Siesta Isles Houses For Sale55+ Active AdultNo HOA

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$400 - $650 per SqFt
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Siesta Isles, 18196 Cutlass Dr, Fort Myers Beach, Florida 33931, image 1
$800,000
  • 2 Beds
  • 2 Baths
  • 1,776 SqFt
  • $450/SqFt
Mid-Tier
House for sale in Siesta Isles
18196 Cutlass Dr, Fort Myers Beach, FL 33931
Cutlass dr in siesta isles is located in one of the best boating communities in sw florida. Deep water direct access. New seawall and cap. Lot is located approximately 1 mile from the gulf of mexico. Quick out to north end of ft. Myers beach. Build your dream home on this lot. City water/city sewer. Killer sunsets every evening!
Siesta Isles, 18323 Cutlass Dr, Fort Myers Beach, Florida 33931, image 1
$1,488,000
  • 2 Beds
  • 2 Baths
  • 2,908 SqFt
  • $512/SqFt
Mid-Tier
House for sale in Siesta Isles
18323 Cutlass Dr, Fort Myers Beach, FL 33931
Stepping into this home, you’re immediately welcomed by a bright, open living space designed for both comfort and entertainment. The expansive great room flows seamlessly into the chef’s kitchen, with exotic brazilian quartzite countertops, a large center island with generous seating, bosch double ovens, cooktop, and dishwasher, lg refrigerator makes dual ice, sharp pull-out drawer microwave, a pot-filler and kraus sink create a true culinary experience. A full bar with matching brazilian quartzite, beverage cooler and icemaker opens to the living area complete with a fireplace, making the entire space ideal for gatherings. 2024 updates include all new kitchen cabinetry, new porcelain 3x3 tile floors throughout the entire first floor. Impact windows and doors throughout, with the exception of one upstairs slider equipped with manual hurricane shutters. A flex room is off the living area. The first floor also offers a large bedroom, a bathroom with double vanity with leather granite and walk in shower. A large laundry room with cabinets, granite countertops and utility sink. Large sliders open to offer indoor/outdoor living. Stepping out, you’re greeted by the ultimate waterfront lifestyle. Relax by the pool while watching dolphins and manatees glide through the wide, deep-water canal. With 80-foot frontage on a true deep waterway canal, this property is yacht ready and can accommodate substantial vessels. Your boating options are endless with quick access to the gulf from your private dock. The outdoor living areas include a covered seating space, screened lanai around the pool, and a large open pavered sun deck overlooking the canal. A vinyl louvered privacy fence provides privacy and the circular driveway adds ample parking. A metal roof and certainteed cedar shingles for maintenance free living back inside, the spiral staircase leads to a loft with a murphy bed adding flexible sleeping or workspace options with windows overlooking the water. The oversized primary suite provides a private retreat with a sitting area. The primary bath offers a large walk in shower, a jetted tub, double vanities and double sinks. The impact french doors from primary suite lead to an upper deck and cat walk with brazilian wood railing. Enjoy the sunrise from the back deck and sunsets from the front deck. Being sold furnished, this home offers perfect waterfront living. Minutes to fort myers beach by boat or car. One of the best opportunities in siesta isles and sw florida!!
Siesta Isles, 18484 Deep Passage Ln, Fort Myers Beach, Florida 33931, image 1
$1,795,000
  • 4 Beds
  • 31/2 Baths
  • 3,228 SqFt
  • $556/SqFt
Mid-Tier
House for sale in Siesta Isles
18484 Deep Passage Ln, Fort Myers Beach, FL 33931
Experience the ultimate southwest florida lifestyle in this stunning 2-story gulf-access waterfront home in siesta isles—a highly sought-after boating community in fort myers beach. Perfectly positioned with western exposure, this residence delivers breathtaking sunset views over wide bay waters and protected mangroves that will never be developed. Designed for entertaining on a grand scale, the ground level features an expansive chef’s kitchen equipped with an industrial 6-burner cpg gas range with hood, multiple ovens, wall microwave, valpro refrigerator, stand-up refrigerator, cabinet freezer, dual sinks, shaker cabinetry, granite countertops, and two convenient pass-through windows to the lanai. This level also includes a guest suite with full bath and direct lanai access, a half bath, and a finished 2-car garage with tiled flooring. Step outside to your private tropical oasis—complete with a stone-paver lanai, heated pool (refinished september 2025), spillover spa, and a dramatic two-story screened enclosure. The composite dock is fully outfitted with water, electric, two fish-cleaning stations, and a charming tiki hut, 25, 000 pound boat lift—perfect for enjoying peaceful waterfront living. The fenced yard is beautifully landscaped with clusia hedges, coconut palms, and accent lighting for added privacy and ambiance. Upstairs, a grand double-door entry opens to a light-filled great room with vaulted ceilings, travertine floors, and a custom built-in entertainment center with accent lighting. The main living level offers a second kitchen with dark wood cabinetry, granite counters, breakfast bar, and balcony access. Additional features include a den/bedroom with pocket doors and private balcony, a guest bedroom with its own balcony, full bath with laundry, and a luxurious primary suite. The primary retreat boasts private balcony access with spiral staircase to the pool, plus a spa-like bath with dual vanities, skylight, and rain shower. This meticulously updated home includes new a/c systems, ductwork, mini-splits, pool heater, and pool filter. Additional upgrades include impact windows and doors, two 100-lb propane tanks, ice machine, irrigation filtration system, and three water softeners. With abundant storage throughout and a relaxed tommy bahama-inspired design, this home is ideal for both everyday living and unforgettable entertaining. Enjoy effortless boating access to sanibel island, captiva island, and the gulf, along with close proximity to waterfront dining and local favorites—making this the perfect coastal retreat.

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Siesta Isles, 18260 Deep Passage Ln, Fort Myers Beach, Florida 33931, image 1
$1,799,000
  • 4 Beds
  • 4 Baths
  • 3,049 SqFt
  • $590/SqFt
Mid-Tier
House for sale in Siesta Isles
18260 Deep Passage Ln, Fort Myers Beach, FL 33931
Just listed! Exceptional boating and exceptional 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. 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!

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Schools

Scores

Walk Score®
Car-Dependent. Almost all errands require a car.
11

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

100
Bike Score®
Somewhat Bikeable. Minimal bike infrastructure.
43

100
Sound Score®
Bearable noise.
80

100

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