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Anchors Aweigh Houses For Sale

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Anchors Aweigh, 748 Windlass Way, Sanibel, Florida 33957, image 1
$1,295,000
  • 3 Beds
  • 3 Baths
  • 2,849 SqFt
  • $455/SqFt
House for sale in Anchors Aweigh
748 Windlass Way, Sanibel, FL 33957
An incredible opportunity! Offering an exceptional amount of home and lifestyle, a find unlikely to be seen again. On sanibel’s desired east end, this home on an elevated lot, offers one of the island’s convenient and desirable locations. A deeded beach path leads directly to a pristine gulf shoreline, known for its endless shells and soft white sand. Everything that makes sanibel special, the beaches, the bike paths, the island’s vibrant yet peaceful atmosphere, is right at your doorstep. From this home, you’re just moments from charming cafés, restaurants, and shops, with easy on and off island access. The wide canal-front retreat embodies the essence of sanibel living, where tranquility meets adventure. From your own private oversized dock with a 10, 000-pound boat lift, you can cast a line, paddleboard through winding mangrove-lined canals, or launch your boat for easy direct access to the gulf. Dolphins are frequently spotted right off your dock, adding a touch of everyday magic. The home itself is generously scaled and thoughtfully designed for gathering and quiet retreat. Recently updated, it features a new kitchen with all new appliances, updated baths, a new roof and numerous additional upgrades throughout. The pool area is ideal for relaxed afternoons or a refreshing dip after a day at the beach. Two inviting balconies capture gentle gulf breezes and offer vantage points to enjoy the island’s best times of day, from soft morning light to glowing sunset skies. This is your time to stop dreaming and start living the sanibel life.
Anchors Aweigh, 732 Windlass Way, Sanibel, Florida 33957, image 1
$1,800,000
  • 4 Beds
  • 31/2 Baths
  • 3,003 SqFt
  • $599/SqFt
House for sale in Anchors Aweigh
732 Windlass Way, Sanibel, FL 33957
Enter this dreamy island retreat, a beautifully appointed and updated canal home that captures the essence of sanibel living at its finest. This four-bedroom residence blends coastal elegance with relaxed sophistication. It’s on a lovely private street with a cul-de-sac in one of the island’s desirable east-end neighborhoods. Ideally close to everything, including a private beach path with deeded access to the gulf’s world-class shelling beaches, scenic bike trails, restaurants in short distance, and easy on- and off-island access. Designed with comfort and ease in mind, the home features quality finishes and amenities that make island living effortless. The home has been beautifully updated with a timeless coastal palette and a thoughtful list of improvements. Blending beauty with function, the home has been recently enhanced with all-new appliances, a new whole-house generator, a 1, 000-gallon buried propane tank, new air-conditioner, new gutters, impact-resistant windows and more. It’s a mix of practicality and understated luxury. The oversized 47-foot private dock rests just beyond your lanai along a direct gulf-access canal, offering an ideal setting to keep your boat, launch a kayak or cast a line. Upstairs, a private balcony overlooks the treetops and canal, a peaceful hideaway where mornings are calm and quiet, and evenings turn magical. The inviting pool and spa area offers complete privacy, surrounded by lush tropical landscaping, the ideal place to unwind after a day on the water or at the beach. Enjoy breakfast on the lanai surrounded by tropical foliage and island breezes or follow your private path to the beach for a quiet morning walk along the soft white sands just minutes away. A serene haven where every day feels effortlessly relaxed.
Anchors Aweigh, 736 Windlass Way, Sanibel, Florida 33957, image 1
$1,399,000 $100K
  • 3 Beds
  • 2 Baths
  • 2,096 SqFt
  • $667/SqFt
House for sale in Anchors Aweigh
736 Windlass Way, Sanibel, FL 33957
Wake up to the soothing sounds of birdsong and step through elegant french doors into a lush, tropical garden where the morning sun filters through swaying palms. Enjoy your coffee by the shimmering saltwater pool, surrounded by vibrant flowers and the gentle rustle of island breezes, or wander down to your private wraparound dock to cast a line as the first light of day reflects off the water. Bordered on two sides by navigable, intersecting canals, this exceptional property offers a rare combination of privacy and waterfront access. A charming footbridge at the end of the street provides an easy and scenic stroll to the deeded beach access, where soft sands and gulf waters await. Whether you're spending the day on the water or enjoying the tropical landscape of your expansive yard, this home seamlessly blends island charm with the ultimate boating lifestyle. With expansive canal frontage, a boathouse, and a 10, 000-pound boat lift, your days can be spent exploring the waterways with your boat, kayaking at sunrise or setting off for an afternoon on the bay in just minutes. The quick and easy access to open water makes this a boater’s paradise, where spontaneous sunset cruises and island-hopping adventures are always within reach. This beautifully remodeled home is designed for effortless island living, with inviting spaces that flow seamlessly between indoors and out. A cozy fireplace offers the spot to unwind on cooler evenings, while high-end finishes, including commercial-grade luxury flooring and quartz countertops, add a refined touch to the home’s relaxed coastal feel. With a new trane air conditioner and roof, every detail has been thoughtfully considered for comfort and peace of mind. On an oversized lot with exceptional privacy, this is a place where nature and tranquility take center stage. On sanibel’s desirable east end, the home is just a short stroll from pristine beaches, charming shops and local restaurants, and offers easy on-and-off access to the island, though with a setting this idyllic, you may never want to leave. This is more than a home, it’s a sanctuary where every day feels like a vacation. Don’t miss this rare opportunity to live the island life you’ve always dreamed of.
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Anchors Aweigh, 734 Anchor Dr, Sanibel, Florida 33957, image 1
$995,000 $205K
  • 3 Beds
  • 2 Baths
  • 1,451 SqFt
  • $686/SqFt
House for sale in Anchors Aweigh
734 Anchor Dr, Sanibel, FL 33957
Nestled on the peaceful east end of sanibel along tranquil anchor drive, this unique ground-level home offers the ultimate in easy island living. Positioned on a desirable canal front lot, this property is a boater's dream, complete with a private boat dock. The canal provides quick access to open water, with just one picturesque bridge to navigate along the way. Surrounded by lush, natural vegetation, this home feels like a private retreat, where wildlife lovers will delight in daily sightings of tropical birds, jumping fish, and perhaps even a curious manatee or dolphin passing through the canal. Imagine relaxing on your screened lanai, taking in the serene water views and the sounds of nature. For beach enthusiasts, a short walk or bike ride down a deeded path leads to sanibel's stunning sandy shores. The home’s thoughtful design includes a large kitchen window that slides open, allowing fresh breezes to flow inside and providing convenient access to the lanai for effortless outdoor dining. This property offers exciting potential for a fresh start. A new roof and relined drainpipes were added in 2019, and now, following hurricane helene and milton, it’s ready for the next owner to reimagine and remodel it into their perfect island escape. Whether you're a boater, a beachcomber, or a nature lover, this east end gem provides the perfect canvas to create your sanibel dream home.
Anchors Aweigh, 699 Anchor Dr, Sanibel, Florida 33957, image 1
$2,750,000
  • 4 Beds
  • 4 Baths
  • 3,010 SqFt
  • $914/SqFt
House for sale in Anchors Aweigh
699 Anchor Dr, Sanibel, FL 33957
Captivating coastal retreat on sanibel island. This beautifully reimagined two story four bedroom four bath residence is ideally positioned on the desirable east end, offering deeded beach access and quick boating access to the gulf. Set amid lush tropical landscaping with approximately 87 palms, the property delivers exceptional privacy and a true island oasis feel. The main living level is designed for both comfort and entertaining, featuring an open concept layout with wide plank flooring, recessed lighting, and a seamless connection between the living, dining, and kitchen areas. The kitchen is the heart of the home, showcasing crisp white cabinetry, modern appliances, generous counter space, and a large island that anchors the space and keeps everyone connected. Natural light pours in through abundant windows, enhancing the bright coastal aesthetic throughout. Outdoor living is a standout feature. The expansive screened patio with no see um mesh extends the living space and overlooks the wide canal, creating the perfect setting for morning coffee or relaxed evenings after a day on the water. Multiple decks and balconies provide additional outdoor options, while the elevated design enhances both views and peace of mind. The upper level is home to a private primary suite, offering a spacious bedroom, multiple closets, and a well appointed bath. A large balcony off the suite provides a peaceful retreat surrounded by treetops and island breezes. The open to below design adds architectural interest and maintains a connection to the main living area. Additional bedrooms and baths are thoughtfully positioned to provide comfort and privacy for family and guests. On the ground level, a large two car garage with new epoxy flooring offers ample space for vehicles, bikes, and beach gear. A sizable flex room adds valuable versatility and can easily serve as a home gym, workshop, or additional storage area. The private elevator services all levels, adding convenience and accessibility. For boating enthusiasts, the wraparound canal system is a dream. The property features a dock with a 10, 000 pound boat lift and quick access to open water, making spontaneous trips to the gulf or nearby destinations effortless. After a day on the water, rinse off and unwind in your own private setting surrounded by mature tropical landscaping. This home has undergone a complete transformation, including impact resistant windows and doors, a new metal roof, all new plumbing, three new air conditioning systems, and extensive interior and exterior updates throughout. Located close to island restaurants, shopping, and offering easy access to the causeway, this exceptional property blends modern sophistication with the relaxed charm of sanibel living. A rare combination of boating, beach access, privacy, and thoughtful design, this east end gem is ready to be enjoyed.
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Subdivision Amenities

