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Castaway Estates Houses Sold55+ Active Adult

Mid-Tier
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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25
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4
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Results 3 of 32
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
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.
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—don’t miss your chance to own a slice of island paradise!
Castaway Estates, 5892 Sanibel Captiva Rd, Sanibel, Florida 33957, image 1
$775,000
  • 3 Beds
  • 3 Baths
  • 1,790 SqFt
  • $433/SqFt
Mid-Tier
House for sale in Castaway Estates
5892 Sanibel Captiva Rd, Sanibel, FL 33957
This navigable direct-access gulf home with boat access to the gulf through dinkins bayou. This is an excellent opportunity to acquire an island cottage, offering easy access to blind pass beach and the island's santiva area less than a mile away. This 3 bedroom 3 bath home has been affected by hurricane ian on the inside but with the concrete structure and a roof in 2016, this home is ready for the new buyer to make their own.
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Nearby Subdivisions

Mid-Tier
0.24 miles
Mid-Tier
0.28 miles
For Sale (1)
$1.1M - $1.1M
Premium
0.41 miles
Entry-Level
0.54 miles
For Sale (4)
$825K - $1.2M
Entry-Level
0.58 miles

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Walk Score®
Car-Dependent. Almost all errands require a car
4

100
Bike Score®
Bikeable. Some bike infrastructure
62

100
Sound Score®
Bearable noise
77

100
Airport Score
Close to airports. Noticeable airport activity
0

100
Traffic Score
Congested area. Frequent traffic delays
28

100
Local Score
Limited local amenities nearby
0

100

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