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Castaway Estates Houses Sold55+ Active Adult

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Ultra Luxury — Above $1,000 per SqFt
High-End — $650 - $1,000 per SqFt
Mid-Tier — $400 - $650 per SqFt
Premium — $300 - $400 per SqFt
Entry-Level — Below $300 per SqFt
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Results 29 of 32
Sold - Jun 12, 2026
Castaway Estates, 5703 Sanibel Captiva Rd, Sanibel, Florida 33957, image 1
$1,300,000350K
  • 3 Beds
  • 21/2 Baths
  • 2,464 SqFt
  • $528/SqFt
Mid-Tier
House sold in Castaway Estates
5703 Sanibel Captiva Rd, Sanibel, FL 33957
Breathtaking views of clam bayou! This waterfront near beach custom home on the west end of sanibel has incredible views, exceptional privacy, and provides an opportunity to enjoy the true majesty of the island. From your private dock, sanibel's spectacular uncrowded gorgeous beaches are accessible by water. Kayaking in the bayou is an amazing way to experience this unique setting, immersed in the untouched splendor of the island. Blind pass beach and bowman's beach are also easily accessed via the bike path. The screened two lane lap pool offers another way to enjoy the water while the expansive screened lanai extends the living space, taking full advantage of this fabulous location. With an architectural style that fully respects this natural setting, concrete, wood, stucco and metal come together to create a resilient work of art. Large rooms, high ceilings, transom windows, wood and tile flooring, and abundant storage make the spaces inviting and hugely functional. Two enclosed garages and an elevator offer convenience while the ground level open air foyer welcomes guests with a one of a kind shell fountain. Inspired by the natural environment that surrounds it, this home is perfectly sanibel.
Sold - Apr 29, 2026
Castaway Estates, 5750 Sanibel Captiva Rd, Sanibel, Florida 33957, image 1
$1,710,000
  • 3 Beds
  • 2 Baths
  • 2,015 SqFt
  • $849/SqFt
Mid-Tier
House sold in Castaway Estates
5750 Sanibel Captiva Rd, Sanibel, FL 33957
Built in 2021 with emphasis on high quality materials and a thoughtful floor plan, this beautiful gulf access pool home features a metal roof, two story pool cage, all impact windows and doors, high ceilings, eight foot solid core wood doors, quartz countertops, custom wood cabinets, wood plank tile throughout, an interior staircase, front and back screened porches, and a heated salt water pool. It is situated on a double lot with gulf access through dinkins bayou and offers an incredible setting that features native vegetation and abundant wildlife. Located along the bike path on the west end of the island, pulling out of the driveway you'll have immediate access to the miles of paths that extend from the lighthouse to captiva. With sanibel's spectacular blind pass beach only a mile away and a gulf access canal in the backyard, this property offers an ideal setting to enjoy exceptional island living.
Sold - Mar 16, 2026
Castaway Estates, 5892 Sanibel Captiva Rd, Sanibel, Florida 33957, image 1
$487,500
  • 3 Beds
  • 3 Baths
  • 2,078 SqFt
  • $235/SqFt
Mid-Tier
House sold in Castaway Estates
5892 Sanibel Captiva Rd, Sanibel, FL 33957
A wonderful opportunity to purchase an affordable direct access home close to the stunning beaches on the west end of sanibel island and captiva with unparalleled sunsets and a shell laden shore. What a price! This is an exceptional opportunity for you to replace the finishes of this well constructed concrete home with a look of today. The interior photography will begin in the spacious great room and kitchen along with an enclosed patio. From there the main suite is showcased and then the guest rooms along with two offices and or rec rooms. Outside you will find a shed and a large composite deck along with an oversized wide boat dock. With nearly a half of an acre there should be plenty of room to add a pool or additional storage space if desired. (buyer to verify).
Sold - Feb 6, 2026
Castaway Estates, 5869 Pine Tree Dr, Sanibel, Florida 33957, image 1
$708,000
  • 3 Beds
  • 2 Baths
  • 1,635 SqFt
  • $433/SqFt
Mid-Tier
House sold in Castaway Estates
5869 Pine Tree Dr, Sanibel, FL 33957
Beautifully renovated, this gulf access home is less than a mile to the spectacular blind pass beach with its amazing shelling and breath-taking sunsets. With new wood plank tile, fresh neutral paint, and a stunning kitchen, the home is bright, clean, and beautifully updated. The huge white quartz kitchen peninsula is a fabulous focal point and creates an inviting great room space. The large living area leads to the comfortable screened lanai that overlooks the canal. Ac, water heater, washer, dryer, stainless steel kitchen appliances, drywall, wiring, electrical panel, flooring, trim, interior doors, sliders, shaker style cabinets, countertops, fixtures and furnishings are all new since 2022! Plumbing supply lines were replaced in 2019 and windows were replaced in 2021. Front door replaced in 2025. This charming home is like new and is ready to be your new island home. Enjoy the peaceful setting of a private road only yards from sanibel's shared use path. The location makes getting to the beach by foot, bike, boat or car a breeze! This is an excellent opportunity to enjoy west-end island living in a home that is like-new!
