Siesta Isles Real Estate For Sale
Results 9 of 9
Recommended
$800,000
- 2 Beds
- 2 Baths
- 1,776 SqFt
- $450/SqFt
House for sale in Siesta Isles18196 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!
$2,100,000
- 4 Beds
- 4 2/2 Baths
- 4,318 SqFt
- $486/SqFt
House for sale in Siesta Isles18276 Deep Passage Ln, Fort Myers Beach, FL 33931
The dream of living in sw florida can be a reality! This spectacular home with stunning sunsets exudes quality craftsmanship inside & out! Four ensuite bedrooms & baths makes this home perfect for family & guests to have their own private space. The gourmet kitchen was designed with entertaining in mind! Large central island, thermador appliances, wine cooler, granite/quartz countertops, walk in pantry, many drawers and cabinets. Dual sinks allow separation of food prep & clean up. The entire ground floor can be used as a master suite or guest suite containing a mini-kitchen, washer/dryer and lounge area which opens directly to the pool! Impact doors, insulated windows & doors throughout lends a bright airy feel to living spaces. Plenty of outdoor living with multiple decks, outdoor fire pit, swimming pool and top of the line boat dock. The gulf, sanibel island and sw florida beaches are only one mile away! Amazing investment opportunity! Weekly rentals allowed. Owners have taken impeccable care of this dynamic coastal home!

$1,250,000 $225K
- 4 Beds
- 3 Baths
- 2,534 SqFt
- $493/SqFt
House for sale in Siesta Isles18195 Cutlass Dr, Fort Myers Beach, FL 33931
Huge price reduction, ready to sell!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.
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$1,595,000 $100K
- 3 Beds
- 2 Baths
- 2,777 SqFt
- $574/SqFt
House for sale in Siesta Isles18323 Deep Passage Ln, Fort Myers Beach, FL 33931
Huge price reduction, sellers are ready to sell! A boater's dream! This turnkey furnished 3 bedroom 2 bath elevated home is located on a direct deep water access canal in the sought after community of siesta isles. With 2 boat docks right in your back yard you have unlimited quick access in just minutes to the white sands of the gulf. As you enter the main living area via the front stairway or private elevator, the soaring ceilings and open floor plan lead to the breathtaking water views on the ample sized screened lanai. Enjoy your custom kitchen, remodeled in 2020 as your family and friends relax in the spacious living room by the wood burning fireplace. Two of the three bedrooms are located on the main level along with a spacious custom guest bath. The third level is an owner's oasis, a large master bedroom, an ensuite bathroom with dual sinks, walk in shower, soaking tub, walk in closets and an additional private outdoor balcony, perfect to enjoy the sunrise! The new metal roof along with the impact windows will help to keep your insurance costs down. Plenty of room for a private pool and all of your toys with so much available parking both under air and open air. Begin enjoying all that sw florida has to offer today! Seller motivated!

$1,050,000 $100K
- 3 Beds
- 2 Baths
- 1,790 SqFt
- $587/SqFt
House for sale in Siesta Isles18116 Deep Passage Ln, Fort Myers Beach, FL 33931
Boaters' paradise in siesta isles, an incredible boating community! Keep your boat at home with direct access to the gulf of mexico. It's only a few minutes away to open water with no bridges! The pool area is ideal for entertaining guests, with picture-perfect views of the water that represents florida living at its finest. Waking up to breathtaking views from the master bedroom will make you feel luxurious from the moment you wake up. This house has been well-kept, with a new roof installed in 2023, new seawall installed in 2016 and two new air conditioners. You will not be disappointed whether you want to use this as an investment or a great forever home! Make your appointment for a private viewing today! This home has instant rental potential!
