Anchors Aweigh Houses Sold

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$400 - $650 per SqFt
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Results 5 of 5
Sold - Apr 24, 2026
Anchors Aweigh, 668 Anchor Dr, Sanibel, Florida 33957, image 1
$1,100,000 $175K
  • 3 Beds
  • 2 Baths
  • 1,999 SqFt
  • $550/SqFt
Mid-Tier
House sold in Anchors Aweigh
668 Anchor Dr, Sanibel, FL 33957
Beautiful east-end sanibel retreat offering gulf access, a private tropical pool setting, and convenient beach access just steps away. This charming 3bd/2ba home has been completely remodeled and thoughtfully reinvented, blending modern coastal elegance with relaxed island living. The updated kitchen serves as the heart of the home, featuring custom cabinetry, quartz countertops, designer lighting, new appliances, and a built-in wall pantry. An open split floor plan provides comfortable living and easy entertaining, with a spacious family room and full bath conveniently located just off the pool and lanai. The home offers abundant storage throughout, including a large storage closet off the family room and an expansive laundry room with a built-in desk/work area. Outdoor living shines with a screened lanai and sparkling pool surrounded by lush tropical landscaping, creating a private island retreat on an oversized 19, 000+ sq. Ft fenced lot. The peaceful canal setting offers gulf access and exceptional privacy, while beach access is just moments away via the charming footbridge at the end of anchor drive.
Sold - Mar 6, 2026
Anchors Aweigh, 732 Windlass Way, Sanibel, Florida 33957, image 1
$1,475,000 $151K
  • 4 Beds
  • 31/2 Baths
  • 3,003 SqFt
  • $491/SqFt
Mid-Tier
House sold 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 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.
Sold - Feb 2, 2026
Anchors Aweigh, 748 Windlass Way, Sanibel, Florida 33957, image 1
$1,210,000 $85K
  • 3 Beds
  • 3 Baths
  • 2,849 SqFt
  • $425/SqFt
Mid-Tier
House sold 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.

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Sold - May 28, 2025
Anchors Aweigh, 736 Windlass Way, Sanibel, Florida 33957, image 1
$1,225,000 $100K
  • 3 Beds
  • 2 Baths
  • 2,096 SqFt
  • $584/SqFt
Mid-Tier
House sold 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.
Pending
Anchors Aweigh, 739 Anchor Dr, Sanibel, Florida 33957, image 1
$1,695,000
  • 3 Beds
  • 2 Baths
  • 2,209 SqFt
  • $767/SqFt
Mid-Tier
House for sale in Anchors Aweigh
739 Anchor Dr, Sanibel, FL 33957
Driving up to this property you immediately notice the brick paved park-like road. It leads to a secluded home on an oversized lot that resembles a botanical garden. Blooming hibiscus, ginger, jasmine and fragrant gardenia surround this raised home on the sought after east end. As you enter the open living and dining room with raised ceilings you are greeted by a wood burning fireplace all nestled next to an open kitchen with granite counter tops and new appliances, including an induction stove that cooks like gas. Deeded beach access a short walk away, 10, 000lb boat lift and a private kayak launch flank a beautiful pool with outdoor grill area. A large open-covered deck overlooking pool and mangrove lined canal plus roof top solar panels tied to the grid where the electric company pays you for electricity. This home is truly one of a kind.

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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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