Sold - Dec 16, 2025
Castaway Estates, 5753 Pine Tree Dr, Sanibel, Florida 33957, image 1
$1,200,000
  • 3 Beds
  • 4 Baths
  • 2,464 SqFt
  • $487/SqFt
Mid-Tier
House sold in Castaway Estates
5753 Pine Tree Dr, Sanibel, FL 33957
Stunning waterfront property offering the perfect blend of old florida charm and luxurious modern living. This home is situated along a navigable canal, providing direct access to the gulf of mexico, making it a true haven for boating enthusiasts. The home’s design complements its natural surroundings, with expansive windows and an open floor plan. The crow’s nest offers one of the most awe-inspiring features of the property: breathtaking panoramic water views of the gulf of mexico. The primary suite is a true retreat, offering the ultimate in comfort and luxury. The hotel-inspired en suite bathroom features a rain shower, dual vanities, and a separate make up area, all finished with high-end materials. The spacious walk-in closet is custom-designed for maximum organization, while the adjoining private gym area makes it easy to maintain a healthy lifestyle from the comfort of your own home. The gourmet chef’s kitchen is equipped with premier appliances, featuring a wolf gas range with double ovens and a built-in stainless steel refrigerator. With three spacious bedrooms all with luxurious en suite bathrooms, this home offers plenty of room to accommodate family and guests.
Sold - Nov 21, 2025
Castaway Estates, 5770 Pine Tree Dr, Sanibel, Florida 33957, image 1
$925,000
  • 3 Beds
  • 21/2 Baths
  • 2,743 SqFt
  • $337/SqFt
Mid-Tier
House sold in Castaway Estates
5770 Pine Tree Dr, Sanibel, FL 33957
A rare opportunity to own a triple lot totaling .81 acres on beautiful sanibel island. Along the serene and sought-after dinkins bayou, this expansive property boasts nearly 300 feet of water frontage, providing stunning northwestern exposure and peaceful water views. With ample space to build your dream estate, this oversized parcel offers the ideal blend of privacy and natural beauty sanibel island is world-famous for. Enjoy direct boating access to pine island sound and the gulf of mexico, a boater's dream come true! It features a new metal roof, a large above-ground pool/pool deck, and a three-car garage. Whether you're seeking a tranquil retreat surrounded by nature of a prime location for water-based adventure, this unique waterfront gem delivers. Lots like this are few and far between on sanibel island. Schedule your viewing today.
Castaway Estates, 5855 Sanibel Captiva Rd, Sanibel, Florida 33957, image 1
$1,260,000240K
  • 3 Beds
  • 2 Baths
  • 2,514 SqFt
  • $501/SqFt
Mid-Tier
House for sale in Castaway Estates
5855 Sanibel Captiva Rd, Sanibel, FL 33957
Gulf views and stunning sunsets can be yours!! Welcome to your dream island home, nestled on the west end of sanibel on an acre of land, offering unparalleled views of clam bayou and the gulf! This stunning property has been thoughtfully updated with a new metal roof, new ac systems, new impact windows and doors, ensuring both peace of mind and luxury living. The open-concept floor plan creates a perfect space for family and friends to gather, centered around a beautifully designed kitchen with polished granite countertops and sleek euro-style custom cabinetry. The kitchen window is where you can enjoy distant views of the gulf! The expansive and completely renovated primary suite occupies the entire third floor, complete with a private balcony overlooking the bayou and a hint of the gulf beyond. This is where you can best enjoy awesome sunsets! The impressive en-suite bath provides ample storage, a built-in laundry closet, and a serene picture window that frames the lush front garden complete with an active osprey nest that you can see just across the street. The home features 3 bedrooms plus a den, with two generously sized bedrooms on the main floor. An enclosed 2-car garage with epoxy floors provides additional well-organized storage. Enjoy stunning sunsets from your lanai with the calming sounds of the surf in the background. Kayak and sup enthusiasts will appreciate the direct launch to clam bayou where you could paddle for hours- or take a quick trip to the beach near blind pass- where the bayou opens to the gulf. Those seeking relaxation will enjoy the sparkling pool and spa, just a short walk, bike ride or paddle to the beach. Enjoy watching birds and manatees from the screened porch in the bayou. Complete with impact windows and doors, a standing seam metal roof, elevated pool equipment, and a comprehensive list of recent improvements available upon request, this island retreat is ready to become your family home or vacation paradise.
