Anchors Aweigh Houses For Sale

Mid-Tier
Mid-Tier
$400 - $650 per SqFt
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Results 2 of 2
Anchors Aweigh, 1066 Bailey Rd, Sanibel, Florida 33957, image 1
$1,875,000
  • 3 Beds
  • 3 Baths
  • 2,361 SqFt
  • $794/SqFt
Mid-Tier
House for sale in Anchors Aweigh
1066 Bailey Rd, Sanibel, FL 33957
Beautiful elevated canal home in prestigious shell harbor. Walk to private beach access or park your car with all of the beach accessories for the low cost of $100 per year. This home sits right off the beaten path so it is private, yet very close to everything such as the island exit and eateries. This elevated gem is a split floor plan that has room for all visitors. Sit on your balcony sipping coffee in the morning and watch the manatee or dolphin in your backyard. Don't miss out on this. Come see for yourself.
Anchors Aweigh, 738 Anchor Dr, Sanibel, Florida 33957, image 1
$2,450,000
  • 4 Beds
  • 3 Baths
  • 2,692 SqFt
  • $910/SqFt
Mid-Tier
House for sale in Anchors Aweigh
738 Anchor Dr, Sanibel, FL 33957
There are homes that impress, and there are homes that linger in memory long after the visit is over. The difference is often found in the details, the subtle nuances that quietly elevate a property from exceptional to irreplaceable. Along sanibel island’s desirable east end, this remarkable waterfront retreat is defined by those rare distinctions. Tucked away along the charming, tree-lined stretch of anchor drive, one of sanibel’s sought-after streets, the setting alone is extraordinary. Unlike many island roads that simply end at the water, anchor drive transitions into a picturesque brick-paver lane leading to a private footbridge that gently crosses the canal and delivers residents directly to beach access beyond. It is a feature few properties on the island can claim, an effortless connection between boating and beach lifestyles, where morning bike rides to the gulf and sunset visits along the sand become part of everyday life. Positioned at one of the desirable locations along the street, this exceptional residence commands a breathtaking setting where a serene mangrove-lined canal meets a wide sea walled canal, creating panoramic and breathtaking water vistas. With an impressive 180 feet of canal frontage, the property offers not only extraordinary privacy and scenery but also enhanced maneuverability, expanded dockage and direct boating advantages. The substantial private dock and lift can accommodate significantly larger vessels than most neighboring properties, delivering a yachter’s lifestyle with wonderful gulf access. Surrounded by lush tropical landscaping and enveloped in complete privacy, the home itself has been beautifully reimagined through an extensive remodel that blends refined island elegance with relaxed coastal sophistication. Thoughtfully curated interiors are complemented by designer furnishings, inviting gathering spaces and richly appointed finishes throughout. Expanses of beautiful flooring guide you through multiple living and sitting areas designed equally for intimate relaxation and effortless entertaining. At the center of the home, a stunning chef’s kitchen with an expansive island serves as the natural focal point, seamlessly connecting the interiors to the spectacular outdoor setting beyond. Walls of impact glass draw the eye outward to the screened pool enclosure, tranquil waterways and swaying tropical landscape, creating a constant sense of connection to the island’s natural beauty. This is more than a waterfront home. It is a rare convergence of location, boating access, beach proximity, privacy and lifestyle, the kind of property whose value reveals itself not in a single feature but in the extraordinary way every element comes together.

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Subdivision Amenities

Community Gulf Boat Access
Guest Room
Hobby Room
Marina
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Beach Access
None

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Nearby Subdivisions

(0.24 miles)
For Sale (10)
$1.3M - $3.5M
(0.25 miles)
(0.25 miles)
(0.29 miles)
(0.36 miles)
For Sale (1)
$4M - $4M

Schools

Scores

Walk Score®
Car-Dependent. Almost all errands require a car.
18

100
Transit Score®
Minimal Transit. It is possible to get on a bus.
0

100
Bike Score®
Very Bikeable. Biking is convenient for most trips.
79

100
Sound Score®
Bearable noise.
82

100

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