Siesta Isles Homes with Seawall Waterfront features

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Newest Siesta Isles Homes with Seawall Waterfront features

$700,000

2026035277 MLS

Rare opportunity to own a premier waterfront lot on a wide, deep-water canal with quick, unobstructed access to Fort Myers Beach and the sparkling Gulf of Mexico. This is boating at its finest—wide enough for effortless navigation, deep enough for serious vessels, and positioned for some of the best boating Southwest Florida has to offer. Whether you're chasing snook and tarpon, cruising to sunset dinners on the water, or paddling a kayak through quiet mangrove backwaters, this location delivers it all right from your own backyard. The lot is cleared, giving you a clean slate to design and construct the custom home you've always envisioned. The previous home has been removed, saving you time and expense, so you can move straight into planning your new build without delay. Set in a highly desirable neighborhood undergoing a wave of exciting redevelopment, this street is lined with spectacular new construction homes alongside classic properties being torn down and rebuilt to modern luxury standards. Buying here means joining a community on the rise, where property values are climbing alongside the caliber of homes being built around you. Location is everything, and this lot delivers a lifestyle few can match: minutes to Fort Myers Beach's sugar-sand shores, Direct Gulf access for world-class offshore and inshore fishing, nearby championship golf courses and a growing number of pickleball courts, Kayaking, paddleboarding, and every water sport right off your dock! Year-round sunshine and that unmistakable Florida waterfront way of life. This is more than a lot—it's a launching point for the waterfront home and lifestyle you've been searching for. Bring your builder, bring your vision, and start living the boating dream you deserve.

18291 Cutlass Drive, Fort Myers Beach

Listing Courtesy of John R. Wood Properties

$1,699,000

4 Beds ⋅ 4 Baths ⋅ 2026016415 MLS

Exceptional boating and incredible value in one of the best waterfront locations in the entire region! Situated on a quiet cul-de-sac in desirable Siesta Isles, this 3,049 sq ft fully furnished home offers direct sailboat access and sits on one of the deepest and widest canals in the area, approximately 160 feet wide, making it an outstanding setup for larger vessels and serious boaters. The run to open Gulf waters is among the shortest in the region, while allowing you to enjoy minutes to the beach without island traffic, bridges, or premium island pricing. And it's not just the boating that's exceptional—this remarkable location also provides a front-row seat to numerous dolphins, manatees, snook, and a wide variety of marine life that frequently visit these waters. What truly sets this home apart is the way it blends indoor and outdoor living across three levels. The property opens to a series of generous outdoor spaces including a massive pool deck and multiple balconies, creating a natural extension of the living areas and a seamless coastal flow throughout the home. Designed for both entertaining and everyday coastal living, the home features 3 stories of interior living space, an oversized garage, abundant parking, and strong connection to the water from nearly every level. Enjoy a heated pool, included spa, a large second floor balcony, and an additional private balcony off the upper living level with beautiful sunset views over the canal. The wide waterway also provides an added sense of privacy rarely found in waterfront settings. Inside, you’ll find soaring vaulted ceilings in the main living area, skylights, real hardwood flooring throughout much of the home, and flexible living spaces designed for both comfort and entertaining. The upper level includes the primary suite with an adjoining loft, while the first floor offers an additional bonus room complete with a large TV area and impressive bar right off the pool. Major updates have already been completed, including a new standing seam metal roof (June 2025) and nearly $100,000 of new windows and doors installed in 2023. The seller has even listed the home at a $100,000 discount to generously account for the older kitchen, creating immediate value and clear upside for the next owner. With only a voluntary HOA of just $250 per year and no restrictive HOA limitations, plus nearby new construction currently asking millions more, this is a rare opportunity to secure a well-positioned waterfront property in a location that continues to grow in desirability. Be sure to view the virtual tour for larger photos, detailed floorplans, and a full 3D walkthrough of this impressive waterfront home. Easy to see!

18260 Deep Passage Lane, Fort Myers Beach

Listing Courtesy of Premiere Plus Realty Company

$699,000

2026009406 MLS

Looking for that unique boating community, with deep water direct access out to the the Gulf of America and minutes to the beaches, well you just found it. The seller put in a new seawall, new dock, new electricity with two 50 amp and 30 amp services. Metered city water. There is currently one new pier, with boat slips on either side and you have the option of adding another pier to create two more boat slips for a total of 4 boat slips. (with Lee County Approval). An added bonus, directly across the street is a large vacant multi family lot ready to build on. There was a structure on this lot at one time which was scraped many years ago. You can build your multi family structure, rent out the other half or rent out the entire building and have your four boat slips right out your front door. The multi family lot and boats slips are sold as one property, one strap number. Can you imagine renting out the entire building and renting out all four boat slips, that could potentially be 6 income streams at one property. This is a unique property with the perfect set up for the avid boater, minutes out to the Gulf of America, beaches and barrier islands..

12110/12112 Siesta Drive, Fort Myers Beach

Listing Courtesy of Cypress Realty Inc.

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