Castaway Estates, 5769 Sanibel Captiva Rd, Sanibel, Florida 33957, image 1
$900,000
  • 2 Beds
  • 2 Baths
  • 1,688 SqFt
  • $533/SqFt
Mid-Tier
House for sale in Castaway Estates
5769 Sanibel Captiva Rd, Sanibel, FL 33957
Enjoy the majestic peaceful views of clam bayou where you can pack a picnic and kayak to the beach from your backyard, go shelling or fishing, and watch the gorgeous sunsets! This property offers many options. Current home has a fenced pool, terrazzo floors, new roof and impact glass and was completely remodeled prior to recent storms. It had two docks. New owner could repair existing house or build their dream home on this large double lot. An elevated home should offer direct views of the gulf along with stunning sunsets. Might be able to divide lots. Survey available. Flood insurance available.
Castaway Estates, 5827 Pine Tree Dr, Sanibel, Florida 33957, image 1
$1,000,000
  • 3 Beds
  • 2 Baths
  • 1,850 SqFt
  • $541/SqFt
Mid-Tier
House for sale in Castaway Estates
5827 Pine Tree Dr, Sanibel, FL 33957
With beautiful views of the gulf access canal, this elevated pool home is less than a mile from the spectacular blind pass beach at the west end of sanibel. Manatee and an incredible array of birds frequent the peaceful mangrove setting, making this an ideal location to enjoy the natural splendor of the island. By boat, dinkins bayou, roosevelt channel, blind pass and pine island sound are all nearby offering opportunity to explore the incredible waterways that surround sanibel. The open kitchen anchors the inviting living area while three full bedrooms provide great space for guests. With bonus space in the enclosed lower level, interior stairs, and a screened pool, the home provides great space and convenience. This comfortable home provides a fantastic way to enjoy the west end of the island and all that it has to offer!
Castaway Estates, 5690 Pine Tree Dr, Sanibel, Florida 33957, image 1
$2,200,000
  • 3 Beds
  • 2 Baths
  • 2,442 SqFt
  • $901/SqFt
Mid-Tier
House for sale in Castaway Estates
5690 Pine Tree Dr, Sanibel, FL 33957
Exceptional property with amazing bayou views and tremendous privacy! This elevated gulf access pool home is situated on a cul-de-sac, offering an incredibly peaceful setting with over 250 feet along the water. Impeccably maintained and thoughtfully updated, this gorgeous home features a two story living room, recently updated kitchen, and extensive renovations throughout. Wood floors in living room and bedrooms, high ceilings, a beautiful guest bath with walk in shower, and a breath-taking primary suite make this an incredible opportunity. Near beach, gulf access, and offering a unique private setting. This is the west-end, gulf access, elevated home you have been waiting to find. Welcome home!!
Castaway Estates, 5685 Sanibel Captiva Rd, Sanibel, Florida 33957, image 1
$1,100,000
  • 3 Beds
  • 2 Baths
  • 1,513 SqFt
  • $727/SqFt
Mid-Tier
House for sale in Castaway Estates
5685 Sanibel Captiva Rd, Sanibel, FL 33957
Absolutely stunning views of the majestic clam bayou! Overlooking the widest part of the bayou with silver key across the water, this is an amazing property. It is native sanibel in all of its glory. Enjoy the peaceful setting with spectacular sunsets and gulf breezes from the expansive screened lanai. Kayak, walk, or bike to the beach, or just relax and enjoy the birds and marine life of the bayou. Pocketing sliders from the living room create an easy flow from indoors to out. An interior staircase provides a gracious entry and adds convenience linking the parking area to the home. All three bedrooms are quite spacious. The open living area features high ceilings and plentiful windows. With southern exposure, the home and lanai bright and inviting. The metal roof was replaced after ian and the home is in move-in condition. It is ready to be your island retreat.
