an outdoor shower, gas BBQ grills, a community house, tennis and pickleball courts and a private fitness center. Whether you’re seeking a serene personal sanctuary, a luxurious seasonal escape, or a high-potential investment, Lands End 1602 offers a rare opportunity to own one of Captiva’s most coveted penthouses—where nature, privacy, and timeless elegance converge. offered furnished with all custom curtains and Hunter Douglas blinds included. This is island living at its absolute finest.

1602 Lands End Village, Captiva

$1,895,000

Seller Incentive: $50,000 Credit at Closing — Purchaser to receive a $50,000 credit at closing, providing flexibility to personalize, update, furnish, or enhance the residence to suit their preferences. A rare opportunity to acquire this exceptional Lands' End residence with additional flexibility to customize finishes, make improvements, or create your ideal Captiva retreat. This exceptional two-story residence overlooks a tranquil lake, golf course, and the shimmering waters of Pine Island Sound and the Gulf of Mexico. Enjoy breathtaking sunrises and sweeping daytime views from this remarkable three-bedroom, three-bath condominium, located in the prestigious Lands’ End Villas at the northernmost point of Captiva Island. A true highlight of the home, the penthouse primary suite offers awe-inspiring 180-degree panoramic vistas—an ideal canvas to create your own serene private retreat. The expansive living area is thoughtfully designed for comfort, enjoyment, and entertaining, featuring both a glass-enclosed lanai and an open-air lanai, along with a private sundeck off the primary suite that captures some of the most spectacular sunrise views on Captiva. Numerous upgrades enhance the residence, including an upstairs laundry room, an expanded primary walk-in closet and large owner’s closet, a beautifully appointed primary bath, and a relaxing jetted tub. Additional features include a private elevator, two dining areas, a breakfast bar, and elegant quartz and granite countertops throughout. Offered furnished with exceptions, this unique coastal residence is ready to welcome you and your family to create treasured memories while enjoying the exceptional amenities and unparalleled views that Lands’ End Village offers.

3 Beds ⋅ 3 Baths ⋅ 2026007049 MLS ⋅ Land's End BLDG.

Seller Incentive: $50,000 Credit at Closing — Purchaser to receive a $50,000 credit at closing, providing flexibility to personalize, update, furnish, or enhance the residence to suit their preferences. A rare opportunity to acquire this exceptional Lands' End residence with additional flexibility to customize finishes, make improvements, or create your ideal Captiva retreat. This exceptional two-story residence overlooks a tranquil lake, golf course, and the shimmering waters of Pine Island Sound and the Gulf of Mexico. Enjoy breathtaking sunrises and sweeping daytime views from this remarkable three-bedroom, three-bath condominium, located in the prestigious Lands’ End Villas at the northernmost point of Captiva Island. A true highlight of the home, the penthouse primary suite offers awe-inspiring 180-degree panoramic vistas—an ideal canvas to create your own serene private retreat. The expansive living area is thoughtfully designed for comfort, enjoyment, and entertaining, featuring both a glass-enclosed lanai and an open-air lanai, along with a private sundeck off the primary suite that captures some of the most spectacular sunrise views on Captiva. Numerous upgrades enhance the residence, including an upstairs laundry room, an expanded primary walk-in closet and large owner’s closet, a beautifully appointed primary bath, and a relaxing jetted tub. Additional features include a private elevator, two dining areas, a breakfast bar, and elegant quartz and granite countertops throughout. Offered furnished with exceptions, this unique coastal residence is ready to welcome you and your family to create treasured memories while enjoying the exceptional amenities and unparalleled views that Lands’ End Village offers.

Captiva

$18,900,000

Arguably the most architecturally significant home to ever be brought to market on Captiva, Bella Luna was nationally recognized for impeccable design when it received the American Institute of Building Design’s (AIBD) prestigious American Residential Design Award (ARDA) in 2021. Conceptualized by the renowned Wayne Visbeen of Visbeen Architects, Bella Luna reflects the exceptional craftsmanship and innovative design for which the firm is celebrated. Known for collaborating with prestigious clients such as Metropolitan Museum of Art, Martha Stewart and Disney, Visbeen Architects brings the same level of artistry and attention to detail to residential projects, making this property a masterpiece of design and livability. Constructed to be a fortress of concrete and steel, the substantial nature of the structure is resilient yet refined. Employing hotel and hospitality design techniques, every detail was meticulously tailored to enhance human experience through sophistication and functionality, creating intimate experiences within the grandeur of larger spaces. A feature sheet is available detailing the extensive upgrades, features and breathtaking attributes.

