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Castaway Key Real Estate For Sale

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Castaway Key, 4511 Schooner Dr, Upper Captiva, Florida 33924, image 1
$929,000
  • 3 Beds
  • 31/2 Baths
  • 1,608 SqFt
  • $578/SqFt
House for sale in Castaway Key
4511 Schooner Dr, Upper Captiva, FL 33924
Charming north captiva island getaway with a fully upgraded exterior! Thoughtfully crafted with a reverse floorplan that maximizes light, space, and beautiful tropical surroundings. The open-concept living area seamlessly extends to a spacious screened lanai, perfect for indoor-outdoor living. The galley-style kitchen features a large dining bar & walk-in pantry. Two primary suites with en suite baths offer private walk-in showers. A versatile den serves as the bunk room, providing a fourth sleeping area for guests. The fully upgraded exterior combines convenience with peace of mind. This home boasts impact-resistant doors & sliding glass doors, new pgt energy-efficient, argon-filled, low e glass impact-resistant windows, maintenance-free composite decking, aluminum railings, a new composite vinyl siding rated for 150-mph winds with a lifetime color warranty, and a top-of-the-line highly durable fiberglass/epoxy lanai deck. Other recent upgrades include a new roof with a transferable premium warranty, new energy-efficient hvac units with wi-fi programable thermostats, and new kitchen appliances. The adjacent vacant lot is also available for purchase - offering an opportunity for added privacy, expanded outdoor space, or even a future guest house. Plus, a share in a private beach lot is available for exclusive beach access. Convenient home location, just a short walk to the beach, ferry, and resort amenities. There is plenty of room to add a pool. Excellent rental potential. Priced well below reconstruction cost, this is an exceptional value for island living! Don't miss this chance to own an affordable island retreat - schedule your showing today!
Castaway Key, 4561 Smugglers Dr, Upper Captiva, Florida 33924, image 1
$699,900
  • 2 Beds
  • 11/2 Baths
  • 891 SqFt
  • $786/SqFt
House for sale in Castaway Key
4561 Smugglers Dr, Upper Captiva, FL 33924
Adorable island cottage on beautiful north captiva island with classic beach style. This bungalow offers three sleeping rooms, making great use of the space. The living room and kitchen area are full of charm with tongue-and-groove wood walls, an authentic coastal retreat style. The two levels of decking are great for watching sunsets and gathering with the family. The home is located on a valuable oversized lot, just a short stroll or golf cart ride to the nearest beach access. Plenty of room to add on or install a large pool and outdoor entertainment area. Impact windows and sliders throughout, plus new hardie-board siding. Don't miss out on the chance to affordably obtain your beach house dream goal on this one-of-a-kind island!
Castaway Key, 631 Rum Rd, Upper Captiva, Florida 33924, image 1
$1,595,000
  • 4 Beds
  • 4 Baths
  • 1,920 SqFt
  • $831/SqFt
House for sale in Castaway Key
631 Rum Rd, Upper Captiva, FL 33924
Your private island waterfront escape — where every sunrise feels like it’s just for you! Imagine waking up to the first blush of sunrise spilling over pine island sound, the sky glowing pink and gold, while you sip coffee on your upper deck with panoramic views over a protected nature preserve. Just the soft rustle of palm fronds, the call of shorebirds, and the quiet lapping of water against your private dock. This isn’t just a house — it’s a 4-bedroom, 4-bath sanctuary built in 2020 to the highest storm and structural codes, so you can relax knowing your island retreat is as strong as it is beautiful. Inside, light pours in through vaulted ceilings onto airy, coastal-inspired living spaces. The designer kitchen — quartz countertops, stainless appliances, and custom cabinetry — was made for both sunset dinner parties and barefoot brunches after a morning swim. Built with impact windows, hardie board siding, and a metal roof, this home is built to withstand the elements. Step outside, and your world opens to a screened, heated pool surrounded by lush native landscaping that melts into the untouched preserve. When the day calls for adventure, your dock on a peaceful canal is ready for your boat, with quick access to some of the best fishing waters in florida. Whether you’re searching for a top-performing vacation rental or a personal hideaway that earns its keep when you’re away, this home is already a proven income generator — and it comes turnkey, so you can start living (or renting) the dream on day one. Opportunities for move-in waterfront properties don’t pop up on north captiva island very often — especially ones that offer this level of privacy, views, and modern construction. The only question is: will you let someone else watch your sunrise? Call today before this one disappears over the horizon.
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Castaway Key, 560 Gulf Ln, Upper Captiva, Florida 33924, image 1
$1,899,000 $301K
  • 2 Beds
  • 21/2 Baths
  • 1,650 SqFt
  • $1,151/SqFt
House for sale in Castaway Key
560 Gulf Ln, Upper Captiva, FL 33924
One of the most private and charming beach front homes ever for sale on north captiva island! This exquisite old florida cottage-style home offers true character and a a unique living experience with its one of a kind beachfront location. This rare lot is generously oversized, owning all the way to the mean high tide line... Surrounded on both sides by multiple non-buildable lots for unmatched privacy on the beach. The captivating charm of the cottage architecture & decor sets this home apart in a league all of its own. Every moment at this beach house is an all-encompassing retreat to nature and island life. The cottage interior features shiplap walls, tongue & groove ceilings, and meticulously painted woodwork with modern comforts like sleek kitchen countertops w/ stainless steel appliances. The eclectic style showcases handcrafted details, cozy nooks, and a warm ambiance that welcomes you at every turn. Ownership of this beachfront cottage is not just a home, but a serene sanctuary where timeless memories will be etched into the very fabric of your life. Don't miss your one and only chance to own this very special and unique property!
Castaway Key, 4430 Smugglers Dr, Upper Captiva, Florida 33924, image 1
$165,000
  • 0.33 Acres
  • $500,000/Acre
Land for sale in Castaway Key
4430 Smugglers Dr, Upper Captiva, FL 33924
Oversized corner lot bordering rum rd.  Just steps from club amenities, shopping, dining, and the ferry landing. Bay and harbor views from the highest levels!    2 adjacent lots on schooner dr. Also available. Make an offer today!
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