Castaway Estates, 5750 Sanibel Captiva Rd, Sanibel, Florida 33957, image 1
$1,580,000
  • 3 Beds
  • 2 Baths
  • 2,015 SqFt
  • $784/SqFt
Mid-Tier
House for sale in Castaway Estates
5750 Sanibel Captiva Rd, Sanibel, FL 33957
This beautiful newly constructed home is a testament to current building codes: it sustained virtually no damage during ian! The attention to detail and the thoughtful elements throughout the property make this a truly spectacular home. The sellers planned this home with exceptional care and utilized only high quality materials to create a true showpiece. A standing seam metal roof, two story pool cage, all impact windows and doors, high ceilings, eight foot solid core wood doors, quartz countertops, custom wood cabinets, wood plank tile throughout, an interior staircase, front and back screened porches, and a heated salt water pool are only some of the fabulous features of this amazing home. It is situated on a double lot with gulf access through dinkins bayou and offers an incredible setting that features native vegetation, fruit trees, and abundant wildlife. Only a mile to blind pass beach!
Castaway Estates, 5721 Sanibel Captiva Rd, Sanibel, Florida 33957, image 1
$1,545,000
  • 3 Beds
  • 32/2 Baths
  • 3,516 SqFt
  • $439/SqFt
Mid-Tier
House for sale in Castaway Estates
5721 Sanibel Captiva Rd, Sanibel, FL 33957
Clam bayou is one of sanibel's absolute treasures. The quiet, peaceful setting along the bayou is framed by mangroves with the gulf beyond. Nature is paramount in this part of the island: wildlife abounds in the water, on the shore, and in the air. This gorgeous home sits directly on the bayou. The water views of the bayou and of the gulf are spectacular. With multiple decks on the south side of the home, there is no shortage of places to enjoy this unbelievable location from the outdoors and with abundant windows, the same is true from the indoor living space. Set back from sanibel captiva road, the front yard is expansive and provides beautiful garden views. The interior of the home is virtually untouched by the storm. All photos are post- storm. The top floor is a huge primary suite with an adjacent sun deck and includes a private office. The living space is lined with windows allowing excellent natural light. The kitchen features a stunning showpiece granite island with complimentary quartz countertops, stainless steel appliances, and a large walk-in pantry. The guest suites are extremely private. The waterfront pool features a dramatic fountain wall. Just spectacular!
Castaway Estates, 5690 Sanibel Captiva Rd, Sanibel, Florida 33957, image 1
$1,650,000
  • 3 Beds
  • 3 Baths
  • 2,255 SqFt
  • $732/SqFt
Mid-Tier
House for sale in Castaway Estates
5690 Sanibel Captiva Rd, Sanibel, FL 33957
Beautiful gulf access home on sanibel's spectacular west end! Updated in 2019 with marble countertops, carrara marble showers, gorgeous slate gray tile floors, new carpet, and all new paint and finishes, this spacious home is ready to be enjoyed. Three spacious bedrooms, a den, formal dining room, eat-in kitchen, and a bright, open great room that leads to the huge screened lanai provide an incredible amount of space for family, guests, or entertaining. The lanai spans the length of the entire home and leads to the dock and screened pool area. Native vegetation provides incredible privacy as does the oversized lot. This home has been meticulously maintained. Situated at the basin between dinkins bayou and clam bayou, the wide water views are amazing. Conservation land borders the opposite side of the basin adding a spectacular backdrop to the abundant wildlife that includes dolphin, manatee and a great variety of birds. Sanibel's shared use path is at the end of the driveway. Just over one mile to the right is blind pass beach where nightly sunsets over the gulf, three restaurants and a general store are waiting to be enjoyed.
Castaway Estates, 5802 Sanibel Captiva Rd, Sanibel, Florida 33957, image 1
$1,125,000
  • 3 Beds
  • 31/2 Baths
  • 1,848 SqFt
  • $609/SqFt
Mid-Tier
House for sale in Castaway Estates
5802 Sanibel Captiva Rd, Sanibel, FL 33957
Protected waterfront location with navigable direct-access canal and approximately 200 feet of frontage. Wraparound dock and lift with new motors, and quick access to the bay and open water. The property offers privacy with three bedrooms, three-and-a-half baths, pool with larger deck and covered lanai. The floor plan has an open kitchen with professional viking appliances, granite countertops, hand-hammered copper sink and backsplash. Mexican saltillo tile and wood floors, beadboard ceilings, new metal roof and solar venting (2021), new water heater and plumbing fixtures, new pool pump, new exterior paint, sentricon termite system and transferable home warranty. Home is offered fully furnished with exceptions. A great opportunity to acquire a classic island cottage with spanish flair offering easy access to blind pass beach and the santiva area of the island.