Community Gulf Boat Access
Guest Room
Hobby Room
See Remarks
Beach Access
None

Frequently Asked Questions

The single_family_home dues at Anchors Aweigh cover: None, Cable, Insurance, Internet/Wi Fi Access, Lawn/Land Maintenance, Insurance, Internet/Wi Fi Access, Sewer, Water.

Anchors Aweigh Anchors Aweigh 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.

Anchors Aweigh Interior features include: French Doors, Pantry, Volume Ceiling, Smoke Detectors, Vaulted Ceiling(s), Foyer, Smoke Detectors, Walk-In Closet(s), Cathedral Ceiling(s), Fireplace, French Doors, Built-In Cabinets, Foyer, Laundry Tub, Tray Ceiling(s), Window Coverings, Bar, Built-In Cabinets, Pantry, Closet Cabinets, Fireplace, Pull Down Stairs,

Anchors Aweigh unit views: Canal, Landscaped Area, Mangroves, Intersecting Canal, Water

Scores

Walk Score®

Car-Dependent. Almost all errands require a car.

18

100

Transit Score®

No data.

N/A

Bike Score®

Very Bikeable. Biking is convenient for most trips.

79

100

Sound Score®

Bearable noise.

82

100

Sanibel
Mid-Tier Homes & Condos

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