$1,425,000 $100K
- 5 Beds
- 3 Baths
- 2,258 SqFt
- $631/SqFt
House for sale in Siesta Isles18404 Cutlass Dr, Fort Myers Beach, FL 33931
Luxury waterfront estate in fort myers beach welcomes you to the pinnacle of coastal living! Your dream home awaits at this luxurious waterfront estate in the enchanting fort myers beach! Set in the coveted enclave of siesta isles, this remarkable property offers an unparalleled opportunity to immerse yourself in a world where opulence meets the tranquil charm of canal-side living. With breathtaking views, sophisticated finishes, and an enviable location, this estate is the epitome of a perfect coastal retreat that will captivate the most discerning homeowners. The thoughtfully designed floor plan features floor-to-ceiling windows that invite an abundance of natural light while framing unobstructed views of the picturesque waterfront, a canvas of serene beauty that brings nature indoors. The heart of the home is the great room, an elegant space perfect for entertaining or unwinding in a peaceful environment. Every detail of this home has been meticulously crafted to offer modern luxury while maintaining the timeless charm that defines waterfront living. For the culinary enthusiast, the gourmet kitchen is a dream come true. Equipped with high-end stainless steel appliances, classic cabinetry, and a soothing organic palette, this kitchen is designed to inspire creativity. Step outside, and the luxurious lifestyle continues to flourish in your private outdoor oasis. The outdoor area is an entertainer's paradise, featuring a stunning heated swimming pool and spa, surrounded by towering palms. For the water enthusiasts, this estate truly shines with its very own private dock positioned on a spacious deep-water access canal. This exceptional feature accommodates large boats, offering seamless access to the aquatic adventures that southwest florida has to offer. Just minutes away from the pristine shores of fort myers beach by car or boat, you'll have quick access to some of the most stunning white-sandy beaches and vibrant coastal communities, including the iconic sanibel and captiva islands. The neighborhood is rich with local eateries, lively pubs, and diverse entertainment options, ensuring that fun and excitement are always just around the corner. Nestled on a cul-de-sac just steps from the bay, this estate positions you perfectly to take advantage of all the aquatic adventures the region has to offer. Whether you're an avid boater or simply appreciate the beauty of waterfront living, this property promises an enviable lifestyle for those who cherish the ocean. This luxurious waterfront estate is not just a house; it's a lifestyle choice that embodies the essence of coastal living. With stunning architecture, high-end finishes, and an unbeatable location, this property is a sanctuary where you can relax, rejuvenate, and bask in nature's beauty every day. Own your dream home in one of florida's most sought-after locales and revel in the magic of everyday living.
$1,590,000
- 4 Beds
- 3 Baths
- 2,300 SqFt
- $691/SqFt
House for sale in Siesta Isles18467 Deep Passage Ln, Fort Myers Beach, FL 33931
Attention boaters, this 4/3/3 estate home sits in the prestigious deep water, sailboat access community of siesta isles with no bridges & direct access to the gulf of mexico just 1 mile from fort myers beach. The home boasts an incredible back yard with a resort style pool area ideal for entertaining guests & picture-perfect views of the water basin. This beautifully updated home offers unparalleled direct access to the gulf of mexico, mantanzas pass, or the beach & islands—all within a mere 10 minutes from your brand new oversize trex dock with two boat lifts (one covered 13, 000 pound /the other set up for 10, 000 pounds )with the seawall/ canal capacity to accommodate up to a 50’ vessel. Spanning nearly 2300 sq ft of insurable, livable square footage, this residence presents a seamless blend of luxury and comfort. The kitchen, opens to the family room and dining area, creates an inviting atmosphere perfect for entertaining or relaxing with loved ones. Step onto the large fully glass, screened balcony and enjoy panoramic views of the pool, canal and basin… ideal spot for morning coffee or evening cocktails. Unwind in the spacious master bedroom featuring a walk-in closet, custom walk-in shower & separate soaker. The fully finished downstairs offers endless possibilities, whether for entertaining guests, in-law suite, or a kids haven. Plus, discover a versatile flex room perfect for a 3rd garage, fitness area or workshop, catering to your lifestyle needs. Step into outdoor living at its finest on the expansive natural travertine patio, complete with an outdoor kitchen featuring built-in gas grills, kitchen sink, in-counter coolers and set up for outdoor undercounter fridges among other amenities. This home underwent an extensive renovation. Every aspect of this property has been carefully remodeled, featuring numerous enhancements, such as elegant wood floors throughout, level 5 granite countertops, custom bathrooms, elegant chefs kitchen, a wet bar, all-new appliances, whole home water treatment & 2 laundry & recently installed a/c systems. Additionally, all windows and doors are full impact rated with electric sun shutters for added convenience and privacy & a long lasting, beautiful standing seam metal roof. Unlike most homes on the water, this home is pre-firm meaning the downstairs is insurable, making it stand apart from the rest! This house has been immaculately well kept, with too many updates to list here but receipts are available to the seriously interested. Schedule your private showing today to experience the ultimate florida lifestyle and let your waterfront dreams come true!

$2,260,000
- 5 Beds
- 4 Baths
- 3,114 SqFt
- $726/SqFt
House for sale in Siesta Isles18468 Cutlass Dr, Fort Myers Beach, FL 33931
A true boater’s paradise – with unmatched hurricane water surge protection!
