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4471 Cutlass Dr, Upper Captiva
$170,000
2026035553 MLS ⋅ Castaway Key Unrecorded Subdivision BLDG.
Build Your Island Dream Home at 4471 Cutlass Dr on North Captiva Island, FL! Discover this opportunity to build your custom retreat on one of North Captiva's desirable streets. This high and dry lot offers the perfect canvas for your island vision, with a private well worth 25k-40k already in place to give you a head start on construction. The higher elevation offers a safe foundation for creating the home you've always imagined. Just a quick golf cart ride away are multiple beach access points, putting you within moments of the Gulf's sugar-sands or the preserve's hidden beaches and trails. Whether you're into shelling, hiking, kayaking, or simply soaking in the sunsets, you'll be surrounded by untouched natural beauty every day. The location also places you close to the resort area, with pools, tennis, shops, dining, and the ferry landing. That makes it ideal not only for an ultimate vacation retreat, but also for potential future rental income. With its beautiful location, existing well, and proximity to both the nature preserve and resort-style amenities, this lot is more than just a plot of land - it's your chance to design the island lifestyle most people only dream of.

4471 Cutlass Dr, Upper Captiva
4531 Conch Shell Dr, Upper Captiva
$156,000
2026034990 MLS ⋅ Castaway Key Unrecorded Subdivision BLDG.
Build your North Captiva dream home on this oversized 100' x 120' homesite located in a desirable higher-elevation area just five rows back from the Gulf! With approximately 0.28 acres of land, this generous parcel provides all the extra space needed to create your ideal custom vacation retreat, pool, outdoor entertaining areas, and lush landscaping. The property is close enough to the Gulf to enjoy the sounds of the surf, with convenient beach access leading to miles of beautiful sandy shoreline just a short golf cart ride away. A properly designed island home may offer the opportunity to capture Gulf and Bay views from upper living levels or a lookout deck, adding another dimension to this already appealing location. Spend your days walking the beach, shelling, swimming, exploring nearby preserve lands, or simply enjoying the slower pace of North Captiva. Island dining, shopping, ferry service, and resort amenities are all easily reached by golf cart. North Captiva is a private, boat-access-only barrier island known for its uncrowded beaches, abundant wildlife, protected natural areas, and distinctive golf-cart lifestyle. If you are looking for a high-elevation, oversized property with a view, don't miss this lot!

4531 Conch Shell Dr, Upper Captiva
621 Rum Rd, Captiva
$1,299,000
3 Beds ⋅ 3.5 Baths ⋅ 2026023102 MLS ⋅ Castaway Key Unrecorded Subdivision BLDG.
UPPER CAPTIVA CANAL HOME. Room for two boats. Needs some updating. Beautiful private views across the State Park to Pine Island from this gorgeous 3 bedroom plus a den & 3.5 bathroom home. It has everything you would want from an island home including protected docking for your boats on a navigable canal which leads out to the Gulf of Mexico and the Intracoastal Waterway, an elevator to bring groceries and supplies up to the kitchen, all windows are hurricane impact windows, cedar ship-lap exterior siding, wood burning fireplace, an upper mezzanine area above the living room which could be a studio or office, plenty of room for guests, a beautiful kitchen with big windows showing the view to the State Park, wide decks wrap around the house on both floors, a large screened-in pool with a shower and bathroom, new electric system inside and out, new roof, newly painted decks, newly painted exterior. Also, recent maintenance check on the Elevator. The beach is just down the sandy path to a parking area with access to the widest beach on the island. This island home could be an exceptional income producing property. Please make an appointment to see this wonderful home soon.

621 Rum Rd, Captiva
671 Rum Rd, Upper Captiva
$450,000
225033168 MLS ⋅ Castaway Key Unrecorded Subdivision BLDG.
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!

671 Rum Rd, Upper Captiva