6 Beds ⋅ 7 Baths ⋅ 2026006271 MLS

Arguably the most architecturally significant home to ever be brought to market on Captiva, Bella Luna was nationally recognized for impeccable design when it received the American Institute of Building Design’s (AIBD) prestigious American Residential Design Award (ARDA) in 2021. Conceptualized by the renowned Wayne Visbeen of Visbeen Architects, Bella Luna reflects the exceptional craftsmanship and innovative design for which the firm is celebrated. Known for collaborating with prestigious clients such as Metropolitan Museum of Art, Martha Stewart and Disney, Visbeen Architects brings the same level of artistry and attention to detail to residential projects, making this property a masterpiece of design and livability. Constructed to be a fortress of concrete and steel, the substantial nature of the structure is resilient yet refined. Employing hotel and hospitality design techniques, every detail was meticulously tailored to enhance human experience through sophistication and functionality, creating intimate experiences within the grandeur of larger spaces. A feature sheet is available detailing the extensive upgrades, features and breathtaking attributes.

16950 Captiva DR, Captiva

$5,699,000

Positioned and priced primarily for its underlying land value, the gulf front property presents a compelling opportunity for builders, developers, and discerning buyers seeking to create a custom Gulf front residence, multigenerational compound, or thoughtfully designed redevelopment project. Existing improvements include a three bedroom, three bath main residence, separate two bedroom guest home, private pool, detached garage, beachside cabana, and screened gazebo, providing additional flexibility for restoration or future development. A rare opportunity to create an extraordinary gulf front legacy estate on Captiva Island. Offering approximately 100 feet of direct Gulf frontage, this exceptional estate parcel combines coveted beachfront acreage with established multifamily zoning and estate entitlement, a distinctive combination increasingly difficult to replicate under today's coastal development regulations. The property's established zoning distinguish it from conventional beachfront offerings, presenting possibilities for an exceptional coastal vision while complementing the low density character of prestigious Captiva Drive. Adding further value is a grandfathered shared bayside bulkhead providing access to Captiva's boating waters. Opportunities combining substantial Gulf frontage, beachfront acreage, and distinctive development entitlements are exceedingly limited. Surrounded by some of Captiva's most notable estates, this extraordinary property offers a rare canvas to restore, reimagine, or create a lasting Gulf front legacy.

5 Beds ⋅ 4 Baths ⋅ 2026002529 MLS

Positioned and priced primarily for its underlying land value, the gulf front property presents a compelling opportunity for builders, developers, and discerning buyers seeking to create a custom Gulf front residence, multigenerational compound, or thoughtfully designed redevelopment project. Existing improvements include a three bedroom, three bath main residence, separate two bedroom guest home, private pool, detached garage, beachside cabana, and screened gazebo, providing additional flexibility for restoration or future development. A rare opportunity to create an extraordinary gulf front legacy estate on Captiva Island. Offering approximately 100 feet of direct Gulf frontage, this exceptional estate parcel combines coveted beachfront acreage with established multifamily zoning and estate entitlement, a distinctive combination increasingly difficult to replicate under today's coastal development regulations. The property's established zoning distinguish it from conventional beachfront offerings, presenting possibilities for an exceptional coastal vision while complementing the low density character of prestigious Captiva Drive. Adding further value is a grandfathered shared bayside bulkhead providing access to Captiva's boating waters. Opportunities combining substantial Gulf frontage, beachfront acreage, and distinctive development entitlements are exceedingly limited. Surrounded by some of Captiva's most notable estates, this extraordinary property offers a rare canvas to restore, reimagine, or create a lasting Gulf front legacy.

