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Castaway Key Real Estate Sold

Mid-Tier
Ultra Luxury — Above $1,000 per SqFt
High-End — $650 - $1,000 per SqFt
Mid-Tier — $400 - $650 per SqFt
Premium — $300 - $400 per SqFt
Entry-Level — Below $300 per SqFt
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Market Action
Selling Speed
Slow
6.6
Inventory Supply
High
15.15
Sales Activity
Updating
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Results 6 of 64
Castaway Key, 560 Gulf Ln, Upper Captiva, Florida 33924, image 1
$2,200,000
  • 2 Beds
  • 21/2 Baths
  • 1,650 SqFt
  • $1,333/SqFt
Mid-Tier
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, 517 Longboat Cir, Upper Captiva, Florida 33924, image 1
$132,000
  • 0.24 Acres
  • $550,000/Acre
Mid-Tier
Land for sale in Castaway Key
517 Longboat Cir, Upper Captiva, FL 33924
Building lot on north captiva island conveniently close to all the action and fun! A quick stroll to the island club pools, pool bar, & restaurant, island shops, & boat rentals. Potential harbor and bay views from lookout levels. Located on a scenic sandy lane. Just a short golf cart ride to the beach access on gulf ln. One of the lowest-priced lot listings on the island!
Castaway Key, 4480 Conch Shell Dr, Upper Captiva, Florida 33924, image 1
$139,500
  • 0.22 Acres
  • $634,091/Acre
Mid-Tier
Land for sale in Castaway Key
4480 Conch Shell Dr, Upper Captiva, FL 33924
Beautiful island building in a high & dry area of north captiva. Enjoy resort-style amenities and the convenience of a location close to the ferry landing and yet a short golf cart or bike ride takes you to the nature preserve trails and breathtaking gulf beaches. The adjacent lot is also available, perfect for building one larger square footage home, two homes next to each other, or combining the two for a single residence with a large privacy buffer on every side of the property.
Castaway Key, 4431 Schooner Dr, Upper Captiva, Florida 33924, image 1
$184,000
  • 0.33 Acres
  • $557,576/Acre
Mid-Tier
Land for sale in Castaway Key
4431 Schooner Dr, Upper Captiva, FL 33924
Oversized corner lot bordering rum rd.  Just steps from club amenities, shopping, dining, and the ferry landing. Prime view corridor offering bay and harbor views from the highest levels!    2 adjacent lots also available, one on smugglers dr and one schooner dr. Make an offer today!
Castaway Key, 621 Rum Rd, Upper Captiva, Florida 33924, image 1
$1,700,000
  • 3 Beds
  • 31/2 Baths
  • 2,481 SqFt
  • $685/SqFt
Mid-Tier
House for sale in Castaway Key
621 Rum Rd, Upper Captiva, FL 33924
Major price reduction. This gorgeous home, 3 bedroom + den & 4 baths, has everything you would llove to have on upper captiva island. Gulf access canal home with a large dock. Room for 2 boats & located on a navigable canal. Come see the wonderful views overlooking the wildlife preserve. The living area is on the upper floor to more enjoy the views of the state wildlife preserve. All hurricane impact glass windows. Cedar shiplap exterior siding. Wood burning fireplace. And the views are even better from the upper mezzanine area above the living room which could be another sleeping area. Plenty of room for guests with 3 bedrooms, a den and 3.5 bathrooms. Huge beautiful kitchen. Enjoy a large pool completely screened in. The beach is just down the road to a parking area with access to the widest beach on the island. New roof. Elevator! What more do you need! Make an appointment to see this wonderful home.
Castaway Key, 631 Rum Rd, Upper Captiva, Florida 33924, image 1
$1,650,000$100K
  • 4 Beds
  • 4 Baths
  • 1,920 SqFt
  • $859/SqFt
Mid-Tier
House for sale in Castaway Key
631 Rum Rd, Upper Captiva, FL 33924
Welcome to 631 rum road, captiva island – your dream retreat awaits! This stunning, completely remodeled and updated canal-front home on sought-after captiva island offers the perfect mix of luxury, charm, and income potential with a proven track record of successful rentals. Rarely available and overflowing with style, this gulf-access property boasts unbeatable water views and backs up to a pristine wildlife preserve – a haven for birdwatchers and nature lovers. Whether sipping your morning coffee or enjoying a sunset cocktail, the upstairs balcony provides a front-row seat to nature's beauty. Inside, you’ll find an abundance of natural light accentuating the spacious, open floor plan. The modern kitchen dazzles with gleaming granite countertops, stainless steel appliances, and elegant finishes, seamlessly connecting to the main living space. The bright, airy living areas feature tall ceilings, tasteful coastal decor, and beautiful flooring throughout. Each room feels perfectly curated to complement the island lifestyle. Step outside and discover your own tropical oasis – a private pool surrounded by lush greenery and ample room for entertaining. Whether it’s lounging poolside, hosting a family gathering, or relaxing in the shaded patio space, this home is designed for ultimate relaxation and fun. Boaters will love the convenient canal access to the gulf of mexico, just moments away for a day on the water. Located minutes from public parking to captiva's widest white sandy beach, you’re never far from a day in the sun, surf, and sand. With the perfect blend of tranquility and accessibility, 631 rum road is the island escape you’ve been waiting for – ideal as a personal paradise, investment property, or both. Don't miss this rare opportunity to own a slice of captiva island’s best. Schedule your private showing today and let the island lifestyle begin!
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Subdivision Amenities

Beach Club Available
Internet Access
Underground Utility
Beach - Private
Beach Access
None

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Nearby Subdivisions

Mid-Tier
0.11 miles
For Sale (7)
$470K - $2M
Ultra Luxury
0.18 miles
For Sale (2)
$1.3M - $1.3M
High-End
0.26 miles
For Sale (6)
$150K - $1.5M
High-End
0.26 miles
For Sale (4)
$705K - $1.1M
Mid-Tier
0.26 miles
For Sale (2)
$1.5M - $3.3M

Schools

Scores

Walk Score®
Car-Dependent. Almost all errands require a car
13

100
Bike Score®
Bikeable. Some bike infrastructure
52

100
Sound Score®
Bearable noise
83

100
Airport Score
Close to airports. Noticeable airport activity
0

100
Traffic Score
Congested area. Frequent traffic delays
21

100
Local Score
Limited local amenities nearby
0

100

Upper Captiva
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