Castaway Key Properties For Sale

Upper Captiva, FL 33924

Results 8 of 8
Photo 2
Photo 1
$2,100,000
$1,950,000
621 Rum Rd, Upper Captiva, FL 33924
MLS# 224068577
3
Beds
31/2
Baths
2,481
SqFt
7.1% Decrease (-$150,000)
0
Garage
$786
$/SqFt
Rare canal home offered for sale on a protected canal with about 80 feet of dock possibly for larger boats. Its a beautiful home with a reverse floor plan with the living area on the upper floor. The views of the wildlife preserve are wonderful. 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. The third full bathroom is downstairs by the screened pool. The beach is just down the road to a public parking area with access to the widest beach on the island. New roof. Make an appointment to see this wonderful home.
Islander Realty
Photo 2
Photo 1
$849,000
$829,000
4561 Smugglers Dr, Upper Captiva, FL 33924
MLS# 224062024
2
Beds
11/2
Baths
891
SqFt
2.4% Decrease (-$20,000)
0
Garage
$930
$/SqFt
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!
Resort Properties Internationa
Photo 2
Photo 1
$2,200,000
$1,899,000
560 Gulf Ln, Upper Captiva, FL 33924
MLS# 224062719
2
Beds
21/2
Baths
1,650
SqFt
13.7% Decrease (-$301,000)
0
Garage
$1,151
$/SqFt
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!
Resort Properties Internationa
THINKING OF SELLING IN Castaway Key?
Logo

3D Virtual Tour

Professional Photos

Syndicated Exposure

Photo 2
Photo 1
$529,000
671 Rum Rd, Upper Captiva, FL 33924
MLS# 224029760

Land

0.0%

N/A

Lot
Very rare opportunity to purchase a vacant land parcels on the southernmost north captiva island canal bordering the state preserve! A well-designed home's upper levels will offer unobstructed views across the state wildlife reserve to pine island sound, plus vistas over the entire preserve and island to the gulf for beautiful sunsets. It is located adjacent to a neighborhood hoa double-sized parcel at the end of the canal, which offers extra green space to the south. If you are looking for great views, private dockage for multiple boats, and privacy while close to the beach, this lot may be the one for you!
Resort Properties Internationa
Photo 2
Photo 1
$165,000
4430 Smugglers Dr, Upper Captiva, FL 33924
MLS# 224064979

Land

0.0%

N/A

Lot
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!
Resort Properties Internationa
Photo 2
Photo 1
$139,500
4470 Conch Shell Dr, Upper Captiva, FL 33924
MLS# 224026810

Land

0.0%

N/A

Lot
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.
Resort Properties Internationa
Photo 2
Photo 1
$184,000
4431 Schooner Dr, Upper Captiva, FL 33924
MLS# 224064977

Land

0.0%

N/A

Lot
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!
Resort Properties Internationa
Photo 2
Photo 1
$139,500
4480 Conch Shell Dr, Upper Captiva, FL 33924
MLS# 224026811

Land

0.0%

N/A

Lot
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.
Resort Properties Internationa
Subdivision Amenities
Beach - Private
Beach Access
None
Schools
GreatSchools Logo

Data provided by GreatSchools © 2023. All rights reserved.

Scores
Walk Score®

Car-Dependent. Almost all errands require a car.

9

100

Transit Score®

No data.

N/A

Bike Score®

Bikeable. Some bike infrastructure.

52

100

Sound Score®

No data.

N/A

Upper Captiva Mid-Range Homes & Condos
Logo
Logo

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity' Program of the Regional Multiple Listing Service of Miami Dade, Broward, Palm Beach, Collier and Lee Counties. Not all listings found on this site are necessarily listed through Subdivisions.com. Real estate listings held by brokerage firms other than Subdivisions.com are marked with the Broker Reciprocity' logo or the Broker Reciprocity' thumbnail logo (little black house) and detailed information about them includes the name of the listing brokers.

Company
Legal
Social Media

About Us

Privacy Policy

Facebook

Press Room

Terms of Use

Instagram

Blog

DMCA Notice

LinkedIn

Contact Us

Accessibility

Pinterest

Copyright © 2025 Subdivisions.com • All Rights Reserved • Made with ❤ in Miami, Florida.