16632 Captiva DR, Captiva

$1,395,000

Discover your slice of paradise in this exquisitely renovated two-bedroom, two-bathroom condominium nestled within the prestigious South Seas resort on enchanting Captiva Island. This direct gulf front sanctuary seamlessly marries coastal elegance with contemporary sophistication, offering an unparalleled retreat where pristine white sugar sand beaches meet your doorstep. Step into a world where luxury meets comfort, featuring a completely transformed interior reimagined with elevated coastal décor and new contemporary furnishings that whisper tales of seaside serenity. The thoughtfully designed space includes stainless steel appliances, luxury vinyl tile flooring, and a walk-in shower plus a shower-tub combination for ultimate convenience. Impact glass sliders frame breathtaking sunset vistas over the Gulf of Mexico, while native plants and swaying palms create a natural masterpiece beyond your windows. This turnkey residence comfortably accommodates six guests, making it an exceptional investment opportunity with outstanding rental potential. The building's recent comprehensive renovation includes a striking new standing seam metal roof, fresh exterior paint, updated laundry facilities, refreshed pool area, and an enchanting turtle-safe lighted boardwalk leading directly to the beach. Your participation in Club Captiva membership unlocks a treasure trove of world-class amenities that transform everyday living into extraordinary experiences. Dedicated staff will arrange your beach chairs and umbrellas while you indulge in seaside dining, exhilarating water sports, fitness facilities, seaside golf, Captiva Landing waterslides, and the meandering lazy river. Resort trolley service, supervised kids camp, and countless recreational activities ensure every moment brims with possibility. Embrace the subtropical climate where warm winters and tropical summers create an idyllic backdrop for abundant wildlife encounters. Watch pelicans dive for lunch, dolphins frolic in azure waters, or try your luck catching snook. The healthy outdoor lifestyle beckons with beach walks, pickleball, tennis, and swimming in crystal-clear waters. Beyond the resort's boundaries, adventure awaits at nearby attractions including the renowned J.N. "Ding" Darling National Wildlife Refuge, scenic Redfish Pass, and the pristine Pine Island Sound. Captiva's unique positioning offers easy access to charming upper islands for delightful lunch excursions and exploration. This meticulously maintained property features thoughtful touches like a convenient shell cleaning station and beautifully relandscaped grounds adorned with vibrant flowers and towering palms. The building's comprehensive renovations ensure worry-free ownership while the prime location guarantees enduring value in one of Florida's most coveted destinations.

3 Beds ⋅ 2 Baths ⋅ 2026002705 MLS ⋅ Beach Villas Condo BLDG.

Discover your slice of paradise in this exquisitely renovated two-bedroom, two-bathroom condominium nestled within the prestigious South Seas resort on enchanting Captiva Island. This direct gulf front sanctuary seamlessly marries coastal elegance with contemporary sophistication, offering an unparalleled retreat where pristine white sugar sand beaches meet your doorstep. Step into a world where luxury meets comfort, featuring a completely transformed interior reimagined with elevated coastal décor and new contemporary furnishings that whisper tales of seaside serenity. The thoughtfully designed space includes stainless steel appliances, luxury vinyl tile flooring, and a walk-in shower plus a shower-tub combination for ultimate convenience. Impact glass sliders frame breathtaking sunset vistas over the Gulf of Mexico, while native plants and swaying palms create a natural masterpiece beyond your windows. This turnkey residence comfortably accommodates six guests, making it an exceptional investment opportunity with outstanding rental potential. The building's recent comprehensive renovation includes a striking new standing seam metal roof, fresh exterior paint, updated laundry facilities, refreshed pool area, and an enchanting turtle-safe lighted boardwalk leading directly to the beach. Your participation in Club Captiva membership unlocks a treasure trove of world-class amenities that transform everyday living into extraordinary experiences. Dedicated staff will arrange your beach chairs and umbrellas while you indulge in seaside dining, exhilarating water sports, fitness facilities, seaside golf, Captiva Landing waterslides, and the meandering lazy river. Resort trolley service, supervised kids camp, and countless recreational activities ensure every moment brims with possibility. Embrace the subtropical climate where warm winters and tropical summers create an idyllic backdrop for abundant wildlife encounters. Watch pelicans dive for lunch, dolphins frolic in azure waters, or try your luck catching snook. The healthy outdoor lifestyle beckons with beach walks, pickleball, tennis, and swimming in crystal-clear waters. Beyond the resort's boundaries, adventure awaits at nearby attractions including the renowned J.N. "Ding" Darling National Wildlife Refuge, scenic Redfish Pass, and the pristine Pine Island Sound. Captiva's unique positioning offers easy access to charming upper islands for delightful lunch excursions and exploration. This meticulously maintained property features thoughtful touches like a convenient shell cleaning station and beautifully relandscaped grounds adorned with vibrant flowers and towering palms. The building's comprehensive renovations ensure worry-free ownership while the prime location guarantees enduring value in one of Florida's most coveted destinations.

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