Castaway Estates, 5817 Sanibel Captiva Rd, Sanibel, Florida 33957, image 1
$2,100,000
  • 4 Beds
  • 3 Baths
  • 2,640 SqFt
  • $795/SqFt
Mid-Tier
House for sale in Castaway Estates
5817 Sanibel Captiva Rd, Sanibel, FL 33957
Don't miss an opportunity to own on sanibel's beautiful clam bayou! Directly across from silver key sits a completely remodeled 4 bedroom/ 3 bath home nestled in the natural beauty of sanibel's west end. Upon entering the foyer you will be amazed at the views of the mangroves and the bayou as five sets of sliders pocket completely to connect the screened lanai and pool to the large living space. The brand new kitchen with white cabinetry, stainless steel appliances, and large island opens to the dining area and the great room. Two bedrooms on the ground-level with an expanded primary bedroom to now include a large walk-in closet and bathroom. Two more bedrooms and a laundry room surround a game area and a large bathroom upstairs. This home offers everything one is looking for in 2022 including wood floors, shaker doors, stainless fixtures and hardware, and wide trim. Schedule your appointment now to see this unique home and lot - you won't be disappointed!
Castaway Estates, 5850 Sanibel Captiva Rd, Sanibel, Florida 33957, image 1
$450,000
  • 0.86 Acres
  • $523,256/Acre
Mid-Tier
Land for sale in Castaway Estates
5850 Sanibel Captiva Rd, Sanibel, FL 33957
Less than a mile from the beautiful blind pass beach, this gulf access property is the ideal place to create your island paradise. 200 feet of canal frontage ensures amazing privacy, wonderful water and wildlife views, and a spacious dock. By boat, blind pass is just a short cruise away through the spectacular dinkins bayou. At blind pass, smaller boats can head to the gulf under the sanibel/ captiva bridge and others have the option of following roosevelt channel behind captiva or enjoying pine island sound to fish, relax, or travel along southwest florida's amazing coastline. Adjacent to the sanibel island shared use path, a right turn from the driveway leads straight to the beach, three local restaurants, and a small general store. By foot, bike, car, or boat, nightly sunsets over the gulf of mexico are just moments away! Build the island home of your dreams on this large property with boat and beach access at your disposal.
Castaway Estates, 5706 Sanibel Captiva Rd, Sanibel, Florida 33957, image 1
$520,000
  • 1.39 Acres
  • $374,101/Acre
Mid-Tier
Land for sale in Castaway Estates
5706 Sanibel Captiva Rd, Sanibel, FL 33957
Land on sanibel island? What?? That's right, it does exist! 1.39 acres of private canal front, gulf access land ready for a new home! The lot may not be split and only one home is permissible. At 30 feet above ground-level, beautiful views of the gulf of mexico are a reality! Therefore, a stilt house with a rooftop sundeck would be ideal on this amazing lot. Don't miss the opportunity to own your piece of paradise on sanibel island!
Castaway Estates, 5750 Sanibel Captiva Rd, Sanibel, Florida 33957, image 1
$2,100,000
  • 3 Beds
  • 2 Baths
  • 2,015 SqFt
  • $1,042/SqFt
Mid-Tier
House for sale in Castaway Estates
5750 Sanibel Captiva Rd, Sanibel, FL 33957
Built in 2021 with emphasis on high quality materials and a thoughtful floor plan, this beautiful home features a metal roof, two story pool cage, all impact windows and doors, high ceilings, eight foot solid core wood doors, quartz countertops, custom wood cabinets, wood plank tile throughout, an interior staircase, front and back screened porches, and a heated salt water pool. It is situated on a double lot with gulf access through dinkins bayou and offers an incredible setting that features native vegetation and abundant wildlife. Situated directly along the bike path on the west end of the island, pulling out of the driveway you'll have immediate access to the miles of paths that extend from the lighthouse to captiva. With the spectacular blind pass beach only a mile away and a gulf access canal in the backyard, this property offers an ideal setting to enjoy exceptional island living.
