Castaway Estates Houses For Sale55+ Active Adult

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Castaway Estates, 5892 Sanibel Captiva Rd, Sanibel, Florida 33957, image 1
$649,000 $50K
  • 3 Beds
  • 3 Baths
  • 2,078 SqFt
  • $312/SqFt
House for sale 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).
Castaway Estates, 5869 Pine Tree Dr, Sanibel, Florida 33957, image 1
$899,000
  • 3 Beds
  • 2 Baths
  • 1,635 SqFt
  • $550/SqFt
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, 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!
Castaway Estates, 5753 Pine Tree Dr, Sanibel, Florida 33957, image 1
$1,395,000
  • 3 Beds
  • 4 Baths
  • 2,464 SqFt
  • $566/SqFt
House for sale 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 floorplan. The crow’s nest offers one of the most awe-inspiring features of the property: breathtaking panoramic waterviews 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.
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Castaway Estates, 5769 Sanibel Captiva Rd, Sanibel, Florida 33957, image 1
$1,000,000
  • 2 Beds
  • 2 Baths
  • 1,688 SqFt
  • $592/SqFt
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
$1,150,000
  • 3 Beds
  • 2 Baths
  • 1,850 SqFt
  • $622/SqFt
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, 5810 Pine Tree Dr, Sanibel, Florida 33957, image 1
$1,999,999
  • 4 Beds
  • 3 Baths
  • 2,929 SqFt
  • $683/SqFt
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—don’t miss your chance to own a slice of island paradise!

Subdivision Amenities

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Frequently Asked Questions

The single_family_home dues at Castaway Estates cover: None, Street Maintenance.

Castaway Estates Castaway Estates is a pet-friendly “Dogs and Cats OK” subdivision for both owners and tenants. Please note that pet policies may change at the discretion of management and/or the Homeowners' Association (HOA) and may not apply to renters. Restrictions may apply to certain breeds, and size and weight limits may be in place.

Castaway Estates Interior features include: Built-In Cabinets, Foyer, Laundry Tub, Pantry, Smoke Detectors, Vaulted Ceiling(s), Walk-In Closet(s), Foyer, Volume Ceiling, Window Coverings, Cathedral Ceiling(s), Fireplace, French Doors, Laundry Tub, Volume Ceiling, Vaulted Ceiling(s), Fireplace, French Doors, Closet Cabinets

Castaway Estates unit views: Canal, Mangroves, Basin, Canal, Landscaped Area, Water, Partial Gulf, Preserve, Mangroves, Partial Gulf, Gulf, Gulf, Bay, Landscaped Area

Scores

Walk Score®

Car-Dependent. Almost all errands require a car.

4

100

Transit Score®

No data.

N/A

Bike Score®

Bikeable. Some bike infrastructure.

62

100

Sound Score®

No data.

N/A

Sanibel
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