Minutes from fort myers beach and sanibel island, this stunning waterfront home sits in siesta isles—voted one of southwest florida’s premier boating communities. Enjoy deep-water, sailboat gulf access with no miserable mile, surrounded by multi-million-dollar estates that define luxury coastal living.
A first in sw florida we’ve just invested over $50, 000 in custom-engineered flood barriers—40" high, precision-fit for every door and window, including the massive 23' x 12'-- 90° sliders in the lanai. Designed to protect against storm surge, these barriers offer peace of mind and unparalleled property protection.
Waterfront perfection!
• 101 ft. Of shoreline with a new 14, 000-lb boat lift & canopy (fits 28–30 ft. Boats)
• composite dock with water & electric hookups
• seawall space for additional watercraft
upgrades & construction quality!
• new flat tile roof—glued, screwed, with new sheathing & underlayment
• 3, 114 sq. Ft. Under air, designer ceramic wood-look plank flooring
• 16-ft. Ceilings in gathering room with 10-ft. Pocket 90° sliders + custom electric shades
chef’s dream kitchen!
Three rows of modern white cabinetry, oversized quartz waterfall island, hidden walk-in pantry, double oven, and premium finishes—perfect for both casual meals and elegant entertaining.
Flexible luxury living!
• 5 bedrooms / 4 full baths
• 3 ensuite bedrooms (including an upstairs second master with private entry & laundry hook-up)
outdoor oasis!
Resort-style pool with spa & lap area, high-end outdoor kitchen with bar & sink, paver driveway & walkways, lush night-lit landscaping—all overlooking breathtaking coastal views where dolphins and manatees often visit.
Siesta isles homes rarely offer this level of luxury, boating access and storm protection!—schedule your private showing today!
$950,000
- 0.27 Acres
- $3,518,519/Acre
Land for sale in Siesta Isles18547 Cutlass Dr, Fort Myers Beach, FL 33931
Build your waterfront paradise in fort myers beach! This unique opportunity in the prestigious siesta isles community of fort myers beach invites you to customize your dream residence just the way you envision it. Picture waking up every morning to breathtaking views, the gentle sound of water lapping at your private dock, and the exhilaration of living in one of southwest florida's best boating communities all just three lots from the bay! This exceptional property offers more than just prime real estate; it provides a lifestyle of leisure, adventure, and unparalleled beauty. With direct sailboat access and a spacious deep-water access canal right at your doorstep, you'll have the freedom to embark on aquatic adventures whenever you desire. Your very own private dock is perfect for accommodating large boats, empowering you to explore the stunning waters of the gulf of mexico with ease. As the sun sets, imagine soaking in the vibrant hues that dance across the sky, reflected on the glistening waters of your backyard. This picturesque scene serves as a daily reminder of the tranquil lifestyle that waterfront living affords. The sunsets here are nothing short of magical, creating an idyllic backdrop for your everyday life and providing the perfect setting for gatherings. Location is key, and this magnificent estate boasts an enviable position just minutes away from the stunning white sandy beaches of fort myers beach. Whether you prefer to travel by car or boat, you will have quick access to the sun-kissed shores and vibrant coastal communities of sanibel and captiva islands. Take advantage of the freedom that comes with owning a property in this area there is no homeowners association (hoa) to impose restrictions on your enjoyment. This means you can truly make this space your own, designing your dream home without limitations. This waterfront property isn't just about luxury; it's about embracing a lifestyle that celebrates the essence of life by the water. Imagine evenings spent entertaining friends on your deck, mornings sipping coffee as dolphins play in the canal, and weekends exploring the diverse marine life that thrives just beyond your back door. The memories you'll create in this home will be cherished for a lifetime. You have the option to work with the seller to build out your custom dream home. Make your paradise dream home come true in siesta isles, where stunning views, luxurious living, and the coastal lifestyle you desire await you!
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Community Snapshot
2 to 5 BR Bedrooms
$800K to $2.3MPrice Range
1,360 - 5,767SqFt Range
1976Year Build
1Total Floors
N/ATotal Units
N/ATotal Sales
Subdivision Amenities
Streetlight
Internet Access
None
See Remarks
Scores
Walk Score®
Car-Dependent. Almost all errands require a car.
7
100
Transit Score®
No data.
N/A
Bike Score®
Somewhat Bikeable. Minimal bike infrastructure.
43
100
Sound Score®
Bearable noise.
80
100
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