Castaway Estates, 5901 Sanibel Captiva Rd, Sanibel, Florida 33957, image 1
$1,075,000
  • 3 Beds
  • 2 Baths
  • 1,600 SqFt
  • $672/SqFt
Mid-Tier
House for sale in Castaway Estates
5901 Sanibel Captiva Rd, Sanibel, FL 33957
Sanctuary like private setting offering a beautiful sw location showcasing both clam bayou and gulf of mexico panoramic water views. Winding driveway to a well looked after and comfortable 3 bedroom piling home situated on .98 of an acre. Boat dockage. Nightly sunset views. Short walk to the beach or an even shorter kayak or boat ride to one of the best kept sanibel beaches.
Castaway Estates, 5830 Sanibel Captiva Rd, Sanibel, Florida 33957, image 1
$920,000
  • 0.83 Acres
  • $1,108,434/Acre
Mid-Tier
Land for sale in Castaway Estates
5830 Sanibel Captiva Rd, Sanibel, FL 33957
**welcome to paradise in sanibel, fl!** this extraordinary vacant lot is a boater's dream come true. Nestled in the heart of this idyllic island, it offers direct canal access for your watercraft adventures, while also being just a 5-minute stroll from the pristine, sun-kissed beaches of sanibel. Whether you're an avid fisherman or simply seeking a slice of coastal heaven, this property won't last long. **uncover a rare gem on sanibel island!** this exceptional double lot not only boasts the promise of your dream waterfront home but also offers a unique opportunity. While an existing dock graced this property in the past, your vision can breathe new life into it with a fresh dock installation. Don't miss out on this extraordinary chance to own a double lot on this island paradise. Seize the opportunity and call today to transform your coastal dreams into reality!
Castaway Estates, 5810 Pine Tree Dr, Sanibel, Florida 33957, image 1
$2,500,000
  • 4 Beds
  • 3 Baths
  • 2,929 SqFt
  • $854/SqFt
Mid-Tier
House for sale in Castaway Estates
5810 Pine Tree Dr, Sanibel, FL 33957
Unparalleled views from your new island oasis!This stunning island retreat is situated on desirable dinkins bayou & provides direct boating access to the gulf & bay.The spacious & well designed floor plan features 2 levels of luxury living with multiple vantage points to enjoy the views.There are soaring ceilings, an abundance of natural light along with multiple decks allowing you to bask in the sun & enjoy the island views.The main living level features a split floor plan, the great room, dining & kitchen are all open and flow together for easy entertaining.The second floor features the primary suite, with private balconies on both sides, a spacious walk-in closet & large bath complete with soaking tub & walk-in shower, there is also an additional guest room which could be used as an office.High-end finishes and features throughout the home, include a gas fireplace, elevator, brazilian cherry floors and so much more.Experience year round florida living at its finest from the enormous screened pool enclosure.Storage abounds on the lower level.New metal roof, water heater, pool pump & heater. Minutes to the gulf & bay by boat. Short bike ride to the best shelling beaches in the world!
Castaway Estates, 5706 Sanibel Captiva Rd, Sanibel, Florida 33957, image 1
$1,150,000
  • 1.39 Acres
  • $827,338/Acre
Mid-Tier
Land for sale in Castaway Estates
5706 Sanibel Captiva Rd, Sanibel, FL 33957
A rear find to build your island getaway or your permanent home. This property is one of the few undeveloped acreages on the western portion of sanibel island. This 1.39 acres land with canal front, gulf access property for a new dream home. The lot cannot be split and only one home can be built on the property. There is over 240 ft of canal frontage, current owner has a permit to build a dock for a 30 ft boat. Property survey, marine survey and engineering study is included with the purchase. Architectural plans for a 3, 000 sq. Ft. Elevated home (per code) have been commissioned and is ready for the new owners, picture is attached. The sellers invested significant amount of money to ready the property for a new home. The property is close to dinkins bayou, blind pass, and incredible shelling at blind pass beach with quick access to the gulf.
