Siesta Isles Real Estate For Sale55+ Active AdultNo HOA

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Mid-Tier
$400 - $650 per SqFt
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Siesta Isles, 18195 Cutlass Dr, Fort Myers Beach, Florida 33931, image 1
$1,095,000 $225K
  • 4 Beds
  • 3 Baths
  • 2,534 SqFt
  • $432/SqFt
Mid-Tier
House for sale in Siesta Isles
18195 Cutlass Dr, Fort Myers Beach, FL 33931
Price, price, priced to sell now!A boater's dream! This 4 bedroom, 3 bathroom waterfront pool home with over 2500 square feet under air is located in the sought-after siesta isles neighborhood. The interior of the home has been remodeled to perfection with high end finishings throughout, inclusive of porcelain wood plank tile, built in bar with wine refrigerator, custom tiled bathrooms, modern lighting and so much more. The chef's kitchen with soft close white shaker cabinetry, gorgeous quartz waterfall counters, and a huge island overlooks the main living and dining areas, great for entertaining! Step outside and relax in your pool or hot tub while watching the dolphins and manatee. With 75 feet on this deep waterway, your boating and sailing options are endless from your private dock just minutes from the gulf. Nearly everything is new and has been fully permitted! Being sold turnkey furnished with no rental restrictions, this home is perfect for a snowbird, your new full-time residence, investment, or a combination thereof. Seller financing and/or lease options available.
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, 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, 12122 Siesta Dr, Fort Myers Beach, Florida 33931, image 1
$1,425,000
  • 3 Beds
  • 2 Baths
  • 1,731 SqFt
  • $823/SqFt
Mid-Tier
Villa for sale in Siesta Isles
12122 Siesta Dr, Fort Myers Beach, FL 33931
Now this is paradise living at it's finest! Located close to ft myers beach, in the coveted waterfront neighborhood of siesta isles. This elevated home is a boater's dream come true! Direct, deep water gulf access featuring a fabulous boathouse with a 20k lb lift and composite decking that will provide years of enjoyment without the high maintenance! There's an extra slip beside this one too for your smaller boat and both are beautifully lit at night! Now for the home... If you appreciate quality upgrades...This is the one for you! Throughout the home you'll find gorgeous tile flooring, upgraded lighting and fans, plantation shutters on the windows and doors, vaulted ceilings and an open floor plan. Quality kitchen cabinets, granite & appliance package. 3 spacious bedrooms with extended balconies off of each. Plus there's an easy option for a second primary suite. Plenty of room to park several cars in the extra wide, custom pavered driveway. The water views are spectacular day or night! You will see dolphins & manatees daily from here. The front deck overlooks two gulf access canals where you will love to hang out, lay out and enjoy lunch or dinner at the cocktail rail. Hurricane rated windows & doors, a newer standing seam metal roof, durable celect brand cellular composite siding on the exterior all contribute tremendous peace of mind during storms. We all dream of having extra garage space & storage - well, here it is! The lower level has a three car tandem garage with beautiful apoxy flooring, 3 extra side "rooms" can be utilized for a workshop, hobby room, kayak or bike storage, etc. There's total privacy in the back, situated along a nature preserve, and a good size patio with beautiful tile and room enough to add/design your own pool or spa. Don't miss this opportunity to own a true, one-of-a-kind piece of paradise. I've sold homes here for nearly 30 years and this one checks all the boxes, is one of the all-around finest that florida living has to offer. Come see and feel the serenity for your self... You won't want to leave!
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Subdivision Amenities
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Community Residences
Unit LineFloorBed/BathSize SqFtExposureView
1‑/‑4,586
2‑/‑1,788
3‑/‑2,058
5‑/‑6,493
7‑/‑1,354
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Size SqFt: 4,586
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Size SqFt: 1,788
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Unit Line: 3
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Size SqFt: 2,058
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Unit Line: 5
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Size SqFt: 6,493
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Unit Line: 7
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Size SqFt: 1,354
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Nearby Subdivisions
(0.15 miles)
For Rent (1)
$7.3K - $7.3K
(0.16 miles)
For Sale (5)
$299K - $699.9K
(0.51 miles)
For Sale (1)
$1.1M - $1.1M
(0.71 miles)
For Sale (5)
$749.9K - $950K
(0.76 miles)
For Sale (4)
$779K - $950K
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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