Castaway Estates, 5773 Sanibel Captiva Rd, Sanibel, Florida 33957, image 1
$1,349,000
  • 2 Beds
  • 2 Baths
  • 1,227 SqFt
  • $1,099/SqFt
Mid-Tier
House for sale in Castaway Estates
5773 Sanibel Captiva Rd, Sanibel, FL 33957
Stunning bayou-front retreat on sanibel island. Wake up to breathtaking views of the bayou and the serene beauty of sanibel island in this exceptional waterfront home at 5773 sanibel captiva rd. Nestled in a prime location, this property offers a true island lifestyle with direct access to kayaking and incredible wildlife sightings right from your doorstep. Imagine starting your day with a cup of coffee as you watch the sunrise paint the sky over the bayou, where manatees, herons, bald eagles, spoonbills and egrets make their morning rounds. The peaceful surroundings and gentle sounds of nature create an unmatched sense of tranquility. For outdoor enthusiasts, this home is a kayaker’s paradise—launch from your backyard and explore the waterways teeming with wildlife. Just minutes to paddle to the beach to enjoy world class shelling and a walk on the near private beach, and then de-sand in your private, outdoor palm shower. Whether you’re relaxing on the spacious deck, enjoying the ever-changing natural scenery, fishing off the dock, enjoying a refreshing swim in the pool, star-gazing from the hydrotherapy hot tub, or simply unwinding in the comfort of your coastal retreat, this property is designed for those who appreciate the magic of waterfront living. Included with the sale are plans that allow for an additional 1000+ square feet of enhanced open living space, gourmet kitchen, two additional bedrooms and a full bathroom. Don’t miss this opportunity to own a slice of paradise where every day feels like a getaway. Schedule your private tour today!
Castaway Estates, 5810 Pine Tree Dr, Sanibel, Florida 33957, image 1
$1,999,999
  • 4 Beds
  • 3 Baths
  • 2,929 SqFt
  • $683/SqFt
Mid-Tier
House for sale in Castaway Estates
5810 Pine Tree Dr, Sanibel, FL 33957
Welcome to your private island retreat on the serene and highly sought-after dinkins bayou, where breathtaking wide water views meet direct boating access to both the gulf and bay. This stunning, elevated home offers over 3, 000 square feet of luxury living across two thoughtfully designed levels, blending elegant coastal style with modern comforts. Step inside to discover a spacious 4-bedroom, 3-bath home filled with natural light, soaring ceilings, and panoramic views from nearly every room. The main level showcases a flowing open-concept design ideal for entertaining, featuring a great room with a gas fireplace, dining area, and a gourmet kitchen—all framed by expansive windows and multiple decks perfect for enjoying sunrise coffees or sunset cocktails. The split floor plan ensures privacy, with guest rooms tucked on opposite sides of the main living space. Upstairs, the expansive primary suite serves as a true sanctuary with private balconies on both sides, a spa-like bath with soaking tub and walk-in shower, and a generous walk-in closet. An additional guest bedroom or office provides flexible space for work or visitors. High-end finishes abound throughout, including brazilian cherry floors, custom woodwork, an elevator, and smart storage solutions. The outdoor living is just as impressive, with a newly resurfaced pool and deck (2023) set within a large screened enclosure—ideal for year-round florida living. Practical upgrades include a new roof (2023), new water heater, new pool pump, ample ground-level storage for your kayaks, paddleboards, and beach gear, plus electric vehicle parking. This exceptional property offers the rare blend of luxury, privacy, and direct waterfront access on the widest part of dinkins bayou—don’t miss your chance to own a slice of island paradise!
Castaway Estates, 5885 Pine Tree Dr, Sanibel, Florida 33957, image 1
$950,000300K
  • 3 Beds
  • 2 Baths
  • 1,812 SqFt
  • $524/SqFt
Mid-Tier
House for sale in Castaway Estates
5885 Pine Tree Dr, Sanibel, FL 33957
Welcome to this beautifully remodeled coastal home, ideally located just a short walk to the beach. This turnkey 3-bedroom, 2-bath property is a fisherman’s paradise, featuring a private boat dock with direct access to the gulf, a brand-new pool, and a spacious lot with a two-car garage. Inside, you'll find a cozy living area with a working fireplace—perfect for cool coastal evenings. Completely updated inside and out, the home includes a new roof installed in 2024. Spend your days fishing or boating and your evenings enjoying stunning west coast sunsets near the world-famous beaches of sanibel and captiva.
Castaway Estates, 5753 Pine Tree Dr, Sanibel, Florida 33957, image 1
$1,395,000
  • 3 Beds
  • 4 Baths
  • 2,464 SqFt
  • $566/SqFt
Mid-Tier
House for sale in Castaway Estates
5753 Pine Tree Dr, Sanibel, FL 33957
Located in one of sanibel island’s most desirable and tranquil neighborhoods, 5753 pine tree drive is a stunning waterfront property that offers the perfect blend of old florida charm and luxurious modern living. This home is situated along a navigable canal, providing direct access to the gulf of mexico, making it a true haven for boating enthusiasts, fishermen, and anyone who appreciates the beauty of island living. The property embodies the relaxed and timeless atmosphere of old florida, with lush tropical landscaping, swaying palms, and a serene ambiance that transports you to a simpler time. The home’s design complements its natural surroundings, with expansive windows and an open floor plan that invites the outdoors in and ensures a light-filled, airy living space. The crow’s nest offers one of the most awe-inspiring features of the property: breathtaking panoramic water views of the gulf of mexico and pine island sound. This private perch is the perfect spot for watching the island’s stunning sunrises and sunsets, spotting local wildlife, island gazing, or simply relaxing with a cool breeze. The primary suite is a true retreat, designed to offer the ultimate in comfort and luxury. The hotel-inspired en suite bathroom features a lavish rain shower, dual vanities, and a separate make up area, all finished with high-end materials. The spacious walk-in closet is custom-designed for maximum organization, while the adjoining private gym area makes it easy to maintain a healthy lifestyle from the comfort of your own home. For those who love to cook and entertain, the gourmet chef’s kitchen will exceed your expectations. Equipped with premier appliances, including a wolf gas range with double ovens and a built-in stainless steel refrigerator, this kitchen is a dream come true for culinary enthusiasts. The kitchen’s large center peninsula offers ample prep space and serves as the perfect focal point for socializing with family and guests. Custom cabinetry and elegant granite countertops complete the kitchen’s sophisticated design. With three spacious bedrooms all with luxurious en suite bathrooms, this home offers plenty of room to accommodate family and guests in comfort and style. The open-concept living and dining areas are perfect for both relaxed evenings at home and more formal entertaining. Large sliding glass doors seamlessly connect the interior living space to the enclosed lanais, where you can enjoy the tropical beauty and peaceful canal setting of this home. Outside, the property offers a private sanctuary complete with a screened in pool, providing the perfect space for relaxation or entertaining. The r.S. Walsh designed lush landscaping offers privacy and creates a serene setting to enjoy the warm florida weather. Located just minutes from sanibel’s pristine beaches, renowned shops, and fine dining, this home will be a peaceful full-time residence, a perfect second home, or a smart investment home.
Castaway Estates, 5869 Pine Tree Dr, Sanibel, Florida 33957, image 1
$1,050,000
  • 3 Beds
  • 2 Baths
  • 1,635 SqFt
  • $642/SqFt
Mid-Tier
House for sale in Castaway Estates
5869 Pine Tree Dr, Sanibel, FL 33957
Beautifully renovated, this gulf access home is less than a mile to the spectacular blind pass beach with its amazing shelling and breath-taking sunsets. With new wood plank tile flooring, fresh neutral paint, and a stunning kitchen, the home is bright, clean, and beautifully updated. The huge white quartz kitchen peninsula is a fabulous focal point and creates an inviting great room space. The large living area leads to the comfortable screened lanai that overlooks the canal. Ac, water heater, washer, dryer, stainless steel kitchen appliances, drywall, wiring, electrical panel, flooring, trim, interior doors, sliders, shaker style cabinets, countertops, fixtures and furnishings are all new! Plumbing supply lines were replaced in 2019 and windows were replaced in 2021. This charming home is like new and is ready to be your new island home. Enjoy the peaceful setting of a private dirt road only yards from sanibel's shared use path. The location makes getting to the beach by foot, bike, boat or car a breeze! This is an excellent opportunity to enjoy west-end island living in a home that is like-new!
Castaway Estates, 5810 Pine Tree Dr, Sanibel, Florida 33957, image 1
$1,999,999
  • 4 Beds
  • 3 Baths
  • 2,929 SqFt
  • $683/SqFt
Mid-Tier
House for sale in Castaway Estates
5810 Pine Tree Dr, Sanibel, FL 33957
Unparalleled views from your new island oasis! This stunning island retreat is situated on desirable dinkins bayou & provides direct boating access to the gulf & bay. The spacious & well designed floor plan features 2 levels of luxury living with multiple vantage points to enjoy the views. There are soaring ceilings, an abundance of natural light along with multiple decks allowing you to bask in the sun & enjoy the island views. The main living level features a split floor plan, the great room, dining & kitchen are all open and flow together for easy entertaining. The second floor features the primary suite, with private balconies on both sides, a spacious walk-in closet & large bath complete with soaking tub & walk-in shower, there is also an additional guest room which could be used as an office. High-end finishes and features throughout the home, include a gas fireplace, elevator, brazilian cherry floors and so much more. Experience year-round florida living at its finest from the enormous screened pool enclosure. Storage abounds on the lower level. New metal roof, water heater, pool pump. Minutes to the gulf & bay by boat. Short bike ride to the best shelling beaches in the world!
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